Organic Nitrogen Compound Contains An Azo Group, I.e., -n=n- Patents (Class 525/260)
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Patent number: 5773510Abstract: 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: GrantFiled: March 30, 1995Date of Patent: June 30, 1998Assignee: Xerox CorporationInventors: Peter M. Kazmaier, Karen A. Moffat, Marko D. Saban, Richard P. N. Veregin, Michael K. Georges, Gordon K. Hamer, Toyofumi Inoue, Stephan V. Drappel
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Patent number: 5753763Abstract: 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: GrantFiled: October 30, 1996Date of Patent: May 19, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Prabhakara S. Rao, Valdis Mikelsons
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Patent number: 5556922Abstract: 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: GrantFiled: August 25, 1994Date of Patent: September 17, 1996Assignee: Roehm GmbH Chemische FabrikInventors: Gunther Mueller, Herbert Fink, Joachim Heyne
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Patent number: 5466749Abstract: 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: GrantFiled: September 14, 1994Date of Patent: November 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
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Patent number: 5466747Abstract: 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: GrantFiled: September 26, 1994Date of Patent: November 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
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Patent number: 5385676Abstract: 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: GrantFiled: August 3, 1993Date of Patent: January 31, 1995Assignee: Betz Laboratories, Inc.Inventors: Wen P. Liao, Deborah L. Purnell
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Patent number: 5364907Abstract: 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: GrantFiled: June 2, 1993Date of Patent: November 15, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard J. Rolando, Patrick L. Coleman, Steven L. Kangas, Thomas A. Kotnour
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Patent number: 5344886Abstract: 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: GrantFiled: May 14, 1993Date of Patent: September 6, 1994Assignee: Quantum Chemical CorporationInventors: Biau-Hung Chang, Leslie Wild, James A. Hinnenkamp
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Patent number: 5344888Abstract: 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: GrantFiled: May 14, 1993Date of Patent: September 6, 1994Assignee: Quantum Chemical CorporationInventors: Leslie Wild, James A. Hinnenkamp, Biau-Hung Chang, Webster W. Kiang
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Patent number: 5340874Abstract: 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: GrantFiled: July 7, 1993Date of Patent: August 23, 1994Assignee: Air Products and Chemicals, Inc.Inventors: Amir Famili, Lori A. Vratsanos, Finn L. Marten
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Patent number: 5328794Abstract: 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: GrantFiled: March 16, 1993Date of Patent: July 12, 1994Assignee: Ricoh Company, Ltd.Inventors: Tsubuko Kazuo, Shinichi Kuramoto, Kazuhiko Umemura, Toshihiko Takahashi, Hidemi Uematsu
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Patent number: 5321091Abstract: 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: GrantFiled: November 18, 1992Date of Patent: June 14, 1994Assignee: Canon Kabushiki KaishaInventors: Yoshihiko Hiyousu, Seiichi Takagi
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Patent number: 5312872Abstract: 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: GrantFiled: August 6, 1993Date of Patent: May 17, 1994Assignee: Neste OyInventors: Torvald Vestberg, Ismo Lehtiniemi
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Patent number: 5300578Abstract: 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: GrantFiled: January 27, 1993Date of Patent: April 5, 1994Assignee: Neste OyInventors: Torvald Vestberg, Ismo Lehtiniemi
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Patent number: 5298566Abstract: 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: GrantFiled: January 5, 1993Date of Patent: March 29, 1994Assignee: Betz Laboratories, Inc.Inventors: Wen P. Liao, Fu Chen
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Patent number: 5284920Abstract: 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: GrantFiled: May 11, 1992Date of Patent: February 8, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Dana P. Carlson
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Patent number: 5254630Abstract: 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: GrantFiled: October 26, 1990Date of Patent: October 19, 1993Assignee: Huels AktiengesellschaftInventor: Frank Schmidt
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Patent number: 5247025Abstract: 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: GrantFiled: March 2, 1992Date of Patent: September 21, 1993Assignee: BASF AktiengesellschaftInventors: Hans-Helmut Goertz, Guenter Hatzmann, Werner Oschmann
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Patent number: 5244979Abstract: 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: GrantFiled: April 25, 1991Date of Patent: September 14, 1993Assignee: Nippon Oil and Fats Company, LimitedInventors: Toshio Yamamoto, Hisao Ogawa, Toshiya Kitamura, Yoshiaki Matsukura
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Patent number: 5225494Abstract: 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: GrantFiled: March 21, 1990Date of Patent: July 6, 1993Assignee: Mitsubishi Monsanto Chemical CompanyInventor: Narito Ishiga
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Patent number: 5218058Abstract: 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: GrantFiled: May 23, 1990Date of Patent: June 8, 1993Assignee: BASF AktiengesellschaftInventors: Gerhard Zeitler, Gerhard Lehr
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Patent number: 5211854Abstract: 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: GrantFiled: April 25, 1991Date of Patent: May 18, 1993Assignee: Betz Laboratories, Inc.Inventors: Wen P. Liao, Fu Chen
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Patent number: 5206298Abstract: 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: GrantFiled: December 14, 1990Date of Patent: April 27, 1993Assignee: Tomei Sangyo Kabushiki KaishaInventor: Toru Kawaguchi
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Patent number: 5198500Abstract: 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: GrantFiled: January 15, 1991Date of Patent: March 30, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Hisaichi Muramoto, Yusuke Ninomiya, Keizou Ishii, Shinichi Ishikura
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Patent number: 5189108Abstract: 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: GrantFiled: December 14, 1990Date of Patent: February 23, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Akio Imai, Mitsuji Tsuji, Takashi Sanada, Keisaku Yamamoto
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Patent number: 5187245Abstract: 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: GrantFiled: January 2, 1992Date of Patent: February 16, 1993Assignee: Tosoh CorporationInventors: Tatsumi Nakamura, Mineo Nagano
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Patent number: 5185406Abstract: 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: GrantFiled: July 27, 1990Date of Patent: February 9, 1993Assignee: Wacker Chemie GmbHInventor: Peter Grauer
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Patent number: 5183858Abstract: 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: GrantFiled: December 19, 1991Date of Patent: February 2, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Ichiro Sasaki, Junji Oshima, Minoru Yamada
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Patent number: 5166272Abstract: 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: GrantFiled: April 2, 1990Date of Patent: November 24, 1992Assignee: 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
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Patent number: 5166271Abstract: 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: GrantFiled: September 1, 1989Date of Patent: November 24, 1992Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Seiichi Masuko, Hideaki Takahara, Akira Yamamoto
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Patent number: 5164456Abstract: 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: GrantFiled: September 18, 1990Date of Patent: November 17, 1992Assignee: Neste OyInventors: Torvald Vestberg, Ismo Lehtiniemi
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Patent number: 5147937Abstract: 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: GrantFiled: March 1, 1991Date of Patent: September 15, 1992Assignee: Rohm and Haas CompanyInventors: Mark S. Frazza, Kim S. Ho, Alexander Kowalski, Robert R. Raney, Martin Vogel
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Patent number: 5137977Abstract: 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: GrantFiled: December 27, 1990Date of Patent: August 11, 1992Assignee: Nippon Zeon Co., Ltd.Inventors: Sunao Saitoh, Noboru Watanabe
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Patent number: 5135988Abstract: 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: GrantFiled: July 17, 1989Date of Patent: August 4, 1992Assignee: Bayer AktiengesellschaftInventors: Kurt P. Meurer, Gerd Sylvester, Christian Ohm, Hugo Zimmermann, Herbert Bartl
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Patent number: 5097011Abstract: 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: GrantFiled: October 5, 1989Date of Patent: March 17, 1992Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hiroshi Takahashi, Teruhiko Sugimori, Kunihiro Aoki, Hajime Itoh
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Patent number: 5086137Abstract: 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: GrantFiled: August 6, 1990Date of Patent: February 4, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joe D. Druliner, Michael Fryd
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Patent number: 5059657Abstract: 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: GrantFiled: August 6, 1990Date of Patent: October 22, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joe D. Druliner, Michael Fryd
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Patent number: 5039749Abstract: 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: GrantFiled: November 17, 1989Date of Patent: August 13, 1991Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Junji Seki, Hironori Suezawa
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Patent number: 4945133Abstract: 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: GrantFiled: November 22, 1988Date of Patent: July 31, 1990Assignee: The Dow Chemical CompanyInventors: Donald W. Pennington, Joseph L. Allison
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Patent number: 4943616Abstract: 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: GrantFiled: December 4, 1989Date of Patent: July 24, 1990Assignee: Polysar LimitedInventors: Munmaya K. Mishra, Akhtar Osman
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Patent number: 4921915Abstract: 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: GrantFiled: July 7, 1987Date of Patent: May 1, 1990Assignee: Behringwerke AktiengesellschaftInventors: Michael Dengler, Wolfgang Kapmeyer, Helmut Rinno
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Patent number: 4910260Abstract: 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: GrantFiled: October 7, 1988Date of Patent: March 20, 1990Assignee: Asahi Glass Company, Ltd.Inventors: Hiroshi Wachi, Takeo Kaneko
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Patent number: 4866126Abstract: 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: GrantFiled: April 15, 1988Date of Patent: September 12, 1989Assignee: Borg-Warner Chemicals, Inc.Inventors: Stamatios G. Mylonakis, Susan R. Mrozack
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Patent number: 4861827Abstract: 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: GrantFiled: December 24, 1987Date of Patent: August 29, 1989Assignee: Fina Technology, Inc.Inventors: Jose M. Sosa, Jeffrey Morris
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Patent number: 4833189Abstract: 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: GrantFiled: April 20, 1987Date of Patent: May 23, 1989Assignee: Nippon Paint Co., Ltd.Inventors: Tadafumi Miyazono, Akio Kashihara, Shinichi Ishikura
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Patent number: 4833179Abstract: 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: GrantFiled: October 2, 1987Date of Patent: May 23, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Rudyard M. Enanoza
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Patent number: 4782118Abstract: 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: GrantFiled: June 20, 1986Date of Patent: November 1, 1988Assignee: Ceraver, S.A.Inventors: Michel Fontanille, Myrna Timar
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Patent number: 4748210Abstract: 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: GrantFiled: June 19, 1987Date of Patent: May 31, 1988Assignee: Sumitomo Chemical Co., Ltd.Inventors: Masahisa Okawa, Tomoyuki Emura, Yoshitaka Owatari, Kentaro Mashita, Toshio Kawakita
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Patent number: 4743657Abstract: 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: GrantFiled: March 17, 1986Date of Patent: May 10, 1988Assignee: Milliken Research CorporationInventors: John W. Rekers, Gerald Scott
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Patent number: 4719265Abstract: 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: GrantFiled: March 26, 1986Date of Patent: January 12, 1988Assignee: Huels AktiengesellschaftInventors: Dieter Thunig, Rolf-Walter Terwonne