JP5534114B1 - ネマチック液晶組成物 - Google Patents
ネマチック液晶組成物 Download PDFInfo
- Publication number
- JP5534114B1 JP5534114B1 JP2013553696A JP2013553696A JP5534114B1 JP 5534114 B1 JP5534114 B1 JP 5534114B1 JP 2013553696 A JP2013553696 A JP 2013553696A JP 2013553696 A JP2013553696 A JP 2013553696A JP 5534114 B1 JP5534114 B1 JP 5534114B1
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- Prior art keywords
- liquid crystal
- general formula
- crystal composition
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- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 100
- 239000004988 Nematic liquid crystal Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 134
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 128
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 29
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 16
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 14
- 125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 10
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- -1 tetrahydropyran-2,5-diyl group Chemical group 0.000 claims description 20
- 229910052731 fluorine Inorganic materials 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 12
- 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 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 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
- 238000000034 method Methods 0.000 claims description 5
- 239000004642 Polyimide Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 229910052757 nitrogen 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
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 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
- 239000011159 matrix material Substances 0.000 claims description 2
- 229920002647 polyamide Polymers 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
- 125000004429 atom Chemical group 0.000 claims 1
- 238000003682 fluorination reaction Methods 0.000 claims 1
- 230000002542 deteriorative effect Effects 0.000 abstract description 2
- 239000000758 substrate Substances 0.000 description 16
- 230000000704 physical effect Effects 0.000 description 15
- 210000004027 cell Anatomy 0.000 description 11
- 239000012071 phase Substances 0.000 description 8
- 230000007704 transition Effects 0.000 description 7
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 4
- 0 C*(C)C1CCC(*)CC1 Chemical compound C*(C)C1CCC(*)CC1 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 101100328110 Arabidopsis thaliana CLC-A gene Proteins 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920000642 polymer Polymers 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
- 238000002834 transmittance Methods 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
- 239000004985 Discotic Liquid Crystal Substance Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 125000005647 linker group Chemical group 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
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical group C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 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
- 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
- 150000001721 carbon 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
- 239000012769 display material Substances 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
- 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
- 239000010409 thin film Substances 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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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
-
- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
- C09K19/0208—Twisted Nematic (T.N.); Super Twisted Nematic (S.T.N.); Optical Mode Interference (O.M.I.)
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- C09K19/00—Liquid crystal materials
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
- C09K19/0216—Super Birefringence Effect (S.B.E.); Electrically Controlled Birefringence (E.C.B.)
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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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- 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
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- 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
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- 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
- C09K19/58—Dopants or charge transfer agents
- C09K19/586—Optically active dopants; chiral dopants
-
- 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
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
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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
- C09K2019/0448—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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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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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
- C09K19/12—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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- C09K19/00—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-)
- C09K2019/124—Ph-Ph-Ph-Ph
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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
- C09K19/3003—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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- C09K19/04—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)
- C09K2019/3015—Cy-Cy-Ph-Cy
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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
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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)
- C09K2019/3016—Cy-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)
- C09K2019/3019—Cy-Cy-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)
- C09K2019/3025—Cy-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
- C09K19/3028—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds
- C09K2019/3036—Cy-C2H4-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
- C09K19/3059—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon triple bonds
- C09K2019/3063—Cy-Ph-C≡C-Ph
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Abstract
Description
のいずれかで表される基から選ばれることが好ましい。A01、A11、A21、A31、A41、A51、A53がトランス−1,4−シクロヘキシレン基の場合、式(R1)、式(R2)、式(R4)が更に好ましい。一般式(LC5)におけるR51、R52の少なくとも一方が式(R1)から式(R5)のいずれかのアルケニル基である化合物を1種又は2種以上含有することは更に好ましい。
(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を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。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本発明の必須成分である一般式(LC0)と併用することが更に好ましい。
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、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)
重合性化合物の使用量は好ましくは0.05〜2.0質量%である。
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又は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、本発明者等によって、式(IV)が適用されることを見出している。
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)
η20 :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、調製した本発明の液晶組成物(実1)と、比較のために調製した液晶組成物(比1)及び(比2)の物性値を示す。
(実施例2)
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。
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。
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13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。この表示素子の電気光学特性を測定したところ、透過率が10%変化する印加電圧は、1.44vであった。また、5vを印加した時の応答速度は6.9ミリ秒であり、電圧をオフにした時の応答速度は14.4ミリ秒であった。
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し、更に、一般式(LC0)に存在するY 01 が炭素数2〜5のフッ素化されたアルキル基、炭素数2〜5のフッ素化されたアルコキシ基、炭素数2〜5のフッ素化されたアルケニル基または炭素数2〜5のフッ素化されたアルケニルオキシ基である化合物を1種又は2種以上含有することを特徴とする液晶組成物。
- 一般式(LC0)で表される化合物を1種又は2種以上含有し、さらに一般式(LC1)から一般式(LC4)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し、さらに一般式(LC5)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記載の液晶組成物。
- 一般式(LC0)から一般式(LC4)に存在するY01からY41が、−CF2CF3、−CHFCF3、−OCF2CF3、−OCHFCF3、−OCF=CF2、又は−OCH=CF2である請求項1又は2記載の液晶組成物。
- 一般式(LC0)から一般式(LC5)に存在するR01、R11、R21、R31、R41、R51〜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A01〜A03、A11、A21〜A23、A31〜A32、A41〜A42、A51〜A53のうち少なくとも1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)、一般式(LC4)、一般式(LC5)に存在するZ01〜Z02、Z31〜Z32、Z41〜Z42、Z51〜Z52のうち少なくとも1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である請求項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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WO2009150963A1 (ja) * | 2008-06-09 | 2009-12-17 | チッソ株式会社 | 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 |
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 |
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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 |
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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 |
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JP2007277127A (ja) * | 2006-04-04 | 2007-10-25 | Adeka Corp | 含ハロゲン化合物、液晶組成物及び電気光学表示素子 |
WO2009150963A1 (ja) * | 2008-06-09 | 2009-12-17 | チッソ株式会社 | 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 |
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 |
WO2012161178A1 (ja) * | 2011-05-26 | 2012-11-29 | 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 |
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TW201435052A (zh) | 2014-09-16 |
WO2014061365A1 (ja) | 2014-04-24 |
DE112013005036B4 (de) | 2016-09-08 |
JPWO2014061365A1 (ja) | 2016-09-05 |
CN104321408B (zh) | 2016-02-03 |
US20150322343A1 (en) | 2015-11-12 |
KR101555598B1 (ko) | 2015-09-24 |
KR20140146663A (ko) | 2014-12-26 |
CN104321408A (zh) | 2015-01-28 |
DE112013005036T5 (de) | 2015-07-30 |
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