Polymer Derived From Ethylenic Reactants Only Is Graft, Graft-type, Block, Or Block-type Copolymer Patents (Class 523/407)
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Publication number: 20120142820Abstract: An epoxy resin composition comprises an epoxy resin (A) and rubber-like polymer particles (B). The rubber-like polymer particles (B) maintain a finely dispersed state of primary particles. The content of the rubber-like polymer particles (B) is 0.5 to 80% by weight when the total amount of the epoxy resin (A) and rubber-like polymer particles (B) is 100% by weight. Rubber-like polymer particles (B) are obtainable by graft-polymerizing 5 to 50% by weight of a shell layer (B-2) with 50 to 95% by weight of a rubber particle core (B-1), and average particle diameter of the rubber-like polymer particles (B) is 0.03 to 2 ?m. Rubber particle core (B-1) comprises elastic material of not less than 50% by weight of at least one monomer selected from diene monomers and (meth)acrylate monomers and less than 50% by weight of another coploymerizable vinyl monomer, or polysiloxane rubber elastic materials, or a mixture thereof.Type: ApplicationFiled: February 13, 2012Publication date: June 7, 2012Applicant: KANEKA CORPORATIONInventors: Katsumi YAMAGUCHI, Masakuni UENO, Masahiro MIYAMOTO
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Publication number: 20120135243Abstract: To provide an aqueous dispersion of a resin wherein dispersed particles are stable with fine particle sizes and whereby bleeding out is suppressed, which is thus useful as e.g. a surface treating agent for a polyolefin substrate, an adhesive or a coating material. A resin dispersion having dispersed in water a polymer (C) having a hydrophilic polymer (B) bonded to a polyolefin (A) in a ratio of (A):(B)=100:5 to 100:500 (weight ratio); a method for producing the resin dispersion; and a coating material and a laminate, employing it.Type: ApplicationFiled: February 3, 2012Publication date: May 31, 2012Applicant: MITSUBISHI CHEMICAL CORPORATIONInventors: Masato ONOE, Toshiya Seko, Yongwoo Shin, Yongjun Jang, Fumihiko Shimizu
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Patent number: 7897677Abstract: This invention provides a water-based primer composition comprising (A) an aqueous dispersion of modified polyolefin, which is prepared by dispersing a modified polyolefin (a) in an aqueous medium, the polyolefin (a) being produced by modifying an unsaturated carboxylic acid- or acid anhydride-modified polyolefin (i) having a melting point not higher than 120° C. and an weight-average molecular weight within a range of 30,000-200,000, further with a compound having polyoxyalkylene chain; (B) at least one kind of aqueous resin selected from aqueous urethane resin, aqueous acrylic resin and aqueous polyester resin; and (C) pigment; the solid weight ratio of the component (A)/component (B) being within a range of 20/80-85/15, and containing the component (C) in an amount within a range of 0.5-200 parts by weight per 100 parts by weight of the total solid resin content of the composition.Type: GrantFiled: April 5, 2007Date of Patent: March 1, 2011Assignee: Kansai Paint Co., Ltd.Inventors: Yasuyuki Kataoka, Toshiaki Nagano, Minoru Ishikura, Terutaka Takahashi, Hideo Sugai
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Patent number: 7714042Abstract: The present invention provides a coating composition for cans comprising 100 parts by mass of a neutralized acrylic resin-modified epoxy resin (A), and from 1 to 50 parts by mass of anionic polymer crosslinked fine particles (B), (A) and (B) being dispersed in an aqueous medium, wherein the anionic polymer fine particles (B) are polymer fine particles comprising a polymer having an acid value of from 10 to 120 mg KOH/g and being produced by polymerizing radically polymerizable unsaturated monomers comprising from 2 to 30% by mass of a carboxyl group-containing radically polymerizable unsaturated monomer (b1), from 2 to 30% by mass of a polyvinyl compound (b2) and from 40 to 96% by mass of other radically polymerizable unsaturated monomer (b3) in the presence of water.Type: GrantFiled: March 23, 2007Date of Patent: May 11, 2010Assignee: Kansai Paint Co., Ltd.Inventors: Masaaki Saika, Hideki Matsuda, Yuuichi Inada, Naoki Horike, Sumio Noda, Hideki Masuda, Keiichi Shimizu, Hiromi Harakawa
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Publication number: 20080071011Abstract: Aqueous resinous binders comprising graft copolymers, water-dilutable urethane polyols and epoxy-phosphorus acid reaction products are disclosed. The binders are useful in primer formulations for automotive applications.Type: ApplicationFiled: September 20, 2006Publication date: March 20, 2008Inventors: Paul H. Lamers, Christopher A. Verardi, Michele L. Meli, Carolyn A. Novak
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Patent number: 7129293Abstract: A crosslinked polymer or polymer fine particles which can be obtained through copolymerization of at least a macromonomer having a polyethylene glycol segment, a comonomer having tertiary amine groups in its side chains and a crosslinking agent are provided. Said crosslinked polymer can be provided in the form of polymer nano- or micro-spheres; and also as conjugate nano- or micro-spheres with their core parts fixing or encapsulating metal or semiconductor ultrafine particles.Type: GrantFiled: April 23, 2003Date of Patent: October 31, 2006Assignees: Japan Science and Technology Agency, NOF CorporationInventors: Kazunori Kataoka, Yukio Nagasaki, Hidenori Otsuka, Atsuhiko Ogura, Takehiko Ishii, Hisato Hayashi, Teppei Uno
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Patent number: 7094826Abstract: An aqueous coating composition comprising a crosslinkable water-dispersible hyperbranched macromolecule(s) wherein the composition when drying has an open time of at least 20 minutes, a wet edge time of at least 10 minutes, a tack free time ?15 hours, a dust free time ?5 hours and an equilibrium viscosity of ?5,000 Pa·s at any solids content when drying in the range of from 20 to 55% by weight using any shear rate in the range of from 9±0.5 to 90±5 s?1 and at 23±2° C.Type: GrantFiled: October 11, 2001Date of Patent: August 22, 2006Assignee: DSM IP Assets B.V.Inventors: Emilio Martin, Gerardus Cornelis Overbeek, Pablo Steenwinkel, Ronald Tennebroek
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Patent number: 6808752Abstract: Coating composition including a film-forming component, further including (a) a product formed by reacting a mixture including carboxy functional polymer, hydroxy functional polymer, or a mixture thereof, or ethylenically unsaturated monomer, with epoxy resin, and (b) a polyvinyl alcoholic-containing phenolic resol resin. Also provided is a method of coating a metal substrate with said coating composition. Further provided is a composite material comprising a metal substrate having at least one surface covered with a cured film of the coating composition.Type: GrantFiled: March 15, 2002Date of Patent: October 26, 2004Assignee: The Valspar CorporationInventor: Thomas R. Mallen
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Patent number: 6653370Abstract: Water-dilutable, cationically stabilized epoxy resins ZYX are obtained by reacting, in the first stage, aromatic or aliphatic epoxide compounds Z with aliphatic amines Y to form epoxy-amine adducts ZY which are neutralized and then in aqueous dispersion are reacted in a second stage with a further epoxy resin X. The resins ZYX may be formulated without additional curatives to give aqueous coating materials which exhibit a good corrosion protection effect.Type: GrantFiled: November 2, 2001Date of Patent: November 25, 2003Assignee: Solutia Austria GmbHInventors: Willibald Paar, Roland Feola, Johann Gmoser, Maximilian Friedl
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Patent number: 6627682Abstract: The present invention is directed to fast reacting epoxy compositions employing select unidentate and chelated Ti(IV) and Sn(II) curing catalysts.Type: GrantFiled: August 29, 2000Date of Patent: September 30, 2003Assignee: Crompton CorporationInventors: Antonio Chaves, Eric R. Pohl, Frederick D. Osterholtz
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Patent number: 6624213Abstract: The invention provides polyepoxide-based adhesives containing cycloaliphatic-containing polyepoxide resin, aromatic polyepoxide resin, and 9,9-bis(3-methyl-4-aminophenyl)fluorene. The adhesives provide improved peel and shear strength.Type: GrantFiled: November 8, 2001Date of Patent: September 23, 2003Assignee: 3M Innovative Properties CompanyInventors: Clayton A. George, William J. Schultz, Wendy L. Thompson
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Patent number: 6576689Abstract: A water based coating composition prepared by reacting an epoxy resin (A) having a bisphenol A skeletal structure and a carboxyl group-containing acrylic resin (B) in the presence of an amine compound to form an acrylic-modified epoxy resin (C), and neutralizing, and dispersing the acrylic-modified epoxy resin (C) into an aqueous medium, an amount of a quaternary ammonium salt in the acrylic-modified epoxy resin (C) being in the range of 3.0×10−4 mol or less per one gram of the resin.Type: GrantFiled: October 17, 2001Date of Patent: June 10, 2003Assignee: Kansai Paint Co., Ltd.Inventors: Sumio Noda, Reijiro Nishida, Makoto Asakura, Masaki Murase
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Patent number: 6514619Abstract: An aqueous resin composition comprising prepared by a process comprising the steps of: reacting epoxy resins comprising: (A) an aromatic epoxy resin having a number average molecular weight of at least 9,000 and an epoxy equivalent of not larger than 9,000; and (B) an aromatic epoxy resin having a number average molecular weight of less than 9,000 and an epoxy equivalent of not larger than 5,000, and (C) a carboxyl group-containing acrylic resin having a glass transition temperature of at least 100° C., to undergo partial-esterification to obtain an acryl-modified epoxy resin; neutralizing said acryl-modified epoxy resin with a base and dispersing the neutralized resin in an aqueous medium. Also disclosed is a coated metal material having a cured coated film of the aqueous resin composition.Type: GrantFiled: August 27, 2001Date of Patent: February 4, 2003Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Hiroaki Shimada, Takashi Kojima, Yoshihiro Yamano, Yoshiki Itoh
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Patent number: 6455614Abstract: A zero VOC aqueous coating composition comprising a halogen-free propylene/&agr;-olefin copolymer having an &agr;,&bgr;-unsaturated dicarboxylic acid or anhydride grafted thereon, a neutralizing base, a water-dispersible resin containing at least two epoxy groups and an acid catalyst is applied to a plastic substrate comprising a propylene polymer. The dried coating promotes adhesion of a subsequent coating to the polypropylene-based surface of the article.Type: GrantFiled: September 16, 1998Date of Patent: September 24, 2002Assignee: Rohm and Haas CompanyInventors: Michael L. Jackson, Frank A. Stubbs, Joseph M. Mecozzi, David J. Miklos, Alexander L. Neymark
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Patent number: 6358568Abstract: The present invention relates to a transparent powder coating dispersion comprising a solid, pulverulent component A and an aqueous component B, component A being a powder coating material comprising a) at least one epoxy-containing binder having a content of from 30 to 45%, preferably from 30 to 35%, by weight of glycidyl-containing monomers, with or without a content of vinylaromatic compounds, preferably styrene, b) tris(alkoxycarbonylamino)triazine and polycarboxylic acids, preferably straight-chain aliphatic dicarboxylic acids and/or carboxy-functional polyesters, as crosslinking agents, component B being an aqueous dispersion comprising a) at least one nonionic thickener.Type: GrantFiled: May 8, 2000Date of Patent: March 19, 2002Assignee: BASF Coatings AGInventors: Stephan Schwarte, Joachim Woltering, Hubert Baumgart
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Patent number: 6359062Abstract: Coating composition including a film-forming component, further including (a) a product formed by reacting a mixture including carboxy functional polymer, hydroxy functional polymer, or a mixture thereof, or ethylenically unsaturated monomer, with epoxy resin, and (b) a polyvinyl alcoholic-containing phenolic resol resin. Also provided is a method of coating a metal substrate with said coating composition. Further provided is a composite material comprising a metal substrate having at least one surface covered with a cured film of the coating composition.Type: GrantFiled: March 2, 1999Date of Patent: March 19, 2002Assignee: The Valspar CorporationInventor: Thomas R. Mallen
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Patent number: 6355351Abstract: The present invention provides a cationically electrodepositable coating composition capable of forming a coating film which is excellent in both of coating film physical properties such as a chipping resistance and an impact resistance and a corrosion resistance. The composition comprises an amine-modified epoxy resin (A) and a blocked polyisocyanate (B), further comprising 5 to 50 parts by weight of a cationic urethane-modified polymer emulsion (C) per 100 parts by weight of the total of the amine-modified epoxy resin (A) and the blocked polyisocyanate (B) in terms of a solid matter.Type: GrantFiled: February 16, 2001Date of Patent: March 12, 2002Assignee: Kansai Paint Co., Ltd.Inventors: Hidenori Sawada, Shigeo Nishiguchi, Koji Kamikado
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Patent number: 6350796Abstract: Two-component systems based on aqueous dispersions of hydrophilic epoxy adducts Ah having hydroxyl groups as reactive groups and unblocked difunctional or polyfunctional isocyanates B, said hydrophilic epoxy adducts Ah being selected from cationically stabilized hydrophilic epoxy adducts Ak, anionically stabilized hydrophilic epoxy adducts Aa and also nonionically stabilized epoxy adducts An and zwitterionically stabilized epoxy-amine adducts Aak.Type: GrantFiled: October 26, 1999Date of Patent: February 26, 2002Assignee: Vianova Resins AGInventors: Gert Dworak, Martin Gerlitz, Roland Feola, Manfred Weinberger
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Patent number: 6344500Abstract: The present invention provides: an aqueous primer coating composition of which the deterioration of the water resistance is prevented with the high adhesion maintained, and which is excellent in the gasohol resistance and the pigment dispersion stability; and a thing coated with this aqueous primer coating composition. The aqueous primer coating composition according to the present invention, comprises acid anhydride-modified poly(olefin chloride) emulsion resin (A), aqueous alkyd resin (B) and aqueous novolac-type epoxy resin (C), wherein the contents of the (A), (B), and (C) are (A) 20 to 60 weight %, (B) 10 to 60 weight %, and (C) 10 to 60 weight % in terms of solid content weight % to the total resin solid content in the composition. The coated thing, according to the present invention, is coated with the present invention aqueous primer coating composition.Type: GrantFiled: November 9, 2000Date of Patent: February 5, 2002Assignees: Honda Giken Kogyo Kabushihi Kaisha, Nippon Bee Chemical Co., Ltd.Inventors: Takeshi Ogawa, Tatsuya Itakura, Izumi Nishimura, Katsumi Mizuguchi, Hiroshi Iida, Masao Sakai
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Patent number: 6291554Abstract: Disclosed is an anionic, self-emulsified aqueous epoxy resin dispersion prepared through the semi-esterification reaction between a dicarboxylic acid anhydride and the secondary hydroxy group of an epoxy resin, followed by neutralization of the carboxylic acid thus introduced into the epoxy resin with a tertiary amine and then adding only water, without the need of any emulsifier, to the resulting hydrophilic amine salt of the carboxylic acid. The stable aqueous epoxy resin contains both carboxyl and epoxy groups which are reactive functional groups. Also disclosed is a “single-pack” curable aqueous epoxy resin system “cross-linkable” at normal temperature prepared by adding a compound containing polyaziridine as a cross-linking agent into the aqueous epoxy resin dispersion. Upon drying, the liberated carboxyl group in the aqueous epoxy resin reacts with the polyaziridine to form an amino ester via a ring opening reaction.Type: GrantFiled: October 29, 1999Date of Patent: September 18, 2001Assignee: Chinese Petroleum Corp.Inventors: Tsorng-Wen Chen, Jen-Taut Yeh, Kan-Nan Chen, Yun-Shan Lin
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Patent number: 6248811Abstract: A process is disclosed for preparing bioactive, covalently fixed coatings on the surfaces of substrates, by grafting to a surface of the substrate a coating polymer which contains the following monomers in copolymerized form: (i) at least one monomer of the general formula: R—(A)a (I), in which R is a mono- or diolefinically unsaturated organic radical having a valence a, A is a carboxyl group, a sulfuric acid group, a sulfonic acid group, a phosphoric acid group, a phosphonic acid group, a phosphorous acid group, a phenolic hydroxyl group, or a salt of one of these acid groups, and a is 1, 2 or 3; and (ii) at least one monomer which is sensitive to UV radiation.Type: GrantFiled: January 5, 1998Date of Patent: June 19, 2001Assignee: Huels AktiengesellschaftInventors: Peter Ottersbach, Britta Mensing, Gerard Helary, Marcel Jozefowicz, Veronique Migonney, Jean-Pierre Vairon
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Patent number: 6221961Abstract: A composition prepared by adding as the sliding properties improving agent a small amount of ethylene-&agr;-olefin random copolymer having polar groups to engineering plastics including polyacetal, ABS, and polyamide is suitable for the manufacture of gears, rotary shafts and bearings by way of exploiting its molding processibility including excellent mold release properties, and at the same time is capable of enhancing its friction/wear resistance. As the sliding properties improving agent, an oxidation-modified material produced from ethylene-&agr;-olefin random copolymer or a graft-modified material prepared by graft-copolymerizing an ethylenic unsaturated monomer having carboxylic acid group, hydroxyl group or the like with ethylene-&agr;-olefin random copolymer is particularly preferable.Type: GrantFiled: February 19, 1999Date of Patent: April 24, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Hideki Hirano, Ryosuke Kaneshige, Masahide Tanaka
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Patent number: 6201043Abstract: The invention relates to aqueous dispersions. They are obtainable by polymerizing an ethylenically unsaturated monomer or a mixture of ethylenically unsaturated monmers [sic] in an aqueous solution of an at least partially protonated epoxide-amine adduct. It is characterized in that the epoxide-amine adduct is for its part obtainable by reacting (A) a glycidyl ether of a polyphenol that contains on statistical average at least one epoxide group in the molecule, or a mixture of such glycidyl ethers, (B) a polygycidyl [sic] ether of a polyol that contains on statistical average more than 1.0 epoxide groups in the molecule, or a mixture of such polyglycidyl ethers, and (C) a compound that contains a primary amino group in the molecule, or a mixture of such compounds, to give the epoxide-amine adduct, components (A) and (B) being employed in a ratio of equivalents of from 1.0:0.5 to 1.0:8.0 and from 0.3 to 0.7 mol of component (C) being employed per equivalent of epoxide groups of (A) and (B).Type: GrantFiled: April 27, 1999Date of Patent: March 13, 2001Assignee: BASF Coatings AGInventors: Wolfgang Bremser, Frank Strickmann, Günther Ott, Karl-Heinz Grosse-Brinkhaus
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Patent number: 6136895Abstract: The present invention can provide a cationic electrocoating composition, comprising:(a) an acrylic resin functioning as a leveling agent, which has both an amino group and an acid group in one molecule and has a hydroxyl value of 50 to 200,(b) a base resin, and(c) a crosslinking agent,wherein the acrylic resin (a) is formulated in an amount of 0.1 to 20 percent by weight, based on the total weight of a mixture of the base resin (b) and the crosslinking agent (c), and the cationic electrocoating composition is substantially free from lead compound. The present invention also provides a method for preventing cratering or cissing on an electrocoated film formed from the cationic electrocoating composition.Type: GrantFiled: June 25, 1999Date of Patent: October 24, 2000Assignee: Nippon Paint Co., Ltd.Inventors: Toshitaka Koyama, Takahiro Mukae, Shinji Nakano, Mitsuo Yamada
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Patent number: 6087452Abstract: A modified surfactant of the PLURONIC.TM.-type compound and method for manufacture is disclosed. The surfactant compound has at least one PEO block attached at a first end to at least one PPO block, with at least one of the PEO block having an organic metal-chelating end group (R) attached to a second end, the remaining PEO blocks having an unmodified hydroxyl group at the second end. The metal-chelating group is charged with an metal-ion. A protein with a metal-affinity tag, e.g., a histidine tag, is then complexed with the metal-chelating group to form a complex of the modified surfactant, the metal ion, and the protein. The modified surfactant may be adsorbed upon a hydrophobic surface, charged with a metal ion, and then complexed with a protein with a metal-affinity tag. A surface with specific activity toward proteins is the presented, which is suitable for applications where a protein is immobilized upon a surface to give the surface specific protein activity.Type: GrantFiled: June 2, 1998Date of Patent: July 11, 2000Assignee: University of UtahInventors: Russell Stewart, Karin D. Caldwell, Chih-hu Ho, Loren Limberis
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Patent number: 6063839Abstract: Disclosed are epoxy resin compositions for fiber-reinforced composite materials, comprising an epoxy resin containing 70 parts by weight or more, per 100 parts by weight of the epoxy resin, of a bi-functional epoxy resin, fine particles comprising a rubber phase and substantially insoluble in epoxy resins and a curing agent. Also disclosed are prepregs and fiber-reinforced composite materials comprising the composition.Type: GrantFiled: May 9, 1996Date of Patent: May 16, 2000Assignee: Toray Industries, Inc.Inventors: Hiroki Oosedo, Shunsaku Noda
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Patent number: 6034157Abstract: A process for producing an aqueous coating composition comprising an aqueous dispersion of internally crosslinked polymer microgel particles in which the microgel articles are produced by emulsion polymerisation of ethylenically unsaturated monomers including carboxyl functional monomer in an aqueous medium so as to form an aqueous dispersion of carboxyl functional addition polymer followed by reacting this polymer dispersion with a diepoxide resin having an epoxide equivalent weight between 100 and 5000 to form the crosslinked polymer microgel particles.Type: GrantFiled: October 2, 1997Date of Patent: March 7, 2000Assignee: Imperial Chemical Industries, Plc.Inventors: Gary P. Craun, Neal S. Williams
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Patent number: 5981627Abstract: This invention relates to stable one-part latex compositions prepared by aqueous emulsion polymerization wherein a core-shell polymer is formed, the core formed by emulsion polymerization of an ethylenically unsaturated monomer in the presence of an epoxy resin and the shell polymer formed by emulsion polymerization of a hydroxy carboxyl containing monomer composition in the presence of the core, providing that the monomers in both the core and the shell do not contain amino functional groups, and post-adding to the formed core-shell polymer an organic compound having at least one amino functional group which is available for later reaction with the epoxy resin upon drying to produce a crosslinked polymer product.Type: GrantFiled: October 9, 1992Date of Patent: November 9, 1999Assignee: National Starch and Chemical Investment Holding CorporationInventors: Yen-Jer Shih, Arthur B. Pruiksma
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Patent number: 5942563Abstract: An aqueous protective coating composition particularly useful for can coatings is based on a polymeric binder comprising epoxy crosslinked microgel particles. The microgel polymer is produced by dispersing into water a carboxyl functional, acrylic-epoxy grafted copolymer, and combined with a high molecular weight, branched, multifunctional epoxide resin, followed by coreaction and crosslinking between the carboxyl copolymer and branched epoxide to form stable aqueous dispersed microgel particles. In a preferred aspect of the invention, low molecular weight liquid diepoxide is dispersed into and crosslinked with the carboxyl functional acrylic grafted epoxy copolymer.Type: GrantFiled: July 18, 1997Date of Patent: August 24, 1999Assignee: The Glidden CompanyInventor: Henry J. DeGraaf
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Patent number: 5916936Abstract: The present invention provide a flame-retardant resin composition having an extremely low adhesion to metals and excellent thermal stability and light resistance and free from the formation of black extraneous matter. A flame-retardant thermoplastic resin composition characterized by being prepared by incorporating 1 to 1,000 ppm of a basic inorganic compound (D) soluble in a solvent into a resin composition (C) composed of 60 to 98% by weight of a thermoplastic styrene resin (A) and 40 to 2% by weight of a halogenated epoxy flame-retardant (B) having a terminal epoxy group.Type: GrantFiled: March 24, 1997Date of Patent: June 29, 1999Assignees: Daicel Chemical Industries, Ltd., Techno Polymer Co., Ltd.Inventors: Hiroshi Sagane, Ryuki Hashitani
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Patent number: 5898045Abstract: An aqueous polymer dispersion, comprising an at least 20% neutralized, free-radical polymerized product of A and B in a ratio of one part A to from 0.5 to 9.0 parts B by weight; whereinA consists essentially of from 2.5 to 13% by weight of at least one acid group-containing, ethyleneically unsaturated monomer and from 87 to 97.5% by weight of at least one ethylenically unsaturated monomer that is free from acid groups, and further whereinB is a reaction product of at least one compound containing at least 1.5 epoxide groups per molecule on average and at least one member of the group consisting of:(1) mixtures of ethylenically unsaturated monocarboxylic acids, saturated fatty acids, and monoesters of ethylenically unsaturated dicarboxylic acids and saturated fatty alcohols; and (2) mixtures of saturated fatty acids and monoesters of ethylenically unsaturated dicarboxylic acids and saturated fatty alcohol.Type: GrantFiled: June 13, 1996Date of Patent: April 27, 1999Assignee: BASF Coatings AGInventors: Stephan Schwarte, Dietmar Chmielewski, Georg Wigger
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Patent number: 5869552Abstract: A water-dispersible polymer and a coating composition containing the water-dispersible polymer are disclosed. The water-dispersible polymer is prepared from: (a) an epoxy compound having about two epoxy groups, such as an epoxy resin, (b) a linking compound having (i) conjugated carbon-carbon double bonds or a carbon-carbon triple bond and (ii) a moiety capable of reacting with an epoxy group, such as sorbic acid, and (c) acrylic monomers, at least a portion of which are capable of rendering the polymer water dispersible, such as acrylic acid, wherein the epoxy portion (a) of the polymer is covalently linked to the polymerized acrylic portion (c) by linking compound (b). The coating composition contains the water-dispersible polymer, a fugitive base to solubilize the polymer, a curing agent, and a carrier containing water.Type: GrantFiled: July 25, 1997Date of Patent: February 9, 1999Assignee: The Dexter CorporationInventors: Walter R. Pedersen, Joseph Devasia Ponmankal
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Patent number: 5861212Abstract: An adhesive composition comprised of (A) a latex of 100 wt. parts of a carboxyl group-containing highly saturated nitrile-conjugated diene copolymer rubber, (B) 5-30 wt. parts of a resorcinol-formaldehyde resin, and (C) 2-10 wt. parts of an aromatic epoxy resin. A composite comprised of a nitrile group-containing highly saturated copolymer rubber and a fibrous material, which has been treated with the adhesive composition. This composite is useful for belts.Type: GrantFiled: June 4, 1996Date of Patent: January 19, 1999Assignee: Nippon Zeon Co., Ltd.Inventors: Osamu Mori, Mitsugu Ishihara
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Patent number: 5814374Abstract: An aqueous coating composition having low VOC is provided. The invention provides excellent hardness and resistance properties in films formed from binders having glass transition temperatures below ambient temperature. The improvement in film properties comes from the binding of functionalized polyvinyl alcohol to a complementary functionalized latex binder. The low VOC compositions of this invention are useful for a variety of coatings including paints, stains, varnishes, mastics and adhesives.Type: GrantFiled: June 19, 1996Date of Patent: September 29, 1998Assignee: Rohm and Haas CompanyInventors: Asare Nkansah, Stewart Orlyn Williams, Richard Foster Merritt
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Patent number: 5728767Abstract: The invention relates to an aqueous resin composition characterized by comprising 80 to 10 parts by weight of modified polyolefin with weight average molecular weight of 1000 to 100000, modified by copolymerizing polypropylene, polyethylene, copolymer of propylene or ethylene with .alpha.-olefin or degradation products of these under heat or with oxidizing agent, radical-generating agent or the like, with 0.1 to 20% by weight of one kind or not less than two kinds of acid anhydride, carboxylic acid or alcohol with radically polymerizable double bond, and 20 to 90 parts by weight of one kind or a mixture of two or more kinds of acrylic or methacrylic monomers, mixed or dissolved and polymerized in water in the presence of surfactant and polymerization initiator. And, the aqueous resin composition of the invention not only shows excellent adhesion to polyolefin, but also has adherence to other organic substrates and inorganic substrates.Type: GrantFiled: December 20, 1996Date of Patent: March 17, 1998Assignee: Nippon Paper Industries Co., Ltd.Inventors: Noriyuki Kanetou, Kenichi Fujino, Hiroaki Namba, Taro Abe
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Patent number: 5686509Abstract: An adhesion-reinforcing composition for an epoxy resin adhesive which comprises a copolymer resin particle having been ion-crosslinked with a univalent or divalent metal cation, which particle is comprised of (i) a core ingredient composed of a polymer comprising diene monomer units and optional crosslinking monomer units and having a glass transition temperature not higher than -30.degree. C. and (ii) a shell ingredient composed of a copolymer having a glass transition temperature of at least 70.degree. C. and comprising acrylate or methacrylate monomer units and 0.01-20 wt. parts, per 100 wt. parts of the shell ingredient, of units of a radically polymerizable unsaturated carboxylic acid monomer having a carboxyl group and 3-8 carbon atoms; the core/shell weight ratio being 5/1-1/4. A composition comprising 100 wt. parts of an epoxy resin, 15-60 wt.Type: GrantFiled: November 22, 1995Date of Patent: November 11, 1997Assignee: Nippon Zeon Co., Ltd.Inventors: Akira Nakayama, Toshio Nagase, Tadashi Ashida, Masahiko Ohnishi
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Patent number: 5576360Abstract: A coating composition substantially free of volatile organic compounds and containing a film-forming polymeric binder comprising epoxy crosslinked microgel particles having a particle size less than about 0.15 microns. The microgel particles are produced by first dispersing carboxyl functional addition copolymer dispersant into water followed by dispersing carboxyl functional polyester oligomer and diepoxide resin into the aqueous dispersant, and then esterifying the epoxy resin with the carboxyl functionality on the copolymer and oligomer. In a further variation, the polyester oligomer can contain maleic or fumaric unsaturation and subsequently grafted with in-situ copolymerized ethylenic monomers.Type: GrantFiled: July 14, 1994Date of Patent: November 19, 1996Assignee: The Glidden CompanyInventors: Gary P. Craun, Victor V. Kaminski
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Patent number: 5565507Abstract: An aqueous adhesive composition for bonding reinforcing textiles to rubber products is provided, having an epoxy resin with a functionality of three or greater and a rubber latex functionalized with pendent groups selected from carboxyl, amide and pyridyl groups.Type: GrantFiled: June 28, 1994Date of Patent: October 15, 1996Assignee: Milliken Research CorporationInventors: Francis W. Marco, Dany F. M. Michiels
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Patent number: 5543445Abstract: A coating composition which comprises a dispersion in an aqueous medium of a dispersed vinyl polymer which is stabilized in dispersion by the presence of a stabilizer which is an epoxy resin, which has at least two hydrolyzable silane groups and at least one protonated or quaternised amine group.Type: GrantFiled: December 21, 1994Date of Patent: August 6, 1996Assignee: Imperial Chemical Industries PLCInventors: Eric Nield, Peter D. Palasz
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Patent number: 5532297Abstract: The invention pertains to aqueous dispersed, crosslinked microgel polymers useful as a polymeric binder in protective coatings. The microgel polymeric binder comprises epoxy-acrylic graft copolymer dispersed into water, emulsion copolymerized monoethylenically unsaturated monomer, and emulsion copolymerized divinyl benzene adapted to crosslink in the emulsion copolymerization step with the monoethylenic monomers to produce the crosslinked microgel polymer particles. The microgel polymer is particularly useful as binder for can coatings adapted to be heat cured to form a protective film.Type: GrantFiled: May 26, 1995Date of Patent: July 2, 1996Assignee: The Glidden CompanyInventors: James T. K. Woo, Gary C. Pompignano, Donston E. Awarski, Kevan A. Packard
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Patent number: 5508325Abstract: An aqueous protective coating composition particularly useful for can coatings is based on a polymeric binder comprising epoxy crosslinked microgel particles. The microgel polymer is produced by dispersing into water a carbon grafted, carboxyl functional acrylic-epoxy copolymer, and combined with low molecular weight diepoxide, followed by coreaction and crosslinking between the carboxyl copolymer and diepoxide to form stable aqueous dispersed microgel particles.Type: GrantFiled: January 19, 1995Date of Patent: April 16, 1996Assignee: The Glidden CompanyInventors: Gary P. Craun, David J. Telford, Henry J. DeGraaf
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Patent number: 5480957Abstract: A curing agent for epoxy resins is prepared from an amine and an epoxy, as well as subsequent modification by a polyisocyanate compound, in such a manner that the curing agent is in the form of small spherical particles. The particles can be as small as 0.1 microns. This curing agent can be easily dispersed in curing agent masterbatches and curable compositions with minimal effect on their storage stability. The resulting curable compositions have a wide range of applications, including automobile and electronic adhesives.Type: GrantFiled: February 18, 1993Date of Patent: January 2, 1996Assignee: W. R. Grace & Co.-Conn.Inventors: Souichi Muroi, Hsi-Chuan Tsai
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Patent number: 5389703Abstract: Hybrid polymers of epoxy resins are provided by polymerizing ethylenically unsaturated monomer in the presence of epoxy resin using a combination of oil soluble and water soluble surfactants in separate organic and aqueous phases, respectively, made up prior to combining under polymerizing conditions. The organic phase contains the monomer and epoxy resin and oil soluble surfactant while the aqueous phase contains water and the water soluble surfactant. Initiator systems can be included in the organic phase or added independently to the reaction mixture. The resulting hybrid epoxy polymer exhibits excellent properties when applied as a protective film or adhesive, and aqueous dispersions of the polymer can be compounded with polyfunctional amine curatives and still remain stable for long periods of time, making a convenient one-pack system that can be cured on application, drying and heating at a relatively low temperature.Type: GrantFiled: October 12, 1993Date of Patent: February 14, 1995Assignee: Air Products and Chemicals, Inc.Inventor: Hsueh-Chi Lee
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Patent number: 5330627Abstract: A thermosetting coating composition containingA) one or more binders convertible into liquid or dissolved form at least at the curing temperature and containing acidic groups, basic groups or ionic groups of similar charge,B) one or more binders convertible into liquid or dissolved form at least at the curing temperature and containing basic groups where (A) contains acidic groups, acidic groups where (A) contains basic groups or ionic groups of like charge opposite to the charge of the ionic groups of (A), binder (B) being noninterdiffusible under storage and application conditions, but interdiffusible with binder (A) under hardening conditions, andC) optionally standard solvents, pigments and/or typical paint auxiliaries and/or additives which do not lead to any interdiffusion of the binders A) and B) under storage and application conditions,and a process for the production of coatings by application of the coating composition and subsequent thermal curing.Type: GrantFiled: September 9, 1993Date of Patent: July 19, 1994Assignee: Herberts G.m.b.H.Inventors: Roland Grutter, Reiner Bohmert, Rolf Reinecke
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Patent number: 5296525Abstract: A coating composition particularly adapted for can coatings is prepared by the addition polymerization of a monomer such as styrene in a reaction medium comprising a modified 1,2 epoxy resin. The epoxy resin is modified by combining a portion of its 1,2-epoxy groups with epoxy-reactive groups of an ethylenically unsaturated monomer, and reacting others of its 1,2-epoxy groups with a tertiary amine and with a preformed addition polymer containing carboxyl groups to form an ionic, resinous composition containing sufficient carboxyl groups to render the coating composition self-dispersible in water in neutralized form.Type: GrantFiled: October 22, 1992Date of Patent: March 22, 1994Assignee: The Valspar CorporationInventor: Arthur T. Spencer
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Patent number: 5284912Abstract: A thermosetting resin composition comprising fine particles of an elastomer component homogeneously dispersed in a thermosetting resin is disclosed. The elastomer component comprises a rubbery copolymer prepared from a monomer mixture capable of producing a copolymer having a glass transition point of 25.degree. C. or lower and containing at least one crosslinking monomer having at least two unsaturated bonds in the molecule in the presence of seed polymer particles which are comprised of a polymer having a glass transition point of 25.degree. C. or lower. The possesses excellent impact resistance, mechanical strength, and adhesive strength. It is suitably used as a sealing material of semiconductors, an adhesive for print circuit boards, a molding material, a paint, and a lining material.Type: GrantFiled: April 1, 1993Date of Patent: February 8, 1994Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Hozumi Sato, Yasuhiro Yoshida, Tatuaki Matunaga
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Patent number: 5268452Abstract: Unsaturated polyester resins of the type already having reactive liquid polymers reacted into the backbone of the resins, are cured in the presence of a reactive liquid polymer additive admixed with the prereacted unsaturated polyester resin. Heating of this system during cure causes the reactive liquid polymer additive to miscibilize with the unsaturated polyester resin. The unsaturated polyester resin modified in the manner described above shows a significant enhancement in toughness as measured by fracture energy over unmodified counterparts or counterparts modified by known methods of adduction or admixing alone.Type: GrantFiled: July 22, 1992Date of Patent: December 7, 1993Assignee: The B.F. Goodrich CompanyInventors: Alan R. Siebert, Robert J. Bertsch
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Patent number: 5260354Abstract: An additive for cationic electrodepositable coating compositions is disclosed which improves hiding ability, stability, rheology and oil spot resistance. The additive is present in amounts of between 0.5 to 40 weight percent and is prepared by polymerizing in aqueous medium, under free radically initiated conditions, an aqueous dispersion of a polymerizable, ethylenically unsaturated monomer composition in the presence of a cationic polymeric surface active substance. The coating composition additionally has between 60 to 99.5 weight percent of a cationic salt group containing film forming polymer. Also disclosed is a method for coating which includes electrodepositing the above composition on an electrically conductive cathode.Type: GrantFiled: March 6, 1992Date of Patent: November 9, 1993Assignee: PPG Industries, Inc.Inventors: Alan J. Kaylo, Jerome A. Seiner, Edward E. McEntire, V. Eswarakrishnan
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Patent number: 5216046Abstract: Antistatic polymer blend compositions comprise an ABS graft copolymer, a copolymer of an epihalohydrin and a copolymerizable monomer having an oxirane group, and a surfactant.Type: GrantFiled: February 27, 1992Date of Patent: June 1, 1993Assignee: General Electric CompanyInventor: Stanley J. Kozmiski
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Patent number: 5212241Abstract: A protective paint coating containing a polymeric binder having both hydrophobic and hydrophilic moieties in the polymeric structure comprises an acrylic-graft terpolymer. The terpolymer comprises aliphatic-modified glycidyl acrylate and epoxy resin coreacted with diphenol to form the terpolymer. Ethylenically unsaturated monomers, including carboxyl monomers, are in-situ copolymerized in the presence of the terpolymer to produce the acrylic-graft terpolymer. The aliphatic-modified glycidyl acrylate component of the terpolymer comprise the reaction product of a glycidyl acrylate and an aliphatic ethylenic monomer having a chain of 2 to 20 carbon atoms. The aliphatic chain and the carboxyl functionality provide the self-contained wetting agent properties to the polymeric binder structure.Type: GrantFiled: May 15, 1992Date of Patent: May 18, 1993Assignee: The Glidden CompanyInventors: James T. K. Woo, Gary C. Pompignano, Kevan A. Packard