JP4896282B2 - 液晶組成物、抵抗値調整方法及び置換フェノール - Google Patents

液晶組成物、抵抗値調整方法及び置換フェノール Download PDF

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Publication number
JP4896282B2
JP4896282B2 JP02706599A JP2706599A JP4896282B2 JP 4896282 B2 JP4896282 B2 JP 4896282B2 JP 02706599 A JP02706599 A JP 02706599A JP 2706599 A JP2706599 A JP 2706599A JP 4896282 B2 JP4896282 B2 JP 4896282B2
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Prior art keywords
liquid crystal
mixture
compound
crystal mixture
formula
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Japanese (ja)
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JPH11302652A (ja
Inventor
ミヒャエル・ダリウス
フォルカー・ライフェンラート
和明 樽見
ベルンハルト・リーガー
ミヒャエル・ヘックマイヤー
マーカス・ロイター
ピーア・キルシュ
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Merck Patent GmbH
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Merck Patent GmbH
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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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
    • 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
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and 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
    • 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
    • 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
    • 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
    • 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
    • C09K19/52—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
    • 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
    • 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
    • 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
    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/122—Ph-Ph
    • 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)
    • C09K2019/3004—Cy-Cy
    • 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)
    • C09K2019/3009—Cy-Ph
    • 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)
    • C09K2019/3021—Cy-Ph-Ph-Cy
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • Mathematical Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Liquid Crystal Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP02706599A 1998-02-04 1999-02-04 液晶組成物、抵抗値調整方法及び置換フェノール Expired - Fee Related JP4896282B2 (ja)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
DE19804300.7 1998-02-04
DE19804300 1998-02-04
DE19805912.4 1998-02-13
DE19805912 1998-02-13
DE19851805 1998-11-11
DE19851805.6 1998-11-11

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2009248230A Division JP5266187B2 (ja) 1998-02-04 2009-10-28 液晶組成物、抵抗値調整方法及び置換フェノール

Publications (2)

Publication Number Publication Date
JPH11302652A JPH11302652A (ja) 1999-11-02
JP4896282B2 true JP4896282B2 (ja) 2012-03-14

Family

ID=27218116

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JP02706599A Expired - Fee Related JP4896282B2 (ja) 1998-02-04 1999-02-04 液晶組成物、抵抗値調整方法及び置換フェノール
JP2009248230A Expired - Lifetime JP5266187B2 (ja) 1998-02-04 2009-10-28 液晶組成物、抵抗値調整方法及び置換フェノール

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JP2009248230A Expired - Lifetime JP5266187B2 (ja) 1998-02-04 2009-10-28 液晶組成物、抵抗値調整方法及び置換フェノール

Country Status (5)

Country Link
US (2) US6139925A (enExample)
JP (2) JP4896282B2 (enExample)
KR (1) KR100637938B1 (enExample)
GB (1) GB2334031B (enExample)
TW (1) TWI239997B (enExample)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI239997B (en) * 1998-02-04 2005-09-21 Merck Patent Gmbh Liquid-crystal composition, method of adjusting the resistance of a liquid-crystal composition, liquid-crystal display and substituted phenols
EP1065735B1 (de) * 1999-06-29 2007-03-07 Siemens Aktiengesellschaft Piezoaktor mit einer elektrisch leitenden Mehrschichtfolie
JP5002867B2 (ja) * 2000-05-02 2012-08-15 Ｄｉｃ株式会社 電気光学素子
JP3652997B2 (ja) * 2000-06-14 2005-05-25 Ｎｅｃ液晶テクノロジー株式会社 液晶材料及び液晶表示装置
US6824707B2 (en) 2001-10-23 2004-11-30 Clariant International Ltd. Active matrix liquid crystal device and smectic liquid crystal mixture
EP1367114A1 (en) * 2002-04-11 2003-12-03 Clariant International Ltd. Active matrix liquid crystal device and smectic liquid crystal mixture
EP1306419A1 (en) * 2001-10-23 2003-05-02 Clariant International Ltd. Active matrix liquid crystal device and smectic liquid crystal mixture
JP2006284969A (ja) * 2005-03-31 2006-10-19 Dainippon Printing Co Ltd 電圧保持率の高い位相差制御機能付ディスプレー用基材
JP2007092001A (ja) * 2005-09-30 2007-04-12 Dainippon Ink & Chem Inc 液晶表示素子
JP2008231360A (ja) * 2007-03-23 2008-10-02 Nec Lcd Technologies Ltd 液晶表示装置
CN105739209B (zh) * 2009-11-30 2022-05-27 株式会社半导体能源研究所 液晶显示设备、用于驱动该液晶显示设备的方法
DE102011108708A1 (de) 2010-09-25 2012-03-29 Merck Patent Gmbh Flüssigkristallanzeigen und flüssigkristalline Medien mit homöotroper Ausrichtung
EP3730590A1 (de) 2014-03-10 2020-10-28 Merck Patent GmbH Flüssigkristalline medien mit homöotroper ausrichtung
CN108109592B (zh) 2016-11-25 2022-01-25 株式会社半导体能源研究所 显示装置及其工作方法

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US1737842A (en) * 1927-09-23 1929-12-03 Dow Chemical Co Method of making phenols
US2277928A (en) * 1940-09-20 1942-03-31 Cortner M Hardy Spray gun
DE3209178A1 (de) * 1982-03-13 1983-09-15 Merck Patent Gmbh, 6100 Darmstadt Polyhalogenaromaten
CH658856A5 (de) * 1984-05-29 1986-12-15 Ciba Geigy Ag Verfahren zur herstellung von organischen, aromatischen und heterocyclischen hydroxy-verbindungen.
DE3703145A1 (de) * 1986-03-14 1988-08-18 Merck Patent Gmbh Verfahren zur herstellung von tertiaeren alkoholen mit metallorganischen verbindungen
CA2012364A1 (en) * 1989-04-01 1990-10-01 Fumio Moriuchi Optically active compound and process for preparing the same
JP3143483B2 (ja) * 1990-02-15 2001-03-07 キヤノン株式会社 液晶組成物、及びこの使用方法，これを使用した液晶素子，表示装置
JP3018556B2 (ja) * 1991-05-09 2000-03-13 日立化成工業株式会社 ４，４’−ビス（３，４−ジカルボキシ−２，５，６−トリフルオロフェノキシ）−オクタフルオロビフェニル及びその製造法
US5342544A (en) * 1991-10-28 1994-08-30 Asahi Denka Kogyo Kabushiki Kaisha Liquid crystal composition
DE4137401C2 (de) * 1991-11-14 1999-05-27 Merck Patent Gmbh Benzolderivate und flüssigkristallines Medium
DE4215277B4 (de) * 1992-05-09 2006-06-08 Merck Patent Gmbh Benzolderivate und ihre Verwendung für ein flüssigkristallines Medium
DE4218976B4 (de) * 1992-06-10 2005-09-08 Merck Patent Gmbh Benzolderivate
DE69424071T2 (de) * 1993-01-11 2000-11-02 Chisso Corp., Osaka Flüssigkristallzusammensetzungen und Anzeige-Vorrichtungen
GB2277928A (en) * 1993-05-12 1994-11-16 Merck Patent Gmbh Cyclohexyl- and cyclohexylethyl- fluorobiphenyls and liquid-crystalline compositions thereof
DE4416256B4 (de) * 1993-05-19 2013-03-07 Merck Patent Gmbh Partiell fluorierte Benzolderivate und flüssigkristallines Medium
DE19513007A1 (de) * 1994-04-14 1995-10-19 Merck Patent Gmbh Hexafluorpropylether und flüssigkristallines Medium
JPH08311453A (ja) * 1995-05-24 1996-11-26 Asahi Denka Kogyo Kk ネマチック液晶組成物
JP3797438B2 (ja) * 1995-06-26 2006-07-19 大日本インキ化学工業株式会社 ４−フルオロ−３−トリフルオロメトキシベンゼン誘導体
US5858269A (en) * 1995-09-20 1999-01-12 Canon Kabushiki Kaisha Liquid crystal device and liquid crystal apparatus
JPH0987624A (ja) * 1995-09-20 1997-03-31 Canon Inc 液晶素子及び液晶装置
DE19539141B4 (de) * 1995-10-20 2016-07-07 Merck Patent Gmbh 2,6-Di-tert.-butylphenole
DE19746289B4 (de) * 1996-10-31 2012-04-19 Merck Patent Gmbh Dotierstoffe
TWI239997B (en) * 1998-02-04 2005-09-21 Merck Patent Gmbh Liquid-crystal composition, method of adjusting the resistance of a liquid-crystal composition, liquid-crystal display and substituted phenols

Also Published As

Publication number Publication date
US20020084444A1 (en) 2002-07-04
JP2010059430A (ja) 2010-03-18
KR100637938B1 (ko) 2006-10-23
JPH11302652A (ja) 1999-11-02
TWI239997B (en) 2005-09-21
JP5266187B2 (ja) 2013-08-21
GB2334031B (en) 2003-06-11
KR19990072364A (ko) 1999-09-27
US6139925A (en) 2000-10-31
US7166337B2 (en) 2007-01-23
GB2334031A (en) 1999-08-11
GB9902542D0 (en) 1999-03-24

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