Liquid-crystalline medium and liquid-crystal display comprising the same and compounds

Abstract

A liquid-crystalline medium having a nematic phase containing one or more compounds of formula D ##STR00001##
the use thereof in an electro-optical display, particularly in an active-matrix display based on the IPS or FFS effect, displays of this type which contain a liquid-crystalline medium of this type and the use of the compounds of formula D for improvement of the contrast and/or response times of a liquid-crystalline medium which contain one or more additional mesogenic compounds, as well as certain compounds of formula D.

Claims

1. A liquid-crystalline medium having a nematic phase, comprising one or more compounds of formula D ##STR00407## in which R.sup.D denotes H, an alkyl radical having 1 to 15 C atoms, in which one or more CH.sub.2 groups are optionally each replaced, independently of one another, by —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —CH═CH—, —O—, —(CO)—O—, —O—(C═O)—, cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, in such a way that 0 atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by halogen, Y.sup.D1, Y.sup.D2 Y.sup.D3 and Y.sup.D4 idependently or differently, denote H, F or Cl, wherein at least one of Y.sup.D1 and Y.sup.D2 is not H, X.sup.D denotes F, Cl, CN, NCS, SF.sub.5, fluorinated alkyl, alkoxy, alkenyl or alkenyloxy each having up to 5 C atoms, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2.

2. The medium according to claim 1, further comprising one or more compounds of formulae II and/or Ill ##STR00408## in which R.sup.2 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, ##STR00409## on each appearance, independently of one another, are ##STR00410## L.sup.21 and L.sup.22 denote H or F, X.sup.2 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms, m denotes 0, 1, 2 or 3, R.sup.3 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms ##STR00411## on each appearance, independently of one another, are ##STR00412## L.sup.31 and L.sup.32 independently of one another, denote H or F, X.sup.3 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms, F, Cl, —OCF.sub.3, —OCHF.sub.2, —O—CH.sub.2CF.sub.3, —O—CH═CF.sub.2, —O—CH═CH.sub.2 or —CF.sub.3, Z.sup.3 denotes —CH.sub.2CH.sub.2—, —CF.sub.2CF.sub.2—, —COO—, trans-CH═CH—, trans-CF═CF—, —CH.sub.2O— or a single bond, and n denotes 0, 1, 2 or 3, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2; with the condition that compounds of formula D are excluded from the compounds of formula III.

3. The liquid-crystalline medium according to claim 1, further comprising one or more dielectrically neutral compounds of formulae IV and/or V: ##STR00413## in which R.sup.41 and R.sup.42 independently of one another, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, ##STR00414## independently of one another and, if ##STR00415##  occurs twice, also these independently of one another, denote ##STR00416## Z.sup.41 and Z.sup.42 independently of one another and, if Z.sup.41 occurs twice, also these independently of one another, denote —CH.sub.2CH.sub.2—, —COO—, trans-CH═CH—, trans-CF═CF—, —CH.sub.2O—, —CF.sub.2O—, —C═C— or a single bond, p denotes 0, 1 or 2, R.sup.51 and R.sup.52 independently of one another, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, ##STR00417## if present, each, independently of one another, denote ##STR00418## Z.sup.51 to Z.sup.53 each, independently of one another, denote —CH.sub.2—CH.sub.2—, —CH.sub.2—O—, —CH═CH—, —C═C—, —COO— or a single bond, i and j each, independently of one another, denote 0 or 1, alkyl denotes an alkyl radical, n denotes 0, 1 or 2.

4. The medium according to claim 1, further comprising one or more compounds of formula B, ##STR00419## in which ##STR00420## denotes ##STR00421## denotes ##STR00422## n denotes 1 or 2, R.sup.1 denotes alkyl, alkoxy, fluorinated alkyl, fluorinated alkoxy, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl, and X.sup.1 denotes F, Cl, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy.

5. The medium according to claim 1, further comprising one or more compounds of formula I: ##STR00423## in which ##STR00424## denotes ##STR00425## denotes ##STR00426## n denotes 0 or 1, R.sup.11 and R.sup.12 independently of each other denote alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms or R.sup.11 alternatively denotes R.sup.1 or R.sup.12 alternatively denotes X.sup.1, R.sup.1 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy, or alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, X.sup.1 denotes F, Cl, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2, from which the compounds of formula B are excluded.

6. The liquid-crystalline medium according to claim 5, further comprising one or more compounds of formulae VI to IX: ##STR00427## wherein R.sup.61 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkenyl radical having 2 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, R.sup.62 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, I denotes 0 or 1, R.sup.71 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms, R.sup.72 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, ##STR00428## denotes ##STR00429## R.sup.81 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms, R.sup.82 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, ##STR00430## denotes ##STR00431## Z.sup.8 denotes —(C═O)—O—, —CH.sub.2—O—, —CF.sub.2—O— or —CH.sub.2—CH.sub.2—, denotes 0 or 1, R.sup.91 and R.sup.92 independently of one another denote an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, ##STR00432## denotes ##STR00433## p and q independently of each other denote 0 or 1, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2.

7. The medium according to claim 1, wherein the total concentration of the compounds of formula D in the medium as a whole is 1% or more to 60% or less.

8. The medium according to claim 1, further comprising one or more chiral compounds and/or stabilizers.

9. An electro-optical display or electro-optical component, comprising a liquid-crystalline medium according to claim 1.

10. The display according to claim 9, which is based on the IPS- or FFS mode.

11. The display according to claim 9, which contains an active-matrix addressing device.

12. A process for the preparation of a liquid-crystalline medium according to claim 1, comprising mixing one or more compounds of formula D with one or more additional mesogenic compounds and optionally one or more additives.

13. A compound, which is of formulae D-1 to D-9 ##STR00434## in which R.sup.D denotes H, an alkyl radical having 1 to 15 C atoms, in which one or more CH.sub.2 groups are optionally each replaced, independently of one another, by —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —CH═CH—, —O—, —(CO)—O—, —O—(C═O)—, cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, in such a way that 0 atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by halogen, X.sup.D denotes F, Cl, CN, NCS, SF.sub.5, fluorinated alkyl, alkoxy, alkenyl or alkenyloxy each having up to 5 C atoms, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2.

14. The compound according to claim 13, wherein R.sup.D denotes an alkyl radical having 1 to 15, or an alkenyl radical having 2 to 15 C atoms, and X.sup.D denotes F, Cl, CF.sub.3, OCF.sub.3 or NCS.

15. A process for the preparation of a compound of formulae D-1 to D-9 according to claim 13, comprising reacting an arylhalogen compound of formula D-I ##STR00435## with a compound of formula D-II ##STR00436## to form a compound of formula D-III ##STR00437## which, in a further step, is transformed to a compound of formula D ##STR00438## wherein R.sup.D denotes H, an alkyl radical having 1 to 15 C atoms, in which one or more CH.sub.2 groups are optionally each replaced, independently of one another, by —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —CH═CH—, —O—, —(CO)—O—, —O—(C═O)—, cyclo-propylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, in such a way that 0 atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by halogen, Y.sup.D1, Y.sup.D2, Y.sup.D3 and Y.sup.D4 identically or differently, denote H, F or Cl, wherein at least one of Y.sup.D1 and Y.sup.D2 is not H, X.sup.D denotes F, Cl, CN, NCS, SF.sub.5, fluorinated alkyl, alkoxy, alkenyl or alkenyloxy each having up to 5 C atoms, Hal denotes Br, I or Cl, alkyl denotes an alkyl radical, and n denotes 0, 1 or 2.

16. A liquid-crystalline medium having a nematic phase, comprising one or more compounds of formula D-1 to D-9 according to claim 13 and one or more additional compounds that are not compounds of formula D-1 to D-9.

17. An electro-optical display or electro-optical component, comprising a liquid-crystalline medium according to claim 16.

18. The display according to claim 17, which is based on the IPS- or FFS mode.

19. The display according to claim 17, which contains an active-matrix addressing device.

20. The compound according to claim 13, which is a compound of formula D-6 that is selected from the group of compounds consisting of compounds of formula D-6-1, D-6-2, D-6-3, D-6-4 and D-6-5 ##STR00439## wherein R.sup.D is as defined for the compounds of formula D-6.

Description

EXAMPLES

(1) The following examples explain the present invention without restricting it in any way. However, the physical properties make it clear to the person skilled in the art what properties can be achieved and in what ranges they can be modified. In particular, the combination of the various properties which can preferably be achieved is thus well defined for the person skilled in the art.

SYNTHESIS EXAMPLES

Synthesis Example 1: Synthesis of 2-[4-[3-fluoro-4-(3,4,5-trifluorphenyl)phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane

(2) ##STR00383##

Step 1.1: 4-(5-Propyl-1,3-dioxan-2-yl)cyclohexanone

(3) ##STR00384##

(4) To a solution of 2-propylpropane-1,3-diol 1 (23.9 g, 193 mmol) and 4-oxocyclohexanecarbaldehyde 2 (CAS 96184-81-5, 30.0 g, 170 mmol) in dichloromethane (270 ml) toluene-4-sulfonic acid-monohydrate (6.4 g, 32 mmol) are added. The mixture is heated under reflux in a Dean Stark apparatus. After 90 min. the reaction mixture is allowed to cool down to ambient temperature and purified over silica gel (dichloromethane/ethylacetate 9:1). 4-(5-propyl-1,3-dioxane-2-yl)cyclohexanone 3 is isolated as a yellow transparent oil, which solidifies upon standing at ambient temperature. Ambient temperature in this specification means about 20° C., preferably (20±2)° C.

Step 1.2: 1-[3-Fluoro-4-(3,4,5-trifluorphenyl)phenyl]-4-(5-propyl-1,3-dioxan-2-yl)cyclohexanol

(5) ##STR00385##

(6) At a temperature of 30° C. a solution of 5-(4-bromo-2-fluoro-phenylo)-1,2,3-trifluoro-benzene 4 (CAS 187804-77-9, 25.0 g, 80 mmol) in THF (150 ml) is added dropwise to a solution of isopropylmagnesiumchloride-lithium chloride (116 ml, 150 mmol, 1.3 mol/l in THF). After 60 min. a solution of 4-(5-propyl-1,3-dioxane-2-yl)cyclohexanone 3 (25.0 g, 80 mmol) in THF (150 ml) is added dropwise at a temperature of at most 30° C. After another 60 min. distilled water is added to the reaction mixture and acidified to pH=5 with hydrochloric acid. The aqueous phase is separated and extracted with MTB-ether. The combined organic phases are washed with a saturated aqueous solution of sodium hydrogencarbonate, dried over sodium sulphate, filtered and reduced under vacuum. The residue yields 1-[3-fluoro-4-(3,4,5-trifluorphenyle)phenyle]-4-(5-propyl-1,3-dioxan-2-yl)cyclohexanol 5 as slightly yellow crystals.

Step 1.3: 2-[4-[3-Fluoro-4-(3,4,5-trifluorophenyl)phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxan

(7) ##STR00386##

(8) To a solution of 1-[3-fluoro-4-(3,4,5-trifluorophenyl)phenyl]-4-(5-propyl-1,3-dioxano-2-yl)cyclohexanol 5 (15.8 g, 15 mmol) in toluene (80 ml) toluene-4-sulfonic acid-monohydrate (0.5 g, 3 mmol) are added and the mixture is heated 3 hours under reflux in a Dean Stark apparatus. The reaction mixture is cooled to ambient temperature, heptane is added and then the diluted solution is purified over silica gel (heptane/MTB-ether 95:5). After crystallisation from 2-propanol and heptane 2-[4-[3-fluoro-4-(3,4,5-trifluorophenyl)phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane 6 is obtained as a colourless solid. The compound 6 (DLGU-3-F) exhibits the following phase behavior and physical properties:

(9) K74 S.sub.A 168 N 191 I,

(10) Δε=30 and

(11) Δn=0.18.

(12) Analogously the Following Compounds are Prepared.

Synthesis Example 2: Synthesis of 2-[4-[3-fluoro-4-(3,4,5-trifluorphenyl)phenyl]cyclohex-3-ene-1-yl]-5-butyl-1,3-dioxane

(13) ##STR00387##

(14) The compound 7 (short DLGU-4-F) shows the following phase and physical properties:

(15) K64 S.sub.A 174 N 190 I,

(16) Δε=28 and

(17) Δn=0.18.

Synthesis Example 3: Synthesis of 2-[4-[4-[3,5-difluoro-4-(trifluoromethyl)phenyl]-3-fluoro-phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane

(18) ##STR00388##

Step 3.1: [3,5-Difluoro-4-(trifluoromethyl)phenyl]-boronic acid

(19) ##STR00389##

(20) yields [3,5-Difluoro-4-(trifluoromethyl)phenyl]-boronic Acid 9 as a beige solid.

Step 3.2: 5-(4-Bromo-2-fluoro-phenyl)-1,3-difluoro-2-(trifluoromethyl)benzene

(21) ##STR00390##

(22) yields 5-(4-bromo-2-fluoro-phenyl)-1,3-difluoro-2-(trifluoromethyl)benzene 11 as a transparent colourless oil.

Step 3.3: 1-[4-[3,5-difluoro-4-(trifluoromethyl)phenyl]-3-fluoro-phenyl]-4-(5-propyl-1,3-dioxan-2-yl)cyclohexanol

(23) ##STR00391##

(24) yields 1-[4-[3,5-difluoro-4-(trifluoromethyl)phenyl]-3-fluoro-phenyl]-4-(5-propyl-1,3-dioxan-2-yl)cyclohexanol 12 as slightly brown crystals.

Step 3.4: 2-[4-[4-[3,5-Difluoro-4-(trifluormethyl)phenyl]-3-fluoro-phenyl]cyclohex-3-eno-1-yl]-5-propyl-1,3-dioxane

(25) ##STR00392##

(26) yields 2-[4-[4-[3,5-difluoro-4-(trifluoromethyl)phenyl]-3-fluoro-phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane 13 as a colourless solid.

(27) The compound 13 (short DLGU-3-T) shows the following pages sequence and physical properties:

(28) K 124 S.sub.A 173 N 186 I,

(29) Δε=38 and

(30) Δn=0.19.

Synthesis Example 4: Synthesis of 2-[4-[4-[3,5-difluoro-4-(trifluoromethoxy)-phenyl]-3-fluoro-phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane

(31) ##STR00393##

Step 4.1: 2-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane

(32) ##STR00394##

(33) Yields 2-[3,5-difluoro-4-(trifluoromethoxy)phenyl]-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane 15 as colourless solid.

Step 4.2: 5-(4-Bromo-2-fluoro-phenyl)-1,3-difluoro-2-(trifluoromethoxy)-benzene

(34) ##STR00395##

(35) Yields 5-(4-Bromo-2-fluoro-phenyl)-1,3-difluoro-2-(trifluoromethoxy)benzene 16 as a colourless solid.

Step 4.3: 1-[4-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]-3-fluoro-phenyl]-4-(5-propyl-1,3-dioxane-2-yl)cyclohexanol

(36) ##STR00396##

(37) Yields 1-[4-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]-3-fluoro-phenyl]-4-(5-propyl-1,3-dioxan-2-yl)cyclohexanol 17 as yellow crystals.

Step 4.4:2-[4-[4-[3,5-Difluoro-4-(trifluormethoxy)phenyl]-3-fluoro-phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane

(38) ##STR00397##

(39) yields 2-[4-[4-[3,5-Difluoro-4-(trifluoromethoxy)phenyl]-3-fluoro-phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane 18 as colourless solid. The compound 18 (short DLGU-3-OT) shows the following phase sequence and physical properties:

(40) K 95 S 213 I,

(41) Δε=30 and

(42) Δn=0.18.

Synthesis Example 5: Synthesis of 2-[4-[3-Fluoro-4-(2-methyl-3,4,5-trifluorophenyl)phenyl]cyclohex-3-ene-1-yl]-5-propyl-1,3-dioxane

(43) ##STR00398##
(short DLGU(1)-3-OT)

(44) In the following table the following abbreviations for the end groups are used

(45) TABLE-US-00007 c-C.sub.3H.sub.5 c-C.sub.3H.sub.5CH.sub.2 00 c-C.sub.4H.sub.7 01 c-C.sub.5H.sub.7 02 c-C.sub.5H.sub.9 03

(46) The physical properties are given at a temperature of 20° C. and γ.sub.1 is given in mPa.Math.s.

(47) TABLE-US-00008 D-6 04 No: R.sup.D X.sup.D Phase Range; properties  1 CH.sub.3 F  2 C.sub.2H.sub.5 F  3 n-C.sub.3H.sub.7 F K 74 S.sub.A 168 N 191 I, Δε = 30, Δn = 0.18  4 n-C.sub.4H.sub.9 F K 64 S.sub.A 174 N 190 I, Δε = 28, Δn = 0.18  5 n-C.sub.5H.sub.11 F  6 n-C.sub.6H.sub.13 F  7 n-C.sub.7H.sub.15 F  8 n-C.sub.8H.sub.17 F  9 c-C.sub.3H.sub.5 F 10 c-C.sub.3H.sub.5CH.sub.2 F 11 c-C.sub.4H.sub.7 F 12 c-C.sub.5H.sub.7 F 13 c-C.sub.5H.sub.9 F 14 CH.sub.2═CH F 15 CH.sub.3CH═CH F 16 CH.sub.2═CH(CH.sub.2).sub.2 F 17 CH.sub.3O F 18 C.sub.2H.sub.5O F 19 n-C.sub.3H.sub.7O F 20 n-C.sub.4H.sub.9O F 21 n-C.sub.5H.sub.11O F 22 CH.sub.3 CF.sub.3 23 C.sub.2H.sub.5 CF.sub.3 24 n-C.sub.3H.sub.7 CF.sub.3 K 124 S.sub.A 173 N 186 I, Δε = 38, Δn = 0.19 25 n-C.sub.4H.sub.9 CF.sub.3 26 n-C.sub.5H.sub.11 CF.sub.3 27 n-C.sub.6H.sub.13 CF.sub.3 28 n-C.sub.7H.sub.15 CF.sub.3 29 n-C.sub.8H.sub.17 CF.sub.3 30 c-C.sub.3H.sub.5 CF.sub.3 31 c-C.sub.3H.sub.5CH.sub.2 CF.sub.3 32 c-C.sub.4H.sub.7 CF.sub.3 33 c-C.sub.5H.sub.7 CF.sub.3 34 c-C.sub.5H.sub.9 CF.sub.3 35 CH.sub.2═CH CF.sub.3 36 CH.sub.3CH═CH CF.sub.3 37 CH.sub.2═CH(CH.sub.2).sub.2 CF.sub.3 38 CH.sub.3O CF.sub.3 39 C.sub.2H.sub.5O CF.sub.3 40 n-C.sub.3H.sub.7O CF.sub.3 41 n-C.sub.4H.sub.9O CF.sub.3 42 n-C.sub.5H.sub.11O CF.sub.3 43 CH.sub.3 OCF.sub.3 44 C.sub.2H.sub.5 OCF.sub.3 45 n-C.sub.3H.sub.7 OCF.sub.3 K 95 S 213 I, Δε = 30, Δn = 0.18 46 n-C.sub.4H.sub.9 OCF.sub.3 47 n-C.sub.5H.sub.11 OCF.sub.3 48 n-C.sub.6H.sub.13 OCF.sub.3 49 n-C.sub.7H.sub.15 OCF.sub.3 50 n-C.sub.8H.sub.17 OCF.sub.3 51 c-C.sub.3H.sub.5 OCF.sub.3 52 c-C.sub.3H.sub.5CH.sub.2 OCF.sub.3 53 c-C.sub.4H.sub.7 OCF.sub.3 54 c-C.sub.5H.sub.7 OCF.sub.3 55 c-C.sub.5H.sub.9 OCF.sub.3 56 CH.sub.2═CH OCF.sub.3 57 CH.sub.3CH═CH OCF.sub.3 58 CH.sub.2═CH(CH.sub.2).sub.2 OCF.sub.3 59 CH.sub.3O OCF.sub.3 60 C.sub.2H.sub.5O OCF.sub.3 61 n-C.sub.3H.sub.7O OCF.sub.3 62 n-C.sub.4H.sub.9O OCF.sub.3 63 n-C.sub.5H.sub.11O OCF.sub.3

MIXTURE EXAMPLES

(48) In the following exemplary mixtures are disclosed.

Comparative Example 1.1

(49) The following mixture (CM-1.1) is prepared and investigated.

(50) TABLE-US-00009 Mixture CM-1.1 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 44.0 T(N, I) = 80.5° C. 2 CC-3-V1 12.0 n.sub.e(20° C., 589 nm) = 1.5867 3 CCP-V-1 11.0 Δn(20° C., 589 nm) = 0.0991 4 CCP-V2-1 9.0 Δε(20° C., 1 kHz) = 2.7 5 PP-1-2V1 7.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 6 PGP-2-3 6.0 γ.sub.1(20° C.) = 52 mPa .Math. s 7 PPGU-3-F 0.5 k.sub.11(20° C.) = 14.5 pN 8 APUQU-2-F 4.5 k.sub.33(20° C.) = 16.4 pN 9 PGUQU-3-F 6.0 k.sub.av.(20° C.) = 12.5 pN Σ 100.0 γ.sub.1/k.sub.11(20° C.) = 3.6 mPa .Math. s/pN

Comparative Example 1.2

(51) The following mixture (CM-1.2) is prepared and investigated.

(52) TABLE-US-00010 Mixture CM-1.2 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 49.0 T(N, I) = 80.0° C. 2 CC-3-V1 10.0 n.sub.e(20° C., 589 nm) = 1.5865 3 CCP-V-1 6.5 Δn(20° C., 589 nm) = 0.0997 4 CLP-V-1 6.0 Δε(20° C., 1 kHz) = 2.9 5 CLP-1V-1 4.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 6 PP-1-2V1 6.0 γ.sub.1(20° C.) = 51 mPa .Math. s 7 PGP-2-3 5.0 k.sub.11(20° C.) = 15.3 pN 8 CLP-3-T 3.0 k.sub.33(20° C.) = 16.7 pN 9 PPGU-3-F 0.5 k.sub.av.(20° C.) = 13.0 pN 10 APUQU-2-F 3.5 γ.sub.1/k.sub.11(20° C.) = 3.3 mPa .Math. s/pN 11 PGUQU-3-F 6.5 Σ 100.0

Examples 1.0 to 1.2

Example 1.0

(53) The following mixture (M-1) is prepared and investigated.

(54) TABLE-US-00011 Mixture M-1 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 49.0 T(N, I) = 80.0° C. 2 CC-3-V1 10.0 n.sub.e (20° C., 589 nm) = 1.5859 3 CCP-V-1 4.0 Δn(20° C., 589 nm) = 0.0988 4 CLP-V-1 6.0 Δε(20° C., 1 kHz) = 3.1 5 CLP-1V-1 4.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 6 PP-1-2V1 9.5 γ.sub.1(20° C.) = 53 mPa .Math. s 7 PGP-2-3 3.0 k.sub.11(20° C.) = 16.5 pN 8 CLP-3-T 3.5 k.sub.33(20° C.) = 16.7 pN 9 PPGU-3-F 0.5 k.sub.av.(20° C.) = 13.6 pN 10 APUQU-2-F 1.5 γ.sub.1/k.sub.11(20° C.) = 3.2 mPa .Math. s/pN 11 DLGU-3-F 9.0 Σ 100.0

(55) This mixture, mixture M-1, has a an average elastic constant (k.sub.av.=(k.sub.11+½k.sub.11+k.sub.33)/3) of 13.6 pN and a response time parameter (γ.sub.1/k.sub.11) of 3.2 mPa.Math.s/pN, is characterized by a very good transmission in an FFS display and has a very good contrast.

Examples 1.1 to 1.3

(56) Alternatively, 0.05% of the compounds of one of the formulae

(57) ##STR00405##
wherein the two O atoms bonded to the N atoms indicate radicals, and

(58) ##STR00406##
respectively,
are added to the mixture M-1. The resultant mixtures M-1.1, M-1.2 and M-1.3 are characterized by an improved stability against severe conditions,
especially against exposure to light.

Comparative Example 2

(59) The following mixture (CM-2) is prepared and investigated.

(60) TABLE-US-00012 Mixture CM-2 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 26.0 T(N, I) = 100.0° C. 2 CC-3-V1 10.0 n.sub.e(20° C., 589 nm) = 1.5969 3 CC-3-2V1 8.0 Δn(20° C., 589 nm) = 0.1106 4 CCP-V-1 10.5 Δε(20° C., 1 kHz) = 5.8 5 CCP-V2-1 9.0 ε.sub.⊥(20° C., 1 kHz) = 2.9 6 PP-1-2V1 4.0 γ.sub.1(20° C.) = 82 mPa .Math. s 7 PGP-2-2V 6.5 k.sub.11(20° C.) = 17.5 pN 8 CPGP-5-2 1.5 k.sub.33(20° C.) = 19.0 pN 9 CCP-3-OT 6.0 k.sub.av.(20° C.) = 14.8 pN 10 CDUQU-3-F 4.0 γ.sub.1/k.sub.11(20° C.) = 4.7 mPa .Math. s/pN 11 DGUQU-4-F 4.5 12 PGUQU-3-F 3.0 13 PGUQU-4-F 7.0 Σ 100.0

Example 2

(61) The following mixture (M-2) is prepared and investigated.

(62) TABLE-US-00013 Mixture M-2 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 29.0 T(N, I) = 100.0° C. 2 CC-3-V1 10.0 n.sub.e(20° C., 589 nm) = 1.5973 3 CC-3-2V1 8.0 Δn(20° C., 589 nm) = 0.1113 4 CCP-V-1 9.0 Δε(20° C., 1 kHz) = 6.0 5 CCP-V2-1 2.0 ε.sub.⊥(20° C., 1 kHz) = 3.0 6 PP-1-2V1 4.0 γ.sub.1(20° C.) = 84 mPa .Math. s 7 PGP-2-2V 10.0 k.sub.11(20° C.) = 18.7 pN 8 CPGP-5-2 1.5 k.sub.33(20° C.) = 18.5 pN 9 CCP-3-OT 8.0 k.sub.av.(20° C.) = 15.2 pN 10 CDUQU-3-F 4.0 γ.sub.1/k.sub.11(20° C.) = 4.5 mPa .Math. s/pN 11 DGUQU-4-F 4.5 12 DLGU-3-F 10.0 Σ 100.0

(63) This mixture, mixture M-2, has a k.sub.av. of 15.2 pN and a response time parameter (γ.sub.1/k.sub.11) of 4.5 mPa.Math.s/pN and is characterized by a very good transmission in an FFS display and has a very good contrast.

Example 3

(64) The following mixture (M-3) is prepared and investigated.

(65) TABLE-US-00014 Mixture M-3 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 49.0 T(N, I) = 80.0° C. 2 CC-3-V1 10.0 n.sub.e(20° C., 589 nm) = 1.5876 3 CCP-V-1 5.0 Δn(20° C., 589 nm) = 0.0997 4 CLP-V-1 6.0 Δε(20° C., 1 kHz) = 2.7 5 CLP-1V-1 4.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 6 PP-1-2V1 9.5 γ.sub.1(20° C.) = 52 mPa .Math. s 7 PGP-2-3 4.0 k.sub.11(20° C.) = 16.5 pN 8 CLP-3-T 3.0 k.sub.33(20° C.) = 16.8 pN 9 PPGU-3-F 0.5 k.sub.av.(20° C.) = 13.6 pN 10 DLGU-3-F 9.0 γ.sub.1/k.sub.11(20° C.) = 3.1 mPa .Math. s/pN Σ 100.0

(66) This mixture, mixture M-3, has a good combination of properties.

Example 4

(67) The following mixture (M-4) is prepared and investigated.

(68) TABLE-US-00015 Mixture M-4 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 25.0 T(N, I) = 105.0° C. 2 CC-3-V1 7.5 n.sub.e(20° C., 589 nm) = 1.6175 3 CC-3-2V1 5.0 Δn(20° C., 589 nm) = 0.1253 4 CCP-V-1 15.0 Δε(20° C., 1 kHz) = 6.7 5 CCP-V2-1 5.5 ε.sub.⊥(20° C., 1 kHz) = 3.0 6 PP-1-2V1 6.5 γ.sub.1(20° C.) = 98 mPa .Math. s 7 PGP-1-2V 4.0 k.sub.11(20° C.) = 18.9 pN 8 PGP-2-2V 7.0 k.sub.33(20° C.) = 19.3 pN 9 CPGP-5-2 1.5 k.sub.av.(20° C.) = 15.6 pN 10 CCP-3-OT 2.0 γ.sub.1/k.sub.11(20° C.) = 5.2 mPa .Math. s/pN 11 CDUQU-3-F 3.0 12 DGUQU-4-F 5.0 13 PGUQU-3-F 3.0 14 DLGU-3-F 10.0 Σ 100.0

(69) This mixture, mixture M-4, has very high elastic constants.

Example 5

(70) The following mixture (M-5) is prepared and investigated.

(71) TABLE-US-00016 Mixture M-5 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 31.5 T(N, I) = 105.0° C. 2 CC-3-V1 7.5 n.sub.e(20° C., 589 nm) = 1.6156 3 CC-3-2V1 5.0 Δn(20° C., 589 nm) = 0.1246 4 CCP-V-1 14.5 Δε(20° C., 1 kHz) = 6.4 5 PGP-1-2V 4.0 ε.sub.⊥(20° C., 1 kHz) = 3.1 6 PGP-2-2V 13.5 γ.sub.1(20° C.) = 91 mPa .Math. s 7 CPGP-5-2 1.5 k.sub.11(20° C.) = 17.9 pN 8 CCP-3-OT 2.0 k.sub.33(20° C.) = 17.9 pN 9 CDUQU-3-F 3.0 10 DGUQU-4-F 5.0 11 PGUQU-3-F 3.0 12 DLGU-3-F 10.0 Σ 100.0

(72) This mixture, mixture M-5, has a fast response time.

Example 6

(73) The following mixture (M-6) is prepared and investigated.

(74) TABLE-US-00017 Mixture M-6 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 54.0 T(N, I) = 79.5° C. 2 CCP-V-1 2.5 n.sub.e(20° C., 589 nm) = 1.5832 3 PGP-2-2V 6.5 Δn(20° C., 589 nm) = 0.0991 4 CCU-3-F 5.0 Δε(20° C., 1 kHz) = 2.4 5 PPGU-3-F 0.5 ε.sub.⊥(20° C., 1 kHz) = 4.1 6 CY-3-O2 5.0 γ.sub.1(20° C.) = 63 mPa .Math. s 7 APUQU-2-F 1.0 k.sub.11(20° C.) = 13.3 pN 8 CPY-2-O2 7.5 k.sub.33(20° C.) = 14.3 pN 9 CPY-3-O2 8.0 10 DLGU-3-F 10.0 Σ 100.0

(75) This mixture, mixture M-6, has a high ε.sub.⊥ and shows very good transmission in a FFS cell.

Example 7

(76) The following mixture (M-7) is prepared and investigated.

(77) TABLE-US-00018 Mixture M-7 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 54.0 T(N, I) = 79.5° C. 2 CCP-V-1 9.5 n.sub.e(20° C., 589 nm) = 1.5831 3 PGP-2-2V 4.0 Δn(20° C., 589 nm) = 0.0990 4 PPGU-3-F 0.5 Δε(20° C., 1 kHz) = 2.2 5 CY-3-O2 6.0 ε.sub.⊥(20° C., 1 kHz) = 4.3 6 CPY-3-O2 4.0 γ.sub.1(20° C.) = 62 mPa .Math. s 7 LB-3-T 4.0 k.sub.11(20° C.) = 13.8 pN 8 LB(S)-3-OT 8.5 k.sub.33(20° C.) = 14.5 pN 9 DLGU-3-F 9.5 Σ 100.0

(78) This mixture, mixture M-7, like the one of the previous example, has a high ε.sub.⊥ and shows very good transmission in a FFS cell.

Example 8

(79) The following mixture (M-8) is prepared and investigated.

(80) TABLE-US-00019 Mixture M-8 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 54.0 T(N, I) = 78.5° C. 2 CCP-V-1 2.5 n.sub.e(20° C., 589 nm) = 1.5816 3 PGP-2-2V 6.5 Δn(20° C., 589 nm) = 0.0989 4 PPGU-3-F 0.5 Δε(20° C., 1 kHz) = 3.2 5 APUQU-3-F 1.0 ε.sub.⊥(20° C., 1 kHz) = 4.2 6 CY-3-O2 5.0 γ.sub.1(20° C.) = 66 mPa .Math. s 7 CPY-2-O2 7.5 k.sub.11(20° C.) = 13.5 pN 8 CPY-3-O2 8.0 k.sub.33(20° C.) = 14.3 pN 9 CCU-3-F 5.0 10 DLGU-3-T 10.0 Σ 100.0

(81) This mixture, mixture M-8, like those of the two previous examples, has a high ε.sub.⊥ and shows very good transmission in a FFS cell.

Example 9

(82) The following mixture (M-9) is prepared and investigated.

(83) TABLE-US-00020 Mixture M-9 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 54.0 T(N, I) = 79.5° C. 2 CCP-V-1 2.5 n.sub.e(20° C., 589 nm) = 1.5808 3 PGP-2-2V 6.5 Δn(20° C., 589 nm) = 0.0983 4 PPGU-3-F 0.5 Δε(20° C., 1 kHz) = 2.6 5 CCU-3-F 5.0 ε.sub.⊥(20° C., 1 kHz) = 4.1 6 APUQU-3-F 1.0 γ.sub.1(20° C.) = 64 mPa .Math. s 7 CY-3-O2 5.0 k.sub.11(20° C.) = 13.1 pN 8 CPY-2-O2 7.5 k.sub.33(20° C.) = 14.4 pN 9 CPY-3-O2 8.0 10 DLGU-3-OT 10.0 Σ 100.0

(84) This mixture, mixture M-9, like those of the two previous examples, has a high ε.sub.⊥ and shows very good transmission in a FFS cell.

Example 10

(85) The following mixture (M-10) is prepared and investigated.

(86) TABLE-US-00021 Mixture M-10 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 44.0 T(N, I) = 79.5° C. 2 CC-3-V1 7.0 n.sub.e(20° C., 589 nm) = 1.6095 3 PP-1-2V1 8.5 Δn(20° C., 589 nm) = 0.1201 4 PGP-2-2V 15.0 Δε(20° C., 1 kHz) = 6.0 5 CLP-3-T 7.5 ε.sub.⊥(20° C., 1 kHz) = 3.0 6 PPGU-3-F 0.5 γ.sub.1(20° C.) = 63 mPa .Math. s 7 DGUQU-4-F 6.0 k.sub.11(20° C.) = 15.8 pN 8 PGUQU-4-F 2.5 k.sub.33(20° C.) = 14.3 pN 9 DLGU-3-F 9.0 Σ 100.0

(87) This mixture, mixture M-10, has a high contrast in a FFS cell and shows a fast response.

Example 11

(88) The following mixture (M-11) is prepared and investigated.

(89) TABLE-US-00022 Mixture M-11 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 46.5 T(N, I) = 75.5° C. 2 CC-3-V1 8.0 n.sub.e(20° C., 589 nm) = 1.6096 3 PP-1-2V1 8.0 Δn(20° C., 589 nm) = 0.1197 4 PGP-2-2V 16.0 Δε(20° C., 1 kHz) = 5.5 5 CLP-3T 3.5 ε.sub.⊥(20° C., 1 kHz) = 3.0 6 PPGU-3-F 0.5 γ.sub.1(20° C.) = 57 mPa .Math. s 7 DGUQU-4-F 5.0 k.sub.11(20° C.) = 14.5 pN 8 PGUQU-3-F 6.5 k.sub.33(20° C.) = 14.0 pN 9 DLGU-3-F 6.0 Σ 100.0

(90) This mixture, mixture M-11, has a high contrast in a FFS cell and shows a fast response.

Example 12

(91) The following mixture (M-12) is prepared and investigated.

(92) TABLE-US-00023 Mixture M-12 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 54.0 T(N, I) = 82.0° C. 2 CLP-V-1 6.5 n.sub.e(20° C., 589 nm) = 1.5837 3 PGP-2-2V 6.0 Δn(20° C., 589 nm) = 0.0987 4 CCU-3-F 4.0 Δε(20° C., 1 kHz) = 2.5 5 CLP-3-T 2.5 ε.sub.⊥(20° C., 1 kHz) = 3.8 6 PPGU-3-F 0.5 γ.sub.1(20° C.) = 62 mPa .Math. s 7 CY-3-O2 5.0 k.sub.11(20° C.) = 14.3 pN 8 CPY-2-O2 6.5 k.sub.33(20° C.) = 15.0 pN 9 CPY-3-O2 5.0 10 DLGU-3-F 10.0 Σ 100.0

(93) This mixture, mixture M-12, has a relatively high ε.sub.⊥.

Example 13

(94) The following mixture (M-13) is prepared and investigated.

(95) TABLE-US-00024 Mixture M-13 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 53.5 T(N, I) = 79.0° C. 2 CCP-V-1 4.5 n.sub.e(20° C., 589 nm) = 1.5826 3 PGP-2-2V 7.5 Δn(20° C., 589 nm) = 0.0990 4 CCU-3-F 5.5 Δε(20° C., 1 kHz) = 2.3 5 PPGU-3-F 0.5 ε.sub.⊥(20° C., 1 kHz) = 4.1 6 CY-3-O2 5.0 γ.sub.1(20° C.) = 62 mPa .Math. s 7 CPY-2-O2 7.5 k.sub.11(20° C.) = 13.4 pN 8 CPY-3-O2 8.0 k.sub.33(20° C.) = 14.5 pN 9 DLGU-3-T 8.0 Σ 100.0

(96) This mixture, mixture M-13, has rather high ε.sub.⊥.

Example 14

(97) The following mixture (M-14) is prepared and investigated.

(98) TABLE-US-00025 Mixture M-14 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 34.5 T(N, I) = 80.5° C. 2 CC-3-V1 12.0 n.sub.e(20° C., 589 nm) = 1.5821 3 CC-3-2V1 10.5 Δn(20° C., 589 nm) = 0.0983 4 CCP-V-1 11.0 Δε(20° C., 1 kHz) = 3.2 5 PP-1-2V1 3.5 ε.sub.⊥(20° C., 1 kHz) = 3.6 6 PGP-2-2V 5.0 γ.sub.1(20° C.) = 66 mPa .Math. s 7 PPGU-3-F 0.5 k.sub.11(20° C.) = 15.7 pN 8 APUQU-2-F 4.0 k.sub.33(20° C.) = 16.2 pN 9 CY-5-O2 5.5 10 B-2O-O5 3.5 11 DLGU-3-F 10.0 Σ 100.0

(99) This mixture, mixture M-14, has a relatively high ε.sub.⊥.

Example 15

(100) The following mixture (M-15) is prepared and investigated.

(101) TABLE-US-00026 Mixture M-15 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 34.0 T(N, I) = 90.5° C. 2 CC-3-V1 12.0 Δn(20° C., 589 nm) = 0.1105 3 CCP-V-1 15.0 n.sub.e (20° C., 589 nm) = 1.5973 4 CCP-V2-1 1.5 n.sub.o (589 nm, 20° C.) = 1.4868 5 PP-1-2V1 7.0 Δε(20° C., 1 kHz) = 7.1 6 CLP-3-T 7.0 ε.sub.∥ (20° C., 1 kHz) = 10.0 7 PPGU-3-F 0.5 ε.sub.⊥(20° C., 1 kHz) = 2.9 8 PGUQU-3-F 3.0 k.sub.1 (20° C.) = 16.7 pN 9 PGUQU-4-F 7.0 k.sub.3 (20° C.) = 18.3 pN 10 PGUQU-5-F 5.0 11 DLGU-3-F 8.0 Σ 100.0

(102) This mixture, mixture M-15, has a relatively high ε.sub.⊥.

Example 16

(103) The following mixture (M-16) is prepared and investigated.

(104) TABLE-US-00027 Mixture M-16 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 29.0 T(N, I) = 100° C. 2 CC-3-V1 10.0 Δn(20° C., 589 nm) = 0.1100 3 CC-3-2V1 8.0 n.sub.e (20° C., 589 nm) = 1.5959 4 CCP-V-1 9.0 n.sub.o (589 nm, 20° C.) = 1.4859 5 CCP-V2-1 2.0 Δε(20° C., 1 kHz) = 5.8 6 PP-1-2V1 4.0 ε.sub.∥ (20° C., 1 kHz) = 8.8 7 PGP-2-2V 10.0 ε.sub.⊥(20° C., 1 kHz) = 3.0 8 CPGP-5-2 1.5 γ.sub.1 (20° C.) = 83 mPa s 9 CCP-30CF3 8.0 k.sub.1 (20° C.) = 18.3 pN 10 CDUQU-3-F 4.0 k.sub.3 (20° C.) = 17.9 pN 11 DGUQU-4-F 4.5 LTS bulk (−20° C.) = 1,000 h 12 DLGU-4-F 10.0 Σ 100.0

(105) This mixture, mixture M-16, has a relatively high ε.sub.⊥.

Example 17

(106) The following mixture (M-17) is prepared and investigated.

(107) TABLE-US-00028 Mixture M-17 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 32.5 T(N, I) = 118° C. 2 CC-3-V1 4.5 Δn(20° C., 589 nm) = 0.1182 3 CCP-V-1 9.0 n.sub.e (20° C., 589 nm) = 1.6070 4 CCP-3-1 4.5 n.sub.o (589 nm, 20° C.) = 1.4888 5 CCVC-3-V 4.0 Δε(20° C., 1 kHz) = 4.0 6 PGP-3-2V 4.0 ε.sub.∥ (20° C., 1 kHz) = 7.6 7 CPPC-3-3 3.0 ε.sub.⊥(20° C., 1 kHz) = 3.6 8 CPPC-3-3 1.5 k.sub.1 (20° C.) = 18.0 pN 9 CPGP-5-2 3.5 k.sub.3 (20° C.) = 20.4 pN 10 CPGP-5-3 3.0 LTS bulk(−20° C.) = 1,000 h 11 PUQU-3-F 9.5 12 PGUQU-3-F 1.5 13 PGUQU-4-F 1.5 14 CCY-3-O3 6.0 15 CPY-3-O2 7.0 16 DLGU-3-F 5.0 Σ 100.0

(108) This mixture, mixture M-17, has a rather high ε.sub.⊥.

Example 18

(109) The following mixture (M-17) is prepared and investigated.

(110) TABLE-US-00029 Mixture M-18 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 35.5 T(N, I) = 94.5° C. 2 CC-3-V1 10.0 Δn(20° C., 589 nm) = 0.0980 3 CC-3-2V1 8.5 n.sub.e (20° C., 589 nm) = 1.5842 4 CCP-V-1 11.5 n.sub.o (589 nm, 20° C.) = 1.4862 5 CCP-V2-1 7.0 Δε(20° C., 1 kHz) = 3.1 6 PP-1-2V1 3.0 ε.sub.∥ (20° C., 1 kHz) = 5.7 7 PGP-1-2V 3.5 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 PGP-2-2V 5.0 γ.sub.1 (20° C.) = 72 mPa s 9 CLP-3-T 6.5 k.sub.1 (20° C.) = 18.4 pN 10 CDUQU-3-F 5.0 k.sub.3 (20° C.) = 19.5 pN 11 DLGU-3-F 4.5 LTS bulk (−20° C.) = 1,000 h Σ 100.0

(111) This mixture, mixture M-18, has a high contrast in FFS displays

Example 19

(112) The following mixture (M-19) is prepared and investigated.

(113) TABLE-US-00030 Mixture M-19 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 50.0 T(N, I) = 86° C. 2 CC-4-V 8.0 Δn(20° C., 589 nm) = 0.0998 3 CCP-V-1 18.5 n.sub.e (20° C., 589 nm) = 1.5893 4 PGP-2-2V 14.0 n.sub.o (589 nm, 20° C.) = 1.4895 5 PPGU-3-F 0.5 Δε(20° C., 1 kHz) = 2.4 6 DLGU-3-F 9.0 ε.sub.∥ (20° C., 1 kHz) = 5.1 Σ 100.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 γ.sub.1 (20° C.) = 54 mPa s k.sub.1 (20° C.) = 14.3 pN k.sub.3 (20° C.) = 15.5 pN

(114) This mixture, mixture M-19, has a fast response time sand a good contrast in FFS displays.

Example 20

(115) The following mixture (M-20) is prepared and investigated.

(116) TABLE-US-00031 Mixture M-20 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 50.0 T(N, I) = 89.5° C. 2 CC-3-V1 8.0 Δn(20° C., 589 nm) = 0.0996 3 CCP-V-1 20.0 n.sub.e (20° C., 589 nm) = 1.5886 4 PGP-2-2V 12.5 n.sub.o (589 nm, 20° C.) = 1.4890 5 PPGU-3-F 0.5 Δε(20° C., 1 kHz) = 2.4 6 DLGU-3-F 9.0 ε.sub.∥ (20° C., 1 kHz) = 5.0 Σ 100.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 γ.sub.1 (20° C.) = 56 mPa s k.sub.1 (20° C.) = 15.0 pN k.sub.3 (20° C.) = 16.7 pN

(117) This mixture, mixture M-20, has a very fast response.

Example 21

(118) The following mixture (M-21) is prepared and investigated.

(119) TABLE-US-00032 Mixture M-21 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 35.5 T(N, I) = 96.5° C. 2 CC-3-V1 8.0 Δn(20° C., 589 nm) = 0.1001 3 CC-3-2V1 8.5 n.sub.e (20° C., 589 nm) = 1.5872 4 CCP-V-1 10.0 n.sub.o (589 nm, 20° C.) = 1.4871 5 CCP-V2-1 10.0 Δε(20° C., 1 kHz) = 3.1 6 PP-1-2V1 3.0 ε.sub.∥ (20° C., 1 kHz) = 5.8 7 PGP-1-2V 2.5 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 PGP-2-2V 5.0 γ.sub.1 (20° C.) = 74 mPa s 9 PGP-3-2V 1.5 k.sub.1 (20° C.) = 18.9 pN 10 CLP-3-T 6.5 k.sub.3 (20° C.) = 19.6 pN 11 CDUQU-3-F 4.5 LTS bulk (−20° C.) = 1,000 h 12 DLGU-3-F 5.0 Σ 100.0

(120) This mixture, mixture M-21, has a good contrast in FFS displays.

Example 22

(121) The following mixture (M-22) is prepared and investigated.

(122) TABLE-US-00033 Mixture M-22 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 36.5 T(N, I) = 102.5° C. 2 CC-3-V1 12.0 Δn(20° C., 589 nm) = 0.0982 3 CCP-V-1 16.0 n.sub.e (20° C., 589 nm) = 1.5842 4 CCP-3-1 6.5 n.sub.o (589 nm, 20° C.) = 1.4860 5 CLP-3-T 5.0 Δε(20° C., 1 kHz) = 3.3 6 PGUQU-3-F 4.0 ε.sub.∥ (20° C., 1 kHz) = 6.7 7 PGUQU-4-F 4.0 ε.sub.⊥(20° C., 1 kHz) = 3.5 8 PGUQU-5-F 1.0 γ.sub.1 (20° C.) = 90 mPa s 9 CLY-5-O2 5.0 k.sub.1 (20° C.) = 18.0 pN 10 COB(S)-2-O4 6.0 k.sub.3 (20° C.) = 19.8 pN 11 DLGU-3-F 4.0 Σ 100.0

(123) This mixture, mixture M-22, has a high clearing point and a good contrast in FFS displays.

Example 23

(124) The following mixture (M-23) is prepared and investigated.

(125) TABLE-US-00034 Mixture M-23 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 28.5 T(N, I) = 105° C. 2 CC-3-V1 12.0 Δn(20° C., 589 nm) = 0.0998 3 CCP-3-1 5.0 n.sub.e (20° C., 589 nm) = 1.5885 4 CCP-3-3 5.0 n.sub.o (589 nm, 20° C.) = 1.4887 5 CCP-V-1 16.0 Δε(20° C., 1 kHz) = 3.4 6 CCP-V2-1 6.0 ε.sub.∥ (20° C., 1 kHz) = 6.0 7 PP-1-2V1 7.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 CPPC-3-3 3.0 γ.sub.1 (20° C.) = 86 mPa s 9 CCGU-3-F 1.0 k.sub.1 (20° C.) = 18.4 pN 10 CCQU-3-F 7.0 k.sub.3 (20° C.) = 21.1 pN 11 PGUQU-3-F 4.0 12 PGUQU-4-F 1.0 13 DLGU-3-F 4.5 Σ 100.0

(126) This mixture, mixture M-23, has a high clearing point and a good contrast in FFS displays.

Example 24

(127) The following mixture (M-24) is prepared and investigated.

(128) TABLE-US-00035 Mixture M-24 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 35.5 T(N, I) = 97.5° C. 2 CC-3-V1 8.0 Δn(20° C., 589 nm) = 0.1006 3 CC-3-2V1 8.5 n.sub.e (20° C., 589 nm) = 1.5886 4 CCP-V-1 10.0 n.sub.o (589 nm, 20° C.) = 1.4880 5 CCP-V2-1 11.5 Δε(20° C., 1 kHz) = 3.1 6 PP-1-2V1 4.0 ε.sub.∥ (20° C., 1 kHz) = 5.7 7 PGP-1-2V 2.5 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 PGP-2-2V 4.0 γ.sub.1 (20° C.) = 76 mPa s 9 CLP-3-T 6.5 k.sub.1 (20° C.) = 19.4 pN 10 DLGU-3-F 9.5 k.sub.3 (20° C.) = 20.1 pN Σ 100.0 LTS bulk (−20° C.) = 504 h

(129) This mixture, mixture M-24, has a good contrast in FFS displays.

Example 25

(130) The following mixture (M-25) is prepared and investigated.

(131) TABLE-US-00036 Mixture M-25 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 35.5 T(N, I) = 97° C. 2 CC-3-V1 7.0 Δn(20° C., 589 nm) = 0.0997 3 CC-3-2V1 8.5 n.sub.e (20° C., 589 nm) = 1.5874 4 CCP-V-1 10.0 n.sub.o (589 nm, 20° C.) = 1.4877 5 CCP-V2-1 11.5 Δε(20° C., 1 kHz) = 3.3 6 PP-1-2V1 5.0 ε.sub.∥ (20° C., 1 kHz) = 5.9 7 PGP-1-2V 2.0 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 PGP-2-2V 3.0 γ.sub.1 (20° C.) = 76 mPa s 9 CLP-3-T 8.0 k.sub.1 (20° C.) = 19.8 pN 10 DLGU-3-F 9.5 k.sub.3 (20° C.) = 20.1 pN Σ 100.0 LTS bulk(−20° C.) = 240 h

(132) This mixture, mixture M-25, has a good contrast in FFS displays.

Example 26

(133) The following mixture (M-26) is prepared and investigated.

(134) TABLE-US-00037 Mixture M-26 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 35.5 T(N, I) = 95.5° C. 2 CC-3-V1 8.0 Δn(20° C., 589 nm) = 0.0990 3 CC-3-2V1 10.0 n.sub.e (20° C., 589 nm) = 1.5862 4 CCP-V-1 10.0 n.sub.o (589 nm, 20° C.) = 1.4872 5 CCP-V2-1 10.5 Δε(20° C., 1 kHz) = 3.3 6 PP-1-2V1 5.5 ε.sub.∥ (20° C., 1 kHz) = 5.9 7 PGP-1-2V 2.5 ε.sub.⊥(20° C., 1 kHz) = 2.6 8 PGP-3-2V 2.0 γ.sub.1 (20° C.) = 75 mPa s 9 CLP-3-T 5.0 k.sub.1 (20° C.) = 19.2 pN 10 DLGU-3-F 11.0 k.sub.3 (20° C.) = 19.9 pN Σ 100.0 LTS bulk (−20° C.) = 192 h

(135) This mixture, mixture M-26, has a good contrast in FFS displays.

Example 27

(136) The following mixture (M-27) is prepared and investigated.

(137) TABLE-US-00038 Mixture M-27 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V1 8.0 T(N, I) = 75° C. 2 CC-4-V1 16.5 Δn(20° C., 589 nm) = 0.1036 3 CC-3-4 4.5 n.sub.e (20° C., 589 nm) = 1.5870 4 CC-3-5 5.0 n.sub.o (589 nm, 20° C.) = 1.4834 5 CC-3-O1 11.5 Δε(20° C., 1 kHz) = −2.7 6 CC-3-O3 2.0 ε.sub.∥ (20° C., 1 kHz) = 3.7 7 PP-1-2V1 7.5 ε.sub.⊥(20° C., 1 kHz) = 6.4 8 CY-3-O2 12.0 γ.sub.1 (20° C.) = 99 mPa s 9 CCY-3-O2 6.5 k.sub.1 (20° C.) = 15.7 pN 10 CPY-2-O2 7.0 k.sub.3 (20° C.) = 15.7 pN 11 CPY-3-O2 11.0 LTS bulk (−20° C.) = 1,000 h 12 B(S)-2O-O4 3.5 13 B(S)-2O-O5 4.0 14 DLGU-3-F 1.0 Σ 100.0

(138) This mixture, mixture M-27, has a negative dielectric anisotropy and a high clearing point and a good contrast VA displays.

Example 28

(139) The following mixture (M-28) is prepared and investigated.

(140) TABLE-US-00039 Mixture M-28 Composition Compound Concentration No. Abbreviation /% by weight Physical properties 1 CC-3-V 29.0 T(N, I) = 99° C. 2 CC-3-V1 10.0 Δn(20° C., 589 nm) = 0.1113 3 CC-3-2V1 9.0 n.sub.e (20° C., 589 nm) = 1.5944 4 CCP-V-1 10.5 n.sub.o (589 nm, 20° C.) = 1.4831 5 PGP-2-2V 2.5 Δε(20° C., 1 kHz) = 6.6 6 CCP-30CF3 3.0 ε.sub.∥ (20° C., 1 kHz) = 10.8 7 CDUQU-3-F 3.0 ε.sub.⊥(20° C., 1 kHz) = 4.2 8 DGUQU-4-F 4.0 γ.sub.1 (20° C.) = 99 mPa s 9 PGUQU-3-F 3.0 k.sub.1 (20° C.) = 19.4 pN 10 LB-3-T 7.0 k.sub.3 (20° C.) = 18.4 pN 11 LB(S)-3-OT 9.0 12 DLGU-3-F 10.0 Σ 100.0

(141) This mixture, mixture M-28, has a rather high ε.sub.⊥.

(142) The preceding examples can be repeated with similar success by substituting the generically or specifically described reactants and/or operating conditions of this invention for those used in the preceding examples.

(143) 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.

(144) The preceding preferred specific embodiments are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever. From the 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.

(145) The entire disclosures of all applications, patents and publications, cited herein and of corresponding EP Patent Application No. 19217836.6, filed Dec. 19, 2019, are incorporated by reference herein.