WO2016013449A1 - 液晶組成物及びそれを使用した液晶表示素子 - Google Patents
液晶組成物及びそれを使用した液晶表示素子 Download PDFInfo
- Publication number
- WO2016013449A1 WO2016013449A1 PCT/JP2015/070132 JP2015070132W WO2016013449A1 WO 2016013449 A1 WO2016013449 A1 WO 2016013449A1 JP 2015070132 W JP2015070132 W JP 2015070132W WO 2016013449 A1 WO2016013449 A1 WO 2016013449A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- general formula
- formula
- present
- carbon atoms
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 124
- 150000001875 compounds Chemical class 0.000 claims abstract description 322
- 125000004432 carbon atom Chemical group C* 0.000 claims description 179
- 125000000217 alkyl group Chemical group 0.000 claims description 80
- -1 naphthalene-2,6-diyl group Chemical group 0.000 claims description 65
- 125000003342 alkenyl group Chemical group 0.000 claims description 58
- 125000001153 fluoro group Chemical group F* 0.000 claims description 36
- 229910052731 fluorine Inorganic materials 0.000 claims description 34
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 34
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 33
- 229910052801 chlorine Inorganic materials 0.000 claims description 21
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 20
- 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 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- 230000004044 response Effects 0.000 abstract description 48
- 230000007704 transition Effects 0.000 abstract description 28
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 abstract description 22
- 239000007791 liquid phase Substances 0.000 abstract description 13
- 125000003545 alkoxy group Chemical group 0.000 description 40
- 230000000052 comparative effect Effects 0.000 description 27
- 230000006750 UV protection Effects 0.000 description 15
- 125000003302 alkenyloxy group Chemical group 0.000 description 13
- 239000000178 monomer Substances 0.000 description 13
- 0 CCC=CC*1CCCCC1 Chemical compound CCC=CC*1CCCCC1 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 11
- 239000000463 material Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 125000005843 halogen group Chemical group 0.000 description 8
- 230000001771 impaired effect Effects 0.000 description 7
- 230000000704 physical effect Effects 0.000 description 7
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 description 6
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 3
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 3
- 125000005653 3,5-difluoro-1,4-phenylene group Chemical group [H]C1=C(F)C([*:2])=C(F)C([H])=C1[*:1] 0.000 description 3
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 125000006850 spacer group Chemical group 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- SXAMGRAIZSSWIH-UHFFFAOYSA-N 2-[3-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,2,4-oxadiazol-5-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NOC(=N1)CC(=O)N1CC2=C(CC1)NN=N2 SXAMGRAIZSSWIH-UHFFFAOYSA-N 0.000 description 2
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 206010027146 Melanoderma Diseases 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 235000019000 fluorine Nutrition 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- OHVLMTFVQDZYHP-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CN1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O OHVLMTFVQDZYHP-UHFFFAOYSA-N 0.000 description 1
- KZEVSDGEBAJOTK-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[5-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CC=1OC(=NN=1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O KZEVSDGEBAJOTK-UHFFFAOYSA-N 0.000 description 1
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 1
- VWVRASTUFJRTHW-UHFFFAOYSA-N 2-[3-(azetidin-3-yloxy)-4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound O=C(CN1C=C(C(OC2CNC2)=N1)C1=CN=C(NC2CC3=C(C2)C=CC=C3)N=C1)N1CCC2=C(C1)N=NN2 VWVRASTUFJRTHW-UHFFFAOYSA-N 0.000 description 1
- NPHULPIAPWNOOH-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(2,3-dihydroindol-1-ylmethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CN1CCC2=CC=CC=C12 NPHULPIAPWNOOH-UHFFFAOYSA-N 0.000 description 1
- XXZCIYUJYUESMD-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(morpholin-4-ylmethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CN1CCOCC1 XXZCIYUJYUESMD-UHFFFAOYSA-N 0.000 description 1
- WWSJZGAPAVMETJ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-ethoxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OCC WWSJZGAPAVMETJ-UHFFFAOYSA-N 0.000 description 1
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- JQMFQLVAJGZSQS-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-N-(2-oxo-3H-1,3-benzoxazol-6-yl)acetamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)NC1=CC2=C(NC(O2)=O)C=C1 JQMFQLVAJGZSQS-UHFFFAOYSA-N 0.000 description 1
- IHCCLXNEEPMSIO-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 IHCCLXNEEPMSIO-UHFFFAOYSA-N 0.000 description 1
- YJLUBHOZZTYQIP-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=N2 YJLUBHOZZTYQIP-UHFFFAOYSA-N 0.000 description 1
- APLNAFMUEHKRLM-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(3,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)N=CN2 APLNAFMUEHKRLM-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
- WTFUTSCZYYCBAY-SXBRIOAWSA-N 6-[(E)-C-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-N-hydroxycarbonimidoyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C/C(=N/O)/C1=CC2=C(NC(O2)=O)C=C1 WTFUTSCZYYCBAY-SXBRIOAWSA-N 0.000 description 1
- DFGKGUXTPFWHIX-UHFFFAOYSA-N 6-[2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]acetyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)C1=CC2=C(NC(O2)=O)C=C1 DFGKGUXTPFWHIX-UHFFFAOYSA-N 0.000 description 1
- DSNNWIRLVXJBEK-UHFFFAOYSA-N C=CC(Oc(cc1)ccc1C(Oc(cc1)ccc1-c(cc1)ccc1O/C(/C=C)=[O]/C(C(Oc(cc(cc1)C(Oc(cc2)ccc2OC(c(cc2OC(C=C)=O)ccc2OC(C=C)=O)=O)=O)c1OC(C=C)=O)=O)=C)=O)=O Chemical compound C=CC(Oc(cc1)ccc1C(Oc(cc1)ccc1-c(cc1)ccc1O/C(/C=C)=[O]/C(C(Oc(cc(cc1)C(Oc(cc2)ccc2OC(c(cc2OC(C=C)=O)ccc2OC(C=C)=O)=O)=O)c1OC(C=C)=O)=O)=C)=O)=O DSNNWIRLVXJBEK-UHFFFAOYSA-N 0.000 description 1
- UCKWWKJTEILBME-UHFFFAOYSA-N CC(C(Oc(cc1)ccc1-c(cc1)ccc1C(OCCc(cc1)ccc1OC(C=C)=O)=O)=O)=C Chemical compound CC(C(Oc(cc1)ccc1-c(cc1)ccc1C(OCCc(cc1)ccc1OC(C=C)=O)=O)=O)=C UCKWWKJTEILBME-UHFFFAOYSA-N 0.000 description 1
- LHQCICDOQUACPG-UHFFFAOYSA-N CC(C(Oc(cc1)ccc1-c(ccc(-c(cc1)ccc1OC(CCc(cc1)cc(OC(C=C)=O)c1OC(C=C)=O)=O)c1)c1F)=O)=C Chemical compound CC(C(Oc(cc1)ccc1-c(ccc(-c(cc1)ccc1OC(CCc(cc1)cc(OC(C=C)=O)c1OC(C=C)=O)=O)c1)c1F)=O)=C LHQCICDOQUACPG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical group C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 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
- C09K19/42—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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
- C09K19/322—Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene 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
- C09K19/08—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
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
- C09K19/16—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon double bonds, e.g. stilbenes
-
- 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
- C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
-
- 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
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/24—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing nitrogen-to-nitrogen bonds
-
- 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
- C09K19/3066—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
- C09K19/32—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
- C09K19/38—Polymers
-
- 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
- C09K19/542—Macromolecular compounds
-
- 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
- G02F1/1306—Details
- G02F1/1309—Repairing; Testing
-
- 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
- C09K2019/0448—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 end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
-
- 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)
- C09K2019/3027—Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene
-
- 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
- C09K19/542—Macromolecular compounds
- C09K2019/548—Macromolecular compounds stabilizing the alignment; Polymer stabilized alignment
-
- 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
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1341—Filling or closing of cells
Definitions
- the present invention relates to a liquid crystal composition and a liquid crystal display element that are useful as components for liquid crystal display devices and the like.
- Liquid crystal display elements are used in clocks, calculators, various household electrical devices, measuring devices, automotive panels, word processors, electronic notebooks, printers, computers, televisions, and the like.
- Typical liquid crystal display methods include TN (twisted nematic), STN (super twisted nematic), DS (dynamic light scattering), GH (guest / host), and IPS (in-plane switching).
- Type OCB (optical compensation birefringence) type, ECB (voltage controlled birefringence) type, VA (vertical alignment) type, CSH (color super homeotropic) type, FLC (ferroelectric liquid crystal), etc.
- Examples of the driving method include static driving, multiplex driving, simple matrix method, active matrix (AM) method driven by TFT (thin film transistor), TFD (thin film diode), and the like.
- the IPS type, ECB type, VA type, CSH type, and the like have a feature that a liquid crystal material having a negative value of ⁇ is used.
- the VA type display method by AM driving is used for a display element that requires a high speed and a wide viewing angle, such as a television.
- Nematic liquid crystal compositions used in VA type display systems are required to have low voltage drive, high speed response, and a wide operating temperature range. That is, ⁇ is negative, the absolute value is large, the viscosity is low, and a high nematic phase-isotropic liquid phase transition temperature (Tni) is required. Further, from the setting of ⁇ n ⁇ d, which is the product of refractive index anisotropy ( ⁇ n) and cell gap (d), it is necessary to adjust ⁇ n of the liquid crystal material to an appropriate range according to the cell gap. In addition, when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal material having a low viscosity ( ⁇ ) is required.
- the liquid crystal display system has high reliability in commonly required characteristics. Since the liquid crystal display element is exposed to UV light at the time of manufacture and use, it is important that the deterioration or the like does not occur or does not affect the display by the UV irradiation. In order to obtain a highly reliable liquid crystal composition and liquid crystal display element that do not cause or do not cause display defects such as image sticking and display unevenness, it is generally essential that the voltage holding ratio (VHR) is high. Is considered. In the past, in order to improve reliability, it has been studied to purify the liquid crystal composition itself and the compound that is a component of the liquid crystal composition to suppress deterioration due to UV irradiation (see Patent Documents 1 to 3). Although the reliability could be improved by these studies, a further highly reliable liquid crystal composition has been demanded due to the increasing demand for today's liquid crystal display elements.
- VHR voltage holding ratio
- the problem to be solved by the present invention is that the viscosity ( ⁇ ) is sufficiently small without reducing the refractive index anisotropy ( ⁇ n) and the nematic phase-isotropic liquid phase transition temperature (Tni), and the rotational viscosity ( Liquid crystal having negative dielectric anisotropy ( ⁇ ) having a sufficiently small ⁇ 1 ), a large elastic constant (K 33 ), a high voltage holding ratio (VHR (UV)) after UV irradiation, and a large absolute value.
- the present inventors have studied the constitution of various liquid crystal compositions, found that the problems can be solved by using a specific liquid crystal compound, and completed the present invention. .
- the present invention has the general formula (a)
- R a1 and R a2 each independently represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, and one —CH 2 — or Two or more non-adjacent —CH 2 — may be each independently substituted with —O— or —S—, and one or more hydrogen atoms present in the group are each May be independently substituted with a fluorine atom or a chlorine atom, M a1 and M a2 are each independently (b) a 1,4-phenylene group (one —CH ⁇ present in this group or two or more non-adjacent —CH ⁇ are replaced by —N ⁇ .
- a naphthalene-2,6-diyl group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ are replaced by —N ⁇ ). May be.)
- the group (b) and the group (c) are each independently substituted with a cyano group, a fluorine atom or a chlorine atom, Z a1 and Z a2 each independently represent a single bond or —CH 2 CH 2 —, but Z a1 and Z a2 do not both represent a single bond.
- the liquid crystal composition containing 1 type, or 2 or more types of compounds represented by this, and the liquid crystal display element using the said liquid crystal composition are provided.
- the liquid crystal composition of the present invention has a sufficiently small viscosity ( ⁇ ) and a rotational viscosity ( ⁇ 1 ) without lowering the refractive index anisotropy ( ⁇ n) and the nematic phase-isotropic liquid phase transition temperature (Tni). ) Is sufficiently small, the elastic constant (K 33 ) is large, the absolute value has a large negative dielectric anisotropy ( ⁇ ), and has a high voltage holding ratio (VHR).
- the liquid crystal display elements such as PSVA type, PSA type, and FFS type have no display defects or are suppressed and have excellent display quality and high response speed.
- the liquid crystal composition of the present invention contains one or more compounds represented by the general formula (a).
- the compound represented by the general formula (a) is preferably a compound having a negative ⁇ and an absolute value larger than 3.
- R a1 is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
- Preferred is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms, and has 1 carbon atom.
- an alkyl group having 5 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms More preferably an alkyl group having 1 to 3 carbon atoms or an alkenyl group having 3 to 5 carbon atoms, and an alkyl group having 1 carbon atom ( Methyl group), an alkyl group having 2 carbon atoms (ethyl group), an alkyl group having 3 carbon atoms (propyl group), an alkenyl group having 4 carbon atoms (butenyl group), or an alkenyl group having 5 carbon atoms (pen Tenenyl group) is particularly preferable, and it is preferably linear.
- R a2 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
- An alkyl group having 5 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkoxy group having 1 to 4 carbon atoms is more preferable.
- it is linear.
- the alkenyl group is preferably selected from groups represented by any one of formulas (R1) to (R9), and particularly preferably formula (R8) or formula (R9).
- the black spot in each formula represents a carbon atom in the ring structure to which R a1 or R a2 is bonded.
- the alkenyloxy group is preferably selected from groups represented by any of the formulas (OR1) to (OR9), and particularly preferably the formula (OR8) or the formula (OR9).
- the black spot in each formula represents a carbon atom in the ring structure to which R a1 or R a2 is bonded.
- Z a1 and Z a2 each independently represent a single bond or —CH 2 CH 2 —, but Z a1 and Z a2 do not both represent a single bond.
- One of Z a1 and Z a2 preferably represents —CH 2 CH 2 — and the other represents a single bond, Z a1 represents —CH 2 CH 2 —, and Z a2 represents a single bond. It is preferable to represent.
- M a1 and M a2 each independently represent a 1,4-phenylene group or a naphthalene-2,6-diyl group, and one hydrogen atom present in these groups is each independently a fluorine atom or chlorine When substituted by an atom, it preferably represents the following structure.
- M a1 and M a2 each independently preferably represents an unsubstituted 1,4-phenylene group or an unsubstituted naphthalene-2,6-diyl group
- M a2 represents an unsubstituted 1,4-phenylene group or Preferably, it represents an unsubstituted naphthalene-2,6-diyl group
- both M a1 and M a2 represent an unsubstituted 1,4-phenylene group or an unsubstituted naphthalene-2,6-diyl group. More preferred.
- Formula (a) preferably represents any one or more 1,4-phenylene group among the M a1 and M a2, that represent both M a1 and M a2 is 1,4-phenylene group More preferably, it is a compound represented by the following general formula (a1).
- X a1 to X a4 each independently represents a hydrogen atom or a fluorine atom, but at least one of X a1 and X a2 represents a hydrogen atom, and at least one of X a3 and X a4 Represents a hydrogen atom, and R a1 , R a2 , Z a1 and Z a2 each independently represent the same meaning as R a1 , R a2 , Z a1 and Z a2 in formula (a).
- X a3 and X a4 are preferably hydrogen atoms, and X a1 to X a4 are more preferably hydrogen atoms.
- the compound represented by the general formula (a1) is preferably a compound represented by the general formula (a11).
- R a3 represents an alkyl group having 2 to 8 carbon atoms
- X a1 to X a4 each independently represents a hydrogen atom or a fluorine atom, but at least one of X a1 and X a2 represents hydrogen.
- at least one of X a3 and X a4 represents a hydrogen atom, the same as R a1, Z a1 and Z a2 R a1, Z a1 and Z a2 each independently in the general formula (a) Represents meaning.
- the compound represented by the general formula (a) preferably contains one or more compounds represented by the following general formulas (a-1) to (a-8).
- the liquid crystal composition of the present invention contains one or more compounds represented by the general formula (a), but preferably contains 2 to 10 compounds.
- the total amount of the compound represented by the general formula (a) is preferably 0.1% by mass or less (hereinafter,% in the composition represents% by mass) as a lower limit in the composition. 0.5% or more, preferably 1% or more, preferably 3% or more, preferably 5% or more, preferably 10% or more, 13% It is preferable to contain 15% or more, preferably 18% or more, preferably 20% or more, preferably 23% or more, and preferably 25% or more. Preferably, it contains 28% or more, preferably 30% or more, preferably 33% or more, preferably 35% or more, and contains 38% or more. It is preferred to, it is preferable to contain 40% or more.
- the upper limit is preferably 70% or less, preferably 68% or less, preferably 65% or less, preferably 63% or less, and preferably 60% or less. 55% or less, preferably 50% or less, preferably 40% or less, preferably 38% or less, preferably 35% or less, 33% or less Preferably 30% or less, preferably 28% or less, preferably 25% or less, preferably 23% or less, preferably 20% or less, It is preferable to contain 18% or less, preferably 15% or less, and preferably 10% or less.
- the liquid crystal composition of the present invention preferably further contains one or more compounds selected from the compound group represented by formulas (LC3) to (LC5).
- R LC31, R LC32, R LC41, R LC42, R LC51 and R LC52 each independently represents an alkyl group having 1 to 10 carbon atoms, one in the group or two or more - CH 2 — means —O—, —S—, —CH ⁇ CH—, —CO—, —OCO—, —COO—, —C ⁇ C—, —CF 2 O so that oxygen atoms are not directly adjacent to each other.
- -Or -OCF 2- may be substituted, and one or more hydrogen atoms in the group may be each independently substituted with a fluorine atom or a chlorine atom, and A LC31 , A LC32 , A LC41, a LC42, a LC51 and a LC52 each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or two or more -CH nonadjacent 2 -is replaced by -O- May be.) (B) a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group
- the group (a), the group (b) and the group (c) are each independently substituted with a cyano group, a fluorine atom or a chlorine atom
- Z LC31 , Z LC32, Z LC41, Z LC42 , Z LC51 and Z LC52 each independently represent a single bond
- -CH CH -, - C ⁇ C -, - CH 2 CH 2 -, - (CH 2) 4 -, - Represents COO—, —OCO—, —OCH 2 —, —CH 2 O—, —OCF 2 — or —CF 2 O—
- Z 5 represents —CH 2 — or an oxygen atom
- X LC41 represents a hydrogen atom or It represents a fluorine atom
- m LC31, m LC32, m LC41, m LC42, m LC51 and m LC52 each independently represents an integer of 0 ⁇ 3, m LC31 +
- LC41 and Z LC41 When a plurality of A LC41 and Z LC41 are present, they may be the same or different. When a plurality of A LC42 and Z LC42 are present, they are the same. or different even if the a LC51 and Z LC51 there are a plurality thereof may be the same or different and if a LC52 and Z LC52 there are a plurality thereof may be the same May be different.
- the general formulas (LC3) to (LC5) the compound represented by the general formula (a) is excluded, and the general formula (LC4) and the general formula (LC5) are represented by the general formula (LC3). And the compound represented by the general formula (LC4) in the general formula (LC5) is also excluded.
- the compounds represented by the general formulas (LC3), (LC4) and (LC5) are preferably compounds having a negative ⁇ and an absolute value larger than 3.
- R LC31, R LC32, R LC41, R LC42, R LC51 and R LC52 are each independently an alkyl group having 1 to 8 carbon atoms, carbon atoms
- An alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms
- An alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, and the number of carbon atoms
- An alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl
- the ring structure to which it is bonded is a phenyl group (aromatic)
- An alkenyl group having 4 to 5 atoms is preferable
- the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane
- a straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
- the total of carbon atoms and oxygen atoms, if present is preferably 5 or less, and is preferably linear.
- the alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R9). (The black dots in each formula represent carbon atoms in the ring structure.)
- a LC51 and A LC52 are each independently a larger ⁇ n is aromatic, in order to improve the response speed fat
- it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
- Z LC31, Z LC32, Z LC41 , Z LC42, Z LC51 and Z LC52 -CH 2 each independently O -, - CF 2 O - , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents an, -CH 2 O -, - CH 2 CH 2 - or a single bond is more preferable, -CH 2 O-or a single bond is particularly preferred.
- X LC41 is preferably a fluorine atom.
- Z 5 is preferably an oxygen atom.
- m LC31 + m LC32, m LC41 + m LC42 and m LC51 + m LC52 is 1 or 2 is preferred, combinations combinations m LC31 is 1 m LC32 is 0, m LC31 is 2 a and m LC32 is 0, m A combination in which LC31 is 1 and mLC32 is 1, a combination in which mLC31 is 2, and mLC32 is 1, a combination in which nN21 is 1 and nN22 is 0, nN21 is 2, and nN22 is n combinations are 0, combinations combination m LC41 is 1 m LC42 is 0, m LC51 is 2 a and m LC52 is 0, are preferred.
- the lower limit of the preferable content of the compound represented by the formula (LC3) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
- the lower limit of the preferable content of the compound represented by the formula (LC4) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
- the lower limit of the preferable content of the compound represented by the formula (LC5) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
- the above lower limit value is preferably low and the upper limit value is preferably low. Furthermore, when a composition having a high temperature stability and a high temperature stability is required, the lower limit value is preferably low and the upper limit value is preferably low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased and the upper limit value is high.
- the liquid crystal composition of the present invention preferably contains one or more compounds represented by general formula (i) as general formula (LC3).
- R i1 and R i2 each independently represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, and one or more —CH 2 in the group
- two or more non-adjacent —CH 2 — may be each independently substituted with —O— or —S—, and one or more hydrogen atoms present in the group
- Each independently may be substituted with a fluorine atom or a chlorine atom
- a i1 and A i2 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 present in this group).
- two or more non-adjacent —CH 2 — may be replaced by —O—.
- a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl group, one —CH ⁇ or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
- the group (a), the group (b) and the group (c) are each independently substituted with a cyano group, a fluorine atom or a chlorine atom, and Z i1 and Z i2 each independently represents a single bond, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —CH 2 CH 2 — or —CF 2 CF 2 —, At least one of i1 represents —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —CH 2 CH 2 — or —CF 2 CF 2 —, and m i1 represents 1 to 3 represents an integer, m i2 represents an integer of 0 ⁇ 3, m i1 + m i2 is 1, 2 or 3, if a i1 and Z i1 there are multiple, they have be the same or different at best, if the A i2 and Z i2 there are multiple, they
- R i1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
- Preferred is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms, and has 1 carbon atom.
- an alkyl group having 5 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms More preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, and an alkenyl group having 3 carbon atoms ( A propenyl group) is particularly preferred.
- R i2 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
- An alkyl group having 5 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkoxy group having 1 to 4 carbon atoms is more preferable. preferable.
- An alkenyl group is preferred when emphasizing improvement in the response speed of the display element, and an alkyl group is preferred when emphasizing reliability such as voltage holding ratio.
- R i1 and R i2 is an alkenyl group, it is preferably selected from groups represented by any one of formulas (R1) to (R9). (The black dot in each formula represents the connection point with the ring.
- a i1 and A i2 are each independently a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro- 1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.
- it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
- Z i1 and Z i2 are each independently -CH 2 O -, - CF 2 O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, -CH 2 O-, —CH 2 CH 2 — or a single bond is more preferable, —CH 2 O— or a single bond is particularly preferable.
- Z at least one of i1 is -OCH 2 -, - CH 2 O -, - OCF 2 -, - CF 2 O -, - CH 2 CH 2 - or -CF 2 CF 2 - represents a, -CH 2 O -, - CF 2 O -, - CH 2 CH 2 -, or -CF 2 CF 2 is preferred, -CH 2 O-, or -CH 2 CH 2 - is more preferable, -CH 2 O-is particularly preferred.
- m i1 represents an integer of 1 to 3
- m i2 independently represents an integer of 0 to 3
- m i1 + m i2 is 1, 2 or 3
- m i1 + m i2 is 1 or 2 It is preferable.
- the compound represented by the general formula (i) preferably contains one or more compounds represented by the general formula (i-1).
- a i11 , A i12 and A i13 each independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group, but one existing in the 1,4-cyclohexylene group) of -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S-, it is one of the hydrogen atoms present in the 1,4-phenylene group, respectively May be independently substituted with a fluorine atom or a chlorine atom, m i11 and m i12 each independently represent 0 or 1, and R i1 , R i2 , Z i1 and Z i2 each independently represent a general formula; (It represents the same meaning as R i1 , R i2 , Z i1 and Z i2 in (i).)
- the compound represented by general formula (i-1) is preferably a compound represented by general formula (i-1A), general formula (i-1B) or general
- R i1 , R i2 , A i11 and Z i1 each independently represent the same meaning as R i1 , R i2 , A i11 and Z i1 in formula (i-1)).
- R i1 , R i2 , A i11 , A i12 and Z i1 each independently have the same meaning as R i1 , R i2 , A i11 , A i12 and Z i1 in the general formula (i-1)). To express.)
- m i13 represents 1, and R i1 , R i2 , A i11 , A i12 , A i13 , Z i1 , Z i2 and m i11 are each independently R i1 in the general formula (i-1). , R i2 , A i11 , A i12 , A i13 , Z i1 , Z i2 and m i11 represent the same meaning.
- compounds represented by the general formula (i-1A) compounds represented by the following general formula (i-1A-1) to general formula (i-1A-4) are preferable.
- R i1 and R i2 each independently represent the same meaning as R i1 and R i2 in formula (i-1).
- the compound represented by the general formula (i-1B) is preferably a compound represented by the following general formula (i-1B-1) to general formula (i-1B-6).
- R i1 and R i2 each independently represent the same meaning as R i1 and R i2 in formula (i-1).
- the compound represented by the general formula (i-1C) is preferably a compound represented by the following general formula (i-1C-1) to general formula (i-1C-4). -1C-1) and a compound represented by the general formula (i-1C-2) are more preferable.
- the liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (i), but the general formula (i-1A), the general formula (i-1B) or the general formula One or more compounds selected from the group of compounds represented by (i-1C) may be contained, or represented by the general formula (i-1A), general formula (i-1B), or general formula (i One or more compounds each represented by -1C) may be contained.
- One or more compounds represented by general formula (i-1A) and general formula (i-1B) are preferably contained, and more preferably 2 to 10 compounds are contained.
- general formula (i-1A), general formula (i-1B) and general formula (i-1C) are represented by general formula (i-1A-1), general formula (i-1B-1) and general formula (i-1B-1). It is preferable to contain one or more compounds selected from the compound group represented by the formula (i-1C-1), and the compound represented by the general formula (i-1A-1) and the general formula (i The combination of the compounds represented by -1B-1) is more preferable.
- the total amount of the compound represented by the general formula (i) is preferably 0.1% by mass (hereinafter,% in the composition represents mass%) or more as a lower limit in the composition. 0.5% or more, preferably 1% or more, preferably 3% or more, preferably 5% or more, preferably 10% or more, 13% It is preferable to contain 15% or more, preferably 18% or more, preferably 20% or more, preferably 23% or more, and preferably 25% or more. Preferably, it contains 28% or more, preferably 30% or more, preferably 33% or more, preferably 35% or more, and contains 38% or more. It is preferred to, it is preferable to contain 40% or more.
- the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less.
- 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less, preferably 68% or less Preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, preferably 50% or less, It is preferable to contain 40% or less, preferably 38% or less, preferably 35% or less, 3% or less, preferably 30% or less, preferably 28% or less, preferably 25% or less, preferably 23% or less, preferably 20% or less
- the content is preferably 18% or less, more preferably 15% or less, and preferably 10% or less.
- the liquid crystal composition of the present invention preferably contains one or more compounds represented by general formula (ii) as general formula (LC3).
- R ii1 and R ii2 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, and one or more —CH 2 in the group
- two or more non-adjacent —CH 2 — may be each independently substituted with —O— or —S—, and one or more hydrogen atoms present in the group
- Each independently may be substituted with a fluorine atom or a chlorine atom
- a ii1 and A ii2 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 present in this group).
- two or more non-adjacent —CH 2 — may be replaced by —O—.
- a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one —CH ⁇ or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
- the group (a), the group (b), and the group (c) are each independently substituted with a cyano group, a fluorine atom, or a chlorine atom, and m ii1 is a group selected from the group consisting of Represents an integer of 1 to 3, m ii2 represents an integer of 0 to 3, m ii1 + m ii2 is 1, 2 or 3, and when there are a plurality of A ii1 and A ii2 , they are the same May be different. ) m ii1 represents 1 or 2, m i2 represents 0 or 1, and m i1 + m i2 is preferably 1 or 2.
- the compound represented by the general formula (II-2) is preferably a compound represented by the general formula (II-2A) or the general formula (II-2B).
- R ii1 , R ii2 and A ii1 represent the same meaning as R ii1 , R ii2 , A ii1 and m ii1 in the general formula (ii)).
- a ii11 and A ii11 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 not adjacent to each other). - May be replaced by -O-.
- a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one —CH ⁇ or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
- the group (a), the group (b) and the group (c) are each independently substituted with a cyano group, a fluorine atom or a chlorine atom, and R ii1 and R ii2 represents the same meaning as R ii1 and R ii2 in general formula (ii).
- R ii1 and R ii2 represents the same meaning as R ii1 and R ii2 in general formula (ii).
- compounds represented by the following general formula (II-2A-1) and general formula (II-2A-2) are preferable.
- R ii1 and R ii2 represent the same meaning as R ii1 and R ii2 in general formula (II-2).
- the compound represented by the general formula (II-2B) is preferably a compound represented by the following general formula (II-2B-1) to general formula (II-2B-3).
- the liquid crystal composition of the present invention preferably contains one or more compounds represented by general formula (ii), but is represented by general formula (II-2A) and general formula (II-2B).
- One or two or more compounds selected from the group of compounds described above may be contained, or one or more compounds each represented by general formula (II-2A) and general formula (II-2B) may be contained. Also good. It is preferable to contain 2 to 10 compounds represented by general formula (II-2A) and general formula (II-2B).
- the general formula (II-2A) preferably contains one or more compounds selected from the group of compounds represented by the general formula (II-2A-1).
- 2B) preferably contains one or more compounds selected from the group of compounds represented by general formula (II-2B-1) and general formula (II-2B-2).
- a combination of the compounds represented by 2A-1) and the general formula (II-2B-1) is more preferable.
- R LC31, R LC32, A LC31 , A LC32 and Z LC31 represent the same meaning as R LC31, R LC32, A LC31 , A LC32 and Z LC31 in the general formula (LC3)
- X LC3b1 ⁇ X LC3b4 each represents a hydrogen atom or a fluorine atom, at least one of the combinations of the X LC3b1 and X LC3b2, or X LC3b3 and X LC3b4 together represents a fluorine atom
- m LC3b1 represents 0 or 1.
- the general formula (LC3-b) preferably represents the following general formula (LC3-b1) to general formula (LC3-b10).
- R LC33 and R LC34 are each independently an alkyl group having 1 to 8 carbon atoms, an alkoxyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or 2 to 8 carbon atoms
- the combination of R LC33 and R LC34 is not particularly limited, but both represent an alkyl group, both represent an alkenyl group, one represents an alkyl group, the other represents an alkenyl group, and either one represents It is preferable that an alkyl group is represented, the other represents alkoxy, and one of them represents an alkyl group and the other represents an alkenyloxy group, both represent an alkyl group, and both represent an alkenyl group. It is more preferable that it represents.
- the general formula (LC3-b) preferably represents the following general formula (LC3-c).
- R LC35 and R LC36 are each independently an alkyl group having 1 to 8 carbon atoms, an alkoxyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or 2 to 8 carbon atoms
- LC4 the following general formula (LC4-a) to general formula (LC4-d)
- R LC41 , R LC42 and X LC41 each independently represent the same meaning as R LC41 , R LC42 and X LC41 in the general formula (LC4)
- Z LC4a1 , Z LC4b1 , Z LC4c1 and Z LC4c2 are Each independently a single bond, —CH ⁇ CH—, —C ⁇ C—, —CH 2 CH 2 —, — (CH 2 ) 4 —, —COO—, —OCH 2 —, —CH 2 O—, — Represents OCF 2 — or —CF 2 O—.
- R LC41 , R LC42 and X LC41 each independently represent the same meaning as R LC41 , R LC42 and X LC41 in formula (LC4)). Is preferably represented.
- R LC51 and R LC52 each independently represents the same meaning as R LC51 and R LC52 said in the general formula (LC5)
- Z LC5a1, Z LC5b1 and Z LC5c1 each independently represent a single bond, -CH ⁇ CH—, —C ⁇ C—, —CH 2 CH 2 —, — (CH 2 ) 4 —, —COO—, —OCH 2 —, —CH 2 O—, —OCF 2 — or —CF 2 O—
- R LC51 and R LC52 in formula R LC51 and R LC52 are each independently (LC5).
- the liquid crystal composition in the present invention preferably further contains one or more compounds represented by the general formula (L).
- the compound represented by the general formula (L) corresponds to a dielectrically neutral compound ( ⁇ value is ⁇ 2 to 2).
- R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, n L1 represents 0, 1, 2 or 3,
- a L1 , A L2 and A L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in the group or two or more —CH 2 — not adjacent to each other).
- the group (a), the group (b) and the group (c) are each independently substituted with a cyano group, a fluorine atom or a chlorine atom
- a L2 and Z L3 may be the same or different.
- the compounds represented by the general formula (a), the general formula (LC3), the general formula (LC4), and the general formula (LC5) are excluded.
- the compound represented by general formula (L) may be used independently, it can also be used in combination.
- the types of compounds that can be combined but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention.
- the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
- R L1 and R L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this case, at least one is preferably an alkenyl group.
- R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R L1 is bonded is a phenyl group (aromatic).
- a phenyl group aromatic
- Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred.
- the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.
- the alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R9). (The black dots in each formula represent carbon atoms in the ring structure.)
- n L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. In order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.
- a L1 , A L2, and A L3 are preferably aromatic when it is required to increase ⁇ n, and are preferably aliphatic for improving the response speed, and are each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:
- it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
- Z L1 and Z L2 are preferably single bonds when the response speed is important.
- the number of halogen atoms in the molecule is preferably 0 or 1.
- the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-7).
- the compound represented by the general formula (L-1) is the following compound.
- R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
- R L11 and R L12 are preferably a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group having 1 to 9 carbon atoms, and a linear alkenyl group having 2 to 10 carbon atoms.
- a straight-chain alkyl group having 1 to 8 carbon atoms, a straight-chain alkoxy group having 1 to 7 carbon atoms and a straight-chain alkenyl group having 2 to 8 carbon atoms are preferable.
- An alkyl group having 1 to 5 atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
- R L11 and R L12 are preferably linear alkenyl groups having 2 to 8 carbon atoms, and preferably linear alkenyl groups having 2 to 5 carbon atoms. More preferred. More preferably, one of R L11 and R L12 represents a linear alkenyl group having 2 to 5 carbon atoms, and the other represents a linear alkyl group having 1 to 5 carbon atoms.
- both R L11 and R L12 represent a linear alkyl group having 1 to 8 carbon atoms or a linear alkoxy group having 1 to 7 carbon atoms, and the number of linear carbon atoms More preferably, it represents a 1 to 5 alkyl group or a linear alkoxy group having 1 to 4 carbon atoms.
- One of R L11 and R L12 is an alkyl group having 1 to 5 carbon atoms, and the other is an alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms. It is preferable that both R L11 and R L12 are linear alkyl groups having 1 to 5 carbon atoms.
- the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%.
- the upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.
- the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1).
- the compound represented by the general formula (L-1-1) is a compound selected from the group of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3). And is preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly represented by formula (L-1-1.3). It is preferable that it is a compound.
- the lower limit of the preferable content of the compound represented by the formula (L-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-2).
- R L12 represents the same meaning as in general formula (L-1).
- the lower limit of the preferable content of the compound represented by the formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.
- the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4).
- it is a compound represented by the formula (L-1-2.2) to the formula (L-1-2.4).
- the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved.
- it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4).
- the content of the compounds represented by the formulas (L-1-2.3) and (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.
- the lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
- the composition of the present invention preferably contains a compound represented by the formula (L-1-1.3) and a compound represented by the formula (L-1-2.2).
- the lower limit of the preferable content of the total of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) with respect to the total amount of is 10% 15%, 20%, 25%, 27%, 30%, 35%, 40%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
- the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-3).
- R L13 and R L14 each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.
- R L13 and R L14 are preferably a linear alkyl group having 1 to 5 carbon atoms and a linear alkoxy group having 1 to 4 carbon atoms.
- the lower limit of the preferable content of the compound represented by the formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 30%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 23%, 20%, 17%, 15%, 13%, 10% %.
- the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.12).
- the compound represented by the formula (L-1-3.1) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining Tni higher than the response speed, the equation (L-1-3.3), the equation (L-1-3.4), the equation (L-1-3.11), and the equation (L ⁇ It is preferable to use a compound represented by 1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of is not preferably 20% or more in order to improve the solubility at low temperatures.
- the lower limit of the preferable content of the compound represented by the formula (L-1-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.
- the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-4) and / or (L-1-5).
- R L15 and R L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.
- R L15 and R L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .
- the lower limit of the preferable content of the compound represented by the formula (L-1-4) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%.
- the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.
- the lower limit of the preferable content of the compound represented by the formula (L-1-5) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%.
- the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.
- the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3).
- a compound represented by the formula (L-1-4.2) or the formula (L-1-5.2) is preferable.
- the lower limit of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.
- the compound represented by the general formula (L-2) is the following compound.
- R L21 and R L22 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
- R L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6).
- a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) is preferred.
- the compound represented by the general formula (L-3) is the following compound.
- R L31 and R L32 each independently represent the same meaning as R L1 and R L2 in General Formula (L).
- R L31 and R L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
- the compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content of the compound represented by the formula (L-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the effect is high when the content is set to be large.
- the effect is high when the content is set low.
- the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.9)
- a compound represented by formula (L-3.1) to formula (L-3.7) is preferred, and formula (L-3.1), formula (L-3.2), formula (L-3 .6) and (L-3.7) are preferred.
- the compound represented by the general formula (L-4) is the following compound.
- R L41 and R L42 each independently represent the same meaning as R L1 and R L2 in General Formula (L).
- R L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
- the compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.1) to formula (L-4.3), for example.
- the lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .
- the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.
- the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6). It is preferable that it is a compound represented by this.
- the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). It may be.
- the lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%.
- Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, and 8%.
- the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.
- the compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly the formula (L-4.
- the compound represented by 9) is preferred.
- the compound represented by the general formula (L-5) is the following compound.
- R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
- R L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5%
- the compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2).
- the compound represented by formula (L-5.1) is particularly desirable.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7).
- the compound represented by L-5.7) is preferred.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L-6) is the following compound.
- R L61 and R L62 each independently represent the same meaning as R L1 and R L2 in the general formula (L), and X L61 and X L62 each independently represent a hydrogen atom or a fluorine atom.
- R L61 and R L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X L61 and X L62 is a fluorine atom and the other is a hydrogen atom. Is preferred.
- the compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
- the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9).
- the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17).
- a compound represented by L-6.11) is preferable.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L-7) is the following compound.
- R L71 and R L72 each independently represent the same meaning as R L1 and R L2 in Formula (L), A L71 and A L72 is A L2 and in the general formula (L) independently A L3 represents the same meaning, but the hydrogen atoms on A L71 and A L72 may be each independently substituted with a fluorine atom, Z L71 represents the same meaning as Z L2 in formula (L), X L71 and X L72 each independently represent a fluorine atom or a hydrogen atom.
- R L71 and R L72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and
- a L71 and A L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A L71 and A L72 may be each independently substituted with a fluorine atom, and
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
- the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%.
- the upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.
- the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13). It is preferable that it is a compound represented by 11).
- the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23).
- a compound represented by formula (L-7.21) is preferable.
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).
- the content of the compound represented by general formula (a) and general formula (LC3) to general formula (LC5) is 5% (hereinafter referred to as composition) as a lower limit in the composition.
- % In mass represents mass%.
- the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less. 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less, preferably 68% or less Preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, preferably 50% or less, It is preferable to contain 40% or less.
- the liquid crystal composition of the present invention preferably contains the compounds represented by the general formula (a) and the general formula (i), and the total content thereof is 1% by mass as a lower limit in the composition. It is preferable to contain 3% or more, preferably 5% or more, preferably 10% or more, preferably 13% or more, and preferably 15% or more. Preferably, 18% or more, preferably 20% or more, preferably 23% or more, preferably 25% or more, preferably 28% or more, preferably 30% or more It is preferably contained, preferably contained 33% or more, preferably contained 35% or more, preferably contained 38% or more, and contained 40% or more. It is preferable.
- the upper limit is preferably 100% or less, preferably 99% or less, preferably 95% or less, preferably 90% or less, and preferably 85% or less.
- the liquid crystal composition of this invention contains the compound represented by General formula (a) and General formula (ii), and the total content of these compounds is set as a lower limit in a composition. 1% or more, preferably 3% or more, preferably 5% or more, preferably 10% or more, preferably 13% or more, preferably 15% or more Preferably 18% or more, preferably 20% or more, preferably 23% or more, preferably 25% or more, preferably 28% or more, It is preferable to contain 30% or more, preferably 33% or more, preferably 35% or more, preferably 38% or more, It preferably contains more.
- the upper limit is preferably 100% or less, preferably 99% or less, preferably 95% or less, preferably 90% or less, and preferably 85% or less.
- the liquid crystal composition of the present invention it is preferable to contain the compounds represented by the general formula (a) and the general formula (L), and the content of these compounds is 5% or more as a lower limit in the composition. It is preferable to contain 10% or more, preferably 13% or more, preferably 15% or more, preferably 18% or more, and preferably 20% or more. 23% or more, preferably 25% or more, preferably 28% or more, preferably 30% or more, preferably 33% or more, 35% or more It is preferable to contain 38% or more, and 40% or more is preferable. Further, the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less.
- the liquid crystal composition of the present invention preferably contains a compound represented by general formula (a) and general formula (L-1), and the content of these compounds is set as the lower limit in the composition. 1% or more, preferably 3% or more, preferably 5% or more, preferably 10% or more, preferably 13% or more, preferably 15% or more Preferably 18% or more, preferably 20% or more, preferably 23% or more, preferably 25% or more, preferably 28% or more, 30 % Or more, preferably 33% or more, preferably 35% or more, preferably 38% or more, 40% It preferably contains on. Further, the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less.
- the total content of the compounds represented by general formula (a), general formula (LC3) to general formula (LC5) and general formula (L) is 70 to 100% by mass. It is preferably 80 to 100% by mass, more preferably 85 to 100% by mass, still more preferably 90 to 100% by mass, and particularly preferably 95 to 100% by mass. preferable.
- the liquid crystal composition of the present invention has a dielectric anisotropy ( ⁇ ) at ⁇ 25 ° C. of ⁇ 1.5 to ⁇ 8.0, preferably ⁇ 2.0 to ⁇ 6.0, -5.0 is more preferable, and -2.5 to -4.0 is particularly preferable.
- the liquid crystal composition of the present invention has a refractive index anisotropy ( ⁇ n) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.
- the liquid crystal composition of the present invention has a viscosity ( ⁇ ) at 20 ° C. of 10 to 30 mPa ⁇ s, more preferably 10 to 25 mPa ⁇ s, and particularly preferably 10 to 22 mPa ⁇ s.
- the liquid crystal composition of the present invention has a rotational viscosity ( ⁇ 1 ) at 20 ° C. of 60 to 130 mPa ⁇ s, more preferably 60 to 110 mPa ⁇ s, and particularly preferably 60 to 100 mPa ⁇ s. .
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ) of 60 ° C. to 120 ° C., more preferably 70 ° C. to 100 ° C., and particularly preferably 70 ° C. to 85 ° C.
- T ni nematic phase-isotropic liquid phase transition temperature
- the liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, an infrared absorber, a polymerizable monomer, or a light stabilizer in addition to the above-described compounds. Good.
- the liquid crystal composition may contain 0.01 to 2% by mass of a polymerizable compound such as a biphenyl derivative or a terphenyl derivative as a polymerizable monomer.
- a polymerizable compound such as a biphenyl derivative or a terphenyl derivative as a polymerizable monomer.
- polymerizable monomer one or two kinds of monofunctional polymerizable compounds having one reactive group and polyfunctional polymerizable compounds having two or more reactive groups such as bifunctional or trifunctional You may contain above.
- the polymerizable compound having a reactive group may or may not contain a mesogenic moiety.
- the reactive group is preferably a substituent having photopolymerizability.
- the polymerizable compound according to the present invention includes the following general formula (P)
- Z p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, and a hydrogen atom in a halogen atom.
- An optionally substituted alkoxy group having 1 to 15 carbon atoms, a hydrogen atom optionally substituted with a halogen atom, and an alkenyl group having 1 to 15 carbon atoms optionally substituted with a halogen atom Represents an alkenyloxy group having 1 to 15 carbon atoms or —Sp p2 —R p2 ;
- R p1 and R p2 are each independently the following formulas (RI) to (R-IX):
- R 2 to R 6 are independently of each other a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms. 1 to 5 halogenated alkyl groups, W is a single bond, —O— or a methylene group, T is a single bond or —COO—, and p, t and q are each independently 0, Represents 1 or 2, Sp p1 and Sp p2 represent spacer groups, L p1 and L p2 are each independently a single bond, —O—, —S—, —CH 2 —, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, — COO—, —OCO—, —OCOOCH 2 —, —CH 2 OCOO—, —OCH 2 CH 2 O—, —CO—NR a —, —NR a —CO—, —
- M p2 represents 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, but M p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom May be substituted with a halogenated alkoxy group of formula 1 to 12, a halogen atom, a cyano group
- M p3 represents the following formulas (i-13) to (ix-13):
- m p2 to m p4 each independently represents 0, 1, 2 or 3
- m p1 and m p5 each independently represent 1, 2 or 3, but when there are a plurality of Z p1 May be the same or different.
- R p1 When a plurality of R p1 are present, they may be the same or different.
- R p2 When a plurality of R p2 are present, they may be the same.
- Z p1 is preferably -Sp p2 -R p2
- R 11 and R 12 are each independently represented by the formulas (R-1) to (R-3). Either is preferable.
- m p1 + m p5 is preferably 2 or more.
- L p1 represents a single bond, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, —COO—, —OCO—, —COOC 2.
- H 4 -, - OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH CH -, - CF 2 -, - CF 2 O -, - (CH 2) z —C ( ⁇ O) —O—, — (CH 2 ) z—O— (C ⁇ O) —, —O— (C ⁇ O) — (CH 2 ) z—, —CH ⁇ CH—COO—, —COO—CH ⁇ CH—, —OCOCH ⁇ CH—, — (C ⁇ O) —O— (CH 2 ) z—, —OCF 2 — or —C ⁇ C—, and L p2 represents
- At least one of L p1 and L p2 in the general formula (P) is — (CH 2 ) z —C ( ⁇ O) —O— or — (CH 2 ) z—O— (C ⁇ O). It is preferably at least one selected from the group consisting of — and —O— (C ⁇ O) — (CH 2 ) z— and — (C ⁇ O) —O— (CH 2 ) z—.
- R p1 and R p2 are each independently the following formulas (R-1) to (R-15):
- m p3 represents 0, 1, 2, or 3.
- L p1 is a single bond
- m p2 is 2 or 3, a plurality of L p1 is present. At least one is preferably a single bond.
- m p3 represents 0, 1, 2 or 3, and when m p3 is 1, M p2 is a 1,4-phenylene group, and when m p3 is 2 or 3, a plurality of them are present.
- m p3 in the general formula (P) represents 0, 1, 2, or 3, and at least one of M p2 is a 1,4-phenylene group substituted with one or two or more fluorines. It is preferable.
- m p4 in the general formula (P) represents 0, 1, 2 or 3, and at least one of M p3 is a 1,4-phenylene group substituted with one or two or more fluorines. It is preferable.
- the spacer group (Sp p1 , Sp p2 , Sp p4 ) in the general formula (P) is a single bond, —OCH 2 —, — (CH 2 ) z O—, —CO—, —C 2 H 4.
- the specific content of the polymerizable monomer in the polymerizable monomer-containing liquid crystal composition is preferably 2% or less, more preferably 1.5% or less, still more preferably 1% or less, and 0.5% The following is particularly preferable, and 0.4% or less is most preferable. 2% or less.
- the polymerizable compound of the general formula (P) according to the present invention is represented by the general formula (Pa), the general formula (Pb), the general formula (Pc), and the general formula (Pd). It is preferably at least one compound selected from the group consisting of compounds.
- R p1 and R p2 are each independently the following formulas (RI) to (R-IX):
- R 2 to R 6 are independently of each other a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms. 1 to 5 halogenated alkyl groups, W is a single bond, —O— or a methylene group, T is a single bond or —COO—, and p, t and q are each independently 0, Represents 1 or 2, Ring A and Ring B are each independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5- Diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1, Represents
- Sp p1 and Sp p4 each represent a spacer group
- X p1 to X p4 preferably each independently represent a hydrogen atom or a halogen atom
- L p3 is preferably —CH ⁇ CHCOO—, —COOCH ⁇ CH— or —OCOCH ⁇ CH—.
- R p1 When a plurality of R p1 are present, they may be the same or different.
- R p1 When a plurality of R p1 are present, they may be the same or different, and a plurality of R p2 are present. In some cases, they may be the same or different.
- a plurality of Sp p1 When a plurality of Sp p1 are present, they may be the same or different. When there are a plurality of Sp p4 , they are the same.
- the photopolymerization time is shortened by combining the polymerizable monomer represented by the general formula (Pd) with the general formula (1) and the general formula (2). It becomes possible to make it.
- Preferred examples of the compound represented by the general formula (Pa) according to the present invention include polymerizable compounds represented by the following formulas (Pa-1) to (Pa-31).
- the specific content of the polymerizable monomer represented by the general formula (Pa) is preferably 5% or less, more preferably 3% or less, further preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.
- Preferred examples of the compound represented by the general formula (Pb) according to the present invention include polymerizable compounds represented by the following formulas (Pb-1) to (Pb-34).
- the specific content of the polymerizable monomer represented by the general formula (Pb) is preferably 5% or less, more preferably 3% or less. It is more preferably 2% or less, particularly preferably 1% or less, and most preferably 0.8% or less.
- Preferred examples of the compound represented by the general formula (Pc) according to the present invention include polymerizable compounds represented by the following formulas (Pc-1) to (Pc-52).
- the specific content of the polymerizable monomer represented by the general formula (Pc) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.
- the compound represented by the general formula (Pd) according to the present invention is preferably a compound represented by the following general formula (P-d ').
- mp10 is more preferably 2 or 3.
- the other symbols are the same as those in the general formula (pd) and are omitted.
- Preferable examples of the compound represented by the general formula (Pd) according to the present invention include polymerizable compounds represented by the following formulas (Pd-1) to (Pd-37).
- the specific content of the polymerizable monomer represented by the general formula (Pd) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.
- additives such as antioxidants and light stabilizers used in the liquid crystal composition of the present invention.
- a liquid crystal display device using the liquid crystal composition of the present invention has excellent display quality and high response speed, and is particularly active matrix drive VA type. , PSVA type, PSA type, FFS type, IPS type or ECB type. *
- the measured characteristics are as follows.
- T ni Nematic phase-isotropic liquid phase transition temperature (° C.)
- T cn Solid phase-nematic phase transition temperature (° C)
- ⁇ n Refractive index anisotropy at 20 ° C.
- ⁇ Dielectric anisotropy at 20 ° C.
- Viscosity at 20 ° C. (mPa ⁇ s) ⁇ 1 rotational viscosity at 20 ° C. (mPa ⁇ s) K 33 : Elastic constant at 20 ° C.
- VHR VHR before UV irradiation
- VHR VHR after UV irradiation
- the cell thickness is 3.5 ⁇ m
- the alignment film is a test cell of JALS2096
- Vsel is 5 V
- Vnsel is 1 V
- the measurement temperature is 20 ° C.
- DTS301 of AUTRONIC-MELCHERS is used.
- VHR was measured using VHR-1 (Toyo Technica) at 1V, 60Hz, 60 ° C.
- polymerizable compounds As representative examples of polymerizable compounds, (Pb-1), (Pb-3), (Pa-31), (Pd-29) and (Pd-37) were used.
- the present invention is not limited to these polymerizable compounds.
- LC-A (Comparative Example 1, Examples 1-1 to 1-4)
- LC-A1 (Example 1-1), LC-A2 (Example 1-2), LC-A3 (Example 1-3) and LC-A4 (Example 1 4) was prepared.
- the composition of the liquid crystal composition and its physical property values are shown in Table 1.
- LC-A1, LC-A2, LC-A3 and LC-A4 which are liquid crystal compositions of the present invention, have sufficiently small ⁇ 1 and large K 33 , ⁇ 1 / K 33 which is an index of response speed is compared. In particular, small values were shown in comparison with LC-A as an example. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-A, LC-A1, LC-A2, LC-A3, and LC-A4 were vacuum-injected into a test cell, and then VHR before and after the UV irradiation was measured.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- T ni nematic phase-isotropic liquid phase transition temperature
- ⁇ n refractive index anisotropy
- ⁇ 1 dielectric anisotropy
- ⁇ 1 rotational viscosity
- K 33 elastic constant
- LC-B1, LC-B2 and LC-B3 is a liquid crystal composition of the present invention is gamma 1 is sufficiently small, because K 33 is large, gamma 1 / K 33 is indicative of the response speed is a comparative example LC Notably, it showed a small value compared to -B. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-B, LC-B1, LC-B2, and LC-B3 were vacuum-injected into a test cell, and then VHR before and after the UV irradiation was measured.
- LC-B1, LC-B2, and LC-B3 of the liquid crystal compositions of the present invention have VHR after UV irradiation that is comparable to LC-B as a comparative example, and the liquid crystal material has improved response speed. It was confirmed that the UV resistance was not impaired.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- T ni nematic phase-isotropic liquid phase transition temperature
- ⁇ n refractive index anisotropy
- ⁇ 1 dielectric anisotropy
- ⁇ 1 rotational viscosity
- K 33 elastic constant
- LC-C1, LC-C2, LC-C3, and LC-C4, which are liquid crystal compositions of the present invention, have a sufficiently small ⁇ 1 and a large K 33 , so that ⁇ 1 / K 33 that is an index of response speed is compared.
- small values were shown in comparison with LC-C as an example. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-C, LC-C1, LC-C2, LC-C3 and LC-C4 were vacuum-injected into a test cell, and then VHR before and after UV irradiation was measured.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- T ni nematic phase-isotropic liquid phase transition temperature
- ⁇ n refractive index anisotropy
- ⁇ 1 dielectric anisotropy
- ⁇ 1 rotational viscosity
- K 33 elastic constant
- LC-D1, LC-D2, LC-D3 and LC-D4 which are liquid crystal compositions of the present invention, have sufficiently small ⁇ 1 and large K 33 , ⁇ 1 / K 33 which is an index of response speed is compared. In particular, small values were shown in comparison with LC-D as an example. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-D, LC-D1, LC-D2, LC-D3, and LC-D4 were vacuum-injected into the test cell, and then the VHR before and after the UV irradiation was measured.
- the VHR after UV irradiation of LC-D1, LC-D2, LC-D3 and LC-D4, which are the liquid crystal compositions of the present invention, is the same as or improved with respect to LC-D which is a comparative example, and the response speed is improved. In spite of the improvement, it was confirmed that the UV resistance of the liquid crystal material was not impaired.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- T ni refractive index anisotropy
- ⁇ 1 dielectric anisotropy
- K 33 rotational viscosity
- UV resistance a liquid crystal display element such as a VA type using the same has excellent display quality.
- LC-E1, LC-E2, LC-E3, and LC-E4 which are liquid crystal compositions of the present invention, have a sufficiently small ⁇ 1 and a large K 33 , so that ⁇ 1 / K 33 that is an index of response speed is compared.
- small values were shown in comparison with LC-E as an example. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-E, LC-E1, LC-E2, LC-E3 and LC-E4 were vacuum-injected into a test cell, and then VHR before and after the UV irradiation was measured.
- the VHR after UV irradiation of LC-E1, LC-E2, LC-E3, and LC-E4, which are the liquid crystal compositions of the present invention, is the same as or improved with the LC-E that is a comparative example, and the response speed is improved. In spite of the improvement, it was confirmed that the UV resistance of the liquid crystal material was not impaired.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- Example 6-1 MLC-A2 (Example 6-1), MLC-A4 (Example 6-2), MLC-B3 (Example 6-3), MLC-C1 (Example 6-4), MLC-D3 (Example) 6-5), MLC-E2 (Example 6-6), MLC-E3 (Example 6-7) and MLC-E4 (Example 6-8) were prepared.
- the composition of the liquid crystal composition was as shown in Table 6-1 and Table 6-2.
- liquid crystal compositions of the present invention are suitable at 85 to 88 ° in the test cell. It was confirmed that a liquid crystal display element such as a PSVA type or a PSA type using the same pretilt angle was excellent in display quality.
- Example 7-7 MLC-E11 (Example 7-1), MLC-E12 (Example 7-2), MLC-E13 (Example 7-3), MLC-E14 (Example 7-4), MLC-E15 (Example) 7-5), MLC-E16 (Example 7-6) and MLC-E17 (Example 7-7) were prepared.
- the constitution of the liquid crystal composition was as shown in Table 7-1 and Table 7-2.
- MLC-E11 (Example 7-1), MLC-E12 (Example 7-2), MLC-E13 (Example 7-3), MLC-E14 (Example 7-4) which are liquid crystal compositions of the present invention
- MLC-E15 (Examples 7-5)
- MLC-E16 (Examples 7-6)
- MLC-E17 (Examples 7-7) provided appropriate pretilt angles of 85-88 ° in the test cell. It has been confirmed that liquid crystal display elements such as PSVA and PSA type using the same have excellent display quality.
- LC-F1 and LC-G1 which are liquid crystal compositions of the present invention have sufficiently small ⁇ 1 and large K 33
- ⁇ 1 / K 33 which is an index of response speed is a comparative example LC-F and LC Specially small value compared to -G. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-F, LC-F1, LC-G and LC-G1 were vacuum-injected into a test cell, and then VHR before and after UV irradiation was measured.
- the VHR after UV-irradiation of LC-F1 and LC-G1 UV which are liquid crystal compositions of the present invention, is the same or improved as LC-F and LC-G of comparative examples, and the response speed is improved. It was confirmed that the UV resistance of the liquid crystal material was not impaired.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- LC-H1, LC-H2 and LC-I1 is a liquid crystal composition of the present invention is gamma 1 is sufficiently small, because K 33 is large, gamma 1 / K 33 is indicative of the response speed is a comparative example LC Remarkably small values were shown in comparison with -H and LC-I. Even when the response speed was measured, the response speed was improved at a similar ratio.
- the prepared LC-H, LC-H1, LC-H2, LC-I and LC-I1 were vacuum-injected into a test cell, and then VHR before and after the UV irradiation was measured.
- VHR after UV-irradiation of LC-H1 and LC-I1 which are liquid crystal compositions of the present invention is similar to or improved as compared with LC-H and LC-I which are comparative examples, and the response speed is improved It was confirmed that the UV resistance of the liquid crystal material was not impaired.
- the liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ), refractive index anisotropy ( ⁇ n), dielectric anisotropy ( ⁇ ), rotational viscosity ( ⁇ 1 ), elastic constant (K 33 ) and UV resistance were sufficiently excellent, and it was confirmed that a liquid crystal display element such as a VA type using the same has excellent display quality.
- T ni nematic phase-isotropic liquid phase transition temperature
- ⁇ n refractive index anisotropy
- ⁇ 1 dielectric anisotropy
- ⁇ 1 rotational viscosity
- K 33 elastic constant
- MLC-F1, MLC-G1, MLC-H1, MLC-H2 and MLC-I1 which are liquid crystal compositions of the present invention, were given a suitable pretilt angle of 85 to 88 ° in a test cell, and PSVA using the same It has been confirmed that liquid crystal display elements such as the PSA type have excellent display quality.
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)
- Liquid Crystal Substances (AREA)
- Liquid Crystal (AREA)
Abstract
Description
Ma1及びMa2はそれぞれ独立して
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、
Za1及びZa2はそれぞれ独立して単結合又は-CH2CH2-を表すが、Za1及びZa2がともに単結合を表すことはない。)
で表される化合物を1種又は2種以上含有する液晶組成物及び当該液晶組成物を用いた液晶表示素子を提供する。
Xa3及びXa4は水素原子であることが好ましく、Xa1~Xa4は水素原子であることがより好ましい。
で表される化合物を1種又は2種以上含有することが好ましい。
本発明の液晶組成物は、一般式(a)で表される化合物を1種又は2種以上含有するが、2種から10種含有することが好ましい。
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、ZLC31、ZLC32、ZLC41、ZLC42、ZLC51及びZLC52はそれぞれ独立して単結合、-CH=CH-、-C≡C-、-CH2CH2-、-(CH2)4-、-COO-、-OCO-、-OCH2-、-CH2O-、-OCF2-又は-CF2O-を表し、Z5は-CH2-又は酸素原子を表し、XLC41は水素原子又はフッ素原子を表し、mLC31、mLC32、mLC41、mLC42、mLC51及びmLC52はそれぞれ独立して0~3の整数を表し、mLC31+mLC32、mLC41+mLC42及びmLC51+mLC52は1、2又は3であるが、ALC31及びZLC31が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC32及びZLC32が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC41及びZLC41が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC42及びZLC42が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC51及びZLC51が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC52及びZLC52が複数存在する場合はそれらは同一であっても異なっていてもよい。ただし、一般式(LC3)~一般式(LC5)において、一般式(a)で表される化合物は除き、また、一般式(LC4)及び一般式(LC5)において一般式(LC3)で表される化合物は除き、更に一般式(LC5)において一般式(LC4)で表される化合物は除く。)
一般式(LC3)、(LC4)及び(LC5)で表される化合物は、Δεが負でその絶対値が3よりも大きな化合物であることが好ましい。
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられても良い。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、Zi1及びZi2はそれぞれ独立して単結合、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-CH2CH2-又は-CF2CF2-を表すが、Zi1の少なくとも1つは-OCH2-、-CH2O-、-OCF2-、-CF2O-、-CH2CH2-又は-CF2CF2-を表わし、mi1は1~3の整数を表し、mi2は0~3の整数を表し、mi1+mi2は1、2又は3であり、Ai1及びZi1が複数存在する場合は、それらは同一であっても異なっていてもよく、Ai2及びZi2が複数存在する場合は、それらは同一であっても異なっていてもよい。)
一般式(i)で表される化合物は、誘電率異方性(Δε)が負でその絶対値が3よりも大きな化合物であることが好ましい。
一般式(i-1)で表される化合物は、一般式(i-1A)、一般式(i-1B)又は一般式(i-1C)で表される化合物であることが好ましい。
一般式(i-1A)で表される化合物としては、下記一般式(i-1A-1)~一般式(i-1A-4)で表される化合物が好ましい。
一般式(i-1B)で表される化合物としては、下記一般式(i-1B-1)~一般式(i-1B-6)で表される化合物であることが好ましい。
一般式(i-1C)で表される化合物としては、下記一般式(i-1C-1)~一般式(i-1C-4)で表される化合物であることが好ましく、一般式(i-1C-1)、及び一般式(i-1C-2)で表される化合物であることがより好ましい。
本発明の液晶組成物は、一般式(i)で表される化合物を1種又は2種以上含有することが好ましいが、一般式(i-1A)、一般式(i-1B)又は一般式(i-1C)で表される化合物群から選ばれる化合物を1種又は2種以上を含有してもよいし、一般式(i-1A)、一般式(i-1B)又は一般式(i-1C)で表される化合物をそれぞれ1種以上含有してもよい。一般式(i-1A)及び一般式(i-1B)で表される化合物を1種又は2種以上含有することが好ましく、2種から10種含有することがより好ましい。
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、mii1は1~3の整数を表し、mii2は0~3の整数を表し、mii1+mii2は1、2又は3であり、Aii1及びAii2が複数存在する場合は、それらは同一であっても異なっていてもよい。)
mii1は1又は2を表し、mi2は0又は1を表し、mi1+mi2は1又は2であることが好ましい。
一般式(II-2)で表される化合物は、一般式(II-2A)又は一般式(II-2B)で表される化合物であることが好ましい。
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、Rii1及びRii2は一般式(ii)におけるRii1及びRii2と同じ意味を表す。)
一般式(II-2A)で表される化合物としては、下記一般式(II-2A-1)及び一般式(II-2A-2)で表される化合物が好ましい。
一般式(II-2B)で表される化合物としては、下記一般式(II-2B-1)~一般式(II-2B-3)で表される化合物であることが好ましい。
本発明の液晶組成物は、一般式(ii)で表される化合物を1種又は2種以上含有することが好ましいが、一般式(II-2A)及び一般式(II-2B)で表される化合物群から選ばれる化合物を1種又は2種以上を含有してもよいし、一般式(II-2A)及び一般式(II-2B)で表される化合物をそれぞれ1種以上含有してもよい。一般式(II-2A)及び一般式(II-2B)で表される化合物を2種から10種含有することが好ましい。
一般式(LC3-b)としては、下記一般式(LC3-b1)~一般式(LC3-b10)を表すことが好ましい。
RLC33及びRLC34の組み合わせは特に限定されないが、両方がアルキル基を表すもの、両方がアルケニル基を表すもの、いずれか一方がアルキル基を表し、他方がアルケニル基を表すもの、いずれか一方がアルキル基をあらわし、他方がアルコキシを表すもの、及びいずれか一方がアルキル基をあらわし、他方がアルケニルオキシ基を表すものであることが好ましく、両方がアルキル基を表すもの、及び両方がアルケニル基を表すものであることがより好ましい。
一般式(LC4)としては下記一般式(LC4-a)から一般式(LC4-d)
を表すことが好ましく、下記一般式(LC4-a1)から一般式(LC4-d1)
を表すことが好ましい。
を表すことが好ましく、下記一般式(LC5-a1)から一般式(LC5-c3)
を表すことが好ましい。
nL1は0、1、2又は3を表し、
AL1、AL2及びAL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、
ZL1及びZL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
AL2及びZL3が複数存在する場合は、それらは同一であっても異なっていてもよい。ただし、一般式(L)において、一般式(a)、一般式(LC3)、一般式(LC4)及び一般式(LC5)で表される化合物は除く。)
一般式(L)で表される化合物は単独で用いてもよいが、組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類である。あるいは本発明の別の実施形態では2種類であり、3種類であり、4種類であり、5種類であり、6種類であり、7種類であり、8種類であり、9種類であり、10種類以上である。
RL11及びRL12は、直鎖状の炭素原子数1~10のアルキル基、直鎖状の炭素原子数1~9のアルコキシ基及び直鎖状の炭素原子数2~10のアルケニル基が好ましく、直鎖状の炭素原子数1~8のアルキル基、直鎖状の炭素原子数1~7のアルコキシ基及び直鎖状の炭素原子数2~8のアルケニル基が好ましく、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
一般式(L-1-1)で表される化合物は、式(L-1-1.1)から式(L-1-1.3)で表される化合物群から選ばれる化合物であることが好ましく、式(L-1-1.2)又は式(L-1-1.3)で表される化合物であることが好ましく、特に、式(L-1-1.3)で表される化合物であることが好ましい。
本発明の組成物の総量に対しての式(L-1-2)で表される化合物の好ましい含有量の下限値は、1%であり、5%であり、10%であり、15%であり、17%であり、20%であり、23%であり、25%であり、27%であり、30%であり、35%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、60%であり、55%であり、50%であり、45%であり、42%であり、40%であり、38%であり、35%であり、33%であり、30%である。
RL13及びRL14は、直鎖状の炭素原子数1~5のアルキル基及び直鎖状の炭素原子数1~4のアルコキシ基が好ましい。
さらに、一般式(L-1-3)で表される化合物は、式(L-1-3.1)から式(L-1-3.12)で表される化合物群から選ばれる化合物であることが好ましく、式(L-1-3.1)、式(L-1-3.3)又は式(L-1-3.4)で表される化合物であることが好ましい。特に、式(L-1-3.1)で表される化合物は本発明の組成物の応答速度を特に改善するため好ましい。また、応答速度よりも高いTniを求めるときは、式(L-1-3.3)、式(L-1-3.4)、式(L-1-3.11)及び式(L-1-3.12)で表される化合物を用いることが好ましい。式(L-1-3.3)、式(L-1-3.4)、式(L-1-3.11)及び式(L-1-3.12)で表される化合物の合計の含有量は、低温での溶解度をよくするために20%以上にすることは好ましくない。
RL15及びRL16は、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
RL21は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL22は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
RL31及びRL32はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
RL41は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL42は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。)
一般式(L-4)で表される化合物は単独で使用することもできるが、2以上の化合物を組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。
RL51は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL52は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
一般式(L-5)で表される化合物は、式(L-5.1)又は式(L-5.2)で表される化合物であることが好ましく、特に、式(L-5.1)で表される化合物であることが好ましい。
RL61及びRL62はそれぞれ独立して炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、XL61及びXL62のうち一方がフッ素原子他方が水素原子であることが好ましい。
式中、RL71及びRL72はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましく、AL71及びAL72はそれぞれ独立して1,4-シクロヘキシレン基又は1,4-フェニレン基が好ましく、AL71及びAL72上の水素原子はそれぞれ独立してフッ素原子によって置換されていてもよく、QL71は単結合又はCOO-が好ましく、単結合が好ましく、XL71及びXL72は水素原子が好ましい。
Rp1及びRp2はそれぞれ独立して以下の式(R-I)から式(R-IX):
Spp1及びSpp2はスペーサー基を表し、
Lp1及びLp2はそれぞれ独立して、単結合、-O-、-S-、-CH2-、-OCH2-、-CH2O-、-CO-、-C2H4-、-COO-、-OCO-、-OCOOCH2-、-CH2OCOO-、-OCH2CH2O-、-CO-NRa-、-NRa-CO-、-SCH2-、-CH2S-、-CH=CRa-COO-、-CH=CRa-OCO-、-COO-CRa=CH-、-OCO-CRa=CH-、-COO-CRa=CH-COO-、-COO-CRa=CH-OCO-、-OCO-CRa=CH-COO-、-OCO-CRa=CH-OCO-、-(CH2)z-C(=O)-O-、-(CH2)z-O-(C=O)-、-O-(C=O)-(CH2)z-、-(C=O)-O-(CH2)z-、-CH=CH-、-CF=CF-、-CF=CH-、-CH=CF-、-CF2-、-CF2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-CF2CF2-又は-C≡C-(式中、Raはそれぞれ独立して水素原子又は炭素原子数1~4のアルキル基を表し、前記式中、zは1~4の整数を表す。)を表し、
Mp2は、1,4-フェニレン基、1,4-シクロヘキシレン基、アントラセン-2,6-ジイル基、フェナントレン-2,7-ジイル基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ナフタレン-2,6-ジイル基、インダン-2,5-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又は1,3-ジオキサン-2,5-ジイル基を表すが、Mp2は無置換であるか又は炭素原子数1~12のアルキル基、炭素原子数1~12のハロゲン化アルキル基、炭素原子数1~12のアルコキシ基、炭素原子数1~12のハロゲン化アルコキシ基、ハロゲン原子、シアノ基、ニトロ基又は-Rp1で置換されていてもよく、
Mp1は以下の式(i-11)~(ix-11):
Mp3は以下の式(i-13)~(ix-13):
mp2~mp4はそれぞれ独立して、0、1、2又は3を表し、mp1及びmp5はそれぞれ独立して1、2又は3を表すが、Zp1が複数存在する場合にはそれらは同一であっても異なっていてもよく、Rp1が複数存在する場合にはそれらは同一であっても異なっていてもよく、Rp2が複数存在する場合にはそれらは同一であっても異なっていてもよく、Spp1が複数存在する場合にはそれらは同一であっても異なっていてもよく、Spp2が複数存在する場合にはそれらは同一であっても異なっていてもよく、Lp1が複数存在する場合にはそれらは同一であっても異なっていてもよく、Mp2が複数存在する場合にはそれらは同一であっても異なっていてもよい。)で表される化合物で表されることが好ましい。また、当該重合性モノマーは1種又は2種以上含有することが好ましい。
環Aおよび環Bはそれぞれ独立して、1,4-フェニレン基、1,4-シクロヘキシレン基、アントラセン-2,6-ジイル基、フェナントレン-2,7-ジイル基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ナフタレン-2,6-ジイル基、インダン-2,5-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又は1,3-ジオキサン-2,5-ジイル基を表すが、無置換であるか又は炭素原子数1~12のアルキル基、炭素原子数1~12のハロゲン化アルキル基、炭素原子数1~12のアルコキシ基、炭素原子数1~12のハロゲン化アルコキシ基、ハロゲン原子、シアノ基、ニトロ基又は-Rp1で置換されていていることが好ましく、
環Cは以下の式(c-i)~(c-ix):
Spp1及びSpp4はスペーサー基を表し、Xp1~Xp4は、それぞれ独立して、水素原子またはハロゲン原子を表すことが好ましく、
Lp4、Lp5およびLp6はそれぞれ独立して、単結合、-OCH2-、-CH2O-、-CO-、-C2H4-、-COO-、-OCO-、-COOC2H4-、-OCOC2H4-、-C2H4OCO-、-C2H4COO-、-CH=CH-、-CF2-、-CF2O-、-(CH2)z-C(=O)-O-、-(CH2)z-O-(C=O)-、-O-(C=O)-(CH2)z-、-(C=O)-O-(CH2)z-、-O-(CH2)z-O-、-OCF2-、-CH=CHCOO-、-COOCH=CH-、-OCOCH=CH-又は-C≡C-であることが好ましく、前記式中のzは、1~4の整数であることが好ましい。
本発明に係る一般式(P-d)で表される化合物の好ましい例として、下記式(P-d-1)~式(P-d-37)で表される重合性化合物が挙げられる。
実施例において化合物の記載について以下の略号を用いる。なお、nは自然数を表す。
(側鎖)
-n -CnH2n+1 炭素原子数nの直鎖状のアルキル基
n- CnH2n+1- 炭素原子数nの直鎖状のアルキル基
-On -OCnH2n+1 炭素原子数nの直鎖状のアルコキシル基
nO- CnH2n+1O- 炭素原子数nの直鎖状のアルコキシル基
-V -CH=CH2
V- CH2=CH-
-V1 -CH=CH-CH3
1V- CH3-CH=CH-
-2V -CH2-CH2-CH=CH3
V2- CH3=CH-CH2-CH2-
-2V1 -CH2-CH2-CH=CH-CH3
1V2- CH3-CH=CH-CH2-CH2
(連結基)
-n- -CnH2n-
-nO- -CnH2n-O-
-On- -O-CnH2n-
-COO- -C(=O)-O-
-OCO- -O-C(=O)-
-CF2O- -CF2-O-
-OCF2- -O-CF2-
(環構造)
Tcn :固体相-ネマチック相転移温度(℃)
Δn :20℃における屈折率異方性
Δε :20℃における誘電率異方性
η :20℃における粘度(mPa・s)
γ1 :20℃における回転粘度(mPa・s)
K33 :20℃における弾性定数K33(pN)
初期電圧保持率(VHR):UVを照射する前のVHR(%)
UV照射後電圧保持率(VHR):UVを照射した後のVHR(%)
テストセルにプレチルト角形成させる場合は、テストセルに10V、100Hz、矩形波電圧を印加しながら、UVを60J(365nm)照射した。UV光源としてUSHIO社のマルチライトを使用した。
LC-A(比較例1)、LC-A1(実施例1-1)、LC-A2(実施例1-2)、LC-A3(実施例1-3)およびLC-A4(実施例1-4)を調製した。液晶組成物の構成とその物性値は表1のとおりであった。
次に、調製したLC-A、LC-A1、LC-A2、LC-A3およびLC-A4をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-A1、LC-A2、LC-A3およびLC-A4のUV照射後のVHRは比較例1であるLC-Aと同程度であり、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
(比較例2、実施例2-1~2-3)
LC-B(比較例2)、LC-B1(実施例2-1)、LC-B2(実施例2-2)およびLC-B3(実施例2-3)を調製した。液晶組成物の構成とその物性値は表2のとおりであった。
次に、調製したLC-B、LC-B1、LC-B2およびLC-B3をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-B1、LC-B2およびLC-B3のUV照射後のVHRは比較例であるLC-Bと同程度であり、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
(比較例3、実施例3-1~3-4)
LC-C(比較例3)、LC-C1(実施例3-1)、LC-C2(実施例3-2)、LC-C3(実施例3-3)およびLC-C4(実施例3-4)を調製した。液晶組成物の構成とその物性値は表3のとおりであった。
次に、調製したLC-C、LC-C1、LC-C2、LC-C3およびLC-C4をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-C1、LC-C2、LC-C3およびLC-C4のUV照射後のVHRは比較例であるLC-Cと同程度かまたは改善しており、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
(比較例4、実施例4-1~4-4)
LC-D(比較例4)、LC-D1(実施例4-1)、LC-D2(実施例4-2)、LC-D3(実施例4-3)およびLC-D4(実施例4-4)を調製した。液晶組成物の構成とその物性値は表4のとおりであった。
次に、調製したLC-D、LC-D1、LC-D2、LC-D3およびLC-D4をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-D1、LC-D2、LC-D3およびLC-D4のUV照射後のVHRは比較例であるLC-Dと同程度かまたは改善しており、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
(比較例5、実施例5-1~5-4)
LC-E(比較例5)、LC-E1(実施例5-1)、LC-E2(実施例5-2)、LC-E3(実施例5-3)およびLC-E4(実施例5-4)を調製した。液晶組成物の構成とその物性値は表5のとおりであった。
次に、調製したLC-E、LC-E1、LC-E2、LC-E3およびLC-E4をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-E1、LC-E2、LC-E3およびLC-E4のUV照射後のVHRは比較例であるLC-Eと同程度かまたは改善しており、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
(実施例6-1~6-8)
MLC-A2(実施例6-1)、MLC-A4(実施例6-2)、MLC-B3(実施例6-3)、MLC-C1(実施例6-4)、MLC-D3(実施例6-5)、MLC-E2(実施例6-6)、MLC-E3(実施例6-7)およびMLC-E4(実施例6-8)を調製した。液晶組成物の構成は表6-1および表6-2のとおりであった。
(実施例7-1~7-7)
MLC-E11(実施例7-1)、MLC-E12(実施例7-2)、MLC-E13(実施例7-3)、MLC-E14(実施例7-4)、MLC-E15(実施例7-5)、MLC-E16(実施例7-6)およびMLC-E17(実施例7-7)を調製した。液晶組成物の構成は表7-1および表7-2のとおりであった。
(比較例6、7、実施例8、9)
LC-F(比較例6)、LC-F1(実施例8)、LC-G(比較例7)およびLC-G1(実施例9)を調製した。液晶組成物の構成とその物性値は表5のとおりであった。
次に、調製したLC-F、LC-F1、LC-GおよびLC-G1をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-F1およびLC-G1UV照射後のVHRは比較例であるLC-FおよびLC-Gと同程度かまたは改善しており、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。 以上のことから、本発明の液晶組成物は、ネマチック相-等方性液体相転移温度(Tni)、屈折率異方性(Δn)、誘電率異方性(Δε)、回転粘度(γ1)、弾性定数(K33)および耐UV性が充分に優れており、これを用いたVA型等の液晶表示素子は表示品位の優れたものであることが確認された。(比較例8、9、実施例10、11)
LC-H(比較例8)、LC-H1(実施例10-1)、LC-H2(実施例10-2)、LC-I(比較例9)およびLC-I1(実施例11)を調製した。液晶組成物の構成とその物性値は表11のとおりであった。
次に、調製したLC-H、LC-H1、LC-H2、LC-IおよびLC-I1をテストセルに真空注入したのち、そのUV照射前後のVHRを測定した。本発明の液晶組成物であるLC-H1およびLC-I1UV照射後のVHRは比較例であるLC-HおよびLC-Iと同程度かまたは改善しており、応答速度を改善したにもかかわらず液晶材料の耐UV性を損なっていないことが確かめられた。
MLC-F1(実施例12-1)、MLC-G1(実施例12-2)、MLC-H1(実施例12-3)、MLC-H2(実施例12-4)およびMLC-I1(実施例12-5)を調製した。液晶組成物の構成は表12のとおりであった。
Claims (11)
- 一般式(a)
Ma1及びMa2はそれぞれ独立して
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、
Za1及びZa2はそれぞれ独立して単結合又は-CH2CH2-を表すが、Za1及びZa2がともに単結合を表すことはない。)
で表される化合物を1種又は2種以上含有する液晶組成物。 - 更に、一般式(LC3)、一般式(LC4)及び一般式(LC5)
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、ZLC31、ZLC32、ZLC41、ZLC42、ZLC51及びZLC52はそれぞれ独立して単結合、-CH=CH-、-C≡C-、-CH2CH2-、-(CH2)4-、-COO-、-OCO-、-OCH2-、-CH2O-、-OCF2-又は-CF2O-を表し、Z5は-CH2-又は酸素原子を表し、XLC41は水素原子又はフッ素原子を表し、mLC31、mLC32、mLC41、mLC42、mLC51及びmLC52はそれぞれ独立して0~3の整数を表し、mLC31+mLC32、mLC41+mLC42及びmLC51+mLC52は1、2又は3であるが、ALC31及びZLC31が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC32及びZLC32が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC41及びZLC41が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC42及びZLC42が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC51及びZLC51が複数存在する場合はそれらは同一であっても異なっていてもよく、ALC52及びZLC52が複数存在する場合はそれらは同一であっても異なっていてもよい。ただし、一般式(LC3)~一般式(LC5)において、一般式(a)で表される化合物は除き、また、一般式(LC4)及び一般式(LC5)において一般式(LC3)で表される化合物は除き、更に一般式(LC5)において一般式(LC4)で表される化合物は除く。) - 一般式(LC3)で表される化合物として、一般式(i)
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、Zi1及びZi2はそれぞれ独立して単結合、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-CH2CH2-又は-CF2CF2-を表すが、Zi1の少なくとも1つは-OCH2-、-CH2O-、-OCF2-、-CF2O-、-CH2CH2-又は-CF2CF2-を表わし、mi1は1~3の整数を表し、mi2は0~3の整数を表し、mi1+mi2は1、2又は3であり、Ai1及びZi1が複数存在する場合は、それらは同一であっても異なっていてもよく、Ai2及びZi2が複数存在する場合は、それらは同一であっても異なっていてもよい。)
で表される化合物を1種又は2種以上含有する請求項2記載の液晶組成物。 - 一般式(LC3)で表される化合物として、一般式(ii)
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、mii1は1~3の整数を表し、mii2は0~3の整数を表し、mii1+mii2は1、2又は3であり、Aii1及びAii2が複数存在する場合は、それらは同一であっても異なっていてもよい。)
で表される化合物を1種又は2種以上含有する請求項2又は3のいずれか1項に記載の液晶組成物。 - 更に、一般式(L)
nL1は0、1、2又は3を表し、
AL1、AL2及びAL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)及び
(c) ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていてもよく、
ZL1及びZL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
AL2及びZL3が複数存在する場合は、それらは同一であっても異なっていてもよい。ただし、一般式(L)において、一般式(a)、一般式(LC3)、一般式(LC4)及び一般式(LC5)で表される化合物は除く。)
で表される化合物を1種又は2種以上含有する請求項1~4のいずれか1項に記載の液晶組成物。 - 一般式(a)で表される化合物として、Ma2は無置換の1,4-フェニレン基又は無置換のナフタレン-2,6-ジイル基を表す化合物を1種又は2種以上含有する請求項1~6のいずれか一項記載の液晶組成物。
- 一般式(a)の含有量が液晶組成物において0.5質量%から35質量%である請求項1から7のいずれか1項に液晶組成物。
- 一般式(i)の含有量が液晶組成物において1質量%から25質量%である請求項3から8のいずれか1項に液晶組成物。
- 重合性化合物を1種又は2種以上含有する請求項1から9のいずれか1項に記載の液晶組成物。
- 請求項1から10のいずれか1項に記載の液晶組成物を用いた液晶表示素子。
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2015557107A JP5950061B2 (ja) | 2014-07-25 | 2015-07-14 | 液晶組成物及びそれを使用した液晶表示素子 |
EP15824361.8A EP3173457B1 (en) | 2014-07-25 | 2015-07-14 | Liquid-crystal composition and liquid-crystal display element obtained using same |
CN201580024086.4A CN106459766B (zh) | 2014-07-25 | 2015-07-14 | 液晶组合物及使用其的液晶显示元件 |
KR1020167034002A KR101786775B1 (ko) | 2014-07-25 | 2015-07-14 | 액정 조성물 및 그것을 사용한 액정 표시 소자 |
US15/328,695 US20170218271A1 (en) | 2014-07-25 | 2015-07-14 | Liquid crystal composition and liquid crystal display device using the same |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2014151814 | 2014-07-25 | ||
JP2014-151814 | 2014-07-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2016013449A1 true WO2016013449A1 (ja) | 2016-01-28 |
Family
ID=55162976
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2015/070132 WO2016013449A1 (ja) | 2014-07-25 | 2015-07-14 | 液晶組成物及びそれを使用した液晶表示素子 |
Country Status (7)
Country | Link |
---|---|
US (1) | US20170218271A1 (ja) |
EP (1) | EP3173457B1 (ja) |
JP (2) | JP5950061B2 (ja) |
KR (1) | KR101786775B1 (ja) |
CN (1) | CN106459766B (ja) |
TW (1) | TWI668296B (ja) |
WO (1) | WO2016013449A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017137240A (ja) * | 2016-02-01 | 2017-08-10 | Jnc株式会社 | 液晶性化合物、液晶組成物および液晶表示素子 |
JP2021098814A (ja) * | 2019-12-23 | 2021-07-01 | Dic株式会社 | 液晶組成物及び液晶表示素子 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10113115B2 (en) * | 2014-09-05 | 2018-10-30 | DIC Corporation (Tokyo) | Nematic liquid crystal composition and liquid crystal display device using the same |
CN115433589B (zh) * | 2017-09-30 | 2024-09-03 | 石家庄诚志永华显示材料有限公司 | 液晶组合物 |
CN110484281B (zh) * | 2019-07-31 | 2021-04-20 | 北京八亿时空液晶科技股份有限公司 | 一种负性液晶组合物及其应用 |
JP2021102753A (ja) * | 2019-12-24 | 2021-07-15 | Dic株式会社 | 重合性化合物含有液晶組成物及び液晶表示素子 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999021816A1 (fr) * | 1997-10-24 | 1999-05-06 | Chisso Corporation | Nouveaux composes a cristaux liquides presentant une grande valeur negative d'anisotropie de permittivite, composition a cristaux liquides et element d'affichage a cristaux liquides |
WO1999052871A1 (fr) * | 1998-04-10 | 1999-10-21 | Chisso Corporation | Compose cristallin liquide comprenant un noyau piperidine, composition de cristal liquide et element d'affichage a cristaux liquides |
JP2000053602A (ja) * | 1998-06-02 | 2000-02-22 | Chisso Corp | Δεが負の値を有するアルケニル化合物、液晶組成物および液晶表示素子 |
JP2000256307A (ja) * | 1999-03-09 | 2000-09-19 | Chisso Corp | 誘電率異方性が負の値を有するチオエーテル化合物、液晶組成物および液晶表示素子 |
JP2001031685A (ja) * | 1999-07-15 | 2001-02-06 | Chisso Corp | シリコン化合物、液晶組成物および液晶表示素子 |
JP2001139511A (ja) * | 1999-08-31 | 2001-05-22 | Chisso Corp | 負の誘電率異方性を有する2,3−ジフルオロフェニル誘導体、液晶組成物および液晶表示素子 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3807861A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | 2,3-difluorbiphenyle |
US5279764A (en) | 1988-03-10 | 1994-01-18 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Dihalogenobenzene derivatives |
DE69728561D1 (de) * | 1996-11-28 | 2004-05-13 | Chisso Corp | Negative permittivitätsanisotropie aufweisende flüssigkristallverbindungen, flüssigkristallzusammensetzungen und flüssigkristallanzeigen |
DE10216197B4 (de) * | 2002-04-12 | 2013-02-07 | Merck Patent Gmbh | Flüssigkristallmedium und und seine Verwendung in einer elektrooptischen Anzeige |
KR101468828B1 (ko) * | 2005-08-09 | 2014-12-03 | 메르크 파텐트 게엠베하 | 액정 매질 |
US8114310B2 (en) * | 2007-10-22 | 2012-02-14 | Merck Patent Gmbh | Liquid-crystal display |
CN101980996B (zh) * | 2008-04-09 | 2013-06-26 | Jnc株式会社 | 含有侧向氟的3环液晶性化合物、液晶组成物及液晶显示元件 |
WO2010024142A1 (ja) * | 2008-08-28 | 2010-03-04 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
CN101519594B (zh) * | 2009-04-01 | 2012-10-03 | 晶宝液晶有限公司 | 液晶混合物和含所述液晶混合物的液晶显示器件 |
CN104136575A (zh) * | 2011-12-21 | 2014-11-05 | Dic株式会社 | 向列型液晶组合物和使用该液晶组合物的液晶显示元件 |
JPWO2013183683A1 (ja) * | 2012-06-06 | 2016-02-01 | Dic株式会社 | 液晶組成物 |
JP6143088B2 (ja) * | 2013-06-18 | 2017-06-07 | Dic株式会社 | 液晶表示装置 |
-
2015
- 2015-07-14 JP JP2015557107A patent/JP5950061B2/ja active Active
- 2015-07-14 KR KR1020167034002A patent/KR101786775B1/ko active IP Right Grant
- 2015-07-14 CN CN201580024086.4A patent/CN106459766B/zh active Active
- 2015-07-14 EP EP15824361.8A patent/EP3173457B1/en active Active
- 2015-07-14 US US15/328,695 patent/US20170218271A1/en not_active Abandoned
- 2015-07-14 WO PCT/JP2015/070132 patent/WO2016013449A1/ja active Application Filing
- 2015-07-23 TW TW104123906A patent/TWI668296B/zh active
-
2016
- 2016-03-18 JP JP2016055404A patent/JP2016164267A/ja active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999021816A1 (fr) * | 1997-10-24 | 1999-05-06 | Chisso Corporation | Nouveaux composes a cristaux liquides presentant une grande valeur negative d'anisotropie de permittivite, composition a cristaux liquides et element d'affichage a cristaux liquides |
WO1999052871A1 (fr) * | 1998-04-10 | 1999-10-21 | Chisso Corporation | Compose cristallin liquide comprenant un noyau piperidine, composition de cristal liquide et element d'affichage a cristaux liquides |
JP2000053602A (ja) * | 1998-06-02 | 2000-02-22 | Chisso Corp | Δεが負の値を有するアルケニル化合物、液晶組成物および液晶表示素子 |
JP2000256307A (ja) * | 1999-03-09 | 2000-09-19 | Chisso Corp | 誘電率異方性が負の値を有するチオエーテル化合物、液晶組成物および液晶表示素子 |
JP2001031685A (ja) * | 1999-07-15 | 2001-02-06 | Chisso Corp | シリコン化合物、液晶組成物および液晶表示素子 |
JP2001139511A (ja) * | 1999-08-31 | 2001-05-22 | Chisso Corp | 負の誘電率異方性を有する2,3−ジフルオロフェニル誘導体、液晶組成物および液晶表示素子 |
Non-Patent Citations (1)
Title |
---|
See also references of EP3173457A4 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017137240A (ja) * | 2016-02-01 | 2017-08-10 | Jnc株式会社 | 液晶性化合物、液晶組成物および液晶表示素子 |
JP2021098814A (ja) * | 2019-12-23 | 2021-07-01 | Dic株式会社 | 液晶組成物及び液晶表示素子 |
CN113088296A (zh) * | 2019-12-23 | 2021-07-09 | Dic株式会社 | 液晶组合物及液晶显示元件 |
JP7413764B2 (ja) | 2019-12-23 | 2024-01-16 | Dic株式会社 | 液晶組成物及び液晶表示素子 |
Also Published As
Publication number | Publication date |
---|---|
CN106459766A (zh) | 2017-02-22 |
JP2016164267A (ja) | 2016-09-08 |
CN106459766B (zh) | 2017-12-05 |
US20170218271A1 (en) | 2017-08-03 |
KR20160147053A (ko) | 2016-12-21 |
KR101786775B1 (ko) | 2017-10-18 |
EP3173457A1 (en) | 2017-05-31 |
EP3173457B1 (en) | 2019-06-05 |
EP3173457A4 (en) | 2018-05-30 |
TWI668296B (zh) | 2019-08-11 |
JPWO2016013449A1 (ja) | 2017-04-27 |
JP5950061B2 (ja) | 2016-07-13 |
TW201614048A (en) | 2016-04-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6662206B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP5678587B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP5633661B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP5376269B2 (ja) | ネマチック液晶組成物 | |
JP5761479B1 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
TWI714572B (zh) | 液晶介質及含彼之液晶顯示器 | |
JP5790899B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP5618031B1 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP6365430B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP5950061B2 (ja) | 液晶組成物及びそれを使用した液晶表示素子 | |
JP5648881B2 (ja) | ネマチック液晶組成物 | |
WO2014061366A1 (ja) | ネマチック液晶組成物 | |
JP5678554B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
WO2014136654A1 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
JP6358398B2 (ja) | 液晶組成物及びそれを使用した液晶表示素子 | |
JP5696816B2 (ja) | 誘電率異方性が負である液晶組成物、及び該液晶組成物を用いた液晶表示素子 | |
WO2016017614A1 (ja) | ネマチック液晶組成物 | |
JP7205152B2 (ja) | ネマチック液晶組成物及びこれを用いた液晶表示素子 | |
WO2016017615A1 (ja) | ネマチック液晶組成物 | |
JPWO2021002205A1 (ja) | 液晶組成物及び液晶表示素子 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
ENP | Entry into the national phase |
Ref document number: 2015557107 Country of ref document: JP Kind code of ref document: A |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 15824361 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 20167034002 Country of ref document: KR Kind code of ref document: A |
|
REEP | Request for entry into the european phase |
Ref document number: 2015824361 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2015824361 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 15328695 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |