GB2294461A - Liquid crystal materials,mixtures and devices - Google Patents

Liquid crystal materials,mixtures and devices

Info

Publication number
GB2294461A
GB2294461A GB9524552A GB9524552A GB2294461A GB 2294461 A GB2294461 A GB 2294461A GB 9524552 A GB9524552 A GB 9524552A GB 9524552 A GB9524552 A GB 9524552A GB 2294461 A GB2294461 A GB 2294461A
Authority
GB
United Kingdom
Prior art keywords
liquid crystal
independently selected
ooc
carbon atoms
devices
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
GB9524552A
Other versions
GB2294461B (en
GB9524552D0 (en
Inventor
John William Goodby
Peter Styring
Christa Loubser
P L Wessels
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.)
UK Secretary of State for Defence
Original Assignee
UK Secretary of State for Defence
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
Priority claimed from GB9312095A external-priority patent/GB2278841A/en
Application filed by UK Secretary of State for Defence filed Critical UK Secretary of State for Defence
Priority to GB9524552A priority Critical patent/GB2294461B/en
Publication of GB9524552D0 publication Critical patent/GB9524552D0/en
Publication of GB2294461A publication Critical patent/GB2294461A/en
Application granted granted Critical
Publication of GB2294461B publication Critical patent/GB2294461B/en
Anticipated expiration legal-status Critical
Revoked 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
    • C09K19/08—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
    • 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
    • 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
    • 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
    • C07C69/94—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of polycyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/96—Esters of carbonic or haloformic acids
    • 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
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • 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
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters

Landscapes

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

Abstract

The invention concerns novel liquid crystal compounds of general formula (I). These compounds may be used by themselves or they may be mixed with other liquid crystal compounds to give useful liquid crystal mixtures which may then be used in liquid crystal devices. The materials exhibit smectic mesophases and may therefore be used in ferroelectric, ferrielectric, antiferroelectric, thermochromic and electroclinic devices. They may also be used as long pitch materials. Formula (I) in which R is selected from alkyl, alkoxy or alkenyl and may contain 1-20 carbon atoms; A, B, C, D are independently selected from phenyl, cyclohexyl, pyridyl, pyrimidyl; A may also be dioxanyl, naphthyl; b is independently selected from 0, 1 or 2; c is independently selected from 0 or 1; a and d are both equal to 1; K, L, M, N are independently selected from the halogen group; (k), (l), (m), (n), are independently 0, 1, 2, 3, or 4; X is selected from OCO, COO, OCH2, CH2O, CH2CH2; Y is selected from OCO, COO, OOC, OCH2, CH2O, CH2; J is an end group of Formula (II) which contains a chiral centre, where Z is selected from halogen, C1-C3 alkyl chain, CN, CF3, CHF2, H: R1 is a linear or branched alkyl group containing 1-15 carbon atoms or H, W is a linear or branched alkyl group containing 1-5 carbon atoms or H; excluding where R is alkoxy, A=B=D = phenyl, K=F, (k)=2, (l)=(n)=0, b=1, c=0, X=OOC, Y=OOC, Z=Cl, R1=CH2CH(CH3)2, W=H; provided that the total of (k)+(l)+(m)+(n) does not equal 0 and that the total of a+b+c+d is not greater than 4. <IMAGE>
GB9524552A 1993-06-11 1994-06-07 Liquid crystal materials, mixtures and devices Revoked GB2294461B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB9524552A GB2294461B (en) 1993-06-11 1994-06-07 Liquid crystal materials, mixtures and devices

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9312095A GB2278841A (en) 1993-06-11 1993-06-11 Liquid crystal compounds, mixtures and devices
PCT/GB1994/001231 WO1994029405A1 (en) 1993-06-11 1994-06-07 Liquid crystal materials, mixtures and devices
GB9524552A GB2294461B (en) 1993-06-11 1994-06-07 Liquid crystal materials, mixtures and devices

Publications (3)

Publication Number Publication Date
GB9524552D0 GB9524552D0 (en) 1996-02-21
GB2294461A true GB2294461A (en) 1996-05-01
GB2294461B GB2294461B (en) 1998-02-25

Family

ID=26303054

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9524552A Revoked GB2294461B (en) 1993-06-11 1994-06-07 Liquid crystal materials, mixtures and devices

Country Status (1)

Country Link
GB (1) GB2294461B (en)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0197677A2 (en) * 1985-03-14 1986-10-15 Chisso Corporation Halogen-containing, optically active liquid crystal compound and liquid crystal composition containing same
EP0231853A2 (en) * 1986-01-31 1987-08-12 Dainippon Ink And Chemicals, Inc. Optically active carboxylic acid derivatives and liquid crystalline compositions comprising them
WO1987007890A2 (en) * 1986-06-23 1987-12-30 The Secretary Of State For Defence In Her Britanni Chiral liquid crystal compounds
EP0256303A2 (en) * 1986-07-21 1988-02-24 Polaroid Corporation Liquid crystal compounds having fluorine-containing core
EP0350330A2 (en) * 1988-07-08 1990-01-10 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compounds
EP0418140A1 (en) * 1989-09-14 1991-03-20 Thomson-Csf Chiral liquid crystal derivatives of biphenyl
EP0422996A2 (en) * 1989-10-06 1991-04-17 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compound
JPH0413648A (en) * 1990-04-28 1992-01-17 Sony Corp Optically active compound and ferroelectric liquid crystal composition using the same
EP0497297A2 (en) * 1991-01-30 1992-08-05 Mitsubishi Gas Chemical Company, Inc. Liquid crystal compound and liquid crystal display device

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5180520A (en) * 1988-03-04 1993-01-19 University Research Corporation Ferroelectric liquid crystal compositions containing halogenated cores and chiral halogenated cores and chiral haloalkoxy tail units
DE3807802A1 (en) * 1988-03-10 1989-09-21 Merck Patent Gmbh CHIRAL DERIVATIVES OF 1,2-DIFLUORBENZENE
JPH02115145A (en) * 1988-10-26 1990-04-27 Canon Inc Liquid crystal compound, liquid crystal composition containing the same and liquid crystal element

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0197677A2 (en) * 1985-03-14 1986-10-15 Chisso Corporation Halogen-containing, optically active liquid crystal compound and liquid crystal composition containing same
EP0231853A2 (en) * 1986-01-31 1987-08-12 Dainippon Ink And Chemicals, Inc. Optically active carboxylic acid derivatives and liquid crystalline compositions comprising them
WO1987007890A2 (en) * 1986-06-23 1987-12-30 The Secretary Of State For Defence In Her Britanni Chiral liquid crystal compounds
EP0256303A2 (en) * 1986-07-21 1988-02-24 Polaroid Corporation Liquid crystal compounds having fluorine-containing core
EP0350330A2 (en) * 1988-07-08 1990-01-10 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compounds
EP0418140A1 (en) * 1989-09-14 1991-03-20 Thomson-Csf Chiral liquid crystal derivatives of biphenyl
EP0422996A2 (en) * 1989-10-06 1991-04-17 Showa Shell Sekiyu Kabushiki Kaisha Liquid crystal compound
JPH0413648A (en) * 1990-04-28 1992-01-17 Sony Corp Optically active compound and ferroelectric liquid crystal composition using the same
US5225105A (en) * 1990-04-28 1993-07-06 Sony Corporation Optically active compound and ferroelectric liquid crystal composition produced therefrom
EP0497297A2 (en) * 1991-01-30 1992-08-05 Mitsubishi Gas Chemical Company, Inc. Liquid crystal compound and liquid crystal display device

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Liquid Crystals, 1993, Vol. 15(2), pages 233-238 *
WPI Abstract Accession No 92-069436/09 & JP 04 013648 A [1992] *

Also Published As

Publication number Publication date
GB2294461B (en) 1998-02-25
GB9524552D0 (en) 1996-02-21

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Legal Events

Date Code Title Description
773K Patent revoked under sect. 73(2)/1977