LIQUID CRYSTAL MEDIUM

Abstract

The invention relates to a liquid-crystalline medium comprising one or more compounds of the formula CC

##STR00001##

in which the groups occurring have the meanings indicated in Claim 1, and to the use of the liquid-crystalline medium for electro-optical purposes, in particular in liquid-crystal light valves for lighting devices for vehicles, and to liquid-crystal light valves which comprise this medium and lighting devices for vehicles which contain liquid-crystal light valves of this type.

Claims

1. Liquid-crystalline medium, characterised in that it comprises one or more compounds of the formula CC ##STR00262## in which R.sup.C denotes an alkyl, alkenyl or alkoxy radical having 1 to 15 C atoms, in which a methylene group may be replaced by ##STR00263##  and in which in each case one or more H atoms may be replaced by F, X.sup.C denotes F, Cl, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having up to 6 C atoms, Z.sup.C1, Z.sup.C2, independently of one another, denote —CH.sub.2CH.sub.2— or a single bond, L.sup.C1 and L.sup.C2, independently of one another, denote H or F, L.sup.C3 and L.sup.C4 independently of one another, denote H or methyl; and characterised in that the medium has a clearing point of 120° C. or more.

2. Medium according to claim 1, where the total concentration of the one or more compounds of the formula CC in the medium is 55% by weight or more.

3. Medium according to claim 1, where the medium has a birefringence in the range from 0.060 to 0.100 at 20° C. and a wavelength of 589.3 nm.

4. Medium according to claim 1, where the medium comprises one or more compounds of the formula CP ##STR00264## in which R.sup.P denotes an alkyl, alkenyl or alkoxy radical having 1 to 15 C atoms, in which a methylene group may be replaced by ##STR00265##  and in which in each case one or more H atoms may be replaced by F, A.sup.P denotes 1,4-cyclohexylene, in which one or two nonadjacent CH.sub.2 groups may be replaced by —O—, or 1,4-phenylene, in which one or two CH groups may be replaced by N, X.sup.P denotes F, Cl, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having up to 6 C atoms, Z.sup.P, independently of one another, denotes —CH.sub.2CH.sub.2— or a single bond, L.sup.P1 and L.sup.P2, independently of one another, denote H or F in a total concentration of 2% or less.

5. Medium according to claim 1, where the medium comprises one or more compounds of the formula IV-1 ##STR00266## in which R.sup.41 denotes alkyl having up to 7 C atoms and R.sup.42 denotes alkyl or alkoxy, each having up to 7 C atoms, or R.sup.41 denotes alkenyl having up to 7 C atoms and R.sup.42 denotes alkyl or alkenyl, each having up to 7 C atoms, where one or more H atoms in the radicals R.sup.41 and R.sup.42 may be replaced by F, in a total concentration of 25% or less.

6. Medium according to claim 1, where the medium comprises one or more compounds of the formula CC selected from the group of the compounds CC-1 to CC-12 ##STR00267## ##STR00268## in which R.sup.C and X.sup.C have the meanings indicated for the compound of formula CC.

7. Medium according to claim 1, characterised in that it additionally comprises one or more compounds of the formula II in a total concentration of 40% or less, ##STR00269## in which R.sup.2 denotes an alkyl or alkoxy radical having 1 to 15 C atoms, in which a methylene group may be replaced by ##STR00270## and in which one or more H atoms may be replaced by F, ##STR00271## on each occurrence, identically or differently, denote ##STR00272## L.sup.21 and L.sup.22, independently of one another, denote H or F, L.sup.25 denotes H or methyl, X.sup.2 denotes F, Cl, CN, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having 1 to 6 C atoms.

8. Medium according to claim 7, where the compounds of the formula II are selected from the group of the compounds II-1 to II-6 ##STR00273## in which R.sup.2 denotes n-alkyl having 1 to 7 C atoms, in which a methylene group may be replaced by ##STR00274##  wherein in each of the radicals one or more H atoms may be replaced by F, L.sup.21, L.sup.22, L.sup.23 and L.sup.24, independently of one another, denote H or F, L.sup.25 H or methyl, and X.sup.2 denotes F, Cl, halogenated alkyl or halogenated alkoxy having 1 to 6 C atoms.

9. Medium according to claim 1, characterised in that it additionally comprises one or more compounds selected from the group of the compounds of the formulae IA and IIB, ##STR00275## in which R.sup.2 denotes an alkyl or alkoxy radical having 1 to 15 C atoms, in which a methylene group may be replaced by ##STR00276## and in which one or more H atoms may be replaced by F, ##STR00277## on each occurrence, identically or differently, denote ##STR00278## ##STR00279## L.sup.21, L.sup.22, L.sup.23 and L.sup.24 independently of one another, denote H or F, and X.sup.2 denotes F, Cl, CN, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having 1 to 6 C atoms.

10. Medium according to claim 1, characterised in that it additionally comprises one or more compounds of the formula III, ##STR00280## in which R.sup.3 denotes an alkyl or alkoxy radical having 1 to 15 C atoms, in which a methylene group may be replaced by ##STR00281##  and in which one or more H atoms may be replaced by F, ##STR00282##  on each occurrence, independently of one another, denote ##STR00283## Z.sup.3 on each occurrence, independently of one another, denotes —CH.sub.2CH.sub.2—, —COO—, trans- —CH═CH—, trans-CF═CF—, —CH.sub.2O—, —C≡C— or a single bond, L.sup.31, L.sup.32 denote H or F, X.sup.3 denotes F, Cl, CN, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy radical having up to 6 C atoms.

11. Medium according to claim 10, where the compounds of the formula III are selected from the compounds of the formulae III-1 to III-9 ##STR00284## ##STR00285## in which R.sup.3, L.sup.31 and L.sup.32 have the meanings indicated for the compound of formula III, and X.sup.3 denotes F, Cl, halogenated alkyl or halogenated alkoxy having up to 6 C atoms.

12. Medium according to claim 1, characterised in that it additionally comprises one or more compounds selected from the group of the compounds of the formulae IV-11 and IV-12 ##STR00286## in which R.sup.41 and R.sup.42, independently of one another, denote n-alkyl having 1 to 7 C atoms, and L.sup.4 denotes H or F.

13. An electro-optical product, comprising the medium according to claim 1.

14. A liquid-crystal light valve in a lighting device for a vehicle or in a liquid-crystal display, comprising the medium according to claim 1.

15. Electro-optical component containing a liquid-crystalline medium according to claim 1.

16. Electro-optical component according to claim 15, where the component is a liquid-crystal light valve.

17. Lighting device for vehicles containing an electro-optical component according to claim 15.

18. Liquid-crystal display containing an electro-optical component according to claim 15.

Description

EXAMPLE M1

[0189]

TABLE-US-00007 CCP-3-F 12.0% T.sub.(N, I) [° C.]: 135 CCU-2-O1D 15.0% Δn: 0.092 CCU-3-O1D 8.0% Δε: 8.2 CCU-5-O1D 14.0% CCU-2-F 7.0% CCU-3-F 12.0% CCU-5-F 5.0% CCP-3-1 8.0% CGPC-5-3 7.0% CGPC-3-3 4.0% CDUQU-3-F 8.0%

EXAMPLE M2

[0190]

TABLE-US-00008 CCU-2-O1D 15.0% T.sub.(N, I) [° C.]: 121 CCU-3-O1D 8.0% Δn: 0.089 CCU-5-O1D 12.0% Δε: 7.1 CCU-3-OD 20.0% CCU-4-OD 20.0% CCU-5-OD 10.0% CCP-3-1 8.0% CGPC-5-3 5.0% CGPC-3-3 2.0%

EXAMPLE M3

[0191]

TABLE-US-00009 CCG-1-F 6.0% T.sub.(N, I) [° C.]: 122 CCG-2-F 15.0% Δn: 0.087 CCG-3-F 16.0% Δε: 8.0 CCG-5-F 14.0% γ.sub.1 [mPa .Math. s] 216 CCU-2-F 7.0% CCU-3-F 10.0% CCU-5-F 5.0% CCP-3-1 8.0% CGPC-5-3 7.0% CGPC-3-3 4.0% CDUQU-3-F 8.0%

EXAMPLE M4

[0192]

TABLE-US-00010 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 122 CCG-3-F 25.0% Δn: 0.083 CCG-5-F 20.0% Δε: 7.4 CCU-3-F  6.0% γ.sub.1 [mPa .Math. s] 209 CCQU-3-F 15.0% CCQU-5-F 15.0% CGPC-5-3  6.0% CGPC-3-3  3.0%

EXAMPLE M5

[0193]

TABLE-US-00011 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 123 CCG-3-F 20.0% Δn: 0.087 CCG-5-F 20.0% Δε: 7.5 CCU-2-F  6.0% γ.sub.1 [mPa .Math. s] 215 CCU-3-F 16.0% CCU-5-F  5.0% CCP-3-1 10.0% CCPU-3-F  5.0% CCPU-4-F  5.0% CCPU-5-F  3.0%

EXAMPLE M6

[0194]

TABLE-US-00012 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 120 CCG-3-F 25.0% Δn: 0.083 CCG-5-F 25.0% Δε: 8.2 CCQU-3-F 15.0% γ.sub.1 [mPa .Math. s] 207 CCQU-5-F 15.0% CCPU-3-F  5.0% CCPU-4-F  5.0%

EXAMPLE M7

[0195]

TABLE-US-00013 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 123 CCG-3-F 25.0% Δn: 0.083 CCG-5-F 25.0% Δε: 7.4 CCP-3-CI 10.0% γ.sub.1 [mPa .Math. s] 209 CCP-5-CI 10.0% CCQU-3-F 15.0% CCQU-5-F 15.0%

EXAMPLE M8

[0196]

TABLE-US-00014 CCG-3-F 10.0% T.sub.(N, I) [° C.]: 131 CCG-5-F 20.0% Δn: 0.086 CCP-3-CI 12.0% Δε: 7.6 CCP-5-CI 18.0% γ.sub.1 [mPa .Math. s] 237 CCQU-3-F 15.0% CCQU-5-F 15.0% CCU-3-F 10.0%

EXAMPLE M9

[0197]

TABLE-US-00015 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 143 CCG-3-F 20.0% Δn: 0.095 CCG-5-F 20.0% Δε: 5.8 CCP-2-CI 15.0% γ.sub.1 [mPa .Math. s] 255 CCP-3-CI 15.0% CCP-5-CI 20.0%

EXAMPLE M10

[0198]

TABLE-US-00016 CCG-2-F  5.0% T.sub.(N, I). [° C.]: 124 CCG-3-F 20.0% Δn: 0.084 CCP-2-CI 15.0% Δε: 3.9 CCP-3-CI 15.0% γ.sub.1 [mPa .Math. s] 151 CCP-5-CI 20.0% CC-2-3 10.0% CC-3-4 10.0% CC-3-5  5.0%

EXAMPLE M11

[0199]

TABLE-US-00017 CCG-3-F 20.0% T.sub.(N, I) [° C.]: 124 CCG-5-F 16.0% Δn: 0.080 CCQU-3-F 15.0% Δε: 7.9 CCQU-5-F 15.0% γ.sub.1 [mPa .Math. s] 185 CC-3-4 10.0% CC-4-5  5.0% CGPC-3-3  4.0% CGPC-5-3  7.0% CDUQU-3-F  8.0%

EXAMPLE M12

[0200]

TABLE-US-00018 CCEG-1-F 16.0% T.sub.(N, I) [° C.]: 121 CCEG-3-F 12.0% Δn: 0.0915 CCEG-4-F 12.0% Δε: 8.2 CCU-2-F  7.0% γ.sub.1 [mPa .Math. s] 276 CCU-3-F 15.0% CCU-5-F  5.0% CCGU-3-F  6.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  4.0% CDUQU-3-F  8.0%

EXAMPLE M13

[0201]

TABLE-US-00019 CCU-1-F  5.0% T.sub.(N, I) [° C.]: 121 CCU-2-F  7.0% Δn: 0.0915 CCU-3-F 10.0% Δε: 8.2 CCU-5-F  5.0% γ.sub.1 [mPa .Math. s] 276 CCGU-3-F  6.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  4.0% CDUQU-3-F  8.0% CCEP-1-F 25.0% CCEP-4-F 15.0%

EXAMPLE M14

[0202]

TABLE-US-00020 CCEG-1-F 15.0% T.sub.(N, I) [° C.]: 121 CCEG-3-F 15.0% Δn: 0.0893 CCEG-4-F 20.0% Δε: 6.2 CCU-2-F  7.0% γ.sub.1 [mPa .Math. s] 265 CCU-3-F 15.0% CCU-5-F  4.0% CCGU-3-F  5.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  4.0%

EXAMPLE M15

[0203]

TABLE-US-00021 CCQU-3-F 15.0% T.sub.(N, I) [° C.]: 121 CCQU-5-F  8.0% Δn: 0.0878 CCU-2-F 15.0% Δε: 10.1 CCU-3-F 20.0% γ.sub.1 [mPa .Math. s] 249 CCU-5-F  8.0% CCGU-3-F  5.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  5.0% CDUQU-3-F  3.0%

EXAMPLE M16

[0204]

TABLE-US-00022 CDU-2-F 10.0% T.sub.(N, I) [° C.]: 121 CDU-3-F 15.0% Δn: 0.0885 CDU-5-F 20.0% Δε: 13.2 CCQU-3-F 10.0% γ.sub.1 [mPa .Math. s] 280 CCQU-5-F 10.0% CCGU-3-F  8.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  5.0% CDUQU-3-F  7.0%

EXAMPLE M17

[0205]

TABLE-US-00023 CCEU-2-F  6.0% T.sub.(N, I) [° C.]: 121 CCEU-3-F 15.0% Δn: 0.0885 CCEU-5-F 20.0% Δε: 6.3 CCEG-3-F 12.0% γ.sub.1 [mPa .Math. s] 253 CCEP-3-F 12.0% CCQU-5-F 10.0% CCP-3-1  8.0% CGPC-5-3  7.0% CGPC-3-3  5.0% CP-3-CI  5.0%

EXAMPLE M18

[0206]

TABLE-US-00024 CCG-2-F 10.0% T.sub.(N, I) [° C.]: 143 CCG-3-F 25.0% Δn [589 nm, 20° C.]: 0.0934 CCG-5-F 25.0% n.sub.e [589 nm, 20° C.]: 1.5700 CCQU-3-F 15.0% ε.sub.∥ [1 kHz, 20° C.]: 15.2 CCQU-5-F 15.0% ε.sub.⊥[1 kHz, 20° C.]: 3.6 CCPU-3-F  5.0% Δε [1 kHz, 20° C.]: 11.6 CCPU-4-F  5.0% K.sub.1 [pN, 20° C.]: 15.6 K.sub.3 [pN, 20° C.]: 23.8 K.sub.3/K.sub.1 [pN, 20° C.]: 1.53 V.sub.0 [V, 20° C.]: 1.22 γ.sub.1 [mPa .Math. s, 20° C.]: 329 LTS bulk [h, −20° C.]: 1000 LTS bulk [h, −30° C.]: 72