With Nitrogen-containing Reactant, Or Wherein The Poly 1,2-epoxy Reactant Contains A Nitrogen Atom Patents (Class 525/113)
  • Patent number: 5268435
    Abstract: A polyol resin substantially free of epoxy groups is useful as a coating material and is prepared by(i) reacting a bisphenol epoxy resin with a compound having one active hydrogen per molecule and optionally a bisphenol to form a polyol resin having secondary hydroxyl groups, and(ii) esterifying part of the secondary hydroxyl groups with a lactone or a monocarboxylic acid (ester) to form a polyol resin with graft-polymerized polyester moieties.
    Type: Grant
    Filed: June 12, 1991
    Date of Patent: December 7, 1993
    Assignees: Mitsui Petrochemical Industries, Ltd., Ricoh Company, Ltd.
    Inventors: Hideo Nakamura, Masaru Wakizaka, Yohzoh Yamamoto
  • Patent number: 5260130
    Abstract: A coverlay film, which is used for protection of a flexible printed circuit board, is provided by the invention as being imparted with improved adhesiveness, heat-resistance against molten solder alloy, punching workability and other properties. The inventive coverlay film is characterized by the novel and unique formulation of the adhesive to form an adhesive layer on one surface of a substrate plastic, e.g., polyimide, film. The adhesive is formulated with an epoxy resin, carboxylated nitrile rubber, curing agent for the epoxy resin, curing accelerator and fine inorganic powder each of a specified type and in a specified weight proportion.
    Type: Grant
    Filed: March 26, 1992
    Date of Patent: November 9, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Mitoshi Sakaguchi, Hiroyuki Iwata, Makoto Fujiwara, Yoshitsugu Eguchi
  • Patent number: 5258460
    Abstract: Polymeric reaction products useful as additions to electrocoating baths are obtainable fromA. a polyoxyalkylene which has an average molecular weight M.sub.n of from 140 to 10,000 and contains on average from 1.5 to 3.0 primary and/or secondary amino groups andB. a polymer which is based on a conjugated diene, has an average molecular weight M.sub.n of from 250 to 50,000, contains on average from 1.5 to 3.0 epoxy groups per molecule and is obtainable by reacting a hydroxyl- or carboxyl-containing polymer with a glycidyl compound.
    Type: Grant
    Filed: March 25, 1992
    Date of Patent: November 2, 1993
    Assignee: BASF Lacke+ Farben Aktiengesellschaft
    Inventors: Dieter Faul, Gerhard Hoffmann, Klaus Huemke, Ulrich Heimann, John A. Gilbert
  • Patent number: 5248400
    Abstract: Thermosetting powder coating compositions and their method of application to substrates primed with an electrodeposited coating are disclosed. The powder coating composition comprises a solid particulated mixture of a polyepoxide and an elastomer-modified phenolic compound which is a reaction product of an epoxy resin, a functionalized elastomer and a phenolic compound. The use of the elastomer-modified phenolic composition permits the preparation of low viscosity, stable powder coating formulations for chip-resistant coatings.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: September 28, 1993
    Assignee: PPG Industries, Inc.
    Inventors: James R. Franks, Paul H. Pettit, Jr.
  • Patent number: 5231133
    Abstract: A thermoplastic polymer which is the reaction product of(A) at least one copolymer selected from the group consisting of ethylene/unsaturated carboxylic acid copolymers and ionically crosslinked products thereof wherein the ion is a zinc, cobalt, nickel, copper, lead or magnesium ion,(B) a polyamine compound having at least two primary and/or secondary amino groups, and(C) a polyepoxy resin in a proportion corresponding to not more than one epoxy group for one amino group of the polyamine compound; and a process for its production.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: July 27, 1993
    Assignee: Dupont Mitsui Polychemicals Co., Ltd.
    Inventors: Eisaku Hirasawa, Hirohide Hamazaki
  • Patent number: 5229458
    Abstract: Powder coating compositions are provided including a thermosetting or thermoplastic particulate resinous material and as a flow modifier, a copolymer of maleic anhydride or a substituted maleic anhydride and a copolymerizable material selected from among cycloalkenes and aliphatic olefins, with said copolymer optionally chemically modified with a primary amine or alcohol. Such flow modifiers can provide the cured coating with recoat adhesion and crater control.
    Type: Grant
    Filed: October 21, 1991
    Date of Patent: July 20, 1993
    Assignee: PPG Industries, Inc.
    Inventors: Karl F. Schimmel, Paul H. Pettit, Jr.
  • Patent number: 5225486
    Abstract: Epoxy resins containing epoxidized polybutenes and a process for preparing them are disclosed. The cured epoxy resin containing epoxidized polybutene is useful as a coating or a composite and demonstrates improved flexibility and ductility and improved chemical and water resistance with no loss in heat deflection temperature.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Amoco Corporation
    Inventors: Joanna K. Money, Lawrence J. Beck
  • Patent number: 5219939
    Abstract: The present invention relates to powder coating compositions which are solid below 3O.degree. C. and contain a mixture ofA) a copolymer component which is solid below 3O.degree. C. and contains at least one copolymer containing both cyclic carboxylic anhydride groups and hydroxyl groups,B) a polyepoxide component which contains at least one polyepoxide containing at least two epoxide groups per molecule.
    Type: Grant
    Filed: August 21, 1991
    Date of Patent: June 15, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Wamprecht, Hans-Joachim Kreuder
  • Patent number: 5212216
    Abstract: A cationic electrodeposition paint composition suitable for a wheel of an automotive vehicle. The paint composition contains an amine-modified epoxy resin and a blocked isocyanate as main components. The paint composition further contains a nonionic emulsified and dispersed type acrylic resin within a range from 6 to 30% by weight in resinous solid content relative to the total resin content of the paint composition, a colloidal silica-containing gelled particulate within a range from 10 to 30 PHR in solid content in paint composition, and an alkyltin ester compound of an aliphatic carboxylic acid within a range from 0.1 to 10 PHR in solid content in the paint composition, thereby improving corrosion resistance of an edge portion of the wheel and a weatherability of a paint film coated on the surface of the steel plate of the wheel.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: May 18, 1993
    Assignee: Nissan Motor Co., Ltd.
    Inventors: Tsutomu Hattori, Hirofumi Masui, Katsuo Iizuka, Satoru Nishigaki, Mitsuyoshi Kitano, Yasuyuki Hirata
  • Patent number: 5208290
    Abstract: A process for preparing a crosslinked epoxy resin composition which comprises contacting, at ambient temperature, in the absence of a bicyclic amidine:a) 5-80% by weight, based on the total weight of the composition, of a chlorosulfonated olefin polymer having a chlorine content of about 20-60% by weight and a sulfur content of about 0.5-10% by weight; withb) 5-90% by weight, based on the total weight of the composition, of a polyamine wherein the equivalent ratio of the polyamine to sulfur in the chlorosulfonated olefin polymer is greater than 1:1 and the polyamine has an equivalent weight up to 5,000; and withc) at least 5% by weight, based on the total weight of the composition, of an epoxy resin prepolymer.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: May 4, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Edward G. Brugel
  • Patent number: 5206296
    Abstract: The invention deals with a processing aid for polymeric compositions. The processing aid is a terpolymer comprising 10-49% by weight of a vinyl aromatic monomer like styrene, 5-35% by weight of an acrylic nitrile, like acrylonitrile and 21-60% by weight of an alkylacrylate or alkylmethacrylate with a viscosity number of more than four as measured in dimethylformamide at 30.degree. C. at a concentration of 100 mg terpolymer per 100 ml dimethylformamide.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: April 27, 1993
    Assignee: General Electric Company
    Inventors: Jacky P. Dominique, Marc Loibl
  • Patent number: 5198516
    Abstract: Novel thermally stable bisimido/allylaniline polymers and prepolymers, well adopted for the production of prepregs and reinforced and impregnated composite shaped articles, comprise the copolymerizates of (a) at least one N,N'-bisimide, with (b) at least one hindered p-allylaniline, optionally in the presence of (c) an organic peroxide, azobisisobutyronitrile or an imidazole, (d) a vinylpyridine, N-vinylpyrrolidone, allyl isocyanurate, vinyltetrahydrofuran, or mixture thereof, (e) at least one diprimary diamine, and/or (f) an unhalogenated or chlorinated/brominated epoxy resin or N,N'-alkylenebistetrahalophthalimide, or particular (meth)acrylate or alkenylphenol.
    Type: Grant
    Filed: July 16, 1991
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Yves Camberlin, Rene Dien, Philippe Michaud
  • Patent number: 5179172
    Abstract: Curing agents for epoxy resins composed of (a) the reaction product of a co-reactant comprising either an epichlorohydrin (co) polymer or a (co)polymer of a chlorovinyl acetate, chloroalkyl acrylate with an organic amino compound containing at least one active hydrogen and having a pK.sub.B value within the range of from about 7 to about 9, preferably imidazole and substituted imidazoles; (b) an N-fatty imidazole and (a); (c) an N-fatty imidazole and an elastomeric polymer are disclosed. The curing agents are essentially water insoluble and give rise to epoxy resins which may be cured at relatively low temperatures below about 100.degree. C. The epoxy resins are suitable for use as adhesives, coatings and in composite applications.
    Type: Grant
    Filed: November 21, 1990
    Date of Patent: January 12, 1993
    Assignee: Henkel Research Corporation
    Inventors: Richard M. Chan, Ta Y. Ching, Ta-Wang Lai
  • Patent number: 5177125
    Abstract: A two-phase cathodic electrocoat is obtainable by coating an electrically conducting substrate with a mixture containingA) an aqueous cationic dispersion of a polycondensation or polyaddition product,B) an aqueous cationic dispersion of a polycondensation or polyaddition product having a glass transition temperature of from -80.degree. to 20.degree. C., the polymers of dispersions (A) and (B) being mutually incompatible, and C) optionally a crosslinking agent, a pigment paste, auxiliaries and/or additives, and then baking.
    Type: Grant
    Filed: August 14, 1991
    Date of Patent: January 5, 1993
    Assignee: BASF Lacke & Farben Aktiengeselllschaft
    Inventors: Thomas Schwerzel, Hans Schupp, Klaus Huemke, Ulrich Heimann
  • Patent number: 5162438
    Abstract: In an adhesive for printed circuit boards, whose main components are an epoxy resin and a polymer rubber, the improvement wherein the polymer rubber is a hydrogenated conjugated diene polymer rubber having not more than 100 ppm of metal content, not more than 100 ppm of ion content as determined by ion chromatography, and an iodine value of not more than 120, the ratio by weight of the hydrogenated conjugated diene polymer rubber to the epoxy resin in the adhesive being 35-75 weight % to 65-25 weight %.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: November 10, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventor: Suguru Tsuji
  • Patent number: 5162439
    Abstract: In an adhesive for printed circuit boards, whose main components are an epoxy resin and a polymer rubber, the improvement wherein the polymer rubber is a hydrogenated conjugated diene polymer rubber having not more than 100 ppm of metal content, not more than 100 ppm of ion content as determined by ion chromatography, and an iodine value of not more than 120.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: November 10, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventor: Suguru Tsuji
  • Patent number: 5157079
    Abstract: The invention is directed to a process for preparing a sealant and adhesive useful, e.g., in double glazing systems. The sealant comprises 20-80 weight percent epoxidized natural rubber, 5-30 weight percent of at least one further epoxy compound, and, as a crosslinking agent, a polyamine or polymercaptan carrying trialkoxysilyl groups. The crosslinking agent is incorporated into the epoxidized natural rubber in one step.
    Type: Grant
    Filed: March 8, 1991
    Date of Patent: October 20, 1992
    Assignee: Teroson GmbH
    Inventors: Edward W. Duck, Karl Reich, Norman Blank
  • Patent number: 5157077
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy-terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation of the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: October 20, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch, C. Dale Guiley
  • Patent number: 5152862
    Abstract: Imidazoline compounds of formula ##STR1## where n denotes 2 or 3, is suitable as cure accelerator in curable epoxide resin compositions comprising a latent curing agent.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: October 6, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Madan M. Bagga
  • Patent number: 5151471
    Abstract: Epoxy resin formulations having improved storage stability comprising epoxys selected from the group consisting of polyglcidyl ethers of polycyclic bridged hydroxy-substituted polyaromatic compounds and N,N,N',N'-tetraglycidyl-bis(4-amino-3-ethylphenyl) methane with from about 6 to about 150 pbw, per hundred parts by weight of the epoxy resin components, of a solid aromatic diamine hardener insoluble in said composition at room temperature in an amount effective to cure said epoxy resin.
    Type: Grant
    Filed: October 23, 1990
    Date of Patent: September 29, 1992
    Assignee: Amoco Corporation
    Inventors: Shahid P. Qureshi, Hugh C. Gardner
  • Patent number: 5140068
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation for the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: August 18, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch
  • Patent number: 5140069
    Abstract: Curable compositions containingA) an epoxy resin having on average more than one epoxy group per molecule,B) a carboxylic anhydride curing agent for component A) andC) about 5 to 40% by weight, relative to the amount of the components A), B) and C), of a liquid mixture of C1) a polyalkylene glycol based on polypropylene glycol or polybutylene glycol having two to about six hydroxyl, carboxyl, carboxylic anhydride or glycidyl end groups and of C2) an elastomeric copolymer based on butadiene, a polar, ethylenically unsaturated comonomer and, if appropriate, further ethylenically unsaturated comonomers having carboxylic acid, hydroxyl, mercapto or glycidyl ether end groups are described. Components C1) and C2) can also occur together in a segmented copolymer.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: August 18, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Mulhaupt, Werner Rufenacht
  • Patent number: 5135969
    Abstract: A composition suitable for use as a coating composition depositable by cationic electrodeposition which has improved edge protection capability containing, in addition to the conventional ingredients used in compositions for cationic electrocoat, such as an aqueous cationic resin, micro-resin particles of a size sufficient to be water dispersible which particles comprise an internally crosslinked polymer of (A) an active hydrogen containing monomer and (B) a monomer containing at least two active double bonds, which polymer further contains a cationic group in sufficient proportion to allow the micro-resin particle to be water dispersed.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: August 4, 1992
    Assignee: Shinto Paint Co., Ltd.
    Inventors: Minoru Tooyama, Akitoshi Shirasaka
  • Patent number: 5124176
    Abstract: A powder coating composition comprises a component (A) containing carboxylic acid or anhydride functionality and a component (B) containing hydroxy functionality. The components (A) and (B) are both solids at temperatures up to 50.degree. C. and at least one of them is a synthetic resin having a glass transition temperature in the range 0.degree. to 120.degree. C. The carboxylic acid or anhydride-functional component (A) is a compound or polymer containing at least two cyclic carboxylic anhydride groups per molecule or is a compound containing a moiety of the formula: ##STR1## where X is a hydrogen atom or an alkyl group, or a cyclic anhydride thereof. The hydroxy-functional component (B) contains at least two hydroxy groups per molecule and contains at least one amine group in its molecule to catalyze the reaction of the carboxylic acid or anhydride groups of component (A) with the hydroxy groups of component (B).
    Type: Grant
    Filed: May 3, 1989
    Date of Patent: June 23, 1992
    Assignee: International Paint public limited company
    Inventor: Alastair R. Marrion
  • Patent number: 5115015
    Abstract: AmBifunctional reactive diluent are provided for use in the preparation of high solids coatings. The diluents are of a structural configuration that they do not disturb a coating composition's stoichiometric ratio of nucleophilic and electrophilic groups. The invention also provides a process for the preparation of high solids coatings which utilizes the diluents.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: May 19, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Forrest A. Richey, Jr., Kenneth L. Hoy
  • Patent number: 5093391
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% 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;(c) 5-50% by weight, based on the weight of the binder of an acid functional monomeric, oligomeric or polymeric compound which may or may not contain hydroxyl functionality; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: March 3, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Lee R. Harper
  • Patent number: 5091447
    Abstract: A method and composition for providing a polymeric membrane in situ for isolating vessels which hold hazardous liquid materials. A liquid polymer composition is applied to at least one of the surfaces defining the area which is to hold the liquid hazardous material. Upon cure, a seamless bladder-like membrane is formed which adheres to the surface, and which can be removed by physically peeling from the surface to which it has been applied. The membrane possesses a unique combination of properties which are substantially maintained while in contact with the hazardous material. The polymeric membrane provides, for an extended period of time, an impermeable barrier which acts as a secondary sealant and prevents the spread, deposition, or migration of contaminants.
    Type: Grant
    Filed: May 8, 1989
    Date of Patent: February 25, 1992
    Assignee: Isotron
    Inventor: Henry L. Lomasney
  • Patent number: 5089560
    Abstract: Fiber reinforced composite structures based on epoxy resin formulations having a phase-separated or multiphase morphology when cured are effectively toughened by adding preformed carboxylated rubber particles to the matrix resin prior to curing the composite.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: February 18, 1992
    Assignee: Amoco Corporation
    Inventors: Hugh C. Gardner, Richard H. Newman-Evans
  • Patent number: 5089101
    Abstract: A cationic electrodeposition coating composition comprising[A] a neutralization product or a quaternary ammonium salt of a comb-shaped copolymer obtained by copolymerizing (a) 3 to 90 parts by weight of an ethylenically unsaturated monomer having a hydrocarbon chain with at least 8 carbon atoms at the molecular ends, (b) 1 to 50 parts by weight of at least one cationic (meth)acrylic monomer selected from the group consisting of aminoalkyl (meth)acrylates, aminoalkyl (meth)acrylamides (meth)acrylates containing a quaternary ammonium salt group and (meth)acrylamides containing a quaternary ammonium salt group, (c) 1 to 60 parts by weight of an alpha,beta-ethylenically unsaturated monomer other than the monomer (b), and (d) 0 to 95 parts by weight of an alpha,beta-ethylenically unsaturated monomer other than the monomers (a), (b) and (c),[B] a cationic epoxy resin capable of being dissolved or dispersed in water, and[C] a pigment.
    Type: Grant
    Filed: May 15, 1991
    Date of Patent: February 18, 1992
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Hirokazu Hayashi, Tetsuo Aihara, Haruo Nagaoka, Koji Kamikado, Eisaku Nakatani
  • Patent number: 5084531
    Abstract: Epoxy resins containing epoxidized polybutenes and a process for preparing them are disclosed. The cured epoxy resin containing epoxidized polybutene demonstrates improved flexibility and ductility and improved chemical and water resistance with no loss in heat deflection temperature.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: January 28, 1992
    Assignee: Amoco Corporation
    Inventors: Joanna K. Money, Lawrence J. Beck
  • Patent number: 5075356
    Abstract: A resin composition especially suited to the resin transfer molding and wet filament winding processes is composed of epoxide compounds and one or more aromatic amine hardeners wherein the blend of epoxide compounds is (i) a diglycidyl ether of the reaction product of a bisphenol and a blend of (a) a diglycidyl ether of bisphenol A other than that of (i) and (b) a halohydrin having about two epoxy groups per molecule, (ii) a copolymer of ethyl hexyl acrylate and glycidyl methacrylate and (iii) a neopentyl glycol digylcidyl ether. This composition has a low viscosity, and when cured, exhibits high toughness and mechanical strengths useful in making high performance composites.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: December 24, 1991
    Assignee: Hercules Incorporated
    Inventors: David A. Crosby, Kenneth A. Lowe
  • Patent number: 5075379
    Abstract: The use of a blend of diaminoisopropylbenzene (DAIPB) and an amine terminated butadiene nitrile liquid rubber (ATBN) for curing epoxy resins is provided. The DAIPB/ATBN blend produces a rubber toughened epoxy resin having improved tensile properties.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: December 24, 1991
    Assignees: First Chemical Corporation, The University of Southern Mississippi
    Inventors: Robson F. Storey, Sudhakar Dantiki, J. Patrick Adams
  • Patent number: 5075378
    Abstract: A multifunctional coating composition comprising a fluorocarbon polymer, an epoxy resin and a fluorinated curing agent resulting in a fluorinated epoxy resin network with improved properties of corrosion resistance and hydrophobicity.
    Type: Grant
    Filed: June 24, 1987
    Date of Patent: December 24, 1991
    Assignee: The Standard Oil Company
    Inventors: Richard C. Smierciak, Paul J. Giordano
  • Patent number: 5073601
    Abstract: The invention relates to compositions containing A) a liquid copolymer based on butadiene and at least one polar, ethylenically unsaturated comonomer, and B) a polyether prepolymer capped with hydroxyarylcarboxylic or hydroxyaralkylcarboxylic acids, or a capped polyester, polythioester or polyamide containing polyether segments. The phenolic hydroxyl group in component B) can also be etherified with epichlorohydrin and this product can be converted to an episulfide, if desired, or the phenolic hydroxyl group can be reacted with cyanogen halide to form a cyanate group.The stock compositions can be used in combination with epoxy resins to manufacture structural adhesives or sealing compounds.
    Type: Grant
    Filed: July 25, 1989
    Date of Patent: December 17, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Mulhaupt, Werner Rufenacht
  • Patent number: 5071914
    Abstract: The adhesive properties of a hot melt adhesive, comprising a base polymer and a tackifying resin, can be improved by introducing into the hot melt adhesive an epoxy adduct comprising the reaction product between a compound such as a polymer having at least one active hydrogen and an epoxy compound.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: December 10, 1991
    Assignee: H. B. Fuller Company
    Inventors: John M. Zimmel, Pamela M. Klinkenberg, William L. Bunnelle, Keith C. Knutson
  • Patent number: 5068153
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% 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; and(c) 0.1-7% by weight, based on the weight of the binder, of a phosphonium catalyst or a blend of a phosphonium catalyst and a tertiary amine catalyst which may or may not contain hydroxyl groups.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: November 26, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert Barsotti, Lester S. Cohen
  • Patent number: 5057555
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% 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;5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;5-50% by weight, based on weight of the binder, of a polymeric component containing multiple hydroxy groups; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: October 15, 1991
    Inventors: Donald A. White, Robert J. Barsotti, Patrick H. Corcoran, Lili W. Altschuler
  • Patent number: 5051160
    Abstract: Polymeric reaction products which become water-thinnable on protonation with an acid and are suitable for use in the form of aqueous dispersions as additives in electrocoating baths are formed fromA. a butadiene/acrylonitrile copolymer which contains primary and/or secondary amino groups andB. an epoxy compound having an average molecular weight of from 140 to 10,000 and containing on average from 1.5 to 3 epoxy groups per molecule,the amount of (A) being such that 1.05 moles or more of primary and/or secondary amino groups of component (A) are present per mole of epoxy groups of component (B).
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: September 24, 1991
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Thomas Schwerzel, Hans Schupp
  • Patent number: 5047453
    Abstract: Fibrous material, in particular shoddy from synthetic fiber wastes, can be compacted into thermally and acoustically insulating boards and moldings by mixing with a pulverulent adhesive comprising a hot-melt adhesive and a solid epoxy resin/curing agent system and heating the mixture under pressure in a mold to a temperature at which the hot-melt adhesive becomes liquid and the epoxy resin reacts with its curing agent.
    Type: Grant
    Filed: May 3, 1985
    Date of Patent: September 10, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Vost, Heinz Schmelzer
  • Patent number: 5043401
    Abstract: A powder coating composition suitable for slot insulation is disclosed which includes an epoxy resin containing at least 60% by weight of a mixture of a first glycidyl ether of bisphenol A having a number average molecular weight of 2500-8000 with a second glycidyl ether of bisphenol A having a number average molecular weight of 350-1700, the mixture having a number average molecular weight of 1600-4600, a carboxyl group-terminated polyester resin in an amount of 5-100 parts by weight per 100 parts by weight of the epoxy resin, a curing agent, and an inorganic filler in an amount of 10-80% by weight.
    Type: Grant
    Filed: October 5, 1989
    Date of Patent: August 27, 1991
    Assignee: Somar Corporation
    Inventor: Kunimitsu Matsuzaki
  • Patent number: 5039417
    Abstract: The present invention is directed to a multi-block polymeric material comprising an imide prepolymer chain extended with a second, different, compatible prepolymer selected from the group of prepolymers comprising (a) an (A) dianhydride or its corresponding tetraacid or diacid - diester combined with a monomer selected from (B) epoxy, diisocyanate, polyester and diamine in an A/B mole ratio ranging from about 2.0 to 1.05, preferably about 2.0 to 1.1 and (b) an (A) diamine combined with a monomer selected from (B) epoxy, diisocyanate and dianhydride or its corresponding tetraacid or diacid - diester in an A/B mole ratio ranging from about 2.0 to 1.05, preferably about 2.0 to 1.1, and mixtures thereof. The present invention is also directed to membranes of the above recited multi-block, polymeric material, especially membranes compising thin, dense films of said multi-block polymeric material deposited on a microporous support layer producing a thin film composite membrane.
    Type: Grant
    Filed: December 6, 1990
    Date of Patent: August 13, 1991
    Assignee: Exxon Research and Engineering Company
    Inventor: Robert C. Schucker
  • Patent number: 5039720
    Abstract: An aqueous electrophoretic coating material, which can be deposited at the cathode and contains(A) 90 to 50% by weight, based on the total portion of synthetic resin vehicle, of one or several polycondensation, polymerization and/or poly-addition resins, the resin or, in the event that several resins are present, their mixture(a) having a number average molecular weight (Mn) of 700 to 10,000(b) having 1.2.times.10.sup.23 to 21.7.times.10.sup.23 lateral or terminal double bonds per 1,000 g, corresponding to a hydrogenation iodine number of 5 to 90,(c) optionally containing primary and/or secondary hydroxyl groups, corresponding to a hydroxyl number of 0 to 450 mg KOH/g of resin, and(d) tertiary amino groups corresponding to an amine number of 30 to 450 mg KOH/g of resin.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: August 13, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dietrich Saatweber, Georg Hendriux, Gerhard Brindopke, Helmut Plum
  • Patent number: 5025067
    Abstract: An epoxy resin comprising an active hydrogen compound having at least three active hydrogen atoms capable of reacting with an epoxy group in its molecule or butadine or isoprene as a main monomer is modified with an oligomer having on average at least 1.5 equivalents of active hydrogen capable of reacting with an epoxy group in its molecule. An epoxy resin modified with a bisphenol and a compound having active hydrogen or acid anhydride groups capable of reacting with an epoxy group is also provided. A toner containing the epoxy resin as a binder is useful in electrostatography.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: June 18, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yohzoh Yamamoto, Goro Suzuki, Hideo Nakamura, Kiyomi Yasuda
  • Patent number: 5025068
    Abstract: A process for preparing an epoxy resin and a process for preparing a hardened and cured epoxy resin adhesive is provided, together with the epoxy resins and adhesives made thereby. The epoxy resin is prepared by mixing together about 76 parts per hundred of a novolac epoxy resin, about 19 parts per hundred of a bisphenol F epoxy resin, and about 5 parts per hundred of carboxy-terminated butadiene acrylonitrile, heating the mixture to a temperature of from about 290 to about 350 degrees Fahrenheit for a time of from about two to about three hours, and then cooling. An epoxy adhesive is prepared by mixing 100 parts of the material so prepared with about 20 parts of a curing agent consisting essentially of diethyltriamine. The resulting adhesive mixture has a paste-like consistency that is easily applied and cured at ambient temperature. The shear strength of the cured adhesive is about 4000 psi at ambient temperature and about 2000 psi at 250 degrees Fahrenheit.
    Type: Grant
    Filed: February 3, 1988
    Date of Patent: June 18, 1991
    Assignee: Hughes Aircraft Company
    Inventors: Gilbert Garcia, Larissa Domnikov
  • Patent number: 5025045
    Abstract: Damage tolerant composites comprising high strength filaments in the form of bundles or tows of continuous fiber and a tough phase separated, crosslinked epoxy resin matrix are disclosed. The crosslinked epoxy resin matrix comprises infusible particles that reside primarily between plies of the composite and critically have a median particle size between 10-75 microns. Prepregs for making the damage tolerant composites and methods of making such prepregs and the epoxy resin compositions thereof are also disclosed. The epoxy resin compositions comprise the infusible particles which become segregated as to size on a surface layer of the prepreg during the process of combining the high strength filaments of the prepreg and the resin containing the epoxy resin composition. Alternatively, the infusible particles may be disposed directly on the epoxy resin surface of the prepreg.
    Type: Grant
    Filed: December 20, 1988
    Date of Patent: June 18, 1991
    Assignee: Hercules Incorporated
    Inventors: Irena Gawin, Brian J. Swetlin
  • Patent number: 5013791
    Abstract: The thermosetting powder coating composition which has good stability and good physical properties, such as appearance, flexibility, hardness, solvent resistance and corrosion resistance, is disclosed. The composition comprises a co-reactable particulate mixture of a carboxylic acid group-containing polymer, a polyepoxide, and a beta-hydroxylalkylamide.
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: May 7, 1991
    Assignee: PPG Industries, Inc.
    Inventors: Paul R. Kerr, Paul H. Pettit, Jr., William S. Ewing
  • Patent number: 5008135
    Abstract: An epoxy fluorocarbon coating composition in the presence of a curing agent and, wherein the fluorocarbon polymer is about 5 to about 24 percent of the total weight of the coating composition and has a particle size less than 500 microns which has excellent corrosion resistance.
    Type: Grant
    Filed: July 18, 1990
    Date of Patent: April 16, 1991
    Assignee: The Standard Oil Company
    Inventors: Paul J. Giordano, Richard C. Smierciak
  • Patent number: 5001175
    Abstract: The present invention is the reaction product of an aryl sulfonamide, at least one epoxy compounds comprising at least one diepoxy compound and optionally at least one monoepoxy compound. The diepoxy compound comprises two epoxy groups and the monoepoxy compound comprises one epoxy group. Preferably, the monoepoxy compound and the diepoxy compound have no hydroxyl groups or other functional groups. Specific embodiments include a reaction product derived from at least one monoepoxy compound and at least one diepoxy compound. The reaction product of the present invention has a relatively low molecular weight of from 450 to 2000, preferably 450 to 1000, and more preferably 450 to 800.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: March 19, 1991
    Assignee: Estron Chemical, Inc.
    Inventor: Stanislaw B. Skora
  • Patent number: 4999391
    Abstract: Novel halogen-substituted phthalimides are provided which are the reaction product of a halogenated phthalic anhydride with an alkoxylated amine or the reaction product of a halogenated phthalic anhydride with a siloxy amine. The halogen-substituted phthalimides are useful in increasing the flame retardancy of thermoplastic and thermosetting resins, and are also effective as processing aids in improving the flowability and moldability of thermoplastic resins during melt processing.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: March 12, 1991
    Assignee: Atochem North America, Inc.
    Inventors: Joseph M. Bohen, Gerald H. Reifenberg, Daryl L. Stein
  • Patent number: 4990587
    Abstract: Toughened epoxy resins are prepared by curing a mixture of epoxy resin, a liquid carboxyl-terminated elastomer, and, as curing agent, a non-aromatic heterocyclic amine or a salt thereof. Cure is in two stages, the first stage at a temperature of at least 135.degree. C. for less than two hours to provide a partly cured formulation comprising phase-separated rubbery particles in an epoxy resin matrix, and a second stage of completing the cure.
    Type: Grant
    Filed: January 4, 1990
    Date of Patent: February 5, 1991
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom and Northern Ireland
    Inventors: Steven J. Shaw, David A. Tod