Forming Group Containing Silicon And Carbon Bonded Directly To The Same Oxygen (e.g., Esters, Etc.) Patents (Class 556/470)
  • Patent number: 11028106
    Abstract: An object of the present invention is to provide a method capable of producing a tetraalkoxysilane with a high energy efficiency and with a high yield. The present invention provides a method for producing a tetraalkoxysilane, the method including: a first step of reacting an alcohol with a silicon oxide; and a second step of bringing a vaporized component of the reaction mixture obtained in the first step into contact with a molecular sieve.
    Type: Grant
    Filed: December 25, 2018
    Date of Patent: June 8, 2021
    Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY
    Inventors: Norihisa Fukaya, Seong-Jib Choi, Jun-Chul Choi, Toshio Horikoshi, Sho Kataoka, Thuy Nguyen, Kazuhiko Sato, Minoru Hasegawa, Hiroshi Kumai
  • Patent number: 10968237
    Abstract: A method for producing tetraalkoxysilane includes reacting a compound represented by Chemical Formula 1 below with an alkali metal at a molar ratio ranging from 1.0:1.0 to 1.0:1.1 and in the absence of a solvent to produce a basic catalyst represented by Chemical Formula 2 below; and mixing the basic catalyst represented by Chemical Formula 2, silicon metal, and an alcohol represented by Chemical Formula 3 below to produce tetraalkoxysilane: Chemical Formula 1 R1O(CHR2CH2O)n—H, Chemical Formula 2 R1O(CHR2CH2O)n-M, and Chemical Formula 3 R3OH, where M is alkali metal, R1 represents a C1-C5 linear hydrocarbon group or a C3-C5 branched hydrocarbon group, R2 represents H or a C1-C3 linear hydrocarbon group, R3 represents a C1-C2 alkyl group, and n is an integer of 2-3. Thus, it is possible to increase the proportion of the catalyst in the process, and to minimize production of impurities caused by solvent decomposition.
    Type: Grant
    Filed: April 29, 2020
    Date of Patent: April 6, 2021
    Assignee: Korea Institute of Science and Technology
    Inventors: Bok Ryul Yoo, Daejin Kim
  • Patent number: 10570160
    Abstract: The invention provides a direct solvent free method for the selective synthesis of trialkoxysilanes having the formula SiH(OR)3, the method comprises providing a mixture of metallic silicon and copper based catalyst in a packed bed reactor, wherein neither the metallic silicon nor the silicon-catalyst mixture is subjected to any washing step. Claim 1 relates to a direct solvent free method for the selective synthesis of trialkoxysilanes having the formula SiH(OR)3, wherein each R is a C1-C4 alkyl, the method comprising the steps of: providing a mixture of metallic silicon and copper based catalyst in a packed bed reactor; heating the mixture at an activation temperature of about 180° C.-about 250° C.; introducing C1-C4 alcohol to the reactor at a reaction temperature of about 180° C.-less than about 250° C.
    Type: Grant
    Filed: October 18, 2016
    Date of Patent: February 25, 2020
    Assignee: Nelson Mandela Metropolitan University
    Inventors: Fidelis Chigondo, Paul Watts
  • Patent number: 10316147
    Abstract: The present invention relates to a mixture of polyalkylsiloxanes that cure at temperatures of about 170° C. while being unreactive under ambient conditions during storage or transport and which are obtained through a hydrosilylation reaction wherein a mixture of ethylenically unsaturated olefins consisting of 1-100% of one or more polyene(s), and 0-99 mol % of monounsaturated olefins with 6 to 15 carbon atoms is reacted with an amount of one or more polyalkylhydrosiloxanes in the presence of a hydrosilylation catalyst. Furthermore, the present invention relates to water-based compositions suitable for use in metal casting processes as a mold release agent comprising a mixture of polyalkylsiloxanes of the invention and a non-ionic surfactant. In addition, the present invention relates to the use of the polyalkylsiloxanes and mixtures of polyalkylsiloxanes as defined herein.
    Type: Grant
    Filed: October 19, 2016
    Date of Patent: June 11, 2019
    Assignee: Henkel AG & Co. KGaA
    Inventors: Douwe Marten Kok, Martijn Quico Slagt, Johannes Hendrikus Gerhardus Franciscus Braam, Gerrit Jan Odink
  • Patent number: 9475826
    Abstract: Fluorine-containing nano composite particles comprising a condensate of a fluorine-containing alcohol represented by the general formula: RF-A-OH??[I] wherein RF is a perfluoroalkyl group or a polyfluoroalkyl group in which some of the fluorine atoms of the perfluoroalkyl group are replaced by hydrogen atoms, and A is an alkylene group having 1 to 6 carbon atoms; and an alkoxysilane, or fluorine-containing nano composite particles comprising a condensate of a fluorine-containing alcohol represented by the general formula: RF?-A-OH??[Ia] or the general formula: HO-A-RF?-A-OH??[Ib] wherein RF? is a linear or branched perfluoroalkyl group containing an O, S, or N atom, RF? is a linear or branched perfluoroalkylene group containing an O, S, or N atom, and A is an alkylene group having 1 to 6 carbon atoms; and an alkoxysilane.
    Type: Grant
    Filed: March 6, 2014
    Date of Patent: October 25, 2016
    Assignees: Unimatec Co., Ltd., Hirosaki University
    Inventors: Katsuyuki Sato, Hideo Sawada
  • Patent number: 9263769
    Abstract: The invention provides a method for producing electrolyte solvent, the method comprising reacting a glycol with a disilazane in the presence of a catalyst for a time and at a temperature to silylate the glycol, separating the catalyst from the silylated glycol, removing unreacted silazane; and purifying the silylated glycol.
    Type: Grant
    Filed: April 30, 2014
    Date of Patent: February 16, 2016
    Assignee: UCHICAGO ARGONNE, LLC
    Inventors: Gregory K. Krumdick, Krzysztof Pupek, Trevor L. Dzwiniel
  • Patent number: 9079849
    Abstract: A process for preparing metal alkoxides starting with a metal chloride and esters of either succinic acid or glutaric acid to produce metal alkoxide, an acid anhydride and alkyl chloride. Esterification of the acid anhydride with alcohol regenerates the ester of organic acid. The first step is carried out under anhydrous conditions. By regenerating the organic acid esters in the process, the only byproduct is an alkyl chloride.
    Type: Grant
    Filed: May 8, 2013
    Date of Patent: July 14, 2015
    Inventor: John E. Stauffer
  • Publication number: 20150051418
    Abstract: Aminoalkylalkoxysilanes are prepared from halo(haloalkyl)silanes in the simultaneous presence of ammonia or primary organic amine and alcohol.
    Type: Application
    Filed: March 6, 2013
    Publication date: February 19, 2015
    Inventors: Elke Fritz-Langhals, Sotirios Kneissl, Juergen Stohrer
  • Publication number: 20140330035
    Abstract: The invention relates to a composition and a method for the production of the composition comprising block cocondensates of propylfunctional alkaline siliconates and silicates.
    Type: Application
    Filed: October 30, 2012
    Publication date: November 6, 2014
    Applicant: EVONIK INDUSTRIES AG
    Inventors: Spomenko Ljesic, Christopher Studte, Helmut Mack
  • Patent number: 8809567
    Abstract: The invention relates to a method for producing silyl enol ether compound (3) by reacting ketone or aldehyde compound (1) with allylsilane compound (2) in the presence of a base and 0.00001 to 0.5 equivalents of an acid catalyst relative to ketone or aldehyde compound (1).
    Type: Grant
    Filed: March 3, 2011
    Date of Patent: August 19, 2014
    Assignee: Kyoto University
    Inventors: Kiyosei Takasu, Yoshiji Takemoto, Kei Kurahashi
  • Patent number: 8765295
    Abstract: The electrolyte includes one or more salts and a silane. The silane has a silicon linked to one or more first substituents that each include a poly(alkylene oxide) moiety or a cyclic carbonate moiety. The silane can be linked to four of the first substituents. Alternately, the silane can be linked to the one or more first substituents and one or more second substituents that each exclude both a poly(alkylene oxide) moiety and a cyclic carbonate moiety.
    Type: Grant
    Filed: December 12, 2011
    Date of Patent: July 1, 2014
    Inventors: Robert C. West, Khalil Amine, Zhengcheng Zhang, Qingzheng Wang, Nicholas A. A. Rossi, Sang Young Yoon, Hiroshi Nakahara
  • Publication number: 20140179946
    Abstract: Phosphoranimide-metal catalysts and their role in hydrogenation and hydrosilylation are disclosed. The catalysts comprise first row transition metals such as nickel, cobalt or iron. The catalysts have a metal to anionic phosphoranimide ratio of 1:1. This disclosure presents a process for catalytic hydrogenation and hydrosilylation of a range of unsaturated organic compounds under lower temperature and pressure conditions than conditions associated with industrial hydrogenation and hydrosilylation.
    Type: Application
    Filed: December 21, 2012
    Publication date: June 26, 2014
    Applicant: GOVERNORS OF THE UNIVERSITY OF ALBERTA
    Inventors: Jeffrey Camacho BUNQUIN, Jeffrey Mark STRYKER
  • Patent number: 8759563
    Abstract: The present invention provides an organosilicon composition comprising diethoxymethylsilane, a concentration of dissolved residual chloride, and a concentration of dissolved residual chloride scavenger that does not yield unwanted chloride salt precipitate when combined with another composition comprising diethoxymethylsilane.
    Type: Grant
    Filed: November 5, 2012
    Date of Patent: June 24, 2014
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Steven Gerard Mayorga, Mark Leonard O'Neill, Kelly A. Chandler
  • Patent number: 8716511
    Abstract: 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: Grant
    Filed: June 21, 2010
    Date of Patent: May 6, 2014
    Assignee: Wacker Chemie AG
    Inventors: Wolfgang Knies, Karin Bögershausen
  • Patent number: 8710254
    Abstract: Silsesquisiloxanes are produced in high yield and purity in a minimal number of process steps by reacting quaternary ammonium silicates with disiloxanes in a precipitant liquid which causes the silsesquisiloxane product to be precipitated in high purity.
    Type: Grant
    Filed: October 6, 2010
    Date of Patent: April 29, 2014
    Assignee: Wacker Chemie AG
    Inventors: Georg Loessel, Manfred Meisenberger
  • Publication number: 20140037958
    Abstract: A material or biomaterial comprising silicic acid condensates with a low degree of crosslinking and methods of producing the same are subject matter of the present invention. A method of producing silicic acid structures having a low degree of crosslinking is disclosed, in which a sol is prepared, with further condensation being prevented if certain cross-linkages of the silicic acid are achieved, and wherein, preferably, structures with a size of 0.5-1000 nm are produced, e.g., polyhedral structures or aggregates of the same. Further condensation can be prevented by a chemical reaction of OH groups of the silicic acid condensates, e.g., by esterification or silylation. In one embodiment, the material primarily includes silicon dioxide (SiO2), in particular silicon dioxide that, because of its modification, e.g., by esterification, is nanostructured and has a low degree of crosslinking.
    Type: Application
    Filed: January 31, 2012
    Publication date: February 6, 2014
    Inventor: Thomas Gerber
  • Patent number: 8617792
    Abstract: An aromatic ring-containing polymer for a resist underlayer, the polymer including a unit represented by the following Chemical Formula 1: wherein, R1 and R2 are independently hydrogen, a C1 to C10 alkyl group, or an aromatic group, A is a functional group derived from an aromatic compound with a heteroatom or without a heteroatom, and n is an integer of one or more.
    Type: Grant
    Filed: August 2, 2010
    Date of Patent: December 31, 2013
    Assignee: Cheil Industries, Inc.
    Inventors: Sung-Wook Cho, Kyong-Ho Yoon, Min-Soo Kim, Seung-Bae Oh, Jee-Yun Song, Hwan-Sung Cheon
  • Patent number: 8569439
    Abstract: A hardener for silicone rubber materials comprising a silane compound which comprises a 2-hydroxy-propionic acid alkyl ester radical.
    Type: Grant
    Filed: August 29, 2008
    Date of Patent: October 29, 2013
    Assignee: Nitro-Chemie Aschau GmbH
    Inventors: Theodor Ederer, Thomas Knott, Ulrich Pichl, Gerhard Schmidt, Ludwig Waldmann
  • Patent number: 8513449
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 60 nanometers, preferably from about 0.1 to about 30 nanometers, and most preferably from about 0.1 to about 15 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Grant
    Filed: November 19, 2010
    Date of Patent: August 20, 2013
    Assignee: Momentive Performance Materials, Inc.
    Inventors: Sabrina R. Cromer, Regina Nelson Eng, Kenrick M. Lewis, Abellard T. Mereigh, Chi-Lin O'Young, Hua Yu
  • Patent number: 8507709
    Abstract: The invention relates to a method for producing silicon compounds (A) having hydrocarbon oxy-groups that have at least one unit of the general formula (1) HmSi(OR)n(OR?)oR?pX4-m-n-o-p (1) by conversion of silicon compounds (B) having at least one unit of the general formula (2) Hm+nSi(OR?)oR?pX4-m-n-o-p (2), having an alcohol of the general formula (3) ROH (3) in the presence of a catalyst (K) that is on a carrier material bonded metal selected from Ni, Pd, Pt, wherein per mol formed group OR, at maximum 1 liter of solvent is used and wherein R, R?, R?, X, m, n, o and p have the meanings listed in claim 1.
    Type: Grant
    Filed: March 19, 2010
    Date of Patent: August 13, 2013
    Assignee: Wacker Chemie AG
    Inventors: Michael Stepp, Markus Merget
  • Patent number: 8420212
    Abstract: Silane coupling agents which are high in heat resistance, and which are high in durability, releasability, and antifouling properties. The silane coupling agents have a biphenylalkyl group and are represented by the following general formula (1).
    Type: Grant
    Filed: March 6, 2008
    Date of Patent: April 16, 2013
    Assignee: Tokyo University of Science Educational Foundation Administrative Organization
    Inventor: Norio Yoshino
  • Publication number: 20130053567
    Abstract: The invention relates to a method for producing silyl enol ether compound (3) by reacting ketone or aldehyde compound (1) with allylsilane compound (2) in the presence of a base and 0.00001 to 0.5 equivalents of an acid catalyst relative to ketone or aldehyde compound (1).
    Type: Application
    Filed: March 3, 2011
    Publication date: February 28, 2013
    Applicant: KYOTO UNIVERSITY
    Inventors: Kiyosei Takasu, Yoshiji Takamoto, Kei Kurahashi
  • Patent number: 8329933
    Abstract: The present invention provides an organosilicon composition comprising diethoxymethylsilane, a concentration of dissolved residual chloride, and a concentration of dissolved residual chloride scavenger that does not yield unwanted chloride salt precipitate when combined with another composition comprising diethoxymethylsilane.
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: December 11, 2012
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Steven Gerard Mayorga, Mark Leonard O'Neill, Kelly Ann Chandler
  • Patent number: 8227371
    Abstract: This invention relates to a metathesis catalyst comprising (i) a Group 8 metal hydride-dihydrogen complex represented by the formula: wherein M is a Group 8 metal; X is an anionic ligand; and L1 and L2 are neutral donor ligands; and (ii) a ligand exchange agent represented by the formula J-Y, wherein J is selected from the group consisting of hydrogen, a C1 to C30 hydrocarbyl, and a C1 to C30 substituted hydrocarbyl; and Y is selected from the group consisting of halides, alkoxides, aryloxides, and alkyl sulfonates.
    Type: Grant
    Filed: September 24, 2010
    Date of Patent: July 24, 2012
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew W. Holtcamp, Matthew S. Bedoya, Laughlin G. McCullough
  • Publication number: 20120095248
    Abstract: 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: Application
    Filed: June 21, 2010
    Publication date: April 19, 2012
    Applicant: Wacker Chemie AG
    Inventors: Wolfgang Knies, Karin Bögershausen
  • Publication number: 20120071607
    Abstract: The present invention relates to a polyolefin composition comprising (A) a crosslinkable polyolefin with hydrolysable silane groups which upon hydrolysation form an acid or a base, characterised in that the acid or base generates a gel content of at least 40% after 40 hours in the 90° C. cross-linking test, wherein the acid or base is added in an amount of 4.5 mmol/kg to an ethylene/vinyltrimethoxysilane copolymer with a MFR2=2 g/10 min, a density of 923 g/cm3, and 2 wt. % of vinyltrimethoxysilane and then is cross-linked in a waterbath at 90° C., and to a polyolefin composition comprising (i) a crosslinkable polyolefin with hydrolysable silane groups, and (ii) a non-polymeric compound with hydrolysable silane groups which upon hydrolysation form an acid or a base, characterised in that the acid or base generates a gel content of at least 40% after 40 hours in the 90° C. cross-linking test, wherein the acid or base is added in an amount of 4.
    Type: Application
    Filed: May 14, 2010
    Publication date: March 22, 2012
    Inventors: Kristian Dahlen, Roger Carlsson
  • Patent number: 8097745
    Abstract: A simple method of producing an organosilicon compound of a formula R2n(OR4)mSi—R1—Si(OR4)mR2n is disclosed. The method comprises the following two steps, Y—R1—Y+SiXm+1R2n->R2nXmSi—R1—SiXmR2n R2nXmSi—R1—SiXmR2n+M(OR4)r,->R2n(OR4)mSi—R1—Si(OR4)mR2n In the formulas, R1 is methylene, alkylene, or arylene, R2 is alkyl, alkenyl, alkynyl, or aryl, m and n is 0 to 3, provided m+n=3, at least one m being 1 or more, Y is halogen, X is hydrogen or halogen, R4 is alkyl, alkenyl, alkynyl, or aryl, M is metal, and r is the valence of the metal). The organosilicon compound is used to form a film having excellent heat resistance, chemical resistance, conductivity, and modulus of elasticity.
    Type: Grant
    Filed: March 30, 2010
    Date of Patent: January 17, 2012
    Assignee: JSR Corporation
    Inventors: Yohei Nobe, Kang-go Chung, Ryuichi Saito
  • Publication number: 20120010422
    Abstract: The invention relates to a method for producing silicon compounds (A) having hydrocarbon oxy-groups that have at least one unit of the general formula (1) HmSi (OR)n (OR?) oR?pX4-m-n-o-p (1) by conversion of silicon compounds (B) having at least one unit of the general formula (2) Hm+nSi(OR?)oR?pX4-m-n-o-p (2), having an alcohol of the general formula (3) ROH (3) in the presence of a catalyst (K) that is on a carrier material bonded metal selected from Ni, Pd, Pt, wherein per mol formed group OR, at maximum 1 liter of solvent is used and wherein R, R?, R?, X, m, n, o and p have the meanings listed in claim 1.
    Type: Application
    Filed: March 19, 2010
    Publication date: January 12, 2012
    Applicant: WACKER CHEMIE AG
    Inventors: Michael Stepp, Markus Merget
  • Publication number: 20110065948
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 60 nanometers, preferably from about 0.1 to about 30 nanometers, and most preferably from about 0.1 to about 15 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Application
    Filed: November 19, 2010
    Publication date: March 17, 2011
    Applicant: Momentive Performance Materials Inc.
    Inventors: Sabrina R. Cromer, Regina Nelson Eng, Kenrick M. Lewis, Abellard T. Mereigh, Chi-Lin O'Young, Hua Yu
  • Patent number: 7858818
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 60 nanometers, preferably from about 0.1 to about 30 nanometers, and most preferably from about 0.1 to about 15 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Grant
    Filed: May 21, 2007
    Date of Patent: December 28, 2010
    Assignee: Momentive Performance Materials Inc.
    Inventors: Sabrina R. Cromer, Regina Nelson Eng, Kenrick M. Lewis, Abellard T. Mereigh, Chi-Lin O'Young, Hua Yu
  • Patent number: 7812188
    Abstract: A method for purifying organosilicon precursor compounds is provided. It includes preparation of the adsorbent with a treating compound. The thus-treated adsorbents can be used to remove impurities such as organic impurities and moisture from a composition containing an organosilicon containing compound. In this manner, it is able to purify organosilicon precursors (or solutions containing organosilicon precursors) without inducing decomposition of the organosilicon precursor.
    Type: Grant
    Filed: December 7, 2006
    Date of Patent: October 12, 2010
    Assignee: American Air Liquide, Inc.
    Inventors: Mindi Xu, Trapti Chaubey
  • Publication number: 20100119848
    Abstract: Silane coupling agents which are high in heat resistance, such that no decrease in contact angle is observed even after exposure to an atmosphere having a temperature of 350° C. or higher for 4 hours or longer, and which are high in durability, releasability, and antifouling properties. The silane coupling agents have a biphenylalkyl group and are represented by the following general formula (1). The silane coupling agents are high in heat resistance, such that surfaces modified with these compounds show no decrease in contact angle when exposed to an atmosphere having a temperature of 350° C. or higher for 4 hours or longer, and are high in durability, releasability, and antifouling properties. The silane coupling agents have an extraordinary effect and usefulness. [In the formula (1), Rf represents perfluoroalkyl of F(CF2)n, wherein n is an integer of 1-14, preferably 1-12, more preferably 4-12, and still more preferably 4-10.
    Type: Application
    Filed: March 6, 2008
    Publication date: May 13, 2010
    Inventor: Norio Yoshino
  • Patent number: 7679884
    Abstract: Disclosed are electrolytes that are organosilicon phosphorus-based, and supercapacitors which incorporate them. These electrolytes are cationic salts with a phosphorous containing organosilicon moiety. They appear particularly suitable for use in applications such as electric and hybrid electric vehicles.
    Type: Grant
    Filed: July 29, 2008
    Date of Patent: March 16, 2010
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Robert C. West, Lingzhi Zhang
  • Patent number: 7659419
    Abstract: A stabilizing agent for a hydroalkoxysilane such as triethoxysilane and trimethoxysilane characterized by comprising a carboxylate such as an alkali metal salt or an alkali earth metal salt of a carboxylic acid having 1 to 18 carbon atoms; a method for stabilizing a hydroalkoxysilane by combining it with a carboxylate; and a hydroalkoxysilane stabilized with a carboxylate.
    Type: Grant
    Filed: July 30, 2004
    Date of Patent: February 9, 2010
    Assignees: Dow Corning Corporation, Dow Corning Toray Company, Ltd.
    Inventors: Makoto Iwai, Stephen P. Ferguson
  • Patent number: 7652164
    Abstract: The Direct Synthesis of trialkoxysilane is carried out by conducting the Direct Synthesis reaction of silicon and alcohol, optionally in solvent, in the presence of a catalytically effective amount of Direct Synthesis catalyst and an effective catalyst-promoting amount of Direct Synthesis catalyst promoter, said promoter being an organic or inorganic compound possessing at least one phosphorus-oxygen bond.
    Type: Grant
    Filed: November 21, 2005
    Date of Patent: January 26, 2010
    Assignee: Momentive Performance Materials Inc.
    Inventors: Kenrick M. Lewis, Abellard T. Mereigh, Chi-Lin O'Young, Rudolph A. Cameron
  • Publication number: 20100016622
    Abstract: Processes for preparing silicon-containing polytrimethylene homo- or copolyethers, wherein at least a portion of the polymer end groups are silicon-containing end groups, are provided.
    Type: Application
    Filed: September 30, 2009
    Publication date: January 21, 2010
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventor: Howard C. Ng
  • Patent number: 7605284
    Abstract: The invention relates to a process for the dehydrogenative condensation of alcohols and siloxanes which have at least one hydrogen atom bound to a silicon atom in the molecule, wherein at least one quaternary ammonium hydroxide is used as effective catalyst in this reaction.
    Type: Grant
    Filed: October 26, 2006
    Date of Patent: October 20, 2009
    Assignee: Goldschmidt GmbH
    Inventors: Arndt Brueckner, Ingrid Eissmann, Michael Ferenz, Sascha Herrwerth, Thomas Neumann
  • Patent number: 7582788
    Abstract: Alkoxysilanes are prepared by a process which uses microwave or RF energy. Thus, silicon metal and a copper catalyst are exposed to microwave radiation in the presence of an appropriate hydroxy compound, such as, an alcohol, and a catalyst, to yield the corresponding trialkoxysilane. The desired alkoxysilanes are prepared with high selectivity and at lower temperatures and shorter times than traditional approaches allow.
    Type: Grant
    Filed: October 5, 2007
    Date of Patent: September 1, 2009
    Assignee: Roston Family LLC
    Inventors: William A. Roston, Robert D. Cody, Matthew Daniel Bowman
  • Patent number: 7495120
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 600 nanometers, preferably from about 0.1 to about 500 nanometers, and most preferably from about 0.1 to about 100 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Grant
    Filed: December 17, 2007
    Date of Patent: February 24, 2009
    Assignee: Momentive Performance Materials Inc.
    Inventors: Kenrick M. Lewis, Regina Nelson Eng, Sabrina R. Cromer, Abellard T. Mereigh, Chi-Lin O'Young
  • Patent number: 7429672
    Abstract: This invention discloses a process to improve reaction stability in the Direct Synthesis of trialkoxysilanes. The process is particularly effective in the Direct Synthesis of triethoxysilane and its higher alkyl cognates providing improved triethoxysilane yields.
    Type: Grant
    Filed: June 9, 2006
    Date of Patent: September 30, 2008
    Assignee: Momentive Performance Materials Inc.
    Inventors: Kenrick M. Lewis, Rudolph A. Cameron, Karen Ritscher, legal representative, James S. Ritscher
  • Patent number: 7420022
    Abstract: External donor systems, catalyst systems and olefin polymerization processes are described herein. The external donor systems generally include a first external donor represented by the general formula SiR2m(OR3)4-m, wherein each R2 is independently selected from alkyls, cycloalkyls, aryls and vinyls, each R3 is independently selected from alkyls and m is from 0 to 4. The external donor systems further include a second external donor represented by the general formula SiR4m(OR5)4-m, wherein each R4 is independently selected from alkyls, cycloalkyls, aryls and vinyls, each R5 is independently selected from alkyls, m is from 0 to 4 and at least one R4 is a C3 or greater alkyl.
    Type: Grant
    Filed: June 19, 2007
    Date of Patent: September 2, 2008
    Assignee: Fina Technology, Inc.
    Inventors: Kenneth P. Blackmon, Shabbir A. Malbari
  • Publication number: 20080132721
    Abstract: Alkoxysilanes are prepared by a process which uses microwave or RF energy. Thus, silicon metal and a copper catalyst are exposed to microwave radiation in the presence of an appropriate hydroxy compound, such as, an alcohol, and a catalyst, to yield the corresponding trialkoxysilane. The desired alkoxysilanes are prepared with high selectivity and at lower temperatures and shorter times than traditional approaches allow.
    Type: Application
    Filed: October 5, 2007
    Publication date: June 5, 2008
    Inventors: William A. Roston, Robert D. Cody, Matthew Daniel Bowman
  • Publication number: 20080103323
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 60 nanometers, preferably from about 0.1 to about 30 nanometers, and most preferably from about 0.1 to about 15 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Application
    Filed: May 21, 2007
    Publication date: May 1, 2008
    Inventors: Sabrina R. Cromer, Regina Nelson Eng, Kenrick M. Lewis, Abellard T. Merelgh, Chi-Lin O'Young, Hua Yu
  • Patent number: 7339068
    Abstract: The present invention provides a process for using nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and mixtures thereof, as sources of catalytic copper in the Direct Synthesis of trialkoxysilanes of the formula HSi(OR)3 wherein R is an alkyl group containing from 1 to 6 carbon atoms inclusive. The nanosized copper, nanosized copper oxides, nanosized copper chlorides, other nanosized copper salts, and their mixtures of this invention have average particle sizes that are in the range from about 0.1 to about 600 nanometers, preferably from about 0.1 to about 500 nanometers, and most preferably from about 0.1 to about 100 nanometers. Nanosized sources of catalytic copper afford high dispersion of catalytic sites on silicon and contribute to high reaction rates, high selectivity and high silicon conversion. The nanosized copper catalyst precursors of the invention permit the use of substantially reduced levels of copper compared to conventional practice.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: March 4, 2008
    Assignee: Momentive Performance Materials Inc.
    Inventors: Kenrick M. Lewis, Regina Nelson Eng, Sabrina R. Cromer, Abellard T. Mereigh, Chi-Lin O'Young
  • Patent number: 7241851
    Abstract: A new silicone condensation reaction, the condensation between an alkoxy silane or siloxane or a dihydric phenol and an organo-hydrosilane or siloxane and catalysts therefore is described and claimed.
    Type: Grant
    Filed: August 12, 2004
    Date of Patent: July 10, 2007
    Assignee: Momentive Performance Materials Inc.
    Inventors: James Anthony Cella, Slawomir Rubinsztajn
  • Patent number: 7238824
    Abstract: Methods, compounds, and kits are provided for derivatizing organometallic halide compounds. The methods include reacting an organometallic halide with a reagent to produce an analyte having desired properties. In a preferred form, the analyte has properties that render it more susceptible to chemical analysis in relation to its respective organometallic halide. The compounds include the analyte product of the derivatization reaction. The kits include a reagent and, preferably, some or all of the tools that may be used to perform the derivatization reaction.
    Type: Grant
    Filed: June 7, 2004
    Date of Patent: July 3, 2007
    Assignee: Agilent Technologies, Inc.
    Inventor: Nelson Robert Holcomb
  • Patent number: 7109281
    Abstract: This invention relates to the reversible protection of hydroxy-silane functional groups by acid cleavable protecting groups. The development of reversible protecting groups greatly enhances the current utility of silanes while introducing further novel applications. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and/or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealants, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing agents, tires, and release coatings. The incorporation of reversibly protected silanes into coating resins is of particular value. The reversibly protected silane can be incorporated into the coating resin by polymerizing a monomer containing the reversibly protected silane into the resin or by post-addition into the coating formulation.
    Type: Grant
    Filed: November 6, 2003
    Date of Patent: September 19, 2006
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Daniel Edward Bowen, III, Eric Sean Castner
  • Patent number: 7084289
    Abstract: This invention relates to the reversible protection of hydroxy-silane functional groups by acid cleavable protecting groups. The development of reversible protecting groups greatly enhances the current utility of silanes while introducing further novel applications. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and/or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealents, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing agents, tires, and release coatings. The incorporation of reversibly protected silanes into coating resins is of particular value. The reversibly protected silane can be incorporated into the coating resin by polymerizing a monomer containing the reversibly protected silane into the resin or by post-addition into the coating formulation.
    Type: Grant
    Filed: December 1, 2003
    Date of Patent: August 1, 2006
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Daniel Edward Bowen, III, Eric Sean Castner
  • Patent number: 7078549
    Abstract: This invention relates to the reversible protection of hydroxy-silane functional groups by acid cleavable protecting groups. The development of reversible protecting groups greatly enhances the current utility of silanes while introducing further novel applications. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and/or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealents, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing agents, tires, and release coatings. The incorporation of reversibly protected silanes into coating resins is of particular value. The reversibly protected silane can be incorporated into the coating resin by polymerizing a monomer containing the reversibly protected silane into the resin or by post-addition into the coating formulation.
    Type: Grant
    Filed: November 4, 2003
    Date of Patent: July 18, 2006
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Daniel Edward Bowen, III, Eric Sean Castner
  • Patent number: RE39650
    Abstract: Disclosed is a process in which surface-active additives are used in the slurry phase Direct Synthesis of trialkoxysilanes to shorten the period between the start of the reaction and the attainment of steady-state rates and selectivities, to improve product yields and to control or prevent foam formation. Compositions comprising silicone antifoam compounds and fluorosilicone polymers are the preferred surface-active additives of the instant process.
    Type: Grant
    Filed: January 20, 2000
    Date of Patent: May 22, 2007
    Assignee: General Electric Company
    Inventors: Frank D. Mendicino, Kenrick M. Lewis, Sebastiano Magri, Hua Yu, Thomas E. Childress