CN102666469B - 新型非结晶甲基丙烯酸酯、其的制备和应用 - Google Patents
新型非结晶甲基丙烯酸酯、其的制备和应用 Download PDFInfo
- Publication number
- CN102666469B CN102666469B CN201080049781.3A CN201080049781A CN102666469B CN 102666469 B CN102666469 B CN 102666469B CN 201080049781 A CN201080049781 A CN 201080049781A CN 102666469 B CN102666469 B CN 102666469B
- Authority
- CN
- China
- Prior art keywords
- photopolymer formulation
- hologram
- acrylate
- photopolymer
- isocyanate
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters 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
- C07C271/30—Esters 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, 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
- C07C323/39—Thiols, 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
- C07C323/43—Y being a hetero atom
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/001—Phase modulating patterns, e.g. refractive index patterns
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
- G03F7/035—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polyurethanes
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/029—Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic 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)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510183780.2A CN104892462B (zh) | 2009-11-03 | 2010-11-02 | 新型非结晶甲基丙烯酸酯、其的制备和应用 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09013763.9 | 2009-11-03 | ||
| EP09013763 | 2009-11-03 | ||
| PCT/EP2010/066633 WO2011054818A2 (de) | 2009-11-03 | 2010-11-02 | Neue, nicht kristallisierende methacrylate, deren herstellung und verwendung |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510183780.2A Division CN104892462B (zh) | 2009-11-03 | 2010-11-02 | 新型非结晶甲基丙烯酸酯、其的制备和应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102666469A CN102666469A (zh) | 2012-09-12 |
| CN102666469B true CN102666469B (zh) | 2016-03-02 |
Family
ID=42072857
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080049781.3A Expired - Fee Related CN102666469B (zh) | 2009-11-03 | 2010-11-02 | 新型非结晶甲基丙烯酸酯、其的制备和应用 |
| CN201510183780.2A Expired - Fee Related CN104892462B (zh) | 2009-11-03 | 2010-11-02 | 新型非结晶甲基丙烯酸酯、其的制备和应用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510183780.2A Expired - Fee Related CN104892462B (zh) | 2009-11-03 | 2010-11-02 | 新型非结晶甲基丙烯酸酯、其的制备和应用 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20120219885A1 (https=) |
| EP (1) | EP2496549B1 (https=) |
| JP (1) | JP5793147B2 (https=) |
| KR (1) | KR101767280B1 (https=) |
| CN (2) | CN102666469B (https=) |
| TW (1) | TWI506018B (https=) |
| WO (1) | WO2011054818A2 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2433235T3 (es) * | 2009-11-03 | 2013-12-10 | Bayer Intellectual Property Gmbh | Fluorouretanos como aditivos en una formulación de fotopolímero |
| US8877408B2 (en) * | 2009-11-03 | 2014-11-04 | Bayer Materialscience Ag | Urethanes used as additives in a photopolymer formulation |
| EP2317511B1 (de) | 2009-11-03 | 2012-03-07 | Bayer MaterialScience AG | Photopolymerformulierungen mit einstellbarem mechanischem Modul Guv |
| KR101782182B1 (ko) * | 2009-11-03 | 2017-09-26 | 코베스트로 도이칠란드 아게 | 상이한 기록 공단량체를 갖는 광중합체 제제 |
| JP5925687B2 (ja) * | 2009-11-03 | 2016-05-25 | 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Bayer MaterialScience AG | ホログラフィック媒体の製造方法 |
| ES2446344T3 (es) * | 2009-11-03 | 2014-03-07 | Bayer Intellectual Property Gmbh | Procedimiento para la producción de una película holográfica |
| PT2497085E (pt) * | 2009-11-03 | 2014-03-27 | Bayer Ip Gmbh | Processo para a produção de um filme holográfico |
| KR20120125270A (ko) * | 2010-02-02 | 2012-11-14 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 트리아진-기재 기록 단량체를 갖는 광중합체 배합물 |
| US9057950B2 (en) * | 2010-02-02 | 2015-06-16 | Bayer Intellectual Property Gmbh | Photopolymer formulation having ester-based writing monomers |
| 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 |
| KR102583200B1 (ko) * | 2014-12-12 | 2023-09-27 | 코베스트로 도이칠란트 아게 | 광중합체에 대한 기록 단량체로서의 나프틸 아크릴레이트 |
| WO2016096641A1 (de) * | 2014-12-19 | 2016-06-23 | Covestro Deutschland Ag | Feuchtigkeitsstabile holographische medien |
| US11414373B2 (en) | 2017-01-20 | 2022-08-16 | Evonik Operations Gmbh | Glycerol (meth)acrylate carboxylic ester having a long shelf life |
| 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 (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5738750A (en) * | 1980-08-18 | 1982-03-03 | Kuraray Co Ltd | 2,3-bis 3,4-dicarboxybenzoyloxy propyl methacrylate and its preparation |
| US4420306A (en) * | 1982-06-24 | 1983-12-13 | Blendax-Werke R. Schneider Gmbh & Co. | Tetraacrylic and tetramethacrylic esters and dental materials containing same |
| WO2008125199A1 (en) * | 2007-04-11 | 2008-10-23 | Bayer Materialscience Ag | Aromatic urethane acrylates having a high refractive index |
Family Cites Families (27)
| 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 |
| DE3048502A1 (de) * | 1980-12-22 | 1982-07-22 | Hoechst Ag, 6000 Frankfurt | Durch strahlung polymerisierbares gemisch und daraus hergestelltes strahlungsempfindliches aufzeichnungsmaterial |
| 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 |
| EP0134861B1 (en) * | 1983-09-22 | 1987-12-09 | Toray Industries, Inc. | 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 |
| EP0223587B1 (en) | 1985-11-20 | 1991-02-13 | The Mead Corporation | Photosensitive materials containing ionic dye compounds as initiators |
| US4917977A (en) * | 1988-12-23 | 1990-04-17 | E. I. Du Pont De Nemours And Company | Visible sensitizers for photopolymerizable compositions |
| 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 |
| 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 |
| 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 |
| US5679710A (en) * | 1994-11-01 | 1997-10-21 | London Hospital Medical College | High refractive index and/or radio-opaque resins systems |
| 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 |
| US7229741B2 (en) * | 2002-05-29 | 2007-06-12 | Inphase Technologies, Inc. | Exceptional high reflective index photoactive compound for optical applications |
| WO2003102959A1 (en) * | 2002-05-29 | 2003-12-11 | Inphase Technologies, Inc. | Holographic data storage media comprising an aluminum salt compound and an asymetric acrylate compound |
| US7736818B2 (en) * | 2004-12-27 | 2010-06-15 | Inphase Technologies, Inc. | Holographic recording medium and method of making it |
| 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 |
| 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 |
| KR20120125270A (ko) * | 2010-02-02 | 2012-11-14 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 트리아진-기재 기록 단량체를 갖는 광중합체 배합물 |
| EP2372454A1 (de) * | 2010-03-29 | 2011-10-05 | Bayer MaterialScience AG | Photopolymer-Formulierung zur Herstellung sichtbarer Hologramme |
-
2010
- 2010-11-02 WO PCT/EP2010/066633 patent/WO2011054818A2/de not_active Ceased
- 2010-11-02 KR KR1020127011380A patent/KR101767280B1/ko active Active
- 2010-11-02 JP JP2012537370A patent/JP5793147B2/ja not_active Expired - Fee Related
- 2010-11-02 US US13/505,519 patent/US20120219885A1/en not_active Abandoned
- 2010-11-02 TW TW099137562A patent/TWI506018B/zh not_active IP Right Cessation
- 2010-11-02 EP EP10773312.3A patent/EP2496549B1/de not_active Not-in-force
- 2010-11-02 CN CN201080049781.3A patent/CN102666469B/zh not_active Expired - Fee Related
- 2010-11-02 CN CN201510183780.2A patent/CN104892462B/zh not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5738750A (en) * | 1980-08-18 | 1982-03-03 | Kuraray Co Ltd | 2,3-bis 3,4-dicarboxybenzoyloxy propyl methacrylate and its preparation |
| US4420306A (en) * | 1982-06-24 | 1983-12-13 | Blendax-Werke R. Schneider Gmbh & Co. | Tetraacrylic and tetramethacrylic esters and dental materials containing same |
| WO2008125199A1 (en) * | 2007-04-11 | 2008-10-23 | Bayer Materialscience Ag | Aromatic urethane acrylates having a high refractive index |
Also Published As
| Publication number | Publication date |
|---|---|
| US20120219885A1 (en) | 2012-08-30 |
| EP2496549A2 (de) | 2012-09-12 |
| CN104892462A (zh) | 2015-09-09 |
| WO2011054818A3 (de) | 2011-09-15 |
| CN104892462B (zh) | 2017-08-22 |
| JP5793147B2 (ja) | 2015-10-14 |
| CN102666469A (zh) | 2012-09-12 |
| KR20120099426A (ko) | 2012-09-10 |
| WO2011054818A2 (de) | 2011-05-12 |
| EP2496549B1 (de) | 2014-10-08 |
| JP2013510116A (ja) | 2013-03-21 |
| KR101767280B1 (ko) | 2017-08-23 |
| TWI506018B (zh) | 2015-11-01 |
| TW201130796A (en) | 2011-09-16 |
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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 | ||
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20160706 Address after: German Monheim Patentee after: BAYER INTELLECTUAL PROPERTY GmbH Address before: Germany Leverkusen Patentee before: BAYER MATERIALSCIENCE AG Effective date of registration: 20160706 Address after: Leverkusen, Germany Patentee after: COVESTRO DEUTSCHLAND AG Address before: German Monheim Patentee before: BAYER INTELLECTUAL PROPERTY GmbH |
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| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160302 |