LIQUID-CRYSTAL MEDIUM
20250101305 ยท 2025-03-27
Inventors
- Sven Christian LAUT (Darmstadt, DE)
- Hee-Kyu Lee (Pyeongtaek, KR)
- Minghui YANG (Pudong New Area, Shanghai, CN)
Cpc classification
C09K19/52
CHEMISTRY; METALLURGY
C09K2019/3027
CHEMISTRY; METALLURGY
C09K2019/3425
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K2019/0448
CHEMISTRY; METALLURGY
C09K19/32
CHEMISTRY; METALLURGY
C09K19/3003
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
International classification
C09K19/30
CHEMISTRY; METALLURGY
Abstract
The present invention relates to a liquid-crystal (LC) medium or LC material based on a mixture of polar compounds, to its use for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the fringe-field switching mode, to an LC display of the fringe-field switching mode comprising the LC medium, especially an energy-saving LC display and to a process of manufacturing the LC display.
Claims
1. A liquid crystal medium comprising one or more compounds of formula ##STR00488## and one or more compounds of formula III ##STR00489## and/or one or more compounds of formula BC ##STR00490## and/or one or more compounds of formula PH-1 ##STR00491## in which R.sup.11, R.sup.31, R.sup.32, R.sup.81, and R.sup.82 each, independently of one another, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, where one or more CH.sub.2 groups in these radicals may each be replaced, independently of one another, by ##STR00492## CC, CF.sub.2O, OCF.sub.2, CHCH, by O, COO or OCO in such a way that O atoms are not linked directly to one another, and in which one or more H atoms may be replaced by halogen, R.sup.12 denotes an alkenyl radical having 2 to 12 C atoms, A.sup.3 on each occurrence, independently of one another, denotes a 1,4-phenylene radical, in which one or two CH groups may be replaced by N, or a 1,4-cyclohexylene or 1,4-cyclohexenylene radical, in which one or two non-adjacent CH.sub.2 groups may be replaced by O or S, where the radicals may be mono- or polysubstituted by halogen atoms, n denotes 0, 1 or 2, Z.sup.3 on each occurrence independently of one another denotes CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, CH.sub.2, CH.sub.2CH.sub.2, CHCH, CC or a single bond, L.sup.31 and L.sup.32, each, independently of one another, denote F, Cl, CF.sub.3 or CHF.sub.2, and Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, each, independently of one another, denote H, F, Cl, CF.sub.3, CHF.sub.2, CH.sub.3 or OCH.sub.3.
2. The liquid crystal medium according to claim 1, wherein the one or more compounds of formula III comprise one or more compounds selected from formula III-1 and/or formula III-6 ##STR00493##
3. The liquid crystal medium according to claim 1, wherein the medium further comprises one or more compounds selected from the group of the formulae IIA, IIB, IIC, IID, IIE, and IIF, ##STR00494## in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meaning: R.sup.21, R.sup.22 H, an alkyl or alkoxy radical having up to 15 C atoms or an alkenyl radical having 2 to 15 C atoms, which is unsubstituted or monosubstituted by F, Cl, CN or CF.sub.3 and where, in addition, one or more CH.sub.2 groups in these radicals may be replaced by O, S, CC, CF.sub.2O, OCF.sub.2, OCO, OCO, ##STR00495## in such a way that O- and/or S-atoms are not linked directly to one another, L.sup.1 to L.sup.4 F, C, CF.sub.3 or CHF.sub.2, Y H, F, C, CF.sub.3, CHF.sub.2 or CH.sub.3, Z.sup.1, Z.sup.2 a single bond, CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CHCHCH.sub.2O, p 0, 1 or 2, and q 0 or 1.
4. The liquid crystal medium according to claim 1, wherein the one or more compounds of formula III comprise one or more compounds of formula IIIA ##STR00496##
5. The liquid crystal medium according to claim 1, further comprising one or more compounds of formula IV ##STR00497## in which R.sup.41 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or cyclic alkyl having 3 to 6 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms, and R.sup.42 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or cyclic alkyl having 3 to 6 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms.
6. The liquid crystal medium according to claim 5, wherein the one or more compounds of formula IV comprise one or more compounds of formula IV-1 and/or formula IV-3, ##STR00498## in which alkyl and alkyl*, independently of one another, denote an alkyl radical having 1 to 7 C atoms, or cyclic alkyl having 3 to 6 C atoms, and alkenyl denotes an alkenyl radical having 2 to 7 C atoms.
7. The liquid crystal medium according to claim 5, wherein the one or more compounds of formula IV comprise one or more compounds of formula IVa-2, ##STR00499## in which alkyl and alkyl*, independently of one another, denote a straight-chain alkyl radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms.
8. The liquid crystal medium according to claim 1, further comprising one or more compounds of the formula V ##STR00500## in which R.sup.51, R.sup.52 denote alkyl having 1 to 7 C atoms, or cyclic alkyl having 3 to 6 C atoms, alkoxy having 1 to 7 C atoms, or alkoxyalkyl, alkenyl or alkenyloxy having 2 to 7 C atoms, ##STR00501## identically or differently, denote ##STR00502## Z.sup.51, Z.sup.52 each, independently of one another, denote CH.sub.2CH.sub.2, CH.sub.2O, CHCH, CC, COO or a single bond, and n is 1 or 2; wherein the one or more compounds of formula V are different from the one or more compounds of formula I.
9. The liquid crystal medium according to claim 1, wherein the medium comprises one or more compounds of the formulae VI-1 to VI-24, ##STR00503## ##STR00504## ##STR00505## in which R.sup.61 denotes a straight-chain alkyl or alkoxy radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, (O) denotes O or a single bond, X denotes F, Cl, OCF.sub.3 or OCHF.sub.2, L.sup.x denotes H or F, m is 0, 1, 2, 3, 4, 5 or 6 and n is 0, 1, 2, 3 or 4.
10. The liquid crystal medium according to claim 1, further comprising one or more compounds of formula CR and/or formula PH-2: ##STR00506## in which R.sup.81 and R.sup.82 each, independently of one another, are H, an alkyl or alkoxy radical having up to 15 C atoms or an alkenyl radical having 2 to 15 C atoms, which is unsubstituted or monosubstituted by F, Cl, CN or CF.sub.3 and where, in addition, one or more CH.sub.2 groups in these radicals may be replaced by O, S, CC, CF.sub.2O, OCF.sub.2, OCO, OCO, ##STR00507## in such a way that O- and/or S-atoms are not linked directly to one another, and c is 0, 1 or 2.
11. The liquid crystal medium according to claim 1, wherein it additionally comprises one or more additives selected from the group consisting of stabilisers, chiral dopants, polymerization initiators and self alignment additives.
12. A liquid crystal display comprising the liquid crystal medium according to claim 1.
13. The display according to claim 12, wherein the display is a VA, IPS, FFS, PS-VA, PS-IPS, PS-FFS, UB-FFS or UV.sup.2A display.
14. An energy-saving LC display comprising a liquid crystal medium according to claim 1.
15. A process of preparing a liquid crystal medium according to claim 1, comprising the steps of mixing one or more compounds of the formulae I and Ill with one or more compounds selected from the formule II and/or formule IV, optionally with further LC compounds and/or additives.
Description
DETAILED DESCRIPTION OF THE INVENTION
[0051] Above and below,
##STR00006##
denotes a trans-1,4-cyclohexylene ring, and
##STR00007##
denotes a 1,4-phenylene ring.
[0052] In a group
##STR00008##
the single bond shown between the two ring atoms can be attached to any free position of the benzene ring.
[0053] If in the formulae shown above and below a terminal group like R.sup.11,12, R.sup.21,22, R.sup.31,32,33, R.sup.41,42, R.sup.51,52, R.sup.61, R.sup.71, R.sup.N1,N2, R.sup.81,82, R.sup.91,92,93, R.sup.L1,L2, R.sup.Q, R.sup.R1, R2, or L denotes an alkyl radical and/or an alkoxy radical, this may be straight-chain or branched. It is preferably straight-chain, has 2, 3, 4, 5, 6 or 7 C atoms and accordingly preferably denotes ethyl, propyl, butyl, pentyl, hexyl, heptyl, ethoxy, propoxy, butoxy, pentoxy, hexyloxy or heptyloxy, furthermore methyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetra-decyl, pentadecyl, methoxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, tridecyloxy or tetradecyloxy.
[0054] If one of the aforementioned terminal groups denotes an alkyl radical wherein one or more CH.sub.2 groups are replaced by S, this may be straight-chain or branched. It is preferably straight-chain, has 1, 2, 3, 4, 5, 6 or 7 C atoms and accordingly preferably denotes thiomethyl, thioethyl, thiopropyl, thiobutyl, thiopentyl, thiohexyl or thioheptyl.
[0055] Oxaalkyl preferably denotes straight-chain 2-oxapropyl (=methoxymethyl), 2-(=ethoxymethyl) or 3-oxabutyl (=2-methoxyethyl), 2-, 3- or 4-oxapentyl, 2-, 3-, 4- or 5-oxahexyl, 2-, 3-, 4-, 5- or 6-oxaheptyl, 2-, 3-, 4-, 5-, 6- or 7-oxaoctyl, 2-, 3-, 4-, 5-, 6-, 7- or 8-oxanonyl, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-oxadecyl.
[0056] If one of the aforementioned terminal groups denotes an alkoxy or oxaalkyl group it may also contain one or more additional oxygen atoms, provided that oxygen atoms are not linked directly to one another.
[0057] If one of the aforementioned terminal groups denotes an alkyl radical in which one CH.sub.2 group has been replaced by CHCH, this may be straight-chain or branched. It is preferably straight-chain and has 2 to 10 C atoms. Accordingly, it denotes, in particular, vinyl, prop-1- or -2-enyl, but-1-, -2- or -3-enyl, pent-1-, -2-, -3- or -4-enyl, hex-1-, -2-, -3-, -4- or -5-enyl, hept-1-, -2-, -3-, -4-, -5- or -6-enyl, oct-1-, -2-, -3-, -4-, -5-, -6- or -7-enyl, non-1-, -2-, -3-, -4-, -5-, -6-, -7- or -8-enyl, dec-1-, -2-, -3-, -4-, -5-, -6-, -7-, -8- or -9-enyl.
[0058] If one of the aforementioned terminal groups denotes an alkyl or alkenyl radical which is at least monosubstituted by halogen, this radical is preferably straight-chain, and halogen is preferably F or Cl. In the case of polysubstitution, halogen is preferably F. The resultant radicals also include perfluorinated radicals. In the case of mono-substitution, the fluorine or chlorine substituent may be in any desired position, but is preferably in the -position.
[0059] In another preferred embodiment, one or more of the aforementioned terminal groups, like R.sup.11,12, R.sup.21,22, R.sup.31,32,33, R.sup.41,42, R.sup.51,52, R.sup.61, R.sup.71, R.sup.N1,N2, R.sup.81,82, R.sup.91,92,93, R.sup.L1,L2, R.sup.Q, R.sup.R1,R2, or L are selected from the group consisting of
##STR00009##
S.sup.1F, OS.sup.1F, OS.sub.1OS.sub.2, wherein S.sup.1 is C.sub.1-12-alkylene or C.sub.2-12-alkenylene and S.sup.2 is H, C.sub.1-12-alkyl or C.sub.2-12-alkenyl, and very preferably are selected from the group consisting of
##STR00010##
O(CH.sub.2).sub.2OCH.sub.3, O(CH.sub.2).sub.3OCH.sub.3, O(CH.sub.2).sub.4OCH.sub.3, O(CH.sub.2).sub.2F, O(CH.sub.2).sub.3F, O(CH.sub.2).sub.4F.
[0060] Halogen is preferably F or Cl, very preferably F.
[0061] The group CR.sup.0CR.sup.00 is preferably CHCH. [0062] CO, C(O) and C(O) denote a carbonyl group, i.e.
##STR00011##
[0063] Preferred substituents L, are, for example, F, Cl, Br, I, CN, NO.sub.2, NCO, NCS, OCN, SCN, C(O)N(R.sup.x).sub.2, C(O)Y.sup.1, C(O)R.sup.x, N(R.sup.x).sub.2, straight-chain or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy each having 1 to 25 C atoms, in which one or more H atoms may optionally be replaced by F or C, optionally substituted silyl having 1 to 20 Si atoms, or optionally substituted aryl having 6 to 25, preferably 6 to 15, C atoms, [0064] wherein R.sup.x denotes H, F, C, CN, or straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent CH.sub.2-groups are optionally replaced by O, S, CO, COO, OCO, OCOO in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F, Cl, P or P-Sp-, and Y.sup.1 denotes halogen.
[0065] Particularly preferred substituents L are, for example, F, C, CN, NO.sub.2, CH.sub.3, C.sub.2H.sub.5, OCH.sub.3, OC.sub.2H.sub.5, COCH.sub.3, COC.sub.2H.sub.5, COOCH.sub.3, COOC.sub.2H.sub.5, CF.sub.3, OCF.sub.3, OCHF.sub.2, OC.sub.2F.sub.5, furthermore phenyl.
##STR00012##
in which L has one of the meanings indicated above.
[0066] In a preferred embodiment the LC medium according to the invention, comprises one or more are compounds of formula I, wherein R.sup.11 and R.sup.12 independently of one another denote straight-chain alkyl having 1 to 7 C atoms or alkenyl having 2 to 7 C atoms.
[0067] In a preferred embodiment the LC medium according to the invention comprises one or more compounds of the formula I, preferably selected from the compounds of the formulae Ia to Ie:
##STR00013##
in which alkyl and alkyl* each, independently of one another, denote an alkyl group having 1 to 7 C atoms, alkenyl and alkenyl* each, independently of one another, denote an alkenyl group having 2 to 7 C atoms, and cycloalkyl denotes a cyclic alkyl group having 3 to 12 C atoms, preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclopropylalkyl, cyclobutylalkyl or cyclopentylalkyl.
[0068] Very preferred compounds of the formulae Ia to Ie are selected from the compounds of the formulae Ib-1 to Ib-3, Ic-1 to Ic-4, Id-1 to Id-7 and Ie-1 to Ie-8.
##STR00014## ##STR00015##
in which alkyl denotes ethyl, n-propyl, n-butyl or n-pentyl, preferably n-propyl.
[0069] Preferred compounds of formula I is Ib-1, and the most preferred is the compound CCC-3-V.
[0070] Preferred compounds of formula III are those of formula III-1 to III-6:
##STR00016##
in which the occurring groups have the same meanings as given under formula III above and preferably [0071] R.sup.31 and R.sup.32 each, independently of one another, denote an alkyl, alkenyl or alkoxy radical having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or both of them denote an alkoxy radical; or cyclic alkyl having 3 to 6 C atoms, [0072] R.sup.33 denotes alkyl or alkenyl having up to 7 C atoms or a group Cy-C.sub.nH.sub.2n+1, [0073] m and n are, identically or differently, 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, very preferably 1, [0074] Cy denotes a cycloaliphatic group having 3, 4 or 5 ring atoms, which is optionally substituted with alkyl or alkenyl each having up to 3 C atoms, or with halogen or CN, and preferably denotes cyclopropyl, cyclobutyl, cyclopentyl or cyclopentenyl, [0075] (O) denotes O or a single bond, [0076] L.sup.31 and L.sup.32 each, independently of one another, denote F or Cl, preferably both denote F, and [0077] Y.sup.3 denotes H, F, Cl, CF.sub.3, CHF.sub.2, CH.sub.3 or OCH.sub.3, preferably H or CH.sub.3.
[0078] In another preferred embodiment the LC medium comprises one or more compounds of the formula III-1 selected from the group of compounds of formulae III-1-1 to III-1-20, preferably of formula III-1-1 and III-1-11,
##STR00017## ##STR00018## ##STR00019##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms, alkoxy and alkoxy* each, independently of one another, denote a straight-chain alkoxy radical having 1-6 C atoms, and L.sup.31 and L.sup.32 each, independently of one another, denote F or Cl, preferably both F.
[0079] Very preferred compounds of formula III-1-1 are selected from the group consisting of the following subformulae,
##STR00020##
[0080] Very preferred compounds of formula III-1-11 are selected from the group consisting of the following subformulae,
##STR00021##
[0081] Very preferred compounds of the formula III-2 are the following,
##STR00022## ##STR00023##
in which alkoxy denotes a straight-chain alkoxy radical having 1-6 C atoms, preferably ethoxy, propoxy, butoxy or pentoxy, very preferably ethoxy or propoxy, and alkenyl denotes a straight-chain alkenyl radical having 2-6 C atoms.
[0082] Very preferred compounds of formula III-6 are selected from the group consisting of the following formulae,
##STR00024## ##STR00025##
in which R.sup.32 denotes alkyl having 1 to 7 C-atoms, preferably ethyl, n-propyl or n-butyl, or alternatively cyclopropylmethyl, cyclobutylmethyl or cyclopentylmethyl or alternatively (CH.sub.2).sub.nF in which n is 2,3,4, or 5, preferably C.sub.2H.sub.4F.
[0083] Preferred compounds of formula III is III-1-1-3, III-1-1-4, III-1-1-5, III-2-7, as well as III-6-2, and the most preferred are compounds B(S)-2O-O4, B(S)-2O-O5, B(S)-2O-O6, B(S)-1V1OO1(c5), and COB(S)-2-O4.
[0084] Further preferred embodiments of the LC medium according to the present invention are listed below, including any combination thereof:
[0085] Preferably the LC medium further comprises one or more compounds of formula II,
##STR00026##
wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings [0086] R.sup.21 and R.sup.22 straight chain, branched or cyclic alkyl or alkoxy having 1 to 20 C atoms, wherein one or more non-adjacent CH.sub.2-groups are optionally replaced by O, S, CO, COO, O, OCOO, CR.sup.0CR.sup.00, CC,
##STR00027## in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F, Cl, CN or CF.sub.3, preferably alkyl or alkoxy having 1 to 6 C atoms, [0087] R.sup.0, R.sup.00 H or alkyl having 1 to 12 C atoms, [0088] A.sup.1 and A.sup.2 a group selected from the following formulae
##STR00028## ##STR00029## preferably from formulae A1, A2, A3, A4, A5, A6, A9 and A10, very preferably from formulae A1, A2, A3, A4, A5, A9 and A10, [0089] Z.sup.1 and Z.sup.2 CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CHCHCH.sub.2O or a single bond, preferably a single bond, [0090] L.sup.1, L.sup.2, L.sup.3 and L.sup.4 F, Cl, OCF.sub.3, CF.sub.3, CH.sub.3, CH.sub.2F or CHF.sub.2, preferably F or Cl, very preferably F, [0091] Y H, F, Cl, CF.sub.3, CHF.sub.2 or CH.sub.3, preferably H or CH.sub.3, very preferably H, [0092] L.sup.C CH.sub.3 or OCH.sub.3, preferably CH.sub.3, [0093] a1 0, 1 or 2, [0094] a2 0 or 1.
[0095] Preferably the LC medium comprises one or more compounds of formula II selected from the group consisting of compounds of the formulae IIA, IIB, IIC, IID, IIE, and IIF,
##STR00030##
in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meaning: [0096] R.sup.21, R.sup.22 H, an alkyl, alkoxy or alkenyl radical having up to 15 C atoms which is unsubstituted or monosubstituted by F, Cl, CN or CF.sub.3 and where, in addition, one or more CH.sub.2 groups in these radicals may be replaced by O, S, CC, CF.sub.2O, OCF.sub.2, OCO, OCO
##STR00031## in such a way that O- and/or S-atoms are not linked directly to one another, [0097] L.sup.1 to L.sup.4 F, Cl, CF.sub.3 or CHF.sub.2, [0098] Y H, F, C, CF.sub.3, CHF.sub.2 or CH.sub.3, preferably H or CH.sub.3, particularly preferably H, [0099] Z.sup.1, Z.sup.2 a single bond, CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CHCHCH.sub.2O, [0100] p 0, 1 or 2, and [0101] q 0 or 1.
[0102] Preferred compounds of the formulae IIA, IIB, IIC; IID and IIE are those wherein R.sup.22 denotes an alkyl or alkoxy radical having up to 15 C atoms, and very preferably denotes (O)C.sub.2H.sub.2v+1 wherein (O) is an oxygen atom or a single bond and v is 1, 2, 3, 4, 5 or 6.
[0103] Further preferred compounds of the formulae IIA, IIB, IIC; IID and IIE are those wherein R.sup.21 or R.sup.22 denotes or contains cycloalkyl or cycloalkoxy radical, preferably selected from the group consisting of
##STR00032##
wherein S.sup.1 is C.sub.1-12-alkylene or C.sub.2-12-alkenylene and S.sup.2 is H, C.sub.1-12-alkyl or C.sub.2-12-alkenyl, and very preferably are selected from the group consisting of
##STR00033##
[0104] Further preferred compounds of the formulae IIA, IIB, IIC, IID and IIE are indicated below.
[0105] In a preferred embodiment the LC medium comprises one or more compounds of the formula IIA selected from the group consisting of the following formulae:
##STR00034## ##STR00035## ##STR00036## ##STR00037## ##STR00038##
##STR00039## ##STR00040## ##STR00041## ##STR00042## ##STR00043## ##STR00044##
in which the index a denotes 1 or 2, alkyl and alkyl* each, independently of one another, denote a straight-chain or branched alkyl radical having 1-6 C atoms, alkenyl denotes a straight-chain or branched alkenyl radical having 2-6 C atoms, and (O) denotes an oxygen atom or a single bond, and alkenyl preferably denotes CH.sub.2CH, CH.sub.2CHCH.sub.2CH.sub.2, CH.sub.3CHCH, CH.sub.3CH.sub.2CHCH, CH.sub.3(CH.sub.2).sub.2CHCH, CH.sub.3(CH.sub.2).sub.3CHCH or CH.sub.3CHCH(CH.sub.2).sub.2.
[0106] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIA-2, IIA-8, IIA-10, IIA-16, IIA-18, IIA-40, IIA-41, IIA-42, IIA-43, IIA-67, IIA-69, and IIA-81.
[0107] Preferably, the LC medium comprises one or more compounds of the formula IIA-2 selected from the following subformulae:
##STR00045##
[0108] Alternatively, preferably in addition to the compounds of the formulae IIA-2-1 to IIA-2-5, the LC medium comprises one or more compounds of the following formulae:
##STR00046##
[0109] Further preferably, the LC medium comprises one or more compounds of the formula IIA-10 selected from the following sub-formulae:
##STR00047##
[0110] Alternatively, preferably in addition to the compounds of the formulae IIA-10-1 to IIA-10-6, the LC medium comprises one or more compounds of the following formulae:
##STR00048##
[0111] Further preferably, the LC medium comprises one or more compounds of the formula IIA-16 selected from the following sub-formulae:
##STR00049##
[0112] Further preferably, the LC medium comprises one or more compounds of the formula IIA-40 selected from the following sub-formulae:
##STR00050##
[0113] Alternatively, preferably in addition to the compounds of the formulae IIA-40-1 to IIA-40-5, the LC medium comprises one or more compounds of the following formulae:
##STR00051##
[0114] Further preferably, the LC medium comprises one or more compounds of the formula IIA-42 selected from the following sub-formulae:
##STR00052##
[0115] Further preferably, the LC medium comprises one or more compounds of the formula IIA-67 selected from the following subformulae:
##STR00053##
[0116] Further preferably, the LC medium comprises one or more compounds of the formula IIA-69 selected from the following sub-formulae:
##STR00054##
[0117] Further preferably, the LC medium comprises one or more compounds of the formula IIA-81 selected from the following sub-formulae:
##STR00055##
[0118] Preferred LC media additionally comprise one or more compounds of formula IIA-Y
##STR00056## [0119] in which R.sup.21 and R.sup.22 have one of the meanings given in formula IIA above, and L.sup.1 and L.sup.2, identically or differently, denote F or Cl. [0120] Preferred compounds of the formula IIA-Y are selected from the group consisting of the following subformulae
##STR00057## [0121] in which, Alkyl and Alkyl* each, independently of one another, denote a straight-chain or branched alkyl radical having 1-6 C atoms, Alkoxy denotes a straight-chain or branched alkoxy radical having 1-6 C atoms, Alkenyl and Alkenyl* each, independently of one another, denote a straight-chain or branched alkenyl radical having 2-6 C atoms, and 0 denotes an oxygen atom or a single bond. Alkenyl and Alkenyl* preferably denote CH.sub.2CH, CH.sub.2CHCH.sub.2CH.sub.2, CH.sub.3CHCH, CH.sub.3CH.sub.2CHCH, CH.sub.3(CH.sub.2).sub.2CHCH, CH.sub.3(CH.sub.2).sub.3CHCH or CH.sub.3CHCH(CH.sub.2).sub.2. [0122] Particularly preferred compounds of the formula IIA-Y are selected from the group consisting of following subformulae:
##STR00058## [0123] in which Alkoxy and Alkoxy* have the meanings defined above and preferably denote methoxy, ethoxy, n-propyloxy, n-butyloxy or n-pentyloxy.
[0124] In another preferred embodiment the LC medium comprises one or more compounds of the formula IIB selected from the group consisting of formulae IIB-1 to IIB-26,
##STR00059## ##STR00060## ##STR00061## ##STR00062##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain or branched alkyl radical having 1-6 C atoms, alkenyl denotes a straight-chain or branched alkenyl radical having 2-6 C atoms, and (O) denotes an oxygen atom or a single bond, and alkenyl preferably denotes CH.sub.2CH, CH.sub.2CHCH.sub.2CH.sub.2, CH.sub.3CHCH, CH.sub.3CH.sub.2CHCH, CH.sub.3(CH.sub.2).sub.2CHCH, CH.sub.3(CH.sub.2).sub.3CHCH or CH.sub.3CHCH(CH.sub.2).sub.2.
[0125] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIB-2, IIB-11 and IIB-17.
[0126] Preferably, the LC medium comprises one or more compounds of the formula IIB-11 selected from the following sub-formulae:
##STR00063##
[0127] Alternatively, preferably in addition to the compounds of the formulae IIB-11-1 to 1IIB-11-5, the LC medium comprises one or more compounds of the formulae IIB-11 a-1 to IIB-11a-5:
##STR00064##
[0128] Preferably, the LC medium comprises one or more compounds of the formula IIB-17 selected from the following sub-formulae:
##STR00065##
[0129] In another preferred embodiment the LC medium comprises one or more compounds of the formula IIC selected from the formula IIC-1,
##STR00066##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, preferably in amounts of 0.5% to 5% by weight, in particular 1% to 3% by weight.
[0130] In another preferred embodiment the LC medium comprises one or more compounds of the formula IID selected from the group consisting of the following formulae,
##STR00067## ##STR00068## ##STR00069##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain or branched alkyl radical having 1-6 C atoms, alkenyl denotes a straight-chain or branched alkenyl radical having 2-6 C atoms, and (O) denotes an oxygen atom or a single bond, and alkenyl preferably denotes CH.sub.2CH, CH.sub.2CHCH.sub.2CH.sub.2, CH.sub.3CHCH, CH.sub.3CH.sub.2CHCH, CH.sub.3(CH.sub.2).sub.2CHCH, CH.sub.3(CH.sub.2).sub.3CHCH or CH.sub.3CHCH(CH.sub.2).sub.2.
[0131] Particularly preferred LC media according to the invention comprise one or more compounds of the formula IID-1, IID-4, IID-12, and/or IID-19.
[0132] Very preferred compounds of the formula IID are selected from the following subformulae of IID-1,
##STR00070## ##STR00071## ##STR00072##
wherein v is 1, 2, 3, 4, 5 or 6.
[0133] Very preferred compounds of the formula IID are selected from the following subformulae of IID-4,
##STR00073## ##STR00074## ##STR00075##
wherein v is 1, 2, 3, 4, 5 or 6.
[0134] Very preferred compounds of the formula IID are selected from the following subformulae of IID-12,
##STR00076## ##STR00077## ##STR00078##
wherein v is 1, 2, 3, 4, 5 or 6.
[0135] In a preferred embodiment, the LC medium comprises one or more compounds of formula IID-12a
##STR00079##
in which R.sup.21, Y and q have the meanings given in formula IID, and R.sup.23 is
##STR00080##
in which r is 0, 1, 2, 3, 4, 5 or 6 and s is 1, 2 or 3.
[0136] Preferred compounds of formula IID-10a are the compounds IID-12a-1 to IID-12a-14:
##STR00081##
[0137] Very preferred compounds of the formula IID are selected from the following subformulae of IID-19,
##STR00082## ##STR00083## ##STR00084## ##STR00085##
wherein v is 1, 2, 3, 4, 5 or 6.
[0138] In a preferred embodiment the LC medium comprises one or more compounds of the formula IIE selected from the group consisting of the following formulae:
##STR00086## ##STR00087## ##STR00088## ##STR00089## ##STR00090## ##STR00091##
##STR00092## ##STR00093## ##STR00094## ##STR00095## ##STR00096##
in which the index a denotes 1 or 2, alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, alkenyl denotes a straight-chain alkenyl radical having 2-6 C atoms, and (O) denotes an oxygen atom or a single bond, and alkenyl preferably denotes CH.sub.2CH, CH.sub.2CHCH.sub.2CH.sub.2, CH.sub.3CHCH, CH.sub.3CH.sub.2CHCH, CH.sub.3(CH.sub.2).sub.2CHCH, CH.sub.3(CH.sub.2).sub.3CHCH or CH.sub.3CHCH(CH.sub.2).sub.2.
[0139] Particularly preferred LC media according to the invention comprise one or more compounds selected from the group consisting of formulae IIE-2, IIE-8, IIE-10, IIE-16, IIE-18, IIE-37, IIE-38, IIE-39 and IIE-40.
[0140] Preferably, the LC medium comprises one or more compounds of the formula IIE-2 selected from the following sub-formulae:
##STR00097##
[0141] Preferably, the LC medium comprises one or more compounds of the formula IIE-10 selected from the following sub-formulae:
##STR00098##
[0142] In another preferred embodiment the LC medium comprises one or more compounds of the formula IIF selected from the group consisting of the following formulae,
##STR00099##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain or branched alkyl radical having 1-6 C atoms.
[0143] Preferably, the LC medium comprises one or more compounds of the formula IIF-2 selected from the following sub-formulae:
##STR00100##
[0144] Particularly preferred LC media according to the invention comprise one or more compounds selected from the formulae IIA-2, IIA-8, IIA-10, IIA-16, II-18, IIA-40, IIA-41, IIA-42, IIA-43, IIA-67, IIA-69, IIA-81, IIB-2, IIB-10, IIB-16, IIC-1, and IID-1, IID-4, IID-12, IID-19, IIE-2, IIE-8, IIE-10, IIE-16, IIE-18, IIE-37, IIE-38, IIE-39, IIE-40, and IIF-2 or their subformulae.
[0145] The proportion of compounds of the formulae IIA and/or IIB in the mixture as a whole is preferably at least 20% by weight.
[0146] Preferably the LC medium further comprises one or more compounds of formula IIIA:
##STR00101##
in which R.sup.31, R.sup.32, A.sup.3, Z.sup.3, L.sup.31, L.sup.32, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, and n have the meanings given above for formula III.
[0147] In a preferred embodiment of the present invention the LC medium comprises one or more compounds of the formula IIIA-1:
##STR00102##
in which the occurring groups have the same meanings as given under formula IIIA above and preferably [0148] R.sup.31 and R.sup.32 each, independently of one another, an alkyl, alkenyl or alkoxy radical having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or both of them denote an alkoxy radical, or cyclic alkyl having 3 to 6 C atoms, and [0149] L.sup.31 and L.sup.32 each, independently of one another, denote F or Cl, preferably both denote F.
[0150] In another preferred embodiment the LC medium comprises one or more compounds of the formula IIIA-1 selected from the group of compounds of formulae IIIA-1-1 to IIIA-1-20, preferably of formulae IIIA-1-8 and IIIA-1-18,
##STR00103## ##STR00104## ##STR00105##
in which alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, or, or cyclic alkyl having 3 to 6 C atoms, alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms, alkoxy and alkoxy* each, independently of one another, denote a straight-chain alkoxy radical having 1-6 C atoms, and L.sup.31 and L.sup.32 each, independently of one another, denote F or Cl, preferably both F.
[0151] Preferably, the LC medium comprises one or more compounds of the formula IIIA-1-8 selected from the following sub-formulae:
##STR00106##
[0152] Preferably, the LC medium comprises one or more compounds of the formula IIIA-1-18 selected from the following sub-formulae:
##STR00107##
[0153] In another preferred embodiment of the present invention the LC medium comprises one or more compounds of the formula IIIA-2
##STR00108##
in which L.sup.31 and L.sup.32 have the same meanings as given under formula IIIA, (O) denotes O or a single bond, [0154] R.sup.33 denotes alkyl or alkenyl having up to 7 C atoms or a group Cy-C.sub.nH.sub.2n+1, [0155] m and n are, identically or differently, 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, very preferably 1, and [0156] Cy denotes a cycloaliphatic group having 3, 4 or 5 ring atoms, which is optionally substituted with alkyl or alkenyl each having up to 3 C atoms, or with halogen or CN, and preferably denotes cyclopropyl, cyclobutyl, cyclopentyl or cyclopentenyl.
[0157] The compounds of formula IIIA-2 are contained in the LC medium either alternatively or additionally to the compounds of formula III, preferably additionally.
[0158] Very preferred compounds of the formula IIIA-2 are the following,
##STR00109##
in which alkoxy denotes a straight-chain alkoxy radical having 1-6 C atoms.
[0159] In another preferred embodiment the LC medium comprises one or more compounds of the formula IIIA selected from the group of compounds of formulae IIIA-3 to IIIA-5,
##STR00110##
in which the occurring groups have the same meanings as given under formula III, and R.sup.31 preferably denotes straight-chain alkyl or cyclic alkyl and R.sup.32 preferably denotes alkoxy each having 1 to 7 C atoms.
[0160] In a preferred embodiment of the present invention the LC medium comprises one or more compounds of the formula IIIA-6:
##STR00111##
in which the occurring groups have the same meanings as given under formula III and preferably [0161] R.sup.31 and R.sup.32 each, independently of one another, an alkyl, alkenyl or alkoxy radical having up to 15 C atoms, preferably having 1 to 7 C atoms, more preferably one or both of them denote an alkoxy radical.
[0162] Very preferred compounds of formula IIIA-6 are selected from the group consisting of the following formulae,
##STR00112##
in which R.sup.32 denotes alkyl having 1 to 7 C-atoms, preferably ethyl, n-propyl or n-butyl, or alternatively cyclopropylmethyl, cyclobutylmethyl or cyclopentylmethyl or alternatively (CH.sub.2).sub.nF in which n is 2, 3, 4, or 5, preferably C.sub.2H.sub.4F.
[0163] In a preferred embodiment of the present invention the LC medium comprises at least one compound of the formula I, at least one compound of the formula III and at least one compound of the formula IIIA.
[0164] In a preferred embodiment, the LC medium comprises one or more compounds of the formula IV,
##STR00113##
in which [0165] R.sup.41 denotes an unsubstituted alkyl radical having 1 to 7 C atoms where, in addition, one or more CH.sub.2 groups may be replaced by
##STR00114## or an unsubstituted alkenyl radical having 2 to 7 C atoms, preferably an n-alkyl radical, particularly preferably having 2, 3, 4 or 5 C atoms, and [0166] R.sup.42 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or cyclic alkyl having 3 to 6 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms, both preferably having 2 to 5 C atoms, an unsubstituted alkenyl radical having 2 to 7 C atoms, preferably having 2, 3 or 4 C atoms, more preferably a vinyl radical or a 1-propenyl radical and in particular a vinyl radical.
[0167] The compounds of the formula IV are preferably selected from the group of the compounds of the formulae IV-1 to IV-4,
##STR00115##
in which [0168] alkyl and alkyl*, independently of one another, denote alkyl radical having 1 to 7 C atoms, preferably having 2 to 5 C atoms, [0169] alkenyl denotes an alkenyl radical having 2 to 5 C atoms, preferably having 2 to 4 C atoms, particularly preferably 2 C atoms, [0170] alkenyl* denotes an alkenyl radical having 2 to 5 C atoms, preferably having 2 to 4 C atoms, particularly preferably having 2 to 3 C atoms, and [0171] alkoxy denotes alkoxy having 1 to 5 C atoms, preferably having 2 to 4 C atoms.
[0172] Preferably, the LC medium comprises one or more compounds selected from the compounds of the formulae IV-1-1 to IV-1-14:
##STR00116## ##STR00117##
in which alkyl denotes methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, or n-pentyl.
[0173] Very preferably, the LC medium according to the invention comprises one or more compounds of the formulae IV-2-1 and/or IV-2-2
##STR00118##
[0174] Very preferably, the LC medium according to the invention comprises a compound of formula IV-3, in particular selected from the compounds of the formulae IV-3-1 to IV-3-9:
##STR00119##
[0175] The LC medium according to the invention preferably comprises one or more compounds CC-n-V and/or CC-n-Vm, in particular CC-3-V, CC-4-V, CC-3-V1 and/or CC-4-V1, preferably in a total concentration in the range of from 15 to 70%, preferably from 25 to 55%, very preferably from 30 to 50%. CC-3-V is preferably used in concentrations of 5-60%, in particular 10-55%.
[0176] In another preferred embodiment, the LC medium according to the invention comprises one or more compounds of formula IV-3 selected from the compounds of the formulae IV-3-10 to IV-3-25:
##STR00120## ##STR00121##
[0177] Very preferably, the LC medium according to the invention comprises a compound of formula IV-4, in particular selected from the compounds of the following formulae:
##STR00122##
[0178] In another preferred embodiment the LC medium comprises one or more compounds of formula IV-4 and its subformulae in which one or both of [0179] alkenyl and alkenyl denote
##STR00123## in which [0180] m is 0, 1 or 2, and n is 0, 1 or 2, very preferably selected from compounds of formulae IV-4-3 to IV-4-6.
[0181] Very preferably, the LC medium according to the invention comprises one or more compounds of the formula IV-1 or its subformulae and/or one or more compounds of the formula IV-3 or its subformulae and/or one or more compounds of the formula IV-4 or its subformulae, where the total concentration of these compounds of the formula IV-1 is in the range from 1% to 30%.
[0182] The LC medium according to the invention preferably additionally comprises one or more compounds of the formula IVa,
##STR00124##
in which [0183] R.sup.41 and R.sup.42 each, independently of one another, denote a straight-chain alkyl, alkoxy, alkenyl, alkoxyalkyl or alkoxy radical having up to 12 C atoms, or cyclic alkyl having 3 to 6 C atoms,
##STR00125## [0184] Z.sup.4 denotes a single bond, CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, C.sub.4H.sub.8 or CFCF.
[0185] Preferred compounds of the formula IVa are indicated below:
##STR00126## [0186] in which alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1 to 6 C atoms.
[0187] The LC medium according to the invention preferably comprises at least one compound of the formula IVa-1 and/or formula IVa-2.
[0188] The proportion of compounds of the formula IVa in the mixture as a whole is preferably at least 5% by weight.
[0189] Preferably, the LC medium comprises one or more compounds of formula IVb-1 to IVb-3
##STR00127##
in which [0190] alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, preferably alkyl denotes methyl, and [0191] alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2 to 6 C atoms.
[0192] The proportion of the compounds of the formulae IV-1 to IV-3 in the mixture as a whole is preferably at least 3% by weight, in particular 5% by weight.
[0193] Of the compounds of the formulae IVa-1 to IVa-4, the compounds of the formula IVa-2 are particularly preferred.
[0194] Of the compounds of the formulae IVb-1 to IVb-3, the compounds of the formula IVb-2 are particularly preferred.
[0195] Particularly preferred compounds of the formulae IV-1 to IV-3 are selected from the group consisting of the following formulae
##STR00128##
in which alkyl* denotes an alkyl radical having 1 to 6 C atoms and preferably denotes n-propyl.
[0196] The LC medium according to the invention particularly preferably comprises one or more compounds of the formulae IVb-1-1, IVb-2-3 and/or IVb-2-4.
[0197] In another preferred embodiment, the LC medium according to the invention comprises one or more compounds of formula V
##STR00129##
in which [0198] R.sup.51 and R.sup.52 independently of one another, denote H, an alkyl, alkoxy or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by F, Cl, CN or CF.sub.3 or at least monosubstituted by halogen, where, in addition, one or more CH.sub.2 groups in these radicals may be replaced by O, S, CC, CF.sub.2O, OCF.sub.2, OCO, OCO
##STR00130## [0199] in such a way that O atoms are not linked directly to one another, and preferably denote alkyl having 1 to 7 C atoms, preferably n-alkyl, particularly preferably n-alkyl having 1 to 5 C atoms, alkoxy having 1 to 6 C atoms, preferably n-alkoxy, particularly preferably n-alkoxy having 2 to 5 C atoms, alkoxyalkyl, alkenyl or alkenyloxy having 2 to 7 C atoms, preferably having 2 to 4 C atoms, preferably alkenyloxy,
##STR00131## identically or differently, denote
##STR00132##
in which
##STR00133## [0200] Z.sup.51, Z.sup.52 each, independently of one another, denote CH.sub.2CH.sub.2, CH.sub.2O, CHCH, CC, COO or a single bond, preferably CH.sub.2CH.sub.2, CH.sub.2O or a single bond and particularly preferably a single bond, and [0201] n is 1 or 2,
wherein one or more compounds of formula V are different from formula I.
[0202] The compounds of formula V are preferably selected from the compounds of the formulae V-1 to V-16:
##STR00134## ##STR00135##
in which R.sup.51 and R.sup.52 have the meanings as indicated above, [0203] R.sup.51 and R.sup.52 preferably each, independently of one another, denote straight-chain alkyl or alkenyl.
[0204] Preferred LC media comprise one or more compounds of the formulae V-1, V-3, V-4, V-6, V-9, V-10, V-11, V-13, V-14, and/or V-15.
[0205] LC media according to the invention very particularly preferably comprise the compounds of the formula V-9 and/or IV-1, in particular in amounts of 5 to 30%.
[0206] Preferred compounds of the formulae V-9 are indicated below:
##STR00136##
[0207] The LC medium according to the invention particularly preferably comprises the tricyclic compounds of the formula V-9a and/or of the formula V-9b in combination with one or more bicyclic compounds of the formulae IV-1 The total proportion of the compounds of the formulae V-9a and/or V-9b in combination with one or more compounds selected from the bicyclohexyl compounds of the formula IV-1 is 5 to 40%, very particularly preferably 15 to 35%.
[0208] Particularly preferred LC media comprise the compounds V-9a and/or IV-1-1
##STR00137##
[0209] The compounds V-9a and IV-1-1 are preferably present in the mixture in a concentration of 5 to 30%, very preferably 10 to 25%, based on the mixture as a whole.
[0210] Preferred LC media comprise at least one compound selected from the group of the compounds
##STR00138##
in which R.sup.41, R.sup.42, R.sup.51 and R.sup.52 have the meanings as indicated above. Preferably in the compounds V-6, I and IV, R.sup.41 and R.sup.51 denotes alkyl or alkenyl having 1 to 6 or 2 to 6 C atoms, respectively, and R.sup.42 and R.sup.52 denotes alkenyl having 2 to 6 C atoms. Preferably in the compounds V-13, R.sup.51 denotes alkyl or alkenyl having 1 to 6 or 2 to 6 C atoms and R.sup.52 denotes alkyl having 1 to 6 C atoms.
[0211] In a preferred embodiment of the present invention the LC medium additionally comprises one or more compounds of the formulae VI-1 to VI-24,
##STR00139## ##STR00140##
in which [0212] R.sup.61 denotes a straight-chain alkyl or alkoxy radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, (O) denotes O or a single bond, X denotes F, Cl, OCF.sub.3 or OCHF.sub.2, L.sup.x denotes H or F, m is 0, 1, 2, 3, 4, 5 or 6 and n is 0, 1, 2, 3 or 4.
[0213] R.sup.61 preferably denotes methyl, ethyl, propyl, butyl, pentyl, hexyl, methoxy, ethoxy, propoxy, butoxy, pentoxy.
[0214] X preferably denotes F or OCH.sub.3, very preferably F.
[0215] The LC medium according to the invention preferably comprises the terphenyls of the formulae VI-1 to VI-24 in amounts of 2 to 30% by weight, in particular 5 to 20% by weight.
[0216] Particular preference is given to compounds of the formulae VI-1, VI-3, VI-19, VI-20, and VI-21 wherein X denotes F. In these compounds, R.sup.61 preferably denotes alkyl, furthermore alkoxy, each having 1 to 5 C atoms. In the compounds of the formula VI-19, R.sup.61 preferably denotes alkyl or alkenyl, in particular alkyl. In the compounds of the formula VI-20, R.sup.61 preferably denotes alkyl. In the compounds of the formulae VI-21 to VI-24, X preferably denotes F.
[0217] The terphenyls of formula VI-1 to VI-24 are preferably employed in the LC media according to the invention if the n value of the mixture is to be >0.1. Preferred LC media comprise 2 to 20% by weight of one or more terphenyl compounds selected from the group of the compounds of formulae VI-1 to VI-24.
[0218] In another preferred embodiment of the present invention the LC medium additionally comprises one or more compounds of the formulae VII-1 to VII-9
##STR00141##
in which [0219] R.sup.71 each, independently of one another, have one of the meanings indicated for R.sup.21 in formula IIA, and [0220] w and x each, independently of one another, denote 1 to 6.
[0221] Particular preference is given to LC media comprising at least one compound of the formula VII-9.
[0222] LC medium comprising one or more substances which contain a tetrahydronaphthyl or naphthyl unit, such as, for example, the compounds of the formulae N-1 to N-5,
##STR00142## [0223] in which R.sup.N1 and R.sup.N2 each, independently of one another, have the meanings indicated for R.sup.21, preferably denote straight-chain alkyl, straight-chain alkoxy or straight-chain alkenyl, and [0224] Z.sup.N1 and Z.sup.N2 each, independently of one another, denote C.sub.2H.sub.4, CHCH, (CH.sub.2).sub.4, (CH.sub.2).sub.30, O(CH.sub.2).sub.3, CHCHCH.sub.2CH.sub.2, CH.sub.2CH.sub.2CHCH, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CFCH, CHCF, CF.sub.2O, OCF.sub.2, CH.sub.2 or a single bond. [0225] LC medium comprising one or more compounds selected from the group of the difluorodibenzochroman compounds of the formula BC, chromans of the formula CR, and fluorinated phenanthrenes of the formulae PH-1 and PH-2,
##STR00143## [0226] in which [0227] R.sup.81 and R.sup.82 each, independently of one another, have the meaning of R.sup.21, R.sup.81 and R.sup.82 preferably, independently of one another, denote alkyl or alkoxy having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, [0228] c is 0, 1 or 2, and [0229] Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, each, independently of one another, denote H, F, Cl, CF.sub.3, CHF.sub.2, CH.sub.3 or OCH.sub.3. [0230] The LC medium according to the invention preferably comprises the compounds of the formulae BC, CR, PH-1, PH-2 in amounts of 3 to 20% by weight, in particular in amounts of 3 to 15% by weight. [0231] Particularly preferred compounds of the formulae BC and CR are the compounds BC-1 to BC-7 and CR-1 to CR-5,
##STR00144## ##STR00145## [0232] in which [0233] alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, and [0234] alkenyl and [0235] alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2 to 6 C atoms. [0236] Particularly preferred compounds of the formula BC the compounds B(A)-2O-O2,
##STR00146## [0237] Particularly preferred compounds of the formula PH-1 the compounds B(P)-2O-O3 and B(P)-A2OO4,
##STR00147## ##STR00148##
[0238] LC medium comprising one or more indane compounds of the formula In,
##STR00149## [0239] in which [0240] R.sup.91, R.sup.92 [0241] R.sup.93 each, independently of one another, denote a straight-chain alkyl, alkoxy, alkoxyalkyl or alkenyl radical having 1 to 6 C atoms, or cyclic alkyl having 3 to 6 C atoms, [0242] R.sup.92 and R.sup.93 may also denote halogen, preferably F,
##STR00150## [0243] i denotes 0, 1 or 2. [0244] Preferred compounds of the formula In are the compounds of the formulae In-1 to In-16 indicated below:
##STR00151## ##STR00152##
[0245] Particular preference is given to the compounds of the formulae In-1, In-2, In-3 and In-4. [0246] The compounds of the formula In and the sub-formulae In-1 to In-16 are preferably employed in the LC media according to the invention in concentrations 5% by weight, in particular 5 to 30% by weight and very particularly preferably 5 to 25% by weight.
[0247] LC medium comprising one or more compounds of the formulae L-1 to L-8,
##STR00153## [0248] in which [0249] R.sup.L1 and R.sup.L2 each, independently of one another, have the meanings indicated for R.sup.21 in formula IIA above, and alkyl denotes an alkyl radical having 1 to 6 C atoms. The parameter s denotes 1 or 2. [0250] The compounds of the formulae L-1 to L8 are preferably employed in concentrations of 5 to 15% by weight, in particular 5 to 12% by weight and very particularly preferably 8 to 10% by weight. [0251] LC medium comprising one or more quaterphenyl compounds selected from the following formula:
##STR00154## [0252] wherein [0253] R.sup.Q is alkyl, alkoxy, oxaalkyl or alkoxyalkyl having 1 to 9 C atoms or alkenyl or alkenyloxy having 2 to 9 C atoms, all of which are optionally fluorinated, [0254] X.sup.Q is F, Cl, halogenated alkyl or alkoxy having 1 to 6 C atoms or halogenated alkenyl or alkenyloxy having 2 to 6 C atoms, [0255] L.sup.Q1 to L.sup.Q6 independently of each other are H or F, with at least one of L.sup.Q1 to L.sup.Q6 being F. [0256] Preferred compounds of formula Q are those wherein R.sup.Q denotes straight-chain alkyl with 2 to 6 C-atoms, very preferably ethyl, n-propyl or n-butyl. [0257] Preferred compounds of formula Q are those wherein L.sup.Q3 and L.sup.Q4 are F. Further preferred compounds of formula Q are those wherein L.sup.Q3, L.sup.Q4 and one or two of L.sup.Q1 and L.sup.Q2 are F. [0258] Preferred compounds of formula Q are those wherein X.sup.Q denotes F or OCF.sub.3, very preferably F. [0259] The compounds of formula Q are preferably selected from the following subformulae
##STR00155## [0260] wherein R.sup.Q has one of the meanings of formula Q or one of its preferred meanings given above and below, and is preferably ethyl, n-propyl or n-butyl. [0261] Especially preferred are compounds of formula Q1, in particular those wherein R.sup.Q is n-propyl. [0262] Preferably the proportion of compounds of formula Q in the LC medium is from >0 to 5% by weight, very preferably from 0.05 to 2% by weight, more preferably from 0.1 to 1% by weight, most preferably from 0.1 to 0.8% by weight. [0263] Preferably the LC medium contains 1 to 5, preferably 1 or 2 compounds of formula Q. [0264] The addition of quaterphenyl compounds of formula Q to the LC mixture of a poymerizable LC medium enables to reduce ODF mura, whilst maintaining high UV absorption, enabling quick and complete polymerization, enabling strong and quick tilt angle generation, and increasing the UV stability of the LC medium. [0265] Besides, the addition of compounds of formula Q, which have positive dielectric anisotropy, to the LC medium with negative dielectric anisotropy allows a better control of the values of the dielectric constants .sub. and .sub., and in particular enables to achieve a high value of the dielectric constant .sub. while keeping the dielectric anisotropy constant, thereby reducing the kick-back voltage and reducing image sticking.
[0266] The LC medium according to the invention preferably comprises [0267] one or more compounds of formula I or its subformulae, preferably of formula Ib, preferably in a proportion from 1 to 15%, very preferably from 2 to 12%, most preferably from 3 to 10% by weight;
and/or [0268] one or more compounds of formula III, or its subformulae, preferably of formula III-1 and/or 111-6, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%;
and/or [0269] one or more compounds of formula BC, or its subformulae, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%;
and/or [0270] one or more compounds of formula PH-1, or its subformulae, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%;
and/or [0271] one or more compounds of formula 1l, or its subformulae, preferably of formula IIA and/or IIB, and/or IID, preferably in a total concentration in the range of from 25 to 65%, more preferably from 30 to 60%, particularly preferably from 35 to 55%;
and/or [0272] one or more compounds of formula IV, or its subformulae, preferably of formula IV-1, IV-3, and IVa-2, preferably in a total concentration in the range of 25 to 60%, more preferably 30 to 55%, particularly preferably 35 to 50%;
and/or [0273] one or more compounds of formula V, or its subformulae, preferably of formula V-9, preferably in a total concentration in the range of 0.1 to 30%, more preferably 0.25 to 25%, particularly preferably 0.5 to 20%;
[0274] Further preferred embodiments are listed below, where the acronyms used are explained in Table B, wherein n and m are, independently of one another, each an integer from 1 to 7: [0275] one or more compounds CCC-n-V, in particular CCC-3-V, preferably in a total concentration in the range of from 1 to 15%, preferably from 2 to 12%, very preferably from 3 to 10%, based on the mixture as a whole;
and/or [0276] one or more compounds B(S)-nO-Om and/or COB(S)-n-Om, in particular B(S)-2O-O4, B(S)-2O-O5, B(S)-2O-O6, and/or COB(S)-2-O4, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%, based on the mixture as a whole;
and/or [0277] one or more compounds B(P)-nO-Om, in particular B(P)-2O-O3, and/or B(P)-2O-O4, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%, based on the mixture as a whole;
and/or [0278] one or more compounds B(A)-nO-Om, in particular B(P)-2O-O2, preferably in a total concentration in the range of from 0.1 to 30%, more preferably from 1 to 20%, very preferably from 1 to 18%, based on the mixture as a whole;
and/or [0279] one or more compounds Y-nO-Om, CY-n-Om, CPY-n-Om, CCY-n-Om, CCY-Vn-Om, CLY-n-Om, CLOY-n-Om, and/or CAIY-n-Om, in particular Y-4O-O4, CY-3-O2, CPY-3-O2, CCY-3-O2, CCY-5-O2, CLY-3-O2, CLY-3-O3, CLY-4-O2, CLY-5-O2, CLOY-3-O2 and/or CAIY-3-O2, preferably in a total concentration in the range of from 25 to 65%, more preferably from 30 to 60%, based on the mixture as a whole;
and/or [0280] one or more compounds CC-n-m, CC-n-V, CC-n-Vm, and/or CP-n-Om, preferably CC-3-4, CC-3-5, CC-3-V, CC-3-V1, CC-4-V1, and/or CP-3-O2, preferably in a total concentration in the range of from 25 to 60%, more preferably from 30 to 55%, particularly preferably from 35 to 50%, based on the mixture as a whole;
and/or [0281] one or more compounds CY-n-Om, in particular CY-3-O4, CY-5-04 and/or CY-3-02, preferably in a total concentration in the range of from 5% to 30%, preferably 10% to 20%, based on the mixture as a whole;
and/or [0282] one or more compounds PY-n-Om, and/or PY-nO-Om, in particular PY-1-O2, PY-2-02 and/or PY-3-O2, preferably in a total concentration in the range of from 5% to 40%, preferably 10% to 30%, based on the mixture as a whole;
and/or [0283] one or more compounds CPY-n-Om, and/or CPY-Vn-m, in particular CPY-2-O2, CPY-3-O2 and/or CPY-5-O2, preferably in concentrations >5%, in particular 7% to 20%, based on the mixture as a whole,
and/or [0284] one or more compounds CCY-n-Om, preferably CCY-4-O2, CCY-3-O2, CCY-3-O3, CCY-3-O1 and/or CCY-5-O2, preferably in concentrations >3%, in particular 5 to 15%, based on the mixture as a whole;
and/or [0285] one or more compounds CPY-n-Om and CY-n-Om, preferably in concentrations of 10 to 80%, based on the mixture as a whole,
and/or [0286] one or more compounds CPY-n-Om and PY-n-Om, preferably CPY-2-O2 and/or CPY-3-O2 and PY-3-O2 or PY-1-O2, preferably in concentrations of 5 to 20%, more preferably 10 to 15% to based on the mixture as a whole,
and/or [0287] one or more compound(s) selected from the group consisting of CCH-13, CCH-23, CCH-34, CCH-35, CCH-301 and CCH-303, preferably in a total concentration of 3 to 40%, preferably 3 to 25% based on the mixture as a whole,
and/or [0288] one or more compounds selected from the group consisting of CC-2-V1, CC-3-V1, CC-3-V2, CC-4-V1, CC-3-V, CC-4-V and CC-5-V, preferably in a total concentration of 3 to 40%, more preferably from 5% to 30% based on the mixture as a whole,
and/or [0289] one or more compound(s) CCP-n-m and/or CCP-Vn-m and/or CPP-n-m, preferably selected from the group consisting of CCP-3-1, CCPV-1, CCP-V2-1 and CPP-3-2, preferably in a total concentration of 4 to 35%, preferably 5 to 25% based on the mixture as a whole,
and/or [0290] one or more compound(s) CLP-n-m, CLP-n-Om and/or CLP-Vn-m, preferably selected from the group consisting of CLP-3-1, CLP-3-2, CLP-3-01, CLP-3-O2 and CLP-V-1, preferably in a total concentration of 1 to 25%, preferably 2 to 15% based on the mixture as a whole,
and/or [0291] one or more compounds selected from the group consisting of PYP-n-m, PGIY-n-Om and PGP-n-2V, preferably in a total concentration of 2 to 20%, more preferably 2% to 15%, most preferably 2 to 10%, based on the mixture as a whole,
and/or [0292] one or more compound(s) PP-n-m and/or PP-n-nVm, preferably selected from the group consisting of PP-1-3, PP-1-4, PP-1-5, PP-1-2V and PP-1-2V1, preferably in a total concentration of 1 to 15%, preferably 2 to 10% based on the mixture as a whole,
and/or [0293] the compound PPGU-3-F, preferably in a concentration of 0.1% to 3% based on the mixture as a whole.
[0294] It is advantageous for the liquid-crystalline medium according to the invention to preferably have a nematic phase from 20 C. to 70 C., particularly preferably from 30 C. to 80 C., very particularly preferably from 40 C. to 90 C.
[0295] The LC medium according to the invention has a clearing temperature of 70 C. or more, preferably of 95 C. or more, e.g., from 95 C. to 125 C.
[0296] The expression have a nematic phase here means on the one hand that no smectic phase and no crystallisation are observed at low temperatures at the corresponding temperature and on the other hand that clearing still does not occur on heating from the nematic phase. The investigation at low temperatures is carried out in a flow viscometer at the corresponding temperature and checked by storage in test cells having a layer thickness corresponding to the electro-optical use for at least 100 hours. If the storage stability at a temperature of 20 C. in a corresponding test cell is 1000 h or more, the LC medium is referred to as stable at this temperature. At temperatures of 30 C. and 40 C., the corresponding times are 500 h and 250 h respectively. At high temperatures, the clearing point is measured by conventional methods in capillaries.
[0297] The liquid-crystal mixture preferably has a nematic phase range of at least 60 K and a flow viscosity v.sub.20 of at most 30 mm.sup.2-s.sup.1 at 20 C.
[0298] The mixture is nematic at a temperature of 20 C. or less, preferably at 30 C. or less, very preferably at 40 C. or less.
[0299] The values of the birefringence n in the liquid-crystal mixture are generally between 0.07 and 0.16, preferably between 0.08 and 0.15, very preferably between 0.09 and 0.14. In a preferred embodiment of the present invention, the LC medium has a birefringence in the range of from 0.075 to 0.110, preferably from 0.080 to 0.108, in particular from 0.082 to 0.105.
[0300] The liquid-crystal mixture according to the invention has a dielectric anisotropy of 1.5 to 8.0, preferably of 3.0 to 6.9.
[0301] The rotational viscosity .sub.1 at 20 C. is preferably 245 mPa.Math.s, in particular 240 mPa.Math.s. In a preferred embodiment, the rotational viscosity .sub.1 at 20 C. is 235 mPa.Math.s, in particular 230 mPa.Math.s.
[0302] The liquid-crystal media according to the invention have relatively low values for the threshold voltage (V.sub.0). They are preferably in the range from 1.7 V to 3.0 V, particularly preferably 2.7 V and very particularly preferably 2.5 V.
[0303] For the present invention, the term threshold voltage relates to the capacitive threshold (V.sub.0), also called the Freedericks threshold, unless explicitly indicated otherwise.
[0304] In addition, the liquid-crystal media according to the invention have high values for the voltage holding ratio in liquid-crystal cells.
[0305] In general, liquid-crystal media having a low addressing voltage or threshold voltage exhibit a lower voltage holding ratio than those having a higher addressing voltage or threshold voltage and vice versa.
[0306] For the present invention, the term dielectrically positive compounds denotes compounds having a >1.5, the term dielectrically neutral compounds denotes those having 1.51.5 and the term dielectrically negative compounds denotes those having <1.5. The dielectric anisotropy of the compounds is determined here by dissolving 10% of the compounds in a liquid-crystalline host and determining the capacitance of the resultant mixture in at least one test cell in each case having a layer thickness of 20 m with homeotropic and with homogeneous surface alignment at 1 kHz. The measurement voltage is typically 0.5 V to 1.0 V, but is always lower than the capacitive threshold of the respective liquid-crystal mixture investigated.
[0307] All temperature values indicated for the present invention are in C.
[0308] The LC media according to the invention are suitable for all FFS (fringe field switching) and UB-FFS (Ultra Brightness FFS) applications having negative . The LC media according to the invention are further suitable for all VA-TFT (vertical alignment-thin film transistor) applications, such as, for example, VAN (vertically aligned nematic), MVA (multidomain VA), (S)-PVA (super patterned VA), ASV (advanced super view, or axially symmetric VA), PSA (polymer sustained VA) and PS-VA (polymer stabilised VA). They are furthermore suitable for IPS (in-plane switching) applications having negative .
[0309] The nematic LC media in the displays according to the invention generally comprise two components A and B, which themselves consist of one or more individual compounds.
[0310] Component A has significantly negative dielectric anisotropy and gives the nematic phase a dielectric anisotropy of 0.5.
[0311] The proportion of component A is preferably between 45 and 100%, in particular between 60 and 85%.
[0312] For component A, one (or more) individual compound(s) which has (have) a value of 1.5 is (are) preferably selected. This value must be more negative, the smaller the proportion A in the mixture as a whole.
[0313] Component B are dielectrically neutral compounds which has 1.51.5. Furthermore, component B has pronounced nematogeneity and a flow viscosity of not greater than 30 mm.sup.2.Math.s.sup.1, preferably not greater than 25 mm.sup.2.Math.s.sup.1, at 20 C.
[0314] A multiplicity of suitable materials is known to the person skilled in the art from the literature.
[0315] Particularly preferred individual compounds in component B are extremely low-viscosity nematic liquid crystals having a flow viscosity of not greater than 18 mm.sup.2.Math.s.sup.1, preferably not greater than 12 mm.sup.2.Math.s.sup.1, at 20 C.
[0316] Component B is monotropically or enantiotropically nematic, has no smectic phases and is able to prevent the occurrence of smectic phases down to very low temperatures in LC media. For example, if various materials of high nematogeneity are added to a smectic liquid-crystal mixture, the nematogeneity of these materials can be compared through the degree of suppression of smectic phases that is achieved.
[0317] The mixture may optionally also comprise a component C, comprising compounds having a dielectric anisotropy of 1.5. These so-called positive compounds are generally present in a mixture of negative dielectric anisotropy in amounts of 20% by weight, based on the mixture as a whole.
[0318] Besides compounds of the formula I, and compounds of the formula III and the compounds of the formulae IIA, IIB and/or IID, other constituents may also be present, for example in an amount of up to 45% of the mixture as a whole, but preferably up to 35%, in particular up to 10%.
[0319] The other constituents are preferably selected from nematic or nematogenic substances, in particular known substances, from the classes of the azoxybenzenes, benzylideneanilines, biphenyls, terphenyls, phenyl or cyclohexyl benzoates, phenyl or cyclohexyl cyclohexanecarboxylates, phenylcyclohexanes, cyclohexylbiphenyls, cyclohexylcyclohexanes, cyclohexylnaphthalenes, 1,4-biscyclohexylbiphenyls or cyclohexylpyrimidines, phenyl- or cyclohexyldioxanes, optionally halogenated stilbenes, benzyl phenyl ethers, tolanes and substituted cinnamic acid esters.
[0320] The most important compounds which are suitable as constituents of liquid-crystal phases of this type can be characterised by the formula R
R.sup.R1-L-G-E-R.sup.R2R
in which L and E each denote a carbo- or heterocyclic ring system from the group formed by 1,4-disubstituted benzene and cyclohexane rings, 4,4-disubstituted biphenyl, phenylcyclohexane and cyclohexylcyclohexane systems, 2,5-disubstituted pyrimidine and 1,3-dioxane rings, 2,6-disubstituted naphthalene, di- and tetrahydronaphthalene, quinazoline and tetrahydroquinazoline,
[0321] G denotes CHCH N(O)N [0322] CHCQ- CHN(O) [0323] CC CH.sub.2CH.sub.2 [0324] COO CH.sub.2O [0325] COS CH.sub.2S [0326] CHN COO-Phe-COO [0327] CF.sub.2O CFCF [0328] OCF.sub.2 OCH.sub.2 [0329] (CH.sub.2).sub.4 (CH.sub.2).sub.3O
or a CC single bond, Q denotes halogen, preferably chlorine, or CN, and R.sup.R1 and R.sup.R2 each denote alkyl, alkenyl, alkoxy, alkoxyalkyl or alkoxycarbonyloxy having up to 18, preferably up to 8, carbon atoms, or one of these radicals alternatively denotes CN, NC, NO.sub.2, NCS, CF.sub.3, SF.sub.5, OCF.sub.3, F, Cl or Br.
[0330] In most of these compounds, R.sup.R1 and R.sup.R2 are different from one another, one of these radicals usually being an alkyl or alkoxy group. Other variants of the proposed substituents are also common. Many such substances or also mixtures thereof are commercially available. All these substances can be prepared by methods known from the literature.
[0331] It goes without saying for the person skilled in the art that the VA, IPS or FFS mixture according to the invention may also comprise compounds in which, for example, H, N, O, C and F have been replaced by the corresponding isotopes.
[0332] The LC medium has preferably a nematic LC phase.
[0333] In a preferred embodiment the LC media contain one or more chiral dopants, preferably in a concentration from 0.01 to 1% by weight, very preferably from 0.05 to 0.5% by weight. The chiral dopants are preferably selected from the group consisting of compounds from Table C below, very preferably from the group consisting of R- or S-1011, R- or S-2011, R- or S-3011, R- or S-4011, and R- or S-5011.
[0334] In another preferred embodiment the LC media contain a racemate of one or more chiral dopants, which are preferably selected from the chiral dopants mentioned in the previous paragraph.
[0335] In another preferred embodiment of the present invention the LC media contain one or more further stabilisers.
[0336] Preferred stabilisers are selected from the compounds of formula H
##STR00156##
in which [0337] Ar denotes an aromatic or heteroaromatic hydrocarbon group having 4 to 40 C atoms, preferably 6 to 30 C atoms; [0338] Sp denotes a spacer group; [0339] R.sup.S denotes H, alkyl having 1 to 12 C atoms or alkenyl having 2 to 12 C atoms; [0340] Z.sup.S denotes O, C(O)O, (CH.sub.2).sub.z or (CH.sub.2).sub.zO, or a single bond; [0341] HA denotes
##STR00157## [0342] R.sup.H denotes H, O.sup., CH.sub.3, OH or OR.sup.S, preferably H or O.sup.; [0343] R.sup.S1, R.sup.S2, R.sup.S3 and R.sup.S4, identically or differently, denote alkyl having 1 to 6 C atoms, preferably having 1 to 3 C atoms, very preferably CH.sub.3; [0344] G denotes H or R.sup.S or a group Z.sup.S-HA; [0345] z is an integer from 1 to 6; and [0346] q is 3 or 4.
[0347] The compounds of formula H are described in EP3354710 A1 and EP3354709 A1.
[0348] Preferred compounds of formula H are selected from the formulae H-1, H-2 and H-3:
##STR00158##
in which R.sup.H has the meanings given above and preferably denotes H or O.sup., and n is an integer from 0 to 12, preferably 5, 6, 7, 8 or 9, very preferably 7, and Sp denotes a spacer group, preferably alkylene having 1 to 12 C atoms in which one or more non-adjacent CH.sub.2 groups may be replaced with O.
[0349] Preferred compounds of formula H-1 are those of formula H-1-1:
##STR00159##
in which R.sup.H has the meanings given above and preferably denotes H or O.sup., and n is an integer from 0 to 12, preferably 5, 6, 7, 8 or 9, very preferably 7.
[0350] Very preferred compounds of formula H-1-1 are those of formula H-1-1-1:
##STR00160##
[0351] Preferred compounds of formula H-2 are those of formula H-2-1:
##STR00161##
in which R.sup.H has the meanings given above and preferably denotes H or O.sup., and n2, on each occurrence identically or differently, preferably identically, is an integer from 1 to 12, preferably 2, 3, 4, 5, or 6, very preferably 3, and R.sup.S on each occurrence identically or differently, preferably identically, denotes alkyl having 1 to 6 C atoms, preferably n-butyl.
[0352] Very preferred compounds of formula H-2-1 are those of formula H-2-1-1:
##STR00162##
[0353] Preferred compounds of formula H-3 are selected from the formula H-3-1:
##STR00163##
in which Sp and R.sup.H have the meanings given above and R.sup.H preferably denotes H or O.sup., and n is an integer from 0 to 12, preferably 5, 6, 7, 8 or 9, very preferably 7.
[0354] Further preferred stabilisers are selected from the group consisting of the formulae ST-1 to ST-18:
##STR00164## ##STR00165## ##STR00166##
in which [0355] R.sup.ST denotes H, an alkyl or alkoxy radical having 1 to 15 C atoms, wherein, in addition, one or more CH.sub.2 groups may each be replaced, independently of one another, by CC, CF.sub.2O, OCF.sub.2, CHCH,
##STR00167## O, COO, OCO in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by halogen,
##STR00168## on each occurrence, identically or differently, denotes
##STR00169## [0356] Z.sup.ST each, independently of one another, denote COO, OCO, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, CH.sub.2, CH.sub.2CH.sub.2, (CH.sub.2).sub.4, CHCH, CH.sub.2O, C.sub.2F.sub.4, CH.sub.2CF.sub.2, CF.sub.2CH.sub.2, CFCF, CHCF, CFCH, CHCH, CC or a single bond, [0357] L.sup.1 and L.sup.2 each, independently of one another, denote F, Cl, CH.sub.3, CF.sub.3 or CHF.sub.2, [0358] p denotes 0, 1 or 2, [0359] q denotes 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.
[0360] Preferred compounds of formula ST are those selected from the formulae ST-3 and in particular:
##STR00170##
in which n=1, 2, 3, 4, 5, 6 or 7, preferably n=3
##STR00171##
in which n=1, 2, 3, 4, 5, 6 or 7, preferably n=3
##STR00172##
in which n=1, 2, 3, 4, 5, 6 or 7, preferably n=1 or 7
##STR00173##
in which q=8.
##STR00174##
[0361] In the compounds of the formula ST-2a, n preferably denotes 7.
[0362] Very preferred stabilisers are selected from the group of the compounds of the formulae ST-2a-1, ST-3a-1, ST-3a-2, ST-3b-1, ST-3b-2, ST-7, ST-8-1, ST-9-1 and ST-12:
##STR00175## ##STR00176##
[0363] In another preferred embodiment the LC medium comprises one or more stabilisers selected from Table D below.
[0364] Preferably the proportion of stabilisers in the LC medium is from 10 to 500 ppm, very preferably from 20 to 100 ppm.
[0365] The LC medium according to the present invention may additionally comprise one or more further components or additives, preferably selected from the list including but not limited to co-monomers, chiral dopants, polymerization initiators, inhibitors, stabilisers, surfactants, wetting agents, lubricating agents, dispersing agents, hydrophobing agents, adhesive agents, flow improvers, defoaming agents, deaerators, diluents, reactive diluents, auxiliaries, colourants, dyes, pigments and nanoparticles.
[0366] Furthermore, it is possible to add to the LC media, for example, 0 to 15% by weight of pleochroic dyes, furthermore nanoparticles, conductive salts, preferably ethyldimethyldodecylammonium 4-hexoxybenzoate, tetrabutylammonium tetraphenylborate or complex salts of crown ethers (cf., for example, Haller et al., Mol. Cryst. Liq. Cryst. 24, 249-258 (1973)), for improving the conductivity, or substances for modifying the dielectric anisotropy, the viscosity and/or the alignment of the nematic phases. Substances of this type are described, for example, in DE-A 22 09 127, 22 40 864, 23 21 632, 23 38 281, 24 50 088, 26 37 430 and 28 53 728.
[0367] The individual components of the above-listed preferred embodiments of the LC media according to the invention are either known or methods for the preparation thereof can readily be derived from the prior art by the person skilled in the relevant art, since they are based on standard methods described in the literature. Corresponding compounds of the formula CY are described, for example, in EP-A-0 364 538. Corresponding compounds of the formula ZK are described, for example, in DE-A-26 36 684 and DE-A-33 21 373.
[0368] The LC media which can be used in accordance with the invention are prepared in a manner conventional per se, for example by mixing one or more of the above-mentioned compounds with one or more polymerizable compounds as defined above, and optionally with further liquid-crystalline compounds and/or additives. In general, the desired amount of the components used in lesser amount is dissolved in the components making up the principal constituent, advantageously at elevated temperature. It is also possible to mix solutions of the components in an organic solvent, for example in acetone, chloroform or methanol, and to remove the solvent again, for example by distillation, after thorough mixing. The invention furthermore relates to the process for the preparation of the LC media according to the invention.
[0369] It goes without saying to the person skilled in the art that the LC media according to the invention may also comprise compounds in which, for example, H, N, O, Cl, F have been replaced by the corresponding isotopes like deuterium etc.
[0370] The following examples explain the present invention without restricting it. However, they show the person skilled in the art preferred mixture concepts with compounds preferably to be employed and the respective concentrations thereof and combinations thereof with one another. In addition, the examples illustrate which properties and property combinations are accessible.
[0371] For the present invention and in the following examples, the structures of the liquid-crystal compounds are indicated by means of acronyms. Unless stated otherwise, the transformation into chemical formulae is done in accordance with Tables A.1 to A.3 below. All radicals C.sub.nH.sub.2n+1, C.sub.mH.sub.2m+1 and C.sub.iH.sub.2i+1 or C.sub.nH.sub.2n, C.sub.mH.sub.2m and C.sub.iH.sub.2i are straight-chain alkyl radicals or alkylene radicals, in each case having n, m and l C atoms respectively. Preferably n, m and l are independently of each other 1, 2, 3, 4, 5, 6, or 7. Table A.1 shows the codes for the ring elements of the nuclei of the compound, Table A.2 lists the bridging units, and Table A.3 lists the meanings of the symbols for the left- and right-hand end groups of the molecules. The acronyms are composed of the codes for the ring elements with optional linking groups, followed by a first hyphen and the codes for the left-hand end group, and a second hyphen and the codes for the right-hand end group.
TABLE-US-00001 TABLE A.1 Ring elements C
TABLE-US-00002 TABLE A.2 Bridging units E CH.sub.2CH.sub.2 ZI OCO V CHCH XI CHCF T CC OI OCH.sub.2 W CF.sub.2CF.sub.2 QI OCF.sub.2 B CFCF Z COO X CFCH O CH.sub.2O Q CF.sub.2O
TABLE-US-00003 TABLE A.3 End groups On the left individually or in combination On the right individually or in combination -n- C.sub.nH.sub.2n+1- -n C.sub.nH.sub.2n+1 -nO- C.sub.nH.sub.2n+1O -On OC.sub.nH.sub.2n+1 -m C.sub.mH.sub.2m+1 -Om OC.sub.mH.sub.2m+1 -V- CH.sub.2CH -V CHCH.sub.2 -nV- C.sub.nH.sub.2n+1CHCH -nV C.sub.nH.sub.2nCHCH.sub.2 -Vn- CH.sub.2CHC.sub.nH.sub.2n -Vn CHCHC.sub.nH.sub.2n+1 -nVm- C.sub.nH.sub.2n+1CHCHC.sub.mH.sub.2m -nVm C.sub.nH.sub.2nCHCHC.sub.mH.sub.2m+1 -N- NC -N CN -S- SCN -S NCS -F- F -F F -CL- Cl -CL Cl -M- CFH.sub.2 -M CFH.sub.2 -D- CF.sub.2H -D CF.sub.2H -T- CF.sub.3 -T CF.sub.3 -MO- CFH.sub.2O -OM OCFH.sub.2 -DO- CF.sub.2HO -OD OCF.sub.2H -TO- CF.sub.3O -OT OCF.sub.3 -A- HCC -A CCH -nA- C.sub.nH.sub.2n+1CC -An CCC.sub.nH.sub.2n+1 -NA- NCCC -AN CCCN -(cn)-
in which n and m are each integers, and the three dots . . . are placeholders for other abbreviations from this table.
[0372] Table B shows illustrative structures of compounds together with their respective abbreviations.
TABLE-US-00004 TABLE B In Table B, n, m, k and l are, independently of one another, each an integer, preferably 1 to 9 preferably 1 to 7, k and l may also be 0 and are preferably 0 to 4, more preferably 0 or 2 and most preferably 2, n is preferably 1, 2, 3, 4 or 5 or, in the combination -nO-, n is preferably 1, 2, 3 or 4, very preferably 2 or 4, m is preferably 1, 2, 3, 4 or 5 or, in the combination -Om, m is preferably 1, 2, 3 or 4, more preferably 2 or 4. The combination -nVm preferably is 2V1. (O)C.sub.mH.sub.2m+1 means C.sub.mH.sub.2m+1 or OCH.sub.2m+1.
[0373] In a preferred embodiment of the present invention, the LC media according to the invention comprise one or more compounds selected from the group consisting of compounds from Table B.
TABLE-US-00005 TABLE C Table C shows possible chiral dopants which can be added to the LC media according to the invention.
[0374] The LC media preferably comprise 0 to 10% by weight, in particular 0.01 to 5% by weight, particularly preferably 0.1 to 3% by weight, of dopants. The LC media preferably comprise one or more dopants selected from the group consisting of compounds from Table C.
TABLE-US-00006 TABLE D Table D shows possible stabilisers which can be added to the LC media according to the invention. Therein n denotes an integer from 1 to 12, preferably 1, 2, 3, 4, 5, 6, 7 or 8, and terminal methyl groups are not shown.
[0375] The LC media preferably comprise 0 to 10% by weight, in particular 1 ppm to 5% by weight, particularly preferably 1 ppm to 1% by weight, of stabilisers. The LC media preferably comprise one or more stabilisers selected from the group consisting of compounds from Table D.
EXAMPLES
[0376] The following examples explain the present invention without restricting it. However, they show the person skilled in the art preferred mixture concepts with compounds preferably to be employed and the respective concentrations thereof and combinations thereof with one another. In addition, the examples illustrate which properties and property combinations are accessible.
[0377] In addition, the following abbreviations and symbols are used: [0378] V.sub.0 threshold voltage, capacitive [V] at 20 C., [0379] n.sub.e extraordinary refractive index at 20 C. and 589 nm, [0380] n.sub.o ordinary refractive index at 20 C. and 589 nm, [0381] n optical anisotropy at 20 C. and 589 nm, [0382] .sub. dielectric permittivity perpendicular to the director at 20 C. and 1 kHz, [0383] .sub. dielectric permittivity parallel to the director at 20 C. and 1 kHz, [0384] dielectric anisotropy at 20 C. and 1 kHz, [0385] cl.p., T(N,I) clearing point [ C.], [0386] .sub.1 rotational viscosity at 20 C. [mPa.Math.s], [0387] K.sub.1 elastic constant, splay deformation at 20 C. [pN], [0388] K.sub.2 elastic constant, twist deformation at 20 C. [pN], [0389] K.sub.3 elastic constant, bend deformation at 20 C. [pN] [0390] K.sub.av average elastic constant at 20 C. [pN] defined here as
[0393] Unless explicitly noted otherwise, all concentrations in the present application are quoted in percent by weight and relate to the corresponding mixture as a whole, comprising all solid or liquid-crystalline components, without solvents.
[0394] Unless explicitly noted otherwise, all temperature values indicated in the present application, such as, for example, for the melting point T(C,N), the transition from the smectic (S) to the nematic (N) phase T(S,N) and the clearing point T(N,I), are quoted in degrees Celsius ( C.). M.p. denotes melting point, cl.p.=clearing point. Furthermore, C=crystalline state, N=nematic phase, S=smectic phase and I=isotropic phase. The data between these symbols represent the transition temperatures.
[0395] All physical properties are and have been determined in accordance with Merck Liquid Crystals, Physical Properties of Liquid Crystals, Status November 1997, Merck KGaA, Germany, and apply for a temperature of 20 C., and n is determined at 589 nm and at 1 kHz, unless explicitly indicated otherwise in each case.
[0396] The term threshold voltage for the present invention relates to the capacitive threshold (V.sub.0), also known as the Freedericks threshold, unless explicitly indicated otherwise. In the examples, the optical threshold may also, as generally usual, be quoted for 10% relative contrast (V.sub.10).
[0397] Unless stated otherwise, the process of polymerizing the polymerizable compounds in the PSA displays as described above and below is carried out at a temperature where the LC medium exhibits a liquid crystal phase, preferably a nematic phase, and most preferably is carried out at room temperature.
[0398] Unless stated otherwise, methods of preparing test cells and measuring their electrooptical and other properties are carried out by the methods as described hereinafter or in analogy thereto.
[0399] The polymerizable compounds are polymerized in the display or test cell by irradiation with UV light of defined intensity for a prespecified time, with a voltage simultaneously being applied to the display (usually 10 V to 30 V alternating current, 1 kHz).
[0400] The tilt angle is determined using the Mueller Matrix Polarimeter AxoScan from Axometrics. A low value (i.e. a large deviation from the 90 angle) corresponds to a large tilt here.
[0401] Unless stated otherwise, the term tilt angle means the angle between the LC director and the substrate, and LC director means in a layer of LC molecules with uniform orientation the preferred orientation direction of the optical main axis of the LC molecules, which corresponds, in case of calamitic, uniaxially positive birefringent LC molecules, to their molecular long axis.
Example 1
[0402] The nematic LC mixture N1 is formulated as follows.
TABLE-US-00007 B(S)2OO5 3.0% Cl. p. [ C.]: 101.8 CC-3-V 14.0% n.sub.e [589 nm, 20 C.]: 1.5698 CC-3-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4790 CC-4-V1 8.0% n [589 nm, 20 C.]: 0.0908 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 3.4 CC-3-4 4.0% .sub. [1 kHz, 20 C.]: 7.6 CC-3-5 7.0% [1 kHz, 20 C.]: 4.2 CCY-3-O2 9.0% .sub.1 [mPa s, 20 C.]: 156 CCY-5-O2 0.5% K.sub.1 [pN, 20 C.]: 21.9 CLOY-3-O2 12.0% K.sub.3 [pN, 20 C.]: 20.6 CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y4OO4 5.5% 100.0%
[0403] To the mixture N1 are added 100 ppm of the stabiliser H-1-1-1.
##STR00471##
Example 2
[0404] The nematic LC mixture N2 is formulated as follows.
TABLE-US-00008 CC-3-V 12.0% Cl. p. [ C.]: 96 CC-3-V1 8.0% n.sub.e [589 nm, 20 C.]: 1.5609 CC-4-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4773 CCC-3-V 5.0% n [589 nm, 20 C.]: 0.0836 CC-3-4 4.0% .sub. [1 kHz, 20 C.]: 3.4 CC-3-5 8.0% .sub. [1 kHz, 20 C.]: 7.3 CCP-3-1 0.75% [1 kHz, 20 C.]: 3.9 CCY-3-O2 9.0% .sub.1 [mPa s, 20 C.]: 147 CCY-5-O2 2.0% K.sub.1 [pN, 20 C.]: 20.5 CLOY-3-O2 15.0% K.sub.3 [pN, 20 C.]: 20.6 CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y4OO4 8.25% 100.0%
[0405] To the mixture N2 are added 150 ppm of the stabiliser ST-3a-1.
##STR00472##
Example 3
[0406] The nematic LC mixture N3 is formulated as follows.
TABLE-US-00009 B(S)2OO5 3.0% Cl. p. [ C.]: 99.4 CC-3-V 23.5% n.sub.e [589 nm, 20 C.]: 1.5723 CC-3-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4798 CCC-3-V 4.0% n [589 nm, 20 C.]: 0.0925 CC-3-5 7.5% .sub. [1 kHz, 20 C.]: 3.4 CCY-3-O2 9.0% .sub. [1 kHz, 20 C.]: 7.4 CLY-3-O2 9.0% [1 kHz, 20 C.]: 4.0 CLY-3-O3 6.0% .sub.1 [mPa s, 20 C.]: 134 CLY-4-O2 5.0% K.sub.1 [pN, 20 C.]: 18.7 CLY-5-O2 5.0% K.sub.3 [pN, 20 C.]: 19.4 COB(S)-2-O4 5.0% CY-3-O2 15.0% 100.0%
[0407] To the mixture N3 are added 150 ppm of the stabiliser ST-3b-1.
##STR00473##
Example 4
[0408] The nematic LC mixture N4 is formulated as follows.
TABLE-US-00010 B(S)2OO4 3.0% Cl. p. [ C.]: 121.8 B(S)2OO5 4.0% n.sub.e [589 nm, 20 C.]: 1.5858 CC-3-V 12.5% n.sub.o [589 nm, 20 C.]: 1.4842 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.1016 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.0 CC-3-4 4.0% [1 kHz, 20 C.]: 3.8 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 179 CCP-3-1 4.0% K.sub.1 [pN, 20 C.]: 30.0 CCY-3-O2 8.0% K.sub.3 [pN, 20 C.]: 34.8 CLOY-3-O2 4.5% CLY-3-O2 8.0% CLY-3-O3 3.0% CLY-4-O2 5.0% CLY-5-O2 5.0% COB(S)-2-O4 6.0% CPY-3-O2 4.0% 100.0%
[0409] To the mixture N4 are added 50 ppm of the stabiliser H-2-1-1.
##STR00474##
Example 5
[0410] The nematic LC mixture N5 is formulated as follows.
TABLE-US-00011 B(S)-2O-O4 4.0% Cl.p. [ C.]: 118.3 B(S)-2O-O5 1.5% n.sub.e [589 nm, 20 C.]: 1.5854 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4844 CC-3-V1 10.0% n [589 nm, 20 C.]: 0.1010 CC-4-V1 13.0% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 7.4 CC-3-5 10.0% [1 kHz, 20 C.]: 4.2 CCP-3-1 6.0% .sub.1 [mPa s, 20 C.]: 218 CCP-V2-1 8.5% K.sub.1 [pN, 20 C.]: 28.1 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 27.9 CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-5-O2 5.0% Y-4O-O4 2.0% 100.0%
[0411] To the mixture N5 are added 100 ppm of the stabiliser ST-8-1.
##STR00475##
Example 6
[0412] The nematic LC mixture N6 is formulated as follows.
TABLE-US-00012 B(S)-2O-O4 4.0% Cl.p. [ C.]: 120 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5874 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4847 CC-3-V1 10.0% n [589 nm, 20 C.]: 0.1027 CC-4-V1 12.5% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.4 CC-3-5 10.0% [1 kHz, 20 C.]: 4.2 CCP-3-1 6.0% .sub.1 [mPa s, 20 C.]: 226 CCP-V2-1 4.0% K.sub.1 [pN, 20 C.]: 29.0 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 30.0 CLOY-3-O2 15.5% CLY-3-O2 9.0% CLY-5-O2 5.0% CP-3-O2 3.0% 100.0%
[0413] To the mixture N6 are added 50 ppm of the stabiliser ST-9-1.
##STR00476##
Example 7
[0414] The nematic LC mixture N7 is formulated as follows.
TABLE-US-00013 B(S)-2O-O4 2.5% Cl.p. [ C.]: 118.8 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5876 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4851 CC-3-V1 10.0% n [589 nm, 20 C.]: 0.1025 CC-4-V1 12.0% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 7.3 CC-3-4 4.0% [1 kHz, 20 C.]: 4.1 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 222 CCP-3-1 6.0% K.sub.1 [pN, 20 C.]: 29.0 CCP-V2-1 5.5% K.sub.3 [pN, 20 C.]: 29.2 CCY-3-O2 8.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-5-O2 5.0% COB(S)-2-O4 2.5% CP-3-O2 2.5% 100.0%
[0415] To the mixture N7 are added 50 ppm of the stabiliser ST-12.
##STR00477##
Example 8
[0416] The nematic LC mixture N8 is formulated as follows.
TABLE-US-00014 B(S)-2O-O5 3.0% Cl.p. [ C.]: 101.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0917 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.6 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.2 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 154 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 22.0 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.9 CLY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 2.5% COB(S)-2-O4 5.0% Y-4O-O4 3.0% LY-3-O2 5.0% 100.0%
[0417] To the mixture N8 are added 150 ppm of the stabiliser ST-3a-2.
##STR00478##
Example 9
[0418] The nematic LC mixture N9 is formulated as follows.
TABLE-US-00015 B(S)-2O-O5 3.0% Cl.p. [ C.]: 101.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0905 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.9 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.5 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 157 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.9 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.8 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 2.5% COB(S)-2-O4 5.0% Y-4O-O4 3.0% COY-3-O2 5.0% 100.0%
[0419] To the mixture N9 are added 150 ppm of the stabiliser ST-3b-2.
##STR00479##
Example 10
[0420] The nematic LC mixture N10 is formulated as follows.
TABLE-US-00016 B(S)-2O-O5 3.0% Cl.p. [ C.]: 106.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0913 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.7 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.3 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 155 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 22.1 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.8 CCY-5-O2 0.5% CLOY-3-O2 4.0% CCOY-3-O2 8.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
[0421] To the mixture N10 are added 100 ppm of the stabiliser ST-7.
##STR00480##
Example 11
[0422] The nematic LC mixture N11 is formulated as follows.
TABLE-US-00017 B(S)-2O-O5 3.0% Cl.p. [ C.]: 103.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0901 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.6 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.2 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 156 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.3 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.1 CCY-5-O2 0.5% CLOY-3-O2 7.0% CAIY-3-O2 5.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
[0423] To the mixture N11 are added 100 ppm of the stabiliser H-1-1-1.
Example 12
[0424] The nematic LC mixture N12 is formulated as follows.
TABLE-US-00018 B(S)-2O-O5 3.0% Cl.p. [ C.]: 106.5 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0963 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.7 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.3 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 174 CC-3-5 2.0% K.sub.1 [pN, 20 C.]: 22.8 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 21.7 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% CLP-V-1 5.0% 100.0%
[0425] To the mixture N12 are added 150 ppm of the stabiliser ST-3a-1.
Example 13
[0426] The nematic LC mixture N13 is formulated as follows.
TABLE-US-00019 B(S)-4O-O5 3.0% Cl.p. [ C.]: 101.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0905 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.6 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.2 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 157 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.5 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.4 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
[0427] To the mixture N13 are added 150 ppm of the stabiliser ST-3b-1.
Example 14
[0428] The nematic LC mixture N14 is formulated as follows.
TABLE-US-00020 B(S)-4O-O1(c5) 3.0% Cl.p. [ C.]: 101.5 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0903 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.7 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.3 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 160 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.8 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.4 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
wherein B(S)-4O-O1(c5) is
##STR00481##
[0429] To the mixture N14 are added 50 ppm of the stabiliser H-2-1-1.
Example 15
[0430] The nematic LC mixture N15 is formulated as follows.
TABLE-US-00021 B(S)-2O-O5 3.0% Cl.p. [ C.]: 100.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0905 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.6 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.2 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 155 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.8 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 21.0 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 2.5% COB(S)-2-O4 5.0% Y-4O-O4 3.0% CEY-3-O2 5.0% 100.0%
[0431] To the mixture N15 are added 100 ppm of the stabiliser ST-8-1.
Example 16
[0432] The nematic LC mixture N16 is formulated as follows.
TABLE-US-00022 B(S)-2O-O5 3.0% Cl.p. [ C.]: 106.0 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0921 CC-3-V1 8.0% [1 kHz, 20 C.]: 3.9 CC-4-V1 8.0% .sub.1 [mPa s, 20 C.]: 151 CCC-3-V 5.0% K.sub.1 [pN, 20 C.]: 22.5 CC-3-4 4.0% K.sub.3 [pN, 20 C.]: 21.4 CC-3-5 7.0% CCY-3-O2 9.0% CCY-5-O2 0.5% CLOY-3-O2 4.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-04 5.0% Y-4O-O4 5.5% CCEY-3-O2 8.0% 100.0%
[0433] To the mixture N16 are added 50 ppm of the stabiliser ST-9-1.
Example 17
[0434] The nematic LC mixture N17 is formulated as follows.
TABLE-US-00023 CC-3-V 12.0% Cl.p. [ C.]: 97 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0855 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.3 CC-3-4 4.0% [1 kHz, 20 C.]: 3.9 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 149 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 20.9 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 21.3 CCY-5-O2 2.0% V.sub.0 [V, 20 C.]: 2.44 CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 3.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% LY-3-O2 5.0% 100.0%
[0435] To the mixture N17 are added 50 ppm of the stabiliser ST-12.
Example 18
[0436] The nematic LC mixture N18 is formulated as follows.
TABLE-US-00024 CC-3-V 12.0% Cl.p. [ C.]: 97 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0842 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.6 CC-3-4 4.0% [1 kHz, 20 C.]: 3.2 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 152 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 20.8 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 21.2 CCY-5-O2 2.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 3.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% COY-3-O2 5.0% 100.0%
[0437] To the mixture N18 are added 150 ppm of the stabiliser ST-3a-2.
Example 19
TABLE-US-00025 CC-3-V 12.0% Cl.p. [ C.]: 100 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0845 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.4 CC-3-4 4.0% [1 kHz, 20 C.]: 4.0 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 146 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 20.7 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.8 CCY-5-O2 2.0% CLOY-3-O2 7.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 8.25% CCOY-3-O2 8.0% 100.0%
[0438] To the mixture N19 are added 150 ppm of the stabiliser ST-3b-2.
Example 20
[0439] The nematic LC mixture N20 is formulated as follows.
TABLE-US-00026 CC-3-V 12.0% Cl.p. [ C.]: 97.5 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0833 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.3 CC-3-4 4.0% [1 kHz, 20 C.]: 3.9 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 146 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 19.9 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.5 CCY-5-O2 2.0% CLOY-3-O2 10.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 8.25% CAIY-3-O2 5.0% 100.0%
[0440] To the mixture N20 are added 50 ppm of the stabiliser ST-7.
Example 21
[0441] The nematic LC mixture N21 is formulated as follows.
TABLE-US-00027 CC-3-V 12.0% Cl.p. [ C.]: 101 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0890 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.3 CC-3-4 4.0% [1 kHz, 20 C.]: 3.9 CC-3-5 4.0% .sub.1 [mPa s, 20 C.]: 161 CCY-3-O2 9.0% K.sub.1 [pN, 20 C.]: 21.4 CCY-5-O2 2.0% K.sub.3 [pN, 20 C.]: 21.7 CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 8.0% CLP-V-1 5.0% 100.0%
[0442] To the mixture N21 are added 100 ppm of the stabiliser H-1-1-1.
Example 22
[0443] The nematic LC mixture N22 is formulated as follows.
TABLE-US-00028 CC-3-V 12.0% Cl.p. [ C.]: 101 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0881 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.6 CC-3-4 4.0% [1 kHz, 20 C.]: 4.2 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 161 CCY-3-O2 9.0% K.sub.1 [pN, 20 C.]: 21.6 CCY-5-O2 2.0% K.sub.3 [pN, 20 C.]: 21.4 CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 6.0% B(S)-4O-O5 3.0% 100.0%
[0444] To the mixture N22 are added 150 ppm of the stabiliser ST-3a-1.
Example 23
[0445] The nematic LC mixture N23 is formulated as follows.
TABLE-US-00029 CC-3-V 12.0% Cl.p. [C]: 101 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0879 CC-4-V1 8.0% [1 kHz, 20 C.]: 4.2 CCC-3-V 5.0% .sub.1 [mPa s, 20 C.]: 167 CC-3-4 4.0% K.sub.1 [pN, 20 C.]: 21.7 CC-3-5 8.0% K.sub.3 [pN, 20 C.]: 21.3 CCP-3-1 0.75% CCY-3-O2 9.0% CCY-5-O2 2.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% B(S)-4O-O1(c5) 3.0% 100.0%
[0446] To the mixture N23 are added 150 ppm of the stabiliser ST-3b-1.
Example 24
[0447] The nematic LC mixture N24 is formulated as follows.
TABLE-US-00030 CC-3-V 12.0% Cl.p. [ C.]: 96 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0839 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.3 CC-3-4 4.0% [1 kHz, 20 C.]: 3.9 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 150 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 20.9 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 21.4 CCY-5-O2 2.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 3.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% CEY-3-O2 5.0% 100.0%
[0448] To the mixture N24 are added 50 ppm of the stabiliser H-2-1-1.
Example 25
[0449] The nematic LC mixture N25 is formulated as follows.
TABLE-US-00031 CC-3-V 12.0% Cl.p. [C]: 100 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0850 CC-4-V1 8.0% [1 kHz, 20 C.]: 3.6 CCC-3-V 5.0% .sub.1 [mPa s, 20 C.]: 143 CC-3-4 4.0% K.sub.1 [pN, 20 C.]: 21.1 CC-3-5 8.0% K.sub.3 [pN, 20 C.]: 21.4 CCP-3-1 0.75% CCY-3-O2 9.0% CCY-5-O2 2.0% CLOY-3-O2 7.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 8.25% CCEY-3-O2 8.0% 100.0%
[0450] To the mixture N25 are added 100 ppm of the stabiliser ST-8-1.
Example 26
[0451] The nematic LC mixture N26 is formulated as follows.
TABLE-US-00032 B(S)-1V1O-O1(c5) 3.0% Cl.p. [ C.]: 102 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0913 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.4 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.7 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.3 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 164 CC-3-5 7.0% K.sub.1 [pN, 20 C.]: 21.9 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.6 CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
wherein B(S)-1 V1OO1(c5) is
##STR00482##
[0452] To the mixture N26 are added 50 ppm of the stabiliser ST-9-1.
Example 27
[0453] The nematic LC mixture N27 is formulated as follows.
TABLE-US-00033 CC-3-V 12.0% Cl.p. [C]: 101.5 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0883 CC-4-V1 8.0% [1 kHz, 20 C.]: 4.2 CCC-3-V 5.0% .sub.1 [mPa s, 20 C.]: 169 CC-3-4 4.0% K.sub.1 [pN, 20 C.]: 21.8 CC-3-5 8.0% K.sub.3 [pN, 20 C.]: 21.5 CCP-3-1 0.75% CCY-3-O2 9.0% CCY-5-O2 2.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% B(S)-1V1O-O1(c5) 3.0% 100.0%
[0454] To the mixture N27 are added 50 ppm of the stabiliser ST-12.
Example 28
[0455] The nematic LC mixture N28 is formulated as follows.
TABLE-US-00034 B(P)-2O-O4 3.0% Cl.p. [ C.]: 102 CC-3-V 14.0% n [589 nm, 20 C.]: 0.0900 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.3 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.3 CCC-3-V 5.0% [1 kHz, 20 C.]: 4.0 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 152 CC-3-5 7.0% CCY-3-O2 9.0% CCY-5-O2 0.5% CLOY-3-O2 12.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% Y-4O-O4 5.5% 100.0%
[0456] To the mixture N28 are added 150 ppm of the stabiliser ST-3a-2.
Example 29
[0457] The nematic LC mixture N29 is formulated as follows.
TABLE-US-00035 CC-3-V 12.0% Cl.p. [ C.]: 101 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.0873 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 3.3 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 7.2 CC-3-4 4.0% [1 kHz, 20 C.]: 3.9 CC-3-5 8.0% .sub.1 [mPa s, 20 C.]: 153 CCP-3-1 0.75% K.sub.1 [pN, 20 C.]: 20.4 CCY-3-O2 9.0% K.sub.3 [pN, 20 C.]: 20.3 CCY-5-O2 2.0% CLOY-3-O2 15.0% CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% COB(S)-2-O4 1.0% Y-4O-O4 5.25% B(P)-2O-O3 3.0% 100.0%
[0458] To the mixture N29 are added 150 ppm of the stabiliser ST-3b-2.
Example 30
[0459] The nematic LC mixture N30 is formulated as follows.
TABLE-US-00036 B(A)-2O-O2 0.5% Cl.p. [ C.]: 115.0 CC-3-V 24.5% n [589 nm, 20 C.]: 0.0889 CC-4-V1 3.5% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 6.9 CC-3-5 8.0% [1 kHz, 20 C.]: 3.7 CCP-V-1 2.5% .sub.1 [mPa s, 20 C.]: 203 CCY-3-1 3.5% K.sub.1 [pN, 20 C.]: 22.6 CCY-3-O1 3.0% K.sub.3 [pN, 20 C.]: 23.6 CCY-3-O2 8.0% CCY-3-O3 3.0% CLOY-3-O2 15.5% CLY-3-O2 9.0% CLY-3-O3 6.0% CLY-4-O2 5.0% CLY-5-O2 5.0% 100.0%
[0460] To the mixture N30 are added 100 ppm of the stabiliser ST-7.
Example 31
[0461] The nematic LC mixture N31 is formulated as follows.
TABLE-US-00037 B(S)-2O-O4 4.0% Cl.p. [ C.]: 119.8 B(S)-2O-O5 2.0% n.sub.e [589 nm, 20 C.]: 1.5886 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4856 BCH-32 2.0% n [589 nm, 20 C.]: 0.1030 CC-3-V 7.5% .sub. [1 kHz, 20 C.]: 3.2 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 7.2 CC-4-V1 6.0% [1 kHz, 20 C.]: 4.0 CCC-3-V 3.0% .sub.1 [mPa s, 20 C.]: 223 CC-3-4 2.5% K.sub.1 [pN, 20 C.]: 27.2 CC-3-5 8.0% K.sub.3 [pN, 20 C.]: 26.7 CCP-3-1 6.0% CCP-V2-1 8.5% CCY-3-O2 9.0% CLOY-3-O2 16.5% CLY-3-O2 8.0% CLY-5-O2 5.0% 100.0%
[0462] To the mixture N31 are added 100 ppm of the stabiliser H-1-1-1.
Example 32
[0463] The nematic LC mixture N32 is formulated as follows.
TABLE-US-00038 B(S)-2O-O4 4.0% Cl.p. [C]: 121.7 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5871 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4852 CC-3-V 5.0% n [589 nm, 20 C.]: 0.1019 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.2 CC-4-V1 9.0% .sub. [1 kHz, 20 C.]: 7.1 CCC-3-V 3.0% [1 kHz, 20 C.]: -3.9 CC-3-4 4.0% .sub.1 [mPa s, 20 C.]: 210 CC-3-5 8.0% K.sub.1 [pN, 20 C.]: 19.4 CCP-3-1 9.0% K.sub.3 [pN, 20 C.]: 30.4 CCP-V2-1 5.5% CCY-3-O2 9.0% CLOY-3-O2 12.5% CLY-3-O2 9.0% CLY-4-O2 2.0% CLY-5-O2 5.0% 100.0%
[0464] To the mixture N32 are added 150 ppm of the stabiliser ST-3a-1.
Example 33
[0465] The nematic LC mixture N33 is formulated as follows.
TABLE-US-00039 B(S)-2O-O4 4.0% Cl.p. [ C.]: 121.2 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5880 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4854 CC-3-V 7.0% n [589 nm, 20 C.]: 0.1026 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.2 CC-4-V1 6.0% .sub. [1 kHz, 20 C.]: 7.2 CCC-3-V 3.0% [1 kHz, 20 C.]: 4.0 CC-3-4 3.0% .sub.1 [mPa s, 20 C.]: 223 CC-3-5 8.0% K.sub.1 [pN, 20 C.]: 28.2 CCP-3-1 9.0% K.sub.3 [pN, 20 C.]: 27.3 CCP-V2-1 7.5% CCY-3-O2 9.0% CLOY-3-O2 14.5% CLY-3-O2 9.0% CLY-5-O2 5.0% 100.0%
[0466] To the mixture N33 are added 150 ppm of the stabiliser ST-3b-1.
Example 34
[0467] The nematic LC mixture N34 is formulated as follows.
TABLE-US-00040 B(S)-2O-O4 4.0% Cl.p. [C]: 121.4 B(S)-2O-O5 2.5% n.sub.e [589 nm, 20 C.]: 1.5878 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4859 CC-3-V 7.5% n [589 nm, 20 C.]: 0.1019 CC-3-V1 8.0% .sub. [1 kHz, 20 C.]: 3.2 CC-4-V1 6.0% .sub. [1 kHz, 20 C.]: 7.2 CCC-3-V 3.0% [1 kHz, 20 C.]: 4.0 CC-3-4 3.0% .sub.1 [mPa s, 20 C.]: 220 CC-3-5 8.0% K.sub.1 [pN, 20 C.]: 28.0 CCP-3-1 8.0% K.sub.3 [pN, 20 C.]: 27.2 CCP-V2-1 7.5% CCY-3-O2 9.0% CLOY-3-O2 14.0% CLY-3-O2 9.0% CLY-4-O2 1.5% CLY-5-O2 5.0% 100.0%
[0468] To the mixture N34 are added 50 ppm of the stabiliser H-2-1-1.
Example 35
[0469] The nematic LC mixture N35 is formulated as follows.
TABLE-US-00041 B(S)-2O-O5 0.75% Cl.p. [ C.]: 114.3 CC-3-V 14.5% n.sub.e [589 nm, 20 C.]: 1.5676 CC-4-V1 11.5% n.sub.o [589 nm, 20 C.]: 1.4793 CCC-3-V 3.0% n [589 nm, 20 C.]: 0.0883 CC-3-O3 8.0% .sub. [1 kHz, 20 C.]: 3.2 CC-3-5 5.0% .sub. [1 kHz, 20 C.]: 7.0 CCY-3-1 3.5% [1 kHz, 20 C.]: 3.8 CCY-3-O1 3.0% .sub.1 [mPa s, 20 C.]: 211 CCY-3-O2 8.0% K.sub.1 [pN, 20 C.]: 24.2 CCY-3-O3 3.0% K.sub.3 [pN, 20 C.]: 23.2 CLOY-3-O2 15.75% CLY-3-O2 8.0% CLY-3-O3 6.0% CLY-4-O2 5.0% CLY-5-O2 5.0% 100.0%
[0470] To the mixture N35 are added 100 ppm of the stabiliser ST-8-1.
Example 36
[0471] The nematic LC mixture N36 is formulated as follows.
TABLE-US-00042 B(S)-2O-O5 0.5% Cl.p. [ C.]: 115.2 CC-3-V 24.5% n.sub.e [589 nm, 20 C.]: 1.5706 CC-4-V1 3.5% n.sub.o [589 nm, 20 C.]: 1.4814 CCC-3-V 3.0% n [589 nm, 20 C.]: 0.0892 CC-3-5 8.0% .sub. [1 kHz, 20 C.]: 3.2 CCP-V-1 2.5% .sub. [1 kHz, 20 C.]: 6.9 CCY-3-1 3.5% [1 kHz, 20 C.]: 3.8 CCY-3-O1 3.0% .sub.1 [mPa s, 20 C.]: 203 CCY-3-O2 8.0% K.sub.1 [pN, 20 C.]: 22.7 CCY-3-O3 3.0% K.sub.3 [pN, 20 C.]: CLOY-3-O2 15.5% CLY-3-O2 9.0% CLY-3-O3 6.0% CLY-4-O2 5.0% CLY-5-O2 5.0% 100.0%
[0472] To the mixture N36 are added 50 ppm of the stabiliser ST-9-1.
Example 37
[0473] The nematic LC mixture N37 is formulated as follows.
TABLE-US-00043 B(S)-2O-O5 1.0% Cl.p. [ C.]: 95.7 CC-3-V 12.0% n.sub.e [589 nm, 20 C.]: 1.5605 CC-3-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4762 CC-4-V1 8.0% n [589 nm, 20 C.]: 0.0843 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 3.5 CC-3-4 4.0% .sub. [1 kHz, 20 C.]: 7.4 CC-3-5 8.0% [1 kHz, 20 C.]: 3.9 CCY-3-O2 9.0% .sub.1 [mPa s, 20 C.]: 147 CCY-5-O2 2.0% K.sub.1 [pN, 20 C.]: 20.4 CLOY-3-O2 15.0% K.sub.3 [pN, 20 C.]: 20.5 CLY-3-O2 9.0% CLY-3-O3 6.0% CLY-5-O2 5.0% Y-4O-O4 8.0% 100.0%
[0474] To the mixture N37 are added 50 ppm of the stabiliser ST-12.
Example 38
[0475] The nematic LC mixture N38 is formulated as follows.
TABLE-US-00044 B(S)-2O-O5 0.5% Cl.p. [ C.]: 96.3 CC-3-V 9.5% n.sub.e [589 nm, 20 C.]: 1.5598 CC-3-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4761 CC-4-V1 8.0% n [589 nm, 20 C.]: 0.0837 CCC-3-V 7.5% .sub. [1 kHz, 20 C.]: 3.5 CC-3-4 4.0% .sub. [1 kHz, 20 C.]: 7.5 CC-3-5 8.0% [1 kHz, 20 C.]: 4.0 CCY-3-O2 9.0% .sub.1 [mPa s, 20 C.]: 148 CCY-5-O2 2.0% K.sub.1 [pN, 20 C.]: 20.8 CLOY-3-O2 15.0% K.sub.3 [pN, 20 C.]: 20.5 CLY-3-O2 9.0% CLY-3-O3 5.0% CLY-5-O2 5.0% Y-4O-O4 9.5% 100.0%
[0476] To the mixture N38 are added 150 ppm of the stabiliser ST-3a-2.
Example 39
[0477] The nematic LC mixture N39 is formulated as follows.
TABLE-US-00045 B(S)-2O-O5 0.5% Cl.p. [ C.]: 95.7 CC-3-V 11.0% n.sub.e [589 nm, 20 C.]: 1.5600 CC-3-V1 8.0% n.sub.o [589 nm, 20 C.]: 1.4764 CC-4-V1 8.0% n [589 nm, 20 C.]: 0.0836 CCC-3-V 6.0% .sub. [1 kHz, 20 C.]: 3.5 CC-3-4 4.0% .sub. [1 kHz, 20 C.]: 7.4 CC-3-5 8.0% [1 kHz, 20 C.]: 3.9 CCY-3-O2 9.0% .sub.1 [mPa s, 20 C.]: 146 CCY-5-O2 2.0% K.sub.1 [pN, 20 C.]: 20.4 CLOY-3-O2 15.0% K.sub.3 [pN, 20 C.]: 20.5 CLY-3-O2 9.0% CLY-3-O3 5.75% CLY-5-O2 5.0% Y-4O-O4 8.75% 100.0%
[0478] To the mixture N39 are added 150 ppm of the stabiliser ST-3b-2.
Example 40
[0479] The nematic LC mixture N40 is formulated as follows.
TABLE-US-00046 B(S)-2O-O4 4.0% Cl.p. [ C.]: 121.1 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5876 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4847 CC-3-V1 10.0% n [589 nm, 20 C.]: 0.1029 CC-4-V1 10.25% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 7.5 CC-3-4 2.0% [1 kHz, 20 C.]: 4.2 CC-3-5 10.0% .sub.1 [mPa s, 20 C.]: 217 CCP-3-1 6.0% K.sub.1 [pN, 20 C.]: 31.0 CCP-V2-1 8.5% K.sub.3 [pN, 20 C.]: 39.3 CCY-3-O2 7.0% CCY-5-O2 3.0% CLOY-3-O2 12.5% CLY-3-O2 9.0% CLY-4-O2 1.25% CLY-5-O2 5.0% Y-4O-O4 1.5% 100.0%
[0480] To the mixture N40 are added 100 ppm of the stabiliser ST-7.
Example 41
[0481] The nematic LC mixture N41 is formulated as follows.
TABLE-US-00047 B(S)-2O-O4 4.0% Cl.p. [ C.]: 122.9 B(S)-2O-O5 3.0% n.sub.e [589 nm, 20 C.]: 1.5868 B(S)-2O-O6 4.0% n.sub.o [589 nm, 20 C.]: 1.4846 CC-3-V 5.5% n [589 nm, 20 C.]: 0.1022 CC-3-V1 10.0% .sub. [1 kHz, 20 C.]: 3.2 CC-4-V1 6.0% .sub. [1 kHz, 20 C.]: 7.4 CCC-3-V 3.0% [1 kHz, 20 C.]: 4.2 CC-3-4 2.0% .sub.1 [mPa s, 20 C.]: 221 CC-3-5 10.0% K.sub.1 [pN, 20 C.]: 29.4 CCP-3-1 5.0% K.sub.3 [pN, 20 C.]: 29.6 CCP-V2-1 7.0% CCY-3-O2 7.0% CCY-4-O2 1.5% CCY-5-O2 5.0% CLOY-3-O2 11.5% CLY-3-O2 9.0% CLY-4-O2 3.0% CLY-5-O2 3.5% 100.0%
[0482] To the mixture N41 are added 100 ppm of the stabiliser H-1-1-1.
Example 42
[0483] The nematic LC mixture N42 is formulated as follows.
TABLE-US-00048 B(S)-2O-O5 3.0% Cl.p. [ C.]: 127.9 B(S)-2O-O6 3.5% n.sub.e [589 nm, 20 C.]: 1.5846 CC-3-V 15.0% n.sub.o [589 nm, 20 C.]: 1.4845 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.1001 CC-4-V1 4.0% .sub. [1 kHz, 20 C.]: 3.2 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 7.0 CC-3-4 3.5% [1 kHz, 20 C.]: 3.8 CC-3-5 5.0% .sub.1 [mPa s, 20 C.]: 196 CCOC-3-3 1.0% K.sub.1 [pN, 20 C.]: 28.5 CCP-3-1 2.0% K.sub.3 [pN, 20 C.]: 27.7 CCP-V2-1 5.5% CCY-3-O1 5.5% CCY-3-O2 7.0% CCY-5-O2 6.0% CLY-3-O2 7.0% CLY-3-O3 6.0% CLY-4-O2 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% 100.0%
[0484] To the mixture N42 are added 150 ppm of the stabiliser ST-3a-1.
Example 43
[0485] The nematic LC mixture N43 is formulated as follows.
TABLE-US-00049 B(S)-2O-O5 3.0% Cl.p. [ C.]: 128.6 B(S)-2O-O6 3.5% n.sub.e [589 nm, 20 C.]: 1.5866 CC-3-V 20.0% n.sub.o [589 nm, 20 C.]: 1.4852 CC-3-V1 8.0% n [589 nm, 20 C.]: 0.1014 CCC-3-V 3.0% .sub. [1 kHz, 20 C.]: 3.2 CC-3-5 5.0% .sub. [1 kHz, 20 C.]: 7.0 CCOC-3-3 1.0% [1 kHz, 20 C.]: 3.8 CCP-3-1 5.0% .sub.1 [mPa s, 20 C.]: 204 CCP-V2-1 5.0% K.sub.1 [pN, 20 C.]: 26.7 CCY-3-O1 5.5% K.sub.3 [pN, 20 C.]: 24.2 CCY-3-O2 7.0% CCY-5-O2 6.0% CLY-3-O2 7.0% CLY-3-O3 6.0% CLY-4-O2 5.0% CLY-5-O2 5.0% COB(S)-2-O4 5.0% 100.0%
[0486] To the mixture N43 are added 150 ppm of the stabiliser ST-3b-1.
Example 44
[0487] The nematic LC mixture N44 is formulated as follows.
TABLE-US-00050 B(S)-2O-O4 4.0% Cl.p. [ C.]: 107 CC-3-V 11.5% n.sub.e [589 nm, 20 C.]: 1.5632 CC-3-V1 14.0% n.sub.o [589 nm, 20 C.]: 1.4791 CC-4-V1 12.0% n [589 nm, 20 C.]: 0.0841 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 3.0 CC-3-O3 8.0% .sub. [1 kHz, 20 C.]: 5.4 CC-3-5 5.0% [1 kHz, 20 C.]: 2.5 CCP-3-1 6.75% .sub.1 [mPa s, 20 C.]: 140 CCY-3-O2 10.0% K.sub.1 [pN, 20 C.]: 23.5 CLOY-3-O2 13.75% K.sub.3 [pN, 20 C.]: 24.1 CLY-3-O2 9.0% CP-3-O2 1.0% 100.0%
[0488] To the mixture N44 are added 50 ppm of the stabiliser H-2-1-1.
Example 45
[0489] The nematic LC mixture N45 is formulated as follows.
TABLE-US-00051 B(S)-2O-O4 4.0% Cl.p. [ C.]: 104.5 B(S)-2O-O5 1.5% n.sub.e [589 nm, 20 C.]: 1.5645 CC-3-V 12.0% n.sub.o [589 nm, 20 C.]: 1.4793 CC-3-V1 14.0% n [589 nm, 20 C.]: 0.0852 CC-4-V1 12.0% .sub. [1 kHz, 20 C.]: 3.0 CCC-3-V 5.0% .sub. [1 kHz, 20 C.]: 5.7 CC-3-O3 8.0% [1 kHz, 20 C.]: 2.7 CC-3-5 5.0% .sub.1 [mPa s, 20 C.]: 139 CCP-3-1 4.5% K.sub.1 [pN, 20 C.]: 23.3 CCY-3-O2 10.0% K.sub.3 [pN, 20 C.]: 23.6 CLOY-3-O2 14.0% CLY-3-O2 9.0% CP-3-O2 1.0% 100.0%
[0490] To the mixture N45 are added 100 ppm of the stabiliser ST-8-1.
Example 46
[0491] A polymerizable mixture is prepared by adding 0.3% of the polymerizable compound RM-171 to the mixture of Example 1.
##STR00483##
Example 47
[0492] A polymerizable mixture is prepared by adding 0.3% of the polymerizable compound RM-1 to the mixture of Example 2.
##STR00484##
Example 48
[0493] A polymerizable mixture is prepared by adding 0.3% of the polymerizable compound RM-35 to the mixture of Example 3.
##STR00485##
Example 49
[0494] A polymerizable mixture is prepared by adding 0.3% of the polymerizable compound RM-172 to the mixture of Example 4.
##STR00486##
Example 50
[0495] A polymerizable mixture is prepared by adding 0.4% of the polymerizable compound RM-64 to the mixture of Example 5.
##STR00487##
Example 51
[0496] The nematic LC mixture N51 is formulated as follows.
TABLE-US-00052 B(S)-2O-O4 4.0% Cl.p. [ C.]: 113.5 B(S)-2O-O5 0.6% n.sub.e [589 nm, 20 C.]: 1.5714 CC-3-V 9.0% n.sub.o [589 nm, 20 C.]: 1.4820 CC-3-V1 11.9% n [589 nm, 20 C.]: 0.0894 CC-4-V1 6.4% .sub. [1 kHz, 20 C.]: 3.0 CCC-V-V 4.9% .sub. [1 kHz, 20 C.]: 5.9 CC-3-O3 2.0% [1 kHz, 20 C.]: 2.9 CC-3-5 12.5% .sub.1 [mPa s, 20 C.]: 173 CCP-3-1 9.7% K.sub.1 [pN, 20 C.]: 25.2 CCY-3-O2 11.0% K.sub.3 [pN, 20 C.]: 25.6 CLOY-3-O2 15.0% CLY-3-O2 10.0% CLY-5-O2 1.0% CP-3-O2 2.0% 100.0%
[0497] To the mixture N51 are added 100 ppm of the stabiliser H-1-1-1.
Example 52
[0498] The nematic LC mixture N52 is formulated as follows.
TABLE-US-00053 B(P)-2O-O3 4.0% Cl.p. [ C.]: 114.0 B(S)-2O-O5 0.6% n.sub.e [589 nm, 20 C.]: 1.5721 CC-3-V 9.0% n.sub.o [589 nm, 20 C.]: 1.4815 CC-3-V1 11.9% n [589 nm, 20 C.]: 0.0906 CC-4-V1 6.4% .sub. [1 kHz, 20 C.]: 3.0 CCC-V-V 4.9% .sub. [1 kHz, 20 C.]: 5.7 CC-3-O3 2.0% [1 kHz, 20 C.]: 2.7 CC-3-5 12.5% .sub.1 [mPa s, 20 C.]: 175 CCP-3-1 9.7% K.sub.1 [pN, 20 C.]: 25.0 CCY-3-O2 11.0% K.sub.3 [pN, 20 C.]: 25.3 CLOY-3-O2 15.0% CLY-3-O2 10.0% CLY-5-O2 1.0% CP-3-O2 2.0% 100.0%
[0499] To the mixture N52 are added 150 ppm of the stabiliser ST-3a-1.
Example 53
[0500] The nematic LC mixture N53 is formulated as follows.
TABLE-US-00054 B(A)-2O-O2 4.0% Cl.p. [ C.]: 113.0 B(S)-2O-O5 0.6% n.sub.e [589 nm, 20 C.]: 1.5693 CC-3-V 9.0% n.sub.o [589 nm, 20 C.]: 1.4822 CC-3-V1 11.9% n [589 nm, 20 C.]: 0.0871 CC-4-V1 6.4% .sub. [1 kHz, 20 C.]: 3.0 CCC-V-V 4.9% .sub. [1 kHz, 20 C.]: 5.7 CC-3-O3 2.0% [1 kHz, 20 C.]: 2.7 CC-3-5 12.5% .sub.1 [mPa s, 20 C.]: 174 CCP-3-1 9.7% K.sub.1 [pN, 20 C.]: 24.6 CCY-3-O2 11.0% K.sub.3 [pN, 20 C.]: 25.8 CLOY-3-O2 15.0% CLY-3-O2 10.0% CLY-5-O2 1.0% CP-3-O2 2.0% 100.0%
[0501] To the mixture N53 are added 100 ppm of the stabiliser ST-8-1.
Example 54
[0502] The nematic LC mixture N54 is formulated as follows.
TABLE-US-00055 B(S)-2O-O4 4.0% Cl.p. [ C.]: 122.5 B(S)-2O-O5 3.9% n.sub.e [589 nm, 20 C.]: 1.5872 B(S)-2O-O6 2.2% n.sub.o [589 nm, 20 C.]: 1.4849 CC-3-V 8.6% n [589 nm, 20 C.]: 0.1023 CC-3-V1 9.5% .sub. [1 kHz, 20 C.]: 3.2 CC-4-V1 8.0% .sub. [1 kHz, 20 C.]: 7.0 CCC-V-V 3.0% [1 kHz, 20 C.]: 3.8 CC-3-O3 2.0% .sub.1 [mPa s, 20 C.]: 195 CC-3-5 8.8% K.sub.1 [pN, 20 C.]: 28.6 CCP-3-1 9.0% K.sub.3 [pN, 20 C.]: 28.0 CCP-V2-1 2.5% CCY-3-O2 10.5% CCY-5-O2 1.0% CLOY-3-O2 6.0% CLY-3-O2 9.5% CLY-4-O2 4.0% CLY-5-O2 5.1% COB(S)-2-O4 2.4% 100.0%
[0503] To the mixture N54 are added 50 ppm of the stabiliser ST-9-1.