TWI646132B - 製備雙折射聚合物膜之方法 - Google Patents

製備雙折射聚合物膜之方法 Download PDF

Info

Publication number
TWI646132B
TWI646132B TW102122571A TW102122571A TWI646132B TW I646132 B TWI646132 B TW I646132B TW 102122571 A TW102122571 A TW 102122571A TW 102122571 A TW102122571 A TW 102122571A TW I646132 B TWI646132 B TW I646132B
Authority
TW
Taiwan
Prior art keywords
liquid crystal
group
polymer film
polymerizable liquid
polymerizable
Prior art date
Application number
TW102122571A
Other languages
English (en)
Chinese (zh)
Other versions
TW201406832A (zh
Inventor
伊艾恩 高迪納
歐文 萊爾 巴力
泰拉 派瑞特
喬瑟夫 沙捷特
傑克 布列德佛德
莎拉 懷特豪斯
Original Assignee
德商馬克專利公司
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 德商馬克專利公司 filed Critical 德商馬克專利公司
Publication of TW201406832A publication Critical patent/TW201406832A/zh
Application granted granted Critical
Publication of TWI646132B publication Critical patent/TWI646132B/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18Manufacture of films or sheets
    • 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
    • C09K19/38Polymers
    • C09K19/3833Polymers with mesogenic groups in the side chain
    • C09K19/3842Polyvinyl derivatives
    • C09K19/3852Poly(meth)acrylate derivatives
    • 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
    • C09K19/38Polymers
    • C09K19/3833Polymers with mesogenic groups in the side chain
    • C09K19/3842Polyvinyl derivatives
    • C09K19/3852Poly(meth)acrylate derivatives
    • C09K19/3861Poly(meth)acrylate derivatives containing condensed ring systems
    • 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
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • 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
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/58Dopants or charge transfer agents
    • C09K19/586Optically active dopants; chiral dopants
    • C09K19/588Heterocyclic compounds
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/30Polarising elements
    • G02B5/3083Birefringent or phase retarding elements
    • 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
    • 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
    • C09K19/20Non-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
    • C09K19/2007Non-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
    • C09K2019/2035Ph-COO-Ph
    • 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
    • C09K19/20Non-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
    • C09K19/2007Non-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
    • C09K2019/2078Ph-COO-Ph-COO-Ph
    • 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
    • C09K19/20Non-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
    • C09K19/2007Non-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
    • C09K2019/2092Ph-C≡C-Ph-COO-Ph
    • 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
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/343Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a seven-membered ring
    • C09K2019/3433Seven-membered ring with oxygen(s) in fused, bridged or spiro ring systems
    • 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
    • C09K2219/00Aspects relating to the form of the liquid crystal [LC] material, or by the technical area in which LC material are used
    • C09K2219/03Aspects relating to the form of the liquid crystal [LC] material, or by the technical area in which LC material are used in the form of films, e.g. films after polymerisation of LC precursor

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Polarising Elements (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Liquid Crystal (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
TW102122571A 2012-06-26 2013-06-25 製備雙折射聚合物膜之方法 TWI646132B (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
??12004787.3 2012-06-26
EP12004787 2012-06-26

Publications (2)

Publication Number Publication Date
TW201406832A TW201406832A (zh) 2014-02-16
TWI646132B true TWI646132B (zh) 2019-01-01

Family

ID=48651966

Family Applications (1)

Application Number Title Priority Date Filing Date
TW102122571A TWI646132B (zh) 2012-06-26 2013-06-25 製備雙折射聚合物膜之方法

Country Status (7)

Country Link
US (1) US10100253B2 (https=)
EP (1) EP2864444B1 (https=)
JP (1) JP6285924B2 (https=)
KR (1) KR102134572B1 (https=)
CN (1) CN104411800B (https=)
TW (1) TWI646132B (https=)
WO (1) WO2014000846A1 (https=)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102243116B1 (ko) * 2013-10-21 2021-04-22 메르크 파텐트 게엠베하 복굴절성 중합체 필름의 제조 방법
EP3105302B1 (en) 2014-02-13 2020-08-05 Merck Patent GmbH Reactive mesogen based polymer particles
JP6820284B2 (ja) 2015-06-30 2021-01-27 メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツングMerck Patent GmbH 重合性液晶材料および重合した液晶フィルム
WO2017170443A1 (ja) * 2016-03-30 2017-10-05 富士フイルム株式会社 光学フィルム、偏光板および画像表示装置
EP3612615B1 (en) * 2017-04-20 2024-10-16 Merck Patent GmbH Light modulation element
AU2018346597B2 (en) 2017-10-06 2023-07-13 Forma Therapeutics, Inc. Inhibiting Ubiquitin Specific Peptidase 30
CN109705882A (zh) * 2017-10-26 2019-05-03 江苏集萃智能液晶科技有限公司 一种液晶介质、偏振分离膜及其制备方法
JP7449242B2 (ja) 2018-05-17 2024-03-13 フォーマ セラピューティクス,インコーポレイテッド ユビキチン特異的ペプチダーゼ30(usp30)阻害剤として有用な縮合二環化合物
US11693165B2 (en) * 2018-06-11 2023-07-04 Lockheed Martin Corporation Thin film optics
JP7530889B2 (ja) 2018-10-05 2024-08-08 フォーマ セラピューティクス,インコーポレイテッド ユビキチン特異的プロテアーゼ30(usp30)阻害剤として作用する縮合ピロリン
CN115327688A (zh) * 2021-12-29 2022-11-11 上海先认新材料合伙企业(有限合伙) 一种不同区域具有不同预倾角光学延迟薄膜及其应用
WO2024135374A1 (ja) * 2022-12-20 2024-06-27 Dic株式会社 液晶素子、電波反射板及びアンテナ

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI232880B (en) * 1998-06-11 2005-05-21 Rolic Ag Optical component, orientation layer, and layerable polymerisable mixture
TW200938613A (en) * 2008-01-11 2009-09-16 Merck Patent Gmbh Reactive mesogenic compounds and mixtures

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0261712A1 (en) 1986-09-04 1988-03-30 Koninklijke Philips Electronics N.V. Picture display cell, method of forming an orientation layer on a substrate of the picture display cell and monomeric compounds for use in the orientation layer
WO1993022397A1 (en) 1992-04-27 1993-11-11 Merck Patent Gmbh Electrooptical liquid crystal system
US5518652A (en) 1993-07-05 1996-05-21 Merck Patent Gesellschaft Mit Beschrankter Haftung Liquid crystalline copolymer
DE4405316A1 (de) 1994-02-19 1995-08-24 Basf Ag Neue polymerisierbare flüssigkristalline Verbindungen
DE19504224A1 (de) 1994-02-23 1995-08-24 Merck Patent Gmbh Flüssigkristallines Material
US5619352A (en) 1994-04-04 1997-04-08 Rockwell International Corporation LCD splay/twist compensator having varying tilt and /or azimuthal angles for improved gray scale performance
GB9420632D0 (en) 1994-10-13 1994-11-30 Secr Defence Liquid crystal polymer devices
DE4441651A1 (de) 1994-11-23 1996-04-25 Basf Ag Verfahren zur oberflächlichen Beschichtung von Substraten
JP3762436B2 (ja) 1995-02-17 2006-04-05 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング ポリマー薄膜
GB2299333B (en) 1995-03-29 1998-11-25 Merck Patent Gmbh Reactive terphenyls
EP0756193B1 (de) 1995-07-28 2016-02-17 Rolic AG Verfahren zur Erzeugung von Kippwinkeln in photoorientierten Polymernetzwerkschichten
DE19532408A1 (de) 1995-09-01 1997-03-06 Basf Ag Polymerisierbare flüssigkristalline Verbindungen
GB2306470B (en) 1995-10-05 1999-11-03 Merck Patent Gmbh Reactive liquid crystalline compound
CN1103776C (zh) 1996-07-01 2003-03-26 默克专利股份有限公司 手性掺杂剂和包含它的液晶材料和聚合物膜
TW394852B (en) 1998-08-26 2000-06-21 Merck Patent Gmbh Reflective film
US6514578B1 (en) 1999-06-30 2003-02-04 Merck Patent Gesellschaft Mit Beschrankter Haftung Polymerizable mesogenic tolanes
KR100675996B1 (ko) * 1999-07-02 2007-01-29 메르크 파텐트 게엠베하 다층 콜레스테릭 필름의 제조 방법
US7060200B1 (en) 1999-09-03 2006-06-13 Merck Patent Gmbh Multireactive polymerizable mesogenic compounds
JP3883848B2 (ja) * 2000-11-24 2007-02-21 香港科技大学 光配向膜の製造方法
ATE366235T1 (de) * 2001-04-06 2007-07-15 Merck Patent Gmbh Cycloalkanon-derivate
US7223450B2 (en) 2001-05-21 2007-05-29 Merck Gmbh Chiral compounds
EP1388538B1 (en) 2002-07-09 2010-09-01 Merck Patent GmbH Polymerisation Initiator
US6943869B2 (en) * 2002-10-04 2005-09-13 Resesarch Foundation, Inc. Method and apparatus for measuring strain using a luminescent photoelastic coating
KR101176677B1 (ko) * 2004-09-06 2012-08-23 메르크 파텐트 게엠베하 중합성 액정 물질
US7527746B2 (en) 2005-01-28 2009-05-05 Chisso Corporation Liquid crystal polyfunctional acrylate derivative and polymer thereof
JP4553769B2 (ja) * 2005-03-29 2010-09-29 大日本印刷株式会社 光学素子の製造方法
KR101230145B1 (ko) * 2005-04-07 2013-02-05 메르크 파텐트 게엠베하 정렬 층
EP1795575B1 (en) 2005-12-10 2009-03-11 Merck Patent GmbH Liquid crystal polymer film with improved stability
JP4720634B2 (ja) * 2006-06-13 2011-07-13 ソニー株式会社 重合性液晶組成物、光学素子、光学素子の製造方法、および液晶表示装置
CN100537705C (zh) 2007-08-15 2009-09-09 江苏森然化工有限公司 一种聚合物分散液晶薄膜的制备方法
US7910020B2 (en) * 2008-06-27 2011-03-22 Transitions Optical, Inc. Liquid crystal compositions comprising mesogen containing compounds

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI232880B (en) * 1998-06-11 2005-05-21 Rolic Ag Optical component, orientation layer, and layerable polymerisable mixture
TW200938613A (en) * 2008-01-11 2009-09-16 Merck Patent Gmbh Reactive mesogenic compounds and mixtures

Also Published As

Publication number Publication date
CN104411800B (zh) 2016-11-23
US20150166892A1 (en) 2015-06-18
KR102134572B1 (ko) 2020-07-16
CN104411800A (zh) 2015-03-11
KR20150023869A (ko) 2015-03-05
JP2015524019A (ja) 2015-08-20
EP2864444B1 (en) 2018-08-01
JP6285924B2 (ja) 2018-02-28
WO2014000846A8 (en) 2014-11-27
WO2014000846A1 (en) 2014-01-03
US10100253B2 (en) 2018-10-16
TW201406832A (zh) 2014-02-16
EP2864444A1 (en) 2015-04-29

Similar Documents

Publication Publication Date Title
TWI646132B (zh) 製備雙折射聚合物膜之方法
TWI602908B (zh) 雙折射反應性液晶原(rm)透鏡
CN107003578B (zh) 光调制元件
TWI641861B (zh) 雙折射反應性液晶原(rm)透鏡
CN107075370B (zh) 光调制元件
TWI672329B (zh) 製備雙折射聚合物膜之方法
KR102248346B1 (ko) 중합성 액정 물질 및 중합된 액정 필름
JP7021197B2 (ja) 官能基化されたポリビニルアルコールに基づくuv硬化性接着促進剤
TWI775837B (zh) 光調變元件