With Silicon Reactant Which Is Free Of Any Silicon To Carbon Bond Patents (Class 528/39)
  • Patent number: 5563228
    Abstract: The invention is a method for the preparation of organic solvent-soluble polyheterosiloxanes containing MO.sub.2 (M=Ti or Zr) and SiO.sub.2 units. A compound MA.sub.4 (M=Ti or Zr, A=hydrolyzable group) and a compound Si(OR).sub.4 (R=hydrocarbon group or alkali metal atom) are hydrolyzed and condensed in the presence of a carboxylic acid, a phenol, or a diketone. This is followed by the addition of an organosilane R.sup.1.sub.3 SiX (R.sup.1 =hydrogen or hydrocarbon group, X=hydrolyzable group) and hydrolysis and condensation.
    Type: Grant
    Filed: February 3, 1995
    Date of Patent: October 8, 1996
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Takuya Ogawa, Toshio Suzuki
  • Patent number: 5548053
    Abstract: The present invention relates to a process for the preparation of organopolysiloxane resins by hydrolysis and condensation of silanes and/or (partial) hydrolysates thereof.
    Type: Grant
    Filed: October 12, 1994
    Date of Patent: August 20, 1996
    Assignee: Wacker-Chemie GmbH
    Inventors: Richard Weidner, Konrad Mautner, Reinhardt Mueller
  • Patent number: 5532398
    Abstract: Silanes of the general formula (I):{X.sub.a R.sub.b Si(R'(A).sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxy, acyloxy, alkyl carbonyl, alkoxycaryl or --NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a B' compound with at least one C.dbd.C double bond for c.dbd.1 and A.dbd.NHC(O)O or NHC(O)NR") or at least two C.dbd.C double bonds, and 5 to 50 carbon atoms;a: 1, 2 or 3;b: 0, 1 or 2;c: 0 or 1;x: whole number, whose maximum value corresponds to the number of double bonds in compound B' minus 1, or is equal to the number of double bonds in compound B', when c.dbd.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: July 2, 1996
    Assignee: Fraunhofer-Gesellschaft zur Forderung der angewandten Forschung e.V.
    Inventors: Herbert Wolter, Klaus Rose, Christian Egger
  • Patent number: 5527871
    Abstract: A layered inorganic-organic polymer having the features of both inorganic and organic materials and a coating material produced therefrom. The former is produced, for example, by reacting an organoalkoxysilane having alkoxyl groups and organic groups with a metal salt or alkoxide in an alkaline solution. This reaction yields a layered inorganic-organic polymer composed of one or two sheets of tetrahedrons with a central atom of Si or a metal and a sheet of octahedrons with a central atom of a metal, part or all of the central atoms of the tetrahedrons being covalently bonded to organic groups. If the organic group is one which contains a functional group capable of polymerization, the resulting layered inorganic-organic polymer may be polymerized with a functional group to give a firm coating material. The functional group of the organic group may be bonded to an organic compound.
    Type: Grant
    Filed: April 12, 1995
    Date of Patent: June 18, 1996
    Assignee: Kabushiki Kaisha Toyota Chuo Kenkyusho
    Inventors: Masaaki Tani, Yoshiaki Fukushima, Akane Okada, Katsuya Mizutani
  • Patent number: 5527873
    Abstract: The present invention relates to a method for the preparation of silicone resins, the method comprising the steps of (I) mixing (a) a silicone resin, (b) an organic solvent, and (c) an acid catalyst to form a reaction product, and (II) reacting a diorganopolysiloxane or tetraorganodisiloxane with the reaction product of (I) at a temperature of 50.degree. C. to 150.degree. C. The present invention also relates to resins produced by the method of the present invention.
    Type: Grant
    Filed: February 17, 1995
    Date of Patent: June 18, 1996
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hideki Kobayashi, Wataru Nishiumi
  • Patent number: 5508360
    Abstract: The present invention relates to a silicone pressure-sensitive adhesive composition which cure upon exposure to ambient moisture. The moisture-curable silicone pressure-sensitive adhesive composition of the instant invention comprise:(A) an organopolysiloxane resin containing curing radicals of the formula --SiY.sub.2 ZNY'ZSiR.sup.1.sub.x Y".sub.3-x wherein R.sup.1 is a monovalent hydrocarbon radical, each Z is a divalent linking group, each Y is independently selected from the group consisting of a monovalent organic radical, an enoloxy radical, an alkoxy radical, and an oximo radical; Y' is selected from the group consisting of a monovalent organic radical, a hydrogen atom, and --ZSiR.sup.1.sub.x Y".sub.
    Type: Grant
    Filed: March 31, 1995
    Date of Patent: April 16, 1996
    Assignee: Dow Corning Corporation
    Inventors: Martin E. Cifuentes, Michael R. Strong, Bernard VanWert, Michael A. Lutz, Randall G. Schmidt
  • Patent number: 5468826
    Abstract: The present invention provides organosiloxane copolymers comprising SiO.sub.4/2 units, silicon-bonded hydrolyzable groups, epoxy or acryloxyalkyl groups and silicon-bonded hydrogen atoms. The copolymers are particularly useful as adhesion promoting additives in organosiloxane compositions that cure by a platinum group metal-catalyzed hydrosilation reaction at temperatures up to 100.degree. C.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: November 21, 1995
    Assignee: Dow Corning Corporation
    Inventors: Theresa E. Gentle, Michael A. Lutz
  • Patent number: 5446088
    Abstract: A method of co-hydrolyzing silanes of the formulas HSi(OR).sub.3 and Si(OR).sub.4 to form a soluble resinous co-hydrolysate is disclosed. The method comprises hydrolyzing the silanes with water in an acidified oxygen containing polar organic solvent. The invention also relates to the soluble co-hydrolysates formed thereby as well as the method of using the co-hydrolysates to provide coatings on various substrates, including electronic devices.
    Type: Grant
    Filed: July 5, 1994
    Date of Patent: August 29, 1995
    Assignee: Dow Corning Corporation
    Inventor: Loren A. Haluska
  • Patent number: 5440001
    Abstract: The invention provides a thermal and addition curable silicone release coating comprising a mixture of an epoxysilicone controlled release additive containing at least one tri- or quadri-functional siloxane unit, a vinyl-functional silicone base polymer, a temperature-dependent hydrosilation inhibitor and an effective hydrosilation catalyst.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: August 8, 1995
    Assignee: General Electric Company
    Inventors: Roy M. Griswold, Michael J. O'Brien
  • Patent number: 5412016
    Abstract: Polymeric inorganic-organic compositions are obtained by intimately mixing a hydrolyzable precursor of an inorganic gel of silicon, titanium, or zirconium with an organic polymer and with an organic carboxylic acid having a pK.sub.a value of at most 4.0, present in an amount of at least 2 moles per mole of inorganic component, under conditions such that a homogeneous solution of all three components is initially formed, agitating the solution at 0.degree.-100.degree. C. until gelation of the inorganic component occurs, and recovering the inorganic-organic composition. Water need not be present as an initial reactant. Such compositions often are transparent, always have improved toughness, as compared with inorganic gels alone, and are believed to have a structure in which the organic polymer is entrapped in the inorganic gel in such an intimate manner that these two components cannot be separated from each other by physical means without destruction of the organic polymer.
    Type: Grant
    Filed: September 14, 1993
    Date of Patent: May 2, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Kenneth G. Sharp
  • Patent number: 5357007
    Abstract: A method is provided for making a heat curable organopolysiloxane composition, such as a pressure sensitive adhesive composition by blending a benzene soluble resinous copolymer in the form of a spray dried particulate, comprising triorganosiloxy units, such as trimethylsiloxy units, and SiO.sub.2 units with a fluid network mixture of an alkenyl siloxane, a silicon hydride siloxane and a hydrosilylation catalyst.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: October 18, 1994
    Assignee: General Electric Company
    Inventors: Jeffrey H. Wengrovius, Timothy B. Burnell, Peter M. Miranda
  • Patent number: 5357024
    Abstract: A method of preparation of a polysiloxane resin composition for an antiabrasion coating having a high refractive index involves hydrolysis of a first constituent of the organosiloxane type to an alkoxysilane hydrolyzate containing condensable silanol groups, and reaction of the hydrolyzate obtained with a second constituent formed of an organic compound of titanium having at least one titanium ester function of carboxylic acid, with addition of a quantity of water such as to cause hydrolysis of the hydrolyzable groups which remain in the mixture obtained and formation of a siloxane prepolymer which integrates the titanium.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: October 18, 1994
    Assignee: Essilor International
    Inventor: Yves Leclaire
  • Patent number: 5352751
    Abstract: Straight-chain diorganopolysiloxanes having alkoxy endgroups, well adapted for formulation into single-component polysiloxane compositions which are stable on storage in the absence of moisture, but which crosslink into elastomeric state in the presence of moisture, are prepared by reacting a dihydroxydiorganopolysiloxane with a polyalkoxysilane, and advantageously also with an alkanol, in the presence of a catalytically effective amount of sodium hydroxide or potassium hydroxide.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: October 4, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventor: Roger Cocco
  • Patent number: 5346968
    Abstract: Oligosiloxanes of the formula I ##STR1## where R.sup.1 is a C.sub.1 -C.sub.4 -alkyl andn is from 2 to 50,are chiefly used for fabricating fiber-reinforced composite and ceramic materials.
    Type: Grant
    Filed: December 1, 1993
    Date of Patent: September 13, 1994
    Assignee: BASF Aktiengesellschaft
    Inventor: Karl-Heinz Haas
  • Patent number: 5344905
    Abstract: A diorganosiloxane polymer suitable for modifying thermosetting resins and its preparation are disclosed, said polymer being terminated at each molecular end with an epoxy group-containing organopolysiloxane residue of the following general formula ##STR1## wherein R.sup.1 is a monovalent hydrocarbon group free of alkenyl groups, R.sup.2 is selected from the group consisting of hydrogen and a monovalent hydrocarbon group free of alkenyl groups, R.sup.3 is a monovalent group selected from the group consisting of an epoxy group-containing organic group and an alkoxysilylalkyl group, with the proviso that at least one R.sup.3 group is an epoxy group-containing organic group, R.sup.4 is a divalent hydrocarbon group, a is zero or a positive number, b is a positive number, c is a positive number, a/c is a positive number in the range of zero to 4, b/c is a positive number in the range of 0.05 to 4, and (a+b)/c is a positive number in the range of 0.2 to 4.
    Type: Grant
    Filed: August 4, 1993
    Date of Patent: September 6, 1994
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Yoshitsugu Morita
  • Patent number: 5340895
    Abstract: Formed spherical polymeric complexes of metals of the 8th subgroup of the periodic system with ligands of an organosiloxane copolycondensate optionally cross-linked by means of cross-linking agents containing Si, Ti, Zr and/or Al (statistical, block-shaped or mixed). This copolycondensate consists of the units ##STR1## in which R.sup.1 -R.sup.4 =R.sup.5 -Si ##STR2## in which R.sup.5 =alkylene with C.sub.1 -C.sub.10 directly bound to P or N, cycloalkylene with C.sub.5 -C.sub.8 or ##STR3## The ratio between the number of moles of units (II) and the number of moles of bound metal atoms is 1:1 to 1.000 to 1 and the ratio between units (I) and (II) is preferably 10:90 to 95:5 mole %.The polymeric complex compounds are present macroscopically as spherical particles with a diameter of 0.01. to 3.0 mm, a BET surface of >0 to 1000 m.sup.2 /g, a specific pore volume of 0.01 to 6.5 ml/g, and a bulk density of 50 to 1000 g/l.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: August 23, 1994
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Panster, Robert Gradl, Peter Kleinschmit
  • Patent number: 5324806
    Abstract: A free flowing silicone powder having a primary particle size in the range of 0.1-200 nm and an aggregate size of 10 nm to 200 microns which is a product formed by spray drying an organic solvent dispersion of an organosiloxane hydrolyzate having triorganosiloxy units and tetrasiloxy units.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: June 28, 1994
    Assignee: General Electric Company
    Inventors: Jeffrey H. Wengrovius, Timothy B. Burnell, Michael A. Zumbrum, Peter M. Miranda, Merry S. Huber
  • Patent number: 5322913
    Abstract: Silazanes and related compounds are prepared by (a) providing a precursor containing at least one Si--N bond, cleaving an Si--N bond in the precursor in the presence of hydrogen or a hydrogen donor, and reacting the cleavage product with a second cleavage product or with a compound containing an Si--H bond, an N--H bond, or both, to produce an initial silazane product having at least one newly formed Si--N bond or (b) providing one or more reactants which contain an Si--H bond and an N--H bond, and causing reaction to occur between the two bonds in the presence of a transition metal catalyst to form an initial silazane product having newly formed Si--N bonds. Further products may result from additional reaction of either type. Novel compounds, including siloxazanes and high molecular weight polysilazanes, are provided. The compounds may be pyrolyzed to yield ceramic materials such as silicon nitride, silicon carbide and silicon oxynitride.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: June 21, 1994
    Assignee: SRI International
    Inventors: Yigal D. Blum, Richard M. Laine, Kenneth B. Schwartz, Robert M. Platz, David J. Rowcliffe, Allen L. Dodge, Jonathan M. McLeod, Daryl L. Roberts
  • Patent number: 5319040
    Abstract: A method for making a substantially silanol-free silicone resin powder having a primary particle size in the range of about 0.1-200 nm and an aggregate particle size of 10 nm to 200 microns is provided. An organic solvent dispersion of an organosiloxane hydrolyzate having triorganosiloxy units and tetrasiloxy units is treated with an organo nitrogen compound, such as a silazane and thereafter spray dried. The substantially silanol-free organosilicon powder has been found useful in making heat curable organopolysiloxane compositions, such as pressure sensitive adhesives.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: June 7, 1994
    Assignee: General Electric Company
    Inventors: Jeffrey H. Wengrovius, Timothy B. Burnell, Michael A. Zumbrum
  • Patent number: 5286815
    Abstract: The present invention relates to a release coating composition comprising (a) about 1 to about 100 percent by weight of a particular polysiloxane polymer (I), (b) about 0 to about 99 percent by weight of a silane of a particular formula (II) or hydrolyzates thereof, and (c) about 1 to about 15 percent by weight of a component selected from the group consisting of acids, anhydrides of acids, ammonium and lower alkyl salts of acids and mixtures thereof wherein the acids each have pKas of less than about 3.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: February 15, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Charles M. Leir, Audrey A. Sherman, Manisha Sarkar
  • Patent number: 5286885
    Abstract: The invention relates to polymeric organosiloxane ammonium salts having a silica-like skeleton and including units of Formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and signify a group of Formula (II): ##STR2## wherein R.sup.5 is an alkylene group and the oxygen atoms are saturated by silicon atoms of additional groups corresponding to Formula (II), optionally with the insertion of cross-linking agents; R.sup.3 represents groups corresponding to R.sup.1 or R.sup.2, or hydrogen or an alkyl group; R.sup.4 represents hydrogen or an alkyl group; x is the charge number of an oxo anion of a monooxo-, isopolyoxo- or heteropolyoxo acid of the elements vanadium, niobium, tantalum, molybdenum or tungsten; and oxo groups of the X anion also may be replaced by peroxo groups. The invention also includes methods of preparing the salts of Formula (I) from salts of the type (R.sup.1 R.sup.2 R.sup.3 R.sup.4 N.sup.+).sub.y Y wherein Y is different from X.
    Type: Grant
    Filed: April 28, 1993
    Date of Patent: February 15, 1994
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Goetz, Stefan Wieland, Peter Panster, Gustaaf Goor, Rainer Siegmeier
  • Patent number: 5283309
    Abstract: An organopolysiloxane having monofunctional siloxane units (M unit) and tetrafunctional siloxane units (Q unit) and also having in the molecule an epoxy group-containing organic group, a polydiorganosiloxane residue bonded therein across a divalent hydrocarbon group, and optionally alkoxysilylalkyl is useful as an internal stress-relaxing agent, an internal mold-release, and as an adhesion promoter for curable organopolysiloxanes. These organopolysiloxanes are made by an addition reaction.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: February 1, 1994
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventor: Yoshitsugu Morita
  • Patent number: 5272225
    Abstract: The introduction of a branched organopolysiloxane in which polysiloxane with the formula SiO.sub.2 constitutes the branching center or branch origin and the terminal on only one side of diorganopolysiloxane is bonded to the branch origin wherein this bonding is exactly to the branch origin. The branched organopolysiloxane is described by formula(SiO.sub.4/2).sub.x (R.sup.1.sub.2 ASiO.sub.1/2).sub.y (R.sup.1.sub.3 SiO.sub.1/2).sub.z (RO.sub.1/2).sub.u,wherein each R.sup.1 is independently selected from a group consisting of C.sub.1-8 alkyls, haloalkyls, alkenyls, and aryls; A is described by formula--(OSiR.sup.2 R.sup.3)n--R.sup.4wherein R.sup.2 and R.sup.3 are independently selected from a group consisting of C.sub.1-8 alkyls, haloalkyls, alkenyls, and aryls, R.sup.4 is selected from a group consisting of C.sub.1-8 alkyls, haloalkyls, alkenyls, hydrogen atom and hydroxyl, and 1.ltoreq.n.ltoreq.1,000; R is selected from a group consisting of hydrogen atom and C.sub.1-8 alkyls; 2.ltoreq.x.ltoreq.500; 0.ltoreq.
    Type: Grant
    Filed: October 19, 1992
    Date of Patent: December 21, 1993
    Assignee: Dow Corning Japan Ltd.
    Inventors: Takuya Ogawa, Toshio Suzuki
  • Patent number: 5272222
    Abstract: A curable resin composition comprising a mixture or cocondensate of a compound containing imide and alkoxysilyl groups and an organosilane or organopolysiloxane is shelf stable and cures into a film which is improved in heat resistance, mechanical strength, electrical properties, solvent resistance and adhesion to substrates and thus suitable as a protective film on electronic parts.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: December 21, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshige Okinoshima, Hideto Kato
  • Patent number: 5256741
    Abstract: The present invention is a novel method for the manufacture of branched polysiloxanes having the polysiloxane SiO.sub.4/2 unit as the branch center precisely bonded to one end of a diorganopolysiloxane. The present invention concerns a method for the manufacture of a branched polysiloxane characterized by reacting alinear polysiloxane with a reactive polysiloxane having halogen substitution.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: October 26, 1993
    Assignee: Dow Corning Japan, Ltd.
    Inventors: Takuya Ogawa, Toshio Suzuki
  • Patent number: 5241033
    Abstract: A novel and efficient method is disclosed for decreasing the content of residual alkoxy groups in an organopolysiloxane such as so-called MQ resins, usually and unavoidably, having a considerable amount of residual alkoxy groups bonded to the silicon atoms to be very detrimental against practical application of the organopolysiloxane. The method comprises admixing the alkoxy-containing organopolysiloxane with a strongly alkaline compound such as alkali metal hydroxides as a catalyst, an aprotic polar solvent such as N,N-dimethyl formamide, dimethyl sulfoxide and the like and water each in a specified amount and heating the mixture, for example, under reflux so that the alkoxy groups are rapidly hydrolyzed and can be removed in the form of an alcohol.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: August 31, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshi Tsumura, Kiyoyuki Mutoh, Kazushi Satoh, Ken-ichi Isobe
  • Patent number: 5235004
    Abstract: A hexenyl-containing silicone resin is disclosed which has the average unit formula (CH.sub.2 .dbd.CHC.sub.4 H.sub.8 Me.sub.2 SiO.sub.1/2).sub.n (SiO.sub.4/2).sub.m wherein Me denotes a methyl radical, n and m are each numbers larger than zero, and the ratio n/m is 0.2 to 3.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: August 10, 1993
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Hideki Kobayashi, Wataru Nishiumi
  • Patent number: 5233006
    Abstract: Polycondensates modified with unsaturated organic groups on the basis of rolytically condensable compounds of silicon and optionally other elements from the group B, Al, P, Sn, Pb, the transition metals, the lanthanides and the actinides, in which 5 to 100 mole %, based on the monomer compounds, of the fundamental hydrolytically condensable compounds are selected from silanes of the general formula (I):{X.sub.a R.sub.b Si(R'(A.sub.c).sub.(4-a-b) }.sub.x B (I)in which the groups and indices have the following meaning:X: hydrogen, halogen, hydroxy, alkoxyl acyloxy, alkyl carbonyl, alkoxycarbonyl or -NR".sub.2 ;R: alkyl, alkenyl, aryl, alkaryl, or aralkyl;R': alkylene, arylene or alkylene arylene;R": hydrogen, alkyl or aryl;A: O, S, PR", POR", NHC(O)O or NHC(O)NR";B: straight chain or branched organic group, which is derived from a compound B' with at least one C.dbd.C double bond (for c=I and A=NHC(O)O or NHC(O)NR"), or at least two C.dbd.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: August 3, 1993
    Assignee: Fraunhofer-Gesellschaft zur Forderung der Angewandten Forschung E.V.
    Inventors: Herbert Wolter, Klaus Rose, Christian Egger
  • Patent number: 5209775
    Abstract: A composition which is an aqueous solution including (i) an alkyltrialkoxysilane with C.sub.1 to C.sub.6 alkyl groups on silicon; (ii) a silane coupling agent, (iii) an amino resin, and (iv) a quaternary ammonium silane. The composition is used to render surfaces water repellent.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: May 11, 1993
    Assignee: Dow Corning Corporation
    Inventors: Howard M. Bank, Dipak Narula, Lori A. Stark
  • Patent number: 5204381
    Abstract: Hybrid sol-gel materials comprise silicate sols cross-linked with linear polysilane, polygermane, or poly(silane-germane). The sol-gel materials are useful as optical identifiers in tagging and verification applications and, in a different aspect, as stable, visible light transparent non-linear optical materials. Methyl or phenyl silicones, polyaryl sulfides, polyaryl ethers, and rubbery polysilanes may be used in addition to the linear polysilane. The linear polymers cross-link with the sol to form a matrix having high optical transparency, resistance to thermooxidative aging, adherence to a variety of substrates, brittleness, and a resistance to cracking during thermal cycling.
    Type: Grant
    Filed: April 20, 1992
    Date of Patent: April 20, 1993
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventor: John M. Zeigler
  • Patent number: 5202404
    Abstract: Silicone block polymers are obtained by cohydrolysis of a both end reactive diorganopolysiloxane and a silane or a partial hydrolyzate thereof or curing a both end reactive diorganopolysiloxane and an organopolysiloxane at room temperature or elevated temperatures. They have improved flexibility, stain resistance, thermal shock resistance, and water repellency and are suitable to form hard coatings, moistureproof coatings and topcoats.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 13, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Mitsuhiro Takarada, Kenichi Isobe
  • Patent number: 5166293
    Abstract: A silicone rubber composition comprising (A) a vinyl-containing diorganopolysiloxane, (B) an organohydrogenpolysiloxane, and (C) a platinum catalyst is improved in adhesion to metallic, ceramic and plastic substrates by blending therein (D) an alkoxyhydrogensiloxane and (E) a polysiloxane having at least one epoxy group attached to a silicon atom through a carbon atom.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: November 24, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroshige Okinoshima, Tsutomu Kashiwagi
  • Patent number: 5132354
    Abstract: Preceramic polysilazanes which (1) are composed of silicon, nitrogen, and hydrogen, (2) can be isolated and redissolved in common organic solvents, and (3) are capable of providing a high ceramic yield when pyrolyzed are prepared by reacting a mixture of one molar proportion of a tetrahalosilane, preferably tetrachlorosilane, and at least 4.5 molar proportions of a dihalosilane, preferably dichlorosilane, in an organic solvent. Ceramics obtained from the polysilazanes are nanoporous, amorphous silicon nitride ceramics having high purity.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: July 21, 1992
    Assignee: Ethyl Corporation
    Inventor: Dru L. DeLaet
  • Patent number: 5110890
    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 a tetrafunctional siloxane unit, 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 to 9 are prepared by a method comprising (I) adding together (A) a silane of the general formula SiZ.sub.4, (B) a silane of the general formula RSiY.sub.3 and (C) a silane of the formula R.sub.3 SiX or (C') a disiloxane of the formula (R.sub.3 Si).sub.2 O in an acidic aqueous medium and (II) allowing Components (A), (B) and (C) or (C') to react together. X denotes a halogen or alkoxy group, Y denotes X or --OSiR'.sub.3, Z denotes an alkoxy group and Component (A) is not added to the aqueous medium prior to Components (B) and (C) or (C').
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: May 5, 1992
    Assignee: Dow Corning Limited
    Inventor: Derek W. Butler
  • 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: 5094831
    Abstract: A process for the dismutation of chlorosilanes is disclosed in which the latter are in the gas phase for 0.01-100 sec. at 55.degree.-100.degree. C. or in the liquid phase for 1-1000 sec. at 25.degree.-55.degree. C. conducted in the presence of a catalyst, which is either unformed or is present in the form of spherical pellets, and which consists of one of four different organopolysiloxane compounds, optionally cross-linked, which essentially carry an amino or ammonium group as a functional group.
    Type: Grant
    Filed: July 30, 1990
    Date of Patent: March 10, 1992
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hans-Juergen Klockner, Peter Panster, Peter Kleinschmit
  • Patent number: 5093451
    Abstract: Organosiloxane copolycondensates which are optionally cross-linked by means of cross-linking agents containing Si, Ti, Zr and/or Al and comprised of the units ##STR1## and X--R.sup.4, wherein ##STR2## wherein R.sup.5 =alkylene with C.sub.1 -C.sub.10 bound directly to N or X, or cycloalkylene with C.sub.5 -C.sub.8 or ##STR3## X=--NH.sub.2, --NH--(CH.sub.2).sub.2 --NH.sub.2, --N(CH.sub.3).sub.2, --N(C.sub.2 H.sub.5).sub.2 --NH--(CH.sub.2).sub.2 --NH--(CH.sub.2).sub.2 --NH.sub.2, --Cl, --Br, --I, --SH, --P(C.sub.6 H.sub.5).sub.2, ##STR4## wherein R"=H or alkyl with C1-C5 in the form of spherical particles with a diameter of 0.01 to 3.0 mm, a specific surface of up to 1000 m.sup.2 /g, a specific pore volume of up to 6.0 ml/g and a bulk density of 50 to 1000 g/l. The formed copolycondensates can be used for removing metals from solutions and/or for the adsorption of gaseous organic compounds and/or of water vapor.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: March 3, 1992
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Panster, Stefan Wieland
  • Patent number: 5061773
    Abstract: Aminoalkyl-substituted organopolysiloxane thioureas are disclosed which consist of the units ##STR1## whereby R.sup.1 stands for a group ##STR2## R.sup.5 is an alkylene grouping, R.sup.2 is equal to R.sup.1 or H, R.sup.3 is equal to R.sup.1 or H or a group (CH.sub.2).sub.n --N(R.sup.6).sub.2 (III) (in which n=1-6, R.sup.6 =H or an alkyl group with C.sub.1 -C.sub.5) and R.sup.4 =H or a group of the formula (III), whereby (I) contains at most 2 (III) groups and at most 2 (III) groups and the free valances of the oxygen atoms sitting on the silicon atom are saturated by silicon atoms of other (III) groups, optionally with the insertion of cross-linking agents containing Si, Ti or Zr. The compounds can be random copolycondensates, block copolycondensates or mixed copolycondensates in relation to the optionally present cross-linking agents. In addition, various methods of preparing the compounds are indicated. The compounds can be used especially for the removal of dissolved metals from aqueous or organic phases.
    Type: Grant
    Filed: July 30, 1990
    Date of Patent: October 29, 1991
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Panster, Ulrich Deschler, Peter Kleinschmit
  • Patent number: 5035803
    Abstract: Separation resins are disclosed where silica particles are surface activated by attaching a vinyl terminated lower alkoxy silane to the silica particle and then hydrolyzing the particles. The resulting hydrolyzed particles are hydrophilic and retain at least 10 micromoles of the hydrolyzed vinyl terminated lower alkoxy silane per square centimeter of the silica. A water soluble polymer is then graft polymerized onto the activated and hydrolyzed silica particles. The large amount of hydrolyzed vinyl terminated lower alkoxy silane which remains on the silica along with the hydrophilic nature of the hydrolyzed silica produces an activated particle which is useful for graft polymerization of water soluble polymers onto the particles in large amounts not previously possible. A method for preparing the separation resins is also disclosed.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: July 30, 1991
    Assignee: The Regents of the University of California
    Inventor: Yoram Cohen
  • Patent number: 5013577
    Abstract: Organosilicon amine capped resins are prepared by reacting silanol siloxane resins with a cyclic silazane. The product organosilicon amine capped resins are reacted with an acyl halide to yield siloxane resins with amide organofunctionality. The later reaction is especially useful for obtaining acrylamide organofunctionality which is polymerizable and useful in formulating coating compositions such as pressure sensitive adhesives.
    Type: Grant
    Filed: August 22, 1990
    Date of Patent: May 7, 1991
    Assignee: Dow Corning Corporation
    Inventors: Antony P. Wright, Padmakumari J. Varaprath
  • 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
  • Patent number: 4999397
    Abstract: The present invention provides a relatively simple synthesis procedure for the formation of silane hydrolyzate compositions of the formula ##EQU1## where R is hydrogen or a methyl group, n is an integer greater than about 8, and x is a number between 0 and 2. The hydrolyzate compositions are metastable in solvent solution but become insoluble after coating on a substrate. The resins are useful as planarizing coatings for substrates such as electronic devices and can be ceramified by subjecting them to an oxidizing atmosphere at a temperature of between about 100.degree. to 1000.degree. C. to form ceramic or ceramic-like coatings on such substrates.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: March 12, 1991
    Assignee: Dow Corning Corporation
    Inventors: Keith D. Weiss, Cecil L. Frye
  • Patent number: 4978702
    Abstract: A coating composition is disclosed which includes(A) 15 to 65% by weight (calculated as SiO.sub.2) of colloidal silica,a partially hydrolyzed and partially co-condensed product of the following component (B) and component (C):(B) 10 to 80% by weight (calculated as R.sup.1 Si(OH).sub.3) of a trialkoxysilane of the formula: R.sup.1 Si(OR.sup.2).sub.3 wherein the group R.sup.1 is methyl or vinyl and the group R.sup.2 is alkyl having 1 to 4 carbon atoms,(C) 1 to 50% by weight (calculated as R.sup.3.sub.n Si(OH).sub.4-n) of an acetoxysilane of the formula: R.sup.3.sub.n Si(OCOCH.sub.3).sub.4-n wherein the group R.sup.3 is alkyl having 1 to 3 carbon atoms, vinyl, phenyl, or mercaptoalkyl having 1 to 3 carbon atoms, and n is an integer of 0 to 2, provided that the total amount of the component (B) wherein the group R.sup.1 is methyl and the component (C) wherein the group R.sup.
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: December 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masahiro Yuyama, Masahiko Moritani, Mikio Futagami
  • Patent number: 4954599
    Abstract: Spherical, polymeric, tertiary or secondary organosiloxane amine compounds comprising: ##STR1## units in which R.sup.1 and R.sup.2 stand for a group: ##STR2## R.sup.4 is an alkylene grouping and the oxygen atoms are saturated by silicon atoms of other groups (II), with the optional inclusion of cross-linking agents, R.sup.3 is equal to R.sup.1 and R.sup.2 or stands for hydrogen, an alkyl, cycloalkyl or the benzyl group. Also disclosed is a method for the preparation of the compounds in spherical form and the use of these products for removing acids from liquids and gases as well as for the adsorption of gaseous organic compounds.
    Type: Grant
    Filed: January 11, 1989
    Date of Patent: September 4, 1990
    Assignee: Degussa Aktiengesellschaft
    Inventors: Peter Panster, Peter Kleinschmit
  • Patent number: 4950626
    Abstract: A process for the production of a refractory compound, e.g. a carbide or nitride, of a metallic or non-metallic element, by reacting a mixture of a compound of the metallic or non-metallic element having at least two groups reactive with hydroxyl groups and an organic compound having at least two hydroxyl groups to produce an oxygen-containing polymeric product, and pyrolysing the polymeric product, e.g. in an inert atmosphere to produce a carbide or in an atmosphere of reactive nitrogen compound to produce a nitride, in which the reaction mixture contains an aluminium compound containing at least one group reactive with hydroxyl groups.The presence of the aluminium compound in the reaction mixture leads to an increase in the proportion of carbon in the product initially produced by pyrolysis, and to a higher purity in the refractory compound which is ultimately produced.
    Type: Grant
    Filed: October 27, 1987
    Date of Patent: August 21, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: James D. Birchall, Mary J. Mockford, David R. Stanley
  • Patent number: 4946921
    Abstract: Alkali-soluble organopolysiloxanes useful in the alkali-developing resist materials for use in microprocesses in LSI device fabrication have the following general formula ##STR1## where A is a hydroxyphenyl group; R is an alkylene group having 1 to 4 carbon atoms; n is zero or one; R.sup.1 is an alkyl group having 1 to 4 carbon atoms; x and z are positive numbers; y is zero or a positive number; 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.5.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: August 7, 1990
    Assignee: Toray Silicone Company Limited
    Inventors: Akihiko Shirahata, Yoshimi Fukutani
  • Patent number: 4923950
    Abstract: Composition based on derivatives of silica modified by organic groups, characterized in that said derivatives are amorphous solids having formula (I) SiO.sub.2-0.5(x+y) (Z.sup.1.sub.x (Z.sup.2).sub.y .multidot.(XA).sub.z, wherein Z.sup.1 is a group having formula (II), R.sup.1 being an alkylene having from 3 to 8 carbon atoms optionally interrupted by a heteroatomic group --NH--, R.sup.3 and R.sup.4 representing each --H or representing together a group --CH.dbd.CH--N.dbd.CH--, Z.sup.2 is a group --R.sup.2 --SO.sub.3 H, R.sup.2 being an alkylene having from 3 to 8 carbon atoms optionally interrupted by a heteroatomic group --NH--; XZ is an acid (case where X.dbd.H) or a salt (case where X.dbd.metal) soluble in water x is a number different from 0 and lower or equal to 1; z is a number which may vary from 0 to 0.
    Type: Grant
    Filed: April 28, 1988
    Date of Patent: May 8, 1990
    Assignee: Centre National de la Recherche Scientifique (CNRS)
    Inventors: Lucienne Ravaine, Michel B. Armand, Yves Charbouillot, Abdelkader Hammou
  • Patent number: 4902773
    Abstract: The invention relates to the acceleration of the synthesis of unsaturated polyesters containing maleic acid/anhydride, 1 to 30 percent, preferably 5 to 15 percent of the prescribed maleic acid/anhydride is introduced into the reaction mixture in total or in two or more increments at the stage of the reaction when the acid number or the molecular weight of the mixture has reached about 50 to 250 or about 300 to 1500, respectively. Thus, the rate of polyesterification can be increased considerably, occasionally two-folds and, in addition, polyester resins of very low acid number or high molecular weight can be prepared.
    Type: Grant
    Filed: December 4, 1987
    Date of Patent: February 20, 1990
    Assignee: Nitrokemia Ipartelepek
    Inventors: Akos Bodnar, Maria Solymoss, Ibolya Vancson Szmercsanyi, Istvan Szigeti, Laszlo Szommer
  • Patent number: 4869854
    Abstract: A process for manufacturing an organic silazane polymer which comprises reacting ammonia with a mixture of at least one compound selected from the group consisting of organic silicon compounds of the following formulae (I) and (II) ##STR1## and at least one compound selected from the group consisting of organic silicon compounds of the following formula (III) ##STR2## in which R represents hydrogen, chlorine, bromine, methyl radical, ethyl radical, phenyl radical or vinyl radical, R.sub.1 represents hydrogen or methyl radical, R.sub.2 represents hydrogen, methyl radical, ethyl radical, phenyl radical or vinyl radical and X represents chlorine or bromine; to obtain an ammonolysis product. The ammonolysis product is polymerized in the presence of a basic catalyst capable of deprotonation to obtain an organic silazane polymer. The silazane polymer may be further melted, shaped and infusibilized. The thus infusibilized product is finally sintered to obtain a ceramic material.
    Type: Grant
    Filed: October 27, 1987
    Date of Patent: September 26, 1989
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yoshihumi Takeda, Minoru Takamizawa, Akira Hayashida
  • Patent number: 4855381
    Abstract: An organopolysiloxane composed of tetrafuctional siloxane units SiO.sub.2 and monofunctional siloxane units R.sub.3 SiO.sub.0.5 can be prepared by reacting an alkyl orthosilicate, e.g., ethyl silicate, or a partial hydrolysis product thereof and an oligomeric organopolysiloxane containing the monofunctional siloxane units in the presence of a catalytic compound which is, different from conventional hydrogen chloride, selected from the group consisting of sulfonic acid group-containing compounds, e.g., sulfuric acid and p-toluene sulfonic acid, and phosphonitrile chloride. In particular, cation exchange resins of sulfonic acid type and fluorinated polysulfonic acid resins can be used as the catalyst in a continuous process in which the reaction mixture is passed through a bed of the catalyst continuously. The inventive method is advantageous over conventional methods because of the absence of the problems of heavy corrosion of the apparatuses and waste disposal due to the hydrogen chloride.
    Type: Grant
    Filed: June 2, 1988
    Date of Patent: August 8, 1989
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kiyoyuki Mutoh, Kazushi Satoh, Kouichirou Kobayashi