Three-membered Ring Containing Two Carbon And One Chalcogen Atom Patents (Class 525/286)
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Patent number: 5346964Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)-(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)-(B)-(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)-(B)-(A) block copolymer in which (A) and (B) are as defined above. Said hydrogenated diene block copolymer is useful as a modifier for polar resins, non-polar resins or both of them.Type: GrantFiled: June 23, 1993Date of Patent: September 13, 1994Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
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Patent number: 5334664Abstract: A method for producing a graft-modified copolymer comprising the step of subjecting 100 parts by weight of an unsaturated copolymer comprising an .alpha.-olefin of 3 to 12 carbon atoms and a cyclic olefin represented by the following formula (I), and 0.1 to 300 parts by weight of a radically polymerizable monomer to the radical polymerization conditions: ##STR1## wherein R.sup.1 is a C.sub.2-5 alkylidene group or a C.sub.2-5 alkenyl group, R.sup.2 is a C.sub.1-5 hydrocarbon radical or H, and n is 0, 1 or 2.The graft-modified copolymer is imparted with various properties which are attributed to the polymer chain formed from the radically polymerizable monomer, without the excellent properties inherent in an .alpha.-olefin polymer being impaired. The copolymer is excellent in compatibility with other resins.Type: GrantFiled: April 30, 1993Date of Patent: August 2, 1994Assignee: Mitsubishi Petrochemical Company LimitedInventors: Masayuki Tomida, Hitoshi Nimura, Mitsutoshi Aritomi
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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: 5310807Abstract: A polymer dispersion of a star polymer dispersed in an organic liquid; wherein the star polymer has a crosslinked core having attached thereto at least three macromonomer arms; where(1) the core is formed of monomers having at least two ethylenically unsaturated double bonds which are crosslinked with each other and the core has at least 3 free radical polymerizable sites each of which are reacted with the macromonomer; and(2) the macromonomer that forms the arms of the star polymer is formed of ethylenically unsaturated monomers that have been polymerized by free radical polymerization in the presence of a free radical polymerization initiator and a catalytic chain transfer agent containing Co.sup.+2 to provide the macromonomer with a terminal ethylenically unsaturated group that is polymerized with the free radical polymerizable site on the core to form the star polymer.The process for making the star polymer and coating compositions that utilize the star polymer are also part of this invention.Type: GrantFiled: December 30, 1992Date of Patent: May 10, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joseph A. Antonelli, Christopher Scopazzi
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Patent number: 5306779Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)-(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)-(B)-(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)-(B)-(A) block copolymer in which (A) and (B) are as defined above and in which hydrogenation product at least 80% of the double bonds of the conjugated diene portion is saturated by the hydrogenation.Type: GrantFiled: September 1, 1992Date of Patent: April 26, 1994Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
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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: 5300397Abstract: A light-sensitive composition comprising a diazonium compound and a polymer binder wherein the polymer binder comprises structural units represented by the following formula (I); ##STR1## wherein X represents a single bond, an ester bond or an amide bond; and Y represents a polymer group comprising structural units represented by the following formula (II); ##STR2## where Z represents ##STR3## R.sup.1 and R.sup.3 represent hydrogen atom or methyl group; R.sup.2 and R represent a single bond or a divalent bridging group; and R.sup.5 and R.sup.6 represent hydrogen atom or optionally substituted hydrocarbon group having 1 to 15 carbon atoms; and R.sup.7 represents an optionally substituted hydrocarbon group having 1 to 15 carbon atoms. The present light-sensitive composition exhibits extremely enhanced sensitivity and hence gives sufficient image formation with a short light exposure time.Type: GrantFiled: June 15, 1992Date of Patent: April 5, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Keitaro Aoshima
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Patent number: 5296524Abstract: A composite particle dispersion is prepared by mixing an aqueous dispersion of polymer particles which will form the particle shell with pre-formed polymer particles which will form the core at a temperature above the glass transition temperature for the shell particles. In order to ensure composite particle formation, certain interfacial energy criteria have to be satisfied for the core particle surface/shell particle surface/liquid interfaces. In order to allow the desired energy relationships to be established, the core particle surfaces include covalently attached ionic groupings which enable a permanent modification of the core particle surface to be made.Type: GrantFiled: February 1, 1993Date of Patent: March 22, 1994Assignee: Imperial Chemical Industries PLCInventor: Julian A. Waters
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Patent number: 5294673Abstract: The present invention provides a modified polyolefin type polymer having one structural unit having a glycidyl group represented by the following general formula (I) per 2-1,000 repeating units of olefin: ##STR1## (In the formula, Ar represents an aromatic hydrocarbon group 6-23 in carbon number having at least one glycidyloxy group, and R represents hydrogen atom or methyl group.), its manufacturing method and a resin composition containing the aforementioned modified polyolefin polymer. The polyolefin type polymer of the present invention is excellent not only in mechanical properties, heat resistance and resistance to oil, but also in dyeability, adhesiveness, antistatic property. It enables blending and conversion into alloys for its outstanding affinity with other resins.Type: GrantFiled: December 26, 1991Date of Patent: March 15, 1994Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Yoshikuni Deguchi, Kazuya Yonezawa
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Patent number: 5266644Abstract: The invention relates to epoxy-terminated polymers and copolymers derived from hydrosilyl-terminated hydrogenated polydienes and polyvinyl aromatics, and a process for preparing these polymers and copolymers. The epoxy-terminated polymers and copolymers are reactive with a variety of polymer functionalities such as carboxyl, hydroxyl, and amino groups to produce copolymers useful as molded articles and as compatibilizers for compositions containing polyesters and polyolefins.Type: GrantFiled: November 2, 1992Date of Patent: November 30, 1993Assignee: Eastman Kodak CompanyInventors: Judy S. Riffle, John V. Facinelli, John R. Dombroski, Ramesh B. Jayaraman, Scott E. George
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Patent number: 5264482Abstract: A water-based autoxidizable coating composition, especially a gloss or partial gloss coating composition (e.g. paint, varnish, woodstain or timber preservative) suitable for application at ambient temperatures which comprises water, preferably organic cosolvent and a partially esterified carboxylic acid film-forming copolymer at least partially neutralized by monovalent cations wherein the copolymer contains added 3-allyloxy-2-hydroxypropyl groups or certain analogues derived from addition of allyl glycidyl ether or certain of its analogues to carboxylic acid groups, in a copolymeric backbone portion derivable from a prepolymer of weight average molecular weight less than 30 000. The partially esterified copolymer has an acid value of 25 to 60 and preferably a dynamic solution viscosity of 1 to 500 Pa.sec measured in 1-methoxy-2-hydroxy propane by oscillatory parallel plate rheometer. The coatings lap well, dry quickly and achieve acceptable water resistance.Type: GrantFiled: October 7, 1991Date of Patent: November 23, 1993Assignee: The Glidden CompanyInventors: Philip L. Taylor, Julian J. Gosling, Charles W. A. Bromley, Peter F. Nicks
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Patent number: 5262486Abstract: Modified polymers in acid form or in the form of their salts consist ofA) a carboxyl-containing copolymer prepared by emulsion polymerization andB) side radicals introduced therein by partial grafting onto the carboxyl groups and of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or C.sub.1 -C.sub.5 -alkyl, X is oxygen, sulfur or imino, Y is an ester, amide, ether or C.sub.1 -C.sub.10 -alkylene group and 1<n.ltoreq.100 for the average number n of the monomer units undergoing addition per reacted acid function.Type: GrantFiled: July 16, 1991Date of Patent: November 16, 1993Assignee: BASF AktiengesellschaftInventors: Thomas Telser, Martin Meister, Horst Koch
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Patent number: 5260424Abstract: Silylketene acetals, including "living" GTP polymers, are acylated or sulfonylated in the presence of GTP-effective catalysts with acyl or sulfonyl compounds to produce .beta.-ketoesters or .beta.-sulfonylesters; polymeric products, including capped, coupled and chain-extended polymers and block copolymers can be prepared.Type: GrantFiled: February 3, 1992Date of Patent: November 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Gordon M. Cohen, Hans J. Reich
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Patent number: 5242982Abstract: This invention relates to a core-shell polymer comprising (a) a core having epoxy groups on the surface and (b) a shell on the core (a) having neither epoxy group nor functional groups that are reactive with epoxy group, compositions of engineering plastics which are excellent in impact strength at low temperature and the molded articles of the resin composition.Type: GrantFiled: July 20, 1992Date of Patent: September 7, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Junji Oshima, Tatsuo Fujii, Minoru Yamada
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Patent number: 5231141Abstract: A process for producing a hydrophilic group-containing macromonomer having an ethylenically unsaturated group at the end thereof comprising reacting a hydrophilic group-containing polymer having a carboxyl group at the end thereof, with an ethylenically unsaturated group-containing epoxy compound in the presence of a hydrophilic organic solvent. According to the process of the present invention, there is provided a process for producing a hydrophilic group-containing macromonomer having an ethylenically unsaturated group at the end thereof which has been not known in the prior art.Type: GrantFiled: June 11, 1990Date of Patent: July 27, 1993Assignee: Soken Kagaku Kabushiki KaishaInventors: Toshitsugu Arai, Susumu Kawase
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Patent number: 5231140Abstract: The invention relates to a process for the preparation of (meth)acrylate polymers with side-chain, non-linear optical chromophores and molecular weights of from 5000 to 5000000, which comprises reacting polymers of (meth)acryloyl chloride in solution with D-.omega.-hydroxyalkyl chromophores of the formula (I) or the alcoholates thereof ##STR1## where D is an electron donor,A is an electron acceptor,X is CH and/or N, and m is from 2 to 11.The polymers can be used in optical components.Type: GrantFiled: May 22, 1992Date of Patent: July 27, 1993Assignee: BASF AktiengesellschaftInventors: Heike Kilburg, Karl-Heinz Etzbach, Karin H. Beck, Peter Strohriegl, Harry Mueller, Oskar Nuyken
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Patent number: 5229434Abstract: A hardenable resin composition comprising a reactive microgels having a functional group on a surface of each of fine particles of the microgels, produced by reacting fine microgel particles (A) synthesized from a monomer having a polymerizable double bond by emulsion polymerization using, as an emulsifier, a compound containing tertiary ammonium salt, with a compound (B) having, in the molecule, an epoxy group to react with the tertiary ammonium salt and at least one reactive functional group other than the epoxy group, and a resin.Type: GrantFiled: March 6, 1992Date of Patent: July 20, 1993Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Yoshihisa Fukuchi
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Patent number: 5227432Abstract: The invention relates to acrylate copolymers with free double bonds, which are obtainable by copolymerization ofa) 3 to 30% by weight of ethylenically unsaturated monomers with at least two polymerizable double bonds,b) 5 to 60% by weight of monomers with a functional group andc) other ethylenically unsaturated monomers, the sum of all the monomers being 100% by weight, and subsequent reaction of the polymer (A) formed with compounds (B) which, in addition to a group which can react with the functional groups of (A), contain at least one ethylenically unsaturated polymerizable double bond.The invention also relates to processes for the preparation of the acrylate copolymers.Type: GrantFiled: September 28, 1989Date of Patent: July 13, 1993Assignee: BASF Lacke & Farben AGInventor: Werner Jung
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Patent number: 5218037Abstract: There is here provided a thermoplastic resin composition which comprises (I) 99 to 1% by weight of an aromatic polyester resin, (II) 1 to 99% by weight of at least one kind of resin selected from the group consisting of a polyphenylene ether resin, a mixture of the polyphenylene ether resin and a styrene polymer, a polycarbonate resin, and a polyarylene sulfide resin, (III) 0.1 to 100 parts by weight, based on 100 parts by weight of the aforesaid resins (I)+(II), of a multi-phase structure thermoplastic resin which is composed of 5 to 95% by weight of an epoxy group-containing olefin copolymer and 95 to 5% by weight of a vinyl polymer or copolymer obtained from at least one kind of vinyl monomer, either of both the components being formed with a dispersion phase having a particle diameter of 0.001 to 10 .mu.m. A method for preparing the above-mentioned thermoplastic resin composition is also provided here.Type: GrantFiled: July 25, 1991Date of Patent: June 8, 1993Assignees: Nippon Petrochemicals Co., Ltd., Nippon Oil & Fats Co., Ltd.Inventors: Yuichi Orikasa, Suehiro Sakazume, Sadahiro Nishimura, Yoshinori Maki
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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: 5192616Abstract: A new class of macromolecular monomers (hereinafter called "macromonomers") comprises the polymerized product of at least one of an ethenylarene and a conjugated diene monomer, the product having a terminal omega-alkenyl group of at least four carbon atoms. The novel macromonomer can be copolymerized with ethylene and alpha-olefin monomers to form graft copolymers having pendant side-chains. The graft copolymers are useful as coating and molding compositions. The macromonomers can be useful as coatings on chromatographic supports for analytical and preparative separation of chemical mixtures.Type: GrantFiled: October 10, 1991Date of Patent: March 9, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventor: Gaddam N. Babu
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Patent number: 5191024Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)--(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)--(B)--(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)--(B)--(A) block copolymer in which (A) and (B) are as defined above, in which block copolymer(1) the weight proportion of theh alkenyl aromatic compound/the conjugated diene is 5/95 to 60/40, and(2) the content of the bound alkenyl aromatic compound in at least oType: GrantFiled: May 18, 1990Date of Patent: March 2, 1993Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
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Patent number: 5189102Abstract: A method for producing a vinyl resin comprising the steps of dissolving or dispersing a polymerizable vinyl monomer in a polymerization solvent containing a silicone oil, and polymerizing the polymerizable vinyl monomer in the presence of a polymerization catalyst.Type: GrantFiled: March 4, 1992Date of Patent: February 23, 1993Assignee: Ricoh Company, Ltd.Inventors: Kazuo Tsubuko, Shinichi Kuramoto, Kazuhiko Umemura, Hidemi Uematsu, Okawara, Makoto
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Patent number: 5180789Abstract: Medical materials comprising a reaction product of a copolymer comprising an epoxy group-containing hydrophilic polymeric moiety and a florinated side chain-containing hydrophobic polymeric moiety and a macromolecular compound having a large number of hydroxy groups, amino groups and/or carboxyl groups.The copolymer is preferably composed of 45-55% by weight of the epoxy group-containing hydrophilic polymeric moiety and the rest of the fluorinated side chain-containing hydrophobic polymeric moiety. The copolymer and the macromolecular compound are bound between the above-mentioned epoxy group and the above-mentioned hydroxyl, amino and/or carboxyl groups.Type: GrantFiled: November 22, 1989Date of Patent: January 19, 1993Assignee: Terumo Kabushiki KaishaInventors: Masatomi Sasaki, Nobuyoshi Kashiwagi
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Patent number: 5180760Abstract: An anti-fogging resin film-forming composition, comprising a block or graft copolymer and a surfactant, each of which block and graft copolymers consists of a hydrophilic polymer segment and a hydrophobic polymer segment having specifically limited monomer compositions, is disclosed. A coating film formed on a matrix surface from the composition has a durable excellent anti-fogging property and having high adhesion to the matrix surface and high strength.Type: GrantFiled: September 10, 1991Date of Patent: January 19, 1993Assignee: Nippon Oil and Fats Company, LimitedInventors: Yoshihiro Oshibe, Toshihiro Izumi, Hideki Doya, Hiroshi Ohmura, Yasuhiro Yamamoto, Keiji Kumazawa
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Patent number: 5180766Abstract: A resin composition for primer use is described, which contains a copolymer of (I) a radical-polymerizable olefin resin and (c) a monomer copolymerizable with said olefin resin (I) and containing an alkyl (meth)acrylate and/or a fluorine-containing unsaturated monomer as essential ingredients, said radical-polymerizable olefin resin (I) being a product of the reaction of (a) an olefin resin having at least one functional group per molecule with (b) a radical-polymerizable monomer having a functional group reactive to the functional group contained in said olefin resin (a).A primer composition is also described.Type: GrantFiled: April 19, 1991Date of Patent: January 19, 1993Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Kazuhide Hayama, Kazuyuki Hata, Katsuhiko Yamada, Keizo Abe, Takahiro Ozu
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Patent number: 5179169Abstract: Thermoplastic polyester, copolyester and polyblend molding compositions impact-modified by glycidyl methacrylate grafted EPDM exhibit high impact strength combined with good knit-line characteristics, when the grafted comonomer content exceeds 2 percent by weight in the impact modifier, it has a gel content in the range of from about 10 to about 80 weight percent.Type: GrantFiled: August 13, 1990Date of Patent: January 12, 1993Assignee: Copolymer Rubber & Chemical CorporationInventors: Charles F. Pratt, Shrikant V. Phadke, Errol Olivier
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Patent number: 5179160Abstract: There is here provided a thermoplastic resin composition which comprises (I) 50 to 99% by weight of a polyamide resin, and (II) 50 to 1% by weight of a multi-phase structure thermoplastic resin which is composed of 5 to 95% by weight of at least one ethylene copolymer selected from the group consisting of epoxy group-containing ethylene copolymers, ethylene-unsaturated carboxylic acids, alkyl ester copolymers and metallic salts of the ethylene-unsaturated carboxylic acids, and ethylene-vinyl ester copolymers, and 95 to 5% by weight of a vinyl polymer or copolymer obtained from at least one vinyl monomer, either of both the components possessing a dispersion phase where each particle has a diameter of 0.001 to 10 .mu.m. A method for preparing the above-mentioned thermoplastic resin composition is also provided here.Type: GrantFiled: August 17, 1988Date of Patent: January 12, 1993Assignees: Nippon Petrochemicals Co., Ltd., Nippon Oil & Fats Co., Ltd.Inventors: Yuichi Orikasa, Suehiro Sakazume
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Patent number: 5177152Abstract: The present invention pertains to a crosslinkable binder resin comprising an acrylate copolymer backbone having as pendant groups water soluble half esters of dicarboxylic acid and crosslinkable olefinic groups which contain an activated ethylenic unsaturation, such as (meth)acryloyl groups. The (meth)acryloyl groups can be crosslinked by polyfunctional crosslinking agents such as amino or blocked amino crosslinkers. The water-soluble half esters preferably are formed by the reaction of pendant hydroxy groups with unsaturated cyclic anhydrides (the unsaturation providing an additional crosslinking site). The (meth)acryloyl groups preferably are formed by the reaction of pendant epoxy groups with (meth)acrylic acid or derivatives thereof.Type: GrantFiled: January 31, 1992Date of Patent: January 5, 1993Assignee: Akzo N.V.Inventors: Gerardus J. W. M. Maters, Tamme Bartels
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Patent number: 5173539Abstract: A concentrate comprising a carrier polymer and at least 30%, by weight of the carrier polymer, of at least one modifying agent for a thermoplastic polymer is disclosed. The carrier polymer is a polymer of alpha-olefins having a heat of crystallization of less than 70 J/g and, if the copolymer is an ethylene/vinyl acetate copolymer, containing at least 18% by weight of vinyl acetate comonomer. The modifying agent is absorbed into the carrier polymer. In embodiments, the modifying agent is a polymerizable monomer. The concentrates provide a versatile method of addition of modifying agents into thermoplastic polymers.Type: GrantFiled: August 30, 1990Date of Patent: December 22, 1992Assignee: Du Pont Canada Inc.Inventors: John R. B. Boocock, David A. Harbourne
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Patent number: 5169903Abstract: Disclosed is a methacrylic resin cast plate which is comprised of 100 parts by weight of [I] polymethyl methacrylate or a methyl methacrylate copolymer containing at least 90% by weight of methyl methacrylate units and, dispersed therein, a graft copolymer [IV] obtained by graft-polymerizing a hard resin component [III] containing at least 90% by weight of methyl methacrylate units onto a crosslinked rubbery copolymer [II] containing at least 45% by weight of butyl acrylate units and having an average particle diameter of 0.1 to 1 .mu.m, the amount of the graft copolymer [IV] being 2 to 30 parts by weight as the amount of the crosslinked rubbery copolymer.Type: GrantFiled: April 3, 1991Date of Patent: December 8, 1992Assignee: Mitsubishi Rayon Company Ltd.Inventors: Akihiro Toritani, Suehiro Tayama, Yasunori Kawachi
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Patent number: 5166273Abstract: The modified polyolefin is produced by graft-polymerizing (a) 100 parts by weight of a polyolefin, with (b) 0.01-30 parts by weight of a glycidyl compound represented by the following general formula: ##STR1## wherein R is a hydrogen atom or an alkyl group having 1-6 carbon atoms, Ar is an aromatic hydrocarbon group having 6-20 carbon atoms and containing at least one glycidyloxy group, and n is an integer of 1-4. The glycidyl compound may be added stepwise to have a higher graft ratio. The modified polyolefin may be graft-copolymerized with polyesters at a high graft ratio.Type: GrantFiled: April 8, 1991Date of Patent: November 24, 1992Assignee: Tonen CorporationInventors: Akira Kobayashi, Tatsuo Teraya, Yuji Fujita, Shigeyuki Toki, Eiji Kuchiki
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Patent number: 5164454Abstract: An ethylene graft copolymer is disclosed, which is obtained by radical polymerizing a monomer composition comprising (A) from 50 to 99.95% by weight of ethylene, (B) from 0.05 to 50% by weight of a macromonomer having a number average molecular weight of from 2,000 to 20,000 and having a (meth)acryloyl group only at one terminal of the molecular chain thereof, and (C) 0 to 49.95% by weight of other radical polymerizable monomer(s). The ethylene graft copolymer is a modifier for improving impact resistance of engineering plastics or a compatibilizer for engineering plastics to provide a molding resin composition excellent in impact resistance and oil resistance. The ethylene graft copolymer is also useful as a hot-melt adhesive or a pressure-sensitive adhesive.Type: GrantFiled: July 9, 1990Date of Patent: November 17, 1992Assignees: Toagosei Chemical Industry Co., Ltd., Nippon Petrochemicals Co., Ltd.Inventors: Katsufumi Suga, Yoshihiro Yoshinaga, Hiroaki Yoshitomi, Takashi Tsuda, Shiro Kojima, Kishiro Azuma
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Patent number: 5147569Abstract: A polymeric additive prepared from ethylene and at least one (C.sub.3 -C.sub.10) alpha-monoolefin and a non-conjugated dienes or triene comprising from about 15 to 80 mole percent of ethylene and from about 20 to 85 mole percent of the (C.sub.3 -C.sub.10) alpha-monoolefin and from about 0 to 15 mole percent of the diene or triene. This polymeric substrate has a number average molecular weight ranging from about 5,000 to about 500,000. It is modified by reacting the polymer with an unsaturated epoxide wherein the intermediate graft co- or terpolymer is characterized as having pendant epoxides within the substrate.Post-reacting this graft co- or terpolymer with 1,3,4-thiadiazine modified with substituted phenols, diaryl amines, or phenophiazines generates a polymeric lubricant additive with enhanced anti-oxidant, dispersant, and anti-wear properties.Type: GrantFiled: September 4, 1990Date of Patent: September 15, 1992Assignee: Texaco Inc.Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Rosemary J. Jennejahn
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Patent number: 5143976Abstract: The present invention concerns the polyolefin resin compositions wherein acrylic oligomers, polydiene and chlorinated polyolefins which contain 10-60 weight % chlorine are graft copolymerized. Films of the polyolefin resin compositions have good adhesive properties, moisture-resistant properties and appearance.Type: GrantFiled: January 16, 1991Date of Patent: September 1, 1992Assignee: Toyo Kasei Kogyo Company Ltd.Inventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
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Patent number: 5140075Abstract: Epoxy-grafted, low molecular weight amorphous polymer compositions are employed in pourable, liquid telecommunication cable encapsulation compositions. Also disclosed is a method for encapsulating telecommunication cables as well as cables encapsulated with such an epoxy-grafted liquid encapsulant.Type: GrantFiled: January 18, 1990Date of Patent: August 18, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Richard F. Tomko, Revati Ranganathan, William D. Sigworth, Dong-Hak Bae
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Patent number: 5130373Abstract: Polyolefin type coating resin compositions obtained by copolymerizing acrylic type oligomers, polydienes, acrylic type monomers and chlorinated polyolefins containing 10-60 weight % chlorine in the existence or the absence of the Hardener. The obtained copolymers are used for coatings, printing inks or adhesives applying as one coat finish or primer to give excellent coating films of adhesive property, solvent resistance and the appearance.Type: GrantFiled: May 13, 1991Date of Patent: July 14, 1992Assignee: Toyo Kasei Kogyo Company LimitedInventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
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Patent number: 5120796Abstract: Process for the production of reactive microgels having a functional group on a surface of each of fine particles of the microgels, which comprises reacting fine microgel particles (A) synthesized from a monomer having a polymerizable double bond by emulsion polymerization using, as an emulsifier, a compound containing tertiary ammonium salt, with a compound (B) having, in the molecule, an epoxy group to react with the tertiary ammonium salt and at least one reactive functional group other than the epoxy group, and hardenable resin composition comprising the above reactive microgels and a resin.Type: GrantFiled: December 15, 1989Date of Patent: June 9, 1992Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Yoshihisa Fukuchi
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Patent number: 5120795Abstract: A) 100 parts by weight of at least one finely divided plastic which consists ofa) from 30 to 100% by weight of methyl methacrylate (monomer I),b) from 0 to 70% by weight of an acrylate of a C.sub.1 -C.sub.8 alkanol or of a methacrylate of a C.sub.2 -C.sub.8 -alkanol or of a mixture of these monomers (monomers II),c) from 0 to 15% by weight of an .alpha.,.beta.-monoethylenically unsaturated mono- and/or dicarboxylic acid of 3 to 5 carbon atoms (monomers III),d) from 0 to 20% by weight of copolymerizable monomers which contain at least one nitrogen base group and/or one hyroxyl group (monomers IV) ande) from 0 to 5% by weight of other copolymerizable monomers (monomers V), in polymerized form,B) from 30 to 300 parts by weight of at least one polymer which consists ofa) from 5 to 100% by weight of glycidyl acrylate and/or methacrylate (monomers VI),b) from 0 to 95% by weight of an acrylate or methacrylate of a C.sub.1 -C.sub.Type: GrantFiled: December 15, 1989Date of Patent: June 9, 1992Assignee: BASF AktiengesellschaftInventors: Ulrich Filges, Oral Aydin, Hermann Anders
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Patent number: 5104952Abstract: A new class of macromolecular monomers (hereinafter called "macromonomers") comprises the polymerized product of at least one of an ethenylarene and a conjugated diene monomer, the product having a terminal omega-alkenyl group of at least four carbon atomes. The novel macromonomer can be copolymerized with ethylene and alpha-olefin monomers to form graft copolymers having pendant side-chains. The graft copolymers are useful as coating and molding compositions. The macromonomers can be useful as coatings on chromatographic supports for analytical and preparative separation of chemical mixtures.Type: GrantFiled: November 15, 1990Date of Patent: April 14, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventor: Gaddam N. Babu
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Patent number: 5102742Abstract: The invention relates to a resin composition for substantially solvent-free paint compositions. The resin composition is a reaction product on the basis ofA) one or more polyalcohols entirely or partly esterified with unsaturated fatty acids,B) an unsaturated compound with fewer than 20 carbon atoms andC) one or more compounds with at least one copolymerizable terminal ethylene group,the molar ratio of A) and C) is between 0.8:1.2 and 1.2:0.8 and the amount of copolymerizable unsaturated compound C) being substantially the same before and after the reaction of A) and C).Type: GrantFiled: July 26, 1991Date of Patent: April 7, 1992Assignee: Stamicarbon B.V.Inventors: Adriaan Hoflan, Dick A. Pons
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Patent number: 5100966Abstract: The present invention pertains to a crosslinkable binder resin comprising an acrylate copolymer backbone having as pendant groups water soluble half esters of dicarboxylic acid and crosslinkable olefinic groups which contain an activated ethylenic unsaturation, such as (meth)acryloyl groups. The (meth)acryloyl groups can be crosslinked by polyfunctional crosslinking agents such as amino or blocked amino crosslinkers. The water-soluble half esters preferably are formed by the reaction of pendant hydroxy groups with unsaturated cyclic anhydrides (the unsaturation providing an additional crosslinking site). The (meth)acryloyl groups preferably are formed by the reaction of pendant epoxy groups with (meth)acrylic acid or derivatives thereof.Type: GrantFiled: August 7, 1989Date of Patent: March 31, 1992Assignee: Akzo NVInventors: Gerardus J. W. M. Maters, Tamme Bartels
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Patent number: 5087675Abstract: A graft copolymer produced by polymerizing an ethylenically unsaturated monomer in the presence of a fluorine-containing resin having reactive double bonds via a urethane linkage is excellent in transparency and pigment dispersibility and can provide a coating composition excellent in weather resistance.Type: GrantFiled: February 27, 1990Date of Patent: February 11, 1992Assignee: Hitachi Chemical Company, Ltd.Inventors: Ohwada Takeo, Kengo Kobayashi
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Patent number: 5066726Abstract: A process to graft epoxy containing functional monomers to a base polymer is provided, the process comprising the steps of: providing a melt of a base polymer; containing the melt of the base polymer with a functional monomer in the presence of a free radical initiator at a temperature of less than 240.degree. C., the functional monomer comprising alpha-beta ethylenic unsaturation and an epoxy group; and recovering an epoxy functionalized polymer. Grafting the epoxy containing monomer to the base polymer at temperatures of 240.degree. C. and less results in a low level of hydrolyzed epoxy groups.Type: GrantFiled: April 23, 1990Date of Patent: November 19, 1991Assignee: Shell Oil CompanyInventor: Michael J. Modic
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Patent number: 5059658Abstract: A method of producing a modified polypropylene comprising the step of graft-polymerizing a propylene random copolymer containing an unconjugated diene comonomer represented by the general formula: ##STR1## wherein R.sub.1 -R.sub.4 are H or an alkyl group having 1-6 carbon atoms, and n is an integer of 1-20, with a monomer having an unsaturated bond by a radical method.Type: GrantFiled: April 3, 1990Date of Patent: October 22, 1991Assignee: Tonen Sekiyagaku Kabushiki KaishaInventors: Tadashi Sezume, Akira Kobayashi, Masahide Murata, Mayako Ogata, Masahiro Ohsawa, Takashi Mikami
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Patent number: 5043366Abstract: A self-curing aqueous resin dispersion obtained by neutralizing a resin having at least one alicyclic epoxy group and at least two carboxyl groups in the molecule, with a base and dispersing the neutralized resin in water.Type: GrantFiled: February 16, 1990Date of Patent: August 27, 1991Assignee: Kansai Paint Co., Ltd.Inventor: Osamu Isozaki
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Patent number: 5036141Abstract: According to the present invention, there is provided a modified polyolefin resin having the following merits:(1) The amount of bound unsaturated carboxylic acid, a derivative thereof or unsaturated epoxy compound is high.(2) The change of the melt flow rate during the modification is small.(3) The physical properties are of high grade.(4) The transparency is improved due to the graft of unsaturated aromatic compound.The modified polyolefin resin of the present invention can be used for adhesives, covering materials, binders, laminate bonding agent and polymer alloy constituents.Type: GrantFiled: July 24, 1990Date of Patent: July 30, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiki Toyoshima, Mitsuyuki Okada, Takeshi Fujii, Kentaro Yamaguchi, Mitsuji Tsuji
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Patent number: 5032459Abstract: According to the present invention, there is provided a modified polyolefin resin having the following merits:(1) The amount of bound unsaturated carboxylic acid, a derivative thereof of unsaturated epoxy compound is high.(2) The change of the melt flow rate during the modification is small.(3) The physical properties are of high grade.(4) The coating affinity with urethane coatings and resistance to falling off of the coating layer are excellent.The modified polyolefin resin of the present invention can be used for adhesives, covering materials, binders, laminate bonding agent and polymer alloy constituents.Type: GrantFiled: September 4, 1990Date of Patent: July 16, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiki Toyoshima, Mitsuyuki Okada, Takeshi Fujii, Kentaro Yamaguchi, Mitsuji Tsuji, Hideo Shinonaga
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Patent number: 5011871Abstract: An impact resistance thermoplastic molding composition contains, each percentage being based on A+B, from 80 to 55% by weight of a hard matrix A of a copolymer containing at least 95% by weight of an aromatic vinyl monomer a.sub.11 of from 8 to 10 carbon atoms and at least one comonomer a.sub.12 in a proportion of 0.1 to 5% by weight, based on A, and from 45 to 20% by weight of a soft phase B which, uniformly dispersed in the hard matrix, has an average particle diameter d.sub.50 (volume average) of from 3.5 to 9 .mu.m and is obtainable by polymerization of the mixture of monomers a.sub.11 and a.sub.12 in the presence of an elastomer (rubber) and subsequent isolation of the useful product, wherein the comonomer a.sub.12 has the general formula I ##STR1## where X is --OR.sup.2, --COOR.sup.2 or --CONHR.sup.3,R.sup.1 is hydrogen or methyl andR.sup.2 and R.sup.3 are each alkyl of from 1 or 2 to 10 carbon atoms with at least one OH or epoxy group or at least one other polar group.Type: GrantFiled: March 15, 1989Date of Patent: April 30, 1991Assignee: BASF AktiengesellschaftInventors: Rainer Bueschl, Adolf Echte, Konrad Schulte, Hans Mittnacht
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Patent number: 5010140Abstract: Stabilized polymer dispersions in which the principal polymer contains a core component of acrylic polymers and stabilizer components which are polymers of ethylenically unsaturated monomers and which are grafted to the core component at the stabilizer ends, can be prepared using a catalytic chain transfer agent containing Co.sup.+2.Type: GrantFiled: May 31, 1989Date of Patent: April 23, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joseph A. Antonelli, Christopher Scopazzi, Mark M. Doherty