JP5893589B2 - 液晶媒体 - Google Patents
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- JP5893589B2 JP5893589B2 JP2013163785A JP2013163785A JP5893589B2 JP 5893589 B2 JP5893589 B2 JP 5893589B2 JP 2013163785 A JP2013163785 A JP 2013163785A JP 2013163785 A JP2013163785 A JP 2013163785A JP 5893589 B2 JP5893589 B2 JP 5893589B2
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- 239000004973 liquid crystal related substance Substances 0.000 title claims description 61
- 150000001875 compounds Chemical class 0.000 claims abstract description 92
- 239000000203 mixture Substances 0.000 claims abstract description 50
- 230000000694 effects Effects 0.000 claims abstract description 16
- 239000011159 matrix material Substances 0.000 claims abstract description 13
- YCLAMANSVUJYPT-UHFFFAOYSA-L aluminum chloride hydroxide hydrate Chemical compound O.[OH-].[Al+3].[Cl-] YCLAMANSVUJYPT-UHFFFAOYSA-L 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 125000003342 alkenyl group Chemical group 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- -1 difluoro dibenzo chroman compound Chemical class 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 15
- 230000004044 response Effects 0.000 description 12
- 239000000463 material Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 0 *C(CC1)CCC1c(c(N)c1)ccc1-c1ccc(C(CC2)CCC2NC=N*)c(N)c1N Chemical compound *C(CC1)CCC1c(c(N)c1)ccc1-c1ccc(C(CC2)CCC2NC=N*)c(N)c1N 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 7
- 230000003287 optical effect Effects 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 239000004990 Smectic liquid crystal Substances 0.000 description 5
- 239000004988 Nematic liquid crystal Substances 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 150000004074 biphenyls Chemical class 0.000 description 4
- 239000002019 doping agent Substances 0.000 description 4
- 150000002367 halogens Chemical group 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 150000001911 terphenyls Chemical class 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- WVIIMZNLDWSIRH-UHFFFAOYSA-N cyclohexylcyclohexane Chemical compound C1CCCCC1C1CCCCC1 WVIIMZNLDWSIRH-UHFFFAOYSA-N 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 230000005684 electric field Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 125000003302 alkenyloxy group Chemical group 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
- 230000008859 change Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical class C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000005361 soda-lime glass Substances 0.000 description 2
- 239000003381 stabilizer Substances 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
- PKORYTIUMAOPED-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinazoline Chemical compound C1=CC=C2NCNCC2=C1 PKORYTIUMAOPED-UHFFFAOYSA-N 0.000 description 1
- 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
- RAYZALBEMJMGEA-UHFFFAOYSA-N 1-cyclohexylnaphthalene Chemical class C1CCCCC1C1=CC=CC2=CC=CC=C12 RAYZALBEMJMGEA-UHFFFAOYSA-N 0.000 description 1
- KGFKYWUYESESLF-UHFFFAOYSA-N 2,2-difluoro-3,4-dihydrophenanthro[9,10-b]pyran Chemical class C12=CC=CC=C2C2=CC=CC=C2C2=C1OC(F)(F)CC2 KGFKYWUYESESLF-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- SMHSPYVJAUGNOI-UHFFFAOYSA-N 2-cyclohexyl-1,4-dioxane Chemical class C1CCCCC1C1OCCOC1 SMHSPYVJAUGNOI-UHFFFAOYSA-N 0.000 description 1
- YJDDXMSIMBMMGY-UHFFFAOYSA-N 2-cyclohexylpyrimidine Chemical class C1CCCCC1C1=NC=CC=N1 YJDDXMSIMBMMGY-UHFFFAOYSA-N 0.000 description 1
- JMNZDYVRKDVLIY-UHFFFAOYSA-N CC(CC1)CCC1C(CC1)(CCC1C1CCCCC1)C#N Chemical compound CC(CC1)CCC1C(CC1)(CCC1C1CCCCC1)C#N JMNZDYVRKDVLIY-UHFFFAOYSA-N 0.000 description 1
- MDFVVLTYTSEVLK-UHFFFAOYSA-N CC(CC1)CCC1c(cc1)ccc1-c(cc1)cc(F)c1-c1ccc(C)cc1 Chemical compound CC(CC1)CCC1c(cc1)ccc1-c(cc1)cc(F)c1-c1ccc(C)cc1 MDFVVLTYTSEVLK-UHFFFAOYSA-N 0.000 description 1
- LDJGELOWRGPDHO-UHFFFAOYSA-N CC(CC1)CCC1c(cc1)ccc1-c1ccc(-c(cc2F)ccc2O)c(F)c1F Chemical compound CC(CC1)CCC1c(cc1)ccc1-c1ccc(-c(cc2F)ccc2O)c(F)c1F LDJGELOWRGPDHO-UHFFFAOYSA-N 0.000 description 1
- ZCYSNYNWPSHNPO-UHFFFAOYSA-N CC(CC1)CCC1c1ccc(-c2ccc(C)cc2)c(F)c1 Chemical compound CC(CC1)CCC1c1ccc(-c2ccc(C)cc2)c(F)c1 ZCYSNYNWPSHNPO-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- 101150055539 HADH gene Proteins 0.000 description 1
- HDXTWHFVILUGFQ-UHFFFAOYSA-M OC1=CC=C(C(=O)[O-])C=C1.C(C)[N+](CCCCCCCCCCCC)(C)C Chemical compound OC1=CC=C(C(=O)[O-])C=C1.C(C)[N+](CCCCCCCCCCCC)(C)C HDXTWHFVILUGFQ-UHFFFAOYSA-M 0.000 description 1
- 102100038239 Protein Churchill Human genes 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
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000001482 benzyl phenyl ethers Chemical class 0.000 description 1
- 229910052794 bromium 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
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- DQZKGSRJOUYVPL-UHFFFAOYSA-N cyclohexyl benzoate Chemical class C=1C=CC=CC=1C(=O)OC1CCCCC1 DQZKGSRJOUYVPL-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000532 dioxanyl group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000012826 global research Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 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
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910021421 monocrystalline silicon Inorganic materials 0.000 description 1
- UVEWQKMPXAHFST-UHFFFAOYSA-N n,1-diphenylmethanimine Chemical class C=1C=CC=CC=1C=NC1=CC=CC=C1 UVEWQKMPXAHFST-UHFFFAOYSA-N 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 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
- 150000001629 stilbenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 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 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 150000001608 tolans Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—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)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
Description
R11は、4個までの炭素原子を有するアルキルまたはアルケニル基を表し、該基は置換されていないか、CNまたはCF3によって1置換されているか、またはハロゲンによって少なくとも1置換されており、ただし加えて、これらの基の中の1個以上のCH2基は、酸素原子が互いに直接結合しないようにして、−O−、−S−、
R12は、5個までの炭素原子を有するアルケニル基を表し、該基は置換されていないか、CNまたはCF3によって1置換されているか、またはハロゲンによって少なくとも1置換されており、ただし加えて、これらの基の中の1個以上のCH2基は、酸素原子が互いに直接結合しないようにして、−O−、−S−、
R2は、H、15個までの炭素原子を有するアルキルまたはアルケニル基を表し、該基は置換されていないか、CNまたはCF3によって1置換されているか、またはハロゲンによって少なくとも1置換されており、ただし加えて、これらの基の中の1個以上のCH2基は、酸素原子が互いに直接結合しないようにして、−O−、−S−、
20〜70重量%の1種類以上の式IIAおよび/またはIIBの化合物と
を含むか、これらより成り、
ただし、式IおよびIIAおよび/またはIIBの化合物の総量は100重量%以下である液晶媒体。
Rは、R2に示される意味を有し、
Rは、好ましくは、それぞれの場合で1〜6個の炭素原子を有する直鎖状のアルキル、アルコキシまたはアルコキシアルキル、2〜6個の炭素原子を有するアルケニルまたはアルケニルオキシである。Rは、好ましくは、メチル、エチル、プロピル、ブチル、ペンチル、ヘキシル、メトキシ、エトキシ、プロポキシ、ブトキシまたはペントキシを表す。
alkylおよびalkyl*は、それぞれ互いに独立に、1〜6個の炭素原子を有する直鎖状のアルキルを表し、および
alkenylおよびalkenyl*は、それぞれ互いに独立に、2〜6個の炭素原子を有する直鎖状のアルケニル基を表す。
alkylおよびalkyl*は、それぞれ互いに独立に、1〜6個の炭素原子を有する直鎖状のアルキル基を表し、
alkenylおよびalkenyl*は、それぞれ互いに独立に、2〜6個の炭素原子を有する直鎖状のアルケニル基を表す。
式中、LおよびEは、それぞれ、1,4−二置換ベンゼンおよびシクロヘキサン環、4,4’−二置換ビフェニル、フェニルシクロヘキサンおよびシクロへキシルシクロヘキサン構造、2,5−二置換ピリミジンおよび1,3−ジオキサン環、2,6−二置換ナフタレン、ジ−およびテトラヒドロナフタレン、キナゾリンおよびテトラヒドロキナゾリンから成る群より選択される炭素環構造またはヘテロ環構造である。
V0は20℃における容量閾電圧(V)を表し、
Δnは20℃および589nmで測定される光学異方性を表し、
Δεは20℃および1kHzでの誘電異方性を表し、
cl.p.は透明点(℃)を表し、
K1は20℃における「スプレイ」変形に対する弾性定数(pN)を表し、
K3は20℃における「ベンド」変形に対する弾性定数(pN)を表し、
γ1は20℃で測定される回転粘度(mPa・s)を表し、
LTSは試験セル中で決定される低温安定性(ネマチック相)を表す。
<例1>
Claims (8)
- 化合物の混合物を基礎とする負の誘電異方性を有する液晶媒体であって、
前記混合物全体に基づいて、30重量%以上の量の式I2の化合物、および
式IIAの1種以上の化合物
を含む液晶媒体。
R2は、15個までの炭素原子を有するアルキルまたはアルケニル基を表し、該基は置換されていないか、CNまたはCF3によって1置換されているか、またはハロゲンによって少なくとも1置換されており、ただし加えて、これらの基の中の1個以上のCH2基は、酸素原子が互いに直接結合しないようにして、それぞれ互いに独立に、−O−、−S−、
pは、1または2を表し、および
vは、1〜6を表す。) - 前記混合物の全体中の式IIAの化合物の割合は、少なくとも20重量%であることを特徴とする請求項1に記載の液晶媒体。
- 30〜80重量%の式I2の化合物と、
20〜70重量%の1種類以上の式IIAの化合物と、
を含み、
ただし、式I2およびIIAの化合物の総量は100重量%以下である
ことを特徴とする請求項1または2に記載の液晶媒体。 - 式I2の化合物、および式IIAの1種以上の化合物を、任意選択で少なくとも1種類の更なる液晶化合物および任意選択で添加剤と混合することを特徴とする請求項1〜6のいずれか1項に記載の液晶媒体の調製方法。
- ECB、PALC、FFSまたはIPS効果に基づいてアドレスするアクティブマトリクスを有する電気光学的ディスプレイであって、誘電体として請求項1〜6のいずれか1項に記載の液晶媒体を含有することを特徴とする電気光学的ディスプレイ。
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Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE502005010229D1 (de) | 2004-07-02 | 2010-10-21 | Merck Patent Gmbh | Flüssigkristallines medium |
DE502006004279D1 (de) * | 2005-05-21 | 2009-09-03 | Merck Patent Gmbh | Flüssigkristallines Medium |
WO2009121458A1 (de) * | 2008-03-31 | 2009-10-08 | Merck Patent Gmbh | Flüssigkristallines medium und flüssigkristallanzeige |
WO2010084823A1 (ja) | 2009-01-22 | 2010-07-29 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
JP6190270B2 (ja) * | 2010-12-07 | 2017-08-30 | 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Merck Patent Gesellschaft mit beschraenkter Haftung | 液晶媒体および液晶ディスプレイ |
CN104673327B (zh) | 2010-12-24 | 2018-06-08 | Dic株式会社 | 含有聚合性化合物的液晶组合物以及使用其的液晶显示元件 |
WO2012138936A1 (en) | 2011-04-05 | 2012-10-11 | Cummins Inc. | System, method, and apparatus for aftertreatment system monitoring |
CN102433130B (zh) * | 2011-09-23 | 2014-03-19 | 北京八亿时空液晶科技股份有限公司 | 一种负介电各向异性液晶组合物及其应用 |
JP6107806B2 (ja) * | 2012-02-23 | 2017-04-05 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
TWI452122B (zh) | 2012-02-24 | 2014-09-11 | Dainippon Ink & Chemicals | 液晶組成物 |
KR102117336B1 (ko) | 2013-03-06 | 2020-06-01 | 디아이씨 가부시끼가이샤 | 네마틱 액정 조성물 및 이를 사용한 액정 표시 소자 |
KR102150931B1 (ko) | 2013-03-26 | 2020-09-02 | 디아이씨 가부시끼가이샤 | 액정 조성물 및 그것을 사용한 액정 표시 소자 |
KR102068961B1 (ko) * | 2013-06-28 | 2020-01-22 | 엘지디스플레이 주식회사 | 액정 물질 및 이를 포함하는 액정표시장치 |
EP2896678B1 (en) * | 2014-01-21 | 2018-10-17 | Merck Patent GmbH | Liquid crystal display |
US20160349540A1 (en) * | 2014-02-14 | 2016-12-01 | Dic Corporation | Light modulation element |
JP7086914B2 (ja) * | 2014-03-17 | 2022-06-20 | 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 |
CN103923663B (zh) * | 2014-04-15 | 2015-09-23 | 烟台显华化工科技有限公司 | 一种负介电各向异性液晶材料及使用该材料的显示器件 |
KR101849961B1 (ko) | 2014-05-13 | 2018-04-19 | 디아이씨 가부시끼가이샤 | 네마틱 액정 조성물 및 이를 사용한 액정 표시 소자 |
WO2015180830A1 (de) * | 2014-05-27 | 2015-12-03 | Merck Patent Gmbh | Flüssigkristallines medium |
JP5950061B2 (ja) * | 2014-07-25 | 2016-07-13 | 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 |
KR101826643B1 (ko) | 2014-09-05 | 2018-02-07 | 디아이씨 가부시끼가이샤 | 네마틱 액정 조성물 및 이것을 사용한 액정 표시 소자 |
KR20160035173A (ko) | 2014-09-22 | 2016-03-31 | 삼성디스플레이 주식회사 | 액정 화합물, 이를 포함하는 액정 조성물 및 이를 포함하는 액정 디스플레이 |
JP2016079292A (ja) * | 2014-10-17 | 2016-05-16 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
JP6008065B1 (ja) | 2014-12-25 | 2016-10-19 | 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 |
US20160264866A1 (en) * | 2015-03-10 | 2016-09-15 | Merck Patent Gmbh | Liquid-crystalline medium |
EP3067405B1 (de) * | 2015-03-10 | 2019-03-27 | Merck Patent GmbH | Flüssigkristallines medium |
KR20240055905A (ko) | 2015-03-13 | 2024-04-29 | 메르크 파텐트 게엠베하 | 액정 매질 |
EP3081620B1 (en) * | 2015-04-13 | 2020-04-01 | Merck Patent GmbH | Liquid-crystalline medium and liquid-crystal display comprising the same |
CN107835846A (zh) * | 2015-07-01 | 2018-03-23 | Dic株式会社 | 组合物及使用其的液晶显示元件 |
CN105694909B (zh) * | 2016-01-13 | 2018-08-28 | 石家庄诚志永华显示材料有限公司 | 液晶组合物 |
CN107267157B (zh) * | 2016-04-08 | 2020-07-31 | 北京八亿时空液晶科技股份有限公司 | 一种负介电各向异性液晶组合物及其应用 |
JP2017193596A (ja) * | 2016-04-18 | 2017-10-26 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
JP7205496B2 (ja) * | 2018-01-05 | 2023-01-17 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
JP7124462B2 (ja) * | 2018-05-31 | 2022-08-24 | Jnc株式会社 | 液晶表示素子 |
WO2020152206A1 (en) | 2019-01-25 | 2020-07-30 | Merck Patent Gmbh | Liquid-crystalline medium |
CN111484475B (zh) * | 2019-01-28 | 2022-11-04 | 北京八亿时空液晶科技股份有限公司 | 一种液晶化合物及其制备方法与应用 |
WO2021233797A1 (en) | 2020-05-18 | 2021-11-25 | Merck Patent Gmbh | Liquid-crystalline medium |
EP3940040A1 (en) | 2020-07-16 | 2022-01-19 | Merck Patent GmbH | Liquid-crystalline medium |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4096123B2 (ja) * | 1996-09-27 | 2008-06-04 | チッソ株式会社 | アルカジエニル基を側鎖として有する化合物、及びこれを用いた液晶組成物 |
EP0834491B1 (de) | 1996-10-02 | 2001-09-05 | MERCK PATENT GmbH | Bisalkenylbicyclohexane und flüssigkristallines Medium |
DE19732502A1 (de) * | 1997-07-29 | 1999-02-04 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
DE19733199A1 (de) * | 1997-08-01 | 1999-02-04 | Merck Patent Gmbh | Nematische Flüssigkristallzusammensetzung |
DE19927627B4 (de) * | 1998-06-30 | 2008-01-31 | Merck Patent Gmbh | Flüssigkristallines Medium |
JP2000096055A (ja) * | 1998-09-12 | 2000-04-04 | Merck Patent Gmbh | ネマティック液晶組成物およびこの組成物を含有する液晶ディスプレイ |
DE10058664B4 (de) * | 1999-12-07 | 2009-12-03 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
DE10112955B4 (de) * | 2000-04-14 | 2010-09-09 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
DE10064995B4 (de) * | 2000-12-23 | 2009-09-24 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung in einer elektrooptischen Anzeige |
DE10218976A1 (de) * | 2001-06-01 | 2002-12-05 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE10135499A1 (de) * | 2001-07-20 | 2003-01-30 | Merck Patent Gmbh | Indanverbindungen mit negativem Delta-epsilon |
DE10150198A1 (de) * | 2001-10-12 | 2003-04-24 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE10216197B4 (de) * | 2002-04-12 | 2013-02-07 | Merck Patent Gmbh | Flüssigkristallmedium und und seine Verwendung in einer elektrooptischen Anzeige |
DE50306559D1 (de) * | 2002-07-06 | 2007-04-05 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE50313416D1 (de) * | 2002-11-22 | 2011-02-24 | Merck Patent Gmbh | Flüssigkristallines Medium |
JP4834954B2 (ja) * | 2002-12-26 | 2011-12-14 | 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 |
DE60321967D1 (de) * | 2002-12-26 | 2008-08-14 | Dainippon Ink & Chemicals | Nematische flüssigkristallzusammensetzung und flüssigkristallanzeigeelement damit |
DE102004003508B4 (de) * | 2003-02-15 | 2012-11-15 | Merck Patent Gmbh | Nematische Flüssigkristallmischung und ihre Verwendung in Anzeigen |
JP5058598B2 (ja) * | 2003-07-11 | 2012-10-24 | 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 | モノフルオロターフェニル化合物を含む液晶媒体 |
DE102004039276B4 (de) * | 2003-09-19 | 2013-03-07 | Merck Patent Gmbh | Nematische Flüssigkristallmischung und deren Verwendung in Anzeigen |
KR100716969B1 (ko) * | 2003-11-27 | 2007-05-10 | 삼성전자주식회사 | 수직 배향 액정화합물 및 이를 포함한 액정 조성물 |
DE502005010229D1 (de) | 2004-07-02 | 2010-10-21 | Merck Patent Gmbh | Flüssigkristallines medium |
KR101457281B1 (ko) | 2004-07-02 | 2014-11-07 | 메르크 파텐트 게엠베하 | 액정 매질 및 그를 함유하는 전기광학 디스플레이 |
DE502006002167D1 (de) * | 2005-08-09 | 2009-01-08 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE102005058541A1 (de) * | 2005-12-08 | 2007-06-14 | Merck Patent Gmbh | Flüssigkristallines Medium |
DE502007004313D1 (de) * | 2007-02-19 | 2010-08-19 | Merck Patent Gmbh | Flüssigkristallines Medium |
ATE530620T1 (de) * | 2007-08-30 | 2011-11-15 | Merck Patent Gmbh | Flüssigkristallines medium |
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