Liquid-crystal medium comprising polymerizable compounds
12264276 ยท 2025-04-01
Assignee
Inventors
- Min Tzu CHUANG (Taipei, TW)
- I-Wen CHEN (Taipei, TW)
- Cheng-Jui LIN (Taipei, TW)
- Jer-Lin CHEN (Taipei, TW)
- Kuang-Ting CHOU (Taipei, TW)
Cpc classification
C09K2019/3422
CHEMISTRY; METALLURGY
C09K19/04
CHEMISTRY; METALLURGY
C09K2019/3027
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K2019/0448
CHEMISTRY; METALLURGY
C09K19/32
CHEMISTRY; METALLURGY
C09K2019/3408
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
C09K2219/15
CHEMISTRY; METALLURGY
International classification
C09K19/12
CHEMISTRY; METALLURGY
Abstract
The present invention relates to an LC medium comprising two or more polymerizable compounds, at least one of which contains a substituent comprising a tertiary OH group, to its use for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the PSA (polymer sustained alignment) or SA (self-aligning) mode, to an LC display of the PSA or SA mode comprising the LC medium, and to a process of manufacturing the LC display using the LC medium, especially an energy-saving LC display and energy-saving LC display production process.
Claims
1. A liquid crystal medium comprising: one or more polymerizable compounds selected from formula IA-1 to IA-10, and one or more polymerizable compounds selected from formulae IB-D, IB-T, and IC-1 to IC-9 ##STR00621## ##STR00622## wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings P acrylate or methacrylate group, Sp a single bond, or (CH.sub.2).sub.2, (CH.sub.2).sub.3, or (CH.sub.2).sub.4, or O(CH.sub.2).sub.2, O(CH.sub.2).sub.3, OCO(CH.sub.2).sub.2, or COO(CH).sub.2 wherein the O atom or the CO group is attached to a benzene ring, L F, Cl, CN, or straight chain alkyl having 1 to 25 C atoms, branched alkyl having 3 to 25 C atoms, or cyclic alkyl having 3 to 25 C atoms, wherein one or more non-adjacent CH.sub.2-groups are each optionally replaced by O, S, CO, COO, OCO, OCOO in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by P, F or Cl, r1, r2, and r3 independently of each other 0, 1, 2, 3 or 4, r4 0, 1, 2 or 3, k 0 or 1, wherein in the compounds of formulae IC-1 to IC-9 at least one of the phenylene groups is monosubstituted with L.sup.b, wherein the compounds of formulae IA-1 to IA-10 contain at least one spacer group Sp that is at least monosubstituted with L.sup.a and/or at least one group L that denotes L.sup.a, L.sup.a C(R.sup.aa)(R.sup.bb)OH, L.sup.b straight-chain or branched alkenyl with 3 to 7 C atoms, and R.sup.aa, R.sup.bb straight-chain alkyl with 1 to 6 C atoms; and one or more compounds of formula II: ##STR00623## wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings R.sup.1 and R.sup.2 straight chain alkyl having 1 to 25 C atoms, branched alkyl having 3 to 25 C atoms, or cyclic alkyl having 3 to 25 C atoms, wherein one or more non-adjacent CH.sub.2-groups are each optionally replaced by O, S, CO, COO, OCO, OCOO, CR.sup.0CR.sup.00, CC, ##STR00624## in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F or Cl, R.sup.0 and R.sup.00 H or alkyl with 1 to 12 C atoms, A.sup.1 and A.sup.2 a group selected from the following formulae: ##STR00625## wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings Z.sup.1 and Z.sup.2 CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CHCHCH.sub.2O or a single bond, L.sup.1, L.sup.2, L.sup.3 and L.sup.4 F, Cl, OCF.sub.3, CF.sub.3, CH.sub.3, CH.sub.2F or CHF.sub.2, Y H, F, Cl, CF.sub.3, CHF.sub.2 or CH.sub.3, L.sup.C CH.sub.3 or OCH.sub.3, a1 1 or 2, a2 0 or 1.
2. The liquid crystal medium according to claim 1, further comprising one or more compounds selected from the group consisting of compounds of the formulae IIA, IIB, IIC and IID: ##STR00626## in which R.sup.2A and R.sup.2B each, independently of one another, denote H, alkyl having 1 to 15 C atoms, or alkenyl having 2 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, ##STR00627## 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 to L.sup.4 each, independently of one another, denote F, Cl, CF.sub.3 or CHF.sub.2, Y denotes H, F, Cl, CF.sub.3, CHF.sub.2 or CH.sub.3, Z.sup.2, Z.sup.2B and Z.sup.2D each, independently of one another, denote a single bond, CH.sub.2CH.sub.2, CHCH, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, COO, OCO, C.sub.2F.sub.4, CFCF, CHCHCH.sub.2O, p denotes 0, 1 or 2, and q on each occurrence, identically or differently, denotes 0 or 1.
3. The liquid crystal medium according claim 1, further comprising one or more compounds of formula III: ##STR00628## in which R.sup.11 and R.sup.12 each, independently of one another, denote H, an alkyl or alkoxy radical having 1 to 15 C atoms, where one or more CH.sub.2 groups in these radicals may each be replaced, independently of one another, by ##STR00629## CC, CF.sub.2O, OCF.sub.2, CHCH, by O, COO or OCO in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may each be replaced by halogen, A.sup.3 on each occurrence, independently of one another, denotes a) 1,4-cyclohexenylene or 1,4-cyclohexylene radical, in which one or two non-adjacent CH.sub.2 groups may each be replaced by O or S, b) a 1,4-phenylene radical, in which one or two CH groups may each be replaced by N, or c) a radical selected from the group consisting of spiro[3.3]heptane-2,6-diyl, 1,4-bicyclo[2.2.2]octylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, phenanthrene-2,7-diyl and fluorene-2,7-diyl, wherein the radicals a), b) and c) may be mono- or polysubstituted by halogen atoms, n denotes 0, 1 or 2, Z.sup.1 on each occurrence independently of one another denotes COO, OCO, CF.sub.2O, OCF.sub.2, CH.sub.2O, OCH.sub.2, CH.sub.2, CH.sub.2CH.sub.2, (CH.sub.2).sub.4, CHCHCH.sub.2O, C.sub.2F.sub.4, CH.sub.2CF.sub.2, CF.sub.2CH.sub.2, CFCF, CHCF, CF=CH, CHCH, CC or a single bond, L.sup.11 and L.sup.12 each, independently of one another, denote F, Cl, CF.sub.3 or CHF.sub.2, and W denotes O or S.
4. The liquid crystal medium according to claim 1, further comprising one or more compounds of formula IV: ##STR00630## in which R.sup.41 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and R.sup.42 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkoxy radical having 1 to 6 C atoms, an unsubstituted alkenyl radical having 2 to 7 C atoms.
5. The liquid crystal medium according to claim 1, further comprising one or more compounds of formula V: ##STR00631## in which R.sup.51 and R.sup.52 independently of one another, denote alkyl having 1 to 7 C atoms, ##STR00632## identically or differently, denote ##STR00633## in which Z.sup.51, Z.sup.52 each, independently of one another, denote CH.sub.2CH.sub.2, CH.sub.2O, CHCH, CC, COO or a single bond, and n is 1 or 2.
6. The liquid crystal medium according to claim 1, further comprising one or more chiral dopants.
7. The liquid crystal medium according to claim 1, further comprising one or more additives selected from the group consisting of stabilizers, polymerization initiators and self alignment additives.
8. A process of preparing a liquid crystal medium according to claim 1, comprising: mixing one or more polymerizable compounds of formula IA and one or more polymerizable compounds of formulae IB and IC with one or more compounds of formula II, and optionally with further liquid-crystalline compounds and/or additives, and optionally polymerizing the polymerizable compounds.
9. A liquid crystal display comprising a liquid crystal medium as defined in claim 1.
10. The liquid crystal display according to claim 9, which is a PS-VA, PS-IPS, PS-FFS or SA-VA display.
11. The liquid crystal display according to claim 9, wherein said display comprises two substrates, at least one of which is transparent to light, an electrode provided on each substrate or two electrodes provided on only one of the substrates, and located between the substrates a layer of the liquid crystal medium, wherein the polymerizable compounds are polymerized between the substrates of the display by UV photopolymerization.
12. A process for the production of a liquid crystal display, comprising: providing a liquid crystal medium according to claim 1 between two display substrates wherein at least one of which the two substrates is transparent to light and an electrode is provided on each substrate or two electrodes are provided on only one of the substrates, and polymerizing the polymerizable compounds by irradiation with UV light.
13. Use of a liquid crystal medium according to claim 1 for an energy-saving liquid crystal display or an energy-saving liquid crystal display production process.
14. The liquid crystal medium according to claim 1, wherein in formula II: R.sup.1 and R.sup.2 are each, independently, alkyl or alkoxy having 1 to 6 C atoms, R.sup.0 and R.sup.00 are each H, Z.sup.1 and Z.sup.2 are each a single bond, L.sup.1, L.sup.2, L.sup.3 and L.sup.4 are each F or Cl, Y is H or CH.sub.3, and L.sup.C is CH.sub.3.
15. The liquid crystal medium according to claim 4, wherein R.sup.41 denotes an n-alkyl radical having 2, 3, 4 or 5 C atoms, and R.sup.42 denotes an unsubstituted alkyl radical having 2 to 5 C atoms or an unsubstituted alkoxy radical having 2 to 5 C atoms, or an unsubstituted alkenyl radical having 2, 3 or 4 C atoms.
16. The liquid crystal medium according to claim 1, wherein said medium contains one or more compounds of formulae IA-1 to IA-10, one or more compounds selected from subformulae IB-D and IB-T, and one or more compounds selected from subformulae IC-1 to IC-9.
17. The liquid crystal medium according to claim 1, wherein said one or more polymerizable compounds selected from formula IA-1 to IA-10 are selected from the compounds of subformulae IA1 to IA19: ##STR00634## ##STR00635## wherein Me is methyl and Et is ethyl.
18. The liquid crystal medium according to claim 1, wherein said medium contains one or more compounds selected from formula IB-T, and said one or more compounds of formula IB-T are selected from the following subformulae IB-T-1 to IB-T-6: ##STR00636## wherein P is acrylate or methacrylate group, Sp is a single bond, or (CH.sub.2).sub.2, (CH.sub.2).sub.3, or (CH.sub.2).sub.4, or O(CH.sub.2).sub.2, O(CH.sub.2).sub.3, OCO(CH.sub.2).sub.2, or COO(CH).sub.2 wherein the O atom or the CO group is attached to a benzene ring, L is F, Cl, CN, or straight chain alkyl having 1 to 25 C atoms, branched alkyl having 3 to 25 C atoms, or cyclic alkyl having 3 to 25 C atoms, wherein one or more non-adjacent CH.sub.2-groups are each optionally replaced by O, S, CO, COO, OCO, OCOO in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by P, F or Cl, r1, r2, and r3 are independently of each other 0, 1, 2, 3 or 4, and r4 is 0, 1, 2 or 3.
19. The liquid crystal medium according to claim 17, wherein, in subformulae IB-T-1 to IB-T-6, at least one of r1, r2 and r4 is not 0, P is acrylate or methacrylate, and L is F, CH.sub.3, OCH.sub.3, OC.sub.2H.sub.5 or C.sub.2H.sub.5.
20. The liquid crystal medium according to claim 1, wherein said medium contains one or more compounds of formulae IC-1 to IC-9 wherein L.sup.b is CHCH.sub.2, CH.sub.2CHCH.sub.2, CHCHCH.sub.3, CHCHCHCH.sub.2, or C(CH.sub.3)=CH.sub.2.
Description
EXAMPLES
(1) The following examples explain the present invention without restricting it. However, they show the person skilled in the art preferred mixture concepts with compounds preferably to be employed and the respective concentrations thereof and combinations thereof with one another. In addition, the examples illustrate which properties and property combinations are accessible.
(2) In addition, the following abbreviations and symbols are used: V.sub.0 threshold voltage, capacitive [V] at 20 C., n.sub.e extraordinary refractive index at 20 C. and 589 nm, n.sub.o ordinary refractive index at 20 C. and 589 nm, n optical anisotropy at 20 C. and 589 nm, .sub. dielectric permittivity perpendicular to the director at 20 C. and 1 kHz, .sub. dielectric permittivity parallel to the director at 20 C. and 1 kHz, dielectric anisotropy at 20 C. and 1 kHz, cl.p., T(N,I) clearing point [ C.], .sub.1 rotational viscosity at 20 C. [mPa.Math.s], K.sub.1 elastic constant, splay deformation at 20 C. [pN], K.sub.2 elastic constant, twist deformation at 20 C. [pN], K.sub.3 elastic constant, bend deformation at 20 C. [pN].
(3) Unless explicitly noted otherwise, all concentrations in the present application are quoted in percent by weight and relate to the corresponding mixture as a whole, comprising all solid or liquid-crystalline components, without solvents.
(4) Unless explicitly noted otherwise, all temperature values indicated in the present application, such as, for example, for the melting point T(C,N), the transition from the smectic (S) to the nematic (N) phase T(S,N) and the clearing point T(N,I), are quoted in degrees Celsius ( C.). M.p. denotes melting point, cl.p.=clearing point. Furthermore, C=crystalline state, N=nematic phase, S=smectic phase and I=isotropic phase. The data between these symbols represent the transition temperatures.
(5) All physical properties are and have been 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., and n is determined at 589 nm and at 1 kHz, unless explicitly indicated otherwise in each case.
(6) The term threshold voltage for the present invention relates to the capacitive threshold (V.sub.0), also known as the Freedericks threshold, unless explicitly indicated otherwise. In the examples, the optical threshold may also, as generally usual, be quoted for 10% relative contrast (V.sub.10).
(7) Unless stated otherwise, the process of polymerizing the polymerizable compounds in the PSA displays as described above and below is carried out at a temperature where the LC medium exhibits a liquid crystal phase, preferably a nematic phase, and most preferably is carried out at room temperature.
(8) Unless stated otherwise, methods of preparing test cells and measuring their electrooptical and other properties are carried out by the methods as described hereinafter or in analogy thereto.
(9) The display used for measurement of the capacitive threshold voltage usually consists of two plane-parallel glass outer plates at a separation of 25 m, each of which has on the inside an electrode layer and an unrubbed polyimide alignment layer on top, which effect a homeotropic edge alignment of the liquid-crystal molecules.
(10) The PSVA display or PSVA test cell used for measurement of the tilt angles usually consists of two plane-parallel glass outer plates at a separation of ca. 4 m unless stated otherwise, each of which has on the inside an electrode layer and a polyimide alignment layer on top, where the two polyimide layers are rubbed antiparallel to one another and effect a homeotropic edge alignment of the liquid-crystal molecules. The SAVA display or test cell has the same structure but wherein one or both polyimide layers are omitted.
(11) The polymerizable compounds are usually polymerized in the display or test cell by irradiation with UV light of defined intensity for a prespecified time, with a voltage simultaneously being applied to the display (usually 10 V to 30 V alternating current, 1 kHz).
(12) The intensity is measured using a standard meter (Hoenle UV-meter high end with UV sensor).
(13) The tilt angle is usually determined using the Mueller Matrix Polarimeter AxoScan from Axometrics. A low value (i.e. a large deviation from the 90 angle) corresponds to a large tilt here.
(14) Unless stated otherwise, the term tilt angle means the angle between the LC director and the substrate, and LC director means in a layer of LC molecules with uniform orientation the preferred orientation direction of the optical main axis of the LC molecules, which corresponds, in case of calamitic, uniaxially positive birefringent LC molecules, to their molecular long axis.
Example 1
(15) The nematic LC host mixture N1 is formulated as follows
(16) TABLE-US-00007 B(S)-2O-O4 3.00% cl.p. 74.9 C. B(S)-2O-O5 5.00% n 0.1154 BCH-32 7.00% 2.7 CC-3-V 29.50% .sub.1 77 mPa .Math. s CC-3-V1 9.00% K.sub.1 14.3 CCP-3-1 11.00% K.sub.3 14.9 CCP-3-3 2.00% .sub.1/K.sub.3 5.17 CLY-3-O2 2.00% CPY-2-O2 6.50% CPY-3-O2 5.50% PY-1-O2 10.50% PY-2-O2 9.00%
(17) Polymerizable mixtures P11 to P13 according to the present invention are prepared by adding polymerizable compound MA1 of formula IA1 and polymerizable compound MB1 of formula IBD1 to nematic LC host mixture N1 in varying concentrations.
(18) For comparison purpose polymerizable mixture C.sub.11 is prepared by adding only 0.3% of polymerizable compound MA1 of formula IA6 to nematic LC host mixture N1.
(19) ##STR00602##
(20) The polymerizable mixture compositions are shown in Table 1.1.
(21) TABLE-US-00008 TABLE 1.1 Polymerizable mixture compositions Conc. Host Monomer Total Monomer (wt. %) N1 MA1 MB1 Conc. (%) C11 99.7 0.3 0.3 P11 99.4 0.3 0.3 0.6 P12 99.4 0.4 0.2 0.6 P13 99.4 0.2 0.4 0.6
(22) Each polymerizable mixture further contains 150 ppm of the stabilizer S1-1 and 10 ppm of Irganox1076.
(23) ##STR00603##
Tilt Angle Generation
(24) Electrooptical VA test cells with AF glass substrates containing the polymerizable mixtures are exposed to UV light in a two step process, the first step (UV1) for generating a tilt angle and the second step (UV2) for polymerizing any residual monomer that was not polymerized in the first step. In UV1 step a voltage is applied (0.1 V step and curing at DC 15V). In UV2 step no voltage is applied. As radiation source a fluorescent UV lamp type C with a cut-off filter of 313 nm was used. The UV intensity is checked by UV detector with 313 nm. The other conditions are as follows, unless stated otherwise: UV1 (C-type lamp): 0.22 mW/cm.sup.2 at room temperature for 30-200 s UV2 (C-type lamp): 0.32 mW/cm.sup.2 at RT, 120 min
(25) The tilt angle generated in the test cells after the UV1 step above after varying irradiation times is measured using an Otsuka T_RETS-10 system. The results are shown in Table 1.2.
(26) TABLE-US-00009 TABLE 1.2 Tilt angle Mixture C11 P11 P12 P13 Tilt angle () 89.5 88.1 88.4 88.1 after 60 s Tilt angle () 88.8 86.3 86.1 86.3 after 120 s
(27) It can be seen that polymerizable mixtures P11 to P13 according to the invention show a significantly faster tilt angle generation than reference mixture C.sub.11.
(28) Tilt Stability
(29) Tilt stability, i.e. the change of the tilt angle after repeated electric stress, is a criterion for evaluating the risk of image sticking. A low value for the change of the tilt angle indicates a good tilt stability and a low potential risk of image sticking.
(30) For determining the tilt stability the test cells after polymerization as described above for the tilt angle generation are electrically stressed with a square wave of 40 V.sub.PP at 60 Hz for 168 h on backlight unit. After a relaxation time of 5-10 min the tilt angles are measured using the Otsuka T_RETS-10 system.
(31) The change of the tilt angle tilt is determined according to equation (1)
tilt.sub.after stresstilt.sub.after tilt generation=tilt(1)
(32) The lower the value of tilt, the higher is the tilt stability.
(33) The results are shown in Table 1.3.
(34) TABLE-US-00010 TABLE 1.3 Tilt Stability Mixture C11 P11 P12 P13 tilt () 0.464 0.273 0.313 0.182
(35) It can be seen that polymerizable mixtures P11 to P13 according to the invention show better tilt stability than reference mixture C.sub.11.
(36) Residual RM
(37) The residual content of unpolymerized monomer (in ppm) in the mixture was determined after UV photopolymerization. The smaller the residual monomer content after a given time interval, the faster the polymerization. For this purpose the polymerizable mixtures were filled in test cells and polymerized by UV exposure for varying time intervals at RT using a fluorescent UV lamp type C with an intensity of 0.32 mW/cm.sup.2 The UV intensity is checked by UV detector with 313 nm. After photopolymerization for a certain time interval the test cells were opened, and the mixture was dissolved and rinsed out of the test cell with methyl ethyl ketone and analyzed by Ultra Performance Liquid Chromatography (UPLC).
(38) The results are shown in Table 1.4.
(39) TABLE-US-00011 TABLE 1.4 Residual RM Mixture C11 P11 P12 P13 Monomer MA1 MA1 MB1 MA1 MB1 MA1 MB1 ppm after 109 <30 67 37 65 n.d. 63 1 h ppm after 48 n.d. <30 <30 n.d. n.d. n.d. 1.5 h ppm after <30 n.d. n.d. n.d. n.d. n.d. n.d. 2 h n.d. = not detectable
(40) It can be seen that the total residual content of all monomers after polymerization in the polymerizable mixtures P11 to P13 according to the invention is smaller than in the polymerizable reference mixture C.sub.11. This is especially surprising when considering that the initial amount of monomers in mixtures P11 to P13 was twice as high as in reference mixture C.sub.11.
(41) Voltage Holding Ratio (VHR)
(42) For the VHR measurement the polymerizable LC media were filled in in test cells with a fishbone pattern ITO electrode and the monomers were polymerized under the same conditions as described above for the tilt angle generation. The VHR was measured before and after UV exposure while applying a voltage of 1 V/0.6 Hz at 60 C.
(43) Light stress usually causes the decrease of VHR in LC mixtures, therefore the smaller the absolute decrease of VHR value after stress, the better performance for display applications.
(44) The results are shown in Table 1.5.
(45) TABLE-US-00012 TABLE 1.5 VHR Mixture C11 P11 P12 P13 VHR (%) initial 90.9 86.3 90.5 90.8 VHR (%) after 2 h UV 86.9 84.4 85.1 83.7
(46) It can be seen that the VHR of polymerizable mixtures P11 to P13 according to the invention after UV stress is at similar level to that polymerizable mixture C.sub.11, especially when considering that the total amount of monomers in mixtures P11 to P13 is twice as high as in reference mixture C.sub.11.
(47) Overall, the above results demonstrate that the polymerizable mixtures comprising both a polymerizable compound of formula IA and of formula IB show significant improvements like better tilt stability and lower amount of residual monomer.
Example 2
(48) The nematic LC host mixture N2 is formulated as follows
(49) TABLE-US-00013 B(S)-2O-O4 3.50% cl.p. 74.9 C. B(S)-2O-O5 5.00% An 0.1154 BCH-32 7.50% 2.6 CC-3-V 29.50% .sub.1 74 mPa .Math. s CC-3-V1 5.50% K.sub.1 14.5 CCP-3-1 7.00% K.sub.3 14.9 CCP-V-1 11.50% .sub.1/K.sub.3 4.97 CLY-3-O2 5.00% CPY-2-O2 4.00% CPY-3-O2 10.00% PY-1-O2 0.50% PY-2-O2 11.00%
(50) Polymerizable mixtures P21 to P23 according to the present invention are prepared by adding polymerizable compound MA1 of formula IA6 and polymerizable compound MB1 of formula IBD1 to nematic LC host mixture N2 in varying concentrations.
(51) The polymerizable mixture compositions are shown in Table 2.1.
(52) TABLE-US-00014 TABLE 2.1 Polymerizable mixture compositions Conc. Host Monomer Total Monomer (wt. %) N2 MA1 MB1 Conc. (%) P21 99.4 0.2 0.2 0.4 P22 99.4 0.1 0.3 0.4 P23 99.5 0.2 0.3 0.5
(53) Each polymerizable mixture further contains 150 ppm of the stabilizer S1-1 and 10 ppm of Irganox1076.
(54) Tilt Stability
(55) The tilt stability is determined as described in Example 1. The results are shown in Table 2.2.
(56) TABLE-US-00015 TABLE 2.2 Tilt Stability Mixture P21 P22 P23 A tilt () 0.163 0.163 0.149
(57) It can be seen that polymerizable mixtures P21 to P23 according to the invention show good tilt stability.
(58) Residual RM
(59) The residual content of unpolymerized monomer is measured as described in Example 1. The results are shown in Table 2.3.
(60) TABLE-US-00016 TABLE 2.3 Residual RM Mixture P21 P22 P23 Monomer MA1 MB1 MA1 MB1 MA1 MB1 ppm after 52 150 31 154 32 154 1 h ppm after 32 79 n.d 72 n.d. 56 1.5 h n.d. = not detectable
(61) It can be seen that the polymerizable mixtures P21 to P23 according to the invention show quick and complete polymerization with a low residual content of unreacted monomers at proper UV exposure time.
(62) Voltage Holding Ratio (VHR)
(63) The VHR of the polymerizable LC media is measured as described in Example 1. The results are shown in Table 2.4.
(64) TABLE-US-00017 TABLE 2.4 VHR Mixture P21 P22 P23 VHR (%) initial 96.2 96.1 95.6 VHR (%) after 2 h UV 93.3 90.5 93.0
(65) It can be seen that the VHR of polymerizable mixtures P21 to P23 according to the invention after UV stress is still high, and there is only a low drop of the VHR, especially in mixtures P21 and P23 with higher content of monomer M1.
(66) Overall, the above results demonstrate that the polymerizable mixtures comprising both a polymerizable compound of formula IA and of formula IB show significant improvements like better tilt angle generation, higher tilt stability and lower amount of residual monomer.
Example 3
(67) Polymerizable mixtures P31 and P32 according to the present invention are prepared by adding polymerizable compound MA1 of formula IA6, polymerizable compound MB1 of formula IBD1 and polymerizable compound MC1 of formula IC45 to nematic LC host mixture N2 in varying concentrations.
(68) ##STR00604##
(69) The polymerizable mixture compositions are shown in Table 3.1.
(70) TABLE-US-00018 TABLE 3.1 Polymerizable mixture compositions Conc. Host Monomer Total Monomer (wt. %) N2 MA1 MB1 MC1 Conc. (%) P31 99.6 0.3 0.1 0.4 P32 99.4 0.2 0.3 0.1 0.6
(71) Each polymerizable mixture further contains 150 ppm of the stabilizer S1-1 and 10 ppm of Irganox1076.
(72) Tilt Stability
(73) The tilt stability is determined as described in Example 1. The results are shown in Table 3.2.
(74) TABLE-US-00019 TABLE 3.2 Tilt Stability Mixture P31 P32 tilt () 0.244 0.202
(75) It can be seen that polymerizable mixtures P31 and P32 according to the invention show good tilt stability.
(76) Residual RM
(77) The residual content of unpolymerized monomer is measured as described in Example 1. The results are shown in Table 3.3.
(78) TABLE-US-00020 TABLE 3.3 Residual RM Mixture P31 P32 Monomer MA1 MC1 MA1 MB1 MC1 ppm after 289 61 68 <30 219 1 h ppm after 153 <30 n.d. n.d. 79 1.5 h n.d. = not detectable
(79) It can be seen that the polymerizable mixtures P31 and P32 according to the invention show quick and complete polymerization with a low residual content of unreacted monomers at proper UV exposure time.
(80) Voltage Holding Ratio (VHR)
(81) The VHR of the polymerizable LC media is measured as described in Example 1. The results are shown in Table 3.4.
(82) TABLE-US-00021 TABLE 3.4 VHR Mixture P31 P32 VHR (%) initial 95.4 95.9 VHR (%) after 2 h UV 95.1 94.4
(83) It can be seen that the VHR of polymerizable mixtures P31 and P32 according to the invention after UV stress is still high, and there is only a low drop of the VHR.
(84) Overall, the above results demonstrate that the polymerizable mixtures comprising both a polymerizable compound of formula IA and of formula IB show significant improvements like better tilt stability and lower amount of residual monomer.
Example 4
(85) The nematic LC host mixture N3 is formulated as follows
(86) TABLE-US-00022 B(S)-2O-O4 4.50% cl.p. 75.7 C. B(S)-2O-O5 5.00% n 0.1232 CC-3-V 28.20% n.sub.e 1.6169 CC-3-V1 8.00% n.sub.o 1.4937 CCP-3-1 3.80% 2.8 CCP-V-1 10.60% .sub.|| 3.5 CPY-2-O2 7.80% .sub. 6.3 CPY-3-O2 12.00% .sub.1 78 PP-1-2V1 7.60% K.sub.1 15.0 PY-1-O2 10.00% K.sub.3 16.1 PY-3-O2 3.00% K.sub.3/K.sub.1 1.07 V.sub.0 2.55 V
(87) Polymerizable mixture P4 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of Irganox1076 to 99.434% of the nematic LC host mixture N3.
Example 5
(88) Polymerizable mixture P5 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1 and 100 ppm of the stabilizer S1-1 to 99.49% of the nematic LC host mixture N3.
Example 6
(89) The nematic LC host mixture N4 is formulated as follows
(90) TABLE-US-00023 B(S)-2O-O4 5.00% cl.p. 74.3 C. B(S)-2O-O5 5.00% n 0.1302 BCH-32 9.00% n.sub.e 1.625 CC-3-V 15.00% n.sub.o 1.4948 CC-3-V1 7.50% 2.9 CC-4-V1 13.00% .sub.|| 3.6 CCP-3-1 10.00% .sub. 6.5 CLY-3-O2 2.50% .sub.1 89 CPY-3-O2 2.00% K.sub.1 15.1 PY-1-O2 12.00% K.sub.3 15 PY-3-O2 10.00% K.sub.3/K.sub.1 0.99 PYP-2-3 9.00% V.sub.0 2.42 V
(91) Polymerizable mixture P6 is prepared by adding 0.2% of compound MA1 and 0.2% of compound MB1 to 99.6% of the nematic LC host mixture N4.
Example 7
(92) Polymerizable mixture P7 is prepared by adding 0.2% of compound MA1, 0.25% of compound MB1, 0.05% of compound MC1, 100 ppm of stabilizer S1-1 and 10 ppm of Irganox1076 to 99.539% of the nematic LC host mixture N4.
Example 8
(93) The nematic LC host mixture N5 is formulated as follows
(94) TABLE-US-00024 CC-3-V1 9.00% cl.p. 74.6 C. CCH-3O1 3.50% n 0.0984 CCH-34 8.00% n.sub.e 1.5804 CCH-35 8.00% n.sub.o 1.4820 CCP-3-1 6.00% 3.6 CCY-3-O1 6.50% .sub.|| 3.6 CCY-3-O2 12.50% .sub. 7.1 CPY-3-O2 10.00% .sub.1 119 mPa .Math. s CY-3-O2 15.50% K.sub.1 14.1 PCH-3O1 8.50% K.sub.3 17.0 PY-3-O2 12.50% K.sub.3/K.sub.1 1.21 V.sub.0 2.31 V
(95) Polymerizable mixture P8 is prepared by adding 0.2% of compound MA1 and 0.1% of compound MC1 to the nematic LC host mixture N5.
Example 9
(96) Polymerizable mixture P9 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB1 and 50 ppm of the stabilizer S1-1 to the nematic LC host mixture N8.
Example 10
(97) The nematic LC host mixture N6 is formulated as follows
(98) TABLE-US-00025 B(S)-2O-O4 4.50% cl.p. 75.5 C. B(S)-2O-O5 5.00% n 0.1120 BCH-32 6.00% n.sub.e 1.6001 CC-3-V 30.00% n.sub.o 1.4881 CC-3-V1 8.00% 4.1 CCY-3-O1 7.50% .sub.|| 3.8 CCY-3-O2 11.00% .sub. 8.0 CLY-3-O2 8.00% .sub.1 92 mPa .Math. s PY-1-O2 10.50% K.sub.1 14.8 PY-2-O2 9.50% K.sub.3 15.7 K.sub.3/K.sub.1 1.06 V.sub.0 2.06 V
(99) Polymerizable mixture P10 is prepared by adding 0.1% of compound MA1 and 0.3% of compound MB1 to the nematic LC host mixture N6.
Example 11
(100) Polymerizable mixture P11 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB1, 0.1% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N6.
Example 12
(101) Polymerizable mixture P12 is prepared by adding 0.2% of compound MA1 and 0.2% of compound MC1 to the nematic LC host mixture N1.
Example 13
(102) Polymerizable mixture P13 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB1, 0.1% of compound MC1 and and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 14
(103) Polymerizable mixture P14 is prepared by adding 0.1% of the compound MA2 of formula IA1 and 0.3% of compound MB1 to the nematic LC host mixture N1.
(104) ##STR00605##
Example 15
(105) Polymerizable mixture P15 is prepared by adding 0.1% of compound MA2, k, 0.3% of compound MB1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N2.
Example 16
(106) Polymerizable mixture P16 is prepared by adding 0.2% of compound MA2, 0.1% of compound MC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 17
(107) Polymerizable mixture P17 is prepared by adding 0.2% of compound MA2, 0.1% of compound MB1, 0.05% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 18
(108) Polymerizable mixture P18 is prepared by adding 0.1% of compound MA1, 0.3% of compound M5 of formula IBD4 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(109) ##STR00606##
Example 19
(110) Polymerizable mixture P19 is prepared by adding 0.1% of compound MA2, 0.3% of compound MB2 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N2.
Example 20
(111) Polymerizable mixture P20 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB2, 0.2% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 21
(112) Polymerizable mixture P21 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB3 of formula IBT1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(113) ##STR00607##
Example 22
(114) Polymerizable mixture P22 is prepared by adding 0.2% of compound MA1, 0.1% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 23
(115) Polymerizable mixture P23 is prepared by adding 0.1% of compound MA2, 0.3% of compound MB3 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N2.
Example 24
(116) Polymerizable mixture P24 is prepared by adding 0.1% of compound MA1, 0.3% of the compound MB4 of formula IBT22 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(117) ##STR00608##
Example 25
(118) Polymerizable mixture P25 is prepared by adding 0.2% of compound MA2, 0.2% of compound MB4 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 26
(119) Polymerizable mixture P26 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB4, 0.05% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 27
(120) Polymerizable mixture P27 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB5 of formula IBT35 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(121) ##STR00609##
Example 28
(122) Polymerizable mixture P28 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB5, 0.05% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 29
(123) Polymerizable mixture P29 is prepared by adding 0.1% of compound MA2, 0.3% of compound MB5 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N2.
Example 30
(124) The nematic LC host mixture N7 is formulated as follows
(125) TABLE-US-00026 B(S)-2O-O4 4.50% cl.p. 74.9 C. B(S)-2O-O5 5.00% n 0.1122 B(S)-2O-O6 2.00% n.sub.e 1.5993 CC-3-V 30.00% n.sub.o 1.4871 CC-4-V1 17.50% 3.7 CLY-3-O2 8.00% .sub.|| 3.7 CPY-2-O2 10.00% .sub. 7.4 CPY-3-O2 10.00% .sub.1 85 mPa .Math. s PY-1-O2 3.00% K.sub.1 14.5 PY-2-O2 10.00% K.sub.3 14.2 K.sub.3/K.sub.1 0.98 V.sub.0 2.07 V
(126) Polymerizable mixture P30 is prepared by adding 0.35% of compound MA1, 0.15% of compound MB1 and 50 ppm of the stabilizer S1-1 to the nematic LC host mixture N6.
Example 31
(127) The nematic LC host mixture N8 is formulated as follows
(128) TABLE-US-00027 B(S)-2O-O4 4.00% cl.p. 74.7 C. B(S)-2O-O5 5.00% n 0.1122 BCH-32 7.00% n.sub.e 1.5977 CC-3-V1 8.00% n.sub.o 1.4855 CC-4-V1 11.00% 3.8 CCH-34 8.00% .sub.|| 3.9 CCH-35 6.00% .sub. 7.7 CCY-3-O2 11.00% .sub.1 109 mPa .Math. s CPY-2-O2 3.00% K.sub.1 15.0 CPY-3-O2 5.00% K.sub.3 15.4 CY-3-O2 15.00% K.sub.3/K.sub.1 0.97 PCH-3O2 5.00% V.sub.0 2.13 PPGU-3-F 1.00% PY-1-O2 4.00% PY-2-O2 7.00%
(129) Polymerizable mixture P31 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB1 and 50 ppm of the stabilizer S2-1 to the nematic LC host mixture N8.
(130) ##STR00610##
Example 32
(131) The nematic LC host mixture N9 is formulated as follows
(132) TABLE-US-00028 CC-3-V1 8.50% cl.p. 75.1 C. CC-4-V1 19.00% n 0.1123 CCY-3-O1 6.00% n.sub.e 1.5969 CCY-3-O2 11.00% n.sub.o 1.4846 CLY-3-O2 5.00% 3.9 CPY-3-O2 11.00% .sub.|| 3.7 CY-3-O2 6.00% .sub. 7.5 PCH-3O2 13.50% .sub.1 124 mPa .Math. s PY-1-O2 6.00% K.sub.1 15.2 PY-2-O2 6.00% K.sub.3 18.3 PY-3-O2 8.00% K.sub.3/K.sub.1 1.20 V.sub.0 2.29 V
(133) Polymerizable mixture P32 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N9.
Example 33
(134) The nematic LC host mixture N10 is formulated as follows
(135) TABLE-US-00029 B(S)-2O-O4 2.00% cl.p. 73.9 C. B(S)-2O-O5 2.50% n 0.1165 BCH-32 8.00% n.sub.e 1.6084 CC-3-V 30.00% n.sub.o 1.4919 CC-4-V1 7.00% 2.7 CCP-3-1 11.00% .sub.|| 3.6 CLY-3-O2 3.00% .sub. 6.3 CPY-2-O2 2.00% .sub.1 79 mPa .Math. s CPY-3-O2 12.00% K.sub.1 14.1 PY-1-O2 11.50% K.sub.3 14.7 PY-2-O2 11.00% K.sub.3/K.sub.1 1.04 V.sub.0 2.46 V
(136) Polymerizable mixture P33 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1 and 0.6% of the SA additive SA23 to the nematic LC host mixture N10.
(137) ##STR00611##
Example 34
(138) The nematic LC host mixture N11 is formulated as follows
(139) TABLE-US-00030 B(S)-2O-O4 4.50% cl.p. 75.6 C. B(S)-2O-O5 3.00% n 0.1049 CC-3-V 51.00% n.sub.e 1.5904 CCP-3-1 1.00% n.sub.o 1.4855 CLY-3-O2 9.00% 3.1 CPY-2-O2 10.00% .sub.|| 3.5 CPY-3-O2 12.00% .sub. 6.6 PY-1-O2 9.50% .sub.1 72 mPa .Math. s K.sub.1 14.1 K.sub.3 15.0 K.sub.3/K.sub.1 1.06 V.sub.0 2.34 V
(140) Polymerizable mixture P34 is prepared by adding 0.1% of compound MA2, 0.2% of compound MB1, 0.05% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N11.
Example 35
(141) The nematic LC host mixture N12 is formulated as follows
(142) TABLE-US-00031 CC-3-V1 9.00% cl.p. 75.4 C. CCH-23 14.00% n 0.1055 CCH-34 6.00% n.sub.e 1.5907 CCH-35 6.00% n.sub.o 1.4852 CCP-3-1 7.00% 2.8 CCY-3-O1 5.00% .sub.|| 3.3 CCY-3-O2 10.00% .sub. 6.1 CPY-3-O2 12.00% .sub.1 102 mPa .Math. s CY-3-O2 9.50% K.sub.1 16.2 PP-1-2V1 8.50% K.sub.3 17.3 PY-3-O2 12.00% K.sub.3/K.sub.1 1.07 PY-4-O2 1.00% V.sub.0 2.67 V
(143) Polymerizable mixture P35 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB1 and 150 ppm of the stabilizer S2-1 to the nematic LC host mixture N12.
Example 36
(144) The nematic LC host mixture N13 is formulated as follows
(145) TABLE-US-00032 CC-3-V1 9.00% cl.p. 74.7 C. CCH-23 18.00% n 0.0982 CCH-34 3.00% n.sub.e 1.5800 CCH-35 7.00% n.sub.o 1.4818 CCP-3-1 5.50% 3.4 CCY-3-O2 11.50% .sub.|| 3.5 CPY-2-O2 8.00% .sub. 6.9 CPY-3-O2 11.00% .sub.1 108 mPa .Math. s CY-3-O2 15.50% K.sub.1 14.9 PY-3-O2 11.50% K.sub.3 15.9 K.sub.3/K.sub.1 1.07 V.sub.0 2.28 V
(146) Polymerizable mixture P36 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N13.
Example 37
(147) The nematic LC host mixture N14 is formulated as follows
(148) TABLE-US-00033 BCH-32 10.00% cl.p. 74.6 C. CC-3-V1 6.50% n 0.1113 CCH-34 8.00% n.sub.e 1.5981 CCH-35 8.00% n.sub.o 1.4868 CCY-3-O2 12.00% 3.3 CPY-2-O2 6.50% .sub.|| 3.5 CPY-3-O2 11.00% .sub. 6.8 CY-3-O2 15.00% .sub.1 128 mPa .Math. s CY-5-O2 13.00% K.sub.1 14.5 PP-1-4 10.00% K.sub.3 15.3 K.sub.3/K.sub.1 1.06 V.sub.0 2.28 V
(149) Polymerizable mixture P37 is prepared by adding 0.3% of compound MA1, 0.1% of compound MB1 and 50 ppm of the stabilizer S1-1 to the nematic LC host mixture N14.
Example 38
(150) The nematic LC host mixture N15 is formulated as follows
(151) TABLE-US-00034 CC-3-V1 8.00% cl.p. 74.6 C. CCH-23 15.0% n 0.0899 CCH-34 5.00% n.sub.e 1.5694 CCH-35 6.00% n.sub.o 1.4795 CCP-3-1 3.00% 3.3 CCY-3-O1 8.00% .sub.|| 3.5 CCY-3-O2 10.00% .sub. 6.8 CCY-3-O3 6.00% .sub.1 114 mPa .Math. s CCY-4-O2 6.00% K.sub.1 13.9 CY-3-O2 12.0% K.sub.3 14.6 CY-3-O4 3.75% K.sub.3/K.sub.1 1.05 PCH-3O1 3.00% V.sub.0 2.22 V PY-3-O2 2.75% PY-4-O2 6.50% PYP-2-3 5.00%
(152) Polymerizable mixture P38 is prepared by adding 0.4% of compound MA1, 0.1% of compound MB1 and 50 ppm of the stabilizer S2-1 to the nematic LC host mixture N15.
Example 39
(153) The nematic LC host mixture N16 is formulated as follows
(154) TABLE-US-00035 B(S)-2O-O4 0.25% cl.p. 74.6 C. BCH-32 4.50% n 0.1034 CC-3-V1 13.00% n.sub.e 1.5883 CCH-23 15.00% n.sub.o 1.4849 CCH-3O1 1.00% 2.9 CCH-34 2.00% .sub.|| 3.4 CCH-35 0.50% .sub. 6.3 CCY-3-O2 6.50% .sub.1 103 mPa .Math. s CPY-2-O2 12.00% K.sub.1 13.0 CPY-3-O2 15.00% K.sub.3 15.3 CY-3-O2 15.50% K.sub.3/K.sub.1 1.18 CY-3-O4 0.25% V.sub.0 2.44 V PCH-3O1 13.00% PP-1-2V1 0.50% PYP-2-3 1.00%
(155) Polymerizable mixture P39 is prepared by adding 0.3% of compound MA2, 0.2% of compound MB1 and 150 ppm of the stabilizer S3-1 to the nematic LC host mixture N16.
(156) ##STR00612##
Example 40
(157) The nematic LC host mixture N17 is formulated as follows
(158) TABLE-US-00036 CCH-3O1 6.00% cl.p. 109.9 C. CCH-3O3 10.00% n 0.0976 CCH-5O1 4.00% n.sub.e 1.5806 CCP-3-1 7.00% n.sub.o 1.4830 CCPC-33 3.00% 3.6 CCPC-34 3.00% .sub.|| 3.4 CCY-3-O1 5.50% .sub. 7.0 CCY-3-O2 9.50% .sub.1 233 mPa .Math. s CCY-3-O3 7.00% K.sub.1 16.9 CCY-4-O2 8.50% K.sub.3 19.6 CPY-2-O2 3.00% K.sub.3/K.sub.1 1.16 CPY-3-O2 12.50% V.sub.0 2.47 V CY-3-O4 9.50% PCH-3O1 11.50%
(159) Polymerizable mixture P40 is prepared by adding 0.25% of compound MA1, 0.1% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N17.
Example 41
(160) The nematic LC host mixture N18 is formulated as follows
(161) TABLE-US-00037 BCH-32 8.00% cl.p. 74.6 C. CC-3-V1 13.00% n 0.1042 CC-4-V1 2.50% n.sub.e 1.5897 CCH-3O1 10.00% n.sub.o 1.4855 CCH-34 5.00% 3.1 CCH-35 5.00% .sub.|| 3.5 CLY-3-O2 12.50% .sub. 6.6 CPY-2-O2 11.50% .sub.1 104 mPa .Math. s CPY-3-O2 4.00% K.sub.1 13.7 CY-3-O2 15.00% K.sub.3 15.4 PCH-3O1 6.50% K.sub.3/K.sub.1 1.12 PY-1-O2 7.00% V.sub.0 2.37 V
(162) Polymerizable mixture P41 is prepared by adding 0.15% of compound MA2, 0.2% of compound MB3 and 100 ppm of the stabilizer S3-2 to the nematic LC host mixture N18.
(163) ##STR00613##
Example 42
(164) The nematic LC host mixture N19 is formulated as follows
(165) TABLE-US-00038 B(S)-2O-O5 0.25% cl.p. 74.5 C. BCH-32 5.50% n 0.1028 CC-3-V 10.00% n.sub.e 1.5880 CC-3-V1 7.50% n.sub.o 1.4852 CC-4-V1 16.50% 3.1 CCH-35 0.25% .sub.|| 3.6 CCP-3-1 7.50% .sub. 6.7 CCY-3-O2 11.00% .sub.1 96 mPa .Math. s CCY-3-O3 1.00% K.sub.1 13.8 CCY-4-O2 7.00% K.sub.3 15.5 CCY-5-O2 2.00% K.sub.3/K.sub.1 1.12 CY-3-O2 9.00% V.sub.0 2.37 V PY-1-O2 9.00% PY-2-O2 9.00% PY-3-O2 4.50%
(166) Polymerizable mixture P42 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB3 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N19.
Example 43
(167) The nematic LC host mixture N20 is formulated as follows
(168) TABLE-US-00039 BCH-32 4.50% cl.p. 74.8 C. CC-3-V 15.00% n 0.1030 CC-3-V1 7.50% n.sub.e 1.5889 CC-4-V1 12.50% n.sub.o 1.4859 CCP-3-1 7.00% 3.1 CCY-3-O1 7.00% .sub.|| 3.6 CCY-3-O2 10.50% .sub. 6.8 CCY-4-O2 6.50% .sub.1 94 mPa .Math. s CY-3-O2 4.50% K.sub.1 13.8 PY-1-O2 9.50% K.sub.3 15.4 PY-2-O2 9.00% K.sub.3/K.sub.1 1.12 PY-3-O2 6.50% V.sub.0 2.35 V
(169) Polymerizable mixture P43 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N20.
Example 44
(170) The nematic LC host mixture N21 is formulated as follows
(171) TABLE-US-00040 CC-3-V 10.50% cl.p. 74.5 C. CC-3-V1 5.50% n 0.1033 CC-4-V1 20.00% n.sub.e 1.5875 CCH-34 2.00% n.sub.o 1.4842 CCH-35 1.50% 3.3 CCY-3-1 2.00% .sub.|| 3.6 CCY-3-O1 7.50% .sub. 6.9 CCY-3-O2 11.00% .sub.1 96 mPa's CCY-4-O2 8.50% K.sub.1 14.4 CLY-2-O4 1.00% K.sub.3 15.1 CLY-3-O2 2.00% K.sub.3/K.sub.1 1.05 PP-1-2V1 3.50% V.sub.0 2.29 V PY-1-O2 9.50% PY-2-O2 9.50% PY-3-O2 6.00%
(172) Polymerizable mixture P44 is prepared by adding 0.15% of compound MA1, 0.2% of compound MB1, 0.05% of compound MC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N21.
(173) ##STR00614##
Example 45
(174) The nematic LC host mixture N22 is formulated as follows
(175) TABLE-US-00041 CC-3-V1 7.50% cl.p. 74.5 C. CC-4-V1 20.00% n 0.1030 CCH-34 5.00% n.sub.e 1.5861 CCH-35 7.50% n.sub.o 1.4831 CCP-3-1 2.00% 3.5 CCY-3-O1 8.00% .sub.|| 3.6 CCY-3-O2 12.00% .sub. 7.1 CCY-4-O2 3.00% .sub.1 103 mPa .Math. s CLY-3-O2 4.00% K.sub.1 15.1 CY-3-O2 1.50% K.sub.3 15.4 PY-1-O2 9.50% K.sub.3/K.sub.1 1.02 PY-2-O2 9.50% V.sub.0 2.23 V PY-3-O2 10.50%
(176) Polymerizable mixture P45 is prepared by adding 0.2% of compound 1, 0.25% of compound MB1, 0.05% of compound MC1 and 50 ppm of the stabilizer S1-1 to the nematic LC host mixture N22.
Example 46
(177) The nematic LC host mixture N23 is formulated as follows
(178) TABLE-US-00042 CC-3-V1 7.50% cl.p. 75 C. CC-4-V1 19.50% n 0.1041 CCH-3O1 5.50% n.sub.e 1.5884 CCH-34 5.00% n.sub.o 1.4843 CCP-3-1 11.00% 3.1 CLY-3-O2 5.00% .sub.|| 3.6 CPY-2-O2 6.00% .sub. 6.7 CPY-3-O2 11.50% .sub.1 101 mPa .Math. s CY-3-O2 15.00% K.sub.1 14.0 PY-1-O2 6.50% K.sub.3 15.7 PY-2-O2 7.50% K.sub.3/K.sub.1 1.12 V.sub.0 2.37 V
(179) Polymerizable mixture P46 is prepared by adding 0.3% of compound MA1, 0.3% of compound MB1 and 0.6% of the SA additive SA32 to the nematic LC host mixture N23.
(180) ##STR00615##
Example 47
(181) The nematic LC host mixture N24 is formulated as follows
(182) TABLE-US-00043 CC-3-V1 2.50% cl.p. 105.9 C. CC-4-V1 10.00% 3.6 CCH-3O1 3.00% .sub.|| 3.4 CCH-34 4.00% .sub. 7.0 CCH-35 4.00% CCP-3-1 6.00% CCP-3-3 6.00% CCY-3-O1 4.00% CCY-3-O2 4.00% CCY-3-O3 4.00% CCY-4-O2 4.00% CCY-5-O2 4.00% CPY-2-O2 10.00% CPY-3-O2 10.00% CY-3-O2 6.50% CY-3-O4 10.00% PYP-2-3 5.00% PYP-2-4 3.00%
(183) Polymerizable mixture P47 is prepared by adding 0.25% of compound MA1, 0.15% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N24.
Example 48
(184) The nematic LC host mixture N25 is formulated as follows
(185) TABLE-US-00044 BCH-52 9.00% cl.p. 105 C. CC-3-V1 2.00% 3.6 CC-4-V1 12.50% .sub.|| 3.4 CCH-3O1 2.00% .sub. 7.0 CCH-34 3.50% CCH-35 4.00% CCP-3-1 7.50% CCY-3-O1 4.00% CCY-3-O2 4.00% CCY-3-O3 4.00% CCY-4-O2 4.00% CCY-5-O2 4.00% CPY-2-O2 10.00% CPY-3-O2 10.00% CY-3-O4 12.50% PY-1-O2 7.00%
(186) Polymerizable mixture P48 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB1 and 100 ppm of the stabilizer S2-1 to the nematic LC host mixture N25.
Example 49
(187) The nematic LC host mixture N26 is formulated as follows
(188) TABLE-US-00045 B(S)-2O-O5 0.25% cl.p. 75.1 C. BCH-32 1.50% n 0.1038 CC-3-V1 8.00% n.sub.e 1.5864 CC-4-V1 20.00% n.sub.o 1.4826 CCH-303 1.50% 3.0 CCH-34 6.00% .sub.|| 3.4 CCH-35 8.00% .sub. 6.5 CCY-3-O2 9.50% .sub.1 99 mPa .Math. s CPY-2-O2 6.00% K.sub.1 15.6 CPY-3-O2 11.00% K.sub.3 16.0 CY-3-O2 12.50% K.sub.3/K.sub.1 1.03 PP-1-2V1 2.75% V.sub.0 2.44 V PY-1-O2 5.50% PY-2-O2 4.50% PY-3-O2 3.00%
(189) Polymerizable mixture P49 is prepared by adding 0.2% of compound MA1, 0.05% of the compound MC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N26.
Example 50
(190) The nematic LC host mixture N27 is formulated as follows
(191) TABLE-US-00046 BCH-32 0.50% cl.p. 74.8 C. CC-3-V1 7.00% n 0.1036 CC-4-V1 19.50% n.sub.e 1.5884 CCH-3O1 12.00% n.sub.o 1.4848 CCH-34 1.50% 3.1 CCP-3-1 9.00% .sub.|| 3.6 CCY-3-O1 1.50% .sub. 6.7 CCY-3-O2 9.50% .sub.1 102 mPa .Math. s CPY-2-O2 3.00% K.sub.1 13.8 CPY-3-O2 11.00% K.sub.3 15.6 CY-3-O2 6.50% K.sub.3/K.sub.1 1.13 PY-1-O2 9.00% V.sub.0 2.39 V PY-2-O2 9.00% PY-3-O2 1.00%
(192) Polymerizable mixture P50 is prepared by adding 0.3% of compound MA2, 0.2% of compound MB1 and 50 ppm of the stabilizer S3-1 to the nematic LC host mixture N27.
Example 51
(193) The nematic LC host mixture N28 is formulated as follows
(194) TABLE-US-00047 B-2O-O5 4.00% cl.p. 74.2 C. BCH-32 8.00% n 0.1091 CC-3-V1 9.00% n.sub.e 74.2 CCH-3O1 2.00% n.sub.o 1.4862 CCH-34 8.00% 3.1 CCH-35 7.00% .sub.|| 3.6 CCP-3-1 8.00% .sub. 6.7 CCP-V2-1 5.00% .sub.1 108 mPa .Math. s CCY-3-O2 10.50% K.sub.1 14.5 CLY-3-O2 1.00% K.sub.3 16.5 CPY-3-O2 2.50% K.sub.3/K.sub.1 1.14 CY-3-O2 11.50% V.sub.0 2.41 V PCH-3O1 5.50% PY-3-O2 18.00%
(195) Polymerizable mixture P51 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB2 and 50 ppm of the stabilizer S3-3 to the nematic LC host mixture N28.
Example 52
(196) The nematic LC host mixture N29 is formulated as follows
(197) TABLE-US-00048 CC-3-V1 3.00% cl.p. 74.8 C. CCH-3O1 9.00% n 0.0891 CCH-3O3 5.00% n.sub.e 1.5681 CCH-34 9.00% n.sub.o 1.4790 CCH-35 9.00% 3.2 CCP-3-1 8.00% .sub.|| 3.5 CCY-3-O2 11.50% .sub. 6.7 CCY-5-O2 9.00% .sub.1 115 mPa .Math. s CPY-3-O2 6.00% K.sub.1 14.2 CY-3-O2 15.00% K.sub.3 16.3 PCH-3O1 4.50% K.sub.3/K.sub.1 1.15 PY-3-O2 11.00% V.sub.0 2.38 V
(198) Polymerizable mixture P52 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB4 and 150 ppm of the stabilizer S2-1 to the nematic LC host mixture N29.
Example 53
(199) The nematic LC host mixture N30 is formulated as follows
(200) TABLE-US-00049 BCH-32 10.50% cl.p. 74.5 C. CCH-34 9.00% n 0.1090 CCH-35 9.00% n.sub.e 1.5953 CCP-3-1 8.00% n.sub.o 1.4863 CCY-3-O2 9.50% 3.4 CCY-4-O2 5.50% .sub.|| 3.7 CPY-3-O2 5.50% .sub. 7.0 CY-3-O2 15.00% .sub.1 128 mPa .Math. s CY-5-O2 5.00% K.sub.1 14.0 PCH-3O1 7.00% K.sub.3 15.7 PY-3-O2 16.00% K.sub.3/K.sub.1 1.12 V.sub.0 2.25 V
(201) Polymerizable mixture P53 is prepared by adding 0.2% of compound MA2, 0.1% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N30.
Example 54
(202) The nematic LC host mixture N31 is formulated as follows
(203) TABLE-US-00050 B(S)-2O-O5 4.00% cl.p. 74.7 C. BCH-32 5.00% n 0.1024 CC-3-V1 6.00% n.sub.e 1.5885 CCH-34 9.00% n.sub.o 1.4861 CCH-35 9.00% 3.2 CCP-3-1 8.00% .sub.|| 3.6 CCY-3-O1 6.50% .sub. 6.7 CCY-3-O2 9.00% .sub.1 109 mPa .Math. s CLY-3-O2 1.00% K.sub.1 13.5 CPY-3-O2 4.50% K.sub.3 16.5 CY-3-O2 13.00% K.sub.3/K.sub.1 1.22 PCH-3O1 15.00% V.sub.0 2.39 V PY-1-O2 8.00% PY-2-O2 2.00%
(204) Polymerizable mixture P54 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB5 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N31.
Example 55
(205) The nematic LC host mixture N32 is formulated as follows
(206) TABLE-US-00051 CCH-3O1 9.00% cl.p. 110.9 C. CCH-34 9.00% n 0.1022 CCH-35 8.00% n.sub.e 1.5867 CCOC-4-3 3.00% n.sub.o 1.4845 CCP-3-1 6.00% 3.0 CCP-3-3 6.00% .sub.|| 3.3 CCPC-33 3.00% .sub. 6.3 CCY-3-1 3.50% .sub.1 199 mPa .Math. s CCY-3-O2 4.50% K.sub.1 18.8 CCY-3-O3 6.00% K.sub.3 19.6 CCY-4-O2 6.00% K.sub.3/K.sub.1 1.04 CCY-5-O2 5.00% V.sub.0 2.69 V CPY-2-O2 10.50% CPY-3-O2 6.50% CY-3-O2 1.00% PCH-3O2 4.00% PY-2-O2 9.00%
(207) Polymerizable mixture P55 is prepared by adding 0.3% of compound MA2, 0.4% of compound MB4 and 0.6% of the SA additive SA23 to the nematic LC host mixture N32.
Example 56
(208) The nematic LC host mixture N33 is formulated as follows
(209) TABLE-US-00052 BCH-32 3.00% cl.p. 109.8 C. CCH-3O1 9.00% n 0.1020 CCH-34 9.00% n.sub.e 1.5867 CCH-35 2.50% n.sub.o 1.4847 CCOC-4-3 3.00% 3.0 CCP-3-1 6.00% .sub.|| 3.3 CCP-3-3 5.00% .sub. 6.2 CCY-3-1 3.00% .sub.1 204 mPa .Math. s CCY-3-O2 6.00% K.sub.1 18.4 CCY-3-O3 6.00% K.sub.3 20.3 CCY-4-O2 6.00% K.sub.3/K.sub.1 1.10 CCY-5-O2 6.00% V.sub.0 2.75 V CPY-2-O2 10.00% CPY-3-O2 8.50% CY-3-O2 6.00% PCH-3O2 11.00%
(210) Polymerizable mixture P56 is prepared by adding 0.4% of compound MA1, 0.2% of compound MB1, 0.6% of the SA additive SA23 and 50 ppm of the stabilizer S3-3 to the nematic LC host mixture N33.
Example 57
(211) The nematic LC host mixture N34 is formulated as follows
(212) TABLE-US-00053 B(S)-2O-O5 2.00% cl.p. 74.3 C. BCH-32 9.50% n 0.1080 CC-3-V1 6.50% n.sub.e 1.5962 CCH-3O1 8.50% n.sub.o 1.4882 CCH-34 3.00% 3.3 CCP-3-1 9.50% .sub.|| 3.7 CCY-3-O1 6.50% .sub. 7.0 CCY-5-O2 9.50% .sub.1 121 mPa .Math. s CLY-3-O2 1.00% K.sub.1 12.9 CPY-3-O2 5.50% K.sub.3 15.9 CY-3-O2 15.50% K.sub.3/K.sub.1 1.23 PCH-3O1 5.00% V.sub.0 2.31 V PCH-3O2 6.50% PY-2-O2 11.50%
(213) Polymerizable mixture P57 is prepared by adding 0.4% of compound MA2, 0.2% of compound MB1, 0.6% of the SA additive SA32 and 50 ppm of the stabilizer S3-1 to the nematic LC host mixture N34.
Example 58
(214) The nematic LC host mixture N35 is formulated as follows
(215) TABLE-US-00054 BCH-32 6.50% cl.p. 74.7 C. CC-3-V1 8.00% n 0.1039 CCH-23 17.00% 3.0 CCH-34 6.50% .sub. 3.4 CCY-3-O1 3.50% K.sub.3/K.sub.1 1.07 CCY-3-O2 12.50% .sub.1 106 mPa .Math. s CPY-2-O2 5.50% V.sub.0 2.43 V CPY-3-O2 10.00% CY-3-O2 15.50% PCH-3O1 4.50% PP-1-2V1 5.00% PY-3-O2 5.50%
(216) Polymerizable mixture P58 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB5, 0.1% of compound MC1 and 150 ppm of the stabilizer S3-2 to the nematic LC host mixture N35.
Example 59
(217) The nematic LC host mixture N36 is formulated as follows
(218) TABLE-US-00055 BCH-32 2.00% cl.p. 74.7 C. CC-3-V 22.50% n 0.1039 CC-3-V1 9.50% 3.0 CCP-3-1 3.00% .sub.|| 3.5 CCY-3-O2 3.50% K.sub.3/K.sub.1 1.17 CCY-4-O2 4.00% .sub.1 99 mPa .Math. s CPY-2-O2 12.00% V.sub.0 2.39 CPY-3-O2 12.50% CY-3-O2 15.50% CY-3-O4 4.00% PCH-3O1 7.00% PP-1-2V1 1.50% PYP-2-3 3.00%
(219) Polymerizable mixture P59 is prepared by adding 0.2% of compound MA2, 0.3% of compound MB2, 0.05% of compound MC1 and 150 ppm of the stabilizer S3-3 to the nematic LC host mixture N36.
Example 60
(220) The nematic LC host mixture N37 is formulated as follows
(221) TABLE-US-00056 CY-3-O4 12.00% cl.p. 77 C. PY-3-O2 9.00% n 0.0880 CPY-3-O2 12.00% 3.1 CCOY-2-O2 8.00% CCY-5-O2 10.00% CC-3-V 20.00% CCH-32 30.00%
(222) Polymerizable mixture P60 is prepared by adding 0.3% of compound MA1, 0.3% of compound MB1, 0.6% of the SA additive SA23 and 50 ppm of the stabilizer S1-1 to the nematic LC host mixture N37.
Example 61
(223) The nematic LC host mixture N38 is formulated as follows
(224) TABLE-US-00057 CY-3-O4 12.00% cl.p. 77 C. PY-3-O2 9.00% n 0.0880 CPY-3-O2 12.00% 3.1 CCOY-2-O2 8.00% CCY-5-O2 10.00% CC-3-V 20.00% CCH-32 30.00%
(225) Polymerizable mixture P61 is prepared by adding 0.2% of compound MA2, 0.3% of compound MB3, 0.1% of compound MC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N38.
Example 62
(226) The nematic LC host mixture N39 is formulated as follows
(227) TABLE-US-00058 CCH-32 10.00% cl.p. 86 C. COY-3-O2 10.00% n 0.1050 COY-3-O1 10.00% 5.9 CCOY-2-O2 9.00% CCY-3-O1 7.00% CCY-3-O2 6.00% CCY-4-O2 6.00% CPY-5-O2 8.00% CPY-3-O1cpr 10.00% CPY-2-O2 10.00% CY-3-O2 7.00% CY-3-O4 7.00%
(228) Polymerizable mixture P62 is prepared by adding 0.2% of compound MA1, 0.2% of compound MB4, 0.1% of compound MC1 and 150 ppm of the stabilizer S3-3 to the nematic LC host mixture N39.
Example 63
(229) The nematic LC host mixture N40 is formulated as follows
(230) TABLE-US-00059 CCH-32 11.00% cl.p. 79 C. CC-3-V 10.00% n 0.1120 PP-5-O2 5.00% 4.3 COY-3-O2 8.00% COY-3-O1 7.00% CCOY-2-O2 13.00% CPY-cp-O2 7.00% CPY-3-O2 10.00% CPY-2-O2 10.00% PY-3-O2 10.00% CCP-3-1 2.00% CCP-V-1 4.00% CCP-V2-1 4.00%
(231) Polymerizable mixture P63 is prepared by adding 0.2% of compound MA1, 0.1% of compound MC1 and 150 ppm of the stabilizer S3-2 to the nematic LC host mixture N40.
Example 64
(232) The nematic LC host mixture N41 is formulated as follows
(233) TABLE-US-00060 CY-5-O2 11.00% cl.p. 60 C. PY-3-O2 9.00% n 0.0970 COY-3-O2 17.00% 2.8 B(S)-cp1O-O4 4.00% PP-1-5 10.00% CC-3-V1 26.00% CCH-32 5.00% CCP-3-1 12.00% BCH-32 6.00%
(234) Polymerizable mixture P64 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1, 0.1% of the compound MC1 and 100 ppm of the stabilizer S3-3 to the nematic LC host mixture N41.
Example 65
(235) The nematic LC host mixture N42 is formulated as follows
(236) TABLE-US-00061 CCH-23 16.50% cl.p. 75 C. CCH-34 3.00% n 0.1120 PCH-3O1 15.00% 3.0 PP-1-3 9.00% BCH-32 8.00% COY-3-O1 8.50% CCOY-3-O2 17.00% CPY-2-O2 6.50% CPY-3-O2 8.00% CPY-3-O4 8.50%
(237) Polymerizable mixture P65 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1, 0.1% of compound MC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N42.
Example 66
(238) The nematic LC host mixture N43 is formulated as follows
(239) TABLE-US-00062 CCH-23 12.00% cl.p. 111 C. CCH-34 8.00% n 0.0970 CCH-35 7.00% 3.1 PCH-3O1 8.00% CCP-3-1 7.00% CCP-3-3 4.00% BCH-32 5.00% CCOY-2-O2 15.00% CCOY-3-O2 15.00% CPY-2-O2 5.00% CPY-3-O2 5.00% CPY-3-O3 5.00% CPY-3-O4 4.00%
(240) Polymerizable mixture P66 is prepared by adding 0.4% of compound MA1, 0.2% of compound MB1 and 150 ppm of the stabilizer S2-1 to the nematic LC host mixture N43.
Example 67
(241) The nematic LC host mixture N44 is formulated as follows
(242) TABLE-US-00063 CC-3-V 32.00% cl.p. 74 C. PP-1-3 11.00% n 0.1040 CCP-3-1 8.00% 2.9 CY-5-O2 2.00% COY-3-O1 11.50% CCY-3-O2 11.50% CPY-2-O2 7.00% CPY-3-O2 8.00% CPY-3-O4 9.00%
(243) Polymerizable mixture P67 is prepared by adding 0.2% of compound MA2, 0.3% of compound MB2 and 150 ppm of the stabilizer S3-2 to the nematic LC host mixture N44.
Example 68
(244) The nematic LC host mixture N45 is formulated as follows
(245) TABLE-US-00064 CCH-23 21.50% cl.p. 75 C. CCH-34 9.50% n 0.1030 PP-1-3 13.50% 2.8 CCP-3-1 6.00% COY-3-O1 11.50% CCOY-3-O2 14.00% CPY-2-O2 7.00% CPY-3-O2 8.00% CPY-3-O4 9.00%
(246) Polymerizable mixture P68 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB3, 0.05% of compound MC1 and 150 ppm of the stabilizer S3-3 to the nematic LC host mixture N45.
Example 69
(247) The nematic LC host mixture N46 is formulated as follows
(248) TABLE-US-00065 CEY-3-O2 7.00% cl.p. 89 C. CCY-3-O2 8.00% n 0.1150 CCOY-3-O2 5.00% 1.9 CLY-2-O2 8.00% CAIY-3-O2 3.00% CAIY-5-O2 4.00% PYP-2-3 7.00% PYP-2-4 7.00% CC-4-V 15.00% CC-3-V1 6.00% CC-1-2V1 6.00% CC-3-2V1 4.00% PP-1-2V 5.00% PP-1-2V1 5.00% CCP-3-1 6.00% CBC-33F 4.00%
(249) Polymerizable mixture P69 is prepared by adding 0.4% of compound MA1, 0.2% of compound MB1, 0.6% of the SA additive SA32 and 50 ppm of the stabilizer S3-1 to the nematic LC host mixture N46.
Example 70
(250) The nematic LC host mixture N47 is formulated as follows
(251) TABLE-US-00066 B(S)-2O-O5 2.00% cl.p. 74 C. BCH-32 9.50% n 0.1080 CCP-3-1 9.50% 3.6 CCY-3-O1 6.50% CCY-5-O2 9.50% CLY-3-O2 1.00% CPY-3-O2 5.50% CC-3-V1 6.50% CCH-3O1 8.50% CCH-34 3.00% COY-3-O2 15.50% PCH-3O1 5.00% PCH-3O2 6.50% PY-2-O2 11.50%
(252) Polymerizable mixture P70 is prepared by adding 0.3% of compound MA1, 0.2% of compound MB1, 0.6% of the SA additive SA32 and 50 ppm of the stabilizer S2-1 to the nematic LC host mixture N47.
Example 71
(253) The nematic LC host mixture N48 is formulated as follows
(254) TABLE-US-00067 B(S)-2O-O4 4.00% cl.p. 75 C. B(S)-2O-O5 4.00% n 0.1140 BCH-32 7.50% n.sub.e 1.6060 CC-3-V 25.75% n.sub.o 1.4920 CC-3-V1 10.00% 2.6 CCP-3-1 13.00% .sub.|| 3.6 CCP-3-3 3.25% .sub. 6.1 CLY-3-O2 2.00% K.sub.1 13.7 CPY-2-O2 9.50% K.sub.3 14.2 PY-2-O2 11.00% PY-2-O1 10.00%
(255) Polymerizable mixture P71 is prepared by adding 0.4% of compound MA1, 0.3% of compound MB1, 0.6% of the SA additive SA32 and 50 ppm of the stabilizer S3-3 to the nematic LC host mixture N48.
Example 72
(256) The nematic LC host mixture N49 is formulated as follows
(257) TABLE-US-00068 BCH-32 7.50% cl.p. 75.5 C. CC-3-V1 6.50% n 0.1105 CCH-34 8.00% n.sub.e 1.5970 CCH-35 8.00% n.sub.o 1.4865 CCY-3-O2 12.00% 3.3 CPY-2-O2 9.50% .sub.|| 3.5 CPY-3-O2 11.00% .sub. 6.8 CY-3-O2 12.00% .sub.1 130 mPa .Math. s CY-5-O2 13.00% K.sub.1 14.2 PCH-3O1 4.00% K.sub.3 15.4 PP-1-4 8.50% K.sub.3/K.sub.1 1.08 V.sub.0 2.28 V
(258) Polymerizable mixture P72 is prepared by adding 0.2% of compound MA1 and 0.2% of compound MB1 to the nematic LC host mixture N49.
Example 73
(259) Polymerizable mixture P73 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC2 of formula IC1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(260) ##STR00616##
Example 74
(261) Polymerizable mixture P74 is prepared by adding 0.1% of compound MA1, 0.3% of compound MB2, 0.05% of compound MC2 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 75
(262) Polymerizable mixture P75 is prepared by adding 0.2% of compound MA2, 0.1% of compound MC2 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 76
(263) Polymerizable mixture P76 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of the compound MC3 of formula IC13 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
(264) ##STR00617##
Example 77
(265) Polymerizable mixture P77 is prepared by adding 0.2% of compound MA2, 0.2% of compound MB2, 0.1% of compound MC2 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 78
(266) Polymerizable mixture P76 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of the compound MC4 of formula IC22 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
(267) ##STR00618##
Example 79
(268) Polymerizable mixture P79 is prepared by adding 0.2% of compound MA1, 0.1% of the compound MC5 of formula IC23 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
(269) ##STR00619##
Example 80
(270) Polymerizable mixture P80 is prepared by adding 0.1% of compound MA2, 0.3% of compound MB2, 0.05% of compound MC5 and 100 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 81
(271) Polymerizable mixture P81 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of the compound MC6 of formula IC25 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
(272) ##STR00620##
Example 82
(273) Polymerizable mixture P82 is prepared by adding 0.2% of compound MA2, 0.2% of compound MB4, 0.05% of compound MC6 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N1.
Example 83
(274) Polymerizable mixture P83 is prepared by adding 0.2% of compound MA1, 0.1% of compound MC6 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N3.
Example 84
(275) The nematic LC host mixture N50 is formulated as follows
(276) TABLE-US-00069 B(S)-2O-O5 3.20% cl.p. 74.6 C. CC-3-V 15.00% n 0.1047 CC-3-V1 7.80% n.sub.e 1.5888 CC-4-V1 15.80% n.sub.o 1.4841 CCH-34 1.00% 3.8 CCY-3-O1 8.00% .sub.|| 3.7 CCY-3-O2 11.00% .sub. 7.5 CCY-4-O2 7.00% .sub.1 99 mPa .Math. s CLY-3-O2 4.40% K.sub.1 14.6 PY-2-O2 10.00% K.sub.3 15.1 PY-3-O2 15.80% V.sub.0 2.10 V PYP-2-3 1.00%
(277) Polymerizable mixture P84 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.484% of the nematic LC host mixture N50.
Example 85
(278) The nematic LC host mixture N51 is formulated as follows
(279) TABLE-US-00070 B(S)-2O-O4 1.00% cl.p. 75.0 C. B(S)-2O-O5 5.00% n 0.1047 CC-3-V 22.40% n.sub.e 1.5887 CC-3-V1 7.80% n.sub.o 1.4842 CC-4-V1 5.00% 3.8 CCH-34 5.80% || 3.7 CCY-3-O1 8.00% .sub. 7.5 CCY-3-O2 11.00% .sub.1 94 mPa .Math. s CCY-4-O2 4.00% K.sub.1 14.8 CLY-3-O2 6.40% K.sub.3 14.9 PY-2-O2 8.00% V.sub.0 2.08 V PY-3-O2 13.60% PYP-2-3 2.00%
(280) Polymerizable mixture P85 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.484% of the nematic LC host mixture N51.
Example 86
(281) The nematic LC host mixture N52 is formulated as follows
(282) TABLE-US-00071 B(S)-2O-O5 1.00% cl.p. 75.4 C. BCH-32 2.00% n 0.1159 CC-3-V 15.00% n.sub.e 1.6046 CC-3-V1 7.80% n.sub.o 1.4887 CC-4-V1 17.20% 2.7 CCP-3-1 10.80% || 3.5 CLY-3-O2 1.00% .sub. 6.2 CPY-2-O2 6.20% .sub.1 87 mPa .Math. s CPY-3-O2 14.00% K.sub.1 14.5 PY-1-O2 10.00% K.sub.3 15.6 PY-2-O2 10.00% V.sub.0 PY-3-O2 5.00%
(283) Polymerizable mixture P86 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N52.
Example 87
(284) The nematic LC host mixture N53 is formulated as follows
(285) TABLE-US-00072 B(S)-2O-O4 2.00% cl.p. 76.3 C. B(S)-2O-O5 4.00% n 0.1151 BCH-32 7.80% n.sub.e 1.6045 CC-3-V 27.00% n.sub.o 1.4894 CC-3-V1 7.90% 2.6 CC-4-V1 7.40% || 3.5 CCP-3-1 6.40% .sub. 6.1 CLY-3-O2 4.00% .sub.1 80 mPa .Math. s CPY-3-O2 14.00% K.sub.1 14.7 PY-1-O2 3.00% K.sub.3 15.3 PY-2-O2 10.00% PY-3-O2 6.50%
(286) Polymerizable mixture P87 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N53.
Example 88
(287) The nematic LC host mixture N54 is formulated as follows
(288) TABLE-US-00073 B(S)-2O-O4 2.00% cl.p. 74.6 C. B(S)-2O-O5 3.00% n 0.1288 BCH-32 3.80% n.sub.e 1.6246 CC-3-V 22.20% n.sub.o 1.4958 CC-3-V1 7.90% 2.8 CCP-V-1 15.00% || 3.6 CPY-2-O2 3.70% .sub. 6.4 CPY-3-O2 14.90% .sub.1 84 mPa .Math. s LY-3-O2 1.00% K.sub.1 14.4 PP-1-2V1 5.90% K.sub.3 15.6 PY-1-O2 10.00% V.sub.0 2.52 V PY-2-O2 9.10% PYP-2-3 1.50%
(289) Polymerizable mixture P88 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N54.
Example 89
(290) Polymerizable mixture P89 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.484% of the nematic LC host mixture N54.
Example 90
(291) The nematic LC host mixture N55 is formulated as follows
(292) TABLE-US-00074 B(S)-2O-O4 2.00% cl.p. 74.7 C. B(S)-2O-O5 4.00% n 0.1361 CC-3-V 20.50% n.sub.e 1.6338 CC-3-V1 7.50% n.sub.o 1.4977 CCP-V-1 15.00% 3.1 CPY-2-O2 8.00% || 3.7 CPY-3-O2 12.00% .sub. 6.8 PP-1-2V1 10.00% .sub.1 91 mPa .Math. s PY-1-O2 11.00% K.sub.1 15.0 PY-2-O2 4.50% K.sub.3 16.2 PYP-2-3 2.50% V.sub.0 2.40 V
(293) Polymerizable mixture P90 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.484% of the nematic LC host mixture N55.
Example 91
(294) Polymerizable mixture P91 is prepared by adding 0.94% of the chiral dopant S-4011 to 99.06% of the polymerizable mixture P90.
Example 92
(295) The nematic LC host mixture N56 is formulated as follows
(296) TABLE-US-00075 B(S)-2O-O4 2.00% cl.p. 75.8 C. B(S)-2O-O5 4.20% n 0.1366 BCH-32 4.40% n.sub.e 1.6329 CC-3-V 19.00% n.sub.o 1.4963 CC-3-V1 7.80% 3.1 CC-4-V1 2.80% || 3.6 CCP-3-1 6.80% .sub. 6.7 CPY-2-O2 11.00% .sub.1 98 mPa .Math. s CPY-3-O2 14.00% K.sub.1 15.5 PP-1-2V1 10.00% K.sub.3 16.1 PY-2-O2 10.00% V.sub.0 2.43 V PY-3-O2 7.00% PYP-2-3 1.00%
(297) Polymerizable mixture P92 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N56.
Example 93
(298) Polymerizable mixture P93 is prepared by adding 0.89% of the chiral dopant S-4011 to 99.11% of the polymerizable mixture P92.
Example 94
(299) The nematic LC host mixture N57 is formulated as follows
(300) TABLE-US-00076 B(S)-2O-O4 2.00% cl.p. 7548 C. B(S)-2O-O5 4.10% n 0.1360 BCH-32 4.20% n.sub.e 1.6319 CC-3-V 19.00% n.sub.o 1.4959 CC-3-V1 7.80% 3.1 CC-4-V1 2.80% || 3.6 CCP-3-1 7.00% .sub. 6.7 CPY-2-O2 10.80% .sub.1 97 mPa .Math. s CPY-3-O2 14.00% K.sub.1 15.6 LY-3-O2 1.00% K.sub.3 16.1 PP-1-2V1 10.00% V.sub.0 2.43 V PY-2-O2 10.00% PY-3-O2 6.30% PYP-2-3 1.00%
(301) Polymerizable mixture P94 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N57.
Example 95
(302) Polymerizable mixture P95 is prepared by adding 0.91% of the chiral dopant S-4011 to 99.09% of the polymerizable mixture P94.
Example 96
(303) The nematic LC host mixture N58 is formulated as follows
(304) TABLE-US-00077 B(S)-cp1O-O2 1.00% cl.p. 74.6 C. B(S)-2O-O5 5.00% n 0.1043 CC-3-V 22.40% 3.7 CC-3-V1 7.80% || 3.7 CC-4-V1 5.00% .sub. 7.4 CCH-34 5.80% .sub.1 97 mPa .Math. s CCY-3-O1 8.00% CCY-3-O2 11.00% CCY-4-O2 4.00% CLY-3-O2 6.40% PY-2-O2 8.00% PY-3-O2 13.60% PYP-2-3 2.00%
(305) Polymerizable mixture P96 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.484% of the nematic LC host mixture N58.
Example 97
(306) The nematic LC host mixture N59 is formulated as follows
(307) TABLE-US-00078 B(S)-2O-O4 2.00% cl.p. 76.1 C. B(S)-cpr1O-O4 4.00% n 0.1149 BCH-32 7.80% 2.5 CC-3-V 27.00% || 3.5 CC-3-V1 7.90% .sub. 6.0 CC-4-V1 7.40% .sub.1 83 mPa .Math. s CCP-3-1 6.40% CLY-3-O2 4.00% CPY-3-O2 14.00% PY-1-O2 3.00% PY-2-O2 10.00% PY-3-O2 6.50%
(308) Polymerizable mixture P97 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N59.
Example 98
(309) The nematic LC host mixture N60 is formulated as follows
(310) TABLE-US-00079 B(S)-2O-O5 1.00% cl.p. 75.1 C. BCH-32 2.00% n 0.1156 CC-3-V 15.00% 2.6 CC-3-V1 7.80% || 3.5 CC-4-V1 17.20% .sub. 6.1 CCP-3-1 10.80% .sub.1 89 mPa .Math. s CLY-cp-O2 1.00% CPY-2-O2 6.20% CPY-3-O2 14.00% PY-1-O2 10.00% PY-2-O2 10.00% PY-3-O2 5.00%
(311) Polymerizable mixture P98 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N60.
Example 99
(312) The nematic LC host mixture N61 is formulated as follows
(313) TABLE-US-00080 B(S)-cp1O-O2 2.00% cl.p. 75.4 C. B(S)-2O-O5 4.20% n 0.1362 BCH-32 4.40% 3.0 CC-3-V 19.00% || 3.6 CC-3-V1 7.80% .sub. 6.6 CC-4-V1 2.80% .sub.1 101 mPa .Math. s CCP-3-1 6.80% CPY-2-O2 11.00% CPY-3-O2 14.00% PP-1-2V1 10.00% PY-2-O2 10.00% PY-3-O2 7.00% PYP-2-3 1.00%
(314) Polymerizable mixture P99 is prepared by adding 0.2% of compound MA1, 0.3% of compound MB1, 0.05% of compound MC1, 150 ppm of the stabilizer S1-1 and 10 ppm of the stabilizer Irganox1076 to 99.434% of the nematic LC host mixture N61.
Example 100
(315) Polymerizable mixture P100 is prepared by adding 0.92% of the chiral dopant S-4011 to 99.08% of the polymerizable mixture P99.
Example 101
(316) The nematic LC host mixture N62 is formulated as follows
(317) TABLE-US-00081 B(S)-2O-O4 4.00% cl.p. 74.5 C. B(S)-2O-O5 5.00% n 0.1212 B(S)-2O-O6 2.50% 2.5 CC-3-V 39.50% .sub.1 61 mPa .Math. s CC-3-V1 3.00% K.sub.1 14.6 CCY-3-O2 6.00% K.sub.3 14.8 CPY-2-O2 9.50% V.sub.0 2.56 V CPY-3-O2 11.50% LY-3-O2 2.00% PP-1-2V1 13.50% PYP-2-3 3.50%
(318) Polymerizable mixture P101 is prepared by adding 0.2% of compound MA1, 0.4% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N62.
Example 102
(319) The nematic LC host mixture N63 is formulated as follows
(320) TABLE-US-00082 B(S)-2O-O4 4.00% cl.p. 73.6 C. B(S)-2O-O5 5.00% n 0.1184 B(S)-2O-O6 2.50% BCH-32 3.00% 2.3 CC-3-V 38.50% .sub.1 57 mPa .Math. s CC-3-V1 8.00% K.sub.1 14.3 CPY-2-O2 12.00% K.sub.3 14.2 CPY-3-O2 12.00% V.sub.0 2.62 V LY-3-O2 0.50% PP-1-2V1 10.50% PY-2-O2 2.50% PYP-2-3 1.50%
(321) Polymerizable mixture P102 is prepared by adding 0.2% of compound MA1, 0.4% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N63.
Example 103
(322) The nematic LC host mixture N64 is formulated as follows
(323) TABLE-US-00083 B(S)-2O-O4 4.00% cl.p. 73.5 C. B(S)-2O-O5 5.00% n 0.1210 B(S)-2O-O6 2.50% 2.3 CC-3-V 39.50% .sub.1 65 mPa .Math. s CC-3-V1 3.00% CCY-3-O2 6.00% CPY-2-O2 9.50% CPY-3-O2 11.50% LY-cp1-O2 2.00% PP-1-2V1 13.50% PYP-2-3 3.50%
(324) Polymerizable mixture P103 is prepared by adding 0.2% of compound MA1, 0.4% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N64.
Example 104
(325) The nematic LC host mixture N65 is formulated as follows
(326) TABLE-US-00084 B(S)-2O-O4 4.00% cl.p. 74.0 C. B(S)-cp1O-O4 5.00% n 0.1208 B(S)-cp1O-O1 2.50% 2.4 CC-3-V 39.50% .sub.1 64 mPa .Math. s CC-3-V1 3.00% CCY-3-O2 6.00% CPY-2-O2 9.50% CPY-3-O2 11.50% LY-3-O2 2.00% PP-1-2V1 13.50% PYP-2-3 3.50%
(327) Polymerizable mixture P104 is prepared by adding 0.2% of compound MA1, 0.4% of compound MB1 and 150 ppm of the stabilizer S1-1 to the nematic LC host mixture N65.
(328) 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.
(329) 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.