LIQUID-CRYSTALLINE MEDIUM
20170306232 · 2017-10-26
Assignee
Inventors
Cpc classification
C09K2019/3027
CHEMISTRY; METALLURGY
C09K2019/0448
CHEMISTRY; METALLURGY
C09K19/3003
CHEMISTRY; METALLURGY
G02F1/133365
PHYSICS
C09K19/54
CHEMISTRY; METALLURGY
C09K2019/3408
CHEMISTRY; METALLURGY
C09K19/3405
CHEMISTRY; METALLURGY
International classification
C09K19/54
CHEMISTRY; METALLURGY
Abstract
The invention relates to a liquid-crystalline medium and to the use thereof for an active-matrix display, in particular based on the VA, PSA, PS-VA, PM-VA, SS-VA, PALC, IPS, PS-IPS, FFS or PS-FFS effect.
Claims
1. A liquid-crystalline medium comprising a compound of the formula I1 and/or a compound of the formula I2, and one or more compounds of the formula EY ##STR00441## in which the individual radicals each, independently of one another, and identically or differently on each occurrence, have one of the following meanings: R.sup.1 and R.sup.1* denote H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by 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 each be replaced by —O—, —S—, ##STR00442## —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another, or a cycloalkyl ring having 3 to 6 C atoms, L.sup.1 and L.sup.2 denote F, Cl, CF.sub.3 or CHF.sub.2, with the proviso that the liquid-crystalline medium does not comprise a compound of the formula I3, ##STR00443##
2. A liquid-crystalline medium according to claim 1, wherein said one or more compounds of formula EY are selected from the group of compounds of the following formulae: ##STR00444## ##STR00445## ##STR00446##
3. A liquid-crystalline medium according to claim 1, further comprising one or more compounds selected from the group of compounds of formulae IIA, IIB and IIC, ##STR00447## in which R.sup.2A, R.sup.2B and R.sup.2C each, independently of one another, denote H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by 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 each be replaced by —O—, —S—, ##STR00448## —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another, L.sup.1-4 each, independently of one another, denote F or Cl, Z.sup.2 and Z.sup.2′ each, independently of one another, denote a single bond, —CH.sub.2CH.sub.2—, —CH═CH—, —CF.sub.2O—, —OCF.sub.2—, —CH.sub.2O—, —OCH.sub.2—, —COO—, —OCO—, —C.sub.2F.sub.4—, —CF═CF—, or —CH═CHCH.sub.2O—, p denotes 1 or 2, q denotes 0 or 1, and v denotes an integer from 1 to 6.
4. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more compounds of formula III, ##STR00449## in which R.sup.31 and R.sup.32 each, independently of one another, denote a straight-chain alkyl, alkoxyalkyl or alkoxy radical having up to 12 C atoms, ##STR00450## denotes ##STR00451## or ##STR00452## and Z.sup.3 denotes a single bond, —CH.sub.2CH.sub.2—, —CH═CH—, —CF.sub.2O—, —OCF.sub.2—, —CH.sub.2O—, —OCH.sub.2—, —COO—, —OCO—, —C.sub.2F.sub.4—, —C.sub.4H.sub.9—, or —CF═CF—.
5. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more terphenyls of formulae T-1 to T-21, ##STR00453## ##STR00454## ##STR00455## in which R denotes a straight-chain alkyl or alkoxy radical having 1-7 C atoms or a straight-chain alkenyl radical having 2-7 C atoms, m denotes 0, 1, 2, 3, 4, 5 or 6, n denotes 0, 1, 2, 3 or 4, and (O) denotes an oxygen atom or a single bond.
6. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more compounds of formulae O-1 to O-17, ##STR00456## ##STR00457## in which R.sup.1 and R.sup.2 each, independently of one another, denote H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by 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 each be replaced by —O—, —S—, ##STR00458## —C≡C—, —CF.sub.2O—, —OCF.sub.2—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and the compounds of the formula O-17 are not identical with the compounds of the formulae I1 and I2.
7. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more indane compounds of formula In, ##STR00459## In in which R11, R12, R13 denote a straight-chain alkyl, alkoxy, alkoxyalkyl or alkenyl radical having 1-6 or 2-6 C atoms respectively, R12 and R13 additionally also denote halogen, ##STR00460## denotes ##STR00461## i denotes 0, 1 or 2.
8. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more biphenyls selected from formulae B-1a, B-2a, B-2b, and B-2c: ##STR00462## in which alkyl* denotes an alkyl radical having 1-6 C atoms.
9. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more compounds selected from the group of the following compounds: ##STR00463##
10. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more compounds selected from the group of the following compounds: ##STR00464##
11. A liquid-crystalline medium according to claim 1, wherein said medium additionally comprises one or more compounds selected from the group of the compounds of formulae BC, CR, PH-1, PH-2, BF-1, BF-2, BS-1 and BS-2, ##STR00465## in which RB1, RB2, RCR1, RCR2, R1, R2 each, independently of one another, denote H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more CH2 groups in these radicals may each be replaced by —O—, —S—, ##STR00466## —C≡C—, —CF2O—, —OCF2-, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another, c denotes 0, 1 or 2, d denotes 1 or 2, R1 and R2 each, independently of one another, denote alkyl, alkoxy, alkenyl or alkenyloxy having 1 to 6 or 2 to 6 C atoms respectively.
12. A liquid-crystalline medium according to claim 1, wherein the proportion of compounds of the formulae I1 and I2 in the mixture as a whole is 5-30% by weight.
13. A liquid-crystalline medium according to claim 1, wherein the proportion of compounds of the formulae I1 and I2 in the mixture is 3% by weight.
14. A liquid-crystalline medium according to claim 1, wherein the proportion of compounds of the formula EY in the mixture as a whole is 3-20% by weight.
15. A liquid-crystalline medium according to claim 1, wherein the proportion of compounds of the formula EY in the mixture is ≧2% by weight.
16. A liquid-crystalline medium according to claim 1, wherein the proportion of compounds of the formulae I1, I2 and EY in the mixture as a whole is 10-35% by weight.
17. A liquid-crystalline medium according to claim 1, wherein said medium further comprises at least one polymerizable compound (reactive mesogen).
18. A liquid-crystalline medium according to claim 1, wherein said medium further comprises one or more additives selected from the group consisting of free-radical scavengers, antioxidants and UV stabilizers.
19. A process for the preparation of a liquid-crystalline medium according to claim 1, said process comprising: mixing a compound of the formulae I1 and I2 with at least one compound of the formula EY and with at least one further liquid-crystalline compound, and optionally adding one or more additives and optionally at least one polymerizable compound (reactive mesogen).
20. Use of the liquid-crystalline medium according to claim 1 in electro-optical displays.
21. An electro-optical display having active-matrix addressing, wherein said display contains, as dielectric, a liquid-crystalline medium according to claim 1.
22. An electro-optical display according to claim 21, wherein said display is a VA, PSA, PS-VA, PM-VA, SS-VA, PALC, IPS, PS-IPS, FFS or PS-FFS display.
Description
EXAMPLES
[0272] The following examples are intended to explain the invention without limiting it. Above and below, percent data denote percent by weight; all temperatures are indicated in degrees Celsius.
[0273] Throughout the patent application, 1,4-cyclohexylene rings and 1,4-phenylene rings are depicted as follows:
##STR00061##
[0274] The cyclohexylene rings are trans-1,4-cyclohexylene rings.
[0275] Throughout the patent application and in the working examples, the structures of the liquid-crystal compounds are indicated by means of acronyms. Unless indicated otherwise, the transformation into chemical formulae is carried out in accordance with Tables 1-3. All radicals C.sub.nH.sub.2n+1, C.sub.mH.sub.2m+1 and C.sub.m′H.sub.2m′+1 or C.sub.nH.sub.2n and C.sub.mH.sub.2m are straight-chain alkyl radicals or alkylene radicals, in each case having n, m, m′ or z C atoms respectively. n, m, m′ and z each, independently of one another, denote 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, preferably 1, 2, 3, 4, 5 or 6, and (O) denotes an oxygen atom or a single bond. In Table 1 the ring elements of the respective compound are coded, in Table 2 the bridging members are listed, and in Table 3 the meanings of the symbols for the left-hand or right-hand side chains of the compounds are indicated.
TABLE-US-00001 TABLE 1 Ring elements
TABLE-US-00002 TABLE 2 Bridging members E —CH.sub.2CH.sub.2— V —CH═CH— T —C≡C— W —CF.sub.2CF.sub.2— Z —COO— ZI —OCO— O —CH.sub.2O— OI —OCH.sub.2— Q —CF.sub.2O— QI —OCF.sub.2—
TABLE-US-00003 TABLE 3 Side chains Left-hand side chain Right-hand side chain n- C.sub.nH.sub.2n+1— -n —C.sub.nH.sub.2n+1 nO- C.sub.nH.sub.2n+1—O— -On —O—C.sub.nH.sub.2n+1 V- CH.sub.2═CH— -V —CH═CH.sub.2 nV- C.sub.nH.sub.2n+1—CH═CH— -nV —C.sub.nH.sub.2n—CH═CH.sub.2 Vn- CH.sub.2═CH—C.sub.nH.sub.2n— -Vn —CH═CH—C.sub.nH.sub.2n+1 nVm- C.sub.nH.sub.2n+1—CH═CH—C.sub.mH.sub.2m— -nVm —C.sub.nH.sub.2n—CH═CH—C.sub.mH.sub.2m+1 N- N≡C— -N —C≡N 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 T- CF.sub.3— -T —CF.sub.3 A- H—C≡C— -A —C≡C—H
[0276] Besides the compounds of the formulae IIA and/or IIB and/or IIC and the compounds of the formulae I1, I2 and EY, the mixtures according to the invention preferably comprise one or more of the compounds from Table A indicated below.
TABLE-US-00004 TABLE A
[0277] The liquid-crystal mixtures which can be used in accordance with the invention are prepared in a manner which is conventional per se. 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.
[0278] By means of suitable additives, the liquid-crystal phases according to the invention can be modified in such a way that they can be employed in any type of, for example, ECB, VAN, IPS, GH (guest-host) or ASM-VA (axially symmetric microdomain-vertically aligned) LCD display that has been disclosed to date.
[0279] The dielectrics may also comprise further additives known to the person skilled in the art and described in the literature, such as, for example, UV absorbers, antioxidants, nanoparticles and free-radical scavengers. For example, 0-15% of pleochroic dyes, stabilizers or chiral dopants may be added. Suitable stabilizers for the mixtures according to the invention are, in particular, those listed in Table B.
[0280] For example, 0-15% of pleochroic dyes, furthermore conductive salts, preferably ethyldimethyldodecylammonium 4-hexoxybenzoate, tetrabutylammonium tetraphenylboranate or complex salts of crown ethers (cf., for example, Haller et al., Mol. Cryst. Liq. Cryst., Volume 24, pages 249-258 (1973)), may be added in order to improve the conductivity or substances may be added in order to modify 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.
TABLE-US-00005 TABLE B Table B shows possible dopants which are generally added to the mixtures according to the invention. The mixtures preferably comprise 0-10% by weight, in particular 0.01-5% by weight and particularly preferably 0.01-3% by weight of dopants. If the mixtures comprise only one dopant, it is empoloyed in amounts of 0.01-4% by weight, preferably 0.1-1.0% by weight.
TABLE-US-00006 TABLE C Stabilizers which can be added, for example, to the mixtures according to the invention in amounts of 0-10% by weight are shown below.
[0281] The medium according to the invention particularly preferably comprises Tinuvin® 770 (bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate), preferably in amounts of 0.001-5% by weight, based on the liquid-crystalline medium.
TABLE-US-00007 TABLE D Table D shows example compounds which can preferably be used as reactive mesogenic compounds in the LC media in accordance with the present invention. If the mixtures according to the invention comprise one or more reactive compounds, they are preferably employed in amounts of 0.01-5% by weight. It may also be necessary to add an initiator or a mixture of two or more initiators for the polymerization. The initiator or initiator mixture is preferably added in amounts of 0.001-2% by weight, based on the mixture. A suitable initiator is, for example, Irgacure (BASF) or Irganox (BASF).
[0282] In a preferred embodiment, the mixtures according to the invention comprise one or more polymerizable compounds, preferably selected from the polymerizable compounds of the formulae RM-1 to RM-121. Media of this type are suitable, in particular, for PS-FFS and PS-IPS applications. Of the reactive mesogens shown in Table D, compounds RM-1, RM-2, RM-3, RM-4, RM-5, RM-9, RM-17, RM-42, RM-48, RM-68, RM-87, RM-91, RM-98, RM-99 and RM-101 are particularly preferred.
[0283] The reactive mesogens or the polymerizable compounds of the formula M and of the formulae RM-1 to RM-121 are furthermore suitable as stabilizers. In this case, the polymerizable compounds are not polymerized, but instead are added to the liquid-crystalline medium in concentrations>1%.
WORKING EXAMPLES
[0284] The following examples are intended to explain the invention without limiting it. In the examples, m.p. denotes the melting point and C denotes the clearing point of a liquid-crystalline substance in degrees Celsius; boiling temperatures are denoted by b.p. Furthermore:
[0285] C denotes crystalline solid state, S denotes smectic phase (the index denotes the phase type), N denotes nematic state, Ch denotes cholesteric phase, I denotes isotropic phase, Tg denotes glass-transition temperature. The number between two symbols indicates the conversion temperature in degrees Celsius.
[0286] The host mixture used for determination of the optical anisotropy Δn of the compounds of the formula I is the commercial mixture ZLI-4792 (Merck KGaA). The dielectric anisotropy Ac is determined using commercial mixture ZLI-2857. The physical data of the compound to be investigated are obtained from the change in the dielectric constants of the host mixture after addition of the compound to be investigated and extrapolation to 100% of the compound employed. In general, 10% of the compound to be investigated are dissolved in the host mixture, depending on the solubility.
[0287] Unless indicated otherwise, parts or percent data denote parts by weight or percent by weight.
[0288] Above and below, the symbols and abbreviations have the following meanings: [0289] V.sub.o threshold voltage, capacitive [V] at 20° C. [0290] Δn the optical anisotropy measured at 20° C. and 589 nm [0291] Δε the dielectric anisotropy at 20° C. and 1 kHz [0292] cl.p. clearing point [° C.] [0293] K.sub.1 elastic constant, “splay” deformation at 20° C. [pN] [0294] K.sub.3 elastic constant, “bend” deformation at 20° C. [pN] [0295] γ.sub.1 rotational viscosity measured at 20° C. [mPa.Math.s], determined by the rotation method in a magnetic field [0296] LTS low-temperature stability (nematic phase), determined in test cells.
[0297] The display used for measurement of the threshold voltage has two plane-parallel outer plates at a separation of 20 μm and electrode layers with alignment layers comprising SE-1211 (Nissan Chemicals) on top on the insides of the outer plates, which effect a homeotropic alignment of the liquid crystals.
[0298] All concentrations in this application, unless explicitly indicated otherwise, relate to the corresponding mixture or mixture component. All physical properties are determined in accordance with “Merck Liquid Crystals, Physical Properties of Liquid Crystals”, status November 1997, Merck KGaA, Germany, and apply to a temperature of 20° C., unless explicitly indicated otherwise.
Example M1
[0299]
TABLE-US-00008 CY-3-O2 12.00% Clearing point [° C.]: 74.0 CY-3-O4 10.00% Δn [589 nm, 20° C.]: 0.1064 CCY-3-O2 6.00% Δε [1 kHz, 20° C.]: −3.2 CCY-4-O2 6.50% ε.sub.|| [1 kHz, 20° C.]: 3.8 CCH-34 9.00% K.sub.1 [pN, 20° C.]: 13.7 CCH-35 5.00% K.sub.3 [pN, 20° C.]: 13.6 CCP-3-1 14.50% γ.sub.1 [mPa .Math. s, 20° C.]: 119 CCP-3-3 11.00% V.sub.0 [20° C., V]: 2.19 PYP-2-3 9.00% PYP-2-4 8.00% Y-4O-O4 9.00%
Example P1
[0300] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M1 is mixed with 0.3% of the polymerizable compound of the formula
##STR00396##
Example P2
[0301] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula
##STR00397##
Example P3
[0302] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula
##STR00398##
Example P4
[0303] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula
##STR00399##
Example P5
[0304] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M1 is mixed with 0.3% of the polymerizable compound of the formula
##STR00400##
Example P6
[0305] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M1 is mixed with 0.25% of the polymerizable compound of the formula
##STR00401##
Example P7
[0306] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula
##STR00402##
Example P8
[0307] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M1 is mixed with 0.2% of the polymerizable compound of the formula
##STR00403##
Example P9
[0308] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M1 is mixed with 0.3% of the polymerizable compound of the formula
##STR00404##
Example M2
[0309]
TABLE-US-00009 CY-3-O2 12.00% Clearing point [° C.]: 73.5 CY-3-O4 10.00% Δn [589 nm, 20° C.]: 0.1065 CCY-3-O2 6.00% Δε [1 kHz, 20° C.]: −3.3 CCY-4-O2 5.50% ε.sub.|| [1 kHz, 20° C.]: 3.8 CCH-34 8.50% K.sub.1 [pN, 20° C.]: 13.9 CCH-35 5.00% K.sub.3 [pN, 20° C.]: 13.9 CCP-3-1 15.00% γ.sub.1 [mPa .Math. s, 20° C.]: 119 CCP-3-3 11.50% V.sub.0 [20° C., V]: 2.18 PYP-2-3 5.50% PYP-2-4 5.00% PP-1-3 2.00% PGIY-2-O4 5.00% Y-4O-O4 9.00%
Example P10
[0310] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula
##STR00405##
Example P11
[0311] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula
##STR00406##
Example P12
[0312] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula
##STR00407##
Example P13
[0313] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M2 is mixed with 0.2% of the polymerizable compound of the formula
##STR00408##
Example P14
[0314] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula
##STR00409##
Example P15
[0315] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M2 is mixed with 0.3% of the polymerizable compound of the formula
##STR00410##
Example P16
[0316] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M2 is mixed with 0.25% of the polymerizable compound of the formula
##STR00411##
Example M3
[0317]
TABLE-US-00010 CY-3-O2 11.00% Clearing point [° C.]: 75.0 CY-3-O4 10.00% Δn [589 nm, 20° C.]: 0.1077 CCY-3-O2 6.00% Δε [1 kHz, 20° C.]: −3.3 CCY-4-O2 6.00% ε.sub.|| [1 kHz, 20° C.]: 3.8 CCH-34 8.50% K.sub.1 [pN, 20° C.]: 14.3 CCH-35 5.00% K.sub.3 [pN, 20° C.]: 14.1 CCP-3-1 15.00% γ.sub.1 [mPa .Math. s, 20° C.]: 122 CCP-3-3 11.50% V.sub.0 [20° C., V]: 2.20 PYP-2-3 6.00% PYP-2-4 5.00% PP-1-2V1 2.00% PGIY-2-O4 5.00% Y-4O-O4 9.00%
Example P17
[0318] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula
##STR00412##
Example P18
[0319] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M3 is mixed with 0.2% of the polymerizable compound of the formula
##STR00413##
Example P19
[0320] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M3 is mixed with 0.2% of the polymerizable compound of the formula
##STR00414##
Example P20
[0321] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula
##STR00415##
Example P21
[0322] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M3 is mixed with 0.3% of the polymerizable compound of the formula
##STR00416##
Example M4
[0323]
TABLE-US-00011 PY-3-O2 10.50% Clearing point [° C.]: 75.0 CY-3-O2 7.00% Δn [589 nm, 20° C.]: 0.1081 CCY-3-O1 3.50% Δε [1 kHz, 20° C.]: −3.4 CCY-3-O2 11.00% ε.sub.|| [1 kHz, 20° C.]: 3.9 CPY-3-O2 7.00% K.sub.1 [pN, 20° C.]: 16.5 CCH-34 9.00% K.sub.3 [pN, 20° C.]: 16.5 CCH-35 5.00% γ.sub.1 [mPa .Math. s, 20° C.]: 113 CC-3-V1 7.50% V.sub.0 [20° C., V]: 2.35 CCP-3-1 5.00% CCP-3-3 13.00% PP-1-3 8.00% PGIY-2-O4 5.00% Y-4O-O4 8.50%
Example M5
[0324]
TABLE-US-00012 CC-3-V1 9.00% Clearing point [° C.]: 74.5 CCH-34 10.00% Δn [589 nm, 20° C.]: 0.0983 CCH-35 5.00% Δε [1 kHz, 20° C.]: −3.6 CCP-3-1 15.50% ε.sub.|| [1 kHz, 20° C.]: 3.8 CCP-3-3 5.00% K.sub.1 [pN, 20° C.]: 14.9 CCY-3-O2 8.00% K.sub.3 [pN, 20° C.]: 16.7 CCY-3-O1 3.50% γ.sub.1 [mPa .Math. s, 20° C.]: 112 CPY-3-O2 10.00% V.sub.0 [20° C., V]: 2.28 CY-3-O2 15.50% PY-3-O2 11.50% Y-4O-O4 7.00%
Example P22
[0325] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M5 is mixed with 0.3% of the polymerizable compound of the formula
##STR00417##
Example P23
[0326] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M5 is mixed with 0.3% of the polymerizable compound of the formula
##STR00418##
Example P24
[0327] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M5 is mixed with 0.25% of the polymerizable compound of the formula
##STR00419##
Example P25
[0328] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M5 is mixed with 0.25% of the polymerizable compound of the formula
##STR00420##
Example P26
[0329] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M5 is mixed with 0.3% of the polymerizable compound of the formula
##STR00421##
Example P27
[0330] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M5 is mixed with 0.25% of the polymerizable compound of the formula
##STR00422##
Example M6
[0331]
TABLE-US-00013 BCH-32 2.50% Clearing point [° C.]: 75.0 CC-3-V1 9.00% Δn [589 nm, 20° C.]: 0.0978 CCH-3O1 6.00% Δε [1 kHz, 20° C.]: −3.5 CCH-34 10.00% ε.sub.|| [1 kHz, 20° C.]: 3.8 CCH-35 5.00% K.sub.1 [pN, 20° C.]: 14.6 CCP-3-1 13.50% K.sub.3 [pN, 20° C.]: 16.1 CCY-3-O1 3.50% γ.sub.1 [mPa .Math. s, 20° C.]: 107 CCY-3-O2 11.00% V.sub.0 [20° C., V]: 2.28 CPY-3-O2 11.00% CY-3-O2 10.00% PY-3-O2 11.50% Y-4O-O4 7.00%
Example M7
[0332]
TABLE-US-00014 PY-3-O2 2.00% Clearing point [° C.]: 76.0 CY-3-O2 4.50% Δn [589 nm, 20° C.]: 0.1061 CCY-3-O1 4.50% Δε [1 kHz, 20° C.]: −3.4 CCY-3-O2 11.00% ε.sub.|| [1 kHz, 20° C.]: 3.8 CPY-3-O2 4.50% K.sub.1 [pN, 20° C.]: 16.5 CCH-34 10.00% K.sub.3 [pN, 20° C.]: 16.5 CCH-35 5.00% γ.sub.1 [mPa .Math. s, 20° C.]: 108 CC-3-V1 7.50% V.sub.0 [20° C., V]: 2.34 PP-1-2V1 7.50% CCP-3-1 14.00% CCP-3-3 8.50% PGIY-2-O4 5.00% Y-4O-O4 12.00% B-2O-O5 4.00%
Example P28
[0333] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M7 is mixed with 0.3% of the polymerizable compound of the formula
##STR00423##
Example P29
[0334] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M7 is mixed with 0.3% of the polymerizable compound of the formula
##STR00424##
Example P30
[0335] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M7 is mixed with 0.25% of the polymerizable compound of the formula
##STR00425##
Example P31
[0336] For the preparation of a PS-VA mixture, 99.8% of the mixture according to Example M7 is mixed with 0.2% of the polymerizable compound of the formula
##STR00426##
Example P32
[0337] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M7 is mixed with 0.25% of the polymerizable compound of the formula
##STR00427##
Example P33
[0338] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M7 is mixed with 0.25% of the polymerizable compound of the formula
##STR00428##
Example P34
[0339] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M7 is mixed with 0.25% of the polymerizable compound of the formula
##STR00429##
Example M8
[0340]
TABLE-US-00015 CY-3-O2 11.00% Clearing point [° C.]: 74.0 CY-3-O4 4.00% Δn [589 nm, 20° C.]: 0.1084 CCY-3-O2 6.00% Δε [1 kHz, 20° C.]: −3.3 CCY-4-O2 6.00% ε.sub.|| [1 kHz, 20° C.]: 3.9 CCH-34 10.00% K.sub.1 [pN, 20° C.]: 14.8 CCH-35 5.00% K.sub.3 [pN, 20° C.]: 14.4 CCP-3-1 16.00% γ.sub.1 [mPa .Math. s, 20° C.]: 115 CCP-3-3 12.00% V.sub.0 [20° C., V]: 2.20 PYP-2-3 7.00% PP-1-3 5.00% PGIY-2-O4 5.00% Y-4O-O4 9.00% B-2O-O5 4.00%
Example M9
[0341]
TABLE-US-00016 CC-3-V1 4.00% Clearing point [° C.]: 74.0 CY-3-O2 11.00% Δn [589 nm, 20° C.]: 0.1102 CCY-3-O2 10.00% Δε [1 kHz, 20° C.]: −2.9 CCH-34 10.00% ε.sub.|| [1 kHz, 20° C.]: 3.7 CCH-35 4.00% K.sub.1 [pN, 20° C.]: 15.3 CCP-3-1 16.00% K.sub.3 [pN, 20° C.]: 15.1 CCP-3-3 13.00% γ.sub.1 [mPa .Math. s, 20° C.]: 105 PYP-2-3 7.00% V.sub.0 [20° C., V]: 2.42 PP-1-3 5.00% PP-1-4 2.00% PGIY-2-O4 5.00% Y-4O-O4 9.00% B-2O-O5 4.00%
Example P35
[0342] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M9 is mixed with 0.25% of the polymerizable compound of the formula
##STR00430##
Example P36
[0343] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M9 is mixed with 0.3% of the polymerizable compound of the formula
##STR00431##
Example P37
[0344] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M9 is mixed with 0.25% of the polymerizable compound of the formula
##STR00432##
Example P38
[0345] For the preparation of a PS-VA mixture, 99.75% of the mixture according to Example M9 is mixed with 0.25% of the polymerizable compound of the formula
##STR00433##
Example P39
[0346] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M9 is mixed with 0.299% of the polymerizable compound of the formula
##STR00434##
and 0.001% of Irganox-1076 (BASF).
Example P40
[0347] For the preparation of a PS-VA mixture, 99.7% of the mixture according to Example M9 is mixed with 0.299% of the polymerizable compound of the formula
##STR00435##
and 0.001% of Irganox-1076 (BASF).
[0348] The mixtures according to Examples P39 and P40 are preferably suitable for PS-VA applications, in particular 2D and 3D TV applications.
[0349] The above-mentioned mixture examples for PS-VA applications are of course also suitable for PS-IPS and PS-FFS applications.
[0350] In order to improve the reliability, the mixtures according to Examples M1 to M9 and P1 to P40 may additionally be stabilized with one or two stabilizers selected from the group of compounds a) to h) mentioned below, where the stabilizer is in each case added in amounts of 0.01-0.04%, based on the mixture.
##STR00436## ##STR00437##
Example M10
[0351] For the preparation of a stabilized VA mixture, 99.999% of the mixture according to Example M1 is mixed with 0.001% of the compound of the formula
##STR00438##
Example M11
[0352] For the preparation of a stabilized VA mixture, 99.99% of the mixture according to Example M1 is mixed with 0.01% of the compound of the formula
##STR00439##
Example M12
[0353] For the preparation of a stabilized VA mixture, 99.999% of the mixture according to Example M7 is mixed with 0.001% of the compound of the formula
##STR00440##
[0354] The entire disclosures of all applications, patents and publications, cited herein and of corresponding European Application No. DE 102016004834.4, filed Apr. 11, 2016 are incorporated by reference herein.
[0355] 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 are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.
[0356] 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.
[0357] 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.