LIQUID-CRYSTALLINE MEDIUM
20190390112 ยท 2019-12-26
Assignee
Inventors
Cpc classification
C09K19/16
CHEMISTRY; METALLURGY
C09K2019/3027
CHEMISTRY; METALLURGY
C09K19/3048
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K2019/3408
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
International classification
C09K19/12
CHEMISTRY; METALLURGY
C09K19/30
CHEMISTRY; METALLURGY
Abstract
A liquid-crystalline medium and 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 one or more compounds of formula EY ##STR00482## and one or more compounds selected from the group consisting of the compounds of formulae IA and IB ##STR00483## and/or one or more compounds selected from the group consisting of the compounds of formulae BF-1, BF-2, BS-1 and BS-2: ##STR00484## in which R.sup.1, R.sup.1*, R.sup.1A, R.sup.1B and R.sup.B denote, each independently, 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, in which one or more CH.sub.2 groups may be replaced by O, S, ##STR00485## CC, CF.sub.2O, OCF.sub.2, OCO or OCO in such a way that O atoms are not linked directly to one another, ##STR00486## on each occurrence, identically or differently, denotes, ##STR00487## L.sup.1, L.sup.2, independently of one another, denote F or Cl, L.sup.3, L.sup.4 in each case, independently of one another, denote F, Cl, CF.sub.3 or CHF.sub.2, L.sup.5 denotes H or methyl, alkyl denotes a straight-chain alkyl adical having 1 to 6 C atoms, Z.sup.2A and Z.sup.2B in each case, independently of one another, denote CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, O CH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF or CHCHCH.sub.2O, (O) denotes O or a single bond, p denotes 1 or 2, q denotes 0 or 1, c denotes 0, 1 or 2, and d denotes 1 or 2.
2. The liquid-crystalline medium according to claim 1, which comprises one or more compounds of formula IA or IB in which Z.sup.2A and Z.sup.2B, independently of one another, denote CH.sub.2CH.sub.2, CH.sub.2O or OCH.sub.2.
3. The liquid-crystalline medium according to claim 1, which comprises one or more compounds of formula EY in which R.sup.1 denotes an alkenyloxy radical having 2 to 7 C atoms, and R.sup.1* denotes an alkoxy radical having 1 to 6 C atoms or an alkenyloxy radical having 2 to 7 C atoms.
4. The liquid-crystalline medium according to claim 1, which comprises one or more compounds of formula EY selected from the group consisting of the compounds of the following formulae: ##STR00488## ##STR00489##
5. The liquid-crystalline medium according to claim 4, which comprises the compound EY-15.
6. The liquid-crystalline medium according to claim 1, further comprising one or more compounds selected from the group consisting of the compounds of formulae IIA, IIB and IIC, ##STR00490## in which R.sup.2A, R.sup.2B and R.sup.2C in each case, 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, in which one or more CH.sub.2 groups may be replaced by O, S, ##STR00491## CC, CF.sub.2O, OCF.sub.2, OCO or OCO in such a way that O atoms are not linked directly to one another, L.sup.1-4 in each case, independently of one another, denote F, Cl, CF.sub.3 or CHF.sub.2, L.sup.5 denotes H or methyl, p denotes 1 or 2, q denotes 0 or 1, v denotes an integer from 1 to 6, and (O) denotes an oxygen atom or a single bond. with the proviso that the compounds of formulae IA and IB are excluded.
7. The liquid-crystalline medium according to claim 6, which comprises one or more compounds of formula IIB, in which q is equal to 0.
8. The liquid-crystalline medium according to claim 1, further comprising one or more compounds selected from the group consisting of the compounds B-1, B-2, B3 and B-4: ##STR00492## in which alkyl and alkyl* in each case, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, alkenyl and alkenyl* in each case, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms, and alkoxy denotes a straight-chain alkoxy radical having 1-6 C atoms.
9. The liquid-crystalline medium according to claim 1, further comprising one or more compounds of formulae O-1 to O-17 ##STR00493## ##STR00494## in which R.sup.1 and R.sup.2 in each case, 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, in which one or more CH.sub.2 groups may be replaced by O, S, ##STR00495## CC, CF.sub.2O, OCF.sub.2, OCO or OCO in such a way that O atoms are not linked directly to one another.
10. The liquid-crystalline medium according to claim 1, in which the total concentration of the one or more compounds of formula EY is 2-15% by weight.
11. The liquid-crystalline medium according to claim 1, in which the total concentration of the compounds of formulae EY and IA and/or IB is 5-35% by weight.
12. The liquid-crystalline medium according to claim 1, further comprising at least one polymerisable compound, which is a reactive mesogen.
13. The liquid-crystalline medium according to claim 1, further comprising one or more additives selected from the group consisting of free-radical scavengers, antioxidants and UV stabilisers.
14. A process for the preparation of the liquid-crystalline medium according to claim 1, comprising mixing a compound of formula IA or IB with at least one compound of formula EY and with at least one further liquid-crystalline compound, and optionally one or more additives and optionally at least one polymerisable compound, which is a reactive mesogen.
15. An electro-optical display, comprising the liquid-crystalline medium according to claim 1.
16. An electro-optical display having active-matrix addressing, which contains, as dielectric, a liquid-crystalline medium according to claim 1.
17. The electro-optical display according to claim 16, which is a VA, PSA, PS-VA, PM-VA, SS-VA, PALC, IPS, PS-IPS, FFS or PS-FFS display.
18. The liquid-crystalline medium according to claim 1, which comprises one or more compounds selected from the group consisting of the compounds of formulae IA and IB and one or more compounds selected from the group consisting of the compounds of formulae BF-1, BF-2, BS-1 and BS-2.
Description
WORKING EXAMPLES
[0326] 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 points are denoted by b.p. Furthermore:
[0327] 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, T.sub.g denotes glass-transition temperature. The number between two symbols indicates the conversion temperature in degrees Celsius.
[0328] The host mixture used for determination of the optical anisotropy n of the compounds of the formula I is the commercial mixture ZLI-4792 (Merck KGaA). The dielectric anisotropy 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.
[0329] Unless indicated otherwise, parts or percent data denote parts by weight or percent by weight.
[0330] Above and below, [0331] V.sub.o denotes the threshold voltage, capacitive [V] at 20 C. [0332] n denotes the optical anisotropy measured at 20 C. and 589 nm [0333] denotes the dielectric anisotropy at 20 C. and 1 kHz [0334] T.sub.(N,I) denotes the clearing point [ C.] [0335] K.sub.1 denotes the elastic constant, splay deformation at 20 C. [pN] [0336] K.sub.3 denotes the elastic constant, bend deformation at 20 C. [pN] [0337] .sub.1 denotes the rotational viscosity measured at 20 C. [mPa.Math.s], determined by the rotation method in a magnetic field [0338] LTS denotes the low-temperature stability (nematic phase), determined in bulk samples.
[0339] The display used for measurement of the threshold voltage has two plane-parallel outer plates at a separation of 20 m 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.
[0340] In order to determine the low-temperature stability (nematic phase), samples (typically 2 g) are stored in glass vials at the temperature indicated and investigated visually daily for the occurrence of crystallisation or smectic phases. The time indicated in the tables is the time after which a phase conversion was observed for the first time. The test is terminated after 1000 h and LTS: 1000 noted.
[0341] 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 for a temperature of 20 C., unless explicitly indicated otherwise.
Example M-1
[0342]
TABLE-US-00008 CCH-23 15.0 Clearing point [ C.]: 74 CCH-34 6.0 n [589 nm, 20 C.]: 0.0952 CCH-35 6.0 n.sub.e [589 nm, 20 C.]: 1.5788 CCP-3-1 18.0 n.sub.o [589 nm, 20 C.]: 1.4836 BCH-32 4.0 .sub. [1 kHz, 20 C.]: 3.5 CCY-3-O1 7.0 .sub. [1 kHz, 20 C.]: 6.1 CCY-3-O2 11.0 [1 kHz, 20 C.]: 2.6 CPY-3-O2 6.0 K.sub.1 [pN, 20 C.]: 15.1 PCH-302 2.0 K.sub.3 [pN, 20 C.]: 15.2 COY-3-O2 5.0 K.sub.3/K.sub.1 [pN, 20 C.]: 1.01 PY-3-O2 6.0 V.sub.0 [V, 20 C.]: 2.56 Y-4O-O4 8.0 .sub.1 [mPa s, 20 C.]: 93 PP-1-3 6.0 LTS bulk [h, 20 C.]: 264 100.0 LTS bulk [h, 30 C.]: 72
Example P1
[0343] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-1 are mixed with 0.3% of the polymerisable compound of the formula
##STR00437##
Example P2
[0344] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-1 are mixed with 0.3% of the polymerisable compound of the formula
##STR00438##
Example P3
[0345] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-1 are mixed with 0.25% of the polymerisable compound of the formula
##STR00439##
Example P4
[0346] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-1 are mixed with 0.25% of the polymerisable compound of the formula
##STR00440##
Example P5
[0347] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-1 are mixed with 0.3% of the polymerisable compound of the formula
##STR00441##
Example P6
[0348] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-1 are mixed with 0.3% of the polymerisable compound of the formula
##STR00442##
Example P7
[0349] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-1 are mixed with 0.25% of the polymerisable compound of the formula
##STR00443##
Example P8
[0350] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-1 are mixed with 0.25% of the polymerisable compound of the formula
##STR00444##
Example P9
[0351] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-1 are mixed with 0.25% of the polymerisable compound of the formula
##STR00445##
Example M-2
[0352]
TABLE-US-00009 CCH-23 15.0 Clearing point [ C.]: 73 CCH-34 6.0 n [589 nm, 20 C.]: 0.0946 CCH-35 6.0 n.sub.e [589 nm, 20 C.]: 1.5791 CCP-3-1 14.0 n.sub.o [589 nm, 20 C.]: 1.4845 CCP-3-3 5.5 .sub. [1 kHz, 20 C.]: 3.4 BCH-32 1.5 .sub. [1 kHz, 20 C.]: 5.9 CCY-3-O1 7.0 [1 kHz, 20 C.]: 2.5 CCY-3-O2 11.0 K.sub.1 [pN, 20 C.]: 14.9 CCY-4-O2 1.5 K.sub.3 [pN, 20 C.]: 14.5 CPY-3-O2 5.0 K.sub.3/K.sub.1 [pN, 20 C.]: 0.97 COY-3-O2 5.0 V.sub.0 [V, 20 C.]: 2.56 PY-4-O2 3.0 .sub.1 [mPa s, 20 C.]: 92 PY-1-O4 3.5 LTS bulk [h, 20 C.]: 1000 Y-4O-O4 7.0 LTS bulk [h, 30 C.]: 1000 PP-1-3 9.0 100.0
Example P10
[0353] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-2 are mixed with 0.3% of the polymerisable compound of the formula
##STR00446##
Example P11
[0354] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-2 are mixed with 0.3% of the polymerisable compound of the formula
##STR00447##
Example P12
[0355] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-2 are mixed with 0.25% of the polymerisable compound of the formula
##STR00448##
Example P13
[0356] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-2 are mixed with 0.25% of the polymerisable compound of the formula
##STR00449##
Example P14
[0357] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-2 are mixed with 0.3% of the polymerisable compound of the formula
##STR00450##
Example P15
[0358] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-2 are mixed with 0.3% of the polymerisable compound of the formula
##STR00451##
Example P16
[0359] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-2 are mixed with 0.25% of the polymerisable compound of the formula
##STR00452##
Example P17
[0360] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-2 are mixed with 0.25% of the polymerisable compound of the formula
##STR00453##
Example P18
[0361] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-2 are mixed with 0.25% of the polymerisable compound of the formula
##STR00454##
Example M-3
[0362]
TABLE-US-00010 Y-4O-O4 5.5 Clearing point [ C.]: 74 PY-1-O4 5.5 n [589 nm, 20 C.]: 0.1068 CCOY-2-O2 4.5 n.sub.e [589 nm, 20 C.]: 1.5966 COY-3-O2 3.0 n.sub.o [589 nm, 20 C.]: 1.4898 CPY-2-O2 7.0 .sub. [1 kHz, 20 C.]: 3.3 CPY-3-O2 10.0 .sub. [1 kHz, 20 C.]: 5.3 CCH-23 17.0 [1 kHz, 20 C.]: 2.0 CCH-34 5.0 K.sub.1 [pN, 20 C.]: 14.8 CCH-35 4.0 K.sub.3 [pN, 20 C.]: 13.8 PCH-302 3.5 K.sub.3/K.sub.1 [pN, 20 C.]: 0.93 BCH-32 8.5 V.sub.0 [V, 20 C.]: 2.78 CCP-3-1 14.0 .sub.1 [mPa s, 20 C.]: 88 CCP-3-3 4.0 LTS bulk [h, 20 C.]: 1000 PP-1-3 4.5 LTS bulk [h, 30 C.]: 1000 PP-1-4 4.0 100.0
Example P19
[0363] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-3 are mixed with 0.3% of the polymerisable compound of the formula
##STR00455##
Example P20
[0364] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-3 are mixed with 0.3% of the polymerisable compound of the formula
##STR00456##
Example P21
[0365] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-3 are mixed with 0.25% of the polymerisable compound of the formula
##STR00457##
Example P22
[0366] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-3 are mixed with 0.25% of the polymerisable compound of the formula
##STR00458##
Example P23
[0367] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-3 are mixed with 0.3% of the polymerisable compound of the formula
##STR00459##
Example P24
[0368] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-3 are mixed with 0.3% of the polymerisable compound of the formula
##STR00460##
Example P25
[0369] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-3 are mixed with 0.25% of the polymerisable compound of the formula
##STR00461##
Example P26
[0370] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-3 are mixed with 0.25% of the polymerisable compound of the formula
##STR00462##
Example P27
[0371] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-3 are mixed with 0.25% of the polymerisable compound of the formula
##STR00463##
Example M-4
[0372]
TABLE-US-00011 CY-3-O2 7.0 Clearing point [ C.]: 84 CEY-3-O2 16.0 n [589 nm, 20 C.]: 0.1030 CCY-3-O1 10.0 n.sub.e [589 nm, 20 C.]: 1.5813 CCY-3-O2 11.0 n.sub.o [589 nm, 20 C.]: 1.4783 CPY-3-O2 12.0 .sub. [1 kHz, 20 C.]: 4.0 CC-3-V 22.0 .sub. [1 kHz, 20 C.]: 9.3 CCEY-3-O2 13.5 [1 kHz, 20 C.]: 5.3 Y-4O-O4 3.0 K.sub.1 [pN, 20 C.]: 15.2 PGIY-2-O4 5.5 K.sub.3 [pN, 20 C.]: 19.0 100.0 K.sub.3/K.sub.1 [pN, 20 C.]: 1.25 V.sub.0 [V, 20 C.]: 2.00 .sub.1 [mPa s, 20 C.]: 166 LTS bulk [h, 20 C.]: 1000 LTS bulk [h, 30 C.]: 72
Example M-5
[0373]
TABLE-US-00012 CCH-23 15.0 Clearing point [ C.]: 74 CCH-34 6.0 n [589 nm, 20 C.]: 0.0961 CCH-35 6.0 n.sub.e [589 nm, 20 C.]: 1.5799 CCP-3-1 13.0 n.sub.o [589 nm, 20 C.]: 1.4838 CCP-3-3 4.5 .sub. [1 kHz, 20 C.]: 3.4 BCH-32 4.5 .sub. [1 kHz, 20 C.]: 6.0 CCOY-3-O2 6.0 [1 kHz, 20 C.]: 2.6 CCY-3-O2 10.0 K.sub.1 [pN, 20 C.]: 15.0 CPY-3-O2 8.0 K.sub.3 [pN, 20 C.]: 15.2 PCH-302 3.0 K.sub.3/K.sub.1 [pN, 20 C.]: 1.01 COY-3-O2 5.0 V.sub.0 [V, 20 C.]: 2.58 PY-3-O2 4.0 .sub.1 [mPa s, 20 C.]: 94 Y-4O-O4 8.0 LTS bulk [h, 30 C.]: 1000 PP-1-3 7.0 100.0
Example M-6
[0374]
TABLE-US-00013 CCH-23 15.0 Clearing point [ C.]: 73 CCH-34 6.0 n [589 nm, 20 C.]: 0.0953 CCH-35 6.0 [1 kHz, 20 C.]: 2.5 CCP-3-1 18.0 K.sub.1 [pN, 20 C.]: 14.4 BCH-32 4.0 K.sub.3 [pN, 20 C.]: 15.1 CCY-3-O1 7.0 V.sub.0 [V, 20 C.]: 2.53 CCY-3-O2 11.0 .sub.1 [mPa s, 20 C.]: 85 CPY-3-O2 6.0 PCH-302 2.0 COY-3-O2 5.0 PY-3-O2 6.0 Y-2O-O1V 8.0 PP-1-3 6.0 100.0
Example P28
[0375] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-6 are mixed with 0.3% of the polymerisable compound of the formula
##STR00464##
Example P29
[0376] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-6 are mixed with 0.3% of the polymerisable compound of the formula
##STR00465##
Example P30
[0377] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-6 are mixed with 0.25% of the polymerisable compound of the formula
##STR00466##
Example P31
[0378] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-6 are mixed with 0.25% of the polymerisable compound of the formula
##STR00467##
Example P32
[0379] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-6 are mixed with 0.3% of the polymerisable compound of the formula
##STR00468##
Example P33
[0380] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-6 are mixed with 0.3% of the polymerisable compound of the formula
##STR00469##
Example P34
[0381] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-6 are mixed with 0.25% of the polymerisable compound of the formula
##STR00470##
Example P35
[0382] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-6 are mixed with 0.25% of the polymerisable compound of the formula
##STR00471##
Example P36
[0383] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-6 are mixed with 0.25% of the polymerisable compound of the formula
##STR00472##
Example M-7
[0384]
TABLE-US-00014 Y-2O-O1V 5.5 Clearing point [ C.]: 73.5 PY-1-O4 5.5 n [589 nm, 20 C.]: 0.1068 CCOY-2-O2 4.5 [1 kHz, 20 C.]: 1.9 COY-3-O2 3.0 K.sub.1 [pN, 20 C.]: 14.3 CPY-2-O2 7.0 K.sub.3 [pN, 20 C.]: 13.8 CPY-3-O2 10.0 V.sub.0 [V, 20 C.]: 2.76 CCH-23 17.0 .sub.1 [mPa s, 20 C.]: 83 CCH-34 5.0 CCH-35 4.0 PCH-302 3.5 BCH-32 8.5 CCP-3-1 14.0 CCP-3-3 4.0 PP-1-3 4.5 PP-1-4 4.0 100.0
Example M-8
[0385]
TABLE-US-00015 CY-3-O2 0.0 Clearing point [ C.]: 83.5 CEY-3-O2 0.0 n [589 nm, 20 C.]: 0.1030 CCY-3-O1 0.0 [1 kHz, 20 C.]: 5.3 CCY-3-O2 0.0 K.sub.1 [pN, 20 C.]: 15.0 CPY-3-O2 0.0 K.sub.3 [pN, 20 C.]: 19.0 CC-3-V 0.0 V.sub.0 [V, 20 C.]: 1.99 CCEY-3-O2 0.0 .sub.1 [mPa s, 20 C.]: 163 Y-2O-O1V 0.0 PGIY-2-O4 0.0 100.0
Example M-9
[0386]
TABLE-US-00016 CCH-23 15.0 Clearing point [ C.]: 73 CCH-34 6.0 n [589 nm, 20 C.]: 0.0962 CCH-35 6.0 [1 kHz, 20 C.]: 2.5 CCP-3-1 13.0 K.sub.1 [pN, 20 C.]: 14.3 CCP-3-3 4.5 K.sub.3 [pN, 20 C.]: 15.1 BCH-32 4.5 V.sub.0 [V, 20 C.]: 2.55 CCOY-3-O2 6.0 .sub.1 [mPa s, 20 C.]: 86 CCY-3-O2 10.0 CPY-3-O2 8.0 PCH-302 3.0 COY-3-O2 5.0 PY-3-O2 4.0 Y-2O-O1V 8.0 PP-1-3 7.0 100.0
Example M-10
[0387]
TABLE-US-00017 CCEY-3-O2 5.0 Clearing point [ C.]: 75.5 CLY-3-O3 4.5 n [589 nm, 20 C.]: 0.0962 CLY-4-O2 5.0 .sub. [1 kHz, 20 C.]: 3.4 CPY-3-O2 6.0 .sub.[1 kHz, 20 C.]: 6.1 PGIY-2-O4 6.0 [1 kHz, 20 C.]: 2.7 PYP-2-3 0.5 K.sub.1 [pN, 20 C.]: 14.6 B(S)-2O-O4 4.0 K.sub.3 [pN, 20 C.]: 14.6 B(S)-2O-O5 5.0 V.sub.0 [V, 20 C.]: 2.45 B(S)-2O-O6 3.0 .sub.1 [mPa s, 20 C.]: 68 B-2O-O5 1.0 LTS bulk [h, 20 C.]: 168 CC-3-V 50.0 CC-3-V1 6.0 CCH-23 2.5 Y-4O-O4 1.5 100.0
Example P37
[0388] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-10 are mixed with 0.3% of the polymerisable compound of the formula
##STR00473##
Example P38
[0389] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-10 are mixed with 0.3% of the polymerisable compound of the formula
##STR00474##
Example P39
[0390] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-10 are mixed with 0.25% of the polymerisable compound of the formula
##STR00475##
Example P40
[0391] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-10 are mixed with 0.25% of the polymerisable compound of the formula
##STR00476##
Example P41
[0392] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-10 are mixed with 0.3% of the polymerisable compound of the formula
##STR00477##
Example P42
[0393] For the preparation of a PS-VA mixture, 99.7% of the mixture in accordance with Example M-10 are mixed with 0.3% of the polymerisable compound of the formula
##STR00478##
Example P43
[0394] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-10 are mixed with 0.25% of the polymerisable compound of the formula
##STR00479##
Example P44
[0395] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-10 are mixed with 0.25% of the polymerisable compound of the formula
##STR00480##
Example P45
[0396] For the preparation of a PS-VA mixture, 99.75% of the mixture in accordance with Example M-10 are mixed with 0.25% of the polymerisable compound of the formula
##STR00481##
Example M11
[0397]
TABLE-US-00018 CLY-2-O4 5.0 Clearing point [ C.]: 93 CLY-3-O2 7.0 n [589 nm, 20 C.]: 0.1015 CLY-3-O3 5.0 .sub. [1 kHz, 20 C.]: 3.5 CLY-4-O2 5.0 .sub.[1 kHz, 20 C.]: 7.5 CLY-5-O2 8.0 [1 kHz, 20 C.]: 4.0 CCEY-3-O2 7.5 K.sub.1 [pN, 20 C.]: 18.3 PGIY-2-O4 3.0 K.sub.3 [pN, 20 C.]: 17.9 B(S)-2O-O4 4.0 V.sub.0 [V, 20 C.]: 2.45 B(S)-2O-O5 5.0 .sub.1 [mPa s, 20 C.]: 112 B(S)-2O-O6 3.0 LTS bulk [h, 20 C.]: 552 CC-3-V 38.0 CC-3-V1 7.0 Y-4O-O4 2.5 100.0
Example M12
[0398]
TABLE-US-00019 CCP-3-1 7.0 Clearing point [ C.]: 92.5 CCP-V-1 11.0 n [589 nm, 20 C.]: 0.1007 CCP-V2-1 6.0 .sub. [1 kHz, 20 C.]: 3.6 CCOY-3-O2 6.0 .sub. [1 kHz, 20 C.J: 7.4 CLY-3-O2 4.0 [1 kHz, 20 C.]: 3.8 CLY-4-O2 5.0 K.sub.1 [pN, 20 C.]: 18.4 CLY-5-O2 4.0 K.sub.3 [pN, 20 C.]: 17.1 PGIY-2-O4 3.0 V.sub.0 [V, 20 C.]: 2.27 B(S)-2O-O4 4.0 .sub.1 [mPa s, 20 C.]: 124 B(S)-2O-O5 4.0 B(S)-2O-O6 4.0 CC-3-V1 6.2 CCH-23 18.0 CCH-34 5.0 CY-3-O2 9.0 Y-4O-O4 3.5 CCQU-3-F 0.3 100.0
[0399] 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.
[0400] 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. 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.
[0401] The entire disclosures of all applications, patents and publications, cited herein and of corresponding German application No. DE 10 2018 005 326.2, filed Jun. 21, 2018, are incorporated by reference herein.