Organic Nitrogen Compound Contains An Azo Group, I.e., -n=n- Patents (Class 525/260)
  • Patent number: 5773510
    Abstract: A process for the preparation of branched thermoplastic resins comprising: heating a mixture of an unsaturated resin, a free radical initiator, and a stable free radical agent; adding to the heated mixture at least on polymerizable monomer; and cooling the mixture, wherein the resulting product is a branched thermoplastic resin with arms or branches comprised of polymerized monomer with substantially uniform length and narrow polydispersity.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: June 30, 1998
    Assignee: Xerox Corporation
    Inventors: Peter M. Kazmaier, Karen A. Moffat, Marko D. Saban, Richard P. N. Veregin, Michael K. Georges, Gordon K. Hamer, Toyofumi Inoue, Stephan V. Drappel
  • Patent number: 5753763
    Abstract: The toner particles of this invention comprise pigment and a resin. The resin comprises a novel polymer formed from ethylenically unsaturated monomers, macromeric moieties that render the resin dispersible in hydrocarbon solvents, and a surface-release promoting moiety. When used for toner particles the polymer further comprises charge directing chelating moieties. The toner particles also include a charge director, preferably a metal cation. The toner particles, when dispersed in a carrier liquid, are useful as liquid toners for electrographic or electrophotographic processes.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: May 19, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Prabhakara S. Rao, Valdis Mikelsons
  • Patent number: 5556922
    Abstract: A method for preparing a dispersion for a pressure sensitive adhesive is provided, wherein the dispersions contain a copolymer (CP) having units of butyl acrylate and (meth)acrylic acid, the method involving the steps of polymerizing an aqueous emulsion (EM) containing butyl acrylate, an anionic emulsifier and a non-ionic emulsifier, in the aqueous phase, under heating and in the presence of at least one water-soluble initiator (IN) of formula (I)M R.sub.1 (I)where M represents a metal cation, andR1 represents an anion of a peroxyacid or azo-group-containing acid,wherein (IN) is present in an amount of 0.5-1.5 wt. % (based on weight of the monomers);emulsifying-in (meth)acrylic acid while maintaining an elevated reaction temperature; andadding a second initiator (RI) to complete the polymerization.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: September 17, 1996
    Assignee: Roehm GmbH Chemische Fabrik
    Inventors: Gunther Mueller, Herbert Fink, Joachim Heyne
  • Patent number: 5466749
    Abstract: Graft copolymers comprising a poly-alpha-olefin base polymer selected from the group consisting of polyethylene, polypropylene, polystyrene, and compatible mixtures thereof, having grafted thereto an olefinic monomer. The grafted monomer is present in an amount effective to increase the amount of protein that will bind to the graft copolymer as compared with the base polymer.Also disclosed are polymer/protein compositions comprising a graft copolymer having a protein immobilized on the surface thereof, processes for the preparation of the above-described graft copolymers and compositions, methods of immobilizing proteins, and methods of immunoassay based on such immobilization.
    Type: Grant
    Filed: September 14, 1994
    Date of Patent: November 14, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
  • Patent number: 5466747
    Abstract: Graft copolymers comprising a poly-alpha-olefin base polymer selected from the group consisting of polyethylene, polypropylene, polystyrene, and compatible mixtures thereof, having grafted thereto an olefinic monomer. The grafted monomer is present in an amount effective to increase the amount of protein that will bind to the graft copolymer as compared with the base polymer. Also disclosed are polymer/protein compositions comprising a graft copolymer having a protein immobilized on the surface thereof, processes for the preparation of the above-described graft copolymers and compositions, methods of immobilizing proteins, and methods of immunoassay based on such immobilization.
    Type: Grant
    Filed: September 26, 1994
    Date of Patent: November 14, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
  • Patent number: 5385676
    Abstract: A method of dewatering paint spray booth sludge by adding to the water system of a paint spray booth a water soluble graft copolymer having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an, ethylenically unsaturated compound, the molar percentage of a:b is from about 95:5 to 5:95, with the proviso that the sum of a and b equals 100%; G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: August 3, 1993
    Date of Patent: January 31, 1995
    Assignee: Betz Laboratories, Inc.
    Inventors: Wen P. Liao, Deborah L. Purnell
  • Patent number: 5364907
    Abstract: Graft copolymers comprising a poly-alpha-olefin base polymer selected from the group consisting of polyethylene, polypropylene, polystyrene, and compatible mixtures thereof, having grafted thereto an olefinic monomer. The grafted monomer is present in an amount effective to increase the amount of protein that will bind to the graft copolymer as compared with the base polymer.Also disclosed are polymer/protein compositions comprising a graft copolymer having a protein immobilized on the surface thereof, processes for the preparation of the above-described graft copolymers and compositions, methods of immobilizing proteins, and methods of immunoassay based on such immobilization.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: November 15, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
  • Patent number: 5344886
    Abstract: A process for making a graft propylene copolymer in which a propylene polymer, selected from the group consisting of propylene homopolymers and propylene copolymers, is contacted with a polymerizable, unsaturated carboxylic acid or acid derivative in the presence of a coagent, said coagent selected from the group consisting of a first compound having the structural formula ##STR1## where R is a hydrocarbyl or a radical containing at least one atom of oxygen, sulfur, nitrogen, phosphorus or silicon; R.sup.1 is hydrogen or C.sub.1 -C.sub.12 alkyl or aryl; and x is an integer of 1 to 4, and a second compound having the structural formula ##STR2## where R' is a hydrocarbyl or a radical containing at least one atom of oxygen, sulfur, nitrogen, phosphorus or silicon; R.sup.2 is hydrogen or C.sub.1 -C.sub.1 2 alkyl or aryl; and y is an integer of 2 to 4, and a free radical generating compound.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: September 6, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Biau-Hung Chang, Leslie Wild, James A. Hinnenkamp
  • Patent number: 5344888
    Abstract: A process for making a graft propylene copolymer in which a propylene polymer, selected from the group consisting of propylene homopolymers and propylene copolymers, is contacted with a polymerizable, unsaturated carboxylic acid or acid derivative in the presence of a coagent, having the structural formula (CH.sub.2 .dbd.CR.sup.1 CR.sup.2 R.sup.3.sub.x R, where R.sup.1, R.sup.2 and R.sup.3 are the same or different and are hydrogen, hydrocarbyl, halogen or a heterocyclic radical; x is an integer of 2 to 4; and R is a radical containing at least one atom of oxygen, nitrogen, sulfur, phosphorus or silicon having a valence equal to the value of x, and a free radical generating compound. This contact occurs at a temperature above both the melting point of the propylene polymer and the decomposition temperature of the free radical generating compound.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: September 6, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Leslie Wild, James A. Hinnenkamp, Biau-Hung Chang, Webster W. Kiang
  • Patent number: 5340874
    Abstract: A modified polyvinyl alcohol and a solid state process for producing modified polyvinyl alcohol wherein polyvinyl alcohol powder is sprayed with a sufficient amount of a solution of a polymerizable monomer to swell the polyvinyl alcohol powder but not dissolve it or form a slurry. The swollen polyvinyl alcohol powder is sprayed with a free radical source (an initiator) and the temperature is raised to initiate a reaction between polyvinyl alcohol and the polymerizable monomer.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: August 23, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Amir Famili, Lori A. Vratsanos, Finn L. Marten
  • Patent number: 5328794
    Abstract: A fluorine-containing graft copolymer prepared by a step (i) of polymerizing a monomer having formula (I) and an unsaturated carboxylic acid or a monomer having a glycidyl group to obtain a copolymer, ##STR1## wherein R represents --H or --CH.sub.3 group; and A represents --COOC.sub.n H.sub.2n+1 or OC.sub.n H.sub.2n+1, in which n is an integer of 6 to 20; a step (ii) of esterifying the resulting copolymer by using a monomer having a glycidyl group in the case where a constituting monomer of the above copolymer is an unsaturated carboxylic acid, or by using an unsaturated carboxylic acid in the case where a constituting monomer of the above copolymer is a monomer having a glycidyl group; and a step (iii) of graft-polymerizing a monomer comprising at least fluoroalkyl acrylate or fluoroalkyl methacrylate on the above esterified copolymer. In addition, a toner comprising a coloring agent and a resin component which comprises the above-mentioned fluorine-containing graft copolymer is disclosed.
    Type: Grant
    Filed: March 16, 1993
    Date of Patent: July 12, 1994
    Assignee: Ricoh Company, Ltd.
    Inventors: Tsubuko Kazuo, Shinichi Kuramoto, Kazuhiko Umemura, Toshihiko Takahashi, Hidemi Uematsu
  • Patent number: 5321091
    Abstract: A toner for developing electrostatic images contains a binder resin and a colorant or a magnetic material. The binder is prepared by polymerizing ethylenically unsaturated monomer(s) in the presence of less than 0.1% by weight of the monomer(s) of a radical polymerization initiator. The resulting polymer or copolymer is dissolved in a polymerizable monomer and solution or suspension polymerized with a radical polymerization initiator. The resulting binder resin is substantially free of fragments of radical polymerization initiator which tend to bond to molecular chain terminals.
    Type: Grant
    Filed: November 18, 1992
    Date of Patent: June 14, 1994
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yoshihiko Hiyousu, Seiichi Takagi
  • Patent number: 5312872
    Abstract: A method for preparing a polyolefine-vinyl composite, in which method about 10-200 weight fractions of vinyl monomer and about 0.01-4.0 weight fractions of a free radical polymerization initiator, based on 100 weight fractions of vinyl monomer, are impregnated in 100 weight fractions of polyolefine particles by slowly mixing these at a temperature of about 20.degree.-100.degree. C. while continuously or discontinuously adding about 1-60% by weight of water, based on the total weight of the vinyl monomer and the polyolefine, during the maintenance of the particle structure of the polyolefine, is disclosed. A water suspension is prepared by adding water and stabilizing agents to the above-mentioned mixture after a completed impregnation. The total quantity of water is about 80-1000 weight fractions, based on 100 weight fractions of polyolefine+vinyl monomer. The temperature of the water suspension is then increased for polymerizing the vinyl monomer.
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: May 17, 1994
    Assignee: Neste Oy
    Inventors: Torvald Vestberg, Ismo Lehtiniemi
  • Patent number: 5300578
    Abstract: A method for preparing a polyolefine--vinyl polymer composite, wherein about 10-200 parts by weight of vinyl monomer and about 0.01-4.0 parts by weight of a free radical polymerization initiator, based on 100 parts by weight of vinyl monomer, are impregnated in 100 parts of weight of polyolefine particles by slowly mixing these at a temperature of about 20.degree.-130.degree. C. while maintaining the particle structure of the polyolefine. After 50-99% of the amount of the monomer has been absorbed into the polyolefine particles, a water suspension is prepared by adding to the above-mentioned mixture about 80-1000 parts by weight water, based on 100 parts of weight of polyolefine+vinyl monomer, as well as a stabilizing agent. The temperature of the water suspension is then increased for polymerizing the vinyl monomer.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: April 5, 1994
    Assignee: Neste Oy
    Inventors: Torvald Vestberg, Ismo Lehtiniemi
  • Patent number: 5298566
    Abstract: A water soluble graft copolymer useful for dewatering wastewater having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an .alpha., .beta. ethylenically unsaturated compound, the molar percentage of a:b is from about 95:5 to 5:95, with the proviso that the sum of a and b equals 100% G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: January 5, 1993
    Date of Patent: March 29, 1994
    Assignee: Betz Laboratories, Inc.
    Inventors: Wen P. Liao, Fu Chen
  • Patent number: 5284920
    Abstract: The subject invention relates to segmented fluoropolymers of the A-B-A type where A is a crystallizable fluoropolymer segment, and B is a base-resistant elastomeric fluoropolymer segment, the segmented fluoropolymers being useful as thermoplastic fluoroelastomers which are highly resistant to attack by bases. The fluoroelastomers are useful, for example, in O-rings and shaft seals in internal combustion engines using aggressive oils and in oil well applications.
    Type: Grant
    Filed: May 11, 1992
    Date of Patent: February 8, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Dana P. Carlson
  • Patent number: 5254630
    Abstract: A method for manufacturing vinyl chloride-butyl acrylate graft copolymers for processing by injection molding is provided wherein vinyl chloride is grafted onto crosslinked polybutyl acrylate in the presence of chain regulators. The graft copolymers exhibit excellent flow characteristics as a melt and provide molded parts with good surface quality and excellent mechanical properties.
    Type: Grant
    Filed: October 26, 1990
    Date of Patent: October 19, 1993
    Assignee: Huels Aktiengesellschaft
    Inventor: Frank Schmidt
  • Patent number: 5247025
    Abstract: Graft copolymers obtained byA) emulsion polymerization of from 5 to 35% by weight of a monomer mixture ofa.sub.1) 60-80% by weight of one or more vinylaromatic monomers,a.sub.2) 20-40% by weight of one or more ethylenically unsaturated nitriles,B) subsequent emulsion polymerization, in the presence of the emulsion polymer obtained in stage A), of 20-45% by weight of a monomer mixture ofb.sub.1) 50-75% by weight of one or more vinylaromatic monomers,b.sub.2) 25-50% by weight of one or more C.sub.1 -C.sub.18 -alkyl acrylates,C) subsequent emulsion polymerization, in the presence of the emulsion polymer obtained in stage B), of 5-35% by weight of a monomer mixture ofc.sub.1) 60-80% by weight of one or more vinylaromatic monomers,c.sub.2) 20-40% by weight of one or more ethylenically unsaturated nitriles,D) subsequent emulsion polymerization, in the presence of the emulsion polymer obtained in stage C), of 15-45% by weight of a monomer mixture ofd.sub.1) 80-99.9% by weight of one or more C.sub.1 -C.sub.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: September 21, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Helmut Goertz, Guenter Hatzmann, Werner Oschmann
  • Patent number: 5244979
    Abstract: A pigment dispersing agent for paints is constituted with a particular acrylic polymer component having a tertiary amino group and/or a nitrogen-containing heterocyclic ring and a particular polyester component, and has particular number average molecular weight and amine value. This pigment dispersing agent is applicable to both acrylic resin series and polyester resin series paints as well as thermosetting type paints.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: September 14, 1993
    Assignee: Nippon Oil and Fats Company, Limited
    Inventors: Toshio Yamamoto, Hisao Ogawa, Toshiya Kitamura, Yoshiaki Matsukura
  • Patent number: 5225494
    Abstract: A graft copolymer resin composition having improved impact resistance, particularly at low temperature, obtained by emulsion-polymerizing an aromatic vinyl monomer and a vinyl cyanide monomer, optionally together with an ethylenically unsaturated monomer copolymerizable therein under specific conditions by the action of a polymerization initiator in the presence of a latex of a conjugated diene polymer under specific conditions.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: July 6, 1993
    Assignee: Mitsubishi Monsanto Chemical Company
    Inventor: Narito Ishiga
  • Patent number: 5218058
    Abstract: The present invention deals with flexible elastic polyurethane films, efficaciously having a thickness from 0.3 to 3 mm, prepared by sintering powdered thermoplastic polyurethanes, having:(a) a melt index of from 50 to 350, measured at 190.degree. C. with a compression force of 21.6 kg, and(b) a Shore A hardness of from 80 to 98, preferably while using from 0.05 to 1 part by weight of powdered aluminum oxide and/or silica gel per 100 parts by weight of said thermoplastic polyurethane, utilizing a heated mold.The polyurethane films are preferably used for coating molded articles used in the interior of motor vehicles.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: June 8, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Zeitler, Gerhard Lehr
  • Patent number: 5211854
    Abstract: A water soluble graft copolymer useful for dewatering wastewater having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an .alpha.,.beta. ethylenically unsaturated compound the molar percentage of a:b is from about 95:5 to 5:95 with the proviso that the sum of a and b equals 100%; G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: May 18, 1993
    Assignee: Betz Laboratories, Inc.
    Inventors: Wen P. Liao, Fu Chen
  • Patent number: 5206298
    Abstract: A graft copolymer produced by polymerizing 2-hydroxyethyl methacrylate, or monomer mixture containing the monomer, by using initiator produced by copolymerizing (A) N-vinyllactam or styrene and (B) peroxy-fumarate or combination of the peroxy-fumarate and diester of fumaric acid, the peroxy-fumarate being represented by the formula (I): ##STR1## wherein R1 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 18 carbon atoms, or an aromatic hydrocarbon group containing 6 to carbon atoms; and R2 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 13 carbon atoms, or a phenyl group.A solution for treating a contact lens, including the above graft copolymer and a solvent dissolving the copolymer.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: April 27, 1993
    Assignee: Tomei Sangyo Kabushiki Kaisha
    Inventor: Toru Kawaguchi
  • Patent number: 5198500
    Abstract: Disclosed is an improved process of the post-emulsion method capable of forming crosslinked resin particles which do not have fusion bonds between particles and which have good storage stability and good redispersibility in an aqueous medium. The process comprises (a) dispersing in an aqueous medium a resinous component comprising (I) a base resin having a glass transition temperature (Tg) of 0.degree. C. or less and a polymerizable double bond, (II) a monomer which, when polymerized, provides a resin of which Tg is 20.degree. C. higher than that of said base resin, or a resin of which Tg is 20.degree. C. higher than that of the base resin, and (III) a polyvinyl compound; (b) crosslinking inside the dispersed resin particles and; (c) removing the aqueous medium therefrom.
    Type: Grant
    Filed: January 15, 1991
    Date of Patent: March 30, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Hisaichi Muramoto, Yusuke Ninomiya, Keizou Ishii, Shinichi Ishikura
  • Patent number: 5189108
    Abstract: A modified polymer rubber is obtained by(1) graft-polymerizing at least one grafting monomer to a shreaded rubbery polymer (A) in an aqueous suspension at a temperature of 30.degree.-130.degree. C. to obtain a graft polymer, and(2) kneading the graft polymer with at least one polymerizable monomer in the presence of a free radical initiator at a temperature of 180.degree.-280.degree. C. This process does not cause gel formation and is advantageous in manufacturing cost.The modified polymer rubber thus obtained is excellent in processability and storage stability, and highly useful as a compatibilizer for various resins.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: February 23, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Akio Imai, Mitsuji Tsuji, Takashi Sanada, Keisaku Yamamoto
  • Patent number: 5187245
    Abstract: A method of addition of polymerization initiator in the process of suspension polymerization or emulsion polymerization polymerizing a polymerizable monomer in aqueous medium, comprising introducing a low-temperature-active polymerization initiator taking part in the polymerization reaction to a piping system filled beforehand with water and successively adding said initiator in the piping system to polymerization system within 20 minutes using water.
    Type: Grant
    Filed: January 2, 1992
    Date of Patent: February 16, 1993
    Assignee: Tosoh Corporation
    Inventors: Tatsumi Nakamura, Mineo Nagano
  • Patent number: 5185406
    Abstract: A process for preparing an elastomer-containing vinyl chloride graft copolymer having an elastomer content of up to 65% by weight. The process comprises forming a mixture of an elastomer dispersion, water, buffer and initiator, adding a precipitating agent; after precipitation has occurred, metering into the mixture the grafting monomer and a protective colloid; and then subjecting the mixture to suspension polymerization conditions. The graft copolymeric material is useful as an impact modifier or as plasticizer-free flexible PVC.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: February 9, 1993
    Assignee: Wacker Chemie GmbH
    Inventor: Peter Grauer
  • Patent number: 5183858
    Abstract: This invention relates to a core-shell polymer which is useful for polyoxymethylene resin, a polyoxymethylene resin composition containing the core-shell polymer and a molded article made of the polyoxymethylene resin composition.The core-shell polymer comprises a rubbery polymer core and a glassy polymer shell and has substantially no detectable anion.This core-shell polymer makes the molded articles be improved on the impact strength, elongation at the weld line, etc. The molded articles is used as various products (such as gears, reels, etc.).
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: February 2, 1993
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Ichiro Sasaki, Junji Oshima, Minoru Yamada
  • Patent number: 5166272
    Abstract: A stable emulsion polymer is prepared by the emulsion polymerization of a vinyl monomer component in the presence of a base neutralized copolymer having a peak molecular weight not exceeding 50,000 of an olefinically unsaturated material selected from the group consisting of 1-decene, 1-dodecene, undecenylic acid and mixtures thereof and an ethylenically unsaturated anhydride containing material. The emulsion polymer is particularly useful for preparing coating compositions which have excellent physical properties.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: November 24, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Steven J. Burks, Karl F. Schimmel, Suryya K. Das, Mary E. Rosenberger, James A. Claar, Anthony C. Palermo, Henry H. Crum, III
  • Patent number: 5166271
    Abstract: A heat resistant polyvinyl chloride copolymer or a heat and impact resistant polyvinyl chloride copolymer is prepared by conducting graft copolymerization of N-substituted maleimide on a vinyl chloride resin or a rubber containing vinyl chloride resin.The graft copolymerization reaction is carried out in the presence of a radical polymerizable monomer which is (1) liquid at the polymerization temperature, (2) capable of dissolving the N-substituted maleimide at the temperature, (3) 70.degree. C. or more in glass transition temperature of the polymer thereof, and (4) used in an amount sufficient to dissolve the N-substituted maleimide.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: November 24, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Seiichi Masuko, Hideaki Takahara, Akira Yamamoto
  • Patent number: 5164456
    Abstract: Polyolefin-vinyl polymer composites are produced by impregnating polyolefin particles with vinyl monomer and free radical polymerization initiator in the ratio of about 10-200 parts by weight of vinyl monomer and 0.01-4.0 parts by weight free radical polymerization initiator per 100 parts by weight polyolefin, the impregnation being effected by slowly mixing the components at room temperature or at an elevated temperature below the decomposition temperature of the free radical polymerization initiator. After the impregnation is completed, an aqueous suspension of the mixture is formed by adding the same to water in a ratio of about 100 parts by weight of mixture per 80-1000 parts by weight of water, after which the aqueous suspension is heated to a temperature sufficiently high to polymerize the vinyl monomer.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: November 17, 1992
    Assignee: Neste Oy
    Inventors: Torvald Vestberg, Ismo Lehtiniemi
  • Patent number: 5147937
    Abstract: Uniformly sized polymer particles of 1-50 .mu.m diameter are made by gradually combining a water-insoluble monomer mixture with an aqueous dispersion of emulsion-polymerized polymer particles in the presence of a dispersion stabilizer and an oil-soluble, free-radical polymerization initiator.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: September 15, 1992
    Assignee: Rohm and Haas Company
    Inventors: Mark S. Frazza, Kim S. Ho, Alexander Kowalski, Robert R. Raney, Martin Vogel
  • Patent number: 5137977
    Abstract: A polymer composition comprising a polymer or a highly saturated polymer, an organic peroxide and a maleimide derivative, said polymer being produced by radical polymerization using a sulfur-free compound as an emulsifier and a terpene type compound as a molecular weight modifier and said highly saturated polymer being obtained by hydrogenating said polymer.
    Type: Grant
    Filed: December 27, 1990
    Date of Patent: August 11, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Sunao Saitoh, Noboru Watanabe
  • Patent number: 5135988
    Abstract: Ethylene/vinyl acetate copolymers containing very high molecular weight components and having a reduced tendency to tackiness may be obtained by a further addition of ethylene during the process of solution polymerization at a moderate pressure.
    Type: Grant
    Filed: July 17, 1989
    Date of Patent: August 4, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt P. Meurer, Gerd Sylvester, Christian Ohm, Hugo Zimmermann, Herbert Bartl
  • Patent number: 5097011
    Abstract: An acrylonitrile polymer film is disclosed which film comprising a polymer containing higher than 80% by weight of acrylonitrile units, having higher than 300,000 of weight average molecular weight, and having molar fraction Ne for the segment of polymerization initiator bonded to the terminal of the polymer satisfying the following equation:Mw.times.Ne.ltoreq.
    Type: Grant
    Filed: October 5, 1989
    Date of Patent: March 17, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hiroshi Takahashi, Teruhiko Sugimori, Kunihiro Aoki, Hajime Itoh
  • Patent number: 5086137
    Abstract: A process in which selected vinyl monomers, such as acrylic esters and acids, and chloroprene are polymerized by contacting them with an aryl diazotate or a metal cyanate in the presence of certain halogenated organic compounds. The process is especially useful for preparing block copolymers.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: February 4, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joe D. Druliner, Michael Fryd
  • Patent number: 5059657
    Abstract: A process for the polymerization of selected acrylic and maleimide monomers by contacting the monomers with a diazotate, cyanate or hyponitrite, and N-chlorosuccinimide, N-bromosuccinimide or a diazonium salt. The polymers produced can themselves initiate further polymerization. Block copolymers can be produced.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: October 22, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joe D. Druliner, Michael Fryd
  • Patent number: 5039749
    Abstract: A thermoplastic acrylic composition comprising an acrylic particulate composite (B), which could be prepared by a sequential multi-stage polymerization method, and a thermoplastic acrylic resin (A); said composition having a characteristic morphology which is revealed under the observation of a transmission type electron microscope on a sliced specimen stained with a 1% ruthenic acid solution. Said composition shows well-balanced properties and has excellent impact resistance, lowered temperature dependency of haze, good transparency and good weatherability.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: August 13, 1991
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Junji Seki, Hironori Suezawa
  • Patent number: 4945133
    Abstract: An oxidized halogenated polymer is prepared by a process comprising (a) forming an admixture of an acidic oxidizing agent and a suspension of a particulate halogenated polymer in a polar liquid; (b) heating the admixture to a temperature sufficient to initiate the reaction between the polymer and the oxidizing agent; and (c) continuing the reaction until an oxidized polymer having a preselected extent of oxidation is obtained. At least one addition polymerizable compound is, optionally, grafted to the oxidized halogenated polymer. The oxidized halogenated polymer and graft copolymers thereof have physical properties different from the halogenated polymer and graft copolymers thereof. Certain graft copolymers are non-caking or free flowing.
    Type: Grant
    Filed: November 22, 1988
    Date of Patent: July 31, 1990
    Assignee: The Dow Chemical Company
    Inventors: Donald W. Pennington, Joseph L. Allison
  • Patent number: 4943616
    Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charged in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. In another preferred embodiment the monomer charge comprises the sequential addition of isobutylene and vinylidene aromatic or diolefin monomers. In a further preferred embodiment said reaction vessel is additionally charged with an electron door having an electron door number of from about 22 to about 50 the amount of said electron door being from about 10.sup.-4 to about 10.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: July 24, 1990
    Assignee: Polysar Limited
    Inventors: Munmaya K. Mishra, Akhtar Osman
  • Patent number: 4921915
    Abstract: Dispersion polymers composed of latex, which have on the particle surface a copolymer composed of monomers having terminal acetals of the formula ICH.sub.2 .dbd.CR.sub.1 --CO--NH--(CH.sub.2).sub.n --CH(OR.sub.2) (OR.sub.3) Iin whichn=1-6;R.sub.1 =H or CH.sub.3, andR.sub.2 and R.sub.3 are identical or different withR.sub.2 and R.sub.3 =--(CH.sub.2).sub.m --CH.sub.3 (m=0-7) orR.sub.2 and R.sub.3 =--CXYZ, X, Y and Z being (CH.sub.2).sub.p --CH.sub.3 and p being 1-3, with X, Y, Z being identical or different,and betaine compounds of the formula IICH.sub.2 .dbd.CR--(CH.sub.2).sub.a --(CO--X).sub.b --Z--(CH.sub.2).sub.c --Y IIwithR=H or CH.sub.3,X=--NH or --0,Y=SO.sub.3.sup.- or COO.sup.- ##STR1## a=0-6, b=0-1,c=1-12,are very suitable for the preparation of biologically active latex reagents which have a particularly high detection sensitivity and stability.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: May 1, 1990
    Assignee: Behringwerke Aktiengesellschaft
    Inventors: Michael Dengler, Wolfgang Kapmeyer, Helmut Rinno
  • Patent number: 4910260
    Abstract: A vulcanizable fluororubber composition which comprises:(a) a fluorine-containing elastomeric copolymer of vinylidene fluoride with at least one other ethylenically unsaturated monomer copolymerizable therewith;(b) an organic peroxide;(c) a polyfunctional compound;(d) at least one member selected from the group consisting of bivalent metal hydroxides and bivalent metal oxides; and(e) an organic base.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: March 20, 1990
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Hiroshi Wachi, Takeo Kaneko
  • Patent number: 4866126
    Abstract: Polymer blend compositions comprise a polyphenylene ether polymer, a styrene-acrylonitrile polymer and a copolymer compatiblizing agent in an amount sufficient to effect improved compatability between the polyphenylene ether polymer and the styrene-acrylonitrile polymer. The copolymer compatabilizing agent comprises a graft copolymer of A graft polymerized to B or a block copolymer of A block polymerized with B. A and B comprise polymers which are immiscible with one another, and one of A and B is miscible with the polyphenylene ether polymer while the other of A and B is miscible with the styrene-acrylonitrile polymer.
    Type: Grant
    Filed: April 15, 1988
    Date of Patent: September 12, 1989
    Assignee: Borg-Warner Chemicals, Inc.
    Inventors: Stamatios G. Mylonakis, Susan R. Mrozack
  • Patent number: 4861827
    Abstract: A continuous process for the production of high impact polystyrene using a free radical initiator which decomposes to form only non-acid decomposition by-products.
    Type: Grant
    Filed: December 24, 1987
    Date of Patent: August 29, 1989
    Assignee: Fina Technology, Inc.
    Inventors: Jose M. Sosa, Jeffrey Morris
  • Patent number: 4833189
    Abstract: Composite resin particles each comprising a particulate crosslinked polymer to which a number of substantially linear, metal-containing polymer chains are chemically bonded. The invention also provide methods for the preparation of said composite resin particles. The present composite resin particles have self-film forming properties, can give a stable dispersion in an organic solvent or a resinous varnish and are specifically useful in paint industries. The particles are further characterized by having the desired properties of the metal element contained therein, as, for example, self-catalytic function in crosslinking, excellent biological activities and the like.
    Type: Grant
    Filed: April 20, 1987
    Date of Patent: May 23, 1989
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Tadafumi Miyazono, Akio Kashihara, Shinichi Ishikura
  • Patent number: 4833179
    Abstract: The present invention relates to a method for suspension polymerization of a pressure-sensitive acrylate copolymer bead having a glass transition temperature of 0.degree. C. or less. The method comprises making a monomer premix comprising an acrylic acid ester of non-tertiary alcohol, the alcohol having from 1 to 14 carbon atoms, with the average number of carbon atoms being about 4 to about 12, a polar monomer copolymerizable with the acrylic acid ester, a chain transfer agent, a free-radical initiator, and a modifier moiety selected from the group consisting of 2-polystyrylethyl methacrylate macromolecular monomers, reactive zinc salts and hydrophobic silicas. The premix is then combined with a water phase containing a sufficient amount of suspending agent to form a suspension. The suspension is concurrently agitated and polymerization of the polymer premix is permitted until polymer beads are formed. The polymer beads are then collected.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: May 23, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Chung I. Young, Rudyard M. Enanoza
  • Patent number: 4782118
    Abstract: A cement for fixing a bone prosthesis, the cement containing:(a) a solid phase comprising firstly polymethylmethacrylate and a copolymer of methyl methacrylate with an acrylate or a methacrylate of another alcohol, both in powder form, and secondly an organic peroxide suitable for generating free radicals; and(b) a liquid phase comprising methyl methacrylate and an accelerator for accelerating decomposition of the organic peroxide.The copolymer is an oligomer, and the liquid phase includes as the accelerator for accelerating decomposition of said organic peroxide an acrylate or a methacrylate carrying a tertiary amine function, and as a cross-linking agent a compound having at least two functions in its molecule suitable for reacting with the reactive functions carried by the polymers of the solid phase, or else a double bond and a function suitable for reacting with the reactive functions carried by the polymers of the solid phase.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: November 1, 1988
    Assignee: Ceraver, S.A.
    Inventors: Michel Fontanille, Myrna Timar
  • Patent number: 4748210
    Abstract: Vinyl chloride-grafted ethylene copolymer superior in adhesiveness both to metals, glasses or polar high molecular materials such as polyamides and to non-rigid vinyl chloride resins is provided in which backbone polymer is copolymer of ethylene, ester of monohydric alcohol of 1-8 carbon atoms with acrylic acid or methacrylic acid and maleic anhydride and pendant or grafting polymer is vinyl chloride polymer. This copolymer is produced by graft-polymerization of vinyl chloride onto the ethylene-acrylic or methacrylic ester-maleic anhydride copolymer.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: May 31, 1988
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Masahisa Okawa, Tomoyuki Emura, Yoshitaka Owatari, Kentaro Mashita, Toshio Kawakita
  • Patent number: 4743657
    Abstract: A method is provided for preparing a polymer bound stabilizer which comprises reacting a stabilizer precursor molecule containing a reactive double bound which is not readily homopolymerizable with a pre-formed polymer in the presence of a free radical.
    Type: Grant
    Filed: March 17, 1986
    Date of Patent: May 10, 1988
    Assignee: Milliken Research Corporation
    Inventors: John W. Rekers, Gerald Scott
  • Patent number: 4719265
    Abstract: A pourable polyvinyl chloride having an acrylate content of at least 30 percent by weight, is formed through a process wherein the emulsion polymerization of an acrylic acid ester forming soft polymers is conducted together with a diene crosslinking agent(a) in the presence of a fatty acid soap, or(b) by the batchwise or continuous addition of the monomer, pre-emulsified with an aqueous alkali lauryl sulfate solution, during polymerization, and by the addition of a fatty acid soap after polymerization, and the vinyl chloride polymerization is performed in the presence of a methylcellulose ether as the suspension agent; wherein, after addition of the suspension agent, a Ca(OH).sub.2 suspension is added, the polymerization charge is neutralized by addition of an acid, and then an organic peroxide is added as the initiator in a dissolved or suspended form. The polymerization can also take place without acid addition, by utilizing azo-type catalysts.
    Type: Grant
    Filed: March 26, 1986
    Date of Patent: January 12, 1988
    Assignee: Huels Aktiengesellschaft
    Inventors: Dieter Thunig, Rolf-Walter Terwonne