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ES2051699T3 - Derivado fluoroalcano y composicion de cristal liquido. - Google Patents

Derivado fluoroalcano y composicion de cristal liquido.

Info

Publication number
ES2051699T3
ES2051699T3 ES87103332T ES87103332T ES2051699T3 ES 2051699 T3 ES2051699 T3 ES 2051699T3 ES 87103332 T ES87103332 T ES 87103332T ES 87103332 T ES87103332 T ES 87103332T ES 2051699 T3 ES2051699 T3 ES 2051699T3
Authority
ES
Spain
Prior art keywords
group
liquid crystal
derivative
fluoroalcan
composition
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
Application number
ES87103332T
Other languages
English (en)
Inventor
Hiroyuki Nohira
Masanao Kamei
Shinichi Nakamura
Kazuharu Katagiri
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Canon Inc
Original Assignee
Canon Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from JP61287730A external-priority patent/JPS6322042A/ja
Application filed by Canon Inc filed Critical Canon Inc
Application granted granted Critical
Publication of ES2051699T3 publication Critical patent/ES2051699T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • 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
    • C09K19/12—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
    • C09K19/126—Compounds containing at least one asymmetric carbon atom
    • 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
    • C09K19/2007—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 the chain containing -COO- or -OCO- groups
    • C09K19/2021—Compounds containing at least one asymmetric carbon atom
    • 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
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3458—Uncondensed pyrimidines
    • C09K19/3463—Pyrimidine with a carbon chain containing at least one asymmetric carbon atom, i.e. optically active pyrimidines
    • 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
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
    • 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
    • C09K19/48—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing Schiff bases

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)

Abstract

UN DERIVADO DE FLUOROALCANO REPRESENTADO POR LA FORMULA (I) EN LA QUE R REPRESENTA UN GRUPO ALQUILO DE 1 A 16 C, C* DENOTA UN ATOMO DE CARBONO ASIMETRICO, R'' DENOTA UN GRUPO ALQUILO O ALCOXI DE 1 A 16 ATOMOS DE CARBONO; LOS CICLOS A,B Y C DENOTAN RESPECTIVAMENTE UN GRUPO FENILENO, UN GRUPO CICLOHEXILENO O UN GRUPO PIRIMIDINILENO; P ES 0 O 1; Q ES 0 O 1; CUANDO P ES 1, R ES CERO O 1; Y L, M Y N SON RESPECTIVAMENTE CERO O UN ENTERO POSITIVO QUE SATISFACE LA RELACION DE L+M+N IGUAL O MAYOR DE 1. EL DERIVADO DE FLUOROALCANO TIENE UN ATOMO DE FLUOR QUE PROPORCIONA UN GRAN MOMENTO DIPOLAR Y ESTA DIRECTAMENTE CONECTADO A UN ATOMO DE CARBONO ASIMETRICO, POR LO QUE PROPORCIONA UNA ALTA VELOCIDAD DE RESPUESTA CARACTERISTICA A TRAVES DE UNA POLARIZACION ESPONTANEA AUMENTADA CUANDO ESTA CONTENIDO EN UNA COMPOSICION DE CRISTAL LIQUIDO, EN PARTICULAR UNA COMPOSICION DE CRISTAL LIQUIDO FERROELECTRICO.
ES87103332T 1986-03-10 1987-03-09 Derivado fluoroalcano y composicion de cristal liquido. Expired - Lifetime ES2051699T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP5058386 1986-03-10
JP61287730A JPS6322042A (ja) 1986-03-10 1986-12-04 フルオロアルカン誘導体

Publications (1)

Publication Number Publication Date
ES2051699T3 true ES2051699T3 (es) 1994-07-01

Family

ID=26391058

Family Applications (1)

Application Number Title Priority Date Filing Date
ES87103332T Expired - Lifetime ES2051699T3 (es) 1986-03-10 1987-03-09 Derivado fluoroalcano y composicion de cristal liquido.

Country Status (5)

Country Link
US (1) US4867903A (es)
EP (1) EP0237007B1 (es)
CA (1) CA1341038C (es)
DE (1) DE3789151T2 (es)
ES (1) ES2051699T3 (es)

Families Citing this family (46)

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Publication number Priority date Publication date Assignee Title
DE3515373A1 (de) * 1985-04-27 1986-11-06 Merck Patent Gmbh, 6100 Darmstadt Stickstoffhaltige heterocyclen
DE3627964C2 (de) * 1985-08-26 2000-11-02 Samsung Electronic Devices Ferroelektrische kristallin-flüssige Derivate verzweigter acyclischer chiraler alpha-Chlorcarbonsäuren, Verfahren zu ihrer Herstellung und ihre Verwendung in Gemischen für schnell schaltende Displays in der Optoelektronik
CA1341138C (en) * 1986-06-30 2000-11-14 Minnesota Mining And Manufacturing Company Fluorine-containing chiral smectic liquid crystals
DE3787438T2 (de) * 1986-11-10 1994-02-10 Canon Kk Fluoralkanderivat, Zusammensetzung und dasselbe anwendende Flüssigkristallvorrichtung.
US5328639A (en) * 1986-11-10 1994-07-12 Canon Kabushiki Kaisha Fluoroalkane derivative, its composition and liquid crystal device using the same
JP2538578B2 (ja) * 1987-02-02 1996-09-25 チッソ株式会社 ２−置換アルキルエ−テル類および液晶組成物
US6146547A (en) * 1987-02-02 2000-11-14 Chisso Corporation 2-substituted-alkyl ether and liquid crystal composition
GB8724458D0 (en) * 1987-10-19 1987-11-25 Secr Defence Lateral cyano terphenyls
JP2636271B2 (ja) * 1987-10-30 1997-07-30 ソニー株式会社 強誘電性液晶の製造方法
US4917821A (en) * 1987-11-09 1990-04-17 Canon Kabushiki Kaisha Optically active mesomorphic compound and liquid crystal composition containing same
EP0321984B1 (en) * 1987-12-22 1992-10-21 Mitsubishi Rayon Co., Ltd. Mesomorphic compound having beta-hydroxycarboxyl group as chiral source and liquid crystal composition
US5139697A (en) * 1988-01-25 1992-08-18 Canon Kabushiki Kaisha Liquid crystal composition and liquid crystal device using same
US5244597A (en) * 1988-05-26 1993-09-14 Hoffmann-La Roche Inc. Liquid crystalline mixtures having a chiral tilted smectic phase
EP0347941B1 (en) * 1988-06-24 1996-09-04 Canon Kabushiki Kaisha Chiral smectic liquid crystal composition and liquid crystal device using same
US5240637A (en) * 1988-06-24 1993-08-31 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
US5599479A (en) * 1988-06-24 1997-02-04 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
US5292453A (en) * 1988-06-24 1994-03-08 Canon Kabushiki Kaisha Ferroelectric liquid crystal composition with improved driving voltage and temperature margins and liquid crystal device using same
ATE111949T1 (de) * 1988-06-24 1994-10-15 Canon Kk Ferroelektrische chirale smektische flüssigkristallzusammensetzung und diese verwendende vorrichtung.
EP0351587B1 (en) * 1988-06-24 1994-09-21 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
EP0347944B1 (en) * 1988-06-24 1995-02-01 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
ES2058401T3 (es) * 1988-06-24 1994-11-01 Canon Kk Composicion de cristal liquido ferroelectrico quiral esmectico y dispositivo de cristal liquido que utiliza la misma.
US5173211A (en) * 1988-07-13 1992-12-22 Canon Kabushiki Kaisha Ferroelectric chiral smectic liquid crystal composition and liquid crystal device using same
US5082587A (en) * 1988-09-23 1992-01-21 Janulis Eugene P Achiral fluorine-containing liquid crystals
JP2547857B2 (ja) * 1989-04-10 1996-10-23 シャープ株式会社 強誘電性液晶組成物
US5393459A (en) * 1989-05-11 1995-02-28 Merck Patent Gesellschaft Mit Beschrankter Haftung Optically active compounds, and a liquid-crystalline phase
WO1990013611A2 (de) * 1989-05-11 1990-11-15 MERCK Patent Gesellschaft mit beschränkter Haftung Optisch aktive verbindungen und flüssigkristalline phase
JP2768365B2 (ja) * 1989-06-24 1998-06-25 富士通株式会社 液晶組成物
US5328641A (en) * 1989-10-06 1994-07-12 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compound
US5207947A (en) * 1989-10-06 1993-05-04 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compound
JPH03141323A (ja) * 1989-10-27 1991-06-17 Showa Shell Sekiyu Kk 液晶化合物
DE4002374C2 (de) * 1990-01-27 1999-04-15 Merck Patent Gmbh Partiell fluorierte Verbindungen und deren Verwendung als Komponente flüssig kristalliner Medien
JP2974353B2 (ja) * 1990-01-29 1999-11-10 キヤノン株式会社 強誘電性カイラルスメクチック液晶組成物およびこれを含む液晶素子
EP0445037A3 (en) * 1990-03-01 1992-03-18 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compound
EP0454157A1 (en) * 1990-04-27 1991-10-30 Chisso Corporation Alkylphenylalkylpyrimidine compound and liquid crystal composition containing the same
JP2830361B2 (ja) * 1990-04-28 1998-12-02 ソニー株式会社 光学活性化合物及びこれを用いた強誘電性液晶組成物
JP2872372B2 (ja) * 1990-09-04 1999-03-17 キヤノン株式会社 液晶性化合物、これを含む液晶組成物及びこれを利用した液晶素子
JP2952053B2 (ja) * 1991-01-30 1999-09-20 キヤノン株式会社 光学活性化合物、これを含む液晶組成物、およびその使用方法、それを使用した液晶素子、表示装置
FR2673190B1 (fr) * 1991-02-26 1994-09-16 Thomson Csf Cristaux liquides fluores.
JPH04359990A (ja) * 1991-06-06 1992-12-14 Mitsui Petrochem Ind Ltd 液晶組成物、その用途およびその製造方法
ATE233800T1 (de) * 1991-11-22 2003-03-15 Canon Kk Flüssigkristallzusammensetzung, flüssigkristallvorrichtung und anzeigevorrichtung
CA2099437A1 (en) * 1992-07-17 1994-01-18 Marc D. Radcliffe Liquid crystal display device
JP2952141B2 (ja) * 1993-01-08 1999-09-20 キヤノン株式会社 液晶性化合物、それを含む液晶組成物、及びこれを用いた液晶素子
JP3095927B2 (ja) * 1993-02-10 2000-10-10 キヤノン株式会社 光学活性化合物、それを含有する液晶組成物、その使用方法、それを用いた液晶素子及び表示装置
DE4423098A1 (de) * 1994-07-01 1996-01-04 Hoechst Ag Verwendung von Pyrimidingruppen enthaltenden konjugierten Verbindungen als Elektrolumineszenzmaterialien
EP0768360B1 (en) * 1995-10-12 2002-01-09 Canon Kabushiki Kaisha Liquid crystal composition, liquid crystal device, and liquid crystal display apparatus using same
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JPS59157056A (ja) * 1983-02-26 1984-09-06 Chisso Corp 光学活性アルコ−ルのエステル
US4614609A (en) * 1983-06-14 1986-09-30 Chisso Corporation Liquid crystalline biphenyl derivatives and mixtures thereof
DE3401321A1 (de) * 1984-01-17 1985-07-25 Merck Patent Gmbh, 6100 Darmstadt Stickstoffhaltige heterocyclen
DE3404116A1 (de) * 1984-02-07 1985-08-08 Merck Patent Gmbh, 6100 Darmstadt Stickstoffhaltige heterocyclen
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FR2567877B1 (fr) * 1984-07-17 1986-11-14 Thomson Csf Compose organique a structure chirale, son utilisation dans un melange de cristaux liquides et son procede de fabrication
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DE3683062D1 (de) * 1985-02-08 1992-02-06 Ajinomoto Kk Auf polyphenyl basierende esterverbindungen und sie enthaltende fluessigkristalline zusammensetzungen.
US4615586A (en) * 1985-04-26 1986-10-07 At&T Bell Laboratories Liquid crystal devices
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DE3515374C2 (de) * 1985-04-27 1998-02-26 Hoechst Ag Chirale getilte smektische flüssigkristalline Phasen und deren Verwendung in elektrooptischen Anzeigeelementen
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EP0207712B1 (en) * 1985-07-01 1989-11-23 Ajinomoto Co., Inc. Biphenyl carbonic acid ester compounds and liquid crystal composition containing the same
JPS6281373A (ja) * 1985-10-04 1987-04-14 Alps Electric Co Ltd 液晶性化合物
US4798680A (en) * 1985-10-18 1989-01-17 Canon Kabushiki Kaisha Optically active compound, process for producing same and liquid crystal composition containing same
JPS62106061A (ja) * 1985-11-01 1987-05-16 Dainippon Ink & Chem Inc 光学活性な安息香酸エステル誘導体
EP0225195B1 (en) * 1985-12-04 1993-11-24 Ajinomoto Co., Inc. Phenylpyrimidine-based compounds and liquid crystal composition containing the same
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EP0263843B1 (en) * 1986-02-21 1992-12-02 The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Liquid crystal compounds, mixtures and devices
EP0248335B1 (de) * 1986-05-30 1990-10-31 Hoechst Aktiengesellschaft Chirale Ester aus alpha-substituierten Carbonsäuren und mesogenen Pyrimidin-5-yl-phenolen und ihre Verwendung als Dotierstoff in Flüssigkristall-Phasen
US4695650A (en) * 1986-09-24 1987-09-22 University Of Colorado Foundation Liquid crystal compounds and compositions containing same

Also Published As

Publication number Publication date
EP0237007B1 (en) 1994-03-02
EP0237007A2 (en) 1987-09-16
DE3789151T2 (de) 1994-07-21
EP0237007A3 (en) 1988-02-24
US4867903A (en) 1989-09-19
DE3789151D1 (de) 1994-04-07
CA1341038C (en) 2000-06-27

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