Benzocarbazole-based compound and organic light-emitting device comprising same

11581496 ยท 2023-02-14

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Abstract

The present specification provides a benzocarbazole-based compound of chemical formula 1 and an organic light-emitting device comprising same. The benzocarbazole-based compound as a material of an organic material layer of the organic light emitting device provides enhanced efficiency, low driving voltage and increased lifetime. ##STR00001##

Claims

1. A benzocarbazole-based compound represented by the following Chemical Formula 1: ##STR00447## wherein in Chemical Formula 1, R1 to R10 are each independently hydrogen or deuterium, or R1 and R2, R2 and R3, or R3 and R4 among R1 to R10 bond to each other to form a benzene ring, and the rest are each independently hydrogen or deuterium, L1 is a direct bond; or a phenylene group unsubstituted or substituted with deuterium or a nitrile group; or a naphthylene group unsubstituted or substituted with deuterium or a nitrile group, and Ar1 is represented by the following Chemical Formula 3: ##STR00448## wherein in Chemical Formula 3, R31 is a phenyl group substituted with an aryl group having 10 to 60 carbon atoms; an aryl group selected from the group consisting of a naphthyl group, a biphenyl group, a phenanthrenyl group, a triphenylene group, a terphenyl group, a fluorenyl group, a benzofluorenyl group, each of which is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a nitrile group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 60 carbon atoms, a heteroaryl group having 2 to 60 carbon atoms, and a group formed by combining two or more thereof; or a heteroaryl group selected from the group consisting of a carbazole group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazole group, a naphthobenzofuranyl group, and a naphthobenzothiophenyl group, each of which is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a nitrile group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 60 carbon atoms, a heteroaryl group having 2 to 60 carbon atoms, and a group formed by combining two or more thereof, R32 to R35 are the same as or different from each other, and each independently hydrogen; an aryl group having 6 to 40 carbon atoms unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a nitrile group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 60 carbon atoms, and a heteroaryl group having 2 to 60 carbon atoms, and a group formed by combining two or more thereof; or a heteroaryl group having 2 to 40 carbon atoms unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a nitrile group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 60 carbon, a heteroaryl group having 2 to 60 carbon atoms, and a group formed by combining two or more thereof.

2. The benzocarbazole-based compound of claim 1, wherein Chemical Formula 1 is represented by any one of the following Chemical Formulae 19 to 22: ##STR00449## in Chemical Formulae 19 to 22, Ar1 and L1 have the same definitions as in Chemical Formula 1.

3. The benzocarbazole-based compound of claim 1, wherein Chemical Formula 1 is represented by any one of the following compounds: ##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## ##STR00514## ##STR00515## ##STR00516## ##STR00517## ##STR00518## ##STR00519## ##STR00520## ##STR00521## ##STR00522## ##STR00523## ##STR00524## ##STR00525## ##STR00526## ##STR00527## ##STR00528## ##STR00529## ##STR00530## ##STR00531## ##STR00532## ##STR00533## ##STR00534## ##STR00535## ##STR00536## ##STR00537## ##STR00538## ##STR00539## ##STR00540## ##STR00541## ##STR00542## ##STR00543## ##STR00544## ##STR00545## ##STR00546## ##STR00547## ##STR00548## ##STR00549## ##STR00550## ##STR00551## ##STR00552## ##STR00553## ##STR00554## ##STR00555## ##STR00556## ##STR00557## ##STR00558## ##STR00559## ##STR00560## ##STR00561## ##STR00562## ##STR00563## ##STR00564## ##STR00565## ##STR00566## ##STR00567## ##STR00568## ##STR00569## ##STR00570## ##STR00571## ##STR00572##

4. An organic light emitting device comprising: a first electrode; a second electrode provided opposite to the first electrode; and one or more organic material layers provided between the first electrode and the second electrode, wherein one or more layers of the one or more organic material layers comprise the benzocarbazole-based compound of claim 1.

5. The organic light emitting device of claim 4, wherein the one or more organic material layers comprise a hole injection layer or a hole transfer layer, and the hole injection layer or the hole transfer layer comprises the benzocarbazole-based compound.

6. The organic light emitting device of claim 4, wherein the one or more organic material layers comprise an electron transfer layer or an electron injection layer, and the electron transfer layer or the electron injection layer comprises the benzocarbazole-based compound.

7. The organic light emitting device of claim 4, wherein the one or more organic material layers comprise a light emitting layer, and the light emitting layer comprises the benzocarbazole-based compound.

Description

DESCRIPTION OF DRAWINGS

(1) FIG. 1 illustrates an example of an organic light emitting device formed with a substrate (1), an anode (2), a light emitting layer (3) and a cathode (4).

(2) FIG. 2 illustrates an example of an organic light emitting device formed with a substrate (1), an anode (2), a hole injection layer (5), a hole transfer layer (6), an electron blocking layer (7), a light emitting layer (8), a hole blocking layer (9), an electron injection and transfer layer (10) and a cathode (4).

(3) FIG. 3 shows a graph measuring 1H-NMR of Chemical Formula a.

(4) FIG. 4 shows a graph measuring LC/MS of Chemical Formula a.

(5) FIG. 5 shows a graph measuring 1H-NMR of Compound 747.

(6) 1: Substrate 2: Anode 3: Light Emitting Layer 4: Cathode 5: Hole Injection Layer 6: Hole Transfer Layer 7: Electron Blocking Layer 8: Light Emitting Layer 9: Hole Blocking Layer 10: Electron Injection and Transfer Layer