CA1256060A - Radiation activated addition reaction - Google Patents

Radiation activated addition reaction

Info

Publication number: CA1256060A
Authority: CA; Canada
Prior art keywords: platinum; cod; radicals; radical; bis
Prior art date: 1983-03-04
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

Application number

CA000446654A

Other languages

English (en)

French (fr)

Inventor

Timothy J. Drahnak

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.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

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.)

1983-03-04

Filing date

1984-02-02

Publication date

1989-06-20

1984-02-02 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1989-06-20 Application granted granted Critical

1989-06-20 Publication of CA1256060A publication Critical patent/CA1256060A/en

Status Expired legal-status Critical Current

Links

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238000007259 addition reaction Methods 0.000 title abstract description 12
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238000000034 method Methods 0.000 claims abstract description 39
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125000001931 aliphatic group Chemical group 0.000 claims abstract description 23
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238000006459 hydrosilylation reaction Methods 0.000 claims description 24
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238000006243 chemical reaction Methods 0.000 claims description 18
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150000004756 silanes Chemical class 0.000 description 1
235000015096 spirit Nutrition 0.000 description 1
238000005507 spraying Methods 0.000 description 1
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
238000003860 storage Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
150000003463 sulfur Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000010345 tape casting Methods 0.000 description 1
238000001029 thermal curing Methods 0.000 description 1
YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
IMYGMRDBUAOCFV-UHFFFAOYSA-N trichloro(dichlorosilyloxy)silane Chemical compound Cl[SiH](Cl)O[Si](Cl)(Cl)Cl IMYGMRDBUAOCFV-UHFFFAOYSA-N 0.000 description 1
OAXYRBYIEBMHNL-UHFFFAOYSA-N trichloro-[dichloro(dichlorosilyl)silyl]silane Chemical compound Cl[SiH](Cl)[Si](Cl)(Cl)[Si](Cl)(Cl)Cl OAXYRBYIEBMHNL-UHFFFAOYSA-N 0.000 description 1
ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
239000005052 trichlorosilane Substances 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
229960000834 vinyl ether Drugs 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000002759 woven fabric Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—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
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2809—Web or sheet containing structurally defined element or component and having an adhesive outermost layer including irradiated or wave energy treated component
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2839—Web or sheet containing structurally defined element or component and having an adhesive outermost layer with release or antistick coating
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2848—Three or more layers
- 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)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Compositions Of Macromolecular Compounds (AREA)
Silicon Polymers (AREA)
Catalysts (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Adhesive Tapes (AREA)
Paints Or Removers (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000446654A 1983-03-04 1984-02-02 Radiation activated addition reaction Expired CA1256060A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US06/472,158 US4530879A (en)	1983-03-04	1983-03-04	Radiation activated addition reaction
US472,158		1983-03-04

Publications (1)

Publication Number	Publication Date
CA1256060A true CA1256060A (en)	1989-06-20

Family

ID=23874416

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000446654A Expired CA1256060A (en)	1983-03-04	1984-02-02	Radiation activated addition reaction

Country Status (10)

Country	Link
US (1)	US4530879A (2)
EP (1)	EP0122008B1 (2)
JP (1)	JPS59168061A (2)
KR (1)	KR930003805B1 (2)
AT (1)	ATE34986T1 (2)
AU (1)	AU565429B2 (2)
CA (1)	CA1256060A (2)
DE (1)	DE3471937D1 (2)
DK (1)	DK130884A (2)
ES (1)	ES530181A0 (2)

Families Citing this family (170)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6013847A (ja) *	1983-07-04	1985-01-24	Shin Etsu Chem Co Ltd	放射線硬化性オルガノポリシロキサン組成物
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
US4544696A (en) *	1984-10-29	1985-10-01	Sws Silicones Corporation	Silicone elastomers having thermally conductive properties
US4722975A (en) *	1984-11-26	1988-02-02	Shin-Etsu Chemical Co., Ltd.	Crosslinkable copolymer composition and a method for the preparation thereof
US4713401A (en) *	1984-12-20	1987-12-15	Martin Riediker	Titanocenes and a radiation-polymerizable composition containing these titanocenes
FR2579602B1 (fr) *	1985-03-29	1987-06-05	Rhone Poulenc Rech	Composition polysilazane pouvant reticuler en presence d'un metal ou d'un compose metallique catalysant la reaction d'hydrosilylation
JPS62187732A (ja) *	1986-02-14	1987-08-17	Shin Etsu Chem Co Ltd	オルガノポリシロキサン硬化物の製造方法
FR2597110A1 (fr) *	1986-04-14	1987-10-16	Rhone Poulenc Multi Tech	Composition organopolysiloxane, potentiellement reticulable et utilisable notamment en microlithographie, et son procede d'application
GB2198740B (en) *	1986-12-22	1991-08-21	Gen Electric	Uv-activation of addition cure silicone coatings
JPS63198692A (ja) *	1987-02-13	1988-08-17	Shin Etsu Chem Co Ltd	シクロアルキルシランの製造方法
US4880705A (en) *	1987-09-28	1989-11-14	Minnesota Mining & Manufacturing Company	Siloxy ketenes and products prepared therefrom
US4812214A (en) *	1987-09-28	1989-03-14	Minnesota Mining & Manufacturing Company	Method of combining siloxy groups with ketene-reactive compounds
US4921882A (en) *	1987-10-08	1990-05-01	Hercules Incorporated	Electron beam irradiated release film
US5145886A (en) *	1988-05-19	1992-09-08	Minnesota Mining And Manufacturing Company	Radiation activated hydrosilation reaction
US4916169A (en) *	1988-09-09	1990-04-10	Minnesota Mining And Manufacturing Company	Visible radiation activated hydrosilation reaction
US5187015A (en) *	1989-02-17	1993-02-16	Minnesota Mining And Manufacturing Company	Ice release composition, article and method
US5089537A (en) *	1989-05-22	1992-02-18	Dow Corning Corporation	UV curable silicone emulsions
US5026446A (en) *	1989-06-05	1991-06-25	Minnesota Mining And Manufacturing Company	Method of manufacturing a disposable diaper having an abraded target strip
US5334687A (en) *	1989-09-08	1994-08-02	Shin-Etsu Chemical Co., Ltd.	Organopolysiloxane composition
CA2035964A1 (en) *	1990-03-06	1991-09-07	Carl R. Kessel	Solventless silicon release coating
CA2096114A1 (en) *	1990-12-13	1992-06-14	Larry D. Boardman	Radiation activated hydrosilylation reaction
US6046250A (en) *	1990-12-13	2000-04-04	3M Innovative Properties Company	Hydrosilation reaction utilizing a free radical photoinitiator
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
US5508509A (en) *	1993-11-30	1996-04-16	Minnesota Mining And Manufacturing Company	Sensing elements and methods for uniformly making individual sensing elements
US5403746A (en) *	1993-11-30	1995-04-04	Minnesota Mining And Manufacturing Company	Sensor with improved drift stability
AU1972195A (en) *	1994-03-03	1995-09-18	Avery Dennison Corporation	Control adhesion strip
AU690302B2 (en) *	1994-06-30	1998-04-23	Dade Behring Inc.	Bioactive porous partition members
US5583178A (en) *	1994-06-30	1996-12-10	Minnesota Mining And Manufacturing Company	Cure-indicating molding and coating composition
US5714122A (en)	1995-11-22	1998-02-03	Minnesota Mining And Manufacturing Company	Emulsion for robust sensing
WO1999014082A1 (en)	1996-09-18	1999-03-25	Minnesota Mining And Manufacturing Company	Adhesively-bonded inflatable restraint and method of making
WO1998012075A1 (en)	1996-09-18	1998-03-26	Minnessota Mining And Manufacturing Company	Adhesively-bonded inflatable restraint and method of making
JP3417230B2 (ja) *	1996-09-25	2003-06-16	信越化学工業株式会社	型取り母型用光硬化性液状シリコーンゴム組成物
WO2009111196A1 (en) *	2008-03-04	2009-09-11	Dow Corning Corporation	Silicone composition, silicone adhesive, coated and laminated substrates
US20100273011A1 (en) *	1996-12-20	2010-10-28	Bianxiao Zhong	Silicone Composition, Silicone Adhesive, Coated and Laminated Substrates
US6150546A (en) *	1999-05-03	2000-11-21	General Electric Company	Irradiation-curable silicone compositions, photo-active platinum (IV) compounds, and method
JP4771574B2 (ja) *	2000-05-24	2011-09-14	旭化成ケミカルズ株式会社	光触媒組成物
US20030199603A1 (en) *	2002-04-04	2003-10-23	3M Innovative Properties Company	Cured compositions transparent to ultraviolet radiation
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GB0213925D0 (en) *	2002-06-18	2002-07-31	Univ Dundee	Metallisation
US6907176B2 (en) *	2002-06-24	2005-06-14	Dow Corning Corporation	Planar optical waveguide assembly and method of preparing same
US20040050152A1 (en) *	2002-09-12	2004-03-18	King Rex M.	Apparatus for measuring adhesion of gelled polymers
US6908682B2 (en) *	2002-09-12	2005-06-21	3M Innovative Properties Company	Photocured silicone sealant having improved adhesion to plastic
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US20060105483A1 (en) *	2004-11-18	2006-05-18	Leatherdale Catherine A	Encapsulated light emitting diodes and methods of making
DE102004059375A1 (de)	2004-12-09	2006-06-22	Consortium für elektrochemische Industrie GmbH	Auf nanoskaligem Titandioxid geträgerte Platin-Katalysatoren, deren Verwendung in der Hydrosilylierung, ein Hydrosilylierungsverfahren mit solchen Katalysatoren und Zusammensetzungen enthaltend solche Katalysatoren
US8092910B2 (en) *	2005-02-16	2012-01-10	Dow Corning Toray Co., Ltd.	Reinforced silicone resin film and method of preparing same
KR101271662B1 (ko) *	2005-02-16	2013-06-05	다우 코닝 도레이 캄파니 리미티드	강화 실리콘 수지 필름 및 이의 제조방법
WO2007018756A1 (en) *	2005-08-04	2007-02-15	Dow Corning Corporation	Reinforced silicone resin film and method of preparing same
US7279210B2 (en) *	2005-09-07	2007-10-09	3M Innovative Properties Company	Curable compositions, methods of making and using the same, and articles therefrom
US20070092736A1 (en) *	2005-10-21	2007-04-26	3M Innovative Properties Company	Method of making light emitting device with silicon-containing encapsulant
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US7595515B2 (en)	2005-10-24	2009-09-29	3M Innovative Properties Company	Method of making light emitting device having a molded encapsulant
US8912268B2 (en) *	2005-12-21	2014-12-16	Dow Corning Corporation	Silicone resin film, method of preparing same, and nanomaterial-filled silicone composition
US8084532B2 (en) *	2006-01-19	2011-12-27	Dow Corning Corporation	Silicone resin film, method of preparing same, and nanomaterial-filled silicone composition
WO2007097835A2 (en) *	2006-02-20	2007-08-30	Dow Corning Corporation	Silicone resin film, method of preparing same, and nanomaterial-filled silicone composition
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EP2016626A2 (en)	2006-04-18	2009-01-21	Dow Corning Corporation	Cadmium telluride-based photovoltaic device and method of preparing the same
DE602007002297D1 (de) *	2006-04-18	2009-10-15	Dow Corning	Fotovoltaische anordnung auf kupfer-indium-diselenidbasis und herstellungsverfahren dafür
US8207442B2 (en) *	2006-04-18	2012-06-26	Itn Energy Systems, Inc.	Reinforcing structures for thin-film photovoltaic device substrates, and associated methods
US20090084428A1 (en) *	2006-04-18	2009-04-02	Thomas Duncan Barnard	Copper Indium Diselenide-Based Photovoltaic Device And Method Of Preparing The Same
US20070269586A1 (en) *	2006-05-17	2007-11-22	3M Innovative Properties Company	Method of making light emitting device with silicon-containing composition
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JP2007308581A (ja) *	2006-05-18	2007-11-29	Shin Etsu Chem Co Ltd	付加硬化型シリコーンゴム組成物の硬化方法及び付加硬化型シリコーンゴム組成物
US20080014532A1 (en) *	2006-07-14	2008-01-17	3M Innovative Properties Company	Laminate body, and method for manufacturing thin substrate using the laminate body
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DE102007033214B4 (de) *	2006-08-29	2017-09-14	Robert Bosch Gmbh	Verfahren zur Herstellung eines Elektromotors
WO2008036769A2 (en) *	2006-09-19	2008-03-27	Itn Energy Systems, Inc.	Semi-transparent dual layer back contact for bifacial and tandem junction thin-film photovolataic devices
WO2008042056A1 (en) *	2006-10-05	2008-04-10	Dow Corning Corporation	Silicone resin film and method of preparing same
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JP2009220384A (ja) *	2008-03-17	2009-10-01	Shin Etsu Chem Co Ltd	シリコーンゴム薄膜被覆層の形成方法、及びシリコーンゴム薄膜被覆物品
EP2285565B1 (en) *	2008-05-27	2013-06-26	Dow Corning Corporation	Adhesive tape and laminated glass
EP2145912A1 (en)	2008-07-19	2010-01-20	Momentive Performance Materials GmbH	Method of coating substrates
TW201004795A (en) *	2008-07-31	2010-02-01	Dow Corning	Laminated glass
JP2010062269A (ja) *	2008-09-02	2010-03-18	Three M Innovative Properties Co	ウェーハ積層体の製造方法、ウェーハ積層体製造装置、ウェーハ積層体、支持層剥離方法、及びウェーハの製造方法
WO2010051355A2 (en)	2008-10-31	2010-05-06	Dow Corning Corporation	Photovoltaic cell module and method of forming
US8329830B2 (en)	2009-06-30	2012-12-11	3M Innovative Properties Company	Surface treatment process and treated article
JP5952192B2 (ja)	2009-11-16	2016-07-13	スリーエムイノベイティブプロパティズカンパニー	フルオロシリコーン配合剥離剤材料
US8802805B2 (en)	2009-12-22	2014-08-12	3M Innovative Properties Company	Process for preparing shelf-stable curable polysilazanes, and polysilazanes prepared thereby
DE102010002141A1 (de)	2010-02-19	2011-08-25	Momentive Performance Materials GmbH, 51373	Integrale Bestrahlungseinheit
US9543460B2 (en)	2010-03-05	2017-01-10	Momentive Performance Materials Gmbh	Curable polyorganosiloxane composition for use as an encapsulant for a solar cell module
DE102010028182A1 (de)	2010-04-26	2011-10-27	Momentive Performance Materials Gmbh	Hydrophile Polyorganosiloxane
JP2014500897A (ja)	2010-11-09	2014-01-16	ダウコーニングコーポレーション	有機リン酸化合物により可塑化されたヒドロシリル化硬化シリコーン樹脂
KR20130140815A (ko)	2010-12-08	2013-12-24	다우 코닝 코포레이션	봉지재의 형성에 적합한 실록산 조성물
WO2012078617A1 (en)	2010-12-08	2012-06-14	Dow Corning Corporation	Siloxane compositions including titanium dioxide nanoparticles suitable for forming encapsulants
KR20140034122A (ko)	2010-12-08	2014-03-19	다우 코닝 코포레이션	봉지재의 형성에 적합한 금속 산화물 나노입자 함유 실록산 조성물
EP2500009A1 (en)	2011-03-17	2012-09-19	3M Innovative Properties Company	Dental ceramic article, process of production and use thereof
JP6228918B2 (ja)	2011-08-18	2017-11-08	モーメンテイブ・パーフオーマンス・マテリアルズ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング	照射および成型ユニット
JP2014534295A (ja)	2011-10-06	2014-12-18	ダウコーニングコーポレーションＤｏｗＣｏｒｎｉｎｇＣｏｒｐｏｒａｔｉｏｎ	改善された熱安定性を有するゲル
JP2013087199A (ja)	2011-10-18	2013-05-13	Shin-Etsu Chemical Co Ltd	付加硬化型オルガノポリシロキサン組成物の硬化方法
EP2794761A1 (en)	2011-12-20	2014-10-29	3M Innovative Properties Company	Photoactivated, precious metal catalysts in condensation-cure silicone systems
HK1210740A1 (en)	2012-06-11	2016-05-06	迈图高新材料集团	Method for producing plastic compound molded bodies
JP6204468B2 (ja)	2012-07-19	2017-09-27	スリーエムイノベイティブプロパティズカンパニー	官能化イソブチレン−イソプレンコポリマー組成物
WO2014052423A1 (en)	2012-09-26	2014-04-03	Dow Corning Corporation	Method and apparatus for separating one or more components from a composition
EP3004269A1 (en)	2013-05-31	2016-04-13	3M Innovative Properties Company	Fluoroalkyl silicones
US9938306B2 (en)	2013-10-04	2018-04-10	3M Innovative Properties Company	Fluoroalkylsilanes and coatings therefrom
US9752060B2 (en)	2013-10-04	2017-09-05	3M Innovative Properties Company	Fluoroalkyl silicone compositions
CN108299644A (zh)	2013-12-09	2018-07-20	3M创新有限公司	可固化倍半硅氧烷聚合物、组合物、制品和方法
US10088603B2 (en)	2013-12-11	2018-10-02	3M Innovative Properties Company	Siloxane nanoparticle coating useful for antireflection
US10442897B2 (en)	2014-03-31	2019-10-15	3M Innovative Properties Company	Fluoroalkyl silicones
WO2015195391A1 (en)	2014-06-20	2015-12-23	3M Innovative Properties Company	Adhesive compositions comprising a silsesquioxane polymer crosslinker, articles and methods
WO2015195355A1 (en)	2014-06-20	2015-12-23	3M Innovative Properties Company	Adhesive compositions comprising a silsesquioxane polymer crosslinker, articles and methods
KR20170020869A (ko)	2014-06-20	2017-02-24	쓰리엠 이노베이티브 프로퍼티즈 캄파니	실세스퀴옥산 중합체 코어 및 실세스퀴옥산 중합체 외층을 포함하는 경화성 중합체 및 방법
US9938380B2 (en)	2014-08-27	2018-04-10	3M Innovative Properties Company	Polyfluoroalkylated alkenes and silicone compounds prepared therefrom
WO2016032739A1 (en)	2014-08-27	2016-03-03	3M Innovative Properties Company	Novel polyfluoroalkylated alkenes and silicon compounds prepared therefrom
US9938307B2 (en)	2014-08-27	2018-04-10	3M Innovative Properties Company	Polyfluoroalkylated alkenes and silane compounds prepared therefrom
JP6646047B2 (ja)	2014-09-17	2020-02-14	ダウシリコーンズコーポレーション	光硬化性シリコーン組成物を用いた３ｄプリンティングの方法
US9957416B2 (en)	2014-09-22	2018-05-01	3M Innovative Properties Company	Curable end-capped silsesquioxane polymer comprising reactive groups
EP3197966A1 (en)	2014-09-22	2017-08-02	3M Innovative Properties Company	Curable polymers comprising silsesquioxane polymer core silsesquioxane polymer outer layer, and reactive groups
DE102014222685A1 (de)	2014-11-06	2016-05-12	Wacker Chemie Ag	Verfahren zur Herstellung von Siliconelastomerteilen
US10755833B2 (en)	2015-01-09	2020-08-25	Momentive Performance Materials Gmbh	Use of a silicone rubber composition for the manufacture of an insulator for high voltage direct current applications
KR102706695B1 (ko)	2015-07-20	2024-09-19	모멘티브 퍼포먼스 머티리얼즈 게엠베하	개질된 필러 입자 및 이를 포함하는 실리콘 조성물
WO2017037611A1 (en)	2015-09-04	2017-03-09	Novartis Ag	Soft silicone medical devices with durable lubricious coatings thereon
CA2992823C (en)	2015-09-04	2019-10-29	Novartis Ag	Method for producing contact lenses with durable lubricious coatings thereon
US10400071B2 (en)	2015-11-09	2019-09-03	Wacker Chemie Ag	Silicone compositions for producing elastomeric molded parts by means of ballistic methods
US10676641B2 (en)	2015-11-26	2020-06-09	Wacker Chemie Ag	Highly viscous silicone compositions for producing elastomeric molded parts by means of ballistic generative methods
EP3383953B8 (en)	2015-12-03	2025-04-16	ELANTAS Europe GmbH	One-component, storage-stable, uv-crosslinkable organosiloxane composition
WO2017108071A1 (de)	2015-12-21	2017-06-29	Wacker Chemie Ag	Verfahren und vorrichtung zur herstellung eines objekts unter einsatz einer 3d-druckvorrichtung
TW201722699A (zh)	2015-12-30	2017-07-01	聖高拜塑膠製品公司	複合管及其製造與使用方法
WO2017121733A1 (de)	2016-01-11	2017-07-20	Wacker Chemie Ag	Vernetzbare siliconzusammensetzungen zur herstellung hochtransparenter formteile mittels ballistischer verfahren
JP6801078B2 (ja)	2016-07-20	2020-12-16	ワッカーケミーアクチエンゲゼルシャフトＷａｃｋｅｒＣｈｅｍｉｅＡＧ	３ｄプリンタおよび対象物をプリントするための方法
CN110099975B (zh)	2016-12-23	2021-05-25	莫门蒂夫性能材料股份有限公司	能加成-固化的硅橡胶组合物
CN111032741A (zh)	2017-08-04	2020-04-17	瓦克化学股份公司	贵金属催化剂的稳定化
KR20200130695A (ko)	2018-03-12	2020-11-19	모멘티브 퍼포먼스 머티리얼즈 게엠베하	낮은 압축 변형 실리콘 고무 조성물
WO2019226842A1 (en)	2018-05-24	2019-11-28	Momentive Performance Materials Inc.	Oil-bleed self-bonding liquid silicone rubber composition
DE102019109729A1 (de)	2019-04-12	2020-10-15	Dreve Prodimed Gmbh	Silikone und Silikon-Lacke zur Oberflächenflächenbehandlung von polymerisierbaren Materialien in der Medizintechnik, insbesondere im Hörgeräteakustik-Bereich
WO2021073717A1 (de)	2019-10-14	2021-04-22	Wacker Chemie Ag	3d-druckvorrichtung und verfahren zur herstellung von objekten mit erhöhter druckqualität
FR3107525B1 (fr)	2020-02-20	2022-03-04	Michelin & Cie	Procédé de modification des membranes de cuisson expansibles pour la fabrication de pneumatique
US12331229B2 (en)	2020-05-19	2025-06-17	Dow Silicones Corporation	Silicone adhesive composition and methods for its preparation and use for electronic device fabrication
EP3915995B1 (en)	2020-05-29	2025-11-26	Momentive Performance Materials Inc.	Process for the stepwise synthesis of silahydrocarbons
KR20230115290A (ko)	2020-10-21	2023-08-02	모멘티브 퍼포먼스 머티리얼즈 게엠베하	카본블랙을 포함하는 비-경화성 실리콘 조성물
WO2023003878A1 (en)	2021-07-19	2023-01-26	Momentive Performance Materials Inc.	A silicone composition in the potting of electronic components
US20240384037A1 (en)	2021-08-24	2024-11-21	Momentive Performance Materials Gmbh	Irradiation-curable silicone composition
CN118451144A (zh)	2021-12-16	2024-08-06	信越化学工业株式会社	固化性液体有机硅组合物和该组合物的固化方法
CN121002124A (zh)	2023-04-28	2025-11-21	信越化学工业株式会社	固化性液体有机硅组合物及其固化物
WO2025104108A1 (en)	2023-11-15	2025-05-22	Momentive Performance Materials Gmbh	Addition-crosslinkable liquid silicone rubber composition with low total volatile content
WO2026077894A1 (en)	2024-10-07	2026-04-16	Momentive Performance Materials Gmbh	Addition-curable silicone rubber compositions providing improved adhesion and compression set

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB923710A (en) *	1960-11-07	1963-04-18	Ici Ltd	Production of organosilicon compounds
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
US3410886A (en) *	1965-10-23	1968-11-12	Union Carbide Corp	Si-h to c=c or c=c addition in the presence of a nitrile-platinum (ii) halide complex
US3313773A (en) *	1965-12-03	1967-04-11	Gen Electric	Platinum addition catalyst system
AT278040B (de) *	1966-12-16	1970-01-26	Degussa	Verfahren zur Herstellung von Organosiliziumverbindungen
DE1259888B (de) *	1967-05-27	1968-02-01	Bayer Ag	Verfahren zur Herstellung von Organosiliciumverbindungen
NL7207442A (2) *	1971-06-25	1972-12-28
GB1399885A (en) *	1972-05-01	1975-07-02	Ici Ltd	Coating compositions
DE2724822A1 (de) *	1977-06-02	1978-12-07	Consortium Elektrochem Ind	Verfahren zum anlagern von si-gebundenem wasserstoff an aliphatische mehrfachbindung
DE2736499C2 (de) *	1977-08-12	1990-03-29	Wacker-Chemie GmbH, 8000 München	Verfahren zum Herstellen von klebrige Stoffe abweisenden Überzügen
DE2846621A1 (de) *	1978-10-26	1980-05-08	Wacker Chemie Gmbh	Verfahren zum anlagern von si-gebundenem wasserstoff an aliphatische mehrfachbindung
US4288345A (en) *	1980-02-06	1981-09-08	General Electric Company	Platinum complex
US4332654A (en) *	1981-07-17	1982-06-01	The Dow Chemical Company	Photoactivated catalytic hydrosilylation of carbonyl compounds
JPS6013847A (ja) *	1983-07-04	1985-01-24	Shin Etsu Chem Co Ltd	放射線硬化性オルガノポリシロキサン組成物

1983
- 1983-03-04 US US06/472,158 patent/US4530879A/en not_active Expired - Lifetime
1984
- 1984-02-02 CA CA000446654A patent/CA1256060A/en not_active Expired
- 1984-02-29 DK DK130884A patent/DK130884A/da not_active Application Discontinuation
- 1984-03-01 ES ES530181A patent/ES530181A0/es active Granted
- 1984-03-02 AT AT84301385T patent/ATE34986T1/de not_active IP Right Cessation
- 1984-03-02 JP JP59040282A patent/JPS59168061A/ja active Granted
- 1984-03-02 AU AU25225/84A patent/AU565429B2/en not_active Ceased
- 1984-03-02 DE DE8484301385T patent/DE3471937D1/de not_active Expired
- 1984-03-02 EP EP19840301385 patent/EP0122008B1/en not_active Expired
- 1984-03-03 KR KR1019840001071A patent/KR930003805B1/ko not_active Expired - Fee Related

Also Published As

Publication number	Publication date
DK130884A (da)	1984-09-05
ES8601219A1 (es)	1985-10-01
JPS59168061A (ja)	1984-09-21
KR840008171A (ko)	1984-12-13
AU2522584A (en)	1984-09-06
EP0122008B1 (en)	1988-06-08
DE3471937D1 (en)	1988-07-14
KR930003805B1 (ko)	1993-05-13
JPH0477026B2 (2)	1992-12-07
DK130884D0 (da)	1984-02-29
ATE34986T1 (de)	1988-06-15
EP0122008A1 (en)	1984-10-17
ES530181A0 (es)	1985-10-01
AU565429B2 (en)	1987-09-17
US4530879A (en)	1985-07-23

Legal Events

Date	Code	Title	Description
2006-06-20	MKEX	Expiry

Publication	Publication Date	Title
CA1256060A (en)	1989-06-20	Radiation activated addition reaction
US4600484A (en)	1986-07-15	Hydrosilation process using a (η5 -cyclopentadienyl)tri(σ-aliphatic) platinum complex as the catalyst
US4510094A (en)	1985-04-09	Platinum complex
US5145886A (en)	1992-09-08	Radiation activated hydrosilation reaction
US6046250A (en)	2000-04-04	Hydrosilation reaction utilizing a free radical photoinitiator
EP0398701B1 (en)	1995-05-03	Radiation activated hydrosilation reaction
EP0561893B1 (en)	1996-10-09	Hydrosilation reaction
EP0358452B1 (en)	1999-12-22	Visible radiation activated hydrosilation reaction
WO1992010544A1 (en)	1992-06-25	Radiation activated hydrosilation reaction
GB2084598A (en)	1982-04-15	Ultraviolet curable silicone adhesives
JPH07505432A (ja)	1995-06-15	シリコーン剥離組成物
US20090171058A1 (en)	2009-07-02	Low temperature platinum-vinylpolysiloxane hydrosilylation catalyst
US5387698A (en)	1995-02-07	Rhodium containing selective catalysts for the synthesis of epoxysiloxane/epoxysilicone monomers and polymers
KR900005415B1 (ko)	1990-07-30	방사활성화 하이드로실레이숀
KR900005016B1 (ko)	1990-07-16	방사활성화 하이드로실레이숀
CA1185734A (en)	1985-04-16	Solventless ultraviolet curable pressure-sensitive silicone adhesive
EP0625534A1 (en)	1994-11-23	Radiation curable siloxane compositions containing vinyl ether functionality and methods for their preparation