TWI506018B - 新穎的非結晶甲基丙烯酸酯及其製備和用途 - Google Patents

新穎的非結晶甲基丙烯酸酯及其製備和用途 Download PDF

Info

Publication number
TWI506018B
TWI506018B TW099137562A TW99137562A TWI506018B TW I506018 B TWI506018 B TW I506018B TW 099137562 A TW099137562 A TW 099137562A TW 99137562 A TW99137562 A TW 99137562A TW I506018 B TWI506018 B TW I506018B
Authority
TW
Taiwan
Prior art keywords
methacrylate
hologram
acrylate
substituted
photopolymer formulation
Prior art date
Application number
TW099137562A
Other languages
English (en)
Chinese (zh)
Other versions
TW201130796A (en
Inventor
Thomas Faecke
Friedrich-Karl Bruder
Marc-Stephan Weiser
Thomas Roelle
Dennis Hoenel
Original Assignee
Bayer Materialscience 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 Bayer Materialscience Ag filed Critical Bayer Materialscience Ag
Publication of TW201130796A publication Critical patent/TW201130796A/zh
Application granted granted Critical
Publication of TWI506018B publication Critical patent/TWI506018B/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/43Y being a hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/30Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a six-membered aromatic ring being part of a condensed ring system
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/001Phase modulating patterns, e.g. refractive index patterns
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • G03F7/035Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polyurethanes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/029Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/031Organic compounds not covered by group G03F7/029

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Inorganic Chemistry (AREA)
  • Holo Graphy (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
TW099137562A 2009-11-03 2010-11-02 新穎的非結晶甲基丙烯酸酯及其製備和用途 TWI506018B (zh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP09013763 2009-11-03

Publications (2)

Publication Number Publication Date
TW201130796A TW201130796A (en) 2011-09-16
TWI506018B true TWI506018B (zh) 2015-11-01

Family

ID=42072857

Family Applications (1)

Application Number Title Priority Date Filing Date
TW099137562A TWI506018B (zh) 2009-11-03 2010-11-02 新穎的非結晶甲基丙烯酸酯及其製備和用途

Country Status (7)

Country Link
US (1) US20120219885A1 (enExample)
EP (1) EP2496549B1 (enExample)
JP (1) JP5793147B2 (enExample)
KR (1) KR101767280B1 (enExample)
CN (2) CN104892462B (enExample)
TW (1) TWI506018B (enExample)
WO (1) WO2011054818A2 (enExample)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2453267T3 (es) * 2009-11-03 2014-04-07 Bayer Intellectual Property Gmbh Procedimiento de fabricación de una película holográfica
ES2381808T3 (es) * 2009-11-03 2012-05-31 Bayer Materialscience Ag Formulaciones de fotopolímeros con módulo mecánico ajustable Guv
TWI488908B (zh) * 2009-11-03 2015-06-21 Bayer Materialscience Ag 製造全像膜的方法
JP2013510203A (ja) * 2009-11-03 2013-03-21 バイエル・マテリアルサイエンス・アクチェンゲゼルシャフト 感光性ポリマー組成物における添加剤としてのフルオロウレタン
WO2011054793A1 (de) * 2009-11-03 2011-05-12 Bayer Materialscience Ag Verfahren zur herstellung von holographischen medien
KR101782182B1 (ko) * 2009-11-03 2017-09-26 코베스트로 도이칠란드 아게 상이한 기록 공단량체를 갖는 광중합체 제제
TWI489209B (zh) * 2009-11-03 2015-06-21 Bayer Materialscience Ag 在光聚合物配製物中作為添加劑的胺甲酸乙酯
EP2531889B1 (de) * 2010-02-02 2020-06-03 Covestro Deutschland AG Verwendung einer photopolymer-formulierung mit ester-basierten schreibmonomeren zur herstellung holographischer medien
EP2531892B1 (de) * 2010-02-02 2016-01-27 Covestro Deutschland AG Verwendung einer photopolymer-formulierung mit triazin-basierten schreibmonomeren
EP2450387A1 (de) * 2010-11-08 2012-05-09 Bayer MaterialScience AG Photopolymer-Formulierung für die Herstellung holographischer Medien
TWI557187B (zh) * 2012-05-03 2016-11-11 拜耳材料科學股份有限公司 用於光聚合物之新穎光起始劑
US20140128508A1 (en) * 2012-11-06 2014-05-08 Ppg Industries Ohio, Inc. Non-aqueous dispersions comprising an acrylic polymer stabilizer and an aliphatic polyester stabilized seed polymer
EP3230261B1 (de) * 2014-12-12 2018-09-05 Covestro Deutschland AG Naphthylacrylate als schreibmonomere für photopolymere
KR102498092B1 (ko) * 2014-12-19 2023-02-09 코베스트로 도이칠란트 아게 수분-안정성 홀로그래픽 매체
WO2018133972A1 (de) * 2017-01-20 2018-07-26 Evonik Röhm Gmbh Lagerstabiles glycerin(meth)acrylatcarbonsäureester
EP3611155A1 (en) 2018-08-16 2020-02-19 Evonik Operations GmbH Preparation of (meth)acrylic acid esters
US11718580B2 (en) 2019-05-08 2023-08-08 Meta Platforms Technologies, Llc Fluorene derivatized monomers and polymers for volume Bragg gratings
US11780819B2 (en) 2019-11-27 2023-10-10 Meta Platforms Technologies, Llc Aromatic substituted alkane-core monomers and polymers thereof for volume Bragg gratings
US11879024B1 (en) 2020-07-14 2024-01-23 Meta Platforms Technologies, Llc Soft mold formulations for surface relief grating fabrication with imprinting lithography
US20220153693A1 (en) * 2020-11-13 2022-05-19 Facebook Technologies, Llc Substituted mono- and poly-phenyl-core monomers and polymers thereof for volume bragg gratings

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043797A (zh) * 1988-12-23 1990-07-11 纳幕尔杜邦公司 用于光聚合组合物的可见光增感剂
US5679710A (en) * 1994-11-01 1997-10-21 London Hospital Medical College High refractive index and/or radio-opaque resins systems
JP3339873B2 (ja) * 1992-03-23 2002-10-28 大日本印刷株式会社 ホログラム形成材料
US20060166104A1 (en) * 2004-12-27 2006-07-27 Inphase Technologies, Inc. Equipment and method of manufacturing a holographic recording medium and precursors thereof

Family Cites Families (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3629187A (en) * 1969-06-25 1971-12-21 Dentsply Int Inc Dental compositions containing adduct of 2 2' - propane bis 3-(4-phenoxy)-1 2-hydroxy propane - 1 - methacrylate and isocyanate
JPS5738750A (en) * 1980-08-18 1982-03-03 Kuraray Co Ltd 2,3-bis 3,4-dicarboxybenzoyloxy propyl methacrylate and its preparation
DE3048502A1 (de) * 1980-12-22 1982-07-22 Hoechst Ag, 6000 Frankfurt Durch strahlung polymerisierbares gemisch und daraus hergestelltes strahlungsempfindliches aufzeichnungsmaterial
US4420306A (en) * 1982-06-24 1983-12-13 Blendax-Werke R. Schneider Gmbh & Co. Tetraacrylic and tetramethacrylic esters and dental materials containing same
DE3368408D1 (en) * 1982-09-24 1987-01-29 Blendax Werke Schneider Co Acrylic and methacrylic acid diesters and their use
US4579904A (en) * 1982-09-24 1986-04-01 Blendax Werke R. Schneider Gmbh & Co. Diacrylic and dimethacrylic esters and their use
DE3374869D1 (en) * 1983-09-22 1988-01-21 Toray Industries Resin material for plastic lens and lens composed thereof
EP0176874A3 (en) * 1984-09-19 1988-02-10 Toray Industries, Inc. A highly-refractive plastic lens
JPS6188201A (ja) * 1984-10-08 1986-05-06 Toray Ind Inc 高屈折率プラスチツクレンズ
EP0389067B1 (en) 1985-11-20 1994-10-19 The Mead Corporation Ionic dye compounds
JP2873126B2 (ja) * 1991-04-17 1999-03-24 日本ペイント株式会社 体積ホログラム記録用感光性組成物
JPH07199779A (ja) * 1993-12-28 1995-08-04 Toppan Printing Co Ltd ホログラム記録材料及びホログラム記録用媒体
JPH07206944A (ja) * 1994-01-24 1995-08-08 Mitsubishi Rayon Co Ltd プラスチックレンズ成形用組成物及びそれを用いたプラスチックレンズ
GB9410578D0 (en) * 1994-05-26 1994-07-13 London Hospital Med Coll Novel (meth)acrylate monomers and denture base compositions prepared therefrom
US5747629A (en) * 1996-12-16 1998-05-05 Bayer Corporation Low surface energy polyisocyanates and their use in one-or two-component coating compositions
US6403702B1 (en) * 1999-12-03 2002-06-11 Bayer Corporation Diurethane plasticizer containing one-shot polyurethane cast elastomers
AU2003232438A1 (en) * 2002-05-29 2003-12-19 Inphase Technologies, Inc. Holographic data storage media comprising an aluminum salt compound and an asymetric acrylate compound
AU2003232437A1 (en) * 2002-05-29 2003-12-19 Inphase Technologies, Inc. High reflective index photoactive compound for optical applications
CN1995254B (zh) * 2006-01-05 2010-05-12 中国印钞造币总公司 粘合剂组合物及其用途
WO2008125199A1 (en) 2007-04-11 2008-10-23 Bayer Materialscience Ag Aromatic urethane acrylates having a high refractive index
ATE493383T1 (de) * 2008-08-08 2011-01-15 Bayer Materialscience Ag Phenylisocyanat-basierte urethanacrylate mit hohem brechungsindex
EP2219073B1 (de) * 2009-02-17 2020-06-03 Covestro Deutschland AG Holografische Medien und Photopolymerzusammensetzungen
DE102009033831A1 (de) * 2009-07-18 2011-01-20 Bayer Materialscience Ag Verfahren zur Herstellung von Hydroxyalkyl(meth)acrylaten
TWI506049B (zh) * 2009-11-03 2015-11-01 Bayer Materialscience Ag 具有高折射率和降低之雙鍵密度的丙烯酸胺基甲酸酯
EP2531892B1 (de) * 2010-02-02 2016-01-27 Covestro Deutschland AG Verwendung einer photopolymer-formulierung mit triazin-basierten schreibmonomeren
EP2372454A1 (de) * 2010-03-29 2011-10-05 Bayer MaterialScience AG Photopolymer-Formulierung zur Herstellung sichtbarer Hologramme

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043797A (zh) * 1988-12-23 1990-07-11 纳幕尔杜邦公司 用于光聚合组合物的可见光增感剂
JP3339873B2 (ja) * 1992-03-23 2002-10-28 大日本印刷株式会社 ホログラム形成材料
US5679710A (en) * 1994-11-01 1997-10-21 London Hospital Medical College High refractive index and/or radio-opaque resins systems
US20060166104A1 (en) * 2004-12-27 2006-07-27 Inphase Technologies, Inc. Equipment and method of manufacturing a holographic recording medium and precursors thereof

Also Published As

Publication number Publication date
US20120219885A1 (en) 2012-08-30
KR20120099426A (ko) 2012-09-10
CN102666469B (zh) 2016-03-02
JP5793147B2 (ja) 2015-10-14
KR101767280B1 (ko) 2017-08-23
CN104892462A (zh) 2015-09-09
JP2013510116A (ja) 2013-03-21
CN102666469A (zh) 2012-09-12
EP2496549A2 (de) 2012-09-12
EP2496549B1 (de) 2014-10-08
WO2011054818A2 (de) 2011-05-12
TW201130796A (en) 2011-09-16
CN104892462B (zh) 2017-08-22
WO2011054818A3 (de) 2011-09-15

Similar Documents

Publication Publication Date Title
TWI506018B (zh) 新穎的非結晶甲基丙烯酸酯及其製備和用途
TWI489205B (zh) 包含不同寫入共聚單體之光聚合物調配物
KR101804591B1 (ko) 에스테르-기재 기록 단량체를 갖는 광중합체 배합물
TWI477525B (zh) 具有低交聯密度之光聚合物調配物
US8771904B2 (en) Method for producing holographic media
US9366957B2 (en) Photopolymer formulation having triazine-based writing monomers
RU2515977C2 (ru) Полиуретановая композиция для изготовления голографических сред, ее применение, способ записи голограмм и ненасыщенные уретаны
TWI506011B (zh) 在光聚合物調配物中作為添加劑之氟胺基甲酸酯
US9098065B2 (en) Photopolymer formulation for producing holographic media
US8852829B2 (en) Prepolymer-based polyurethane formulations for producing holographic media
US20140295328A1 (en) Chain transfer reagents in polyurethane-based photopolymer formulations
TWI557187B (zh) 用於光聚合物之新穎光起始劑
US20140255824A1 (en) Sulphur-containing chain transfer reagents in polyurethane-based photopolymer formulations
US20140302425A1 (en) Method for producing holographic media
TW201335211A (zh) 於以聚胺甲酸酯為基底之光聚合物配製物中之含硫鏈轉移劑

Legal Events

Date Code Title Description
MM4A Annulment or lapse of patent due to non-payment of fees