EP0440771A1 - 5-oxy-2-phenylazines et milieu mesomorphe - Google Patents

5-oxy-2-phenylazines et milieu mesomorphe

Info

Publication number
EP0440771A1
EP0440771A1 EP19900912908 EP90912908A EP0440771A1 EP 0440771 A1 EP0440771 A1 EP 0440771A1 EP 19900912908 EP19900912908 EP 19900912908 EP 90912908 A EP90912908 A EP 90912908A EP 0440771 A1 EP0440771 A1 EP 0440771A1
Authority
EP
European Patent Office
Prior art keywords
formula
compounds
phenyl
liquid
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Withdrawn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
EP19900912908
Other languages
German (de)
English (en)
Inventor
Reinhard Hittich
Andreas WÄCHTLER
Ulrich Finkenzeller
Eike Poetsch
David 87 Sopwith Crescent Coates
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 EP0440771A1 publication Critical patent/EP0440771A1/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Withdrawn legal-status Critical Current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
    • C09K19/34—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
    • C09K19/3469—Pyrimidine with a specific end-group other than alkyl, alkoxy or -C*-
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • 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
    • C09K19/34—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
    • C09K19/3444—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 one nitrogen atom, e.g. pyridine

Definitions

  • this compound has no liquid-crystalline properties and is not suitable as a component for liquid-crystalline media.
  • the invention had for its object to find new stable liquid-crystalline or mesogenic compounds with a relatively high birefringence, which are suitable as components of liquid-crystalline phases. This object was achieved by the provision of the compounds of the formula I.
  • R, A, Z ', Q, L 1 , L 2 , L 3 , E, n, m, X and Y have the meaning given, unless expressly stated otherwise.
  • A is preferably trans-1,4-cyclohexylene.
  • X is preferably N.
  • Z is preferably a single bond or

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

Les 5-oxy-2-phénylazines de formule (I) où R désigne un alkyle, un alkényle ou un oxaalkyle contenant jusqu'à 12 atomes de C, A désigne un 1,4-phénylène, un trans-1,4-cyclohexylène ou un 1,3 cyclobutylène non substitué ou substitué par le fluor, Z' désigne -CH2CH2-, -CH2O-, OCH2-, -CO-O-, O-CO- ou une liaison simple, Q désigne -CH2- ou -CO-, X désigne N ou CH, E désigne -CH2CH2-, -C=C-ou une liaison simple, n désigne 0 ou 1, m désigne 0,1 ou, si n = 0, également 2, L1, L2 et L3 représentent chacun indépendamment H ou F, et où Y représente -CN, -NCS, F, Cl, -CF3, -CHF2, -OCHF2 ou -OCF3, conviennent en tant que constituants de milieux mésomorphes.
EP19900912908 1989-08-26 1990-08-18 5-oxy-2-phenylazines et milieu mesomorphe Withdrawn EP0440771A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3928267 1989-08-26
DE19893928267 DE3928267A1 (de) 1989-08-26 1989-08-26 5-oxy-2-phenylpyrimidine und fluessigkristallines medium

Publications (1)

Publication Number Publication Date
EP0440771A1 true EP0440771A1 (fr) 1991-08-14

Family

ID=6387952

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19900912908 Withdrawn EP0440771A1 (fr) 1989-08-26 1990-08-18 5-oxy-2-phenylazines et milieu mesomorphe

Country Status (4)

Country Link
EP (1) EP0440771A1 (fr)
JP (1) JPH04501574A (fr)
DE (1) DE3928267A1 (fr)
WO (1) WO1991002726A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6413448B1 (en) 1999-04-26 2002-07-02 Displaytech, Inc. Cyclohexyl- and cyclohexenyl-substituted liquid crystals with low birefringence

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH617452A5 (fr) * 1974-10-25 1980-05-30 Hoffmann La Roche
US4062798A (en) * 1975-09-19 1977-12-13 Hoffmann-La Roche Inc. Phenylpyrimidine derivatives
CH622548A5 (en) * 1975-09-19 1981-04-15 Hoffmann La Roche Liquid-crystal mixtures
DE3500909A1 (de) * 1985-01-12 1986-07-17 Merck Patent Gmbh, 6100 Darmstadt Pyrimidine
JPS61197563A (ja) * 1985-02-27 1986-09-01 Chisso Corp トリフルオロメチルフエニル基をもつピリミジン誘導体
PL147864B1 (en) * 1985-12-16 1989-08-31 Wojskowa Akad Tech A method of liquid crystal compounds with a terminal izotiocyanate group getting
DE3601452A1 (de) * 1986-01-20 1987-07-23 Merck Patent Gmbh Vinylen-verbindungen
DE3732284A1 (de) * 1987-09-25 1989-04-13 Merck Patent Gmbh Substituierte phenyltrifluormethylether
DE3825424A1 (de) * 1988-07-27 1990-03-29 Merck Patent Gmbh Fluorierte alkoxyverbindungen
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

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9102726A1 *

Also Published As

Publication number Publication date
DE3928267A1 (de) 1991-02-28
WO1991002726A1 (fr) 1991-03-07
JPH04501574A (ja) 1992-03-19

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Legal Events

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

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18D Application deemed to be withdrawn

Effective date: 19940615