JP5534382B1 - ネマチック液晶組成物 - Google Patents
ネマチック液晶組成物 Download PDFInfo
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- JP5534382B1 JP5534382B1 JP2013553695A JP2013553695A JP5534382B1 JP 5534382 B1 JP5534382 B1 JP 5534382B1 JP 2013553695 A JP2013553695 A JP 2013553695A JP 2013553695 A JP2013553695 A JP 2013553695A JP 5534382 B1 JP5534382 B1 JP 5534382B1
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- liquid crystal
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- 239000000203 mixture Substances 0.000 title claims abstract description 89
- 239000004988 Nematic liquid crystal Substances 0.000 title abstract description 4
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 124
- 150000001875 compounds Chemical class 0.000 claims abstract description 112
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- -1 tetrahydropyran-2,5-diyl group Chemical group 0.000 claims description 19
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000004642 Polyimide Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 229920001721 polyimide Polymers 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 235000006708 antioxidants Nutrition 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical group CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 claims description 2
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 239000006096 absorbing agent Substances 0.000 claims description 2
- 235000005513 chalcones Nutrition 0.000 claims description 2
- 229940114081 cinnamate Drugs 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 239000011159 matrix material Substances 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 claims description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 2
- 239000012071 phase Substances 0.000 abstract description 10
- 230000007704 transition Effects 0.000 abstract description 9
- 239000007791 liquid phase Substances 0.000 abstract description 6
- 230000002542 deteriorative effect Effects 0.000 abstract description 2
- 239000012769 display material Substances 0.000 abstract description 2
- 239000000758 substrate Substances 0.000 description 17
- 230000000704 physical effect Effects 0.000 description 13
- 210000004027 cell Anatomy 0.000 description 11
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 5
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 4
- HBXFIXSFKULBOG-UHFFFAOYSA-N Cc1cc(F)c(C)c(F)c1 Chemical compound Cc1cc(F)c(C)c(F)c1 HBXFIXSFKULBOG-UHFFFAOYSA-N 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 101100328110 Arabidopsis thaliana CLC-A gene Proteins 0.000 description 3
- WJAVYWPXOXAOBS-UHFFFAOYSA-N Cc1cc(F)c(C)cc1 Chemical compound Cc1cc(F)c(C)cc1 WJAVYWPXOXAOBS-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 125000004959 2,6-naphthylene group Chemical group [H]C1=C([H])C2=C([H])C([*:1])=C([H])C([H])=C2C([H])=C1[*:2] 0.000 description 2
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 description 2
- QRMPKOFEUHIBNM-UHFFFAOYSA-N CC1CCC(C)CC1 Chemical compound CC1CCC(C)CC1 QRMPKOFEUHIBNM-UHFFFAOYSA-N 0.000 description 2
- 239000004985 Discotic Liquid Crystal Substance Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 229920000642 polymer Polymers 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
- 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 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 description 1
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 1
- LCRDYQLDFQLXMG-UHFFFAOYSA-N CC1C2OCC(C)C2OC1 Chemical compound CC1C2OCC(C)C2OC1 LCRDYQLDFQLXMG-UHFFFAOYSA-N 0.000 description 1
- MHWDRWADMYCKKC-UHFFFAOYSA-N Cc(cc1)ccc1-c(ccc(C)c1)c1F Chemical compound Cc(cc1)ccc1-c(ccc(C)c1)c1F MHWDRWADMYCKKC-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical group C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 150000008423 fluorobenzenes Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- YGPLLMPPZRUGTJ-UHFFFAOYSA-N truxene Chemical class C1C2=CC=CC=C2C(C2=C3C4=CC=CC=C4C2)=C1C1=C3CC2=CC=CC=C21 YGPLLMPPZRUGTJ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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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
- C09K19/08—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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- 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
- C09K19/08—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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- 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
- C09K19/32—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
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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
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
- C09K19/542—Macromolecular compounds
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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
- 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
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- 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-)
- C09K2019/122—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
- C09K19/10—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
- C09K19/10—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-)
- C09K2019/124—Ph-Ph-Ph-Ph
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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
- C09K19/08—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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- C09K19/00—Liquid crystal materials
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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
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- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/301—Cy-Cy-Ph
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- C09K19/06—Non-steroidal liquid crystal compounds
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- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3012—Cy-Cy-Cy-Ph, or more Cy rings
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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
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- C09K2019/3019—Cy-Cy-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)
- C09K2019/3025—Cy-Ph-Ph-Ph
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- C09K19/00—Liquid crystal materials
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
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- 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
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- 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
- G02F1/0009—Materials therefor
- G02F1/0045—Liquid crystals characterised by their physical properties
Abstract
Description
一般式(LC0)におけるR01が炭素数1〜8のアルキル基、又は炭素数1〜8のアルコキシ基である化合物を併用することも好ましい。
m01〜m51はそれぞれ独立して0〜3の整数を表すことが出来るが、m01+m02は1又は2が特に好ましく、m21は0が特に好ましく、m31+m32は1、2又は3が特に好ましく、m41+m42は1又は2が特に好ましい。
(式中、R01、A01、A02、A03、Z01、Z02、X01及びY01は一般式(LC0)におけると同じ意味を表し、A01、A03及び/又はZ01、Z02が2個以上存在する場合にはそれぞれ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あることがより好ましい。
で表される化合物であることがさらに好ましい。この内、一般式(LC4−1)から一般式(LC4−3)、一般式(LC4−6)、一般式(LC4−9)、一般式(LC4−10)、一般式(LC4−12)から一般式(LC4−17)で表される化合物群は本発明の必須成分である一般式(LC0)と併用することがより好ましい。更にこの中で、一般式(LC4−9)から一般式(LC4−11)及び一般式(LC4−15)から一般式(LC4−17)におけるX44及び又はX45がFである化合物群から選ばれる化合物を1種又は2種以上含有することは特に好ましい。
より好ましくは、重合性化合物一般式(PC)におけるMGpが以下の構造
(式中、C01〜C03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、1,4-シクロヘキセニル基、テトラヒドロピラン-2,5-ジイル基、1,3-ジオキサン-2,5-ジイル基、テトラヒドロチオピラン-2,5-ジイル基、1,4-ビシクロ(2,2,2)オクチレン基、デカヒドロナフタレン-2,6-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、ピラジン-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、2,6-ナフチレン基、フェナントレン-2,7-ジイル基、9,10-ジヒドロフェナントレン-2,7-ジイル基、1,2,3,4,4a,9,10a-オクタヒドロフェナントレン2,7-ジイル基又はフルオレン2,7-ジイル基を表し、該1,4-フェニレン基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基、2,6-ナフチレン基、フェナントレン-2,7-ジイル基、9,10-ジヒドロフェナントレン-2,7-ジイル基、1,2,3,4,4a,9,10a-オクタヒドロフェナントレン2,7-ジイル基及びフルオレン2,7-ジイル基は置換基として1個以上のF、Cl、CF3、OCF3、シアノ基、炭素原子数1〜8のアルキル基、アルコキシ基、アルカノイル基、アルカノイルオキシ基、炭素原子数2〜8のアルケニル基、アルケニルオキシ基、アルケノイル基又はアルケノイルオキシ基を有していても良く、Zp1及びZp2はそれぞれ独立して−COO−、−OCO−、−CH2CH2−、−OCH2−、−CH2O−、−CH=CH−、−C≡C−、−CH=CHCOO−、−OCOCH=CH−、−CH2CH2COO−、−CH2CH2OCO−、−COOCH2CH2−、−OCOCH2CH2−、−CONH−、−NHCO−又は単結合を表し、p3は0、1又は2を表す。)
ここで、Sp1及びSp2はそれぞれ独立してアルキレン基である場合、該アルキレン基は1つ以上のハロゲン原子又はCNにより置換されていても良く、この基中に存在する1つ又は2つ以上のCH2基はO原子が直接隣接しないように−O−、−S−、−NH−、−N(CH3)−、−CO−、−COO−、−OCO−、−OCOO−、−SCO−、−COS−又は−C≡C−により置き換えられていてもよい。また、P1及びP2はそれぞれ独立して下記の一般式
(式中、Rp2からRp6はそれぞれ独立して水素原子、ハロゲン原子又は炭素原子数1〜5のアルキル基を表す。)
より具体的には、重合性化合物一般式(PC)が一般式(PC0−1)から一般式(PC0−6)
Ze1、Ze2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
E1はシクロヘキサン環又はベンゼン環を表し、シクロヘキサン環中の1つ又は2つ以上の−CH2−は酸素原子が直接隣接しないように−O−で置換されていてもよく、また該環注の1つ又は2つ以上の−CH2CH2−は−CH=CH−、−CF2O−又は−OCF2−で置換されていてもよく、ベンゼン環中の1つ又は2つ以上の−CH=は窒素原子が直接隣接しないように、−N=で置換されていてもよく、該環中の1つ以上の水素原子がF、Cl、CH3で置換されていてもよく、q1は0、1、2、3を表す。)
本発明の液晶組成物は、液晶表示素子特にアクティブマトリックス駆動用液晶表示素子として、例えばTNモード、OCBモード、ECBモード、IPS(FFS電極を含む)モード又はVA−IPSモード(FFS電極を含む)に使用することが出来る。ここで、VA−IPSモードとは、電圧無印加時に、誘電率異方性が正の液晶材料(Δε>0)を基板面に対し垂直に配向させ、同一基板面上に配置した画素電極と共通電極により液晶分子を駆動する方法であり、画素電極と共通電極で発生する湾曲電界の方向に液晶分子が配列することから、容易に画素分割やマルチドメインを形成することができ、応答にも優れる利点がある。非特許文献Proc.13th IDW,97(1997)、Proc.13th IDW,175(1997)、SID Sym.Digest,319(1998)、SID Sym.Digest,838(1998)、SID Sym.Digest,1085(1998)、SID Sym.Digest,334(2000)、Eurodisplay Proc.,142(2009)によれば、EOC、VA−IPSなど種々の呼称がされているが、本発明においては以下「VA−IPS」と略称する。
一方、VA−IPS方式においては、本発明等は下記数4が適用されることを見出した。
TN-I :ネマチック相−等方性液体相転移温度(℃)
T-n :ネマチック相の下限温度(℃)
ε⊥ :25℃での分子長軸方向に対し垂直な方向の誘電率
Δε :25℃での誘電率異方性
no :25℃での常光に対する屈折率
Δn :25℃での屈折率異方性
Vth :25℃での周波数1KHzの矩形波を印加した時の透過率が10%変化するセル厚6μmのセルでの印加電圧(V)
粘度:20℃でのバルク粘性(mPa・s)
γ1 :回転粘性(mPa・s)
化合物記載に下記の略号を使用する。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
(実施例3)
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
以下に、調製した液晶組成物とその物性値を示す。
(実施例11)
櫛形電極構造の透明電極を同一基板に一対設けた第一の基板と電極構造を設けない第二の基板を使用し各々の基板上に垂直配向性の配向膜を形成し、第一の基板と第二の基板をギャップ間隔4.0ミクロンのIPS用空セルを作製した。この空セルに実施例1で示された液晶組成物を注入し液晶表示素子を作製した。
この実施例1で示された液晶組成物99%に対して、式(PC−1)−3−1で表される重合性化合物
上述のIPS用空セルにCLC−Aを挟持した後、周波数1KHzで1.8Vの矩形波を印加しながら、300nm以下の紫外線をカットするフィルターを介して、高圧水銀灯により液晶セルに紫外線を照射した。セル表面の照射強度が20mW/cm2となるように調整して600秒間照射して、重合性液晶組成物中の重合性化合物を重合させた垂直配向性液晶表示素子を得た。この表示素子は、実施例1で示された液晶組成物のみで作製した液晶表示素子と比較して、非常に速い応答速度であった。
Claims (22)
- 正の誘電率異方性を有する液晶組成物であって、前記液晶組成物が一般式(LC0)で表される化合物から選ばれる1種又は2種以上の化合物を含有し、さらに、一般式(LC1)から一般式(LC5)で表される化合物群から選ばれる1種又は2種以上の化合物を含有することを特徴とする液晶組成物。
- 一般式(LC0)においてX01がFである請求項1又は2記載の液晶組成物。
- 一般式(LC1)から一般式(LC5)に存在するR02からR41、R51及び又はR52が炭素数2〜5のアルケニル基である化合物を1種又は2種以上含有する請求項1から7のいずれか一項に記載の液晶組成物。
- 一般式(LC0)から一般式(LC5)に存在するA11からA42及び又はA51からA53の少なくともいずれかひとつがテトラヒドロピラン−2,5−ジイル基である化合物を1種又は2種以上含有する請求項1から8のいずれか一項に記載の液晶組成物。
- 一般式(LC0)、一般式(LC3)から一般式(LC5)に存在するZ01、Z02、Z31からZ42、Z51及びZ52の少なくともいずれかひとつが−CF2O−又は−OCF2−である化合物を1種又は2種以上含有する請求項1から9のいずれか一項に記載の液晶組成物。
- 一般式(LC5)で表される化合物を30〜70質量%含有し、20℃でのバルク粘度ηが20mPa・s以下である請求項1から10のいずれか一項に記載の液晶組成物。
- 光学活性化合物を1種又は2種以上含有する請求項1から11のいずれか一項に記載の液晶組成物。
- 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12のいずれか一項に記載の液晶組成物。
- 酸化防止剤を1種又は2種以上含有する請求項1から13のいずれか一項に記載の液晶組成物。
- UV吸収剤を1種又は2種以上含有する請求項1から14のいずれか一項に記載の液晶組成物。
- 請求項1から15のいずれか一項に記載の液晶組成物を用いた液晶表示素子。
- 請求項1から15のいずれか一項に記載の液晶組成物を用いたアクティブマトリックス駆動用液晶表示素子。
- 請求項1から15のいずれか一項に記載の液晶組成物を用いたTNモード、OCBモード、ECBモード、IPSモード又はVA−IPSモード用液晶表示素子。
- 請求項13に記載の液晶組成物を用い、電圧印加下あるいは電圧無印加下で該液晶組成物中に含有する重合性化合物を重合させて作製した高分子安定化のTNモード、OCBモード、ECBモード、IPSモード又はVA−IPSモード用液晶表示素子。
- 液晶分子と接する面で該液晶分子を水平、チルト及び又は垂直に配向させる配向層が、ポリイミド(PI)、ポリアミド、カルコン、シンナメート又はシンナモイルの少なくとも一種から選ばれた化合物を含有する配向膜を設けた請求項16から19のいずれか一項に記載の液晶表示素子。
- 請求項20記載の配向層に更に重合性液晶化合物及び又は重合性非液晶化合物を含有する請求項20記載の液晶表示素子。
- 液晶組成物と接する面の配向層として、光配向技術を用いて作製した配向膜を設けた請求項20又は21記載の液晶表示素子。
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016056314A1 (ja) * | 2014-10-09 | 2016-04-14 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104471028B (zh) | 2012-08-22 | 2016-05-18 | Dic株式会社 | 向列液晶组合物 |
CN104471030B (zh) | 2012-08-22 | 2016-04-27 | Dic株式会社 | 向列液晶组合物 |
US9321961B2 (en) * | 2012-09-03 | 2016-04-26 | DIC Corporation (Tokyo) | Nematic liquid crystal composition |
US20150284634A1 (en) * | 2012-10-17 | 2015-10-08 | Dic Corporation | Nematic liquid crystal composition |
JP5776864B1 (ja) * | 2013-08-30 | 2015-09-09 | Dic株式会社 | ネマチック液晶組成物 |
WO2016017615A1 (ja) | 2014-07-31 | 2016-02-04 | Dic株式会社 | ネマチック液晶組成物 |
WO2016056313A1 (ja) * | 2014-10-09 | 2016-04-14 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
WO2019013003A1 (ja) * | 2017-07-10 | 2019-01-17 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
CN107794058B (zh) * | 2017-10-31 | 2021-08-10 | 晶美晟光电材料(南京)有限公司 | 一种液晶混合物及其应用 |
CN107841315A (zh) * | 2017-10-31 | 2018-03-27 | 晶美晟光电材料(南京)有限公司 | 负介电常数的液晶化合物、包含该液晶化合物的液晶混合物及其应用 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007023071A (ja) * | 2005-07-12 | 2007-02-01 | Chisso Corp | 液晶組成物および液晶表示素子 |
JP2007177241A (ja) * | 2005-12-10 | 2007-07-12 | Merck Patent Gmbh | 安定性が向上した液晶ポリマーフィルム |
JP2011148761A (ja) * | 2009-12-21 | 2011-08-04 | Adeka Corp | 新規重合性液晶化合物、及び該重合性液晶化合物を含有する重合性液晶組成物 |
JP2011195587A (ja) * | 2010-03-23 | 2011-10-06 | Merck Patent Gmbh | 液晶化合物および液晶媒体 |
WO2012043387A1 (ja) * | 2010-09-28 | 2012-04-05 | Dic株式会社 | 新規液晶表示装置及び有用な液晶組成物 |
JP5263461B2 (ja) * | 2011-05-26 | 2013-08-14 | Dic株式会社 | 2−フルオロフェニルオキシメタン構造を持つ化合物 |
Family Cites Families (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4416256B4 (de) | 1993-05-19 | 2013-03-07 | Merck Patent Gmbh | Partiell fluorierte Benzolderivate und flüssigkristallines Medium |
US5730904A (en) | 1993-05-19 | 1998-03-24 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Partially fluroinated benzene derivatives, and liquid-crystalline medium |
US5800734A (en) | 1995-04-04 | 1998-09-01 | Rolic Ag | 1-fluorocyclohexene-difluorophenyl derivatives |
TW371312B (en) | 1995-04-12 | 1999-10-01 | Chisso Corp | Fluorine-substituted liquid-crystal compound, liquid-crystal composition and liquid-crystal display device |
JP3823354B2 (ja) | 1995-12-05 | 2006-09-20 | チッソ株式会社 | 酸素原子含有結合基を持つアルケニル化合物、液晶組成物および液晶表示素子 |
WO1998008791A1 (en) | 1996-08-26 | 1998-03-05 | Chisso Corporation | Fluorovinyl derivative compound, liquid crystal composition, and liquid crystal display device |
JPH10101600A (ja) | 1996-09-25 | 1998-04-21 | Chisso Corp | フルオロアルキル基を有する液晶性化合物、液晶組成物および液晶表示素子 |
US6579577B2 (en) | 1996-09-25 | 2003-06-17 | Chisso Corporation | Substituted benzene derivative, liquid crystal composition, and liquid crystal display element |
US6210603B1 (en) | 1996-11-28 | 2001-04-03 | Chisso Corporation | Fluorine-substituted benzene derivative, liquid-crystal composition, and liquid-crystal display element |
WO2000017287A1 (fr) | 1998-09-21 | 2000-03-30 | Dainippon Ink And Chemicals, Inc. | Composition de cristaux liquides nematiques et ecran a cristaux liquides utilisant cette composition |
JP4655314B2 (ja) | 1999-06-30 | 2011-03-23 | Dic株式会社 | 液晶媒体及び該液晶媒体を含有する液晶表示素子 |
DE10150198A1 (de) | 2001-10-12 | 2003-04-24 | Merck Patent Gmbh | Flüssigkristallines Medium |
US7291367B2 (en) | 2002-11-27 | 2007-11-06 | Merck Patent Gmbh | Liquid-crystalline compounds |
DE602004004440T2 (de) | 2003-05-27 | 2007-11-08 | Merck Patent Gmbh | Pyrane als Flüssigkristalle |
US8129002B2 (en) | 2003-08-25 | 2012-03-06 | Merck Patent Gmbh | Compounds for use in liquid crystal media |
DE602006009892D1 (de) | 2006-01-27 | 2009-12-03 | Merck Patent Gmbh | Flüssigkristallines Medium und Flüssigkristallanzeige |
JP4942381B2 (ja) | 2006-04-04 | 2012-05-30 | 株式会社Adeka | 含ハロゲン化合物、液晶組成物及び電気光学表示素子 |
US8465672B2 (en) | 2006-08-18 | 2013-06-18 | Merck Patent Gmbh | Tetrahydropyran compounds |
US8114310B2 (en) | 2007-10-22 | 2012-02-14 | Merck Patent Gmbh | Liquid-crystal display |
KR101617475B1 (ko) | 2008-03-10 | 2016-05-02 | 메르크 파텐트 게엠베하 | 액정 매질 |
EP2100944B1 (de) | 2008-03-11 | 2011-10-05 | Merck Patent GmbH | Flüssigkristallines Medium und Flüssigkristallanzeige |
JP5561162B2 (ja) * | 2008-06-09 | 2014-07-30 | Jnc株式会社 | シクロヘキサン環を有する5環液晶化合物、液晶組成物および液晶表示素子 |
KR101656903B1 (ko) | 2009-02-09 | 2016-09-12 | 제이엔씨 주식회사 | 액정 조성물 및 액정 표시 소자 |
US8609207B2 (en) | 2009-03-16 | 2013-12-17 | Jnc Corporation | Liquid crystal composition and liquid crystal display device |
DE102010015824B4 (de) | 2009-04-30 | 2021-12-30 | Merck Patent Gmbh | Flüssigkristallines Medium und Flüssigkristallanzeige |
JP5359545B2 (ja) | 2009-05-20 | 2013-12-04 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
JP5515505B2 (ja) | 2009-08-12 | 2014-06-11 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
DE102011122559A1 (de) | 2011-01-25 | 2012-07-26 | Merck Patent Gmbh | Flüssigkristalline Verbindungen und flüssigkristalline Medien |
JP5376269B2 (ja) | 2011-08-02 | 2013-12-25 | Dic株式会社 | ネマチック液晶組成物 |
CN104471028B (zh) | 2012-08-22 | 2016-05-18 | Dic株式会社 | 向列液晶组合物 |
CN104471030B (zh) | 2012-08-22 | 2016-04-27 | Dic株式会社 | 向列液晶组合物 |
US9321961B2 (en) | 2012-09-03 | 2016-04-26 | DIC Corporation (Tokyo) | Nematic liquid crystal composition |
DE112013005036B4 (de) | 2012-10-17 | 2016-09-08 | Dic Corporation | Nematische Flüssigkristallzusammensetzung und seine Verwendung |
-
2013
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007023071A (ja) * | 2005-07-12 | 2007-02-01 | Chisso Corp | 液晶組成物および液晶表示素子 |
JP2007177241A (ja) * | 2005-12-10 | 2007-07-12 | Merck Patent Gmbh | 安定性が向上した液晶ポリマーフィルム |
JP2011148761A (ja) * | 2009-12-21 | 2011-08-04 | Adeka Corp | 新規重合性液晶化合物、及び該重合性液晶化合物を含有する重合性液晶組成物 |
JP2011195587A (ja) * | 2010-03-23 | 2011-10-06 | Merck Patent Gmbh | 液晶化合物および液晶媒体 |
WO2012043387A1 (ja) * | 2010-09-28 | 2012-04-05 | Dic株式会社 | 新規液晶表示装置及び有用な液晶組成物 |
JP5263461B2 (ja) * | 2011-05-26 | 2013-08-14 | Dic株式会社 | 2−フルオロフェニルオキシメタン構造を持つ化合物 |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016056314A1 (ja) * | 2014-10-09 | 2016-04-14 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
JP6024855B2 (ja) * | 2014-10-09 | 2016-11-16 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
JPWO2016056314A1 (ja) * | 2014-10-09 | 2017-04-27 | Dic株式会社 | 組成物及びそれを使用した液晶表示素子 |
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DE112013004127B4 (de) | 2016-08-11 |
TWI588244B (zh) | 2017-06-21 |
US20150203757A1 (en) | 2015-07-23 |
WO2014030482A1 (ja) | 2014-02-27 |
US9587175B2 (en) | 2017-03-07 |
CN104471030A (zh) | 2015-03-25 |
KR101555597B1 (ko) | 2015-09-24 |
KR20140145205A (ko) | 2014-12-22 |
DE112013004127T5 (de) | 2015-05-07 |
JPWO2014030482A1 (ja) | 2016-07-28 |
TW201422789A (zh) | 2014-06-16 |
CN104471030B (zh) | 2016-04-27 |
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