LIQUID-CRYSTALLINE MEDIUM

Abstract

The present invention relates to a liquid-crystalline medium (LC medium), to the use thereof for electrooptical purposes and to LC displays comprising this medium.

Claims

1. A liquid-crystalline medium comprising: one or more compounds of the formula 1 ##STR00336## and one or more compounds of the formula 2 ##STR00337## and one or more compounds selected from formulae 3, 4 and 5 ##STR00338## and one or more compounds selected from formulae 6 and 7 ##STR00339## in which the individual radicals are the same or different at each instance and are each independently defined as follows: Alkenyl is alkenyl having 2 to 6 carbon atoms, R.sup.x is alkyl having 1 to 6 carbon atoms or alkenyl having 2 to 6 carbon atoms, Alkyl is alkyl having 1 to 6 carbon atoms, L is H or F, R.sup.0 is unsubstituted or halogenated alkyl or alkoxy having 1 to 15 carbon atoms, where one or more CH.sub.2 groups in these radicals may each independently also be replaced by CC, CF.sub.2O, CHCH, ##STR00340## O, COO or OCO, such that no oxygen atoms are bonded directly to one another, and X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms.

2. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 1 are selected from the following formulae: ##STR00341## in which Alkyl is alkyl having 1 to 6 carbon atoms.

3. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 2 are selected from the following formulae: ##STR00342##

4. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 3 are selected from the following formulae: ##STR00343##

5. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 4 are selected from the following formulae: ##STR00344##

6. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 5 are selected from the following formulae: ##STR00345##

7. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 6 are selected from the following formulae: ##STR00346##

8. The liquid-crystalline medium according to claim 1, wherein said one or more compounds of the formula 7 are selected from the following formulae: ##STR00347##

9. The liquid-crystalline medium according to claim 1, further comprising, other than compounds of formulae 1 to 7, one or more compounds selected from formulae II and/or III: ##STR00348## wherein R.sup.0 is unsubstituted or halogenated alkyl or alkoxy having 1 to 15 carbon atoms, where one or more CH.sub.2 groups in these radicals may each independently also be replaced by CC, CF.sub.2O, CHCH, ##STR00349## O, COO or OCO, such that no oxygen atoms are bonded directly to one another, X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms, Y.sup.1 to Y.sup.6 are each independently H or F, and ##STR00350## are each independently ##STR00351## with exclusion of the compounds of formula 3 from the compounds of the formula III.

10. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds selected from formulae IV to VIII ##STR00352## wherein R.sup.0 is unsubstituted or halogenated alkyl or alkoxy having 1 to 15 carbon atoms, where one or more CH.sub.2 groups in these radicals may each independently also be replaced by CC, CF.sub.2O, CHCH, ##STR00353## O, COO or OCO, such that no oxygen atoms are bonded directly to one another, X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms, and Y.sup.1 to Y.sup.4 are each independently H or F, Z.sup.0 is C.sub.2H.sub.4, (CH.sub.2).sub.4, CHCH, CFCF, C.sub.2F.sub.4, CH.sub.2CF.sub.2, CF.sub.2CH.sub.2, CH.sub.2O, OCH.sub.2, COO or OCF.sub.2, and in formulae V and VI a single bond as well, and in formulae V and VIII CF.sub.2O as well, is 0 or 1, and is 0 or 1.

11. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds selected from formulae IX to XII ##STR00354## wherein X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms, is H or F, Alkyl is alkyl having 1 to 6 carbon atoms, R is alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms or alkenyl having 2 to 6 carbon atoms, and Alkenyl is alkenyl having 1 to 6 carbon atoms.

12. The liquid-crystalline medium according to claim 1, further comprising one or more compounds of formula XIII ##STR00355## wherein R.sup.1 and R.sup.2 are each independently n-alkyl, alkoxy, oxaalkyl, fluoroalkyl or alkenyl, each having up to 6 carbon atoms.

13. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds selected from formulae XV and XVI ##STR00356## wherein R.sup.0 is unsubstituted or halogenated alkyl or alkoxy having 1 to 15 carbon atoms, where one or more CH.sub.2 groups in these radicals may each independently also be replaced by CC, CF.sub.2O, CHCH, ##STR00357## O, COO or OCO, such that no oxygen atoms are bonded directly to one another, X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms, Y.sup.1 to Y.sup.4 are each independently H or F, ##STR00358## are each independently ##STR00359## with exclusion of the compounds of formula 4 from the compounds of formula XVI.

14. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds of formula XVII ##STR00360## wherein R.sup.1 and R.sup.2 are each independently n-alkyl, alkoxy, oxaalkyl, fluoroalkyl or alkenyl each having up to 6 carbon atoms, and L is H or F.

15. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds of the following formulae: ##STR00361## in which R.sup.1 and R.sup.2 are each independently n-alkyl, alkoxy, oxaalkyl, fluoroalkyl or alkenyl each having up to 6 carbon atoms, and L is H or F.

16. The liquid-crystalline medium according to claim 1, further comprising, other than the formulae 1 to 7, one or more compounds selected from the compounds of formulae XIX, XX, XXI, XXII, XXIII and XIV ##STR00362## wherein R.sup.0 is unsubstituted or halogenated alkyl or alkoxy having 1 to 15 carbon atoms, where one or more CH.sub.2 groups in these radicals may each independently also be replaced by CC, CF.sub.2O, CHCH, ##STR00363## O, COO or OCO, such that no oxygen atoms are bonded directly to one another, X.sup.0 is F, Cl, halogenated alkyl, halogenated alkoxy, halogenated alkenyl or halogenated alkenyloxy each having up to 6 carbon atoms, and Y.sup.1 to Y.sup.4 are each independently H or F, with exclusion of the compounds of formulae 6 and 7 from the compounds of formulae XXI and XXII.

17. The liquid-crystalline medium according to claim 1, wherein said medium contains: 20% to 65% by weight of one or more compounds of formula 1, 2% to 15% by weight of one or more compounds of the formula 2, 5% to 30% by weight of one or more compounds selected from formulae 3, 4 and 5, and 2% to 20% by weight of one or more compounds selected from formulae 6 and 7.

18. The liquid-crystalline medium according to claim 1, wherein said medium contains one or more compounds of each of formula 1, formula 2, and formula 3, and one or more compounds selected from formulae 6 and 7.

19. The liquid-crystalline medium according to claim 1, further comprising one or more additive(s) selected from UV stabilizers, dopants and antioxidants.

20. The liquid-crystalline medium according to claim 1, further comprising one or more polymerizable compounds.

21. A process for producing a liquid-crystalline medium according to claim 1, comprising: mixing one or more compounds of formulae 1 to 7 with further mesogenic compounds and optionally with one or more additives and/or at least one polymerizable compound.

22. A method of generating an electrooptical effect comprising applying a voltage across a liquid-crystalline medium according to claim 1.

23. A shutter glass for 3D applications, or in TN, PS-TN, STN, ECB, OCB, IPS, PS-IPS, FFS, PS-FFS or positive-VA displays, comprising a liquid-crystalline medium according to claim 1.

24. An electrooptical liquid-crystal display comprising a liquid-crystalline medium, wherein said medium is a medium according to claim 1.

25. An electrooptical liquid-crystal display according to claim 24, wherein said display is a TN, PS-TN, STN, ECB, OCB, FFS, PS-FFS, or positive-VA display.

Description

EXAMPLES

Example 1

[0261]

TABLE-US-00007 APUQU-2-F 4.00% Clearing point/ C.: 76 APUQU-3-F 7.00% n (589 nm, 20 C.): 0.1152 CPGU-3-OT 6.00% (1 kHz, 20 C.): 4.2 BCH-3F.F.F 3.00% .sub.1 (20 C.)/mPa .Math. s: 53 CCP-V-1 6.00% V.sub.10 (20 C.)/V: 2.11 PGP-2-4 7.00% LTS bulk (20 C.)/h: >1000 PGP-2-2V 8.00% CC-3-V 51.00% PP-1-2V1 8.00%

Comparative Example 1

[0262]

TABLE-US-00008 APUQU-2-F 4.00% Clearing point/ C.: 75.5 APUQU-3-F 7.00% n (589 nm, 20 C.): 0.1157 CPGU-3-OT 6.00% (1 kHz, 20 C.): 4.2 BCH-3F.F.F 3.00% .sub.1 (20 C.)/mPa .Math. s: 56 CCP-V-1 6.00% V.sub.10 (20 C.)/V: 2.10 PGP-2-4 8.00% LTS bulk (20 C.)/h: >1000 PGP-2-5 8.00% CC-3-V 50.00% PP-1-2V1 8.00%

[0263] Compared to the mixture from Example 1, the mixture from Comparative Example 1 does not contain any compound of the formula 2 and has a higher viscosity.

Example 2

[0264]

TABLE-US-00009 GGP-3-Cl 8.00% Clearing point/ C.: 79 CCGU-3-F 8.00% n (589 nm, 20 C.): 0.1322 CCP-V-1 8.00% (1 kHz, 20 C.): 11.6 CC-3-V 26.00% .sub.1 (20 C.)/mPa .Math. s: 93 CCQU-3-F 9.00% V.sub.10 (20 C.)/V: 1.30 PUQU-3-F 17.00% LTS bulk (20 C.)/h: >1000 PGP-2-4 5.00% PGP-2-2V 5.00% PP-1-2V1 4.00% APUQU-2-F 10.00%

Comparative Example 2

[0265]

TABLE-US-00010 GGP-3-Cl 8.00% Clearing point/ C.: 79 CCGU-3-F 8.00% n (589 nm, 20 C.): 0.1335 CCP-V-1 8.00% (1 kHz, 20 C.): 11.6 CC-3-V 25.00% .sub.1 (20 C.)/mPa .Math. s: 96 CCQU-3-F 9.00% V.sub.10 (20 C.)/V: 1.32 PUQU-3-F 17.00% LTS bulk (20 C.)/h: >1000 PGP-2-4 6.00% PGP-2-5 5.00% PP-1-2V1 4.00% APUQU-2-F 10.00%

[0266] Compared to the mixture from Example 2, the mixture from Comparative Example 2 does not contain any compound of the formula 2 and has a higher viscosity.

Example 3

[0267]

TABLE-US-00011 CPGU-3-F 6.00% Clearing point/ C.: 76.5 CC-3-V 32.50% n (589 nm, 20 C.): 0.1243 CC-3-V1 6.00% (1 kHz, 20 C.): 4.4 CCP-V-1 18.00% .sub.1 (20 C.)/mPa .Math. s: 58 PGP-2-4 6.00% V.sub.10 (20 C.)/V: 2.04 PGP-2-2V 10.00% LTS bulk (20 C.)/h: >1000 PP-1-2V1 5.50% PUQU-3-F 14.00% GP-2-Cl 2.00%

Comparative Example 3

[0268]

TABLE-US-00012 CPGU-3-F 6.00% Clearing point/ C.: 77.5 CC-3-V 32.00% n (589 nm, 20 C.): 0.1254 CC-3-V1 6.00% (1 kHz, 20 C.): 4.4 CCP-V-1 18.00% .sub.1 (20 C.)/mPa .Math. s: 61 PGP-2-3 6.00% V.sub.10 (20 C.)/V: 2.06 PGP-2-4 6.00% LTS bulk (20 C.)/h: >1000 PGP-2-5 6.00% PP-1-2V1 4.00% PUQU-3-F 14.00% GP-2-Cl 2.00%

[0269] Compared to the mixture from Example 3, the mixture from Comparative Example 3 does not contain any compound of the formula 2 and has a higher viscosity.

Example 4

[0270]

TABLE-US-00013 CC-3-V 35.00% Clearing point/ C.: 74 CC-3-V1 8.00% n (589 nm, 20 C.): 0.1316 CCP-V2-1 8.00% (1 kHz, 20 C.): 4.4 CPGU-3-OT 5.50% .sub.1 (20 C.)/mPa .Math. s: 57 PGP-2-3 4.00% V.sub.10 (20 C.)/V: 2.13 PGP-2-4 5.00% LTS bulk (20 C.)/h: >1000 PGP-2-2V 6.50% PGUQU-3-F 8.00% PP-1-2V1 8.00% PP-2-2V1 7.00% PUQU-3-F 5.00%

Comparative Example 4

[0271]

TABLE-US-00014 CC-3-V 34.00% Clearing point/ C.: 74 CC-3-V1 8.00% n (589 nm, 20 C.): 0.1327 CCP-V2-1 8.00% (1 kHz, 20 C.): 4.4 CPGU-3-OT 5.50% .sub.1 (20 C.)/mPa .Math. s: 58 PGP-2-3 4.00% V.sub.10 (20 C.)/V: 2.14 PGP-2-4 5.00% LTS bulk (20 C.)/h: >1000 PGP-2-5 7.50% PGUQU-3-F 8.00% PP-1-2V1 8.00% PP-2-2V1 7.00% PUQU-3-F 5.00%

[0272] Compared to the mixture from Example 4, the mixture from Comparative Example 4 does not contain any compound of the formula 2 and has a higher viscosity.

Example 5

[0273]

TABLE-US-00015 CC-3-V 41.00% Clearing point/ C.: 75.4 CC-3-V1 9.50% n (589 nm, 20 C.): 0.1370 PP-1-2V1 5.00% (1 kHz, 20 C.): 5.4 PGU-3-F 11.00% .sub.1 (20 C.)/mPa .Math. s: 58 PGP-2-3 4.00% V.sub.10 (20 C.)/V: 1.92 PGP-2-4 4.00% PGP-2-5 5.00% PGP-1-2V 7.50% CPGU-3-OT 4.00% PGUQU-3-F 9.00%

Example 6

[0274]

TABLE-US-00016 CC-3-V 41.50% Clearing point/ C.: 74 CC-3-V1 9.00% n (589 nm, 20 C.): 0.1356 PP-1-2V1 5.00% (1 kHz, 20 C.): 5.3 PGU-3-F 11.00% .sub.1 (20 C.)/mPa .Math. s: 56 PGP-2-3 4.00% V.sub.10 (20 C.)/V: 1.91 PGP-2-4 4.00% PGP-2-5 5.00% PGP-2-2V 7.50% CPGU-3-OT 4.00% PGUQU-3-F 9.00%

Example 7

[0275]

TABLE-US-00017 CC-3-V 41.50% Clearing point/ C.: 74.5 CC-3-V1 9.00% n (589 nm, 20 C.): 0.1356 PP-1-2V1 5.00% (1 kHz, 20 C.): 5.3 PGU-3-F 11.00% .sub.1 (20 C.)/mPa .Math. s: 57 PGP-2-3 4.00% V.sub.10 (20 C.)/V: 1.94 PGP-2-4 4.00% PGP-2-5 5.50% PGP-2-2V 7.00% CPGU-3-OT 4.00% PGUQU-3-F 9.00%

Example 8

[0276]

TABLE-US-00018 CC-3-V 42.00% Clearing point/ C.: 76 CC-3-V1 10.00% n (589 nm, 20 C.): 0.1357 PP-1-2V1 5.00% (1 kHz, 20 C.): 5.2 PGU-3-F 11.00% .sub.1 (20 C.)/mPa .Math. s: 55 PGP-1-2V 6.00% V.sub.10 (20 C.)/V: 1.93 PGP-2-2V 6.00% PGP-3-2V 8.00% CPGU-3-OT 3.00% PGUQU-3-F 9.00%

Example 9

[0277]

TABLE-US-00019 CC-3-V 40.00% Clearing point/ C.: 75 CC-3-V1 10.00% n (589 nm, 20 C.): 0.1378 PP-1-2V1 5.00% (1 kHz, 20 C.): 5.4 PGU-3-F 11.00% .sub.1 (20 C.)/mPa .Math. s: 57 PGP-2-3 6.00% V.sub.10 (20 C.)/V: 1.96 PGP-2-4 6.00% PGP-2-2V 9.00% CPGU-3-OT 4.00% PGUQU-3-F 9.00%

Example 10

[0278]

TABLE-US-00020 APUQU-3-F 5.00% Clearing point/ C.: 109.7 CC-3-V 29.50% n (589 nm, 20 C.): 0.1215 CC-3-V1 2.00% (1 kHz, 20 C.): 6.9 CCP-3-1 5.00% .sub.1 (20 C.)/mPa .Math. s: 110 CCP-3OCF3 5.00% V.sub.0 (20 C.)/V: 1.60 CCP-V-1 15.00% LTS bulk (20 C.): CCPC-33 2.00% CCPC-34 3.00% CPGP-5-2 2.00% CPGP-5-3 3.00% CPGU-3-OT 4.50% PGP-2-2V 7.00% PPGU-3-F 1.00% PUQU-2-F 5.00% PUQU-3-F 11.00%

[0279] 0.04% of the following compound is added as stabilizer to the mixture from Example 10:

##STR00328##

Example 11

[0280]

TABLE-US-00021 CC-3-V 47.00% Clearing point/ C.: 75.5 PP-1-2V1 6.00% n (589 nm, 20 C.): 0.1334 PGP-1-2V 5.00% (1 kHz, 20 C.): 7.8 PGP-2-2V 8.00% .sub.1 (20 C.)/mPa .Math. s: 59 PGP-3-2V 5.00% V.sub.10 (20 C.)/V: 1.38 PGUQU-3-F 13.00% CPGU-3-OT 4.00% APUQU-3-F 6.50% PUQU-3-F 5.50%

Example 12

[0281]

TABLE-US-00022 CC-3-V 42.00% Clearing point/ C.: 73.5 CC-3-V1 7.00% n (589 nm, 20 C.): 0.1334 PGP-1-2V 4.00% (1 kHz, 20 C.): 8.4 PGP-2-2V 7.00% .sub.1 (20 C.)/mPa .Math. s: 61 PGP-3-2V 8.00% PGUQU-3-F 14.00% CPGU-3-OT 4.00% APUQU-3-F 6.00% PUQU-3-F 8.00%

Example 13

[0282]

TABLE-US-00023 CC-3-V 44.50% Clearing point/ C.: 76.5 PP-1-2V1 5.50% n (589 nm, 20 C.): 0.1367 PGP-1-2V 5.00% (1 kHz, 20 C.): 8.4 PGP-2-2V 8.00% .sub.1 (20 C.)/mPa .Math. s: 64 PGP-3-2V 6.00% PGUQU-3-F 10.00% CPGU-3-OT 5.00% APUQU-3-F 8.00% PUQU-3-F 8.00%

Example 14

[0283]

TABLE-US-00024 APUQU-2-F 8.50% Clearing point/ C.: 80 APUQU-3-F 8.00% n (589 nm, 20 C.): 0.1086 CC-3-V 44.50% (1 kHz, 20 C.): 9.7 CCP-3OCF3 7.50% .sub. (1 kHz, 20 C.): 13.2 CCP-V-1 7.00% .sub.1 (20 C.)/mPa .Math. s: 65 DPGU-4-F 3.50% V.sub.0 (20 C.)/V: 1.20 PGP-2-2V 8.00% K.sub.1 (20 C.)/pN: 12.7 PGUQU-4-F 4.50% K.sub.3 (20 C.)/pN: 14.0 PUQU-3-F 8.50%

Example 15

[0284]

TABLE-US-00025 APUQU-2-F 10.00% Clearing point/ C.: 78.5 APUQU-3-F 9.50% n (589 nm, 20 C.): 0.1087 CC-3-V 41.50% (1 kHz, 20 C.): 9.5 CCP-3OCF3 10.00% .sub. (1 kHz, 20 C.): 13.7 CCP-V-1 4.50% .sub.1 (20 C.)/mPa .Math. s: 71 DPGU-4-F 7.50% V.sub.0 (20 C.)/V: 1.23 PGP-2-2V 4.00% K.sub.1 (20 C.)/pN: 12.9 PGUQU-4-F 2.00% K.sub.3 (20 C.)/pN: 13.0 PUQU-3-F 3.00% PY-3-O2 8.00%

Example 16

[0285]

TABLE-US-00026 APUQU-3-F 4.50% Clearing point/ C.: 79.5 CC-3-V 46.00% n (589 nm, 20 C.): 0.1101 CCP-V-1 4.00% (1 kHz, 20 C.): 10.2 PGP-2-2V 5.00% .sub. (1 kHz, 20 C.): 13.6 PGUQU-3-F 5.00% .sub.1 (20 C.)/mPa .Math. s: 67 PGUQU-4-F 6.00% V.sub.0 (20 C.)/V: 1.15 PGUQU-5-F 5.00% K.sub.1 (20 C.)/pN: 12.2 PUQU-3-F 11.50% K.sub.3 (20 C.)/pN: 13.5 CCP-3OCF3 4.00% CCVC-3-V 5.00% DPGU-4-F 4.00%

Example 17

[0286]

TABLE-US-00027 APUQU-2-F 5.50% Clearing point/ C.: 80.5 APUQU-3-F 3.00% n (589 nm, 20 C.): 0.1017 CC-3-V 36.00% (1 kHz, 20 C.): 9.2 CC-3-V1 6.50% .sub. (1 kHz, 20 C.): 12.9 CCP-3OCF3 8.00% .sub.1 (20 C.)/mPa .Math. s: 53 CCP-V-1 11.50% V.sub.0 (20 C.)/V: 1.20 CDUQU-3-F 5.00% DPGU-4-F 5.50% PGP-2-2V 2.00% PGU-2-F 7.50% PUQU-3-F 9.50%

[0287] 0.04% of the following compound is added as stabilizer to the mixture from Example 17:

##STR00329##

[0288] 0.4% of the following compound is added as reactive mesogen to the resulting mixture:

##STR00330##

Example 18

[0289]

TABLE-US-00028 APUQU-3-F 6.50% Clearing point/ C.: 100.1 CC-3-V 28.00% n (589 nm, 20 C.): 0.1312 CC-3-V1 7.00% (1 kHz, 20 C.): 5.6 CCP-V-1 15.00% .sub. (1 kHz, 20 C.): 8.6 CCP-V2-1 9.00% .sub.1 (20 C.)/mPa .Math. s: 86 CPGP-5-2 3.00% V.sub.0 (20 C.)/V: 1.80 PGP-1-2V 6.00% K.sub.1 (20 C.)/pN: 16.2 PGP-2-2V 6.00% K.sub.3 (20 C.)/pN: 17.7 PGP-2-3 2.00% PGUQU-3-F 5.50% PP-1-2V1 3.00% PPGU-3-F 1.00% PUQU-3-F 8.00%

[0290] 0.04% of the following compound is added as stabilizer to the mixture from Example 18:

##STR00331##

Example 19

[0291]

TABLE-US-00029 CC-3-V 26.00% Clearing point/ C.: 93.4 CCP-V-1 6.50% n (589 nm, 20 C.): 0.1077 CCP-3-1 10.00% (1 kHz, 20 C.): 4.9 CCP-3OCF3 7.00% .sub. (1 kHz, 20 C.): 9.1 APUQU-3-F 7.00% .sub.1 (20 C.)/mPa .Math. s: 98 CCQU-3-F 10.00% V.sub.0 (20 C.)/V: 1.90 CCQU-5-F 7.50% K.sub.1 (20 C.)/pN: 16.0 CPGU-3-OT 5.00% K.sub.3 (20 C.)/pN: 16.2 PGP-1-2V 3.00% CCGU-3-F 3.00% PY-3-O2 15.00%

Example 20

[0292]

TABLE-US-00030 CC-3-V 13.00% Clearing point/ C.: 99.9 CPGP-5-2 4.00% n (589 nm, 20 C.): 0.1942 CPGP-5-3 4.00% (1 kHz, 20 C.): 8.9 DGUQU-4-F 2.50% .sub.1 (20 C.)/mPa .Math. s: 151 PCH-3O1 10.00% V.sub.0 (20 C.)/V: 1.48 PGP-1-2V 11.00% K.sub.1 (20 C.)/pN: 17.5 PGP-2-2V 12.00% K.sub.3 (20 C.)/pN: 19.2 PGP-2-5 3.50% PGP-3-2V 10.00% PGUQU-3-F 6.00% PGUQU-4-F 7.00% PP-1-2V1 7.00% PUQU-3-F 10.00%

[0293] 0.04% of the following compound is added as stabilizer to the mixture from Example 20:

##STR00332##

Example 21

[0294]

TABLE-US-00031 CC-3-V 14.00% Clearing point/ C.: 76 CCH-3O1 8.00% n (589 nm, 20 C.): 0.1798 PCH-3O1 10.00% (1 kHz, 20 C.): 4.8 PGP-1-2V 9.00% .sub. (1 kHz, 20 C.): 8.3 PGP-2-2V 16.00% .sub.1 (20 C.)/mPa .Math. s: 82 PGP-2-3 6.00% V.sub.0 (20 C.)/V: 1.79 PGP-3-2V 9.00% K.sub.1 (20 C.)/pN: 14.2 PGU-2-F 7.00% K.sub.3 (20 C.)/pN: 13.2 PGUQU-3-F 6.00% PP-1-2V1 9.50% PPGU-3-F 0.50% PUQU-3-F 5.00%

[0295] 0.05% of the following compound is added as stabilizer to the mixture from Example 21:

##STR00333##

Example 22

[0296]

TABLE-US-00032 APUQU-2-F 2.50% Clearing point/ C.: 100.2 APUQU-3-F 4.00% n (589 nm, 20 C.): 0.1144 CDUQU-3-F 6.00% (1 kHz, 20 C.): 4.5 DGUQU-4-F 3.00% .sub. (1 kHz, 20 C.): 7.5 CCP-3OCF3 3.00% .sub.1 (20 C.)/mPa .Math. s: 77 CCP-V-1 15.00% V.sub.0 (20 C.)/V: 2.00 CCVC-3-V 5.00% K.sub.1 (20 C.)/pN: 16.4 PGP-1-2V 4.00% K.sub.3 (20 C.)/pN: 18.3 PGP-2-2V 7.00% PGP-3-2V 5.50% CC-3-2V1 2.00% CC-3-V 32.00% CC-3-V1 6.00% PCH-302 3.00% PP-1-2V1 2.00%

Example 23

[0297]

TABLE-US-00033 APUQU-3-F 4.00% Clearing point/ C.: 74.5 CC-3-V 57.95% n (589 nm, 20 C.): 0.1181 CCP-V-1 5.00% (1 kHz, 20 C.): 2.3 PGP-1-2V 7.50% .sub. (1 kHz, 20 C.): 5.1 PGP-2-2V 11.00% .sub.1 (20 C.)/mPa .Math. s: 50 PGP-3-2V 3.00% V.sub.0 (20 C.)/V: 2.48 PGP-2-3 5.00% K.sub.1 (20 C.)/pN: 13.1 PGU-3-F 3.00% K.sub.3 (20 C.)/pN: 13.1 PPGU-3-F 0.50% PUQU-3-F 3.00% CDU-3-F 0.05%

[0298] 0.05% of the following compound is added as stabilizer to the mixture from Example 23:

##STR00334##

Example 24

[0299]

TABLE-US-00034 CC-3-V 28.00% Clearing point/ C.: 79.5 PUQU-3-F 10.00% n (589 nm, 20 C.): 0.1153 PGU-3-F 5.50% (1 kHz, 20 C.): 13.8 CCGU-3-F 5.00% .sub. (1 kHz, 20 C.): 17.7 APUQU-2-F 3.50% .sub.1 (20 C.)/mPa .Math. s: 95 APUQU-3-F 12.50% V.sub.0 (20 C.)/V: 0.96 PGUQU-3-F 2.00% K.sub.1 (20 C.)/pN: 11.5 BCH-3F.F.F 10.00% K.sub.3 (20 C.)/pN: 12.3 CCQU-3-F 12.00% CCP-V-1 7.50% PGP-2-2V 4.00%

[0300] 0.05% of the following compound is added as stabilizer to the mixture from Example 24:

##STR00335##

[0301] Without further elaboration, it is believed that one skilled in the art can, using the preceding description, utilize the present invention to its fullest extent. The preceding preferred specific embodiments and examples are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.

[0302] From the foregoing description, one skilled in the art can easily ascertain the essential characteristics of this invention and, without departing from the spirit and scope thereof, can make various changes and modifications of the invention to adapt it to various usages and conditions.

[0303] The entire disclosures of all applications, patents and publications, cited herein and of corresponding German Application No. 102015010197.8, filed Aug. 7, 2015, are incorporated by reference herein.