Polymer Derived From Ethylenic Reactants Only Derived From Heterocyclic Reactant Patents (Class 525/117)
  • Patent number: 4851477
    Abstract: Hybrid star polymers with functional acrylic arms made by group transfer polymerization and crosslinked cores made by condensation reactions with the functional groups on the arms.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: July 25, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Clyde S. Hutchins, Harry J. Spinelli
  • Patent number: 4847328
    Abstract: Hybrid star polymers with functional acrylic arms and crosslinked cores.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: July 11, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Clyde S. Hutchins, Harry J. Spinelli
  • Patent number: 4816500
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains two reactive binder components of about(a) 50-95% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups; andthe composition contains about 0.1-5% by weight, based on the weight of the binder, of a catalyst; and wherein the composition upon curing forms a hard, glossy and tack free finish.
    Type: Grant
    Filed: May 20, 1987
    Date of Patent: March 28, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Patrick H. Corcoran
  • Patent number: 4771089
    Abstract: Miscible blends of solids, non-crosslinked polymers are disclosed. The blends comprise from 2 to 95 parts by weight of a water-insoluble, hydrophobic polymer and, correspondingly from 98 to 5 parts by weight of a hydrophilic polymer. The blends are capable of absorbing at least their own weight in water.
    Type: Grant
    Filed: July 10, 1985
    Date of Patent: September 13, 1988
    Assignee: Minnesota Mining and Manufacturing Co.
    Inventor: Ronald F. Ofstead
  • Patent number: 4769400
    Abstract: The invention relates to a heat-curable binder mixture which comprises an organic synthetic resin A and a crosslinking agent B. Said synthetic resin A can be an epoxy resin, a polyester resin or an acrylate resin having a number average molecular weight of 500 to 20,000 and at least 0.2 equivalent per 100 g of resin of primary and/or secondary amino groups and/or hydroxyl groups, and said crosslinking agent B is an organic compound having at least 2 .beta.-alkoxyalkyl ester groups per molecule.
    Type: Grant
    Filed: July 30, 1986
    Date of Patent: September 6, 1988
    Assignee: BASF Farben + Fasern AG
    Inventors: Michael Geist, Gunther Ott, Georg Schon
  • Patent number: 4767821
    Abstract: The invention relates to a process for the preparation of powder form polymer mixtures consisting of a tetrafluoroethylene polymer and an organic thermoplastic polymer, the tetrafluoroethylene polymer being present in the compositions in a particulate, highly disperse form; the powder form polymer mixtures thereby obtained have special and surprising properties when they are processed in a thermoplastic manner to give plastics articles and when they are added to conventional thermoplastics.
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: August 30, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Horst Peters, Bernd Urbanneck
  • Patent number: 4762866
    Abstract: A two-part aqueous-based adhesive suitable for dry-bonding a polyether urethane foam to a rigid or semi-rigid substrate consists essentially of (a) an aqueous latex of an anionic emulsion polymer having a Tg of 0.degree. C. or below, preferably -5.degree. to -30.degree. C., an effective amount of a diepoxide or polyepoxide curing agent, and optionally, but preferably, an effective amount of a fugitive plasticizer. The polymer consists essentially of about 10-30% ethylene, 40 to 80% of vinyl acetate, 5-35% of a C.sub.4 -C.sub.8 -dialkyl maleate, and 4-10% of an ethylenically unsaturated acid monomer (e.g., acrylic acid). Suitable substrates include styrene board and fiberglass board.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: August 9, 1988
    Assignee: National Starch and Chemical Corporation
    Inventors: Yen-Jer Shih, Arthur B. Pruiksma, Paul R. Mudge
  • Patent number: 4761441
    Abstract: Acid-curable resin compositions are described which comprise a mixture of a furan resin and a minor amount of an acid-curable epoxy resin. The acid-curable resin compositions may contain other components such as catalysts, solid particulate materials, etc. The procedures for curing such acid-curable resin compositions as well as methods for forming shaped, filled bodies such as sand cores and molds also are described. Sand cores and molds produced in accordance with the method of the invention exhibit good compression strength, good chemical resistance and increase resistance to stress cracking.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: August 2, 1988
    Assignee: CL Industries, Inc.
    Inventor: Wayne D. Woodson
  • Patent number: 4746703
    Abstract: This invention relates to a biaxially or multi-axially oriented, heat set film, which has on its surface numerous unevenesses, which comprise indentations around a protrusion. The protrusions comprise crosslinked or hardened organic particles having an average particle size of from 0.01 to 5.0 microns and having a narrow particle size distribution. The film surface has a mean surface roughness value Ra of from 0.005 to 0.10 micron.
    Type: Grant
    Filed: January 8, 1986
    Date of Patent: May 24, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Dallmann, Walter Seifried, Werner Schaefer, Siegfried Janocha, Harmut Hensel
  • Patent number: 4713417
    Abstract: Polymers formed from anhydrides of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another are hydrogen or methyl.The novel polymers are suitable for use as curing agents for polyepoxide compounds.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: December 15, 1987
    Assignee: Ciba-Geigy Corp.
    Inventors: Alfred Renner, Theobald Haug, Bruno Schreiber
  • Patent number: 4696975
    Abstract: A resin composition curable at room temperature and useful, for example, as a coating agent, an adhesive and a sealing agent. The composition consists essentially of (A) a polymer having both carboxyl and tertiary amino groups, the polymer being the reaction product of (a-1) a vinyl polymer having both carboxylic anhydride and carboxyl groups with (a-2) a compound having both at least one group containing an active hydrogen capable of reacting with the carboxylic anhydride group in the polymer (a-1) and at least one tertiary amino group, and (B) a polyepoxy compound.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: September 29, 1987
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Masataka Ooka, Yaeko Okuda, Motoyasu Kunugiza
  • Patent number: 4680228
    Abstract: An aqueous composition comprising an alkaline rubbery vinyl pyridine latex, a water dispersible or soluble epoxide and a polyfunctional amine can be used to treat a polyamide reinforcing element, e.g. a poly(p-phenylene terephthalamide) cord, to increase the adhesion of the cord to rubber. Further improvements in adhesion can be obtained if the cord before treatment with the aqueous composition is exposed to a cold gas plasma of air, N.sub.2, He, Ne or Ar or mixture thereof at up to about 300 watts of power for a few seconds to several minutes to improve its adhesion to rubber.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: July 14, 1987
    Assignee: GenCorp Inc.
    Inventor: Satish C. Sharma
  • Patent number: 4657781
    Abstract: A crosslinking process wherein at a temperature of about 10.degree. to 160.degree. C., under a pressure of about 1 to 300 bars and for at least about 0.5 hour, a polymer, containing from about 42 to 99% by weight of units derived from ethylene and, where appropriate, also from an .alpha.-olefin, from about 1 to 8% by weight of units derived from maleic anhydride and from 0 to about 50% by weight of units derived from at least one additional monomer selected from an ester of an unsaturated carboxylic acid with an alcohol containing from 1 to 12 carbon atoms, is reacted with at least one polyepoxide compound, preferably present in an amount of from about 1 to 10 parts by weight, based on 100 parts by weight of the polymer, in the presence of at least one catalyst suitable for reacting the anhydride functions with the epoxide functions. The catalyst is preferably present in an amount from about 0.02 to 2 parts by weight, based on 100 parts by weight of the polymer.
    Type: Grant
    Filed: July 10, 1986
    Date of Patent: April 14, 1987
    Assignee: Societe Chimique des Charbonnages S.A.
    Inventors: Adrien Nicco, Jerome Hubert, Jacques Druz, Morand Lambla
  • Patent number: 4634736
    Abstract: A process for the production of a vinyl polymer containing a tertiary amino group, which comprises subjecting (a-1) a vinyl polymer containing a carboxylic anhydride group obtained by copolymerizing maleic anhydride, itaconic anhydride or mixtures thereof with at least one copolymerizable monomer and (a-2) a compound containing both one primary amino group and one tertiary amino group for each molecule to a ring-opening reaction, and dehydrocyclizing the adduct to form an imide ring containing polymer. A curable resin composition comprising the resulting polymer and a polyepoxy compound as essential ingredients.
    Type: Grant
    Filed: January 29, 1986
    Date of Patent: January 6, 1987
    Inventors: Masataka Ooka, Shinichi Kuwamura, Yoichi Murakami
  • Patent number: 4632960
    Abstract: A resin composition comprising 100 parts by weight of a thermosetting resin and 1 to 100 parts by weight of a functional, rubbery copolymer containing among the monomer units which constitute the copolymer, at least one monomer containing a substituent selected from the group consisting of epoxy, hydroxyl, carboxyl and amino groups, said copolymer being prepared by one of three emulsion polymerization processes in which a nonionic surface active agent and/or ionic surface active agent is employed as the emulsifying agent.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: December 30, 1986
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Hozumi Sato, Tatsuaki Matsunaga, Shin-ichiro Iwanaga, Hiroji Enyo, Yoshiaki Kawamura, Yasuhiko Takemura
  • Patent number: 4623578
    Abstract: The invention discloses a polyfunctional imide-containing phenolic imide which is the reaction product of a polyanhydride having at least three anhydride groups and aromatic compound having a single aromatic primary amine group. A varnish is prepared by the addition of an epoxy crosslinking agent to the imide. Fibrous substrates can be impregnated with the varnish and partially cured to prepare prepregs, and stacks of prepregs can then be heated and pressed to prepare laminates or printed circuit boards.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: November 18, 1986
    Assignee: Westinghouse Electric Corp.
    Inventors: Joseph R. Marchetti, Zal N. Sanjana, Edward Elikan
  • Patent number: 4616066
    Abstract: A vinyl or acrylic polymer-modified epoxy resin comprising a reaction product of(A) an epoxy group-containing vinyl or acrylic polymer,(B) a bisphenol compound, and(C) a diglycidyl ether of a bisphenol compound.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: October 7, 1986
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Akira Tominaga
  • Patent number: 4612349
    Abstract: A crosslinking process wherein at a temperature of about 10.degree. to 160.degree. C., under a pressure of about 1 to 300 bars and for at least about 0.5 hour, a polymer, containing from about 42 to 99% by weight of units derived from ethylene and, where appropriate, also from an .alpha.-olefin, from about 1 to 8% by weight of units derived from maleic anhydride and from 0 to about 50% by weight of units derived from at least one additional monomer selected from an ester of an unsaturated carboxylic acid with an alcohol containing from 1 to 12 carbon atoms, is reacted with at least one polyepoxide compound, preferably present in an amount of from about 1 to 10 parts by weight, based on 100 parts by weight of the polymer, in the presence of at least one catalyst suitable for reacting the anhydride functions with the epoxide functions. The catalyst is preferably present in an amount from about 0.02 to 2 parts by weight, based on 100 parts by weight of the polymer.
    Type: Grant
    Filed: October 29, 1984
    Date of Patent: September 16, 1986
    Assignee: Societe Chimique des Charbonnages S.A.
    Inventors: Adrien Nicco, Jerome Hubert, Jacques Druz, Morand Lambla
  • Patent number: 4548963
    Abstract: Acrylic polymers prepared from hydroxy alkyl esters of acrylic or methacrylic acid, glycidic monomer and ethylenically unsaturated monomer, as well as enamels based on mixtures of such polymers and diglycidyl esters of dibasic acids.
    Type: Grant
    Filed: August 3, 1984
    Date of Patent: October 22, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Stephen L. Cluff, Clifford H. Strolle, Robert D. Breazeale
  • Patent number: 4543406
    Abstract: A cathode-precipitating electrodeposition coating having excellent low-temperature curability, said composition consisting essentially of(A) 100 parts by weight of a high molecular compound having a molecular weight of 500 to 10,000 and containing carbon-carbon double bonds with an iodine value of 50 to 500 and 30 to 300 millimoles of amino groups per 100 g,(B) 10 to 200 parts by weight of a product of reaction of a diglycidyl compound represented by the general formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.
    Type: Grant
    Filed: October 15, 1984
    Date of Patent: September 24, 1985
    Assignees: Nippon Paint Co., Ltd., Nippon Oil Company, Ltd.
    Inventors: Yutaka Otsuki, Hiroyoshi Omika, Akio Oshima, Yoshihiko Araki, Yasuyuki Tsuchiya
  • Patent number: 4522962
    Abstract: Emulsion polymers produced by polymerizing ethylenically unsaturated monomers in an aqueous medium can be substantially improved by incorporating into the monomer mixture a minor amount of blend of epoxy resin and glycidyl acrylate. The epoxy modified emulsion polymers are particularly useful as ambient or low temperature thermosetting latices for film-forming coatings.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: June 11, 1985
    Assignee: SCM Corporation
    Inventors: Kirk J. Abbey, James R. Erickson
  • Patent number: 4511682
    Abstract: Stable, water-dispersible block copolymer coating compositions are produced from water-indispersible organic polymers having a plurality of hydroxyl groups and water-dispersible organic polymer having a plurality of carboxylic acid anhydride groups by controlled esterification.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: April 16, 1985
    Assignee: Union Carbide Corporation
    Inventors: Walter P. Mayer, Richard J. Burns
  • Patent number: 4507411
    Abstract: A composition suitable for forming surface coatings, laminates or composite materials formed by bringing together:(a) a first polymer containing carboxylic acid, anhydride or acid chloride groups,(b) an amine or alcohol or a derivative thereof which is a tertiary amine, a ketimine, an acetal or an oxazolidine and(c) a second polymer capable of cross-linking with the first polymer in the presence of the amine or alcohol.The components may be initially in two packs and either mixed prior to application or sprayed onto the surface simultaneously from separate nozzles.The surface coatings are particularly suitable for coating surfaces which are otherwise difficult to coat and protect and may be applied to wet or rusted surfaces without surface preparation.
    Type: Grant
    Filed: September 24, 1981
    Date of Patent: March 26, 1985
    Assignee: The British Petroleum Company Limited
    Inventors: Kevin R. Gordon, Jeffrey R. Kelsey, Ivan C. Stannard
  • Patent number: 4503174
    Abstract: A low temperature curing coating composition containing 10-80% by weight of binder and 20-90% by weight of an organic solvent in which the binder is(1) an acrylic polymer containing monomers having reactive groups such as acrylamide, methacrylamide, methacrylic acid, acrylic acid and glycidyl methacrylate,(2) an epoxy resin,(3) a polyamine curing agent,(4) phenol and(5) a bicyclic amindine;The composition is used as a primer or topcoating for metal substrates and curings at temperatures of 0.degree. C. to ambient temperatures and provides a primer that has excellent adhesion to the substrate and provides a durable, corrosion resistant finish.
    Type: Grant
    Filed: September 6, 1983
    Date of Patent: March 5, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Joseph A. Vasta
  • Patent number: 4480056
    Abstract: An antifouling compound is formed of the esterification product of tributin oxide combined with the copolymer of styrene and maleic anhydride. An antifouling coating formulation is prepared by combining the esterification product with a selected blend of Bisphenol-A and novolac epoxies, fillers, pigment, solvent containing a ketone portion, and an amido amine based accelerator.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: October 30, 1984
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Albert R. Parks
  • Patent number: 4468497
    Abstract: A novel bis-imide matrix resin system especially useful for high temperature, high performance, graphite fiber composites is disclosed. Microcracking of composites is reduced and transverse strength is increased by the addition to the resin system of 1 to 15 percent of compatible elastomers, such as polyether sulfones, bis-phenol linear homopolymeric epoxies or polyacrylic esters. The resin system comprises 50 to 95 percent by weight of ethylenically unsaturated bis-imides, preferably a low melting mixture of a major portion of maleimides of aromatic amines with a minor portion of maleimides of an aliphatic amine and 5 percent to 35 percent by weight of a diunsaturated low-temperature cross-linking agent such as divinyl benzene which gels the bis-imide at low temperatures. Room temperature tackiness, heat resistance and cross-link density are improved by the presence of 1 to 10 percent of a trifunctional curing agent.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: August 28, 1984
    Assignee: Hitco
    Inventors: Sidney W. Street, Don A. Beckley
  • Patent number: 4467072
    Abstract: A water soluble addition copolymer is formed by reaction admixing a monomer having a pendant vinyl group attached to at least one ring structure selected from the group consisting of nitrogen containing heterocyclic ring structures and aromatic ring structures and their mixtures, and a monomer selected from the group consisting of maleic anhydride, fumaronitrile, tetracyanoethylene, maleimide and their mixtures, where such addition copolymer can be used alone, as curable a insulating coating composition, or can be added to a resin, to form a curable resinous insulating coating composition.
    Type: Grant
    Filed: May 3, 1982
    Date of Patent: August 21, 1984
    Assignee: Westinghouse Electric Corp.
    Inventor: James D. B. Smith
  • Patent number: 4460746
    Abstract: The invention relates to a process for flexibilizing epoxide resins by the addition of polymers which contain carboxyl groups by adding to the epoxide resins before they are cured, copolymers which are obtained by the conventional polymerization of:(a.sub.1) 40 to 87 weight percent of one or several alkyl esters of acrylic and/or methacrylic acid with 1 to 8 carbon atoms in the alkyl radical,(a.sub.2) 10 to 40 weight percent of vinyl acetate and/or acrylonitrile,(a.sub.3) 1 to 20 weight percent of acrylic, methacrylic and/or itaconic acid,(a.sub.4) 1 to 5 weight percent of glycidyl acrylate and/or glycidyl methacrylate, and(a.sub.5) 0 to 35 weight percent of acrylic and/or vinyl monomers, which are different from the monomers a.sub.1 to a.sub.
    Type: Grant
    Filed: December 10, 1981
    Date of Patent: July 17, 1984
    Assignee: Th. Goldschmidt Ag
    Inventors: Jurgen Fock, Dietmar Schedlitzki, Holger Wacker
  • Patent number: 4454283
    Abstract: A novel bis-imide matrix resin system comprising 50 to 95 percent by weight of ethylenically unsaturated bis-imides, preferably a low melting mixture of a major portion of maleimides of aromatic amines such as toluene diamine and methylene dianiline with a minor portion of maleimide of an aliphatic amine such as trimethyl hexamethylene diamine and 5 percent to 35 percent by weight of a diunsaturated low-temperature cross-linking agent such as divinyl benzene which gels the bis-imide at low temperatures. This reduces stress between the matrix resin and the surface of the reinforcing fiber, thus reducing the tendency to form microcracks. Room temperature stability is improved by the presence of 0.5 to 5 percent of an oxidation inhibitor such as hydroquinone. The resin is useful as a matrix resin for high performance, graphite fiber reinforced composites.CROSS REFERENCE TO RELATED APPLICATIONThis application is a continuation of Ser. No. 248,978, filed Mar. 30, 1981, now U.S. Pat. No.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: June 12, 1984
    Assignee: HITCO
    Inventors: Sidney W. Street, Don A. Beckely
  • Patent number: 4436869
    Abstract: A process for the preparation of moldings, in particular resilient elements, which by virtue of a densified surface zone with substantially closed cells, have only a low water absorption, wherein a mixture comprising:(a) 100 parts by weight of an NCO-containing prepolymer, having an NCO content of from 3 to 6% by weight and based on organic diisocyanates and substantially linear polyester-polyols or polytetramethylene ether glycol,(b) from 0.5 to 1.6 parts by weight of water,(c) one or more catalysts, preferably a tertiary amine, in an amount of from 0.01 to 2.0 parts by weight and(d) assistants, with or without additives, is reacted in a closed mold, while undergoing densification, the surface temperature of the inner wall of the mold being from 50.degree. to 70.degree. C.
    Type: Grant
    Filed: March 30, 1982
    Date of Patent: March 13, 1984
    Assignee: Elastogran GmbH
    Inventors: Otmar Zipp, Heinz Bollmann, Herbert Stutz, Wolfgang Scholz
  • Patent number: 4433111
    Abstract: Polymeric materials suitable for biomedical applications, particularly in making contact lenses, are formed by copolymerization and crosslinking of: (1) an amide of an unsaturated carboxylic acid such as acrylamide or methacrylamide; (2) an N-vinyl lactam such as N-vinyl pyrrolidone; (3) an ester of an unsaturated carboxylic acid such as a hydroxy-substituted ester of acrylic or methacrylic acid; (4) an unsaturated carboxylic acid such as acrylic or methacrylic acid; and (5) a hydrophobic monomer component comprising: (a) a fluorine-containing polymerizable monomer having a fluoroaliphatic side chain, such as fluoroalkyl acrylate or methacrylate, and (b) a non-fluorine-containing polymerizable hydrophobic vinyl monomer such as styrene; crosslinking with a crosslinking agent either being carried out during copolymerization or subsequently.
    Type: Grant
    Filed: October 8, 1981
    Date of Patent: February 21, 1984
    Assignee: Kelvin Lenses Limited
    Inventors: Brian J. Tighe, Howard J. Gee
  • Patent number: 4404299
    Abstract: A composition for the manufacture of hot-melt adhesives, in which the improvement comprises a terpolymer of ethylene having a melt index between 5 and 500 dg/minute and comprising from 1 to 10 mol % of units derived from an ester selected from alkyl acrylates and methacrylates, the alkyl group having from 1 to 6 carbon atoms, and from 0.3 to 3 mol % of units derived from maleic anhydride. The composition also contains at least one tackifying resin and may contain at least one compound selected from paraffin, microcrystalline polymeric wax, and esters of a hydrogenated rosinic acid and of a lower alcohol.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: September 13, 1983
    Assignee: Societe Chimique des Charbonnages-CDF CHIMIE
    Inventor: Jean-Claude Decroix
  • Patent number: 4400313
    Abstract: An improvement in the process of encapsulating waste materials in aqueous liquid or finely divided, dry solid form, in liquid thermosettable resins of the group consisting of vinyl ester resins, unsaturated polyester resins, and mixtures thereof, which comprises increasing the amount of waste material incorporated in a given amount of resin by adding thereto a water-soluble polymeric substance containing a carbon chain having a plurality of --COOH groups or derivatives thereof.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: August 23, 1983
    Assignee: The Dow Chemical Company
    Inventors: Keith Roberson, Harold E. Filter
  • Patent number: 4390664
    Abstract: A curable epoxy resin composition of substantially improved curing time and high temperature properties comprising a polyepoxide of the formula: ##STR1## wherein R is H or an alkyl of up to about 18 carbon atoms, X is H or halogen, Y is an alkyl of up to about 18 carbon atoms or methoxy, Z' is H or CH.sub.3, m is an integer of not less than 1, n is an integer of up to 2, and from about 25 to about 120 parts by weight, per 100 parts by weight of the polyepoxide, of an epoxy resin hardener.
    Type: Grant
    Filed: December 30, 1981
    Date of Patent: June 28, 1983
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventor: Kaoru Kanayama
  • Patent number: 4388451
    Abstract: A copolymer formed by reacting maleic anhydride or a maleimide or a mixture of these with an allylphenol, a methallylphenol, or substituted allyl or methallylphenol. The anhydride polymers are characterized as having a 1:1 molar ratio of maleic anhydride to phenol or substituted phenol. The maleic anhydride copolymers are water soluble materials, useful as epoxy resin modifiers and curatives, as ion exchange resins or membranes, laminates, and detergent additives and builders. The maleimide containing copolymers are also useful as epoxy resin modifiers and useful in the production of laminates, composites and coatings.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: June 14, 1983
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Larry K. Post, Ann E. Aulabaugh
  • Patent number: 4388446
    Abstract: Thermoplastic compositions comprising, in intimate admixture, 10 to 90 weight percent of polyethylene terephthalate and from 90 to 10 percent of a copolymer of a vinyl aromatic compound and an .alpha.,.beta.-unsaturated cyclic imide. These compositions display desirable thermal properties, particularly elevated heat deflection temperatures.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: June 14, 1983
    Assignee: Ethyl Corporation
    Inventors: Edwin D. Hornbaker, Jesse D. Jones
  • Patent number: 4376844
    Abstract: Resin-forming polyepoxides are mixed with polyoxazolidinyl compounds or polymers containing pendant oxazolidinyl groups in which the carbon atom in the 2-position of the heterocyclic ring is substituted with saturated hydrocarbon groups, such as dialkyl, or with an alkylene group forming a saturated ring with the carbon atom in the 2-position of the oxazolidinyl ring to form, in the absence of water, a stable composition which can be stored in closed containers for months without undergoing gelation. When such compositions are spread into films and the films exposed to moisture at ambient temperature, e.g., to ambient air having a relative humidity of at least 20% and temperature of about 15.degree. to 25.degree. C., the polymer serves to react with and cure the polyepoxide.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: March 15, 1983
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Wayne E. Feely
  • Patent number: 4374235
    Abstract: A novel polymer comprising the reaction product of a first vinyl monomer and a second vinyl monomer which is an alkenyl succinic anhydride having the formula: ##STR1## These polymers are useful as epoxy curatives, boiler scale removers, detergent builders, thickeners and coatings.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: February 15, 1983
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Larry K. Post, Ann E. Aulabaugh
  • Patent number: 4351932
    Abstract: A novel bis-imide matrix resin system comprising 50 to 95 percent by weight of ethylenically unsaturated bis-imides, preferably a low melting mixture of a major portion of maleimides of aromatic amines with a minor portion of maleimide of an aliphatic amine and 5 percent to 35 percent by weight of a diunsaturated low-temperature cross-linking agent such as divinyl benzene which gels the bis-imide at low temperatures. This reduces stress between the matrix resin and the surface of the reinforcing fiber, thus reducing the tendency to form microcracks. Microcracking is further reduced and transverse strength is increased by the addition of 0 to 15% of compatible elastomers to the resin and cross-linking agent. Room temperature tackiness, heat resistance and cross-link density are improved by the presence of 0 to 10% of a trifunctional curing agent.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: September 28, 1982
    Assignee: Hitco
    Inventors: Sidney W. Street, Don A. Beckley
  • Patent number: 4349651
    Abstract: A water soluble addition copolymer is formed by reaction admixing a monomer having a pendant vinyl group attached to at least one ring structure selected from the group consisting of nitrogen containing heterocyclic ring structures and aromatic ring structures and their mixtures, and a monomer selected from the group consisting of maleic anhydride, fumaronitrile, tetracyanoethylene, maleimide and their mixtures, where such addition copolymer can be used alone, as curable an insulating coating composition, or can be added to a resin, to form a curable resinous insulating coating composition.
    Type: Grant
    Filed: August 1, 1980
    Date of Patent: September 14, 1982
    Assignee: Westinghouse Electric Corp.
    Inventor: James D. B. Smith
  • Patent number: 4346144
    Abstract: A thermosetting acrylic powder coating composition contains an acrylic copolymer of a monoethylenically unsaturated monomer having at least one epoxy group and at least one monoethylenically unsaturated monomer which is free of epoxy groups, a carboxy-terminated primary crosslinking agent, a supplementary crosslinking agent having at least one functional group which can react with either hydroxyl groups or carboxylic acid groups, and at least one ultraviolet light stabilizer or ultraviolet light screener capable of preventing degradation of the coating by ultraviolet light. An acrylic copolymer of methyl methacrylate, n-butyl methacrylate, and glycidyl methacrylate is favored. Preferably, the composition contains a combination of ultraviolet light stabilizer and ultraviolet light screener, is nonpigmented, and provides a clear, glossy, and durable film useful as the clear coat of a clear coat/color coat automobile finish.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: August 24, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James M. Craven
  • Patent number: 4322459
    Abstract: The invention is directed to resins which are the reaction product of an amino or mercapto substituted azole and a polyepoxide wherein the ratio of equivalents of the azole to the polyepoxide is from about 0.5:1.0 to about 1.5:1.0, preferably from about 0.9:1.0 to about 1.1:1.0. The resins can be acid or base solulized depending on whether amino or mercapto substituted azoles were used in their preparation. The invention is also directed to storage stable compositions which cure at relatively low temperatures in short periods of time comprising specified amounts of the resin containing azole-functionality, polyepoxides, organic solvents, and optionally pigments and additives.
    Type: Grant
    Filed: November 21, 1980
    Date of Patent: March 30, 1982
    Assignee: PPG Industries, Inc.
    Inventors: Nicholas T. Castellucci, John S. Ostrowski, John F. Grunewalder
  • Patent number: 4316002
    Abstract: Novel thermosetting compositions, including a polyimide/N-vinylpyrrolidone prepolymer, optionally comprising an unsaturated polyester, and an epoxy resin, are well adapted for the molding of a variety of useful shaped articles.
    Type: Grant
    Filed: October 23, 1979
    Date of Patent: February 16, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Robert Cassat, Gerard Guillot
  • Patent number: 4308356
    Abstract: Resin-forming polyepoxides are mixed with polyoxazolidinyl compounds or polymers containing pendant oxazolidinyl groups in which the carbon atom in the 2-position of the heterocyclic ring is substituted with saturated hydrocarbon groups, such as dialkyl, or with an alkylene group forming a saturated ring with the carbon atom in the 2-position of the oxazolidinyl ring to form, in the absence of water, a stable composition which can be stored in closed containers for months without undergoing gelation. When such compositions are spread into films and the films exposed to moisture at ambient temperature, e.g., to ambient air having a relative humidity of at least 20% and temperature of about 15.degree. to 25.degree. C., the polymer serves to react with and cure the polyepoxide.
    Type: Grant
    Filed: January 30, 1980
    Date of Patent: December 29, 1981
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Wayne E. Feely
  • Patent number: 4305994
    Abstract: In a process for forming a multilayer coated film which comprises coating a multilayer coat-forming paint on the surface of a substrate to form a multilayer coated film thereon, the improvement wherein prior to the coating, the surface of the substrate is treated with a solution containing at least one onium compound selected from compounds of formulae (I) and (II) below ##STR1## wherein Y represents a nitrogen, phosphorus or arsenic atom, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are identical or different and each represents a hydrogen atom or an organic group having not more than 8 carbon atoms, and X.sub..crclbar. represents an anion.
    Type: Grant
    Filed: August 12, 1980
    Date of Patent: December 15, 1981
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Heihachi Murase
  • Patent number: 4303760
    Abstract: An adhesive particularly suitable for use with polyvinyl fluoride sheets consisting predominantly of a copolymer of two vinyl compounds, compound (1) containing an aziridinyl group and the other vinyl compound (2) being capable of copolymerizing with the first named compound. The vinyl compound (1) has the following formula: ##STR1## where R.sub.1 is H or CH.sub.3, and R.sub.2 is an alkylene group containing from 1 to 8 carbon atoms. The adhesive may further contain an epoxy resin.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: December 1, 1981
    Assignee: Sony Corporation
    Inventors: Makoto Nishimura, Yoshio Omori, Yoshio Fujiwara
  • Patent number: 4267236
    Abstract: A mixed resin system is disclosed which, when cured by a crosslinking agent which is a polyfunctional amine or amide, yields a tough, flexible product having excellent chemical resistance and high temperature resistance as well as the ability to adhere well to virtually any substrate incuding metals and Portland cement or concretes based thereon. The resin system is a mixture of furfuryl alcohol homopolymer and epoxy resin in various weight ratios dependent upon the physical properties desired.
    Type: Grant
    Filed: August 9, 1979
    Date of Patent: May 12, 1981
    Inventor: Ignatius Metil
  • Patent number: 4255299
    Abstract: A polymer containing perfluoroalkyl group in its side chain which is an addition reaction product of a polymer having the following general formula: ##STR1## wherein R is phenyl group or alkoxyl group having 1 to 12 carbon atoms, R.sup.1 is alkyl group having 1 to 12 carbon atoms, and n is an integer of 10 to 2,000, with an epoxy compound selected from the group consisting of ##STR2## wherein R.sub.f is perfluoroalkyl group having 3 to 20 carbon atoms and R.sup.2 is alkyl group having 1 to 12 carbon atoms, the addition reaction product containing 0.1 to 50% by mole of the group derived from the epoxy compound having the formulae (IIa) to (IIc) per 1 mole of the recurring unit of the polymer having the formula (I). The polymer is good in compatibility with film-forming resins and solvents and improves the leveling property of a coating composition when incorporated thereinto and the surface smoothness of the film obtained from the composition.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: March 10, 1981
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Shigeo Daimon, Kazuo Okamura
  • Patent number: 4246368
    Abstract: A powder coating composition for forming multi layer coatings comprising:(1) at least one of finely divided thermosetting addition copolymers having a glass transition temperature of 35.degree. to 75.degree. C. and comprising as comonomers a wt. % of a hardness imparting monomer and b wt. % of a softness imparting monomer based on the copolymer wherein a+b.ltoreq.60, b.ltoreq.a and b.ltoreq.20, and(2) at least one of finely divided thermosetting resinous materials having incompatibility or low compatibility with the copolymer and a substantially greater surface tension than the copolymer when melted at the same temperature and substantially differing from the copolymer in composite parameter.
    Type: Grant
    Filed: May 5, 1978
    Date of Patent: January 20, 1981
    Assignee: Kansai Paint Company, Limited
    Inventor: Heihachi Murase
  • Patent number: RE32261
    Abstract: Solid copolymers are produced by copolymerizing a mixture of: (A) at least 30% by weight of a monomer having the formula: ##STR1## wherein R.sub.1 is H or CH.sub.3 and R.sub.2 is an alkyl radical containing from 1 to 14 carbon atoms; (B) from 3 to 20% by weight of an ethylenic .alpha.,.beta. unsaturated carboxylic acid or anhydride thereof, or from 3 to 40% by weight of glycidyl acrylate or glycidyl methacrylate; and (C) from 0 to 67% by weight of a monomer copolymerizable with said monomers (A) and (B). Preferably, the mixture is first bulk-polymerized until conversion to the copolymer is from 10 to 80% by weight and the polymerization is completed by suspension-polymerization. Thermosetting solid coating compositions are produced by mixing a major proportion of a solid copolymer so produced with a minor proportion of a cross-linking compound or with an epoxy resin containing at least 2 epoxy radicals in the molecule in presence of a tertiary amine curing accelerator.
    Type: Grant
    Filed: March 19, 1979
    Date of Patent: October 7, 1986
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Kuniomi Hirota, Akio Masumoto, Hiroshi Ozawa, Nobuki Kobayashi, Teruo Honda