JP6729556B2 - 液晶組成物および液晶表示素子 - Google Patents
液晶組成物および液晶表示素子 Download PDFInfo
- Publication number
- JP6729556B2 JP6729556B2 JP2017507584A JP2017507584A JP6729556B2 JP 6729556 B2 JP6729556 B2 JP 6729556B2 JP 2017507584 A JP2017507584 A JP 2017507584A JP 2017507584 A JP2017507584 A JP 2017507584A JP 6729556 B2 JP6729556 B2 JP 6729556B2
- Authority
- JP
- Japan
- Prior art keywords
- carbons
- liquid crystal
- compound
- fluorine
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims description 175
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 120
- 150000001875 compounds Chemical class 0.000 claims description 271
- 229910052731 fluorine Inorganic materials 0.000 claims description 172
- -1 tetrahydropyrandiyl Chemical group 0.000 claims description 114
- 239000011737 fluorine Substances 0.000 claims description 64
- 239000001257 hydrogen Substances 0.000 claims description 64
- 229910052739 hydrogen Inorganic materials 0.000 claims description 64
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 63
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 61
- 125000000217 alkyl group Chemical group 0.000 claims description 60
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 56
- 229910052801 chlorine Inorganic materials 0.000 claims description 56
- 239000000460 chlorine Substances 0.000 claims description 56
- 125000003342 alkenyl group Chemical group 0.000 claims description 36
- 125000003545 alkoxy group Chemical group 0.000 claims description 35
- 239000000654 additive Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 27
- 230000000996 additive effect Effects 0.000 claims description 24
- 230000003287 optical effect Effects 0.000 claims description 21
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 15
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 9
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 8
- 125000005725 cyclohexenylene group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011159 matrix material Substances 0.000 claims description 5
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 4
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 4
- 125000005701 difluoromethyleneoxy group Chemical group FC(F)([*:1])O[*:2] 0.000 claims description 4
- 125000005699 methyleneoxy group Chemical group [H]C([H])([*:1])O[*:2] 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 2
- 239000012071 phase Substances 0.000 description 36
- QUJIDNSQCMTYNG-UHFFFAOYSA-N 5-[4-(4-butylphenyl)-2-fluorophenyl]-2-[difluoro-(3,4,5-trifluorophenoxy)methyl]-1,3-difluorobenzene Chemical compound C1=CC(CCCC)=CC=C1C1=CC=C(C=2C=C(F)C(=C(F)C=2)C(F)(F)OC=2C=C(F)C(F)=C(F)C=2)C(F)=C1 QUJIDNSQCMTYNG-UHFFFAOYSA-N 0.000 description 27
- 230000003247 decreasing effect Effects 0.000 description 25
- 230000001965 increasing effect Effects 0.000 description 25
- 238000005259 measurement Methods 0.000 description 20
- 238000006116 polymerization reaction Methods 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- 239000000758 substrate Substances 0.000 description 9
- 239000003963 antioxidant agent Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 230000004044 response Effects 0.000 description 8
- 238000002834 transmittance Methods 0.000 description 8
- 239000010408 film Substances 0.000 description 7
- KOFASFPAZGQDKP-UHFFFAOYSA-N 2-[difluoro-(3,4,5-trifluorophenoxy)methyl]-1,3-difluoro-5-[2-fluoro-4-(4-pentylphenyl)phenyl]benzene Chemical compound C1=CC(CCCCC)=CC=C1C1=CC=C(C=2C=C(F)C(=C(F)C=2)C(F)(F)OC=2C=C(F)C(F)=C(F)C=2)C(F)=C1 KOFASFPAZGQDKP-UHFFFAOYSA-N 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- 239000002518 antifoaming agent Substances 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 5
- 230000008901 benefit Effects 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 4
- 125000006017 1-propenyl group Chemical group 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 239000004990 Smectic liquid crystal Substances 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000010189 synthetic method Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 2
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 2
- 125000006039 1-hexenyl group Chemical group 0.000 description 2
- 125000006023 1-pentenyl group Chemical group 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 2
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 2
- 125000006040 2-hexenyl group Chemical group 0.000 description 2
- 125000006024 2-pentenyl group Chemical group 0.000 description 2
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 2
- 125000006041 3-hexenyl group Chemical group 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 125000005336 allyloxy group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000013213 extrapolation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ZKJNETINGMOHJG-GGWOSOGESA-N (e)-1-[(e)-prop-1-enoxy]prop-1-ene Chemical compound C\C=C\O\C=C\C ZKJNETINGMOHJG-GGWOSOGESA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- VDVUCLWJZJHFAV-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1 VDVUCLWJZJHFAV-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- 125000005450 2,3-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C(F)=C(F)C([*:1])=C1[H] 0.000 description 1
- 125000005453 2,5-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C(F)=C([H])C([*:2])=C1F 0.000 description 1
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QDBOAKPEXMMQFO-UHFFFAOYSA-N 4-(4-carbonochloridoylphenyl)benzoyl chloride Chemical compound C1=CC(C(=O)Cl)=CC=C1C1=CC=C(C(Cl)=O)C=C1 QDBOAKPEXMMQFO-UHFFFAOYSA-N 0.000 description 1
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000011903 deuterated solvents Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000005446 heptyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3098—Unsaturated non-aromatic rings, e.g. cyclohexene rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3483—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a non-aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/136—Liquid crystal cells structurally associated with a semi-conducting layer or substrate, e.g. cells forming part of an integrated circuit
- G02F1/1362—Active matrix addressed cells
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/122—Ph-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/123—Ph-Ph-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3004—Cy-Cy
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3009—Cy-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/301—Cy-Cy-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3016—Cy-Ph-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3019—Cy-Cy-Ph-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3021—Cy-Ph-Ph-Cy
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3025—Cy-Ph-Ph-Ph
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
- C09K2019/3071—Cy-Cy-COO-Cy
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
- C09K2019/3078—Cy-Cy-COO-Ph-Cy
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
- C09K2019/3425—Six-membered ring with oxygen(s) in fused, bridged or spiro ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Mathematical Physics (AREA)
- Liquid Crystal Substances (AREA)
Description
式(1)において、R1、R2、R3、R4、R5、R6、R7、およびR8は独立して、水素または炭素数1から4のアルキルであり;環Aおよび環Bは独立して、シクロへキシレン、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、フェニレン、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;Z1、Z2、およびZ3は独立して、単結合または炭素数1から10のアルキレンであり、このアルキレンにおいて、少なくとも1つの−CH2−は−O−、−S−、−CO−、−COO−、−OCO−、または−SiH2−で置き換えられてもよく、少なくとも1つの−CH2−CH2−は、−CH=CH−または−C≡C−で置き換えられてもよく、これらの基において、少なくとも1つの水素は、フッ素または塩素で置き換えられてもよく;aおよびbは独立して、1または2であり;cは、0、1、または2であり、cが0であるときの環Aは、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;
式(2)において、R9およびR10は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルキル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルである。
式(1)において、R1、R2、R3、R4、R5、R6、R7、およびR8は独立して、水素または炭素数1から4のアルキルであり;環Aおよび環Bは独立して、シクロへキシレン、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、フェニレン、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;Z1、Z2、およびZ3は独立して、単結合または炭素数1から10のアルキレンであり、このアルキレンにおいて、少なくとも1つの−CH2−は−O−、−S−、−CO−、−COO−、−OCO−、または−SiH2−で置き換えられてもよく、少なくとも1つの−CH2−CH2−は、−CH=CH−または−C≡C−で置き換えられてもよく、これらの基において、少なくとも1つの水素は、フッ素または塩素で置き換えられてもよく;aおよびbは独立して、1または2であり;cは、0、1、または2であり、cが0であるときの環Aは、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;
式(2)において、R9およびR10は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルキル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルである。
式(1−1)から式(1−5)において、R1、R2、R3、R4、R5、R6、R7、およびR8は独立して、水素または炭素数1から4のアルキルである。
式(3)において、R11は、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;環Cは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,3−ジフルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z4は、単結合、エチレン、カルボニルオキシ、またはジフルオロメチレンオキシであり;X1およびX2は独立して、水素またはフッ素であり;Y1は、フッ素、塩素、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルキル、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルオキシであり;dは、1、2、3、または4である。
式(3−1)から式(3−35)において、R11は、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルである。
式(4)において、R12およびR13は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルであり;環Dおよび環Eは独立して、1,4−シクロヘキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、または2,5−ジフルオロ−1,4−フェニレンであり;Z5は、単結合、エチレンまたはカルボニルオキシであり;eは、1、2、または3であり、eが1であるときの環Eは、1,4−フェニレンである。
式(4−1)から式(4−12)において、R12およびR13は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルである。
式(5)において、R14およびR15は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または炭素数2から12のアルケニルオキシであり;環Fおよび環Iは独立して、1,4−シクロへキシレン、1,4−シクロへキセニレン、1,4−フェニレン、少なくとも1つの水素がフッ素または塩素で置き換えられた1,4−フェニレン、またはテトラヒドロピラン−2,5−ジイルであり;環Gは、2,3−ジフルオロ−1,4−フェニレン、2−クロロ−3−フルオロ−1,4−フェニレン、2,3−ジフルオロ−5−メチル−1,4−フェニレン、3,4,5−トリフルオロナフタレン−2,6−ジイル、または7,8−ジフルオロクロマン−2,6−ジイルであり;Z6およびZ7は独立して、単結合、エチレン、カルボニルオキシ、またはメチレンオキシであり;fは、1、2、または3であり、gは、0または1であり;fとgとの和は3以下である。
式(5−1)から式(5−21)において、R14およびR15は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または炭素数2から12のアルケニルオキシである。
または
であり、好ましくは
である。
2,2,6,6−テトラメチル−4−ピペリジノール(15.00g,95.39mmol)およびNaH(60%,3.80g,95.01mmol)の混合物をTHF中で2時間加熱還流した。反応混合物を−10℃以下まで冷却し、この温度に保ちながら1,1’−ビフェニル−4,4’−ジカルボニルジクロリド(12.00g,43.00mmol)のTHF溶液をゆっくりと滴下した。反応混合物を室温で1時間撹拌したのち、水でクエンチし、MTBE(メチル t-ブチルエーテル)で抽出した。合わせた有機層にシリカゲルを加え、濾過し、溶媒を留去し、ビス(2,2,6,6−テトラメチルピペリジン−4−イル) 1,1’−ビフェニル−4,4’−ジカルボキシラート(6g,収率26.7%)を得た。
3−HH−V (2) 30%
4−HH−V1 (2) 5%
3−HHXB(F,F)−F (3−4) 10%
3−HHXB(F,F)−CF3 (3−5) 3%
2−HHBB(F,F)−F (3−19) 4%
3−HHBB(F,F)−F (3−19) 5%
4−HHBB(F,F)−F (3−19) 4%
5−HHBB(F,F)−F (3−19) 4%
4−GB(F)B(F,F)XB(F,F)−F
(3−27) 7%
3−BB(F)B(F,F)XB(F)−F (3−28) 4%
3−BB(F)B(F,F)XB(F,F)−F
(3−29) 3%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 8%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 6%
7−HB−1 (4−1) 3%
3−HHB−O1 (4−4) 4%
NI=107.1℃;Tc<−20℃;Δn=0.113;Δε=11.2;Vth=1.45V;η=16.8mPa・s;γ1=102.9mPa・s.この組成物に化合物(1−1)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.062%/s.
実施例1における化合物(1−1)を添加する前の組成物について、DC輝度緩和時定数を測定した。τDC=−0.024%/s.
3−HH−V (2) 29%
3−HH−VFF (2) 4%
4−GHB(F,F)−F (3−7) 5%
3−GB(F)B(F)−F (3−11) 5%
3−GB(F,F)XB(F)−F (3−13) 4%
2−HHBB(F,F)−F (3−19) 4%
3−HHBB(F,F)−F (3−19) 6%
4−HHBB(F,F)−F (3−19) 5%
4−GB(F)B(F,F)XB(F,F)−F
(3−27) 7%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 9%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 7%
3−HHB−CL (3) 3%
3−HB−O2 (4−1) 3%
3−HHB−3 (4−4) 3%
5−HBB−2 (4−5) 3%
3−HBBH−1O1 (−) 3%
NI=104.1℃;Tc<−20℃;Δn=0.114;Δε=10.9;Vth=1.55V;η=16.9mPa・s;γ1=112.1mPa・s;VHR−1=99.2%;VHR−2=98.2%;VHR−3=98.1%.この組成物に化合物(1−2)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.074%/s.
3−HH−V (2) 20%
3−HHXB(F,F)−F (3−4) 11%
3−HGB(F,F)−F (3−6) 3%
4−GHB(F,F)−F (3−7) 10%
3−BB(F,F)XB(F,F)−F (3−18) 9%
2−HHBB(F,F)−F (3−19) 4%
3−HHBB(F,F)−F (3−19) 5%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 9%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 3%
3−HB(2F,3F)BXB(F,F)−F (3−34) 10%
1−BB−5 (4−2) 5%
3−HHB−1 (4−4) 8%
3−HBB−2 (4−5) 3%
NI=94.9℃;Tc<−20℃;Δn=0.113;Δε=12.1;Vth=1.44V;η=18.1mPa・s;γ1=113.4mPa・s.この組成物に化合物(1−2)を0.08重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.066%/s.
3−HH−V (2) 24%
3−HH−V1 (2) 7%
3−HHB(F,F)−F (3−2) 3%
3−HHXB(F,F)−F (3−4) 13%
3−HB(F)B(F,F)−F (3−9) 5%
3−BB(F)B(F,F)−F (3−15) 13%
3−HHBB(F,F)−F (3−19) 3%
4−GBB(F)B(F,F)−F (3−22) 3%
3−HBBXB(F,F)−F (3−23) 8%
3−HBB(F,F)XB(F,F)−F (3−24) 6%
3−BB(2F,3F)BXB(F,F)−F (3−35) 3%
V2−BB−1 (4−2) 3%
3−HHEH−3 (4−3) 3%
1−BB(F)B−2V (4−6) 3%
5−HBB(F)B−2 (4−12) 3%
NI=93.7℃;Tc<−20℃;Δn=0.121;Δε=7.5;Vth=1.59V;η=18.5mPa・s;γ1=97.6mPa・s.この組成物に化合物(1−1)を0.07重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.060%/s.
3−HH−V (2) 7%
3−HH−V1 (2) 10%
5−HH−V (2) 7%
5−HXB(F,F)−F (3−1) 5%
3−HHB(F,F)−F (3−2) 10%
3−HHEB(F,F)−F (3−3) 9%
3−HHXB(F,F)−F (3−4) 13%
2−HBEB(F,F)−F (3−10) 3%
3−HBEB(F,F)−F (3−10) 3%
3−BBXB(F,F)−F (3−17) 3%
3−BB(F,F)XB(F,F)−F (3−18) 7%
3−dhBB(F,F)XB(F,F)−F (3−25) 4%
3−BB(F)B(F,F)XB(F)B(F,F)−F
(3−31) 3%
3−HB−CL (3) 6%
3−HHEBH−3 (4−9) 4%
3−BB(2F,3F)−O2 (5−5) 3%
3−dhBB(2F,3F)−O2 (5−16) 3%
NI=77.8℃;Tc<−20℃;Δn=0.090;Δε=9.1;Vth=1.19V;η=17.8mPa・s;γ1=86.2mPa・s.この組成物に化合物(1−3)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.070%/s.
3−HH−V (2) 25%
3−HH−O1 (2) 3%
3−GB(F,F)XB(F,F)−F (3−14) 4%
3−BB(F)B(F,F)−CF3 (3−16) 3%
3−BB(F,F)XB(F,F)−F (3−18) 16%
3−HHB(F)B(F,F)−F (3−20) 4%
3−HBBXB(F,F)−F (3−23) 10%
4−GB(F)B(F,F)XB(F,F)−F
(3−27) 4%
5−GB(F)B(F,F)XB(F,F)−F
(3−27) 4%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 4%
3−B(2F,3F)BXB(F,F)−F (3−33) 3%
1−BB−3 (4−2) 3%
V−HHB−1 (4−4) 5%
2−BB(F)B−3 (4−6) 3%
5−B(F)BB−2 (4−7) 3%
V−HHB(2F,3F)−O2 (5−7) 3%
3−HBB(2F,3F)−O2 (5−15) 3%
NI=71.2℃;Tc<−20℃;Δn=0.120;Δε=11.9;Vth=1.24V;η=18.2mPa・s;γ1=89.8mPa・s.この組成物に化合物(1−3)を0.11重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.072%/s.
3−HH−V (2) 29%
3−HBB(F,F)−F (3−8) 4%
3−GB(F)B(F,F)−F (3−12) 3%
3−BB(F)B(F,F)−F (3−15) 6%
3−BB(F,F)XB(F,F)−F (3−18) 18%
3−HBBXB(F,F)−F (3−23) 3%
3−BB(F)B(F,F)XB(F,F)−F
(3−29) 3%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 7%
4−BB(F,F)XB(F)B(F,F)−F
(3−30) 3%
V−HHB−1 (4−4) 11%
2−BB(F)B−2V (4−6) 4%
3−HB(F)HH−5 (4−8) 3%
5−HBBH−3 (4−10) 3%
3−HB(F)BH−3 (4−11) 3%
NI=80.6℃;Tc<−30℃;Δn=0.124;Δε=9.9;Vth=1.54V;η=20.6mPa・s;γ1=81.1mPa・s.この組成物に化合物(1−4)を0.06重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.053%/s.
3−HH−V (2) 19%
2−HH−3 (2) 4%
3−HH−4 (2) 3%
3−HHXB(F,F)−F (3−4) 10%
4−GHB(F,F)−F (3−7) 10%
3−BB(F,F)XB(F,F)−F (3−18) 6%
2−HHBB(F,F)−F (3−19) 4%
3−HHBB(F,F)−F (3−19) 6%
4−HHBB(F,F)−F (3−19) 5%
5−HHBB(F,F)−F (3−19) 5%
3−GBB(F)B(F,F)−F (3−22) 3%
4−GB(F)B(F,F)XB(F)−F (3−26) 8%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 3%
V2−BB−1 (4−2) 6%
3−HHB−1 (4−4) 5%
5−HBB(F)B−3 (4−12) 3%
NI=107.6℃;Tc<−20℃;Δn=0.111;Δε=10.6;Vth=1.55V;η=19.4mPa・s;γ1=121.9mPa・s.この組成物に化合物(1−5)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.067%/s.
3−HH−V (2) 22%
3−HH−V1 (2) 10%
3−HH−2V1 (2) 9%
3−HHXB(F,F)−CF3 (3−5) 12%
3−GB(F,F)XB(F,F)−F (3−14) 8%
3−GBB(F)B(F,F)−F (3−22) 3%
4−GBB(F)B(F,F)−F (3−22) 3%
3−HBBXB(F,F)−F (3−23) 3%
4−GB(F)B(F,F)XB(F,F)−F
(3−27) 5%
5−GB(F)B(F,F)XB(F,F)−F
(3−27) 5%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 7%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 5%
V2−HHB−1 (4−4) 8%
NI=89.7℃;Tc<−20℃;Δn=0.102;Δε=13.7;Vth=1.35V;η=20.6mPa・s;γ1=126.5mPa・s.この組成物に化合物(1−2)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.075%/s.
3−HH−V (2) 17%
3−HH−4 (2) 11%
3−HHB(F,F)−F (3−2) 10%
3−HHXB(F,F)−F (3−4) 3%
3−GHB(F,F)−F (3−7) 4%
3−BB(F)B(F,F)−F (3−15) 7%
3−BB(F,F)XB(F,F)−F (3−18) 13%
3−GB(F)B(F)B(F)−F (3−21) 6%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 10%
5−HB−O2 (4−1) 3%
3−HHB−1 (4−4) 5%
3−HHB−O1 (4−4) 6%
3−HHB−3 (4−4) 5%
NI=83.1℃;Tc<−20℃;Δn=0.109;Δε=9.9;Vth=1.42V;η=19.6mPa・s;γ1=114.3mPa・s.この組成物に化合物(1−2)を0.07重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.065%/s.
3−HH−V1 (2) 10%
4−HH−V (2) 13%
5−HH−V (2) 10%
3−BB(F,F)XB(F,F)−F (3−18) 5%
2−HHBB(F,F)−F (3−19) 2%
3−HHBB(F,F)−F (3−19) 3%
4−HHBB(F,F)−F (3−19) 4%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 4%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 2%
3−BB(2F,3F)XB(F,F)−F (3−32) 5%
3−HB−CL (3) 6%
3−HHB−CL (3) 6%
5−HHB−CL (3) 5%
V−HHB−1 (4−4) 13%
2−BB(F)B−3 (4−6) 5%
2−BB(F)B−5 (4−6) 4%
5−HBB(F)B−2 (4−12) 3%
NI=102.2℃;Tc<−20℃;Δn=0.117;Δε=4.5;Vth=2.19V;η=17.8mPa・s;γ1=85.4mPa・s.この組成物に化合物(1−3)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.068%/s.
3−HH−V (2) 41%
3−HH−V1 (2) 7%
5−HBB(F,F)XB(F,F)−F (3−24) 8%
4−GB(F)B(F,F)XB(F,F)−F
(3−27) 4%
4−BB(F)B(F,F)XB(F,F)−F
(3−29) 5%
5−BB(F)B(F,F)XB(F,F)−F
(3−29) 10%
V−HHB−1 (4−4) 9%
V2−HHB−1 (4−4) 10%
2−BB(F)B−3 (4−6) 6%
NI=91.0℃;Tc<−20℃;Δn=0.106;Δε=5.6;Vth=1.86V;η=15.7mPa・s;γ1=80.3mPa・s.この組成物に化合物(1−3)を0.1重量%の割合で添加し、DC輝度緩和時定数を測定した。τDC=−0.059%/s.
Claims (16)
- 添加物成分として、式(1)で表される化合物の群から選択された少なくとも1つの化合物、および第一成分として式(2)で表される化合物の群から選択された少なくとも1つの化合物を含有し、そしてネマチック相および正の誘電率異方性を有する液晶組成物。
式(1)において、R1、R2、R3、R4、R5、R6、R7、およびR8は独立して、水素または炭素数1から4のアルキルであり;環Aおよび環Bは独立して、シクロへキシレン、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、フェニレン、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;Z1、Z2、およびZ3は独立して、単結合または炭素数1から10のアルキレンであり、このアルキレンにおいて、少なくとも1つの−CH2−は−O−、−S−、−CO−、−COO−、−OCO−、または−SiH2−で置き換えられてもよく、少なくとも1つの−CH2−CH2−は、−CH=CH−または−C≡C−で置き換えられてもよく、これらの基において、少なくとも1つの水素は、フッ素または塩素で置き換えられてもよく;aおよびbは独立して、1または2であり;cは、0、1、または2であり、cが0であるときの環Aは、シクロヘキセニレン、デカヒドロナフタレンジイル、ジヒドロピランジイル、テトラヒドロピランジイル、ジオキサンジイル、ナフタレンジイル、ピリミジンジイル、またはピリジンジイルであり、これらの環において、少なくとも1つの水素は、フッ素、塩素、炭素数1から5のアルキル、炭素数1から5のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から5のアルキルで置き換えられてもよく;
式(2)において、R9およびR10は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルキル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルである。 - 液晶組成物の重量に基づいて、添加物成分の割合が0.005重量%から1重量%の範囲であり、第一成分の割合が5重量%から60重量%の範囲である、請求項1または2に記載の液晶組成物。
- 第二成分として、式(3)で表される化合物の群から選択された少なくとも1つの化合物を含有する、請求項1から3のいずれか1項に記載の液晶組成物。
式(3)において、R11は、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;環Cは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,3−ジフルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z4は、単結合、エチレン、カルボニルオキシ、またはジフルオロメチレンオキシであり;X1およびX2は独立して、水素またはフッ素であり;Y1は、フッ素、塩素、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルキル、少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数1から12のアルコキシ、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルオキシであり;dは、1、2、3、または4である。 - 液晶組成物の重量に基づいて、第二成分の割合が10重量%から90重量%の範囲である、請求項4または5に記載の液晶組成物。
- 第三成分として、式(4)で表される化合物の群から選択された少なくとも1つの化合物を含有する、請求項1から6のいずれか1項に記載の液晶組成物。
式(4)において、R12およびR13は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素または塩素で置き換えられた炭素数2から12のアルケニルであり;環Dおよび環Eは独立して、1,4−シクロヘキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、または2,5−ジフルオロ−1,4−フェニレンであり;Z5は、単結合、エチレンまたはカルボニルオキシであり;eは、1、2、または3であり、eが1であるときの環Eは、1,4−フェニレンである。 - 液晶組成物の重量に基づいて、第三成分の割合が5重量%から60重量%の範囲である、請求項7または8に記載の液晶組成物。
- 第四成分として、式(5)で表される化合物の群から選択された少なくとも1つの化合物を含有する、請求項1から9のいずれか1項に記載の液晶組成物。
式(5)において、R14およびR15は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または炭素数2から12のアルケニルオキシであり;環Fおよび環Iは独立して、1,4−シクロへキシレン、1,4−シクロへキセニレン、1,4−フェニレン、少なくとも1つの水素がフッ素または塩素で置き換えられた1,4−フェニレン、またはテトラヒドロピラン−2,5−ジイルであり;環Gは、2,3−ジフルオロ−1,4−フェニレン、2−クロロ−3−フルオロ−1,4−フェニレン、2,3−ジフルオロ−5−メチル−1,4−フェニレン、3,4,5−トリフルオロナフタレン−2,6−ジイル、または7,8−ジフルオロクロマン−2,6−ジイルであり;Z6およびZ7は独立して、単結合、エチレン、カルボニルオキシ、またはメチレンオキシであり;fは、1、2、または3であり、gは、0または1であり;fとgとの和は3以下である。 - 液晶組成物の重量に基づいて、第四成分の割合が3重量%から25重量%の範囲である、請求項10または11に記載の液晶組成物。
- ネマチック相の上限温度が70℃以上であり、波長589nmにおける光学異方性(25℃で測定)が0.07以上であり、そして周波数1kHzにおける誘電率異方性(25℃で測定)が2以上である、請求項1から12のいずれか1項に記載の液晶組成物。
- 請求項1から13のいずれか1項に記載の液晶組成物を含有する液晶表示素子。
- 液晶表示素子の動作モードが、TNモード、ECBモード、OCBモード、IPSモード、FFSモード、またはFPAモードであり、液晶表示素子の駆動方式がアクティブマトリックス方式である、請求項14に記載の液晶表示素子。
- 請求項1から13のいずれか1項に記載の液晶組成物の、液晶表示素子における使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2015061522 | 2015-03-24 | ||
JP2015061522 | 2015-03-24 | ||
PCT/JP2016/053999 WO2016152299A1 (ja) | 2015-03-24 | 2016-02-10 | 液晶組成物および液晶表示素子 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2016152299A1 JPWO2016152299A1 (ja) | 2018-01-18 |
JP6729556B2 true JP6729556B2 (ja) | 2020-07-22 |
Family
ID=56978789
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017507584A Active JP6729556B2 (ja) | 2015-03-24 | 2016-02-10 | 液晶組成物および液晶表示素子 |
Country Status (7)
Country | Link |
---|---|
US (1) | US20180057744A1 (ja) |
EP (1) | EP3275972B1 (ja) |
JP (1) | JP6729556B2 (ja) |
KR (1) | KR20170129728A (ja) |
CN (1) | CN107406772A (ja) |
TW (1) | TW201634674A (ja) |
WO (1) | WO2016152299A1 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017183468A1 (ja) * | 2016-04-20 | 2017-10-26 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
JP2021008573A (ja) * | 2019-07-01 | 2021-01-28 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2745058A1 (de) * | 1976-10-18 | 1978-04-20 | Ciba Geigy Ag | Bis-polyalkylpiperidine |
JPH06157539A (ja) * | 1992-11-27 | 1994-06-03 | Mitsubishi Petrochem Co Ltd | 芳香族アルデヒドスピロアセタール化合物 |
EP1184442A1 (en) * | 2000-08-30 | 2002-03-06 | Clariant International Ltd. | Liquid crystal mixture |
JP2003321678A (ja) * | 2002-04-30 | 2003-11-14 | Dainippon Ink & Chem Inc | 液晶組成物及び液晶表示素子 |
JP4935055B2 (ja) * | 2005-11-15 | 2012-05-23 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
JP5516863B2 (ja) * | 2009-03-18 | 2014-06-11 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
DE102011013007A1 (de) * | 2010-04-01 | 2011-10-06 | Merck Patent Gmbh | Flüssigkristallines Medium und Elektrooptische Anzeige |
EP2514800B2 (de) * | 2011-04-21 | 2018-03-07 | Merck Patent GmbH | Verbindungen und flüssigkristallines Medium |
EP2628779B1 (en) * | 2012-02-15 | 2017-05-17 | Merck Patent GmbH | Liquid-crystalline medium |
JP6302464B2 (ja) * | 2012-06-05 | 2018-03-28 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングMerck Patent Gesellschaft mit beschraenkter Haftung | 液晶媒体および液晶ディスプレイ |
DE102013017174A1 (de) * | 2012-10-18 | 2014-04-24 | Merck Patent Gmbh | Flüssigkristallines Medium, Methode zu seiner Stabilisierung und Flüssigkristallanzeige |
US10053425B2 (en) * | 2013-11-19 | 2018-08-21 | Jnc Corporation | Piperidine derivative, liquid crystal composition and liquid crystal display device |
JP6343982B2 (ja) * | 2014-03-12 | 2018-06-20 | セイコーエプソン株式会社 | 記録装置、被記録媒体の搬送方法及び被記録媒体の残量情報の報知方法 |
JP5759042B2 (ja) * | 2014-04-25 | 2015-08-05 | 株式会社ジャパンディスプレイ | 液晶用配向膜材料 |
WO2016006524A1 (ja) * | 2014-07-08 | 2016-01-14 | Dic株式会社 | ネマチック液晶組成物及びこれを用いた液晶表示素子 |
JP6657639B2 (ja) * | 2014-08-05 | 2020-03-04 | Jnc株式会社 | ピペリジン誘導体、液晶組成物および液晶表示素子 |
EP2993216B1 (de) * | 2014-09-02 | 2017-07-26 | Merck Patent GmbH | Verbindungen und flüssigkristallines medium |
JP5850187B1 (ja) * | 2015-01-08 | 2016-02-03 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
DE102015003602A1 (de) * | 2015-03-18 | 2016-09-22 | Merck Patent Gmbh | Flüssigkristalines Medium |
-
2016
- 2016-02-10 WO PCT/JP2016/053999 patent/WO2016152299A1/ja active Application Filing
- 2016-02-10 JP JP2017507584A patent/JP6729556B2/ja active Active
- 2016-02-10 KR KR1020177025241A patent/KR20170129728A/ko not_active Application Discontinuation
- 2016-02-10 US US15/560,484 patent/US20180057744A1/en not_active Abandoned
- 2016-02-10 EP EP16768202.0A patent/EP3275972B1/en active Active
- 2016-02-10 CN CN201680019149.1A patent/CN107406772A/zh not_active Withdrawn
- 2016-02-24 TW TW105105350A patent/TW201634674A/zh unknown
Also Published As
Publication number | Publication date |
---|---|
US20180057744A1 (en) | 2018-03-01 |
EP3275972A1 (en) | 2018-01-31 |
EP3275972A4 (en) | 2018-10-24 |
KR20170129728A (ko) | 2017-11-27 |
TW201634674A (zh) | 2016-10-01 |
EP3275972B1 (en) | 2019-06-19 |
WO2016152299A1 (ja) | 2016-09-29 |
CN107406772A (zh) | 2017-11-28 |
JPWO2016152299A1 (ja) | 2018-01-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5725321B1 (ja) | 液晶組成物および液晶表示素子 | |
JP6435874B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6476693B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6319315B2 (ja) | 液晶組成物および液晶表示素子 | |
JP5999015B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6866625B2 (ja) | 液晶組成物および液晶表示素子 | |
US10144871B2 (en) | Liquid crystal composition and liquid crystal display device | |
JP6717022B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6699555B2 (ja) | 液晶組成物および液晶表示素子 | |
WO2015151607A1 (ja) | 液晶表示素子および液晶組成物 | |
JP2017132847A (ja) | 液晶組成物および液晶表示素子 | |
JP6610057B2 (ja) | 液晶組成物および液晶表示素子 | |
JP2017039827A (ja) | 液晶組成物および液晶表示素子 | |
JPWO2017163663A1 (ja) | 液晶組成物および液晶表示素子 | |
JP6344142B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6610260B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6729556B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6696405B2 (ja) | 液晶組成物および液晶表示素子 | |
JP6821996B2 (ja) | 液晶組成物および液晶表示素子 | |
JP2018087289A (ja) | 液晶組成物および液晶表示素子 | |
JP6816597B2 (ja) | 液晶組成物および液晶表示素子 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20170913 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20180824 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190918 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20200602 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20200615 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6729556 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |