COMPOSITION FOR ORGANIC MATERIAL LAYER OF ORGANIC LIGHT EMITTING DEVICE AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME

20250160201 ยท 2025-05-15

Assignee

Inventors

Cpc classification

International classification

Abstract

The present specification relates to a composition for an organic material layer of an organic light emitting device and an organic light emitting device including the same.

Claims

1. A composition for an organic material layer of an organic light emitting device, the composition comprising a heterocyclic compound represented by the following Chemical Formula A and a heterocyclic compound represented by the following Chemical Formula B: ##STR01183## wherein, in Chemical Formulae A and B, L1 to L4 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group, Ar1, Ar2, and Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group, R1 to R4 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; a substituted or unsubstituted C2 to C60 heterocycloalkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group, R5 is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; a substituted or unsubstituted C2 to C60 heterocycloalkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group, or two or more adjacent R5's are bonded to each other to form a ring, l1 to l4 are the same as or different from each other, and are each independently an integer from 1 to 3, and when each of l1 to l4 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other, r1 and r4 are the same as or different from each other, and are each independently an integer from 0 to 3, r2 is an integer from 0 to 2, r3 and r5 are the same as or different from each other, and are each independently an integer from 0 to 4, when each of r1 to r5 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other, ar1 and ar2 are the same as or different from each other, and are each independently an integer from 1 to 4, and when each of ar1 and ar2 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other, Ar3 is represented by the following Chemical Formula K, ##STR01184## in Chemical Formula K, ##STR01185## means a moiety linked to L2, Xk is O; S; CRk1Rk2; or NRk3, Rk and Rk1 to Rk3 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group, rk is an integer from 0 to 7, N-Het1 is represented by the following Structural Formula N,
[Structural Formula N] ##STR01186## in Structural Formula N, ##STR01187## means a moiety linked to L3, and Ra and Rb are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C60 aryl group; a substituted or unsubstituted C2 to C60 heteroaryl group; or a combination thereof,

2. The composition of claim 1, wherein Chemical Formula A is represented by any one of the following Chemical Formulae A-1 to A-3: ##STR01188## in Chemical Formulae A-1 to A-3, each of Ar1 to Ar3, L1, L2, R1 to R3, ar1, ar2, l1, l2, and r1 to r3 is as defined in Chemical Formula A, R1 is as defined for R1 in Chemical Formula A, R2 is as defined for R2 in Chemical Formula A, r1 is an integer from 0 to 2, and when r1 is 2, R1's are the same as or different from each other, and r2 is 0 or 1.

3. The composition of claim 1, wherein Chemical Formula B is represented by any one of the following Chemical Formulae B-1 to B-11: ##STR01189## ##STR01190## ##STR01191## in Chemical Formulae B-1 to B-11, each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B, each of R4 and R4 is as defined for R4 in Chemical Formula B, each of R5, R5, and R5 is as defined for R5 in Chemical Formula B, R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group, r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 3, r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 2, r5 is 0 or 1, r6 is an integer from 0 to 4, and when each of r4, r4, r5, r5, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

4. The composition of claim 1, wherein Chemical Formula A is represented by any one of the following Chemical Formulae A-101 to A-104: ##STR01192## in Chemical Formulae A-101 to A-104, each of L1, L2, Ar1 to Ar3, R1 to R3, l1, l2, ar1, ar2, r1, and r3 is as defined in Chemical Formula A.

5. The composition of claim 1, wherein Chemical Formula B is represented by any one of the following Chemical Formulae B-101 to B-132: ##STR01193## ##STR01194## ##STR01195## ##STR01196## ##STR01197## ##STR01198## ##STR01199## in Chemical Formulae B-101 to B-132, each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B, each of R4 and R4 is as defined for R4 in Chemical Formula B, each of R5, R5, and R5 is as defined for R5 in Chemical Formula B, R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group, r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 3, r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 2, r5 is 0 or 1, r6 is an integer from 0 to 4, and when each of r4, r4, r5, r5, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

6. The composition of claim 1, wherein L1 to L4 are the same as or different from each other, and are each independently a direct bond; or a substituted or unsubstituted C6 to C30 arylene group.

7. The composition of claim 1, wherein Ar1, Ar2, and Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

8. The composition of claim 1, wherein R1 to R4 are the same as or different from each other, and are each independently hydrogen; or deuterium, and R5 is hydrogen; or deuterium, or two or more adjacent R5's are bonded to each other to form a benzene ring unsubstituted or substituted with deuterium.

9. The composition of claim 1, wherein Rk and Rk1 to Rk3 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C30 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

10. The composition of claim 1, wherein Ra and Rb are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C30 aryl group; a substituted or unsubstituted C2 to C30 heteroaryl group; or a combination thereof.

11. The composition of claim 1, wherein the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B are the same as or different from each other, and are each independently 0% or 1% to 100%.

12. The composition of claim 1, wherein Chemical Formula A is represented by any one of the following heterocyclic compounds: ##STR01200## ##STR01201## ##STR01202## ##STR01203## ##STR01204## ##STR01205## ##STR01206## ##STR01207## ##STR01208## ##STR01209## ##STR01210## ##STR01211## ##STR01212## ##STR01213## ##STR01214## ##STR01215## ##STR01216## ##STR01217## ##STR01218## ##STR01219## ##STR01220## ##STR01221## ##STR01222## ##STR01223## ##STR01224## ##STR01225## ##STR01226## ##STR01227## ##STR01228## ##STR01229## ##STR01230## ##STR01231## ##STR01232## ##STR01233## ##STR01234## ##STR01235## ##STR01236## ##STR01237## ##STR01238## ##STR01239## ##STR01240## ##STR01241## ##STR01242## ##STR01243## ##STR01244## ##STR01245## ##STR01246## ##STR01247## ##STR01248## ##STR01249## ##STR01250## ##STR01251## ##STR01252## ##STR01253## ##STR01254## ##STR01255## ##STR01256## ##STR01257## ##STR01258## ##STR01259## ##STR01260## ##STR01261## ##STR01262## ##STR01263## ##STR01264## ##STR01265## ##STR01266## ##STR01267## ##STR01268## ##STR01269## ##STR01270## ##STR01271## ##STR01272## ##STR01273## ##STR01274## ##STR01275## ##STR01276## ##STR01277## ##STR01278## ##STR01279## ##STR01280## ##STR01281## ##STR01282## ##STR01283## ##STR01284## ##STR01285## ##STR01286## ##STR01287## ##STR01288## ##STR01289## ##STR01290## ##STR01291## ##STR01292## ##STR01293## ##STR01294## ##STR01295## ##STR01296## ##STR01297## ##STR01298## ##STR01299## ##STR01300## ##STR01301## ##STR01302## ##STR01303## ##STR01304## ##STR01305## ##STR01306## ##STR01307## ##STR01308## ##STR01309## ##STR01310## ##STR01311## ##STR01312## ##STR01313## ##STR01314## ##STR01315## ##STR01316## ##STR01317## ##STR01318## ##STR01319## ##STR01320## ##STR01321## ##STR01322## ##STR01323## ##STR01324## ##STR01325## ##STR01326## ##STR01327## ##STR01328## ##STR01329## ##STR01330## ##STR01331## ##STR01332## ##STR01333## ##STR01334## ##STR01335## ##STR01336## ##STR01337## ##STR01338## ##STR01339## ##STR01340## ##STR01341## ##STR01342## ##STR01343## ##STR01344## ##STR01345## ##STR01346## ##STR01347## ##STR01348## ##STR01349## ##STR01350## ##STR01351## ##STR01352## ##STR01353## ##STR01354## ##STR01355## ##STR01356## ##STR01357## ##STR01358## ##STR01359## ##STR01360## ##STR01361## ##STR01362## ##STR01363## ##STR01364## ##STR01365## ##STR01366## ##STR01367## ##STR01368## ##STR01369## ##STR01370## ##STR01371## ##STR01372## ##STR01373## ##STR01374## ##STR01375## ##STR01376## ##STR01377## ##STR01378## ##STR01379## ##STR01380## ##STR01381## ##STR01382## ##STR01383## ##STR01384## ##STR01385## ##STR01386## ##STR01387## ##STR01388## ##STR01389## ##STR01390## ##STR01391## ##STR01392## ##STR01393## ##STR01394## ##STR01395## ##STR01396## ##STR01397## ##STR01398## ##STR01399## ##STR01400## ##STR01401## ##STR01402## ##STR01403## ##STR01404## ##STR01405## ##STR01406## ##STR01407## ##STR01408## ##STR01409## ##STR01410## ##STR01411## ##STR01412## ##STR01413## ##STR01414## ##STR01415## ##STR01416## ##STR01417## ##STR01418## ##STR01419## ##STR01420## ##STR01421## ##STR01422## ##STR01423## ##STR01424## ##STR01425## ##STR01426## ##STR01427## ##STR01428## ##STR01429## ##STR01430## ##STR01431## ##STR01432## ##STR01433## ##STR01434## ##STR01435## ##STR01436## ##STR01437## ##STR01438## ##STR01439## ##STR01440## ##STR01441## ##STR01442## ##STR01443## ##STR01444## ##STR01445## ##STR01446## ##STR01447## ##STR01448## ##STR01449## ##STR01450## ##STR01451## ##STR01452## ##STR01453## ##STR01454## ##STR01455## ##STR01456## ##STR01457## ##STR01458## ##STR01459## ##STR01460## ##STR01461## ##STR01462## ##STR01463## ##STR01464## ##STR01465## ##STR01466## ##STR01467## ##STR01468## ##STR01469## ##STR01470## ##STR01471## ##STR01472## ##STR01473## ##STR01474## ##STR01475## ##STR01476## ##STR01477## ##STR01478## ##STR01479## ##STR01480## ##STR01481## ##STR01482## ##STR01483## ##STR01484## ##STR01485## ##STR01486## ##STR01487## ##STR01488## ##STR01489## ##STR01490## ##STR01491## ##STR01492## ##STR01493## ##STR01494## ##STR01495## ##STR01496## ##STR01497## ##STR01498## ##STR01499## ##STR01500## ##STR01501## ##STR01502## ##STR01503## ##STR01504## ##STR01505## ##STR01506## ##STR01507## ##STR01508## ##STR01509## ##STR01510## ##STR01511## ##STR01512## ##STR01513## ##STR01514## ##STR01515## ##STR01516## ##STR01517## ##STR01518##

13. The composition of claim 1, wherein Chemical Formula B is represented by any one of the following heterocyclic compounds: ##STR01519## ##STR01520## ##STR01521## ##STR01522## ##STR01523## ##STR01524## ##STR01525## ##STR01526## ##STR01527## ##STR01528## ##STR01529## ##STR01530## ##STR01531## ##STR01532## ##STR01533## ##STR01534## ##STR01535## ##STR01536## ##STR01537## ##STR01538## ##STR01539## ##STR01540## ##STR01541## ##STR01542## ##STR01543## ##STR01544## ##STR01545## ##STR01546## ##STR01547## ##STR01548## ##STR01549## ##STR01550## ##STR01551## ##STR01552## ##STR01553## ##STR01554## ##STR01555## ##STR01556## ##STR01557## ##STR01558## ##STR01559## ##STR01560## ##STR01561## ##STR01562## ##STR01563## ##STR01564## ##STR01565## ##STR01566## ##STR01567## ##STR01568## ##STR01569## ##STR01570## ##STR01571## ##STR01572## ##STR01573## ##STR01574## ##STR01575## ##STR01576## ##STR01577## ##STR01578## ##STR01579## ##STR01580## ##STR01581## ##STR01582## ##STR01583## ##STR01584## ##STR01585## ##STR01586## ##STR01587## ##STR01588## ##STR01589## ##STR01590## ##STR01591## ##STR01592## ##STR01593## ##STR01594## ##STR01595## ##STR01596## ##STR01597## ##STR01598## ##STR01599## ##STR01600## ##STR01601## ##STR01602## ##STR01603## ##STR01604## ##STR01605## ##STR01606## ##STR01607## ##STR01608## ##STR01609## ##STR01610## ##STR01611## ##STR01612## ##STR01613## ##STR01614## ##STR01615## ##STR01616## ##STR01617## ##STR01618## ##STR01619## ##STR01620## ##STR01621## ##STR01622## ##STR01623## ##STR01624## ##STR01625## ##STR01626## ##STR01627## ##STR01628## ##STR01629## ##STR01630## ##STR01631## ##STR01632## ##STR01633## ##STR01634## ##STR01635## ##STR01636## ##STR01637## ##STR01638## ##STR01639## ##STR01640## ##STR01641## ##STR01642## ##STR01643## ##STR01644## ##STR01645## ##STR01646## ##STR01647## ##STR01648## ##STR01649## ##STR01650## ##STR01651## ##STR01652## ##STR01653## ##STR01654## ##STR01655## ##STR01656## ##STR01657## ##STR01658## ##STR01659## ##STR01660## ##STR01661## ##STR01662## ##STR01663## ##STR01664## ##STR01665## ##STR01666## ##STR01667## ##STR01668## ##STR01669## ##STR01670## ##STR01671## ##STR01672## ##STR01673## ##STR01674## ##STR01675## ##STR01676## ##STR01677## ##STR01678## ##STR01679## ##STR01680## ##STR01681## ##STR01682## ##STR01683## ##STR01684## ##STR01685## ##STR01686## ##STR01687## ##STR01688## ##STR01689## ##STR01690## ##STR01691## ##STR01692## ##STR01693## ##STR01694## ##STR01695## ##STR01696## ##STR01697## ##STR01698## ##STR01699## ##STR01700## ##STR01701## ##STR01702## ##STR01703## ##STR01704## ##STR01705## ##STR01706## ##STR01707## ##STR01708## ##STR01709## ##STR01710## ##STR01711## ##STR01712## ##STR01713## ##STR01714## ##STR01715## ##STR01716## ##STR01717## ##STR01718## ##STR01719## ##STR01720## ##STR01721## ##STR01722## ##STR01723## ##STR01724## ##STR01725## ##STR01726## ##STR01727## ##STR01728## ##STR01729## ##STR01730## ##STR01731## ##STR01732## ##STR01733## ##STR01734## ##STR01735## ##STR01736## ##STR01737## ##STR01738## ##STR01739## ##STR01740## ##STR01741## ##STR01742## ##STR01743## ##STR01744## ##STR01745## ##STR01746## ##STR01747## ##STR01748## ##STR01749## ##STR01750## ##STR01751## ##STR01752## ##STR01753## ##STR01754## ##STR01755## ##STR01756##

14. The composition of claim 1, wherein a molar ratio of the heterocyclic compound represented by Chemical Formula A to the heterocyclic compound represented by Chemical Formula B is 0.1 to 3:0.1 to 2.

15. An organic light emitting device comprising: a first electrode; a second electrode provided to face the first electrode; and an organic material layer having one or more layers provided between the first electrode and the second electrode, wherein one or more layers of the organic material layer comprise the composition according to claim 1.

16. The organic light emitting device of claim 15, wherein the organic material layer further comprises a light emitting layer, and the light emitting layer comprises the composition for an organic material layer of an organic light emitting device.

17. The organic light emitting device of claim 15, wherein the organic light emitting device further comprises one or two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transport layer, a hole transport auxiliary layer, an electron injection layer, an electron transport layer, an electron blocking layer, and a hole blocking layer.

Description

BRIEF DESCRIPTION OF DRAWINGS

[0033] FIGS. 1 to 3 are views each exemplarily illustrating a stacking structure of an organic light emitting device according to an exemplary embodiment of the present specification.

MODE FOR INVENTION

[0034] Hereinafter, the present specification will be described in more detail.

[0035] When one part includes one constituent element in the present specification, unless otherwise specifically described, this does not mean that another constituent element is excluded, but means that another constituent element may be further included.

[0036] In the present specification,

##STR00006##

of a chemical formula means a position to be bonded.

[0037] The term substitution means that a hydrogen atom bonded to a carbon atom of a compound is changed into another substituent, and a position to be substituted is not limited as long as the position is a position at which the hydrogen atom is substituted, that is, a position at which the substituent may be substituted, and when two or more are substituted, the two or more substituents may be the same as or different from each other.

[0038] In the present specification, substituted or unsubstituted means being unsubstituted or substituted with one or more substituents selected from the group consisting of deuterium; a halogen group; a cyano group; a C1 to C60 alkyl group; a C2 to C60 alkenyl group; a C2 to C60 alkynyl group; a C3 to C60 cycloalkyl group; a C2 to C60 heterocycloalkyl group; a C6 to C60 aryl group; a C2 to C60 heteroaryl group; a silyl group; a phosphine oxide group; and an amine group, or with a substituent to which two or more substituents selected among the exemplified substituents are linked.

[0039] In the present specification, when a substituent is not indicated in the structure of a chemical formula or compound means that a hydrogen atom is bonded to a carbon atom. However, since deuterium (.sup.2H) or tritium corresponds to an isotope of hydrogen, it may be interpreted as a concept included in hydrogen, as long as it is not explicitly excluded.

[0040] That is, in the present application, deuterium exhibits an effect equivalent to that of hydrogen in terms of driving voltage, light emitting efficiency, and life time, or exhibits improved effects in some evaluation criteria, according to Chem. Commun., 2014, 50, 14870, and since the effect falls within the scope that a person with ordinary skill in the art may predict may have the equivalent effect without conducting specific experiments, deuterium, an isotope of hydrogen, is interpreted as a concept included in hydrogen, as long as it is not explicitly excluded.

[0041] According to an exemplary embodiment of the present specification, when a substituent is not indicated in the structure of a chemical formula or compound may mean that all the positions that may be reached by the substituent are hydrogen; or deuterium. That is, deuterium is an isotope of hydrogen, and some hydrogen atoms may be deuterium which is an isotope, and in this case, the content of deuterium may be 0% to 100%.

[0042] According to an exemplary embodiment of the present specification, in the case where a substituent is not indicated in the structure of a chemical formula or compound, when the content of deuterium is 0%, the content of hydrogen is 100%, and all the substituents do not explicitly exclude deuterium such as hydrogen, hydrogen and deuterium may be mixed and used in the compound.

[0043] According to an exemplary embodiment of the present specification, deuterium is one of the isotopes of hydrogen, is an element that has a deuteron composed of one proton and one neutron as a nucleus, and may be represented by hydrogen-2, and the element symbol may also be expressed as D or 2H.

[0044] According to an exemplary embodiment of the present specification, the isotope means an atom with the same atomic number (Z), but different mass numbers (A), and may also be interpreted as an element which has the same number of protons, but different number of neutrons.

[0045] According to an exemplary embodiment of the present specification, when the total number of substituents of a basic compound is defined as T1 and the number of specific substituents among the substituents is defined as T2, the content T % of the specific substituent may be defined as T2/T1100=T %.

[0046] That is, when taking a phenyl group represented by

##STR00007##

as an example, herein, a deuterium content of 20% may be represented by 20% when the total number of substituents that the phenyl group can have is 5 (T1 in the formula) and the number of deuteriums among the substituents is 1 (T2 in the formula). That is, a deuterium content of 20% in the phenyl group may be represented by the following structural formula.

##STR00008##

[0047] Further, according to an exemplary embodiment of the present specification, a phenyl group having a deuterium content of 0% may mean a phenyl group that does not include a deuterium atom, that is, has five hydrogen atoms.

[0048] In the present specification, the halogen may be fluorine, chlorine, bromine or iodine.

[0049] In the present specification, the alkyl group includes a straight-chain or branched-chain having 1 to 60 carbon atoms, and may be additionally substituted with another substituent. The number of carbon atoms of the alkyl group may be 1 to 60, specifically 1 to 40, and more specifically 1 to 20. Specific examples thereof include a methyl group, an ethyl group, a propyl group, an n-propyl group, an isopropyl group, a butyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a sec-butyl group, a 1-methyl-butyl group, a 1-ethyl-butyl group, a pentyl group, an n-pentyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a hexyl group, an n-hexyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 4-methyl-2-pentyl group, a 3,3-dimethylbutyl group, a 2-ethylbutyl group, a heptyl group, an n-heptyl group, a 1-methylhexyl group, a cyclopentylmethyl group, a cyclohexylmethyl group, an octyl group, an n-octyl group, a tert-octyl group, a 1-methylheptyl group, a 2-ethylhexyl group, a 2-propylpentyl group, an n-nonyl group, a 2,2-dimethylheptyl group, a 1-ethyl-propyl group, a 1,1-dimethyl-propyl group, an isohexyl group, a 2-methylpentyl group, a 4-methylhexyl group, a 5-methylhexyl group, and the like, but are not limited thereto.

[0050] In the present specification, the alkenyl group includes a straight-chain or branched-chain having 2 to 60 carbon atoms, and may be additionally substituted with another substituent. The number of carbon atoms of the alkenyl group may be 2 to 60, specifically 2 to 40, and more specifically 2 to 20. Specific examples thereof include a vinyl group, a 1-propenyl group, an isopropenyl group, a 1-butenyl group; a 2-butenyl group; a 3-butenyl group, a 1-pentenyl group, a 2-pentenyl group, a 3-pentenyl group, a 3-methyl-1-butenyl group, a 1,3-butadienyl group, an allyl group, a 1-phenylvinyl-1-yl group, 2-phenylvinyl-1-yl group, a 2,2-diphenylvinyl-1-yl group, a 2-phenyl-2-(naphthyl-1-yl) vinyl-1-yl group, a 2,2-bis(diphenyl-1-yl) vinyl-1-yl group, a stilbenyl group, a styrenyl group and the like, but are not limited thereto.

[0051] In the present specification, the alkynyl group includes a straight-chain or branched-chain having 2 to 60 carbon atoms, and may be additionally substituted with another substituent. The number of carbon atoms of the alkynyl group may be 2 to 60, specifically 2 to 40, and more specifically 2 to 20.

[0052] In the present specification, an alkoxy group may be straight-chained, branched, or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but is preferably 1 to 20. Specific examples thereof include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy, and the like, but are not limited thereto.

[0053] In the present specification, the cycloalkyl group includes a monocycle or polycycle having 3 to 60 carbon atoms, and may be additionally substituted with another substituent. Here, the polycycle means a group in which a cycloalkyl group is directly linked to or fused with another cyclic group. Here, another cyclic group may also be a cycloalkyl group, but may also be another kind of cyclic group, for example, a heterocycloalkyl group, an aryl group, a heteroaryl group, and the like. The number of carbon atoms of the cycloalkyl group may be 3 to 60, specifically 3 to 40, and more specifically 5 to 20. Specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 3-methylcyclopentyl group, a 2,3-dimethylcyclopentyl group, a cyclohexyl group, a 3-methylcyclohexyl group, a 4-methylcyclohexyl group, a 2,3-dimethylcyclohexyl group, a 3,4,5-trimethylcyclohexyl group, a 4-tert-butylcyclohexyl group, a cycloheptyl group, a cyclooctyl group, and the like, but are not limited thereto.

[0054] In the present specification, the heterocycloalkyl group includes O, S, Se, N, or Si as a heteroatom, includes a monocycle or polycycle having 2 to 60 carbon atoms, and may be additionally substituted with another substituent. Here, the polycycle means a group in which a heterocycloalkyl group is directly linked to or fused with another cyclic group. Here, another cyclic group may also be a heterocycloalkyl group, but may also be another kind of cyclic group, for example, a cycloalkyl group, an aryl group, a heteroaryl group, and the like. The number of carbon atoms of the heterocycloalkyl group may be 2 to 60, specifically 2 to 40, and more specifically 3 to 20.

[0055] In the present specification, the aryl group includes a monocycle or polycycle having 6 to 60 carbon atoms, and may be additionally substituted with another substituent. Here, the polycycle means a group in which an aryl group is directly linked to or fused with another cyclic group. Here, another cyclic group may also be an aryl group, but may also be another kind of cyclic group, for example, a cycloalkyl group, a heterocycloalkyl group, a heteroaryl group, and the like. The aryl group includes a spiro group. The number of carbon atoms of the aryl group may be 6 to 60, specifically 6 to 40, and more specifically 6 to 25. Specific examples of the aryl group include a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, a chrysenyl group, a phenanthrenyl group, a perylenyl group, a fluoranthenyl group, a triphenylenyl group, a phenalenyl group, a pyrenyl group, a tetracenyl group, a pentacenyl group, a fluorenyl group, an indenyl group, an acenaphthylenyl group, a benzofluorenyl group, a spirobifluorenyl group, a 2,3-dihydro-1H-indenyl group, a fused cyclic group thereof, and the like, but are not limited thereto.

[0056] In the present specification, the terphenyl group may be selected from the following structures.

##STR00009##

[0057] In the present specification, the fluorenyl group may be substituted, and adjacent substituents may be bonded to each other to form a ring.

[0058] When the fluorenyl group is substituted, the substituent may be selected from the following structures, but is not limited thereto.

##STR00010##

[0059] In the present specification, the heteroaryl group includes S, O, Se, N, or Si as a heteroatom, includes a monocycle or a polycycle having 2 to 60 carbon atoms, and may be additionally substituted with another substituent. Here, the polycycle means a group in which a heteroaryl group is directly linked to or fused with another cyclic group. Here, another cyclic group may also be a heteroaryl group, but may also be another kind of cyclic group, for example, a cycloalkyl group, a heterocycloalkyl group, an aryl group, and the like. The number of carbon atoms of the heteroaryl group may be 2 to 60, specifically 2 to 40, and more specifically 3 to 25. Specific examples of the heteroaryl group include a pyridyl group, a pyrrolyl group, a pyrimidyl group, a pyridazinyl group, a furanyl group, a thiophene group, an imidazolyl group, a pyrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a triazolyl group, a furazanyl group, an oxadiazolyl group, a thiadiazolyl group, a dithiazolyl group, a tetrazolyl group, a pyranyl group, a thiopyranyl group, a diazinyl group, an oxazinyl group, a thiazinyl group, a dioxynyl a triazinyl group, a tetrazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, an isoquinazolinyl group, a quinazolinyl group, naphthyridyl group, an acridinyl group, a phenanthridinyl group, an imidazopyridinyl group, a diaza naphthalenyl group, a triazaindene group, an indolyl group, an indolizinyl group, a benzothiazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiophene group, a benzofuran group, a dibenzothiophene group, a dibenzofuran group, a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a phenazinyl group, a dibenzosilole group, spirobi(dibenzosilole), a dihydrophenazinyl group, a phenoxazinyl group, a phenanthridyl group, an imidazopyridinyl group, a thienyl group, an indolo[2,3-a]carbazolyl group, indolo[2,3-b]carbazolyl group, an indolinyl group, a 10,11-dihydro-dibenzo[b, f]azepin group, a 9,10-dihydroacridinyl group, a phenanthrazinyl group, a phenothiathiazinyl group, a phthalazinyl group, a naphthylidinyl group, a phenanthrolinyl group, a benzo[c][1,2,5]thiadiazolyl group, a 2,3-dihydrobenzo[b]thiophene group, a 2,3-dihydrobenzofuran group, a 5,10-dihydrodibenzo[b,e][1,4]azasilinyl group, a pyrazolo[1,5-c]quinazolinyl group, a pyrido[1,2-b]indazolyl group, a pyrido[1,2-a]imidazo[1,2-e]indolinyl group, a 5,11-dihydroindeno[1,2-b]carbazolyl group, and the like, but are not limited thereto.

[0060] In the present specification, when the substituent is a carbazole group, it means being bonded to nitrogen or carbon of carbazole.

[0061] In the present specification, when a carbazole group is substituted, an additional substituent may be substituted with the nitrogen or carbon of the carbazole.

[0062] In the present specification, a benzocarbazole group may be any one of the following structures.

##STR00011##

[0063] In the present specification, a dibenzocarbazole group may be any one of the following structures.

##STR00012##

[0064] In the present specification, a naphthobenzofuran group may be any one of the following structures.

##STR00013##

[0065] In the present specification, a naphthobenzothiophene group may be any one of the following structures.

##STR00014##

[0066] In the present specification, a silyl group includes Si and is a substituent to which the Si atom is directly linked a radical, as and is represented by Si(R101)(R102)(R103), and R101 to R103 are the same as or different from each other, and may be each independently a substituent composed of at least one of hydrogen; deuterium; a halogen group; an alkyl group; an alkenyl group; an alkoxy group; a cycloalkyl group; a heterocycloalkyl group; an aryl group; and a heteroaryl group.

[0067] Specific examples of the silyl group include

##STR00015##

(a trimethylsilyl group),

##STR00016##

(a triethylsilyl group),

##STR00017##

(a t-butyldimethylsilyl group),

##STR00018##

(a vinyldimethylsilyl group),

##STR00019##

(a propyldimethylsilyl group),

##STR00020##

(a triphenylsilyl group),

##STR00021##

(a diphenylsilyl group),

##STR00022##

(a phenylsilyl group) and the like, but are not limited thereto.

[0068] In the present specification, the phosphine oxide group is represented by P(O)(R104)(R105), and R104 and R105 are the same as or different from each other, and may be each independently a substituent composed of at least one of hydrogen; deuterium; a halogen group; an alkyl group; an alkenyl group; an alkoxy group; a cycloalkyl group; a heterocycloalkyl group; an aryl group; and a heteroaryl group. Specifically, the phosphine oxide group may be substituted with an alkyl group or an aryl group, and the above-described example may be applied to the alkyl group and the aryl group. Examples of the phosphine oxide a group include dimethylphosphine oxide group, a diphenylphosphine oxide group, a dinaphthylphosphine oxide group, and the like, but are not limited thereto.

[0069] In the present specification, the amine group is represented by N(R106)(R107), and R106 and R107 are the same as or different from each other, and may be each independently a substituent composed of at least one of hydrogen; deuterium; a halogen group; an alkyl group; an alkenyl group; an alkoxy group; a cycloalkyl group; a heterocycloalkyl group; an aryl group; and a heteroaryl group. The amine group may be selected from the group consisting of NH.sub.2; a monoalkylamine group; a monoarylamine group; a monoheteroarylamine group; a dialkylamine group; a diarylamine group; a diheteroarylamine group; an alkylarylamine group; an alkylheteroarylamine group; and an arylheteroarylamine group, and the number of carbon atoms thereof is not particularly limited, but is preferably 1 to 30. Specific examples of the amine group include a methylamine group, a dimethylamine group, an ethylamine group, a diethylamine group, a phenylamine group, a naphthylamine group, a biphenylamine group, a dibiphenylamine group, an anthracenylamine group, a 9-methyl-anthracenylamine group, diphenylamine group, a phenylnaphthylamine group, a ditolylamine group, a phenyltolylamine group, a triphenylamine group, a biphenylnaphthylamine group, a phenylbiphenylamine group, a biphenylfluorenylamine group, a phenyltriphenylenylamine group, a biphenyltriphenylenylamine group, and the like, but are not limited thereto.

[0070] In the present specification, the above-described examples of the aryl group may be applied to an arylene group except for a divalent arylene group.

[0071] In the present specification, the above-described examples of the heteroaryl group may be applied to a heteroarylene group except for a divalent heteroarylene group.

[0072] In the present specification, an adjacent group may mean a substituent substituting an atom directly linked to an atom substituted by the corresponding substituent, a substituent sterically most closely positioned to the corresponding substituent, or another substituent substituting an atom substituted by the corresponding substituent. For example, two substituents substituted at the ortho position in a benzene ring and two substituents substituted at the same carbon in an aliphatic ring may be interpreted as groups which are adjacent to each other.

[0073] Hydrocarbon rings and hetero rings that adjacent groups may form include an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, an aliphatic hetero ring and an aromatic hetero ring, and structures exemplified by the above-described cycloalkyl group, aryl group, heterocycloalkyl group and heteroaryl group may be each applied to the rings, except for those that are not monovalent groups.

<Composition for Organic Material Layer of Organic Light Emitting Device>

[0074] Hereinafter, the composition for an organic material layer of an organic light emitting device according to the present specification will be described.

[0075] The composition for an organic material layer of an organic light emitting device according to an exemplary embodiment of the present specification includes a heterocyclic compound represented by the following Chemical Formula A.

##STR00023##

[0076] In Chemical Formula A, the description of each substituent is as described above.

[0077] The heterocyclic compound represented by Chemical Formula A is a di-substituted naphthobenzofuran, in which a first substituent

##STR00024##

enhances the electron and hole transport properties and a second substituent

##STR00025##

enhances the hole transport properties, so that it is possible to exhibit excellent electron and hole transport properties as a whole.

[0078] When a heterocyclic compound represented by Chemical Formula A, which has excellent hole transport properties, is used together with a heterocyclic compound represented by Chemical Formula B, which has fast electron transport properties, the heterocyclic compound may act as a P-type host material to cause charge balance in an organic layer (particularly, a light emitting layer (EML)) and prevent degradation caused by the accumulation of electrons and holes, thereby exhibiting high efficiency and long life time.

[0079] The composition for an organic material layer of an organic light emitting device according to an exemplary embodiment of the present specification includes a heterocyclic compound represented by the following Chemical Formula B.

##STR00026##

[0080] In Chemical Formula B, the description of each substituent is as described above.

[0081] The compound represented by Chemical Formula B is di-substituted as a tricyclic or more oxygen-containing fused heterocycle, and N-Het1 (represented by Structural Formula N and corresponding to triazine), a first substituent, enhances the electron transport properties, and Ar4, a second substituent, enhances the hole transport properties, and as a whole, the compound has excellent electron and hole transport properties, and thus, may exhibit high efficiency.

[0082] When a heterocyclic compound represented by Chemical Formula B, which has fast electron transport properties, is used together with a heterocyclic compound represented by Chemical Formula A, which has excellent hole transport properties, the heterocyclic compound may act as an N-type host material to cause charge balance in an organic layer (particularly, a light emitting layer (EML)) and prevent degradation caused by the accumulation of electrons and holes, thereby exhibiting high efficiency and long life time.

[0083] The compound according to exemplary embodiments may have low driving voltage, high light emitting efficiency, and/or long life time characteristics when used in an organic light emitting device.

[0084] According to an exemplary embodiment of the present specification, Chemical Formula A may be represented by any one of the following Chemical Formulae A-1 to A-3.

##STR00027##

[0085] In Chemical Formulae A-1 to A-3, [0086] each of Ar1 to Ar3, L1, L2, R1 to R3, ar1, ar2, l1, l2, and r1 to r3 is as defined in Chemical Formula A, [0087] R1 is as defined for R1 in Chemical Formula A, [0088] R2 is as defined for R2 in Chemical Formula A, [0089] r1 is an integer from 0 to 2, and when r1 is 2, R1's are the same as or different from each other, and [0090] r2 is 0 or 1.

[0091] According to an exemplary embodiment of the present specification, Chemical Formula A may be represented by any one of the following Chemical Formulae A-101 to A-104.

##STR00028##

[0092] In Chemical Formulae A-101 to A-104, [0093] each of L1, L2, Ar1 to Ar3, R1 to R3, l1, l2, ar1, ar2, r1, and r3 is as defined in Chemical Formula A.

[0094] According to an exemplary embodiment of the present specification, Chemical Formula B may be represented by any one of the following Chemical Formulae B-1 to B-11.

##STR00029## ##STR00030##

[0095] In Chemical Formulae B-1 to B-11, [0096] each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B, [0097] each of R4 and R4 is as defined for R4 in Chemical Formula B, [0098] each of R5, R5, and R5 is as defined for R5 in Chemical Formula B, [0099] R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group, [0100] r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 3, [0101] r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 2, r5 is 0 or 1, [0102] r6 is an integer from 0 to 4, and [0103] when each of r4, r4, r5, r5, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

[0104] According to an exemplary embodiment of the present specification, Chemical Formula B may be represented by any one of the following Chemical Formulae B-101 to B-132.

##STR00031## ##STR00032## ##STR00033## ##STR00034## ##STR00035## ##STR00036## ##STR00037##

[0105] In Chemical Formulae B-101 to B-132, [0106] each of N-Het1, Ar4, L3, L4, R5, 13, 14, and r5 is as defined in Chemical Formula B, [0107] each of R4 and R4 is as defined for R4 in Chemical Formula B, [0108] each of R5, R5, and R5 is as defined for R5 in Chemical Formula B, [0109] R6's are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C3 to C60 cycloalkyl group; or a substituted or unsubstituted C2 to C60 heterocycloalkyl group, [0110] r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 3, [0111] r4 and r5 are the same as or different from each other, and are each independently an integer from 0 to 2, [0112] r5 is 0 or 1, [0113] r6 is an integer from 0 to 4, and [0114] when each of r4, r4, r5, r5, and r6 is 2 or an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other.

[0115] According to an exemplary embodiment of the present specification, L1 to L4 are the same as or different from each other, and may be each independently a direct bond; a substituted or unsubstituted C6 to C40 arylene group; or a substituted or unsubstituted C2 to C40 heteroarylene group.

[0116] According to an exemplary embodiment of the present specification, L1 to L4 are the same as or different from each other, and may be each independently a direct bond; or a substituted or unsubstituted C6 to C30 arylene group.

[0117] According to an exemplary embodiment of the present specification, L1 to L4 are the same as or different from each other, and may be each independently a direct bond; or a C6 to C30 arylene group unsubstituted or substituted with deuterium.

[0118] According to an exemplary embodiment of the present specification, L1 to L4 are the same as or different from each other, and may be each independently a direct bond; a phenylene group unsubstituted or substituted with deuterium; a biphenylene group unsubstituted or substituted with deuterium; or a naphthylene group unsubstituted or substituted with deuterium.

[0119] According to an exemplary embodiment of the present specification, Ar1, Ar2, and Ar4 are the same as or different from each other, and may be each independently a substituted or unsubstituted C6 to C40 aryl group; or a substituted or unsubstituted C2 to C40 heteroaryl group.

[0120] According to an exemplary embodiment of the present specification, Ar1, Ar2, and Ar4 are the same as or different from each other, and may be each independently a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

[0121] According to an exemplary embodiment of the present specification, Ar1, Ar2, and Ar4 are the same as or different from each other, and may be each independently a C6 to C30 aryl group unsubstituted or substituted with a substituent selected from the group consisting of deuterium, an alkyl group, and an aryl group; or a C2 to C30 heteroaryl group unsubstituted or substituted with a substituent selected from the group consisting of deuterium, an alkyl group, and an aryl group.

[0122] According to an exemplary embodiment of the present specification, Ar1, Ar2, and Ar4 are the same as or different from each other, and may be each independently a phenyl group; a biphenyl group; a terphenyl group; a naphthyl group; a fluorenyl group; a phenanthrenyl group; a dibenzofuranyl group; a dibenzothiophenyl group; or a carbazolyl group, which may be each independently unsubstituted or substituted with a substituent selected from the group consisting of deuterium, an alkyl group, and an aryl group.

[0123] According to an exemplary embodiment of the present specification, R1 to R4 are the same as or different from each other, and may be each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C3 to C40 cycloalkyl group; a substituted or unsubstituted C2 to C40 heterocycloalkyl group; a substituted or unsubstituted C6 to C40 aryl group; or a substituted or unsubstituted C2 to C40 heteroaryl group.

[0124] According to an exemplary embodiment of the present specification, R1 to R4 are the same as or different from each other, and may be each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C3 to C20 cycloalkyl group; a substituted or unsubstituted C2 to C20 heterocycloalkyl group; a substituted or unsubstituted C6 to C20 aryl group; or a substituted or unsubstituted C2 to C20 heteroaryl group.

[0125] According to an exemplary embodiment of the present specification, R1 to R4 are the same as or different from each other, and may be each independently hydrogen; or deuterium.

[0126] According to an exemplary embodiment of the present specification, R5 is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C3 to C40 cycloalkyl group; a substituted or unsubstituted C2 to C40 heterocycloalkyl group; a substituted or unsubstituted C6 to C40 aryl group; or a substituted or unsubstituted C2 to C40 heteroaryl group, or two or more adjacent R5's may be bonded to each other to form a substituted or unsubstituted C6 to C40 hydrocarbon ring or a substituted or unsubstituted C2 to C40 hetero ring.

[0127] According to an exemplary embodiment of the present specification, R5 is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C3 to C20 cycloalkyl group; a substituted or unsubstituted C2 to C20 heterocycloalkyl group; a substituted or unsubstituted C6 to C20 aryl group; or a substituted or unsubstituted C2 to C20 heteroaryl group, or two or more adjacent R5's may be bonded to each other to form a substituted or unsubstituted C6 to C20 hydrocarbon ring or a substituted or unsubstituted C2 to C20 hetero ring.

[0128] According to an exemplary embodiment of the present specification, R5 is hydrogen; or deuterium, or two or more adjacent R5's may be bonded to each other to form a substituted or unsubstituted benzene ring.

[0129] According to an exemplary embodiment of the present specification, R5 is hydrogen; or deuterium, or two or more adjacent R5's may be bonded to each other to form a benzene ring unsubstituted or substituted with deuterium.

[0130] According to an exemplary embodiment of the present specification, R1 to R4 are the same as or different from each other, and are each independently hydrogen; or deuterium, R5 is hydrogen; or deuterium, or two or more adjacent R5's may be bonded to t each other to form a benzene ring unsubstituted or substituted with deuterium.

[0131] According to an exemplary embodiment of the present specification, Rk and Rk1 to Rk3 are the same as or different from each other, and may be each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C6 to C40 aryl group; or a substituted or unsubstituted C2 to C40 heteroaryl group.

[0132] According to an exemplary embodiment of the present specification, Rk and Rk1 to Rk3 are the same as or different from each other, and may be each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C30 alkyl group; a substituted or unsubstituted C6 to C30 aryl group; or a substituted or unsubstituted C2 to C30 heteroaryl group.

[0133] According to an exemplary embodiment of the present specification, Rk and Rk1 to Rk3 are the same as or different from each other, and may be each independently hydrogen; deuterium; a substituted or unsubstituted C1 to C20 alkyl group; a substituted or unsubstituted C6 to C20 aryl group; or a substituted or unsubstituted C2 to C20 heteroaryl group.

[0134] According to an exemplary embodiment of the present specification, Rk and Rk1 to Rk3 are the same as or different from each other, and may be each independently hydrogen; deuterium; a C1 to C20 alkyl group unsubstituted or substituted with deuterium; a C6 to C20 aryl group unsubstituted or substituted with deuterium; or a C2 to C20 heteroaryl group unsubstituted or substituted with deuterium.

[0135] According to an exemplary embodiment of the present specification, Rk and Rk1 to Rk3 are the same as or different from each other, and may be each independently hydrogen; deuterium; a methyl group unsubstituted or substituted with deuterium; an ethyl group unsubstituted or substituted with deuterium; or a phenyl group unsubstituted or substituted with deuterium.

[0136] According to an exemplary embodiment of the present specification, Ra and Rb are the same as or different from each other, and may be each independently a substituted or unsubstituted C6 to C40 substituted or unsubstituted C2 to C40 heteroaryl group; or a combination thereof.

[0137] According to an exemplary embodiment of the present specification, Ra and Rb are the same as or different from each other, and may be each independently a substituted or unsubstituted C6 to C30 aryl group; a substituted or unsubstituted C2 to C30 heteroaryl group; or a combination thereof.

[0138] According to an exemplary embodiment of the present specification, Ra and Rb are the same as or different from each other, and may be each independently a C6 to C30 aryl group unsubstituted or substituted with deuterium, an alkyl group, or an alkenyl group; a C2 to C30 heteroaryl group unsubstituted or substituted with deuterium, an alkyl group, or an alkenyl group; or a combination thereof.

[0139] According to an exemplary embodiment of the present specification, Ra and Rb are the same as or different from each other, and may be each independently a phenyl group; a biphenyl group; a terphenyl group; a naphthyl group; a fluorenyl group; a phenanthrenyl group; a dibenzofuranyl group; a dibenzothiophenyl group; or a carbazolyl group, which may be each independently unsubstituted or substituted with a substituent selected from the group consisting of deuterium, an alkyl group, an alkenyl, and an aryl group.

[0140] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 1% to 100%.

[0141] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 10% to 100%.

[0142] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 20% to 100%.

[0143] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 30% to 100%.

[0144] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 60% to 100%.

[0145] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 80% to 100%.

[0146] According to an exemplary embodiment of the present specification, the deuterium contents of the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be the same as or different from each other, and may be each independently 0% or 90% to 100%.

[0147] According to an exemplary embodiment of the present specification, Chemical Formula A may be represented by any one of the following heterocyclic compounds.

##STR00038## ##STR00039## ##STR00040## ##STR00041## ##STR00042## ##STR00043## ##STR00044## ##STR00045## ##STR00046## ##STR00047## ##STR00048## ##STR00049## ##STR00050## ##STR00051## ##STR00052## ##STR00053## ##STR00054## ##STR00055## ##STR00056## ##STR00057## ##STR00058## ##STR00059## ##STR00060## ##STR00061## ##STR00062## ##STR00063## ##STR00064## ##STR00065## ##STR00066## ##STR00067## ##STR00068## ##STR00069## ##STR00070## ##STR00071## ##STR00072##

##STR00073## ##STR00074## ##STR00075## ##STR00076## ##STR00077## ##STR00078## ##STR00079## ##STR00080## ##STR00081## ##STR00082## ##STR00083## ##STR00084## ##STR00085## ##STR00086## ##STR00087## ##STR00088## ##STR00089## ##STR00090## ##STR00091## ##STR00092## ##STR00093## ##STR00094## ##STR00095## ##STR00096## ##STR00097## ##STR00098## ##STR00099## ##STR00100## ##STR00101## ##STR00102## ##STR00103## ##STR00104## ##STR00105## ##STR00106## ##STR00107## ##STR00108## ##STR00109##

##STR00110## ##STR00111## ##STR00112## ##STR00113## ##STR00114## ##STR00115## ##STR00116## ##STR00117## ##STR00118## ##STR00119## ##STR00120## ##STR00121## ##STR00122## ##STR00123## ##STR00124## ##STR00125## ##STR00126## ##STR00127## ##STR00128## ##STR00129## ##STR00130## ##STR00131##

##STR00132## ##STR00133## ##STR00134## ##STR00135## ##STR00136## ##STR00137## ##STR00138## ##STR00139## ##STR00140## ##STR00141## ##STR00142## ##STR00143## ##STR00144## ##STR00145## ##STR00146## ##STR00147## ##STR00148## ##STR00149## ##STR00150##

##STR00151## ##STR00152## ##STR00153## ##STR00154## ##STR00155## ##STR00156## ##STR00157## ##STR00158## ##STR00159## ##STR00160## ##STR00161## ##STR00162## ##STR00163## ##STR00164## ##STR00165## ##STR00166## ##STR00167## ##STR00168## ##STR00169## ##STR00170## ##STR00171## ##STR00172## ##STR00173## ##STR00174## ##STR00175## ##STR00176## ##STR00177## ##STR00178## ##STR00179## ##STR00180## ##STR00181## ##STR00182## ##STR00183## ##STR00184## ##STR00185##

##STR00186## ##STR00187## ##STR00188## ##STR00189## ##STR00190## ##STR00191## ##STR00192## ##STR00193## ##STR00194## ##STR00195## ##STR00196## ##STR00197## ##STR00198## ##STR00199## ##STR00200## ##STR00201## ##STR00202## ##STR00203## ##STR00204## ##STR00205## ##STR00206##

##STR00207## ##STR00208## ##STR00209## ##STR00210## ##STR00211## ##STR00212## ##STR00213## ##STR00214## ##STR00215## ##STR00216## ##STR00217## ##STR00218## ##STR00219## ##STR00220## ##STR00221## ##STR00222## ##STR00223## ##STR00224## ##STR00225## ##STR00226## ##STR00227## ##STR00228## ##STR00229##

##STR00230## ##STR00231## ##STR00232## ##STR00233## ##STR00234## ##STR00235## ##STR00236## ##STR00237## ##STR00238## ##STR00239## ##STR00240## ##STR00241## ##STR00242## ##STR00243## ##STR00244## ##STR00245## ##STR00246## ##STR00247## ##STR00248## ##STR00249## ##STR00250## ##STR00251## ##STR00252## ##STR00253## ##STR00254## ##STR00255## ##STR00256## ##STR00257## ##STR00258## ##STR00259## ##STR00260## ##STR00261## ##STR00262## ##STR00263## ##STR00264## ##STR00265## ##STR00266##

##STR00267## ##STR00268## ##STR00269## ##STR00270## ##STR00271## ##STR00272## ##STR00273## ##STR00274## ##STR00275## ##STR00276## ##STR00277## ##STR00278## ##STR00279## ##STR00280##

[0148] According to an exemplary embodiment of the present specification, Chemical Formula B may be represented by any one of the following heterocyclic compounds.

##STR00281## ##STR00282## ##STR00283## ##STR00284## ##STR00285## ##STR00286## ##STR00287## ##STR00288## ##STR00289## ##STR00290## ##STR00291## ##STR00292## ##STR00293## ##STR00294## ##STR00295## ##STR00296## ##STR00297## ##STR00298## ##STR00299## ##STR00300## ##STR00301## ##STR00302## ##STR00303## ##STR00304## ##STR00305## ##STR00306## ##STR00307## ##STR00308## ##STR00309## ##STR00310## ##STR00311## ##STR00312## ##STR00313## ##STR00314## ##STR00315## ##STR00316## ##STR00317## ##STR00318## ##STR00319## ##STR00320##

##STR00321## ##STR00322## ##STR00323## ##STR00324## ##STR00325## ##STR00326## ##STR00327## ##STR00328## ##STR00329## ##STR00330## ##STR00331## ##STR00332## ##STR00333## ##STR00334## ##STR00335## ##STR00336## ##STR00337## ##STR00338## ##STR00339## ##STR00340## ##STR00341## ##STR00342## ##STR00343## ##STR00344## ##STR00345## ##STR00346## ##STR00347## ##STR00348## ##STR00349## ##STR00350##

##STR00351## ##STR00352## ##STR00353## ##STR00354## ##STR00355## ##STR00356## ##STR00357## ##STR00358## ##STR00359## ##STR00360## ##STR00361## ##STR00362## ##STR00363## ##STR00364## ##STR00365## ##STR00366## ##STR00367## ##STR00368## ##STR00369## ##STR00370## ##STR00371## ##STR00372## ##STR00373## ##STR00374## ##STR00375## ##STR00376## ##STR00377## ##STR00378## ##STR00379## ##STR00380## ##STR00381## ##STR00382## ##STR00383## ##STR00384## ##STR00385## ##STR00386## ##STR00387## ##STR00388## ##STR00389##

##STR00390## ##STR00391## ##STR00392## ##STR00393## ##STR00394## ##STR00395## ##STR00396## ##STR00397## ##STR00398## ##STR00399## ##STR00400## ##STR00401## ##STR00402## ##STR00403## ##STR00404## ##STR00405## ##STR00406## ##STR00407## ##STR00408## ##STR00409## ##STR00410## ##STR00411## ##STR00412##

##STR00413## ##STR00414## ##STR00415## ##STR00416## ##STR00417## ##STR00418## ##STR00419## ##STR00420## ##STR00421## ##STR00422## ##STR00423## ##STR00424## ##STR00425## ##STR00426## ##STR00427## ##STR00428## ##STR00429## ##STR00430## ##STR00431## ##STR00432## ##STR00433## ##STR00434## ##STR00435## ##STR00436## ##STR00437## ##STR00438## ##STR00439## ##STR00440## ##STR00441## ##STR00442## ##STR00443## ##STR00444## ##STR00445## ##STR00446## ##STR00447## ##STR00448## ##STR00449## ##STR00450##

##STR00451## ##STR00452## ##STR00453## ##STR00454## ##STR00455## ##STR00456## ##STR00457## ##STR00458## ##STR00459## ##STR00460## ##STR00461## ##STR00462## ##STR00463## ##STR00464## ##STR00465## ##STR00466## ##STR00467## ##STR00468## ##STR00469## ##STR00470## ##STR00471## ##STR00472## ##STR00473## ##STR00474## ##STR00475## ##STR00476## ##STR00477## ##STR00478## ##STR00479## ##STR00480## ##STR00481## ##STR00482## ##STR00483## ##STR00484## ##STR00485## ##STR00486## ##STR00487## ##STR00488##

##STR00489## ##STR00490## ##STR00491## ##STR00492## ##STR00493## ##STR00494## ##STR00495## ##STR00496## ##STR00497## ##STR00498## ##STR00499## ##STR00500## ##STR00501## ##STR00502## ##STR00503## ##STR00504## ##STR00505## ##STR00506## ##STR00507## ##STR00508## ##STR00509## ##STR00510## ##STR00511## ##STR00512## ##STR00513##

[0149] It is possible to synthesize a compound having inherent characteristics of a substituent introduced by introducing various substituents into the structure(s) represented by Chemical Formulae A and/or B. For example, it is possible to synthesize a material which satisfies conditions required for each organic material layer by introducing a substituent usually used for a hole injection layer material, a hole transport layer material, a hole transport auxiliary layer material, a light emitting layer material, an electron transport layer material, an electron transport auxiliary layer material, and a charge generation layer material used during the manufacture of an organic light emitting device into the core structure.

[0150] In addition, it is possible to finely adjust an energy band gap by introducing various substituents into the structures of Chemical Formulae A and/or B, and meanwhile, it is possible to improve characteristics at the interface between organic materials and diversify the use of material.

[0151] According to an exemplary embodiment of the present specification, the molar ratio of the heterocyclic compound represented by Chemical Formula A to the heterocyclic compound represented by Chemical Formula B may be 0.1 to 3:0.1 to 2.

[0152] According to an exemplary embodiment of the present specification, the molar ratio of the heterocyclic compound represented by Chemical Formula A to the heterocyclic compound represented by Chemical Formula B may be 1 to 3:1 to 2.

[0153] In addition, the composition for an organic layer including the heterocyclic compound of Chemical Formula A and the heterocyclic compound of Chemical Formula B provides excellent thermal stability when used in an organic light emitting device, and such thermal stability may provide driving stability to organic light emitting devices in the future as well as improve life time characteristics.

Organic Light Emitting Device>

[0154] Hereinafter, the organic light emitting device according to the present specification will be described.

[0155] Another exemplary embodiment of the present specification provides an organic light emitting device including: a first electrode; a second electrode provided to face the first electrode; and an organic material layer having one or more layers provided between the first electrode and the second electrode, in which one or more layers of the organic material layer include the above-described composition for an organic material layer of an organic light emitting device.

[0156] According to an exemplary embodiment of the present specification, the organic material layer further includes a light emitting layer (emission layer), and the light emitting layer may include the composition for an organic light emitting device.

[0157] In another embodiment of the present specification, the light emitting layer may include the composition for an organic light emitting device as a host.

[0158] According to an exemplary embodiment of the present specification, the light emitting layer may include the composition for an organic light emitting device as a red host.

[0159] According to an exemplary embodiment of the present specification, the first electrode may be a positive electrode, and the second electrode may be a negative electrode.

[0160] According to an exemplary embodiment of the present specification, the first electrode may be a negative electrode, and the second electrode may be a positive electrode.

[0161] According to an exemplary embodiment of the present specification, the organic light emitting device may be a blue organic light emitting device, and the composition for an organic material layer of an organic light emitting device may be used as a material for the blue organic light emitting device.

[0162] According to an exemplary embodiment of the present specification, the organic light emitting device may be a green organic light emitting device, and the composition for an organic material layer of an organic light emitting device may be used as a material for the green organic light emitting device.

[0163] According to an exemplary embodiment of the present specification, the organic light emitting device may be a red organic light emitting device, and the composition for an organic material layer of an organic light emitting device may be used as a material for the red organic light emitting device.

[0164] The organic material layer of the organic light emitting device of the present specification may also have a single-layered structure, but may have a multi-layered structure in which two or more organic material layers are stacked. For example, the organic light emitting device of the present specification may have a structure including a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and the like as organic material layers. However, the structure of the organic light emitting device is not limited thereto, and may include less or more numbers of organic material layers.

[0165] According to an exemplary embodiment of the present specification, the organic material layer may include an iridium-based dopant.

[0166] According to an exemplary embodiment of the present specification, as the iridium-based dopant, Ir(ppy).sub.3, which is a green phosphorescent dopant, may be used, but the iridium-based dopant is not limited thereto.

[0167] According to an exemplary embodiment of the present specification, as the iridium-based dopant, (piq).sub.2(Ir)(acac), which is a red phosphorescent dopant, may be used, but the iridium-based dopant is not limited thereto.

[0168] In the organic light emitting device of the present specification, as a positive electrode material, materials having a relatively high work function may be used, and a transparent conductive oxide, a metal or a conductive polymer, and the like may be used. Specific examples of the positive electrode material include: a metal such as vanadium, chromium, copper, zinc, and gold, or an alloy thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); a combination of a metal and an oxide, such as ZnO:Al or SnO.sub.2:Sb; a conductive polymer such as poly(3-methyl compound), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline; and the like, but are not limited thereto.

[0169] In the organic light emitting device of the present specification, as a negative electrode material, materials having a relatively low work function may be used, and a metal, a metal oxide, or a conductive polymer, and the like may be used. Specific examples of the negative electrode material include: a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or an alloy thereof; a multi-layer structured material, such as LiF/Al or LiO.sub.2/Al; and the like, but are not limited thereto.

[0170] In the organic light emitting device of the present specification, as a hole injection material, a publicly-known hole injection material may also be used, and it is possible to use, for example, a phthalocyanine compound such as copper phthalocyanine disclosed in U.S. Pat. No. 4,356,429 or starburst-type amine derivatives described in the document [Advanced Material, 6, p. 677 (1994)], for example, tris(4-carbazoyl-9-ylphenyl)amine (TCTA), 4,4,4-tri[phenyl(m-tolyl)amino]triphenylamine (m-MTDATA), 1,3,5-tris[4-(3-methylphenylphenylamino)phenyl]benzene (m-MTDAPB), polyaniline/dodecylbenzenesulfonic acid or poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate), which is a soluble conductive polymer, polyaniline/camphor sulfonic acid or polyaniline/poly(4-styrene-sulfonate), and the like.

[0171] In the organic light emitting device of the present specification, as a hole transport material, a pyrazoline derivative, an arylamine-based derivative, a stilbene derivative, a triphenyldiamine derivative, and the like may be used, and a low-molecular weight or polymer material may also be used.

[0172] In the organic light emitting device of the present specification, as an electron transport material, it is possible to use an oxadiazole derivative, anthraquinodimethane and a derivative thereof, benzoquinone and a derivative thereof, naphthoquinone and a derivative thereof, anthraquinone and a derivative thereof, tetracyanoanthraquinodimethane and a derivative thereof, a fluorenone derivative, diphenyldicyanoethylene and derivative thereof, a diphenoquinone derivative, a metal complex of 8-hydroxyquinoline and a derivative thereof, and the like, and a low-molecular weight material and a polymer material may also be used.

[0173] In the organic light emitting device of the present specification, as an electron injection material, for example, LiF is representatively used in the art, but the present application is not limited thereto.

[0174] In the organic light emitting device of the present specification, as a light emitting material, a red, green, or blue light emitting material may be further used, and if necessary, two or more light emitting materials may be mixed and used. In this case, two or more light emitting materials are deposited and used as an individual supply source, or pre-mixed to be deposited and used as one supply source. Further, a fluorescent material may also be used as the light emitting material, but may also be used as a phosphorescent material. As the light emitting material, it is also possible to use alone a material which emits light by combining holes and electrons each injected from a positive electrode and a negative electrode, but materials in which a host material and a dopant material are involved in light emission together may also be used.

[0175] When hosts of the light emitting material are mixed and used, the same series of hosts may also be mixed and used, and different series of hosts may also be mixed and used. For example, two or more types of materials selected from N-type host materials or P-type host materials may be used as a host material for a light emitting layer.

[0176] The organic light emitting device according to an exemplary embodiment of the present specification may be a top emission type, a bottom emission type, or a dual emission type according to the material to be used.

[0177] The heterocyclic compound according to an exemplary embodiment of the present specification may act even in organic electronic devices including organic solar cells, organic photoconductors, organic transistors, and the like, based on the principle similar to those applied to organic light emitting devices.

[0178] The organic light emitting device of the present specification may further include one or two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transport layer, a hole transport auxiliary layer, an electron injection layer, an electron transport layer, an electron blocking layer, and a hole blocking layer.

[0179] FIGS. 1 to 3 exemplify the stacking sequence of the electrodes and the organic material layer of the organic light emitting device according to an exemplary embodiment of the present specification. However, the scope of the present application is not intended to be limited by these drawings, and the structure of the organic light emitting device known in the art may also be applied to the present application.

[0180] According to FIG. 1, an organic light emitting device in which a positive electrode 200, an organic material layer 300, and a negative electrode 400 are sequentially stacked on a substrate 100 is illustrated. However, the organic light emitting device is not limited only to such a structure, and as in FIG. 2, an organic light emitting device in which a negative electrode, an organic material layer, and a positive electrode are sequentially stacked on a substrate may also be implemented. The composition for an organic light emitting device may be included in the organic material layer 300, and the organic material layer 300 may be one or more layers.

[0181] FIG. 3 exemplifies a case where an organic material layer is a multilayer. The organic light emitting device according to FIG. 3 includes a hole injection layer 301, a hole transport layer 302, a light emitting layer 303, a hole blocking layer 304, an electron transport layer 305, and an electron injection layer 306. The composition for an organic light emitting device may be included in the light emitting layer 303. However, the scope of the present application is not limited by the stacking structure as described above, and if necessary, the other layers except for the light emitting layer may be omitted, and another necessary functional layer may be further added.

[0182] The organic light emitting device according to an exemplary embodiment of the present specification includes a first electrode; a first stack provided on the first electrode and including a first light emitting layer; a charge generation layer provided on the first stack; a second stack provided on the charge generation layer and including a second light emitting layer; and a second electrode provided on the second stack.

[0183] When the organic light emitting device according to an exemplary embodiment of the present specification has a two-stack structure as described above, one or more layers of the first light emitting layer (first stack light emitting layer) and the second light emitting layer (second stack light emitting layer) may include the composition for an organic light emitting device.

[0184] Furthermore, the first stack and the second stack may each independently further include one or more of the above-described hole injection layer, hole transport layer, hole blocking layer, electron transport layer, electron injection layer, and the like.

[0185] The composition for an organic material layer of an organic light emitting device may be used when an organic material layer of an organic light emitting device is formed, and particularly, may be preferably used as a material for the light emitting layer.

[0186] The composition for an organic material layer may be in the form of a premix of the heterocyclic compound of Chemical Formula A and the heterocyclic compound of Chemical Formula B, may be mixed with a material in a powder state before the organic material layer of the organic light emitting device is formed, and may be mixed with a compound in a liquid state at a suitable temperature or higher. The composition is in a solid state at a temperature which is equal to or less than the melting point of each material, and may be maintained as a liquid phase when the temperature is adjusted.

[0187] The composition for an organic material layer may additionally include materials publicly known in the art such as solvents and additives.

<Method for Manufacturing Organic Light Emitting Device>

[0188] In an exemplary embodiment of the present application, provided is a method for manufacturing an organic light emitting device, the method including: preparing a substrate; forming a first electrode on the substrate; forming an organic material layer having one or more layers on the first electrode; and forming a second electrode on the organic material layer, in which the forming of the organic material layer includes forming the organic material layer having one or more layers by using the composition for an organic material layer of an organic light emitting device according to an exemplary embodiment of the present specification.

[0189] According to an exemplary embodiment of the present specification, in the forming of the organic material layer, the heterocyclic compound represented by Chemical Formula A and the heterocyclic compound represented by Chemical Formula B may be formed using a thermal vacuum deposition method.

[0190] The organic light emitting device according to an exemplary embodiment of the present specification may be manufactured by typical manufacturing methods and materials of the organic light emitting device, except that the above-described composition for an organic material layer of an organic light emitting device is used to form an organic material layer.

[0191] Specifically, in the method of forming an organic material layer, when an organic light emitting device is manufactured, the organic material layer may be formed using the heterocyclic compound of Chemical Formula A and the heterocyclic compound of Chemical Formula B, not only by a vacuum deposition method but also by a solution coating method. Herein, the solution coating method means spin coating, dip coating, inkjet printing, screen printing, a spray method, roll coating, and the like, but is not limited thereto.

[0192] Hereinafter, the present specification will be described in more detail through Examples, but these Examples are provided only for exemplifying the present application, and are not intended to limit the scope of the present application.

PREPARATION EXAMPLES

[Preparation Example 1] Preparation of Compound A006 and the Like

##STR00514##

1) Preparation of Intermediate A006-1

[0193] After 10.0 g (30.16 mmol) of 6-bromo-7-chloronaphtho[1,2-b]benzofuran (A), 9.09 g (31.67 mmol) of (9-phenyl-9H-carbazol-1-yl) boronic acid (B), 1.74 g (1.51 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh.sub.3).sub.4), and 12.5 g (90.47 mmol) of K.sub.2CO.sub.3 were dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml) in a 1 L two-neck flask, the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 14.15 g (yield 95%) of Intermediate A006-1 was obtained.

2) Preparation of Compound A006

[0194] After 14.15 g (28.5 mmol) of Intermediate A006-1, 9.9 g (28.5 mmol) of 4-(phenanthren-9-yl)-N-phenylaniline (C), 1.3 g (1.4 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd.sub.2(dba).sub.3), 1.37 g (2.86 mmol) of 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (Xphos), and 8.26 g (85.95 mmol) of sodium tert-butoxide (NaOtBu) were put into a 5000 ml two-neck flask and dissolved in toluene (150 ml), the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 20.06 g (yield 87.2%, 83% when calculated based on starting materials) of Target Compound A006 was obtained.

[0195] The following target compound was synthesized in the same manner as in the method of preparing Compound A006, except that (A), (B), and (C) in the following Table 1 were used instead of (A), (B), and (C) in Preparation Example 1.

TABLE-US-00001 TABLE 1 Target compound No. (A) (B) (C) Yield A006 [00515]embedded image [00516]embedded image [00517]embedded image 83% A033 [00518]embedded image [00519]embedded image [00520]embedded image 81% A104 [00521]embedded image [00522]embedded image [00523]embedded image 85% A135 [00524]embedded image [00525]embedded image [00526]embedded image 87% A248 [00527]embedded image [00528]embedded image [00529]embedded image 88% A288 [00530]embedded image [00531]embedded image [00532]embedded image 81% A308 [00533]embedded image [00534]embedded image [00535]embedded image 795 A325 [00536]embedded image [00537]embedded image [00538]embedded image 88% A367 [00539]embedded image [00540]embedded image [00541]embedded image 89% A402 [00542]embedded image [00543]embedded image [00544]embedded image 81% A436 [00545]embedded image [00546]embedded image [00547]embedded image 85% A451 [00548]embedded image [00549]embedded image [00550]embedded image 84% A761 [00551]embedded image [00552]embedded image [00553]embedded image 81% A762 [00554]embedded image [00555]embedded image [00556]embedded image 79% A763 [00557]embedded image [00558]embedded image [00559]embedded image 83% A803 [00560]embedded image [00561]embedded image [00562]embedded image 82% A812 [00563]embedded image [00564]embedded image [00565]embedded image 87% A814 [00566]embedded image [00567]embedded image [00568]embedded image 81% A818 [00569]embedded image [00570]embedded image [00571]embedded image 82% A827 [00572]embedded image [00573]embedded image [00574]embedded image 88% A839 [00575]embedded image [00576]embedded image [00577]embedded image 86% A881 [00578]embedded image [00579]embedded image [00580]embedded image 82% A919 [00581]embedded image [00582]embedded image [00583]embedded image 86% A963 [00584]embedded image [00585]embedded image [00586]embedded image 88% A977 [00587]embedded image [00588]embedded image [00589]embedded image 78% A979 [00590]embedded image [00591]embedded image [00592]embedded image 76% A980 [00593]embedded image [00594]embedded image [00595]embedded image 82% A981 [00596]embedded image [00597]embedded image [00598]embedded image 81% A982 [00599]embedded image [00600]embedded image [00601]embedded image 80% A983 [00602]embedded image [00603]embedded image [00604]embedded image 85% A991 [00605]embedded image [00606]embedded image [00607]embedded image 86% A995 [00608]embedded image [00609]embedded image [00610]embedded image 88% A1000 [00611]embedded image [00612]embedded image [00613]embedded image 81% A1026 [00614]embedded image [00615]embedded image [00616]embedded image 83% A1031 [00617]embedded image [00618]embedded image [00619]embedded image 88%

[Preparation Example 2] Preparation of Compound A161 and the Like

##STR00620##

1) Preparation of Intermediate A161-1

[0196] After 10.0 g (30.16 mmol) of 6-bromo-7-chloronaphtho[1,2-b]benzofuran (D), 9.69 g (30.16 mmol) of N-phenyl-[1,1:4,1-terphenyl]-4-amine (E), 1.38 g (1.51 tris(dibenzylideneacetone)dipalladium(0) mmol) of (Pd.sub.2(dba).sub.3), 1.44 g (3.02 mmol) of 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (Xphos), and 8.69 g (90.47 mmol) of sodium tert-butoxide (NaOtBu) were dissolved in toluene (100 ml) in a 1 L two-neck flask, the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 15.36 g (yield 89%) of Intermediate A161-1 was obtained.

2) Preparation of Compound A161

[0197] After 15.36 g (26.84 mmol) of Intermediate A161-1, 8.09 g (28.18 mmol) of (9-phenyl-9H-carbazol-1-yl) boronic acid (F), 1.23 g (1.34 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd.sub.2(dba).sub.3), 1.28 g (2.68 mmol) of 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (Xphos), and 3.2 g (80.52 mmol) of NaOH were put into a 500 ml two-neck flask and dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml), the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 17.26 g (yield 82.5%, 73% when calculated based on starting materials) of Target Compound A161 was obtained.

[0198] The following compound was synthesized in the same manner as in the method of preparing Compound A161, except that (D), (E), and (F) in the following Table 2 were used instead of (D), (E), and (F) in Preparation Example 2.

TABLE-US-00002 TABLE 2 Tar- get com- pound No. (D) (E) (F) Yield A161 [00621]embedded image [00622]embedded image [00623]embedded image 73% A193 [00624]embedded image [00625]embedded image [00626]embedded image 76% A207 [00627]embedded image [00628]embedded image [00629]embedded image 77% A215 [00630]embedded image [00631]embedded image [00632]embedded image 78% A488 [00633]embedded image [00634]embedded image [00635]embedded image 72% A511 [00636]embedded image [00637]embedded image [00638]embedded image 71% A523 [00639]embedded image [00640]embedded image [00641]embedded image 70% A535 [00642]embedded image [00643]embedded image [00644]embedded image 82% A566 [00645]embedded image [00646]embedded image [00647]embedded image 70% A591 [00648]embedded image [00649]embedded image [00650]embedded image 72% A602 [00651]embedded image [00652]embedded image [00653]embedded image 71% A615 [00654]embedded image [00655]embedded image [00656]embedded image 76% A641 [00657]embedded image [00658]embedded image [00659]embedded image 77% A642 [00660]embedded image [00661]embedded image [00662]embedded image 78% A653 [00663]embedded image [00664]embedded image [00665]embedded image 76% A660 [00666]embedded image [00667]embedded image [00668]embedded image 74% A663 [00669]embedded image [00670]embedded image [00671]embedded image 71% A666 [00672]embedded image [00673]embedded image [00674]embedded image 75% A681 [00675]embedded image [00676]embedded image [00677]embedded image 74% A686 [00678]embedded image [00679]embedded image [00680]embedded image 77% A721 [00681]embedded image [00682]embedded image [00683]embedded image 82% A722 [00684]embedded image [00685]embedded image [00686]embedded image 81% A734 [00687]embedded image [00688]embedded image [00689]embedded image 80% A735 [00690]embedded image [00691]embedded image [00692]embedded image 83% A842 [00693]embedded image [00694]embedded image [00695]embedded image 79% A852 [00696]embedded image [00697]embedded image [00698]embedded image 74% A867 [00699]embedded image [00700]embedded image [00701]embedded image 71% A923 [00702]embedded image [00703]embedded image [00704]embedded image 76% A952 [00705]embedded image [00706]embedded image [00707]embedded image 74% A959 [00708]embedded image [00709]embedded image [00710]embedded image 71%

[Preparation Example 3] Preparation of Compound A226 and the Like

##STR00711##

1) Preparation of Intermediate A226-1

[0199] After 10.0 g (30.16 mmol) of 6-bromo-7-chloronaphtho[1,2-b]benzofuran (G), 16.58 g (31.67 mmol) of N-([1,1-biphenyl]-4-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,1-biphenyl]-4-amine (H), 1.74 g (1.51 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh.sub.3).sub.4), and 12.5 g (90.47 mmol) of K.sub.2CO.sub.3 were dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml) in a 1 L two-neck flask, the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 17.87 g (yield 91.4%) of Intermediate A226-1 was obtained.

2) Preparation of Compound A226

[0200] After 17.87 g (27.56 mmol) of Intermediate A226-1, 7.9 g (27.56 mmol) of (9-phenyl-9H-carbazol-1-yl) boronic acid (I), 1.26 g (1.38 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd.sub.2(dba).sub.3), 1.31 g (2.76 mmol) of 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (Xphos), and 3.31 g (28.69 mmol) of NaOH were put into a 500 ml two-neck flask and dissolved in 1,4-dioxane/H.sub.2O (150 ml/30 ml), the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 19.92 g (yield 84.5%, 74% when calculated based on starting materials) of Target Compound A226 was obtained.

[0201] The following target compound was synthesized in the same manner as in the method of preparing Compound A226, except that (G), (H), and (I) in the following Table 3 were used instead of (G), (H), and (I) in Preparation Example 3.

TABLE-US-00003 TABLE 3 Target com- pound No. (G) (H) (I) Yield A147 [00712]embedded image [00713]embedded image [00714]embedded image 77% A152 [00715]embedded image [00716]embedded image [00717]embedded image 76% A155 [00718]embedded image [00719]embedded image [00720]embedded image 82% A159 [00721]embedded image [00722]embedded image [00723]embedded image 81% A226 [00724]embedded image [00725]embedded image [00726]embedded image 74% A232 [00727]embedded image [00728]embedded image [00729]embedded image 76% A235 [00730]embedded image [00731]embedded image [00732]embedded image 75% A240 [00733]embedded image [00734]embedded image [00735]embedded image 70% A347 [00736]embedded image [00737]embedded image [00738]embedded image 79% A352 [00739]embedded image [00740]embedded image [00741]embedded image 71% A356 [00742]embedded image [00743]embedded image [00744]embedded image 72% A358 [00745]embedded image [00746]embedded image [00747]embedded image 73% A461 [00748]embedded image [00749]embedded image [00750]embedded image 73% A472 [00751]embedded image [00752]embedded image [00753]embedded image 78% A475 [00754]embedded image [00755]embedded image [00756]embedded image 79% A547 [00757]embedded image [00758]embedded image [00759]embedded image 74% A557 [00760]embedded image [00761]embedded image [00762]embedded image 72% A624 [00763]embedded image [00764]embedded image [00765]embedded image 71% A634 [00766]embedded image [00767]embedded image [00768]embedded image 75% A635 [00769]embedded image [00770]embedded image [00771]embedded image 83% A638 [00772]embedded image [00773]embedded image [00774]embedded image 70% A675 [00775]embedded image [00776]embedded image [00777]embedded image 82% A676 [00778]embedded image [00779]embedded image [00780]embedded image 80% A679 [00781]embedded image [00782]embedded image [00783]embedded image 74% A719 [00784]embedded image [00785]embedded image [00786]embedded image 76% A1014 [00787]embedded image [00788]embedded image [00789]embedded image 74% A1020 [00790]embedded image [00791]embedded image [00792]embedded image 73%

[Preparation Example 4] Preparation of Compound B5 and the Like

##STR00793##

1) Preparation of Intermediate B5-2

[0202] After 10.0 g (35.52 mM) of 1-bromo-3-chlorodibenzo[b,d]furan (J), 9.47 g (37.30 mM) of 4,4,4,4,5,5,5,5-octamethyl-2,2-bi(1,3,2-dioxaborolane), 1.3 g (1.78 mmol) of Pd(dppf)Cl.sub.2, and 10.46 g (106.56 mmol) of KOAc were dissolved in 1,4-dioxane (100 ml) in a 1 L two-neck flask, the resulting solution was refluxed for 2 hours. The reaction product was filtered, and then purified, and 10.32 g (yield 88.4%) of Intermediate B5-2 was obtained.

2) Preparation of Intermediate B5-1

[0203] After 10.32 g (31.40 mmol) of Intermediate B5-2, 8.41 g (31.40 mmol) of (2-chloro-4,6-diphenyl-1,3,5-triazine (K), 1.81 g (1.57 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh.sub.3).sub.4), and 13.02 g (94.20 mmol) of K.sub.2CO.sub.3 were dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml) in a 500 ml two-neck flask, the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 11.63 g (yield 85.4%) of Target Compound B5-1 was obtained.

3) Preparation of Compound B5

[0204] After 11.63 g (26.82 mmol) of Intermediate B5-1, 7.35 g (26.82 mmol) of [1,1:4,1-terphenyl]-4-ylboronic acid (L), 1.23 g (1.34 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd.sub.2(dba).sub.3), 1.28 g (2.68 mmol) of 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (Xphos), and 3.22 g (80.45 mmol) of NaOH were put into a 500 ml two-neck flask and dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml), the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 15.32 g (yield 91%, 69% when calculated based on starting materials) of Target Compound B5 was obtained.

[0205] The following compound was synthesized in the same manner as in the method of preparing Compound A161, except that (J), (K), and (L) in the following Table 4 were used instead of (J), (K), and (L) in Preparation Example 4.

TABLE-US-00004 TABLE 4 Target compound No. (J) (K) (L) Yield B5 [00794]embedded image [00795]embedded image [00796]embedded image 69% B6 [00797]embedded image [00798]embedded image [00799]embedded image 70% B7 [00800]embedded image [00801]embedded image [00802]embedded image 72% B15 [00803]embedded image [00804]embedded image [00805]embedded image 70% B17 [00806]embedded image [00807]embedded image [00808]embedded image 73% B25 [00809]embedded image [00810]embedded image [00811]embedded image 77% B26 [00812]embedded image [00813]embedded image [00814]embedded image 72% B41 [00815]embedded image [00816]embedded image [00817]embedded image 71% B42 [00818]embedded image [00819]embedded image [00820]embedded image 70% B46 [00821]embedded image [00822]embedded image [00823]embedded image 72% B67 [00824]embedded image [00825]embedded image [00826]embedded image 74% B68 [00827]embedded image [00828]embedded image [00829]embedded image 75% B90 [00830]embedded image [00831]embedded image [00832]embedded image 72% B101 [00833]embedded image [00834]embedded image [00835]embedded image 71% B114 [00836]embedded image [00837]embedded image [00838]embedded image 70% B117 [00839]embedded image [00840]embedded image [00841]embedded image 79% B136 [00842]embedded image [00843]embedded image [00844]embedded image 74% B139 [00845]embedded image [00846]embedded image [00847]embedded image 75% B140 [00848]embedded image [00849]embedded image [00850]embedded image 70% B142 [00851]embedded image [00852]embedded image [00853]embedded image 68% B145 [00854]embedded image [00855]embedded image [00856]embedded image 69% B147 [00857]embedded image [00858]embedded image [00859]embedded image 75% B148 [00860]embedded image [00861]embedded image [00862]embedded image 68% B150 [00863]embedded image [00864]embedded image [00865]embedded image 72% B156 [00866]embedded image [00867]embedded image [00868]embedded image 76% B168 [00869]embedded image [00870]embedded image [00871]embedded image 73% B175 [00872]embedded image [00873]embedded image [00874]embedded image 69% B177 [00875]embedded image [00876]embedded image [00877]embedded image 70% B188 [00878]embedded image [00879]embedded image [00880]embedded image 67% B191 [00881]embedded image [00882]embedded image [00883]embedded image 70% B196 [00884]embedded image [00885]embedded image [00886]embedded image 71% B208 [00887]embedded image [00888]embedded image [00889]embedded image 72% B215 [00890]embedded image [00891]embedded image [00892]embedded image 74% B216 [00893]embedded image [00894]embedded image [00895]embedded image 68% B229 [00896]embedded image [00897]embedded image [00898]embedded image 69% B230 [00899]embedded image [00900]embedded image [00901]embedded image 68% B258 [00902]embedded image [00903]embedded image [00904]embedded image 72% B259 [00905]embedded image [00906]embedded image [00907]embedded image 74% B261 [00908]embedded image [00909]embedded image [00910]embedded image 75% B266 [00911]embedded image [00912]embedded image [00913]embedded image 74% B288 [00914]embedded image [00915]embedded image [00916]embedded image 76% B289 [00917]embedded image [00918]embedded image [00919]embedded image 69% B290 [00920]embedded image [00921]embedded image [00922]embedded image 70% B298 [00923]embedded image [00924]embedded image [00925]embedded image 71% B299 [00926]embedded image [00927]embedded image [00928]embedded image 77% B308 [00929]embedded image [00930]embedded image [00931]embedded image 72% B311 [00932]embedded image [00933]embedded image [00934]embedded image 71% B312 [00935]embedded image [00936]embedded image [00937]embedded image 70% B327 [00938]embedded image [00939]embedded image [00940]embedded image 69% B330 [00941]embedded image [00942]embedded image [00943]embedded image 70% B336 [00944]embedded image [00945]embedded image [00946]embedded image 72% B348 [00947]embedded image [00948]embedded image [00949]embedded image 70% B353 [00950]embedded image [00951]embedded image [00952]embedded image 73% B371 [00953]embedded image [00954]embedded image [00955]embedded image 77% B379 [00956]embedded image [00957]embedded image [00958]embedded image 72% B385 [00959]embedded image [00960]embedded image [00961]embedded image 71% B386 [00962]embedded image [00963]embedded image [00964]embedded image 70% B387 [00965]embedded image [00966]embedded image [00967]embedded image 72% B411 [00968]embedded image [00969]embedded image [00970]embedded image 74% B412 [00971]embedded image [00972]embedded image [00973]embedded image 75% B540 [00974]embedded image [00975]embedded image [00976]embedded image 70% B557 [00977]embedded image [00978]embedded image [00979]embedded image 74% B571 [00980]embedded image [00981]embedded image [00982]embedded image 68% B572 [00983]embedded image [00984]embedded image [00985]embedded image 69% B573 [00986]embedded image [00987]embedded image [00988]embedded image 68% B575 [00989]embedded image [00990]embedded image [00991]embedded image 72% B576 [00992]embedded image [00993]embedded image [00994]embedded image 74% B577 [00995]embedded image [00996]embedded image [00997]embedded image 73% B580 [00998]embedded image [00999]embedded image [01000]embedded image 75% B585 [01001]embedded image [01002]embedded image [01003]embedded image 74% B586 [01004]embedded image [01005]embedded image [01006]embedded image 76% B588 [01007]embedded image [01008]embedded image [01009]embedded image 69% B592 [01010]embedded image [01011]embedded image [01012]embedded image 70% B601 [01013]embedded image [01014]embedded image [01015]embedded image 71% B605 [01016]embedded image [01017]embedded image [01018]embedded image 77% B611 [01019]embedded image [01020]embedded image [01021]embedded image 78% B613 [01022]embedded image [01023]embedded image [01024]embedded image 72% B614 [01025]embedded image [01026]embedded image [01027]embedded image 71% B622 [01028]embedded image [01029]embedded image [01030]embedded image 70% B628 [01031]embedded image [01032]embedded image [01033]embedded image 69% B632 [01034]embedded image [01035]embedded image [01036]embedded image 70% B633 [01037]embedded image [01038]embedded image [01039]embedded image 72% B637 [01040]embedded image [01041]embedded image [01042]embedded image 70% B643 [01043]embedded image [01044]embedded image [01045]embedded image 73% B644 [01046]embedded image [01047]embedded image [01048]embedded image 77% B646 [01049]embedded image [01050]embedded image [01051]embedded image 72% B650 [01052]embedded image [01053]embedded image [01054]embedded image 71% B654 [01055]embedded image [01056]embedded image [01057]embedded image 70% B661 [01058]embedded image [01059]embedded image [01060]embedded image 72% B671 [01061]embedded image [01062]embedded image [01063]embedded image 74% B672 [01064]embedded image [01065]embedded image [01066]embedded image 75% B674 [01067]embedded image [01068]embedded image [01069]embedded image 72% B686 [01070]embedded image [01071]embedded image [01072]embedded image 71% B711 [01073]embedded image [01074]embedded image [01075]embedded image 75% B751 [01076]embedded image [01077]embedded image [01078]embedded image 68% B752 [01079]embedded image [01080]embedded image [01081]embedded image 72% B763 [01082]embedded image [01083]embedded image [01084]embedded image 76% B764 [01085]embedded image [01086]embedded image [01087]embedded image 73% B772 [01088]embedded image [01089]embedded image [01090]embedded image 69% B784 [01091]embedded image [01092]embedded image [01093]embedded image 70% B791 [01094]embedded image [01095]embedded image [01096]embedded image 67% B795 [01097]embedded image [01098]embedded image [01099]embedded image 70%

[Preparation Example 5] Preparation of Compound B422 and the Like

##STR01100##

1) Preparation of Intermediate B422-2

[0206] After 10 g (30.31 mmol) of 5-bromo-7-chloronaphtho[1,2-b]benzofuran (M), 3.88 g (31.82 mmol) of phenylboronic acid (n), 1.75 g (1.52 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh.sub.3).sub.4), and 12.57 g (90.96 mmol) of K.sub.2CO.sub.3 were put into a 500 mL two-neck flask and dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml), the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 9.15 g (92%) of Target Compound B422-2 was obtained.

2) Preparation of Intermediate B422-1

[0207] After 9.15 g (27.88 mmol) of Intermediate B422-2, 10.62 g (41.83 mmol) of 4,4,4,4,5,5,5,5-octamethyl-2,2-bi(1,3,2-dioxaborolane), 1.28 g (1.39 mmol) of Pd.sub.2(dba).sub.3, 1.33 g (2.79 mmol) of Xphos, and 12.31 g (125.48 mmol) of KOAc were dissolved in 1,4-dioxane (100 ml) in a 1 L two-neck flask, the resulting solution was refluxed for 2 hours. The reaction product was filtered, and then purified, and 10.08 g (yield 86%) of Intermediate B442-1 was obtained.

3) Preparation of Compound B422

[0208] After 10.08 g (23.98 mmol) of Intermediate B5-1, 7.6 g (23.98 mmol) of 2-chloro-4-(naphthalen-2-yl)-6-phenyl-1,3,5-triazine (0), 1.39 g (1.99 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh.sub.3).sub.4), and 9.94 g (71.94 mmol) of K.sub.2CO.sub.3 were dissolved in 1,4-dioxane/H.sub.2O (100 ml/20 ml) in a 500 ml two-neck flask, the resulting solution was refluxed for 1 hour. The reaction product was purified by recrystallization with methanol, and 12.55 g (yield 91%, 72% when calculated based on starting materials) of Target Compound B422 was obtained.

[0209] The following compound was synthesized in the same manner as in the method of preparing Compound B422, except that (M), (N), and (O) in the following Table 5 were used instead of (M), (N), and (0) in Preparation Example 5.

TABLE-US-00005 TABLE 5 Target com- pound No. (M) (N) B422 [01101]embedded image [01102]embedded image B423 [01103]embedded image [01104]embedded image B424 [01105]embedded image [01106]embedded image B441 [01107]embedded image [01108]embedded image B442 [01109]embedded image [01110]embedded image B445 [01111]embedded image [01112]embedded image B451 [01113]embedded image [01114]embedded image B457 [01115]embedded image [01116]embedded image B461 [01117]embedded image [01118]embedded image B470 [01119]embedded image [01120]embedded image B485 [01121]embedded image [01122]embedded image B490 [01123]embedded image [01124]embedded image B495 [01125]embedded image [01126]embedded image B497 [01127]embedded image [01128]embedded image B507 [01129]embedded image [01130]embedded image B524 [01131]embedded image [01132]embedded image B526 [01133]embedded image [01134]embedded image B541 [01135]embedded image [01136]embedded image B543 [01137]embedded image [01138]embedded image B687 [01139]embedded image [01140]embedded image B697 [01141]embedded image [01142]embedded image B703 [01143]embedded image [01144]embedded image B721 [01145]embedded image [01146]embedded image B722 [01147]embedded image [01148]embedded image B742 [01149]embedded image [01150]embedded image B747 [01151]embedded image [01152]embedded image Target com- pound No. (O) Yield B422 [01153]embedded image 72% B423 [01154]embedded image 71% B424 [01155]embedded image 70% B441 [01156]embedded image 79% B442 [01157]embedded image 74% B445 [01158]embedded image 75% B451 [01159]embedded image 70% B457 [01160]embedded image 68% B461 [01161]embedded image 69% B470 [01162]embedded image 75% B485 [01163]embedded image 68% B490 [01164]embedded image 72% B495 [01165]embedded image 76% B497 [01166]embedded image 73% B507 [01167]embedded image 69% B524 [01168]embedded image 70% B526 [01169]embedded image 67% B541 [01170]embedded image 71% B543 [01171]embedded image 72% B687 [01172]embedded image 70% B697 [01173]embedded image 79% B703 [01174]embedded image 74% B721 [01175]embedded image 70% B722 [01176]embedded image 68% B742 [01177]embedded image 69% B747 [01178]embedded image 75%

[0210] The following Tables 6 and 7 are the 1H NMR and FD-MS data of the compounds, and it can be confirmed through the following data that the target compound was synthesized.

TABLE-US-00006 TABLE 6 Target Com- pound No. .sup.1H NMR(CDCl.sub.3, 400 MHz) A6 8.93 (2H, s), 8.51 (1H, d), 8.3 (1H, d), 8.12 (3H, d), 8 (2H, d), 7.93 (1H, d), 7.88 (2H, d), 7.82 (2H, d), 7.63 (1H, d), 7.59 (2H, dd), 7.58 (2H, d), 7.54 (2H, d), 7.5 (3H, dd), 7.45 (1H, dd), 7.35 (1H, s), 7.31 (1H, t), 7.29 (1H, t), 7.2 (2H, dd), 7.13 (1H, dd), 7.02 (1H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d) A33 8.51 (1H, s), 8.3 (1H, d), 8.12 (1H, d), 8 (2H, d), 7.63 (1H, d), 7.59 (2H, d), 7.58 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.5 (3H, d), 7.45 (1H, d), 7.41 (2H, dd), 7.35 (1H, dd), 7.31 (1H, s), 7.29 (1H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.69 (4H, dd), 6.33 (1H, t) A104 8.55 (1H, d), 8 (2H, d), 7.94 (1H, t), 7.87 (1H, dd), 7.85 (2H, d), 7.79 (2H, d), 7.77 (1H, s), 7.69 (1H, s), 7.59 (2H, d), 7.58 (2H, d), 7.54 (1H, s), 7.51 (2H, d), 7.5 (2H, d), 7.47 (2H, d), 7.45 (1H, s), 7.41 (1H, s), 7.35 (1H, s), 7.33 (1H, s), 7.25 (1H, s), 7.2 (2H, d), 7.16 (1H, s), 7.13 (1H, s), 7.02 (1H, s), 6.87 (1H, s), 6.81 (1H, s), 6.69 (1H, s), 6.63 (2H, d), 6.33 (1H, s) A135 8.55 (1H, s), 8 (2H, d), 7.94 (1H, d), 7.89 (2H, d), 7.79 (1H, d), 7.66 (2H, d), 7.65 (2H, d), 7.59 (3H, d), 7.58 (2H, d), 7.5 (2H, dd), 7.45 (1H, d), 7.43 (1H, d), 7.41 (2H, dd), 7.38 (2H, dd), 7.35 (1H, s), 7.33 (1H, t), 7.32 (2H, t), 7.25 (1H, dd), 7.13 (1H, dd), 7.02 (1H, t), 6.39 (2H, d), 6.33 (1H, d) A147 8.51 (1H, s), 8.3 (1H, d), 8.12 (1H, d), 8 (2H, d), 7.89 (1H, d), 7.75 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.63 (1H, d), 7.62 (1H, dd), 7.59 (2H, d), 7.58 (2H, d), 7.54 (4H, dd), 7.52 (2H, dd), 7.51 (2H, s), 7.5 (3H, t), 7.45 (1H, t), 7.44 (1H, dd), 7.43 (1H, dd), 7.41 (1H, t), 7.38 (1H, d), 7.35 (1H, d), 7.32 (1H, d), 7.31 (1H, ), 7.29 (1H, s), 6.69 (4H, d), 6.33 (1H, dd) A152 8.49 (1H, s), 8.12 (1H, d), 8.1 (1H, d), 8 (2H, d), 7.75 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.59 (2H, d), 7.58 (2H, d), 7.54 (4H, dd), 7.52 (2H, d), 7.51 (2H, d), 7.5 (3H, dd), 7.45 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.35 (1H, t), 7.29 (1H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (4H, d), 6.63 (2H, d) A155 8.55 (1H, s), 8 (2H, d), 7.94 (1H, d), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.58 (2H, dd), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (2H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (1H, t), 7.35 (1H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (4H, d), 6.63 (2H, dd) A159 8.12 (1H, s), 8.1 (1H, d), 8 (2H, d), 7.9 (1H, d), 7.88 (1H, d), 7.84 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.74 (1H, d), 7.63 (1H, dd), 7.62 (1H, d), 7.59 (2H, d), 7.58 (2H, dd), 7.54 (2H, dd), 7.5 (4H, s), 7.49 (1H, t), 7.45 (1H, t), 7.44 (1H, dd), 7.39 (1H, dd), 7.36 (1H, t), 7.35 (1H, d), 7.29 (1H, d), 7.2 (2H, d), 6.81 (1H, ), 6.69 (2H, dd), 6.63 (2H, dd) A161 8.55 (1H, d), 8.08 (1H, s), 8 (2H, s), 7.94 (1H, d), 7.87 (1H, d), 7.75 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.58 (2H, d), 7.54 (2H, dd), 7.52 (2H, d), 7.51 (2H, d), 7.5 (2H, dd), 7.45 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.35 (1H, t), 7.33 (1H, dd), 7.25 (5H, dd), 7.21 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, s) A193 8.55 (1H, d), 8.18 (1H, s), 8 (2H, s), 7.94 (1H, d), 7.85 (2H, d), 7.79 (3H, d), 7.75 (1H, d), 7.62 (2H, d), 7.59 (2H, d), 7.58 (2H, dd), 7.54 (3H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.5 (2H, dd), 7.47 (2H, s), 7.45 (1H, t), 7.44 (1H, t), 7.41 (2H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.21 (1H, d), 7.16 (1H, d), 6.87 (1H, d), 6.69 (3H, t) A207 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.58 (2H, dd), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (2H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (1H, t), 7.33 (1H, dd), 7.25 (1H, dd), 7.21 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, t) A215 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.79 (1H, d), 7.75 (1H, d), 7.62 (1H, d), 7.59 (3H, d), 7.58 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.5 (2H, d), 7.45 (1H, dd), 7.44 (1H, dd), 7.43 (1H, s), 7.41 (1H, t), 7.33 (1H, t), 7.25 (5H, dd), 7.21 (1H, dd), 7.2 (2H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d) A226 8.51 (1H, d), 7.62 (1H, s), 7.63 (1H, s), 8.12 (1H, d), 7.5 (3H, d), 6.69 (6H, d), 7.35 (1H, d), 7.75 (1H, d), 7.44 (1H, d), 7.29 (1H, dd), 7.54 (6H, d), 7.52 (4H, d), 8.3 (1H, dd), 7.31 (1H, dd), 8 (2H, s), 7.58 (2H, t), 7.59 (2H, t), 7.51 (4H, dd), 7.45 (1H, dd), 7.41 (2H, t) A232 8.49 (1H, d), 8.12 (1H, s), 8.1 (1H, s), 8 (2H, d), 7.75 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.59 (2H, d), 7.58 (2H, d), 7.54 (4H, dd), 7.52 (2H, d), 7.51 (2H, d), 7.5 (3H, dd), 7.45 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.35 (1H, t), 7.29 (1H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (4H, d), 6.63 (2H, d) A235 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.58 (2H, dd), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (2H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (1H, t), 7.35 (1H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (4H, d), 6.63 (2H, s) A240 8.12 (1H, d), 8.1 (1H, s), 8 (2H, s), 7.9 (1H, d), 7.89 (1H, d), 7.75 (1H, d), 7.66 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.59 (2H, dd), 7.58 (2H, d), 7.54 (2H, d), 7.5 (3H, dd), 7.45 (1H, dd), 7.44 (1H, s), 7.39 (1H, t), 7.38 (1H, t), 7.35 (1H, dd), 7.32 (1H, dd), 7.29 (1H, t), 7.2 (2H, d), 7.13 (1H, d), 7.02 (1H, d), 6.81 (1H, t), 6.69 (2H, r), 6.63 (2H, m), 6.33 (1H, s) A248 8.93 (2H, d), 8.51 (1H, s), 8.3 (1H, s), 8.12 (3H, d), 8 (2H, d), 7.93 (1H, d), 7.88 (2H, d), 7.82 (2H, d), 7.63 (1H, d), 7.59 (2H, dd), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (1H, dd), 7.41 (1H, s), 7.35 (1H, t), 7.31 (1H, t), 7.29 (1H, dd), 7.13 (1H, dd), 7.02 (1H, t), 6.69 (4H, d), 6.33 (1H, d) A288 8.49 (1H, d), 8.12 (1H, s), 8.1 (1H, s), 8 (2H, d), 7.63 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.5 (1H, d), 7.41 (2H, d), 7.35 (1H, dd), 7.29 (1H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.69 (4H, t), 6.33 (1H, dd) A308 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.87 (1H, d), 7.77 (1H, d), 7.69 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.41 (2H, d), 7.35 (1H, d), 7.33 (1H, dd), 7.25 (1H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.69 (4H, t), 6.33 (1H, dd) A325 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.79 (1H, d), 7.59 (3H, d), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, d), 7.43 (1H, d), 7.41 (1H, dd), 7.35 (1H, d), 7.33 (1H, d), 7.25 (1H, dd), 7.2 (2H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.81 (1H, t), 6.69 (2H, dd), 6.63 (2H, dd), 6.33 (1H, t) A347 8.51 (1H, d), 8.3 (1H, s), 8.12 (1H, s), 8 (2H, d), 7.89 (1H, d), 7.75 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.63 (1H, d), 7.62 (1H, dd), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.5 (1H, s), 7.44 (1H, t), 7.43 (1H, t), 7.41 (1H, dd), 7.38 (1H, dd), 7.35 (1H, t), 7.32 (1H, d), 7.31 (1H, d), 7.29 (1H, d), 6.69 (4H, d), 6.33 (2H, t) A352 8.49 (1H, d), 8.12 (1H, s), 8.1 (1H, s), 8 (2H, d), 7.75 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.5 (1H, d), 7.44 (1H, dd), 7.41 (1H, dd), 7.35 (1H, s), 7.29 (1H, t), 7.2 (2H, t), 6.81 (1H, dd), 6.69 (4H, dd), 6.63 (2H, t) A356 8.55 (1H, d), 8 (2H, s), 7.94 (1H, s), 7.88 (1H, d), 7.87 (1H, d), 7.84 (1H, d), 7.77 (2H, d), 7.75 (1H, d), 7.74 (1H, d), 7.69 (1H, dd), 7.62 (1H, d), 7.59 (2H, d), 7.54 (2H, dd), 7.5 (1H, dd), 7.49 (1H, s), 7.44 (1H, t), 7.36 (1H, t), 7.35 (1H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, s) A358 8.12 (1H, d), 8.1 (1H, s), 8 (2H, s), 7.9 (1H, d), 7.75 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.5 (1H, d), 7.44 (1H, dd), 7.41 (1H, dd), 7.39 (1H, s), 7.35 (1H, t), 7.29 (1H, t), 7.2 (2H, dd), 6.81 (1H, dd), 6.69 (4H, t), 6.63 (2H, d) A367 8.18 (1H, d), 8 (4H, s), 7.92 (1H, s), 7.73 (1H, d), 7.59 (4H, d), 7.58 (1H, d), 7.54 (4H, d), 7.52 (2H, d), 7.51 (3H, d), 7.49 (1H, dd), 7.41 (1H, d), 7.35 (1H, d), 7.13 (1H, dd), 7.02 (1H, dd), 6.69 (4H, s), 6.33 (1H, t) A402 8 (2H, d), 7.85 (2H, s), 7.79 (2H, s), 7.59 (2H, d), 7.54 (1H, d), 7.51 (2H, d), 7.47 (2H, d), 7.43 (1H, d), 7.41 (1H, d), 7.35 (1H, dd), 7.2 (2H, d), 7.16 (1H, d), 7.13 (1H, dd), 7.02 (1H, dd), 6.87 (1H, s), 6.81 (1H, t), 6.69 (1H, t), 6.63 (2H, dd), 6.33 (1H, dd) A356 8 (2H, d), 7.98 (1H, s), 7.59 (2H, s), 7.35 (1H, d), 7.13 (1H, d), 7.02 (1H, d), 6.91 (2H, d), 6.33 (1H, d), 6.17 (2H, d), 6.15 (2H, dd), 5.9 (4H, d), 5.8 (4H, d), 4.73 (2H, dd), 3.93 (2H, dd) A451 8 (2H, d), 7.89 (1H, s), 7.79 (1H, s), 7.66 (1H, d), 7.65 (1H, d), 7.59 (2H, d), 7.57 (1H, d), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.41 (2H, d), 7.38 (1H, d), 7.35 (1H, dd), 7.32 (1H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.69 (2H, t), 6.39 (1H, dd), 6.33 (1H, dd) A461 8 (2H, d), 7.94 (1H, s), 7.75 (1H, s), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, d), 7.44 (1H, d), 7.41 (1H, dd), 7.35 (1H, d), 7.25 (4H, d), 7.2 (2H, dd), 6.81 (1H, dd), 6.69 (4H, s), 6.63 (2H, t) A472 8.04 (1H, d), 8 (2H, s), 7.83 (1H, s), 7.75 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, d), 7.44 (1H, dd), 7.41 (1H, d), 7.35 (1H, d), 7.2 (2H, dd), 6.81 (1H, dd), 6.69 (4H, s), 6.63 (2H, t) A475 8 (2H, d), 7.89 (1H, s), 7.75 (1H, s), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, d), 7.44 (1H, d), 7.41 (1H, dd), 7.35 (1H, d), 7.2 (2H, d), 6.81 (1H, dd), 6.69 (4H, dd), 6.63 (2H, s) A488 8.93 (2H, d), 8.55 (1H, s), 8.18 (1H, s), 8.12 (2H, d), 8.08 (2H, d), 7.94 (1H, d), 7.93 (1H, d), 7.88 (2H, d), 7.87 (1H, d), 7.82 (2H, dd), 7.75 (1H, d), 7.68 (1H, d), 7.62 (1H, dd), 7.58 (2H, dd), 7.55 (2H, s), 7.54 (4H, t), 7.52 (2H, t), 7.51 (2H, dd), 7.5 (2H, dd), 7.45 (1H, t), 7.44 (1H, d), 7.41 (1H, d), 7.35 (1H, d), 7.33 (1H, dd), 7.25 (1H, t), 6.69 (4H, d) A511 8.55 (1H, d), 8.18 (2H, s), 8.08 (1H, s), 7.94 (1H, d), 7.79 (1H, d), 7.75 (1H, d), 7.68 (1H, d), 7.62 (2H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.5 (2H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (2H, t), 7.33 (1H, dd), 7.25 (1H, dd), 6.69 (4H, t) A523 8.55 (1H, d), 8.18 (1H, s), 8.08 (1H, s), 7.94 (1H, d), 7.87 (1H, d), 7.85 (2H, d), 7.79 (2H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, dd), 7.68 (1H, d), 7.62 (1H, d), 7.58 (2H, dd), 7.55 (2H, dd), 7.54 (3H, s), 7.52 (2H, t), 7.51 (4H, t), 7.5 (2H, dd), 7.47 (2H, dd), 7.45 (1H, t), 7.44 (1H, d), 7.41 (2H, d), 7.33 (1H, d), 7.25 (1H, dd), 7.16 (1H, t), 6.87 (1H, d), 6.69 (3H, d) A535 8.55 (1H, d), 8.18 (1H, s), 8.08 (1H, s), 7.94 (1H, d), 7.79 (1H, d), 7.75 (1H, d), 7.68 (1H, d), 7.62 (1H, d), 7.59 (1H, d), 7.58 (2H, dd), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.5 (2H, s), 7.45 (1H, t), 7.44 (1H, t), 7.43 (1H, dd), 7.41 (1H, dd), 7.33 (1H, t), 7.25 (5H, d), 7.2 (2H, d), 6.81 (1H, d), 6.69 (2H, dd), 6.63 (2H, t) A547 8.55 (1H, d), 8.51 (1H, s), 8.3 (1H, s), 8.18 (1H, d), 8.12 (1H, d), 7.89 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.63 (1H, d), 7.62 (1H, d), 7.58 (2H, dd), 7.55 (2H, dd), 7.54 (4H, s), 7.52 (2H, t), 7.51 (2H, t), 7.5 (3H, dd), 7.45 (1H, dd), 7.44 (1H, t), 7.43 (1H, d), 7.41 (1H, d), 7.38 (1H, d), 7.32 (1H, dd), 7.31 (1H, t), 7.29 (1H, d), 6.69 (4H, d), 6.33 (1H, t) A557 8.55 (2H, d), 8.18 (1H, s), 7.94 (1H, s), 7.89 (1H, d), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.69 (1H, d), 7.66 (1H, dd), 7.62 (1H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.54 (2H, dd), 7.5 (2H, s), 7.45 (1H, t), 7.44 (1H, t), 7.38 (1H, dd), 7.33 (1H, dd), 7.32 (1H, t), 7.25 (1H, d), 7.2 (2H, d), 7.13 (1H, d), 7.02 (1H, dd), 6.81 (1H, t), 6.69 (2H, d), 6.63 (2H, d), 6.33 (1H, t) A566 8.55 (2H, d), 8.18 (1H, s), 8.08 (1H, s), 8 (2H, d), 7.94 (1H, d), 7.92 (1H, d), 7.87 (1H, d), 7.73 (1H, d), 7.71 (1H, d), 7.59 (2H, dd), 7.58 (3H, d), 7.55 (2H, d), 7.54 (4H, dd), 7.52 (2H, dd), 7.51 (2H, s), 7.5 (2H, t), 7.45 (1H, t), 7.41 (1H, dd), 7.35 (1H, dd), 7.33 (1H, t), 7.25 (1H, d), 7.13 (1H, d), 7.02 (1H, d), 6.69 (4H, dd), 6.33 (1H, t) A591 8.55 (2H, d), 8.18 (2H, s), 7.94 (1H, s), 7.79 (1H, d), 7.71 (1H, d), 7.62 (1H, d), 7.58 (2H, d), 7.55 (2H, d), 7.54 (4H, d), 7.52 (4H, dd), 7.51 (4H, d), 7.5 (2H, d), 7.45 (1H, dd), 7.41 (2H, dd), 7.33 (1H, s), 7.25 (1H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.69 (4H, dd), 6.33 (1H, t) A602 8.55 (2H, d), 8.18 (1H, s), 7.94 (1H, s), 7.87 (1H, d), 7.77 (1H, d), 7.71 (1H, d), 7.69 (1H, d), 7.58 (2H, d), 7.55 (2H, d), 7.54 (3H, dd), 7.52 (2H, d), 7.51 (4H, d), 7.5 (2H, dd), 7.45 (1H, dd), 7.41 (2H, s), 7.33 (1H, t), 7.25 (5H, t), 7.16 (1H, dd), 7.13 (1H, dd), 7.08 (2H, t), 7.02 (1H, d), 6.87 (1H, d), 6.69 (3H, d), 6.33 (1H, dd) A615 8.55 (2H, d), 8.18 (1H, s), 7.94 (1H, s), 7.79 (1H, d), 7.71 (1H, d), 7.59 (1H, d), 7.58 (2H, d), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.5 (2H, d), 7.45 (1H, dd), 7.43 (1H, dd), 7.41 (1H, s), 7.33 (1H, t), 7.25 (5H, t), 7.2 (2H, dd), 7.13 (1H, dd), 7.02 (1H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d), 6.33 (1H, dd) A624 8.55 (1H, d), 8.51 (1H, s), 8.3 (1H, s), 8.18 (1H, d), 8.12 (1H, d), 7.88 (2H, d), 7.84 (2H, d), 7.77 (2H, d), 7.75 (1H, d), 7.74 (2H, dd), 7.71 (1H, d), 7.63 (1H, d), 7.62 (1H, dd), 7.58 (2H, dd), 7.55 (2H, s), 7.54 (2H, t), 7.5 (5H, t), 7.49 (2H, dd), 7.45 (1H, dd), 7.44 (1H, t), 7.36 (2H, d), 7.31 (1H, d), 7.29 (1H, d), 6.69 (2H, dd) A634 8.55 (1H, d), 8.49 (1H, s), 8.18 (1H, s), 8.12 (1H, d), 8.1 (1H, d), 7.89 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.63 (1H, dd), 7.62 (2H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.54 (2H, dd), 7.5 (3H, s), 7.45 (1H, t), 7.44 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd), 7.29 (1H, t), 7.2 (2H, d), 7.13 (1H, d), 7.02 (1H, d), 6.81 (1H, dd), 6.69 (2H, t), 6.63 (2H, d), 6.33 (1H, d) A635 8.55 (2H, d), 8.18 (1H, s), 7.94 (1H, s), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.69 (1H, d), 7.62 (1H, d), 7.58 (2H, dd), 7.55 (2H, d), 7.54 (4H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.5 (2H, s), 7.45 (1H, t), 7.44 (1H, t), 7.41 (1H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (4H, d), 6.63 (2H, dd) A638 8.55 (1H, d), 8.18 (1H, s), 8.12 (1H, s), 8.1 (1H, d), 7.9 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.58 (2H, dd), 7.55 (2H, d), 7.54 (4H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.5 (3H, s), 7.45 (1H, t), 7.44 (1H, t), 7.41 (1H, dd), 7.39 (1H, dd), 7.29 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (4H, d), 6.63 (2H, dd) A641 8.55 (1H, d), 8.18 (2H, s), 8.08 (1H, s), 7.94 (1H, d), 7.79 (1H, d), 7.75 (1H, d), 7.68 (1H, d), 7.62 (2H, d), 7.55 (2H, d), 7.54 (4H, dd), 7.52 (4H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, dd), 7.33 (1H, s), 7.25 (1H, t), 6.69 (4H, t) A642 8.55 (1H, d), 8.18 (2H, s), 8.08 (1H, s), 7.94 (1H, d), 7.85 (2H, d), 7.79 (3H, d), 7.75 (1H, d), 7.68 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.54 (3H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.47 (2H, dd), 7.44 (1H, s), 7.41 (2H, t), 7.33 (1H, t), 7.25 (1H, dd), 7.16 (1H, dd), 6.87 (1H, t), 6.69 (3H, d) A653 8.93 (2H, d), 8.55 (1H, s), 8.18 (1H, s), 8.12 (2H, d), 8.08 (1H, d), 7.94 (1H, d), 7.93 (1H, d), 7.88 (2H, d), 7.87 (1H, d), 7.82 (2H, dd), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, dd), 7.68 (1H, dd), 7.62 (1H, s), 7.55 (2H, t), 7.54 (2H, t), 7.44 (1H, dd), 7.33 (1H, dd), 7.25 (1H, t), 7.2 (2H, d), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, dd) A660 8.55 (1H, d), 8.18 (1H, s), 8.08 (1H, s), 7.94 (1H, d), 7.89 (1H, d), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, d), 7.68 (1H, dd), 7.66 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.55 (2H, dd), 7.54 (2H, s), 7.52 (2H, t), 7.51 (2H, t), 7.44 (1H, dd), 7.43 (1H, dd), 7.41 (1H, t), 7.38 (1H, d), 7.33 (1H, d), 7.32 (1H, d), 7.25 (1H, dd), 6.69 (2H, t), 6.33 (1H, d) A663 8.51 (1H, d), 8.3 (1H, s), 8.18 (1H, s), 8.12 (1H, d), 8.08 (1H, d), 7.75 (1H, d), 7.68 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.55 (2H, dd), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.31 (1H, t), 7.29 (1H, dd), 7.25 (4H, dd), 7.2 (2H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d) A666 8.93 (2H, d), 8.18 (1H, s), 8.12 (3H, s), 8.1 (1H, d), 8.08 (1H, d), 7.93 (1H, d), 7.9 (1H, d), 7.88 (2H, d), 7.82 (2H, d), 7.75 (1H, dd), 7.68 (1H, d), 7.63 (1H, d), 7.62 (1H, dd), 7.55 (2H, dd), 7.54 (2H, s), 7.5 (1H, t), 7.44 (1H, t), 7.39 (1H, dd), 7.29 (1H, dd), 7.2 (2H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d) A675 8.55 (1H, d), 8.49 (1H, s), 8.18 (1H, s), 8.12 (1H, d), 8.1 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (1H, dd), 7.44 (2H, s), 7.41 (1H, t), 7.29 (1H, t), 7.2 (2H, dd), 6.89 (1H, dd), 6.88 (1H, t), 6.81 (1H, d), 6.69 (2H, d), 6.63 (2H, d), 6.59 (1H, dd) A676 8.55 (1H, d), 8.49 (1H, s), 8.18 (1H, s), 8.12 (1H, d), 8.1 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.54 (3H, d), 7.51 (2H, d), 7.5 (1H, dd), 7.44 (1H, dd), 7.41 (1H, s), 7.29 (1H, t), 7.2 (2H, t), 7.16 (1H, dd), 7.08 (2H, dd), 6.87 (1H, t), 6.81 (1H, d), 6.69 (3H, d), 6.63 (2H, d) A679 8.55 (1H, d), 8.18 (2H, s), 8.12 (1H, s), 8 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.55 (2H, dd), 7.54 (2H, d), 7.5 (1H, d), 7.44 (1H, dd), 7.29 (1H, dd), 7.2 (4H, s), 6.81 (2H, t), 6.69 (2H, t), 6.63 (4H, dd) A681 8.18 (1H, d), 8.08 (1H, s), 7.75 (1H, s), 7.68 (1H, d), 7.62 (1H, d), 7.55 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, d), 6.69 (4H, d) A686 8.18 (1H, d), 8.08 (1H, s), 8 (2H, s), 7.92 (1H, d), 7.75 (1H, d), 7.73 (1H, d), 7.68 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.55 (2H, d), 7.54 (2H, d), 7.44 (1H, dd), 7.2 (2H, dd), 6.81 (1H, s), 6.69 (2H, t), 6.63 (2H, t) A719 8.55 (1H, d), 8.18 (1H, s), 7.75 (1H, s), 7.71 (1H, d), 7.62 (1H, d), 7.55 (2H, d), 7.54 (2H, d), 7.44 (1H, d), 7.2 (4H, d), 6.81 (2H, dd), 6.69 (2H, d), 6.63 (4H, d) A721 7.66 (2H, s), 7.56 (1H, s) A722 8.55 (1H, d), 8.18 (1H, s), 7.94 (1H, s), 7.85 (2H, d), 7.79 (3H, d), 7.66 (1H, d), 7.62 (1H, d), 7.58 (2H, d), 7.54 (3H, d), 7.52 (2H, dd), 7.51 (4H, d), 7.5 (2H, d), 7.47 (2H, dd), 7.45 (1H, dd), 7.41 (2H, s), 7.33 (1H, t), 7.25 (1H, t), 7.16 (1H, dd), 6.87 (1H, dd), 6.69 (3H, t) A734 8.55 (1H, d), 8.18 (1H, s), 8.08 (1H, s), 7.94 (1H, d), 7.87 (1H, d), 7.77 (1H, d), 7.75 (1H, d), 7.69 (1H, d), 7.68 (1H, d), 7.66 (1H, dd), 7.62 (1H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.5 (2H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (1H, t), 7.33 (1H, dd), 7.25 (1H, dd), 7.19 (1H, t), 6.7 (1H, d) A735 8.18 (1H, d), 8.08 (1H, s), 7.75 (1H, s), 7.68 (1H, d), 7.62 (1H, d), 7.55 (2H, d), 7.5 (1H, d), 7.44 (1H, d), 7.41 (1H, d), 7.4 (1H, dd), 6.64 (1H, d) A761 7.66 (2H, s), 7.25 (1H, s) A762 8.55 (1H, d), 8.18 (1H, s), 7.94 (1H, s), 7.85 (2H, d), 7.79 (3H, d), 7.62 (1H, d), 7.58 (2H, d), 7.54 (3H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.5 (2H, d), 7.47 (2H, d), 7.45 (1H, dd), 7.41 (2H, dd), 7.33 (1H, s), 7.25 (1H, t), 7.16 (1H, t), 6.87 (1H, dd), 6.69 (3H, dd), 6.64 (1H, t) A763 8.55 (1H, d), 8.18 (1H, s), 7.71 (1H, s), 7.55 (2H, d), 7.41 (1H, d), 7.13 (1H, d), 7.02 (1H, d), 6.8 (1H, d), 6.64 (1H, d), 6.33 (1H, dd) A803 8 (2H, d), 7.89 (1H, s), 7.81 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.41 (2H, d), 7.38 (1H, d), 7.35 (1H, dd), 7.32 (1H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.69 (4H, t), 6.33 (1H, dd) A812 8 (2H, d), 7.87 (1H, s), 7.63 (1H, s), 7.59 (2H, d), 7.55 (1H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (5H, d), 7.41 (2H, d), 7.38 (1H, dd), 7.35 (1H, d), 7.34 (1H, d), 7.28 (1H, dd), 7.13 (1H, dd), 7.02 (1H, s), 6.69 (4H, t), 6.33 (1H, t), 1.72 (2H, dd) A814 8 (2H, d), 7.89 (1H, s), 7.85 (3H, s), 7.81 (1H, d), 7.79 (2H, d), 7.66 (1H, d), 7.59 (2H, d), 7.54 (3H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.47 (2H, d), 7.41 (2H, d), 7.38 (2H, dd), 7.35 (1H, dd), 7.32 (1H, s), 7.16 (1H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.87 (1H, dd), 6.69 (3H, t), 6.33 (1H, d) A818 8.45 (1H, d), 8.41 (1H, s), 8.2 (1H, s), 8 (2H, d), 7.98 (1H, d), 7.85 (2H, d), 7.79 (2H, d), 7.59 (2H, d), 7.58 (1H, d), 7.54 (3H, dd), 7.52 (3H, d), 7.51 (4H, d), 7.5 (1H, dd), 7.47 (2H, dd), 7.41 (2H, s), 7.35 (1H, t), 7.16 (1H, t), 7.13 (1H, dd), 7.02 (1H, dd), 6.87 (1H, t), 6.69 (3H, d), 6.33 (1H, d) A827 8 (2H, d), 7.89 (1H, s), 7.81 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.59 (2H, d), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.41 (1H, d), 7.38 (1H, d), 7.35 (1H, dd), 7.32 (1H, dd), 7.25 (4H, s), 7.2 (2H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.81 (1H, dd), 6.69 (2H, t), 6.63 (2H, d), 6.33 (1H, d) A839 8 (2H, d), 7.89 (1H, s), 7.81 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.59 (2H, d), 7.54 (2H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.41 (1H, d), 7.38 (1H, d), 7.35 (1H, dd), 7.32 (1H, dd), 7.2 (2H, s), 7.13 (1H, t), 7.02 (1H, t), 6.81 (1H, dd), 6.69 (2H, dd), 6.63 (2H, t), 6.33 (1H, d) A842 8 (2H, d), 7.89 (1H, s), 7.85 (1H, s), 7.81 (1H, d), 7.75 (1H, d), 7.66 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.54 (4H, d), 7.52 (4H, dd), 7.51 (4H, d), 7.44 (1H, d), 7.41 (2H, dd), 7.38 (2H, dd), 7.32 (1H, s), 7.21 (1H, t), 6.69 (4H, t) A852 8 (2H, d), 7.87 (1H, s), 7.75 (1H, s), 7.63 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.55 (1H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (5H, dd), 7.44 (1H, d), 7.41 (2H, d), 7.38 (1H, dd), 7.34 (1H, dd), 7.28 (1H, s), 7.21 (1H, t), 6.69 (4H, t), 1.72 (2H, dd) A867 8 (2H, d), 7.89 (1H, s), 7.81 (1H, s), 7.75 (1H, d), 7.72 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.62 (1H, d), 7.59 (2H, d), 7.54 (2H, dd), 7.52 (2H, d), 7.51 (2H, d), 7.44 (1H, dd), 7.41 (1H, dd), 7.38 (1H, s), 7.32 (1H, t), 7.25 (4H, t), 7.21 (1H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (2H, d), 6.63 (2H, d) A881 8.55 (1H, d), 8.18 (1H, s), 7.95 (1H, s), 7.89 (1H, d), 7.75 (1H, d), 7.71 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.55 (2H, d), 7.54 (4H, dd), 7.52 (4H, d), 7.51 (4H, d), 7.41 (2H, dd), 7.38 (1H, dd), 7.32 (1H, s), 7.13 (1H, t), 7.02 (1H, t), 6.69 (4H, dd), 6.33 (1H, dd) A919 8.55 (1H, d), 8.18 (1H, s), 7.89 (1H, s), 7.81 (1H, d), 7.72 (1H, d), 7.71 (2H, d), 7.66 (1H, d), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.41 (1H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.2 (2H, s), 7.13 (1H, t), 7.02 (1H, t), 6.81 (1H, dd), 6.69 (2H, dd), 6.63 (2H, t), 6.33 (1H, d) A923 8.18 (1H, d), 8.08 (1H, s), 7.89 (1H, s), 7.81 (1H, d), 7.75 (1H, d), 7.72 (1H, d), 7.71 (1H, d), 7.68 (1H, d), 7.66 (1H, d), 7.62 (1H, dd), 7.55 (2H, d), 7.54 (4H, d), 7.52 (4H, dd), 7.51 (4H, dd), 7.44 (1H, s), 7.41 (2H, t), 7.38 (1H, t), 7.32 (1H, dd), 6.69 (4H, dd) A952 8.45 (1H, d), 8.18 (1H, s), 8.08 (1H, s), 7.98 (1H, d), 7.94 (1H, d), 7.82 (1H, d), 7.75 (1H, d), 7.68 (1H, d), 7.62 (1H, d), 7.56 (1H, dd), 7.55 (2H, d), 7.54 (2H, d), 7.52 (3H, dd), 7.51 (2H, dd), 7.5 (1H, s), 7.44 (1H, t), 7.41 (1H, t), 7.25 (4H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (2H, d), 6.63 (2H, d) A959 8.18 (1H, d), 8.08 (1H, s), 7.89 (1H, s), 7.81 (1H, d), 7.75 (1H, d), 7.72 (1H, d), 7.71 (1H, d), 7.68 (1H, d), 7.66 (1H, d), 7.62 (1H, dd), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.38 (1H, t), 7.32 (1H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (2H, d), 6.63 (2H, d) A963 8.55 (1H, d), 8.18 (1H, s), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, d), 7.81 (1H, d), 7.73 (1H, d), 7.72 (1H, d), 7.71 (2H, d), 7.66 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.55 (2H, dd), 7.54 (4H, dd), 7.52 (2H, s), 7.51 (2H, t), 7.41 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd), 7.13 (1H, t), 7.02 (1H, d), 6.69 (4H, d), 6.33 (1H, d) A977 7.95 (2H, s), 7.71 (1H, d), 7.66 (1H, d), 7.5 (1H, s), 7.41 (1H, d), 6.7 (1H, s) A979 8 (2H, s), 7.95 (2H, d), 7.66 (1H, d), 7.59 (2H, s), 7.5 (2H, d), 7.35 (1H, s), 7.13 (1H, d), 7.02 (1H, d), 6.33 (1H, d) A980 8 (4H, s), 7.92 (1H, d), 7.73 (1H, d), 7.59 (4H, s), 7.58 (1H, d), 7.56 (1H, s), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, d), 7.41 (1H, dd), 7.35 (1H, d), 7.13 (1H, d), 7.02 (1H, dd), 6.69 (4H, dd), 6.33 (1H, s) A981 8.55 (2H, s), 8.18 (2H, d), 7.94 (1H, d), 7.79 (1H, s), 7.71 (1H, d), 7.62 (1H, s), 7.55 (2H, d), 7.54 (4H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.41 (2H, d), 7.33 (1H, d), 7.25 (1H, dd), 7.13 (1H, dd), 7.02 (1H, s), 6.69 (4H, t), 6.33 (1H, t) A982 8.55 (2H, s), 8.18 (2H, d), 7.94 (1H, d), 7.85 (2H, s), 7.79 (3H, d), 7.71 (1H, s), 7.62 (1H, d), 7.55 (2H, d), 7.54 (3H, d), 7.52 (2H, dd), 7.51 (4H, d), 7.47 (2H, d), 7.41 (2H, dd), 7.33 (1H, dd), 7.25 (1H, s), 7.16 (1H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.87 (1H, dd), 6.69 (3H, t), 6.33 (1H, d) A983 8.93 (2H, s), 8.55 (2H, d), 8.18 (2H, d), 8.12 (2H, s), 7.94 (1H, d), 7.93 (1H, s), 7.88 (2H, d), 7.82 (2H, d), 7.79 (1H, d), 7.71 (1H, dd), 7.62 (1H, d), 7.55 (2H, d), 7.54 (2H, dd), 7.33 (1H, dd), 7.25 (1H, s), 7.2 (2H, t), 7.13 (1H, t), 7.02 (1H, dd), 6.81 (2H, dd), 6.69 (2H, t), 6.63 (2H, d), 6.33 (1H, d) A991 8.55 (2H, s), 8.18 (1H, d), 7.94 (1H, d), 7.87 (1H, s), 7.77 (1H, d), 7.71 (1H, s), 7.69 (1H, d), 7.55 (2H, d), 7.54 (4H, d), 7.52 (4H, dd), 7.51 (4H, d), 7.41 (2H, d), 7.33 (1H, dd), 7.25 (1H, dd), 7.13 (1H, s), 7.02 (1H, t), 6.69 (4H, t), 6.33 (1H, dd) A995 8.55 (2H, s), 8.18 (1H, d), 7.94 (1H, d), 7.87 (1H, s), 7.77 (1H, d), 7.71 (1H, s), 7.69 (1H, d), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.41 (1H, d), 7.33 (1H, dd), 7.25 (5H, dd), 7.2 (2H, s), 7.13 (1H, t), 7.02 (1H, t), 6.81 (1H, dd), 6.69 (2H, dd), 6.63 (2H, t), 6.33 (1H, d) A1000 8.55 (2H, s), 8.18 (1H, d), 7.94 (1H, d), 7.89 (1H, s), 7.87 (1H, d), 7.77 (1H, s), 7.71 (1H, d), 7.69 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.55 (2H, d), 7.54 (2H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.43 (1H, s), 7.41 (1H, t), 7.38 (1H, t), 7.33 (1H, dd), 7.32 (1H, dd), 7.25 (1H, t), 7.13 (1H, d), 7.02 (1H, d), 6.69 (2H, d), 6.33 (2H, dd) A1014 8.55 (1H, s), 8.49 (1H, d), 8.18 (1H, d), 8.12 (1H, s), 8.1 (1H, d), 7.75 (1H, s), 7.71 (1H, d), 7.63 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.29 (1H, t), 7.2 (2H, dd), 6.81 (1H, dd), 6.69 (4H, t), 6.63 (2H, d) A1020 8.55 (1H, s), 8.18 (1H, d), 8.12 (1H, d), 8.1 (1H, s), 7.9 (1H, d), 7.75 (1H, s), 7.71 (1H, d), 7.63 (1H, d), 7.62 (1H, d), 7.55 (2H, dd), 7.54 (4H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.5 (1H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.39 (1H, t), 7.29 (1H, dd), 7.2 (2H, dd), 6.81 (1H, t), 6.69 (4H, d), 6.63 (2H, d) A1026 8.55 (1H, s), 8.18 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.73 (1H, d), 7.71 (1H, s), 7.59 (2H, d), 7.58 (1H, d), 7.55 (2H, d), 7.54 (2H, dd), 7.2 (2H, d), 7.13 (1H, d), 7.02 (1H, dd), 6.81 (1H, dd), 6.69 (2H, s), 6.63 (2H, t), 6.33 (1H, t) A1031 8.55 (1H, s), 8.18 (1H, d), 7.71 (1H, d), 7.55 (2H, s), 7.54 (4H, d), 7.52 (4H, s), 7.51 (4H, d), 7.41 (2H, d), 7.13 (1H, d), 7.02 (1H, dd), 6.69 (4H, d), 6.33 (1H, d) B5 8.28 (4H, s), 7.89 (1H, d), 7.66 (1H, d), 7.6 (1H, s), 7.57 (1H, d), 7.52 (2H, s), 7.51 (6H, d), 7.41 (3H, d), 7.38 (1H, d), 7.32 (1H, dd), 7.25 (8H, d) B6 8.28 (4H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (1H, s), 7.73 (1H, d), 7.66 (1H, s), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.51 (4H, d), 7.41 (2H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (4H, s) B7 8.28 (4H, s), 7.92 (2H, d), 7.89 (1H, d), 7.73 (2H, s), 7.66 (1H, d), 7.6 (1H, s), 7.58 (2H, d), 7.57 (1H, d), 7.52 (2H, d), 7.51 (6H, dd), 7.41 (3H, d), 7.38 (1H, d), 7.32 (1H, dd) B15 8.28 (4H, s), 8.16 (2H, d), 7.95 (1H, d), 7.89 (2H, s), 7.75 (1H, d), 7.67 (2H, s), 7.66 (1H, d), 7.64 (1H, d), 7.6 (1H, d), 7.57 (1H, dd), 7.53 (1H, d), 7.51 (4H, d), 7.41 (2H, dd), 7.38 (1H, dd), 7.32 (1H, s) B17 8.28 (4H, s), 7.89 (2H, d), 7.75 (1H, d), 7.66 (2H, s), 7.62 (1H, d), 7.6 (1H, s), 7.57 (1H, d), 7.51 (4H, d), 7.44 (1H, d), 7.41 (2H, dd), 7.38 (2H, d), 7.32 (2H, d), 7.25 (4H, dd) B25 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, s), 7.7 (1H, d), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.57 (2H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.48 (2H, dd), 7.41 (2H, s), 7.38 (1H, t), 7.32 (1H, t) B26 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, s), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, d), 7.57 (1H, dd), 7.52 (2H, d), 7.51 (4H, d), 7.41 (2H, dd), 7.38 (1H, dd), 7.32 (1H, s) B41 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (1H, s), 7.85 (2H, d), 7.73 (1H, s), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.38 (1H, s), 7.32 (1H, t), 7.25 (6H, t) B42 8.28 (2H, s), 7.92 (2H, d), 7.89 (1H, d), 7.85 (2H, s), 7.73 (2H, d), 7.66 (1H, s), 7.6 (1H, d), 7.58 (2H, d), 7.57 (1H, d), 7.52 (4H, dd), 7.51 (6H, d), 7.41 (3H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (2H, s) B46 8.28 (2H, s), 7.89 (1H, d), 7.85 (2H, d), 7.66 (1H, s), 7.6 (1H, d), 7.57 (1H, s), 7.52 (4H, d), 7.51 (6H, d), 7.41 (3H, d), 7.38 (1H, dd), 7.32 (1H, d), 7.25 (2H, d) B67 8.28 (2H, s), 8.24 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.73 (1H, s), 7.7 (1H, d), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.57 (2H, d), 7.52 (2H, dd), 7.51 (4H, dd), 7.48 (1H, s), 7.41 (2H, t), 7.38 (1H, t), 7.32 (1H, dd) B68 8.55 (1H, s), 8.42 (1H, d), 8.28 (2H, d), 8.24 (1H, s), 8.08 (1H, d), 8.04 (1H, s), 7.89 (1H, d), 7.7 (1H, d), 7.66 (1H, d), 7.61 (1H, dd), 7.6 (1H, d), 7.57 (2H, d), 7.55 (2H, dd), 7.52 (2H, dd), 7.51 (4H, s), 7.48 (1H, t), 7.41 (2H, t), 7.38 (1H, dd), 7.32 (1H, dd) B90 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.94 (1H, s), 7.89 (1H, d), 7.85 (2H, s), 7.79 (3H, d), 7.66 (1H, d), 7.62 (1H, d), 7.6 (1H, dd), 7.58 (2H, d), 7.57 (1H, d), 7.51 (4H, dd), 7.5 (2H, dd), 7.47 (2H, s), 7.45 (1H, t), 7.41 (2H, t), 7.38 (1H, dd), 7.33 (1H, dd), 7.32 (1H, t), 7.25 (1H, d) B101 8 (2H, s), 7.92 (1H, d), 7.89 (1H, d), 7.85 (4H, s), 7.73 (1H, d), 7.66 (1H, s), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.52 (4H, d), 7.51 (4H, d), 7.41 (2H, dd), 7.38 (1H, dd), 7.32 (1H, s), 7.25 (4H, t) B114 7.92 (2H, s), 7.89 (1H, d), 7.85 (4H, d), 7.79 (2H, s), 7.73 (2H, d), 7.66 (1H, s), 7.6 (1H, d), 7.58 (2H, d), 7.57 (1H, d), 7.52 (4H, dd), 7.51 (6H, d), 7.47 (2H, d), 7.41 (3H, dd), 7.38 (1H, dd), 7.32 (1H, s), 7.25 (2H, t) B117 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (1H, d), 7.85 (2H, s), 7.73 (1H, d), 7.66 (1H, d), 7.6 (1H, d), 7.59 (4H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (1H, t), 7.32 (1H, t), 7.25 (2H, dd) B136 8.55 (1H, s), 8.28 (2H, d), 8.08 (1H, d), 8.04 (1H, s), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.89 (1H, d), 7.73 (1H, d), 7.66 (1H, dd), 7.61 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, dd), 7.57 (1H, s), 7.55 (2H, t), 7.51 (2H, t), 7.41 (1H, dd), 7.38 (1H, dd), 7.32 (1H, t) B139 8.55 (1H, s), 8.28 (2H, d), 8.08 (1H, d), 8.04 (1H, s), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.89 (1H, d), 7.73 (1H, d), 7.66 (1H, dd), 7.61 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, dd), 7.57 (1H, s), 7.55 (2H, t), 7.51 (2H, t), 7.41 (1H, dd), 7.38 (1H, dd), 7.32 (1H, t), 7.25 (4H, d) B140 8.55 (1H, s), 8.28 (2H, d), 8.08 (1H, d), 8.04 (1H, s), 7.95 (1H, d), 7.92 (2H, s), 7.89 (1H, d), 7.73 (2H, d), 7.66 (1H, d), 7.61 (1H, dd), 7.6 (1H, d), 7.58 (2H, d), 7.57 (1H, dd), 7.55 (2H, dd), 7.52 (2H, s), 7.51 (4H, t), 7.41 (2H, t), 7.38 (1H, dd), 7.32 (1H, dd) B142 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (1H, s), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.51 (2H, dd), 7.44 (1H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t) B145 8.28 (2H, s), 7.89 (2H, d), 7.75 (1H, d), 7.7 (1H, s), 7.66 (2H, d), 7.62 (1H, s), 7.6 (1H, d), 7.57 (2H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.48 (2H, d), 7.44 (1H, d), 7.41 (2H, dd), 7.38 (2H, dd), 7.32 (2H, s) B147 8.28 (2H, s), 7.89 (2H, d), 7.75 (1H, d), 7.66 (2H, s), 7.62 (1H, d), 7.6 (1H, s), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, d), 7.38 (2H, d), 7.32 (2H, dd), 7.25 (8H, dd) B148 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (1H, s), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.51 (2H, dd), 7.44 (1H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t), 7.25 (4H, dd) B150 8.28 (2H, s), 7.92 (2H, d), 7.89 (2H, d), 7.75 (1H, s), 7.73 (2H, d), 7.66 (2H, s), 7.62 (1H, d), 7.6 (1H, d), 7.58 (2H, d), 7.57 (1H, dd), 7.52 (2H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, dd), 7.38 (2H, s), 7.32 (2H, t) B156 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (2H, d), 7.75 (1H, s), 7.73 (1H, d), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, dd), 7.59 (4H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.44 (1H, dd), 7.38 (2H, s), 7.32 (2H, t) B168 8.24 (1H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (1H, s), 7.7 (1H, d), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.57 (2H, dd), 7.52 (2H, dd), 7.51 (2H, s), 7.48 (1H, t), 7.44 (1H, t), 7.41 (1H, dd), 7.38 (2H, dd), 7.32 (2H, t) B175 7.89 (2H, s), 7.85 (2H, d), 7.79 (2H, d), 7.75 (1H, s), 7.66 (2H, d), 7.62 (1H, s), 7.6 (1H, d), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.47 (2H, d), 7.44 (1H, d), 7.41 (2H, dd), 7.38 (2H, dd), 7.32 (2H, s), 7.25 (4H, t) B177 7.89 (2H, s), 7.85 (4H, d), 7.79 (4H, d), 7.75 (1H, s), 7.66 (2H, d), 7.62 (1H, s), 7.6 (1H, d), 7.57 (1H, d), 7.51 (4H, d), 7.47 (4H, dd), 7.44 (1H, d), 7.41 (2H, d), 7.38 (2H, dd), 7.32 (2H, dd) B188 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (2H, s), 7.81 (1H, d), 7.73 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (2H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.51 (2H, dd), 7.41 B191 8.28 (2H, s), 7.89 (3H, d), 7.81 (1H, d), 7.75 (1H, s), 7.72 (1H, d), 7.71 (1H, s), 7.66 (3H, d), 7.62 (1H, d), 7.6 (1H, d), 7.57 (1H, dd), 7.51 (2H, d), 7.44 (1H, d), 7.41 (1H, dd), 7.38 (3H, dd), 7.32 (3H, s) B196 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (2H, d), 7.81 (1H, s), 7.73 (1H, d), (1H, d), 7.71 (1H, d), 7.72 7.66 (2H, dd), 7.6 (1H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.57 (1H, dd), 7.38 (2H, s), 7.32 (2H, t) B208 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (2H, s), 7.81 (1H, d), 7.73 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (2H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t), 7.25 (4H, dd) B215 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (2H, d), 7.81 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (2H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.57 (1H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t) B216 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (2H, d), 7.81 (1H, s), 7.73 (1H, d), (1H, d), 7.71 (1H, d), 7.72 7.66 (2H, dd), 7.6 (1H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.57 (1H, dd), 7.38 (2H, s), 7.32 (2H, t) B229 8.55 (1H, s), 8.42 (1H, d), 8.28 (2H, d), 8.08 (1H, s), 8.04 (1H, d), 7.95 (1H, s), 7.89 (2H, d), 7.75 (1H, d), 7.66 (2H, d), 7.64 (1H, dd), 7.61 (1H, d), 7.6 (1H, d), 7.57 (1H, dd), 7.55 (2H, dd), 7.51 (2H, s), 7.41 (1H, t), 7.38 (2H, t), 7.32 (2H, dd), 7.25 (4H, dd) B230 8.28 (2H, s), 7.95 (1H, d), 7.92 (2H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (2H, s), 7.66 (2H, d), 7.64 (1H, d), 7.6 (1H, d), 7.58 (2H, dd), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.38 (2H, s), 7.32 (2H, t) B258 8.55 (1H, s), 8.42 (1H, d), 8.08 (1H, d), 8.04 (1H, s), 7.95 (1H, d), 7.89 (2H, s), 7.85 (2H, d), 7.79 (2H, d), 7.75 (1H, d), 7.66 (2H, dd), 7.64 (1H, d), 7.61 (1H, d), 7.6 (1H, dd), 7.57 (1H, dd), 7.55 (2H, s), 7.51 (2H, t), 7.47 (2H, t), 7.41 (1H, dd), 7.38 (2H, dd), 7.32 (2H, t) B259 8.55 (1H, s), 8.08 (1H, d), 8.04 (1H, d), 8 (2H, s), 7.95 (2H, d), 7.92 (1H, s), 7.89 (2H, d), 7.75 (1H, d), 7.73 (1H, d), 7.66 (2H, dd), 7.64 (1H, d), 7.61 (1H, d), 7.6 (1H, dd), 7.59 (2H, dd), 7.58 (1H, s), 7.57 (1H, t), 7.55 (2H, t), 7.38 (2H, dd), 7.32 (2H, dd) B261 8.28 (4H, s), 8 (2H, d), 7.95 (1H, d), 7.92 (1H, s), 7.81 (1H, d), 7.75 (1H, s), 7.73 (1H, d), 7.72 (1H, d), 7.71 (1H, d), 7.64 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.25 (4H, s) B266 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.95 (2H, s), 7.92 (2H, d), 7.89 (1H, s), 7.81 (1H, d), 7.75 (2H, d), 7.73 (1H, d), 7.72 (1H, dd), 7.71 (1H, d), 7.66 (1H, d), 7.64 (2H, dd), 7.59 (4H, dd), 7.58 (1H, s), 7.38 (1H, t), 7.32 (1H, t) B288 8.28 (2H, s), 7.89 (2H, d), 7.79 (2H, d), 7.75 (1H, s), 7.66 (2H, d), 7.62 (1H, s), 7.6 (1H, d), 7.57 (1H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, d), 7.38 (2H, d), 7.32 (2H, dd) B289 8.28 (2H, s), 7.89 (2H, d), 7.81 (1H, d), 7.79 (2H, s), 7.72 (1H, d), 7.71 (1H, s), 7.66 (2H, d), 7.6 (1H, d), 7.57 (1H, d), 7.51 (4H, dd), 7.41 (2H, d), 7.38 (2H, d), 7.32 (2H, dd) B290 8.28 (2H, s), 7.95 (1H, d), 7.89 (2H, d), 7.79 (2H, s), 7.75 (1H, d), 7.66 (2H, s), 7.64 (1H, d), 7.6 (1H, d), 7.57 (1H, d), 7.51 (4H, dd), 7.41 (2H, d), 7.38 (2H, d), 7.32 (2H, dd) B298 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (2H, d), 7.79 (2H, s), 7.75 (1H, d), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.57 (1H, d), 7.51 (2H, dd), 7.44 (1H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t) B299 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (2H, d), 7.81 (1H, s), 7.79 (2H, d), 7.72 (1H, d), 7.71 (1H, d), 7.66 (2H, dd), 7.6 (1H, d), 7.59 (2H, d), 7.57 (1H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t) B308 7.89 (2H, s), 7.85 (2H, d), 7.79 (2H, d), 7.75 (1H, s), 7.66 (2H, d), 7.62 (1H, s), 7.6 (1H, d), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.44 (1H, d), 7.41 (2H, d), 7.38 (2H, dd), 7.32 (2H, dd), 7.25 (2H, s) B311 9.09 (1H, s), 8.49 (1H, d), 8.24 (1H, d), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, s), 7.79 (2H, d), 7.7 (1H, d), 7.66 (1H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.57 (2H, d), 7.52 (2H, dd), 7.51 (4H, dd), 7.48 B312 8.24 (1H, s), 7.89 (1H, d), 7.85 (2H, d), 7.79 (2H, s), 7.7 (1H, d), 7.66 (1H, s), 7.6 (1H, d), 7.57 (2H, d), 7.52 (4H, d), 7.51 (6H, dd), 7.48 (1H, d), 7.41 (3H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (2H, s) B327 8.28 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (1H, s), 7.85 (2H, d), 7.73 (1H, s), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.57 (1H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.38 (1H, s), 7.32 (1H, t), 7.25 (6H, t) B330 8.28 (2H, s), 8 (2H, d), 7.95 (1H, d), 7.92 (1H, s), 7.89 (2H, d), 7.75 (1H, s), 7.73 (1H, d), 7.66 (2H, d), 7.64 (1H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t) B336 9.09 (2H, s), 8.49 (2H, d), 8 (4H, d), 7.92 (4H, s), 7.89 (1H, d), 7.73 (2H, s), 7.66 (1H, d), 7.6 (1H, d), 7.59 (4H, d), 7.58 (2H, dd), 7.57 (1H, d), 7.52 (2H, d), 7.51 (2H, dd), 7.41 (1H, dd), 7.38 (1H, s), 7.32 (1H, t) B348 8 (2H, s), 7.92 (1H, d), 7.89 (2H, d), 7.85 (2H, s), 7.75 (1H, d), 7.73 (1H, s), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.44 (1H, s), 7.41 (1H, t), 7.38 (2H, t), 7.32 (2H, dd), 7.25 (2H, dd) B353 8.24 (2H, s), 8 (2H, d), 7.92 (1H, d), 7.89 (1H, s), 7.73 (1H, d), 7.7 (2H, s), 7.66 (1H, d), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.57 (3H, d), 7.52 (4H, d), 7.51 (4H, dd), 7.48 (2H, dd), 7.41 (2H, s), 7.38 (1H, t), 7.32 (1H, t) B371 9.09 (2H, s), 8.49 (2H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (1H, d), 7.66 (1H, s), 7.6 (1H, d), 7.59 (4H, d), 7.57 (1H, d), 7.52 (2H, dd), 7.51 (2H, d), 7.41 (1H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (4H, s) B379 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (2H, d), 7.81 (1H, s), 7.72 (1H, d), 7.71 (1H, d), 7.66 (2H, d), 7.6 (1H, dd), 7.59 (2H, d), 7.57 (1H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (2H, t), 7.32 (2H, t), 7.25 (4H, dd) B385 8 (2H, s), 7.92 (1H, d), 7.89 (1H, d), 7.85 (4H, s), 7.73 (1H, d), 7.66 (1H, s), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.52 (4H, d), 7.51 (4H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (8H, s) B386 9.09 (1H, s), 8.49 (1H, d), 7.92 (2H, d), 7.89 (1H, s), 7.85 (2H, d), 7.73 (1H, s), 7.66 (1H, d), 7.6 (1H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.52 (6H, d), 7.51 (6H, d), 7.38 (1H, dd), 7.32 (1H, dd), 7.25 (6H, s) B387 7.89 (1H, s), 7.85 (4H, d), 7.66 (1H, d), 7.6 (1H, s), 7.57 (1H, d), 7.52 (6H, s), 7.51 (6H, d), 7.38 (1H, d), 7.32 (1H, d), 7.25 (12H, dd) B411 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.92 (2H, s), 7.89 (2H, d), 7.75 (1H, s), 7.73 (1H, d), 7.66 (2H, d), 7.62 (1H, d), 7.6 (1H, dd), 7.59 (4H, d), 7.58 (1H, d), 7.57 (1H, dd), 7.44 (1H, dd), 7.38 B412 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.95 (1H, s), 7.92 (2H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (1H, d), 7.66 (2H, d), 7.64 (1H, dd), 7.6 (1H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.57 (1H, dd), 7.38 (2H, s), 7.32 (2H, t), 7.25 (4H, t) B422 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.28 (2H, s), 8.18 (1H, d), 8 (2H, s), 7.92 (1H, d), 7.79 (2H, d), 7.75 (1H, d), 7.71 (1H, dd), 7.62 (1H, d), 7.59 (2H, d), 7.55 (2H, dd), 7.51 (4H, dd), 7.44 (1H, s), 7.41 (2H, t) B423 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.85 (2H, s), 7.79 (2H, d), 7.75 (1H, s), 7.71 (1H, d), 7.62 (1H, d), 7.55 (2H, d), 7.52 (2H, dd), 7.51 (6H, d), 7.44 (1H, d), 7.41 (3H, dd), 7.25 (2H, dd) B424 8.55 (1H, s), 8.28 (2H, d), 8.24 (1H, d), 8.18 (1H, s), 7.79 (2H, d), 7.75 (1H, s), 7.71 (1H, d), 7.7 (1H, d), 7.62 (1H, d), 7.57 (1H, dd), 7.55 (2H, d), 7.52 (2H, d), 7.51 (6H, dd), 7.48 (1H, dd), 7.44 (1H, s), 7.41 (3H, t) B441 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.89 (1H, s), 7.79 (2H, d), 7.75 (2H, s), 7.71 (1H, d), 7.66 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.51 (4H, d), 7.44 (2H, d), 7.41 (2H, dd), 7.38 (1H, dd), 7.32 (1H, s) B442 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.89 (1H, s), 7.81 (1H, d), 7.79 (2H, s), 7.75 (1H, d), 7.72 (1H, d), 7.71 (2H, d), 7.66 (1H, dd), 7.62 (1H, d), 7.55 (2H, d), 7.51 (4H, dd), 7.44 B445 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.18 (1H, s), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.79 (2H, d), 7.75 (2H, d), 7.71 (1H, dd), 7.66 (1H, d), 7.62 (2H, d), 7.59 (2H, dd), 7.55 (2H, dd), 7.51 (2H, s), 7.44 (2H, t), 7.41 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd) B451 8.55 (1H, s), 8.18 (1H, d), 7.95 (1H, d), 7.89 (1H, s), 7.85 (2H, d), 7.79 (2H, s), 7.75 (2H, d), 7.71 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.62 (1H, d), 7.55 (2H, d), 7.52 (2H, dd), 7.51 (4H, dd), 7.44 (1H, s), 7.41 (2H, t), 7.38 (1H, t), 7.32 (1H, dd), 7.25 (2H, dd) B457 8.55 (1H, s), 8.18 (1H, d), 7.89 (1H, d), 7.85 (2H, s), 7.79 (4H, d), 7.75 (2H, s), 7.71 (1H, d), 7.66 (1H, d), 7.62 (2H, d), 7.55 (2H, dd), 7.51 (4H, d), 7.47 (2H, d), 7.44 (2H, dd), 7.41 (2H, dd), 7.38 (1H, s), 7.32 (1H, t) B461 8.55 (1H, s), 8.28 (4H, d), 8.18 (1H, d), 8 (2H, s), 7.92 (1H, d), 7.75 (1H, s), 7.73 (1H, d), 7.71 (1H, d), 7.62 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.55 (2H, d), 7.51 (4H, dd), 7.44 (1H, dd), 7.41 (2H, s) B470 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.85 (2H, s), 7.75 (1H, d), 7.71 (1H, s), 7.62 (1H, d), 7.55 (2H, d), 7.52 (4H, d), 7.51 (6H, dd), 7.44 (1H, d), 7.41 (3H, d), 7.25 (6H, dd) B485 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.28 (2H, s), 8.18 (1H, d), 8 (4H, s), 7.92 (2H, d), 7.75 (1H, d), 7.73 (1H, d), 7.71 (1H, dd), 7.62 (1H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.55 (2H, dd), 7.51 (2H, s), 7.44 (1H, t), 7.41 (1H, t), 7.25 (4H, dd) B490 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.85 (2H, s), 7.75 (1H, d), 7.71 (1H, s), 7.62 (1H, d), 7.55 (2H, d), 7.52 (4H, d), 7.51 (6H, dd), 7.44 (1H, d), 7.25 (10H, d) B495 8.55 (1H, s), 8.28 (2H, d), 8.24 (1H, d), 8.18 (1H, s), 7.92 (2H, d), 7.75 (1H, s), 7.73 (2H, d), 7.71 (1H, d), 7.7 (1H, d), 7.62 (1H, dd), 7.58 (2H, d), 7.57 (1H, d), 7.55 (2H, dd), 7.52 (4H, dd), 7.51 (6H, s), 7.48 (1H, t), 7.44 (1H, t), 7.41 (3H, dd) B497 8.55 (1H, s), 8.28 (4H, d), 8.18 (2H, d), 8.12 (1H, s), 8 (1H, d), 7.77 (1H, s), 7.75 (1H, d), 7.71 (1H, d), 7.63 (1H, d), 7.62 (1H, dd), 7.58 (2H, d), 7.55 (2H, d), 7.51 (4H, dd), 7.5 (3H, dd), 7.45 (1H, s), 7.44 (1H, t), 7.41 (2H, t), 7.29 (1H, dd) B507 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.95 (1H, s), 7.89 (1H, d), 7.75 (2H, s), 7.71 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.55 (2H, d), 7.52 (2H, d), 7.51 (4H, dd), 7.44 (1H, dd), 7.41 (2H, s), 7.38 (1H, t), 7.32 (1H, t), 7.25 (4H, dd) B524 8.55 (1H, s), 8.28 (2H, d), 8.18 (2H, d), 8.12 (1H, s), 8 (1H, d), 7.85 (2H, s), 7.81 (1H, d), 7.77 (1H, d), 7.72 (1H, d), 7.71 (2H, dd), 7.63 (1H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.52 (2H, dd), 7.51 (4H, s), 7.5 (3H, t), 7.29 (1H, t), 7.25 (2H, dd) B526 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.28 (2H, s), 8.18 (1H, d), 8 (4H, s), 7.92 (2H, d), 7.81 (1H, d), 7.73 (1H, d), 7.72 (1H, dd), 7.71 (2H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.55 (2H, dd), 7.51 (2H, s), 7.41 (1H, t) B540 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.28 (2H, s), 8.18 (1H, d), 8 (2H, s), 7.95 (2H, d), 7.92 (1H, d), 7.89 (1H, d), 7.75 (2H, dd), 7.71 (1H, d), 7.66 (1H, d), 7.64 (2H, dd), 7.59 (2H, dd), 7.55 (2H, s), 7.51 (2H, t), 7.41 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd) B541 8.55 (1H, s), 8.18 (1H, d), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.85 (4H, s), 7.79 (2H, d), 7.75 (1H, d), 7.73 (1H, d), 7.71 (1H, dd), 7.64 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.55 (2H, dd), 7.52 (2H, s), 7.51 (4H, t), 7.25 (4H, t) B543 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 8 (4H, s), 7.95 (1H, d), 7.92 (2H, s), 7.85 (2H, d), 7.75 (1H, d), 7.73 (2H, d), 7.71 (1H, dd), 7.64 (1H, d), 7.59 (4H, d), 7.58 (2H, dd), 7.55 (2H, dd), 7.51 (2H, s), 7.41 (1H, t), 7.25 (2H, t) B557 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.18 (1H, s), 8 (4H, d), 7.95 (2H, s), 7.92 (2H, d), 7.89 (1H, d), 7.75 (2H, d), 7.73 (1H, dd), 7.71 (1H, d), 7.66 (1H, d), 7.64 (2H, dd), 7.59 (4H, dd), 7.58 (1H, s), 7.55 (2H, t), 7.38 (1H, t), 7.32 (1H, dd) B571 8.55 (1H, s), 8.18 (1H, d), 7.85 (5H, d), 7.81 (1H, s), 7.71 (1H, d), 7.55 (2H, s), 7.52 (6H, d), 7.51 (6H, d), 7.41 (3H, d), 7.38 (1H, dd), 7.25 (4H, d) B572 8.55 (1H, s), 8.28 (4H, d), 8.18 (1H, d), 7.85 (1H, s), 7.81 (1H, d), 7.71 (1H, s), 7.55 (2H, d), 7.52 (2H, d), 7.51 (6H, d), 7.41 (3H, dd), 7.38 (1H, d), 7.25 (8H, d) B573 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 7.85 (3H, s), 7.81 (1H, d), 7.71 (1H, s), 7.7 (1H, d), 7.57 (1H, d), 7.55 (2H, d), 7.52 (4H, dd), 7.51 (6H, d), 7.48 (2H, d), 7.41 (3H, dd), 7.38 (1H, dd), 7.25 (2H, s) B575 8.55 (1H, s), 8.28 (2H, d), 8.18 (1H, d), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, s), 7.85 (1H, d), 7.81 (1H, d), 7.75 (1H, d), 7.73 (1H, dd), 7.71 (1H, d), 7.66 (1H, d), 7.62 (1H, dd), 7.59 (2H, dd), 7.58 (1H, s), 7.55 (2H, t), 7.51 (2H, t), 7.44 (1H, dd), 7.41 (1H, dd), 7.38 (2H, t), 7.32 (1H, d) B576 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.18 (1H, s), 8 (4H, d), 7.92 (2H, s), 7.89 (1H, d), 7.85 (1H, d), 7.81 (2H, d), 7.73 (1H, dd), 7.72 (1H, d), 7.71 (2H, d), 7.66 (1H, dd), 7.59 (4H, dd), 7.58 (1H, s), 7.55 (2H, t), 7.38 (2H, t), 7.32 (1H, dd) B580 9.09 (1H, s), 8.55 (1H, d), 8.49 (1H, d), 8.18 (1H, s), 8 (4H, d), 7.92 (2H, s), 7.85 (3H, d), 7.81 (1H, d), 7.73 (1H, d), 7.71 (1H, dd), 7.59 (4H, d), 7.58 (1H, d), 7.55 (2H, dd), 7.52 (2H, dd), 7.51 (2H, s), 7.41 (1H, t), 7.38 (1H, t), 7.25 (2H, dd) B585 8.28 (4H, s), 8.16 (2H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.73 (1H, s), 7.67 (2H, d), 7.6 (1H, d), 7.59 (2H, d), 7.58 (1H, dd), 7.57 (1H, d), 7.53 (1H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.25 (4H, s) B586 8.28 (4H, s), 8.16 (2H, d), 7.92 (2H, d), 7.89 (1H, s), 7.73 (2H, d), 7.67 (2H, s), 7.6 (1H, d), 7.58 (2H, d), 7.57 (1H, d), 7.53 (1H, dd), 7.52 (2H, d), 7.51 (6H, d), 7.41 (3H, dd) B588 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8.16 (2H, s), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.67 (2H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.57 (1H, d), 7.53 (1H, d), 7.52 (2H, dd), 7.51 (4H, dd), 7.41 (2H, s) B592 9.09 (1H, s), 8.49 (1H, d), 8.16 (2H, d), 8 (4H, s), 7.92 (2H, d), 7.89 (2H, s), 7.75 (1H, d), 7.73 (1H, d), 7.67 (2H, d), 7.66 (1H, dd), 7.62 (1H, d), 7.6 (1H, d), 7.59 (4H, dd), 7.58 (1H, dd), 7.57 (1H, s), 7.53 (1H, t), 7.44 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd) B601 8.16 (2H, s), 7.89 (1H, d), 7.85 (4H, d), 7.79 (2H, s), 7.67 (2H, d), 7.6 (1H, s), 7.57 (1H, d), 7.53 (1H, d), 7.52 (4H, d), 7.51 (6H, dd), 7.41 (3H, d), 7.25 (4H, d) B605 9.09 (1H, s), 8.49 (1H, d), 8.16 (2H, d), 8 (4H, s), 7.95 (1H, d), 7.92 (2H, s), 7.89 (2H, d), 7.75 (1H, d), 7.73 (1H, d), 7.67 (2H, dd), 7.66 (1H, d), 7.64 (1H, d), 7.6 (1H, dd), 7.59 (4H, dd), 7.58 (1H, s), 7.57 (1H, t), 7.53 (1H, t), 7.38 (1H, dd), 7.32 (1H, dd) B613 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8 (4H, s), 7.95 (1H, d), 7.92 (2H, s), 7.81 (1H, d), 7.75 (1H, d), 7.73 (1H, d), 7.72 (1H, dd), 7.71 (1H, d), 7.64 (1H, d), 7.59 (4H, dd), 7.58 (1H, dd), 7.51 (2H, s), 7.41 (1H, t) B614 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.89 (1H, s), 7.81 (1H, d), 7.75 (2H, d), 7.72 (1H, d), 7.71 (1H, dd), 7.66 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.59 (2H, dd), 7.52 (2H, s), 7.51 (2H, t), 7.44 (1H, t), 7.41 (1H, dd), 7.38 (1H, dd), 7.32 (1H, t) B622 8.28 (4H, s), 8.16 (2H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.87 (1H, s), 7.81 (1H, d), 7.73 (1H, d), 7.67 (2H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.53 (1H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.25 (4H, s) B628 9.09 (1H, s), 8.49 (1H, d), 8.16 (2H, d), 8 (4H, s), 7.92 (2H, d), 7.89 (2H, s), 7.87 (1H, d), 7.81 (2H, d), 7.73 (1H, d), 7.72 (1H, dd), 7.71 (1H, d), 7.67 (2H, d), 7.66 (1H, dd), 7.59 (4H, dd), 7.58 (1H, s), 7.53 (1H, t), 7.38 (1H, t), 7.32 (1H, dd) B632 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8.16 (2H, s), 8 (4H, d), 7.92 (2H, s), 7.89 (1H, d), 7.87 (1H, d), 7.81 (1H, d), 7.73 (1H, dd), 7.67 (2H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.53 (1H, dd), 7.51 (2H, s), 7.41 (1H, t), 7.25 (4H, t) B633 8.28 (4H, s), 8.16 (2H, d), 8 (2H, d), 7.92 (1H, s), 7.89 (1H, d), 7.87 (1H, s), 7.81 (1H, d), 7.73 (1H, d), 7.67 (2H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.53 (1H, d), 7.51 (4H, dd), 7.41 (2H, dd), 7.25 (4H, s) B637 8.28 (2H, s), 8.16 (2H, d), 7.89 (2H, d), 7.87 (1H, s), 7.81 (1H, d), 7.75 (1H, s), 7.67 (2H, d), 7.66 (1H, d), 7.62 (1H, d), 7.53 (1H, dd), 7.52 (2H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, dd), 7.38 (1H, s), 7.32 (1H, t) B643 8.28 (2H, s), 8.16 (2H, d), 8 (2H, d), 7.92 (1H, s), 7.85 (2H, d), 7.79 (2H, s), 7.73 (1H, d), 7.67 (2H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.51 (4H, dd), 7.49 (1H, dd), 7.42 (1H, s), 7.41 (2H, t), 7.25 (2H, t) B644 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8.16 (2H, s), 7.92 (2H, d), 7.79 (2H, s), 7.73 (1H, d), 7.67 (2H, d), 7.6 (1H, d), 7.58 (1H, dd), 7.57 (1H, d), 7.52 (2H, d), 7.51 (6H, dd), 7.49 (1H, dd), 7.42 (1H, s), 7.41 (3H, t) B646 8.28 (2H, s), 8.16 (2H, d), 7.89 (1H, d), 7.79 (2H, s), 7.75 (1H, d), 7.67 (2H, s), 7.66 (1H, d), 7.62 (1H, d), 7.6 (1H, d), 7.57 (1H, dd), 7.51 (4H, d), 7.49 (1H, d), 7.44 (1H, dd), 7.42 (1H, dd), 7.41 (2H, s), 7.38 (1H, t), 7.32 (1H, t) B650 9.09 (1H, s), 8.49 (1H, d), 8.16 (2H, d), 8 (2H, s), 7.92 (1H, d), 7.89 (1H, s), 7.79 (2H, d), 7.75 (1H, d), 7.67 (2H, d), 7.66 (1H, dd), 7.62 (1H, d), 7.6 (1H, d), 7.59 (2H, dd), 7.57 (1H, dd), 7.51 (2H, s), 7.49 (1H, t), 7.44 (1H, t), 7.42 (1H, dd), 7.41 (1H, dd), 7.38 (1H, t), 7.32 (1H, d) B654 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8.16 (2H, s), 8 (4H, d), 7.92 (2H, s), 7.73 (1H, d), 7.67 (2H, d), 7.6 (1H, d), 7.59 (4H, dd), 7.58 (1H, d), 7.57 (1H, d), 7.51 (2H, dd), 7.49 (1H, dd), 7.42 (1H, s), 7.41 (1H, t) B661 8.16 (2H, s), 7.87 (1H, d), 7.85 (4H, d), 7.81 (1H, s), 7.79 (2H, d), 7.67 (2H, s), 7.52 (4H, d), 7.51 (6H, d), 7.49 (1H, d), 7.42 (1H, dd), 7.41 (3H, d), 7.25 (4H, d) B671 8.16 (2H, s), 7.87 (1H, d), 7.85 (4H, d), 7.81 (1H, s), 7.67 (2H, d), 7.52 (6H, s), 7.51 (6H, d), 7.49 (1H, d), 7.42 (1H, d), 7.41 (3H, dd), 7.25 (4H, d) B672 9.09 (1H, s), 8.49 (1H, d), 8.28 (2H, d), 8.16 (2H, s), 8 (4H, d), 7.92 (2H, s), 7.87 (1H, d), 7.81 (1H, d), 7.73 (1H, d), 7.67 (2H, dd), 7.59 (4H, d), 7.58 (1H, d), 7.51 (2H, dd), 7.49 (1H, dd), 7.42 (1H, s), 7.41 (1H, t), 7.25 (4H, t) B674 8.28 (4H, s), 8.16 (2H, d), 7.92 (2H, d), 7.87 (1H, s), 7.81 (1H, d), 7.73 (2H, s), 7.67 (2H, d), 7.58 (2H, d), 7.52 (2H, d), 7.51 (6H, dd), 7.49 (1H, d), 7.42 (1H, d), 7.41 (3H, dd) B686 9.09 (1H, s), 8.55 (2H, d), 8.49 (1H, d), 8.28 (2H, s), 8 (4H, d), 7.92 (2H, s), 7.75 (1H, d), 7.73 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.59 (4H, d), 7.58 (1H, d), 7.55 (2H, dd), 7.51 (2H, dd), 7.44 (1H, s), 7.41 (1H, t) B687 8.55 (2H, s), 8.28 (2H, d), 7.89 (1H, d), 7.79 (2H, s), 7.75 (2H, d), 7.66 (1H, s), 7.64 (1H, d), 7.62 (2H, d), 7.55 (2H, d), 7.51 (4H, dd), 7.44 (2H, d), 7.41 (2H, d), 7.38 (1H, dd), 7.32 (1H, dd) B697 9.09 (1H, s), 8.55 (2H, d), 8.49 (1H, d), 8 (4H, s), 7.95 (1H, d), 7.92 (2H, s), 7.89 (1H, d), 7.75 (2H, d), 7.73 (1H, d), 7.66 (1H, dd), 7.64 (2H, d), 7.62 (1H, d), 7.59 (4H, dd), 7.58 (1H, dd), 7.55 (2H, s), 7.44 (1H, t), 7.38 (1H, t), 7.32 (1H, dd) B703 8.55 (2H, s), 8.28 (2H, d), 8 (4H, d), 7.92 (2H, s), 7.85 (2H, d), 7.81 (1H, s), 7.73 (2H, d), 7.72 (1H, d), 7.71 (1H, d), 7.64 (1H, dd), 7.59 (4H, d), 7.58 (2H, d), 7.55 (2H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.25 (2H, t) B711 8.55 (2H, s), 7.85 (4H, d), 7.81 (1H, d), 7.72 (1H, s), 7.71 (1H, d), 7.64 (1H, s), 7.55 (2H, d), 7.52 (6H, d), 7.51 (6H, d), 7.41 (3H, dd), 7.25 (4H, d) B721 8.55 (2H, s), 7.95 (1H, d), 7.85 (4H, d), 7.79 (2H, s), 7.75 (1H, d), 7.64 (2H, s), 7.55 (2H, d), 7.52 (4H, d), 7.51 (6H, d), 7.41 (3H, dd), 7.25 (4H, d) B722 8.55 (2H, s), 8.28 (2H, d), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.85 (2H, s), 7.75 (1H, d), 7.73 (1H, d), 7.64 (2H, d), 7.59 (2H, dd), 7.58 (1H, d), 7.55 (2H, d), 7.52 (2H, dd), 7.51 (4H, dd), 7.41 (2H, s), 7.25 (2H, t) B742 9.09 (1H, s), 8.55 (2H, d), 8.49 (1H, d), 8 (4H, s), 7.92 (2H, d), 7.85 (3H, s), 7.81 (1H, d), 7.73 (1H, d), 7.64 (1H, d), 7.59 (4H, dd), 7.58 (1H, d), 7.55 (2H, d), 7.52 (2H, dd), 7.51 (2H, dd), 7.41 (1H, s), 7.38 (1H, t), 7.25 (2H, t) B747 8.55 (2H, s), 8.28 (2H, d), 7.89 (1H, d), 7.85 (1H, s), 7.81 (1H, d), 7.79 (2H, s), 7.75 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.55 (2H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, dd), 7.38 (2H, s), 7.32 (1H, t) B751 8.55 (2H, s), 7.85 (5H, d), 7.81 (1H, d), 7.64 (1H, s), 7.55 (2H, d), 7.52 (6H, s), 7.51 (6H, d), 7.41 (3H, d), 7.38 (1H, d), 7.25 (4H, dd) B752 8.55 (2H, s), 8.28 (2H, d), 7.85 (5H, d), 7.81 (1H, s), 7.79 (2H, d), 7.64 (1H, s), 7.55 (2H, d), 7.52 (2H, d), 7.51 (6H, d), 7.47 (2H, dd), 7.41 (3H, d), 7.38 (1H, d), 7.25 (2H, dd) B763 8.28 (2H, s), 8 (2H, d), 7.95 (1H, d), 7.92 (1H, s), 7.89 (1H, d), 7.75 (3H, s), 7.73 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.62 (2H, dd), 7.59 (2H, d), 7.58 (1H, d), 7.51 (2H, dd), 7.44 (2H, dd), 7.41 (1H, s), 7.38 (1H, t), 7.32 (1H, t) B764 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.95 (1H, s), 7.92 (2H, d), 7.89 (1H, s), 7.75 (3H, d), 7.73 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.62 (2H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.44 (2H, dd), 7.38 (1H, s), 7.32 (1H, t) B772 9.09 (1H, s), 8.49 (1H, d), 8 (4H, d), 7.95 (2H, s), 7.92 (2H, d), 7.89 (1H, s), 7.75 (3H, d), 7.73 (1H, d), 7.66 (1H, d), 7.64 (2H, dd), 7.62 (1H, d), 7.59 (4H, d), 7.58 (1H, dd), 7.44 (1H, dd), 7.38 (1H, s), 7.32 (1H, t) B784 9.09 (1H, s), 8.49 (1H, d), 8 (2H, d), 7.95 (1H, s), 7.92 (1H, d), 7.89 (1H, s), 7.75 (3H, d), 7.7 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.62 (2H, d), 7.59 (2H, d), 7.57 (1H, dd), 7.52 (2H, dd), 7.51 (2H, s), 7.48 (2H, t), 7.44 (2H, t), 7.41 (1H, dd), 7.38 (1H, dd), 7.32 (1H, t) B791 8.24 (1H, s), 8 (2H, d), 7.95 (1H, d), 7.92 (1H, s), 7.89 (1H, d), 7.81 (1H, s), 7.75 (2H, d), 7.73 (1H, d), 7.72 (1H, d), 7.71 (1H, dd), 7.7 (1H, d), 7.66 (1H, d), 7.64 (1H, dd), 7.62 (1H, dd), 7.59 (2H, s), 7.58 (1H, t), 7.57 (1H, t), 7.52 (2H, dd), 7.51 (2H, dd), 7.48 (1H, t), 7.44 (1H, d), 7.41 (1H, d), 7.38 (1H, d), 7.32 (1H, dd) B795 8.28 (2H, s), 7.95 (1H, d), 7.89 (1H, d), 7.81 (1H, s), 7.75 (2H, d), 7.72 (1H, s), 7.71 (1H, d), 7.66 (1H, d), 7.64 (1H, d), 7.62 (1H, dd), 7.52 (2H, d), 7.51 (4H, d), 7.44 (1H, dd), 7.41 (2H, dd), 7.38 (1H, s), 7.32 (1H, t), 7.25 (4H, t)

TABLE-US-00007 TABLE 7 Target Target Compound Compound No. FD-MS No. FD-MS A6 m/z = 802.30 (C60H38N2O, A642 m/z = 2.859 (C64H37D5N2O, 802.96) 860.06) A33 m/z = 778.30 (C58H38N2O, A653 m/z = 2.807 (C60H33D5N2O, 778.94) 807.99) A104 m/z = 778.30 (C58H38N2O, A660 m/z = 2.2 (C58H31D5N2O2, 778.94) 797.95) A135 m/z = 3.806 (C58H34N2O3, A663 m/z = 2.783 (C58H33D5N2O, 806.90) 783.97) A147 m/z = 2.868 (C64H40N2O2, A666 m/z = 2.807 (C60H33D5N2O, 869.01) 807.99) A152 m/z = 778.30 (C58H38N2O, A675 m/z = 2.783 (C58H33D5N2O, 778.94) 783.97) A155 m/z = 778.30 (C58H38N2O, A676 m/z = 2.783 (C58H33D5N2O, 778.94) 783.97) A159 m/z = 752.28 (C56H36N2O, A679 m/z = 2.707 (C52H29D5N2O, 752.90) 707.87) A161 m/z = 778.30 (C58H38N2O, A681 m/z = 2.790 (C58H26D12N2O, 778.94) 791.01) A193 m/z = 854.33 (C64H42N2O, A686 m/z = 2.764 (C56H24D12N2O, 855.03) 764.97) A207 m/z = 702.27 (C52H34N2O, A719 m/z = 2.714 (C52H22D12N2O, 702.84) 714.91) A215 m/z = 778.30 (C58H38N2O, A721 m/z = 2.813 (C58H3D35N2O, 778.94) 814.15) A226 m/z = 854.33 (C64H42N2O, A722 m/z = 2.861 (C64H35D7N2O, 855.03) 862.07) A232 m/z = 778.30 (C58H38N2O, A734 m/z = 2.712 (C52H24D10N2O, 778.94) 712.90) A235 m/z = 778.30 (C58H38N2O, A735 m/z = 2.804 (C58H12D26N2O, 778.94) 805.10) A240 m/z = 2.792 (C58H36N2O2, A761 m/z = 2.813 (C58H3D35N2O, 792.92) 814.15) A248 m/z = 2.883 (C66H37D5N2O, A762 m/z = 2.861 (C64H35D7N2O, 884.08) 862.07) A288 m/z = 2.783 (C58H33D5N2O, A763 m/z = 2.829 (C60H11D27N2O, 783.97) 830.12) A308 m/z = 2.783 (C58H33D5N2O, A803 m/z = 703.25 (C52H33NO2, 783.97) 703.82) A325 m/z = 2.707 (C52H29D5N2O, A812 m/z = 30 (C55H39NO, 707.87) 729.90) A347 m/z = 2.2 (C64H35D5N2O2, A814 m/z = 779.28 (C58H37NO2, 874.05) 779.92) A352 m/z = 2.783 (C58H33D5N2O, A818 m/z = 26 (C58H37NOS, 783.97) 795.99) A356 m/z = 2.757 (C56H31D5N2O, A827 m/z = 703.25 (C52H33NO2, 757.93) 703.82) A358 m/z = 2.783 (C58H33D5N2O, A839 m/z = 627.22 (C46H29NO2, 783.97) 627.73) A367 m/z = 2.837 (C62H31D9N2O, A842 m/z = 703.25 (C52H33NO2, 838.05) 703.82) A402 m/z = 2.789 (C58H27D11N2O, A852 m/z = 30 (C55H39NO, 790.00) 729.90) A356 m/z = 2.3 (C58H27D11N2O3, A867 m/z = 703.25 (C52H33NO2, 822.00) 703.82) A451 m/z = 2.2 (C58H26D10N2O2, A881 m/z = 703.25 (C52H33NO2, 802.98) 703.82) A461 m/z = 2.865 (C64H31D11N2O, A919 m/z = 627.22 (C46H29NO2, 866.10) 627.73) A472 m/z = 2.788 (C58H28D10N2O, A923 m/z = 703.25 (C52H33NO2, 789.00) 703.82) A475 m/z = 2.789 (C58H27D11N2O, A952 m/z = 23 (C52H33NOS, 790.00) 719.89) A488 m/z = 878.33 (C66H42N2O, A959 m/z = 627.22 (C46H29NO2, 879.05) 627.73) A511 m/z = 778.30 (C58H38N2O, A963 m/z = 753.27 (C56H35NO2, 778.94) 753.88) A523 m/z = 854.33 (C64H42N2O, A977 m/z = 2.781 (C56H7D28NO2, 855.03) 782.06) A535 m/z = 778.30 (C58H38N2O, A979 m/z = 2.775 (C56H13D22NO2, 778.94) 776.02) A547 m/z = 2.868 (C64H40N2O2, A980 m/z = 2.759 (C56H29D6NO2, 869.01) 759.92) A557 m/z = 2.792 (C58H36N2O2, A981 m/z = 2.783 (C58H33D5N2O, 792.92) 783.97) A566 m/z = 828.31 (C62H40N2O, A982 m/z = 2.859 (C64H37D5N2O, 828.99) 860.06) A591 m/z = 778.30 (C58H38N2O, A983 m/z = 2.807 (C60H33D5N2O, 778.94) 807.99) A602 m/z = 854.33 (C64H42N2O, A991 m/z = 2.783 (C58H33D5N2O, 855.03) 783.97) A615 m/z = 778.30 (C58H38N2O, A995 m/z = 2.783 (C58H33D5N2O, 778.94) 783.97) A624 m/z = 802.30 (C60H38N2O, A1000 m/z = 2.2 (C58H31D5N2O2, 802.96) 797.95) A634 m/z = 2.792 (C58H36N2O2, A1014 m/z = 2.783 (C58H33D5N2O, 792.92) 783.97) A635 m/z = 778.30 (C58H38N2O, A1020 m/z = 2.783 (C58H33D5N2O, 778.94) 783.97) A638 m/z = 778.30 (C58H38N2O, A1026 m/z = 2.764 (C56H24D12N2O, 778.94) 764.97) A641 m/z = 2.783 (C58H33D5N2O, A1031 m/z = 2.790 (C58H26D12N2O, 783.97) 791.01) B5 m/z = 627.23 (C45H29N3O, B441 m/z = 2.615 (C43H25N3O2, 627.73) 615.68) B6 m/z = 601.22 (C43H27N3O, B442 m/z = 2.615 (C43H25N3O2, 601.69) 615.68) B7 m/z = 601.22 (C43H27N3O, B445 m/z = 2.665 (C47H27N3O2, 601.69) 665.74) B15 m/z = 2.615 (C43H25N3O2, B451 m/z = 2.691 (C49H29N3O2, 615.68) 691.77) B17 m/z = 2.641 (C45H27N3O2, B457 m/z = 2.691 (C49H29N3O2, 641.71) 691.77) B25 m/z = 601.22 (C43H27N3O, B461 m/z = 575.20 (C41H25N3O, 601.69) 575.66) B26 m/z = 525.18 (C37H23N3O, B470 m/z = 677.25 (C49H31N3O, 525.60) 677.79) B41 m/z = 677.25 (C49H31N3O, B485 m/z = 701.25 (C51H31N3O, 677.79) 701.81) B42 m/z = 677.25 (C49H31N3O, B490 m/z = 753.28 (C55H35N3O, 677.79) 753.89) B46 m/z = 551.20 (C39H25N3O, B495 m/z = 727.26 (C53H33N3O, 551.64) 727.85) B67 m/z = 601.22 (C43H27N3O, B497 m/z = 690.24 (C49H30N4O, 601.69) 690.79) B68 m/z = 601.22 (C43H27N3O, B507 m/z = 2.691 (C49H29N3O2, 601.69) 691.77) B90 m/z = 716.26 (C51H32N4O, B524 m/z = 766.27 (C55H34N4O, 716.83) 766.88) B101 m/z = 677.25 (C49H31N3O, B526 m/z = 625.22 (C45H27N3O, 677.79) 625.72) B114 m/z = 753.28 (C55H35N3O, B540 m/z = 2.665 (C47H27N3O2, 753.89) 665.74) B117 m/z = 651.23 (C47H29N3O, B541 m/z = 727.26 (C53H33N3O, 651.75) 727.85) B136 m/z = 575.20 (C41H25N3O, B543 m/z = 701.25 (C51H31N3O, 575.66) 701.81) B139 m/z = 651.23 (C47H29N3O, B557 m/z = 2.715 (C51H29N3O2, 651.75) 715.79) B140 m/z = 651.23 (C47H29N3O, B571 m/z = 677.25 (C49H31N3O, 651.75) 677.79) B142 m/z = 2.615 (C43H25N3O2, B572 m/z = 677.25 (C49H31N3O, 615.68) 677.79) B145 m/z = 2.641 (C45H27N3O2, B573 m/z = 677.25 (C49H31N3O, 641.71) 677.79) B147 m/z = 2.717 (C51H31N3O2, B575 m/z = 2.665 (C47H27N3O2, 717.81) 665.74) B148 m/z = 2.691 (C49H29N3O2, B576 m/z = 2.715 (C51H29N3O2, 691.77) 715.79) B150 m/z = 2.691 (C49H29N3O2, B580 m/z = 701.25 (C51H31N3O, 691.77) 701.81) B156 m/z = 2.665 (C47H27N3O2, B585 m/z = 651.23 (C47H29N3O, 665.74) 651.75) B168 m/z = 2.691 (C49H29N3O2, B586 m/z = 651.23 (C47H29N3O, 691.77) 651.75) B175 m/z = 2.717 (C51H31N3O2, B588 m/z = 575.20 (C41H25N3O, 717.81) 575.66) B177 m/z = 2.717 (C51H31N3O2, B592 m/z = 2.715 (C51H29N3O2, 717.81) 715.79) B188 m/z = 2.691 (C49H29N3O2, B601 m/z = 677.25 (C49H31N3O, 691.77) 677.79) B191 m/z = 3.655 (C45H25N3O3, B605 m/z = 2.715 (C51H29N3O2, 655.70) 715.79) B196 m/z = 2.665 (C47H27N3O2, B613 m/z = 575.20 (C41H25N3O, 665.74) 575.66) B208 m/z = 2.691 (C49H29N3O2, B614 m/z = 2.615 (C43H25N3O2, 691.77) 615.68) B215 m/z = 2.615 (C43H25N3O2, B622 m/z = 651.23 (C47H29N3O, 615.68) 651.75) B216 m/z = 2.665 (C47H27N3O2, B628 m/z = 2.715 (C51H29N3O2, 665.74) 715.79) B229 m/z = 2.691 (C49H29N3O2, B632 m/z = 701.25 (C51H31N3O, 691.77) 701.81) B230 m/z = 2.691 (C49H29N3O2, B633 m/z = 651.23 (C47H29N3O, 691.77) 651.75) B258 m/z = 2.691 (C49H29N3O2, B637 m/z = 2.615 (C43H25N3O2, 691.77) 615.68) B259 m/z = 2.665 (C47H27N3O2, B643 m/z = 651.23 (C47H29N3O, 665.74) 651.75) B261 m/z = 601.22 (C43H27N3O, B644 m/z = 651.23 (C47H29N3O, 601.69) 651.75) B266 m/z = 2.665 (C47H27N3O2, B646 m/z = 2.615 (C43H25N3O2, 665.74) 615.68) B288 m/z = 2.565 (C39H23N3O2, B650 m/z = 2.665 (C47H27N3O2, 565.62) 665.74) B289 m/z = 2.565 (C39H23N3O2, B654 m/z = 625.22 (C45H27N3O, 565.62) 625.72) B290 m/z = 2.565 (C39H23N3O2, B661 m/z = 677.25 (C49H31N3O, 565.62) 677.79) B298 m/z = 2.615 (C43H25N3O2, B671 m/z = 677.25 (C49H31N3O, 615.68) 677.79) B299 m/z = 2.615 (C43H25N3O2, B672 m/z = 701.25 (C51H31N3O, 615.68) 701.81) B308 m/z = 2.641 (C45H27N3O2, B674 m/z = 651.23 (C47H29N3O, 641.71) 651.75) B311 m/z = 601.22 (C43H27N3O, B686 m/z = 625.22 (C45H27N3O, 601.69) 625.72) B312 m/z = 627.23 (C45H29N3O, B687 m/z = 2.615 (C43H25N3O2, 627.73) 615.68) B327 m/z = 677.25 (C49H31N3O, B697 m/z = 2.715 (C51H29N3O2, 677.79) 715.79) B330 m/z = 2.615 (C43H25N3O2, B703 m/z = 701.25 (C51H31N3O, 615.68) 701.81) B336 m/z = 701.25 (C51H31N3O, B711 m/z = 677.25 (C49H31N3O, 701.81) 677.79) B348 m/z = 2.691 (C49H29N3O2, B721 m/z = 677.25 (C49H31N3O, 691.77) 677.79) B353 m/z = 677.25 (C49H31N3O, B722 m/z = 651.23 (C47H29N3O, 677.79) 651.75) B371 m/z = 651.23 (C47H29N3O, B742 m/z = 701.25 (C51H31N3O, 651.75) 701.81) B379 m/z = 2.691 (C49H29N3O2, B747 m/z = 2.615 (C43H25N3O2, 691.77) 615.68) B385 m/z = 753.28 (C55H35N3O, B751 m/z = 677.25 (C49H31N3O, 753.89) 677.79) B386 m/z = 753.28 (C55H35N3O, B752 m/z = 677.25 (C49H31N3O, 753.89) 677.79) B387 m/z = 779.29 (C57H37N3O, B763 m/z = 2.615 (C43H25N3O2, 779.92) 615.68) B411 m/z = 2.741 (C53H31N3O2, B764 m/z = 2.665 (C47H27N3O2, 741.83) 665.74) B412 m/z = 2.741 (C53H31N3O2, B772 m/z = 2.665 (C47H27N3O2, 741.83) 665.74) B422 m/z = 575.20 (C41H25N3O, B784 m/z = 2.691 (C49H29N3O2, 575.66) 691.77) B423 m/z = 601.22 (C43H27N3O, B791 m/z = 2.691 (C49H29N3O2, 601.69) 691.77) B424 m/z = 601.22 (C43H27N3O, B795 m/z = 2.641 (C45H27N3O2, 601.69) 641.71)

EXPERIMENTAL EXAMPLES

<Experimental Example 1> Manufacture of Organic Light Emitting Device

[0211] A glass substrate, in which indium tin oxide (ITO) was thinly coated to have a thickness of 1,500 , was ultrasonically washed with distilled water. When the washing with distilled water was finished, the glass substrate was ultrasonically washed with a solvent such as acetone, methanol, and isopropyl alcohol, dried and then subjected to ultraviolet ozone (UVO) treatment for 5 minutes using UV in an ultraviolet (UV) washing machine. Thereafter, the substrate was transferred to a plasma washing machine (PT), and then was subjected to plasma treatment in a vacuum state for an ITO work function and in order to remove a residual film, and was transferred to a thermal deposition apparatus for organic deposition.

[0212] As the common layers, the hole injection layer 4,4,4-tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA) and the hole transport layer N,N-di(1-naphthyl)-N,N-diphenyl-(1,1-biphenyl)-4,4-diamine (NPB) were formed on the ITO transparent electrode (positive electrode).

[0213] A light emitting layer was thermally vacuum deposited thereon as follows. The light emitting layer was deposited to have a thickness of 500 by using a compound (premixed when two or more compounds were used) shown in the following Table 8 as a red host and (piq) 2 (Ir) (acac) as a red phosphorescent dopant to dope the host with (piq).sub.2(Ir)(acac) in an amount of 3%.

[0214] Thereafter, BCP was deposited as a hole blocking layer to have a thickness of 60 , and Alq.sub.3 was deposited as an electron transport layer to have a thickness of 200 thereon. Finally, lithium fluoride (LiF) was deposited to have a thickness of 10 on the electron transport layer to form an electron injection layer, and then an aluminum (Al) negative electrode was deposited to have a thickness of 1,200 on the electron injection layer to form a negative electrode, thereby manufacturing an organic light emitting device.

[0215] Meanwhile, all the organic compounds required for manufacturing an OLED device were subjected to vacuum sublimed purification under 10-8 to 10-6 torr for each material, and used for the manufacture of OLED.

[0216] For the organic light emitting device manufactured as described above, electroluminescence (EL) characteristics were measured by M7000 manufactured by McScience Inc., and based on the measurement result thereof, T.sub.90 was measured by a life time measurement device (M6000) manufactured by McScience Inc., when the reference luminance was 6,000 cd/m.sup.2. T.sub.90 means the life time (unit: hour) that is the time it takes for the luminance to reach 90% relative to the initial luminance.

[0217] The characteristics of the organic light emitting device of the present invention are as shown in the following Table 8. The comparative compounds shown in the following Table 8 are as follows.

##STR01179## ##STR01180## ##STR01181## ##STR01182##

TABLE-US-00008 TABLE 8 Compound Threshold Driving Color Life First host Second host Ratio voltage voltage Efficiency coordinate time No. (P) (N) (P:N) (V.sub.on) (V.sub.op) (cd/A) (x, y) (T90) Comparative A6 3.2 7.1 16.49 (0.684, 3 Example 1 0.316) Comparative A33 3.2 7.1 17.03 (0.685, 3 Example 2 0.314) Comparative A104 2.9 6.8 18.32 (0.684, 6 Example 3 0.315) Comparative A135 3.1 7.0 17.04 (0.684, 4 Example 4 0.316) Comparative A147 3.1 7.0 16.32 (0.684, 4 Example 5 0.316) Comparative A152 2.9 6.8 17.58 (0.684, 6 Example 6 0.316) Comparative A155 2.8 6.7 17.32 (0.684, 7 Example 7 0.316) Comparative A159 3 6.9 16.55 (0.684, 5 Example 8 0.315) Comparative A161 3.3 7.2 16.23 (0.683, 2 Example 9 0.317) Comparative A193 3.1 7.0 16.5 (0.684, 4 Example 10 0.316) Comparative A207 3 6.9 17.21 (0.683, 5 Example 11 0.318) Comparative A215 3.2 7.1 16.6 (0.685, 3 Example 12 0.314) Comparative A226 3.2 7.1 16.12 (0.684, 3 Example 13 0315) Comparative A232 3 6.9 16.6 (0.685, 5 Example 14 0.315) Comparative A235 2.9 6.8 17.04 (0.683, 6 Example 15 0.318) Comparative A240 3.1 7.0 16.21 (0.684, 4 Example 16 0315) Comparative A248 3.1 7.0 17.66 (0.683, 4 Example 17 0.318) Comparative A288 2.9 6.8 20.22 (0.680, 6 Example 18 0.319) Comparative A308 2.8 6.7 19.76 (0.684, 7 Example 19 0.316) Comparative A325 3 6.9 18.23 (0.685, 5 Example 20 0.315) Comparative A347 3 6.9 17.2 (0.683, 5 Example 21 0.317) Comparative A352 2.9 6.8 19.34 (0.684, 6 Example 22 0.315) Comparative A356 2.8 6.7 18.21 (0.684, 7 Example 23 0.316) Comparative A358 2.9 6.8 17.22 (0.683, 6 Example 24 0.318) Comparative A367 3 6.9 16.98 (0.685, 5 Example 25 0.314) Comparative A402 2.8 6.7 18.32 (0.684, 7 Example 26 0315) Comparative A356 2.7 6.6 17.14 (0.685, 8 Example 27 0.315) Comparative A451 2.9 6.8 16.62 (0.683, 6 Example 28 0.318) Comparative A461 2.9 6.8 16.62 (0.684, 6 Example 29 0.316) Comparative A472 2.7 6.6 18.02 (0.684, 8 Example 30 0.316) Comparative A475 2.6 6.5 17.14 (0.685, 9 Example 31 0.314) Comparative A488 2.9 6.8 16.89 (0.684, 6 Example 32 0.315) Comparative A511 2.7 6.6 17.88 (0.684, 8 Example 33 0.316) Comparative A523 2.6 6.5 18.64 (0.684, 9 Example 34 0.316) Comparative A535 2.8 6.7 17.11 (0.684, 7 Example 35 0.316) Comparative A547 3 6.9 16.64 (0.684, 5 Example 36 0.316) Comparative A557 2.7 6.6 17.88 (0.684, 8 Example 37 0.315) Comparative A566 2.8 6.7 17.46 (0.683, 7 Example 38 0.317) Comparative A591 2.6 6.5 18.89 (0.684, 9 Example 39 0.316) Comparative A602 2.5 6.4 19.32 (0.683, 10 Example 40 0.318) Comparative A615 2.7 6.6 17.89 (0.685, 8 Example 41 0.314) Comparative A624 2.7 6.6 17.11 (0.684, 8 Example 42 0315) Comparative A634 2.5 6.4 18.01 (0.685, 10 Example 43 0.315) Comparative A635 2.4 6.3 18.65 (0.683, 11 Example 44 0.318) Comparative A638 2.6 6.5 17.03 (0.684, 9 Example 45 0315) Comparative A641 2.6 6.5 18.55 (0.683, 9 Example 46 0.318) Comparative A642 2.6 6.5 18.02 (0.680, 9 Example 47 0.319) Comparative A653 2.5 6.4 19.01 (0.684, 10 Example 48 0.316) Comparative A660 2.5 6.4 19.42 (0.685, 10 Example 49 0.315) Comparative A663 2.8 6.7 17.54 (0.683, 7 Example 50 0.317) Comparative A666 2.7 6.6 17.79 (0.684, 8 Example 51 0.315) Comparative A675 2.7 6.6 18.12 (0.684, 8 Example 52 0.316) Comparative A676 2.7 6.6 18.22 (0.683, 8 Example 53 0.318) Comparative A679 2.6 6.5 18.77 (0.685, 9 Example 54 0.314) Comparative A681 2.7 6.6 17.52 (0.684, 8 Example 55 0315) Comparative A686 2.7 6.6 17.34 (0.685, 8 Example 56 0.315) Comparative A719 2.5 6.4 18 (0.683, 10 Example 57 0.318) Comparative A721 2.9 6.8 16.89 (0.684, 6 Example 58 0.316) Comparative A722 2.9 6.8 16.32 (0.684, 6 Example 59 0.316) Comparative A734 2.8 6.7 17.01 (0.685, 7 Example 60 0.314) Comparative A735 2.8 6.7 16.88 (0.684, 7 Example 61 0.315) Comparative A761 2.6 6.5 17.76 (0.684, 9 Example 62 0.316) Comparative A762 2.6 6.5 17.32 (0.684, 9 Example 63 0.316) Comparative A763 2.6 6.5 17.54 (0.684, 9 Example 64 0.316) Comparative A803 2.5 6.4 18.21 (0.684, 5 Example 65 0.316) Comparative A812 2.4 6.3 15.62 (0.684, 2 Example 66 0.315) Comparative A814 2.8 6.7 15.89 (0.683, 2 Example 67 0.317) Comparative A818 2.7 6.6 15.73 (0.684, 1 Example 68 0.316) Comparative A827 2.5 6.4 18.08 (0.683, 5 Example 69 0.318) Comparative A839 2.5 6.4 17.98 (0.685, 5 Example 70 0.314) Comparative A842 2.9 6.8 15.52 (0.684, 1 Example 71 0315) Comparative A852 2.5 6.4 14.89 (0.685, 1 Example 72 0.315) Comparative A867 2.5 6.4 17.54 (0.683, 5 Example 73 0.318) Comparative A881 2.4 6.3 18.32 (0.684, 6 Example 74 0315) Comparative A919 2.3 6.2 19.08 (0.683, 7 Example 75 0.318) Comparative A923 2.4 6.3 18.71 (0.680, 6 Example 76 0.319) Comparative A952 2.6 6.5 15.89 (0.684, 2 Example 77 0.316) Comparative A959 2.5 6.4 18.24 (0.685, 5 Example 78 0.315) Comparative A963 2.3 6.2 18.96 (0.683, 7 Example 79 0.317) Comparative A977 2.2 6.1 17.44 (0.684, 8 Example 80 0.315) Comparative A979 2.2 6.1 16.42 (0.684, 8 Example 81 0.316) Comparative A980 2.3 6.2 16.05 (0.683, 7 Example 82 0.318) Comparative A981 2.7 6.6 19.23 (0.684, 8 Example 83 0315) Comparative A982 2.7 6.6 19.02 (0.683, 8 Example 84 0.318) Comparative A983 2.7 6.6 19.12 (0.680, 8 Example 85 0.319) Comparative A991 2.6 6.5 20.21 (0.684, 9 Example 86 0.316) Comparative A995 2.6 6.5 20.03 (0.684, 9 Example 87 0.316) Comparative A1000 2.6 6.5 19.89 (0.685, 9 Example 88 0.314) Comparative A1014 2.6 6.5 18.89 (0.684, 9 Example 89 0.315) Comparative A1020 2.7 6.6 17.92 (0.684, 8 Example 90 0.316) Comparative A1026 2.6 6.5 18.21 (0.684, 9 Example 91 0.316) Comparative A1031 2.5 6.4 18.37 (0.684, 10 Example 92 0.316) Comparative K 3.8 7.53 10.52 (0.684, 6 Example 93 0.316) Comparative L 3.8 7.53 10.52 (0.684, 3 Example 94 0.315) Comparative M 4 7.73 12.26 (0.683, 3 Example 95 0.317) Comparative N 3.6 7.33 8.78 (0.684, 4 Example 96 0.316) Comparative O 2.15 5.68 13.24 (0.683, 16 Example 97 0.318) Comparative P 2.35 5.88 16.72 (0.685, 20 Example 98 0.314) Comparative Q 2.25 5.78 14.98 (0.684, 18 Example 99 0315) Comparative R 2.35 5.88 16.72 (0.685, 20 Example 100 0.315) Comparative B5 2.31 3.90 54.43 (0.684, 58 Example 101 0.316) Comparative B6 2.35 3.98 56.46 (0.685, 62 Example 102 0.314) Comparative B7 2.38 4.04 55.89 (0.684, 68 Example 103 0.315) Comparative B17 2.42 4.12 54.71 (0.684, 52 Example 104 0.316) Comparative B25 2.4 4.08 53.42 (0.684, 51 Example 105 0.316) Comparative B41 2.29 3.86 53.81 (0.684, 54 Example 106 0.315) Comparative B42 2.31 3.90 52.38 (0.683, 58 Example 107 0.317) Comparative B67 2.35 3.98 51.43 (0.683, 53 Example 108 0.318) Comparative B68 2.39 4.06 52.44 (0.685, 47 Example 109 0.314) Comparative B90 2.38 4.04 48.41 (0.684, 48 Example 110 0315) Comparative B114 2.33 3.94 51.44 (0.683, 55 Example 111 0.318) Comparative B117 2.31 3.90 50.12 (0.684, 53 Example 112 0315) Comparative B136 2.38 4.04 53.33 (0.683, 43 Example 113 0.318) Comparative B140 2.39 4.06 53.74 (0.684, 48 Example 114 0.316) Comparative B142 2.35 3.98 55.61 (0.685, 54 Example 115 0.315) Comparative B147 2.33 3.94 55.71 (0.684, 62 Example 116 0.315) Comparative B148 2.34 3.96 58.41 (0.684, 63 Example 117 0.316) Comparative B150 2.36 4.00 57.14 (0.683, 68 Example 118 0.318) Comparative B156 2.34 3.96 56.43 (0.685, 63 Example 119 0.314) Comparative B175 2.39 4.06 53.11 (0.685, 57 Example 120 0.315) Comparative B177 2.41 4.10 52.94 (0.683, 54 Example 121 0.318) Comparative B188 2.32 3.92 54.91 (0.684, 59 Example 122 0.316) Comparative B208 2.32 3.92 53.86 (0.684, 54 Example 123 0.315) Comparative B215 2.33 3.94 52.37 (0.684, 51 Example 124 0.316) Comparative B216 2.33 3.94 56.18 (0.684, 53 Example 125 0.316) Comparative B230 2.32 3.92 52.12 (0.684, 59 Example 126 0.316) Comparative B259 2.39 4.06 53.74 (0.683, 50 Example 127 0.317) Comparative B261 2.28 3.84 47.41 (0.684, 41 Example 128 0.316) Comparative B266 2.29 3.86 48.14 (0.683, 42 Example 129 0.318) Comparative B288 2.37 4.02 50.49 (0.685, 53 Example 130 0.314) Comparative B290 2.33 3.94 50.1 (0.685, 52 Example 131 0.315) Comparative B298 2.36 4.00 53.02 (0.683, 54 Example 132 0.318) Comparative B299 2.33 3.94 51.92 (0.684, 53 Example 133 0315) Comparative B308 2.39 4.06 48.22 (0.683, 53 Example 134 0.318) Comparative B312 2.37 4.02 47.71 (0.684, 51 Example 135 0.316) Comparative B327 2.31 3.90 47.8 (0.685, 54 Example 136 0.315) Comparative B330 2.32 3.92 49.14 (0.683, 53 Example 137 0.317) Comparative B336 2.32 3.92 47.31 (0.684, 55 Example 138 0.315) Comparative B353 2.34 3.96 46.98 (0.683, 49 Example 139 0.318) Comparative B371 2.3 3.88 49.29 (0.685, 52 Example 140 0.314) Comparative B379 2.31 3.90 50.41 (0.684, 51 Example 141 0315) Comparative B386 2.26 3.80 50.07 (0.683, 50 Example 142 0.318) Comparative B387 2.28 3.84 50.82 (0.684, 49 Example 143 0.316) Comparative B412 2.3 3.88 48.16 (0.685, 51 Example 144 0.314) Comparative B422 2.17 3.62 56.71 (0.684, 58 Example 145 0.315) Comparative B424 2.18 3.64 54.55 (0.684, 57 Example 146 0.316) Comparative B441 2.2 3.68 57.75 (0.684, 58 Example 147 0.316) Comparative B442 2.16 3.60 55.82 (0.684, 58 Example 148 0.316) Comparative B445 2.23 3.74 58.42 (0.684, 60 Example 149 0.315) Comparative B451 2.21 3.70 54.31 (0.683, 59 Example 150 0.317) Comparative B461 2.14 3.56 56.5 (0.683, 61 Example 151 0.318) Comparative B470 2.12 3.52 57.43 (0.685, 63 Example 152 0.314) Comparative B490 2.11 3.50 57.12 (0.685, 62 Example 153 0.315) Comparative B495 2.2 3.68 55.13 (0.683, 57 Example 154 0.318) Comparative B497 2.24 3.76 54.91 (0.684, 58 Example 155 0315) Comparative B507 2.13 3.54 55.72 (0.683, 60 Example 156 0.318) Comparative B540 2.3 3.88 46.43 (0.685, 42 Example 157 0.315) Comparative B541 2.28 3.84 47.25 (0.683, 46 Example 158 0.317) Comparative B557 2.31 3.90 48.73 (0.684, 51 Example 159 0.316) Comparative B571 2.3 3.88 46.25 (0.683, 48 Example 160 0.318) Comparative B572 2.34 3.96 45.98 (0.684, 46 Example 161 0315) Comparative B576 2.39 4.06 44.32 (0.684, 43 Example 162 0.316) Comparative B580 2.38 4.04 43.98 (0.684, 43 Example 163 0.316) Comparative B585 2.25 3.78 51.43 (0.685, 58 Example 164 0.314) Comparative B588 2.28 3.84 50.45 (0.684, 54 Example 165 0.316) Comparative B592 2.27 3.82 54.77 (0.684, 56 Example 166 0.316) Comparative B605 2.36 4.00 47.52 (0.684, 47 Example 167 0.316) Comparative B613 2.37 4.02 46.44 (0.684, 43 Example 168 0.315) Comparative B622 2.31 3.90 47.22 (0.684, 40 Example 169 0.316) Comparative B628 2.3 3.88 46.82 (0.683, 41 Example 170 0.318) Comparative B632 2.27 3.82 51.34 (0.685, 54 Example 171 0.314) Comparative B633 2.28 3.84 54.25 (0.684, 56 Example 172 0315) Comparative B643 2.11 3.50 52.44 (0.685, 72 Example 173 0.314) Comparative B644 2.12 3.52 51.79 (0.684, 78 Example 174 0315) Comparative B646 2.04 3.36 53.89 (0.685, 80 Example 175 0.315) Comparative B650 2.06 3.40 53.54 (0.683, 81 Example 176 0.318) Comparative B661 2.29 3.86 48.08 (0.684, 45 Example 177 0.316) Comparative B672 2.25 3.78 52.92 (0.684, 54 Example 178 0.315) Comparative B674 2.26 3.80 53.3 (0.684, 58 Example 179 0.316) Comparative B686 2.34 3.96 44.72 (0.684, 50 Example 180 0.316) Comparative B687 2.35 3.98 45.92 (0.684, 51 Example 181 0.316) Comparative B703 2.27 3.82 44.22 (0.684, 47 Example 182 0.315) Comparative B721 2.3 3.88 46.25 (0.684, 50 Example 183 0.316) Comparative B722 2.31 3.90 46.81 (0.684, 52 Example 184 0.316) Comparative B742 2.38 4.04 44.2 (0.685, 47 Example 185 0.314) Comparative B747 2.41 4.10 43.3 (0.684, 46 Example 186 0.315) Comparative B752 2.44 4.16 43.42 (0.683, 42 Example 187 0.318) Comparative B763 2.6 4.48 56.8 (0.685, 59 Example 188 0.314) Comparative B764 2.59 4.46 57.5 (0.684, 61 Example 189 0315) Comparative B772 2.54 4.36 56.92 (0.685, 60 Example 190 0.315) Comparative B791 2.62 4.52 55.86 (0.684, 59 Example 191 0315) Comparative B795 2.56 4.40 56.5 (0.683, 62 Example 192 0.318) Comparative S 3.2 5.68 40.21 (0.680, 34 Example 193 0.319) Comparative T 3.14 5.56 42.37 (0.684, 33 Example 194 0.316) Comparative U 3.22 5.72 38.21 (0.685, 28 Example 195 0.315) Comparative V 3.12 5.52 43.04 (0.683, 31 Example 196 0.317) Comparative W 2.1 3.48 18.21 (0.684, 18 Example 197 0.315) Comparative X 2.15 3.58 19.67 (0.684, 21 Example 198 0.316) Comparative Y 2.18 3.64 15.42 (0.683, 20 Example 199 0.318) Comparative Z 2.24 3.76 13.92 (0.684, 15 Example 200 0315) Comparative K B42 1:1 2.41 4.81 54.73 (0.683, 93 Example 201 0.318) Comparative K B177 1:1 2.42 4.99 55.10 (0.685, 88 Example 202 0.315) Comparative K B261 1:1 2.40 4.75 51.45 (0.683, 74 Example 203 0.318) Comparative K B411 1:1 2.41 4.82 53.07 (0.684, 84 Example 204 0.316) Comparative K B386 1:1 2.40 4.72 53.21 (0.683, 84 Example 205 0.317) Comparative L B497 1:1 2.40 4.68 56.40 (0.685, 89 Example 206 0.315) Comparative L B445 1:1 2.40 4.66 58.72 (0.683, 92 Example 207 0.318) Comparative L B540 1:1 2.41 4.79 50.80 (0.684, 72 Example 208 0.316) Comparative L B577 1:1 2.41 4.81 52.32 (0.684, 82 Example 209 0315) Comparative L B573 1:1 2.41 4.93 49.57 (0.683, 74 Example 210 0.318) Comparative M B588 1:1 2.42 4.93 54.60 (0.684, 85 Example 211 0.316) Comparative M B613 1:1 2.43 5.09 51.96 (0.680, 73 Example 212 0.319) Comparative M B622 1:1 2.43 4.99 52.47 (0.685, 69 Example 213 0.314) Comparative M B650 1:1 2.40 4.54 56.64 (0.684, 115 Example 214 0.316) Comparative M B671 1:1 2.43 4.97 54.56 (0.683, 82 Example 215 0.318) Comparative N B686 1:1 2.39 4.68 48.53 (0.685, 82 Example 216 0.315) Comparative N B711 1:1 2.38 4.57 49.15 (0.680, 77 Example 217 0.319) Comparative N B742 1:1 2.39 4.75 48.18 (0.684, 78 Example 218 0.316) Comparative N B772 1:1 2.41 5.04 56.58 (0.684, 93 Example 219 0.316) Comparative O B46 1:1 2.24 3.18 54.85 (0.684, 97 Example 220 0.316) Comparative O B188 1:1 2.24 3.16 58.19 (0.685, 105 Example 221 0.314) Comparative O B266 1:1 2.24 3.11 53.73 (0.684, 86 Example 222 0315) Comparative O B412 1:1 2.24 3.12 53.74 (0.684, 96 Example 223 0315) Comparative O B387 1:1 2.24 3.09 55.50 (0.680, 94 Example 224 0.319) Comparative P B422 1:1 2.25 3.07 61.68 (0.683, 109 Example 225 0.318) Comparative P B451 1:1 2.25 3.14 60.10 (0.683, 110 Example 226 0.318) Comparative P B524 1:1 2.26 3.29 55.41 (0.684, 92 Example 227 0.316) Comparative P B541 1:1 2.26 3.27 55.44 (0.684, 95 Example 228 0.316) Comparative P B575 1:1 2.27 3.48 53.78 (0.684, 92 Example 229 0.316) Comparative Q B592 1:1 2.25 3.16 59.25 (0.685, 104 Example 230 0.314) Comparative Q B614 1:1 2.26 3.36 55.03 (0.684, 88 Example 231 0.316) Comparative Q B628 1:1 2.25 3.21 54.00 (0.684, 87 Example 232 0.315) Comparative Q B654 1:1 2.25 3.18 56.14 (0.684, 89 Example 233 0.315) Comparative Q B672 1:1 2.25 3.12 58.03 (0.684, 102 Example 234 0315) Comparative R B687 1:1 2.27 3.39 54.56 (0.684, 101 Example 235 0.315) Comparative R B721 1:1 2.26 3.30 54.78 (0.685, 100 Example 236 0.315) Comparative R B747 1:1 2.27 3.50 52.83 (0.685, 95 Example 237 0.315) Comparative R B784 1:1 2.29 3.86 61.44 (0.684, 110 Example 238 0315) Comparative A6 S 1:1 2.44 6.02 50.64 (0.684, 63 Example 239 0.316) Comparative A147 T 1:1 2.42 5.82 51.95 (0.684, 63 Example 240 0.316) Comparative A161 U 1:1 2.45 6.15 49.15 (0.683, 55 Example 241 0.318) Comparative A226 V 1:1 2.43 5.88 52.26 (0.683, 59 Example 242 0.317) Comparative A566 S 1:1 2.40 5.66 51.28 (0.684, 67 Example 243 0315) Comparative A624 T 1:1 2.38 5.46 52.47 (0.684, 67 Example 244 0.316) Comparative A488 U 1:1 2.41 5.79 49.58 (0.683, 59 Example 245 0.317) Comparative A547 V 1:1 2.41 5.70 52.60 (0.683, 61 Example 246 0.317) Comparative A803 S 1:1 2.37 5.39 51.77 (0.684, 65 Example 247 0.316) Comparative A248 T 1:1 2.42 5.82 52.84 (0.684, 63 Example 248 0.316) Comparative A347 U 1:1 2.42 5.88 49.79 (0.685, 58 Example 249 0.314) Comparative A981 V 1:1 2.38 5.43 55.30 (0.684, 65 Example 250 0.315) Comparative A1014 S 1:1 2.38 5.48 52.22 (0.683, 69 Example 251 0.318) Comparative A641 T 1:1 2.37 5.37 53.42 (0.680, 68 Example 252 0.319) Comparative A675 U 1:1 2.39 5.61 50.39 (0.684, 61 Example 253 0.315) Comparative A803 V 1:1 2.36 5.25 53.64 (0.680, 61 Example 254 0.319) Comparative A33 W 1:1 2.33 4.04 36.47 (0.684, 45 Example 255 0.315) Comparative A152 X 1:1 2.30 3.86 37.80 (0.684, 51 Example 256 0315) Comparative A193 Y 1:1 2.32 4.10 34.28 (0.684, 48 Example 257 0.316) Comparative A232 Z 1:1 2.32 4.11 33.36 (0.683, 44 Example 258 0.318) Comparative A591 W 1:1 2.27 3.50 38.03 (0.683, 51 Example 259 0.318) Comparative A634 X 1:1 2.26 3.50 38.08 (0.684, 56 Example 260 0.315) Comparative A511 Y 1:1 2.28 3.74 35.19 (0.684, 53 Example 261 0.316) Comparative A557 Z 1:1 2.29 3.84 34.20 (0.683, 47 Example 262 0.318) Comparative A288 M 1:1 2.30 3.77 38.58 (0.684, 48 Example 263 0.316) Comparative A352 X 1:1 2.30 3.86 38.96 (0.684, 51 Example 264 0.316) Comparative A982 Y 1:1 2.28 3.74 36.94 (0.685, 53 Example 265 0.315) Comparative A1020 Z 1:1 2.29 3.84 34.23 (0.685, 47 Example 266 0.315) Comparative A642 W 1:1 2.27 3.50 37.13 (0.684, 51 Example 267 0.316) Comparative A676 X 1:1 2.28 3.68 38.22 (0.683, 54 Example 268 0.318) Comparative A814 Y 1:1 2.29 3.83 33.88 (0.685, 46 Example 269 0.314) Example 1 A6 B5 1:1 2.35 3.93 88.69 (0.683, 155 0.318) Example 2 A248 B142 1:1 2.34 3.91 92.58 (0.683, 149 0.318) Example 3 A367 B261 1:1 2.32 3.72 79.88 (0.683, 126 0.317) Example 4 A33 B288 1:1 2.35 4.02 84.35 (0.685, 146 0.314) Example 5 A288 B311 1:1 2.32 3.80 85.63 (0.684, 148 0.316) Example 6 A402 B422 1:1 2.29 3.38 95.09 (0.685, 163 0.315) Example 7 A104 B441 1:1 2.31 3.51 96.58 (0.684, 161 0.315) Example 8 1:1.5 2.28 3.44 94.65 (0.683, 158 0.318) Example 9 1.5:1.sup. 2.35 3.58 98.51 (0.683, 164 0.318) Example 10 2:1 2.38 3.65 100.48 (0.683, 168 0.317) Example 11 3:1 2.32 3.53 96.97 (0.685, 162 0.314) Example 12 A308 B524 1:1 2.30 3.58 83.57 (0.683, 134 0.318) Example 13 A356 B541 1:1 2.30 3.56 81.41 (0.684, 140 0.316) Example 14 A135 B571 1:1 2.34 3.83 78.31 (0.684, 138 0.316) Example 15 A325 B585 1:1 2.32 3.67 87.41 (0.684, 159 0.316) Example 16 A451 B613 1:1 2.32 3.78 77.98 (0.684, 132 0315) Example 17 A6 B632 1:1 2.34 3.86 84.80 (0.685, 148 0.314) Example 18 A803 B643 1:1 2.26 3.05 88.83 (0.685, 187 0.314) Example 19 A812 B671 1:1 2.27 3.27 82.18 (0.684, 140 0.316) Example 20 A818 B686 1:1 2.30 3.58 74.24 (0.684, 136 0315) Example 21 A980 B721 1:1 2.26 3.19 76.89 (0.683, 148 0.317) Example 22 A979 B742 1:1 2.25 3.24 74.49 (0.683, 144 0.317) Example 23 A104 B763 1:1 2.35 4.15 95.22 (0.684, 163 0.316) Example 24 A147 B6 1:1 2.34 3.91 91.88 (0.684, 165 0.315) Example 25 A347 B145 1:1 2.33 3.86 89.20 (0.684, 155 0.316) Example 26 A461 B266 1:1 2.31 3.66 80.41 (0.684, 130 0315) Example 27 A152 B289 1:1 2.32 3.74 83.22 (0.685, 149 0.315) Example 28 A352 B312 1:1 2.32 3.78 83.68 (0.683, 148 0.318) Example 29 A472 B423 1:1 2.28 3.27 92.91 (0.685, 167 0.315) Example 30 A155 B442 1:1 2.29 3.37 92.39 (0.683, 163 0.318) Example 31 A356 B526 1:1 2.30 3.56 82.25 (0.684, 138 0.316) Example 32 A475 B543 1:1 2.28 3.40 81.14 (0.683, 146 0.317) Example 33 A159 B572 1:1 2.33 3.82 77.22 (0.685, 136 0.315) Example 34 A358 B586 1:1 2.31 3.61 85.08 (0.683, 163 0.318) Example 35 A147 B614 1:1 2.34 3.96 80.31 (0.684, 126 0.316) Example 36 A347 B633 1:1 2.32 3.72 89.97 (0.684, 155 0315) Example 37 A461 B644 1:1 2.30 3.38 85.63 (0.683, 200 0.318) Example 38 1:1.5 2.27 3.32 83.91 (0.685, 196 0.315) Example 39 1.5:1.sup. 2.34 3.45 87.34 (0.683, 204 0.318) Example 40 2:1 2.37 3.52 89.09 (0.684, 209 0.316) Example 41 3:1 2.31 3.40 85.97 (0.683, 201 0.317) Example 42 A152 B672 1:1 2.31 3.59 88.62 (0.684, 153 0.316) Example 43 A352 B687 1:1 2.32 3.75 81.12 (0.680, 148 0.319) Example 44 A472 B722 1:1 2.30 3.53 80.51 (0.685, 153 0.314) Example 45 A155 B747 1:1 2.32 3.77 74.49 (0.684, 140 0.316) Example 46 A356 B764 1:1 2.33 4.06 96.07 (0.683, 169 0.318) Example 47 A161 B7 1:1 2.36 4.12 90.93 (0.685, 173 0.315) Example 48 A193 B147 1:1 2.34 3.88 91.06 (0.680, 165 0.319) Example 49 A207 B261 1:1 2.32 3.72 80.21 (0.684, 126 0.316) Example 50 A215 B290 1:1 2.35 3.96 83.18 (0.684, 144 0.316) Example 51 A842 B327 1:1 2.32 3.69 78.35 (0.684, 144 0.316) Example 52 A867 B424 1:1 2.26 3.16 90.89 (0.685, 157 0.314) Example 53 A852 B445 1:1 2.27 3.24 92.63 (0.684, 155 0315) Example 54 A161 B540 1:1 2.36 3.99 77.40 (0.684, 122 0315) Example 55 A193 B577 1:1 2.34 3.85 81.08 (0.680, 144 0.319) Example 56 A207 B573 1:1 2.33 3.88 76.13 (0.683, 132 0.318) Example 57 A215 B588 1:1 2.34 3.88 83.68 (0.683, 148 0.318) Example 58 A842 B613 1:1 2.32 3.78 76.40 (0.684, 122 0.316) Example 59 A867 B637 1:1 2.28 3.42 89.79 (0.684, 157 0.316) Example 60 A852 B646 1:1 2.25 2.94 86.16 (0.684, 195 0.316) Example 61 A161 B674 1:1 2.35 3.93 87.23 (0.685, 153 0.314) Example 62 A193 B697 1:1 2.33 3.82 73.33 (0.684, 138 0.316) Example 63 A193 B711 1:1 2.33 3.80 76.70 (0.684, 134 0.315) Example 64 A207 B751 1:1 2.34 3.94 76.55 (0.684, 132 0.315) Example 65 A215 B772 1:1 2.37 4.30 92.93 (0.684, 159 0315) Example 66 A226 B15 1:1 2.36 4.07 86.96 (0.684, 148 0.315) Example 67 A232 B148 1:1 2.33 3.82 95.07 (0.685, 169 0.315) Example 68 A235 B266 1:1 2.31 3.66 81.01 (0.685, 130 0.315) Example 69 A240 B298 1:1 2.34 3.93 86.80 (0.684, 149 0315) Example 70 A226 B336 1:1 2.35 3.94 78.51 (0.684, 149 0.316) Example 71 A232 B461 1:1 2.31 3.50 92.33 (0.684, 165 0.316) Example 72 A235 B451 1:1 2.31 3.53 89.83 (0.683, 163 0.318) Example 73 A240 B524 1:1 2.33 3.82 78.49 (0.683, 128 0.317) Example 74 A226 B541 1:1 2.34 3.88 78.42 (0.684, 132 0315) Example 75 A232 B575 1:1 2.34 3.91 75.52 (0.684, 130 0.316) Example 76 A235 B592 1:1 2.31 3.62 90.49 (0.683, 157 0.317) Example 77 A240 B614 1:1 2.34 3.96 80.15 (0.683, 126 0.317) Example 78 A226 B622 1:1 2.35 3.93 78.38 (0.684, 120 0.316) Example 79 A232 B650 1:1 2.30 3.37 88.10 (0.684, 204 0.316) Example 80 1:1.5 2.27 3.30 86.34 (0.685, 200 0.315) Example 81 1.5:1.sup. 2.34 3.44 89.86 (0.683, 208 0.318) Example 82 2:1 2.35 3.47 90.76 (0.684, 211 0.316) Example 83 3:1 2.39 3.54 92.58 (0.683, 215 0.317) Example 84 A235 B661 1:1 2.31 3.66 80.92 (0.685, 136 0.314) Example 85 A240 B703 1:1 2.33 3.78 74.22 (0.684, 136 0.315) Example 86 A226 B721 1:1 2.35 3.91 76.99 (0.683, 140 0.318) Example 87 A232 B752 1:1 2.34 3.98 73.63 (0.680, 128 0.319) Example 88 A235 B784 1:1 2.35 4.17 92.75 (0.684, 163 0.315) Example 89 A566 B17 1:1 2.32 3.78 91.00 (0.680, 151 0.319) Example 90 A981 B150 1:1 2.30 3.61 99.16 (0.684, 185 0.315) Example 91 1:1.5 2.27 3.54 97.17 (0.685, 181 0.315) Example 92 1:2 2.23 3.47 95.23 (0.685, 177 0.315) Example 93 1.5:1.sup. 2.34 3.68 101.14 (0.683, 188 0.318) Example 94 2:1 2.37 3.75 103.16 (0.684, 192 0.316) Example 95 3:1 2.31 3.62 99.55 (0.683, 185 0.317) Example 96 A1026 B261 1:1 2.28 3.40 81.64 (0.684, 134 0315) Example 97 A761 B299 1:1 2.29 3.48 87.44 (0.684, 157 0.316) Example 98 A591 B353 1:1 2.29 3.50 82.71 (0.683, 149 0.318) Example 99 A982 B470 1:1 2.28 3.22 99.27 (0.683, 175 0.318) Example 100 1:1.5 2.25 3.16 97.28 (0.685, 171.45 0.315) Example 101 1:2 2.22 3.10 95.34 (0.685, 168.02 0.315) Example 102 1.5:1.sup. 2.32 3.29 101.25 (0.683, 178.44 0.318) Example 103 2:1 2.35 3.35 103.28 (0.684, 182 0.316) Example 104 3:1 2.29 3.24 99.67 (0.683, 176 0.317) Example 105 A1031 B457 1:1 2.28 3.35 88.70 (0.684, 167 0.315) Example 106 A762 B526 1:1 2.28 3.40 80.98 (0.684, 142 0.316) Example 107 A602 B543 1:1 2.27 3.32 84.97 (0.683, 148 0.318) Example 108 A983 B576 1:1 2.30 3.66 80.67 (0.684, 136 0.316) Example 109 A763 B601 1:1 2.29 3.46 81.95 (0.684, 148 0.316) Example 110 A1000 B613 1:1 2.29 3.54 84.80 (0.685, 138 0.315) Example 111 A615 B628 1:1 2.30 3.51 80.34 (0.685, 132 0.315) Example 112 A991 B654 1:1 2.28 3.40 90.43 (0.684, 138 0.316) Example 113 A977 B671 1:1 2.25 3.11 84.78 (0.683, 151 0.318) Example 114 A981 B686 1:1 2.30 3.58 81.39 (0.685, 149 0.314) Example 115 A881 B722 1:1 2.27 3.29 80.94 (0.683, 149 0.318) Example 116 A919 B742 1:1 2.26 3.32 78.29 (0.683, 142 0.318) Example 117 A963 B791 1:1 2.29 3.70 94.79 (0.683, 165 0.317) Example 118 A624 B25 1:1 2.31 3.67 88.66 (0.685, 151 0.314) Example 119 A1014 B156 1:1 2.29 3.50 95.51 (0.684, 177 0.316) Example 120 A634 B266 1:1 2.27 3.34 82.40 (0.685, 138 0.315) Example 121 A1020 B308 1:1 2.30 3.66 82.38 (0.684, 155 0.315) Example 122 A635 B371 1:1 2.27 3.27 84.96 (0.683, 159 0.318) Example 123 A1014 B485 1:1 2.27 3.18 97.54 (0.684, 175 0.316) Example 124 1:1.5 2.24 3.11 95.59 (0.685, 171 0.315) Example 125 1.5:1.sup. 2.30 3.24 99.49 (0.683, 178 0.318) Example 126 2:1 2.25 3.14 96.51 (0.684, 173 0.316) Example 127 3:1 2.22 3.08 94.58 (0.683, 170 0.317) Example 128 A638 B507 1:1 2.27 3.16 91.83 (0.684, 171 0.316) Example 129 A1020 B540 1:1 2.30 3.51 79.82 (0.684, 134 0.316) Example 130 A624 B577 1:1 2.30 3.53 81.95 (0.684, 151 0315) Example 131 A1014 B580 1:1 2.29 3.56 77.71 (0.685, 138 0.314) Example 132 A634 B605 1:1 2.28 3.45 81.51 (0.685, 148 0.314) Example 133 A1020 B614 1:1 2.30 3.64 82.60 (0.684, 134 0.316) Example 134 A635 B632 1:1 2.26 3.22 87.89 (0.684, 163 0315) Example 135 A1014 B643 1:1 2.27 3.13 89.80 (0.683, 195 0.317) Example 136 A638 B672 1:1 2.28 3.35 87.83 (0.683, 159 0.317) Example 137 A1020 B687 1:1 2.30 3.59 79.09 (0.684, 151 0.316) Example 138 A624 B711 1:1 2.29 3.48 77.58 (0.684, 142 0.315) Example 139 A1014 B747 1:1 2.30 3.61 76.73 (0.684, 144 0.316) Example 140 A634 B795 1:1 2.30 3.77 94.35 (0.684, 177 0315) Example 141 A488 B26 1:1 2.32 3.74 85.36 (0.685, 151 0.315) Example 142 A641 B168 1:1 2.29 3.54 93.71 (0.684, 171 0.316) Example 143 A681 B261 1:1 2.29 3.48 80.65 (0.684, 132 0.316) Example 144 A721 B330 1:1 2.32 3.70 82.22 (0.685, 151 0.315) Example 145 A923 B379 1:1 2.27 3.29 86.64 (0.685, 148 0.315) Example 146 A511 B490 1:1 2.28 3.21 95.05 (0.684, 173 0.316) Example 147 A642 B441 1:1 2.28 3.27 96.15 (0.683, 167 0.318) Example 148 A686 B524 1:1 2.29 3.50 80.11 (0.685, 136 0.314) Example 149 A722 B541 1:1 2.31 3.64 78.71 (0.683, 138 0.318) Example 150 A952 B571 1:1 2.29 3.43 76.66 (0.683, 134 0.318) Example 151 A523 B585 1:1 2.28 3.35 88.00 (0.683, 167 0.317) Example 152 A653 B613 1:1 2.28 3.46 81.39 (0.685, 140 0.314) Example 153 A719 B633 1:1 2.27 3.32 91.12 (0.684, 165 0.316) Example 154 A734 B644 1:1 2.29 3.30 86.19 (0.685, 202 0.315) Example 155 1:1.5 2.26 3.24 84.46 (0.685 198 0.315) Example 156 1.5:1.sup. 2.33 3.37 87.91 (0.683, 206 0.318) Example 157 2:1 2.36 3.44 89.67 (0.684, 211 0.316) Example 158 3:1 2.30 3.32 86.53 (0.683, 203 0.317) Example 159 A959 B674 1:1 2.27 3.29 90.10 (0.684, 159 0.315) Example 160 A666 B697 1:1 2.29 3.50 75.17 (0.683, 146 0.318) Example 161 A535 B721 1:1 2.31 3.59 78.41 (0.684, 148 0.316) Example 162 A660 B751 1:1 2.29 3.54 79.71 (0.684, 142 0.316) Example 163 A735 B763 1:1 2.34 4.07 93.16 (0.684, 165 0.316) Example 164 A547 B41 1:1 2.32 3.74 88.54 (0.684, 151 0315) Example 165 A557 B175 1:1 2.30 3.66 89.32 (0.685, 163 0.314) Example 166 A675 B266 1:1 2.29 3.50 82.55 (0.685, 134 0.314) Example 167 A676 B348 1:1 2.29 3.50 84.87 (0.684, 157 0.316) Example 168 A679 B385 1:1 2.28 3.38 86.74 (0.684, 151 0315) Example 169 A547 B495 1:1 2.32 3.59 90.43 (0.683, 157 0.317) Example 170 A557 B442 1:1 2.28 3.29 93.19 (0.683, 165 0.317) Example 171 A675 B526 1:1 2.29 3.48 82.12 (0.684, 140 0.316) Example 172 A676 B543 1:1 2.29 3.48 82.68 (0.684, 144 0.315) Example 173 A679 B572 1:1 2.29 3.50 80.39 (0.684, 144 0.316) Example 174 A547 B586 1:1 2.32 3.69 84.25 (0.684, 161 0315) Example 175 A557 B614 1:1 2.30 3.64 82.54 (0.685, 134 0.315) Example 176 A675 B637 1:1 2.30 3.58 90.62 (0.684, 163 0.316) Example 177 A676 B646 1:1 2.27 3.10 90.92 (0.684, 208 0.316) Example 178 1:1.5 2.24 3.03 89.10 (0.685, 204 0.315) Example 179 1.5:1.sup. 2.30 3.16 92.74 (0.683, 212 0.318) Example 180 2:1 2.32 3.19 93.66 (0.684, 215 0.316) Example 181 3:1 2.35 3.25 95.54 (0.683, 219 0.317) Example 182 A679 B611 1:1 2.28 3.42 83.40 (0.685, 142 0.315) Example 183 A547 B703 1:1 2.32 3.70 74.83 (0.685, 138 0.315) Example 184 A557 B722 1:1 2.30 3.53 80.31 (0.684, 153 0.316) Example 185 A675 B752 1:1 2.31 3.74 75.80 (0.683, 134 0.318) Example 186 A676 B764 1:1 2.32 3.98 96.08 (0.685, 171 0.314) Example 187 A991 B445 1:1 2.28 3.32 102.39 (0.684, 171 0315) Example 188 1:1.5 2.25 3.25 100.34 (0.685, 168 0.315) Example 189 1.5:1.sup. 2.32 3.39 104.43 (0.683, 174 0.318) Example 190 2:1 2.35 3.45 106.52 (0.684, 178 0.316) Example 191 3:1 2.29 3.33 102.80 (0.683, 172 0.317) Example 192 A995 B148 1:1 2.29 3.50 102.12 (0.683, 177 0.317) Example 193 1:1.5 2.26 3.43 100.07 (0.685, 173 0.315) Example 194 1.5:1.sup. 2.33 3.57 104.16 (0.683, 180 0.318) Example 195 2:1 2.36 3.64 106.24 (0.684, 184 0.316) Example 196 3:1 2.30 3.51 102.52 (0.683, 178 0.317) Example 197 A1000 B485 1:1 2.27 3.18 101.11 (0.683, 175 0.317) Example 198 1:1.5 2.24 3.11 99.09 (0.685, 171 0.315) Example 199 1.5:1.sup. 2.30 3.24 103.14 (0.683, 178 0.318) Example 200 2:1 2.25 3.14 100.04 (0.684, 173 0.316) Example 201 3:1 2.22 3.08 98.04 (0.683, 170 0.317) Example 202 A288 B764 1:1 2.34 4.14 98.94 (0.684, 167 0.316) Example 203 1:1.5 2.30 4.05 96.96 (0.685, 164 0.315) Example 204 1.5:1.sup. 2.38 4.22 100.92 (0.683, 170 0.318) Example 205 2:1 2.42 4.30 102.94 (0.684, 174 0.316) Example 206 3:1 2.35 4.15 99.33 (0.683, 168 0.317)

[0218] As can be seen from the results of Table 8 above, it could be confirmed that when the organic material layer of an organic light emitting device is deposited by mixing two types of heterocyclic compounds according to the present application (specifically, a heterocyclic compound of Chemical Formula A and a heterocyclic compound of Chemical Formula B), the efficiency or life time effect of the organic light emitting device is improved.

[0219] Specifically, according to Comparative Examples 1 to 92, when the heterocyclic compound of Chemical Formula A was used alone, a low efficiency of about 7 cd/A and a short life time of 11 or less hours were shown, and according to Comparative Examples 101 to 192, when the heterocyclic compound of Chemical Formula B was used alone, an efficiency of about 59 cd/A and a life time of 81 or less hours were shown.

[0220] Referring to Examples 1 to 206 in which a heterocyclic compound of Chemical Formula A was used in combination with a heterocyclic compound of Chemical Formula B, it can be confirmed that charge balance was achieved, and the device exhibited high efficiency and long life time characteristics, and in particular, the life time was increased by approximately 10-fold compared to Comparative Examples 1 to 92. These results suggest that the heterocyclic compound of Chemical Formula A has fast electron supply, and when combined with the heterocyclic compound of Chemical Formula B, it also balances the hole supply, thereby balancing the charge in the device and improving the life time and efficiency.

[0221] Meanwhile, in the case of Compounds K to N in Comparative Examples 93 to 96, only an arylamine group is substituted as a mono-substituted dibenzofuran or naphthobenzofuran, and such structures have smaller electronic properties than the heterocyclic compound of Chemical Formula A of the present application, so that when the compounds are combined with the heterocyclic compound of Chemical Formula B, low efficiency and short life time are observed as in Comparative Examples 201 to 219, suggesting that device characteristics deteriorate due to charge imbalance.

[0222] In the case of Compounds 0 to R in Comparative Examples 97 to 100, only an aryl group or a heteroaryl group is substituted as a mono-substituted naphthobenzofuran, and such a structure has weaker hole characteristics than the heterocyclic compound of Chemical Formula A, so that when the compounds are combined with the heterocyclic compound of Chemical Formula B, low efficiency and short life time are exhibited as in Comparative Examples 220 to 238, suggesting that device characteristics deteriorate due to charge imbalance.

[0223] Further, in the case of Compounds S to V in Comparative Examples 193 to 196, only triazine is substituted as mono-substituted dibenzofuran or naphthobenzofuran, and such structures have very high electron transport properties compared to the heterocyclic compound of Chemical Formula B, so that when the compounds are combined with the compound of Chemical Formula A, low efficiency and short life time are exhibited as in Comparative Examples 239 to 254, suggesting that device characteristics deteriorate due to charge imbalance because the electron mobility is too high compared to the hole mobility.

[0224] In addition, in the case of Compounds W to Z in Comparative Examples 197 to 200, only an aryl group or a heteroaryl group is substituted as a mono-substituted dibenzofuran or naphthobenzofuran, and such structures have remarkably lower electron transport properties than the heterocyclic compound of Chemical Formula B, so that when the compounds are combined with the heterocyclic compound of Chemical Formula A, low efficiency and short life time are exhibited as in Comparative Examples 255 to 269, suggesting that device characteristics deteriorate due to charge imbalance because the electron mobility is too low compared to the hole mobility.

[0225] Furthermore, since Compound B has high electronic properties, when the proportion of the heterocyclic compound of Chemical Formula B is higher than that of the heterocyclic compound of Chemical Formula A, the charge balance is further improved, so that the efficiency and life time characteristics may be further improved. As a result of the experiment, it can be confirmed that excellent efficiency and life time were obtained when the molar ratio of the heterocyclic compound of Chemical Formula A to the heterocyclic compound of Chemical Formula B was 3:1, 2:1, or 1.5:1.

[0226] The present invention is not limited to the Examples, but may be prepared in various forms, and a person with ordinary skill in the art to which the present invention pertains will understand that the present invention can be implemented in another specific form without changing the technical spirit or essential feature of the present invention. Therefore, it should be understood that the above-described Examples are illustrative only: in all aspects and are not restrictive.

EXPLANATION OF REFERENCE NUMERALS AND SYMBOLS

[0227] 100: Substrate [0228] 200: Positive electrode [0229] 300: Organic material layer [0230] 301: Hole injection layer [0231] 302: Hole Transport layer [0232] 303: Electron blocking layer [0233] 304: Light Emitting Layer [0234] 305: Electron transport layer [0235] 306: Electron injection layer [0236] 400: Negative electrode