With Organic Nitrogen Or Organic Sulfur Reactant Patents (Class 523/404)
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Patent number: 5773507Abstract: An antistatic composition containing a crosslinked thermosetting resin formed by reacting, in the presence of a water-soluble solvent, (a) a polyaminoamide having unreacted primary and secondary amine groups and (b) a polychlorohydrin derivative.Type: GrantFiled: August 25, 1995Date of Patent: June 30, 1998Assignee: Henkel CorporationInventors: Michael J. Incorvia, Stephen A. Fischer
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Patent number: 5770642Abstract: Cathodic electrodeposition paints of the type in which a cationically modified epoxy resin is crosslinked with a blocked polyisocyanate crosslinker are disclosed. The paint contains a cationically modified epoxy resin having at least one oxazolidone ring in the molecule and a Tg ranging between 0.degree. C. and 35.degree. C., and a blocked alicyclic polyisocyanate. The use of lead based anticorrosive pigments may be eliminated or substantially reduced. When the alicyclic polyisocyanate is a bicycloalkane polyisocyanate, the use of organic solvent may also be reduced.Type: GrantFiled: February 28, 1997Date of Patent: June 23, 1998Assignee: Nippon Paint Co., Ltd.Inventors: Hirotaka Kanato, Makoto Ando, Yoshio Kojima, Mitsuo Yamada, Ryoichi Murakami
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Patent number: 5767176Abstract: An aqueous dispersion composition having excellent properties as a basic composition of a paper coating for improving printability, a paper strengthening agent, a cement compounding additive, a paint, an adhesive, etc., and a coating composition, a pulp composition and a mortar composition each containing the aqueous dispersion composition. The aqueous dispersion composition comprises an epoxy resin aqueous dispersion consisting of 100 parts by weight of an epoxy resin, 0.1 to 5.0 parts by weight of microcrystalline cellulose, and 0.1 to 10 parts by weight of a surface active agent; and a water-insoluble polyamine type curing agent. Use of the aqueous dispersion composition provides a coating composition, a pulp composition and a mortar composition each having excellent handling properties with respect to adhesion and viscosity, and excellent stability after curing even under a high temperature and high humid condition or a low temperature and low humid condition.Type: GrantFiled: August 15, 1996Date of Patent: June 16, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Masuhiko Nakanishi, Masahiko Otuka, Isao Takagi
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Patent number: 5760108Abstract: Self-dispersing curable epoxy resin ester dispersions prepared by a process comprising reacting a self-dispersing curable epoxy resin based on a polyoxyalkyleneamine with a fatty acid selected from the group consisting of drying oil and semi-drying oil fatty acids, are provided. The self-dispersing curable epoxy resin is based on a polyoxyalkyleneamine. Thus, a polyoxyalkyleneamine was present as a chemical precursor of the epoxy resin or a starting material therefor. The self-dispersing curable epoxy resin ester of the invention is in the form of an aqueous dispersion. When dried, films of the self-dispersing curable epoxy resin ester dispersion are useful as a coating composition.Type: GrantFiled: October 22, 1996Date of Patent: June 2, 1998Assignee: Henkel CorporationInventors: Kartar S. Arora, Grannis S. Johnson, James Aloye
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Patent number: 5760107Abstract: An electrodepositable composition is provided comprising:(A) a non-gelled cationic resin which is derived from a polyepoxide and which contains in the resin molecule cationic salt groups and active hydrogen groups selected from aliphatic hydroxyl and primary and secondary amino; and present as a separate component(B) a fully capped polyisocyanate curing agent containing substantially no free isocyanate groups. The electrodepositable composition contains from about 0.02 to 1.0 milliequivalents phenolic hydroxyl groups per gram of resin solids, and from about 0.1 to 2.0 milliequivalents beta-hydroxy ester groups per gram of resin solids. The composition provides excellent corrosion resistance when electrodeposited over steel substrates, and does not require lead in the formulation nor the use of a conventional chrome rinse for the steel substrate pretreatment before electrodeposition.Type: GrantFiled: October 1, 1996Date of Patent: June 2, 1998Assignee: PPG Industries, Inc.Inventors: Joseph T. Valko, Philippe Faucher, Richard F. Karabin, Thomas C. Moriarity, V. Eswarakrishnan, Ellor J. Van Buskirk, Gregory J. McCollum, Raphael O. Kollah
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Patent number: 5750595Abstract: There is disclosed a self-dispersing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.1 to 1.0. reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of a polyepoxide and from about 0.3 to 0.9 reactive equivalents of a compound having the structural formula:?R.sub.1 --O--!.sub.2-m --R.sub.2 --?--CH.sub.2 CH(R.sub.3)--X--R.sub.4 --NH.sub.2 !.sub.mwherein: R.sub.1 designates a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.12 aliphatic, alicyclic or aromatic hydrocarbons, and R.sub.2 represents a polyoxyalkylene chain having the structural formula:(CH.sub.2 --CH.sub.2 --O).sub.a --(CH.sub.2 --CH(R.sub.5)--O).sub.bwherein: R.sub.5 is a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.Type: GrantFiled: June 1, 1995Date of Patent: May 12, 1998Assignee: Henkel CorporationInventors: Kartar S. Arora, Michael S. Wiggins
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Patent number: 5750596Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and isocyanto alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 2,000-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.Type: GrantFiled: December 23, 1996Date of Patent: May 12, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: Allisa Gam
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Patent number: 5744521Abstract: A cathodic electrodeposition paint containing a cationically modified epoxy resin and a crosslinker dispersed in an acidic aqueous medium is disclosed. The paint contains as an auxiliary component for improving the surface smoothness of the cured paint films a t-alkylphenol novolac resin-alkylene oxide adduct or a reaction product thereof with a half blocked diisocyanate.Type: GrantFiled: January 7, 1997Date of Patent: April 28, 1998Assignee: Nippon Paint Co., Ltd.Inventors: Haruhiko Takasaki, Mitsuo Yamada
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Patent number: 5723519Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and glycidoxy alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 700-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.Type: GrantFiled: February 25, 1997Date of Patent: March 3, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Allisa Gam, Ding Yu Chung
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Patent number: 5719210Abstract: A method of preparing a self-dispersing epoxy resin composition is provided. The method comprises reacting a polyepoxide with a polyoxyalkylene polyol wherein the equivalent ratio of epoxide groups of said polyepoxide to hydroxyl groups of said polyoxyalkylene polyol is greater than 10:1, to form an polyol-epoxy adduct and reacting said polyol-epoxy adduct with a polyepoxide and a polyhydric alcohol to form a self-dispersing epoxy resin. Also provided are aqueous dispersions of the self-dispersing epoxy resin and coating compositions comprising the same. The coating compositions are particularly useful as industrial maintenance coatings.Type: GrantFiled: November 26, 1996Date of Patent: February 17, 1998Assignee: Henkel CorporationInventors: Kartar S. Arora, Shailesh Shah
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Patent number: 5708059Abstract: A stable, aqueous epoxy resin dispersion including: (A) an epoxy resin prepared by condensation of at least one epoxide compound having on average at least two epoxide groups per molecule, with an aralkylated polyhydroxy aromatic compound obtained by reaction of a polyhydroxy aromatic compound with an aromatic compound which carries an alkenyl group; (B) a dispersant; and water, is useful, for example, in a coating or adhesive.Type: GrantFiled: February 11, 1997Date of Patent: January 13, 1998Assignee: Hoechst AktiengesellschaftInventors: Armin Pfeil, Michael Hoenel, Uwe Neumann
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Patent number: 5703178Abstract: A heat ablative coating composition is prepared by combining an epoxy silane resin, an epoxy resin, a silicone intermediate, a silicon-modified polyether, an aminosilane, at least one organometallic catalyst, at least one organic solvent, water, at least one filler, optional nonsilicon-containing amine catalyst, and optional pigments and thixotropic agents. The heat ablative coating composition is applied to a substrate to form a film having a build thickness in the range of from about 0.1 to 0.5 inches that is capable of curing at ambient outdoor temperature in about seven days, depending on ambient conditions. The heat ablative film so formed is designed to undergo a slow thermal decomposition when exposed to high temperature conditions without igniting or causing excessive smoke, and is designed to have good thermal conductivity to protect the underlying substrate from thermal decomposition.Type: GrantFiled: November 30, 1995Date of Patent: December 30, 1997Assignee: Ameron International CorporationInventor: Roland L. Gasmena
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Patent number: 5691400Abstract: A composition comprising water and the following components:(a) an epoxy compound comprising at least one epoxy group and at least one hydrolysable silyl group; and(b) a hydroxy functional polymer having carboxy and/or sulpho groups.The compositions are generally water-based and may be used for making films and coatings having good mechanical and physical properties.Type: GrantFiled: May 12, 1995Date of Patent: November 25, 1997Assignee: Zeneca LimitedInventors: John Gerard Carey, John Christopher Padget, David Alan Pears
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Patent number: 5674925Abstract: A diglycidyl ether epoxy resin is reacted with a blocked prepolymer having a soft segment and an asymmetric bisurethane having a first urethane group with a lower alkanol and a second urethane group with a monohydroxyl compound capable of enhancing thermoflowability. The product is then reacted with a cationic active hydrogen compound such as amines to open the remaining epoxy rings. The modified epoxy resin thus produced is dispersed in an aqueous medium containing a neutralizing agent together with a blocked polyisocyanate crosslinker to give a cathodic electrodeposition paint having improved impact strength and thermoflowability.Type: GrantFiled: November 9, 1995Date of Patent: October 7, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Ichiro Kawakami
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Patent number: 5663219Abstract: The peel strength of lightweight, liquid polysulfide-based sealants for aircraft is improved by the addition of an epoxy-terminated liquid polysulfide to the liquid polysulfide. The lightweight sealants have a specific gravity of from about 1 to about 1.3 and the amount of epoxide terminated polysulfide is from about 0.4 to about 5% of the weight of the polysulfide present in the sealant. Fillers having a specific gravity of from about 0.1 to about 2.2 are used.Type: GrantFiled: September 25, 1995Date of Patent: September 2, 1997Assignee: Morton International, Inc.Inventors: Kanu R. Chokshi, Keith B. Potts
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Patent number: 5648409Abstract: There is disclosed a self-disbursing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.40 to 0.95 reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of an aromatic polyepoxide and from about 0.3 to 0.9 reactive equivalents of a polyoxyalkyleneamine.Type: GrantFiled: December 29, 1994Date of Patent: July 15, 1997Assignee: Henkel CorporationInventors: Kartar S. Arora, David I. Devore, Reuben H. Grinstein, Grannis S. Johnson, John G. Papalos, Shailesh Shah
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Patent number: 5643976Abstract: There is disclosed a self-dispersing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.40 to 0.95 reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of a polyepoxide and from about 0.3 to 0.9 reactive equivalents of a polyoxyalkyleneamine having the structural formula:R.sub.1 --O--R.sub.2 --CH.sub.2 CH(R.sub.3)--X--R.sub.4 --NH2wherein:R.sub.1 designates a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.12 aliphatic, alicyclic or aromatic hydrocarbons, andR.sub.2 represents a polyoxyalkylene chain having the structural formula:(CH.sub.2 --CH.sub.2 --O).sub.a --(CH.sub.2 --CH(R.sub.5)--O).sub.bwherein:R.sub.5 is a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.Type: GrantFiled: December 29, 1994Date of Patent: July 1, 1997Assignee: Henkel CorporationInventors: Kartar S. Arora, Michael S. Wiggins
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Patent number: 5641818Abstract: Aqueous primer compositions containing substantially no volatile organic solvents, suitable for promoting the bonding of a metal adherend to a second adherend, are prepared by dispersing one or more solid epoxy resins and a solid curing agent into water such that the particle sizes of the solids are less than 30 .mu.m. The primer compositions are environmentally superior to solvent based primers without loss of physical properties, are storage stable, and exhibit excellent solvent resistance.Type: GrantFiled: May 15, 1995Date of Patent: June 24, 1997Assignee: Cytec Technology Corp.Inventor: David Eugene Sweet
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Patent number: 5633297Abstract: An electrodepositable composition is provided comprising: a non-gelled, cationic, water-dispersible resin, electrodepositable on a cathode, which is derived from a polyepoxide and which contains in the resin molecule cationic salt groups, beta-hydroxy ester groups, active hydrogen groups including free phenolic hydroxyl groups, and capped isocyanate groups. The composition provides excellent corrosion resistance when electrodeposited over steel substrates, and does not require lead in the formulation nor the use of a conventional chrome rinse for the steel substrate during pretreatment before electrodeposition.Type: GrantFiled: November 4, 1994Date of Patent: May 27, 1997Assignee: PPG Industries, Inc.Inventors: Joseph T. Valko, Richard F. Karabin
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Patent number: 5623046Abstract: A self-dispersing curable epoxy composition is prepared upon contacting (a) 1.0 reactive equivalents of an epoxy resin, (b) between 0.005 and 0.5 reactive equivalents of an amine-epoxy adduct, and optionally (c) from about 0.01 to 1.0 reactive equivalents of a polyhydric phenol, wherein the amine-epoxy adduct is formed upon contacting 1.0 equivalents of an aliphatic polyepoxide and greater than 1.0 but no more than about 2.5 reactive equivalents of a polyoxyalkyleneamine. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: June 7, 1995Date of Patent: April 22, 1997Assignee: Henkel CorporationInventors: John G. Papalos, Shailesh Shah, Reuben H. Grinstein, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 5616634Abstract: A stable, aqueous epoxy resin dispersion including: (A) an epoxy resin prepared by condensation of at least one epoxide compound having on average at least two epoxide groups per molecule, with an aralkylated polyhydroxy aromatic compound obtained by reaction of a polyhydroxy aromatic compound with an aromatic compound which carries an alkenyl group; (B) a dispersant; and water, is useful, for example, in a coating or adhesive.Type: GrantFiled: June 22, 1995Date of Patent: April 1, 1997Assignee: Hoechst AktiengesellschaftInventors: Armin Pfeil, Michael Hoenel, Uwe Neumann
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Patent number: 5605944Abstract: Polyamide/epoxy, thermoplastic-thermoset curable adhesive resin systems which are aqueous dispersions are disclosed; wherein the epoxy resin component has unreacted epoxy groups numbering, on average, between about 2 and about 8; the polyamide component comprises both an acid terminated polyamide resin having an acid number, on average, of from about 10 to about 30, in an amount of from about 20% to about 60% by weight of the total weight of polyamide resin, and an amine terminated polyamide resin having an amine number, on average, of from about 5 to about 30, in an amount of from about 80% to about 40% by weight of the total weight of polyamide resin; and additionally a neutralizing base in amount sufficient to neutralize from about 50% to about 80%, on an equivalents basis, of the total number of free acid groups occurring on the acid and amine terminated polyamide resin components; and optionally at least one water soluble, dipolar chemical moiety in an amount effective to provide stability in the overallType: GrantFiled: April 27, 1995Date of Patent: February 25, 1997Assignee: Union Camp CorporationInventor: Gerald W. Heebner
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Patent number: 5604269Abstract: A self-dispersing curable epoxy composition is prepared upon contacting (a) 1.0 reactive equivalents of an epoxy resin, (b) between 0.005 and 0.5 reactive equivalents of an amine-epoxy adduct, and optionally (c) from about 0.01 to 1.0 reactive equivalents of a polyhydric phenol, wherein the amine-epoxy adduct is formed upon contacting 1.0 equivalents of an aliphatic polyepoxide and greater than 1.0 but no more than about 2.5 reactive equivalents of a polyoxyalkyleneamine. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: August 25, 1994Date of Patent: February 18, 1997Assignee: Henkel CorporationInventors: John G. Papalos, Shailesh Shah, Reuben H. Grinstein, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 5599855Abstract: A new epoxy hardener composition is the product of the reaction of (A) a poly(alkylene oxide) monoamine or diamine with a molecular weight (Mn) of about 500 to 6000 and (B) a di- or polyepoxide, in a ratio of epoxide to active amine hydrogens of about 1.1:1 to 6:1 to yield an intermediate (C), which in a second step is reacted with (D) a di- or polyamine, in a ratio of active amine hydrogens to epoxide of greater than about 25 to 1, preferably greater than about 30 to 1. The compositions of the invention are excellent emulsifiers of liquid epoxy resins in aqueous medium without the addition of added surfactants or acidic compounds, and can be used to prepare water resistant water-borne coatings and related products from both liquid and solid epoxy resins, that possess long pot lives and contain relatively small amounts of volatile organic compounds.Type: GrantFiled: June 5, 1995Date of Patent: February 4, 1997Assignee: Air Products and Chemicals, Inc.Inventor: Frederick H. Walker
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Patent number: 5596030Abstract: A new epoxy hardener composition is the product of the reaction of (A) a poly(alkylene oxide) monoamine or diamine with a molecular weight (Mn) of about 500 to 3000 and (B) a di- or polycarboxylic acid, in a ratio of moles of carboxylic acid to equivalents of amine of about 1:1 to 6:1 to yield an intermediate (C), which in a second step is reacted with (D) a di- or polyamine. The compositions of the invention are excellent emulsifiers of liquid epoxy resins in aqueous media without the addition of added surfactants or acidic compounds, and can be used to prepare water resistant water-borne coatings and related products from both liquid and solid epoxy resins, that possess long pot lives and contain relatively small amounts of volatile organic compounds.Type: GrantFiled: October 3, 1995Date of Patent: January 21, 1997Assignee: Air Products and Chemicals, Inc.Inventor: Frederick H. Walker
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Patent number: 5591788Abstract: An advanced epoxy cationic resin useful as a cathodic electrodeposition coating is prepared by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidyl ether of (a) an oxyalkylated aromatic diol or (b) an oxyalkylated cycloaliphatic diol or (c) certain oxyalkylated aliphatic diols and (2) at least one diglycidyl ether of a dihydric phenol with (B) at least one dihydric phenol and optionally (C) a monofunctional capping agent. Components (A-1) and (A-2) are employed in quantities such that from 10 to 75 weight percent of the diglycidyl ethers contained in component (A) are contributed by component (A-1), and from 25 to 90 weight percent of such glycidyl ethers are contributed by component (A-2). The terminal oxirane groups in the thus formed advanced epoxy resin are converted to cationic groups by reacting the resin with a nucleophilic compound and adding an organic acid and water at at least one point in the reaction.Type: GrantFiled: November 17, 1992Date of Patent: January 7, 1997Assignee: The Dow Chemical CompanyInventors: Kenneth W. Anderson, Richard A. Hickner
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Patent number: 5589534Abstract: An aqueous coating composition is provided which comprises a generally lipophilic crosslinkable binder, optionally a chemical curing/crosslinking agent for the crosslinkable binder, and a special reactive amphiphatic emulsifier comprising a lipophilic backbone having separately pendant therefrom (a) at least one activated unsaturated group and (b) at least one of a specified class of hydrophilic polyoxyalkylene groups, and possessing an HLB value of at least 6.0.Type: GrantFiled: January 10, 1994Date of Patent: December 31, 1996Assignee: Akzo Nobel N.V.Inventors: Carl W. Metzger, Bernhard H. Feith, Ute Gruber, Angelika A. Zedler, Mario M. M. van Wingerde
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Patent number: 5587409Abstract: Curing agents for aqueous epoxy resin dispersions obtained by reaction of an adduct (A) of at least one polyepoxide (A.sub.1) and at least one polyalkylene polyether polyol (A.sub.2), it being possible for the adduct (A) to be modified with a secondary amine (A.sub.3) if appropriate, withI. a reaction product of an amine (B) and an epoxide (C)orII. an amine (B) and subsequent reaction with an epoxide (C),the amount of amine (B) being chosen such that the H atoms on the nitrogen are present in a 2- to 10-fold excess, based on the epoxide groups in (A).Type: GrantFiled: October 25, 1995Date of Patent: December 24, 1996Assignee: Hoechst AktiengesellschaftInventors: Dieter Dreischhoff, Joerg-Peter Geisler, Claus Godau, Michael Hoenel, Bernhard Stengel-Rutkowski
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Patent number: 5583167Abstract: Provided are epoxy curing agents comprising the reaction product of reactants consisting essentially of an alkylene polyamine having less than about 12 carbon atoms, an aromatic mono-glycidyl ether having less than about 18 carbon atoms, and a diglycidyl ether of an aromatic diol having an average degree of oligomerization of less than about 3.5, wherein the ratio of primary amine equivalents of said alkylene polyamine to the total epoxide equivalents of said aromatic glycidyl ether and said diglycidyl ether of an aromatic diol is not essentially less than one, and the ratio of epoxide equivalents of said aromatic mono-glycidyl ether to epoxide equivalents of said diglycidyl ether of an aromatic diol is greater than one.Type: GrantFiled: June 30, 1993Date of Patent: December 10, 1996Assignee: Henkel CorporationInventors: Jason L. Chou, Shailesh Shah, Brian G. Jewell, Robert M. Moon
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Patent number: 5576061Abstract: Aqueous primer compositions containing substantially no volatile organic solvents, suitable for promoting the bonding of a metal adherend to a second adherend, are prepared by dispersing one or more solid epoxy resins and a solid curing agent into water such that the particle sizes of the solids are less than 30 .mu.m. The primer compositions are environmentally superior to solvent based primers without loss of physical properties, are storage stable, and exhibit excellent solvent resistance.Type: GrantFiled: May 15, 1995Date of Patent: November 19, 1996Assignee: Cytec Technology Corp.Inventor: David E. Sweet
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Patent number: 5576416Abstract: A new epoxy hardener composition is the product of the reaction of (A) a poly(alkylene oxide) monoamine or diamine with a molecular weight (Mn) of about 500 to 3000 and (B) a di- or polycarboxylic acid, in a ratio of moles of carboxylic acid to equivalents of amine of about 1:1 to 6:1 to yield an intermediate (C), which in a second step is reacted with (D) a di- or polyamine. The compositions of the invention are excellent emulsifiers of liquid epoxy resins in aqueous media without the addition of added surfactants or acidic compounds, and can be used to prepare water resistant water-borne coatings and related products from both liquid and solid epoxy resins, that possess long pot lives and contain relatively small amounts of volatile organic compounds.Type: GrantFiled: December 13, 1994Date of Patent: November 19, 1996Assignee: Air Products and Chemicals, Inc.Inventor: Frederick H. Walker
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Patent number: 5567748Abstract: A water miscible or soluble amine terminated resin useful as a curing agent comprising the reaction product of: A) a polyamine component comprising one or more hydrophilic poly(oxyalkylene) amines, and optionally one or more hydrophobic polyamines; B) a polyepoxide component comprising one or more diglycidyl ethers of a polyalkylene glycol, one or more diglycidyl ethers of a cycloalkylene glycol and optionally one or more hydrophobic polyglycidyl ethers, wherein the mixture is optionally advanced by an amine extender; C) optionally, a reactive diluent which is capable of reacting with an epoxy resin, and D) optionally, a catalyst for the reaction of an amine with an epoxy resin; wherein Component A is employed in an equivalent excess with respect to Component B such that the terminal moieties of the reaction product are amine moieties capable of reacting with an epoxy resin; the composition has an amine hydrogen equivalent weight of from 140 to 240; and the composition is water soluble or water miscible.Type: GrantFiled: May 25, 1994Date of Patent: October 22, 1996Assignee: The Dow Chemical CompanyInventors: Dieter H. Klein, Hans J. Wessely
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Patent number: 5565505Abstract: A self-dispersing curable epoxy composition is prepared upon contacting (a) 1.0 reactive equivalents of an epoxy resin, (b) from about 0.01 to 1.0 reactive equivalents of a polyhydric phenol, and (c) between 0.005 and 0.025 reactive equivalents of an amine-epoxy adduct, wherein the amine-epoxy adduct is formed upon contacting 1.0 equivalents of an aliphatic polyepoxide and between 0.3 and 0.9 reactive equivalents of a polyoxyalkyleneamine. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: June 14, 1994Date of Patent: October 15, 1996Assignee: Henkel CorporationInventors: John G. Papalos, Reuben H. Grinstein, Shailesh Shah, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 5565506Abstract: A self-dispersing curable epoxy composition is prepared upon contacting (a) 1.0 reactive equivalents of an epoxy resin, (b) from about 0.65 to 0.95 reactive equivalents of a polyhydric phenol, and (c) between 0.005 and 0.5 reactive equivalents of an amine-epoxy adduct, wherein the amine-epoxy adduct is formed upon contacting 1.0 equivalents of an aliphatic polyepoxide and between 0.3 and 0.9 reactive equivalents of a polyoxyalkyleneamine. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: August 25, 1994Date of Patent: October 15, 1996Assignee: Henkel CorporationInventors: John G. Papalos, Reuben H. Grinstein, Shailesh Shah, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 5559174Abstract: The invention relates to a novel electrocoating composition for metallic substrates that exhibits "thick-build" protective properties at "medium-build" thicknesses. It is composed of a self-addition epoxy resin-polyamine adduct, a blocked isocyanate cross-linker, a polyglycol-polyamine grind resin, a plasticizer, an anti-cratering agent and pigments.Type: GrantFiled: June 7, 1995Date of Patent: September 24, 1996Assignee: BASF CorporationInventors: Peter D. Clark, John A. Gilbert, Gunther Ott, Dieter Ruhl, David J. Santure, Ulrich Heimann, Klaus Cibura
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Patent number: 5547711Abstract: Self-crosslinking preparation made from water, alkoxysiline compounds containing perfluoroalkyl groups, compounds soluble in water or emulsifiable or dispersible in water containing perfluoroalkyl groups and optionally further constituents, which preparations are storage stable and suited for the protection of glass, stony material, textiles, leather and paper.Type: GrantFiled: May 19, 1995Date of Patent: August 20, 1996Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Klaus Pohmer, Tillmann Hassel
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Patent number: 5545678Abstract: Amino-containing polymer systems which are suitable for the preparation of binders for printing inks can be obtained by synthesizing a polymer or polymer mixture A from at least one compound from each of the groups(a) epoxides, carbonates, epoxide-carbonates,(b) amines and(c) phenols,at least partial neutralization of the resulting polymer or polymer mixture A, and transfer to water, and optionally, preparing a water-insoluble polymer B which can be prepared by polymerization of ethylenically unsaturated monomers in the presence of the polymer or polymer mixture A.Type: GrantFiled: November 2, 1994Date of Patent: August 13, 1996Assignee: Hoechst AktiengesellschaftInventors: Astrid Giencke, Uwe Neumann, Bernd Mergardt, Gerd Walz
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Patent number: 5539024Abstract: This invention relates to resins which contain perfluoroalkyl groups and which are soluble, emulsifiable or dispersible in water, and to their use as treatment-, protective- and impregnating media for mineral materials, textile materials and paper, and as emulsifying, crosslinking and auxiliary processing materials for the production of aqueous preparations containing perfluoroalkyl compounds.Type: GrantFiled: May 19, 1995Date of Patent: July 23, 1996Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Klaus Pohmer
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Patent number: 5539023Abstract: Curing agents for aqueous epoxy resin dispersions obtained by reaction of an adduct (A) of at least one polyepoxide (A.sub.1) and at least one polyalkylene polyether polyol (A.sub.2), it being possible for the adduct (A) to be modified with a secondary amine (A.sub.3) if appropriate, withI. a reaction product of an amine (B) and an epoxide (C)orII. an amine (B) and subsequent reaction with an epoxide (C),the amount of amine (B) being chosen such that the H atoms on the nitrogen are present in a 2- to 10-fold excess, based on the epoxide groups in (A).Type: GrantFiled: February 7, 1994Date of Patent: July 23, 1996Assignee: Hoechst AktiengesellschaftInventors: Dieter Dreischhoff, Joerg-Peter Geisler, Claus Godau, Michael Hoenel, Bernhard Stengel-Rutkowski
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Patent number: 5536776Abstract: A compound that is useful as a dispersant for pigments in waterborne coating compositions, particularly in cathodic electrocoat compositions, is described. The compound comprises an acrylic backbone having a pigment-interactive substituent and a stabilizing substituent. The pigment-interactive substituent has at least one primary amino group. The stabilizing substituent comprises an alkoxy-terminated polyalkylene oxide structure. The dispersant is useful in preparing electrocoat coating compositions.Type: GrantFiled: May 12, 1995Date of Patent: July 16, 1996Assignee: BASF CorporationInventors: Clint W. Carpenter, Timothy S. December, William D. Hardigan
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Patent number: 5527614Abstract: A compound that is useful as a dispersant for pigments in waterborne coating compositions, particularly in cathodic electrocoat compositions, is described. The compound comprises an acrylic backbone having a pigment-interactive substituent and a stabilizing substituent. The pigment-interactive substituent has at least one primary amino group. The stabilizing substituent comprises an alkoxy-terminated polyalkylene oxide structure. The dispersant is useful in preparing electrocoat coating compositions.Type: GrantFiled: December 21, 1994Date of Patent: June 18, 1996Assignee: BASF CorporationInventors: Clint W. Carpenter, Timothy S. December, William D. Hardigan
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Patent number: 5527839Abstract: A new epoxy hardener composition is the product of the reaction of (A) a poly(alkylene oxide) monoalcohol with a molecular weight (Mn) of about 500 to 3000 and (B) a polyepoxide, in a molar ratio of polyepoxide to poly(alkylene oxide) monoalcohol of about 1.3:1 to 6:1 to yield an intermediate (C), which in a second step is reacted with (D) a polyamine. The compositions of the invention are excellent emulsifiers of liquid epoxy resins in aqueous media without the addition of added surfactants or acidic compounds, and can be used to prepare water resistant water-borne coatings and related products from both liquid and solid epoxy resins, that possess long pot lives and contain relatively small amounts of volatile organic compounds.Type: GrantFiled: December 13, 1994Date of Patent: June 18, 1996Assignee: Air Products and Chemicals, Inc.Inventor: Frederick H. Walker
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Patent number: 5525650Abstract: The invention relates to a novel electrocoating composition for metallic substrates that exhibits "thick-build" protective properties at "medium-build" thicknesses. It is composed of a self-addition epoxy resin-polyamine adduct, a blocked isocyanate cross-linker, a polyglycol-polyamine grind resin, a plasticizer, an anti-cratering agent and pigments.Type: GrantFiled: November 2, 1994Date of Patent: June 11, 1996Assignee: BASF CorporationInventors: Peter D. Clark, John A. Gilbert, Gunther Ott, Dieter Ruhl, David J. Santure
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Patent number: 5523363Abstract: A resin composition for aqueous coating, comprising, as the main components, a resin having hydroxyl group(s) and cationic group(s) and a certain novolac-substituted phenol type epoxy resin. This composition has excellent bath stability and low-temperature curability and is useful in cationic electrocoatings, in particular.Type: GrantFiled: September 30, 1993Date of Patent: June 4, 1996Assignee: Kansai Paint Co., Ltd.Inventors: Toshio Fujibayashi, Haruo Nagaoka
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Patent number: 5521246Abstract: The present invention is directed to improved aqueous dispersions containing polyurethane/vinyl polymers and to a method for making such aqueous polyurethane-vinyl polymer dispersion. The aqueous dispersions comprise a urethane prepolymer having carboxyl functionality therein and a vinyl monomer polymerized therewith. The improvement in these dispersions resides in shelf-stability and self crosslinkability at low temperature with the polyurethanes having the carboxyl functionality in quaternary form and such dispersions containing polymer having pendant epoxide groups. When the aqueous dispersions are cast as a film and the water removed, crosslinking between the carboxyl group and epoxide group occurs.Type: GrantFiled: July 25, 1994Date of Patent: May 28, 1996Assignee: Air Products and Chemicals, Inc.Inventors: Chao-Fong Tien, Chung-Ling Mao, Jeanine M. Snyder, Adalgery Beck
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Patent number: 5510400Abstract: The present invention provides a cationic electrodeposition coating composition which satisfies both stability of paint with time and corrosion resistance when baked at low-temperature. A cationic electrodeposition coating composition comprises:(A) a cationic resin;(B) a low-temperature dissociation type block isocyanate curing agent; and(C) a pigment paste containing a pigment dispersed in a cationic pigment dispersing resin,wherein said cationic pigment grinding resin is prepared by introducing primary amino groups into a hydrophobic resin for pigment dispersion and neutralizing with acid, said hydrophobic resin has an SP value of 10.0 to 11.0, number of amino groups in one molecule is average 1.6 to 4.0, and a weight ratio of component A:B:C is 10 to 88:10 to 50:2 to 50.Type: GrantFiled: November 1, 1994Date of Patent: April 23, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Hiroyuki Kageyama, Tatsuo Yoshida, Yoshio Kojima
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Patent number: 5508324Abstract: An epoxy resin curing composition comprising the product of the reaction of (A) a polyamine containing primary amine functionality and (B) a polyepoxide having an EEW of from 130 to 450 in a ratio of moles of polyamine per equivalents of polyepoxide sufficient to provide intermediate (C) which comprises an adduct of about two moles of polyamine and one mole polyepoxide, intermediate (C) being then reacted with an amount of a polyepoxy resin (D) sufficient to react with about 10-40% of the primary amines in intermediate (C) to provide adduct (E), and adduct (E) being end capped with a monoepoxide composition comprising an aromatic glycidyl ether or an alkyl substituted aromatic glycidyl ether, or both. The composition may be salted with a volatile acid such as acetic acid and blended with water to afford an aqueous composition containing 20 to 65% nonvolatiles.Type: GrantFiled: August 14, 1995Date of Patent: April 16, 1996Assignee: Air Products and Chemicals, Inc.Inventor: Michael I. Cook
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Patent number: 5506284Abstract: An electrodeposition coating composition is described comprising:(a) an aqueous dispersion of a water-dispersible, electrically-depositable, at least partially neutralized cationic resin, and(b) polymer microparticles, said polymer particles being prepared by:(1) blending an acid-neutralized tertiary amino-functional acrylic polymer and a polyepoxide,(2) dispersing the blended mixture in an aqueous medium to form a dispersion of microparticles of the blended mixture, and(3) heating the dispersion to crosslink the acrylic and polyepoxide in the microparticles.Type: GrantFiled: February 26, 1993Date of Patent: April 9, 1996Assignee: BASF CorporationInventor: John McGee
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Patent number: 5500246Abstract: A water-based coating composition that does not use an organic solvent is formed by dispersing a resin composition into an aqueous medium. The water-based coating composition has excellent stability over time. The coating film obtained from the composition has excellent retort resistance, adhesion to metals, processability and chemical resistance; and it can be cured at relatively low temperatures.Type: GrantFiled: August 18, 1994Date of Patent: March 19, 1996Inventors: Kenichi Morizono, Taira Harada
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Patent number: 5500462Abstract: A process for producing stable dispersions of epoxy resins is presented in which an epoxy resin is mixed with water in the presence of a reactive surfactant to form a predispersed resin. To this predispersed resin, a micronized dicyandiamide based curing agent is added to form a predispersed resinous mass. The mass is stirred for a time and at a temperature sufficient to convert the predispersed resinous mass to a stable epoxy resin dispersion where the water is the continuous phase and the resin is the dispersed phase. The dispersion is useful as a one-pack epoxy resin system in applications such as binders for non-wovens, papers, textiles, composites, and laminates and in many coating applications.Type: GrantFiled: June 7, 1995Date of Patent: March 19, 1996Assignee: Shell Oil CompanyInventor: Glenda C. Young