Organic Nitrogen Compound Contains Isocyanate Group Patents (Class 523/415)
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Pigment grinding resin composition for electrodeposition paint and pigment paste containing the same
Patent number: 5612395Abstract: A pigment grinding resin composition for an electrodeposition paint comprising a cationic pigment grinding resin obtained by reacting a modified epoxy resin with sulfide in the presence of a monobasic acid and a hydroxyl group-containing dibasic acid, wherein said modified epoxy resin is obtained by reacting at least one epoxy resin having an epoxy equivalent of 150 to 2000 selected from the group consisting of bisphenol A, F and S type epoxy resins with a half-blocked diisocyanate, and wherein said sulfide is selected from the group consisting of 1-(2-hydroxyethylthio)-2-propanol, 1-(2-hydroxyethylthio)-2-butanol and 1-(2-hydroxyethylthio)-3-butoxy-1-propanol. By introducing the acid group into the epoxy resin, the dispersibility of the pigment and the compatibility with the main binder, etc., is improved.Type: GrantFiled: January 9, 1995Date of Patent: March 18, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Hiroyuki Nojiri, Ichiro Kawakami, Mitsuo Yamada -
Patent number: 5612406Abstract: The invention concerns a process for the production of block copolymers or aqueous dispersions and emulsions thereof, whereby azo macroinitiators are reacted with radical-polymerizable monomers or a mixture of several radical-polymerizable monomers. The azo macroinitiators are obtained by reacting simple reactive azo compounds with prepolymers with a molecular weight between 400 and 20000, which possess at least 2 functional groups, e.g. polyurethanes or polyesters.The aqueous block copolymer dispersions and emulsions produced according to the invention are suitable for use for the production of paints, adhesives etc.Type: GrantFiled: April 3, 1996Date of Patent: March 18, 1997Assignee: Dainippon Ink & Chemicals Inc.Inventors: Rainer B. Frings, Shigeru Komazaki, Gerwald F. Grahe
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Patent number: 5594049Abstract: The electrodeposition coating composition contains a base resin and a curing agent. The curing agent comprises a compound containing an aromatic isocyanurate ring and 3 or more blocked isocyanate groups wherein at least one of said blocked isocyanate groups is blocked with glycol ether.Type: GrantFiled: June 7, 1995Date of Patent: January 14, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Yusaku Kobata
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Patent number: 5589534Abstract: An aqueous coating composition is provided which comprises a generally lipophilic crosslinkable binder, optionally a chemical curing/crosslinking agent for the crosslinkable binder, and a special reactive amphiphatic emulsifier comprising a lipophilic backbone having separately pendant therefrom (a) at least one activated unsaturated group and (b) at least one of a specified class of hydrophilic polyoxyalkylene groups, and possessing an HLB value of at least 6.0.Type: GrantFiled: January 10, 1994Date of Patent: December 31, 1996Assignee: Akzo Nobel N.V.Inventors: Carl W. Metzger, Bernhard H. Feith, Ute Gruber, Angelika A. Zedler, Mario M. M. van Wingerde
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Patent number: 5589535Abstract: An aqueous coating composition containing at least one water-dispersible polyurethane resin containing air-drying groups and optionally further binder resins and conventional paint additives, which polyurethane resin contains structural units derived from(A) polyisocyanates,(B) polyols containing air-drying groups,(C) optionally polyols which are free of air-drying groups,(D) compounds having at least two groups which are reactive with isocyanate groups and at least one group capable of anion formation,(E) optionally monoalcohls containing air-drying groups,(F) and/or compounds which differ from (B), (C), (D) and (E) and contain at least one group which is reactive with NCO groups, which has excellent pigment compatibility and the coatings produced therefrom have good corrosion protection and good mechanical properties even in the absence of siccatives.Type: GrantFiled: May 30, 1995Date of Patent: December 31, 1996Assignee: Hoechst AktiengesellschaftInventors: Michael Schwab, Gerd Walz, Gerhard Merten
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Patent number: 5589527Abstract: A pigment grinding resin of the formula: ##STR1## wherein, Ep is a residue of an epoxy resin having an epoxy equivalent of 150 to 2000 and a hydroxyl group equivalent of 300 to 4000; R.sup.1 represents a hydrophilic group selected from a 2-hydroxyethyl group and a group of the formula --CH.sub.2 CH(OH)CH.sub.2 R.sup.3 wherein, R.sup.3 is a hydroxyl group or a hydroxylalkyl group having 1 to 10 carbon atoms; R.sup.2 represents a hydrophilic group selected from 3-hydroxypropyl, 2-hydroxypropyl and 4-hydroxybutyl; R.sup.4 is a hydrogen atom or an alkyl, hydroxylalkyl or alkylamide group having 1 to 5 carbon atoms; m is a numerical value of 0.1 to 2.0; A is residue of a diisocyanate; B is a residue of an alcohol, an amine, a carboxylic acid, an oxime and a caprolactam having 1 to 20 carbon atoms; and n is a numerical value of 10.1 to 2.0. The pigment grinding resin of the present invention has excellent dispersibility.Type: GrantFiled: January 9, 1995Date of Patent: December 31, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Hiroyuki Nojiri
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Patent number: 5587059Abstract: A cathodic electrodeposition paint for protecting a surface-untreated colled rolled steel substrate comprises a cationic film-forming epoxy resin and a crosslinker, both dispersed in an aqueous medium containing a neutralizing agent, and additionally contains, as an anticorrosive agent, a combination of a cerium compound with either a polyvalent metal phosphomolybdate or a copper compound.Type: GrantFiled: August 10, 1995Date of Patent: December 24, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Shuhei Yamoto, Koji Ito, Mitsuo Yamada
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Patent number: 5582704Abstract: An electrodepositable composition is provided comprising:(A) a non-gelled cationic resin which is derived from a polyepoxide and which contains in the resin molecule cationic salt groups and active hydrogen groups selected from aliphatic hydroxyl and primary and secondary amino; and present as a separate component(B) a fully capped polyisocyanate curing agent containing substantially no free isocyanate groups, The electrodepositable composition contains from about 0.02 to 1.0 milliequivalents phenolic hydroxyl groups per gram of resin solids, and from about 0.1 to 2.0 milliequivalents beta-hydroxy ester groups per gram of resin solids. The composition provides excellent corrosion resistance when electrodeposited over steel substrates, and does not require lead in the formulation nor the use of a conventional chrome rinse for the steel substrate pretreatment before electrodeposition.Type: GrantFiled: November 4, 1994Date of Patent: December 10, 1996Assignee: PPG Industries, Inc.Inventors: Joseph T. Valko, Philippe Faucher, Richard F. Karabin, Thomas C. Moriarity, V. Eswarakrishnan, Ellor J. Van Buskirk, Gregory J. McCollum, Raphael O. Kollah
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Patent number: 5565508Abstract: Aqueous synthetic resin dispersions comprising A) an ionic resin, preferably a cationic resin, B) a blocked polyisocyanate and C) a polymer of at least one ethylenically unsaturated monomer which can be polymerized by free-radical polymerization. These synthetic resin dispersions are used as binders in electrodeposition coating baths.Type: GrantFiled: April 23, 1994Date of Patent: October 15, 1996Assignee: Hoechst AktiengesellschaftInventors: Michael Hoenel, Achim Voelker, Gerd Walz, Peter Ziegler
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Patent number: 5556518Abstract: A method for forming a coating on an electrically conductive surface is discloses. The method comprises the steps of immersing the surface in a bath comprising an electrodepositable mixture of an intrinsically insulative polymer and an organic acid salt of an intrinsically conductive polymer, applying a voltage between an electrode and the surface in the bath to deposit a polymeric coating of the mixture on the surface, and curing the polymeric coating. The polymeric coating can be made electrically conductive by the additional step of immersing the polymeric coating in an organic acid after the deposition and before curing. A multilayered coating can be provided after curing the electrically conductive polymeric coating, by depositing a second or subsequent coating of an electrodepositable organic resin from an aqueous bath containing the resin on application of a voltage between an electrode and the electrically conductive polymeric subcoating in the bath.Type: GrantFiled: February 21, 1995Date of Patent: September 17, 1996Inventors: Patrick J. Kinlen, Robert F. W. Jansson
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Patent number: 5554700Abstract: Catalysed, cationic compositions which contain one or more catalysed, cationic binders which can be diluted in water after being protonated and which contain one or more bismuth salts of hydroxycarboxylic acids are disclosed. The bismuth salts of lactic acid and dimethylolpropionic acid are particularly preferred, and the compositions are useful in cathodically precipitated paints.Type: GrantFiled: November 28, 1994Date of Patent: September 10, 1996Assignee: Vianova Resins AGInventors: Rudolf Schipfer, Gerhard Schmoelzer, Edmund Urbano
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Patent number: 5548005Abstract: Aqueous, radiation-curable binders and binder dispersions are disclosed that contain (A) a radiation-curable binder, and (B) a radiation-curable, hydrophilic polyepoxy-acrylate.Type: GrantFiled: December 16, 1994Date of Patent: August 20, 1996Assignee: Hoechst AktiengesellschaftInventors: Inge Kurth, Gerhard Brindoepke, Manfred Marten
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Patent number: 5536804Abstract: Polyglycidyl epoxy resins are modified to have a blocked isocyanate moiety bound to the resin backbone through an oxazolidone ring by reacting the epoxy resin with an asymmetrically blocked diisocyanate. Further reaction with a cationic active hydrogen compound gives a modified epoxy resin having a cationic group in addition to the blocked isocyanate moieties. The modified epoxy resins are incorporated into cathodic electrodeposition paint as a crosslinker or cationic binder resin or pigment dispersing agent.Type: GrantFiled: June 5, 1995Date of Patent: July 16, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Toshiyuki Ishii, Hiroyuki Nojiri, Ichiro Kawakami
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Patent number: 5523344Abstract: Adhesive formulations are blends of aqueous polymer dispersions and a hydrophobic plasticizer. The blended dispersed polymers include at least one hard sulfonated polyester urethane, at least one soft non-sulfonated polyester urethane, and at least one polar non-polyurethane water-based polymer or copolymer. A high molecular weight elastomeric non-sulfonated polyurethane polymer and a crosslinker are optional further components in the blend. The formulations are useful as non-heat activating, one-component adhesives which generate excellent green strength, water and heat resistant bonds.Type: GrantFiled: June 7, 1995Date of Patent: June 4, 1996Assignee: H. B. Fuller Licensing & Financing, Inc.Inventors: Mike Maksymkiw, Gray Haider, Michael Dochniak, Leonard Jannusch, Paul Wade
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Patent number: 5510400Abstract: The present invention provides a cationic electrodeposition coating composition which satisfies both stability of paint with time and corrosion resistance when baked at low-temperature. A cationic electrodeposition coating composition comprises:(A) a cationic resin;(B) a low-temperature dissociation type block isocyanate curing agent; and(C) a pigment paste containing a pigment dispersed in a cationic pigment dispersing resin,wherein said cationic pigment grinding resin is prepared by introducing primary amino groups into a hydrophobic resin for pigment dispersion and neutralizing with acid, said hydrophobic resin has an SP value of 10.0 to 11.0, number of amino groups in one molecule is average 1.6 to 4.0, and a weight ratio of component A:B:C is 10 to 88:10 to 50:2 to 50.Type: GrantFiled: November 1, 1994Date of Patent: April 23, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Hiroyuki Kageyama, Tatsuo Yoshida, Yoshio Kojima
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Patent number: 5508326Abstract: An emulsifying epoxy resin composition having excellent emulsifiability and storage stability, which comprises a specific epoxy resin (I), an emulsifiable epoxy compound (II) prepared by reacting an urethane compound (II-1), prepared by the reaction of a polyalkylene polyether polyol compound (II-1-1) having a number average molecular weight of 200 to 12,000 and an ethylene oxide content of 80% by weight or above with an excess amount of a polyisocyanate compound (II-1-2), with a specific epoxy compound (II-2) and an alkylphenol ethoxylate (II-3) having a number average molecular weight of 300 to 5,000 at a specific ratio, and water (III). A curable composition having a high cure rate and the cured product obtained there from having excellent film strength, water resistance and so on, which comprises the above-described emulsifiable epoxy resin composition and an active organic amino compound (IV) is also within the scope of the present invention.Type: GrantFiled: November 10, 1994Date of Patent: April 16, 1996Assignees: Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.Inventors: Kiyoshi Muto, Hiroshi Suzuki
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Patent number: 5506284Abstract: An electrodeposition coating composition is described comprising:(a) an aqueous dispersion of a water-dispersible, electrically-depositable, at least partially neutralized cationic resin, and(b) polymer microparticles, said polymer particles being prepared by:(1) blending an acid-neutralized tertiary amino-functional acrylic polymer and a polyepoxide,(2) dispersing the blended mixture in an aqueous medium to form a dispersion of microparticles of the blended mixture, and(3) heating the dispersion to crosslink the acrylic and polyepoxide in the microparticles.Type: GrantFiled: February 26, 1993Date of Patent: April 9, 1996Assignee: BASF CorporationInventor: John McGee
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Patent number: 5500460Abstract: The quality of coating in autodeposition from solutions in which the coating is predominantly derived from epoxy resins can be improved in two ways, which can be used jointly or separately: A blocked isocyanate is used as cross linking agent for the epoxy resin, and a surfactant that prevents the occurrence of phase separation during drying of the coating is used. Preferably the surfactant is a fluoroaliphatic polymer ester.Type: GrantFiled: May 2, 1995Date of Patent: March 19, 1996Assignee: Henkel CorporationInventors: Bashir M. Ahmed, Rohitha M. Jayasuriya, Thomas R. Hopkins
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Patent number: 5483012Abstract: This invention provides a cationic electrodepositable coating composition comprising:(A) 30 to 1% by weight of a high-molecular-weight polyurethane resin prepared by reacting (a) an organic polyisocyanate, (b) a high-molecular-weight polyol, and (c) a diol having at least one tertiary amino group, the high-molecular-weight polyurethane resin (A) having a SP value of 9.5 to 12.0 and a number average molecular weight of at least 15,000; and(B) 70 to 99% by weight of an epoxy-type cationic electrodepositable resin.Type: GrantFiled: July 28, 1994Date of Patent: January 9, 1996Assignees: Kansai Paint Company Limited, Sanyo Chemical Industries, Ltd.Inventors: Susumu Midogohchi, Masafumi Kume, Takahisa Kasukawa, Tetsuya Takasu, Hiroshi Nishimoto
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Patent number: 5461091Abstract: A heat curable coating composition, particular for cathodic electrocoating, comprises(A) from 50 to 95% by weight of a chain or step growth polymerization product having functional groups and(B) from 50 to 5% by weight of a mixture of polymethylenepolyphenyl isocyanates which contains less than 25% of diphenylmethane diisocyanates.Type: GrantFiled: September 9, 1994Date of Patent: October 24, 1995Assignee: BASF AktiengesellschaftInventors: Gerhard Hoffmann, Dieter Faul, Klaus Huemke, John A. Gilbert
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Patent number: 5451304Abstract: The present invention relates to a process for the electrophoretic internal coating of metal containers for the storage of foodstuffs and beverages, the aqueous coating composition used containing 0.01 to 10% by weight, preferably 0.5 to 3% by weight, relative to the solids content of the coating composition, of wax changing into the molten state in the range from 60.degree. C. to 100.degree. C. The process is used in particular for the internal coating of 3-part and 2-part cans and drawn-and-ironed or otherwise deep-drawn cans.Type: GrantFiled: March 28, 1994Date of Patent: September 19, 1995Assignee: BASF Lacke & Farben AGInventors: Klaus Markfort, Michael Stenger, Walter Jouck, Paul Harris
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Patent number: 5447974Abstract: An improved aqueous cathodic electrocoating composition of an aqueous carrier having dispersed therein a film forming binder of (1) an epoxy resin-amine adduct and (2) a blocked polyisocyanate crosslinking agent; wherein the improvement is the use of a branched epoxy resin to form the adduct which is the reaction product of a polyhydric phenol and a branched epoxy macromonomer formed by the self condensation of an epoxy resin in the presence of a catalyst; the branched epoxy resin has an epoxy equivalent weight of about 700-2,000 and provides an electrocoating composition that has improved throw power and that forms coatings that have improved corrosion resistance in comparison to conventional electrocoating compositions formed from linear epoxy resins.Type: GrantFiled: February 1, 1995Date of Patent: September 5, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen C. Peng
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Patent number: 5447973Abstract: Diglycidyl ether epoxy resins are reacted with a prepolymer produced from an organic diisocyanate and a bifunctional active hydrogen compound having a soft segment whose terminal isocyanate groups have been blocked to chain-extend the epoxy resin with the prepolymer. The chain-extended epoxy resin is then reacted with a cationic active hydrogen compound alone or incombination with an aliphatic monoalcohol, alkylphenol, glycol monoether or bisphenol to open the terminal epoxy rings of the chain extended epoxy resin. The modified epoxy resin thus produced is dispersed in an aqueous medium containing a neutralizing agent together with a crosslinker to give a cathodic electrodeposition paint having improved impact strength and other properties.Type: GrantFiled: May 16, 1994Date of Patent: September 5, 1995Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Toshiyuki Ishii
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Patent number: 5446077Abstract: Polyglycidyl epoxy resins are modified to have a blocked isocyanate moiety bound to the resin backbone through an oxazolidone ring by reacting the epoxy resin with an asymmetrically blocked diisocyanate. Further reaction with a cationic active hydrogen compound gives a modified epoxy resin having a cationic group in addition to the blocked isocyanate moieties. The modified epoxy resins are incorporated into cathodic electrodeposition paint as a crosslinker or cationic binder resin or pigment dispersing agent.Type: GrantFiled: May 16, 1994Date of Patent: August 29, 1995Assignee: Nippon Paint Company, Ltd.Inventors: Mitsuo Yamada, Toshiyuki Ishii, Hiroyuki Nojiri, Ichiro Kawakami
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Patent number: 5441995Abstract: The present invention provides a paint film with fewer craters and indentations, while maintaining performance as an electrodeposition paint. The electrodeposition paint composition contains an aqueous dispersing system containing an electrodepositable resin and a block polymer containing polysiloxane units and polyalkylene oxide units.Type: GrantFiled: June 6, 1994Date of Patent: August 15, 1995Assignee: Nippon Paint Co., Ltd.Inventors: Atsushi Ohgaki, Hiroharu Ohsugi, Hisaki Tanabe, Kenshiro Tobinaga, Yoshio Kojima
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Patent number: 5432211Abstract: A lubricating paint including a resin mix, a lubricant additive and silica. The resin mix consists of a urethane resin with molecular weight of over 3,000 and an epoxy resin, with the solids of the urethane resin accounting for 50-97 wt % of the solids of the resin mix. The lubricant additive accounts for 2-40 wt % of all of the solids in the lubricating paint. The silica accounts for 5-100 wt % of all of the resin solids in the lubricating paint. The lubricating paint of the invention exhibits improved formability, corrosion resistance (rust resistance) and lubricity as compared with prior art paints. It also has improved weldability, stain resistance and chemical resistance.Type: GrantFiled: February 23, 1994Date of Patent: July 11, 1995Assignee: Nihon Parkerizing Co., Ltd.Inventors: Ryoji Morita, Osamu Furuyama, Shigeo Tanaka
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Patent number: 5431791Abstract: An electrodeposition method is described where a conductive substrate is immersed in an electrodeposition coating composition comprising, in an aqueous medium:A) a resin having a plurality of acid-salted primary amine groups, andB) a curing agent having a plurality of cyclic carbonate groups.Type: GrantFiled: February 7, 1995Date of Patent: July 11, 1995Assignee: BASF CorporationInventors: Timothy S. December, Paul J. Harris
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Patent number: 5430107Abstract: A binding-agent composition for coating agents which can be cured at low temperature contains:A. 4-72% by weight of an acidic CH-compound, obtained by transesterification of an aliphatic .beta.-ketocarboxylic acid ester with one or several monomers and/or polymers containing hydroxyl groups and which contain at least two hydroxyl groups in the molecule,B. 4-72% by weight of an .alpha.,.beta.-unsaturated compound with at least two groups of the general formulaR.sub.1 R.sub.2 C.dbd.CR.sub.3 --CO--attached via the residue of a divalent or polyvalent alcohol, a diamine or polyamine or amino alcohol to at least one additional R.sub.1 R.sub.2 C.dbd.CR.sub.3 --CO--group, where R.sub.1, R.sub.2 and R.sub.3 independently of each other are a hydrogen atom or a straight or branched alkyl residue with 1 to 10 carbon atoms,C. 10-80% by weight of one or several polyamines with, by way of curing agents, at least two amine functions, which can be primary and/or secondary and can be blocked, in the molecule, andD. 0.Type: GrantFiled: April 29, 1994Date of Patent: July 4, 1995Assignee: Herberts GmbHInventors: Klaus Bederke, Hermann Kerber, Walter Schubert, Thomas Brock, Helmut Loffler
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Patent number: 5427857Abstract: An improved aqueous cathodic electrocoating composition of an aqueous carrier having dispersed therein a film forming binder of (1) an epoxy resin-amine adduct and (2) a blocked polyisocyanate crosslinking agent; wherein the improvement is the use of a branched epoxy resin to form the adduct which is the reaction product of a polyhydric phenol and a branched epoxy macromonomer formed by the self condensation of an epoxy resin in the presence of a catalyst; the branched epoxy resin has an epoxy equivalent weight of about 700-2,000 and provides an electrocoating composition that has improved throw power and that forms coatings that have improved corrosion resistance in comparison to conventional electrocoating compositions formed from linear epoxy resins.Type: GrantFiled: June 28, 1994Date of Patent: June 27, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stephen C. Peng
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Patent number: 5426138Abstract: A binding-agent composition for solvent-based or aqueous coating agents can be cured at low temperature to produce coatings which are non-yellowing and resistant to solvents. The binding-agent composition contains binding-agent components based on polyethers, polyesters, polyether polyesters and/or (meth)acrylic copolymers with, in each case, at least one acryloyl group and at least one epoxide group in the molecule, whereby the acryloyl groups and epoxide groups are present in the ratio 2:8 to 8:2. Also included are several polyamines as curing agents in a proportion of equivalent weights ranging from 2:0.5 to 1:1.5. The binding agents are used in pigmented and pigment-free lacquers, for use particularly in multi-layer lacquering.Type: GrantFiled: April 29, 1994Date of Patent: June 20, 1995Assignee: Herberts GmbHInventors: Klaus Bederke, Hermann Kerber, Walter Schubert, Thomas Brock, Fritz Sadowski, Helmut Loffler
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Patent number: 5418264Abstract: An aqueous coating agent, containingone or more film-forming water-dilutable or water-soluble epoxy resins with an epoxide equivalent weight of 100 to 10000,one or more water-dilutable or water-soluble polyamines with at least two primary and/or secondary amino groups in the molecule and an equivalent weight of 50 to 500, andoptional pigments, fillers and/or other conventional lacquer adjuvants,the ratio of reactive H atoms in the polyamines to the epoxy groups in the epoxy resins being 0.7:1 to 1.5:1 and5 to 80 wt. % of one or more water-dilutable or water-soluble polyurethane resins with a number average molecular weight (Mn) of 500 to 500000 relative to the sum of the weights of the solids in the epoxy resin and polyamine.Type: GrantFiled: March 3, 1994Date of Patent: May 23, 1995Assignee: Herberts GmbHInventors: Ronald Obloh, Heinrich Schwan
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Patent number: 5418263Abstract: A cathodic electrodeposition paint containing as a binder resin an amine-epoxy resin adduct and a blocked polyisocyanate crosslinker is disclosed. The binder resin and the crosslinker are emulsified in an aqueous medium containing a neutralizing agent with the aid of amine adduct of a monoepoxide compound having a hydrophobic group or block. Not only the amine-monoepoxide adduct functions as a surfactant but also it is deposited electrically and then cured with the crosslinker integrally with the binder resin.Type: GrantFiled: April 19, 1994Date of Patent: May 23, 1995Assignee: Nippon Paint Co., Ltd.Inventors: Toshiaki Sakamoto, Yoshio Kojima, Kenshiro Tobinaga
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Cathodic electrocoating compositions having improved throw power, containing multifunctional phenols
Patent number: 5416137Abstract: An improved aqueous cathodic electrocoating composition having a binder of an epoxy resin-amine adduct which is an epoxy resin that has been reacted with an amine, and a blocked polyisocyanate crosslinking agent; wherein the improvement is the use of a multihydric phenol i.e., a phenol having more than two reactive hydroxyl groups along with a dihydric phenol to form the epoxy resin used in the electrocoating composition to provide a composition having improved throw power.Type: GrantFiled: June 1, 1994Date of Patent: May 16, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Lee A. Turnquist, Peter W. Uhlianuk, Ding Y. Chung -
Patent number: 5409972Abstract: This invention relates to a process for the preparation of self-crosslinking cationic paint binders which can be diluted with water after protonation and are based on modified aminoalkylation products of phenols; to the binders prepared by this process and to their use for formulating water-dilutable paints, in particular electrodeposition paints which can be deposited cathodically. The process is characterized in that an aminoalkylation product of a phenol containing at least one secondary amino group is reacted with epoxide compounds, and after temperature treatment, the reaction product is reacted with partly blocked isocyanate compounds. The process permits the use of blocking agents which allow stoving temperatures in the range of 130 to 150.degree. C.Type: GrantFiled: May 7, 1992Date of Patent: April 25, 1995Assignee: Vianova Kunstharz, A.G.Inventors: Roland Feola, Willibald Paar, Georg Pampouchidis, Johann Gmoser, Helmut Honig
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Patent number: 5407976Abstract: A cationic finely divided polymeric microgel dispersed in an aqueous medium for use in cationic electrocoating compositions which is a polyamine reaction product having reactive amine and hydroxyl groups and is the reaction product of a polyepoxy hydroxy polymer and an amine compound from the group of ketimines, primary amines, secondary amines or any mixtures thereof: the polyepoxy amine reaction product is reacted with an oxime blocked polyisocyanate under temperature conditions sufficient to deblock the polyisocyanate thereby providing reactive isocyanate groups which react with the amine groups and hydroxyl groups of the polyamine reaction to form a crosslinked microgel; residual amine groups of the microgel are neutralized with an organic acid to form cationic groups that are water dispersible. A process for forming the microgel and cationic electrocoating compositions containing the microgel are included.Type: GrantFiled: October 27, 1993Date of Patent: April 18, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Peter W. Uhlianuk
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Patent number: 5405701Abstract: A resin composition for aqueous coating, comprising as main components(A) a resin having hydroxyl groups and cationic groups, and(B) a compound having, in the molecule, at least two glycidyl groups each in a glycidylamino group represented by the following formula ##STR1## (R is a group selected from a hydrogen atom and a glycidyl group) directly bonding to carbon atoms of the aromatic ring. This composition is excellent in storage stability, low-temperature curability, etc. and is useful in cationic electrocoatings, in particular.Type: GrantFiled: April 15, 1993Date of Patent: April 11, 1995Assignee: Kansai Paint Co., Ltd.Inventors: Toshio Fujibayashi, Haruo Nagaoka
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Patent number: 5401795Abstract: The description relates to a physically drying water-based coating agent. It contains water, pigments, neutralizing agents, conventional additives, small proportions of solvents and a binder mixture consisting ofA) 10 to 90 wt. % polyurethanes with carbonate groupings and a glass transition temperature of <0.degree. C. based on reaction products of polyisocyanates with polyhydroxyl compounds, with a content of polyhydroxy polycarbonates andB) 90 to 10 wt. % of reaction products of carboxy-functional polycondensates and .alpha.,.beta.-olefinically unsaturated monomers with a glass transition temperature of >0.degree. C. in the form of an aqueous dispersion.The coating agent is particularly suitable for manufacturing lacquers for repairs in the motor vehicle sector.Type: GrantFiled: April 19, 1993Date of Patent: March 28, 1995Assignee: Herberts Gesellschaft mit beschrankter HaftungInventors: Thomas Brock, Hans-Peter Patzschke, Fritz Sadowski
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Patent number: 5401782Abstract: Disclosed is a cationic resin which can produce a pigment paste having high dispersion stability, an electrodeposition paint with good storage stability and a coated film with preferred corrosion resistance. The cationic pigment grinding resin for electrodeposition paint obtained by reacting a) a hydrophobic epoxy resin obtained by reaction of a bisphenol A type epoxy resin with a half-blocked isocyanate; with b) sulfide; which contains a group having specific chemical formula in one molecule, in which said bisphenol A type epoxy resin has an epoxy equivalent of 180 to 1,000, said hydrophobic epoxy resin has a solubility parameter of 10.0 to 11.0 and a conversion rate to tertiary sulfonium is 70 to 90%.Type: GrantFiled: October 15, 1993Date of Patent: March 28, 1995Assignee: Nippon Paint Co., Ltd.Inventors: Ichiro Kawakami, Hiroyuki Kageyama, Hiroyuki Nojiri
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Patent number: 5391596Abstract: An emulsifying epoxy resin composition having excellent emulsifiability and storage stability, which comprises a specific epoxy resin (I), an emulsifiable epoxy compound (II) prepared by reacting an urethane compound (II-1), prepared by the reaction of a polyalkylene polyether polyol compound (II-1-1) having a number average molecular weight of 200 to 12,000 and an ethylene oxide content of 80% by weight or above with an excess amount of a polyisocyanate compound (II-1-2), with a specific epoxy compound (II-2) and an alkylphenol ethoxylate (II-3) having a number average molecular weight of 300 to 5,000 at a specific ratio, and water (III). A curable composition having a high cure rate and the cured product obtained these from having excellent film strength, water resistance and so on, which comprises the above-described emulsifiable epoxy resin composition and an active organic amino compound (IV) is also within the scope of the present invention.Type: GrantFiled: May 13, 1993Date of Patent: February 21, 1995Assignees: Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.Inventors: Kiyoshi Muto, Hiroshi Suzuki
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Patent number: 5389140Abstract: An electrodeposition paint composition which contains a titanium oxide pigment coated with 1 to 10% by weight of an zinc compound in terms of metal zinc based on the titanium oxide. It is possible by use of the composition to form a coating film excellent in corrosion resistance without using an anticorrosive pigment having a problem on measures against environmental pollution.Type: GrantFiled: October 28, 1993Date of Patent: February 14, 1995Assignee: Kansai Paint Co., Ltd.Inventors: Yoshio Yasuoka, Masafumi Kume, Hidehiko Haneishi
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Patent number: 5385962Abstract: An electrodepositable primer composition having improved delamination resistance with regard to automotive topcoats is disclosed. The composition is particularly useful in conjunction with topcoats which transmit ultraviolet radiation. The composition includes an ionic resin and a hindered amine light stabilizer (HALS) which is preferably a hindered aminoether light stabilizer. A preferred hindered aminoether light stabilizer is bis-(1-octyloxy-2,2,6,6-tetramethyl-4-piperidinyl)sebacate. The invention also includes a process for coating a substrate by applying the above-described primer composition and subsequently applying a topcoat. The process can alternatively include applying a standard primer composition to a substrate and subsequently applying a HALS compound to the electrodeposited substrate.Type: GrantFiled: July 19, 1993Date of Patent: January 31, 1995Assignee: PPG Industries, Inc.Inventors: Victor G. Corrigan, Gerald W. Gruber, Michael A. Polack, Robert R. Zwack
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Patent number: 5384386Abstract: Synthetic resins are based on products which are obtainable by reactingA) epoxy-carrying resins based ona.sub.1) polyhydric phenols anda.sub.2) at least one compound selected from the group consisting of.alpha..sub.1) polyoxyalkylenepolyols,.alpha..sub.2) polyoxyalkylenepolyepoxides,.alpha..sub.3) polyoxyalkylenepolyamines and.alpha..sub.4) polyhydric aliphatic alcohols and,if desired,a.sub.3) phenolic compounds which react monofunctionally toward epoxides,B) monocarboxylic acids of 5 to 30 carbon atoms,C) amines which contain at least one primary and one tertiary amino group andD) formaldehyde-donating compounds.Type: GrantFiled: March 8, 1994Date of Patent: January 24, 1995Assignee: BASF Lacke & Farben AGInventors: Klaus Huemke, Gerhard Hoffmann
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Patent number: 5382607Abstract: An improved aqueous electrocoating composition having a binder of an epoxy-amine adduct and a blocked polyisocyanate crosslinking agent; wherein the improvement is the use of zinc hydroxyphosphite pigment as a corrosion inhibitive pigment and an as a curing catalyst which provides an excellent cure under overbake and underbake conditions and forms a coating with excellent chip resistance and the throwing power of the electrocoating composition is significantly improved.Type: GrantFiled: October 7, 1993Date of Patent: January 17, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert J. Sikora, Allisa Gam, Ding Y. Chung
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Patent number: 5380781Abstract: Cationically electrodepositable (gelled) fine particles using, as the base, an epoxy resin-amine adduct having hydrolysable alkoxysilane groups, and a cationic electrodeposition paint composition comprising said fine particles. Said fine particles give a paint film having excellent corrosion resistance and are useful as a rheology-controlling agent for cationic electrodeposition paint. Said electrodeposition paint composition has an excellent edge-covering property, and a paint film formed therewith on an article to be coated can give improved corrosion resistance to the edges of said article and has good surface smoothness.Type: GrantFiled: July 23, 1993Date of Patent: January 10, 1995Assignee: Kansai Paint Co., Ltd.Inventors: Kiyoshi Kato, Kenichi Yoneyama, Haruo Nagaoka, Kenji Yamamoto, Kazuyuki Morimoto, Masafumi Kume
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Patent number: 5380412Abstract: The invention relates to a cathodic electrocoating process, which uses electrocoating baths which contain a cationc amine-modified epoxy resin otainable by reacting(A) a diepoxy compound of an epoxy equivalent weight below 2000B) a compound monofunctionally reactive toward the epoxide groups and containign an alcoholic OH group, a phenolic OH group or an SH group, and(C) an amine,the components (A) and (B) being used in molar ratio of 10:1 to 1:1, preferably 4:1 to 1.5:1 and the positive charges being introduced by protonization of the reaction product and/or by use of amine salts as the component (C). The electrocoating baths used are distinguished by containing at least 7.5% by weight of a polyoxyalkylenepolyamine, the percentage by weight referring to the total amount of binders contained in the electrocoating bath.Type: GrantFiled: September 24, 1993Date of Patent: January 10, 1995Assignee: BASF Lacke+Farben AGInventors: Gunther Ott, Udo Reiter, Walter Jouck, David J. Santure, Dieter Ruhl
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Patent number: 5374340Abstract: The invention relates to a process for a cathodic electrocoating process, wherein the electrocoating bath contains at least 7.5% by weight of a polyoxyalkylenepolyamine or a mixture consisting of several polyoxyalkylenepolyamines of different chemical structures, the percentage by weight referring to the total amount of binders contained in the electrocoating bath.Type: GrantFiled: September 24, 1993Date of Patent: December 20, 1994Assignee: BASF Lacke + Farben AGInventors: Gunther Ott, Udo Reiter, Walter Jouck, David J. Santure, Dieter Ruhl
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Patent number: 5371120Abstract: A cationic finely divided polymeric microgel dispersed in an aqueous medium for use in cationic electrocoating compositions containing a poly epoxy hydroxy ether resin having terminal epoxy groups and having about 20-60% of the terminal epoxy groups reacted with ketimine or oxazolidine, 10-60% of the terminal epoxy groups reacted with a primary or secondary amine or mixtures thereof to form hydroxy and amine groups and 10-40% of the terminal epoxy groups are unreacted; wherein the terminal epoxy groups are reacted with amine groups thereby forming a crosslinked microgel and residual amine groups are neutralized with acid to form cationic groups thereby forming a water dispersible microgel.Type: GrantFiled: July 19, 1993Date of Patent: December 6, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Peter W. Uhlianuk
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Patent number: 5369152Abstract: An excess of a urethane modified polyfunctional epoxide compound is reacted with a tertiary amine salt to form a quaternized epoxy resin. The quaternized epoxy resin is then dispersed in water. Therein the residual epoxy functionality is reacted with a polyamine, to form a waterborne epoxy resin system. The urethane modification leads to significant improvements in properties such as dry rate, adhesion, and chemical resistance, particularly aviation hydraulic fluid resistance. The waterborne dispersions of the urethane modified epoxy resins are useful in coating, ink and adhesive applications at ambient and elevated temperature curing conditions.Type: GrantFiled: April 14, 1993Date of Patent: November 29, 1994Assignee: Reichhold Chemicals, Inc.Inventors: Bryan A. Naderhoff, Timothy P. Takas, David P. Allerton
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Patent number: 5362772Abstract: A cationic finely divided polymeric microgel dispersed in an aqueous medium for use in cationic electrocoating compositions of a epoxy terminated polyepoxy hydroxy ether resin being end capped with a ketimine, a primary amine, secondary amine or mixtures thereof and amino siloxane to provide silanol groups and amino groups; the amino groups of the polymeric microgel being neutralized with an acid to form cationic groups for water dispersibility and the silanol groups being condensed with hydroxy groups of the resins and other silanol groups of the resin thereby forming a crosslinked microgel.Type: GrantFiled: July 9, 1993Date of Patent: November 8, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Peter W. Uhlianuk, Raymond S. Van Ham
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Patent number: 5362773Abstract: Aqueous radiation-curable binder dispersion essentially comprisingA) a radiation-curable binder containing (meth)acrylate groups andB) a radiation-curable emulsifier obtained by reaction of hydroxyalkyl (meth)acrylates, polyglycols, polyhydroxycarboxylic acids and polyisocyanates.Type: GrantFiled: August 26, 1993Date of Patent: November 8, 1994Assignee: Hoechst Aktiengesellschaaft AGInventors: Gerhard Brindoepke, Inge Kurth