WO2009078431A1 - Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystalline polymer, and optical isomer - Google Patents

Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystalline polymer, and optical isomer Download PDF

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Publication number
WO2009078431A1
WO2009078431A1 PCT/JP2008/072963 JP2008072963W WO2009078431A1 WO 2009078431 A1 WO2009078431 A1 WO 2009078431A1 JP 2008072963 W JP2008072963 W JP 2008072963W WO 2009078431 A1 WO2009078431 A1 WO 2009078431A1
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WO
WIPO (PCT)
Prior art keywords
liquid crystal
polymerizable liquid
crystalline polymer
polymerizable
represent
Prior art date
Application number
PCT/JP2008/072963
Other languages
French (fr)
Japanese (ja)
Inventor
Kei Sakamoto
Naoto Kogoshi
Original Assignee
Zeon Corporation
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 Zeon Corporation filed Critical Zeon Corporation
Priority to JP2009546279A priority Critical patent/JP5407870B2/en
Publication of WO2009078431A1 publication Critical patent/WO2009078431A1/en

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/24Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing nitrogen-to-nitrogen bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72Hydrazones
    • C07C251/88Hydrazones having also the other nitrogen atom doubly-bound to a carbon atom, e.g. azines
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0448Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/30Polarising elements
    • G02B5/3016Polarising elements involving passive liquid crystal elements

Abstract

This invention provides a polymerizable liquid crystal compound represented by the following formula (I), a polymerizable liquid crystal composition comprising the polymerizable liquid crystal compound and a polymerizable chiral compound, a liquid crystalline polymer produced by polymerizing the polymerizable liquid crystal compound or the polymerizable liquid crystal composition, and an optical isomer comprising the liquid crystalline polymer as a constituent material. The polymerizable liquid crystal compound has a broader temperature range in which a liquid crystal phase is developed, is chemically stable, can be produced at low cost, and has a broad selective reflection wavelength band Δλ (i.e., has large Δn). The polymerizable liquid crystal composition contains this compound. The liquid crystalline polymer is produced by polymerizing the polymerizable liquid crystal compound or the polymerizable liquid crystal composition. The optical isomer comprises the liquid crystalline polymer as a constituent material. In formula (I), M represents a C1-30 divalent organic group or the like; Y1 to Y8 represent -O-C(=O)-, -C(=O)-O- or the like; G1 and G2 represent a C1-20 divalent aliphatic group or the like; Z1 and Z2 represent a C2-10 alkenyl group or the like; A1 and A2 represent a C1-30 divalent organic group (A); X1 and X16 represent a hydrogen atom or the like; and a, b, c and d are 0 or 1.
PCT/JP2008/072963 2007-12-19 2008-12-17 Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystalline polymer, and optical isomer WO2009078431A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009546279A JP5407870B2 (en) 2007-12-19 2008-12-17 Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystal polymer and optical anisotropic body

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-328035 2007-12-19
JP2007328035 2007-12-19

Publications (1)

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WO2009078431A1 true WO2009078431A1 (en) 2009-06-25

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Country Status (3)

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JP (1) JP5407870B2 (en)
TW (1) TW200946649A (en)
WO (1) WO2009078431A1 (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010038591A1 (en) * 2008-10-01 2010-04-08 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystalline composition, liquid crystalline polymer, and optical isomer
WO2011122298A1 (en) * 2010-03-31 2011-10-06 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystal polymer, and optically anisotropic material
WO2012169424A1 (en) * 2011-06-10 2012-12-13 日本ゼオン株式会社 Polymerizable compound, polymerizable composition, polymer, and optically anisotropic body
EP2727904A1 (en) * 2011-06-24 2014-05-07 Zeon Corporation Polymerizable compounds, polymerizable composition, polymer, and optically anisotropic body
JP2017032987A (en) * 2011-04-27 2017-02-09 日本ゼオン株式会社 Optical film, hydrazine compound, use method thereof, and method for producing optical anisotropic body
JP2018025752A (en) * 2016-08-03 2018-02-15 Dic株式会社 Optical anisotropic body
JP7318787B2 (en) 2015-04-14 2023-08-01 Jsr株式会社 Liquid crystal aligning agent

Citations (7)

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JPH0940585A (en) * 1995-07-28 1997-02-10 Rolic Ag Photo-crosslinkable liquid crystal 1,4-phenylene derivative
EP0825176A1 (en) * 1996-08-22 1998-02-25 Dainippon Ink And Chemicals, Inc. Azine derivative, process for the preparation thereof, nematic liquid crystal composition and liquid crystal display system comprising same
JP2004182702A (en) * 2002-12-06 2004-07-02 Nitto Denko Corp Polymerizable terphenyl liquid crystal compound, liquid crystalline composition, cholesteric liquid crystal composition, optical film, and image display device
JP2005213226A (en) * 2004-01-30 2005-08-11 Dainippon Ink & Chem Inc Compound, liquid crystal composition containing said compound and liquid crystal display element produced by using said liquid crystal composition
WO2007142206A1 (en) * 2006-06-05 2007-12-13 Zeon Corporation Cholesteric liquid-crystal composition, circular polarization separation sheet, and use thereof
WO2008102838A1 (en) * 2007-02-23 2008-08-28 Zeon Corporation Liquid crystalline compound, liquid crystalline composition, optical film, and optical laminate
WO2008133290A1 (en) * 2007-04-24 2008-11-06 Zeon Corporation Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystalline polymer, and optically anisotropic material

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0940585A (en) * 1995-07-28 1997-02-10 Rolic Ag Photo-crosslinkable liquid crystal 1,4-phenylene derivative
EP0825176A1 (en) * 1996-08-22 1998-02-25 Dainippon Ink And Chemicals, Inc. Azine derivative, process for the preparation thereof, nematic liquid crystal composition and liquid crystal display system comprising same
JP2004182702A (en) * 2002-12-06 2004-07-02 Nitto Denko Corp Polymerizable terphenyl liquid crystal compound, liquid crystalline composition, cholesteric liquid crystal composition, optical film, and image display device
JP2005213226A (en) * 2004-01-30 2005-08-11 Dainippon Ink & Chem Inc Compound, liquid crystal composition containing said compound and liquid crystal display element produced by using said liquid crystal composition
WO2007142206A1 (en) * 2006-06-05 2007-12-13 Zeon Corporation Cholesteric liquid-crystal composition, circular polarization separation sheet, and use thereof
WO2008102838A1 (en) * 2007-02-23 2008-08-28 Zeon Corporation Liquid crystalline compound, liquid crystalline composition, optical film, and optical laminate
WO2008133290A1 (en) * 2007-04-24 2008-11-06 Zeon Corporation Polymerizable liquid crystal compound, polymerizable liquid crystal composition, liquid crystalline polymer, and optically anisotropic material

Non-Patent Citations (2)

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Title
GEROLD S. ET AL.: "Cholesteric Networks Based on Lyotropic Mixtures", CHEMPHYSCHEM, vol. 4, no. 5, 2003, pages 505 - 508 *
MAKOTO NEGISHI ET AL.: "STN-LCD-yo Azine-kei Ekisho no Kaihatsu", DIC TECHNICAL REVIEW, no. 5, 1999, pages 17 - 20 *

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8603357B2 (en) 2008-10-01 2013-12-10 Zeon Corporation Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystal polymer and optically anisotropic body
WO2010038591A1 (en) * 2008-10-01 2010-04-08 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystalline composition, liquid crystalline polymer, and optical isomer
JP5522047B2 (en) * 2008-10-01 2014-06-18 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystalline polymer and optical anisotropic body
US8883271B2 (en) 2010-03-31 2014-11-11 Zeon Corporation Polymerizable chiral compound, polymerizable liquid crystal compound, liquid crystal polymer and optically anisotropic body
JP5737283B2 (en) * 2010-03-31 2015-06-17 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystalline polymer and optical anisotropic body
CN102791749B (en) * 2010-03-31 2016-03-16 日本瑞翁株式会社 Polymerizable chiral compound, polymerizable liquid crystal compound, liquid crystal liquid crystal property polymer and optically anisotropic body
CN102791749A (en) * 2010-03-31 2012-11-21 日本瑞翁株式会社 Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystal polymer, and optically anisotropic material
WO2011122298A1 (en) * 2010-03-31 2011-10-06 日本ゼオン株式会社 Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystal polymer, and optically anisotropic material
JP2017032987A (en) * 2011-04-27 2017-02-09 日本ゼオン株式会社 Optical film, hydrazine compound, use method thereof, and method for producing optical anisotropic body
CN103582626B (en) * 2011-06-10 2016-01-13 日本瑞翁株式会社 Polymerizable compound, Polymerizable composition, polymer and optically anisotropic body
US9029490B2 (en) 2011-06-10 2015-05-12 Zeon Corporation Polymerizable compound, polymerizable composition, polymer, and optically anisotropic body
JPWO2012169424A1 (en) * 2011-06-10 2015-02-23 日本ゼオン株式会社 Polymerizable compound, polymerizable composition, polymer, and optical anisotropic body
WO2012169424A1 (en) * 2011-06-10 2012-12-13 日本ゼオン株式会社 Polymerizable compound, polymerizable composition, polymer, and optically anisotropic body
CN103582626A (en) * 2011-06-10 2014-02-12 日本瑞翁株式会社 Polymerizable compound, polymerizable composition, polymer, and optically anisotropic body
EP2727904A4 (en) * 2011-06-24 2015-04-01 Zeon Corp Polymerizable compounds, polymerizable composition, polymer, and optically anisotropic body
EP2727904A1 (en) * 2011-06-24 2014-05-07 Zeon Corporation Polymerizable compounds, polymerizable composition, polymer, and optically anisotropic body
JP7318787B2 (en) 2015-04-14 2023-08-01 Jsr株式会社 Liquid crystal aligning agent
JP2018025752A (en) * 2016-08-03 2018-02-15 Dic株式会社 Optical anisotropic body

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JPWO2009078431A1 (en) 2011-04-28
TW200946649A (en) 2009-11-16
JP5407870B2 (en) 2014-02-05

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