With Organic Nitrogen Or Organic Sulfur Reactant Patents (Class 523/404)
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Patent number: 4480058Abstract: 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: GrantFiled: January 6, 1981Date of Patent: October 30, 1984Assignee: SCM CorporationInventors: Vincent W. Ting, Richard M. Marcinko
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Patent number: 4448912Abstract: Heat hardenable binders comprising aqueous dispersions of solid epoxy resins of a special structure, wherein some of the glycidyl groups are converted into quaternary ammonium groups by means of primary and/or secondary amines and quaternization, and further containing hardeners and possibly other conventional additives, characterized in that they contain, as hardeners, polybasic water-soluble polycarboxylic acid units or the anhydrides or acid esters thereof having a COOH functionality of at least 3, and the use of the binders for the preparation of hardened products, particularly coatings.Type: GrantFiled: February 18, 1982Date of Patent: May 15, 1984Assignee: Hoechst AktiengesellschaftInventors: Wilhelm Becker, Albrecht Manz
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Patent number: 4446260Abstract: A water dispersible coating composition is prepared by reacting together at elevated temperature in the presence of an amine 40 to 90% by weight of an epoxy resin composition of average epoxy functionality 1.0 to 2.0 epoxide groups per molecule and 10 to 60% by weight of a polymer containing carboxylic acid groups. The ratio of carboxylic acid groups to epoxide groups is 1.5:1 to 20:1. The reaction is carried out in a mixture of a water miscible organic solvent with 5 to 30% of water based on the combined weight of epoxy resin and polymer containing carboxylic acids groups. A coating composition in the form of a stable dispersion is produced by mixing the water dispersible coating composition prepared as described above with a base and sufficient water to form a predominantly aqueous continuous phase.Type: GrantFiled: June 29, 1982Date of Patent: May 1, 1984Assignee: International Paint Public Limited CompanyInventors: Richard A. Woods, Rajesh R. Mehta
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Patent number: 4446257Abstract: Aqueous powder suspensions for thermoset coatings are prepared by intimately blending a mixture of(a) an epoxy resin/amine adduct having terminal amino groups,(b) a curing agent (phenolic resin, aminoplast resin, non-acidic polyester+transesterification catalyst), and, optionally,(c) a solid epoxy resin, said blend having a softening point of at least 70.degree. C., and milling down in water to a particle size of less than 20 micrometers.Type: GrantFiled: May 27, 1982Date of Patent: May 1, 1984Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Wolfgang Kunze
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Patent number: 4443569Abstract: The invention relates to thermosetting, cathodically depositable, aqueous electrocoating compositions which are produced by reacting a nitrogen base-containing binder, which contains tertiary amino groups and primary and/or secondary OH groups, with metal compounds, which are sparingly soluble or insoluble in water, of cobalt, copper, lead, nickel and/or manganese at temperatures between 100.degree. C. and 150.degree. C. under an inert gas. The resultant products are subsequently protonated with an acid and diluted with water in a manner known per se to yield electrocoating paints having a solids content of from 5 to 25% and pH values of 5 to 8. Octoates, naphthenates, borates, and also acetyl acetonates are preferred to be used as the metal compounds which are sparingly soluble or insoluble in water.Type: GrantFiled: April 8, 1982Date of Patent: April 17, 1984Assignee: Lackwerke Wulfing GmbH & Co.Inventors: Manfred Schroder, Arty R. T. Subramanyam
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Patent number: 4442246Abstract: Non-gelled compositions containing hydroxy ester copolymer having carboxyl groups and substantially free of oxirane groups are disclosed which are the esterification reaction product of(A) acidic addition copolymer; and(B) mixtures containing epoxy resin including both aromatic polyether containing oxirane groups and aromatic polyether devoid of oxirane groups, in which the mixture 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. The resulting composition is neutralized with amine, is self-emulsifiable in water and is useful for coatings, e.g., for cans.Type: GrantFiled: April 1, 1981Date of Patent: April 10, 1984Assignee: SCM CorporationInventors: George L. Brown, Arthur T. Spencer
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Patent number: 4442247Abstract: An aqueous coating composition comprising from 45 to 98 parts by weight (solids) of aqueous resin(s) and from 2 to 55 parts by weight (solids) of finely divided water-insoluble resin(s), in which at least a part of said aqueous resin is selected from special type of cationic resins. The resins may have mutually reactive functional groups.Type: GrantFiled: August 25, 1982Date of Patent: April 10, 1984Assignee: Nippon Paint Company, Ltd.Inventors: Shinichi Ishikura, Kazunori Kanda, Shohachiro Yamaguchi
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Patent number: 4433078Abstract: Waterdispersible cationic resins are formed by reacting the components comprising at least(A) an epoxidized polydiene,(B) a bisglycidylether of a polyphenol,(C) an amide compound, which is formed by one or more higher, substantially multiply unsaturated fatty acids and a polyamine and which may comprise a ketimine group or a hydroxy group, and possibly(D) an organic secondary amine and/or(E) a partially and/or fully masked polyisocyanate, which product comprises excess epoxide groups and carbon-carbon double bonds and which resins can be made waterdispersible with an acid under formation of cationic groups. A composite is provided comprising the cationic resin superposed on a conducting substrate and a method is described for forming the composite.Type: GrantFiled: December 3, 1980Date of Patent: February 21, 1984Assignee: Akzo NVInventors: Hilde Kersten, Hans G. Zengel, Anton Toth
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Patent number: 4433079Abstract: Water-dispersion adhesives stable in storage and dilution dispersion and excellent in adhesive properties for extrusion lamination which comprise a dispersion of a resin in water, wherein the resin (A) is obtained from a reaction of a polyepoxy compound (B) with a reaction mixture (C) of a polyethyleneimine (D) and a monoepoxy compound (E).Type: GrantFiled: March 9, 1983Date of Patent: February 21, 1984Assignee: Nippon Soda Company LimitedInventors: Noriyuki Kobayashi, Akihiko Funamoto
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Patent number: 4427804Abstract: A monosecondary amine containing blocked primary amine groups is provided by reacting a monosecondary amine containing at least one primary amine group (such as diethylene triamine) with a ketone which is hindered to prevent reaction with secondary amino hydrogen atom (such as methyl isobutyl ketone) while removing water. This product disperses in water with the aid of a solubilizing acid to provide a solution which will emulsify a liquid polymer dispersed therein. The water hydrolyzes the blocked primary amine groups to restore reactivity. This product can also be reacted with 1,2-oxirane or isocyanate-functional polymers to provide products which are dispersible in water with a solubilizing acid. These dispersions will electrodeposit at the cathode.Type: GrantFiled: March 1, 1982Date of Patent: January 24, 1984Assignee: DeSoto, Inc.Inventors: Anthony J. Tortorello, Mary A. Kinsella
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Patent number: 4427805Abstract: The present invention is directed to thermosetting binder compositions for coating, comprising:(I)(1) a non-acidic resinous compound, saturated, molecular weight at least 900, alcoholic hydroxyl content at least 0.2 eq/100 g;(2) a cross-linking agent comprising a nonacidic polyester of a polycarboxylic acid, having more than one beta-hydroxyl ester group per molecule, at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) a curing catalyst comprising a transesterification-promoting metal compound which is insoluble in liquid hydrocarbons.These compositions can be used in solvent-based lacquers and paints, in coating powders, aqueous powder suspensions, in aqueous coating compositions for cathodic electrodeposition; for aqueous compositions component (1) (1) is preferably an epoxy resin/amine adduct.Type: GrantFiled: September 7, 1982Date of Patent: January 24, 1984Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Werner T. Raudenbusch, Adrianus M. C. Van Steenis, Wolfgang Kunze, Josepha M. E. Seelen-Kruijssen
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Patent number: 4423166Abstract: 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 electrodepositable coating compositions, such as high throwpower compositions, the ungelled cationic resins provide better appearing, more flexible and water-resistant electrodeposited coatings.Type: GrantFiled: September 20, 1982Date of Patent: December 27, 1983Assignee: PPG Industries, Inc.Inventors: Thomas C. Moriarity, William J. Geiger
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Patent number: 4420574Abstract: 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: GrantFiled: September 20, 1982Date of Patent: December 13, 1983Assignee: PPG Industries, Inc.Inventors: Thomas C. Moriarity, William J. Geiger
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Patent number: 4415682Abstract: Low-solvent, stable, aqueous dispersion of(a) 35 to 65% by weight of epoxide resin having a mean epoxide equivalent weight of about 250 to about 5,000 and(b) a non-ionic dispersant in the form of a polyalkylene glycol derivative, which contains as component (b) 2 to 20% by weight of dispersant comprising condensation products of polyalkylene glycols having molecular weights of 200 to 20,000 and polyglycidyl ethers of polyhydric phenols having an epoxide equivalent weight of 100 to 2,000 in an equivalent ratio of OH to epoxide groups of 1:(0.85 to 1.5),(c) 0.2 to 20% by weight of organic solvent having a boiling point below 160.degree. C. and(d) 35 to 60% by weight of water,where the proportions always total 100% by weight, the particle size is on average less than 1 .mu.m and the total solids content of the dispersion is 10 to 80% by weight, and a process for its preparation, and its use for preparing shaped articles, in particular surface coatings.Type: GrantFiled: November 29, 1982Date of Patent: November 15, 1983Assignee: Hoechst AktiengesellschaftInventor: Wilhelm Becker
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Patent number: 4399242Abstract: Stable aqueous epoxy resin dispersions are made from a self-emulsifying epoxy resin film forming component which is the reaction product of a diglycidyl ether of a dihydric phenol, a dihydric phenol, a diglycidyl ether of a polyoxyalkylene glycol and a diisocyanate. The dispersion also contains a water-immiscible aliphatic monoepoxide and a water-miscible organic solvent. The dispersions will cure with epoxy resin curing agents to form coatings for industrial uses.Type: GrantFiled: March 8, 1982Date of Patent: August 16, 1983Assignee: Celanese CorporationInventors: Hubert H. Fowler, Joe M. Hunter
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Patent number: 4394418Abstract: An aqueous sizing composition for glass fibers and the resultant sized glass fiber strands are provided, where the sized glass fiber strands have an improved slip/flow property and resultant thermosetting articles reinforced with the sized glass fiber strands have improved impact properties. The aqueous sizing composition has a poly(vinyl acetate) silane copolymer, epoxy polymer, one or more lubricants, an organo silane coupling agent, which may be an amino-silane coupling agent, lubricant modified-amino-organo silane coupling agent, epoxy-containing silane coupling agent or a mixture of one or more of these coupling agents, one or more nonionic surfactants, a polyethylene-containing polymer, a wax, a hydrocarbon acid and water. The aqueous sizing composition is applied to glass fibers which are then produced into wet chopped glass fiber strands or continuous sized glass fiber strands.Type: GrantFiled: December 24, 1981Date of Patent: July 19, 1983Assignee: PPG Industries, Inc.Inventor: Chester S. Temple
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Patent number: 4376848Abstract: The invention provides nitrogen-containing basic binders having tertiary amino groups. They are produced from compounds or resins having at least one secondary amino group through reaction with a compound which contains both an epoxy group and an olefinic double bond, followed by copolymerization of the reaction product with a polymerizable monomer having an ethylenic double bond. The binders have amine numbers of about 40 to 400. They can be diluted with water after partial neutralization by acid. They are electrically depositable on the cathode and can be heat hardened alone or in combination with amino resins and/or phenolic resins. They can be used as internal and/or external cross-linking components in cathodic electrocoating paints.Type: GrantFiled: April 3, 1981Date of Patent: March 15, 1983Assignee: Lackwerke Wulfing GmbH & Co.Inventors: Arty R. T. Subramanyam, Manfred Schroder
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Patent number: 4374879Abstract: The present invention is directed to a thermosetting coating composition for improving the scratch resistance, blush resistance, and lubricity of glass surfaces (e.g., glass bottles), and in certain instances also improving the label adhesion of coatings derived therefrom which comprises as functional ingredients a polyamine terminated polyepoxide adduct salt, an epoxy crosslinker, a reactive silane, a surfactant, and a natural or synthetic wax. The coating composition is carried in a vehicle which comprises water and a suitable co-solvent. The combination of the adduct salt and co-solvent permits the microemulsification of the epoxy crosslinker. The wax is also present in the emulsified state.Type: GrantFiled: February 2, 1981Date of Patent: February 22, 1983Assignee: Celanese CorporationInventors: Donald R. Roberts, Gina R. Kritchevsky, Martin J. Hannon
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Patent number: 4362847Abstract: The present invention is directed to thermosetting binder compositions for coating, comprising:(I) (1) A non-acidic resinous compound, saturated, molecular weight at least 900, alcoholic hydroxyl content at least 0.2 eq/100 g;(2) a cross-linking agent comprising a non-acidic polyester of a polycarboxylic acid, having more than one beta-hydroxyl ester group per molecule, at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) a curing catalyst comprising a transesterification-promoting metal compound which is insoluble in liquid hydrocarbons.These compositions can be used in solvent-based lacquers and paints, in coating powders, aqueous powder suspensions, in aqueous coating compositions for cathodic electrodeposition; for aqueous compositions component (I) (1) is preferably an epoxy resin/amine adduct.Type: GrantFiled: April 20, 1981Date of Patent: December 7, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Werner T. Raudenbusch, Adrianus M. C. Van Steenis, Wolfgang Kunze, Josepha M. E. Seelen-Kruijssen
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Patent number: 4361660Abstract: An aqueous dispersion based on an acid-protonized reaction product from(a) Mannich bases free from epoxide groups, from(a.sub.1) condensed phenols free from ether groups with at least two aromatic rings and with at least two phenolic hydroxyl groups and/or(a.sub.2) condensed phenols, containing ether groups, with at least two aromatic rings and at least one phenolic hydroxyl group(a.sub.3) secondary amines with at least one hydroxyalkyl group, possible in a mixture with(a.sub.4) secondary dialkylamines or dialkoxyalkylamines without free hydroxyl groups,(a.sub.5) formaldehyde or compounds splitting off formaldehyde, with(b) epoxide resins, aliphatic hydroxyl groups from (a) and/or (b) being converted at least in part into urethane groups possibly by reaction with partly blocked isocyanates,containing furthermore fine-particulate non-ionic plastics in dispersed form. The dispersion and/or the fine-particulate plastics furthermore may contain pigments and/or fillers.Type: GrantFiled: May 30, 1980Date of Patent: November 30, 1982Assignee: BASF Farben & Fasern AGInventors: Hans-Joachim Streitberger, Peter Lessmeister, Norbert Zdahl
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Patent number: 4356276Abstract: Binder combinations for the formulation of cathodic paints comprising blends of epoxy resins as follows: (A) 40 to 80% by weight of reaction products of epoxy acrylates with basic monoisocyanates; (B) 5 to 30% by weight of reaction products of epoxy amine adducts with unsaturated monoisocyanates, and (C) an epoxy resin modified with a semi-ester of a dicarboxylic acid anhydride and an N-hydroxyalkyloxazolidin and an amine, rendered water soluble through neutralization of the basic groups. The binder combinations as defined have enhanced throwing power and improved stability of the paint tank.Type: GrantFiled: September 15, 1981Date of Patent: October 26, 1982Assignee: Vianova Kunstharz, A.G.Inventors: Helmut Honig, Wolfgang Leitner, Georg Pampouchidis
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Patent number: 4330444Abstract: Sizing composition for glass fibers, method of making same, method of making sized glass fibers and sized glass fibers are provided to have improved sized glass fibers for use in thermosetting molding compounds. The improved sized glass fibers are produced with improved processability and have good handling characteristics and give improved properties to thermosetting molding compounds.The sizing composition is an aqueous sizing composition having water soluble or dispersible, liquid epoxy resin, melamine formaldehyde condensate, polyamide resin and thermoplastic plasticizing agent, and one or more silane coupling agents.The method of preparing the sizing composition involves adding the melamine formaldehyde condensate and polyamide resin before the addition of or in the presence of the epoxy resin.The sized glass fibers are in contact with dried residue of the epoxy resin, melamine formaldehyde-polyamide reaction product, thermoplastic plasticizing agent and one or more silane coupling agents.Type: GrantFiled: September 4, 1979Date of Patent: May 18, 1982Assignee: PPG Industries, Inc.Inventor: Gary A. Pollman