Carbon To Carbon Unsaturation Reduced By Addition Of A Silicon Hydride Patents (Class 556/479)
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Patent number: 10894801Abstract: A process produces a C3- to C20-alkyltrialkoxysilane by hydrosilylation, wherein alkoxy represents methoxy, ethoxy or propoxy. Initially, a mixture is charged of at least one hydroalkoxysilane from the group of hydrotrialkoxysilane, hydroalkyldialkoxysilane, and hydrodialkylalkoxysilane, and a Pt catalyst. The mixture is then heated to a temperature of 30° C. to 60° C. Subsequently, with mixing, an omega-unsaturated or mono-unsaturated C3- to C20-hydrocarbon, at least one carboxylic acid and at least one alcohol as cocatalysts are added to the mixture. The mixture is then reacted and subsequently worked up to obtain the product.Type: GrantFiled: July 1, 2019Date of Patent: January 19, 2021Assignee: Evonik Operations GmbHInventors: Philipp Albert, Eckhard Just
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Patent number: 10577465Abstract: The present invention relates to a silicon polymer production method using a non-transition-metal-catalyst method of hydrosilylation, and more specifically relates to a production method for a silicon polymer using a non-transition-metal-catalyst method of hydrosilylation, wherein an environmentally friendly silicon polymer is produced by using hydrosilylation using a non-transition metal as a catalyst, thereby avoiding the use of platinum, palladium and rhodium or other expensive platinum group catalysts and so achieving outstanding economic viability and making it possible to prevent residues of heavy metals.Type: GrantFiled: September 12, 2016Date of Patent: March 3, 2020Assignees: INSTITUTE FOR BASIC SCIENCE, KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Sukbok Chang, Seewon Joung, Dongwook Kim, Jeung Gon Kim
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Patent number: 10399997Abstract: A process for the preparation of 3-methacryloxypropyldimethylchlorosilane by reaction of allylmethacrylate with dimethylchlorosilane in the presence of a hydrosilylation catalyst, characterized in that the reaction is carried out in the absence of a peroxide is provided. The process includes providing a first stream containing allylmethacrylate. A a second stream containing dimethylchlorosilane is provided. The streams contact in a continuous flow reactor in the presence of the hydrosilylation catalyst, thereby producing 3-methacryloxypropyldimethylchlorosilane. A product stream is continuously removed from the continuous flow reactor.Type: GrantFiled: July 9, 2015Date of Patent: September 3, 2019Assignee: Geo Specialty Chemicals UK LimitedInventors: Robert Cracknell, Melissa Matthews, Andrew Small, Adam Barter
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Patent number: 10338372Abstract: Electrowetting apparatus including at least one compound selected from the group consisting of: wherein each of R1, R2, R3 and R4 is independently an alkyl group.Type: GrantFiled: June 20, 2014Date of Patent: July 2, 2019Assignee: Amazon Technologies, Inc.Inventors: Robin Leguijt, Jurriën Mans, Sukhdip Sandhu
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Patent number: 10035881Abstract: Various embodiments disclosed relate to method of forming organosilicon products. In various embodiments, the present invention provides a method of forming an organosilicon product that can include contacting a first side of a silicone membrane with a nonvolatile liquid reactant. The method can include contacting a second side of the membrane with a gaseous reactant. The contacting can be sufficient to react the gaseous reactant with the liquid reactant to form an organosilicon product on the first side of the silicone membrane. The silicone membrane can be substantially impermeable to the liquid reactant and substantially permeable to the gaseous reactant.Type: GrantFiled: June 9, 2015Date of Patent: July 31, 2018Assignee: DOW SILICONES CORPORATIONInventors: Dongchan Ahn, Paul C. Dinh, Michael S. Ferritto, Don L. Kleyer, James F. Thompson
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Patent number: 9993812Abstract: A heterogeneous catalyst comprising a metal-containing polymer matrix covalently bonded to a support material and a method of making and using such catalysts. The metal-containing polymer matrix comprises metal nano-particles encapsulated in a polymer matrix, e.g., a siloxane. In one aspect, the metal-containing polymer matrix can be bonded to the support material via a hydrophobic group attached to the support material. The catalyst can be recovered after being used in a metal catalyzed reaction and exhibit excellent catalytic activity upon reuse in subsequent reactions.Type: GrantFiled: March 14, 2013Date of Patent: June 12, 2018Assignee: MOMENTIVE PEREFORMANCE MATERIALS INC.Inventors: Srinivas Komati, Vivek Khare, Kenrick Lewis, Alok Sarkar, Abirami Srikanth, Aroop Kumar Roy
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Patent number: 9938204Abstract: Reaction mixtures for silvlating arene substrates and methods of using such reaction mixtures to silyiate the arene substrates are provided. Exemplary reaction mixtures include the arene substrate, a liganded metal catalyst, a hydrogen acceptor and an organic solvent. The reaction conditions allow for diverse substituents on the arene substrate.Type: GrantFiled: September 8, 2014Date of Patent: April 10, 2018Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: John F. Hartwig, Chen Cheng, Tyler Wilson
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Patent number: 9593133Abstract: Disclosed are Si-containing thin film forming precursors, methods of synthesizing the same, and methods of using the same to deposit silicon-containing films using vapor deposition processes for manufacturing semiconductors, photovoltaics, LCD-TFT, flat panel-type devices, refractory materials, or aeronautics.Type: GrantFiled: July 19, 2013Date of Patent: March 14, 2017Assignee: America Air Liquide, Inc.Inventors: Christian Dussarrat, Glenn Kuchenbeiser, Venkateswara R. Pallem
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Patent number: 9502234Abstract: Described herein are methods of forming dielectric films such as non-porous dielectric films, comprising silicon, oxide, and optionally nitrogen, carbon, hydrogen, and boron. Also disclosed herein are the methods to form dielectric films or coatings on an object to be processed, such as, for example, a semiconductor wafer. Specifically the methods include silanes that have bulky alkoxy groups as well as SiH groups. Examples of such silanes used in the methods including di-tert-pentoxysilane, di-tert-butoxysilane and silanes having the formula (H)2Si(OR)(OR1) wherein R is tert-butyl and R1 is selected from the group consisting of methyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, pentyl, isopentyl, tert-pentyl and hexyl.Type: GrantFiled: February 28, 2014Date of Patent: November 22, 2016Assignee: AIR PRODUCTS AND CHEMICALS, INC.Inventors: Manchao Xiao, Xinjian Lei, Bing Han, Mark Leonard O'Neill
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Patent number: 9458185Abstract: In various embodiments, the invention provides phosphine ligand supported first row metal catalysts with surprising and efficacious catalytic activity for hydrosilylation of pi-bonded substrates. Also provided are methods of using the catalysts of the invention to prepare hydrosilylated compounds.Type: GrantFiled: February 11, 2013Date of Patent: October 4, 2016Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: T. Don Tilley, Jian Yang
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Patent number: 9441076Abstract: A nanocomposite composition having a silicone elastomer matrix having therein a filler loading of greater than 0.05 wt %, based on total nanocomposite weight, wherein the filler is functional graphene sheets (FGS) having a surface area of from 300 m2/g to 2630 m2/g; and a method for producing the nanocomposite and uses thereof.Type: GrantFiled: November 12, 2010Date of Patent: September 13, 2016Assignee: The Trustees of Princeton UniversityInventors: Shuyang Pan, Ilhan A. Aksay, Robert K. Prud'Homme
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Patent number: 9434749Abstract: A process for the hydrosilylation of an unsaturated compound comprising reacting (a) a silyl hydride with (b) an unsaturated compound in the presence of (c) a platinum compound and (d) a cyclodiene, with the provisos that (i) when the unsaturated compound is a terminal alkyne, the silyl hydride is other than a halosilane, and (ii) when the platinum compound is a Pt(II)-based compound, the ratio of total moles of cyclodiene to moles of platinum is less than 3:1.Type: GrantFiled: June 12, 2015Date of Patent: September 6, 2016Assignee: Momentive Performance Materials Inc.Inventors: Aroop Kumar Roy, Julie L. Boyer, Juergen Koller, David Jenkins, Andrea Trotto, Kenrick M. Lewis
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Publication number: 20150141648Abstract: Disclosed herein are cobalt terpyridine complexes containing a single ligand coordinated to the cobalt, and their use as hydrosilylation and/or dehydrogenative silylation and crosslinking catalysts. The cobalt complexes also exhibit adequate air stability for handling and manipulation.Type: ApplicationFiled: November 19, 2014Publication date: May 21, 2015Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Keith J. Weller, Johannes G. P. Delis, Renyuan Yu
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Patent number: 9023479Abstract: Provided are a coating composition for low refractive layer including fluorine-containing compound of the following Chemical Formula 1, an anti-reflection film using the same, and a polarizer and an image display device including the same, wherein the fluorine-containing compound of the following Chemical Formula 1 has a low refractive index of 1.28 to 1.40, thereby making it possible to easily adjust a refractive index of the anti-reflection film and be usefully used as a coating material of the anti-reflection film having an excellent mechanical property such as durability, or the like.Type: GrantFiled: November 1, 2012Date of Patent: May 5, 2015Assignee: SK Innovation Co., Ltd.Inventors: Sung Ho Son, Yun Bong Kim, Won Seok Jang, Yong Gyun Cho
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Publication number: 20150105577Abstract: A hydrosilylation method is provided. In this hydrosilylation method, silylation of the carbon atom other than the terminal carbon atom and generation of the by-product isomer by internal migration of the double bond are suppressed without sacrificing the hydrosilylation reactivity, even if an olefin compound having tertiary amine atom which can be a catalyst poison was used. In the hydrosilylation, an olefin compound having carbon-carbon unsaturated bond, and a compound having hydrogensilyl group are reacted in the presence of an acid amide compound, a nitrile compound and an aromatic hydroxyl compound, or an organoamine salt compound, by using catalytic action of platinum and/or its complex compound.Type: ApplicationFiled: December 17, 2014Publication date: April 16, 2015Inventor: Kazuhiro TSUCHIDA
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Publication number: 20150105576Abstract: A hydrosilylation method is provided. In this hydrosilylation method, silylation of the carbon atom other than the terminal carbon atom and generation of the by-product isomer by internal migration of the double bond are suppressed without sacrificing the hydrosilylation reactivity, even if an olefin compound having tertiary amine atom which can be a catalyst poison was used. In the hydrosilylation, an olefin compound having carbon-carbon unsaturated bond, and a compound having hydrogensilyl group are reacted in the presence of an acid amide compound, a nitrile compound and an aromatic hydroxyl compound, or an organoamine salt compound, by using catalytic action of platinum and/or its complex compound.Type: ApplicationFiled: December 17, 2014Publication date: April 16, 2015Inventor: Kazuhiro TSUCHIDA
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Patent number: 8981031Abstract: Silsesquioxane polymers that cure to porous silsesquioxane polymers, silsesquioxane polymers that cure to porous silsesquioxane polymers in negative tone photo-patternable dielectric formulations, methods of forming structures using negative tone photo-patternable dielectric formulations containing silsesquioxane polymers that cure to porous silsesquioxane polymers, structures containing porous silsesquioxane polymers and monomers and method of preparing monomers for silsesquioxane polymers that cure to porous silsesquioxane polymers.Type: GrantFiled: January 16, 2013Date of Patent: March 17, 2015Assignee: International Business Machines CorporationInventors: Robert D. Miller, Alshakim Nelson, Jitendra S. Rathore, Ratnam Sooriyakumaran
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Patent number: 8946464Abstract: A hydrosilylation method is provided. In this hydrosilylation method, silylation of the carbon atom other than the terminal carbon atom and generation of the by-product isomer by internal migration of the double bond are suppressed without sacrificing the hydrosilylation reactivity, even if an olefin compound having tertiary amine atom which can be a catalyst poison was used. In the hydrosilylation, an olefin compound having carbon-carbon unsaturated bond, and a compound having hydrogensilyl group are reacted in the presence of an acid amide compound, a nitrile compound and an aromatic hydroxyl compound, or an organoamine salt compound, by using catalytic action of platinum and/or its complex compound.Type: GrantFiled: December 8, 2011Date of Patent: February 3, 2015Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Kazuhiro Tsuchida
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Publication number: 20140343311Abstract: The invention relates generally to transition metal salts, more specifically to iron, nickel, cobalt, manganese and ruthenium salts, activated with silylhydrides, and their use as efficient hydrosilylation catalysts.Type: ApplicationFiled: May 15, 2014Publication date: November 20, 2014Inventors: Julie L. Boyer, Aroop Kumar Roy
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Publication number: 20140243486Abstract: Disclosed herein are cobalt complexes containing terdentate pyridine di-imine ligands and their use as efficient, reusable, and selective dehydrogenative silylation, crosslinking, and tandem dehydrogenative silylation-hydrogenation catalysts.Type: ApplicationFiled: May 6, 2014Publication date: August 28, 2014Inventors: Aroop Kumar Roy, Crisita Carmen Hojilla Atienza, Paul J. Chirik, Kenrick M. Lewis, Keith J. Weller, Susan Nye, Johannes G.P. Delis, Julie L. Boyer, Tianning Diao, Eric Pohl
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Patent number: 8816117Abstract: The subject of the invention is the method of synthesis of fluoracarbofunctional cage silsesquioxanes of the general formula in which•R1 stands for HCF2(CF2)n(CH2)mO(CH2)3Si(CH3)2O or HCF2(CF2)n(CH2)mO(CH2)3 group in which n=1-12, m=1-4;•R2, R3, R4, R5, R6, R7, R8 can be the same as R1 or different from it and stand all either for the (C1-C25) alkyl group or any aryl group, based on hydrosilylation of fluoroalkyl-allyl ether with an appropriate hydrogen-silsesquioxane in the presence of siloxide rhodium complex [{Rh(OSiMe3)(cod)}2] as a catalyst.Type: GrantFiled: August 16, 2010Date of Patent: August 26, 2014Assignee: Adam Mickiewicz UniversityInventors: Bogdan Marciniec, Hieronim Maciejewski, Michal Dutkiewicz
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Publication number: 20140231703Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition ? capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 21, 2014Inventors: Kurt Brandstadt, Simon Cook, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140231702Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 21, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140225027Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition ? capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 14, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140200348Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 17, 2014Applicant: Dow Corning CorporationInventors: Kurt Brandstadt, Simon Cook, Avril Surgenor, Richard Taylor, Ming-Shin Tzou, Binh Nguyen
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Publication number: 20140200347Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 17, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Patent number: 8765987Abstract: Disclosed herein is a process for the hydrosilylation of a composition containing a silyl hydride and a compound containing at least one unsaturated group, the process comprising contacting a non-previous metal based complex as a catalyst precursor with an activator being a reducing agent shortly before, simultaneously or after contacting the complex with the composition, to cause the silyl hydride to react with the compound containing at least one unsaturated group to produce a hydrosilylation product.Type: GrantFiled: November 22, 2011Date of Patent: July 1, 2014Assignees: Cornell University, Momentive Performance Materials Inc.Inventors: Paul J. Chirik, Aaron M. Tondreau, Johannes G. P. Delis, Kenrick M. Lewis, Keith J. Weller, Susan A. Nye
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Patent number: 8765986Abstract: The invention relates to a method for continuously producing silanes and/or organopolysiloxanes by hydrosilylation, in which at least one compound (A) containing at least one carbon-carbon multiple bond is reacted with at least one compound (B) comprising at least one Si—H functionality, wherein the reaction is carried out in a reaction mixing pump.Type: GrantFiled: February 18, 2011Date of Patent: July 1, 2014Assignee: BYK-Chemie GmbHInventors: Jörg Issberner, Frank Tlauka, Tom Beckmann, Alfred Bubat
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Patent number: 8742155Abstract: When an organoxysilyl or siloxy-containing ethylnorbornene compound is prepared by hydrosilylation of 5-vinyl-2-norbornene with a hydrogen organoxysilane or siloxy compound in the presence of a platinum catalyst, hydrosilylation is conducted in the co-presence of an ammonium salt. The organoxysilyl or siloxy-containing ethylnorbornene compound is effectively prepared at high reactivity and selectivity.Type: GrantFiled: August 23, 2012Date of Patent: June 3, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Takayuki Honma
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Patent number: 8716511Abstract: Process for preparing organoalkoxyhydrosilanes with a boron content less than 100 ppb and of the formula R1xHySi(OR2)z where x+y+z=4 and x, y, z are greater than or equal to 1, wherein, in a first step, a boron-contaminated organohalohydrosilane of the formula R1xHySiHalz where x+y+z=4, x, y, z are greater than or equal to 1, and R1 are linear or branched alkyl, cycloalkyl, aryl, alkenyl or arylalkyl radicals having 1 to 12 carbon atoms and Hal is F, Cl, Br or I, is subjected to a treatment with silica or aluminosilicate and the silica or the aluminosilicate is subsequently removed from the organohalohydrosilane in a second step and then the purified organohalohydrosilane is reacted with alcohol R2—OH where R2 is a methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl or tert-pentyl radical.Type: GrantFiled: June 21, 2010Date of Patent: May 6, 2014Assignee: Wacker Chemie AGInventors: Wolfgang Knies, Karin Bögershausen
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Publication number: 20140107366Abstract: This invention is directed to a process for producing a haloorganoalkoxysilane product comprising reacting an olefinic halide, an alkoxysilane, a catalytically effective amount of ruthenium-containing catalyst; and a reaction-promoting effective amount of a peroxy compound, optionally in the presence of an electron-deficient aromatic compound.Type: ApplicationFiled: October 12, 2012Publication date: April 17, 2014Applicant: Momentive Performance Materials Inc.Inventors: Kenrick Martin Lewis, Jitendra Singh Rathore, Andrea Trotto, Giuseppe D'Agostino
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Publication number: 20140051822Abstract: Disclosed herein are cobalt complexes containing terdentate pyridine di-imine ligands and their use as efficient and selective dehydrogenative silylation and crosslinking catalysts.Type: ApplicationFiled: August 14, 2013Publication date: February 20, 2014Applicants: Princeton University, Momentive Performance Materials Inc.Inventors: Crisita Carmen Hojilla Atienza, Paul J. Chirik, Susan Nye, Kenrick M. Lewis, Keith J. Weller, Julie L. Boyer, Johannes G.P. Delis, Aroop Roy, Eric Pohl
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Patent number: 8623984Abstract: The present invention relates to compositions containing polyether-siloxane copolymers which are based on branched SiH-functional siloxanes, where at least one of the polyether-siloxane copolymers has a radical —OR8 where R8=hydrogen or an alkyl radical having from 1 to 10 carbon atoms which is bound to a silicon atom, a process for producing polyurethane foam in which these compositions are used as foam stabilizers, polyurethane foams containing these compositions and the use of these polyurethane foams.Type: GrantFiled: May 20, 2010Date of Patent: January 7, 2014Assignee: Evonik Goldschmidt GmbHInventors: Frauke Henning, Carsten Schiller, Horst Dudzik, Eva Emmrich, Annegret Terheiden, Martin Glos, Wilfried Knott, Christian Eilbracht
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Patent number: 8580994Abstract: This invention involves a process for the preparation of haloalkylalkoxysilanes and haloalkylhalosilancs. The process comprises reacting an alkoxyhydridosilane or a halohydridosilanc silane with an alkenylhalide compound in the presence of a catalytic amount of an iridium containing catalyst. When a halohydridosilane is the silane reactant. The resulting haloalkylhalosilane may be alkoxylated by reaction with a C1-C6, alcohol. In another aspect of the invention, the reacting is conducted under a reduced oxygen atmosphere to improve the catalyst activity and the yield of the resulting haloalkylhalosilane or haloalkylalkox vsi lane.Type: GrantFiled: January 13, 2009Date of Patent: November 12, 2013Assignee: Dow Corning CorporationInventors: Paul Charles Dinh, Keiji Wakita
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Patent number: 8575384Abstract: Provided are triarylamine derivatives excellent in compatibility with various organic solvents or resins, capable of forming a silicon-oxygen bond on the surface of an inorganic material, and allowing easy purification; a preparation process of the triarylamine derivative; an intermediate product of the triarylamine derivative; an inorganic composite material obtained by bonding the triarylamine derivative to the surface of an inorganic material; and a preparation process of the inorganic composite material.Type: GrantFiled: November 29, 2011Date of Patent: November 5, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yusuke Itoh, Ayumu Kiyomori
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Patent number: 8476468Abstract: The invention relates to a process for treating a composition containing silicon compounds, especially organosilanes and/or inorganic silanes, and at least one extraneous metal and/or a compound containing extraneous metal, wherein the composition is contacted with at least one adsorbent and/or a first filter and then a composition in which the content of the extraneous metal and/or of the compound containing extraneous metal has been reduced is obtained. The invention further relates to the use of organic resins, activated carbon, silicates and/or zeolites and/or else of at least one filter with small pore sizes to reduce the level of the compounds mentioned.Type: GrantFiled: October 13, 2009Date of Patent: July 2, 2013Assignee: Evonik Degussa GmbHInventors: Hartwig Rauleder, Ekkehard Mueh
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Publication number: 20130158281Abstract: Disclosed herein is the use of manganese, iron, cobalt, or nickel complexes containing tridentate pyridine di-imine ligands as hydrosilylation catalysts. These complexes are effective for efficiently catalyzing hydrosilylation reactions, as well as offering improved selectivity and yield over existing catalyst systems.Type: ApplicationFiled: December 14, 2011Publication date: June 20, 2013Applicants: Princeton University, Momentive Performance Materials Inc.Inventors: Keith James Weller, Crisita Carmen H. Atienza, Julie Boyer, Paul Chirik, Johannes G.P. Delis, Kenrick Lewis, Susan A. Nye
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Patent number: 8410193Abstract: A method of preparing a ceramic-resin composite material for bone repair, including preparing a predetermined amount of pH controlled substantially anhydrous coupling agent by mixing a liquid silane material, alcohol and organic acid, producing particulate bioactive glass having a desired particle size of less than about 53 mesh, measuring a desired quantity of the particulate bioactive glass into a mixing vessel, heating the mixing vessel and particulate bioactive glass to about 100 degrees Celsius, mixing the heated quantity of particulate bioactive glass and spraying a predetermined amount of substantially anhydrous coupling agent into the heated quantity of particulate bioactive glass to define an admixture, mixing the admixture for sufficient time to define a quantity of substantially evenly coated particles, heating the quantity of substantially evenly coated particles for sufficient time to evolve excess solvent therefrom, and incorporating the quantity of substantially evenly coated particles into a rType: GrantFiled: February 7, 2009Date of Patent: April 2, 2013Inventor: Thomas E. Day
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Publication number: 20130066095Abstract: When an organoxysilyl or siloxy-containing ethylnorbornene compound is prepared by hydrosilylation of 5-vinyl-2-norbornene with a hydrogen organoxysilane or siloxy compound in the presence of a platinum catalyst, hydrosilylation is conducted in the co-presence of an ammonium salt. The organoxysilyl or siloxy-containing ethylnorbornene compound is effectively prepared at high reactivity and selectivity.Type: ApplicationFiled: August 23, 2012Publication date: March 14, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventor: Takayuki Honma
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Patent number: 8388914Abstract: Methods and systems for producing silane that use electrolysis to regenerate reactive components therein are disclosed. The methods and systems may be substantially closed-loop with respect to halogen, an alkali or alkaline earth metal and/or hydrogen.Type: GrantFiled: December 23, 2010Date of Patent: March 5, 2013Assignee: MEMC Electronic Materials, Inc.Inventors: Puneet Gupta, Henry Erk, Alexis Grabbe
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Publication number: 20120316356Abstract: The selectivity of hydrosilylation of unsaturated organic compounds by Si—H functional organosilicon compounds is improved by use of a silyl polyphosphate ester in conjunction with a platinum hydrosilylation catalyst.Type: ApplicationFiled: February 1, 2011Publication date: December 13, 2012Applicant: WACKER CHEMIE AGInventors: Alfred Popp, Konrad Mautner
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Patent number: 8207241Abstract: Nanosize titanium dioxide having supported thereon metallic platinum are efficient hydrosilylation catalysts whose hydrosilylation activity may be increased by irradiation. The catalysts are prepared by depositing soluble platinum compounds on a titanium dioxide sol or titanium dioxide pigments followed by drying, calcining, and reduction to platinum metal. The catalysts are particularly useful in preparing addition-curable organopolysiloxane elastomers.Type: GrantFiled: December 1, 2005Date of Patent: June 26, 2012Assignee: Wacker Chemie AGInventors: Marco Hofmann, Hans-Juergen Eberle
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Publication number: 20120149901Abstract: A hydrosilylation method is provided. In this hydrosilylation method, silylation of the carbon atom other than the terminal carbon atom and generation of the by-product isomer by internal migration of the double bond are suppressed without sacrificing the hydrosilylation reactivity, even if an olefin compound having tertiary amine atom which can be a catalyst poison was used. In the hydrosilylation, an olefin compound having carbon-carbon unsaturated bond, and a compound having hydrogensilyl group are reacted in the presence of an acid amide compound, a nitrile compound and an aromatic hydroxyl compound, or an organoamine salt compound, by using catalytic action of platinum and/or its complex compound.Type: ApplicationFiled: December 8, 2011Publication date: June 14, 2012Inventor: Kazuhiro TSUCHIDA
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Publication number: 20120142918Abstract: A caged phosphine product is provided which can act as a ligand to form a metal complex. The metal complex can be used as a catalyst.Type: ApplicationFiled: January 26, 2010Publication date: June 7, 2012Inventors: Ranbir Singh Padda, Martin Barry Smith, Gordon Findlay Docherty, Michael John Harrison
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Patent number: 8153836Abstract: In a mixture of silsesquioxane compounds comprising silsesquioxane units having a side chain including a direct bond between a silicon atom and a norbornane skeleton and having a degree of condensation of substantially 100%, a dimethylene chain of the norbornane skeleton remote from the silicon bonded side is substituted with at least one substituent group other than hydrogen, and an isomer having a bulkier substituent group on the dimethylene chain at an exo position is present in a higher proportion.Type: GrantFiled: September 25, 2007Date of Patent: April 10, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Mutsuo Nakashima, Yoshitaka Hamada, Katsuya Takemura, Kazumi Noda
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Patent number: 8039646Abstract: The present invention relates to a process for preparing glycidyloxy-alkylalkoxysilanes of the general formula (I) (R?)O—CnH2nSi(R?)m(OR)3-m(I) in which R and R? groups are each independently linear or branched alkyl groups having from 1 to 4 carbon atoms, n is 1, 2, 3, 4, 5, 6, 7 or 8 and m is 0, 1, 2 or 3, and R? is an H2C(O)CH— or H2C(O)CHCH2— group, by reacting (i) a functionalized alkene of the general formula (II) (R?)O—CnH2n-1(II) in which R? is an H2C(O)CH— or H2C(O)CHCH2— group and n is 1, 2, 3, 4, 5, 6, 7 or 8 with (ii) at least one hydroalkoxy-silane of the general formula (III) HSi(R?)m(OR)3-m (III) in which R and R? groups are each independently linear or branched alkyl groups having from 1 to 4 carbon atoms and m is 0, 1, 2 or 3, in the presence (iii) of at least one homogeneous catalyst, (iv) of at least one solvent and/or of a diluent and (v) of at least one promoter.Type: GrantFiled: December 20, 2007Date of Patent: October 18, 2011Assignee: Evonik Degussa GmbHInventors: Stefan Bade, Beate Seliger, Norbert Schladerbeck, Joerg Sauer
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Patent number: 8008419Abstract: The invention provides novel siloxane monomers useful in a variety of adhesive applications. In one aspect, the siloxane compounds described herein can be used as Diels-Alder type curatives for bismaleimide or poly-maleimide monomers. The unsaturated resins shown here are attractive for use as maleimide curatives due to their poly-functionality. Each substituted styrenyl residue can react with two maleimide functional groups. Thus, an invention adhesive composition typically contains an excess of bismaleimide monomers.Type: GrantFiled: August 13, 2009Date of Patent: August 30, 2011Assignee: Designer Molecules, Inc.Inventor: Stephen M. Dershem
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Publication number: 20110160454Abstract: Provided are a saturated N-heterocyclic carbene-ligand metal complex derivative, a method for preparing the same, and a method for preparing a silane compound by hydrosilylation using the same as a catalyst. To describe in more detail, the metal complex derivative has a saturated N-heterocyclic carbene derivative and an olefin ligand at the same time. A silane compound is prepared by hydrosilylation in the presence of the metal complex derivative as a catalyst. The provided metal complex derivative of the present invention has superior stability during hydrosilylation reaction and is capable of effectively performing the hydrosilylation reaction at low temperature even with small quantity. Further, a product with superior regioselectivity may be obtained. In addition, after the hydrosilylation reaction is completed, the metal complex derivative may be recovered and recycled.Type: ApplicationFiled: July 29, 2010Publication date: June 30, 2011Applicant: Korea Institute of Science and TechnologyInventors: Bok Ryul Yoo, Joon Soo Han, Jang Hyun Yoo
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Patent number: 7956210Abstract: Alkyl silanes are prepared by silylating an unsaturated hydrocarbon with an Si—H functional silane employing an iridium chloride coordination compound as a catalyst and a polymeric polyene as a cocatalyst. Reaction bottoms can be worked up to provide an iridium-containing composition which remains catalytically active.Type: GrantFiled: February 25, 2008Date of Patent: June 7, 2011Assignee: Wacker Chemie AGInventors: Andreas Bauer, Oliver Schäfer
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Patent number: 7884224Abstract: In the preparation of phosphonatosilanes by reaction of organophosphites with halocarbon-functional silanes, the safety of the reaction is markedly increased while increasing space/time yield by continuously or periodically withdrawing reaction mixture, freeing the withdrawn mixture of phosphonatosilane product, and recycling the product-depleted remainder back to the reaction. Operation at temperatures of 100° C. or lower is made possible by this process.Type: GrantFiled: June 23, 2005Date of Patent: February 8, 2011Assignee: Wacker Chemie AGInventors: Andreas Bockholt, Leonhard Brader