AU3188889A - Derivatives of 2,3-difluorohydroquinone - Google Patents

Derivatives of 2,3-difluorohydroquinone

Info

Publication number
AU3188889A
AU3188889A AU31888/89A AU3188889A AU3188889A AU 3188889 A AU3188889 A AU 3188889A AU 31888/89 A AU31888/89 A AU 31888/89A AU 3188889 A AU3188889 A AU 3188889A AU 3188889 A AU3188889 A AU 3188889A
Authority
AU
Australia
Prior art keywords
diyl
derivatives
denote
independently
difluorohydroquinone
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.)
Abandoned
Application number
AU31888/89A
Inventor
David Coates
Thomas Geelhaar
Simon Greenfield
Joachim Krause
Volker Reiffenrath
Ian Charles Sage
Andreas Wachtler
Georg Weber
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 AU3188889A publication Critical patent/AU3188889A/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/753—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of polycyclic acids
    • 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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • 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
    • 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
    • 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
    • C09K19/08—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
    • 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
    • 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
    • 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
    • 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
    • C09K19/0403—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems
    • C09K2019/0407—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems containing a carbocyclic ring, e.g. dicyano-benzene, chlorofluoro-benzene or cyclohexanone

Abstract

Derivatives of 2,3-difluorohydroquinone of formula (I) wherein R<1> and R<2>, independently, denote an unsubstituted C1-C15 or C3-C15 alkyl or C3-C15 alkenyl or a C1-15 alkyl or C3-C15 alkenyl monosubstituted by cyanogen or at least monosubstituted by fluorine or chlorine, whereby a CH2 group in these residues can also be substituted by -O-, -CO-, -CO-O-, -O-CO- or -O-CO-O-, A<1>, A<2> and A<3>, independently, denote (a) trans-1,4-cyclohexylene, wherein one or two non-neighbouring CH2 groups can also be replaced by -O- and/or -S-; (b) 1,4-phenyle, wherein one or two CH groups can also be replaced by N; (c) a residue of the group consisting of piperidin-1,4-diyl, 1,4-bicyclo(2,2,2)octylen-1,3,4-thiadiazol-2,5-diyl, naphthalen-2,6-diyl, decahydronaphthalen-2,6-diyl and 1,2,3,4-tetrahydronaphthalen-2,6-diyl, where the residues (a) and (b) can be substituted one or more times by F, Cl, CH3 or CN; Z<1> denotes -CO-O, -O-CO, -CH2-CH2-, -OCH2-, -CH2O-, -C=C- or a single bond; Q<1> and Q<2>, independently, denote -CO- or -CH2; m and n are each equal to 0, 1 or 2; and (m + n) is equal to 0, 1 or 2. These derivatives are useful as components of liquid crystal phases.
AU31888/89A 1988-03-10 1989-02-27 Derivatives of 2,3-difluorohydroquinone Abandoned AU3188889A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3807801A DE3807801A1 (en) 1988-03-10 1988-03-10 DERIVATIVES OF 2,3-DIFLUORHYDROQUINONE
DE3807801 1988-03-10

Publications (1)

Publication Number Publication Date
AU3188889A true AU3188889A (en) 1989-10-05

Family

ID=6349273

Family Applications (1)

Application Number Title Priority Date Filing Date
AU31888/89A Abandoned AU3188889A (en) 1988-03-10 1989-02-27 Derivatives of 2,3-difluorohydroquinone

Country Status (8)

Country Link
EP (2) EP0332007B1 (en)
JP (1) JP2567288B2 (en)
KR (1) KR920010640B1 (en)
CN (1) CN1040024A (en)
AT (1) ATE82744T1 (en)
AU (1) AU3188889A (en)
DE (2) DE3807801A1 (en)
WO (1) WO1989008637A1 (en)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4137694A1 (en) * 1991-11-15 1993-05-27 Texas Instruments Deutschland Integrated circuit output stage for advanced CMOS logic gate - has bipolar output transistor and delay line formed by several MOSFETs with source-drain terminals connected in parallel
JP2977410B2 (en) * 1993-04-26 1999-11-15 シャープ株式会社 Ferroelectric liquid crystal composition and device using the same
DE19803112A1 (en) 1997-03-14 1998-09-17 Merck Patent Gmbh Electro-optical liquid crystal display
DE10150198A1 (en) * 2001-10-12 2003-04-24 Merck Patent Gmbh Liquid crystalline medium
JP2004339483A (en) * 2003-03-14 2004-12-02 Merck Patent Gmbh Liquid crystal medium
EP1591512A1 (en) * 2004-04-26 2005-11-02 AZ Electronic Materials (Germany) GmbH Chiral smectic liquid crystal mixture
TWI378139B (en) 2005-01-27 2012-12-01 Dainippon Ink & Chemicals A difluorobenzene derivative and a nematic liquid crystal composition using the same
US8003006B2 (en) 2005-03-17 2011-08-23 Dainippon Ink And Chemicals, Inc. Difluorobenzene derivative and nematic liquid crystal composition using the same
JP5056118B2 (en) * 2006-03-31 2012-10-24 Ｄｉｃ株式会社 Method for producing difluorobenzene derivative
CN103145542B (en) * 2006-03-31 2014-06-25 大日本油墨化学工业株式会社 Method for producing difluorobenzene derivative
DE102007045759B4 (en) 2006-09-29 2019-03-28 Dainippon Ink And Chemicals, Inc. Difluorobenzene derivative and method of preparation thereof
JP5240494B2 (en) * 2006-09-29 2013-07-17 Ｄｉｃ株式会社 Difluorobenzene derivative and method for producing the same
CN101235026B (en) * 2007-01-31 2012-12-26 大日本油墨化学工业株式会社 4'-dialkoxymethyldicyclohexyl-4-methanol and preparation method thereof
EP2266941B1 (en) * 2008-04-09 2014-03-05 JNC Corporation Tricyclic liquid crystalline compound having lateral fluorine, liquid crystal composition and liquid crystal display device
US8357436B2 (en) 2008-09-17 2013-01-22 Jnc Corporation Liquid crystal composition and liquid crystal display device
TWI482769B (en) * 2009-03-16 2015-05-01 Sumitomo Chemical Co Compound, optical film and method for making an optical film
JP5545514B2 (en) * 2009-03-23 2014-07-09 Ｄｉｃ株式会社 Purification method of liquid crystal material
KR101677764B1 (en) * 2009-04-21 2016-11-18 스미또모 가가꾸 가부시끼가이샤 Compound
TWI468381B (en) 2009-08-18 2015-01-11 Jnc Corp Decalin compound, liquid crystal composition containing the same, and liquid crystal display element containing the liquid crystal composition
TWI488946B (en) 2009-08-24 2015-06-21 Jnc Corp Liquid crystal composition and liquid crystal display element
TWI482843B (en) 2009-08-25 2015-05-01 Jnc Corp Liquid crystal composition and liquid crystal display element
TWI437080B (en) 2009-08-26 2014-05-11 Jnc Corp Liquid crystal composition and liquid crystal display element
TWI518171B (en) 2010-06-03 2016-01-21 捷恩智股份有限公司 Liquid crystal composition and liquid crystal display element
HUE039314T2 (en) * 2012-12-13 2018-12-28 Sesvanderhave N V Method to develop herbicide-resistant sugar beet plants
JP6476691B2 (en) 2014-09-26 2019-03-06 Jnc株式会社 Liquid crystal composition and liquid crystal display element
US11015120B2 (en) 2017-01-30 2021-05-25 The Hong Kong University Of Science And Technology Low birefringence ferroelectric liquid crystal mixtures

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2933563A1 (en) * 1979-07-18 1981-02-05 Bbc Brown Boveri & Cie ANISOTROPE CONNECTIONS WITH NEGATIVE DK ANISOTROPY
DE3042391A1 (en) * 1980-11-10 1982-06-16 Merck Patent Gmbh, 6100 Darmstadt FLUORINE CYCLOHEXYLBIPHENYL DERIVATIVES, THESE DIELECTRICS AND ELECTRO-OPTICAL DISPLAY ELEMENT
DE3717484A1 (en) * 1987-05-23 1988-12-01 Merck Patent Gmbh CYCLOBUTANE DERIVATIVES

Also Published As

Publication number Publication date
JP2567288B2 (en) 1996-12-25
EP0332007A1 (en) 1989-09-13
DE3807801A1 (en) 1989-09-21
ATE82744T1 (en) 1992-12-15
EP0332007B1 (en) 1992-11-25
CN1040024A (en) 1990-02-28
EP0373186A1 (en) 1990-06-20
WO1989008637A1 (en) 1989-09-21
JPH02503568A (en) 1990-10-25
KR920010640B1 (en) 1992-12-12
DE58902788D1 (en) 1993-01-07
KR900700431A (en) 1990-08-13

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