With Organic Nitrogen Or Organic Sulfur Reactant Patents (Class 523/404)
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Patent number: 5246984Abstract: This invention relates to a water compatible polyamine-epoxy adduct formed by the reaction of a polyamine with a mixture of a monoepoxide and polyepoxides, the monoepoxide being added in an amount to react with about 10 to 50% of the primary amino groups in said polyamine and the polyepoxides being added in an amount to react with from about 35 to 65% of the remaining primary amino groups.This invention also contemplates a water dispersible blend resin as an amine salt and comprises a water compatible polyamine-epoxy adduct and a resin compatible polyamine-epoxy adduct wherein the water compatible polyamine-epoxy adduct is as described above and the resin compatible polyamine-epoxy adduct is formed by reacting a polyamine with an aromatic monoepoxide, said aromatic monoepoxide reacted in an amount to provide from about 0.4 to 1 equivalents epoxide per primary amino group.Type: GrantFiled: June 3, 1992Date of Patent: September 21, 1993Assignee: Air Products and Chemicals, Inc.Inventors: Stuart P. Darwen, Daniel A. Cornforth
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Patent number: 5247029Abstract: A resin composition for a cationically electrodepositable paint comprising(A) a resin having hydroxyl groups and cationic groups such as tertiary amino groups prepared from the reaction product of a polyepoxide compound and an secondary amine having hydroxyl group(s), and(B) an epoxy resin having at least 2 epoxy functional groups each of which comprises an epoxy group directly bound to an alicyclic ring and/or bridged alicyclic ring on average per molecule.Type: GrantFiled: October 7, 1991Date of Patent: September 21, 1993Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5236974Abstract: 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: GrantFiled: August 26, 1992Date of Patent: August 17, 1993Assignee: Hoechst AktiengesellschaftInventors: Hans-Dieter Dreischhoff, Joerg-Peter Geisler, Claus Godau, Michael Hoenel
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Patent number: 5231120Abstract: 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: GrantFiled: December 19, 1991Date of Patent: July 27, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: William J. Simonsick, Edward Chu
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Patent number: 5221701Abstract: The invention relates to organotin compositions, to a process for their production, and to their use in catalyzing the crosslinking reactions of cationic paint binders crosslinkable by transesterification and/or transurethanization and/or by the reaction of terminal double bonds. The organotin compositions are prepared by dispersion of dibutyltin oxide in a dispersion medium comprising at least one substituted oxazolidine compound and, if appropriate, specially chosen water-tolerant organic solvents. Cationic paints, especially cathodically depositable electrocoating paints, catalyzed by the organotin compositions have very good sedimentation stability in dilute paint batches and show no surface defects in the stoved paint films.Type: GrantFiled: February 12, 1992Date of Patent: June 22, 1993Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Helmut Honig
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Patent number: 5221700Abstract: Pigment dispersion resins for use in cathodic electrocoat paint systems are the reaction products of (A) the reaction product of an aromatic diglycidyl ether and a bis-aryl alcohol or aromatic diol; (B) a primary amine which includes a diamine, an amino alcohol, an aminopolyalkoxy alcohol, a fatty amine, or any mixture thereof; and (C) a monoepoxide. In one embodiment, the fatty amine is provided in an effective amount to eliminate the necessity of the inclusion of the monoepoxide.Type: GrantFiled: May 27, 1992Date of Patent: June 22, 1993Assignee: BASF CorporationInventors: John A. Gilbert, Gunther Ott, David J. Santure
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Patent number: 5216045Abstract: 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: GrantFiled: October 25, 1991Date of Patent: June 1, 1993Assignee: The Dow Chemical CompanyInventor: Richard A. Hickner
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Patent number: 5212216Abstract: A cationic electrodeposition paint composition suitable for a wheel of an automotive vehicle. The paint composition contains an amine-modified epoxy resin and a blocked isocyanate as main components. The paint composition further contains a nonionic emulsified and dispersed type acrylic resin within a range from 6 to 30% by weight in resinous solid content relative to the total resin content of the paint composition, a colloidal silica-containing gelled particulate within a range from 10 to 30 PHR in solid content in paint composition, and an alkyltin ester compound of an aliphatic carboxylic acid within a range from 0.1 to 10 PHR in solid content in the paint composition, thereby improving corrosion resistance of an edge portion of the wheel and a weatherability of a paint film coated on the surface of the steel plate of the wheel.Type: GrantFiled: August 13, 1990Date of Patent: May 18, 1993Assignee: Nissan Motor Co., Ltd.Inventors: Tsutomu Hattori, Hirofumi Masui, Katsuo Iizuka, Satoru Nishigaki, Mitsuyoshi Kitano, Yasuyuki Hirata
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Patent number: 5212262Abstract: 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: GrantFiled: April 27, 1990Date of Patent: May 18, 1993Assignee: The Dow Chemical CompanyInventors: Kenneth W. Anderson, Deborah I. Haynes, Ross C. Whiteside, Jr.
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Patent number: 5206274Abstract: 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: GrantFiled: June 21, 1991Date of Patent: April 27, 1993Assignee: The Dow Chemical CompanyInventors: Nancy A. Rao, Richard A. Hickner
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Patent number: 5202364Abstract: 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: GrantFiled: June 24, 1991Date of Patent: April 13, 1993Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Hitoshi Taniguchi, Masahiro Ishidoya, Ken Nakashima, Hisao Ogawa
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Patent number: 5189119Abstract: An article coated with a cationically electrodepositable paint composition comprises (A) a resin having hydroxyl and cationic groups, (B) an epoxy resin having at least 2 epoxy groups, each directly bound to an alicyclic ring, and (C) lead hydroxide and/or lead maleate as curing catalyst(s).Type: GrantFiled: October 21, 1991Date of Patent: February 23, 1993Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5187198Abstract: A resin composition for cationically electro-depositable paint comprising (A) a base resin containing a primary hydroxyl group and a cationic group and (B) a crosslinking agent, said crosslinking agent (B) being a product obtained by reacting (B-1) a compound containing in a molecule one hydroxyl group and at least one alicyclic epoxy group with (B-2) a polyisocyanate compound selected from aliphatic, alicyclic and aromatic-aliphatic polyisocyanates such that in principle, a free isocyanate group substantially does not remain.Type: GrantFiled: May 13, 1991Date of Patent: February 16, 1993Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5185065Abstract: An electrocoating composition containing an epoxy amine adduct which is the reaction product of a polyepoxide resin and an amine, an acrylic amine resin and a blocked polyisocyanate crosslinking agent;wherein the composition is prepared by blending a first emulsion of the epoxy amine adduct and the blocked polyisocyanate crosslinking agent with a second emulsion of the acrylic amine resin and a blocked polyisocyanate crosslinking agent; where the first and second emulsions are each individually formed by blending the adduct or resin with the blocked crosslinking agent and then adding an organic acid to form a salt which forms a stable aqueous emulsion.Type: GrantFiled: August 1, 1991Date of Patent: February 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ding Y. Chung, Allisa Gam, Robert A. Tessmer
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Patent number: 5183836Abstract: A composite paint for an automotive outer panel comprises an electrodeposition paint film coated on the surface of a steel sheet. The electrodeposition paint film has a minimum melt viscosity not less than 0.2 during hardening and consists essentially of a water paint composition in an amount ranging from 50 to 85 parts by weight upon conversion to a solid content, and a partially cross-linked resin in an amount ranging from 15 to 50 parts by weight upon conversion to a solid content. Additionally, an intermediate paint film is coated on the electrodeposition paint film and has a hardening starting time ranging from 15 to 20 minutes.Type: GrantFiled: October 28, 1991Date of Patent: February 2, 1993Assignees: Nissan Motor Co., Ltd., Nippon Paint Co., Ltd.Inventors: Hiroyuki Kishi, Hitoshi Kimura, Katsuya Yamamoto, Yoshinobu Tamura, Tsuneo Sakauchi, Nagaoka, Yasuyu Tsuchiya
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Patent number: 5177125Abstract: A two-phase cathodic electrocoat is obtainable by coating an electrically conducting substrate with a mixture containingA) an aqueous cationic dispersion of a polycondensation or polyaddition product,B) an aqueous cationic dispersion of a polycondensation or polyaddition product having a glass transition temperature of from -80.degree. to 20.degree. C., the polymers of dispersions (A) and (B) being mutually incompatible, and C) optionally a crosslinking agent, a pigment paste, auxiliaries and/or additives, and then baking.Type: GrantFiled: August 14, 1991Date of Patent: January 5, 1993Assignee: BASF Lacke & Farben AktiengeselllschaftInventors: Thomas Schwerzel, Hans Schupp, Klaus Huemke, Ulrich Heimann
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Patent number: 5171764Abstract: A resin composition for cationically electrodepositable paint comprising, as principal components, (A) a resin containing a hydroxyl group and a cationic group, (B) an epoxy resin containing, per molecule, on the average at least 2 epoxy group-containing functional groups with an epoxy group bound to an alicyclic skeleton and/or a bridged alicyclic skeleton, and (C) a finely divided gelled polymer, said finely divided gelled polymer (C) being obtained by, in the first step, emulsion polymerizing (I) a monomer component composed of(a) a polymerizable unsaturated vinylsilane monomer containing a vinylic double bond and a hydrolyzable alkoxysilane group,(b) a polymerizable monomer containing at least two radically polymerizable unsaturated groups in a molecule,(c) a polymerizable unsaturated monomer containing a vinylic double bond and a hydroxyl group, and(d) the other polymerizable unsaturated monomer using a cationic reactive emulsifying agent containing an allyl group in a molecule; and in the second step, eType: GrantFiled: February 19, 1991Date of Patent: December 15, 1992Assignee: Kansai Paint Co., Ltd.Inventors: Teiji Katayama, Eisaku Nakatani, Haruo Nagaoka, Kenji Yamamoto, Reiziro Nishida
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Patent number: 5169882Abstract: The present invention provides a resin which is a mixture of a) the product of a diol and one or more diepoxides and b) an A-B-A block copolymer wherein A represents blocks of an epoxy/diol copolymer which is the reaction product of a diol and a diepoxide, and B represents blocks of an epoxy-capped, carboxyl-terminated polybutadiene or polybutadiene/acrylonitrile copolymer.Amine resins, produced by reaction of this resin with an amine are useful as the principal resin in electrocoating formulations which produce deposited films having excellent corrosion resistance and improved impact and chip resistance.Type: GrantFiled: February 5, 1991Date of Patent: December 8, 1992Assignee: BASF CorporationInventors: Paul J. Harris, Ronald T. Wojcik
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Patent number: 5164430Abstract: A cationic electrodeposition paint composition suitable to be coated on a road wheel of an automotive vehicle. The paint composition is composed of an acrylic cationic resin (A), a urethanated epoxy cationic resin (B) a hardner resin (C) of a blocked isocyanate, and a cationic cross-linked resin particulate (D) having an average particle size ranging from 0.01.mu. to 1.mu.. In the paint composition the acrylic cationic resin (A), the urethanated epoxy system cationic resin (B), the blocked isocyanate hardner resin (C) and the cationic cross-linked resin particulate are respectively in amount of 20 to 70 parts by weight, 5 to 50 parts by weight, 10 to 40 parts by weight and 1 to 20 parts by weight relative to 100 parts by weight of a total solid content of the resins and particulate (A), (B), (C) and (D), thereby improving the corrosion resistance of the paint composition to the cut edge portion of the road wheel and the weatherability of coated paint film.Type: GrantFiled: August 13, 1990Date of Patent: November 17, 1992Assignee: Nissan Motor Co., Ltd.Inventors: Tsutomu Hattori, Hirofumi Masui, Katsuo Iizuka, Satoru Nishigaki, Shinichi Hashimoto, Kiyoshi Taki
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Patent number: 5147905Abstract: Advanced resins and unadvanced epoxy resins are disclosed wherein the unadvanced compound and at least a portion of the advanced epoxy resin contains at least one --O--R.sup.1 --O-- or --(O--CH.sub.2 --CHR.sup.2).sub.n --O-- group as a bridge between two groups selected independently from the group consisting of (1) a saturated or unsaturated cycloaliphatic group, (2) an aromatic group, (3) a group represented by the formula ##STR1## or (4) a group represented by the formula ##STR2## Also disclosed are nucleophilic derivatives thereof, as well as curable compositions and coating compositions containing the advanced or unadvanced epoxy resins or nucleophilic modified advanced or unadvanced epoxy resins. These advanced resins and unadvanced epoxy resins provide coatings with good flexibility or formability as exhibited by good flexural or formable properties determined by reverse impact, T-bend and wedge-bend tests, chip resistance, and with good corrosion resistance and throwpower.Type: GrantFiled: May 1, 1991Date of Patent: September 15, 1992Assignee: The Dow Chemical CompanyInventors: Robert A. Dubois, Duane S. Treybig, Allyson Malzman, Pong S. Sheih, Alan R. Whetten
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Patent number: 5147906Abstract: A cationically electrodepositable resin composition containing as main component primary hydroxyl group-containing cationic resin obtained by reacting epoxy resin (A) having at least three epoxy group-containing functional groups represented by the following structural formula (I) ##STR1## with primary or secondary amine compound (B) containing primary hydroxyl group and optionally, further phenol compound (C) having at least one phenolic hydroxyl group in one molecule, as well as a cationically electrodepositable paint composition containing as main components said cationic resin and curing agent.Type: GrantFiled: July 25, 1991Date of Patent: September 15, 1992Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5139631Abstract: A cationic electrodeposition coating resin composition composed mainly of(A) a resin containing a primary hydroxyl group and a cationic group, and(B) an epoxy resin which is a copolymer comprising recurring units represented by formula (I) ##STR1## and recurring units represented by formula (II) ##STR2## wherein R denotes a C.sub.3 -C.sub.35 alkyl group, the proportion of the recurring units of formula being 1 to 75% by weight.Type: GrantFiled: December 9, 1991Date of Patent: August 18, 1992Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Mishida, Akira Tominaga
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Patent number: 5135969Abstract: A composition suitable for use as a coating composition depositable by cationic electrodeposition which has improved edge protection capability containing, in addition to the conventional ingredients used in compositions for cationic electrocoat, such as an aqueous cationic resin, micro-resin particles of a size sufficient to be water dispersible which particles comprise an internally crosslinked polymer of (A) an active hydrogen containing monomer and (B) a monomer containing at least two active double bonds, which polymer further contains a cationic group in sufficient proportion to allow the micro-resin particle to be water dispersed.Type: GrantFiled: January 23, 1990Date of Patent: August 4, 1992Assignee: Shinto Paint Co., Ltd.Inventors: Minoru Tooyama, Akitoshi Shirasaka
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Patent number: 5132341Abstract: A process for the production of cationic paint binders which are particularly suitable for formulating pigment pastes for cathodically depositable electrocoating paints is described. The paint binders produced according to the invention are modified epoxy resin-amine adducts which contain organically-chemically bonded titanium. The cured paint films provide excellent corrosion protection on non-pretreated sheet steel even in the absence of lead-containing compounds and/or lead pigments.Type: GrantFiled: February 12, 1991Date of Patent: July 21, 1992Assignee: Vianova Kunstharz, A.G.Inventor: Willibald Paar
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Patent number: 5132378Abstract: Cathodically depositable paint binders based on epoxy resin/amine adducts modified with diamine bridges which carry longer-chained substituents are described. The diamine bridges are the reaction products of diprimary amines and mono- and diepoxy compounds. The modified epoxy resin/amine adducts have low viscosities and low glass transition temperatures in spite of their high molecular weights. The stoved films, even with higher film thickness, have flawless surfaces and excellent mechanical properties.Type: GrantFiled: February 4, 1991Date of Patent: July 21, 1992Assignee: Vianova Kunstharz, A.G.Inventors: Rudolf Schipfer, Gerhard Schmolzer, Gunther Monschein, Gerhard Meglitsch
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Patent number: 5130004Abstract: A pigment paste suitable for use in cationic electrodeposition is disclosed. The pigment paste comprises a cationic resinous grinding vehicle derived from an epoxy resin containing both quaternary ammonium and ternary sulfonium salt groups. Also disclosed are cationic electrodeposition paints containing the pigment paste and the use of these paints in the process of cationic electrodeposition. The paste improves the stability of lead-containing cationic electrodeposition paints.Type: GrantFiled: February 20, 1990Date of Patent: July 14, 1992Assignee: PPG Industries, Inc.Inventors: Mark W. Johnson, Gregory J. McCollum
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Patent number: 5118729Abstract: The invention is a compound useful for emulsifying an epoxy resin in water, which corresponds toA--X--O--(CH.sub.2 CH.sub.2 O).sub.n --Rwherein:X is the residue of a difunctional compound which is capable of reacting with the primary hydroxy moiety of a monoalkylether of a polyethylene glycol and a 1,2-glycidyl ether moiety;R is C.sub.1-10 alkyl moiety; andn is a positive real number such that the composition is emulsifiable in water.In another embodiment the invention is a water emulsifiable epoxy resin composition which comprises an epoxy resin and the compounds described above. The epoxy resin compositions of this invention are useful in water-borne coating compositions.Type: GrantFiled: January 4, 1991Date of Patent: June 2, 1992Assignee: The Dow Chemical CompanyInventor: Christian Piechocki
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Patent number: 5116887Abstract: An amine-epichlorohydrin resin is prepared in a water-polyol solvent in order to facilitate the polymerization and crosslinking reactions. The reaction product is useful as a wet strength resin composition which has a flash point high enough to be used in commercial paper making operations.Type: GrantFiled: December 7, 1989Date of Patent: May 26, 1992Assignee: Henkel CorporationInventors: Stephen A. Fischer, Reuben H. Grinstein
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Patent number: 5114552Abstract: Curable electrocoating compositions and the use of these compositions in a method of electrodeposition are disclosed. The electrocoating compositions comprise an aqueous dispersion of an active hydrogen-containing ionic resin and a capped polyisocyanate in which the polyisocyanate comprises a mixture of a diphenyl-2,4'-diisocyanate, a diphenyl-4,4'-diisocyanate and optionally polyphenyl polyisocyanate in which the diphenyl-2,4'-diisocyanate comprises at least 5 percent by weight of a polyisocyanate mixture. The capped polyisocyanate mixture results in a more stable aqueous dispersion than comparable dispersions prepared with capped polyisocyanates derived from the more common diphenyl-4,4'-diisocyanate and mixtures of diphenyl-4,4'-diisocyanate with polyphenyl polyisocyanate.Type: GrantFiled: February 25, 1986Date of Patent: May 19, 1992Assignee: PPG Industries, Inc.Inventors: Gregory J. McCollum, George W. Mauer
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Patent number: 5106469Abstract: A cationic resin suitable for use as a pigment grinding vehicle is disclosed. The cationic resin is derived from an epoxy resin and contains ternary sulfonium groups and alkyl phenoxide groups. Pigment pastes derived from this cationic resin can be used in a method of cationic electrodeposition where they provide for films with high build and good appearance.Type: GrantFiled: November 6, 1989Date of Patent: April 21, 1992Assignee: PPG Industries, Inc.Inventor: Mark W. Johnson
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Patent number: 5098966Abstract: 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: GrantFiled: March 23, 1990Date of Patent: March 24, 1992Assignee: Shell Oil CompanyInventors: Henricus P. H. Scholten, Olivier L. P. Andre
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Patent number: 5096984Abstract: A cationically electrodepositable paint composition comprises (A) a resin having hydroxyl groups and cationic groups, (B) an epoxy resin having at least two epoxy groups, each directly bound to a (bridged) alicyclic ring, and (C) lead hydroxide and/or lead maleate as curing catalyst(s).Type: GrantFiled: February 20, 1990Date of Patent: March 17, 1992Assignee: Kansai Paint Company, LimitedInventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5091446Abstract: A cationic electrodeposition coating resin composition composed mainly of(A) a resin containing a primary hydroxyl group and a cationic group, and(B) an epoxy resin which is a copolymer comprising recurring units represented by formula (I) ##STR1## and recurring units represented by formula (II) ##STR2## wherein R denotes a C.sub.3 -C.sub.35 alkyl group, the proportion of the recurring units of formula being 1 to 75% by weight.Type: GrantFiled: October 18, 1990Date of Patent: February 25, 1992Assignee: Kansai Paint Co., Ltd.Inventors: Reiziro Nishida, Akira Tominaga
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Patent number: 5076900Abstract: A low cure cathodic electrodepositable resin is disclosed. The backbone of the resin is a polyepoxide amine adduct having primary or secondary hydroxyl groups which is crosslinked with aminoplast resins and catalyzed by metal catalysts. The resin is capable of curing in a basic environment at a temperature below 150.degree. C. The resin can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions can then be formulated into electrocoat primer coatings for metal objects.Type: GrantFiled: May 31, 1990Date of Patent: December 31, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Willem B. van der Linde, Edward Chu
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Patent number: 5064880Abstract: 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: GrantFiled: September 8, 1989Date of Patent: November 12, 1991Assignee: The Dow Chemical CompanyInventors: Nancy A. Rao, Richard A. Hickner
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Patent number: 5057556Abstract: A non-gelled amine-epoxide reaction product and acid addition salts thereof where the product is obtained by co-reacting;a) a secondary amine NHR.sup.1 R.sup.2, wherein R.sup.1 and R.sup.2 the same or different are C.sub.2 or C.sub.3 hydroxyalkyl groups,b) a polyepoxide,c) optionally a polyoxyalkylene polyamine,d) a product of the reaction between an epoxide with at least two epoxy groups and which contains less than 40% by weight of aromatic groups, and an amine of formula (1):NR.sup.3 R.sup.4 (CH.sub.2)n NH.sub.2 (1)in which n is from 2 to 6, and where R.sup.3 and R.sup.4, the same or different are methyl or ethyl, and optionally,e) a monoepoxidethe components of product (D) being chosen so that the non-gelled amine epxoide reaction product is a liquid at temperature above -5.degree. C.Type: GrantFiled: October 23, 1989Date of Patent: October 15, 1991Assignee: Imperial Chemical Industries PLCInventor: Richard P. Redman
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Patent number: 5057557Abstract: Epoxy resins are modified by reaction with an acidified polytertiary amine-containing compound. These modified epoxy resins when cured result in products having improved properties.Type: GrantFiled: May 11, 1990Date of Patent: October 15, 1991Assignee: The Dow Chemical CompanyInventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
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Patent number: 5043366Abstract: 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: GrantFiled: February 16, 1990Date of Patent: August 27, 1991Assignee: Kansai Paint Co., Ltd.Inventor: Osamu Isozaki
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Patent number: 5039720Abstract: An aqueous electrophoretic coating material, which can be deposited at the cathode and contains(A) 90 to 50% by weight, based on the total portion of synthetic resin vehicle, of one or several polycondensation, polymerization and/or poly-addition resins, the resin or, in the event that several resins are present, their mixture(a) having a number average molecular weight (Mn) of 700 to 10,000(b) having 1.2.times.10.sup.23 to 21.7.times.10.sup.23 lateral or terminal double bonds per 1,000 g, corresponding to a hydrogenation iodine number of 5 to 90,(c) optionally containing primary and/or secondary hydroxyl groups, corresponding to a hydroxyl number of 0 to 450 mg KOH/g of resin, and(d) tertiary amino groups corresponding to an amine number of 30 to 450 mg KOH/g of resin.Type: GrantFiled: September 30, 1988Date of Patent: August 13, 1991Assignee: Hoechst AktiengesellschaftInventors: Dietrich Saatweber, Georg Hendriux, Gerhard Brindopke, Helmut Plum
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Patent number: 5034434Abstract: Non-gelled amine-epoxide reaction products are obtained by co-reacting a secondary amine, a polyoxyalkylene polyamine, a polyepoxide and a monoepoxide. The products are cross-linkable and are useful in aqueous coating compositions, particularly when applied to a substrate by cathodic electrodeposition.Type: GrantFiled: October 18, 1989Date of Patent: July 23, 1991Assignee: Imperial Chemical Industries PLCInventors: Michael Beresford, Richard P. Redman
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Patent number: 5034251Abstract: A dimensionally heat-recoverable article carrying a heat curable adhesive coating on a surface thereof, the adhesive coating comprising (a) a mixture of substantially solid particles of a first reactive component with separate substantially solid particles of at least a second reactive component and (b) a water soluble polymeric binder having substantially no hydroxyl groups, the first and second reactive components being present in the adhesive coating as substantially unreacted separate particles capable of reacting together to effect curing when the article is heated to its heat recovery temperature.Type: GrantFiled: April 12, 1990Date of Patent: July 23, 1991Assignee: Raychem LimitedInventors: Michael J. Read, Michael R. Read, Stephen J. Osborne, Geoffrey P. Hakes
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Patent number: 5026743Abstract: Non-gelled amine-epoxide reaction products are obtained by co-reacting a secondary amine, a polyoxyalkylene polyamine, a polyepoxide and optionally a monoepoxide. The products are crosslinkable and are useful in aqueous coating compositions, particularly when applied to a substrate by cathodic electrodeposition.Type: GrantFiled: October 18, 1989Date of Patent: June 25, 1991Assignee: Imperial Chemical Industries PLCInventors: Michael P. Beresford, Richard P. Redman
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Patent number: 5015671Abstract: A thermosetting, powder coating composition is disclosed which comprises an epoxy resin, a nitrogen-containing curing agent and an inorganic filler consisting essentially of aluminum hydroxide and silica, the weight ratio of the aluminum hydroxide to the silica being 1:4 to 4:1 and the filler being used in an amount of 40-300 parts by weight per 100 parts by weight of the epoxy resin.Type: GrantFiled: December 29, 1989Date of Patent: May 14, 1991Assignee: Somar CorporationInventors: Kazuya Ono, Tetsuo Miyake, Katsuji Kitagawa
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Patent number: 4999388Abstract: Branched polyester resins comprising a polyepoxy compound, a hindered phenol and a catalyst compound having enhanced melt viscosity are disclosed.Type: GrantFiled: September 14, 1989Date of Patent: March 12, 1991Assignee: General Electric CompanyInventor: Kevin T. Okamoto
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Patent number: 4992516Abstract: Cathodically depositable paint binders based on epoxy resin/amine adducts modified with diamine bridges which carry longer-chained substituents are described. The diamine bridges are the reaction products of diprimary amines and mono- and diepoxy compounds. The modified epoxy resin/amine adducts have low viscosities and low glass transition temperatures in spite of their high molecular weights. The stoved films, even with higher film thickness, have flawless surfaces and excellent mechanical properties.Type: GrantFiled: August 18, 1989Date of Patent: February 12, 1991Assignee: Vianova Kunstharz, A.G.Inventors: Rudolf Schipfer, Gerhard Schmolzer, Gunther Monschein, Gerhard Meglitsch
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Patent number: 4981884Abstract: A synthetic resin which carries basic nitrogen groups and is water-dilutable by protonation with an acid, containing(A) a chain-extended, amine-modified epoxy resin obtainable by reacting(a.sub.1) an epoxy resin having an average molecular weight M.sub.n of from 300 to 6,000 and on average from 1.5 to 3.0 epoxy groups per molecule with(a.sub.2) a diketimine of a diprimary diamine, which diprimary diamine contains no further groups reactive with epoxy groups under mild conditions and(B) an amino-modified epoxy resin obtainable by reactingb.sub.1) an epoxy resin having an average molecular weight M.sub.n of from 800 to 6,000 and on average from 1.5 to 3.0 epoxy groups per molecule with(b.sub.2) a secondary amine or a secondary-tertiary diamine, a ketimine of a primary monoamine or a ketimine of a primary/tertiary diamine or a mixture of these (b.sub.2) components, with the proviso that (A) and (B) are different.Type: GrantFiled: June 23, 1988Date of Patent: January 1, 1991Assignee: BASF AktiengesellschaftInventors: Thomas Perner, Rolf Osterloh, Eberhard Schupp, Thomas Schwerzel, Klaas Ahlers
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Patent number: 4973613Abstract: Cathodically depositable electrodeposition paints contain binder combinations of cationic film-forming resins with organic titanium compounds which are obtained by reacting tetraalkyl orthotitanates or titanium acetyl acetonates with NH-functional .beta.-hydroxyalkylamine compounds, subsequently reacting with formaldehyde and with removal of the alcohol and/or acetyl acetone formed. The stoved paint films exhibit an excellent anti-corrosion effect on non-pretreated sheet steel.Type: GrantFiled: June 23, 1989Date of Patent: November 27, 1990Assignee: Vianova Kunstharz A.G.Inventor: Willibald Paar
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Patent number: 4968730Abstract: Preparation of pigment paste resins for cathodically depositable coating compositions based on epoxy resin-amine adducts obtained from unmodified or modified epoxy resins, which by partial or complete reaction of secondary amino groups with formaldehyde contain oxazolidine structures; whose tertiary amino groups introduced via primary-tertiary diamines are quaternized to at least 20 mol % using an organic acid and a monoglycidyl compound and which in a solution adjusted with water to a correct application viscosity contain a total of 80 to 100 millimoles of acid per 100 g of solid resin are described. The pigment pastes possess, both in concentrated and dilute form, a stability which meets practical requirements and, because of their rheology, are readily processed to ensure formation of defect-free films both during deposition and crosslinking by stoving. The applied films have good properties.Type: GrantFiled: September 21, 1989Date of Patent: November 6, 1990Assignee: Vianova Kunstharz, A.G.Inventors: Helmut Honig, Georg Pampouchidis, Herbert Matzer
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Patent number: 4963602Abstract: 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: GrantFiled: November 13, 1989Date of Patent: October 16, 1990Assignee: Hi-Tek Polymers, Inc.Inventor: Hirendra K. Patel
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Patent number: 4944855Abstract: The invention relates to aqueous electrocoating baths for cathodic paint deposition which contain, as cathodically depositable binders, modified epoxide-amine adducts and are prepared by reacting, in the presence of basic amine catalysts,(1)(A) polyepoxides with(B) compounds which contain, per molecule, one or more, preferably 2, hydroxyl groups bonded to aromatic and/or (cyclo)aliphatic molecular fragments, to form epoxide group-containing intermediates, and(2) by subsequently reacting these intermediates, if appropriate, with further conventional modifiers and finally with(C) primary and/or secondary (poly)amines or their salts and/or salts of tertiary amines, the resultant reaction products being neutralized with acids, if appropriate, dispersed in an aqueous medium and these dispersions further processed by well-known methods to form electrocoating baths.Type: GrantFiled: September 23, 1988Date of Patent: July 31, 1990Assignee: BASF Lacke + Farben AktiengesellschaftInventors: Georg Schon, Gunter Ott, Michael Geist