EP0502154A1 - Derives de fluorobenzene - Google Patents

Derives de fluorobenzene

Info

Publication number
EP0502154A1
EP0502154A1 EP19910916316 EP91916316A EP0502154A1 EP 0502154 A1 EP0502154 A1 EP 0502154A1 EP 19910916316 EP19910916316 EP 19910916316 EP 91916316 A EP91916316 A EP 91916316A EP 0502154 A1 EP0502154 A1 EP 0502154A1
Authority
EP
European Patent Office
Prior art keywords
compounds
formula
hal
cyc
denotes
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.)
Withdrawn
Application number
EP19910916316
Other languages
German (de)
English (en)
Inventor
David 87 Sopwith Crescent Merley Coates
Robert William Clemitson
Reinhard Hittich
Volker Reiffenrath
Herbert Plach
Simon 2 Blackbird Close Greenfield
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.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
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
Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Publication of EP0502154A1 publication Critical patent/EP0502154A1/fr
Withdrawn legal-status Critical Current

Links

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
    • C09K19/10—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/017—Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/90—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified hydroxyl and carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
    • 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
    • C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups

Definitions

  • R 2 denotes CN, NCS, F, Cl or -Q-CH o Hal 3-o with Q being
  • R 2 is preferably F, Cl, CF 3 , OCF 3 or OCHF 2 .
  • liquid crystal media according to the invention preferably contain
  • subgroup 2 10 to 50 %, in particular 10 to 50 %
  • the media according to the invention preferably contain 1 to 40 %, in particular 5 to 30 % of the compounds according to the invention. Media containing more than 40 %, in particular 45 to 90 % of the compounds according to the invention are further preferred.
  • the media contain preferably 3, 4 or 5 compounds according to the invention.
  • the media according to the invention are prepared in a manner which is customary per se. As a rule, the components are dissolved in one another, advantageously at elevated temperature.
  • the liquid crystal media according to the invention can be modified by suitable additives so that they can be used in all the types of liquid crystal display devices. Such additives are known to the expert and are described in detail in the literature (H. Kelker/R. Hatz, Handbook of Liquid Crystals, Verlag Chemie, Weinheim, 1980). For example, it is possible to add pleochroic dyestuffs to prepare colored guest-host systems or substances for modifying the dielectric anisotropy, the viscosity and/or the orientation of the nematic phases.

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

L'invention se rapporte à des dérivés de fluorobenzène de la formule (I) dans laquelle R1, R2, (a), Z, m et n ont la signification donnée dans la revendication 1, ainsi qu'à des milieux liquides cristallins destinés à des dispositifs électro-optiques d'affichage contenant lesdits dérivés de fluorobenzène.
EP19910916316 1990-09-26 1991-09-11 Derives de fluorobenzene Withdrawn EP0502154A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP90118432 1990-09-26
EP90118432 1990-09-26
EP91106411 1991-04-22
EP91106411 1991-04-22

Publications (1)

Publication Number Publication Date
EP0502154A1 true EP0502154A1 (fr) 1992-09-09

Family

ID=26125483

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19910916316 Withdrawn EP0502154A1 (fr) 1990-09-26 1991-09-11 Derives de fluorobenzene

Country Status (2)

Country Link
EP (1) EP0502154A1 (fr)
WO (1) WO1992005230A2 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4201711B4 (de) * 1992-01-23 2004-10-07 Merck Patent Gmbh Lateral fluorierte Benzolderivate, ihre Verwendung und diese enthaltendes flüssigkristallines Medium, flüssigkristallines Anzeigeelement und elektrooptisches Anzeigelement
JP3579698B2 (ja) * 1994-09-06 2004-10-20 チッソ株式会社 液晶組成物およびこれを用いた液晶表示素子
JP3389697B2 (ja) * 1994-09-06 2003-03-24 チッソ株式会社 液晶組成物およびこれを用いた液晶表示素子
TW297047B (fr) * 1995-02-09 1997-02-01 Chisso Corp
DE19541181A1 (de) * 1995-11-04 1997-05-15 Merck Patent Gmbh 3,4,5-Trifluorphenyl 4-Cyclohexylbenzoesäureester
JPH09157654A (ja) * 1995-12-13 1997-06-17 Dainippon Ink & Chem Inc ネマチック液晶組成物及びこれを用いた液晶表示装置
JP4366737B2 (ja) * 1997-11-28 2009-11-18 Ｄｉｃ株式会社 フッ素置換４−（３−アルケニル）安息香酸とそのフェニルエステル誘導体及びそれを含有する液晶組成物
DE19947954A1 (de) * 1999-10-06 2001-04-12 Merck Patent Gmbh Flüssigkristalline Phenolester
DE19949333A1 (de) * 1999-10-13 2001-04-19 Merck Patent Gmbh Esterverbindungen und deren Verwendung in flüssigkristallinen Medien
DE10151913B4 (de) * 2000-11-18 2011-01-05 Merck Patent Gmbh Nematische Flüssigkristallmischung und ihre Verwendung in Flüssigkristallanzeigen
DE10152831B4 (de) * 2000-11-24 2011-03-03 Merck Patent Gmbh Flüssigkristallines Medium und seine Verwendung

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3364938D1 (en) * 1982-07-28 1986-09-04 Hoffmann La Roche Tetra- and pentacyclic monoesters
GB2132192B (en) * 1982-10-30 1986-01-22 Dainippon Ink & Chemicals Nematic liquid crystalline 3-fluro-4-cyanophenol derivatives
JPS59193850A (ja) * 1983-04-20 1984-11-02 Dainippon Ink & Chem Inc 新規ネマチツク液晶化合物
JPS6063275A (ja) * 1983-09-16 1985-04-11 Asahi Glass Co Ltd 液晶性化合物
US4661283A (en) * 1984-03-02 1987-04-28 Chisso Corporation Benzoate derivatives having a large positive dielectric anisotropy value and liquid crystal compositions containing same
JPH0613461B2 (ja) * 1985-09-17 1994-02-23 チッソ株式会社 フルオロフエニルシクロヘキサン誘導体
DE3601452A1 (de) * 1986-01-20 1987-07-23 Merck Patent Gmbh Vinylen-verbindungen
JPS63238041A (ja) * 1987-03-26 1988-10-04 Dainippon Ink & Chem Inc 新規ネマチツク液晶化合物
GB8804330D0 (en) * 1988-02-24 1988-03-23 Secr Defence Laterally fluorinated 4-cyanophenyl & 4-cyanobiphenyl benzoates
JPH0228292A (ja) * 1988-07-18 1990-01-30 Dainippon Ink & Chem Inc 液晶デバイス
JPH0669987B2 (ja) * 1989-03-02 1994-09-07 チッソ株式会社 正の誘電異方性の大きい安息香酸誘導体
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
GB8910240D0 (en) * 1989-05-04 1989-06-21 Secr Defence Phenyl esters and their use in liquid crystal materials
DE59009872D1 (de) * 1989-07-25 1995-12-21 Hoffmann La Roche (4-Arylbutyl)cyclohexan-Derivate.
GB8919100D0 (en) * 1989-08-22 1989-10-04 Merck Patent Gmbh Fluoro-chloro-benzene derivatives
EP0446911A1 (fr) * 1990-03-16 1991-09-18 MERCK PATENT GmbH Dérivés de fluorobenzène

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9205230A2 *

Also Published As

Publication number Publication date
WO1992005230A3 (fr) 1993-05-27
WO1992005230A2 (fr) 1992-04-02

Similar Documents

Publication Publication Date Title
EP0413785B1 (fr) Milieux cristallins liquides contenant des oligophenyles fluores
US5356562A (en) Fluoro tolans and liquid crystalline media
EP0502154A1 (fr) Derives de fluorobenzene
US6139773A (en) Cyclohexane derivatives, and liquid-crystalline medium
JP3406346B2 (ja) ベンゼン誘導体および液晶性媒体
EP0445248B1 (fr) Derives de pyridine
US5194178A (en) Chloro tolanes
US5190692A (en) Four ring esters and ethers
JP4340338B2 (ja) フルオロシクロヘキサン誘導体および液晶媒体
EP0426815B1 (fr) Derives de byphenyles fluorures
EP0437595B1 (fr) Derives de fluoro-chloro-benzene
US5637257A (en) Fluoro-chloro-benzene derivatives
EP0423520B1 (fr) Composition liquide cristalline pour utilisation dans une cellule nématique torsadée
EP0428666B1 (fr) Derives de fluoro-chloro-benzene
EP0446911A1 (fr) Dérivés de fluorobenzène
US5389294A (en) Chlorobenzene derivatives
EP0394906B1 (fr) Composition liquide cristalline
GB2266714A (en) Liquid-crystalline alkoxymethylene compounds
GB2235197A (en) Liquid crystalline p-chlorobenzene derivatives with a lateral fluorine substituent
GB2271563A (en) Liquid crystalline (2-(cyclylcarboxy)-5-pyrazyl)benzenes
EP0521420A1 (fr) Dérivés fluorés du cyclohexyle
WO1990014406A1 (fr) Derives de cyclohexyle fluores
GB2273705A (en) Liquid crystalline phenylpyrazines
WO1990015114A1 (fr) Composes cycliques
EP0456793A1 (fr) Derives heterocycliques substitues par halophenyle.

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE GB

17P Request for examination filed

Effective date: 19920831

17Q First examination report despatched

Effective date: 19940211

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19940822