ES2044869T3 - Esteres quirales de acidos fenil-alcanoicos sustituidos en alfa y compuestos hidroxilicos mesogenos y su utilizacion como sustancia dopante en fases de cristal liquido. - Google Patents

Esteres quirales de acidos fenil-alcanoicos sustituidos en alfa y compuestos hidroxilicos mesogenos y su utilizacion como sustancia dopante en fases de cristal liquido.

Info

Publication number
ES2044869T3
ES2044869T3 ES87108377T ES87108377T ES2044869T3 ES 2044869 T3 ES2044869 T3 ES 2044869T3 ES 87108377 T ES87108377 T ES 87108377T ES 87108377 T ES87108377 T ES 87108377T ES 2044869 T3 ES2044869 T3 ES 2044869T3
Authority
ES
Spain
Prior art keywords
compounds
phenyl
liquid crystal
diyl
groups
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.)
Expired - Lifetime
Application number
ES87108377T
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English (en)
Inventor
Gerd Prof Dr Heppke
Gunter Prof Dr Scherowsky
Christian Bahr
Lutz Lehmann
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.)
Hoechst AG
Original Assignee
Hoechst AG
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Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Application granted granted Critical
Publication of ES2044869T3 publication Critical patent/ES2044869T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C07D239/26—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
    • 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
    • C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
    • C09K19/0225—Ferroelectric
    • 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
    • C09K19/2028—Compounds containing at least one asymmetric carbon atom containing additionally a linking group other than -COO- or -OCO-, e.g. -CH2-CH2-, -CH=CH-, -C=C-; containing at least one additional carbon atom in the chain containing -COO- or -OCO- groups, e.g. -COO-CH*-CH3
    • 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
    • C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
    • C09K19/321—Compounds containing a bicyclo [2,2,2] octane 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
    • C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen 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
    • 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
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur 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
    • C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring

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

LOS NUEVOS COMPUESTOS RESPONDEN A LA FORMULA GENERAL (I) EN LA QUE MO = RESTO DE UN COMPUESTO HIDROXILICO MESOGENO MOH DESPUES DE SEPARAR UN H, RESPONDIENDO MO A LA FORMULA GENERAL (II) EN LA QUE R2 = ALQUILO (C1-C12) LINEAL O RAMIFICADO, PUDIENDO ESTAR REEMPLAZADOS UNO O DOS GRUPOS CH2 NO CONTIGUOS POR ATOMOS DE O Y/O S, O BIEN, EN CASO DE N1=1 TAMBIEN F,CL,BR,CN O CF3. A1, A2, INDEPENDIENTEMENTE ENTRE SI = 1,4-FENILENO, DIAZIN-2,5-DIILO, DIAZIN-3,6-DIILO, 1,4-CICLOHEXILENO, 1,3-DIOXAN-2,5-DIILO, 1,3-DITIAN-2,5-DIILO O 1,4-BICICLO (2,2,2)OCTILENO, PUDIENDO ESTAR ESTOS GRUPOS COMO MINIMO, MONOSUSTITUIDOS CON F, CL, BF, CN, CF3 Y/O ALQUILO (C1-C12) (OPCIONALMENTE DOS CH2 NO CONTIGUOS SE REEMPLAZAN POR O Y/O S). B=CO-O, O-CO, CH2-CH2, OCH2, CH=N, N=CH, N=N, N(O)=N. N1,N2,N3=0, 1 O2 NO PUDIENDO SER CERO A LA VEZ N1 Y N3. Y= UN SUSTITUYENTE ACEPTOR DE ELECTRONES. Z=H O UN ACEPTOR DE ELECTRONES DIFERENTE DE Y. R1=BENCILO O FENILO PUDIENDO ESTAR SUSTITUIDOS EN LA PARTE AROMATICA COMO A1 Y A2, EXCEPTUANDOSE LOS COMPUESTOS CON Z=H, Y=F, CL O BR, R2=ALCOXI (C1-C11), A1, A2=FENILO, N1,N3=1 Y N2=0. LOS COMPUESTOS SE UTILIZAN PREFERENTEMENTE EN FASES ESMECTICAS DE CRISTAL LIQUIDO QUE LAS TRANSFORMAN EN FASES FERROELECTRICAS. PRESENTAN ALTOS VALORES DE POLARIZACION ESPONTANEA.
ES87108377T 1986-06-14 1987-06-10 Esteres quirales de acidos fenil-alcanoicos sustituidos en alfa y compuestos hidroxilicos mesogenos y su utilizacion como sustancia dopante en fases de cristal liquido. Expired - Lifetime ES2044869T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19863620049 DE3620049A1 (de) 1986-06-14 1986-06-14 Chirale ester aus (alpha)-substituierten phenylalkansaeuren und mesogenen hydroxylverbindungen und ihre verwendung als dotierstoff in fluessigkristall-phasen

Publications (1)

Publication Number Publication Date
ES2044869T3 true ES2044869T3 (es) 1994-01-16

Family

ID=6303004

Family Applications (1)

Application Number Title Priority Date Filing Date
ES87108377T Expired - Lifetime ES2044869T3 (es) 1986-06-14 1987-06-10 Esteres quirales de acidos fenil-alcanoicos sustituidos en alfa y compuestos hidroxilicos mesogenos y su utilizacion como sustancia dopante en fases de cristal liquido.

Country Status (7)

Country Link
US (1) US4874545A (es)
EP (1) EP0250961B1 (es)
JP (1) JP2593875B2 (es)
AT (1) ATE78472T1 (es)
CA (1) CA1288093C (es)
DE (2) DE3620049A1 (es)
ES (1) ES2044869T3 (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3627964C2 (de) * 1985-08-26 2000-11-02 Samsung Electronic Devices Ferroelektrische kristallin-flüssige Derivate verzweigter acyclischer chiraler alpha-Chlorcarbonsäuren, Verfahren zu ihrer Herstellung und ihre Verwendung in Gemischen für schnell schaltende Displays in der Optoelektronik
GB8623582D0 (en) * 1986-10-01 1986-11-05 Secr Defence Mandelic acid derivatives
JPH07116131B2 (ja) * 1987-06-15 1995-12-13 チッソ株式会社 チオエ−テル化合物及び液晶組成物
US5536442A (en) * 1987-09-25 1996-07-16 Merck Patent Gesellschaft Mit Beschrankter Haftung Fluorinated liquid crystal compounds and liquid crystal medium containing same
US5324449A (en) * 1987-09-25 1994-06-28 Merck Patent Gesellschaft Mit Beschrankter Haftung Substituted phenyl trifluoromethyl ethers
DE3909802A1 (de) * 1988-07-27 1990-04-05 Merck Patent Gmbh Difluormethylverbindungen
JPH0830023B2 (ja) * 1988-05-19 1996-03-27 株式会社ジャパンエナジー 新規なビフェニル化合物、これを含む液晶組成物及び光スイッチング素子
US5211879A (en) * 1989-11-07 1993-05-18 Nippon Mining Co., Ltd. Ester compounds and liquid crystal compositions containing the same
US5128061A (en) * 1990-08-14 1992-07-07 Optical Shields, Inc. Phenyl-pyrimidine liquid crystal materials
JP3081024B2 (ja) * 1991-07-11 2000-08-28 株式会社リコー 光学活性アゾ化合物及びそれを含む液晶組成物
US5547605A (en) * 1993-12-15 1996-08-20 Hoechst Aktiengesellschaft 2-Aryloxytetrafluoropropionic esters, process for their preparation, and their use in liquid-crystalline mixtures

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4613209A (en) * 1982-03-23 1986-09-23 At&T Bell Laboratories Smectic liquid crystals
EP0110299B2 (en) * 1982-11-26 1993-06-09 Hitachi, Ltd. Smectic liquid crystal compounds and liquid crystal compositions
DE3333677A1 (de) * 1983-09-17 1985-04-04 Merck Patent Gmbh, 6100 Darmstadt Fluessigkristall-phase
US4686305A (en) * 1984-03-07 1987-08-11 Chisso Corporation 4'-substituted-phenyl α-methyl-β-(4-substituted-phenyl) propionates
JPS60218358A (ja) * 1984-04-13 1985-11-01 Ajinomoto Co Inc 液晶
WO1986000087A1 (fr) * 1984-06-07 1986-01-03 Seiko Instruments & Electronics Ltd. Compose de cristaux liquides
JPS6117541A (ja) * 1984-07-03 1986-01-25 Seiko Instr & Electronics Ltd 液晶化合物
DE3580406D1 (de) * 1984-07-11 1990-12-13 Merck Patent Gmbh Fluessigkristall-phase.
EP0174816B1 (en) * 1984-09-10 1990-05-23 Ajinomoto Co., Inc. Biphenyl-based diester compounds and liquid crystal compositions containing same
JPH0717904B2 (ja) * 1985-01-29 1995-03-01 旭硝子株式会社 強誘電性液晶組成物
EP0191600B1 (en) * 1985-02-08 1991-12-27 Ajinomoto Co., Inc. Polyphenyl-based ester compounds and liquid crystal compositions containing same
DE3534778A1 (de) * 1985-09-30 1987-04-02 Hoechst Ag Chirale ester mesogener carbonsaeuren, ein verfahren zu deren herstellung und ihre verwendung als dotierstoff in fluessigkristall-phasen
JPS62111950A (ja) * 1985-11-08 1987-05-22 Ajinomoto Co Inc 液晶
EP0225195B1 (en) * 1985-12-04 1993-11-24 Ajinomoto Co., Inc. Phenylpyrimidine-based compounds and liquid crystal composition containing the same
JPS62142131A (ja) * 1985-12-13 1987-06-25 Ajinomoto Co Inc 液晶中間体
DE3618213A1 (de) * 1986-05-30 1987-12-10 Hoechst Ag Chirale ester aus (alpha)-substituierten carbonsaeuren und mesogenen hydroxylverbindungen und ihre verwendung als dotierstoff in fluessigkristall-phasen
GB8623582D0 (en) * 1986-10-01 1986-11-05 Secr Defence Mandelic acid derivatives

Also Published As

Publication number Publication date
DE3620049A1 (de) 1987-12-17
EP0250961B1 (de) 1992-07-22
US4874545A (en) 1989-10-17
JPS632953A (ja) 1988-01-07
DE3780523D1 (de) 1992-08-27
CA1288093C (en) 1991-08-27
JP2593875B2 (ja) 1997-03-26
ATE78472T1 (de) 1992-08-15
EP0250961A2 (de) 1988-01-07
EP0250961A3 (en) 1988-09-28

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