JP5999015B2 - 液晶組成物および液晶表示素子 - Google Patents
液晶組成物および液晶表示素子 Download PDFInfo
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- JP5999015B2 JP5999015B2 JP2013084623A JP2013084623A JP5999015B2 JP 5999015 B2 JP5999015 B2 JP 5999015B2 JP 2013084623 A JP2013084623 A JP 2013084623A JP 2013084623 A JP2013084623 A JP 2013084623A JP 5999015 B2 JP5999015 B2 JP 5999015B2
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- 239000000203 mixture Substances 0.000 title claims description 150
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 107
- 229910052731 fluorine Inorganic materials 0.000 claims description 326
- 150000001875 compounds Chemical class 0.000 claims description 212
- -1 1,4-phenylene, 2 -Fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyrimidine-2,5-diyl Chemical group 0.000 claims description 38
- 125000003342 alkenyl group Chemical group 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 26
- 239000011737 fluorine Substances 0.000 claims description 24
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 20
- 230000003287 optical effect Effects 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- 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
- 125000005701 difluoromethyleneoxy group Chemical group FC(F)([*:1])O[*:2] 0.000 claims description 9
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 7
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 claims description 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- 125000005453 2,5-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C(F)=C([H])C([*:2])=C1F 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
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- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 3
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- 239000000460 chlorine Substances 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 2
- 239000012071 phase Substances 0.000 description 36
- QUJIDNSQCMTYNG-UHFFFAOYSA-N 5-[4-(4-butylphenyl)-2-fluorophenyl]-2-[difluoro-(3,4,5-trifluorophenoxy)methyl]-1,3-difluorobenzene Chemical compound C1=CC(CCCC)=CC=C1C1=CC=C(C=2C=C(F)C(=C(F)C=2)C(F)(F)OC=2C=C(F)C(F)=C(F)C=2)C(F)=C1 QUJIDNSQCMTYNG-UHFFFAOYSA-N 0.000 description 19
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- 230000003078 antioxidant effect Effects 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
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- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 2
- 125000006039 1-hexenyl group Chemical group 0.000 description 2
- 125000006023 1-pentenyl group Chemical group 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
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- 230000000996 additive effect Effects 0.000 description 2
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 230000007547 defect Effects 0.000 description 2
- 238000013213 extrapolation Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
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- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ZKJNETINGMOHJG-GGWOSOGESA-N (e)-1-[(e)-prop-1-enoxy]prop-1-ene Chemical compound C\C=C\O\C=C\C ZKJNETINGMOHJG-GGWOSOGESA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- PJTFYOPCFMXVGS-UHFFFAOYSA-N 1-phenyl-5-(1-phenyltetrazol-5-yl)sulfonyltetrazole Chemical compound N=1N=NN(C=2C=CC=CC=2)C=1S(=O)(=O)C1=NN=NN1C1=CC=CC=C1 PJTFYOPCFMXVGS-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- JVTSHOJDBRTPHD-UHFFFAOYSA-N 2,2,2-trifluoroacetaldehyde Chemical compound FC(F)(F)C=O JVTSHOJDBRTPHD-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 1
- KOFASFPAZGQDKP-UHFFFAOYSA-N 2-[difluoro-(3,4,5-trifluorophenoxy)methyl]-1,3-difluoro-5-[2-fluoro-4-(4-pentylphenyl)phenyl]benzene Chemical compound C1=CC(CCCCC)=CC=C1C1=CC=C(C=2C=C(F)C(=C(F)C=2)C(F)(F)OC=2C=C(F)C(F)=C(F)C=2)C(F)=C1 KOFASFPAZGQDKP-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
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- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
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- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000005446 heptyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
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- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
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- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
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- 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
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- 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
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
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- 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
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- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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- 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
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- 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
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Description
式(1)および式(2)において、R1およびR2は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;R3は、炭素数2から12のアルケニルまたは少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルであり;環Aは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z1は、単結合、エチレン、ビニレン、メチレンオキシ、カルボニルオキシ、またはジフルオロメチレンオキシであり;X1およびX2は独立して、水素またはフッ素であり;nは、1、2、3、または4である。
式(1)および式(2)において、R1およびR2は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;R3は、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルであり;環Aは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z1は、単結合、エチレン、ビニレン、メチレンオキシ、カルボニルオキシ、またはジフルオロメチレンオキシであり;X1およびX2は独立して、水素またはフッ素であり;nは、1、2、3、または4である。
式(1−1)から式(1−14)において、R1は、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;X1、X2、X3、X4、X5、X6、X7、X8、X9、およびX10は独立して、水素またはフッ素である。
式(3)において、R4およびR5は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルであり;環Bおよび環Cは独立して、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、または2,5−ジフルオロ−1,4−フェニレンであり;Z2は、単結合、エチレンまたはカルボニルオキシであり;mは、1、2または3であり;ただしmが1のとき、環Cは1,4−フェニレンである。
式(3−1)から式(3−12)において、R4およびR5は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルである。
式(4)において、R6は炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;環Dは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z3は、単結合、エチレン、カルボニルオキシ、またはジフルオロメチレンオキシであり;X11およびX12は独立して、水素またはフッ素であり;Y1はフッ素、塩素、トリフルオロメチル、またはトリフルオロメトキシであり;pは、1、2、3、または4である。
式(4−1)から式(4−27)において、R6は、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルである。
(3)粘度(バルク粘度;η;20℃で測定;mPa・s):測定には東京計器株式会社製のE型回転粘度計を用いた。
5−HXB(F,F)−FVCF3 (1−1) 10%
5−HHB(F,F)XB(F)−FVCF3 (1−5) 3%
3−HBBXB(F,F)−FVCF3 (1−6) 3%
3−HH−V (2) 38%
7−HB−1 (3−1) 3%
V−HHB−1 (3−4) 7%
5−HBB(F)B−2 (3−12) 4%
3−HHB(F,F)−F (4−3) 3%
3−BBXB(F,F)−F (4−15) 5%
3−HBB(F,F)XB(F,F)−F (4−21) 5%
5−HBB(F,F)XB(F,F)−F (4−21) 7%
3−BB(F)B(F,F)XB(F,F)−F (4−25) 3%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 9%
NI=78.7℃;Tc<−20℃;Δn=0.105;Δε=10.4;Vth=1.53V;η=9.4mPa・s;γ1=78.4mPa・s.
実施例1の組成物は、第一成分である化合物(1)を含有する。化合物(1)は正の誘電率異方性を有する。化合物(4)も正の誘電率異方性を有する。比較のために、実施例1の第一成分である3つの化合物を化合物(4)に置き換えた組成物を比較例1とした。5−HXB(F,F)−F (4−2) 10%
5−HHB(F,F)XB(F)−F (4) 3%
3−HBBXB(F,F)−F (4−20) 3%
3−HH−V (2) 38%
7−HB−1 (3−1) 3%
V−HHB−1 (3−4) 7%
5−HBB(F)B−2 (3−12) 4%
3−HHB(F,F)−F (4−3) 3%
3−BBXB(F,F)−F (4−15) 5%
3−HBB(F,F)XB(F,F)−F (4−21) 5%
5−HBB(F,F)XB(F,F)−F (4−21) 7%
3−BB(F)B(F,F)XB(F,F)−F (4−25) 3%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 9%
NI=72.9℃;Tc<−20℃;Δn=0.098;Δε=8.0;Vth=1.70V;η=8.6mPa・s.
3−HHXB(F,F)−FVCF3 (1−2) 5%
3−GB(F,F)XB(F,F)−FVCF3 (1−3) 5%
3−BB(F,F)XB(F)B(F,F)−FVCF3 (1−10) 3%
3−HH−V (2) 20%
3−HH−V1 (2) 10%
1V2−HH−1 (2) 12%
V2−HHB−1 (3−4) 6%
3−GB(F,F)XB(F,F)−F (4−12) 5%
3−BB(F)B(F,F)−CF3 (4−14) 3%
3−HBBXB(F,F)−F (4−20) 7%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 6%
3−BB(F)B(F,F)XB(F)−F (4−24) 3%
3−BB(F)B(F,F)XB(F,F)−F (4−25) 3%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 9%
5−BB(F)B(F,F)XB(F)B(F,F)−F (4−27) 3%
NI=80.2℃;Tc<−20℃;Δn=0.113;Δε=17.0;Vth=1.14V;η=15.1mPa・s;γ1=84.5mPa・s.
3−BB(F,F)XB(F,F)−FVCF3 (1−4) 5%
3−HBB(F)−FVCF3 (1−12) 6%
3−GB(F)B(F)−FVCF3 (1−13) 5%
5−HH−V (2) 37%
1−BB(F)B−2V (3−6) 5%
3−BB(F)B−2V (3−6) 5%
3−HB−CL (4−1) 4%
3−HHXB(F,F)−F (4−5) 4%
3−BB(F,F)XB(F,F)−F (4−16) 6%
5−GBB(F)B(F,F)−F (4−19) 5%
3−BB(F)B(F,F)XB(F)−F (4−24) 5%
4−BB(F)B(F,F)XB(F)−F (4−24) 3%
3−BB(F,F)XB(F)B(F,F)−F (4−26) 7%
5−BB(F)B(F,F)XB(F)B(F,F)−F (4−27) 3%
NI=79.1℃;Tc<−20℃;Δn=0.132;Δε=14.1;Vth=1.31V;η=17.4mPa・s;γ1=85.5mPa・s.
3−dhBB(F,F)XB(F,F)−FVCF3 (1−7) 3%
3−BB(F)B(F,F)−FVCF3 (1−14) 5%
3−HH−V (2) 38%
3−HH−V1 (2) 3%
3−HH−VFF (2) 4%
V2−BB−1 (3−2) 3%
1−BB−3 (3−2) 3%
1V−HBB−2 (3−5) 4%
2−BB(F)B−3 (3−6) 3%
5−HBB(F)B−3 (3−12) 3%
5−HXB(F,F)−F (4−2) 3%
5−HHBB(F,F)−F (4−17) 5%
3−HBB(F,F)XB(F,F)−F (4−21) 5%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 3%
5−GB(F)B(F,F)XB(F,F)−F (4−23) 3%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 8%
5−BB(F)B(F,F)XB(F,F)−F (4−25) 4%
NI=81.0℃;Tc<−20℃;Δn=0.119;Δε=10.6;Vth=1.50V;η=9.8mPa・s;γ1=79.2mPa・s.
5−GB(F)B(F,F)XB(F,F)−FVCF3 (1−8) 3%
4−BB(F)B(F,F)XB(F,F)−FVCF3 (1−9) 3%
3−HH−V (2) 38%
1V2−HH−3 (2) 5%
V−HHB−1 (3−4) 3%
1−BB(F)B−2V (3−6) 5%
5−HB(F)BH−3 (3−11) 7%
3−GHB(F,F)−F (4−7) 7%
5−HGB(F,F)−F (4−6) 3%
3−HBEB(F,F)−F (4−10) 3%
3−BB(F,F)XB(F,F)−F (4−16) 8%
3−HBBXB(F,F)−F (4−20) 5%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 4%
5−GB(F)B(F,F)XB(F,F)−F (4−23) 3%
3−HH−O1 (−) 3%
NI=81.6℃;Tc<−20℃;Δn=0.101;Δε=10.9;Vth=1.46V;η=9.9mPa・s;γ1=79.5mPa・s.
5−HXB(F,F)−FVCF3 (1−1) 10%
3−BB(F,F)XB(F)B(F,F)−FVCF3 (1−10) 3%
5−HH−V (2) 25%
3−HH−V1 (2) 10%
1V2−HH−3 (2) 5%
3−HB−O2 (3−1) 3%
1−BB(F)B−2V (3−6) 4%
5−B(F)BB−2 (3−7) 3%
3−HHXB(F,F)−F (4−5) 5%
3−BB(F)B(F,F)−F (4−13) 4%
3−HBBXB(F,F)−F (4−20) 12%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 8%
3−BB(F,F)XB(F)B(F,F)−F (4−26) 8%
NI=80.1℃;Tc<−20℃;Δn=0.118;Δε=11.6;Vth=1.39V;η=10.2mPa・s;γ1=80.1mPa・s.
3−HHXB(F,F)−FVCF3 (1−2) 5%
3−BB(F,F)XB(F)B(F,F)−FVCF3 (1−10) 3%
3−HBB(F)−FVCF3 (1−12) 5%
3−HH−V (2) 32%
3−HH−V1 (2) 8%
4−HHEH−3 (3−3) 3%
VFF−HHB−1 (3−4) 2%
3−HB(F)HH−2 (3−8) 5%
3−HHEB(F,F)−F (4−4) 5%
3−BB(F)B(F,F)−CF3 (4−14) 4%
3−BB(F,F)XB(F,F)−F (4−16) 5%
3−HHBB(F,F)−F (4−17) 3%
5−GBB(F)B(F,F)−F (4−19) 3%
3−HBBXB(F,F)−F (4−20) 5%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 6%
5−GB(F)B(F,F)XB(F,F)−F (4−23) 4%
2−HH−3 (−) 2%
NI=91.8℃;Tc<−20℃;Δn=0.102;Δε=11.6;Vth=1.38V;η=14.9mPa・s;γ1=84.2mPa・s.
3−GB(F,F)XB(F,F)−FVCF3 (1−3) 5%
3−HBBXB(F,F)−FVCF3 (1−6) 3%
3−BB(F)B(F,F)−FVCF3 (1−14) 5%
3−HH−V (2) 33%
V2−BB−1 (3−2) 6%
3−HHB−1 (3−4) 5%
5−HBBH−3 (3−10) 3%
3−HBB(F,F)−F (4−8) 3%
5−HBB(F,F)−F (4−8) 4%
3−GB(F,F)XB(F,F)−F (4−12) 9%
3−BB(F)B(F,F)−CF3 (4−14) 4%
3−HBBXB(F,F)−F (4−20) 5%
5−HBBXB(F,F)−F (4−20) 4%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 5%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 6%
NI=74.1℃;Tc<−20℃;Δn=0.114;Δε=15.3;Vth=1.24V;η=12.5mPa・s;γ1=82.2mPa・s.
3−BB(F,F)XB(F,F)−FVCF3 (1−4) 5%
5−HHB(F,F)XB(F)−FVCF3 (1−5) 3%
4−BB(F)B(F,F)XB(F,F)−FVCF3 (1−9) 3%
3−HH−V (2) 35%
1V2−BB−1 (3−2) 6%
3−HHEH−3 (3−3) 3%
3−HB(F)HH−2 (3−8) 3%
3−HHEBH−3 (3−9) 3%
5−HB(F)BH−3 (3−11) 3%
3−HGB(F,F)−F (4−6) 4%
5−GHB(F,F)−F (4−7) 4%
3−HBB(F,F)−F (4−8) 3%
3−BBXB(F,F)−F (4−15) 7%
3−BB(F,F)XB(F,F)−F (4−16) 5%
3−HBB(F,F)XB(F,F)−F (4−21) 3%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 3%
3−BB(F,F)XB(F)B(F,F)−F (4−26) 4%
5−BB(F)B(F,F)XB(F)B(F,F)−F (4−27) 3%
NI=77.5℃;Tc<−20℃;Δn=0.110;Δε=12.9;Vth=1.28V;η=11.3mPa・s;γ1=81.1mPa・s.
3−dhBB(F,F)XB(F,F)−FVCF3 (1−7) 3%
3−GB(F)B(F)−FVCF3 (1−13) 5%
5−HH−V (2) 35%
3−HH−V1 (2) 6%
1V2−HH−3 (2) 4%
5−HB−CL (4−1) 4%
1−BB(F)B−2V (3−6) 5%
2−BB(F)B−2V (3−6) 4%
3−HB(F)HH−2 (3−8) 3%
3−HHEBH−3 (3−9) 3%
1O1−HBBH−3 (−) 3%
1O1−HBBH−5 (−) 3%
3−BBXB(F,F)−F (4−15) 4%
4−HHEB(F,F)−F (4−4) 3%
3−GB(F)B(F,F)XB(F,F)−F (4−23) 3%
4−GB(F)B(F,F)XB(F,F)−F (4−23) 5%
3−BB(F,F)XB(F)B(F,F)−F (4−26) 7%
NI=98.6℃;Tc<−20℃;Δn=0.116;Δε=10.2;Vth=1.55V;η=11.1mPa・s;γ1=81.0mPa・s.
3−HBBXB(F,F)−FVCF3 (1−6) 3%
5−GB(F)B(F,F)XB(F,F)−FVCF3 (1−8) 3%
3−HH−V (2) 38%
7−HB−1 (3−1) 3%
V−HHB−1 (3−4) 7%
5−HBB(F)B−2 (3−12) 4%
3−HHB(F,F)−F (4−3) 3%
3−HB(F)B(F,F)−F (4−9) 3%
3−GB(F)B(F,F)−F (4−11) 3%
3−BBXB(F,F)−F (4−15) 5%
4−HHB(F)B(F,F)−F (4−18) 5%
3−HBB(F,F)XB(F,F)−F (4−21) 3%
5−HBB(F,F)XB(F,F)−F (4−21) 7%
3−dhBB(F,F)XB(F,F)−F (4−22) 4%
4−BB(F)B(F,F)XB(F,F)−F (4−25) 9%
NI=88.5℃;Tc<−20℃;Δn=0.111;Δε=11.4;Vth=1.41V;η=12.6mPa・s;γ1=82.3mPa・s.
Claims (13)
- 第一成分として式(1)で表される化合物の群から選択された少なくとも1つの化合物、および第二成分として式(2)で表される化合物の群から選択された少なくとも1つの化合物を含有し、そしてネマチック相を有する液晶組成物。
式(1)および式(2)において、R1およびR2は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;R3は、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルであり;環Aは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z1は、単結合、エチレン、ビニレン、メチレンオキシ、カルボニルオキシ、またはジフルオロメチレンオキシであり;X1およびX2は独立して、水素またはフッ素であり;nは、1、2、3、または4である。 - 液晶組成物の重量に基づいて、第一成分の割合が5重量%から30重量%の範囲であり、第二成分の割合が15重量%から60重量%の範囲である、請求項1または2に記載の液晶組成物。
- 第三成分として式(3)で表される化合物の群から選択された少なくとも1つの化合物をさらに含有する、請求項1から3のいずれか1項に記載の液晶組成物。
式(3)において、R4およびR5は独立して、炭素数1から12のアルキル、炭素数1から12のアルコキシ、炭素数2から12のアルケニル、または少なくとも1つの水素がフッ素で置き換えられた炭素数2から12のアルケニルであり;環Bおよび環Cは独立して、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、または2,5−ジフルオロ−1,4−フェニレンであり;Z2は、単結合、エチレンまたはカルボニルオキシであり;mは、1、2または3であり;ただしmが1のとき、環Cは1,4−フェニレンである。 - 液晶組成物の重量に基づいて、第三成分の割合が5重量%から35重量%の範囲である、請求項4または5に記載の液晶組成物。
- 第四成分として式(4)で表される化合物の群から選択された少なくとも1つの化合物をさらに含有する、請求項1から6のいずれか1項に記載の液晶組成物。
式(4)において、R6は炭素数1から12のアルキル、炭素数1から12のアルコキシ、または炭素数2から12のアルケニルであり;環Dは、1,4−シクロへキシレン、1,4−フェニレン、2−フルオロ−1,4−フェニレン、2,6−ジフルオロ−1,4−フェニレン、ピリミジン−2,5−ジイル、1,3−ジオキサン−2,5−ジイル、またはテトラヒドロピラン−2,5−ジイルであり;Z3は、単結合、エチレン、カルボニルオキシ、またはジフルオロメチレンオキシであり;X11およびX12は独立して、水素またはフッ素であり;Y1はフッ素、塩素、トリフルオロメチル、またはトリフルオロメトキシであり;pは、1、2、3、または4である。 - 液晶組成物の重量に基づいて、第四成分の割合が10重量%から60重量%の範囲である、請求項7または8に記載の液晶組成物。
- ネマチック相の上限温度が70℃以上であり、波長589nmにおける光学異方性(25℃で測定)が0.07以上であり、そして周波数1kHzにおける誘電率異方性(25℃で測定)が2以上である、請求項1から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含有する液晶表示素子。
- 液晶表示素子の動作モードが、TNモード、ECBモード、OCBモード、IPSモード、またはFPAモードであり、液晶表示素子の駆動方式がアクティブマトリックス方式である、請求項11に記載の液晶表示素子。
- 請求項1から12のいずれか1項に記載の液晶組成物の液晶表示素子における使用。
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