DE3590176C1 - Ethan- und Methoxyderivate und diese enthaltende FK-Mischungen - Google Patents
Ethan- und Methoxyderivate und diese enthaltende FK-MischungenInfo
- Publication number
- DE3590176C1 DE3590176C1 DE3590176A DE3590176A DE3590176C1 DE 3590176 C1 DE3590176 C1 DE 3590176C1 DE 3590176 A DE3590176 A DE 3590176A DE 3590176 A DE3590176 A DE 3590176A DE 3590176 C1 DE3590176 C1 DE 3590176C1
- Authority
- DE
- Germany
- Prior art keywords
- trans
- formula
- ethane
- compounds
- fluorophenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/13—Monocyclic aromatic halogenated hydrocarbons containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/18—Preparation of halogenated hydrocarbons by replacement by halogens of oxygen atoms of carbonyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/54—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
-
- 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
- C09K19/02—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.)
-
- 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
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
-
- 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
- C09K19/10—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
-
- 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
- C09K19/3028—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds
-
- 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
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Description
Δε = 2 (ε| |) - 1 (ε⟂) = 1.
- a) Verwendung entsprechender FK-Mischungen aus Substanzen mit stark positiver oder schwach negativer DKA (siehe z. B. Kmetz, A. R., SID Digest, Tech. Papers IX (1078) 70); dies hat besonders den Nachteil, daß die Mischungen zur Bildung smektischer Phasen neigen;
- b) Verwendung von Substanzen, die im Molekül sowohl eine ausgeprägte Polarisierung in Längsrichtung als auch eine solche in Querrichtung, bezogen auf die allgemein "gestreckte" Form der FK-Moleküle, aufweisen (Osman, M. A., europäische Patentanmeldung, Publikations-Nr. 00 19 665); dies hat den Vorteil, daß das Verhältnis Δε/ε⟂ vermindert werden kann durch Erhöhung des ε⟂-Beitrages und nicht oder nicht notwendigerweise durch Verminderung des ε| |- Beitrages des gleichen Moleküls.
- a) die Summe von n und m mindestens 1 und höchstens 3 ist,
- b) m 2 und n 0 bedeutet, falls Z -CH₂- und X⁴ Nitril bedeutet,
- c) mindestens eine der Gruppen X² und X³ nicht Wasserstoff bedeutet, und
- d) Verbindungen der Formel (1), worin R=Alkyl mit bis zu 8 Kohlenstoffatomen, n=1, m=1, X³=Wasserstoff und Z, X² und X⁴ die angegebene Bedeutung haben, ausgenommen sind.
-CH=CH- | |
-N(O)=N- | |
-CH=CY- | -CH=N(O)- |
-CH≡C- | -CH₂-CH₂- |
-CO-O- | -CH₂-O- |
-CO-S- | -CH₂-S- |
-CH=N- | -COO-Phe-COO- |
2-(4-trans-Methylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Ethylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Propylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Butylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Pentylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Hexylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Heptylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Octylcyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-Methylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Ethylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Propylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Butylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Pentylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Hexylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Heptylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Octylcyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-Methylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Ethylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Propylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Butylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Pentylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Hexylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Heptylcyclohexyl)-1-(2,4-difluorphenyl)ethan
2-(4-trans-Methylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Ethylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Propylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Butylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Pentylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Hexylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-Heptylcyclohexyl)-1-(3,4-difluorphenyl)ethan
2-(4-trans-4-Propyl-4′-bicyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-4-Pentyl-4′-bicyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-4-Heptyl-4′-bicyclohexyl)-1-(4-chlor-2-fluorphenyl) ethan
2-(4-trans-4-Propyl-4′-bicyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-4-Pentyl-4′-bicyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(4-trans-4-Heptyl-4′-bicyclohexyl)-1-(4-chlor-3-fluorphenyl) ethan
2-(trans-4-Methyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Ethyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Propyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Butyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Pentyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Hexyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Heptyl-4′-bicyclohexyl)-1-(2,4-difluorphenyl) ethan
2-(trans-4-Methyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Ethyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Propyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Butyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Pentyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Hexyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(trans-4-Heptyl-4′-bicyclohexyl)-1-(3,4-difluorphenyl) ethan
2-(4′-Methylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Ethylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Propylphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Butylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Pentylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Hexylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Heptylbiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Methoxybiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Ethoxybiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Propoxybiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Butoxybiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
2-(4′-Pentoxybiphenyl-4-yl)-1-(4-cyano-3-fluorphenyl)ethan
4-(trans-4-Propylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Butylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Pentylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Ethylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Hexylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Octylcyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Methylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Ethylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Propylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Butylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Pentylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Hexylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Heptylcyclohexylmethoxy)-3-chlorbenzonitril
4-(trans-4-Propylcyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Butylcyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Pentylcyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Hexylcyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Heptylcyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Octylcyclohexylmethoxy)-2-fluorbenzonitril
4-Cyano-3-fluorphenyl-4-(trans-4-propylcyclohexyl)- benzyl-ether
4-Cyano-3-fluorphenyl-4-(trans-4-pentylcyclohexyl)- benzyl-ether
4-Cyano-3-fluorphenyl-4-(trans-4-heptylcyclohexyl)- benzyl-ether
4-(trans-4-Propyl-4′-bicyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Pentyl-4′-bicyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Heptyl-4′-bicyclohexylmethoxy)-3-fluorbenzonitril
4-(trans-4-Propyl-4′-bicyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Pentyl-4′-bicyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Heptyl-4′-bicyclohexylmethoxy)-2-fluorbenzonitril
4-(trans-4-Propyl-4′-bicyclohexylmethoxy)-1,2-benzodicarbonitril
4-(trans-4-Pentyl-4′-bicyclohexylmethoxy)-1,2-benzodicarbonitril
4-(trans-4-Heptyl-4′-bicyclohexylmethoxy)-1,2-benzodicarbonitril
4-(trans-4-Propyl-4′-bicyclohexylmethoxy)-1,3-benzodicarbonitril
4-(trans-4-Pentyl-4′-bicyclohexylmethoxy)-1,3-benzodicarbonitril
4-(trans-4-Heptyl-4′-bicyclohexylmethoxy)-1,3-benzodicarbonitril
Claims (8)
- a) die Summe von n und m mindestens 1 und höchstens 3 ist,
- b) m 2 und n 0 bedeutet, falls Z -CH₂- und X⁴ Nitril bedeutet,
- c) mindestens eine der Gruppen X² und X³ nicht Wasserstoff bedeutet, und
- d) Verbindungen der Formel (1), worin R=Alkyl mit bis zu 8 Kohlenstoffatomen, n=1, m=1, x³=Wasserstoff und Z, X² und X⁴ die angegebene Bedeutung haben, ausgenommen sind.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1900/84A CH660003A5 (de) | 1984-04-16 | 1984-04-16 | Anisotrope verbindungen und fk-mischungen mit diesen. |
Publications (2)
Publication Number | Publication Date |
---|---|
DE3590176D2 DE3590176D2 (en) | 1986-06-05 |
DE3590176C1 true DE3590176C1 (de) | 1991-09-12 |
Family
ID=4221214
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE3590176A Expired - Lifetime DE3590176C1 (de) | 1984-04-16 | 1985-04-13 | Ethan- und Methoxyderivate und diese enthaltende FK-Mischungen |
Country Status (5)
Country | Link |
---|---|
US (2) | US4710315A (de) |
JP (1) | JPH0764767B2 (de) |
CH (1) | CH660003A5 (de) |
DE (1) | DE3590176C1 (de) |
WO (1) | WO1985004874A1 (de) |
Families Citing this family (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3317597A1 (de) * | 1983-05-14 | 1984-11-15 | Merck Patent Gmbh, 6100 Darmstadt | Bicyclohexylethane |
DE3401320A1 (de) * | 1984-01-17 | 1985-07-25 | Merck Patent Gmbh, 6100 Darmstadt | Ethanderivate |
DE3667170D1 (de) * | 1985-03-26 | 1990-01-04 | Hoffmann La Roche | Alkenylsubstituierte phenylisothiocyanate und benzonitrile. |
JPS61280489A (ja) * | 1985-06-05 | 1986-12-11 | Chisso Corp | 新規液晶化合物 |
JPS61282328A (ja) * | 1985-06-10 | 1986-12-12 | Chisso Corp | シクロヘキサン誘導体 |
DE3530126A1 (de) * | 1985-08-23 | 1987-02-26 | Merck Patent Gmbh | Bicyclooctanderivate |
DE3606787A1 (de) * | 1986-03-01 | 1987-09-03 | Merck Patent Gmbh | Elektrooptisches anzeigeelement |
JPH0733353B2 (ja) * | 1986-07-04 | 1995-04-12 | チッソ株式会社 | ハロゲン置換フエニルベンジルエ−テル誘導体 |
EP0285617B1 (de) * | 1986-09-08 | 1991-12-27 | MERCK PATENT GmbH | Flüssigkristallphase |
DE3632411A1 (de) * | 1986-09-24 | 1988-04-07 | Merck Patent Gmbh | Verfahren zur herstellung von ethanderivaten |
US4879061A (en) * | 1986-09-29 | 1989-11-07 | Crystaloid Electronics Co. | Liquid crystalline materials and method of making same |
JPS6436A (en) * | 1987-02-06 | 1989-01-05 | Chisso Corp | Cyclohexane derivative |
DE3807862A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | Smektische fluessigkristallphase |
JPH0684339B2 (ja) * | 1987-11-16 | 1994-10-26 | チッソ株式会社 | シクロヘキサン誘導体 |
US5230827A (en) * | 1988-03-10 | 1993-07-27 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Derivatives of 2,3-difluorobenzoic acid |
DE3807861A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | 2,3-difluorbiphenyle |
US5279764A (en) * | 1988-03-10 | 1994-01-18 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Dihalogenobenzene derivatives |
DE3807871A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | Heterocyclische derivate des 1,2-difluorbenzols |
US5273680A (en) * | 1988-03-10 | 1993-12-28 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Fluorinated oligophenyls and their use in liquid crystal materials |
US4897216A (en) * | 1988-03-10 | 1990-01-30 | Merck Patent Gesellschaft Mit Beschrankter Haftung | 2,3-difluorophenol derivatives |
GB2216523B (en) * | 1988-03-10 | 1991-12-11 | Merck Patent Gmbh | Dihalogenobenzene liquid crystalline compounds |
DE3807863A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | 2,3-difluorbenzolderivate |
DE3835803A1 (de) * | 1988-03-10 | 1990-04-26 | Merck Patent Gmbh | Supertwist-fluessigkristallanzeigeelement und fluessigkristallmischung |
US5211878A (en) * | 1988-03-10 | 1993-05-18 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Difluorobenzonitrile derivatives |
DE3807802A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | Chirale derivate des 1,2-difluorbenzols |
US5248447A (en) * | 1988-03-10 | 1993-09-28 | Merck Patent Gesellschaft Mit Beschrankter Haftung | 2,3-difluorohydroquinone derivatives |
US4925590A (en) * | 1988-03-10 | 1990-05-15 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Derivatives of 4-cyano-2,3-difluorophenol |
ES2058433T3 (es) * | 1988-10-20 | 1994-11-01 | Merck Patent Gmbh | Indicador matriz de cristal liquido. |
JP2696557B2 (ja) * | 1989-03-07 | 1998-01-14 | チッソ株式会社 | トリフルオロベンゼン誘導体 |
JP2692947B2 (ja) * | 1989-04-14 | 1997-12-17 | キヤノン株式会社 | 液晶性化合物、これを含む液晶組成物およびこれを使用した液晶素子 |
US5482653A (en) * | 1989-05-30 | 1996-01-09 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Fluoro-chloro-benzene derivatives |
DE68903274T2 (de) * | 1989-07-06 | 1993-03-18 | Merck Patent Gmbh | Nematische fluessigkristallzusammensetzung fuer aktive matrix-verwendung. |
EP0449288B1 (de) * | 1990-03-28 | 1996-09-11 | MERCK PATENT GmbH | Phenylethane und flüssigkristallines Medium |
US5456860A (en) * | 1990-03-31 | 1995-10-10 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Matrix liquid-crystal display |
US5185098A (en) * | 1990-04-05 | 1993-02-09 | Hoffmann-La Roche Inc. | Liquid crystalline mixtures containing 3,4-difluorophenyl-substituted bicyclohexyls |
EP0477335B1 (de) * | 1990-04-13 | 1995-07-05 | MERCK PATENT GmbH | Flüssigkristallines medium |
WO1991016396A1 (de) * | 1990-04-13 | 1991-10-31 | MERCK Patent Gesellschaft mit beschränkter Haftung | Flüssigkristallines medium |
EP0458176B1 (de) * | 1990-05-21 | 1995-08-02 | F. Hoffmann-La Roche Ag | Bicyclohexylderivate |
EP0470590B1 (de) * | 1990-08-10 | 1995-01-04 | Dainippon Ink And Chemicals, Inc. | Fluorsubstituierte Etherverbindungen |
EP0475254B1 (de) * | 1990-09-10 | 1994-12-28 | F. Hoffmann-La Roche Ag | Chlorphenylalkoxyalkyl-Verbindungen |
WO1992014800A1 (en) * | 1991-02-20 | 1992-09-03 | MERCK Patent Gesellschaft mit beschränkter Haftung | Nematic liquid-crystal composition |
EP0502406B1 (de) * | 1991-03-04 | 1995-11-15 | Sharp Corporation | Nematische Flüssigkristallzusammensetzung für aktiv matrix Verwendung |
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Also Published As
Publication number | Publication date |
---|---|
WO1985004874A1 (en) | 1985-11-07 |
US4710315A (en) | 1987-12-01 |
USRE36849E (en) | 2000-09-05 |
CH660003A5 (de) | 1987-03-13 |
JPH0764767B2 (ja) | 1995-07-12 |
DE3590176D2 (en) | 1986-06-05 |
JPS61501920A (ja) | 1986-09-04 |
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