Two Or More Organic Nitrogen Compounds As Reactants Patents (Class 523/417)
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Patent number: 5618860Abstract: A sprayable, trowelable epoxy polysiloxane based coating and flooring composition exhibiting excellent weatherability in sunlight and superior chemical, corrosion and impact resistance after curing is made up of: (a) a resin component which includes a non-aromatic epoxy resin having at least two 1,2-epoxy groups per molecule; a polysiloxane and an organooxysilane; (b) an difunctional aminosilane hardener component; (c) an organotin catalyst; and (d) an aggregate or pigment component. Organic solvents and flow modifying agents may be added to facilitate spray application. The resin component, hardener component, aggregate component and desired catalysts are combined in the presence of a sufficient amount of water to promote the hydrolysis of polysiloxane and/or organooxysilane and the polycondensation of the silanols produced by such hydrolysis. The aminosilane and epoxide resin react to form a cured linear epoxy polymer.Type: GrantFiled: November 18, 1994Date of Patent: April 8, 1997Assignee: Ameron International CorporationInventors: Norman R. Mowrer, Raymond E. Foscante, J. Luis Rojas
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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: 5547711Abstract: Self-crosslinking preparation made from water, alkoxysiline compounds containing perfluoroalkyl groups, compounds soluble in water or emulsifiable or dispersible in water containing perfluoroalkyl groups and optionally further constituents, which preparations are storage stable and suited for the protection of glass, stony material, textiles, leather and paper.Type: GrantFiled: May 19, 1995Date of Patent: August 20, 1996Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Klaus Pohmer, Tillmann Hassel
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Patent number: 5527854Abstract: A hydrophilic surface-treating aqueous solution and a hydrophilic surface-treating method are provided to form a film which can maintain its hydrophilicity. The hydrophilic surface-treating aqueous solution contains as main components polyglutamic acid, basic compound, and aqueous resin if necessary. This surface-treating solution and method enable the forming of a film on the surface of aluminum series metals which are used for aluminum fins of heat exchangers, and confer the film's anticorrosion properties, superior hydrophilicity and high hydrophilic permanency, while remarkably suppressing an offensive odor.Type: GrantFiled: October 5, 1994Date of Patent: June 18, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Masahiko Matsukawa, Hidekimi Hirasawa, Fujio Mikami, Katsuyoshi Yamasoe
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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: 5389705Abstract: Novel polymers which are suitable as binders are obtainable by reacting(A) a base resin which has an average molecular weight M.sub.w of from 200 to 5,000 and contains on average from 1 to 3 epoxy or isocyanato groups as the reactive groups per moleculewith(B) a mixture of(B1) 5 to 50% by weight of polyisobutylene which is terminated with primary amino groups and has an average molecular weight M.sub.w of from 500 to 5,000 and(B2) 5-95% by weight of an amidoamine which carries primary amino groups and is obtainable by condensation of diprimary diamines of 2 to 20 carbon atoms with aliphatic C.sub.2 -C.sub.44 -dicarboxylic acids,the amounts being such that from 1 to 5 equivalents of primary amino groups of (B) are present per equivalent of reactive groups of (A).Type: GrantFiled: August 6, 1993Date of Patent: February 14, 1995Assignee: BASF Lacke + Farben AktiengesellschaftInventors: Klaus Huemke, Helmut Fobbe, Konrad Knoll
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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: 5376705Abstract: There is provided a one coat system. The system, among other benefits, encapsulates lead paint, encapsulates and covers existing graffiti, prevents the leaching out of the harmful lead paint salts and graffiti from the encapsulated areas, and prevents the penetration into a substrate of future graffiti. The system includes a film forming mixture and a curing and activator mixture. The film forming mixture has a water based epoxy group of components, a water based polyurethane solution, a solvent based polyurethane group of components, and an oil based additive. The curing mixture has a water based epoxy group of components and oil ester based, iso-cyanate free, catalyst-curing agents. The film forming mixture is between about 93 and about 105 parts by volume of the system. The curing and activator mixture is between about 76 and about 83 parts of the system.Type: GrantFiled: April 19, 1993Date of Patent: December 27, 1994Assignee: Transcontinental Marketing Group, Inc.Inventors: Cassius W. Leys, Edward Walsh, III
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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: 5371119Abstract: A process for the preparation of polyether polyamines comprising the steps ofA) reacting a polyol with an epihalohydrin in the presence of a catalyst;B) adding an at least equimolar quantity of an aqueous alkali metal hydroxide, based on the weight of catalyst, to the reaction mixture formed in step A);C) distilling volatile constituents from the reaction mixture from step B) at a temperature below about 150.degree. C. and under a pressure below about 1.33.times.10.sup.4 Pa.;D) filtering the reaction mixture remaining after step C) at a temperature in the range of from about 80.degree. C. to about 100.degree. C. to remove insoluble components thereof from the bishalohydrin reaction product; andE) reacting the bishalohydrin reaction product with ammonia and/or an amine in the presence of an alkaline catalyst to form a polyether polyamine.Type: GrantFiled: January 26, 1993Date of Patent: December 6, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Ralf Bohlander, Guenter Uphues, Uwe Ploog
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Patent number: 5360839Abstract: Cathodic electrodeposition paints are rendered hardly susceptible to oil droplet-induced craters by incorporating an amine-modified acrylic copolymer of t-butyl (meth)acrylate with a hydroxyl group-containing monomer and an oxirane ring-containing monomer in the form of an aqueous emulsion. The amine-modified acrylic copolymer may be an adduct with a half blocked organic diisocyanate. The paint gives a cured film substantially free from oil droplet-induced craters and having a good adhesion to an overcoating and a good surface smoothness.Type: GrantFiled: April 13, 1993Date of Patent: November 1, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Motoi Tanimoto, Tatsuo Yoshida, Kenshiro Tobinaga, Yuji Toyoda
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Patent number: 5358982Abstract: Crosslinked polymer microparticles based on epoxy resin obtained by polymerization of aqueous dispersions (A) of compounds containing epoxide groups in the presence of up to 0.2 mol, preferably 0.02 to 0.15 mol (based on the nitrogen contained in (B)) of a nitrogen-containing organic compound (B) per epoxide equivalent and subsequent isolation which are preferably in the form of aqueous dispersions thereof, and are suitable as organic fillers, pigments, matting agents and/or reinforcing agents for binder systems and individual components thereof, paint formulations, coating and molding compositions, intermediate coatings, adhesives and the like, preferably based on water.Type: GrantFiled: August 4, 1993Date of Patent: October 25, 1994Assignee: Hoechst Aktiengesellschaft AGInventors: Joerg-Peter Geisler, Stefan Petri
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Patent number: 5348635Abstract: A series of oligomeric adducts of diols and diepoxides are disclosed which are precursors of amine resins for use in electrodeposition coatings. The adducts are epoxide-alcohol addition products of a polyaromatic and/or a mono-aromatic diol and a polyaromatic bis-glycidyl ether, and/or a monoaromatic bis-glycidyl ether and/or an alkoxy arylene bis-glycidyl ether, thioether or amine. The coatings which include amine resin, cross linking agent, grind resin and pigment exhibit excellent corrosion resistance.Type: GrantFiled: February 3, 1993Date of Patent: September 20, 1994Assignee: BASF CorporationInventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
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Patent number: 5336702Abstract: An aqueous resin dispersion containing as an aqueous resin component a polyurethane-modified epoxy-polyamine resin comprising a reaction product of an epoxy group-containing polyurethane compound obtained by the reaction of a polyhydroxy compound having a number average molecular weight of 50 to 8,000, a polyisocyanate compound, and a compound containing one hydroxyl group and at least one alicyclic epoxy group in a molecule; a bisphenol compound; a bisphenol diglycidyl ether compound; and an active hydrogen-containing amine compound. Said aqueous resin dispersion has excellent corrosion resistance and is suited especially for cathode electro-deposition coating.Type: GrantFiled: December 3, 1992Date of Patent: August 9, 1994Assignee: Kansai Paint Co., Ltd.Inventor: Koji Kamikado
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Patent number: 5331026Abstract: The present invention is directed to a process for producing an aqueous cathodic electrocoating composition comprisingA) mixingi) a powder comprising a dispersion of a pigment in a solid resinii) a principal resiniii) a crosslinker and optionallyiv) an additive selected from the group consisting of organic solvents, catalysts, wetting agents, conditioning agents, thickeners, rheology control agents, antioxidants, surfactants, leveling agents and mixtures thereofB) salting with an acid andC) dispersing in deionized water.Type: GrantFiled: June 11, 1993Date of Patent: July 19, 1994Assignee: BASF CorporationInventors: James W. Benefiel, Peter D. Clark, Laura M. Lanni
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Patent number: 5319004Abstract: Hardeners for epoxy resins, comprising reaction products of(A) polyamidoamines that were obtained by polycondensation of (a) dicarboxylic acids containing oxyalkylene groups, or their derivatives, with (b) polyamines containing at least two amino groups capable of undergoing condensation with (a),(B) polyamines containing at least two secondary amino groups, and(C) adducts of (c) polyepoxy compounds and (d) polyalkylene polyether polyols.Epoxy resins that have been cured with these hardeners exhibit in particular a very good water resistance.Type: GrantFiled: February 26, 1993Date of Patent: June 7, 1994Assignee: Hoechst AktiengesellschaftInventors: Manfred Marten, Bernhard Stengel-Rutkowski, Claus Godau
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Patent number: 5298538Abstract: Plasticizing resins, aqueous dispersions of cationic resins, and methods of making the same for use in cathodic electrodeposition are disclosed. The resins are formed from reacting a polyoxyalkylenepolyamine, a phenol, and a formaldehyde. The reactants may further include a block building unit derived from a polyepoxide. When used in combination with other conventional electrodepositable resins, deposited films with improved mechanical properties and descreased tendency toward cratering are obtained.Type: GrantFiled: April 11, 1990Date of Patent: March 29, 1994Assignee: BASF CorporationInventors: Klaus Cibura, Yali F. Hallock, John A. Gilbert, John D. McGee
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Patent number: 5288770Abstract: A resin composition for a cationically electrodepositable paint comprising(A) a resin having hydroxyl groups and cationic groups,(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, and(C) a finely divided gelled polymer as principal components, wherein said finely divided gelled polymer is obtained by emulsion polymerizing(C-1) a polymerizable monomer containing at least two radically polymerizable unsaturated groups in the molecule, and(C-2) a radically polymerizable unsaturated monomer other than the one mentioned in (C-1), abovein the presence of a reactive emulsifier containing an allyl group in the molecule.Type: GrantFiled: January 22, 1991Date of Patent: February 22, 1994Assignee: Kansai Paint Co., Ltd.Inventors: Teiji Katayama, Eisaku Nakatani, Haruo Nagaoka, Kenji Yamamoto, Reiziro Nishida
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Patent number: 5262465Abstract: The invention relates to a cathodic electro-dipcoating process, wherein the electro-dipcoating composition used contains a cationic, amine-modified epoxy resin, which is obtainable by reacting(A) a polyepoxide,(B) an amine and(C) an adduct, which is obtainable by . . . (sic)(c1) a polyether- or polyester-polyol,(c2) a polyisocyanate and(c3) a compound which contains at least one hydrogen atom which is reactive towards isocyanate groups and at least one ketimine group in the molecule, and/or(D) a hydrolysis product of (C)with one another in a relative proportion such that 20 to 90% of the epoxy groups of component (A) are reacted with component (B) and the remaining epoxy groups are reacted with component (C) and/or (D), and--if still necessary--at least partially protonating the reaction product thus obtained.Type: GrantFiled: December 11, 1991Date of Patent: November 16, 1993Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Gunther Ott, Ulrich Heimann, David J. Santure, Udo Reiter
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Patent number: 5227414Abstract: An ambient temperature-curing aqueous urethane-epoxy emulsion coating composition is provided comprising an essentially organic solvent-free emulsion in water of:(a) a urethane oligomer, terminated with primary amine functional groups which are reactive with epoxides, said oligomer being the reaction product of an isocyanate-terminated polyurethane prepolymer and a mono- or polyketimine compound containing one other functional group bearing a single active hydrogen atom which reacts with the isocyanate groups to yield a ketimine-terminated urethane oligomer, said ketimine-terminated urethane oligomer being emulsified into the water by conversion of the ketimine groups into primary amine groups and formation of acid salt of 25-50% of the amine groups by a volatile organic acid; and(b) a polyepoxide in an amount sufficient to provide a ratio of total primary amino group hydrogen atoms to epoxide groups of about 0.9 to 2.Type: GrantFiled: April 29, 1992Date of Patent: July 13, 1993Assignee: Tennant CompanyInventors: G. Dale Ernst, Joseph S. Keute, Alan R. Schuweiler
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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: 5219914Abstract: A washout resistant roof mastic is disclosed in which an emulsion is applied and contacted with a second material that causes the emulsion to flocculate and set quickly. The emulsion can be applied for example through an applicator that simultaneously applies the emulsion and the flocculant.Type: GrantFiled: December 27, 1989Date of Patent: June 15, 1993Assignee: Rohm and Haas CompanyInventor: Charles E. Warburton, Jr.
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Patent number: 5204385Abstract: A curing agent for a water borne epoxy resin composition wherein the curing agent is the reaction product of a chemical excess of a polyfunctional epoxide compound and a quaternary ammonium salt in which substantially all of the excess epoxide groups in the reaction product are subsequently consumed in a reaction with a polyamine. A process for preparing the curing agent and a hardenable film forming coating composition containing as essential components, the curing agent, at least one water dispersible epoxy resin and water is also disclosed.Type: GrantFiled: November 27, 1990Date of Patent: April 20, 1993Assignee: Reichhold Chemicals, Inc.Inventor: Bryan A. Naderhoff
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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: 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: 5171765Abstract: This application describes a water dispersible polymeric vehicle comprising epoxy polymers having about 5 to 50 weight percent mesogens or a cross-linkable blend of an amine salt of a mesogenic carboxylic acid, cross-linker resin and an epoxy polymer, the mesogenic acid providing about 5 to 50 weight percent mesogenic groups to the blend.Type: GrantFiled: May 8, 1991Date of Patent: December 15, 1992Assignee: North Dakota State UniversityInventors: Frank N. Jones, Daozhang Wang, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian
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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: 5135970Abstract: The invention relates to the use of crosslinked polymer microparticles having an average particle size of at most 5 .mu.m and a glass transition temperature (Tg) of at least +30.degree. C. in aqueous paint preparations as filler and/or as partial substitute of white pigments, in particular of titanium dioxide.Among other things, the corresponding paints show increased spreading power, less tendency for sedimentation and reduced crater formation.Type: GrantFiled: September 28, 1990Date of Patent: August 4, 1992Assignee: Hoechst AGInventors: Michael Honel, Gerd Walz, Peter Ziegler, Uwe Kubillus
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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: 5130350Abstract: Cathodic electrocoating binders which are water-dilutable on protonation with an acid are obtainable by reactingA) an epoxy compound or a mixture of epoxy compounds having an epoxide equivalent weight of less than 2,000 withB) a compound which is monofunctional with respect to epoxides and contains aliphatic or phenolic OH groups andC) a secondary amine of 2 to 36 carbon atoms, with the proviso that the reaction product of A), B) and C) still contains free epoxy groups, andD) an amount of an amidoamine containing primary amino groups which is equivalent to or greater than the amount of these free epoxy groups, the said amidoamine being obtainable from a primary diamine and a mono- and/or dicarboxylic acid.Type: GrantFiled: April 8, 1991Date of Patent: July 14, 1992Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Thomas Schwerzel, Hans Schupp, Dirk Lawrenz, Hans Oslowski, Ulrich Heimann
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Patent number: 5128390Abstract: 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: GrantFiled: January 22, 1991Date of Patent: July 7, 1992Assignee: Halliburton CompanyInventors: Joseph R. Murphey, Kenneth Totty
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Patent number: 5124447Abstract: The present invention is directed to a one-component polyurethane or polyurea composition which may be cured at either ambient or elevated temperature and is based ona) a liquid blocked polyisocyanate wherein the isocyanate groups have been blocked with a phenolic blocking agent.b) a solid polyamine salt which is insoluble in and dispersed throughout the liquid blocked polyisocyanate, the solid polyamine salt being based on the reaction product of a polyamine with an organic or inorganic acid.The present invention is also directed to a process for the preparation of a high molecular weight polymer by heating the one-component composition at elevated temperature or by adding a polar solvent to the above coating composition and allowing the composition to cure.Type: GrantFiled: July 27, 1990Date of Patent: June 23, 1992Assignee: Miles Inc.Inventors: Edward P. Squiller, Peter H. Markusch
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Patent number: 5120774Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes, the said binders containing latent primary amino groups. In order to prepare the binders, an epoxy resin is reacted with a polyamine, which in addition to a sterically hindered primary amino group also contains at least one primary amino group blocked by reaction with a ketone or aldehyde, and, if appropriate, further primary or secondary amines.Type: GrantFiled: December 21, 1990Date of Patent: June 9, 1992Assignee: BASF Lacke & Farben AGInventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 5101000Abstract: A process for the preparation of water-dilutable binders for cathodically depositable electrodeposition paints wherein 5 to 60 mol % of the epoxy groups of a resinous compound having at least two 1,2-epoxy groups per molecule are reacted with disecondary diamines obtained by the reaction of polypropylene glycol diglycidylethers or polypropylene glycol diacrylates with compounds containing a primary amino group is described. The binders prepared in accordance with the invention are suitable, in particular, for formulating electrodeposition paints, to provide films having a greater layer thickness under normal deposition conditions.Type: GrantFiled: August 21, 1990Date of Patent: March 31, 1992Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Helmut Honig, Georg Pampouchidis
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Patent number: 5096982Abstract: Cationic modification products of novolaks which contain bridging bonds, originating from at least bifunctional epoxide compounds, between the phenolic hydroxyl groups of the starting novolak and the nitrogen atoms of an originally secondary or primary amine and if appropriate additional bridging bonds between phenolic hydroxyl groups and/or between the nitrogen atoms of the amine, it being possible for the amine additionally to carry tertiary amino groups, the nitrogen content in the cationic modification product being between 0.02 and 6% by weight and the weight content of bridging bonds of epoxide compounds being between 1 and 70% by weight, in each case based on the cationically modified novolak.Process for the preparation of the cationically modified novolaks from the starting novolak, epoxide compound and amine, which are reacted with one another at temperatures between 60.degree. and 200.degree. C., if appropriate in the presence of solvents.Type: GrantFiled: November 8, 1989Date of Patent: March 17, 1992Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Hesse, Erhardt Leicht
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Patent number: 5096555Abstract: A heat-curable, cathodically depositable aqueous electrocoating composition contains(A) from 50 to 95% by weight of a polymerization or polycondensation or polyaddition product which has an average molecular weight of from 200 to 20,000 and primary and/or secondary hydroxyl groups and primary, secondary and/or tertiary amino groups and is water-thinnable on protonation with an acid, and(B) from 5 to 50% by weight of a water-thinnable crosslinking agent having cationic groups or groups which are convertible into cationic groups by protonation with an acid.Type: GrantFiled: January 25, 1990Date of Patent: March 17, 1992Assignee: BASF AktiengesellschaftInventors: Hans Schupp, Thomas Schwerzel, Klaus Huemke, Dieter Faul
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Patent number: 5095051Abstract: An improved electrodepositable cationic resin is disclosed. Prior art electrodepositable cationic resins are formed from polyepoxides which are chain extended with polyether or polyester polyols to internally flexibilize the resin. Our polyepoxide resin is chain extended with amide diol which gives a resin which is hydrolytically stable and does not tend to absorb moisture.Type: GrantFiled: August 6, 1990Date of Patent: March 10, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ding Y. Chung, Tapan K. Debroy, Robert A. Tessmer
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Patent number: 5089101Abstract: A cationic electrodeposition coating composition comprising[A] a neutralization product or a quaternary ammonium salt of a comb-shaped copolymer obtained by copolymerizing (a) 3 to 90 parts by weight of an ethylenically unsaturated monomer having a hydrocarbon chain with at least 8 carbon atoms at the molecular ends, (b) 1 to 50 parts by weight of at least one cationic (meth)acrylic monomer selected from the group consisting of aminoalkyl (meth)acrylates, aminoalkyl (meth)acrylamides (meth)acrylates containing a quaternary ammonium salt group and (meth)acrylamides containing a quaternary ammonium salt group, (c) 1 to 60 parts by weight of an alpha,beta-ethylenically unsaturated monomer other than the monomer (b), and (d) 0 to 95 parts by weight of an alpha,beta-ethylenically unsaturated monomer other than the monomers (a), (b) and (c),[B] a cationic epoxy resin capable of being dissolved or dispersed in water, and[C] a pigment.Type: GrantFiled: May 15, 1991Date of Patent: February 18, 1992Assignee: Kansai Paint Co., Ltd.Inventors: Hirokazu Hayashi, Tetsuo Aihara, Haruo Nagaoka, Koji Kamikado, Eisaku Nakatani
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Patent number: 5089100Abstract: Disclosed herein is a method of incorporating amine functionality onto a polyepoxy resin to be used for cathodic electrocoat. This method has the following steps:a) reacting an epoxy resin with an amount of secondary amine so that unreacted epoxy functional groups remain; andb) further reacting the reaction product of a) with a polyamine so that there is a minimum of one equivalent of epoxy for every mole of polyamine. This method results in an electrocoat bath with the desired high pH and a stable dispersion.Type: GrantFiled: August 6, 1990Date of Patent: February 18, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: / Tapan K. Debroy, Ding Y. Chung
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Patent number: 5086090Abstract: The invention relates to a process for the preparation of aqueous dispersions to be further processed to electrocoating paints with baking temperatures below 160.degree. C. and baking times.ltoreq.30 minutes, which dispersions contain modified epoxide-amine adducts as binders and polyisocyanates blocked by hydroxyl groups as cross-linking agents.In this process polyepoxides and compounds containing one or more, preferably 2, hydroxyl groups per molecule are reacted at elevated temperatures in the presence of catalysts to furnish epoxide-containing intermediates.A solvent or a mixture of solvents is then added with external cooling ahd the solution is boiled under reflux, if necessary in vacuo, until the temperature of the solution drops to 95.degree. C. to 20.degree. C.Type: GrantFiled: June 13, 1990Date of Patent: February 4, 1992Assignee: BASF Lacke & Farben AGInventors: Michael Geist, Klaus Cibura, Walter Jouck, Gunther Ott, Jurgen Sadlowski, Manfred Dangschaft, Manfred Reimann
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Patent number: 5086092Abstract: Heat-curable aqueous coating agents for cathodic electrocoating contain(A) an amino-containing polymerization, polycondensation or polyaddition product as a binder which becomes water-dilutable on protonation with an acid,(B) a crosslinking agent and(C) from 0.05 to 10% by weight, based on components (A) and (B), of a monomeric organic complexing agent.Type: GrantFiled: April 12, 1991Date of Patent: February 4, 1992Assignee: BASF Lacke+Farben AktiengesellschaftInventors: Hans Schupp, Thomas Schwerzel, Dirk Lawrenz, Hans-Josef Oslowski, Ulrich Heimann
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Patent number: 5086091Abstract: The invention relates to cathodic water-dilutable binders which contain primary amino groups neutralized with acids and introduced via ketimine groups. The binders have been prepared by reacting(A) a synthetic resin containing epoxy groups with(B) at least one compound which, in addition to a mercapto group which is reactive toward epoxy groups, also possesses at least one ketimine group, and, if required,(C) other modifying compounds, such as, for example, monocarboxylic acids and/or other primary and/or secondary amines,and have then been neutralized with an acid.Type: GrantFiled: November 20, 1989Date of Patent: February 4, 1992Assignee: BASF Lacke & Farben AGInventors: Michael Geist, Klaus Cibura, Helmut Fobbe, Gunther Ott
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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: 5070159Abstract: Addition compounds which are suitable as dispersants for solids in organic media are obtained from polyepoxides based on novolaks having 3 to 11 nuclei and a mixture of aliphatic, aromatic and/or heterocyclic amines.Type: GrantFiled: June 16, 1989Date of Patent: December 3, 1991Assignee: Hoechst AktiengesellschaftInventors: Erwin Dietz, Andreas Sommer, Adolf Kroh, Jurgen Hohn, Otmar Hafner, Wolfgang Rieper
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Patent number: 5066689Abstract: The invention relates to an aqueous coating agent which contains an organic synthetic resin binding agent which can be made dilutable with water by protonization with acids, containing crosslinking agents and a synthetic resin component containing organic amino groups and hydroxyl groups, and, in some cases, crosslinking catalysts and, if desired, pigments, fillers, corrosion inhibitors or anticorrosives, conventional lacquer adjuvants, and, in some cases, organic solvents in an amount up to 10% of the total weight of the coating agent.Type: GrantFiled: August 28, 1990Date of Patent: November 19, 1991Assignee: Herberts GmbHInventors: Hans-Peter Patzschke, Armin Goebel
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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: 5057559Abstract: Cationic paint binders based on the reaction products of epoxide compounds with substituted carbamic acid derivatives and the use thereof in the formulation of cathodically deposited paints are described. The carbamic acid derivatives are urethanes, ureas, allophanates, and biuret compounds. Crosslinking functionality and/or protonatable groups are introduced by a suitable selection of blocking agents for the isocyanate compounds utilized. The reaction between the epoxide compounds and carbamic acid derivatives takes place in the presence of basic groups under relatively mild conditions; and, even when several carbamic acid moieties are present in a molecule, a readily soluble product is obtained.Type: GrantFiled: September 6, 1988Date of Patent: October 15, 1991Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Rudolf Schipfer
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Patent number: 5055168Abstract: Binders for cathodic electrocoating which are water-dilutable on protonation with acids contain(A) from 50 to 95% by weight of a polymerization, polycondensation or polyaddition product having an average molecular weight of from 200 to 20,000, primary and/or secondary hydroxyl groups, primary, secondary and/or tertiary amino groups and an amine number of from 30 to 150 and(B) from 5 to 50% by weight of a mixture of(a) blocked polyisocyanates and/or urea condensation products and(b) one or more phenolic Mannich bases obtainable from(b.sub.1) one or more polycyclic polyphenols,(b.sub.2) formaldehyde or a formaldehyde-donating compound and(b.sub.3) one or more secondary aliphatic amines.Type: GrantFiled: August 24, 1988Date of Patent: October 8, 1991Inventors: Dirk Lawrenz, Eberhard Schupp, Thomas Schwerzel
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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: 5039721Abstract: Cathodic electrocoating binders which are water-dilutable on protonation with an acid are obtainable by reactingA) an epoxy compound or a mixture of epoxy compounds having an epoxide equivalent weight of less than 2,000 withB) a compound which is monofunctional with respect to epoxides and contains aliphatic or phenolic OH groups andC) a secondary amine of 2 to 36 carbon atoms, with the proviso that the reaction product of A), B) and C) still contains free epoxy groups, andD) an amount of an amidoamine containing primary amino groups which is equivalent to or greater than the amount of these free epoxy groups, the said amidoamine being obtainable from a primary diamine and a mono- and/or dicarboxylic acid.Type: GrantFiled: July 21, 1989Date of Patent: August 13, 1991Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Thomas Schwerzel, Hans Schupp, Dirk Lawrenz, Hans Oslowski, Ulrich Heimann