Hydrogen Bonded Directly To Silicon Patents (Class 556/451)
  • Patent number: 6147243
    Abstract: A method for preparing organosilicon compounds comprises: 1) converting the Si-bonded alkoxy in an Si-bonded alkoxy-functional organosilicon compound to the diorganosilyl group by reacting the Si-bonded alkoxy-functional organosilicon compound with organodisiloxane with the general formula HR.sub.2 Si--O--SiR.sub.2 H, where R is a monovalent hydrocarbyl group of 1 to 10 carbon atoms, in alcohol-containing acidic aqueous solution; and subsequently 2) treating with a sulfonic acid catalyst and carboxylic acid. This method is able to convert all the alkoxy groups in the alkoxy-functional organosilicon compound to diorganosilyl. This method can be used to synthesize a high-purity carbosiloxane dendrimer having a narrow molecular weight distribution.
    Type: Grant
    Filed: November 23, 1999
    Date of Patent: November 14, 2000
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Satoshi Onodera, Makoto Yoshitake
  • Patent number: 6143912
    Abstract: A process for preparing methylhydrogenpolysiloxanes having trimethylsilyl end groups wherein, in a first step, methyldichlorosilane and trimethylchlorosilane are reacted with at most 0.5 mol of water per mole of hydrolyzable chlorine to give a partial hydrolysate and gaseous hydrogen chloride and, in a second step, the partial hydrolysate, to remove the SiCl groups still present, is treated with water, forming hydrochloric acid.
    Type: Grant
    Filed: May 25, 1999
    Date of Patent: November 7, 2000
    Assignee: Wacker-Chemie GmbH
    Inventors: Tassilo Lindner, Gilbert Geisberger, Bernd Pachaly
  • Patent number: 6140525
    Abstract: This invention relates to a macromonomer and a method for its preparation. The macromonomer has silicon-bonded hydrogen atoms at one molecular chain terminal, and aliphatically unsaturated silicon-bonded organic groups at the other molecular chain terminal. This invention further related 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: December 21, 1998
    Date of Patent: October 31, 2000
    Assignees: Russian Academy of Sciences, Dow Corning Corporation, Dow Corning Toray Silicone Co.
    Inventors: Tadashi Okawa, Aziz Muzafarov, Stephen Cray
  • Patent number: 6043388
    Abstract: A method comprising the solventless reaction of a 1,1,3,3-tetraalkyldisiloxane (HR.sub.2 Si--O--Si R.sub.2 H) with a hexaalkycyclotrisiloxane (R'.sub.2 SiO).sub.3 in the presence of linear phosphonitrilic chloride to produce(HR.sub.2 SiO)(SiR'.sub.2 O).sub.3 (SiR.sub.2 H)wherein R and R' are independently monovalent alkyl or haloalkyl groups, preferably wherein R and R' are monovalent hydrocarbons having from one to three carbons. Appropriate selection of reaction conditions results in no or minimal equilibration of the desired product to the homologous materials.
    Type: Grant
    Filed: December 21, 1998
    Date of Patent: March 28, 2000
    Assignee: General Electric Company
    Inventor: Robert J. Perry
  • Patent number: 6017849
    Abstract: The present invention generally relates to the regulation of plant physiology, in particular to methods for inhibiting the ethylene response in plants or plant products, and has three embodiments. The first embodiment relates to methods of minimizing impurities capable of reversibly binding to plant ethylene receptor sites during the synthesis of cyclopropene and its derivatives such as methylcyclopropene, thereby avoiding the negative effects these impurities have on plants treated with cyclopropene and its derivatives. The second embodiment relates to complexes formed from molecular encapsulation agents such as cyclodextrin, and cyclopropene and its derivatives such as methylcyclopropene, in addition to cyclopentadiene and diazocyclopentadiene and their derivatives, thereby providing a convenient means for storing and transporting these compounds capable of inhibiting the ethylene response in plants, which are reactive gases and highly unstable because of oxidation and other potential reactions.
    Type: Grant
    Filed: August 20, 1998
    Date of Patent: January 25, 2000
    Assignee: Biotechnologies for Horticulture, Inc.
    Inventors: James Daly, Bob Kourelis
  • Patent number: 5965683
    Abstract: A sequential catalysis of the ring opening polymerization of cyclic organosiloxanes using a base catalyst that can be neutralized by a subsequent redistribution and condensation catalyst such as a Lewis acid catalyst, preferably a phosphonitrilic compound, permits the rapid synthesis of functionalized and poly-functionalized silicone copolymers such as alkenyl hydride copolymers, a new composition of matter. The instant claims are drawn to branched siloxanes having both Si--H and Si-alkenyl groups.
    Type: Grant
    Filed: August 7, 1997
    Date of Patent: October 12, 1999
    Assignee: General Electric Company
    Inventors: Susan A. Nye, Donna A. Riccio, Brenda S. Wutzer
  • Patent number: 5856546
    Abstract: A method for the preparation of potassium silanolates comprising reacting a mixture comprising solid potassium hydroxide and a polyorganosiloxane described by formula R.sup.1 R.sup.1 R.sup.2.sub.2 SiO(R.sup.2.sub.2 SiO).sub.m R.sup.3 or (R.sup.2.sub.2 SiO).sub.n, where m is an integer from 1 to about 1000, n is an integer from 3 to about 20, R.sup.1 a hydroxyl group or an alkoxy group comprising from 1 to about 8 carbon atoms and R.sup.2 is a hydrogen atom or an independently selected substituted or unsubstituted monovalent hydrocarbon group comprising from 1 to about 8 carbon atoms R.sup.3 is a hydrogen atom or an alkyl group comprising from 1 to 8 carbon atoms in the presence of an organic solvent which forms an azeotrope with water at a temperature within a range of about 90.degree. C. to 150.degree. C. thereby forming a potassium silanolate.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: January 5, 1999
    Assignee: Dow Corning Corporation
    Inventors: Daniel Graiver, Arnold Wade Lomas, Edward Thomas Rasmussen, Jr., Kelly James Wall
  • Patent number: 5789612
    Abstract: A method for neutralizing a polyorganosiloxane mixture. The method comprises (A) contacting a mixture comprising a polyorganosiloxane and an acid with a neutralizing amount of a solid organic base at a mixture temperature above the melting temperature of the solid organic base forming a molten organic base and forming an insoluble adduct of the acid with the molten organic base, (B) lowering the mixture temperature to effect solidification of residual molten organic base to residual solid organic base, and (C) effecting separation of the insoluble adduct and the residual solid organic base from the polyorganosiloxane mixture. The present invention is especially useful for neutralizing mixtures comprising polyorganosiloxane mixtures where the polyorganosiloxane comprises hydrogen atoms bonded to silicon.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: August 4, 1998
    Assignee: Dow Corning Corporation
    Inventors: Daniel Graiver, Arthur James Tselepis
  • Patent number: 5616756
    Abstract: There is disclosed an organosilicon compound which contains a silicon-bonded functional group at each molecular chain terminal as well as a terminal -SiH group on a side chain branching from the main chain, said functional group being selected from amino-functional organic groups, epoxy-functional organic groups, hydroxyl group or a group obtained by substituting active hydrogen in the preceding groups with triorganosilyl group.
    Type: Grant
    Filed: May 29, 1996
    Date of Patent: April 1, 1997
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Hisataka Nakashima
  • Patent number: 5616673
    Abstract: Use of a certain class of acid washed clays enables a fixed bed process for the production of very low viscosity low silanol content silicone fluids to be produced in a fixed bed single reactor process.
    Type: Grant
    Filed: December 13, 1995
    Date of Patent: April 1, 1997
    Assignee: General Electric Company
    Inventors: Patricia P. Anderson, Dennis P. Thompson
  • Patent number: 5567833
    Abstract: A curable composition which comprises(C) a non-polymeric organic curing agent having at least two hydrosilyl groups in a molecule,(D) an organic polymer having at least one alkenyl group in a molecule, and(E) a hydrosilylation catalysthas rapid curability and good depth curability, and gives a homogeneous cured material having good mechanical properties.
    Type: Grant
    Filed: September 26, 1994
    Date of Patent: October 22, 1996
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Takahisa Iwahara, Makoto Chiba, Tomoko Takahara, Kazuya Yonezawa
  • Patent number: 5539137
    Abstract: A method is provided for making silicone fluids having a high refractive index by effecting a hydrosilylation reaction between an arylacetylene such as phenylacetylene and a silicon hydride substrate, such as a cyclic or linear hyridosiloxane in the presence of a platinum catalyst.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 23, 1996
    Assignee: General Electic Company
    Inventors: Larry N. Lewis, Susan A. Nye
  • Patent number: 5523375
    Abstract: A polyether silicone carboxylic acid or salt composition thereof useful for personal care applications.
    Type: Grant
    Filed: July 12, 1995
    Date of Patent: June 4, 1996
    Assignee: General Electric Company
    Inventors: William J. Raleigh, James A. Campagna, Michael A. Lucarelli
  • Patent number: 5502229
    Abstract: There is disclosed a diphenylsiloxane oligomer functionalized at both terminals, and methods for the preparation thereof, said oligomer having the following general formula G-(OSi(Ph).sub.2).sub.m O--G wherein Ph denotes a phenyl radical, m is 3 to 50 and G is has a formula independently selected from the group consisting of ##STR1## in which R.sup.1 is independently selected from the group consisting of hydrogen and a monovalent hydrocarbon group having 2 to 8 carbon atoms, said monovalent hydrocarbon group excluding phenyl, tolyl, xylyl, and ethylphenyl radicals, R is independently selected from the group consisting of R.sup.1, methyl radical and phenyl radical, Q is a divalent hydrocarbon group and n is an integer having a value of 1 to 3.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: March 26, 1996
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Brian R. Harkness, Mamoru Tachikawa, Kasumi Takeuchi
  • Patent number: 5493041
    Abstract: The crosslinking and simultaneous alkylation of poly(hydridomethylsiloxanes) form crosslinked siloxanes having n-alkylmethyl groups. Without changing the chain length of the poly(hydridomethylsiloxane) starting material, a family of lightly crosslinked siloxanes having n-alkylmethyl groups, with a range of viscosities, can be produced using one or more alpha-olefins along with a small amount of an unconjugated alpha, omega-diene added as a crosslinker. The poly(hydridomethyl siloxanes) are made from highly pure silanol-free hexamethyldisiloxane and highly pure mixtures of silanol-free tetramethylcyclotetrasiloxane (D.sup.H 4) and pentamethylcyclopentasiloxane D.sup.H 5 containing no more than about 100 parts per million (ppm) water, with anhydrous trifluoromethane sulfonic acid (triflic acid, CF.sub.3 SO.sub.3 H), at room temperature, to provide linear poly(hydridomethylsiloxanes) having degrees of polymerization of up to about 250.
    Type: Grant
    Filed: July 21, 1995
    Date of Patent: February 20, 1996
    Assignee: Dow Corning Corporation
    Inventors: Timothy N. Biggs, Gary E. LeGrow
  • Patent number: 5493040
    Abstract: Describes alkylhydrido siloxanes RSi(OSiMe.sub.2 H).sub.3. Me is methyl and R is a C.sub.6 to C.sub.18 straight or branched-chain alkyl group.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: February 20, 1996
    Assignee: Dow Corning Corporation
    Inventors: Vicky S. Cobb, Gary E. Le Grow, Ann W. Norris, Donald E. Mc Vannel
  • Patent number: 5486635
    Abstract: There is disclosed a method for preparing a diorganopolysiloxane having a functional group at only one end of the molecular chain and having the formulaR(R.sub.2 SiO).sub.p Bwherein R is an independently selected monovalent hydrocarbon group, B is selected from the group consisting of a hydrogen atom and an organosilyl group having the formula--SiR.sub.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: January 23, 1996
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Tadashi Okawa
  • Patent number: 5446185
    Abstract: Alkylhydrido siloxane fluids including (i) comonomers of the formula RSi(OSiMe.sub.2 H).sub.3, (ii) oligomers of the formula (HMe.sub.2 SiO).sub.2 -Si(R)-O-Si(R)-(OSiMe.sub.2 H).sub.2, and (iii) higher molecular weight siloxane species of the formulas RSi[(OSiMe.sub.2).sub.x OSiMe.sub.2 H].sub.3 and [HMe.sub.2 SiO(Me.sub.2 SiO).sub.x ].sub.2 SiRORSi[(OSiMe.sub.2).sub.x OSiMe.sub.2 H].sub.2, are described in which Me is methyl, and R is a C.sub.2 to C.sub.18 straight-chain or branched-chain alkyl substituent. Methods of making the siloxane comonomers, oligomers, and higher molecular weight species, are also disclosed.
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: August 29, 1995
    Assignee: Dow Corning Corporation
    Inventors: Vicky S. Cobb, Donald E. Mc Vannel, Ann W. Norris, Gary E. Legrow
  • Patent number: 5443633
    Abstract: The invention relates to the use of a composition which, in a liquid carrier, contains a polymeric hydrogen siloxane (or (H) siloxane) corresponding to the following general formula ##STR1## in which n is a number of from 1 to 70 andR is an alkyl, hydroxyalkyl, aminoalkyl, haloalkyl or aryl radical.The liquid carrier is, for example, water or dichloromethane.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: August 22, 1995
    Assignee: Nestec S.A.
    Inventors: Pierre Hirsbrunner, Denys Roulin
  • Patent number: 5416230
    Abstract: The present invention relates to novel 2-(aryl)hydrogenpolysiloxane type silicone fluids as represented by the formula I and their preparation methods by hydrolyzing mixtures of 2-(aryl)hydrogendichlorosilane and diorganodichlorosilane as represented by the formula II and formula III respectively. ##STR1## wherein X.sup.1 and X.sup.2 represent independent hydrogen or alkyl (C.sub.1 -C.sub.3), phenyl, phenoxy, fluoro, chloro, bromo, mercapto, mercaptomethyl group; R.sup.1 and R.sup.2 represent independently methyl or phenyl group; M represents H or SiMe.sub.3 group wherein Me represents methyl and when M is hydrogen, the silanol groups at the both ends of the molecule easily undergo dehydration so that they can cyclize to form the cyclic silicone fluids. The mixing ratio (x/y) of the compounds as represented in formula II and formula III respectively can be 1:0.01-1:100.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: May 16, 1995
    Assignee: Korea Institute of Science and Technology
    Inventors: Il N. Jung, Bok R. Yoo, Bong W. Lee
  • Patent number: 5412135
    Abstract: A novel organic silicon compound having at least one .tbd.SiH group in a molecule and a fluorinated organic group at either end is a useful crosslinking agent for various resins, especially fluorinated resins. An organopolysiloxane composition comprising (A) an organopolysiloxane having in a molecule at least two alkenyl groups and at least one fluorinated substituent, (B) an organohydrogenpolysiloxane having at least two .tbd.SiH groups in a molecule and a fluorinated organic group at either end, and (C) a platinum catalyst is readily curable to products having solvent and moisture resistance.
    Type: Grant
    Filed: April 20, 1994
    Date of Patent: May 2, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kenichi Fukuda, Kouichi Yamaguchi, Shinichi Sato, Hirofumi Kishita, Masatoshi Arai, Hironao Fujiki
  • Patent number: 5395956
    Abstract: A process for preparing cyclic organohydrogensiloxanes. The process comprises contacting an organohydrogendichlorosilane with about a stoichiometric equivalent of water to form a hydrolyzate. The hydrolyzate is diluted in an inert solvent and contacted with an acidic rearrangement catalyst to effect formation of cyclic organohydrogensiloxanes. The cyclic organohydrogensiloxanes are separated from inert solvent and linear organohydrogensiloxanes. The inert solvent and linear organohydrogensiloxanes are then recycled to the process for further contact with the acidic rearrangement catalyst.
    Type: Grant
    Filed: July 5, 1994
    Date of Patent: March 7, 1995
    Assignee: Dow Corning Corporation
    Inventors: Gregory R. Haines, David E. Puckett, Larry H. Wood
  • Patent number: 5317073
    Abstract: Novel fluorosilicone hydrides are provided which are useful as intermediates in the preparation of epoxy-functional fluorosilicones having improved cure efficiency at low temperatures and improved resistance to solvents and fuels than analogous non-fluoro-functional epoxy-functional silicones prepared from non-fluoro-functional silicone hydrides.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: May 31, 1994
    Assignee: General Electric Company
    Inventors: Edwin R. Evans, Edward M. Jeram
  • Patent number: 5304667
    Abstract: The present invention relates to cyclic siloxanes which have at least one group of formula (1) bonded to a silicon atom--(CH.sub.2).sub.x --R"--[--L--A--].sub.y --(L).sub.z --T (1),in which x is an integer having a value of at least 2, preferably having a value of from 2 to 10, R" is a chemical bond or a divalent radical of the formula --COO--, --OOC--, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --N.dbd.N--, --N.dbd.N, --N.dbd.CH--, --CH.dbd.N or --Si(R).sub.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: April 19, 1994
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Norman Haeberle, Wolfgang Haas, Franz-Heinrich Kreuzer
  • Patent number: 5272243
    Abstract: The linear organosilicon compounds of this invention contain at least two silicon-bonded hydrogen atoms at one of the two terminal positions of the molecule and at least two silicon-bonded hydrolyzable groups at the other terminal position. The compounds are useful as intermediates for preparing organosilicon compounds containing at least two organofunctional groups in each molecule.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: December 21, 1993
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hisataka Nakashima, Tadashi Okawa
  • Patent number: 5256754
    Abstract: Hydrogenpolysiloxanes having a (meth)acryloxypropyl group on a side chain are useful intermediates. They are prepared by equilibration reaction of siloxane compounds.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: October 26, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Mitsuhiro Takarada, Yuji Yoshikawa, Kenichi Isobe
  • Patent number: 5241097
    Abstract: This invention relates to an improved, high-yield process for producing cyclic siloxane in a biphasic reaction solvent mixture comprising an alkane, an alcohol and water.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: August 31, 1993
    Assignee: Allied-Signal Inc.
    Inventors: Joseph J. Zupancic, Jeffrey P. Conrad
  • Patent number: 5239101
    Abstract: The present invention is an anhydrous process for preparing organosiloxy end-blocked polyorganosiloxanes from chlorine end-terminated polyorganosiloxanes. The process comprises contacting an anhydrous mixture comprising a chlorine end-terminated polyorganosiloxane and an organodisiloxane with a rearrangement catalyst, where the rearrangement catalyst facilitates a chlorine and organosiloxy exchange between the chlorine end-terminated polyorganosiloxane and the organodisiloxane forming a organochlorosilane as a by-product. The organochlorosilane is continuously removed from the process providing a means by which the chlorine displaced from the chlorine end-terminated polyorganosiloxane can be effectively removed from the organosiloxy end-blocked polyorganosiloxanes in a useable form. The present process is especially useful for the rearrangement of chlorine end-terminated polyorganosiloxanes having one or more hydrogen atoms bonded to silicon to organosiloxy end-blocked polyorganohydrosiloxanes.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: August 24, 1993
    Assignee: Dow Corning Corporation
    Inventors: Gary N. Bokerman, David E. Puckett, Larry H. Wood
  • Patent number: 5232959
    Abstract: This invention provides a novel class of organohydrogenpolysiloxanes that function as curing agents for organosiloxane compositions curable by a hydrosilylation reaction in addition to imparting excellent adhesion to the cured composition. This invention also provides curable organosiloxane compositions containing these novel organohydrogen-polysiloxanes. The compositions exhibit excellent adhesion to a variety of organic and inorganic substrates, including but not limited to metals, glasses, and plastics.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: August 3, 1993
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Atsushi Togashi, Akira Kasuya
  • Patent number: 5221759
    Abstract: The present invention relates to cyclic siloxanes which have at least one group of formula (1) bonded to a silicon atom--(CH.sub.2).sub.x --R"--[--L--A--].sub.y --(L).sub.z --T (1),in which x is an integer having a value of at least 2, preferably having a value of from 2 to 10, R" is a chemical bond or a divalent radical of the formula --COO--, --OOC--, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --N.dbd.N--, --N.dbd.N(O)--, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --N.dbd.N(O)--, --N.dbd.CH--, --CH.dbd.N--, or --Si(R).sub.
    Type: Grant
    Filed: July 11, 1991
    Date of Patent: June 22, 1993
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Norman Haeberle, Wolfgang Haas, Franz-Heinrich Kreuzer
  • Patent number: 5210168
    Abstract: The present invention relates to a novel method of preparing siloxane bonds. The method comprises reacting less than or equal to 1 equivalent of a carboxylic acid with 2 equivalents of alkoxy groups on an alkoxysilane in the presence of a strong acid.
    Type: Grant
    Filed: April 2, 1992
    Date of Patent: May 11, 1993
    Assignee: Dow Corning Corporation
    Inventors: Debora F. Bergstrom, Binh T. Nguyen, John L. Speier, Ming-Shin Tzuo
  • Patent number: 5194649
    Abstract: This invention relates to an organopentasiloxane with the following formula ##STR1## wherein A is the hydrogen atom or an aliphatically unsaturated monovalent hydrocarbon group, R is the same or different monovalent hydrocarbon group, and n is an integer with a value of 2 to 4, which carries silicon-bonded hydrogen or a silicon-bonded, aliphatically unsaturated monovalent hydrocarbon group at one molecular chain terminal and silicon-bonded organoxy group(s) at the other terminal.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: March 16, 1993
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Tadashi Okawa
  • Patent number: 5189193
    Abstract: The present invention is a process for preparation of cyclic organohydrosiloxanes. The process comprises contacting an organohydrodihalosilane with a substantially stoichiometric quantity of water to form a mixture containing cyclic and short-chain linear organohydrosiloxanes. This mixture is distilled to separate the cyclic and short-chain linear organohydrosiloxanes from other components of the mixture. The separated cyclic and short-chain linear organohydrosiloxanes are then contacted with an additional quantity of water to effect hydrolysis and condensation of the short-chain linear organohydrosiloxanes to higher molecular weight linear organohydrosiloxanes which are easily separated from the cyclic organohydrosiloxanes by a second distillation step.
    Type: Grant
    Filed: August 31, 1992
    Date of Patent: February 23, 1993
    Assignee: Dow Corning Corporation
    Inventors: Steven K. Freeburne, David E. Puckett
  • Patent number: 5175328
    Abstract: There is disclosed a novel method for the preparation of an organopolysiloxane which has two or three diorganohydrogensiloxy groups at one and only one end of the molecular chain terminal. The method of the invention is particularly useful in that it produces high yields of the desired organopolysiloxane. The method comprises causing a condensation reaction between (A) a hydrogen or lithium terminated polysiloxane and (B) an organopolysiloxane having two or three diorganohydrogensiloxy groups at one terminal of the molecular chain and a halogen at the other terminal of the molecular chain.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: December 29, 1992
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Tadashi Okawa, Shuji Yamada
  • Patent number: 5166384
    Abstract: In a trimethoxysilane preparation from silicon metal and methanol which preparation uses a solvent, a method for removing a siloxane dissolved in the solvent, which method comprises contacting the solvent with a boron-oxygen compound, and optionally an alkali metal alkoxide such as sodium methoxide.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: November 24, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Donald L. Bailey, Thomas E. Childress, Robert L. Ocheltree, James S. Ritscher
  • 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: 5140087
    Abstract: The present invention relates to an organosiloxane compound suitable for the modification of silicone rubbers and synthetic resins, an organosiloxane compound useful as its intermediate, and a process for preparing them. The organosiloxane compound of the present invention can be represented by the general formula (IV) ##STR1## wherein j is an integer of 1 to 2000, R is an alkyl group having 1 to 4 carbon atoms, and R.sup.1 is a pentafluorophenyl group or a straight-chain or a branched fluoroalkyl group represented by the formula (II)C.sub.a H.sub.b F.sub.2a-b+1 (II)wherein a is an integer of 3 to 18, and b is an integer of 0 to 2a.The siloxane compounds of the present invention also include compounds having siloxane chains, at least one of the chains having a substituent with a fluorine atom containing group at the terminal thereof.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: August 18, 1992
    Assignee: Chisso Corporation
    Inventors: Takahiro Saho, Yoshinori Akutsu, Takaharu Nakano, Nobumasa Ohtake
  • Patent number: 5128494
    Abstract: A method is provided for preparing preceramic polymers and silicious ceramic materials which derive therefrom. The preceramic polymers are polysiloxanes which are synthesized by catalytically activating Si-H bonds in a hydridosiloxane starting material and replacing the activated hydrogen atoms with non-hydrogen substituents. These preceramic polysiloxanes are pyrolyzed in a selected atmosphere to give the desired ceramic product. Ceramic products which may be prepared by this technique include silica, silicon oxynitride, silicon carbide, and metal silicates.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: July 7, 1992
    Assignee: SRI International
    Inventor: Yigal Blum
  • Patent number: 5097054
    Abstract: A process for producing a hydrogensiloxane represented by the following general formula: ##STR1## wherein R is a monovalent organic group, Me is the methyl group, n is an integer of 1 to 3, and m is 1 or 2, comprises reacting a chlorosilane represented by the following general formula: ##STR2## wherein R, Me, n and m are as defined above, with 1,1,3,3-tetramethyldisiloxane in the presence of water and an acid. The process can produce the hydrogensiloxane in a high yield, since side reactions are effectively obviated.
    Type: Grant
    Filed: December 26, 1990
    Date of Patent: March 17, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yasushi Yamamoto, Takashi Matsuda
  • Patent number: 5063267
    Abstract: The present invention relates to hydrogen silsesquioxane resin (H-resin) fractions derived from an extraction process using one or more fluids at, near or above their critical state. These fractions can comprise narrow molecular weight fractions with a dispersity less than about 3.0 or fractions useful for applying coatings on substrates. The invention also relates to a method of using these fractions for forming ceramic coatings on substrates.
    Type: Grant
    Filed: November 28, 1990
    Date of Patent: November 5, 1991
    Assignee: Dow Corning Corporation
    Inventors: Larry F. Hanneman, Theresa E. Gentle, Kenneth G. Sharp
  • Patent number: 5035748
    Abstract: An inorganic pigment comprising a content of at least 0.1% by weight and at most 5% by weight of one or more polyorganosiloxanes, wherein the polyorganosiloxanes have viscosities of 10 to 100,000 mPa.s and a relative molecular weight of 500 to 500,000, have no reactive or crosslinking groups, contain at least one C.sub.9 -C.sub.25 Si-alkyl and/or one C.sub.9 -C.sub.25 Si-aryl group per molecule, the total content of these groups in the polyorganosiloxane being 7-70% by weight and the other organic radicals contained in the polyorganosiloxane having 1 to 8 carbon atoms. Such pigments can be used in lacquers, emulsion paints, plastics, toners, magnetic recording materials, building materials and enamels.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: July 30, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Burow, Jurgen Kischkewitz, Ottfried Schlak
  • Patent number: 5034554
    Abstract: A process for producing a polysiloxane oil with aryl groups and oxygen atoms as co-substituents on the silicon atoms. Silicon monoxide gas is reacted under a vacumm with iodine and an aromatic compound such as toluene in solution at a low temperature in the region of -75.degree. C. to -95.degree. C.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: July 23, 1991
    Assignee: Elkem a/s
    Inventors: Peter L. Timms, William N. Rowlands
  • Patent number: 5011962
    Abstract: Organosiloxanes (1) of the general formulaR.sup.1.sub.4-n Si(OSiR.sub.3).sub.n,in which R is the same or different and represents a hydrogen atom or a monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical or a substituted monovalent hydrocarbon radical having from 1 to 18 carbon atom(s) per radical, R.sup.1 represents R or a chlorine atom, and n is 3 or 4, are prepared by reacting organodisiloxanes (2) of the general formula(R.sub.3 Si).sub.2 O,with chlorosilanes (3) of the general formulaR.sub.4-n SiCl.sub.n,in which R and n are the same as above, in the presence of phosphonitrile chlorides (4) and cocatalysts (5), in which the cocatalysts (5) are used concomitantly with the phosphonitrile chlorides (4) and are selected from the group consisting of amides of the general formulaX--C(O)--R.sup.2,in which R.sup.
    Type: Grant
    Filed: May 30, 1990
    Date of Patent: April 30, 1991
    Assignee: Wacker-Chemie GmbH
    Inventors: Gerhard Staiger, Johann Muller, Walter Doskocil
  • Patent number: 4992573
    Abstract: A rhodium colloid has been found to be a superior catalyst for the hydrosilylation of silicon hydride having two or three hydrogens attached to silicon. The rhodium colloid is made by effecting reaction between rhodium trichloride and certain silicon hydride.
    Type: Grant
    Filed: April 13, 1990
    Date of Patent: February 12, 1991
    Assignee: General Electric Company
    Inventor: Larry N. Lewis
  • Patent number: 4968828
    Abstract: A fluorine-containing organosilicon compound represented by the following general formula: ##STR1## wherein R.sub.f represents a perfluoroalkyl group or a perfluoroalkyl ether group, and m and n are each an integer of 0 or 1. This fluorine-containing organic silicon compound is useful as a modifier for improving properties of various materials, such as heat resistance, chemical resistance and surface properties.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: November 6, 1990
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Yasushi Yamamoto
  • Patent number: 4948907
    Abstract: Linear low-molecular-weight organo(poly)siloxanes which are monofunctional or difunctional and in which, if difunctional, the two functionalities are present in siloxane units which are chemically different from each other are prepared by reacting an octaorganocyclotetrasiloxane with lithium silanolate in a molar ratio of 0.9:1 to 1.1:1 in an electron-donating, aprotic solvent at a temperature below 50.degree. C., in the absence of water, and thereafter reacting the resultant lithium siloxanolate thus obtained with an organohalosilane.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: August 14, 1990
    Assignee: Wacker-Chemie GmbH
    Inventors: Gerald Fleischmann, Herbert Eck, Petra Wenzeler
  • Patent number: 4895967
    Abstract: A method is provided for making cyclic poly(siloxane) by incrementally contacting linear polysilxoane with a fixed bed cracking catalyst, such as an acidic Zeolite under reduced pressure. The resulting volatile cyclic poly(siloxane) is then recovered.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: January 23, 1990
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia L. Lee
  • Patent number: 4877820
    Abstract: Disclosed are novel, cross-linked or cross-linkable linear poly(organohydrosiloxanes) wherein the cross-linking units are derived from polycyclic polyenes. These polymers or prepolymers are prepared by reacting or partially reacting the poly(organohydrosiloxanes) with the polycyclic polyene in the presence of a catalyst.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: October 31, 1989
    Assignee: Hercules Incorporated
    Inventor: Patrick J. Cowan
  • Patent number: 4831169
    Abstract: An organopolysiloxane of the formula ##STR1## in which x=0 to 500,y=5 to 500,z=5 to 500,R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 independently of one another, represent a saturated and/or unsaturated, optionally also branched alkyl radical having 1 to 4 C atoms, and/or an aryl radical having 6 to 9 C atoms, which may also be optionally alkyl-substituted,R.sub.7 represents an alkyl radical having 6 to 18 C atoms,and in which in each case at least 3% of the radicals bonded to Si are R.sub.7 and H. They are reactive with substrates and thus wash-resistant.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: May 16, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Grape, Ottfried Schlak, Rolf M. Braun
  • Patent number: 4831174
    Abstract: A continuous process for producing a triorganosilyl end-blocked polydiorganosiloxane fluid with reduced silanol content and reduced branching content is described. The process comprises (a) feeding to a series of two columns packed with an acid-treated clay a liquid siloxane feed mixture, containing as a major portion a polydiorganosiloxane monomer and as a minor portion a triorganosilyl end-blocking material; (b) contacting the liquid siloxane feed mixture with the acid-treated clay in the first and second packed columns, respectively, at a temperature in a range from about 100.degree. to 150.degree. C. at a pressure in a range from about 5 to 1520 mm Hg at a contact time of less than about 15 minutes; (c) separating water vapor from an intermediate mixture between the first and second packed columns; and (d) collecting a product mixture which contains a triorganosilyl end-blocked polydiorganosiloxane fluid with silanol content substantially reduced from the equilibrium mixture.
    Type: Grant
    Filed: December 31, 1987
    Date of Patent: May 16, 1989
    Assignee: Dow Corning Corporation
    Inventor: Russell A. Elms