CA2093943A1 - Tetralin compound, liquid crystal material, liquid crystal composition and liquid crystal element - Google Patents

Tetralin compound, liquid crystal material, liquid crystal composition and liquid crystal element

Info

Publication number
CA2093943A1
CA2093943A1 CA2093943A CA2093943A CA2093943A1 CA 2093943 A1 CA2093943 A1 CA 2093943A1 CA 2093943 A CA2093943 A CA 2093943A CA 2093943 A CA2093943 A CA 2093943A CA 2093943 A1 CA2093943 A1 CA 2093943A1
Authority
CA
Canada
Prior art keywords
liquid crystal
tetralin compound
compound
tetralin
crystal material
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.)
Granted
Application number
CA2093943A
Other languages
French (fr)
Other versions
CA2093943C (en
Inventor
Junichi Kawabata
Hideo Yamaoka
Yuuichirou Tatsuki
Shinichi Nishiyama
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.)
Mitsui Chemicals Inc
Original Assignee
Mitsui Petrochemical Industries Ltd
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 Mitsui Petrochemical Industries Ltd filed Critical Mitsui Petrochemical Industries Ltd
Publication of CA2093943A1 publication Critical patent/CA2093943A1/en
Application granted granted Critical
Publication of CA2093943C publication Critical patent/CA2093943C/en
Anticipated expiration legal-status Critical
Expired - Fee Related 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
    • C07D239/28—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • 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
    • C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • 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
    • C07C69/88—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 carboxyl groups
    • 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
    • C07D239/28—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen 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
    • C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
    • C09K19/322—Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene 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
    • C09K19/34—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
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
    • C09K19/322—Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring
    • C09K2019/325—Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring containing a tetrahydronaphthalene, e.g. -2,6-diyl (tetralin)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Liquid Crystal Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention provides a tetralin compound represented by the following formula:
R-X-A1-Y1-A2-(Y2-A3)n-Z-R*
wherein R is an alkyl group of 3-20 carbon atoms; X is -O-CO-, -O- or a single bond; n is 0 or 1; each of A1, A2 and A3 is a divalent aromatic group; each of Y1 and Y2 is -COO-, -O-CO-, -CH2CH2-, -CH2O- or -OCH2-; Z is -O-, -O-CO- or a single bond; and R* is a specific optically active group.
The invention also provides a liquid crystal material comprising the above-mentioned tetralin compound, a liquid crystal composition comprising the tetralin compound and a liquid crystal compound other than the tetralin compound, and a liquid crystal element using the tetralin compound.
The tetralin compound of the invention is favorably used as a liquid crystal material because it has a large tilt angle and shows excellent liquid crystal properties.
CA002093943A 1992-04-14 1993-04-13 Tetralin compound, liquid crystal material, liquid crystal composition and liquid crystal element Expired - Fee Related CA2093943C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP94463/1992 1992-04-14
JP9446392 1992-04-14

Publications (2)

Publication Number Publication Date
CA2093943A1 true CA2093943A1 (en) 1993-10-15
CA2093943C CA2093943C (en) 2000-03-07

Family

ID=14110976

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002093943A Expired - Fee Related CA2093943C (en) 1992-04-14 1993-04-13 Tetralin compound, liquid crystal material, liquid crystal composition and liquid crystal element

Country Status (5)

Country Link
US (1) US5346646A (en)
EP (1) EP0566379B1 (en)
KR (1) KR960009565B1 (en)
CA (1) CA2093943C (en)
DE (1) DE69312374T2 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5725798A (en) * 1991-12-27 1998-03-10 Mitsui Petrochemical Industries, Ltd. Carboxylate compounds, liquid crystal materials liquid crystal compositions and liquid crystal elements
EP0617109B1 (en) * 1993-03-25 1997-09-17 Mitsui Petrochemical Industries, Ltd. Liquid crystal material, liquid crystal composition and liquid crystal element
JP3850874B2 (en) * 1995-03-27 2006-11-29 三井化学株式会社 Polycyclic compound, liquid crystal material comprising the compound, liquid crystal composition containing the liquid crystal material, and liquid crystal element
WO1996038513A1 (en) * 1995-06-01 1996-12-05 Mitsui Chemicals, Inc. Liquid-crystal composition
US6870163B1 (en) 1999-09-01 2005-03-22 Displaytech, Inc. Ferroelectric liquid crystal devices using materials with a de Vries smectic A phase
US20020143284A1 (en) * 2001-04-03 2002-10-03 Hosheng Tu Drug-releasing trabecular implant for glaucoma treatment
US7083832B2 (en) 2000-09-01 2006-08-01 Displaytech, Inc. Partially fluorinated liquid crystal material
US7195719B1 (en) 2001-01-03 2007-03-27 Displaytech, Inc. High polarization ferroelectric liquid crystal compositions
US6703082B1 (en) 2001-06-20 2004-03-09 Displaytech, Inc. Bookshelf liquid crystal materials and devices
US6838128B1 (en) 2002-02-05 2005-01-04 Displaytech, Inc. High polarization dopants for ferroelectric liquid crystal compositions
AU2005249966A1 (en) * 2004-05-27 2005-12-15 Clarity Corporation Glaucoma shunt

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0047817A3 (en) * 1980-08-14 1982-05-26 F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft Hydrogenated naphthalines, their preparation and application, and mixtures containing such naphthalines
US4613209A (en) * 1982-03-23 1986-09-23 At&T Bell Laboratories Smectic liquid crystals
CA2031577C (en) * 1989-12-07 2001-03-06 Shoichi Miyakoshi Carboxylate compounds, liquid crystal compositions and liquid crystal elements containing said compounds and method of optical modulation using said elements
TW207529B (en) * 1990-06-25 1993-06-11 Mitsui Petroleum Chemicals Ind
EP0467662B1 (en) * 1990-07-19 1995-02-15 Mitsui Petrochemical Industries, Ltd. Liquid crystal racemic mixture, liquid crystal composition and liquid crystal element, process for manufacturing and uses thereof
JPH0491057A (en) * 1990-08-03 1992-03-24 Mitsui Petrochem Ind Ltd Carboxylic acid ester compound and liquid crystalline compound

Also Published As

Publication number Publication date
CA2093943C (en) 2000-03-07
EP0566379A3 (en) 1994-04-27
DE69312374D1 (en) 1997-09-04
EP0566379B1 (en) 1997-07-23
EP0566379A2 (en) 1993-10-20
DE69312374T2 (en) 1998-01-15
KR960009565B1 (en) 1996-07-20
US5346646A (en) 1994-09-13

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Legal Events

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