Three-membered Ring Containing Two Carbon And One Chalcogen Atom Patents (Class 525/286)
  • Patent number: 5346964
    Abstract: 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: Grant
    Filed: June 23, 1993
    Date of Patent: September 13, 1994
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
  • Patent number: 5334664
    Abstract: 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: Grant
    Filed: April 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventors: Masayuki Tomida, Hitoshi Nimura, Mitsutoshi Aritomi
  • 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: 5310807
    Abstract: 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: Grant
    Filed: December 30, 1992
    Date of Patent: May 10, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joseph A. Antonelli, Christopher Scopazzi
  • Patent number: 5306779
    Abstract: 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: Grant
    Filed: September 1, 1992
    Date of Patent: April 26, 1994
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
  • 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: 5300397
    Abstract: 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: Grant
    Filed: June 15, 1992
    Date of Patent: April 5, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Keitaro Aoshima
  • Patent number: 5296524
    Abstract: 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: Grant
    Filed: February 1, 1993
    Date of Patent: March 22, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventor: Julian A. Waters
  • Patent number: 5294673
    Abstract: 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: Grant
    Filed: December 26, 1991
    Date of Patent: March 15, 1994
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshikuni Deguchi, Kazuya Yonezawa
  • Patent number: 5266644
    Abstract: 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: Grant
    Filed: November 2, 1992
    Date of Patent: November 30, 1993
    Assignee: Eastman Kodak Company
    Inventors: Judy S. Riffle, John V. Facinelli, John R. Dombroski, Ramesh B. Jayaraman, Scott E. George
  • Patent number: 5264482
    Abstract: 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: Grant
    Filed: October 7, 1991
    Date of Patent: November 23, 1993
    Assignee: The Glidden Company
    Inventors: Philip L. Taylor, Julian J. Gosling, Charles W. A. Bromley, Peter F. Nicks
  • Patent number: 5262486
    Abstract: 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: Grant
    Filed: July 16, 1991
    Date of Patent: November 16, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Telser, Martin Meister, Horst Koch
  • Patent number: 5260424
    Abstract: 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: Grant
    Filed: February 3, 1992
    Date of Patent: November 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Gordon M. Cohen, Hans J. Reich
  • Patent number: 5242982
    Abstract: 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: Grant
    Filed: July 20, 1992
    Date of Patent: September 7, 1993
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Junji Oshima, Tatsuo Fujii, Minoru Yamada
  • Patent number: 5231141
    Abstract: 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: Grant
    Filed: June 11, 1990
    Date of Patent: July 27, 1993
    Assignee: Soken Kagaku Kabushiki Kaisha
    Inventors: Toshitsugu Arai, Susumu Kawase
  • Patent number: 5231140
    Abstract: 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: Grant
    Filed: May 22, 1992
    Date of Patent: July 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Heike Kilburg, Karl-Heinz Etzbach, Karin H. Beck, Peter Strohriegl, Harry Mueller, Oskar Nuyken
  • Patent number: 5229434
    Abstract: 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: Grant
    Filed: March 6, 1992
    Date of Patent: July 20, 1993
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventor: Yoshihisa Fukuchi
  • Patent number: 5227432
    Abstract: 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: Grant
    Filed: September 28, 1989
    Date of Patent: July 13, 1993
    Assignee: BASF Lacke & Farben AG
    Inventor: Werner Jung
  • Patent number: 5218037
    Abstract: 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: Grant
    Filed: July 25, 1991
    Date of Patent: June 8, 1993
    Assignees: Nippon Petrochemicals Co., Ltd., Nippon Oil & Fats Co., Ltd.
    Inventors: Yuichi Orikasa, Suehiro Sakazume, Sadahiro Nishimura, Yoshinori Maki
  • 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: 5192616
    Abstract: 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: Grant
    Filed: October 10, 1991
    Date of Patent: March 9, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Gaddam N. Babu
  • Patent number: 5191024
    Abstract: 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 o
    Type: Grant
    Filed: May 18, 1990
    Date of Patent: March 2, 1993
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
  • Patent number: 5189102
    Abstract: 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: Grant
    Filed: March 4, 1992
    Date of Patent: February 23, 1993
    Assignee: Ricoh Company, Ltd.
    Inventors: Kazuo Tsubuko, Shinichi Kuramoto, Kazuhiko Umemura, Hidemi Uematsu, Okawara, Makoto
  • Patent number: 5180789
    Abstract: 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: Grant
    Filed: November 22, 1989
    Date of Patent: January 19, 1993
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Masatomi Sasaki, Nobuyoshi Kashiwagi
  • Patent number: 5180760
    Abstract: 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: Grant
    Filed: September 10, 1991
    Date of Patent: January 19, 1993
    Assignee: Nippon Oil and Fats Company, Limited
    Inventors: Yoshihiro Oshibe, Toshihiro Izumi, Hideki Doya, Hiroshi Ohmura, Yasuhiro Yamamoto, Keiji Kumazawa
  • Patent number: 5180766
    Abstract: 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: Grant
    Filed: April 19, 1991
    Date of Patent: January 19, 1993
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhide Hayama, Kazuyuki Hata, Katsuhiko Yamada, Keizo Abe, Takahiro Ozu
  • Patent number: 5179169
    Abstract: 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: Grant
    Filed: August 13, 1990
    Date of Patent: January 12, 1993
    Assignee: Copolymer Rubber & Chemical Corporation
    Inventors: Charles F. Pratt, Shrikant V. Phadke, Errol Olivier
  • Patent number: 5179160
    Abstract: 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: Grant
    Filed: August 17, 1988
    Date of Patent: January 12, 1993
    Assignees: Nippon Petrochemicals Co., Ltd., Nippon Oil & Fats Co., Ltd.
    Inventors: Yuichi Orikasa, Suehiro Sakazume
  • Patent number: 5177152
    Abstract: 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: Grant
    Filed: January 31, 1992
    Date of Patent: January 5, 1993
    Assignee: Akzo N.V.
    Inventors: Gerardus J. W. M. Maters, Tamme Bartels
  • Patent number: 5173539
    Abstract: 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: Grant
    Filed: August 30, 1990
    Date of Patent: December 22, 1992
    Assignee: Du Pont Canada Inc.
    Inventors: John R. B. Boocock, David A. Harbourne
  • Patent number: 5169903
    Abstract: 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: Grant
    Filed: April 3, 1991
    Date of Patent: December 8, 1992
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Akihiro Toritani, Suehiro Tayama, Yasunori Kawachi
  • Patent number: 5166273
    Abstract: 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: Grant
    Filed: April 8, 1991
    Date of Patent: November 24, 1992
    Assignee: Tonen Corporation
    Inventors: Akira Kobayashi, Tatsuo Teraya, Yuji Fujita, Shigeyuki Toki, Eiji Kuchiki
  • Patent number: 5164454
    Abstract: 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: Grant
    Filed: July 9, 1990
    Date of Patent: November 17, 1992
    Assignees: Toagosei Chemical Industry Co., Ltd., Nippon Petrochemicals Co., Ltd.
    Inventors: Katsufumi Suga, Yoshihiro Yoshinaga, Hiroaki Yoshitomi, Takashi Tsuda, Shiro Kojima, Kishiro Azuma
  • Patent number: 5147569
    Abstract: 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: Grant
    Filed: September 4, 1990
    Date of Patent: September 15, 1992
    Assignee: Texaco Inc.
    Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Rosemary J. Jennejahn
  • Patent number: 5143976
    Abstract: 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: Grant
    Filed: January 16, 1991
    Date of Patent: September 1, 1992
    Assignee: Toyo Kasei Kogyo Company Ltd.
    Inventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
  • Patent number: 5140075
    Abstract: 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: Grant
    Filed: January 18, 1990
    Date of Patent: August 18, 1992
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Richard F. Tomko, Revati Ranganathan, William D. Sigworth, Dong-Hak Bae
  • Patent number: 5130373
    Abstract: 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: Grant
    Filed: May 13, 1991
    Date of Patent: July 14, 1992
    Assignee: Toyo Kasei Kogyo Company Limited
    Inventors: Teruaki Ashihara, Shingo Tone, Ryozo Orita
  • Patent number: 5120796
    Abstract: 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: Grant
    Filed: December 15, 1989
    Date of Patent: June 9, 1992
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventor: Yoshihisa Fukuchi
  • Patent number: 5120795
    Abstract: 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: Grant
    Filed: December 15, 1989
    Date of Patent: June 9, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Filges, Oral Aydin, Hermann Anders
  • Patent number: 5104952
    Abstract: 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: Grant
    Filed: November 15, 1990
    Date of Patent: April 14, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Gaddam N. Babu
  • Patent number: 5102742
    Abstract: 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: Grant
    Filed: July 26, 1991
    Date of Patent: April 7, 1992
    Assignee: Stamicarbon B.V.
    Inventors: Adriaan Hoflan, Dick A. Pons
  • Patent number: 5100966
    Abstract: 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: Grant
    Filed: August 7, 1989
    Date of Patent: March 31, 1992
    Assignee: Akzo NV
    Inventors: Gerardus J. W. M. Maters, Tamme Bartels
  • Patent number: 5087675
    Abstract: 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: Grant
    Filed: February 27, 1990
    Date of Patent: February 11, 1992
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Ohwada Takeo, Kengo Kobayashi
  • Patent number: 5066726
    Abstract: 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: Grant
    Filed: April 23, 1990
    Date of Patent: November 19, 1991
    Assignee: Shell Oil Company
    Inventor: Michael J. Modic
  • Patent number: 5059658
    Abstract: 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: Grant
    Filed: April 3, 1990
    Date of Patent: October 22, 1991
    Assignee: Tonen Sekiyagaku Kabushiki Kaisha
    Inventors: Tadashi Sezume, Akira Kobayashi, Masahide Murata, Mayako Ogata, Masahiro Ohsawa, Takashi Mikami
  • Patent number: 5043366
    Abstract: 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: Grant
    Filed: February 16, 1990
    Date of Patent: August 27, 1991
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Osamu Isozaki
  • Patent number: 5036141
    Abstract: 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: Grant
    Filed: July 24, 1990
    Date of Patent: July 30, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshiki Toyoshima, Mitsuyuki Okada, Takeshi Fujii, Kentaro Yamaguchi, Mitsuji Tsuji
  • Patent number: 5032459
    Abstract: 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: Grant
    Filed: September 4, 1990
    Date of Patent: July 16, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshiki Toyoshima, Mitsuyuki Okada, Takeshi Fujii, Kentaro Yamaguchi, Mitsuji Tsuji, Hideo Shinonaga
  • Patent number: 5011871
    Abstract: 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: Grant
    Filed: March 15, 1989
    Date of Patent: April 30, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Bueschl, Adolf Echte, Konrad Schulte, Hans Mittnacht
  • Patent number: 5010140
    Abstract: 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: Grant
    Filed: May 31, 1989
    Date of Patent: April 23, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joseph A. Antonelli, Christopher Scopazzi, Mark M. Doherty