N=c=x Reactant Has Ionic Group Attached Thereto, E.g., Carboxyl Sulfonic, Etc. Patents (Class 524/840)
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Patent number: 5326815Abstract: A coating composition is disclosed comprising:(a) an aqueous medium,(b) an water-dispersible polyurethane resin that is the reaction product of a mixture comprising:(1) a hydroxy-functional polyester component that is the reaction product of a mixture comprising a carboxylic acid component comprising at least two carboxylic acid functional groups, a long-chain aliphatic polyol having 18 to 60 carbon atoms, and a short-chain polyol having 12 or fewer carbon atoms,(2) a multifunctional compound having at least one active hydrogen group and at least one water-stabilizing group,(3) an active hydrogen-containing capping or chain extending agent, and(4) a polyisocyanate, and(c) an aminoplast crosslinking agent.Type: GrantFiled: September 29, 1992Date of Patent: July 5, 1994Assignee: BASF CorporationInventors: Paul Serdiuk, Alan L. Steinmetz
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Patent number: 5326796Abstract: The present invention lies in the field of nitrocellulose nail varnishes and its subject is the use of an arylsulphonylurethane as film forming resin in these varnishes, which makes it possible in particular to avoid the release of formaldehyde, a carcinogenic compound which is formed when an arylsulphonamide-formaldehyde resin is employed.Another subject of the invention is new poly(arylsulphonylurethanes) containing from 2 to 5 arylsulphonylurethane groups and possessing a molecular mass of between 450 and 1500.Type: GrantFiled: May 4, 1993Date of Patent: July 5, 1994Assignee: Societe Nationale des Poudres et ExplosifsInventors: Maryse LeCacheur, Eric Wimmer, Vincent Mutterer
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Patent number: 5312865Abstract: The invention is a coating composition containing an aqueous polyurethane dispersion wherein the polyurethane is prepared from a mixture of polycaprolactone diols and an isocyanate mixture having an NCO functionality of more than 1.5 wherein the ratio NCO:OH is from 0.9:1 to 2.5:1. The polyurethane also can contains functional components capable of salt formation in the aqueous solution. The coating composition is particularly useful for coating flexible substrates such as leather and flexible polymeric materials.Type: GrantFiled: December 15, 1992Date of Patent: May 17, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Rainer Hoefer, Roland Gruetzmacher, Gerhard Kaindl
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Patent number: 5308912Abstract: The present invention relates to an aqueous coating composition containinga) an aqueous solution or dispersion of a polyol component containing at least one water-dilutable polyacrylate resin having hydroxyl groups and a molecular weight (M.sub.n) above 500,b) a polyisocyanate component which has a viscosity of 50 to 10,000 mPa.s at 23.degree. C. and is emulsified in component a), andc) 0.5 to 6% by weight, based on the weight of component a), of a water-soluble polyether polyol having a molecular weight of 300 to 1000,wherein the coating composition has an NCO/OH equivalent ratio of 0.5:1 to 5:1, based on the isocyanate groups of component b) and the alcoholic hydroxyl groups of components a) and c).Type: GrantFiled: November 4, 1992Date of Patent: May 3, 1994Assignee: Bayer AktiengesellschaftInventors: Dieter Margotte, Werner Kubitza
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Patent number: 5294665Abstract: The present invention relates to a polyisocyanate mixture which has blocked isocyanate groups and an average NCO-functionality, based on reversibly blocked isocyanate groups, of 2.0 to 2.6, and is the reaction product, converted into the salt form by the at least partial neutralization of the incorporated carboxyl groups, ofi) at least one organic diisocyanate having a molecular weight of 168 to 300 withii) at least one monofunctional blocking agent for isocyanate groups,iii) at least one monobasic or dibasic hydroxycarboxylic acid,iv) 1 to 15 wt. %, based on the weight of component i), of at least one dihydric to hexahydric alcohol having a molecular weight of 62 to 182 andv) 50 to 500 wt. %, based on the weight of component i), of at least one diol having a molecular weight of 350 to 950 and containing ester groups.Type: GrantFiled: June 24, 1993Date of Patent: March 15, 1994Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Heino Muller, Dieter Mager, Harald Blum, Holger Casselmann
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Patent number: 5280062Abstract: The present invention relates to aqueous polyesters for high-solids stoving coatings which containa) 35.0 to 65.0% by weight of a polyester resin containing urethane, carboxyl and hydroxyl groups and containing the reaction product of77 to 89% by weight of a branched polyester polyol having a hydroxyl number of 125 to 175, an acid number of less than 4 and a molecular weight of 2,500 to 6,500,2) 2.5 to 4.5% by weight of a 2,2-bis-(hydroxymethyl)alkane carboxylic acid,3) 0 to 3.5% by weight of a diol component having a molecular weight of 62 to 250 and4) 9 to 19% by weight of a diisocyanate component,wherein the percentages of a1), a2), a3) and a4) add up to 100%, based on the weight of a1), a2), a3) and a4),b) 0.1 to 1.5% by weight of a basic neutralizing agent which is sufficient to convert 35 to 100% of the carboxyl groups of component a) to carboxylate groups,c) 0 to 7.5% by weight of an organic auxiliary solvent andd) 26 to 64.Type: GrantFiled: January 15, 1992Date of Patent: January 18, 1994Assignee: Bayer AktiengesellschaftInventors: Harald Blum, Hans-Heribert Burgdorfer, Armin Sickert, Peter Hohlein
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Patent number: 5270433Abstract: The invention relates to the use of a substantially clear and at least largely solventless, aqueous, one-component polyurethane dispersion based on the reaction products ofa polyol mixture consisting completely or partly of polypropylene glycol,a mixture of polyfunctional isocyanates consisting completely or partly of .alpha.,.alpha.,.alpha.',.alpha.'-tetramethyl xylene diisocyanate (TMXDI),a functional component capable of salt formation in aqueous solution andoptionally a chain-extending agentas a universal household adhesive and to a process for its production in the absence of inert solvents.Type: GrantFiled: October 9, 1992Date of Patent: December 14, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Wolfgang Klauck, Gerhard Gierenz, Wolfgang Maier, Rainer Hoefer, Roland Gruetzmacher
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Patent number: 5270383Abstract: Aqueous polyurethane dispersions are prepared by reacting (a) dihydroxy compounds having a molecular weight of from 500 to 5,000, (b) diisocyanates and, if required, (c) chain extenders having at least two hydrogen atoms which are reactive toward isocyanate groups and a molecular weight of less than 300 in the melt or in the presence of a water-miscible, inert organic solvent (S) which boils below 100.degree. C. to give a prepolymer having terminal isocyanate groups, then reacting the prepolymer with (d) salts of aliphatic aminocarboxylic or aminosulfonic acids or tertiary ammonium salts and dispersing the resulting polyurethane in water, by a process in which, before the polyurethane obtained is dispersed in water, from 5 to 60 parts by weight, based on 100 parts by weight of the polyurethane, of a polymer (p) [sic]which is dissolved in a solvent (S') boiling below 100.degree. C.Type: GrantFiled: December 14, 1992Date of Patent: December 14, 1993Assignee: BASF AktiengesellschaftInventors: Herbert Fisch, Lothar Maempel
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Patent number: 5258452Abstract: The present invention relates to polyisocyanates containing tertiary nitrogen with an (average) NCO functionality of 2.3 to 4.3 which, despite the presence of tertiary nitrogen and isocyanate groups in the same molecule, would be stable in storage, could be dissolved or dispersed in water without difficulty, optionally after at least partial alkylation or protonation, and would be suitable as starting components in the production of polyurethane plastics and, above all, as crosslinking agents for water-containing binders or binder components.Type: GrantFiled: September 4, 1992Date of Patent: November 2, 1993Assignee: Bayer AktiengesellschaftInventor: Helmut Reiff
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Patent number: 5252671Abstract: The present invention relates to coating compositions containing(A) 70 to 98% by weight, based on the sum of components (A) and (B), of(a) isocyanate-free polymers of ethylenically unsaturated monomers and/or polyurethanes or blocked isocyanate prepolymers, and(b) optional organic solvents,wherein component (A) contains no significant quantities of groups capable of reacting with component (B) or starting materials thereof and has a viscosity (at 23.degree. C.) of 2000 to 100,000 mPa.s;(B) 2 to 30% by weight, based on the sum of components (A) and (B), of a polyaddition product prepared in and dispersed in component (A), wherein the polyaddition product is a polyurethane, polyurethane urea, polyurea, or mixture thereof, containing ionic groups and/or potentially ionic groups in a quantity corresponding to from 0.Type: GrantFiled: May 21, 1992Date of Patent: October 12, 1993Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Klaus Noll, Wilhelm Thoma, Detlef-Ingo Schutze
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Patent number: 5236995Abstract: The present invention is directed to an aqueous anionic polyurethane dispersion, obtainable bya) dispersing a polyurethane resin, having carboxylic acid groups, in water in the presence of a tertiary amine andb) reacting the carboxylic acid groups on the polyurethane resin with an organic compound having at least two oxirane groups,a basecoat containing said dispersions,a method of coating a substrate with said basecoat and a coated substrate.Type: GrantFiled: March 26, 1991Date of Patent: August 17, 1993Assignee: BASF CorporationInventors: Timothy D. Salatin, Anna M. Budde
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Patent number: 5231130Abstract: Aqueous dispersions containA) from 96.95 to 45% by weight of a polyurethane,B) from 3.0 to 50% by weight of a phenol/formaldehyde condensation resin or of an epoxy resin andC) from 0.05 to 5.0% by weight of an inorganic salt having a solubility of less than 1 g/l in water at 20.degree. C.,the percentages by weight being based on the sum of the components A), B) and C).Type: GrantFiled: November 12, 1992Date of Patent: July 27, 1993Assignee: BASF AktiengesellschaftInventors: Alexander Wallon, Lothar Maempel, Horst Seibert, Ruediger Fuessl
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Patent number: 5194487Abstract: The present invention relates to a two-component, aqueous polyurethane coating composition which may be cured at ambient temperature and which containsI) an isocyanate-reactive component containingA) aqueously dispersed polyurethane wherein the polyurethane hasa) an average hydroxy functionality of at least 1.8,b) a total content of urethane andurea groups, calculated as --NH--CO--, of 9 to 20% by weight, based on the weight of the polyurethane,c) sufficient chemically incorporated anionic groups andd) ethylene oxide units incorporated within terminal and/or lateral polyether chainsto maintain the polyurethane stably dispersed in water, andB) 5 to 20%, based on the weight of components I and II, of a polyol which has a molecular weight of 62 to 1000 and may contain ether groups andII) a water dispersible polyisocyanate havinga) an isocyanate content of 2 to 30% by weight, based on the weight of the polyisocyanate,b) an average functionality of at least 1.Type: GrantFiled: August 14, 1992Date of Patent: March 16, 1993Assignee: Miles Inc.Inventor: Patricia B. Jacobs
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Patent number: 5169895Abstract: An aqueous dispersion of a water-dispersible polyurethane, said polyurethane comprising the reaction product of:(a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of 2.1 to 10% by weight,(b) an organic polyisocyanate having an average isocyanate functionality of 2.1 to 4.0, and(c) an active hydrogen-containing chain extender.Type: GrantFiled: June 14, 1990Date of Patent: December 8, 1992Assignee: ICI Americas, Inc.Inventors: Richard G. Coogan, Razmik Vartan-Boghossian
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Patent number: 5155163Abstract: This invention relates to a process for preparing water dispersible polyurethane compositions. More specifically, this invention relates to a process for the preparation of self-emulsifying polyurethanes that form stable, homogeneous emulsions with water. The present invention also relates to the polyurethane compositions obtainable by this process, their dispersions in water, and to their use as adhesives in thermoforming applications.Type: GrantFiled: August 6, 1990Date of Patent: October 13, 1992Assignee: Uniroyal Adhesives and Sealants, Inc.Inventors: Palitha K. Abeywardena, Pak T. Leung
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Patent number: 5147925Abstract: A polyurethane polymer having desired chain-pendant or in-chain groups Y is prepared by 1) converting terminal isocyanate groups of an isocyanate-terminated polyurethane prepolymer to groups providing carbon- or nitrogen-bound --NH.sub.2 and/or --NH-- groups, and 2) chain extending modified prepolymer formed in 1) with a compound having at least two enolic carbonyl groups and also having at least one group Y which becomes chain-pendant or in-chain in the chain-extended polymer.Type: GrantFiled: February 14, 1991Date of Patent: September 15, 1992Assignees: Imperial Chemical Industries PLC, ICI Resins BVInventors: David A. Pears, Martinus P. J. Heuts
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Patent number: 5137967Abstract: An aqueous dispersion of an anionic polyurethane, said polyurethane comprising a chain extended, aliphatic diisocyanatae containing, prepolymer; said prepolymer including carboxy groups neutralized with a tertiary amine composition comprising dimethylaminoethanol, said prepolymer being chain extended with a diamine comprising hydrazine.The invention also includes a film formed from the dispersion and a floor covering coated with such film. The film may be crosslinked with an agent such as melamine-formaldehyde resin.Type: GrantFiled: July 6, 1990Date of Patent: August 11, 1992Assignee: Reichhold Chemicals, Inc.Inventor: R. Alan Brown
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Patent number: 5133997Abstract: A surface coating composition and method for applying the same to inorganic substrates. The composition comprises a moisture-curable aqueous urethane dispersion, a cross-linking agent and an anionic surfactant, wherein the anionic surfactant has a phosphate group substituent. The aqueous urethane dispersion comprises discrete linear aliphatic urethane chains and the several chains are linked together upon curing.Type: GrantFiled: January 16, 1991Date of Patent: July 28, 1992Assignee: Union Carbide Marble Care, Inc.Inventors: Bruce R. Maier, Richard B. Metzler
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Patent number: 5124400Abstract: The invention is related to an adhesive comprising a stable, fine particle size aqueous dispersion of polyurethane-urea which is the reaction product of an isocyanate-terminated prepolymer with an amine-containing chain extending agent which is characterized in that the functionality of said agent is about 2.05 to about 2.50. The adhesive was surprisingly and unexpectedly found to exhibit an increased softening point temperature as compared to the corresponding temperature of related adhesives which contains no such chain extending agent.Type: GrantFiled: September 25, 1989Date of Patent: June 23, 1992Assignee: Miles Inc.Inventors: Robin E. Tirpak, Robert L. Cline
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Patent number: 5104737Abstract: Air-drying, water-reducible, acid-functional polyurethanes are obtained by reacting:(i) a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and(ii) a diisocyanate; and(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the diisocyanate.Type: GrantFiled: December 31, 1990Date of Patent: April 14, 1992Assignee: The Sherwin-Williams CompanyInventor: Kartar S. Arora
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Patent number: 5086110Abstract: Waterborne polyurethane made using 1,12-dodecanediisocyanate, and prepolymers of such polyurethanes.Type: GrantFiled: October 6, 1989Date of Patent: February 4, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Han X. Xiao, Shi Yang
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Patent number: 5075372Abstract: The invention relates to dispersions of crosslinked polymer micro-particles in aqueous media, which have been prepared:(1) (a) by dispersing a mixture of the components (A) and (B) in an aqueous medium, the component (A) being composed of one or more polyester-polyols containing at least 2 hydroxyl groups, and the component (B) being composed of one or more polyisocyanate compounds in which the isocyanate groups are at least partially in the masked form, and the components (A) and/or (B) having available a number of ionic groups, preferably carboxylate groups, sufficient to form a stable dispersion, and at least one part of the components (A) and/or (B) containing more than 2 hydroxyl or optionally masked isocyanate, respectively, groups per molecule and(2) (b) by subsequently heating the dispersion thus obtained to a temperature sufficiently high for the components (A) and (B) to react to form crosslinked polymer micro-particles.Type: GrantFiled: October 28, 1988Date of Patent: December 24, 1991Assignee: BASF Lacke+Farben AktiengesellschaftInventors: Hans-Dieter Hille, Horst Muller, Arnold Dobbelstein, Peter Mayenfels
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Patent number: 5041467Abstract: This invention relates to a method of producing particulate polymers. This production method is characterized in that a mixture of an isocyanate compound containing two or more isocyanato groups per molecule and a surfactant containing two or more hydroxyl groups per molecule is emulsified and allowed to cure in a dispersing medium which does not dissolve the isocyanate compound without use of a protective colloid. According to the production method of the invention, there occurs no aggregation of polymer particles during and after the curing reaction.Type: GrantFiled: September 4, 1990Date of Patent: August 20, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Hironori Kataoka, Kazuhito Jinno, Tokiko Yamashita
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Patent number: 5039733Abstract: The present invention is directed to a process for the preparation of stable polyurethane-polyurea dispersion in a multi-stage process by forming an isocyanate-terminated prepolymer having an ionic group content of up to about 50 milliequivalents per 100 g of prepolymer by reacting an organic polyisocyanate a) with at least two isocyanate-reactive components b1) and b2) wherein component (b1) has at least one ionic or potential ionic hydrophilic group, characterized in that1) The isocyanate a) is initialy reacted with component b1) for a time sufficient to react at least 50% of the isocyanate-reaction groups of component (b1), and2) the resulting product is then reacted with component b2) and optionally with a component b3) containing ethylene oxide units to form a prepolymer, and3) the resulting prepolymer is dispersed in water.Type: GrantFiled: October 2, 1989Date of Patent: August 13, 1991Assignee: Bayer AktiengesellschaftInventors: Jeffrey Dormish, Wolfgang Henning
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Patent number: 5039739Abstract: An aqueous dispersion of a water-dispersible polyurethane having pendent fluoroalkyl groups, said polyurethane being the product of chain extending, in aqueous medium, a water-dispersible, isocyanate-terminated polyurethane prepolymer having pendent fluoroalkyl groups.Type: GrantFiled: April 26, 1989Date of Patent: August 13, 1991Assignees: Imperial Chemical Industries PLC, ICI Americas, Inc., ICI Resins BVInventors: John C. Padget, Stephen G. Yeates, Richard G. Coogan, Gerardus C. Overbeek
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Patent number: 5039732Abstract: Air-drying, water-reducible, acid-functional polyurethanes are obtained by reacting:(i) a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and(ii) a diisocyanate; and(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the dissocyanate.Type: GrantFiled: December 30, 1988Date of Patent: August 13, 1991Assignee: The Sherwin-Williams CompanyInventor: Kartar S. Arora
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Patent number: 5037864Abstract: A semi-continuous process for the preparation of polyurethane ionomer or polyurethane-urea ionomer aqueous dispersions which comprises:A. in a first reaction zone contacting (i) an excess of an aliphatic or cycloaliphatic diisocyanate, or mixture of an aliphatic or cycloaliphatic diisocyanate with an aromatic diisocyanate; (ii) an organic polyol, and (iii) a difunctional isocyanate-reactive component containing an ionic group or potential ionic group, under conditions such that an isocyanate terminated ionic prepolymer is formed; with the proviso that where an aromatic diisocyanate is used the equivalents of aromatic diisocyanate used are less that the equivalents of the organic polyol and difunctional isocyanate-reactive component;B. transferring the prepolymer to a second reaction zone;C. in the first reaction zone or the second reaction zone contacting the prepolymer with a neutralizing agent under conditions such that the ionic groups are neutralized;D.Type: GrantFiled: July 11, 1989Date of Patent: August 6, 1991Assignee: The Dow Chemical CompanyInventors: Joginder N. Anand, Sven H. Ruetman
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Patent number: 5025064Abstract: The present invention relates to a process for the production of aqueous dispersions of polyurethanes containing chemically incorporated carboxylate groups wherein the counterions to the carboxylate groups are predominantly ammonium ions corresponding to the formula ##STR1## by mixing a starting aqueous dispersion of polyurethanes containing chemically incorporated carboxylate groups wherein the counterions to the carboxylate groups are ammonium ions corresponding to the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and represent C.sub.1-4 alkyl groups, provided that the total number of carbon atoms in these substituents is 3 to 6,with at least an equivalent quantity of ammonia, based on the trialkyl ammonium ions, and subsequently removing under vacuum at least a portion of the displaced trialkyl amines and the excess ammonia, if present.Type: GrantFiled: July 3, 1990Date of Patent: June 18, 1991Assignee: Bayer AktiengesellschaftInventors: Helmut Reiff, Otto Lorenz
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Patent number: 5011885Abstract: The present invention is directed to a method for preparing microcapsules which comprises:preparing an aqueous dispersion or emulsion of a hydrophobic oily core material containing a polyvalent isocyanate, a polyvalent isothiocyanate, or an adduct thereof, having an anionic moiety; andforming capsule walls around the droplets of said oily core material.Type: GrantFiled: October 27, 1989Date of Patent: April 30, 1991Assignee: The Mead CorporationInventors: Jing-Den Chen, Kerry Kovacs, Margaret T. Thomas, Rong-Chang Liang
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Patent number: 5010114Abstract: Method for polymerizing a monomer suspended in water which comprises:Preparing a polymerization mixture of a water immiscible, liquid, ethylenically unsaturated monomer, a polyisocyanate and an oil soluble free radical initiator, dispersing said mixture in a solution of water and a surfactant, and effecting polymerization of said monomer.Type: GrantFiled: January 16, 1990Date of Patent: April 23, 1991Assignee: The Mead CorporationInventors: Rong-Chang Liang, Emerson K. Colyer, Jing-Den Chen, Karl A. Kintz, Chih-Her Suen
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Patent number: 5001189Abstract: Polyoxylalkylene ether with an average molecular weight of 400 to 10,000 with at least one terminal hydroxyl group and at least one lateral --SO.sub.3 X group (X=hydrogen, alkali metal or ammonium ion) is disclosed. The polyoxyalkylene ether is obtainable by the statistical or blockwise addition reaction of (a) .alpha.-alkylene oxides with 2 to 14 carbon atoms or mixtures thereof and (b) allyl and/or methallyl glycidyl ethers to monohydric to quadrihydric aliphatic alcohols with up to 8 carbon atoms, the ratio of component (a) to component (b) being selected so that at least one allyl ether group is linked to the average molecule, reacting the polymer by a known reaction with, based on the allyl ether groups, at least equimolar amounts of a compound of the formula HSO.sub.3 Y (Y=alkali or ammonium ion) and if necessary, exchanging the cation Y against a hydrogen ion also by a known procedure.Type: GrantFiled: January 19, 1990Date of Patent: March 19, 1991Assignee: Th. Goldschmidt AGInventors: Jurgen Fock, Dietmar Schedlitzki
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Patent number: 4983662Abstract: Aqueous selfcrosslinkable coating composition comprising an aqueous dispersion of at least one polyurethane and having hydrazine (or hydrazone) functional groups and carbonyl functional groups disposed therein to provide a selfcrosslinking reaction, in which the polyurethane polymer takes part, via azomethine formation during and/or after film formation.Type: GrantFiled: March 2, 1989Date of Patent: January 8, 1991Assignee: ICI Resins b.v.Inventors: Gerardus C. Overbeek, Martinus P. J. Huets
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Patent number: 4983666Abstract: Aqueous dispersions of fluorinated polyurethanes obtained by the reaction of an organic diisocyanate with a mixture of diols containing ionizable groups and macroglycols comprising polyols and at least 1% by weight of one or more hydroxy- and/or carboxy-capped fluoropolyethers. Said fluorinated polyurethanes are salified, to transform the ionizable groups into hydrophilic cations and/or anions, and are then dispersed in water to be used in textile coatings.Type: GrantFiled: January 22, 1990Date of Patent: January 8, 1991Assignees: Ausimont S.p.A., Larac S.p.A.Inventors: Ignazio Zavatteri, Tiziana Gambini
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Patent number: 4977207Abstract: A leveler coating composition comprising a water-dilutable polyurethane aqueous dispersion having a solids content of 10-50% by weight and a viscosity of 10-50,000 mPa.s; a process for manufacturing the coating; and a method for using it in automotive finishes.Type: GrantFiled: February 11, 1988Date of Patent: December 11, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Rainer Hoefer, Roland Gruetzmacher, Wolfgang Gress, Ulrich Nagorny
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Patent number: 4927961Abstract: Polyoxylalkylene ether with an average molecular weight of 400 to 10,000 with at least one terminal hydroxyl group and at least one lateral --SO.sub.3 X group (X=hydrogen, alkali metal or ammonium ion) is disclosed. The polyoxyalkylene ether is obtainable byThe statistical or blockwise addition reaction of (a) .alpha.-alkylene oxides with 2 to 14 carbon atoms or mixtures hereof and (b) allyl and/or methallyl glycidyl ethers to monohydric to quadrihydric aliphatic alcohols with up to 8 carbon atoms, the ratio of component (a) to component (b) being selected so that at least one allyl ether group is linked to the average molecule,reacting the polymer by a known reaction with, based on the allyl ether groups, at least equimolar amounts of a compound of the formula HSO.sub.3 Y (Y=alkali or ammonium ion) andif necessary, exchanging the cation Y against a hydrogen ion also by a known procedure.Type: GrantFiled: September 29, 1989Date of Patent: May 22, 1990Assignee: Th. Goldschmidt AGInventors: Jurgen Fock, Dietmar Schedlitzki
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Patent number: 4921842Abstract: The present invention relates to a process for the continuous production of aqueous polyurethane dispersions, i.e. dispersions or suspensions both of pure polyurethanes and of polyurethane ureas, by mixing a product, which has been obtained by reaction of polyisocyanates with compounds having a molecular weight of 400 to about 10,000 and containing at least two isocyanate-reactive groups, with water, characterized in that the mixing of the polyisocyanate reaction product with water is carried out in a co-current reactor, one of the components to be mixed or a mixture containing one of the two components to be mixed being compressed to an initilal pressure of from about 20 to 500 bar and expanded through a coaxially arranged nozzle into the short residence time mixing tube where it is mixed with the other component or with a mixture containing the other component.Type: GrantFiled: August 9, 1988Date of Patent: May 1, 1990Assignee: Bayer AktiengessellschaftInventors: Wolfgang Henning, Harald Petersen, Gerhard Moormann
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Patent number: 4912154Abstract: Air-drying, water-reducible, acid-functional polyurethanes are obtained by reacting:(i) a 2-oxazoline containing adduct having the structure: ##STR1## wherein R.sub.1 is the aliphatic fatty acid residue from a fatty acid R.sub.1 COOH; and(ii) a diisocyanate; and(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the diisocyanate.Type: GrantFiled: December 30, 1988Date of Patent: March 27, 1990Assignee: The Sherwin-Williams CompanyInventors: Kartar S. Arora, Jose J. Chettiath
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Patent number: 4904522Abstract: The present invention is directed to a process for the production of fiberglass mats by binding fiberglass with binders based on aqueous polyisocyanate emulsions which do not contain waterglass.The present invention is also directed to the fiberglass mats produced by this process.Type: GrantFiled: July 26, 1988Date of Patent: February 27, 1990Assignee: Mobay CorporationInventor: Peter H. Markusch
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Patent number: 4895894Abstract: Disclosed are novel stable aqueous dispersions of ionic polyurethane-polyureas prepared from (A) aqueous dispersions of isocyanate terminated ionic prepolymers and (B) hydrocarbon polyamine extenders. The novelty resides in employing a mixture of a diol and triol in the prepolymer forming step. Also disclosed are the films and coated substrates obtained through the use of said dispersions as coatings.Type: GrantFiled: May 31, 1988Date of Patent: January 23, 1990Assignee: The Dow Chemical CompanyInventors: Sven H. Ruetman, Joginder N. Anand
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Patent number: 4895921Abstract: The present invention is directed to water soluble or dispersible blocked polyisocyanates which contain(a) a statistical average per molecule of at least one structural unit corresponding to the formula:B--CO--NH--wherein B denotes a group obtainable by removal of the acidic hydrogen atom from a monofunctional blocking agent for organic isocyanates and(b) structural units corresponding to the formula ##STR1## in a quantity sufficient to ensure the solubility or dispersibility of the blocked polyisocyanate in water,the blocked polyisocyanates containing on statistical average a total of at least two structural units corresponding to the formulae (a) and (b) per molecule.The present invention also relates to a process for the preparation of these blocked polyisocyanates and to their use in combination with water soluble or dispersible organic compounds containing at least two isocyanate-reactive groups for the production of coated substrates which are cured by heating.Type: GrantFiled: October 4, 1988Date of Patent: January 23, 1990Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Hanns P. Muller, Rolf Dhein
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Patent number: 4882379Abstract: A crystalline polyester film or sheet coated with a primer composition consisting essentially of a carboxylated polyurethane, wherein the carboxyl groups are introduced by esterifying the terminal hydroxyl groups and amidizing any terminal amine groups of the polyurethane with a dicarboxylic acid anhydride. Such primer compositions form continuous wet films and dry coatings and provide surfaces receptive to a variety of surface finishes such as further polymer coatings and inks.Type: GrantFiled: June 14, 1988Date of Patent: November 21, 1989Assignee: E.I. Du Pont De Nemours and CompanyInventor: Richard P. Pankratz
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Patent number: 4879322Abstract: The present invention is directed to a continuous process for the production of aqueous polyurethane-urea dispersions by(a) mixing an emulsifiable isocyanate-terminated prepolymer with an aqueous medium in a low shear, stator-rotor dynamic mixer operating at a speed of about 500 to 8000 rpm utilizing a mixing wattage of about 0.3 to 10.0 watts/cubic centimeter and a mixing volume of at least about 0.1 liters, the average residence time of the aqueous medium and the prepolymer being about 1 to 30 seconds and the overall flow rate through the dynamic mixer being at least about 50 kg/h and(b) reacting the dispersed isocyanate-terminated prepolymer prepared in (a) with a polyamine chain extender to form an aqueous polyurethane-urea dispersion.Type: GrantFiled: May 2, 1988Date of Patent: November 7, 1989Assignee: Mobay CorporationInventors: Peter H. Markusch, Arthur W. Mason, Wolfgang D. Wenzel
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Patent number: 4871798Abstract: The present invention is directed to a process for the preparation of stable polyurethane-polyurea dispersions in a multi-stage process by forming an isocyanate-terminated prepolymer having an ionic group content of up to about 50 milliequivalents per 100 g of prepolymer by reacting an organic polyisocyanate (a) with at least two isocyanate-reactive components (b1) and (b2) wherein component (b1) has at least one ionic or potential ionic hydrophilic group, characterized in that(1) the isocyanate (a) is initially reacted with component (b1), and(2) the resulting product is then reacted with component (b2) and optionally with a component (b3) containing ethylene oxide units to form a prepolymer, and(3) the resulting prepolymer is dispersed in water.The present invention further release to products obtained according to this process and to their use for the preparation of coatings on flexible or rigid substrates and in particular to their use as ahdesives.Type: GrantFiled: October 14, 1988Date of Patent: October 3, 1989Assignee: Bayer AktiengesellschaftInventors: Jeffrey Dormish, Wolfgang Henning
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Patent number: 4870129Abstract: An adhesive consisting substantially of an aqueous solution or dispersion of a polyurethane containing chemically incorporated carboxylate and/or sulphonate groups is prepared from a mixture of at least two (cyclo)-aliphatic diisocyanate and selected polyester diols based on (i) adipic acid and (ii) tetramethylenediol, hexamethylenediol or mixtures of these diols. The use of such aqueous solutions for the formation of bonds on any substrates, in particular on leather, plastics, rubber materials and/or polyvinyl chloride containing plasticizer, with the same material or with other materials is disclosed.Type: GrantFiled: August 19, 1987Date of Patent: September 26, 1989Assignee: Bayer AktiengesellschaftInventors: Wolfgang Henning, Rudolf Hombach, Walter Meckel, Manfred Dollhausen
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Patent number: 4861826Abstract: Aqueous dispersions of polyurethanes consisting of(a) organic polyisocyanates,(b) polyesterpolyols having a molecular weight of from 500 to 5,000,(c) organic hydroxy compounds having a molecular weight of from 62 to 400 and two terminal groups which are reactive to isocyanate groups, as chain extenders, and(d) compounds containing ionic groups or groups which can be converted to ionic groups and one or more isocyanate groups or a hydroxyl or amino group which is reactive to isocyanate groups,which contain from 0.05 to 2 meq of ionic groups incorporated into the polyurethane via (d) per g of polyurethane are particularly suitable for adhesives when the chain extenders (c) are incorporated in an amount of from 1.5 to 8 moles per mole of polyols, and a minor amount of (a) can be replaced with monoisocyanates, and a minor amount of (b) with polyetherpolyols.Type: GrantFiled: December 15, 1987Date of Patent: August 29, 1989Assignee: BASF AktiengesellschaftInventors: Rainer Hummerich, Michael Kerber, Lothar Maempel, Peter Weyland
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Patent number: 4857565Abstract: The present invention is directed to a continuous process for the production of aqueous polyurethane dispersions by continuously mixing solutions of polyurethanes or isocyanate prepolymers dissolved in an organic solvent with water and subsequently continuously removing at least a portion of the solvent using a circulation-type evaporator. The present invention is also directed to the production of coatings or adhesives by applying the aqueous polyurethane dispersions to a substrate.Type: GrantFiled: September 8, 1988Date of Patent: August 15, 1989Assignee: Bayer AktiengesellschaftInventors: Wolfgang Henning, Walter Meckel, Peter Fuhrmann
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Patent number: 4812492Abstract: Aqueous pigment preparations which contain (a) 5 to 80% by weight of a finely-divided inorganic and/or organic pigment, (b) 5 to 80% by weight of an aequeous polyurethane dispersion, (c) 2 to 80% by weight of water and (d) 0 to 50% by weight of an organic solvent.Type: GrantFiled: July 27, 1987Date of Patent: March 14, 1989Assignee: Hoechst AktiengesellschaftInventors: Helmut Eckes, Rainer Winter, Albert Munkel
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Patent number: 4801644Abstract: Aqueous polyurethane dispersions useful as coating compositions wherein the polyurethane comprises the reaction product of(a) an isocyanate-terminated polyurethane prepolymer containing carboxylic acid salt groups formed by reacting:(i) a polyisocyanate component containing at least 1% by weight of diphenylmethane-2,4'-diisocyanate, and(ii) an active hydrogen containing component containing a polyol and a carboxy group containing diol or triol, and(b) an active hydrogen containing chain extender.Type: GrantFiled: October 3, 1986Date of Patent: January 31, 1989Assignee: Polyvinyl Chemicals Inc.Inventor: Richard G. Coogan
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Patent number: 4764553Abstract: The present invention is directed to water dispersible or soluble polyurethanes containing about 0.5 to 30% by weight, based on the weight of the polyurethanes, of ethylene oxide units present in lateral or terminal polyether chains, characterized in that in addition to these ethylene oxide units the polyurethanes contain, as further hydrophilic centers, about 0.1 to 120 milliequivalents, per 100 g of solids content, of carboxylate groups in the form of built-in structural units corresponding to the general formula ##STR1## wherein R denotes an alkyl group having 1 to 4 carbon atoms and the total quantity of carboxylate groups and ethylene oxide units present in lateral or terminal chains is calculated to ensure the solubility or dispersibility of the polyurethanes in water.The present invention also relates to a process for the preparation of these polyurethanes and to their use for coating substrates.Type: GrantFiled: December 1, 1987Date of Patent: August 16, 1988Assignee: Bayer AktiengesellschaftInventors: Jurgen Mosbach, Josef Pedain, Klaus Noll
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Patent number: 4748200Abstract: A thermosetting resin which contains therein:(a) goups represented by the formula of ##STR1## (b) hydroxyl groups; and (c) quaternary ammonium salt groups which solubilize the resin in water;the blocked NCO groups being stable in the presence of water, but reactive with the hydroxyl groups at elevated temperatures.The resin is suitably used for cationic electrodeposition coating composition, which is especially low temperature curable, and provides coatings excellent in weatherability and corrosion resistance.Type: GrantFiled: March 9, 1987Date of Patent: May 31, 1988Assignee: Takeda Chemical Industries, Ltd.Inventor: Kohji Nasu