CN104411800B - 制备双折射聚合物膜的方法 - Google Patents

制备双折射聚合物膜的方法 Download PDF

Info

Publication number
CN104411800B
CN104411800B CN201380033158.2A CN201380033158A CN104411800B CN 104411800 B CN104411800 B CN 104411800B CN 201380033158 A CN201380033158 A CN 201380033158A CN 104411800 B CN104411800 B CN 104411800B
Authority
CN
China
Prior art keywords
liquid crystal
polymerizable
polymer film
crystal material
independently
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.)
Active
Application number
CN201380033158.2A
Other languages
English (en)
Chinese (zh)
Other versions
CN104411800A (zh
Inventor
I·加德纳
O·L·帕里
T·泊利特
J·萨根特
J·布拉德福
S·怀特豪斯
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 CN104411800A publication Critical patent/CN104411800A/zh
Application granted granted Critical
Publication of CN104411800B publication Critical patent/CN104411800B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • 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
    • C09K19/38—Polymers
    • C09K19/3833—Polymers with mesogenic groups in the side chain
    • C09K19/3842—Polyvinyl derivatives
    • C09K19/3852—Poly(meth)acrylate derivatives
    • 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
    • C09K19/38—Polymers
    • C09K19/3833—Polymers with mesogenic groups in the side chain
    • C09K19/3842—Polyvinyl derivatives
    • C09K19/3852—Poly(meth)acrylate derivatives
    • C09K19/3861—Poly(meth)acrylate derivatives containing condensed ring systems
    • 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
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • 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
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/58—Dopants or charge transfer agents
    • C09K19/586—Optically active dopants; chiral dopants
    • C09K19/588—Heterocyclic compounds
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • 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
    • C09K2019/0444—Liquid 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
    • C09K2019/0448—Liquid 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
    • 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
    • C09K2019/2035—Ph-COO-Ph
    • 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
    • C09K2019/2078—Ph-COO-Ph-COO-Ph
    • 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
    • C09K2019/2092—Ph-C≡C-Ph-COO-Ph
    • 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
    • C09K2019/343—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a seven-membered ring
    • C09K2019/3433—Seven-membered ring with oxygen(s) in fused, bridged or spiro ring systems
    • 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
    • C09K2219/00—Aspects relating to the form of the liquid crystal [LC] material, or by the technical area in which LC material are used
    • C09K2219/03—Aspects 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)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Manufacturing & Machinery (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polarising Elements (AREA)
  • Liquid Crystal (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
CN201380033158.2A 2012-06-26 2013-05-24 制备双折射聚合物膜的方法 Active CN104411800B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP12004787.3 2012-06-26
EP12004787 2012-06-26
PCT/EP2013/001545 WO2014000846A1 (en) 2012-06-26 2013-05-24 Method of preparing a birefringent polymer film

Publications (2)

Publication Number Publication Date
CN104411800A CN104411800A (zh) 2015-03-11
CN104411800B true CN104411800B (zh) 2016-11-23

Family

ID=48651966

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201380033158.2A Active CN104411800B (zh) 2012-06-26 2013-05-24 制备双折射聚合物膜的方法

Country Status (7)

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

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105659121B (zh) * 2013-10-21 2019-04-30 默克专利股份有限公司 制备双折射聚合物膜的方法
WO2015120950A1 (en) * 2014-02-13 2015-08-20 Merck Patent Gmbh Reactive mesogen based polymer particles
US11118112B2 (en) 2015-06-30 2021-09-14 Merck Patent Gmbh Polymerisable liquid crystal material and polymerised liquid crystal film
JPWO2017170443A1 (ja) * 2016-03-30 2019-01-31 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
CN110536949B (zh) * 2017-04-20 2023-08-25 默克专利股份有限公司 光调制元件
ES2950757T3 (es) 2017-10-06 2023-10-13 Forma Therapeutics Inc Inhibición de la peptidasa específica de la ubiquitina 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
BR112020021921A2 (pt) 2018-05-17 2021-01-26 Forma Therapeutics, Inc. compostos bicíclicos fundidos úteis como inibidores de peptidase 30 específica de ubiquitina
US11693165B2 (en) * 2018-06-11 2023-07-04 Lockheed Martin Corporation Thin film optics
LT3860989T (lt) 2018-10-05 2023-06-12 Forma Therapeutics, Inc. Sulieti pirolinai, kurie veikia kaip ubikvitinui specifinės proteazės 30 (ups30) inhibitoriai
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 (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1795575A1 (en) * 2005-12-10 2007-06-13 Merck Patent GmbH Liquid crystal polymer film with improved stability
CN101010414A (zh) * 2004-09-06 2007-08-01 默克专利股份有限公司 可聚合液晶材料
CN101225309A (zh) * 2006-06-13 2008-07-23 索尼株式会社 聚合性液晶组合物、光学元件、制造方法和液晶显示装置
WO2009086911A1 (en) * 2008-01-11 2009-07-16 Merck Patent Gmbh Reactive mesogenic compounds and mixtures

Family Cites Families (29)

* 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
DE69325555D1 (de) 1992-04-27 1999-08-12 Merck Patent Gmbh Elektrooptisches fluessigkristallsystem
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
US6217792B1 (en) 1996-07-01 2001-04-17 Merck Patent Gmbh Chiral dopants
GB9812636D0 (en) * 1998-06-11 1998-08-12 Rolic Ag Optical component orientation layer and layerable polymerisable mixture
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
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
JP5000179B2 (ja) * 2005-04-07 2012-08-15 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 ハフツング 配向膜
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 (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101010414A (zh) * 2004-09-06 2007-08-01 默克专利股份有限公司 可聚合液晶材料
EP1795575A1 (en) * 2005-12-10 2007-06-13 Merck Patent GmbH Liquid crystal polymer film with improved stability
CN101225309A (zh) * 2006-06-13 2008-07-23 索尼株式会社 聚合性液晶组合物、光学元件、制造方法和液晶显示装置
WO2009086911A1 (en) * 2008-01-11 2009-07-16 Merck Patent Gmbh Reactive mesogenic compounds and mixtures

Also Published As

Publication number Publication date
WO2014000846A8 (en) 2014-11-27
US10100253B2 (en) 2018-10-16
EP2864444A1 (en) 2015-04-29
TWI646132B (zh) 2019-01-01
JP2015524019A (ja) 2015-08-20
EP2864444B1 (en) 2018-08-01
US20150166892A1 (en) 2015-06-18
KR102134572B1 (ko) 2020-07-16
CN104411800A (zh) 2015-03-11
TW201406832A (zh) 2014-02-16
JP6285924B2 (ja) 2018-02-28
WO2014000846A1 (en) 2014-01-03
KR20150023869A (ko) 2015-03-05

Similar Documents

Publication Publication Date Title
CN104411800B (zh) 制备双折射聚合物膜的方法
CN107075370B (zh) 光调制元件
CN107003578B (zh) 光调制元件
JP6505683B2 (ja) 複屈折ポリマーフィルムの調製方法
CN105531353B (zh) 可聚合的液晶材料和经聚合的液晶膜
CN109790465A (zh) 可聚合液晶材料和聚合的液晶膜
CN110997872A (zh) 可聚合液晶材料及经聚合的液晶膜
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
CN110023455A (zh) 可聚合液晶材料和聚合的液晶膜

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant