Hydrogen Bonded Directly To Silicon Patents (Class 556/451)
  • Patent number: 7507775
    Abstract: Disiloxane compounds of the formula MM? Where M comprises either branched allyl hydrocarbon substituents or silanyl substituents and M? comprises an alkylpolyalkyleneoxide substituent. The disiloxane compounds of the invention exhibit an enhanced resistance to hydrolysis outside a pH range ranging from 6 to 7.5, and are useful as surfactants.
    Type: Grant
    Filed: December 13, 2005
    Date of Patent: March 24, 2009
    Assignee: Momentive Performance Materials Inc.
    Inventors: Mark D. Leatherman, George A. Policello, Suresh K. Rajaraman
  • Patent number: 7479566
    Abstract: Polysiloxane hydrolyzates are neutralized by treating polysiloxane hydrolyzates containing residual acidic constituents with carbon, and then the carbon is removed from the treated neutralized polysiloxane hydrolyzate. Some examples of polysiloxane hydrolyzates that can be treated are hydride functional polysiloxane hydrolyzates and polydiethylsiloxane hydrolyzates. The carbon neutralizing agent especially preferred is carbon derived from bituminous coal. The carbon is removed from the treated neutralized polysiloxane hydrolyzate by passing it through solid liquid separation devices such as plate and frame filter presses, polishing filters, and post filters for removing fines.
    Type: Grant
    Filed: December 16, 2005
    Date of Patent: January 20, 2009
    Assignee: Dow Corning Corporation
    Inventors: Robert N. Phillips, Charles L. Worcester
  • Patent number: 7449539
    Abstract: The present inventors have obtained a PSQ derivative of a completely condensed type into which a functional group is readily introduced by using a novel PSQ derivative of an incompletely condensed type in which four alkaline metal atoms are bonded to silsesquioxane of a cage type having eight Si's. The above silsesquioxane derivative is represented by Formula (1). A silsesquioxane derivative to which alkaline metal atoms are bonded is represented by Formula (2). In Formula (1) and Formula (2), R is a group selected from alkyl, aryl and arylalkyl; Y is a group represented by Formula (a) or Formula (b); and M is a monovalent alkaline metal atom. X in Formula (a) and Formula (b) is hydrogen, halogen, a hydroxyl group or a monovalent organic group, and Z is —O—, —CH2— or a single bond. The preferred organic group is a functional group or a group having a functional group.
    Type: Grant
    Filed: October 11, 2006
    Date of Patent: November 11, 2008
    Assignee: Chisso Corporation
    Inventors: Yoshitaka Morimoto, Kenichi Watanabe, Nobumasa Ootake, Jyun-ichi Inagaki, Kazuhiro Yoshida, Koji Ohguma
  • Publication number: 20080119627
    Abstract: Disclosed are reduced pressure distillation methods for purifying siloxanyl monomers in the presence of at least one polymerization inhibitor. In further aspects, the polymerization inhibitor can be an alkylhydroquinone or a hydroxynaphthalene. Also disclosed are compounds purified by the disclosed methods and polymers produced therefrom. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
    Type: Application
    Filed: March 2, 2007
    Publication date: May 22, 2008
    Inventors: Masataka Nakamura, Takehiro Kohara, Hiroya Koyama, Shinya Kiguchi
  • Patent number: 7332620
    Abstract: Process for the preparation of a functionalized silicone oil by hydrosilylation of synthons in the presence of at least one organohydrosilicon compound, characterized in that: (1) the synthons hydrosilylated with the organohydrosilicon compound are identical or different, and comprise at least one hydrocarbon-comprising ring in which is included at least one oxygen atom, (2) the said hydrosilylation reaction is carried out in the presence of a homogeneous catalytic system comprising (i) a metal, preferably a complexed metal, chosen from the group consisting of cobalt, rhodium, ruthenium, platinum and nickel and (ii) a heterocyclic organic compound chosen from lactones, lactams, cyclic carbonates and cyclic carbamates.
    Type: Grant
    Filed: October 29, 2002
    Date of Patent: February 19, 2008
    Assignee: Rhodia Chimie
    Inventors: Delphine Blanc-Magnard, Sébastien Sterin
  • Patent number: 7307179
    Abstract: A process for preparing cyclic organohydrogensiloxanes is disclosed. The process comprises the steps of (A) and (B). Step (A) comprising contacting a silane of the formula RHSiCl2, where R is selected from alkyl radicals having 1 to 12 carbon atoms and aryl radicals, with water to form a hydrolyzate. The hydrolyzate formed in step (A) comprising cyclic organohydrogensiloxanes and linear organohydrogensiloxanes. Step (B) comprising contacting the hydrolyzate formed in (A) with an acidic rearrangement catalyst in the presence of an inert liquid diluent to increase the ratio of the cyclic organohydrogensiloxanes to linear organohydrogensiloxanes in the hydrolyzate. The process further characterized by that the acidic rearrangement catalyst is an organic compound containing a strong acid group which is dissolved in the inert diluent present.
    Type: Grant
    Filed: July 2, 2004
    Date of Patent: December 11, 2007
    Assignee: Dow Corning Corporation
    Inventors: Robert N. Phillips, Richard Gregory Taylor
  • Patent number: 7300995
    Abstract: The present invention is; (a) a process for stabilizing a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, against polymerization used in a chemical vapor deposition process for silicon oxides in electronic material fabrication comprising providing an effective amount of a free radical scavenger polymerization inhibitor to such cyclotetrasiloxane; and (b) a composition of a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, stabilized against polymerization used in a chemical vapor deposition process as a precursor for silicon oxides in electronic material fabrication, comprising; such cyclotetrasiloxane and a free radical scavenger polymerization inhibitor.
    Type: Grant
    Filed: July 11, 2006
    Date of Patent: November 27, 2007
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Steven Gerard Mayorga, Manchao Xiao, Thomas Richard Gaffney, Robert George Syvret
  • Patent number: 7169873
    Abstract: The present inventors have obtained a PSQ derivative of a completely condensed type into which a functional group is readily introduced by using a novel PSQ derivative of an incompletely condensed type in which four alkaline metal atoms are bonded to silsesquioxane of a cage type having eight Si's. The above silsesquioxane derivative is represented by Formula (1). A silsesquioxane derivative to which alkaline metal atoms are bonded is represented by Formula (2). In Formula (1) and Formula (2), R is a group selected from alkyl, aryl and arylalkyl; Y is a group represented by Formula (a) or Formula (b); and M is a monovalent alkaline metal atom. X in Formula (a) and Formula (b) is hydrogen, halogen, a hydroxyl group or a monovalent organic group, and Z is —O—, —CH2— or a single bond. The preferred organic group is a functional group or a group having a functional group.
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: January 30, 2007
    Assignee: Chisso Corporation
    Inventors: Yoshitaka Morimoto, Kenichi Watanabe, Nobumasa Ootake, Jyun-ichi Inagaki, Kazuhiro Yoshida, Koji Ohguma
  • Patent number: 7148370
    Abstract: The present invention provides a novel method for the preparation of diorganosilanes by disproportionation of a hydridosiloxanes comprising at least one terminal SiH group and at least one siloxane bond in the presence of Lewis acid catalysts. The reaction is both selective and occurs under mild conditions. The triaryl borane, tris(petafluorophenyl)borane, is especially suited for use as a catalyst in the reaction. Organic catalysts such as tris(pentafluorophenyl)borane are typically preferred owing to their greater solubility and stability in the reaction mixture, relative to inorganic Lewis acid catalysts. The product, diorganosilane may be isolated from the product mixture by conventional techniques such as distillation.
    Type: Grant
    Filed: July 20, 2005
    Date of Patent: December 12, 2006
    Assignee: General Electric Company
    Inventors: Slawomir Rubinsztajn, James Anthony Cella, Julian Chojnowski, Witold Fortuniak, Jan Kurjata
  • Patent number: 7129311
    Abstract: An organohydrosiloxane composition comprising: a) one or more organohydrosiloxane compounds, each having at least one [—HSiR—O—] unit, wherein R?C1–C18 linear, branched, or cyclic alkyl, C1–C18 linear, branched, or cyclic alkoxy, or substituted or unsubstituted aryl, and b) an antioxidant compound shown in Formula (1) ?wherein the antioxidant compound is a phenolic compound and is present in a concentration from about 1 ppm to about 5,000 ppm and wherein R1 through R5 can each independently be H, OH, C1–C18 linear, branched, or cyclic alkyl, C1–C18 linear, branched, or cyclic alkoxy or substituted or unsubstituted aryl. The compositions of present invention exhibit stability and significantly extend the shelf life of organohydrosiloxane products and allow greater flexibility in handling these products in chemical processes or semiconductor manufacturing. The resulting stabilization of siloxanes prevents the possibility of complete polymerization (i.e.
    Type: Grant
    Filed: September 18, 2003
    Date of Patent: October 31, 2006
    Assignee: Arch Specialty Chemicals, Inc.
    Inventors: Daniel J. Teff, Gregory B. Smith, John L. Chagolla, Tim S. Andreyka
  • Patent number: 7101948
    Abstract: The present invention is; (a) a process for stabilizing a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, against polymerization used in a chemical vapor deposition process for silicon oxides in electronic material fabrication comprising providing an effective amount of a free radical scavenger polymerization inhibitor to such cyclotetrasiloxane; and (b) a composition of a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, stabilized against polymerization used in a chemical vapor deposition process as a precursor for silicon oxides in electronic material fabrication, comprising; such cyclotetrasiloxane and a free radical scavenger polymerization inhibitor.
    Type: Grant
    Filed: June 23, 2003
    Date of Patent: September 5, 2006
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Steven Gerard Mayorga, Manchao Xiao, Thomas Richard Gaffney, Robert George Syvret
  • Patent number: 7030259
    Abstract: A process for preparing a silicone compound, the process comprising reacting (A) a silicon compound having silicon-bonded alkoxy groups or silicon-bonded aryloxy groups and (B) a disiloxane in the presence of (C) a carboxylic acid, (D) an acid catalyst, and (E) a carboxylic anhydride, and a process for preparing a silicone compound, the process comprising reacting (F) a silicon compound having silicon-bonded acyloxy groups and (B) a disiloxane compound in the presence of (D) an acid catalyst, (E) a carboxylic anhydride, and (G) an alcohol.
    Type: Grant
    Filed: January 27, 2003
    Date of Patent: April 18, 2006
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Tadashi Okawa, Makoto Yoshitake, Tomohiro Iimura, Satoshi Onodera
  • Patent number: 6949666
    Abstract: The method for producing polyorganosiloxane from at least one type of organosilicon compound having a siloxane unit or alkoxysilane by the equilibrating reaction involving cleavage and recombination of the silicon-oxygen bond as a method carried out in the presence of an acidic catalyst capable of giving the product in high productivity and yield, corrosive to the system to a limited extent, and remaining in the product to a limited extent or degrading product quality to a limited extent if it remains, wherein a solid, acidic zirconium oxide catalyst is used as the acidic catalyst.
    Type: Grant
    Filed: November 1, 2002
    Date of Patent: September 27, 2005
    Assignee: Nippon Unicar Company Limited
    Inventors: Yasunori Chayama, Ikutaro Morikawa, Hiroaki Shoji
  • Patent number: 6875881
    Abstract: A branched tetrasiloxane is prepared by preforming a liquid mixture of a disiloxane compound, an alcohol and an acid catalyst, adding a trialkoxysilane compound to the mixture for reaction, and adding water to the reaction mixture for co-hydrolysis, thereby forming a branched tetrasiloxane. The method is capable of preparing a branched tetrasiloxane, especially methyltris(trimethylsiloxy)silane having a sufficiently high purity to use as cosmetic oil in good yields.
    Type: Grant
    Filed: May 27, 2004
    Date of Patent: April 5, 2005
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yasufumi Kubota, Tohru Kubota, Satoshi Onai, Koji Sakuta, Akira Yamamoto
  • Patent number: 6864311
    Abstract: The invention aims at improving such compositions by proposing a non-toxic diluent harmless to reactivity and by making these compositions translucent, free from metallic impurities and capable of constituting light-polymerisable varnish with good properties of ductility for leveling and surface coating. This aim is achieved by the invention which proposes a composition comprising an organic polymerisable matrix A, containing cyclo-aliphatic epoxide resins or not, acrylates, alkenyl-ethers or polyols, a silicon diluent B with viscosity less than 100 MPa's, a radical and/or cationic (onium salt) photoinitiator C, optionally a light-sensitising material D, a pigment E and another additive F; provided that when A is a cyclo-aliphatic epoxide resin, B has a metal concentration not more than 100 ppm. The invention also concerns the use of the silicon diluent B for preparing a composition crosslinkable by cationic and/or radical process, under UV radiation, in the presence of a photoinitiator (ink or varnish).
    Type: Grant
    Filed: April 1, 2003
    Date of Patent: March 8, 2005
    Assignee: Rhodia Chimie
    Inventors: Stefan Breunig, Jean-Marc Frances
  • Patent number: 6858697
    Abstract: The present invention is; (a) a process for stabilizing a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, against polymerization used in a chemical vapor deposition process for silicon oxides in electronic material fabrication comprising providing an effective amount of a neutral to weakly acidic polymerization inhibitor to such cyclotetrasiloxane; and (b) a composition of a cyclotetrasiloxane, such as 1,3,5,7-tetramethylcyclotetrasiloxane, stabilized against polymerization used in a chemical vapor deposition process as a precursor for silicon oxides in electronic material fabrication, comprising; such cyclotetrasiloxane and a neutral to weakly acidic polymerization inhibitor. A free radical scavenger can also be included in the process and composition.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: February 22, 2005
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Steven Gerard Mayorga, Manchao Xiao, Thomas Richard Gaffney
  • Patent number: 6828404
    Abstract: A process for the preparation of an alkoxysilyl siloxane substituted with at least one epoxy, vinyl ether, 1-propenyl ether, acrylate or methacrylate group comprises selectively reacting a hydrosilane compound with a compound containing a vinyl or allyl group and a epoxy, vinyl ether, 1-propenyl ether, acrylate or methacrylate group, or a compound containing at least one vinyl or allyl group and at least one dialkoxysilyl or trialkoxysilyl group, to form at least one monohydrosiloxane. The monohydrosiloxane is further reacted to form an ambifunctional alkoxysilyl siloxane.
    Type: Grant
    Filed: October 19, 2001
    Date of Patent: December 7, 2004
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James Vincent Crivello
  • Patent number: 6812311
    Abstract: A method of producing a highly stable packaging substrate in which are provided a first precursor having a first backbone and a first ethynyl group, and a second precursor having a second backbone and a second ethynyl group. Furthermore provided is a crosslinker having a first and a second reactive group. The first precursor, the second precursor, the crosslinker, and a solvent are applied onto a surface to form an electrically insulating layer. The first ethynyl group is reacted with the first reactive group in a first carbon-carbon bond formation reaction and the second ethynyl group is reacted with the second reactive group in a second carbon-carbon bond formation reaction to crosslink the first backbone with the second backbone, thereby forming the packaging substrate. The solvent is removed in a further step.
    Type: Grant
    Filed: October 18, 2001
    Date of Patent: November 2, 2004
    Assignee: Honeywell International Inc.
    Inventors: Thomas McCarthy, Michael Wagaman, David Schwind
  • Patent number: 6790451
    Abstract: A cosmetic material comprising as essential cosmetic constituents (A) a silicone-branched silicone compound and (B) a silicone-branched polyether-modified silicone compound.
    Type: Grant
    Filed: December 11, 2001
    Date of Patent: September 14, 2004
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Tetsuo Nakanishi
  • Patent number: 6787662
    Abstract: Fluorinated organosilicon compounds having perfluoroalkyl or perfluorooxyalkyl radicals and at least four SiH radicals are highly compatible with base polymers having high fluorine contents and useful as a crosslinking agent therefor to produce addition cured rubber having desired hardness and modulus.
    Type: Grant
    Filed: November 5, 2002
    Date of Patent: September 7, 2004
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Noriyuki Koike, Hiromasa Yamaguchi
  • Patent number: 6787625
    Abstract: Provided are polyorganosilsesquioxane and process for preparing the same. The polyorganosilsesquioxane is obtained by various methods including polymerization of 1,3-diorganosiloxane, a precursor that is prepared by using silane compounds as starting materials. The polyorganosilsesquioxane has convenience in handling and controlling the rate of polymerization, and structure of highly regular form, and be imparted high functionality and various characteristics as compared to a conventional polyorganosilsesquioxane.
    Type: Grant
    Filed: August 19, 2002
    Date of Patent: September 7, 2004
    Assignee: Intersilicone Ltd.
    Inventor: Eung-Chan Lee
  • Patent number: 6784306
    Abstract: Fluorinated organosilicon compounds having at least one fluorinated organic group and at least three SiH groups in a molecule are capable of hydrosilylation reaction with such compounds as vinyl group-bearing fluoro-polymers in a stable manner and fully compatible therewith.
    Type: Grant
    Filed: February 20, 2002
    Date of Patent: August 31, 2004
    Assignee: Shin-etsu Chemical Co., Ltd.
    Inventors: Kenichi Fukuda, Koichi Yamaguchi
  • Patent number: 6759094
    Abstract: Branched organosiloxane (co)polymers comprising the structural elements of the formula Y[—CnH2n—(R2SiO)m—Ap—R2Si—G]x  (I) where Y is a tri- to decavalent, optionally heteroatom-containing hydrocarbon radical, R is a monovalent, optionally halogenated hydrocarbon radical, A is a radical of the formula —R2Si—R2—(R2SiO)m—, in which R2 is a divalent hydrocarbon radical, G is a monovalent radical of the formula —CfH2f−2—Z or a divalent radical of the formula —CnH2n— bonded to a further radical Y, Z is a monovalent hydrocarbon radical which is free from terminal aliphatic carbon-carbon multiple bonds, and is inert toward SiH groups in hydrosilylation reactions, x is an integer from 3 to 10, f is an integer from 2 to 12, k is 0 or 1, n is an integer from 2 to 12, m is an integer which is at least 1, and p is 0 or a positive integer, with the proviso that the branched organosiloxane (co)polymers contain on
    Type: Grant
    Filed: July 17, 2002
    Date of Patent: July 6, 2004
    Assignee: Wacker-Chemie GmbH
    Inventors: Christian Herzig, Reinhard Stallbauer, Christine Weizhofer
  • Patent number: 6669949
    Abstract: This invention relates to asymmetrical, substituted polysiloxanes which show good compatibility in a variety of oils and improve the spreading behavior of oil-based formulations, to a process for preparing these asymmetrical polysiloxanes and to oil formulations containing said asymmetrical polysiloxanes. The asymmetrical polysiloxanes of this invention are used in herbicidal and pesticidal compositions, in cosmetic and pharmaceutical preparations as well as in industrial applications. The assymmetrical substituted polysiloxanes have the following formula wherein R1, R2, Z a and b are described herein.
    Type: Grant
    Filed: June 14, 2001
    Date of Patent: December 30, 2003
    Assignee: Goldschmidt AG
    Inventors: Wayne Kennedy, Arno Knebelkamp, Peter Lersch, Jörg Simpelkamp, Stephen Wilkowski
  • Publication number: 20030236425
    Abstract: UV curable compositions, polymeric photoinitiators and precursors therefor are described.
    Type: Application
    Filed: June 18, 2003
    Publication date: December 25, 2003
    Inventors: Donald E. Herr, Ziyi Hu, Charles W. Paul, Robert W.R. Humphreys
  • Patent number: 6642403
    Abstract: This invention relates to a series of fluoroalkylsilane compounds of formula I. These compounds are silylation reagents which enhance the solubility of the silylated products in fluorocarbon solvents for preferred use in fluorous phase synthesis. Use of these compounds protects fragile hydrogen groups and also provides for the straightforward separation of the ultimate reaction products though fluorous phase extraction. This invention also relates to a two-step process for making compounds of formula I. The process comprises reacting an alkyldialkoxysilane with a perfluoroalkyl-substituted silane to produce a perfluoroalkyl-substituted dialkylsiloxyalkylsilane intermediate; and reacting the intermediate with halogen.
    Type: Grant
    Filed: November 6, 2002
    Date of Patent: November 4, 2003
    Assignee: Gelest, Inc.
    Inventors: Barry C. Arkles, Youlin Pan, Gerald L. Larson
  • Patent number: 6596892
    Abstract: A low molecular weight branched siloxane, typically methyltris(trimethylsiloxy)silane is effectively prepared in high yields by reacting a trichlorosilane, typically methyltrichlorosilane with a disiloxane, typically hexamethyldisiloxane in the presence of a linear phosphonitrilic chloride (LPNC) catalyst.
    Type: Grant
    Filed: March 14, 2002
    Date of Patent: July 22, 2003
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Satoshi Asai, Kazumasa Tsukioka
  • Patent number: 6545115
    Abstract: The invention concerns a novel method for preparing stable silicone fluid containing ≡SiH groups. The preparation method is carried out from a first silicone fluid containing ≡SiH groups and monomers with both a functional group and a group capable of hydrosylilation; the mol ratio monomer ≡SiH of said fluid ranging from 0.0001 and 1. The fluids obtained by this novel method are used particularly for producing antiadhesive coatings.
    Type: Grant
    Filed: April 12, 2001
    Date of Patent: April 8, 2003
    Assignee: Rhodia Chimie
    Inventors: Stefan Breunig, Gerard Mignani
  • Patent number: 6534614
    Abstract: A process for preparing linear organohydrogensiloxanes. The process comprises contacting an organohydrogendichlorosilane in the presence of trimethylchlorosilane with water to form an M-stopped hydrolyzate. The hydrolyzate is optionally preheated prior to being contacted with an acidic rearrangement catalyst to effect formation of linear organohydrogensiloxanes. The linear organohydrogensiloxanes are separated from cyclic organohydrogensiloxanes and recovered. The cyclic organohydrogensiloxanes may then be recycled to the process for further contact with the acidic rearrangement catalyst for maximum overall conversion rate.
    Type: Grant
    Filed: April 4, 2001
    Date of Patent: March 18, 2003
    Assignee: General Electric Company
    Inventors: Luisito A. Tolentino, Akber Ali Khanshab
  • Patent number: 6518371
    Abstract: A polyorganosiloxane containing the units (HR2Si—O1/2) HM units, (Si—O4/2) Q units, (R1Si—O3/2) T units and (R2Si—O2/2) D units in a ratio of from 2:1:0:0 to 6:4:2:2, or (HR2Si—O1/2) HM units, (R1Si—O3/2) T units, (R2Si—O2/2) D units and (R2(R1O)Si—O1/2) in a ratio HM:T:D:alkoxyM of from 1:2:0:0 to 3:4:2:2 is described, where R are identical or different, non-halogenated or halogenated hydrocarbon radicals having from 1 to 18 carbon atoms per radical, or are OR1, where R1 is a monovalent, unsubstituted or substituted hydrocarbon radical having from 1 to 8 carbon atoms, and in each molecule there are at least 3 Si-bonded hydrogen atoms. The polyorganosiloxanes are particularly useful as crosslinking agents in addition curable elastomer formulations.
    Type: Grant
    Filed: May 4, 2000
    Date of Patent: February 11, 2003
    Assignee: Wacker-Chemie GmbH
    Inventors: Peter Fink, Peter Jerschow, Hedwig Schreiter, Richard Birneder, Alois Riedl
  • Patent number: 6447846
    Abstract: An electrically insulating thin-film-forming resin composition comprising (A) a hydrogen silsesquioxane resin, (B) a solvent-soluble polymer, and (C) a solvent; and a method for forming an electrically insulating thin film therefrom.
    Type: Grant
    Filed: January 18, 2001
    Date of Patent: September 10, 2002
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Takashi Nakamura, Kiyotaka Sawa, Akihiko Kobayashi, Katsutoshi Mine
  • Patent number: 6425600
    Abstract: Silicone rubber compositions comprising (A) an organopolysiloxane having at least two silicon-bonded alkenyl groups, (B) finely divided silica, (C) an adhesive component, (D) a silicone-soluble organopolysiloxane resin component bearing at least one alkenyl group, (E) an organohydrogenpolysiloxane containing SiH groups in a specific mole ratio to the alkenyl groups in components (A) and (D) combined, and (F) a platinum group catalyst, exhibit excellent adhesion to synthetic woven fabrics for air bags. When coated onto woven fabrics and cured, the compositions provide air bag base fabrics of outstanding flexibility, sealability and deployability which remain stable over time.
    Type: Grant
    Filed: December 13, 2000
    Date of Patent: July 30, 2002
    Assignee: Shin-Etsu Corporation
    Inventors: Hironao Fujiki, Yoshifumi Harada, Takeshi Miyao, Yoshifumi Inoue
  • Patent number: 6406793
    Abstract: A silicone pressure sensitive adhesive composition utilizing addition reaction between alkenyl groups of alkenyl group-containing diorganopolysiloxanes and SiH groups of organohydrogenpolysiloxanes, which comprises (A) diorganopolysiloxanes containing alkenyl groups the number of which is on average at least two a molecule, (B) an organopolysiloxane comprising R23SiOC.5 units, wherein R2 is an unsubstituted or substituted 1-10C monovalent hydrocarbon group, and SiO2 units in a R23SiOC.5/SiO2 ratio of from 0.6 to 1.
    Type: Grant
    Filed: September 22, 2000
    Date of Patent: June 18, 2002
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Shunji Aoki
  • Patent number: 6376601
    Abstract: A high-refractive-index optical silicone oil comprising a pentasiloxane having the formula RMe2SiO(Me2SiO)3SiMe2R wherein Me is methyl, each R is independently a C8 to C12 aralkyl, and the silicone oil has a refractive index of from 1.45 to 1.50 at 25° C.; a method of preparing a high-refractive-index optical silicone oil; a high-refractive-index optical silicone oil mixture comprising a pentasiloxane having the formula RMe2SiO(Me2SiO)3SiMe2R wherein Me is methyl, each R is independently a C8 to C12 aralkyl, and a disiloxane having the formula RMe2SiOSiMe2R wherein Me and R as defined above and wherein the mixture has a refractive index of from 1.45 to 1.50 at 25° C.; and a method of preparing a high-refractive-index optical silicone oil mixture.
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: April 23, 2002
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hideki Kobayashi, Mari Tateishi, Tadashi Okawa
  • Patent number: 6359096
    Abstract: Soluble silicone resin compositions having good solution stability and a method for their preparation. The silicone resin comprises the reaction product of a mixture comprising (A) 15-70 mol % of a tetraalkoxysilane described by formula Si(OR1)4, where each R1 is an independently selected alkyl group comprising 1 to about 6 carbon atoms, (B) 12 to 60 mol % of a hydrosilane described by formula HSiX3, where each X is an independently selected hydrolyzable substituent, (C) 15 to 70 mole percent of an organotrialkoxysilane described by formula R2Si(OR3)3, where R2 is a hydrocarbon group comprising about 8 to 24 carbon atoms or a substituted hydrocarbon group comprising a hydrocarbon chain having about 8 to 24 carbon atoms and each R3 is an independently selected alkyl group comprising 1 to about 6 carbon atoms; in the presence of (D) water, (E) hydrolysis catalyst, and (F) organic solvent for the reaction product.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: March 19, 2002
    Assignee: Dow Corning Corporation
    Inventors: Bianxiao Zhong, Russell Keith King, Kyuha Chung, Shizhong Zhang
  • Patent number: 6359097
    Abstract: The present invention relates to multifunctionalized polyorganosiloxanes comprising, per molecule at least one functional siloxy unit Y having C1-C5 alkoxy radical and at least one other functional siloxy unit W having an halogenated or polyhalogenated alkyl, aralkyl or aryl; polyether ether; epoxidized alkyl; alkoxyalkyl; hydroxylated, carbonylated or esterified alkyl; phenol; and alkoxysilyl; and optionally at least one siloxy unit having a SiH group. The alkoxy functionality Y is introduced onto a suitable polyhydroorganosiloxane by a dehydrogenation/condensation reaction from the alcohol from which Y derives and then the non-hydrogen functionality W by a hydrosilylation reaction from the olefinic compound from which W derives. The multifunctionalized polyorganosiloxanes can be used as antiadhesion modulators in silicone compositions.
    Type: Grant
    Filed: February 23, 2000
    Date of Patent: March 19, 2002
    Assignee: Rhodia Chimie
    Inventors: Philippe Jost, Michel Peignier, Christian Priou
  • Patent number: 6353074
    Abstract: The present invention pertains to a method for manufacturing a hydrogen-silsesquioxane resin in which a solution of HSiCl3 in a halogenated hydrocarbon solvent which can dissolve the organic sulfonic acid described below and which does not react with sulfuric acid is added to a two-phase system comprising [a] an aqueous phase which contains sulfuric acid and an organic sulfonic acid which is not sulfonated by sulfuric acid and which is soluble in both water and the organic phase described below, and [b] an organic phase which contains the halogenated hydrocarbon solvent, and the resulting mixture is agitated. In this method, the ratio of the sulfuric acid relative to the combined weight of the water (including water of hydration in cases where the above sulfonic acid contains such water of hydration) and sulfuric acid is 80 to 96 wt %, and is present in the organic phase at the rate of 0.008 moles/L or greater.
    Type: Grant
    Filed: November 17, 1999
    Date of Patent: March 5, 2002
    Assignee: Dow Corning Corporation
    Inventors: Leslie Earl Carpenter, II, Tetsuyuki Michinio
  • Patent number: 6307081
    Abstract: This invention relates to a macromonomer and a method for its preparation. The macromonomer has one or more silicon-bonded hydrogen atoms at one molecular chain terminal, and one or more aliphatically unsaturated silicon-bonded organic groups at the other molecular chain terminal. This invention further relates to a method of forming a hyperbranched polymer by polymerizing the macromonomer with a group VIII metal catalyst. The hyperbranched polymers can be used as surfactants, gelling agents, drug delivery systems, and polymeric absorbents.
    Type: Grant
    Filed: November 10, 1999
    Date of Patent: October 23, 2001
    Assignee: Dow Corning Silicone Company, Ltd.
    Inventors: Kyosuke Takiuchi, Tadashi Okawa, Stephen Edward Cray, Aziz Muzafarow
  • Patent number: 6303729
    Abstract: A partially added cyclic organohydrogensiloxane is prepared in high yields by mixing (A) a cyclic organo-hydrogensiloxane having at least two Si—H bonds with (B) a cyclic or acyclic organic unsaturated compound having an aliphatic unsaturated double bond, effecting addition reaction in the presence of a platinum catalyst, adding a silylating agent to the reaction mixture, and isolating the product from the reaction mixture by distillation.
    Type: Grant
    Filed: May 18, 2000
    Date of Patent: October 16, 2001
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Shinichi Sato
  • Patent number: 6294634
    Abstract: A method of preparing organosilicon compositions by heating various mixtures of (i) dimethylcyclosiloxanes or methylhydrogencyclosiloxanes, (ii) homopolymeric and copolymeric cyclosiloxanes containing a C5 or more carbon atom containing group, and (iii) homopolymeric and copolymeric cyclosiloxanes containing an oxyalkylene segment, in the presence of a catalyst, at a temperature and for a time sufficient to cause polymerization of cyclosiloxanes (i) to (iii) to the desired organosilicon composition.
    Type: Grant
    Filed: March 28, 2000
    Date of Patent: September 25, 2001
    Assignee: Dow Corning Corporation
    Inventors: Michael Salvatore Ferritto, William James Schulz, Jr.
  • Patent number: 6284906
    Abstract: This invention relates to methods for the preparation of hyperbranched siloxane polymers by anionic polymerization of a cyclotrisiloxane having the functional group Si—OH, and for the preparation of linear siloxane polymers by cationic or anionic polymerization of a cyclotrisiloxane having a vinylterminated functional group. Furthermore, this invention concerns novel cyclotrisiloxanes useful for the preparation of the aforementioned polymers.
    Type: Grant
    Filed: July 6, 2000
    Date of Patent: September 4, 2001
    Assignee: University of Southern California
    Inventors: Jyri Kalevi Paulasaari, William P. Weber
  • Patent number: 6271331
    Abstract: The present invention relates to multifunctionalized alkoxy, the alkoxy functionality Y being introduced onto a suitable polyhydroorganosiloxane by a dehydrogenation/condensation reaction from the alcohol from which Y derives and then the functionality W by a hydrosilylation reaction from the olefinic compound form which W derives. The multifunctionalized alkoxy polyorganosiloxanes can be used as antiadhesion modulators in silicone compositions and as silica covering agents in silicone compositions containing fillers.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: August 7, 2001
    Inventors: Michel Gay, Philippe Jost, Michel Peignier, Christian Priou
  • Patent number: 6265518
    Abstract: An organosilicon compound comprising one silicon-bonded hydrogen atom described by formula or by formula where each R1 and R1′ is an independently selected hydrocarbon radical free from aliphatic unsaturation comprising 1 to about 18 carbon atoms; each R2 is an independently selected hydrocarbon radical free from aliphatic unsaturation comprising 1 to about 18 carbon atoms; each X and X′ is independently selected from the group consisting of halogen, alkoxy, acyloxy, and ketoximo; t is 2 or 3; n is 0, 1, or 2; and each Z is independently selected from the group consisting of divalent hydrocarbon radicals free of aliphatic unsaturation comprising about 2 to 18 carbon atoms and a combination of divalent hydrocarbon radicals and siloxane segments. The organosilicon compounds comprising one silicon-bonded hydrogen atom of the present invention are useful as endcappers for polymers.
    Type: Grant
    Filed: December 8, 1999
    Date of Patent: July 24, 2001
    Assignee: Dow Corning Corporation
    Inventors: Robert Harold Krahnke, Timothy B. Lueder, Richard Alan Palmer, Nick Evan Shephard
  • Patent number: 6262289
    Abstract: This invention is a method for the production of a cyclic oligosiloxane, which comprises heating a linear or cyclic polysiloxane in the presence of a metal alkoxide, by which the cyclic oligosiloxane can be produced with high yield by a method having industrially high practical value, because it can carry out the reaction under moderate conditions without causing gelation of the reaction system, in comparison with conventional methods using an alkaline or acidic catalyst.
    Type: Grant
    Filed: December 8, 1999
    Date of Patent: July 17, 2001
    Assignee: Kaneka Corporation
    Inventor: Katsuya Ouchi
  • Patent number: 6252030
    Abstract: A method for manufacturing an organic solvent-soluble hydrogenated octasilsesquioxane-vinyl group-containing compound copolymer comprising reacting 1 mol of (A) a hydrogenated octasilsesquioxane described by formula I with 0.2 to less than 3 mol of (B) a divinyl group-containing compound described by formula (2) CH2═CH—L—CH═CH2   Formula 2 where L is selected from the group consisting of (a) a divalent hydrocarbon group comprising 3 to 10 carbon atoms and (b) —(SiR2O)m—SiR2—, where each R is independently selected from the group consisting of alkyls comprising 1 to 6 carbon atoms and aryls comprising 6 to 9 carbon atoms and 1≦m≦10; in the presence of a hydrosilylation catalyst.
    Type: Grant
    Filed: March 9, 2000
    Date of Patent: June 26, 2001
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Gregg Alan Zank, Michitaka Suto
  • Patent number: 6232425
    Abstract: A process for making organosilyl end-stopped diorganopolysiloxane fluid is provided comprising the steps of reacting an organic end-stopping compound with a fluorosilicone trimer in the presence of a catalytic amount of linear phosphonitrilic acid, and inactivating the linear phosphonitrilic acid, thereby forming organosilyl end-stopped diorganopolysiloxane fluid.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: May 15, 2001
    Assignee: General Electric Company
    Inventors: John S. Razzano, Nancy E. Gosh
  • Patent number: 6225490
    Abstract: For the continuous hydrolysis of organochlorosilane, a reaction system comprising at least three stages of hydrolysis is used. Each stage includes a reactor and a phase separator wherein hydrolysis is effected to form a hydrolysis mixture which is separated into a hydrolyzate and a hydrogen chloride-containing aqueous medium. The separated aqueous medium is circulated to the reactor. The hydrolyzate is conveyed to the reactor of the subsequent stage. The organochlorosilane is fed into the first stage reactor, the aqueous medium containing an amount of water corresponding to the consumption in one stage is fed into one stage reactor from the subsequent stage, and an amount of water corresponding to the consumption in the overall reaction system is fed in the last stage. Then the entire amount of hydrogen chloride generated in multiple stages of hydrolysis is recovered as anhydrous hydrogen chloride from the first stage.
    Type: Grant
    Filed: May 27, 1998
    Date of Patent: May 1, 2001
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshi Nakayama, Naoyuki Ida, Hiroyuki Kobayashi, Yukinori Satoh, Yoshihiro Shirota, Masaaki Furuya
  • Patent number: 6207769
    Abstract: A polymer composition comprises a polymer matrix and a siloxane-containing additive which is substantially incompatible with the polymer matrix, wherein the siloxane of the additive has a hydroxy, alkoxy or epoxy functionality, and a functionality which is capable of bonding with a silicone elastomer-forming composition which is curable by a hydrosilylation reaction. The polymer matrix preferably comprises polyphenylenesulphide, and the additive preferably comprises hydroxy-terminated methylvinyl siloxane. The composition is capable of forming plastics articles to which cured silicone elastomers can adhere.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: March 27, 2001
    Assignee: Dow Corning GmbH
    Inventors: Ernst Gerlach, Edouard Joseph, Klaus Kunz, Dieter Zaulig
  • Patent number: 6160147
    Abstract: A compound of formula (I) is disclosed for use as a silylating agent: ##STR1## wherein each R.sup.1 is independently a hydrogen atom, an alkyl group or an alkenyl group with at least one R.sup.1 being a hydrogen atom or alkenyl group, and R.sup.2 is a hydrogen atom or an alkyl group. Also disclosed is a method of making the compound, and a method of using the compound as a silylating agent.
    Type: Grant
    Filed: December 9, 1999
    Date of Patent: December 12, 2000
    Assignee: Dow Corning Limited
    Inventors: Eric Damme, Jean de la Cro Habimana, Fabrice Lebecq, David Wilson
  • Patent number: 6160150
    Abstract: A cyclic organosilicon compound comprising one silicon-bonded hydrogen atom described by formula ##STR1## where each R is an independently selected hydrocarbon radical free from aliphatic unsaturation comprising 1 to about 18 carbon atoms; each X is independently selected from the group consisting of halogen, alkoxy, acyloxy, and ketoximo; m is an integer from 2 to 7; p is an integer from 0 to 6; m+p is an integer from 2 to 8; n is 0, 1, or 2; and each Z is independently selected from the group consisting of divalent hydrocarbon radicals free of aliphatic unsaturation comprising about 2 to 18 carbon atoms and a combination of divalent hydrocarbon radicals and siloxane segments. The cyclic organosilicon compounds comprising one silicon-bonded hydrogen atom of the present invention are useful as endcappers for polymers.
    Type: Grant
    Filed: December 21, 1998
    Date of Patent: December 12, 2000
    Assignee: Dow Corning Corporation
    Inventors: Robert Harold Krahnke, Timothy B. Lueder, Richard Alan Palmer, Nick Evan Shephard