Two Or More Polymers Containing More Than One 1,2-epoxy Group, Two Or More Polymers Derived From Reactants Containing More Than One 1,2-epoxy Group, Or Combination Thereof, Or One Of Said Polymers And A Reactant Containing At Least One 1,2-epoxy Group Patents (Class 523/403)
  • Patent number: 5360838
    Abstract: An advanced epoxy cationic resin useful as an electrodeposition coating and having a charge density of from 0.2 to 0.6 milliequivalent of cationic charge per gram of resin 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). Components (A) and (B) are employed in such quantities that the resultant epoxy resin has an average epoxide equivalent weight of from 350 to 10,000.
    Type: Grant
    Filed: June 14, 1993
    Date of Patent: November 1, 1994
    Assignee: The Dow Chemical Company
    Inventors: Kenneth W. Anderson, Richard A. Hickner
  • Patent number: 5344856
    Abstract: The invention is a water dispersible epoxy resin composition comprising:(A) the reaction product of;(i) one or more polyepoxides;(ii) optionally, one or more poly(aromatic hydroxy) containing compounds,(iii) optionally, one or more chain terminators; and(iv) one or more nominally difunctional C.sub.12-36 fatty acids or a dimer of an unsaturated, fatty acid, andB) a sufficient amount of a surfactant to form a stable dispersion of the epoxy resin in water wherein the surfactant comprises an alkyl aryloxy poly(propyleneoxy) poly(ethyleneoxy) ethanol, a C.sub.12-36 hydrocarbyloxy poly(propyleneoxy) poly(ethyleneoxy) ethanol or a C.sub.12-36 hydrocarbylcarboxyloxy poly(propyleneoxy) poly(ethyleneoxy) ethanol. In another aspect the invention is a high solid aqueous emulsion of such epoxy resin reaction product and surfactant.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: September 6, 1994
    Assignee: The Dow Chemical Company
    Inventor: Dieter H. Klein
  • Patent number: 5342864
    Abstract: Coating compositions containing aqueous dispersion of higher molecular weight epoxy resin are produced by advancing the molecular weight of an aqueous dispersion of a low molecular weight epoxy resin having a number average molecular weight between about 360 and 2,000. The water dispersed low molecular weight epoxy resins are advanced in molecular weight by coreaction with diphenol at temperatures above about 105.degree. C. and at pressures above about 5 psig to produce the aqueous dispersed high molecular weight epoxy resin. The aqueous dispersed high molecular weight epoxy resin can be further copolymerized with ethylenic monomers, if desired, to produce an acrylic epoxy emulsion binder useful protective coatings.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: August 30, 1994
    Assignee: The Glidden Company
    Inventors: Gary P. Craun, Daniel Bode
  • Patent number: 5332768
    Abstract: The concentration of an emulsified liquid resin in an aqueous composition which contains the resin and at least one ionic compound is reduced. The reduction is carried out by mixing a solution of a non-ionic cellulose ether in a liquid diluent with the aqueous composition. An agglomerate of cellulose ether and liquid resin is formed and the agglomerate can be separated.
    Type: Grant
    Filed: February 4, 1993
    Date of Patent: July 26, 1994
    Assignee: The Dow Chemical Company
    Inventors: Roy E. Quartermaine, Yvonne M. Goerlach-Doht
  • Patent number: 5314971
    Abstract: Urethane-modified polyoxyalkylene epoxy resins useful in aqueous dispersions having the general formula ##STR1## where R and R.sup.1 are, independently of one another, ##STR2## wherein R.sup.3 is a C.sub.1-3 alkyl group,R.sup.4 is a C.sub.1-4 alkylenemoiety, ##STR3## each b is, independently of one another, an integer from 0 to 4, and c is 1 to 10;a is 1 to 20, andR.sub.2 is H and at least once the group ##STR4## R.sup.6 is a C.sub.1-5 alkyl group, R.sup.7 is H or CH.sub.3 --,d is 1 to 100,e is 0 or 1,f is 0 or 1, andR.sup.8 is an aliphatic, cyclic, alicyclic, aromatic or araliphatic hydrocarbon group.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: May 24, 1994
    Assignee: Witco GmbH
    Inventors: Bernd Neffgen, Wolfgang Scherzer
  • Patent number: 5312879
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which diol is essentially free of ether oxygen atoms, such as a condensation product of 1,4-butanediol and epichlorohydrin, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy resin. Such resin blends can be utilized in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: May 17, 1994
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 5276071
    Abstract: Cationic advanced resins are obtained by (I) reacting a composition comprising (A) an advanced epoxy resin composition comprising the product resulting from reacting a composition comprising (1) an aromatic hydroxyl-containing product resulting from reacting a composition comprising (a) at least one diglycidyl ether of (i) an oxyalkylated aromatic diol, or ii) at least one compound having two hydroxyl groups per molecule in which the hydroxyl groups are attached to an aliphatic or cycloaliphatic carbon atom and which compound is free of aromatic rings; or (iii) a combination of (i) and (ii); and (iv) optionally a diglycidyl ether compound different from (i) and (ii); and (b) at least one compound containing two aromatic hydroxyl groups per molecule; (2) at least one diglycidyl ether of a compound containing two aromatic groups per molecule; (3) optionally, one or more compounds containing two aromatic hydroxyl groups per molecule; and (4) optionally, a monofunctional capping agent; with (B) a nucleophilic com
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: January 4, 1994
    Assignee: The Dow Chemical Company
    Inventors: Kenneth W. Anderson, Deborah L. Haynes, Ross C. Whiteside, Jr.
  • Patent number: 5272187
    Abstract: A water-dilutable coating comprising a binder obtained from an epoxide resin-modified polyester possessing free carboxyl groups prepared from the reaction of:A) a polyester polymerized from:a.sub.1) a polycarboxylic acid containing at least three carboxyl groups and/ora.sub.2) a polyol containing at least one carboxyl group anda.sub.3) a polycarboxylic acid containing two carboxyl groups anda.sub.4) a polyol, wherein the polyester contains (cyclo)aliphatic elements having at least six carbon atoms;B) from 0.3-1.5 equivalents per polyester molecule of a bisphenol epoxide resin or a reaction product thereof containing at least one epoxide group per molecule with a carboxylic acid; andC) a crosslinking agent.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: December 21, 1993
    Assignee: BASF Lacke & Farben AG
    Inventors: Lutz-Werner Gross, Ulrich Poth, Dieter Hille, Klaus Weidemeier
  • Patent number: 5260355
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which diol is essentially free of ether oxygen atoms, such as a condensation product of 1,4-butanediol and epichlorohydrin, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: November 9, 1993
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 5242958
    Abstract: A simplified aqueous sizing composition utilizing a variety of components achieves improved stability, wettability and strength characteristics. The composition utilizes one or more aqueous, soluble, dispersible or emulsifiable bisphenol A type polyester film forming polymers with an epoxy containing film forming copolymer compatible with and soluble in the matrix polymer. One or more organo-silane coupling agents are also utilized. The sizing composition preferably includes a single nonionic surfactant in conjunction with a cationic amidated polyamine lubricant. One or more anti-static agents, generally cationic organic quaternary ammonium salts having one or more alkoxy moieties, are utilized in an effective anti-static amount. An anti-foaming agent may also be utilized for the prevention or suppression of foam during the mixing process. The improved stability and wettability characteristics of the aqueous sizing composition are preferably achieved through the use of a single epoxidized surfactant.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: September 7, 1993
    Assignee: PPG Industries, Inc.
    Inventors: Michael W. Klett, Kenneth D. Beer
  • Patent number: 5236974
    Abstract: A process for the preparation of aqueous epoxy resin dispersions comprising(1) 20 to 75% by weight, based on the total dispersion, of an epoxy resin constituting a condensation product ofa) epoxy compounds having at least one epoxy group per molecule and an epoxide equivalent weight of 90 to 3000 g/mol, andb) aromatic polyols;(2) 3 to 20% by weight, based on the total dispersion, of an emulsifier comprisinga) a condensation product of an aliphatic polyol and an epoxy compound having at least two epoxy groups per molecule and an epoxide equivalent weight of 90 to 3000 g/mol, the equivalent ratio of the OH groups to the epoxy groups being 1:0.85 to 1:1.
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: August 17, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Dieter Dreischhoff, Joerg-Peter Geisler, Claus Godau, Michael Hoenel
  • Patent number: 5231120
    Abstract: An improved aqueous electrocoating composition having a binder of an epoxy-amine adduct; wherein the improvement is the use of a .beta. amino ester crosslinking agent having the following formula ##STR1## wherein: n is an integer of 2-10,R is H or CH.sub.3,R.sup.1 is R.sup.2 --OH or an alkyl group 1-4 carbon atoms,R.sup.2 is an alkylene group having 1-4 carbon atomsR.sup.3 is an alkyl group having 1-12 carbon atoms andR.sup.4 is a polymeric component having a weight average molecular weight of about 200-10,000.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: July 27, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: William J. Simonsick, Edward Chu
  • Patent number: 5218018
    Abstract: A thermosetting coating composition comprising as essential components:(a) a hydroxyl group-containing base resin,(b) an alicyclic polyepoxide crosslinking agent, and(c) a catalyst selected from the group consisting of a quaternary ammonium hydroxide and a metal chelate.
    Type: Grant
    Filed: December 31, 1990
    Date of Patent: June 8, 1993
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Akira Tominaga, Reiziro Nishida, Hiroshi Inoue, Motoshi Yabuta, Yoshio Sasaki, Akira Kasari, Hiroshi Igarashi, Tohru Ozaki
  • Patent number: 5216045
    Abstract: Advanced epoxy cationic resins are prepared from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an oxyalkylated aromatic or cycloaliphatic diol, such as a condensation product of bisphenol A, ethylene oxide and epichlorohydrin, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems. Use of the diglycidylether of an oxyalkylated diol provides coating compositions with lower viscosity and produces deposition coatings of higher film build and better surface appearance than compositions without this component.
    Type: Grant
    Filed: October 25, 1991
    Date of Patent: June 1, 1993
    Assignee: The Dow Chemical Company
    Inventor: Richard A. Hickner
  • Patent number: 5212262
    Abstract: A composition useful as an electrodepositable coating comprises a curing agent and an advanced epoxy resin prepared by advancing a diglycidyl ether of a dihydric phenol with an aromatic hydroxyl-containing reaction product of a diglycidyl ether of an oxyalkylated dihydric phenol and/or a diglycidyl ether of a (cyclo) aliphatic diol, optionally with a dihydric phenol and/or a monofunctional capping agent, combined with a diglycidyl ether of a dihydric phenol.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: May 18, 1993
    Assignee: The Dow Chemical Company
    Inventors: Kenneth W. Anderson, Deborah I. Haynes, Ross C. Whiteside, Jr.
  • Patent number: 5206274
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which diol is essentially free of ether oxygen atoms, such as a condensation product of 1,4-butanediol and epichlorohydrin, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: June 21, 1991
    Date of Patent: April 27, 1993
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 5202364
    Abstract: An aqueous dispersion coating material containing, as a film-forming constituent, an aqueous dispersion that can be obtained by contacting with an aqueous medium, a base-neutralized resin reaction product with an acid value of 10 to 30 which can be obtained by reacting a water-soluble epoxy-denatured alkyd resin with an epoxy resin in solid state at ordinary temperature and by adding and polymerizing at least a part of these resins and then neutralizing the resin reaction product with a base.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: April 13, 1993
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Hitoshi Taniguchi, Masahiro Ishidoya, Ken Nakashima, Hisao Ogawa
  • Patent number: 5183835
    Abstract: A water-dilutable coating comprising a binder obtained from an epoxide resin-modified polyester possessing free carboxyl groups prepared from the reaction of:A) a polyester polymerized from:a.sub.1) a polycarboxylic acid containing at least three carboxyl groups and/ora.sub.2) a polyol containing at least one carboxyl group anda.sub.3) a polycarboxylic acid containing two carboxyl groups anda.sub.4) a polyol; wherein the polyester contains (cyclo)aliphatic elements having at least six carbon atoms; andB) from 0.3-1.5 equivalents per polyester molecule of a bisphenol epoxide resin or a reaction product thereof containing at least one epoxide group per molecule with a carboxylic acid.
    Type: Grant
    Filed: November 21, 1990
    Date of Patent: February 2, 1993
    Assignee: BASF Lacke & Farben AG
    Inventors: Lutz-Werner Gross, Ulrich Poth, Dieter Hille, Klaus Weidemeier
  • Patent number: 5177136
    Abstract: The invention provides an aqueous release agent for the production of polyurethane moldings, which in combination with a release surface contains one or more specific ethoxylated alcohols.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: January 5, 1993
    Inventors: Werner Herres, Thomas Galle, Siglinde Rupp
  • Patent number: 5140071
    Abstract: A sizing agent for carbon fibers and glass fibers is based on an aqueous dispersion containing an epoxy resin and from 5 to 40% by weight, based on the epoxy resin, of a nonionic emulsifier containing teritary amino groups and/or ether linkages and at least one functional radical capable of reaction with the epoxy resin, preferably a glycidyl radical, and also at least one emulsifying radical which preferably carries a polyethylene glycol group in the terminal position.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: August 18, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Joerg Kroker, Silvio Vargiu
  • Patent number: 5128390
    Abstract: Improved methods of forming and suspending consolidatable resin composition coated particulate materials in gelled aqueous carrier liquids are provided. In accordance with the methods, a gelled aqueous carrier liquid, uncoated particulate material, a resin composition which will subsequently harden and a surface active agent are admixed whereby the particulate material is coated with the resin composition and suspended in the gelled aqueous carrier liquid.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: July 7, 1992
    Assignee: Halliburton Company
    Inventors: Joseph R. Murphey, Kenneth Totty
  • Patent number: 5098966
    Abstract: An aromatic polyglycidyl polyether resin having an average of 1.5 to 4.5 epoxy groups and 0.1 to 18 primary or secondary --OR groups per molecule, wherein from 5 to 95% of the --OR groups have the general formula --O--CH.sub.2 --CHOH--CH.sub.2 --O--C(O)--R', in which R' is a branched C.sub.4-17 alkyl group, the remainder of the --OR groups being hydroxyl groups, and a process for preparing the same wherein an epoxy compound (A) is reacted with one or more hydroxyl groups contained in a polyglycidyl polyether (B) of a polyhydric aromatic compound in the presence of an etherification catalyst (C), in which (A) is a glycidylester of a C.sub.5-18 branched aliphatic monocarboxylic acid, (B) is a polyglycidyl polyether having on average of from 1.5 to 4.5 epoxy groups and of form 0.1 to 18 primary or secondary hydroxyl groups per molecule, and (C) is a tin, zinc or iron compound.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: March 24, 1992
    Assignee: Shell Oil Company
    Inventors: Henricus P. H. Scholten, Olivier L. P. Andre
  • Patent number: 5096556
    Abstract: A cationic microgel dispersion and the use of the dispersion in the method of cationic electrodeposition is disclosed. The dispersion is prepared by a process comprising dispersing in aqueous medium a mixture of a cationic polyepoxide-amine reaction product and a polyepoxide crosslinking agent and heating the mixture to a temperature sufficient to crosslink the mixture to form said cationic microgel dispersion. The dispersion can be formulated with ungelled cationic resins to form an aqueous resin dispersion which is suitable for use in the process of cationic electrodeposition providing for improved edge coverage and crater control.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: March 17, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Victor G. Corrigan, Steven R. Zawacky
  • Patent number: 5075165
    Abstract: A composite paint film formed on a steel sheet of an automotive vehicle body. The composite paint film comprises an electrodeposition paint film (I) coated on the steel sheet, and an intermediate coat paint film (II) coated on the first paint film. The electrodeposition paint film is formed of an epoxy-based cationic electrodeposition paint composition and has a minimum melt viscosity not less than 0.2 during hardening. The epoxy-based cationic electrodeposition paint composition includes an amine-added epoxy resin (1) of the type which may be hardened with a blocked isocyanate, a colloidal silica-containing gelled particulate (2), and an alkyltin ester compound of a liquid aliphatic carboxylic acid. The above-mentioned colloidal silica-containing gelled particulate is formed by dispersing a mixture of an acrylic copolymer having a hydrolizable alkoxysilane group and a cationic group and a cationic acidic colloidal silica in water to carry out a cross-linking reaction in particles of the colloidal silica.
    Type: Grant
    Filed: May 11, 1990
    Date of Patent: December 24, 1991
    Assignee: Nissan Motor Company, Ltd.
    Inventors: Hiroyuki Kishi, Hitoshi Kimura, Katsuya Yamamoto, Yoshinobu Tamura, Tsuneo Sakauchi, Masahide Nagaoka, Yoichi Masubuchi, Eisaku Nakatani
  • Patent number: 5071481
    Abstract: A low-temperature curable composition is provided which is based upon a polyaromatic aldehyde group-containing compound and a ketiminized polyamino compound. These compositions display good stability, extended potlife, and a good balance of physical and mechanical properties making them suitable for a wide variety of coating, impregnating, sealing and bonding application.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: December 10, 1991
    Assignee: Akzo N.V.
    Inventors: Gerardus J. W. M. Maters, Tamme Bartels, Arie Noomen
  • Patent number: 5069956
    Abstract: A multilayer coating for the interior surface of a can, said coating being composed of(A) a primer coat layer having a dry film thickness of not more than 1 micrometer formed by using a .
    Type: Grant
    Filed: May 30, 1990
    Date of Patent: December 3, 1991
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Masahiro Murata, Yukiyasu Tanaka, Tomoo Kokawa
  • Patent number: 5064880
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which diol is essentially free of ether oxygen atoms, such as a condensation product of 1,4-butanediol and epichlorohydrin, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: November 12, 1991
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 5063261
    Abstract: A size for carbon fibers and glass fibers comprises an epoxy resin and a polyester with a hydrophilic and a hydrophobic moiety in the molecule.
    Type: Grant
    Filed: April 18, 1990
    Date of Patent: November 5, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Joerg Kroker, Silvio Vargiu
  • Patent number: 5043366
    Abstract: A self-curing aqueous resin dispersion obtained by neutralizing a resin having at least one alicyclic epoxy group and at least two carboxyl groups in the molecule, with a base and dispersing the neutralized resin in water.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: August 27, 1991
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Osamu Isozaki
  • Patent number: 4976836
    Abstract: Cathodic electrocoating compositions and processes are improved by the addition of at least 0.10% hydrogen peroxide by weight based on polymer to electrocoating composition.
    Type: Grant
    Filed: April 24, 1987
    Date of Patent: December 11, 1990
    Assignee: The Glidden Company
    Inventor: Eulogio D. Lazaro
  • Patent number: 4963602
    Abstract: Heat curable coating compositions particularly suitable as coatings for metal can ends are made from aqueous dispersions of epoxy resins, acrylic resins which are copolymers of polymerizable acids and other monomers, phenoxy resins, alkylated phenol novolac resins and resol resins.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: October 16, 1990
    Assignee: Hi-Tek Polymers, Inc.
    Inventor: Hirendra K. Patel
  • Patent number: 4946569
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups, wherein the improvement is using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of a polyetherpolyol, such as a condensation product of dipropylene glycol and epichlorohydrin having an epoxy equivalent weight of 185, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems. Use of the diglycidylether of a polyetherpolyol provides coating compositions with lower viscosity and produces deposition coatings of higher film build than compositions without this component.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: August 7, 1990
    Assignee: The Dow Chemical Company
    Inventors: John M. McIntyre, Nancy A. Rao, Richard A. Hickner
  • Patent number: 4943359
    Abstract: Aqueous, heat-curable coating material, containing as vehicle 85 to 40 weight percent of a mixture of a fatty acid-free, acidic epoxide resin phosphate ester with an acid number of 10 to 150, prepared from an epoxide group-containing polyglycidyl ether and/or a polyglycidyl methacrylate resin with more than 1.3 epoxide groups per molecule and an epoxide equivalent weight of 180 to 5,000 and a phenolic resin-modified, carboxyl group-containing, oil-free polyester with an acid number of 15 to 175 and an OH number of 15 to 175, 0 to 25 weight percent of an epoxide resin graft copolymer with an acid number of 30 to 200, prepared from an epoxide group-free reaction product of fatty acid-free polyglycidyl ethers with more than 1.3 epoxide groups per molecule and an epoxide equivalent weight of 1,000 to 5,000 with .alpha.,.beta.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: July 24, 1990
    Assignee: Herberts Gesellschaft mit beschrankter Haftung
    Inventors: Hans-Peter Patzschke, Albrecht Luttenberg, Hans-Jurgen Schlinsog, Wolfgang Bogdan
  • Patent number: 4933380
    Abstract: An air-drying aqueous coating composition for eletrodeposition comprising[A] water-solubilized product or a water-dispersed product obtained by reacting (A-1) an epoxy resin and (A-2) a maleinized product of a (semi)drying oil fatty acid-modified vinyl polymer having an acid value of 10 to 200 in such proportions that the solids weight ratio of the component (A-1) to the component (A-2) is from 90/10 to 5/95, and[B] an amphoteric organic solvent having affinity for component [A].
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: June 12, 1990
    Assignee: Kansai Paint Co.
    Inventors: Tetsuo Aihara, Yasuharu Nakayama, Shigeki Matsubara
  • Patent number: 4913968
    Abstract: Water-compatible resins containing a residue of an aryl or cycloalkyl compound having a sufficiently bulky structure to raise the T.sub.g of a specified cured epoxy resin by more than 20.degree. C. The resins preferably are used in cathodic electrophoretically-depositable coating compositions.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: April 3, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Alphonsus V. Pocius
  • Patent number: 4886845
    Abstract: The invention relates to stable epoxy resin dispersions and also a process for the preparation thereof and the use thereof, in particular for coatings.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Hoechst AG
    Inventors: Wilhelm Becker, Claus Godau
  • Patent number: 4883572
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups is improved by using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which diol is essentially free of ether oxygen atoms, such as a condensation product of 1,4-butanediol and epichlorohydrin, optionally (2) a diglycidylether of a diphenol, or example a diglycidyl ether of disphenol A, (3) a diphenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic opoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: November 28, 1989
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 4867854
    Abstract: An improvement is described for a process for the preparation of an epoxy cationic resin from an epoxy resin composition having terminal oxirane groups which includes the step of converting oxirane groups to cationic groups by reacting a nucleophile with at least some of the oxirane groups of the epoxy resin composition wherein an organic acid and water are added during some part of this conversion; wherein the improvement resides in using as the epoxy resin composition a blend of (I) at least one of (A) at least one epoxy-based resin prepared from a diglycidyl ether of a polyether polyol having an average epoxide equivalent weight of from about 350 to about 5,000; or (B) at least one epoxy-based cationic resin prepared from a diglycidyl ether of a polyether polyol having an average epoxide equivalent weight of from about 350 to about 5,000 which diglycidyl ether has been partially capped with a monofunctional capping agent; or (C) a combination of (A) and (B); and (II) at least one different epoxy-based resi
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: September 19, 1989
    Assignee: The Dow Chemical Company
    Inventor: John M. McIntyre
  • Patent number: 4868230
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups, wherein the improvement is using as the epoxy-based resin an advanced epoxy resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of an aliphatic diol which is essentially free of ether oxygen atoms, such as a diglycidyl ether of 1,4-butanediol, (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A and (3) a dihydric phenol such as bisphenol A and optionally a capping agent such as p-nonylphenol.Coating compositions suitable for electrodeposition are prepared from the product obtained by the process.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: September 19, 1989
    Assignee: The Dow Chemical Company
    Inventors: Nancy A. Rao, Richard A. Hickner
  • Patent number: 4865704
    Abstract: A non-autocrosslinking binder composition for water-dilutable lacquers containing 1 to 99% by weight of a hydroxyl group-containing and amino group-containing epoxide resin and 99 to 1% by weight of an amino groupcontaining synthetic resin binder prepared from free radically polymerizable monomers is described. Aqueous electrodip lacquer coatings containing this binder composition and capable of being deposited at the cathode and their use for coating articles having an electrically conductive surface at the cathode are also described.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: September 12, 1989
    Assignee: Herberts Gesellschaft mit Beschrankter Haftung
    Inventors: Dietrich Saatweber, Hans-Peter Patzschke, Georg Hendrikx, Klausjorg Klein
  • Patent number: 4829104
    Abstract: A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups, wherein the improvement is using as the epoxy-based resin a blend of (I) an epoxy-based resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of a polyetherpolyol, such as a condensation product of dipropylene glycol and epichlorohydrin having an epoxy equivalent weight of 185, optionally (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A, (3) a dihydric phenol such as bisphenol A, and optionally (4) a capping agent such as p-nonylphenol and (II) a different cationic epoxy-based resin. Such resin blends can be utilized in cathodic electrodeposition coating systems. Use of the diglycidylether of a polyetherpolyol provides coating compositions with lower viscosity and produces deposition coatings of higher film build than compositions without this component.
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: May 9, 1989
    Assignee: The Dow Chemical Company
    Inventors: John M. McIntyre, Richard A. Hickner, Nancy A. Rao
  • Patent number: 4822464
    Abstract: Water-compatible resins containing a residue of an aryl or cycloalkyl compound having a sufficiently bulky structure to raise the T.sub.g of a specified cured epoxy resin by more than 20.degree. C. The resins preferably are used in cathodic electrophoretically-depositable coating compositions.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: April 18, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Alphonsus V. Pocius
  • Patent number: 4797425
    Abstract: A method of producing a porous material having open pores comprises the steps of preparing an emulsion slurry by vigorously agitating a mixture comprising a main ingredient, a polyamide hardener, a filler and water, casting said emulsion slurry in a water-impermeable mold, hardening said slurry while it contains the water. The main ingredient is a bisphenol-type epoxy resin added with one or more reactive diluents each having one or more epoxy rings per molecule and added in an amount of 18 to 50 wt %, based on 100 wt % of said bisphenol-type epoxy resin. A large size molded product having a high wet bending strength and a complicated contour can be produced.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: January 10, 1989
    Assignee: Toto Ltd.
    Inventors: Noboru Kishima, Akio Matsumoto
  • Patent number: 4737529
    Abstract: Aqueous thermosetting cationic electrocoating compositions are disclosed in which an amine-functional cationic polymer is dispersed in water with the aid of an acid, a curing agent being added if the polymer is not self-curing, and there is added from 1% to 30% of the polymer content of the composition of an oxirane-free epoxy phosphate. This epoxy phosphate is produced by slowly and incrementally adding a resinous polyepoxide to a solvent solution containing from 0.05 to 0.9 mole of orthophosphoric acid per oxirane equivalent in said polyepoxide together with sufficient water to hydrolyze all of the oxirane functionality which is not consumed by the orthophosphoric acid. When the epoxy phosphate is made in the manner set forth, the salt spray resistance of electrodeposited cured films is improved.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: April 12, 1988
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Aurelio Parenti
  • Patent number: 4730010
    Abstract: A cationic water-dispersible resin having quarternary ammonium groups is produced by reacting an acid-addition salt of a polymeric tertiary amine derived from a partially epoxidized polybutadiene-based polymer with an aliphatic secondary amine. The cationic water-dispersible resin is useful for preparing pigment paste and coating compositions to be used in cathodic electrodeposition coating systems.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: March 8, 1988
    Assignees: Nippon Paint Co., Ltd., Nippon Oil Company, Ltd.
    Inventors: Yasuyuki Tsuchiya, Koji Ito, Koichi Hagihara, Hiroyuki Sakamoto, Yutaka Otsuki
  • Patent number: 4719253
    Abstract: New aqueous dispersible cathodic electrocoat resin compositions containing both secondary amine and 1,3-benzoxazine functionality cure by oxazine self-additon and/or oxazine/amine reactions. Such compositions are prepared in a multi-stage process to give corrosion and chemical resistant coatings which exhibit good package (tank and feed) stability.
    Type: Grant
    Filed: August 1, 1986
    Date of Patent: January 12, 1988
    Assignee: The Glidden Company
    Inventors: Edward T. Turpin, David T. Thrane
  • Patent number: 4703071
    Abstract: Single package C-enamel can coatings of improved stability are prepared by first dispersing the zinc oxide pigment in a water compatible solvent containing a butylated urea formaldehyde or butylated melamine and adding the dispersed pigment to a vehicle comprising an aqueous blend of an epoxy-acrylic emulsion with an acrylic latex. The stability improvement is evident in the coating viscosity, the non-settling of the pigment on storage, and the flexibility adhesion in the applied coating.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: October 27, 1987
    Assignee: The Glidden Company
    Inventor: Phillip M. Owens
  • Patent number: 4636411
    Abstract: A process for treating glass containers, consisting of applying to the surface of the said containers, heated to a temperature of 80.degree. to 150.degree. C., a composition containing (a) a chemically drying binding agent consisting of an emulsifiable liquid or solid epoxy resin and either a water-soluble polyaminoamide resin having an amine index between 150 and 200, or an organosoluble solid amine adduct, or a mixture of the two and (b) a physically drying binding agent consisting of a cationic emulsion containing an acrylic polymer or a polyurethane.
    Type: Grant
    Filed: March 14, 1985
    Date of Patent: January 13, 1987
    Inventors: Jean G. Dubois, Michel Hesling
  • Patent number: 4608406
    Abstract: A stable aqueous epoxy resin dispersion, useful as a coating composition when cured, is made by dispersing in water the reaction product of a diglycidyl ether of a dihydric phenol, a dihydric phenol, a diglycidyl ether of a polyoxyalkylene glycol and an alkyl phenol-formaldehyde novolac resin.
    Type: Grant
    Filed: April 18, 1985
    Date of Patent: August 26, 1986
    Assignee: Celanese Corporation
    Inventors: Paul R. Williams, Jr., Russell V. Burt, Ronald Golden
  • Patent number: 4595716
    Abstract: Provides new and improved water-reducible coating compositions and methods of making them. Three preferred processes are disclosed. These differ in the manner of incorporating and chemical nature of an extender polymer.Broadly, the process of the invention is one for forming an aqueous dispersion of a fluent resinous composition ofa. a mixture in an organic solvent of(i) an ionizable graft polymer of an epoxy resin and an addition polymerized resin, the addition polymerized resin being bonded to aliphatic backbone carbon atoms of the epoxy resin by carbon-to-carbon bonds, and(ii) an extender resin;b. an aqueous vehicle, andc. an ionizing agent;the ionization present from said combined components being sufficient to establish the components as a dispersion in the aqueous vehicle, and then addition polymerizing a quantity of addition polymerizable monomer, under addition polymerizing conditions, in said aqueous dispersion, the aqueous dispersion serving as a vehicle therefor.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: June 17, 1986
    Assignee: SCM Corporation
    Inventors: James T. K. Woo, Vincent W. Ting, Richard M. Marcinko