WO1992005230A3 - Fluorobenzene derivatives - Google Patents

Fluorobenzene derivatives Download PDF

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Publication number
WO1992005230A3
WO1992005230A3 PCT/EP1991/001727 EP9101727W WO9205230A3 WO 1992005230 A3 WO1992005230 A3 WO 1992005230A3 EP 9101727 W EP9101727 W EP 9101727W WO 9205230 A3 WO9205230 A3 WO 9205230A3
Authority
WO
WIPO (PCT)
Prior art keywords
fluorobenzene derivatives
fluorobenzene
derivatives
formula
display devices
Prior art date
Application number
PCT/EP1991/001727
Other languages
French (fr)
Other versions
WO1992005230A2 (en
Inventor
David Coates
Robert William Clemitson
Reinhard Hittich
Volker Reiffenrath
Herbert Plach
Simon Greenfield
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 WO1992005230A2 publication Critical patent/WO1992005230A2/en
Publication of WO1992005230A3 publication Critical patent/WO1992005230A3/en

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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

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

The invention relates to fluorobenzene derivatives of formula (I) wherein R1, R2, (a), Z, m and n have the meaning given in Claim 1 and to liquid crystalline media for electrooptical display devices containing such fluorobenzene derivatives.
PCT/EP1991/001727 1990-09-26 1991-09-11 Fluorobenzene derivatives WO1992005230A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP90118432 1990-09-26
DE90118432.5 1990-09-26
DE91106411.1 1991-04-22
EP91106411 1991-04-22

Publications (2)

Publication Number Publication Date
WO1992005230A2 WO1992005230A2 (en) 1992-04-02
WO1992005230A3 true WO1992005230A3 (en) 1993-05-27

Family

ID=26125483

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/001727 WO1992005230A2 (en) 1990-09-26 1991-09-11 Fluorobenzene derivatives

Country Status (2)

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

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4201711B4 (en) * 1992-01-23 2004-10-07 Merck Patent Gmbh Lateral fluorinated benzene derivatives, their use and liquid-crystalline medium containing them, liquid-crystalline display element and electro-optical display element
JP3579698B2 (en) * 1994-09-06 2004-10-20 チッソ株式会社 Liquid crystal composition and liquid crystal display device using the same
JP3389697B2 (en) * 1994-09-06 2003-03-24 チッソ株式会社 Liquid crystal composition and liquid crystal display device using the same
TW297047B (en) 1995-02-09 1997-02-01 Chisso Corp
DE19541181A1 (en) * 1995-11-04 1997-05-15 Merck Patent Gmbh 3,4,5-trifluorophenyl 4-cyclohexylbenzoic acid ester
JPH09157654A (en) * 1995-12-13 1997-06-17 Dainippon Ink & Chem Inc Nematic liquid crystal composition and liquid crystal display device using the same
JP4366737B2 (en) * 1997-11-28 2009-11-18 Ｄｉｃ株式会社 Fluorine-substituted 4- (3-alkenyl) benzoic acid and its phenyl ester derivative and liquid crystal composition containing the same
DE19947954A1 (en) 1999-10-06 2001-04-12 Merck Patent Gmbh Liquid crystalline phenol esters
DE19949333A1 (en) * 1999-10-13 2001-04-19 Merck Patent Gmbh Ester compounds and their use in liquid-crystalline media
DE10151913B4 (en) * 2000-11-18 2011-01-05 Merck Patent Gmbh Nematic liquid-crystal mixture and its use in liquid-crystal displays
DE10152831B4 (en) * 2000-11-24 2011-03-03 Merck Patent Gmbh Liquid-crystalline medium and its use

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0103681A1 (en) * 1982-07-28 1984-03-28 F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft Tetra- and pentacyclic monoesters
DE3339216A1 (en) * 1982-10-30 1984-05-03 Dainippon Ink and Chemicals, Inc., Tokio / Tokyo NEMATIC LIQUID CRYSTALLINE COMPOUNDS
EP0155792A1 (en) * 1984-03-02 1985-09-25 Chisso Corporation Benzoate derivatives having positive dielectric anisotropy and liquid crystal compositions containing them
DE3601452A1 (en) * 1986-01-20 1987-07-23 Merck Patent Gmbh VINYLENE CONNECTIONS
WO1989008102A1 (en) * 1988-02-24 1989-09-08 The Secretary Of State For Defence In Her Britanni Laterally fluorinated 4-cyanophenyl and 4'-cyanobiphenyl benzoates
EP0387032A1 (en) * 1989-03-07 1990-09-12 Chisso Corporation Trifluorobenzene derivatives and liquid crystal compositions containing the same
GB2232156A (en) * 1989-05-04 1990-12-05 Secr Defence Phenyl esters and their use in liquid crystal materials
EP0410233A2 (en) * 1989-07-25 1991-01-30 F. Hoffmann-La Roche Ag (4-Arylbutyl) cyclohexane derivatives
GB2235197A (en) * 1989-08-22 1991-02-27 Merck Patent Gmbh Liquid crystalline p-chlorobenzene derivatives with a lateral fluorine substituent
EP0446911A1 (en) * 1990-03-16 1991-09-18 MERCK PATENT GmbH Fluorobenzene derivatives

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59193850A (en) * 1983-04-20 1984-11-02 Dainippon Ink & Chem Inc Novel nematic liquid crystal compound
JPS6063275A (en) * 1983-09-16 1985-04-11 Asahi Glass Co Ltd Liquid crystal compound
JPH0613461B2 (en) * 1985-09-17 1994-02-23 チッソ株式会社 Fluorophenyl cyclohexane derivative
JPS63238041A (en) * 1987-03-26 1988-10-04 Dainippon Ink & Chem Inc Novel nematic liquid crystal compound
JPH0228292A (en) * 1988-07-18 1990-01-30 Dainippon Ink & Chem Inc Liquid crystal device
JPH0669987B2 (en) * 1989-03-02 1994-09-07 チッソ株式会社 Benzoic acid derivative with large positive dielectric anisotropy

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0103681A1 (en) * 1982-07-28 1984-03-28 F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft Tetra- and pentacyclic monoesters
DE3339216A1 (en) * 1982-10-30 1984-05-03 Dainippon Ink and Chemicals, Inc., Tokio / Tokyo NEMATIC LIQUID CRYSTALLINE COMPOUNDS
EP0155792A1 (en) * 1984-03-02 1985-09-25 Chisso Corporation Benzoate derivatives having positive dielectric anisotropy and liquid crystal compositions containing them
DE3601452A1 (en) * 1986-01-20 1987-07-23 Merck Patent Gmbh VINYLENE CONNECTIONS
WO1989008102A1 (en) * 1988-02-24 1989-09-08 The Secretary Of State For Defence In Her Britanni Laterally fluorinated 4-cyanophenyl and 4'-cyanobiphenyl benzoates
EP0387032A1 (en) * 1989-03-07 1990-09-12 Chisso Corporation Trifluorobenzene derivatives and liquid crystal compositions containing the same
GB2232156A (en) * 1989-05-04 1990-12-05 Secr Defence Phenyl esters and their use in liquid crystal materials
EP0410233A2 (en) * 1989-07-25 1991-01-30 F. Hoffmann-La Roche Ag (4-Arylbutyl) cyclohexane derivatives
GB2235197A (en) * 1989-08-22 1991-02-27 Merck Patent Gmbh Liquid crystalline p-chlorobenzene derivatives with a lateral fluorine substituent
EP0446911A1 (en) * 1990-03-16 1991-09-18 MERCK PATENT GmbH Fluorobenzene derivatives

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts, vol. 102, no. 23, 10 June 1985, (Columbus, Ohio, US), see page 576, abstract no. 203733p, & JP,A,59 193 850 (DAINIPPON INK AND CHEMICALS, INC.) 2 November 1984 *
Chemical Abstracts, vol. 103, no. 14, 7 October 1985, (Columbus, Ohio, US), see page 577, abstract no. 113426g, & JP,A,60 063 275 (ASAHI GLASS CO.) 11 April 1985 *
Chemical Abstracts, vol. 107, no. 20, 16 November 1987, (Columbus, Ohio, US), see page 831, abstract no. 188247r, & JP,A,62 063 546 (CHISSO CORP.) 20 March 1987 *
Chemical Abstracts, vol. 110, no. 14, 3 April 1989, (Columbus, Ohio, US), see page 761, abstract no. 125658s, & JP,A,63 238 041 (DAINIPPON INK AND CHEMICALS, INC.) 4 October 1988 *
Chemical Abstracts, vol. 113, no. 8, 20 August 1990, (Columbus, Ohio, US), see pages 629-630, abstract no. 68504z, & JP,A,2 028 292 (DAINIPPON INK AND CHEMIC ALS, INC.) 30 January 1990 *
Chemical Abstracts, vol. 114, no. 12, 25 March 1991, (Columbus, Ohio, US), see pages 672-673, abstract no. 111986t, & JP,A,2 229 139 (CHISSO CORP.) 11 Septem ber 1990, see the abstract *
Molecular Crystals, Liquid Crystals, vol. 47, nos. 1/2, 1978, Gordon and Breach Science Publishers, Ltd, (NL), V.V. TITOV et al.: "Synthesis and mesomorphism of aryl P-fluoralkyl(alkoxy)benzoates", pages 1-5, see the whole publication *

Also Published As

Publication number Publication date
EP0502154A1 (en) 1992-09-09
WO1992005230A2 (en) 1992-04-02

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