JP2009533533A - フルオロアルキルシリコーンおよびヒドロシリコーンを含有する組成物 - Google Patents
フルオロアルキルシリコーンおよびヒドロシリコーンを含有する組成物 Download PDFInfo
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- JP2009533533A JP2009533533A JP2009505541A JP2009505541A JP2009533533A JP 2009533533 A JP2009533533 A JP 2009533533A JP 2009505541 A JP2009505541 A JP 2009505541A JP 2009505541 A JP2009505541 A JP 2009505541A JP 2009533533 A JP2009533533 A JP 2009533533A
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- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/128—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to reaction products of polysiloxanes having at least one Si-H bond and compounds having carbon-to-carbon double bonds
-
- 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
-
- 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
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- 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
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/279,803 US7407710B2 (en) | 2006-04-14 | 2006-04-14 | Composition containing fluoroalkyl silicone and hydrosilicone |
| PCT/US2007/065953 WO2007121091A2 (en) | 2006-04-14 | 2007-04-04 | Composition containing fluoroalkyl silicone and hydrosilicone |
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| JP2009533533A5 JP2009533533A5 (enExample) | 2010-04-02 |
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| JP (1) | JP2009533533A (enExample) |
| WO (1) | WO2007121091A2 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080188631A1 (en) * | 2006-10-26 | 2008-08-07 | Power Support Co., Ltd. | Film Coating Liquid |
| CN101622579B (zh) * | 2007-03-01 | 2012-09-05 | 旭硝子株式会社 | 具有斥水性区域的图案的处理基材及其制造方法、以及形成有功能性材料的膜构成的图案的构件的制造方法 |
| US8309237B2 (en) | 2007-08-28 | 2012-11-13 | Alcoa Inc. | Corrosion resistant aluminum alloy substrates and methods of producing the same |
| CN101878276B (zh) * | 2007-11-29 | 2013-08-07 | Lg化学株式会社 | 具有增强的耐磨性和指纹痕迹可除去性的涂料组合物和涂膜 |
| JP6006632B2 (ja) * | 2012-12-18 | 2016-10-12 | 信越化学工業株式会社 | 付加硬化型シリコーン組成物及び光学素子 |
| WO2015050740A1 (en) | 2013-10-04 | 2015-04-09 | 3M Innovative Properties Company | Fluoroalkylsilanes and coatings therefrom |
| EP3052546A1 (en) | 2013-10-04 | 2016-08-10 | 3M Innovative Properties Company | Fluoroalkyl silicone compositions |
| EP3126369B1 (en) | 2014-03-31 | 2018-09-12 | 3M Innovative Properties Company | Fluoroalkyl silicones |
| US20170051164A1 (en) * | 2014-05-09 | 2017-02-23 | 3M Innovative Properties Company | Article with hardcoat and method of making the same |
| CN104293018A (zh) * | 2014-08-04 | 2015-01-21 | 荆门市鑫福瑞交通安全设施有限公司 | 一种具有憎水自洁功能的低表面能涂料 |
| EP3224046A4 (en) * | 2014-11-27 | 2018-09-26 | Honeywell International Inc. | Omniphobic coating |
| JP6658449B2 (ja) * | 2016-10-25 | 2020-03-04 | 信越化学工業株式会社 | 含フッ素アクリル化合物及びその製造方法並びに硬化性組成物及び物品 |
| MX2019007259A (es) | 2016-12-26 | 2019-09-05 | Akzo Nobel Coatings Int Bv | Un sistema de composición de revestimiento, el metodo de preparación y el uso del mismo. |
| CN109762345A (zh) * | 2019-01-28 | 2019-05-17 | 东莞兆舜有机硅科技股份有限公司 | 一种表面绝缘材料及其应用 |
| CN111471179B (zh) * | 2020-05-29 | 2021-09-21 | 福建拓烯新材料科技有限公司 | 一种改性氟硅聚合物的制备方法、织物及其应用 |
| CN114605599B (zh) * | 2022-04-02 | 2023-05-09 | 大连理工大学 | 一种含有机硅高分子表面活性剂的制备方法 |
| CN119176971B (zh) * | 2024-11-26 | 2025-01-28 | 山东金寿丰新材料有限公司 | 一种有机硅离型膜及其制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62215658A (ja) * | 1986-03-17 | 1987-09-22 | Shin Etsu Chem Co Ltd | 光硬化性オルガノポリシロキサン組成物 |
| JPS6474268A (en) * | 1987-09-14 | 1989-03-20 | Shinetsu Chemical Co | Curable silicone composition |
| JPH11277684A (ja) * | 1998-03-30 | 1999-10-12 | Asahi Glass Co Ltd | 透明被覆成形品 |
| JP2001316604A (ja) * | 2000-04-28 | 2001-11-16 | Toppan Printing Co Ltd | 低反射ハードコート樹脂組成物 |
Family Cites Families (99)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2676182A (en) | 1950-09-13 | 1954-04-20 | Dow Corning | Copolymeric siloxanes and methods of preparing them |
| BE553159A (enExample) | 1955-12-05 | |||
| US2915544A (en) | 1957-12-11 | 1959-12-01 | Dow Corning | Fluoroalkylsilane diols |
| US2970150A (en) | 1957-12-17 | 1961-01-31 | Union Carbide Corp | Processes for the reaction of silanic hydrogen-bonded siloxanes with unsaturated organic compounds with a platinum catalyst |
| US3159601A (en) | 1962-07-02 | 1964-12-01 | Gen Electric | Platinum-olefin complex catalyzed addition of hydrogen- and alkenyl-substituted siloxanes |
| US3159662A (en) | 1962-07-02 | 1964-12-01 | Gen Electric | Addition reaction |
| US3220972A (en) | 1962-07-02 | 1965-11-30 | Gen Electric | Organosilicon process using a chloroplatinic acid reaction product as the catalyst |
| US3250808A (en) | 1963-10-31 | 1966-05-10 | Du Pont | Fluorocarbon ethers derived from hexafluoropropylene epoxide |
| US3516946A (en) | 1967-09-29 | 1970-06-23 | Gen Electric | Platinum catalyst composition for hydrosilation reactions |
| US3814730A (en) | 1970-08-06 | 1974-06-04 | Gen Electric | Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes |
| US4029629A (en) | 1975-10-06 | 1977-06-14 | General Electric Company | Solvent resistant room temperature vulcanizable silicone rubber composition |
| US4262072A (en) | 1979-06-25 | 1981-04-14 | Minnesota Mining And Manufacturing Company | Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings |
| US4370358A (en) | 1980-09-22 | 1983-01-25 | General Electric Company | Ultraviolet curable silicone adhesives |
| US4478876A (en) | 1980-12-18 | 1984-10-23 | General Electric Company | Process of coating a substrate with an abrasion resistant ultraviolet curable composition |
| US4491508A (en) | 1981-06-01 | 1985-01-01 | General Electric Company | Method of preparing curable coating composition from alcohol, colloidal silica, silylacrylate and multiacrylate monomer |
| 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 |
| US4472480A (en) | 1982-07-02 | 1984-09-18 | Minnesota Mining And Manufacturing Company | Low surface energy liner of perfluoropolyether |
| US4530879A (en) | 1983-03-04 | 1985-07-23 | Minnesota Mining And Manufacturing Company | Radiation activated addition reaction |
| US4504645A (en) | 1983-09-23 | 1985-03-12 | Minnesota Mining And Manufacturing Company | Latently-curable organosilicone release coating composition |
| US4533575A (en) | 1983-09-23 | 1985-08-06 | Minnesota Mining And Manufacturing Company | Latently-curable organosilicone release coating composition |
| US4510094A (en) | 1983-12-06 | 1985-04-09 | Minnesota Mining And Manufacturing Company | Platinum complex |
| US4600484A (en) | 1983-12-06 | 1986-07-15 | Minnesota Mining And Manufacturing Company | Hydrosilation process using a (η5 -cyclopentadienyl)tri(σ-aliphatic) platinum complex as the catalyst |
| JPS60177029A (ja) * | 1984-02-21 | 1985-09-11 | Toray Silicone Co Ltd | オルガノポリシロキサン組成物の硬化方法 |
| US4591622A (en) | 1984-10-29 | 1986-05-27 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product thereof |
| US4584355A (en) | 1984-10-29 | 1986-04-22 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-I |
| US4585836A (en) | 1984-10-29 | 1986-04-29 | Dow Corning Corporation | Silicone pressure-sensitive adhesive process and product with improved lap-shear stability-II |
| US4654233A (en) | 1984-11-21 | 1987-03-31 | Minnesota Mining And Manufacturing Company | Radiation-curable thermoplastic coating |
| JPS61195129A (ja) | 1985-02-22 | 1986-08-29 | Toray Silicone Co Ltd | 有機けい素重合体の製造方法 |
| US5145933A (en) | 1987-12-18 | 1992-09-08 | Dow Corning France S.A. | Organosiloxane gel-forming compositions and use thereof |
| US4855184A (en) | 1988-02-02 | 1989-08-08 | Minnesota Mining And Manufacturing Company | Radiation-curable protective coating composition |
| US4873140A (en) | 1988-04-27 | 1989-10-10 | Minnesota Mining And Manufacturing Company | Articles having low adhesion articles having coatings thereon |
| US5145886A (en) | 1988-05-19 | 1992-09-08 | Minnesota Mining And Manufacturing Company | Radiation activated hydrosilation reaction |
| US4980443A (en) | 1989-01-12 | 1990-12-25 | Dow Corning Corporation | Fluorosilicone compounds and compositions for adhesive release liners |
| US4980440A (en) | 1989-01-12 | 1990-12-25 | Dow Corning Corporation | Fluorosilicone compounds and compositions for adhesive release liners |
| US5126394A (en) | 1989-10-18 | 1992-06-30 | Dow Corning Corporation | Radiation curable abrasion resistant coatings from colloidal silica and acrylate monomer |
| US5258225A (en) | 1990-02-16 | 1993-11-02 | General Electric Company | Acrylic coated thermoplastic substrate |
| US6376569B1 (en) | 1990-12-13 | 2002-04-23 | 3M Innovative Properties Company | Hydrosilation reaction utilizing a (cyclopentadiene)(sigma-aliphatic) platinum complex and a free radical photoinitiator |
| JPH04252229A (ja) | 1991-01-29 | 1992-09-08 | Asahi Chem Ind Co Ltd | シリコーン化合物及びその製法 |
| JP2511348B2 (ja) | 1991-10-17 | 1996-06-26 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサンおよびその製造方法 |
| JPH05301963A (ja) | 1992-04-27 | 1993-11-16 | Toray Dow Corning Silicone Co Ltd | フルオロシリコ−ンポリマーおよび硬化性フルオロシリコーンポリマー組成物 |
| JPH05311063A (ja) | 1992-05-07 | 1993-11-22 | Sekisui Chem Co Ltd | シーリング材組成物 |
| US5349004A (en) | 1992-09-18 | 1994-09-20 | Minnesota Mining And Manufacturing Company | Fluoroalkyl siloxane/vinyl copolymer dispersions and pressure-sensitive adhesives having improved solvent resistance prepared therefrom |
| US5356719A (en) | 1993-01-27 | 1994-10-18 | Dow Corning Toray Silicone Co., Ltd. | Fluorosilicone release agent composition |
| US5321108A (en) | 1993-02-12 | 1994-06-14 | Bausch & Lomb Incorporated | Fluorosilicone hydrogels |
| US5359113A (en) | 1993-11-08 | 1994-10-25 | Dow Corning Corporation | Method for maintaining catalytic activity during a hydrosilylation reaction |
| JPH07150044A (ja) | 1993-11-25 | 1995-06-13 | Toray Dow Corning Silicone Co Ltd | 硬化性ポリマー組成物 |
| JPH07145322A (ja) | 1993-11-25 | 1995-06-06 | Toray Dow Corning Silicone Co Ltd | 硬化性オルガノポリシロキサン組成物 |
| US5882774A (en) | 1993-12-21 | 1999-03-16 | Minnesota Mining And Manufacturing Company | Optical film |
| CN1046664C (zh) | 1993-12-21 | 1999-11-24 | 美国3M公司 | 多层聚合物薄膜,其制造方法及其应用 |
| US5519082A (en) | 1994-04-13 | 1996-05-21 | Shin-Etsu Chemical Co., Ltd. | Curable silicone rubber composition and method for preparing silicone rubber |
| JPH0873809A (ja) | 1994-08-31 | 1996-03-19 | Toray Dow Corning Silicone Co Ltd | 剥離性皮膜形成性有機ケイ素重合体組成物 |
| US5648407A (en) | 1995-05-16 | 1997-07-15 | Minnesota Mining And Manufacturing Company | Curable resin sols and fiber-reinforced composites derived therefrom |
| US5677050A (en) | 1995-05-19 | 1997-10-14 | Minnesota Mining And Manufacturing Company | Retroreflective sheeting having an abrasion resistant ceramer coating |
| WO1997001440A1 (en) | 1995-06-26 | 1997-01-16 | Minnesota Mining And Manufacturing Company | Multilayer polymer film with additional coatings or layers |
| CA2179561A1 (en) | 1995-06-27 | 1996-12-28 | Hideki Takayama | Coating composition and method for forming multi-layer coating |
| US5688884A (en) | 1995-08-31 | 1997-11-18 | E. I. Du Pont De Nemours And Company | Polymerization process |
| GB9526498D0 (en) * | 1995-12-23 | 1996-02-28 | Dow Corning | Silicone release coating compositions |
| EP0795584A3 (en) * | 1996-03-14 | 1998-02-11 | Dow Corning Corporation | Radiation-curable fluorinated organosiloxane compositions |
| JP3673319B2 (ja) | 1996-04-18 | 2005-07-20 | 積水化学工業株式会社 | 室温硬化性組成物 |
| JPH09286862A (ja) | 1996-04-23 | 1997-11-04 | Asahi Glass Co Ltd | 含フッ素シリコーン化合物の製造方法 |
| US5834612A (en) | 1996-05-18 | 1998-11-10 | Asahi Glass Company Ltd. | Fluorine-containing organic compound |
| EP0850999A3 (en) | 1996-12-30 | 1998-12-02 | Dow Corning Corporation | Silicone release coating compositions |
| JP3976350B2 (ja) | 1997-03-14 | 2007-09-19 | スリーエム カンパニー | 反応性シラン官能性を有する要求に応じて硬化する、湿分硬化性組成物 |
| CN1721891A (zh) | 1998-01-28 | 2006-01-18 | 美国3M公司 | 红外线干涉滤光器 |
| US7351470B2 (en) | 1998-02-19 | 2008-04-01 | 3M Innovative Properties Company | Removable antireflection film |
| US6589650B1 (en) | 2000-08-07 | 2003-07-08 | 3M Innovative Properties Company | Microscope cover slip materials |
| 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 |
| US6224949B1 (en) | 1998-06-11 | 2001-05-01 | 3M Innovative Properties Company | Free radical polymerization method |
| US6329058B1 (en) | 1998-07-30 | 2001-12-11 | 3M Innovative Properties Company | Nanosize metal oxide particles for producing transparent metal oxide colloids and ceramers |
| US6238798B1 (en) | 1999-02-22 | 2001-05-29 | 3M Innovative Properties Company | Ceramer composition and composite comprising free radically curable fluorochemical component |
| US6150546A (en) | 1999-05-03 | 2000-11-21 | General Electric Company | Irradiation-curable silicone compositions, photo-active platinum (IV) compounds, and method |
| US6194481B1 (en) | 1999-05-19 | 2001-02-27 | Board Of Regents Of The University Of Texas System | Mechanically strong and transparent or translucent composites made using zirconium oxide nanoparticles |
| US6299799B1 (en) | 1999-05-27 | 2001-10-09 | 3M Innovative Properties Company | Ceramer compositions and antistatic abrasion resistant ceramers made therefrom |
| IT1312344B1 (it) | 1999-06-03 | 2002-04-15 | Ausimont Spa | Composizioni per film a basso indice di rifrazione. |
| US6399670B1 (en) | 2000-01-21 | 2002-06-04 | Congoleum Corporation | Coating having macroscopic texture and process for making same |
| US6353037B1 (en) | 2000-07-12 | 2002-03-05 | 3M Innovative Properties Company | Foams containing functionalized metal oxide nanoparticles and methods of making same |
| JP3745959B2 (ja) | 2000-12-28 | 2006-02-15 | セイコーエプソン株式会社 | シリコン薄膜パターンの形成方法 |
| US6586483B2 (en) | 2001-01-08 | 2003-07-01 | 3M Innovative Properties Company | Foam including surface-modified nanoparticles |
| US6592659B1 (en) | 2001-11-15 | 2003-07-15 | 3M Innovative Properties Company | Compositions for aqueous delivery of fluorinated silanes |
| US6991695B2 (en) | 2002-05-21 | 2006-01-31 | 3M Innovative Properties Company | Method for subdividing multilayer optical film cleanly and rapidly |
| US6844950B2 (en) * | 2003-01-07 | 2005-01-18 | General Electric Company | Microstructure-bearing articles of high refractive index |
| US6965474B2 (en) | 2003-02-12 | 2005-11-15 | 3M Innovative Properties Company | Polymeric optical film |
| US20050038183A1 (en) | 2003-08-14 | 2005-02-17 | Dongchan Ahn | Silicones having improved surface properties and curable silicone compositions for preparing the silicones |
| US7101618B2 (en) | 2004-05-07 | 2006-09-05 | 3M Innovative Properties Company | Article comprising fluorochemical surface layer |
| US20050249940A1 (en) | 2004-05-07 | 2005-11-10 | 3M Innovative Properties Company | Fluoropolyether poly(meth)acryl compounds |
| US20050260414A1 (en) | 2004-05-18 | 2005-11-24 | Macqueen Richard C | Coatings having low surface energy |
| US20070014018A1 (en) | 2004-12-30 | 2007-01-18 | Wheatley John A | Internal components of optical device comprising hardcoat |
| CA2593694A1 (en) | 2004-12-30 | 2006-07-13 | 3M Innovative Properties Company | Articles comprising a fluorochemical surface layer and related methods |
| US7323514B2 (en) | 2004-12-30 | 2008-01-29 | 3M Innovative Properties Company | Low refractive index fluoropolymer coating compositions for use in antireflective polymer films |
| US7241437B2 (en) | 2004-12-30 | 2007-07-10 | 3M Innovative Properties Company | Zirconia particles |
| BRPI0519608A2 (pt) | 2004-12-30 | 2009-02-25 | 3M Innovative Properties Co | composiÇço de revestimento, mÉtodo para proteger uma superfÍcie de substrato,e, artigo |
| US7264872B2 (en) | 2004-12-30 | 2007-09-04 | 3M Innovative Properties Company | Durable high index nanocomposites for AR coatings |
| US7374812B2 (en) | 2004-12-30 | 2008-05-20 | 3M Innovative Properties Company | Low refractive index coating composition for use in antireflection polymer film coatings and manufacturing method |
| JP2008529117A (ja) | 2005-01-21 | 2008-07-31 | コーニンクレッカ フィリップス エレクトロニクス エヌ ヴィ | ユーザグループの共通の興味の度合いを得る方法及び装置 |
| US20060216524A1 (en) | 2005-03-23 | 2006-09-28 | 3M Innovative Properties Company | Perfluoropolyether urethane additives having (meth)acryl groups and hard coats |
| US7279210B2 (en) | 2005-09-07 | 2007-10-09 | 3M Innovative Properties Company | Curable compositions, methods of making and using the same, and articles therefrom |
-
2006
- 2006-04-14 US US11/279,803 patent/US7407710B2/en not_active Expired - Fee Related
-
2007
- 2007-04-04 WO PCT/US2007/065953 patent/WO2007121091A2/en not_active Ceased
- 2007-04-04 JP JP2009505541A patent/JP2009533533A/ja active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62215658A (ja) * | 1986-03-17 | 1987-09-22 | Shin Etsu Chem Co Ltd | 光硬化性オルガノポリシロキサン組成物 |
| JPS6474268A (en) * | 1987-09-14 | 1989-03-20 | Shinetsu Chemical Co | Curable silicone composition |
| JPH11277684A (ja) * | 1998-03-30 | 1999-10-12 | Asahi Glass Co Ltd | 透明被覆成形品 |
| JP2001316604A (ja) * | 2000-04-28 | 2001-11-16 | Toppan Printing Co Ltd | 低反射ハードコート樹脂組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007121091A2 (en) | 2007-10-25 |
| WO2007121091A3 (en) | 2008-02-07 |
| US7407710B2 (en) | 2008-08-05 |
| US20070254167A1 (en) | 2007-11-01 |
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