CA2278401C - Liquid-crystalline nematic organosiloxanes which can be crosslinked to form optically anistropic polymer layers - Google Patents

Liquid-crystalline nematic organosiloxanes which can be crosslinked to form optically anistropic polymer layers Download PDF

Info

Publication number
CA2278401C
CA2278401C CA002278401A CA2278401A CA2278401C CA 2278401 C CA2278401 C CA 2278401C CA 002278401 A CA002278401 A CA 002278401A CA 2278401 A CA2278401 A CA 2278401A CA 2278401 C CA2278401 C CA 2278401C
Authority
CA
Canada
Prior art keywords
radicals
group
organosiloxane
replaced
adjacent
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 - Fee Related
Application number
CA002278401A
Other languages
English (en)
French (fr)
Other versions
CA2278401A1 (en
Inventor
Eckhard Hanelt
Frank Sandmeyer
Norman Haberle
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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 Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of CA2278401A1 publication Critical patent/CA2278401A1/en
Application granted granted Critical
Publication of CA2278401C publication Critical patent/CA2278401C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/38Polysiloxanes modified by chemical after-treatment
    • 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
    • C09K19/40Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen or sulfur, e.g. silicon, metals
    • 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
    • C09K19/40Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen or sulfur, e.g. silicon, metals
    • C09K19/406Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen or sulfur, e.g. silicon, metals containing silicon
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • 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
    • C09K2323/00Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/02Alignment layer characterised by chemical composition
    • C09K2323/023Organic silicon compound, e.g. organosilicon
    • 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
    • C09K2323/00Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/05Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
    • C09K2323/053Organic silicon compound, e.g. organosilicon
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/30Polarising elements
    • G02B5/3016Polarising elements involving passive liquid crystal elements
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363Birefringent elements, e.g. for optical compensation
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133788Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
CA002278401A 1998-07-23 1999-07-22 Liquid-crystalline nematic organosiloxanes which can be crosslinked to form optically anistropic polymer layers Expired - Fee Related CA2278401C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19833258.0 1998-07-23
DE19833258A DE19833258C1 (de) 1998-07-23 1998-07-23 Zu optisch anisotropen Polymerschichten vernetzbare flüssigkristalline nematische Organosiloxane

Publications (2)

Publication Number Publication Date
CA2278401A1 CA2278401A1 (en) 2000-01-23
CA2278401C true CA2278401C (en) 2003-04-01

Family

ID=7875111

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002278401A Expired - Fee Related CA2278401C (en) 1998-07-23 1999-07-22 Liquid-crystalline nematic organosiloxanes which can be crosslinked to form optically anistropic polymer layers

Country Status (6)

Country Link
US (1) US6300454B1 (US06300454-20011009-C00003.png)
EP (1) EP0985721B1 (US06300454-20011009-C00003.png)
JP (1) JP3195317B2 (US06300454-20011009-C00003.png)
KR (1) KR100335314B1 (US06300454-20011009-C00003.png)
CA (1) CA2278401C (US06300454-20011009-C00003.png)
DE (2) DE19833258C1 (US06300454-20011009-C00003.png)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19903333A1 (de) * 1999-01-28 2000-08-10 Consortium Elektrochem Ind Herstellung von alpha, beta-ungesättigte Carbonsäurereste enthaltenden Organosiliciumverbindungen
US7365822B2 (en) * 2002-02-20 2008-04-29 Lg.Philips Lcd Co., Ltd. Method for fabricating LCD
US6905633B2 (en) * 2002-12-13 2005-06-14 Xerox Corporation Compounds of formula (3) to stabilize liquid crystal domains
US6939478B2 (en) * 2002-12-13 2005-09-06 Xerox Corporation Compounds of formula (2) to stabilize liquid crystal domains
DE102004018702B4 (de) * 2004-04-17 2006-05-24 Leonhard Kurz Gmbh & Co. Kg Folie mit Polymerschicht
DE102006046957A1 (de) * 2006-10-04 2008-04-10 Wacker Chemie Ag Partikeldispersion
JP2010083783A (ja) * 2008-09-30 2010-04-15 Sony Corp 液晶分子、液晶表示素子及び液晶光空間変調素子
US7988881B2 (en) * 2008-09-30 2011-08-02 E. I. Du Pont De Nemours And Company Multilayer laminates comprising chiral nematic liquid crystals
JP2010083784A (ja) * 2008-09-30 2010-04-15 Sony Corp 液晶分子、液晶表示素子及び液晶光空間変調素子
JP2010090057A (ja) * 2008-10-08 2010-04-22 Sony Corp 液晶分子、液晶表示素子及び液晶光空間変調素子
JP5927859B2 (ja) * 2011-01-11 2016-06-01 Jsr株式会社 液晶表示素子の製造方法
JP5853631B2 (ja) * 2011-01-12 2016-02-09 Jsr株式会社 液晶表示素子
CN102643387B (zh) * 2011-11-29 2014-09-10 北京京东方光电科技有限公司 一种液晶显示面板及其制备方法
US20150168622A1 (en) * 2012-04-23 2015-06-18 Dai Nippon Printing Co., Ltd. Infrared-ray reflective member
US9376606B2 (en) * 2012-12-27 2016-06-28 Laird Technologies, Inc. Polymer matrices functionalized with liquid crystals for enhanced thermal conductivity
US11319414B2 (en) * 2018-03-22 2022-05-03 Momentive Performance Materials Inc. Silicone polymer
CN113238410B (zh) * 2021-04-23 2023-03-28 华南师范大学 一种光反射涂层及其制备方法和光学器件

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4859031A (en) 1987-08-03 1989-08-22 Kaiser Electronics Optical collimating apparatus
DE3822121A1 (de) 1988-06-30 1990-03-01 Hoechst Ag Chirale substituierte weinsaeureimide, verfahren zu ihrer herstellung und ihre verwendung als dotierstoff in fluessigkristall-mischungen
DE3830592A1 (de) * 1988-09-08 1990-04-12 Consortium Elektrochem Ind (meth)acryloxygruppen enthaltende fluessigkristalline polyorganosiloxane
US5691789A (en) 1995-10-30 1997-11-25 Li; Le Single-layer reflective super broadband circular polarizer and method of fabrication therefor
US5364557A (en) 1991-11-27 1994-11-15 Faris Sades M Aligned cholesteric liquid crystal inks
JP3065176B2 (ja) 1992-07-08 2000-07-12 マツダ株式会社 エンジンの空燃比制御装置
DE4234845A1 (de) 1992-10-15 1994-04-21 Consortium Elektrochem Ind Flüssigkristalline doristerolhaltige Organosiloxane
DE4240743A1 (de) 1992-12-03 1994-06-09 Consortium Elektrochem Ind Pigmente mit vom Betrachtungswinkel abhängiger Farbigkeit, ihre Herstellung und Verwendung
TW289095B (US06300454-20011009-C00003.png) 1993-01-11 1996-10-21
SG85050A1 (en) * 1993-03-25 2001-12-19 Sumitomo Chemical Co Optically anisotropic material, process for producing it, and retardation plate and liquid crystal display device using same
DE4317704A1 (de) * 1993-05-27 1994-12-01 Consortium Elektrochem Ind Chirale Weinsäureimide enthaltende flüssigkristalline Organosiloxane
DE4328785A1 (de) 1993-08-26 1995-03-02 Consortium Elektrochem Ind Optische Elemente mit abbildender farb- und polarisationsselektiver Reflexion enthaltend cholesterische Flüssigkristalle sowie Herstellung und Verwendung dieser Elemente
DE4342280A1 (de) 1993-12-11 1995-06-14 Basf Ag Polymerisierbare chirale Verbindungen und deren Verwendung
DE4408171A1 (de) 1994-03-11 1995-09-14 Basf Ag Neue polymerisierbare flüssigkristalline Verbindungen
DE4419239A1 (de) 1994-06-01 1995-12-07 Consortium Elektrochem Ind Optische Elemente mit farb- und polarisationsselektiver Reflexion enthaltend LC-Pigmente sowie Herstellung dieser Elemente
DE4438418A1 (de) * 1994-10-27 1996-05-02 Consortium Elektrochem Ind Vernetzbare nematische Polyorganosiloxane
DE4440209A1 (de) * 1994-11-10 1996-05-15 Consortium Elektrochem Ind Verfahren zur Herstellung (Meth)acryloxygruppen enthaltender flüssigkristalliner Polyorganosiloxane
DE19619460A1 (de) 1996-05-14 1997-11-20 Consortium Elektrochem Ind Flüssigkristallmischungen, Verfahren zu ihrer Herstellung und ihre Verwendung

Also Published As

Publication number Publication date
EP0985721B1 (de) 2001-08-29
CA2278401A1 (en) 2000-01-23
DE19833258C1 (de) 1999-10-28
US6300454B1 (en) 2001-10-09
DE59900218D1 (de) 2001-10-04
JP3195317B2 (ja) 2001-08-06
EP0985721A1 (de) 2000-03-15
KR20000011880A (ko) 2000-02-25
JP2000044578A (ja) 2000-02-15
KR100335314B1 (ko) 2002-05-06

Similar Documents

Publication Publication Date Title
CA2278401C (en) Liquid-crystalline nematic organosiloxanes which can be crosslinked to form optically anistropic polymer layers
JP2918105B2 (ja) 液晶材料、光学的異方性フィルム及びclc−薄板、光学的素子、液晶表示装置及び標識
TWI450902B (zh) 聚合性對掌性化合物、聚合性液晶組成物、液晶性高分子以及光學各向異性體
JP4792881B2 (ja) 重合性ジベンゾフラン誘導体およびそれを含む重合性液晶組成物
JP5076414B2 (ja) 重合性の光学活性化合物およびその組成物
CN103781755A (zh) 聚合性液晶化合物、聚合性组合物、高分子材料和膜
US7396486B2 (en) Polymerizable mixtures
WO2006038364A1 (ja) 重合性液晶組成物およびこの組成物を用いた液晶フィルム
EP1951812A1 (en) High clarity cholesteric liquid crystal films
EP1422283B1 (en) Printable liquid crystal material
CN104159996A (zh) 化合物、液晶组合物、高分子材料和膜
CN102947355A (zh) 可聚合组合物、聚合物和膜
JP2004059772A (ja) 重合性液晶組成物及び光学異方体
CA2297224C (en) Preparation of organosilicon compounds containing .alpha.,.beta.-unsaturated carboxylic acids
TW200808755A (en) Chiral compounds
KR20010031812A (ko) 가교된 말단기를 가진 콜레스테릭 올리고머
JP2004277488A (ja) 重合性液晶組成物及び光学異方体
JP2008197522A (ja) 光学フィルムの製造方法
Zhang et al. Influence of different spacer length and cholesteric monomer percentage on phase behaviors and thermo-optical properties of cyclic siloxane tetramers containing cholesteric and biphenyl groups
EP0985008B1 (en) Lyotropic mesomorphic media and optical compensating film using the same
CZ2000334A3 (cs) Způsob výroby organokřemičitých sloučenin obsahujících zbytky alfa, beta-nenasycených karboxylových kyselin a přípravky tyto sloučeniny obsahující

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed