Three Carbons Bonded Directly To The Same Silicon Patents (Class 556/453)
  • Patent number: 5605997
    Abstract: A process of producing an organopolysiloxane, comprising hydrolyzing and condensing an alkoxysilane having the formula:R.sub.m Si(OR.sup.1).sub.4-mwherein R is a monovalent hydrocarbon group, R.sup.1 is an alkyl group and m is an integer of 0 to 3, or a partial hydrolysis-condensation product thereof, in the presence of a fluorine compound selected from the group consisting of fluoride salt compounds and fluorine-containing silicon compounds having at least one Si-F bond in its molecule. The organopolysiloxane obtained contains little silanol groups and has a narrow molecular weight distribution. Therefore, curable silicone resin compositions containing the organopolysiloxane as a raw material have good shelf stability, drying characteristics and curability, and are free of fear of catching fire or contamination of surroundings. An organopolysiloxane having a variety of functional groups can be readily produced.
    Type: Grant
    Filed: October 5, 1995
    Date of Patent: February 25, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kenji Yamamoto, Masaaki Yamaya
  • Patent number: 5567835
    Abstract: This invention relates to a novel process for preparing vinylsiloxane-BCBs (vinylsiloxane-benzocyclobutenes) comprising reacting a hydrolyzable hydrosilating reagent with an acetylene-BCB in the presence of a catalyst, then hydrolyzing the hydrolyzable vinylsilane-BCB to form a vinylsiloxane-BCB.
    Type: Grant
    Filed: October 27, 1995
    Date of Patent: October 22, 1996
    Assignee: The Dow Chemical Company
    Inventors: Robert A. DeVries, Edmund J. Stark
  • Patent number: 5565540
    Abstract: The present invention pertains to a method for the preparation of organosiloxane oligomer with the general formulaR.sup.1.sub.3 SiO(R.sup.2.sub.2 SiO).sub.n Hwhere each R.sup.1 and R.sup.2 are independently monovalent hydrocarbon groups and n has a value of 1 to 10; wherein the method comprises cohydrolyzing a triorganohalosilane and diorganodihalosilane in the presence of a basic compound in a two-layer liquid system comprised of an aqueous layer and an organic solvent layer. The method of the instant invention is a high-yield method for the preparation of organosiloxane oligomer having the silicon-bonded hydroxyl group at only one molecular chain terminal.
    Type: Grant
    Filed: July 21, 1993
    Date of Patent: October 15, 1996
    Assignee: Dow Corning Toray Silicon Co., Ltd.
    Inventors: Tadashi Okawa, Shuji Yamada
  • Patent number: 5547604
    Abstract: Siloxane compounds having a smectic liquid crystal phase and the general formula ##STR1## wherein each R=alkyl, alkenyl or aryl, Q represents a monovalent group, for example alkyl, --(CH.sub.2).sub.n OM', a chiral organic group, a dye group, a non-linear optic group or the group --(CH.sub.2).sub.n L, in which L represents a siloxane group, M and M' each represent ##STR2## wherein A is carboxyl, T is CN, F or Cl and p=0 or 1, provided that when T is F or Cl x has a value of at least 2.
    Type: Grant
    Filed: February 10, 1995
    Date of Patent: August 20, 1996
    Assignee: Dow Corning Limited
    Inventors: Harry J. Coles, Jonathon P. Hannington, David R. Thomas
  • Patent number: 5541276
    Abstract: A personal care composition is provided, comprising (A) an effective amount of a polyalkylsiloxane copolymer having a melting point of from about -40.degree. C. to about +40.degree. C., and being selected from various specific polyalkylsiloxane copolymer fluids of polyalkylsiloxane copolymer resins; and (B) a cosmetically acceptable carrier medium, wherein the polyalkylsiloxane copolymer contains mixtures of linear lower alkyl side chains and linear higher alkyl side chains or mixtures of linear alkyl side chains and branched alkyl side chains. The polyalkylsiloxane copolymers used in the composition are fluids or soft waxes at body temperature and have improved application and payout and better substantivity and hair conditioning properties.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: July 30, 1996
    Assignee: General Electric Company
    Inventors: Raymond J. Thimineur, Frank J. Traver, Virginia M. Van Valkenburgh
  • 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: 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: 5531813
    Abstract: A polyorgano amino functional oil release agent having at least 85% monoamino functionality per active molecule to interacts with the thermally stable FRM hydrofluoroelastomer surface of a fuser member of an electrostatographic apparatus to provide an interfacial barrier layer to the toner and a low surface energy film to release the toner from the surface is introduced herein.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: July 2, 1996
    Assignee: Xerox Corporation
    Inventors: Arnold W. Henry, Donald A. Seanor, George J. Heeks, Clifford O. Eddy, Che C. Chow, Santokh S. Badesha, Samuel Kaplan, David H. Pan
  • Patent number: 5521238
    Abstract: The present invention relates to an organopolysiloxane emulsion composition comprising a hydroxy or alkoxy-endblocked diorganopolysiloxane, an alkoxy-group containing organosilicon compound, surfactant, and water. The compositions of this invention are characterized by a lack of offensive odor, high productivity and good storage stability. The organopolysiloxane emulsions of this invention are useful as fiber treatment agents. The fibers treated with the organopolysiloxane emulsion of this invention exhibit good feel.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: May 28, 1996
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Isao Ona, Masaru Ozaki, Toshio Saruyama, Masahiko Suzuki
  • Patent number: 5516361
    Abstract: A fusing system, method of fusing with a fuser member having a thermally stable FKM hydrofluoroelastomer surface for fusing thermoplastic resin toners to a substrate in an electrostatographic printing apparatus has a polyorgano T-type amino functional oil release agent, the oil having predominantly monoamino functionality per active molecule to interact with the hydrofluoroelastomer surface to provide a substantially uniform interfacial barrier layer to the toner and a low surface energy film to release the toner from the surface.
    Type: Grant
    Filed: October 17, 1994
    Date of Patent: May 14, 1996
    Assignee: Xerox Corporation
    Inventors: Che C. Chow, Alvin D. Kromm, Jr.
  • Patent number: 5516871
    Abstract: There is disclosed a diphenylsiloxane oligomer functionalized at both terminals and methods for the preparation thereof, said oligomer having the following general formulaG-(OSiPh.sub.2).sub.m O-G (i)wherein Ph denotes a phenyl radical, m is 3 to 50 and G has a formula independently selected from the group consisting of ##STR1## in which R, R.sup.4 and R.sup.5 are independently selected from the group consisting of methyl, phenyl and R.sup.1, R.sup.1 is selected from the group consisting of hydrogen and a monovalent hydrocarbon group having 2 to 8 carbon atoms excluding phenyl, tolyl, xylyl, and ethylphenyl radicals, Q is a divalent hydrocarbon group and k is independently 0 to 3 at each terminus of said oligomer with the proviso that k is >0 at one terminus of said oligomer, at least one substituent among R, R.sup.4 and R.sup.5 in formula (ii) is R.sup.1 and, when both R.sup.4 and R.sup.5 groups at one terminus of said oligomer are phenyl, groups R.sup.4 and R.sup.
    Type: Grant
    Filed: March 21, 1995
    Date of Patent: May 14, 1996
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Brian R. Harkness, Mamoru Tachikawa
  • Patent number: 5492992
    Abstract: A process for making liquid polymers by condensing monomers and/or oligomers, mixing them with a catalyst where required, and dispersing the mixture via an atomizing device to form small droplets suspended in a reaction chamber. The reagents are caused to polymerize in the dispersed state. The process is preferably carried out in a spray dryer using an atomizing device and is particularly useful for polymerizing organosilicon compounds by condensation.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: February 20, 1996
    Assignee: Dow Corning S.A.
    Inventor: Jean M. Gilson
  • 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: 5491250
    Abstract: A crude vinylically unsaturated product formed from a palladium-complex-catalyzed reaction of a reactant halide selected from the group consisting of aryl, allyl, vinyl, and benzyl halides, and a reactant olefin having a vinylic hydrogen, wherein the reaction is carried out in the presence of a hydrogen halide acceptor, is purified by first contacting the crude product with a base that is stronger than the hydrogen halide acceptor, then heating the stronger base-contacted product. The purified product shows a marked reduction in concentration bromine and palladium impurities. The product can then be further purified by such methods as chromatography, crystallization, or distillation to achieve a product that is more suitable for applications where very low levels of inorganic impurities are required.
    Type: Grant
    Filed: March 23, 1995
    Date of Patent: February 13, 1996
    Assignee: The Dow Chemical Company
    Inventors: Edmund J. Stark, John A. Schultz, Ernest L. Ecker, Robert A. DeVries
  • 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: 5478546
    Abstract: An alkoxysilane is brought into a hydrolysis-polycondensation reaction using a fluoride salt, e.g. NaF, or a fluorine-containing silicon compound having an Si--F bond in its molecule, e.g. FSi(OCH.sub.3).sub.3, as a catalyst, to produce a powder of a silicon compound such as silica. The process reduces markedly the period of time required for the hydrolysis-polycondensation reaction and yields a porous silicon compound powder with low bulk specific gravity. The catalyst is excellent in handleability and safety.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: December 26, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kazuyuki Matsumura, Masaaki Yamaya
  • Patent number: 5470934
    Abstract: Vinyl- and alkoxy-functional organosilicon compounds with the general formula ##STR1## in which R denotes C.sub.1 and C.sub.4 alkyl and a is 1, 2, or 3, b is 0 or 1, and a+b is 2 or 3 are made by an exchange reaction between sym-divinyltetramethyldisiloxane and vinyltrialkoxysilane or tetraalkoxysilane. These novel vinyl- and alkoxy-functional organosilicon compounds exhibit a high condensation reactivity with the silanol group.
    Type: Grant
    Filed: September 15, 1994
    Date of Patent: November 28, 1995
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Toshio Saruyama, Masahiko Suzuki
  • Patent number: 5466849
    Abstract: Novel siloxane derivatives represented by general formula (1): ##STR1## A method for producing the siloxane derivatives and agents such as cosmetic preparations, emulsifying dermatotherapeutic external agents and the like including at least one of the siloxane derivatives are also disclosed.
    Type: Grant
    Filed: June 7, 1994
    Date of Patent: November 14, 1995
    Assignee: Kao Corporation
    Inventors: Yasushi Shioya, Yuji Suzuki, Ken Takeuchi, Koji Yoshino, Akira Kawamata
  • 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: 5446114
    Abstract: The invention relates to a series of novel silicone fluorinated dimethicone copolyols. This class of compounds provides breathable barriers when applied to textiles and paper. These barriers allow for the passage of water and air through the barrier, but do not allow for the passage of oils. The compounds of the present invention are prepared by reacting a silanic hydrogen containing silicone polymer with a vinyl containing fluoro compound and an allyl alcohol alkoxylate.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: August 29, 1995
    Assignee: Siltech Inc.
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5437817
    Abstract: Liquid crystalline organopolysiloxane is provided having the general formula:R.sub.a (A).sub.b (B).sub.c SiO.sub.(4-a-b-c)/2wherein R is independently selected from the group consisting of a hydrogen atom, hydrocarbon group having i to 4 carbon atoms, and phenyl group, A is a group of the formula: ##STR1## wherein m, n, and x are integers in the range: m.gtoreq.3, n.gtoreq.2, 5.ltoreq.m+nx.ltoreq.15, x=1 or 2, B is an organic chromophore group having an absorption peak in the visible spectrum, a, b, and c are numbers in the range: 1.ltoreq.a<2, 0<b+c.ltoreq.1, 0.45.ltoreq.b(b+c).ltoreq.0.95, and 1<a+b+c.ltoreq.3. This organopolysiloxane as a high molecular weight liquid crystal is combined with a low molecular weight liquid crystal to form a liquid crystal composition.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: August 1, 1995
    Assignees: Shin-Etsu Chemical Company, Limited, Toyota Jidosha Kabushiki Kaisha
    Inventors: Takashi Kondou, Masaaki Yamaya, Hiroshi Yoshioka, Yasuhiro Ohtsuka, Kazuo Tojima, Yasufumi Shibata, Naomi Ohkuwa, Shinobu Okayama
  • Patent number: 5416233
    Abstract: This invention relates to a novel process for preparing vinylsilane-BCBs (vinylsilane-benzocyclobutenes) comprising reacting a hydrosilating reagent with an acetylene-BCB in the presence of a catalyst.The invention also relates to a novel mixture of isomers of DVS-bisBCB (1,3-divinyl-1,1,3,3-tetramethyldisiloxane bisbenzocyclobutene) as well as novel partially or fully cured polymers derived from the vinylsilane BCBs.
    Type: Grant
    Filed: January 25, 1994
    Date of Patent: May 16, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert A. DeVries, Edmund J. Stark
  • 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: 5399649
    Abstract: A method for the high-purity synthesis of a diorganopolysiloxane having a functional group at only one molecular chain terminal, that is characterized by the preliminary silylation with a silylating agent of the silanol group-containing impurity present in the cyclic trisiloxane, and that is characterized by preliminarily converting the silanol group-containing impurity in the cyclic trisiloxane into a lithiated material by lithiation with an organolithium compound and then silylating this lithiated material using a silylating agent that contains silicon-bonded halogen.
    Type: Grant
    Filed: April 25, 1994
    Date of Patent: March 21, 1995
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Tadashi Okawa
  • Patent number: 5386048
    Abstract: The invention provides silicon substituted fullerene compounds. The compounds can form polymers or wrapped fullerenes. The compounds may be made by reacting an organo-silicon compound with a fullerene in the presence of a catalyst by a hydrosilylation reaction.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: January 31, 1995
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Robert C. West, Kunio Oka
  • Patent number: 5385730
    Abstract: A lactone-modified silicone composition comprising a lactone-modified silicone compound of general formula (I), and a low-viscosity silicone oil of general formula (II) having a viscosity of not more than 100 cSt at 25.degree. C., a cosmetic agent containing it, and a lustering agent containing it. ##STR1## In formula (I) above, R.sup.1 is the same or a different group selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, a substituted or non-substituted phenyl group having 1 to 30 carbon atoms, or a phenylalkylene group having 1 to 30 carbon atoms consisting of a substituted or non-substituted phenyl group and an alkylene group having 2 or 3 carbon atoms, and wherein at least 50 wt. % of R.sup.1 is an alkyl group having 1 to 30 carbon atoms;A and B is each the same or a different group, and represents a methyl or R.sup.2 Z group;wherein R.sup.
    Type: Grant
    Filed: January 2, 1992
    Date of Patent: January 31, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Shoji Ichinohe
  • 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: 5376715
    Abstract: The invention relates to silicon compounds, to mixtures thereof in aromatic polycarbonates and aromatic polyester carbonates and to their use as heat stabilizers in aromatic polycarbonates and aromatic polyester carbonates.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: December 27, 1994
    Assignees: Bayer Aktiengesellschaft, Miles Inc.
    Inventors: Gerhard Fennhoff, Jurgen Kirsch, Karsten-Josef Idel, Klaus Kircher, Charles Lundy
  • 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: 5348684
    Abstract: The novel silylalkyl or silylalkenyl compounds correspond to the general formula (I) ##STR1## Here the symbols A.sup.1, A.sup.2, A.sup.3 denote aromatic or heteroaromatic molecular units such as 1,4-phenylene or pyrimidine-2,5-diyl which are combined via a single bond (for k, m=0) or via functional groups M.sup.1,M.sup.2 such as CO--O or CH.sub.2 --O; j, k, l, m, n are zero or 1 (j+l+n=2 or 3). The radicals R.sup.2, R.sup.3, R.sup.4, R.sup.5 are hydrogen or alkyl/alkenyl, cycloalkyl, and the radicals R.sup.6, R.sup.7, R.sup.8 have a comparable meaning (hydrogen); R.sup.1 is alkyl/alkenyl or one of the substituents known from LC chemistry such as an .alpha.-haloalkanoic radical. In some cases compounds have wide and polymorphous liquid crystalline phases.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: September 20, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hemmerling, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Yoshio Inoguchi, Ingrid Muller, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 5346980
    Abstract: Crosslinkable copolymers suitable for use as elevated temperature pressure-sensitive adhesives comprise randomly arranged silarylene units and siloxane units. Preferably, there is present in the copolymer backbone in the range of 0.8 to 1.2 siloxane to silarylene units, and there being present in the copolymer a crosslinking functionality.
    Type: Grant
    Filed: January 28, 1993
    Date of Patent: September 13, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Gaddam N. Babu
  • Patent number: 5329036
    Abstract: Novel acetylene-terminated silicone monomers with (a) silane (Si--H) functionalities, (b) silanol (Si--OH) functionalities, or (c) (alpha,omega)phenylethynyl terminated siloxanes, and a novel synthetic route. The (alpha,omega)phenylethynyl-terminated siloxane monomers are prepared, starting with 1,3-bromobenzene, which is converted to 3-TMS-ethynylbromobenzene, where TMS represents the trimethylsilyl group, by reacting 1,3-dibromobenzene with trimethylsilylacetylene and triethylamine in the presence of a palladium catalyst. The 3-bromo-TMS protected phenyl acetylene is then reacted with an alkyllithium compound, such as n-butyllithium, or with magnesium to form the corresponding lithio or Grignard compound, respectively, followed by reaction with a halogenated compound, such as chlorodimethylsilane, to form 3-trimethylsilyl-ethynylphenyldimethyl silane.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: July 12, 1994
    Assignee: Hughes Aircraft Company
    Inventors: Thomas K. Dougherty, William E. Elias
  • Patent number: 5319120
    Abstract: A continuous static polymerization reactor for the production of liquid polymers comprises an elongated hollow reaction chamber (30) which has a porous wall (31) and a jacket means (40) spaced around the reaction chamber (30), which is provided with means (44) for introducing a fluid through the porous wall (31). The reactor is particularly useful for a process for making liquid polymers by condensing monomers and/or oligomers. It comprising the use of a pressurized gas to cause the reaction mixture to reach a foam-like consistency. This is beneficial in the condensation polymerization. Feeding a fluid through the porous wall into the reaction chamber avoids build up of the polymer on the wall.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: June 7, 1994
    Assignee: Dow Corning S.A.
    Inventors: Jean-Marc Gilson, Denis Sbardella
  • Patent number: 5312947
    Abstract: Siloxanes are purified by contacting siloxanes containing ionic crystals as an impurity with a polar solvent, evaporating the solvent, thereby increasing the mean particle size of the ion crystals, and removing the ion crystals from the siloxanes by filtration. The method enables brief, efficient purification of siloxanes in high yields, offering siloxanes having a minimal content of ionic crystals.
    Type: Grant
    Filed: September 23, 1993
    Date of Patent: May 17, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Akihito Tsukuno, Isao Watanuki, Makoto Sato, Masaru Suzuki, Masao Maruyama, Masaaki Furuya
  • Patent number: 5306838
    Abstract: Novel siloxane derivatives represented by general formula (1): ##STR1## A method for producing the siloxane derivatives and agents such as cosmetic preparations, emulsifying dermatotherapeutic external agents and the like including at least one of the siloxane derivatives are also disclosed.
    Type: Grant
    Filed: August 7, 1992
    Date of Patent: April 26, 1994
    Assignee: Kao Corporation
    Inventors: Yasushi Shioya, Yuji Suzuki, Ken Takeuchi, Koji Yoshino, Akira Kawamata
  • Patent number: 5300669
    Abstract: An optical matching oil that is immune to timewise variations in its refractive index, that undergoes little increase in viscosity below room temperature, and that also resists crystallization below room temperature. The optical matching oil is based on an organosilicon compound with the following general formula ##STR1## wherein R is selected from the group consisting of methyl, vinyl, and 2-methylphenethyl with the proviso that at least one R group is the 2-methylphenethyl group.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: April 5, 1994
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Shoji Akamatsu
  • Patent number: 5282998
    Abstract: Mixtures of siloxane oligomers having a degree of oligomerization of 0 to 8, which have no more than one vinyl substituent attached per silicon atom as well as methoxy and/or ethoxy groups, the molar ratio of vinyl groups to alkoxy groups being 1:1 to 1:8, and in addition optionally alkyl substituents of 1 to 18 carbon atoms, the molar ratio of vinyl groups to alkyl groups being 1:0 to 1:8, are prepared by hydrolysis or cohydrolysis of vinyltrialkoxysilanes and optionally tetraalkoxysilanes and alkyltrialkoxysilanes in alcoholic solution in the presence of an acid catalyst with an amount of water calculated for the degree of oligomerization, followed by removal of the catalyst and of the free alcohol. The siloxane oligomer mixture is useful as a crosslinking agent for thermoplastic polyolefins.
    Type: Grant
    Filed: June 2, 1992
    Date of Patent: February 1, 1994
    Assignee: Huls Aktiengesellschaft
    Inventors: Michael Horn, Hans-Joachim Kotzsch
  • Patent number: 5262558
    Abstract: There is disclosed a method for making organo-silicon polymers from alkyldisiloxanes and alkylsilicates wherein the alkyl groups of the disiloxanes have two or more carbons. Gelling of the organo-silicon polymers is avoided by; first mixing the disiloxane with the alkylsilicate and adding thereto a strong protic acid; and, after reaction has occurred in the aforementioned mixture, adding thereto, in a drop-wise manner, a solution of hydrochloric acid.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: November 16, 1993
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hideki Kobayashi, Wataru Nishiumi
  • 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: 5233071
    Abstract: Alpha-fluorinated olefins are hydrosilated using selected cobalt compounds as catalysts. The products are useful in coatings, and as chemical intermediates, elastomers, and caulks.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: August 3, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Lech Wilczek
  • Patent number: 5217645
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes a linear or branched alkyl group having 2-16 carbon atoms capable of including one or non-neighboring two methylene groups which can be replaced with --O--, --S--, --CO--, --COO-- or --OCO-- and capable of including a hydrogen atom which can be replaced with a fluorine atom; A denotes --A.sub.1 -- or --A.sub.1 --A.sub.2 --; B.sub.2 denotes --B.sub.3 -- or --B.sub.3 --B.sub.4 --; A.sub.1, A.sub.2, B.sub.1, B.sub.3 and B.sub.4 independently denote ##STR2## wherein Y.sub.1 and Y.sub.2 independently denote a hydrogen atom, F, Cl, Br, --CH.sub.3, --CN or --CF.sub.3, with the proviso that B.sub.1 can be a single bond; Z.sub.1 and Z.sub.2 independently denote a single bond, --COO--, --OCO--, --CH.sub.2 O-- or --OCH.sub.2 --; Z.sub.3 denotes --O--, --CO--, --COO-- or --OCO--; R.sub.2, R.sub.3 and R.sub.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: June 8, 1993
    Assignee: Canon Kabushiki Kaisha
    Inventors: Takashi Iwaki, Takao Takiguchi, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
  • Patent number: 5166363
    Abstract: A process for producing (i) a 1,3-bis(dicarboxyphenyl)disiloxane derivative represented by the general formula ##STR1## wherein Rs and R's independently of one another denote methyl or phenyl or (ii) a 1,3-bis(dicarboxyphenyl)-disiloxane derivative dianhydride represented by the general formula ##STR2## wherein Rs and R's are as defined above, the process comprising coupling a Grignard reagent of halo-o-xylene with a disubstituted halosilane represented by the general formula ##STR3## wherein R and R' are as defined above and X denotes halogen, to form a dimethylphenyl(disubstituted silane) represented by the general formula ##STR4## wherein R and R' are as defined above, hydroxylating the dimethylphenyl(disubstituted silane) to form a dimethylphenyl(disubstituted hydroxysilane) represented by the general formula ##STR5## wherein R and R' are as defined above, to form a 1,3-bis(dimethylphenyl)-disilanedehydrating-condensing the dimethylphenyl-(disubstituted hydroxysilane derivative represented by the general
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: November 24, 1992
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Tohru Kikuchi, Toshiyuki Fujita, Koichi Kamijima, Takayuki Saito
  • Patent number: 5158702
    Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a radical bonded to the benzene ring in the 2-, 3-, 5- or 6-position, namely a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R" is a radical of the formulaR'''--[Si(R*).sub.2 ](CH.sub.2).sub.y R""-- (9),in whichY is an integer from 4 to 18,R''' is as defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a radical of the formula --(E).sub.z -- which is optionally bonded to the carboxy group via a phenylene or biphenylene radical, whereE is a divalent radical of the formula --O-- or --Si(R*).sub.2 --, andZ is the number 0 or 1, and the radicalR' is a halogen atom, a cyano radical, a cholesteryl radical, a radical as defined for R* or of the formula --C.sub.6 H.sub.4 --R**, andR** may have any meaning of R*, with the exception of an n-octyloxy or an n-decyloxy radical,and the preparation and use thereof.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: October 27, 1992
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer
  • Patent number: 5144054
    Abstract: Novel siloxane derivatives represented by general formula (1): ##STR1## A method for producing the siloxane derivatives and agents such as cosmetic preparations, emulsifying dermatotherapeutic external agents and the like including at least one of the siloxane derivatives are also disclosed.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: September 1, 1992
    Assignee: Kao Corporation
    Inventors: Yasushi Shioya, Yuji Suzuki, Ken Takeuchi, Koji Yoshino, Akira Kawamata
  • Patent number: 5136069
    Abstract: A process for preparing a vinylically-unsaturated product compound comprises reacting a halogenated organic compound with a hydrolytically-stable, vinylically-unsaturated precursor compound in the presence of (a) a homogeneous zerovalent palladium catalyst complex, (b) an inorganic hydrogen halide acceptor and (c) diluent, wherein the diluent is water or an aqueous solution containing up to 95% by volume of an organic solvent. The halogenated organic compound is selected from aryl halides, benzyl halides or vinylic halides. The hydrolytically-stable, vinylically-unsaturated precursor compound is selected from hydrocarbon compounds or compounds containing at least one of an oxygen atom, a nitrogen atom, a sulfur atom, a phosphorus atom, silicon atom or a combination thereof.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: August 4, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert A. DeVries, Hughie R. Frick, deceased
  • Patent number: 5126470
    Abstract: This invention relates to a non-aqueous method for preparing disiloxanes, copolymeric siloxanes, and cyclic siloxanes containing phenyl, higher alkyl, and certain reactive groups bonded to silicon atoms using selenium dioxide as a catalyst. The siloxanes which are formed using this method can be separated from the reaction mixture and purified.
    Type: Grant
    Filed: April 10, 1991
    Date of Patent: June 30, 1992
    Assignee: Dow Corning Corporation
    Inventors: William J. Schulz, Jr., John L. Speier
  • Patent number: 5113006
    Abstract: Novel organosilicon compounds containing alkenyl groups and comprising units of the average formula ##STR1## in which R and R.sup.1 are hydrocarbon containing groups, and A is a radical of the formula ##STR2## in which R.sup.2, R.sup.3 and R.sup.4 are hydrocarbon containing groups; x is 0 or 1; y is 0 or 1, with the proviso that the sum x+y is 1 or 2; a is 0 or 1, with an average of 0.003 to 1.0; b is 0, 1, 2 or 3, with an average of 0.0 to 3.0; c is 0, 1, 2 or 3; with an average of 0.0 to 3.0; and the sum a+b+c.ltoreq.4, with an average of 1.5 to 4.0, with the proviso that each molecule contains at least one A radical and a method for preparation of the novel compounds are disclosed.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: May 12, 1992
    Assignee: Wacker-Chemie GmbH
    Inventor: Christian Herzig
  • Patent number: 5113003
    Abstract: The silicon-containing phenoxy ethers are of the formula III: ##STR1## wherein R.sup.1 and R.sup.2 which may be the same or different are selected from H, --R.sup.3 --X, aliphatic hydrocarbyl having 1-6 carbon atoms or aryl, or substituted derivatives thereof, provided that not more than one of R.sup.1 and R.sup.2 is H;R.sup.3 is a divalent C.sub.1 -C.sub.30 aliphatic and/or aromatic hydrocarbyl group which may optionally be substituted, or interrupted, by a hetero atom;R.sup.4 and R.sup.5 which may be the same or different are H, ##STR2## or an ortho para directing activating group for aromatic electrophilic substitution, other than an amine;and X is a reactive functional group capable of undergoing an acid-catalyzed electrophilic aromatic substitution reaction with a phenol, for example an aldehyde group. They can be polymerized to produce silicone-modified polymers of the phenol-aldehyde type without the use of free aldehyde.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: May 12, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: John G. Woods, Pauline Coakley
  • Patent number: RE35462
    Abstract: The present invention relates to compounds of the formula ##STR1## in which Z is a halogen atom, a cyano group or a hydroxyl group,n is 0, 1 or 2,R' is a radical of the formulaR"'--[Si(R*).sub.2 ].sub.x (CH.sub.2).sub.y R""-- (9),in whichx is the number 0 or 1,y is an integer from 1 to 18,R"'is a defined in the description,R* is identical or different, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon or hydrocarbonoxy radicals,R"" is a phenylene or biphenylene radical or a radical of the formula --E--, whereE is a divalent radical of the formula --O-- or --[Si(R*).sub.2 ].sub.z --, andz is the number 0 or 1,and the compounds contain at least one group of the formula --Si(R*).sub.2 -- per molecule, and the radicalR" is a cholesteryl radical, a radical as defined for R* or a radical of the formula --C.sub.6 H.sub.4 --R*,and the preparation and use thereof.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: February 25, 1997
    Assignee: Consortium fur elekochemische Ind. GmbH
    Inventors: Wolfgang Haas, Norman Haberle, Rainer Winkler, Franz-Heinrich Kreuzer