CA2018237A1 - Radiation curable acryloxyfunctional silicone coating composition - Google Patents
Radiation curable acryloxyfunctional silicone coating compositionInfo
- Publication number
- CA2018237A1 CA2018237A1 CA2018237A CA2018237A CA2018237A1 CA 2018237 A1 CA2018237 A1 CA 2018237A1 CA 2018237 A CA2018237 A CA 2018237A CA 2018237 A CA2018237 A CA 2018237A CA 2018237 A1 CA2018237 A1 CA 2018237A1
- Authority
- CA
- Canada
- Prior art keywords
- silicone coating
- coating composition
- acryloxyfunctional
- radiation curable
- cured
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31507—Of polycarbonate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31667—Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
Abstract
The present invention relates to a silicone coating composition which, when cured on a solid substrate either by ultraviolet or electron beam radiation, provides a transparent abrasion resistant coating firmly adhered thereon. The silicone coating is prepared by reacting in a polar solvent solution at least one multifunctional acrylate monomer with an amino-organofunctional silane to form a Michael adduct and optionally adding an acid to the reaction mixture, and thereafter adding colloidal silica.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US37983689A | 1989-07-14 | 1989-07-14 | |
US379,836 | 1989-07-14 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2018237A1 true CA2018237A1 (en) | 1991-01-14 |
CA2018237C CA2018237C (en) | 2000-05-09 |
Family
ID=23498910
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002018237A Expired - Lifetime CA2018237C (en) | 1989-07-14 | 1990-06-05 | Radiation curable acryloxyfunctional silicone coating composition |
Country Status (7)
Country | Link |
---|---|
US (2) | US5260350A (en) |
EP (1) | EP0408047B1 (en) |
JP (1) | JP2892786B2 (en) |
KR (1) | KR0154123B1 (en) |
AU (1) | AU645018B2 (en) |
CA (1) | CA2018237C (en) |
DE (1) | DE69027373T2 (en) |
Families Citing this family (94)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4011044A1 (en) * | 1990-04-05 | 1991-10-10 | Fraunhofer Ges Forschung | SILANES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR THE PRODUCTION OF POLYMERISATS AND POLYCONDENSATES |
US5214085A (en) * | 1992-02-03 | 1993-05-25 | General Electric Company | Abrasion-resistant coating compositions with improved weatherability |
US5242719A (en) * | 1992-04-06 | 1993-09-07 | General Electric Company | Abrasion resistant UV-curable hardcoat compositions |
US5378735A (en) * | 1992-04-06 | 1995-01-03 | Mitsubishi Petrochemical Company, Ltd. | Ultraviolet-curing covering composition with hardwearing properties |
AU4123993A (en) * | 1992-06-25 | 1994-01-06 | General Electric Company | Radiation curable hardcoat compositions |
US5368941A (en) * | 1992-08-31 | 1994-11-29 | Dow Corning Corporation | Deformable, abrasion-resistant silicone coating and method of producing the same |
US5312943A (en) * | 1992-10-13 | 1994-05-17 | Caschem, Inc. | Dual curing conformal coatings |
US5434007A (en) * | 1993-09-20 | 1995-07-18 | Dow Corning Corporation | Silane coated flavor/aroma barrier film |
US5858543A (en) * | 1993-09-20 | 1999-01-12 | Dow Corning Corporation | Silane coated flavor/aroma barrier film |
KR100377042B1 (en) * | 1994-02-02 | 2003-08-21 | 미쯔비시 레이온 가부시끼가이샤 | Coating compositions, methods for their preparation, and surface coatings using them |
CA2141515A1 (en) * | 1994-02-08 | 1995-08-09 | John D. Blizzard | Abrasion-resistant coating |
CA2141516A1 (en) | 1994-06-13 | 1995-12-14 | John D. Blizzard | Radiation-curable oligomer-based coating composition |
TW339355B (en) * | 1994-09-12 | 1998-09-01 | Gen Electric | Method for making radiation curable silicon containing polyacrylation hardcoat compositions the invention relates to a method for making curable silicon containing polyacrylation hardcoat compositions |
US6083628A (en) | 1994-11-04 | 2000-07-04 | Sigma Laboratories Of Arizona, Inc. | Hybrid polymer film |
ATE175711T1 (en) * | 1995-02-28 | 1999-01-15 | Dow Corning | METHOD FOR PRODUCING ORGANOMODIFIED RADIATION CURED SILICONE RESINS |
US5614321A (en) * | 1995-04-14 | 1997-03-25 | General Electric Company | Abrasion resistant, curable hardcoating compositions and tinted articles made therefrom |
US5677050A (en) * | 1995-05-19 | 1997-10-14 | Minnesota Mining And Manufacturing Company | Retroreflective sheeting having an abrasion resistant ceramer coating |
US6197480B1 (en) * | 1995-06-12 | 2001-03-06 | Toray Industries, Inc. | Photosensitive paste, a plasma display, and a method for the production thereof |
US5626964A (en) * | 1995-10-24 | 1997-05-06 | Dow Corning Corporation | Radiation-curable silicone resins formulated from amine alcohols, tetra-alkoxysilanes and multifunctional acrylates |
US5567482A (en) * | 1995-12-20 | 1996-10-22 | Usx Corporation | Method of protecting steel strip |
US5648173A (en) * | 1996-01-25 | 1997-07-15 | Dow Corning Corporation | Room temperature, moisture-curable abrasion-resistant coating composition having enhancable weatherability |
US6011114A (en) * | 1996-07-09 | 2000-01-04 | Dow Corning Corporation | Aqueous emulsions which crosslink by Michael addition reactions to form silicon modified organic compositions |
US6686008B1 (en) | 1997-01-17 | 2004-02-03 | Eg Technology Partners, L.P. | Silicone/multifunctional acrylate barrier coatings |
GB9700905D0 (en) | 1997-01-17 | 1997-03-05 | Dow Corning | Reactive silicone/alkylenimine barrier coatings and applications thereof |
DE19724948A1 (en) * | 1997-06-12 | 1998-12-17 | Wacker Chemie Gmbh | Organosilicon compounds containing (meth) acrylate groups and oxyalkylene groups |
US5977202A (en) * | 1997-09-22 | 1999-11-02 | Dsm N.V. | Radiation-curable compositions having fast cure speed and good adhesion to glass |
JP4016409B2 (en) * | 1997-12-12 | 2007-12-05 | Jsr株式会社 | Liquid curable resin composition |
US6265061B1 (en) | 1998-05-04 | 2001-07-24 | 3M Innovative Properties Company | Retroflective articles including a cured ceramer composite coating having abrasion and stain resistant characteristics |
US6132861A (en) * | 1998-05-04 | 2000-10-17 | 3M Innovatives Properties Company | Retroreflective articles including a cured ceramer composite coating having a combination of excellent abrasion, dew and stain resistant characteristics |
US6352758B1 (en) | 1998-05-04 | 2002-03-05 | 3M Innovative Properties Company | Patterned article having alternating hydrophilic and hydrophobic surface regions |
US6245833B1 (en) | 1998-05-04 | 2001-06-12 | 3M Innovative Properties | Ceramer composition incorporating fluoro/silane component and having abrasion and stain resistant characteristics |
WO1999062960A1 (en) * | 1998-06-01 | 1999-12-09 | Loctite Corporation | Flame-retardant uv curable silicone compositions |
CN1172995C (en) | 1998-07-31 | 2004-10-27 | 三菱丽阳株式会社 | Coating material and molded resin with coating layer |
FR2786776B1 (en) * | 1998-12-07 | 2001-02-16 | Clariant France Sa | SILICO-ACRYLIC COMPOSITIONS, PREPARATION METHOD AND APPLICATION FOR OBTAINING ABRASION AND SCRATCH RESISTANT COATINGS |
DE19903177C5 (en) * | 1999-01-21 | 2010-09-16 | Ivoclar Vivadent Ag | Use of materials based on polysiloxanes as dental materials |
US6569917B1 (en) | 1999-01-21 | 2003-05-27 | Ivoclar Ag | Dental materials based on polysiloxanes |
KR100848656B1 (en) | 1999-03-26 | 2008-07-28 | 데이비드 에이. 라포인트 | Abrasion resistant coating and articles coated therewith |
CN1209427C (en) | 1999-07-30 | 2005-07-06 | 匹兹堡玻璃板工业俄亥俄股份有限公司 | Coating compositions having improved scratch resistance, coated substrates and methods related thereto |
DE60022765T2 (en) | 1999-07-30 | 2006-06-29 | Ppg Industries Ohio, Inc. | Coating compositions with improved scratch resistance and coated surfaces |
ES2280235T3 (en) | 1999-07-30 | 2007-09-16 | Ppg Industries Ohio, Inc. | COATING COMPOSITIONS THAT HAVE IMPROVED STRIP RESISTANCE, COATED SUBSTRATES AND METHODS RELATED TO THEMSELVES. |
US6610777B1 (en) | 1999-07-30 | 2003-08-26 | Ppg Industries Ohio, Inc. | Flexible coating compositions having improved scratch resistance, coated substrates and methods related thereto |
US6623791B2 (en) | 1999-07-30 | 2003-09-23 | Ppg Industries Ohio, Inc. | Coating compositions having improved adhesion, coated substrates and methods related thereto |
US6472467B1 (en) | 1999-10-21 | 2002-10-29 | Dow Global Technologies Inc. | Inorganic/organic compositions |
DE19961632A1 (en) * | 1999-12-14 | 2001-06-28 | Inst Oberflaechenmodifizierung | Surface coating kit, radiation-curable coating agent and process for producing scratch-resistant, abrasion-resistant and adhesive coatings |
US6538045B1 (en) | 1999-12-23 | 2003-03-25 | Dsm N.V. | Optical fiber coating compositions containing secondary or tertiary amino silicone-containing additive |
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EP1199337B1 (en) * | 2000-10-21 | 2011-01-19 | Evonik Degussa GmbH | Radiation curable lacquer systems |
US6596837B2 (en) | 2001-03-27 | 2003-07-22 | Acushnet Company | Abrasion resistant coated golf equipment |
US6951623B2 (en) * | 2001-11-02 | 2005-10-04 | The Boeing Company | Radiation curable maskant and line sealer for protecting metal substrates |
US20030152693A1 (en) * | 2002-02-12 | 2003-08-14 | Su Kai C. | Methods of applying a coating to an optical surface |
DE10206831A1 (en) * | 2002-02-18 | 2003-08-28 | Basf Ag | Coatings for substrates to achieve an oxygen barrier |
DE10212523A1 (en) | 2002-03-21 | 2003-10-02 | Degussa | Air-drying, silane-containing coating agents |
US20040106707A1 (en) * | 2002-11-13 | 2004-06-03 | Kai Su | Protective coatings and methods of applying and using the same |
AU2003900960A0 (en) * | 2003-03-03 | 2003-03-13 | Sola International Holdings Ltd | Tinting optical substrates |
JP4646497B2 (en) * | 2003-03-06 | 2011-03-09 | 東レ・ダウコーニング株式会社 | High energy ray curable acryloxy functional silicone composition |
US7504156B2 (en) | 2004-04-15 | 2009-03-17 | Avery Dennison Corporation | Dew resistant coatings |
US7183353B2 (en) * | 2004-04-29 | 2007-02-27 | Hewlett-Packard Development Company, L.P. | UV curable coating composition |
US7196136B2 (en) | 2004-04-29 | 2007-03-27 | Hewlett-Packard Development Company, L.P. | UV curable coating composition |
ATE414120T1 (en) * | 2004-07-16 | 2008-11-15 | Alberdingk Boley Gmbh | AQUEOUS BINDER DISPERSION WITH NANOPARTICLES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
JP2008516121A (en) * | 2004-10-12 | 2008-05-15 | スリーエム イノベイティブ プロパティズ カンパニー | Protective film wear layer |
EP1842661B1 (en) * | 2005-01-24 | 2010-12-01 | Dai Nippon Printing Co., Ltd. | Decoration sheet and decoration board employing it |
US7686878B2 (en) * | 2005-03-10 | 2010-03-30 | Momentive Performance Materials, Inc. | Coating composition containing a low VOC-producing silane |
US7713628B2 (en) * | 2005-05-31 | 2010-05-11 | Chemque, Inc. | Actinic radiation curable coating compositions |
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US20090078156A1 (en) * | 2006-09-21 | 2009-03-26 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
US20080075871A1 (en) * | 2006-09-21 | 2008-03-27 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
US8168738B2 (en) * | 2006-09-21 | 2012-05-01 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
US7868120B2 (en) * | 2006-09-21 | 2011-01-11 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
US8349066B2 (en) * | 2006-09-21 | 2013-01-08 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
US20090111912A1 (en) * | 2006-09-21 | 2009-04-30 | Ppg Industries Ohio, Inc. | Low temperature, moisture curable coating compositions and related methods |
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KR100894177B1 (en) * | 2006-12-27 | 2009-04-22 | 삼성전기주식회사 | Optical modulator module package |
US20110217558A1 (en) * | 2007-01-05 | 2011-09-08 | Brogan Paul H | Chemical composition and method of applying same to enhance the adhesive bonding of glass laminates |
TWI346585B (en) * | 2008-12-12 | 2011-08-11 | Great Eastern Resins Ind Co Ltd | Primer composition for cured silicon-containing surface and its uses |
US8414987B2 (en) | 2008-12-12 | 2013-04-09 | Great Eastern Resins Industrial Co., Ltd. | Primer composition for cured silicon-containing surface and its uses |
US8163357B2 (en) * | 2009-03-26 | 2012-04-24 | Signet Armorlite, Inc. | Scratch-resistant coatings with improved adhesion to inorganic thin film coatings |
US20110287266A1 (en) | 2010-05-20 | 2011-11-24 | Presstek, Inc. | Ablation-type lithographic imaging with silicone acrylate layers |
EP2602268B1 (en) * | 2010-08-05 | 2016-12-21 | Nippon Soda Co., Ltd. | Organic-inorganic complex and composition for forming same |
US8741393B2 (en) | 2011-12-28 | 2014-06-03 | E I Du Pont De Nemours And Company | Method for producing metalized fibrous composite sheet with olefin coating |
KR101338406B1 (en) * | 2012-02-22 | 2013-12-10 | 한국이엔에쓰 주식회사 | UV coating resin for protecting electrode |
CN103374246A (en) * | 2012-04-13 | 2013-10-30 | Sdc科技有限公司 | Flexible uv-curable coating compositions |
US9938185B2 (en) | 2012-07-02 | 2018-04-10 | Owens-Brockway Glass Container Inc. | Antireflective coating for glass containers |
EP2945994B1 (en) | 2013-01-18 | 2018-07-11 | Basf Se | Acrylic dispersion-based coating compositions |
US10563011B2 (en) | 2013-03-15 | 2020-02-18 | Benedict S. Curatolo | Dual curable composition |
GB2515337A (en) * | 2013-06-21 | 2014-12-24 | Benedict S Curatolo | Dual curable composition |
EP3261605B2 (en) | 2015-02-26 | 2022-04-20 | SiO2 Medical Products, Inc. | Cycloolefin polymer container with a scratch resistant and anti-static coating |
JP7327979B2 (en) * | 2018-05-14 | 2023-08-16 | キヤノン株式会社 | Cured product, optical element using cured product, diffractive optical element, optical apparatus, and imaging device |
JP7277674B2 (en) * | 2021-04-22 | 2023-05-19 | Dicグラフィックス株式会社 | Active energy ray-curable composition and method for producing matte coating film |
KR20230173720A (en) * | 2021-04-27 | 2023-12-27 | 비와이케이-케미 게엠베하 | Silicate-based thickener composition |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4455205A (en) * | 1981-06-01 | 1984-06-19 | General Electric Company | UV Curable polysiloxane from colloidal silica, methacryloyl silane, diacrylate, resorcinol monobenzoate and photoinitiator |
US4486504A (en) * | 1982-03-19 | 1984-12-04 | General Electric Company | Solventless, ultraviolet radiation-curable silicone coating compositions |
JPH0627196B2 (en) * | 1984-03-12 | 1994-04-13 | 大日本印刷株式会社 | Method for producing radiation curable organosilicon compound |
US4697026A (en) * | 1986-01-06 | 1987-09-29 | Dow Corning Corporation | Acryl functional silicone compounds |
US4822828A (en) * | 1987-11-23 | 1989-04-18 | Hoechst Celanese Corporation | Radiation curable coating composition based on a silica/vinyl-functional silanol dispersion |
CA2023923A1 (en) * | 1989-09-05 | 1991-03-06 | Anthony Revis | Radiation curable transparent coating compositions containing basic colloidal silica |
-
1990
- 1990-06-05 CA CA002018237A patent/CA2018237C/en not_active Expired - Lifetime
- 1990-07-12 KR KR1019900010537A patent/KR0154123B1/en not_active IP Right Cessation
- 1990-07-13 EP EP90113427A patent/EP0408047B1/en not_active Expired - Lifetime
- 1990-07-13 JP JP2184369A patent/JP2892786B2/en not_active Expired - Lifetime
- 1990-07-13 AU AU59040/90A patent/AU645018B2/en not_active Expired
- 1990-07-13 DE DE69027373T patent/DE69027373T2/en not_active Expired - Lifetime
-
1992
- 1992-02-14 US US07/839,007 patent/US5260350A/en not_active Expired - Lifetime
-
1993
- 1993-02-22 US US08/020,036 patent/US5374483A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0408047A2 (en) | 1991-01-16 |
US5260350A (en) | 1993-11-09 |
AU645018B2 (en) | 1994-01-06 |
KR910003052A (en) | 1991-02-26 |
EP0408047B1 (en) | 1996-06-12 |
JP2892786B2 (en) | 1999-05-17 |
AU5904090A (en) | 1991-01-17 |
DE69027373D1 (en) | 1996-07-18 |
DE69027373T2 (en) | 1996-11-07 |
KR0154123B1 (en) | 1998-11-16 |
CA2018237C (en) | 2000-05-09 |
EP0408047A3 (en) | 1992-03-04 |
US5374483A (en) | 1994-12-20 |
JPH0356514A (en) | 1991-03-12 |
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