With Nitrogen-containing Reactant, Or Wherein The Poly 1,2-epoxy Reactant Contains A Nitrogen Atom Patents (Class 525/113)
  • 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: 4500660
    Abstract: An epoxy resin composition having excellent adhesive and high mechanical strength is disclosed. The composition comprises:(A) a bisphenol A type epoxy resin present in an amount of at least 45 wt % of the total epoxy resin;(B) a novolak type epoxy resin present in an amount of at least 8 wt % of the total epoxy resin;(C) a glycidyl amine type epoxy resin (including the one used in (D)) present in an amount of at least 15 wt % of the total epoxy resin;(D) a reaction product of a butadiene-acrylonitrile copolymer having carboxyl groups on at least both ends of the molecule and a glycidyl amine type epoxy resin, said butadiene-acrylonitrile copolymer being present in an amount of 1.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: February 19, 1985
    Assignee: Toho Belson Co., Ltd.
    Inventors: Tsuyoshi Minamisawa, Yasuo Kogo, Yasuhisa Nagata
  • Patent number: 4486571
    Abstract: A novel crosslinkable coating composition suitable for use in cathodic electrodeposition of coating to retard corrosion of substrates is provided, which coating composition comprises:A. crosslinkable resin, optionally at least partially neutralized, comprising the reaction product of:(a) substantially non-gelled epoxy-modified polybutadiene, comprising the reaction product of:(i) diamine functionalized polybutadiene reactant of number average molecular weight about 500 to about 5000; with(ii) monoepoxide reactant of number average molecular weight about 30 to about 500; and with(iii) diepoxide reactant of number average molecular weight about 100 to about 1000;the diamine functionalized polybutadiene reactant bearing two secondary amine functionality and being reacted with said monoepoxide reactant and diepoxide reactant in relative molar ratio of about 1:0.9-1.1:0.9-1.
    Type: Grant
    Filed: January 5, 1983
    Date of Patent: December 4, 1984
    Assignee: Ford Motor Company
    Inventor: Joseph W. Holubka
  • Patent number: 4485200
    Abstract: Conventional carboxylated neoprene latex adhesives are improved with respect to their metal adhesion, heat and water resistance and bonding range by the addition thereto of an epoxy resin, preferably an epoxy resin prepared by the reaction of para-aminophenol with epichlorohydrin.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: November 27, 1984
    Assignee: National Starch and Chemical Corporation
    Inventors: Witold Perlinski, Irwin J. Davis, John F. Romanick
  • Patent number: 4482660
    Abstract: A prepreg for making a composite is disclosed. The prepreg comprising reinforcing fibers impregnated with a resin composition comprising (A) an epoxy resin, (B) a reaction product of an epoxy resin and a butadiene-acrylonitrile copolymer having carboxyl groups on at least both terminals of the molecular chain of the copolymer, and (C) 4,4'-diaminodiphenylsulfone as a curing agent. A composite produced by curing this prepreg is high in both tensile elongation and heat resistance and is used with advantage as primary and secondary structural materials in aircraft.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: November 13, 1984
    Assignee: Toho Beslon Co., Ltd.
    Inventors: Tsuyoshi Minamisawa, Masato Andoh
  • Patent number: 4482673
    Abstract: Non-gelled compositions containing hydroxy ester copolymer having carboxyl groups and substantially free of oxirane groups and the method of making them are disclosed which are the esterification reaction product of(A) acidic addition copolymer; and(B) epoxy resin including aromatic polyether containing oxirane groups in which the epoxy resin comprises at least 40% of the total resin solids and contains insufficient oxirane groups to react with all of the carboxyl groups in the copolymer; in which esterification is conducted in the presence of higher than the normal amount of amine catalyst, i.e., 1.5% or more. The resulting composition is neutralized with amine, is self-emulsifiable in water and is useful for coatings, e.g., for cans.
    Type: Grant
    Filed: May 14, 1982
    Date of Patent: November 13, 1984
    Assignee: SCM Corporation
    Inventors: George L. Brown, Miksa de Sorgo, Arthur T. Spencer
  • Patent number: 4480084
    Abstract: This invention is directed to polymeric compounds which contain the polyalkylpiperidine radical and at least two primary hydroxyl groups. These compounds are useful as light stabilizers for plastics and coatings. More particularly, the polymeric stabilizers is formed by chain extending polyalkylpiperidine with an excess of epoxy resin to form a diepoxide functional polymer which is then capped with hydroxy functional monomer.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: October 30, 1984
    Assignee: Ford Motor Company
    Inventors: Panagiotis I. Kordomenos, Delores J. Alexander, David M. Thomson
  • Patent number: 4480058
    Abstract: Sanitary coatings based on self-emulsifiable epoxy ester copolymers are produced by esterifying a solvent-soluble carboxyl polymer with an epoxy resin in an organic resin and in the presence of at least about 2% amine catalyst to provide a carboxyl-functional epoxy polymer which can be reacted with a base and dispersed into water.
    Type: Grant
    Filed: January 6, 1981
    Date of Patent: October 30, 1984
    Assignee: SCM Corporation
    Inventors: Vincent W. Ting, Richard M. Marcinko
  • Patent number: 4477629
    Abstract: New compositions of matter are disclosed which comprise (1) a cyanate-containing polymer or mixture thereof and optionally (2) a polycyanate or mixture thereof and/or (3) an epoxy resin. These compositions are thermosettable upon heating in the presence of suitable curing agents or catalysts.
    Type: Grant
    Filed: July 27, 1983
    Date of Patent: October 16, 1984
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4476285
    Abstract: A rubber-modified epoxy adhesive and the method of making the same is dissed for use in bonding graphite-epoxy composite structures. The adhesive comprises a two-part formulation, one part being a reaction product of a carboxyl terminated reactive liquid rubber prereacted with a bisphenol A epoxy resin so that linear epoxy-rubber chains are developed. The second part of the adhesive is an amine curing agent. One effective example of the adhesive is formulated as follows: approximately 4 parts by weight of the bisphenol A epoxy resin is mixed per part of a carboxyl terminated butadiene acrylonitrile rubber and heated to 170.degree. C. At 160.degree. C., a catalyst of approximately 0.01 parts by weight of triphenyl phosphene per part of the rubber is added and the mixture stirred for one hour at 170.degree.-175.degree. C. to provide the reaction product.
    Type: Grant
    Filed: March 2, 1983
    Date of Patent: October 9, 1984
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: David J. Crabtree, Elizabeth Y. Park
  • 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: 4467071
    Abstract: Structural adhesive systems having improved heat resistance comprising a solution or dispersion of a polymeric material in a monomer copolymerizable therewith, an unsaturated organophosphorus partial ester and an epoxy resin are disclosed.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: August 21, 1984
    Assignee: Lord Corporation
    Inventor: Terrance H. Dawdy
  • Patent number: 4465542
    Abstract: An adhesive composition containing: (a) a nitrogen atom-free epoxy compound, (b) a poly N-glycidyl type epoxy resin, (c) a nitrile rubber having a carboxyl group, and optionally (d) a finely divided silica, a clay substance treated with an onium compound, or a mixture thereof. The compounding ratio by weight of the components (a), (b), (c) and (d) is as follows:0.05.ltoreq.(b)/(a).ltoreq.190.05.ltoreq.[(a)+(b)]/(c).ltoreq.1.750.0125.ltoreq.(d)/(c).ltoreq.0.75This adhesive composition has excellent adhesion strength, soldering heat resistance, flexibility, and chemical resistance, and has a small resin flow property.
    Type: Grant
    Filed: February 17, 1983
    Date of Patent: August 14, 1984
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventor: Toshikazu Furihata
  • Patent number: 4463110
    Abstract: The metal adhesion and heat and water resistance of conventional neoprene latex adhesives are improved by the addition thereto of a polyfunctional amine and an epoxy resin wherein for every 100 parts by weight of dry neoprene, the epoxy is added in an amount of 10-40 parts and the amine is added in an amount sufficient to provide 50-150% of the stoichiometric amount required to cure the epoxy.
    Type: Grant
    Filed: February 18, 1982
    Date of Patent: July 31, 1984
    Assignee: National Starch and Chemical Corporation
    Inventors: Witold Perlinski, Irwin J. Davis, John F. Romanick
  • Patent number: 4463134
    Abstract: Modified epoxy resin compositions having excellent flexibility and excellent compatibility with conventional epoxy resins as well as exhibiting the original properties of the epoxy resin before being modified such as mechanical strength, adhesion, heat resistance are disclosed and chemical resistance, which are obtained by treating an epoxy resin with at least one modified adduct [D] of a conjugated diene polymer or copolymer which has an imido bond and/or amido bond and a semi-ester structure and has an acid value owing to a free carboxyl group of 5 to 100. The modified adduct is obtained by reacting an adduct [A] of a polymer of a conjugated diene having a number average molecular weight of 300 to 20,000 or a copolymer of the conjugated diene and a vinyl monomer with an .alpha.,.beta.-unsaturated dicarboxylic acid or its anhydride, with a compound [B] containing one primary amino group in the molecule and a compound [C] containing a hydroxy group in the molecule.
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: July 31, 1984
    Assignees: Sumitomo Chemical Company, Limited, Tohto Kasei Co., Ltd.
    Inventors: Minoru Hino, Takao Oshima, Akihiro Tachibana
  • 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: 4447579
    Abstract: The present invention relates to a room temperature curable epoxy resin adhesive composition having excellent T-peel strength, comprising an epoxy resin containing more than one epoxy group in a molecule on an average, and a hardener in the form of a polyamide-amine, which is obtained from reaction of polyamine with diene rubber having carboxyl terminal groups and other compound having carboxyl groups.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: May 8, 1984
    Assignees: Cemedine Co., Ltd., Tohto Kasei Co., Ltd.
    Inventors: Yasuo Takagi, Michiharu Horibe
  • Patent number: 4435383
    Abstract: This invention relates to a one-phase, solid controlled release pesticidal composition consisting essentially of a pesticide in homogeneous combination with a cross-linked copolymer prepared from hydrophobic monomers, selected from styrene and .alpha.-methyl styrene, and carboxylic acid-containing monomers.
    Type: Grant
    Filed: July 22, 1981
    Date of Patent: March 6, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert D. Wysong
  • Patent number: 4427802
    Abstract: A curable composition, and composites comprising (A) an epoxy resin and (B) a heterocyclic compound prepared by reacting at least one aromatic or aliphatic polyamine compound having at least two amine groups, which are separated by no more than one carbon atom, with at least one carbonyl-containing compound selected from the group consisting of aldehydes and ketones.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: January 24, 1984
    Assignee: Hexcel Corporation
    Inventors: Richard J. Moulton, John D. Neuner
  • Patent number: 4423172
    Abstract: A self-curable coating composition for cathode-precipitating electrodeposition is disclosed which essentially comprises a water-dispersible resin having a carbon-carbon double bond and a tertiary amino group and an epoxy resin having a teritary amino group and an unsaturated group of the formula ##STR1## The two resins are neutralized by an acid to render the composition water-soluble or water-dispersible.
    Type: Grant
    Filed: March 30, 1982
    Date of Patent: December 27, 1983
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Yutaka Otsuki, Yoshihiko Araki, Hiroyoshi Omika, Hajime Hara, Kazuho Aoyama
  • Patent number: 4421897
    Abstract: One-component systems which are stable on storage and can be converted to crosslinked epoxide resins on heating and which contain a crystalline epoxide resin with, on average, more than one epoxide group per molecule and a melting point between 40.degree. and 150.degree. C., and, homogeneous distribution, a curing catalyst.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: December 20, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Ferdinand Gutekunst, Hans Lehmann, Rolf Schmid
  • Patent number: 4421878
    Abstract: The invention herein disclosed provides a method for preparing improved fluoroelastomer film compositions including the steps of dissolving a fluoroelastomer gum selected from the group consisting of copolymers of vinylidene fluoride and hexafluoropropylene, and terpolymers of vinylidene fluoride, hexafluoropropylene and tetrafluoroethylene in a solvent, adding an amine-derived curative to the gum solution and curing the fluoroelastomer gum with the curative in the absence of metallic oxides. A method is also provided for adhering fluoroelastomer film compositions, devoid of metallic oxides, to substrates which includes the steps of dissolving the fluoroelastomer gum in a solvent, adding an amine-derived curative to the gum solution, coating the substrate with the fluoroelastomer gum-curative solution and evaporating the solvent leaving a film firmly adhered to the substrate.
    Type: Grant
    Filed: November 25, 1981
    Date of Patent: December 20, 1983
    Assignee: David Hudson, Inc.
    Inventor: Donald Close
  • Patent number: 4420574
    Abstract: Ungelled resins, aqueous dispersions of cationic resins, coating compositions, and electrodeposition using the resinous coating compositions are disclosed. The resins are formed from reacting polyepoxides with polyoxyalkylenepolyamines. The aqueous dispersions are prepared by at least partially neutralizing the resins to provide cationic groups and dispersing the cationic resins in aqueous medium. When added to cationic electrode-positable coating compositions, such as high throwpower compositions, the ungelled cationic resins provide better appearing, more flexible and water-resistant electrodeposited coatings.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: December 13, 1983
    Assignee: PPG Industries, Inc.
    Inventors: Thomas C. Moriarity, William J. Geiger
  • Patent number: 4419495
    Abstract: The gloss of epoxy resin powder coatings is reduced by employing as the curing agent therefor or as a portion of the curing agent therefor, a polymer of two or more polymerizable ethylenically unsaturated monomers, at least one of which contains a group which is reactive with a vicinal epoxy group.
    Type: Grant
    Filed: August 23, 1982
    Date of Patent: December 6, 1983
    Assignee: The Dow Chemical Company
    Inventor: Rhetta Q. Davis
  • Patent number: 4401499
    Abstract: A crosslinked resin excellent in heat resistance, toughness, moisture resistance and adhesiveness can be obtained by the use of an epoxy compound having both alcoholic hydroxyl groups and epoxy groups in its molecule and an isocyanate compound having isocyanate groups in its molecule by first reacting the alcoholic hydroxyl groups of said epoxy compound and the isocyanate groups of said isocyanate compound to produce an epoxy prepolymer having urethane linkages stable at room temperature, followed by dissociating the urethane linkages of the prepolymer to regenerate the isocyanate groups and reacting said isocyanate groups with the epoxy groups of said epoxy compound.
    Type: Grant
    Filed: December 1, 1981
    Date of Patent: August 30, 1983
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Shoroku Kaneko, Sigenori Yamaoka, Masuo Mizuno, Yukihiro Okabe
  • 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: 4384093
    Abstract: Copolymers and terpolymers formed by reacting either 4,7-dihydro-1,3-dioxepins or 6,7-dihydro-1,3-dioxepins with maleic anhydride and/or a maleimide. The copolymers are characterized as linear, low molecular weight, water soluble alternating copolymers. These copolymers are useful as a water soluble polymer, as epoxy resin modifies and curing agents. The copolymers formed from 4,7-dihydro-1,3-dioxepins and maleic anhydride can be rearranged to form a poly (.gamma.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: May 17, 1983
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Ann E. Aulabaugh
  • Patent number: 4379728
    Abstract: This invention is directed to latent thermal curing agents for epoxy resins comprising cyanourea compounds of the formula: ##STR1## wherein R is the organic moiety of a mono- or poly-isocyanate remaining after reaction of the isocyanate group or groups to form cyanourea groups and n is 1 or more, preferably 1 to 2. The epoxy-curing agent system is stable at room temperature and cures at temperatures above 100.degree. C. to form a crosslinked, solid material suitable as an adhesive, sealant or coating. The polymeric form polymerized from dicyanourea compound can be dissolved in a solvent and admixed with an epoxy resin to form a thermoset adhesive, sealant or coating on heating above 100.degree. C. The polymeric form from the combination of cyanourea and dicyanourea or dicyanourea per se dissolving in epoxy resin also forms a thermosetting adhesive, sealant or coating on heating above 100.degree. C.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: April 12, 1983
    Assignee: W. R. Grace & Co.
    Inventor: Shiow C. Lin
  • Patent number: 4379872
    Abstract: Amphoteric amino sulfonate derivatives of epoxy resins having at least one terminal group of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or methyl, R.sub.3 is hydrogen or C.sub.1 -C.sub.20 alkyl or substituted alkyl, and R.sub.4 is C.sub.1 -C.sub.6 alkylene or substituted alkylene, which are reaction products of an epoxy resin having a plurality of terminal groups of the formula: ##STR2## wherein R.sub.1 and R.sub.2 are as defined, with an amino sulfonate of the formula:R.sub.3 --NH--R.sub.4 --SO.sub.3 Mwherein R.sub.3 and R.sub.4 are as defined, and M is a cation.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: April 12, 1983
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Shin-Ichi Ishikura, Kazunori Kanda, Ryuzo Mizuguchi
  • Patent number: 4371665
    Abstract: Modified epoxy resin composition having excellent flexibility and excellent compatibility with conventional epoxy resins as well as the original properties of the epoxy resin before modified such as mechanical strength, adhesion, heat resistance and chemical resistance, which is obtained by treating an epoxy resin with at least one modified adduct [D] of a conjugated diene polymer or copolymer which has an imido bond and/or amido bond and a semi-ester structure and has an acid value owing to a free carboxyl group of 5 to 100, said modified adduct being obtained by reacting an adduct [A] of a polymer of a conjugated diene having a number average molecular weight of 300 to 20,000 or a copolymer of the conjugated diene and a vinyl monomer with an .alpha.,.beta.-unsaturated dicarboxylic acid or its anhydride, with a compound [B] of the formula: ##STR1## and a compound [C] of the formula:R.sub.3 --CH.sub.2).sub.m OH [II].
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: February 1, 1983
    Assignees: Sumitomo Chemical Company, Limited, Tohto Kasei Co., Ltd.
    Inventors: Minoru Hino, Takao Oshima
  • Patent number: 4365043
    Abstract: A process for preparing resinous particles for a coating composition, which comprises the steps of (1) subjecting an aqueous resin composition having an ionic group and no material solubility or dispersibility in water is dissolved or dispersed in an aqueous medium by at least partly neutralizing the ionic group to treatment with a powdering agent while applying thereto an operation for pulverization to deposit the resin in a particulate form and (2) recovering the deposited resinous particles from the aqueous medium.
    Type: Grant
    Filed: March 14, 1977
    Date of Patent: December 21, 1982
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Sakuichi Konishi, Yukio Omori, Hiroyoshi Kataoka
  • 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: 4349645
    Abstract: Protective coating powder comprising a polyglycidyl ether of bisphenol A and trimellitic anhydride has improved shelf stability when it contains a hindered nitrogen-containing compound such as N,N-diethylaniline.
    Type: Grant
    Filed: August 5, 1981
    Date of Patent: September 14, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Allen L. Griggs
  • Patent number: 4344875
    Abstract: An antifouling coating composition includes an antifouling compound formed f the esterification product of tributyltin oxide combined with the copolymer of styrene and maleic anhydride. The antifouling compound is combined with a blend of selected Bisphenol A epoxy and polyacrylate resins, solvent, fillers, pigment, and amine based curing agent to provide a durable marine coating which exhibits controlled leaching of antifoulant.
    Type: Grant
    Filed: June 26, 1981
    Date of Patent: August 17, 1982
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Albert R. Parks
  • Patent number: 4342843
    Abstract: The metal adhesion and heat and water resistance of conventional neoprene latex adhesives are improved by the addition thereto of a polyamine and an epoxy resin wherein for every 100 parts by weight of dry neoprene, the epoxy is added in an amount of 10-40 parts and the amine is added in an amount sufficient to provide 50-150% of the stoichiometric amount required to cure the epoxy.
    Type: Grant
    Filed: February 24, 1981
    Date of Patent: August 3, 1982
    Assignee: National Starch and Chemical Corp.
    Inventors: Witold Perlinski, Irwin J. Davis, John F. Romanick
  • Patent number: 4338236
    Abstract: An acrylic polyamine copolymer with amine and hydroxy functionality. The copolymer can be formulated with auxiliary resins and optional crosslinkers to make a nearly-neutral pH cathodic dispersion and the formulations can be used in cathodic electrodeposition, giving good cure response at 150.degree.-175.degree. C.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: July 6, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Isidor Hazan
  • Patent number: 4337187
    Abstract: A cationic electrocoating composition containing a polyhydroxyamine and polyesters or alkyds and optionally a crosslinker resin.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: June 29, 1982
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Isidor Hazan
  • Patent number: 4335031
    Abstract: A cationic electrocoating composition containing a polyhydroxyamine and polybutadiene and optionally a crosslinker resin.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: June 15, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Isidor Hazan
  • Patent number: 4333869
    Abstract: This invention relates to self-extinguishing polymeric compositions, comprising a thermoplastic polymer, preferably a polyolefin, and an anti-flame additive consisting of:(1) 10-25% by weight, on the total composition, of an ammonium or amine phosphate; and(2) 10-25% by weight, on the total composition, of a product obtained by reacting in bulk, at a temperature comprised between 80.degree. C. and 230.degree. C.,(a) at least one organic compound selected from the group consisting of(i) linear or cyclic nitrogen containing compounds having at least one >C.dbd.O or >C.dbd.S group and at least one --NH--group being part of the linear chain or of the ring, and(ii) amino-triazine compounds; with(b) an epoxyalkyl ester of isocyanuric acid of the formula: ##STR1## wherein n is an integer from 1 to 3; the reaction being carried out according to a molar ratio (a):(b) comprised between 3:1 and 0.1:1.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: June 8, 1982
    Assignee: Montedison S.p.A.
    Inventors: Franco Marciandi, Pasquale Relvini
  • Patent number: 4332713
    Abstract: A liquid or pasty thermosetting adhesive which can be pre-gelled, which is suitable for the bonding of moulded parts or for the sealing of folded seams, and which contains (a) a liquid epoxide resin having on average more than one epoxide group in the molecule, and (b) a latent epoxide curing agent insoluble in the epoxide resin, the adhesive being characterized in that it also contains (c) in an amount of 5 to 50 percent by weight relative to the epoxide resin, at least one halogen-free thermoplast in powder form, which is insoluble in the epoxide resin at room temperature, and which has a softening point of between 60.degree. and 160.degree. C., such as a polyethylene, a polypropylene or an ethylene/acrylic acid/acrylate terpolymer.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: June 1, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Lehmann
  • Patent number: 4324713
    Abstract: A two-package solventless rust preventive material comprises (A) a sprayable component essentially containing a liquid epoxy resin and a liquid polycarboxylic acid anhydride and (B) a sprayable component essentially containing a liquid primary or secondary amino compound and a curing accelerator, at least one of said components (A) and (B) essentially comprising a non-reactive epoxy resin diluent having a molecular weight of 300 to 4,000 and an electrically conductive powder.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: April 13, 1982
    Assignees: Nippon Zeon Co. Ltd., Nisson Motor Co. Ltd.
    Inventors: Ryuji Kita, Hisataka Komai, Makoto Wakabayashi, Haruyoshi Takagishi
  • Patent number: 4322508
    Abstract: A high solids, thermosetting coating composition which, exclusive of pigments, solvents and other nonreactive components consists essentially of:(A) A hydroxy functional component consisting of:(1) between about 1 and about 90 weight percent of an oligoester (i) having a number average molecular weight (M.sub.n) of between about 150 and about 3000 (ii) bearing at least about 2 hydroxyl groups and (iii) being formed by an esterification reaction between a carboxylic acid and an epoxide; and(2) between about 99 and about 10 weight percent of a hydroxy functional copolymer having a number average molecular weight (M.sub.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: March 30, 1982
    Assignee: Ford Motor Company
    Inventors: Stephen C. Peng, David M. Thomson
  • Patent number: 4316967
    Abstract: Polymers of anionically polymerized monomers such as mono-olefins, conjugated dienes, vinyl substituted aromatics, vinyl substituted pyridine, vinyl substituted quinolines, various aldehydes, various epoxides, various oxetanes, various oxygen-containing compounds, and the like are produced and end capped with a polyisocyanate or polyisothiocyanate having the formula R--N.dbd.C.dbd.X).sub.n wherein R is a hydrocarbon, n is 2 or 3, and X is oxygen or sulfur. Such end capped polymers, of course, contain one reacted or connected isocyanate or isothiocyanate group and at least one free isocyanate or isothiocyanate end group, which free end group(s) reacts with an amide to give an imide end group. The imide terminated polymer is then hydrolyzed to form a stable amine terminated polymer. The reaction of the amide compound with the isocyanate(s) or isothiocyanate(s), followed by hydrolysis, results in the replacement of the free isocyanate or isothiocyanate end group(s) with an amine group(s).
    Type: Grant
    Filed: March 5, 1979
    Date of Patent: February 23, 1982
    Assignee: The Firestone Tire & Rubber Company
    Inventors: William L. Hergenrother, Richard A. Schwarz, Richard J. Ambrose, Robert A. Hayes
  • Patent number: 4316979
    Abstract: Compositions of matter comprising a liquid thiol terminated polysulfide polymer, a liquid epoxy resin and a liquid amine terminated polymer containing from about 1.7 to about 4 amine groups per molecule of the general formula ##STR1## wherein Y is a univalent radical derived by removal of an amine hydrogen from an aliphatic, alicyclic, heterocyclic or aromatic amine containing from 2 to about 20 carbon atoms and at least 2 amino groups and B is a polymeric backbone comprising carbon-carbon linkages are disclosed. Insulated window units fabricated therefrom possess superior mechanical and dewpoint retention properties.
    Type: Grant
    Filed: August 11, 1980
    Date of Patent: February 23, 1982
    Assignee: Thiokol Corporation
    Inventor: Henry N. Paul, 3rd
  • 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: 4299747
    Abstract: Coating compositions which may be applied by conventional techniques as well as by electrodeposition are provided by reacting a polyglycidyl ether of a polyphenol with an amino acid containing at least one amine group and one carboxyl group, wherein the amine group of the acid is preferentially reactive with the epoxy groups of the polyglycidyl ether. The resultant product can then be solubilized by neutralizing at least a portion of the acid functionality thereof with an amine or other base. Especially useful amino acids are the aminobenzoic acids.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: November 10, 1981
    Assignee: PPG Industries, Inc.
    Inventor: William J. Birkmeyer
  • Patent number: 4299926
    Abstract: Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivatives of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group of the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.
    Type: Grant
    Filed: August 5, 1980
    Date of Patent: November 10, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean Rody, Michael Rasberger
  • Patent number: 4298656
    Abstract: A sprayable, solventless bracing composition is made from the admixture of 100 parts of bisphenol A epoxy resin, up to about 8 parts of a coloring pigment, about 0.5 to about 4 parts of a thixotropic agent, about 100 to about 200 parts of butadiene/acrylonitrile polymer, and about 20 to about 40 parts of an amine terminated curing agent.
    Type: Grant
    Filed: March 28, 1980
    Date of Patent: November 3, 1981
    Assignee: Westinghouse Electric Corp.
    Inventor: Morris A. Mendelsohn
  • Patent number: 4294944
    Abstract: Flame-retardant antistatic polymer additives are provided which inhibit the buildup of electrostatic charges upon the addition of such compositions to synthetic polymeric fibers, i.e., polyamide fibers, and at the same time do not contribute to the flammability characteristics of such polymeric fibers. The flame-retardant antistatic polymer compositions are useful in combinations with fibers such as polyamide, polyester, polyurea, polyurethane, polysulfonamide, polyolefin and polyacrylic fibers. The antistatic effect is obtained by the process of coating the fibers or dispersing in or on the fibers up to about 12 percent by weight of a polymer composition which is the reaction product of:(a) a polyoxyalkylene compound or polyester thereof and(b) at least one reactant selected from the group consisting of (1) a diol, (2) a polyester and (3) an aliphatic or aromatic diacid or derivative of (3), wherein at least one said reactant is halogenated.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: October 13, 1981
    Assignee: BASF Wyandotte Corporation
    Inventors: David D. Newkirk, Robert B. Login, Basil Thir
  • Patent number: 4288569
    Abstract: A powder lacquer binder composition which comprises a homogeneous crosslinkable mixture comprising: (A) a polymer containing more than one carboxyl group and having a melting and softening point of from 20.degree. to 150.degree. C. (as determined by differential thermoanalysis) and an acid number of from 10 to 150 mg of KOH/g; and (B) a 1,2-polyepoxide which is N,N',N"-triglycidyl triazolidine-3,5-dione having an epoxide value of from 0.6 to 1.13; the mixture containing from 0.5 to 1.5 1,2-epoxide group per carboxyl group; and a process for the preparation thereof.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: September 8, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ludwig Rottmaier, Rudolf Merten, Rolf Dhein, Hans J. Kreuder