JP5657739B2 - 液晶媒体 - Google Patents
液晶媒体 Download PDFInfo
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- JP5657739B2 JP5657739B2 JP2013094627A JP2013094627A JP5657739B2 JP 5657739 B2 JP5657739 B2 JP 5657739B2 JP 2013094627 A JP2013094627 A JP 2013094627A JP 2013094627 A JP2013094627 A JP 2013094627A JP 5657739 B2 JP5657739 B2 JP 5657739B2
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 58
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 50
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 28
- -1 3,5-difluoro-1,4-phenylene Chemical group 0.000 claims abstract description 27
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 21
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 15
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims abstract 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 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 104
- 125000004432 carbon atom Chemical group C* 0.000 claims description 47
- 125000003342 alkenyl group Chemical group 0.000 claims description 27
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 4
- 239000012963 UV stabilizer Substances 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims 1
- GOYDNIKZWGIXJT-UHFFFAOYSA-N 1,2-difluorobenzene Chemical class FC1=CC=CC=C1F GOYDNIKZWGIXJT-UHFFFAOYSA-N 0.000 abstract 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical group CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 abstract 1
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 abstract 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000005291 haloalkenyloxy group Chemical group 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 46
- 210000004027 cell Anatomy 0.000 description 22
- 230000004044 response Effects 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- 239000011159 matrix material Substances 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 10
- 230000003287 optical effect Effects 0.000 description 10
- 0 C*(c(cc1)ccc1-c1ccc(C=C*)cc1)=C Chemical compound C*(c(cc1)ccc1-c1ccc(C=C*)cc1)=C 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000000758 substrate Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000002019 doping agent Substances 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 125000001153 fluoro group Chemical group F* 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
- 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 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 2
- 229920001690 polydopamine Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 1
- AUXIEQKHXAYAHG-UHFFFAOYSA-N 1-phenylcyclohexane-1-carbonitrile Chemical compound C=1C=CC=CC=1C1(C#N)CCCCC1 AUXIEQKHXAYAHG-UHFFFAOYSA-N 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 241000620457 Telestes souffia Species 0.000 description 1
- 206010047571 Visual impairment Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 238000012826 global research Methods 0.000 description 1
- 238000010438 heat treatment Methods 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
- 210000004263 induced pluripotent stem cell Anatomy 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910021421 monocrystalline silicon Inorganic materials 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 125000001400 nonyl 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])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000002958 pentadecyl 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])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
- 230000005855 radiation Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 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
- C09K19/08—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)
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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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- C09K19/00—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
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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
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
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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
- C09K19/30—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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- C09K19/06—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
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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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- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
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- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
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- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal (AREA)
Description
−広げられたネマチック相範囲(特に、低い温度までの)、
−極度に低い温度でのスイッチ能力(屋外用途、自動車、航空電子工学)、
−紫外線照射に対する増大された抵抗(より長い寿命)、
−低い閾電圧。
R0は、1〜15個のC原子を有するアルキルまたはアルコキシ基を表し、ただし、また、これらの基の1個以上のCH2基は、それぞれ互いに独立に、O原子が互いに直接つながらないようにして、−C≡C−、−CF2O−、−CH=CH−、
X0は、F、Cl、CN、SF5、SCN、NCS、6個までのC原子を有するハロゲン化されたアルキル基、ハロゲン化されたアルケニル基、ハロゲン化されたアルコキシ基またはハロゲン化されたアルケニルオキシ基を表す。
Aは、1,4−フェニレンまたはトランス−1,4−シクロヘキシレンを表し、
aは、0または1であり、および
R3は、2〜9個のC原子を有するアルケニルを表し、
および、R4は式I中のR0について示される意味を有し、好ましくは1〜12個のC原子を有するアルキルまたは2〜9個のC原子を有するアルケニルを表す。
R0およびX0は、式I中で示される意味を有し、および
Y1〜4は、それぞれ互いに独立に、HまたはFを表し、
Z0は、−C2H4−、−(CH2)4−、−CH=CH−、−CF=CF−、−C2F4−、−CH2CF2−、−CF2CH2−、−CH2O−、−OCH2−、−COO−、−CF2O−または−OCF2−を表し、式VおよびVI中では単結合も表し、および
rは、0または1を表す。
alkylおよびalkyl*は、それぞれ互いに独立に、1〜6個のC原子を有する直鎖のアルキル基を表し、および
alkenylおよびalkenyl*は、それぞれ互いに独立に、2〜6個のC原子を有する直鎖のアルケニル基を表す。
−Δnは589nmおよび20℃における光学異方性を表わし、
−γ1は20℃における回転粘度(mPa・s)を表わし、
−V10は透過(基板表面に垂直な視角)が10%となる電圧(V)を表し(閾電圧)、
−Δεは20℃および1kHzにおける誘電異方性(Δε=ε‖ε−ε⊥、ここでε‖は分子の長軸に平行な誘電率、ε⊥はそれに垂直な誘電率を表す)を表す。
Claims (14)
- 式Iの1種類以上の化合物と、式VI−2から成る化合物群より選択される1種類以上の化合物とを含むことを特徴とする液晶媒体。
R0は、1〜15個のC原子を有するアルキルまたはアルコキシ基を表し、ただし、また、これらの基の1個以上のCH2基は、それぞれ互いに独立に、O原子が互いに直接つながらないようにして、−C≡C−、−CF2O−、−CH=CH−、
X0は、F、Cl、CN、SF5、SCN、NCS、6個までのC原子を有するハロゲン化されたアルキル基、ハロゲン化されたアルケニル基、ハロゲン化されたアルコキシ基またはハロゲン化されたアルケニルオキシ基を表す。)
R 0 およびX 0 は、式I中で示される意味を有し、および
Y 1〜4 は、それぞれ互いに独立に、HまたはFを表す。) - 以下の式から選択される1種類以上の化合物を更に含むことを特徴とする請求項1〜7のいずれか1項に記載の液晶媒体。
R1およびR2は、それぞれ互いに独立に、9個までのC原子を有するn−アルキル、アルコキシ、オキサアルキル、フルオロアルキルまたはアルケニルを表し、
Y1は、HまたはFを表し、
ただし、式XIIの化合物より式VIの化合物は除外される。)
R 0 は、1〜15個のC原子を有するアルキルまたはアルコキシ基を表し、ただし、また、これらの基の1個以上のCH 2 基は、それぞれ互いに独立に、O原子が互いに直接つながらないようにして、−C≡C−、−CF 2 O−、−CH=CH−、
X 0 は、F、Cl、CN、SF 5 、SCN、NCS、6個までのC原子を有するハロゲン化されたアルキル基、ハロゲン化されたアルケニル基、ハロゲン化されたアルコキシ基またはハロゲン化されたアルケニルオキシ基を表し、
Y 1〜4 は、それぞれ互いに独立に、HまたはFを表し、
Z 0 は、−C 2 H 4 −、−(CH 2 ) 4 −、−CH=CH−、−CF=CF−、−C 2 F 4 −、−CH 2 CF 2 −、−CF 2 CH 2 −、−CH 2 O−、−OCH 2 −、−COO−、−CF 2 O−、−OCF 2 −または単結合を表す。)
- 以下の式から選択される1種類以上の化合物を更に含むことを特徴とする請求項1〜8のいずれか1項に記載の液晶媒体。
R 0 は、1〜15個のC原子を有するアルキルまたはアルコキシ基を表し、ただし、また、これらの基の1個以上のCH 2 基は、それぞれ互いに独立に、O原子が互いに直接つながらないようにして、−C≡C−、−CF 2 O−、−CH=CH−、
X 0 は、F、Cl、CN、SF 5 、SCN、NCS、6個までのC原子を有するハロゲン化されたアルキル基、ハロゲン化されたアルケニル基、ハロゲン化されたアルコキシ基またはハロゲン化されたアルケニルオキシ基を表し、
Y 1 およびY 2 は、それぞれ互いに独立に、HまたはFを表す。)
- 1〜25重量%の式Iの化合物と、
25〜80重量%の式IIおよび/またはIIIの化合物と、
5〜40重量%の式XIIの化合物と
を含むことを特徴とする請求項3〜9のいずれか1項に記載の液晶媒体。
R 1 およびR 2 は、それぞれ互いに独立に、9個までのC原子を有するn−アルキル、アルコキシ、オキサアルキル、フルオロアルキルまたはアルケニルを表し、
Y 1 は、HまたはFを表し、
ただし、式XIIの化合物より式VIの化合物は除外される。)
R 0 は、1〜15個のC原子を有するアルキルまたはアルコキシ基を表し、ただし、また、これらの基の1個以上のCH 2 基は、それぞれ互いに独立に、O原子が互いに直接つながらないようにして、−C≡C−、−CF 2 O−、−CH=CH−、
X 0 は、F、Cl、CN、SF 5 、SCN、NCS、6個までのC原子を有するハロゲン化されたアルキル基、ハロゲン化されたアルケニル基、ハロゲン化されたアルコキシ基またはハロゲン化されたアルケニルオキシ基を表し、
Y 1〜4 は、それぞれ互いに独立に、HまたはFを表し、
Z 0 は、−C 2 H 4 −、−(CH 2 ) 4 −、−CH=CH−、−CF=CF−、−C 2 F 4 −、−CH 2 CF 2 −、−CF 2 CH 2 −、−CH 2 O−、−OCH 2 −、−COO−、−CF 2 O−、−OCF 2 −または単結合を表す。)
- 1種類以上のUV安定化剤および/または抗酸化剤を更に含むことを特徴とする請求項1〜10のいずれか1項に記載の液晶媒体。
- 電気光学的目的のための請求項1〜11のいずれか1項に記載の液晶媒体の使用。
- 請求項1〜11のいずれか1項に記載の液晶媒体を含有する電気光学的液晶ディスプレイ。
- 式Iの1種類以上の化合物と、式VI−2の化合物群より選択される1種類以上の化合物とを、請求項3〜9のいずれか1項に記載の1種類以上の化合物と、または更なる液晶化合物および/または添加剤と混合することを特徴とする請求項3〜11のいずれか1項に記載の液晶媒体を調製する方法。
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Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI506123B (zh) | 2008-02-01 | 2015-11-01 | Merck Patent Gmbh | 液晶介質及液晶顯示器 |
CN101402866B (zh) * | 2008-04-03 | 2012-12-12 | 河北迈尔斯通电子材料有限公司 | Stn-lcd用混合液晶组合物 |
JP5359478B2 (ja) * | 2008-04-11 | 2013-12-04 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
CN101665701B (zh) * | 2009-09-25 | 2012-12-12 | 北京八亿时空液晶科技股份有限公司 | 一种向列型液晶组合物 |
WO2011107218A1 (de) * | 2010-03-05 | 2011-09-09 | Merck Patent Gmbh | Flüssigkristallines medium |
KR20130114995A (ko) | 2012-04-10 | 2013-10-21 | 삼성디스플레이 주식회사 | 액정 조성물 및 이를 포함하는 액정 표시 장치 |
CN102994098B (zh) * | 2012-05-03 | 2014-12-24 | 石家庄诚志永华显示材料有限公司 | Tft液晶组合物及其制备方法与应用 |
EP3228682B1 (en) * | 2012-07-18 | 2018-10-31 | DIC Corporation | Nematic liquid crystal composition and liquid crystal display device using the same |
JP5282989B1 (ja) * | 2012-07-18 | 2013-09-04 | Dic株式会社 | ネマチック液晶組成物及びこれを用いた液晶表示素子 |
WO2014054181A1 (ja) | 2012-10-05 | 2014-04-10 | Dic株式会社 | 液晶組成物及びそれを用いた液晶表示素子 |
JP5534110B1 (ja) * | 2012-12-27 | 2014-06-25 | Dic株式会社 | フルオロビフェニル含有組成物 |
WO2014136216A1 (ja) * | 2013-03-06 | 2014-09-12 | Dic株式会社 | 液晶組成物及びこれを用いた液晶表示素子 |
WO2014141365A1 (ja) * | 2013-03-11 | 2014-09-18 | Dic株式会社 | 液晶組成物及びこれを用いた液晶表示素子 |
WO2014147820A1 (ja) * | 2013-03-22 | 2014-09-25 | Dic株式会社 | 液晶組成物及びそれを使用した液晶表示素子 |
KR101619136B1 (ko) * | 2013-03-28 | 2016-05-10 | 디아이씨 가부시끼가이샤 | 네마틱 액정 조성물 및 이것을 사용한 액정 표시 소자 |
JP6385752B2 (ja) * | 2013-12-02 | 2018-09-05 | 三星電子株式会社Samsung Electronics Co.,Ltd. | 送風装置及び空気調和装置用室外機 |
JP5950058B2 (ja) * | 2013-12-25 | 2016-07-13 | Dic株式会社 | 液晶組成物用酸化防止剤、液晶組成物及びこれを用いた液晶表示素子 |
US10174254B2 (en) | 2013-12-25 | 2019-01-08 | Dic Corporation | Nematic liquid crystal composition and liquid crystal display element using the same |
JP6345008B2 (ja) * | 2014-07-08 | 2018-06-20 | Dic株式会社 | 液晶組成物及びこれを用いた液晶表示素子 |
CN105505404B (zh) * | 2014-10-20 | 2017-07-28 | 江苏和成显示科技股份有限公司 | 液晶组合物及其显示器件 |
CN104593002B (zh) * | 2014-12-24 | 2018-07-10 | 北京八亿时空液晶科技股份有限公司 | 一种具有快速响应的液晶组合物 |
US9902906B2 (en) | 2015-04-21 | 2018-02-27 | The United States Of America As Represented By The Secretary Of The Air Force | Voxelated liquid crystal elastomers |
CN104927877A (zh) * | 2015-07-13 | 2015-09-23 | 石家庄诚志永华显示材料有限公司 | 液晶组合物 |
EP3325574B1 (en) * | 2015-07-21 | 2019-04-24 | Merck Patent GmbH | Liquid-crystal medium |
WO2017020998A1 (de) * | 2015-08-05 | 2017-02-09 | Merck Patent Gmbh | Flüssigkristallines medium |
CN108350359B (zh) * | 2015-10-27 | 2022-07-08 | 默克专利股份有限公司 | 液晶介质 |
CN105331369B (zh) * | 2015-11-12 | 2018-06-12 | 石家庄诚志永华显示材料有限公司 | 含有2,4-二氟苯基团化合物的液晶介质及应用 |
CN117070229A (zh) * | 2017-10-31 | 2023-11-17 | 晶美晟光电材料(南京)有限公司 | 一种液晶混合物及其应用 |
CN111117657B (zh) * | 2018-10-30 | 2022-02-11 | 江苏和成显示科技有限公司 | 液晶组合物及其液晶显示器件 |
CN111117660B (zh) * | 2018-10-30 | 2021-12-21 | 江苏和成显示科技有限公司 | 液晶组合物及其液晶显示器件 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH072656B2 (ja) * | 1988-07-05 | 1995-01-18 | セイコーエプソン株式会社 | 液晶化合物 |
JP3783246B2 (ja) * | 1995-07-18 | 2006-06-07 | 大日本インキ化学工業株式会社 | p−テルフェニル誘導体 |
JP4712137B2 (ja) * | 1997-08-29 | 2011-06-29 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 液晶媒体 |
DE10032346A1 (de) * | 2000-07-04 | 2002-01-17 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE10046754A1 (de) * | 2000-09-21 | 2002-04-11 | Merck Patent Gmbh | TN-und STN-Flüssigkristallanzeigen |
DE10151491A1 (de) | 2000-11-03 | 2002-05-08 | Merck Patent Gmbh | Flüssigkristallines Medium mit niedriger Rotationsviskosität |
DE10224046B4 (de) * | 2001-06-26 | 2013-02-07 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
DE10229828B4 (de) * | 2001-07-31 | 2011-12-01 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
EP1310542B1 (en) * | 2001-11-07 | 2007-04-18 | MERCK PATENT GmbH | Liquid crystalline compound, medium and display |
ATE360054T1 (de) * | 2001-11-07 | 2007-05-15 | Merck Patent Gmbh | Flüssigkristalline verbindung, flüssigkristallines medium und flüssigkristallanzeige |
DE10204790A1 (de) * | 2002-02-06 | 2003-08-14 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE10312405B4 (de) * | 2002-04-16 | 2011-12-01 | Merck Patent Gmbh | Flüssigkristallines Medium mit hoher Doppelbrechung und Lichtstabilität und seine Verwendung |
JP4873853B2 (ja) * | 2003-12-04 | 2012-02-08 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 液晶媒体 |
JP5022895B2 (ja) | 2004-06-18 | 2012-09-12 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 液晶媒体 |
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DE502007006833D1 (de) * | 2007-02-02 | 2011-05-12 | Merck Patent Gmbh | Flüssigkristallines Medium |
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