Ethylenically Unsaturated Reactant Patents (Class 524/866)
  • Patent number: 5741845
    Abstract: The invention concerns a process for the production of block copolymers or aqueous dispersions and emulsions thereof, whereby azo macroinitiators are reacted with radical-polymerizable monomers or a mixture of several radical-polymerizable monomers. The azo macroinitiators are obtained by reacting simple reactive azo compounds with prepolymers with a molecular weight between 400 and 20000, which possess at least 2 functional groups, e.g. polyurethanes or polyesters.The aqueous block copolymer dispersions and emulsions produced according to the invention are suitable for use for the production of paints, adhesives etc.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 21, 1998
    Assignee: Dainippon Ink & Chemicals Inc.
    Inventors: Rainer B. Frings, Shigeru Komazaki, Gerwald F. Grahe
  • Patent number: 5721300
    Abstract: Polyorganosiloxane rubber compositions which cure to elastomers under the influence of heat comprise 0.01 to 1 part by weight of ammonium, alkali metal or alkaline earth metal carbamate. The green strength of the rubber compositions is increased by the addition of carbamate. At the same time, the compression set of the vulcanized rubbers are reduced.
    Type: Grant
    Filed: February 10, 1997
    Date of Patent: February 24, 1998
    Assignee: Wacker-Chemie GmbH
    Inventors: Wolfgang Knies, Werner Guske
  • Patent number: 5681874
    Abstract: The invention relates to a tire with a tread. The tread is composed of three basic elastomers, namely, medium cis 1,4-polybutadiene rubber, isoprene/butadiene copolymer and natural cis 1,4-polyisoprene rubber and which is reinforced with either carbon black or a combination of carbon black and silica reinforcing fillers.
    Type: Grant
    Filed: May 4, 1996
    Date of Patent: October 28, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Danielle Lucas, Ghislain Adolphe Leon Thise
  • Patent number: 5663269
    Abstract: The present invention relates to a process for preparing an alkoxy silyl-terminated material, which has at least two alkoxy groups on both terminal ends, said process comprising reacting in the presence of a catalytically effective amount of an organo-lithium reagent an alkoxysilyl-terminated first reactant with a second reactant having both ends of its chain terminating in a silanol. The alkoxy silyl-terminated material may have a variety of polymer backbone types such as silicone, polyurethane, polyamide and the like. These materials are intended to cure by either moisture or photo cure or by dual moisture and photo cure mechanisms. The alkoxy silyl-terminated material is preferably an organopoly-siloxane having at least two alkoxy groups at both terminal ends.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 2, 1997
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, Patrick J. Courtney, David I. Crossan
  • Patent number: 5612406
    Abstract: The invention concerns a process for the production of block copolymers or aqueous dispersions and emulsions thereof, whereby azo macroinitiators are reacted with radical-polymerizable monomers or a mixture of several radical-polymerizable monomers. The azo macroinitiators are obtained by reacting simple reactive azo compounds with prepolymers with a molecular weight between 400 and 20000, which possess at least 2 functional groups, e.g. polyurethanes or polyesters.The aqueous block copolymer dispersions and emulsions produced according to the invention are suitable for use for the production of paints, adhesives etc.
    Type: Grant
    Filed: April 3, 1996
    Date of Patent: March 18, 1997
    Assignee: Dainippon Ink & Chemicals Inc.
    Inventors: Rainer B. Frings, Shigeru Komazaki, Gerwald F. Grahe
  • Patent number: 5559183
    Abstract: Silicone oil-silica filler paste is provided which can be used in liquid injection molding applications. The silicone paste is made by blend reinforcing silica filler with silicone oil while it is refrigerated to produce a material having an improved application rate.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 24, 1996
    Assignee: General Electric Company
    Inventor: John S. Razzano
  • Patent number: 5548018
    Abstract: An aqueous primer composition comprising a copolymer wherein a cationic monomer, a specific alkoxysilane monomer, a silane macromonomer and an ethylenically unsaturated monomer are contained in aqueous medium. For this reason, regardless of the alkalinity of the substrate, the aqueous primer composition can form a highly water-resistant, alkali-resistant, tough film. Furthermore, compared with the prior art, a higher concentration and a lower viscosity, so that the resulting primer composition shows excellent penetration into the substrate at high concentration and provides for sufficient substrate-reinforcing and water-proofing effects. Moreover, when forming a film thereby and forming a finish layer thereon, this composition shows a high affinity for the top coating or adhesive to insure a firm integration of the finish layer with the substrate surface.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: August 20, 1996
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventor: Masao Maekawa
  • Patent number: 5468789
    Abstract: A method is provided for making curable silicon containing acrylate silicone hardcoat compositions which employ an anaerobic gelation inhibitor such as galvinoxyl. Devolatilizing of an aqueous/organic solvent mixture from the silicon containing acrylate hardcoat formulation is conducted in an inert atmosphere. Acrylate hardcoat compositions imparting improved weathering resistance to thermoplastic substrates also are provided.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: November 21, 1995
    Assignee: General Electric Company
    Inventors: Larry N. Lewis, George F. Medford, Arnold Factor
  • Patent number: 5426151
    Abstract: A polymeric coating agent which comprises a polymer of from 60 to 97 wt. % of one or more (meth)acrylic monomers the polymerization of which can be initiated by free radicals, from 3 to 40 wt. % of at least one .alpha., .omega.-hydroxy-, carboxy-, and/or epoxy-functional polysiloxanes of the formula (I) ##STR1## wherein R' can be the same or different and is C.sub.1-6 alkyl, and R can be the same or different and is ##STR2## wherein Alk and Alk' are C.sub.1-6 alkylene and the alkylene groups in a molecule can be the same or different, n is a cardinal number from 8 to 40, m is a cardinal number from 2 to 30, and p is a cardinal number from 1 to 20 of solids in the monomers.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: June 20, 1995
    Assignee: Herberts Gesellschaft mit beschrankter Haftung
    Inventors: Lutz Brandt, Carmen Flosbach, Reinhardt Kalus, Walter Schubert
  • Patent number: 5306766
    Abstract: A silicone rubber composition comprising (A) an alkenyl-containing organopolysiloxane, (B) a polycyclic aromatic compound having at least two phenyl groups, and (C) finely divided silica is easy to process and cures to silicone rubber having low hardness while retaining good physical properties.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: April 26, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Naoki Omura, Masaharu Takahashi, Tomiyoshi Tsuchida
  • Patent number: 5171638
    Abstract: An organopolysiloxane/acrylate ester copolymer emulsion composition is prepared by forming a water-based emulsion of an alkenyl-containing organopolysiloxane containing no more than 5,000 parts per million of organosiloxane oligomer which has .ltoreq.20 silicon atoms in its molecule and copolymerizing the emulsion with an acrylate ester monomer. The resultant copolymer does not suffer from disadvantages of prior art systems, such as staining in applications as a paint or water repellent, staining in fiber treatment applications, or reduction of adhesion when the copolymer is used as a release coating.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: December 15, 1992
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Masaru Ozaki, Tsutomu Naganawa, Isao Ona
  • Patent number: 5164501
    Abstract: A method of preparing pure 3-butenyl triorgano oxysilanes, the intermediate products 3,4-dichlorobutyl triorgano oxysilanes and the use of the final products in rubber mixtures reinforced with silicic acid and vulcanizable with peroxides. 3,4-dichlorobutene-1 and trichlorosilane are used as initial products.
    Type: Grant
    Filed: February 19, 1992
    Date of Patent: November 17, 1992
    Assignee: Degussa AG
    Inventors: Ulrich Deschler, Peter Kleinschmit, Siegfried Wolff, Ewe-Hong Tan
  • Patent number: 5032626
    Abstract: In a heat curable silicone rubber composition comprising a polydiorganosiloxane base polymer and a curing catalyst, the improvement comprising an effective amount of co-curing agent. Preferably, the co-curing agent has the general formula ##STR1## where R is H or a C.sub.1-5 alkyl radical, R.sup.1 is a C.sub.1-5 alkylene radical, each R.sup.2 is independently selected from H and CH.sub.3, R.sup.3 is H or CH.sub.3, n equals 0 or 1, and m is an integer from 3 to 6, inclusive.
    Type: Grant
    Filed: June 1, 1989
    Date of Patent: July 16, 1991
    Assignee: General Electric Company
    Inventor: Edwin R. Evans
  • Patent number: 4988758
    Abstract: The fluorine-substituted organopolysiloxane as the principal ingredient of the inventive silicone rubber composition has vinyl groups to serve as the cross-linking points at the molecular chain terminals while at least the penultimate siloxane unit or the silicon atom adjacent to the terminal silicon atom has no fluorine-substituted hydrocarbon group bonded to the silicon atom. Being freed from the steric hindrance due to the bulky fluorine-substituted hydrocarbon group bonded to the adjacent silicon atom, the vinyl group bonded to the terminal silicon atom can pertain to the cross-linking reaction much easier than otherwise so that the silicone rubber composition of the invention containing an organic peroxide or a combination of an organohydrogenpolysiloxane and a platinum catalyst as a curing agent can be rapidly cured to give a cured silicone rubber article having excellent resistance against oils and organic solvents as well as mechanical properties.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: January 29, 1991
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Fukuda, Motoo Fukushima, Kunio Itoh, Hironao Fujiki
  • Patent number: 4865911
    Abstract: A gasket of a nonwoven sheet material, and a coating composition on at least one side of the nonwoven sheet material. The coating composition is a reaction product of a vinyl functional polydimethylsiloxane, a trimethylsiloxy silica terpolymer, a reactive diluent, and a catalyst. The reactive diluent can be a methyl vinyl cyclic siloxane having the formula (MeViSiO).sub.n wherein n is an integer of from three to five, Me is methyl, and Vi is vinyl.
    Type: Grant
    Filed: January 9, 1989
    Date of Patent: September 12, 1989
    Assignee: Dow Corning Corporation
    Inventor: John D. Blizzard
  • Patent number: 4849469
    Abstract: Thermoplastic compositions and composites are produced which have fewer and smaller voids with more consistent dimensions compared to conventional unreinforced and fiber reinforced thermoplastics. The high modulus thermoplastic contains silicone semi-interpenetrating polymer networks which are formed by vulcanization within the thermoplastic and initiated during melt processing. Parts molded from the compositions are more homogeneous, with evenly distributed voids, thus reducing the possibility of strss fractures. The compositions are particularly useful in the molding in thick cross-section and variable thickness parts and have been found to have increased thermal stability.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: July 18, 1989
    Assignee: ICI Americas Inc.
    Inventors: Jane M. Crosby, MaryGail K. Hutchins, Susan K. Ward
  • Patent number: 4831071
    Abstract: High modulus thermoplastic compositions and composites are produced which exhibit enhanced melt integrity and strength, allowing the composites to be melt-drawn to smooth surfaced, high tolerance profiles, such as thin-walled tubing, wire, coatings, films, etc. The melt integrity is improved by adding to the thermoplastic prior to or during thermoplastic melt processing a silicone component which will be vulcanized within the thermoplastic to form a silicone semi-interpenetrating polymer network initiated during the melt processing of the thermoplastic. The composition contains about 0.1 to 20, and preferably about 1 to 4 weight percent of the silicone network, and may also contain fibrous reinforcement and/or filler/modifiers.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: May 16, 1989
    Assignee: ICI Americas Inc.
    Inventors: Susan K. Ward, Gregory S. O'Brien
  • Patent number: 4788240
    Abstract: Polyorganosiloxane compositions comprising:(A) a polyorganosiloxane having two or more of the following unit, in the molecule, represented by the formula: ##EQU1## wherein, R.sup.1 represents an alkenyl radical; R.sup.2 represents a substituted or unsubstituted monovalent hydrocarbon radical having no unsaturated aliphatic bond; a is an integer of 1 of 2; b is an integer of 0 to 2; and a+b is an integer of 1 to 3;(B) a polyorganohydrogensiloxane, having units represented by the formula: ##EQU2## wherein, R.sup.3 represents a substituted or unsubstituted monovalent hydrocarbon radical; c is an integer of 0 to 2; d is an integer of 1 or 2; and c+d is an integer of 1 to 3,and having at least three hydrogen atoms bonded to silicon atoms in a molecule, in an amount such that the number of the hydrogen atoms bonded to silicon atoms may be 0.5 to 4.0 per R.sup.
    Type: Grant
    Filed: May 28, 1986
    Date of Patent: November 29, 1988
    Assignee: Toshiba Silicone Co., Ltd.
    Inventor: Tetsuo Fujimoto
  • Patent number: 4785047
    Abstract: Compositions yielding optically clear silicone elastomers are obtained by preparing a homogeneous mixture comprising a liquid polydiorganosiloxane containing at least two vinyl or other ethylenically unsaturated radicals per molecule and a finely divided silica filler treated with a hexaorganodisilazane and then adding additional hexaorganodisilazane in an amount equal to at least 5 percent of filler weight. The blending is preferably carried out using a high rate of shear and volatile materials are removed by heating the composition under reduced pressure.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: November 15, 1988
    Assignee: Dow Corning Corporation
    Inventor: Jary D. Jensen
  • Patent number: 4707503
    Abstract: The radiation-curable organopolysiloxane composition of the invention is quite free from the problem of the migration of silicone toward the surface of a body in contact with the surface of the cured film of the composition even by curing with an extremely small dose of radiation, e.g. ultraviolet light and electron beams, for curing. The mechanism for curing is in principle the radiation-induced addition reaction between the aliphatically unsaturated bonds in a first organopolysiloxane and the mercapto groups in a second organopolysiloxane but the aliphatically unsaturated bond in the first organopolysiloxane is bonded preferably remotely from the silicon atom with an electron-attractive atom or group intervening therebetween such as the divalent groups of the formula --O--CH.sub.2).sub.2 S-- and --CH.sub.2 --O--CH.sub.2 --S--.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: November 17, 1987
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kunio Itoh, Fumio Okada, Yasushi Yamamoto, Hisashi Aoki
  • Patent number: 4584337
    Abstract: This present invention provides aqueous emulsions which are capable of depositing coatings and membranes of hydrophilic, water-absorbing silicone-organic polymer elastomers. The elastomers are free radical polymerized copolymers of (A) from 50 to 95 parts by weight of block copolymers containing polydiorganosiloxane segments and polyalkyleneoxy segments which block copolymers contain terminal aliphatically unsaturated groups such as those derived from the reaction of isocyanatoethyl methacrylate with terminal free hydroxyl groups present on the polyalkyleneoxy segments and (B) from 5 to 50 parts by weight of at least one substantially water insoluble aliphatically unsaturated organic monomer which is compatible with (A) such as methyl methacrylate.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: April 22, 1986
    Assignee: Dow Corning Corporation
    Inventors: Chi-long Lee, Wen-Bin Shyu
  • Patent number: 4581391
    Abstract: The use of high vinyl-containing vinylmethylsiloxane polymers as high temature insulating materials.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: April 8, 1986
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: James C. Baldwin, Gary W. Meyers, Robert A. Rhein, Kenneth J. Wynne
  • Patent number: 4547397
    Abstract: A tintable coating is applied to a transparent substrate such as a polycarbonate lens. The coating is made from a coating solution of (1) a further curable organopolysiloxane preferably made by hydrolyzing ethyl ortho silicate with methacryloxytrimethoxy silane and/or vinyltriethoxy silane with phenylphosphonic acid, and an (2) organic solvent for the organopolysiloxane. The coating is cured, an azo dye applied to the cured coating to provide a highly tinted coating without sacrificing scratch resistance. The cured coating can be tinted with an improved tinting speed and the resultant cured tinted coating has improved abrasion resistance.
    Type: Grant
    Filed: March 25, 1985
    Date of Patent: October 15, 1985
    Assignee: Owens-Illinois, Inc.
    Inventors: Alfred J. Burzynski, James J. Tillman
  • Patent number: 4486566
    Abstract: A composition curable at room temperature has resistance to soiling and maintains its adhesion to substrates when cured. The composition is the product obtained by mixing a polyorganosiloxane having at least two silicon-bonded hydroxyl radicals or two silicon-bonded hydrolyzable groups per molecule, a crosslinking organosilicon compound containing at least two silicon-bonded hydrolyzable groups, and an organosulfonate-containing silicon compound.
    Type: Grant
    Filed: March 1, 1983
    Date of Patent: December 4, 1984
    Assignee: Toray Silicone Co., Ltd.
    Inventors: Katsuyoshi Nakasuji, Toshio Saruyama
  • Patent number: 4454288
    Abstract: This invention relates to a method of surface treating particulate inorganic fillers with a surface-treating agent which is an equilibrated reaction mixture consisting essentially of R.sub.2 SiO.sub.2/2 units, RSiO.sub.3/2 units and CH.sub.3 O.sub.1/2 radicals wherein the mixture contains A moles of R.sub.2 SiO.sub.2/2 units per mole of RSiO.sub.3/2 units and B moles of CH.sub.3 O.sub.1/2 radicals, A having an average value of from 0.5 to 10 and B having an average value of from 3 to 6, the value of B being related to A such that when A=0.5, B=6 and when A=10, B=3, and R being a hydrocarbon radical of from 1 to 10 inclusive carbon atoms or a haloalkyl radical of from 1 to 10 inclusive carbon atoms.
    Type: Grant
    Filed: December 2, 1982
    Date of Patent: June 12, 1984
    Assignee: Dow Corning Corporation
    Inventors: Kenneth M. Lee, Katherine L. Ulman
  • Patent number: 4448928
    Abstract: A process for producing a shelf-stable catalyst component for a room temperature vulcanizable silicone rubber composition comprising (a) mixing a organopolysiloxane fluid with first from 1 to 15 percent by weight of the total amounts of the following ingredients (1) an alkyl silicate cross-linking agent (2) a catalytic promoter which is a tin salt and (3) a self-bonding additive which is nitrogen-functional self-bonding additive until there is a uniform mixture; (b) adding to the mixture from 10 to 250 parts of filler and mixing the ingredients to a uniform mixture wherein the mixture is heated at a temperature of at least 100.degree. C. for at least 1 hour so as to drive off moisture and form a stable base mixture and then adding to the stable base mixture the rest of the cross-linking agent, the catalytic promoter and the shelf-bonding additive to form a self-stable uniform mixture.
    Type: Grant
    Filed: March 17, 1983
    Date of Patent: May 15, 1984
    Assignee: General Electric Company
    Inventors: Steven H. Klein, Alfred H. Smith, Jr.
  • Patent number: 4388433
    Abstract: A process for producing a shelf-stable catalyst component for a room temperature vulcanizable silicone rubber composition comprising (a) mixing a organopolysiloxane fluid with first from 1 to 15 percent by weight of the total amounts of the following ingredients (1) an alkyl silicate cross-linking agent (2) a catalytic promoter which is a tin salt and (3) a self-bonding additive which is nitrogen-functional self-bonding additive until there is a uniform mixture; (b) adding to the mixture from 10 to 250 parts of filler and mixing the ingredients to a uniform mixture wherein the mixture is heated at a temperature of at least 100.degree. C. for at least 1 hour so as to drive off moisture and form a stable base mixture and then adding to the stable base mixture the rest of the cross-linking agent, the catalytic promoter and the shelf-bonding additive to form a self-stable uniform mixture.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: June 14, 1983
    Assignee: General Electric Company
    Inventors: Steven H. Klein, Alfred H. Smith, Jr.