Preparing By Utilizing A Siloxane Reactant Patents (Class 556/462)
  • 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: 6221996
    Abstract: An organopolysiloxane gum is prepared by polymerizing a cyclic organosiloxane with a low molecular weight, linear organopolysiloxane end-blocked with a triorganosilyl group in the presence of an alkaline catalyst. The polymerization reaction is effected under a reduced pressure, typically of 500 mmHg or lower.
    Type: Grant
    Filed: November 12, 1999
    Date of Patent: April 24, 2001
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Keiji Shibata, Kenji Tawara
  • Patent number: 6211323
    Abstract: The present invention relates to triorganosiloxy-endblocked poly(methyl(C6-C40alkyl)siloxane)-poly(methyl(aralkyl)siloxane)-poly(methyl(C2-C4alkyl)siloxane) terpolymers. This invention also relates to two different methods of making these terpolymers. The triorganosiloxy-endblocked poly(methyl(C6-C40alkyl)siloxane)-poly(methyl(aralkyl)siloxane)-poly(methyl(C2-C4alkyl)siloxane) terpolymers of this invention are useful as mold release agents in aluminum die cast release agents, rubber lubricants, and as high reflexive index additives for the personal care industry.
    Type: Grant
    Filed: October 21, 1999
    Date of Patent: April 3, 2001
    Assignees: Dow Corning Corporation, Dow Corning Asia, Ltd.
    Inventors: Keiichi Akinaga, Qian Jane Feng, Lenin James Petroff
  • Patent number: 6180811
    Abstract: A process for continuously reducing the amount of cyclic organosiloxane in a recirculating process stream. The process comprises washing a process stream in a wash step to reduce chloride content of the process stream, distilling the process stream into a low-boiling fraction comprising low molecular weight cyclic organosiloxanes and an inert solvent and a high-boiling fraction comprising linear organosiloxanes and high molecular weight cyclic organosiloxanes, and reequilibrating the overhead low-boiling fraction in the presence of a reequilibration catalyst to form a reequilibration mixture comprising high molecular weight cyclic organosiloxanes and the inert solvent, and recycling the reequilibration mixture to the wash step.
    Type: Grant
    Filed: December 22, 1998
    Date of Patent: January 30, 2001
    Assignee: Dow Corning Corporation
    Inventors: David Harold Bramer, Larry Herbert Wood
  • Patent number: 6174968
    Abstract: A silicone oil gel composition which is comprised of a polysiloxane block copolymer which has at least two blocks of polystyrene, polyethylene, and hydrogenated polyisoprene wherein the overall number average molecular weight is from 1000 to 50,000, the polystyrene content is 15% or less by weight, the polystyrene block weight average molecular weight is from 0 to 10,000, the polyethylene block number average molecular weight is from 0 to 10,000, the hydrogenated polyisoprene block number average molecular weight is from 0 to 10,000, the polysiloxane block number average molecular weight is from 1000 to 49,000, wherein the block copolymer is dissolved in a silicone oil which is a hydrogenated silicone oil.
    Type: Grant
    Filed: August 24, 1999
    Date of Patent: January 16, 2001
    Assignee: Shell Oil Company
    Inventor: Ronald James Hoxmeier
  • Patent number: 6063889
    Abstract: Novel liquid organopolysiloxane resins of the average composition[R.sup.1 Si(CH.sub.3).sub.2 O.sub.1/2 ].sub.a [(CH.sub.3).sub.3 SiO.sub.1/2 ].sub.b [R.sup.2 O.sub.1/2 ].sub.c [R.sup.1 Si(CH.sub.3)O].sub.d [(CH.sub.3).sub.2 SiO].sub.e [SiO.sub.2 ],whereinR.sup.1 is a C.sub.2 -C.sub.8 -alkenyl group,R.sup.2 is an optionally substituted, linear or branched C.sub.1 -C.sub.8 -alkyl group or a mixture thereof,a+b+c+d+e is about 1 to 6,d+e is about 0 to 3,the resin has a viscosity of 0.1 to 1000 Pas at 25.degree. C., andthe alkenyl or vinyl content of the resin is in the range of 0.4 to 4 mmol/g,and their preparation by reacting at least one of tetraalkoxysilane and its partial hydrolyzate with at least one organosiloxane and a strong acid as catalyst in the presence of water and optionally an organic solvent at a temperature of about >40.degree. C. They are formulated into novel low viscosity polydiorganosiloxane compositions.
    Type: Grant
    Filed: March 9, 1999
    Date of Patent: May 16, 2000
    Assignee: GE Bayer Silicones GmbH & Co. KG
    Inventors: Robert Friebe, Hubertus Eversheim
  • Patent number: 5824761
    Abstract: The present invention relates to radiation curable silicone vinyl ethers and methods for preparing silicone vinyl ethers. More particularly, the present invention relates compositions containing vinyl ether functional silicones and to the preparation and use of silicone vinyl ethers which are curable by addition of photocleavable acids and exposure to ultraviolet or electron beam radiation.
    Type: Grant
    Filed: January 16, 1997
    Date of Patent: October 20, 1998
    Assignee: Dow Corning Corporation
    Inventors: Valerie Joy Bujanowski, Shedric Oneal Glover, Susan Victoria Perz, Maris Jazeps Ziemelis, Gary Rex Homan, Michael Ward Skinner
  • Patent number: 5723561
    Abstract: A process for the continuous preparation of organopolysiloxane by condensation and/or equilibration reaction of organosilicon compounds comprisingin a first stepconveying an organosilicon compound, catalyst which is solid in the reaction mixture at least at the reaction temperature and, optionally, additives continuously from the bottom upwards through a heated cylindrical reactor which is arranged in a standing position and whose contents can be agitated mechanically andin a second steppassing the reaction mixture obtained after leaving the reactor at the upper end thereof continuously through a cylindrical reactor andin a third stepfreeing the reaction mixture obtained of catalyst after exit from the reactor.
    Type: Grant
    Filed: October 4, 1995
    Date of Patent: March 3, 1998
    Assignee: Wacker-Chemie GmbH
    Inventors: Rudolf Braun, Ludwig Hager, Johann Steiner, Horst Muller
  • Patent number: 5688888
    Abstract: Organopolysiloxane oils and gums are produced by the condensation of silanol-terminated organosiloxane in the presence of an effective amount of a peralkylated phosphazene base as a catalyst and at reduced pressure.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: November 18, 1997
    Assignee: General Electric Company
    Inventors: Frank Steven Burkus, II, Krzysztof Matyjaszewski, Slawomir Rubinsztajn
  • Patent number: 5670688
    Abstract: This invention relates to a process for the manufacture of a silane or polyorganosiloxane containing a cycloalkyl substituent by hydrogenation of a silane or polyorganosiloxane containing at least one aromatic hydrocarbon substituent in the presence of a Raney nickel catalyst without a solvent.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: September 23, 1997
    Assignee: Dow Corning Corporation
    Inventors: Paul Charles Dinh, Binh Thanh Nguyen
  • Patent number: 5670689
    Abstract: The present invention relates to a process for the manufacture of cyclic polydiorganosiloxanes, especially octamethylcyclotetrasiloxane (D.sub.4) and decamethylcyclopentasiloxane (D.sub.5) by depolymerization of polydiorganosiloxanes in the presence of an initiator, characterized in that the initiator comprises either:1) at least one hydroxide chosen especially from the group made up of caesium, rubidium or quaternary phosphonium hydroxides, or:2) the association of a fluorine-free caesium or rubidium salt, or of a salt of quaternary phosphoniums, with a hydroxyl-containing strong base of an alkali or alkaline-earth metal other than Cs and Rb.
    Type: Grant
    Filed: May 10, 1996
    Date of Patent: September 23, 1997
    Assignee: Rhone-Poulenc Chimie
    Inventors: Christian Allandrieu, Denis Cardinaud
  • Patent number: 5639845
    Abstract: A novel and very efficient method is disclosed for the introduction of perfluoroalkyl groups into an organopolysiloxane by utilizing the hydrosilation reaction with an organohydrogenpolysiloxane. Different from the conventional but inefficient hydrosilation reaction using a perfluoroalkyl-substituted ethylene as the olefin compound, the inventive method utilizes a propene-1 3-substituted by a perfluoroalkyl group compound as the olefin compound to react with an organohydrogenpolysiloxane by which a very high efficiency in the hydrosilation reaction can be obtained without side reactions which otherwise greatly decrease the yield of the desired perfluoroalkyl-containing organopolysiloxane product.
    Type: Grant
    Filed: November 1, 1995
    Date of Patent: June 17, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshi Inomata, Yasushi Yamamoto, Yasuo Tarumi, Noriyuki Koike, Kouichi Ishida
  • Patent number: 5608096
    Abstract: The invention relates to a method of forming siloxane polymers using a heteropoly catalyst having a Keggin structure. The method comprises contacting a fluid comprising at least one siloxane polymer precursor selected from the group consisting of cyclic siloxanes (I) having the formula (RR'SiO).sub.a and linear siloxanes (II) having the formula ##STR1## where R is a substituted or unsubstituted monovalent hydrocarbon having from 1 to 6 carbon atoms, R' is hydrogen or a substituted or unsubstituted monovalent hydrocarbon having from 1 to 6 carbon atoms, a is at least 3 and b is at least 1; with an effective amount of a heteropoly catalyst having a Keggin structure, selected from the group consisting of heteropoly acids (III) having the formula H.sub.n XM.sub.12 O.sub.40, salts thereof and mixed acid-salts thereof, where X is B.sup.+3, Si.sup.+4, Ge .sup.+4, p.sup.+5, M is Mo.sup.+6 and n is 3, 4 or 5, as required for the valence of the heteropoly acid to equal 0, at a temperature ranging from about 23.degree.
    Type: Grant
    Filed: December 28, 1995
    Date of Patent: March 4, 1997
    Assignee: Dow Corning Corporation
    Inventors: Dimitris E. Katsoulis, John R. Keryk
  • Patent number: 5534608
    Abstract: Linear triorganosiloxy-terminated polydiorganosiloxanes having a silanol content of less than about 200 ppm are prepared by condensing linear higher molecular weight polydiorganopolysiloxanediols having one Si-bonded hydroxyl group in each terminal unit and a silanol content of preferably greater than about 1000, in two separate stages, one using a fixed bed of a solid form of a conventional equilibration catalyst, and the other using a condensation/disproportionation catalyst, e.g., a phosphonitrilic halide or an oligomer thereof or a reaction product thereof with water, an alcohol, an acid, or a siloxane or silane, until the polydiorganosiloxane has reached the desired low content of silanol groups, e.g., below 200 ppm, by weight. The two stages can be carried out in either order, and a conventional monofunctional chain terminating agent can be present in either or both stages. The process preferably does not increase the cyclic byproduct content.
    Type: Grant
    Filed: January 30, 1995
    Date of Patent: July 9, 1996
    Assignee: General Electric Company
    Inventors: Dennis P. Thompson, Patricia P. Anderson, Donald Slick
  • Patent number: 5514828
    Abstract: A method is provided for making a polyfluoroalkylsiloxane fluid in the form of a homopolymer, copolymer, or terpolymer, by polymerizing polyfluoroalkylsiloxane trimer in the presence of a mixture containing an effective amount of water and a strong acid catalyst, such as trifluoromethanesulfonic acid.
    Type: Grant
    Filed: April 21, 1995
    Date of Patent: May 7, 1996
    Assignee: General Electric Company
    Inventor: Edwin R. Evans
  • Patent number: 5457220
    Abstract: The present invention relates to a new silicone cure system. More particularly, the present invention discloses that a siloxane system containing sufficiently high levels of T or Q species in addition to M, D and a limited amount of silanol species can be cured by linear phosphonitrilic chloride disproportionation catalyst.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: October 10, 1995
    Assignee: General Electric Company
    Inventor: John S. Razzano
  • Patent number: 5442025
    Abstract: Organosilsesquioxanes having at least one mesogenic side group and processes for their preparation, which comprise reacting organosilsesquioxanes having at least one Si-bonded hydrogen atom with chiral or achiral mesogenic compounds containing an aliphatic multiple bond.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: August 15, 1995
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Peter Spes, Franz-Heinrich Kreuzer, Christian Freyer, Mechthild Hessling
  • Patent number: 5408025
    Abstract: Linear triorganosiloxy-terminated polydiorganosiloxanes having a silanol content of less than about 200 ppm are prepared by condensing linear higher molecular weight polydiorganopolysiloxanediols having one Si-bonded hydroxyl group in each terminal unit and a silanol content of preferably greater than about 1000, in two separate stages, one using a fixed bed of a solid form of a conventional equilibration catalyst, and the other using a condensation/disproportionation catalyst, e.g., a phosphonitrilic halide or an oligomer thereof or a reaction product thereof with water, an alcohol, an acid, or a siloxane or silane, until the polydiorganosiloxane has reached the desired low content of silanol groups, e.g., below 200 ppm, by weight. The two stages can be carried out in either order, and a conventional monofunctional chain terminating agent can be present in either or both stages. The process preferably does not increase the cyclic byproduct content.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: April 18, 1995
    Assignee: General Electric Company
    Inventors: Dennis P. Thompson, Patricia P. Anderson, Donald Slick
  • Patent number: 5403909
    Abstract: Short-chain linear phosphazenes as well as products of their reactions with water, alcohols and organosiloxanes, and the like, are active catalysts for polycondensation and redistribution of organosiloxane polymers.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: April 4, 1995
    Assignee: General Electric Company
    Inventor: Slawomir Rubinsztajn
  • Patent number: 5399290
    Abstract: A compound of the general formulaM--(CH.sub.2).sub.n --(O).sub.m --[--D--B--].sub.q --Y, (I)in which M represents a silicon radical having 2 to 5 silicon atoms which are linked together by bridging elements A, and the remaining valencies of the silicon atoms are saturated with radicals R; A is a bridging element selected from the group consisting of C.sub.1 - to C.sub.8 -alkylene radicals and oxygen with the proviso that at least one radical A per M radical is a C.sub.1 - to C.sub.8 -alkylene radical; R represents optionally fluorine or chlorine atom- or cyano group-substituted straight-chain C.sub.1 - to C.sub.10 -alkyl or C.sub.2 - to C.sub.10 -alkenyl radicals, branched chain C.sub.3 - to C.sub.10 -alkyl or C.sub.3 - to C.sub.10 -alkenyl radicals, optionally C.sub.1 - to C.sub.4 -alkyl- , C.sub.1 - to C.sub.4 -alkoxy radicals, fluorine, chlorine, bromine atom, cyano, trifluoromethyl or nitro radical substituted C.sub.6 - to C.sub.12 -cycloalkyl, C.sub.6 - to C.sub.12 -cycloalkenyl, C.sub.6 - to C.sub.
    Type: Grant
    Filed: December 2, 1992
    Date of Patent: March 21, 1995
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Norman Haberle, Franz-Heinrich Kreuzer, Benno Krueger, Ingo Zahn
  • Patent number: 5384383
    Abstract: This invention pertains to pristine phenylpropylalkylsiloxanes consisting of mixtures of linear and cyclic siloxanes containing the structure ##STR1## and a method for their preparation. The pristine phenylpropylalkylsiloxanes of the instant invention contain no detectable silicon hydride (--SiH), free organics (--C.dbd.C--) or free inorganics. Additionally, the pristine phenylpropylalkylsiloxanes of the instant invention are high refractive index organosilicone polymers.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: January 24, 1995
    Assignee: Dow Corning Corporation
    Inventors: Gary E. Legrow, Joan E. Sudbury-Holtschlag
  • Patent number: 5380902
    Abstract: A process for the condensation and/or equilibration of organosilicon compounds in the presence of oxygen-containing phosphazenes, in particular those of the formulaY--PCl.sub.2 .dbd.N(--PCl.sub.2 .dbd.N).sub.n --PCl.sub.2 O(I),in whichY represents a chlorine atom or the hydroxyl group andn represents 0 or an integer from 1 to 8, and/or condensation products thereof.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: January 10, 1995
    Assignee: Wacker-Chemie GmbH
    Inventors: Rudolf Hager, Otto Schneider, Johann Schuster
  • Patent number: 5359111
    Abstract: This invention discloses a method of controlling hydrosilylations in a reaction mixture by controlling the solution concentration of oxygen in the reaction mixture, relative to any platinum present in the reaction mixture. This invention further discloses a method for controlling isomerization in linear or branched alkenyl compounds having at least 4 carbon atoms during a hydrosilylation reaction by introducing a controlled amount of oxygen into the alkenyl compounds during the hydrosilylation. This invention further discloses a method for producing dicycloalkylsubstituted silanes by reacting a halo-or alkoxy-silane with a unsaturated cycloalkenyl compound in the presence of oxygen and a hydrosilylation catalyst.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: October 25, 1994
    Assignee: Dow Corning Corporation
    Inventors: Don L. Kleyer, Binh T. Nguyen, Dale E. Hauenstein, Sean P. Davern, William J. Schulz, Jr.
  • Patent number: 5354830
    Abstract: Linear polysiloxanes containing alkylhydrosiloxane units, alkylvinylsiloxane units, and dialkylsiloxane units which polysiloxanes are siloxy-endblocked that are useful as vulcanizable one-component precursors for silicone elastomer compositions, a process for their preparation, a process for preparing vulcanized silicone elastomer compositions therefrom, and novel silicone elastomer compositions are described.
    Type: Grant
    Filed: June 23, 1993
    Date of Patent: October 11, 1994
    Assignee: OSi Specialties, Inc.
    Inventor: Thomas C. Williams
  • Patent number: 5317072
    Abstract: The present invention is a process for the preparation of organofunctional-terminated polydiorganosiloxane polymers and organofunctional polydiorganosiloxane copolymers. The process comprises reacting a hydroxyl-terminated polydiorganosiloxane polymer with: (1) an organofunctional chlorosilane end-blocker to form an organofunctional terminated polydiorganosiloxane polymer and (2) a mixture of organochlorosilane end-blocker and organofunctional dichlorosilane to form an organofunctional polydiorganosiloxane copolymer. The process can be conducted in the presence of an aqueous solution of hydrogen chloride, where the water is present in stoichiometric excess in relation to the hydrolyzable silicon-bonded chlorine.The present process is particularly useful for producing 5-hexenyl-terminated polydimethylsiloxane polymers and for producing siloxane copolymers comprising poly-5-hexenylmethylsiloxy and polydimethylsiloxy blocks.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: May 31, 1994
    Assignee: Dow Corning Corporation
    Inventors: Gary N. Bokerman, David E. Puckett, Larry H. Wood
  • Patent number: 5310843
    Abstract: An MQ organopolysiloxane compatible with organic plastics, has an epoxy-containing organic group, and has the following general formula ##STR1## R.sup.1 represents monovalent hydrocarbon groups, R.sup.2 represents the hydrogen atom and monovalent hydrocarbon groups, R.sup.3 represents epoxy-containing organic groups and alkoxysilylalkyl groups, a is 0 or a positive number, b and c are positive numbers, a/c has a value of 0 to 4, b/c has a value of 0.05 to 4, and (a+b)/c has a value of 0.2 to 4. Also, a method for the preparation of this organopolysiloxane comprises an addition reaction of an Si-H containing organopolysiloxane with an epoxy-containing compound in the presence of a hydrosilylation catalyst.
    Type: Grant
    Filed: September 29, 1992
    Date of Patent: May 10, 1994
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Yoshitsugu Morita
  • Patent number: 5302685
    Abstract: Organopolysiloxane powder is prepared from an organopolysiloxane solution by admitting the organopolysiloxane solution into a planetary-screw mixer and agitating the solution at a sufficient temperature to allow a low-boiling liquid component to evaporate from the solution, thereby separating the low-boiling liquid component from the solution.
    Type: Grant
    Filed: June 17, 1993
    Date of Patent: April 12, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshi Tsumura, Nobuhiko Kodana, Hidehiko Aonuma, Kenichi Isobe
  • Patent number: 5288831
    Abstract: Disclosed are purified polyether silicone addition reaction products of a hydrogen siloxane and a polyoxyalkylene containing a terminal double bond, which in unpurified form contains one or both of unreacted polyoxyalkylene and internal rearrangement side reaction products thereof which generate unpleasant odors in the reaction product upon storage and upon contact with water, substantially free from said unreacted polyoxyalkylene and rearrangement products thereof so that the total quantity of ketones and aldehydes produced by a treatment of the purified polyether silicones in a closed system at 60.degree. C. for 24 hours with a quantity of 10 .sup.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: February 22, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Shoji Ichinohe, Hideyuki Kawamoto
  • Patent number: 5254654
    Abstract: The molecular weight distribution of polydimethylsiloxane-.alpha., .omega.-diol fluids is reduced by contacting the fluid with an alkaline earth metal hydride or hydroxide. Molecular weight distributions lower than Poisson distributions may be obtained. The resulting monodispersed polydimethylsiloxane.alpha., .omega.-diol fluids may be substituted by reaction with common silanating reagents to prepare telechelic polydimethylsiloxanes which are nearly monodispersed.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: October 19, 1993
    Assignee: Temple University of the Commonwealth System of Higher Education
    Inventors: Mark A. Buese, Sejal Patel
  • Patent number: 5250647
    Abstract: Organosilicon compounds containing alkenyl groups and comprising average units of the formula ##EQU1## in which R may be the same or different and are selected from monovalent hydrocarbon radicals having from 1 to 18 carbon atom(s) per radical and monovalent halogenated hydrocarbon radicals having from 1 to 18 carbon atom(s) per radical, R.sup.1 may be the same or different and is selected from alkyl radicals having from 1 to 8 carbon atom(s) per radical and alkyl radicals having from 1 to 8 carbon atom(s) per radical, which are substituted by one or more ether oxygen atom(s), a is 0 or 1, with an average of from 0.003 to 1.0, b is 0, 1, 2 or 3, with an average of from 0.0 to 3.0, c is 0, 1, 2 or 3, with an average of from 0.0 to 3.0, and the sum a+b+c.ltoreq.4, with an average of from 1.5 to 4.0, with the proviso that each molecule contains at least one radical A, and A is a radical of the formula(H.sub.2 C=CR.sup.4 CHR.sup.3 O(R.sup.5 O).sub.V H.sub.1-x C=CH.sub.2-y (R.sup.2 (OR.sup.5).sub.w OCHR.sup.3 CR.
    Type: Grant
    Filed: February 19, 1992
    Date of Patent: October 5, 1993
    Assignee: Wacker-Chemie GmbH
    Inventor: Christian Herzig
  • Patent number: 5248750
    Abstract: Organopolysiloxanes having two different functional groups selected from the group consisting of 3-glycidoxy-propyl, 2-(3',4'-epoxycyclohexyl)ethyl, 3-hydroxypropyl, 3-(2'-hydroxyethoxy)propyl, 3-acryloxypropyl, and 3-methacryloxypropyl groups are more compatible with organic resins and more effective for tailoring the organic resins. They are produced by hydrosilylation of organohydrogenpolysiloxanes with functional group-containing alkenes.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: September 28, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Mitsuhiro Takarada, Yuji Yoshikawa, Kenichi Isobe
  • Patent number: 5247045
    Abstract: The present invention is novel chlorine end-terminated organosiloxanes and a hydrosilylation process for their preparation. The process comprises contacting a chlorine end-terminated (organohydrogen)siloxane and an .alpha.-olefin in the presence of a platinum catalyst, at a temperature of 50.degree. C. to 200.degree. C. The products of this process are chlorine end-terminated organosiloxanes.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: September 21, 1993
    Assignee: Dow Corning Corporation
    Inventors: Loren D. Durfee, Terrence K. Hilty
  • Patent number: 5223595
    Abstract: A process for preparing organo(poly)siloxanes of the formulaR.sup.1 R.sub.2 Si(OSiR.sub.2).sub.m (OSiR.sub.2).sub.n OHwhich comprises reacting a hexaorganocyclotrisiloxane of the formula(R.sub.2 SiO).sub.3with a sil(ox)anol of the formulaR.sup.1 R.sub.2 Si(OSiR.sub.2).sub.m OHin the presence of a catalyst which contains fluoride ions, in which R is the same or different and represents a monovalent, optionally substituted hydrocarbon radical, R.sup.1 represents a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical, m is 0 or an integer of at least 1 and n is an integer of at least 3.An alkali metal fluoride or an alkali metal fluoride bonded to a support material is preferably used as the catalyst in the process of this invention.
    Type: Grant
    Filed: April 23, 1992
    Date of Patent: June 29, 1993
    Assignee: Wacker-Chemie GmbH
    Inventors: Michael Stepp, Johann Muller, Silvia Schofberger
  • Patent number: 5206330
    Abstract: Proposal is given of a method for the preparation of an organopolysiloxane highly freed from any trace amount of the residue of sulfuric acid or fuming sulfuric acid by the siloxane rearrangement reaction of organosiloxane oligomers into equilibirium by using the acid catalyst. The inventive method comprises subjecting the reaction mixture, after completion of the reaction but before the conventional step of washing with a large volume of water to remove the acid residue, to a hydrolysis reaction of the acid residue bonded to the organopolysiloxane molecules with admixture of a limited amount of water and separating the mixture into aqueous and organopolysiloxane phases to discard the acid-containing aqueous phase.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: April 27, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kouichirou Kobayashi, Naoyuki Ida, Shigeru Mori
  • Patent number: 5196559
    Abstract: A process for preparing cyclosiloxanes by the redistribution of a cyclosiloxane or mixture of cyclosiloxanes in the presence of a rearrangement catalyst.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: March 23, 1993
    Assignee: Dow Corning Corporation
    Inventors: William J. Schulz, Jr., Joseph B. Lambert, Lidia Kania
  • Patent number: 5173558
    Abstract: The described process uses a Lewis base as a catalyst to effect the condensation of hydroxy end-substituted polyorganosiloxanes, in the presence of triorganosilyl endblocker to control polymer chain length. The inventors have discovered that within a base catalyst concentration range where the cation concentration is about 1.times.10.sup.-3 to 2.times.10.sup.-1 mole percent in relation to the silicon atoms present, the partial pressure of water can be controlled at a constant value to produce polyorganosiloxane polymers with a reproducible and predictable level of hydroxy substitution.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: December 22, 1992
    Assignee: Dow Corning Corporation
    Inventors: Sidney A. Hansen, Charles E. Neal, Jr.
  • Patent number: 5162480
    Abstract: Polysiloxanes containing both alkylhydrosiloxane units and alkylvinylsiloxane units which polysiloxanes are siloxy-endblocked that are useful as starting materials in the preparation of silicon oxycarbide ceramic compositions, a process for their preparation, a process for preparing silicon oxycarbide ceramic compositions therefrom, and novel silicon oxycarbide ceramic compositions are described.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: November 10, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Curtis L. Schilling, Jr., Thomas C. Williams
  • Patent number: 5130398
    Abstract: Organopolysiloxanes obtained by heating organocyclopolysiloxanes in the presence of alkali catalysts to effect equilibration reaction contain residual silanol groups. The organopolysiloxanes can be stabilized by effecting silylation reaction by adding silylketeneacetal compounds to them, thereby blocking the residual silanol groups through silylation.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: July 14, 1992
    Assignee: Shin-Etsu Chemical Company, Limited
    Inventors: Hironao Fujiki, Nobuhiro Nakagawa
  • Patent number: 5109095
    Abstract: Liquid organosiloxane MTQ resins of the general formula [M.sub.x T.sub.y Q.sub.z ].sub.n wherein M denotes a monofunctional, T a trifunctional and Q denotes a tetrafunctional siloxane unit is characterized by the fact that n has an average value of from 4 to 14, x+y is not less than z and not more than 2 z and x/y has a value of from 2/1 to 9/1. The resin molecule has at least one reactive substituent as defined and can be made by a method comprising (I) adding together a tetraalkoxysiloxane, a monoorganosilane and a triorganosilane or hexaorganodisiloxane in an acidified aqueous medium provided the tetraalkoxysilane is not added to the aqueous medium prior to the other components, (II) allowing the components to react together in said aqueous medium and, optionally (III) further reacting the finished resin with another compound having N atoms.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: April 28, 1992
    Assignee: Dow Corning Limited
    Inventor: Derek W. Butler
  • Patent number: 5109093
    Abstract: A process for the preparation of an organosilicon condensation product which comprises reacting together at a temperature of at least 50.degree. C. (A) an organosilicon compound having in the molecule at least one silicon-bonded hydroxyl group; and (B) an organosilicon compound having in the molecule at least one silicon-bonded --OX group, in which X respresents an alkyl group having from 1 to 8 carbon atoms or an alkoxyalkyl group having from 2 to 8 carbon atoms, in the presence of a catalytic substance which is selected from strontium hydroxide and barium hydroxide.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: April 28, 1992
    Assignee: Dow Corning Limited
    Inventors: Sian B. Rees, Stephen Westall
  • Patent number: 5087683
    Abstract: A process for producing an .alpha., .omega.-hydroxyfluoroalkylpolysiloxane comprising polymerizing a cyclotrisiloxane in the presence of a polymerization catalyst of lithium hydroxide or a lithium salt of a diorganosiloxane, and a promoter of phtalic diorganoester and/or ortho-dialkoxybenzene, and stopping the polymerization by adding a neutralizer is disclosed. This process very easily obtains the .alpha., .omega.-hydroxyfluoroalkylpolysiloxane of a desired viscosity.If a chloroethane of the general formula CHX, CCl X.sub.2 (X is the hydrogen or chlorine atom) is used as the neutralizer, the .alpha., .omega.-hydroxyfluoroalkylpolysiloxane does not exhibit any substantial change of viscosity over time.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: February 11, 1992
    Assignee: Shin-Etsu Chemical Co. Ltd.
    Inventors: Masatoshi Arai, Shinichi Satoh, Kesao Ide
  • Patent number: 5086146
    Abstract: A methylalkoxy-methylalkyl cyclosiloxane copolymer having the formula(OSiROR).sub.d (OSiRR').sub.ewhere R is an alkyl radical having one to three carbon atoms; R' is the alkyl radical (CH.sub.2).sub.c R; c is an integer having a value of from 1 to 17; d is an integer having a value of from 3 to 10; and e is an integer having a value of from one to seven.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: February 4, 1992
    Assignee: Dow Corning Corporation
    Inventors: Donald T. Liles, Renee A. Klein
  • Patent number: 5086145
    Abstract: Disclosed is a method of manufacturing solvent-soluble polyorganosilsesquioxanes of the formula; ##STR1## wherein each R is a substituted or unsubstituted alkyl, alkenyl or halogen-substituted alkyl group of 1-5 carbon atoms, or substituted or unsubstituted phenyl of 6-10 carbon atoms, and n is 2-10,000; which comprises reacting an organotriacetoxysilane with a stoichiometric quantity of alcohol and/or water in an organic solvent to obtain a diacetoxymonoalkoxysilane, which is condensation polymerized in the presence of sodium hydrogencarbonate to obtain a prepolymer, which prepolymer is then condensation polymerized by heat in the presence of a catalyst selected from alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal fluorides, alkaline earth metal fluorides and triethylamine.
    Type: Grant
    Filed: June 18, 1990
    Date of Patent: February 4, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takashi Morimoto, Hiroshi Yoshioka
  • Patent number: 5073618
    Abstract: Process for the production of organosilicon condensation products which comprises contacting (A) at least one organosilicon compound having in the molecule at least one silanol group, the organic substituents being selected from monovalent hydrocarbon groups having from 1 to 14 carbon atoms and monovalent substituted hydrocarbon groups having from 1 to 10 carbon atoms, and (B) a borate or phosphate of sodium or potassium.The condensation products find application in, for example textile treatments and paper coating.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: December 17, 1991
    Assignee: Dow Corning Limited
    Inventor: Stephen Westall
  • Patent number: 5045621
    Abstract: A diorganopolysiloxane in which a polymerizable functional group is present at one (or both) molecule chain ends and in which an arbitrary group is present at the other end can be easily synthesized. The synthesis involves the opening of a cyclotrisiloxane using an alkali metal silanolate which bears the polymerizable functional group, followed by a capping reaction. The resulting diorganopolysiloxane can be used effectively as a feed material for manufacturing silicone rubbers, feed material for manufacturing novel grafted organopolysiloxanes, comonomer components for resins other than organopolysiloxanes or plastics, etc.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: September 3, 1991
    Assignee: Toray Silicone Company, Ltd.
    Inventor: Toshio Suzuki
  • Patent number: 5043409
    Abstract: In a process for the preparation of molded polyurethane or polyurea articles, especially by the RIM process, internal release agents of the general formula ##STR1## are used. In this formula R.sup.1 =is alkyl with 20 to 40 carbon atoms,R.sup.2 =is R.sup.1 or methyl,R.sup.3 =is --(CH.sub.2).sub.s -- or --[(CH.sub.2).sub.t --].sub.r (OC.sub.2 H.sub.4).sub.x --(OC.sub.3 H.sub.6).sub.y --whereins=3 to 12,t=3 to 12,r=0 or 1,x=0 to 10,y=0 to 10,and the sum of x+y is not less than 1,n=0 to 50,m=2 to 100, m being greater than n,p=0 to 5,with the proviso that the siloxane has a melting point of not less than 38.degree. C.The compounds are finely dispersed with an average particle size of not less than 5 to 100.mu. in amounts of 0.5 to 5 weight percent, based on the reaction formulation. The release agents are preferably suspended in a portion of the polyol or polyolamine that is to be foamed.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: August 27, 1991
    Assignee: Th. Goldschmidt AG
    Inventors: Helmut Lammerting, Hans-Joachim Kollmeier, Rolf-Dieter Langenhagen
  • Patent number: 5025074
    Abstract: Phenol-organopolysiloxane chainstoppers are phosgenated in combination with a bisphenol to make flame retardant organopolysiloxane-polycarbonate triblock copolymers. The phenol-organopolysiloxane chainstoppers can be made by effecting addition between an aliphatically unsaturated phenol and a silicon-hydride organopolysiloxane.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: June 18, 1991
    Assignee: General Electric Company
    Inventors: Gary C. Davis, Barbara E. McGrath, Kevin M. Snow
  • Patent number: 5013809
    Abstract: Organosilicon prepolymer compositions which are the reaction products of (a) at least one of cyclic polysiloxanes or tetrahedral siloxysilanes containing at least two .tbd.SiH groups and (b) polycyclic polyenes having at least two non-aromatic, non-conjugated carbon-carbon double bonds in their rings, wherein the total ratio of the non-aromatic, non-conjugated carbon-carbon double bonds in the rings of (b) to .tbd.SiH groups in (a) in greater than 1.8:1 and either the .tbd.SiH containing compounds (a) or the polycyclic polyenes (b) have more than two reactive sites. The organosilicon compositions are blended with (c) at least one of additional cyclic polysiloxanes, additional tetrahedral siloxysilanes or linear, short chain .tbd.SiH terminated polysiloxanes to make fluid hydrosilation compositions. These storable blends are polymerized to thermally stable thermoset polymers.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: May 7, 1991
    Assignee: Hercules Incorporated
    Inventor: Raymond T. Leibfried, Sr.
  • Patent number: 5011901
    Abstract: Polyorganosiloxane which are useful as resist materials for use in microprocesses such as large scale integration device fabrication are those of the formula ##STR1## where R.sup.1 is a monovalent hydrocarbon group having 1 to 6 carbon atoms; R.sup.2 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms; x and z are positive numbers; y is zero or a positive number; and x, y, and z have values such that their ratios are 0.3.ltoreq.(x+y)/z.ltoreq.4; and zero .ltoreq.y/x.ltoreq.100. The polyorganosiloxanes can be prepared by cohydrolysis or condensation reactions of hydrolyzable group-containing organosilanes or disiloxanes with tetrafunctional hydrolyzable silanes.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: April 30, 1991
    Assignee: Dow Corning Toray Silicone
    Inventor: Yoshimi Fukutani