Reactant Contains At Least One Salt Group, E.g., Quaternary Ammonium Salt, Etc. Patents (Class 528/71)
  • Patent number: 6613866
    Abstract: The present invention is directed to monomeric and polymeric compositions based upon polymeric urethane surfactants which are derived from linear, branched, or aromatic compounds of synthetic or natural origin, preferably from tertiary amines and diisocyanate compounds. The urethane polymers of the present invention may be in the form of betaines, quaternium salts, tertiary amine salts or N-oxides. The compounds of the present invention may be incorporated into personal care formulations such as cosmetics, dental care products and toiletries to improve at least one and preferably two or more characteristics of such formulations.
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: September 2, 2003
    Assignee: Alzo International Inc.
    Inventors: Albert Zofchak, Madeline Kenney, John Obeji, Michael Mosquera
  • Patent number: 6610812
    Abstract: A golf ball comprising a core and a cover, wherein the core or the cover is formed from a composition comprising at least one acid functional polyurethane, polyurea, or copolymer thereof.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: August 26, 2003
    Assignee: Acushnet Company
    Inventors: Shenshen Wu, Shawn Ricci, Murali Rajagopalan, Michael J. Sullivan
  • Patent number: 6605666
    Abstract: A polyurethane dispersion and method of making are provided. The dispersion is stable in an alcohol-water mixture. The dispersion is a reaction product of: (i) at least one oligomeric polyactive hydrogen compound, wherein said compound is an alkyl, aryl, or aralkyl structure optionally substituted in and/or on the chain by N, O, S and combinations thereof, and wherein the compound is insoluble in 50:50 weight percent of said alcohol-water mixture; (ii) at least one polyisocyanate, and (iii) at least one polyactive hydrogen compound soluble in the alcohol-water mixture selected from the group consisting of a compound containing an ionic group, a compound containing a moiety capable of forming an ionic group, a compound containing a polyester, polyether, or polycarbonate group having a ratio of 5 or less carbon atoms for each oxygen atom, and mixtures thereof; and (b) at least one polyfunctional chain extender.
    Type: Grant
    Filed: July 27, 2000
    Date of Patent: August 12, 2003
    Assignee: 3M Innovative Properties Company
    Inventors: Matthew T. Scholz, Steven S. Kantner, Kristen L. Comstock, Christopher J. Brown
  • Patent number: 6602972
    Abstract: Self crosslinking polyurethane comprising lateral or terminal ethenylarylene groups, produced by reacting a polyurethane pre-polymer with an adduct, obtained by reacting an ethenylarylene mono-isocyanate with a compound containing hydroxyl groups or amino groups such that at least one group that is reactive to isocyanate remains in the adduct. Also, a self crosslinking graft copolymer containing at least one (meth)acrylate copolymer and at least one polyurethane produced by dispersing at least one self crosslinking olefinically unsaturated polyurethane comprising lateral or terminal ethenylarylene groups and blocked isocyanate groups in an aqueous medium and by radical copolymerization of a mixture of a monomer comprising at least one functional group that is reactive to isocyanate with a monomer that can be copolymerised with the mixture.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: August 5, 2003
    Assignee: BASF Coatings AG
    Inventors: Stephan Schwarte, Egon Wegner, Harald Angermüller
  • Patent number: 6599977
    Abstract: The present invention relates to a process for the preparation of an aqueous dispersion of an anionic polyurethane. According to the invention, a tertiary amine functional urethane polymer or oligomer acts as acid neutralizing agent. The process of the invention comprises the steps of: dispersion of an anionic isocyanate functional polyurethane prepolymer in water in the presence of a tertiary amine functional urethane polymer or oligomer and chain extension of the anionic polyurethane prepolymer with a reactive hydrogen functional material during or after the dispersion in water.
    Type: Grant
    Filed: August 28, 2001
    Date of Patent: July 29, 2003
    Assignee: Stahl International B.V.
    Inventors: Laurentius Cornelius Josephus Hesselmans, Josep Oller Chirivella
  • Publication number: 20030092868
    Abstract: A non-aqueous laminate adhesive comprising a tertiary amino group-containing polyurethane resin (A) or a tertiary amino group- and carboxyl group-containing polyurethane resin (B) and a polyisocyanate curing agent. The resin (A) is obtained from (1) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and (3) an organic polyisocyanate; and the resin (B) is obtained from (2) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and a carboxyl group- and hydroxyl group-containing compound and (3) an organic polyisocyanate. The content of the tertiary amino group in the resin (A), the content of the tertiary amino group in the resin (B), and the carboxyl group in the resin (B) are each 0.001 to 1 mmol/g.
    Type: Application
    Filed: July 24, 2001
    Publication date: May 15, 2003
    Inventors: Yukihiro Morikawa, Ichiro Higashikubo, Kouji Yoshida, Toshiaki Sasahara
  • Patent number: 6559265
    Abstract: A polyurethane material, the coatings prepared therefrom, and methods of making the same are provided. A polyurethane material may be formed from components comprising at least one polyisocyanate, at least one active hydrogen-containing material, at least one material having at least one primary or secondary amino group and at least one hydroxyl group, and at least one acid functional material or anhydride having a functional group reactive with isocyanate or hydroxyl groups of other components from which the polyurethane material is formed. The polyurethane can provide improved physical properties, such as chip resistance, when incorporated into a coating composition.
    Type: Grant
    Filed: September 21, 2001
    Date of Patent: May 6, 2003
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Paul H. Lamers, Jonathan T. Martz, Lawrence D. Meyers, Carolyn A. Novak, Kurt G. Olson, James P. Rowley, Christopher A. Verardi
  • Publication number: 20030083457
    Abstract: A water-dispersible polyurethane resin comprising building blocks derived from polyisocyanates A, polyols B having a number-average molar mass Mn of at least 400 g/mol, where appropriate, low molar mass polyols C with Mn below 400 g/mol, compounds D which possess at least two groups which are reactive toward isocyanate groups and at least one group which is capable of forming anions, low molar mass polyols E which in relation to isocyanate groups carry no further reactive groups, compounds F, which are monofunctional toward isocyanates or contain active hydrogen of different reactivity and are different from the compounds E and also, where appropriate, compounds G, which are different from B, C, D, E and F and contain at least two groups which are reactive with NCO groups, wherein the number-average molar mass Mn of the polyurethane resin is at least 10 kg/mol, its weight-average molar mass Mw is at least 20 kg/mol, and its acid number is from 20 to 50 mg/g; a process for its preparation; and its use as a bin
    Type: Application
    Filed: September 27, 2002
    Publication date: May 1, 2003
    Inventors: Markus A. Schafheutle, Anton Arzt, Julius Burkl, Martina Glettler, Gerlinde Petritsch, Joerg Wango
  • Patent number: 6552156
    Abstract: The present invention relates to a water-soluble addition polymer which is produced from a carboxylated diol represented by the following general formula (I) and a polyisocyanate and has an acid value of 100 to 250, and an aqueous ink using this polymer as a dispersant for a disperse dye: wherein the residue A is an aromatic, alicyclic or aliphatic polybasic acid residue, and the residue B is a trivalent aliphatic alcohol residue.
    Type: Grant
    Filed: December 4, 2000
    Date of Patent: April 22, 2003
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Masahiro Haruta, Shoji Koike, Koromo Shirota, Tomoya Yamamoto, Mariko Suzuki, Shinichi Hakamada
  • Patent number: 6545119
    Abstract: A magnetic recording medium possessing a magnetic layer formed by application onto a non-magnetic support, of a magnetic coating containing magnetic particles dispersed in a binder which contains a polyurethane resin, together with carbon black particles at 5% by weight or higher, based on the weight of the magnetic particles.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: April 8, 2003
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hirotoshi Kizumoto, Takeshi Yatsuka, Chikara Sugitawa, Kuniyuki Doi
  • Patent number: 6521702
    Abstract: The present invention relates to a radiation-curable, aqueous polyurethane emulsion which is prepared by I) reacting A) 40 to 90 wt. % of an isocyanate-reactive component that contains a polyester acrylate containing hydroxyl groups and having an OH content of 40 to 200 mg KOH/g and optionally other isocyanate-reactive compounds other than B) and B) 0.5 to 20 wt. % of one or more monofunctional and/or difunctional isocyanate-reactive compounds that contain cationic or anionic groups, potential cationic or anionic or hydrophilic ether groups, with C) 10 to 50 wt. % of one or more diisocyanates and/or polyisocyanates, II) optionally converting any potential cationic or anionic groups into cationic or anionic groups by salt formation and III) forming a dispersion of the reaction product of A), B) and C) in water and reacting it with D) 0.1 to 10 wt. % of one or more diamines and/or polyamines, wherein the wt.
    Type: Grant
    Filed: November 20, 2000
    Date of Patent: February 18, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Weikard, Erhard Lühmann, Dieter Erdmann, Wolfgang Fischer, Wolfgang Kremer
  • Patent number: 6479612
    Abstract: A polymer having at least one urea linkage derived by contacting (1) at least one polyisocyanate, or mixture of polyisocyanates, (2) at least one fluorocarbon alcohol, fluorocarbon thiol or fluorocarbon amine, (3) at least one straight or branched chain alcohol, amine or thiol, and (4) at least one alcohol containing a sulfonic acid group or its salt, and then (5) optionally at least one linking agent useful for imparting oil repellency and water repellency to substrates.
    Type: Grant
    Filed: June 19, 2000
    Date of Patent: November 12, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Thomas Wayne Del Pesco, Jack Kirchner, Andrew H. Liu
  • Patent number: 6472487
    Abstract: Synthetic polymers having moieties capable of covalent or hydrogen bonding to cellulose and one or more amphiphilic moieties are disclosed. These polymers are capable of providing two distinct properties to paper products, such as tissues, which properties heretofore have been imparted through the use of at least two different molecules. The backbone of these synthetic polymers is based on modified vinyl polymers, such as polyvinyl alcohol, polyacrylamides and polyacrylic acids.
    Type: Grant
    Filed: May 14, 2001
    Date of Patent: October 29, 2002
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: Wen Zyo Schroeder, Daniel Arthur Clarahan, Mike Thomas Goulet, Thomas Gerard Shannon
  • Patent number: 6455631
    Abstract: The present invention relates to aqueous polyurethane dispersions wherein the polyurethanes contain terminal hydrazide groups and correspond to the formula wherein the terminal, modified hydrazide groups are present in an amount of 1 to 25% by weight [calculated as C(O)—NH—NH—C(O), MW 84], based on the weight of the polyurethanes, and wherein X represents OR′ or NHR′, R represents the residue obtained by removing the isocyanate groups from an NCO prepolymer, R′ represents a group which is inert to Isocyanate groups under the conditions used to form the polyurethane of in formula I, R″ represents a divalent, linear or branched aliphatic group containing 2 to 10 carbon atoms, provided that there are at least two carbons between the oxygen atoms, wherein the aliphatic group may optionally be substituted by heteroatoms to form ether or ester groups, m is 0 or 1 and n is 2 to 4.
    Type: Grant
    Filed: December 1, 2000
    Date of Patent: September 24, 2002
    Assignees: Bayer Corporation, Bayer Aktiengesellschaft
    Inventors: Harald Blum, Lyubov K. Gindin, Karen M. Henderson, Patricia B. Jacobs, Sze-Ming Lee, Brian Long, Robert A. Sylvester, Douglas A. Wicks
  • Patent number: 6455611
    Abstract: The invention relates to polyurethanes, inks comprising polyurethanes and their use in ink jet printing where the polyurethane comprises a colored water-dissipatable polyurethane obtainable by chain-terminating a polyurethane prepolymer with a colorant.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: September 24, 2002
    Assignee: Avecia Limited
    Inventors: David Alan Pears, John Christopher Padget, Mark Robert James, Peter Gregory
  • Patent number: 6433073
    Abstract: A polyurethane dispersion and a method of making are provided. The polyurethane dispersion is stable in a mixture of alcohol and water. The dispersion comprises the reaction product of (a) an isocyanate terminated polyurethane prepolymer comprising the reaction product of (i) at least one oligomeric polyactive hydrogen compound insoluble in said alcohol, wherein said polyactive hydrogen compound is an alkyl, aryl, or aralkyl structure optionally substituted by N, O, and S; (ii) at least one polyisocyanate, and (iii) at least one polyactive hydrogen compound soluble in said mixture of alcohol and water; (b) a polyfunctional chain extender; and (c) a monofunctional chain terminator; wherein the equivalent ratio of difunctional chain extender to prepolymer isocyanate is 0.60 to 1.20.
    Type: Grant
    Filed: July 27, 2000
    Date of Patent: August 13, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Steven S. Kantner, Matthew T. Scholz, Kevin M. Lewandowski
  • Patent number: 6417315
    Abstract: A conductive quasi-solution useful for making a homogeneously conductive single-phase polyurethane, comprising a transition metal salt, a carrier solution, and a dispersing agent, wherein said conductive quasi-solution has a transition metal salt concentration between 10 and 30% by weight, and methods of making thermoset and thermoplastic polyurethane polymers therewith.
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: July 9, 2002
    Assignee: Mearthane Products Corporation
    Inventors: Albert C. Chiang, John A. Roderick
  • Patent number: 6410004
    Abstract: The present invention relates to polymers, polyureas and water-soluble or water-dispersible polymeric salts, a cosmetic or pharmaceutical composition which comprises at least one such polymer, and to the use of the polymers.
    Type: Grant
    Filed: March 13, 2000
    Date of Patent: June 25, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Son Nguyen Kim, Axel Sanner, Peter Hössel
  • Patent number: 6372876
    Abstract: The use of polyurethanes which are—soluble or dispersible in water and are composed of a) at least one compound which contains two or more active hydrogens per molecule, b) at least one diol containing acid groups or salt groups and c) at least one diisocyanate with a glass transition temperature of at least 15° C. and acid numbers of from 12 to 150 or the salts of these polyurethanes as aids in cosmetic and pharmaceutical compositions, and of polyurethanes which are soluble or dispersible in water and which contain (a) at least 5 mol % of a polycondensate of lactic acid and of a polyol of the formula where Y is a radical derived from a dihydric to tetrahydric alcohol n is 1-50 and m is 1-4 as copolymerized units.
    Type: Grant
    Filed: January 24, 1995
    Date of Patent: April 16, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Son Nguyen Kim, Axel Sanner, Karin Sperling-Vietmeier
  • Patent number: 6365697
    Abstract: The present invention relates to water-soluble or water-dispersible polyurethanes of a water-dispersible polyurethane prepolymer having terminal isocyanate groups and a primary or secondary amine having at least one ionogenic or ionic group, and to the salts thereof. The novel polyurethanes can be used as auxiliaries in cosmetology and pharmacy and, in particular, as hair lacquers having enhanced ease of washoff.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: April 2, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Son Nguyen Kim, Karin Sperling
  • Publication number: 20010034404
    Abstract: The present invention relates to an aqueous dispersion containing an isocyanate-reactive polymer and a polyisocyanate, wherein the polyisocyanate has a melting or softening point of >30° C. and is in the form of a finely divided powder having a mean particle diameter of less than 100 &mgr;m.
    Type: Application
    Filed: March 9, 2001
    Publication date: October 25, 2001
    Inventors: Otto Ganster, Ralf Werner, Jorg Buchner, Wolfgang Henning
  • Patent number: 6291580
    Abstract: A polyurethane, soluble or dispersible in water, prepared from organic diisocyanate diols or other isocyanate reactive materials and a 2,2-hydroxymethyl-substituted carboxylic acid diol neutralized with a cosmetically acceptable organic or inorganic base and formulated into a hair fixative composition containing low amounts of volatile organic solvent. The present invention is also directed to a process for the preparation of polyurethanes comprising dispersing the polyurethane after at least 70% of the theoretical isocyanate reaction has taken place, but before completion of the reaction.
    Type: Grant
    Filed: June 25, 1999
    Date of Patent: September 18, 2001
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Pravin K. Kukkala, Sharon P. Lee, Andrew J. Kielbania, Jr., Melissa J. Vitale
  • Publication number: 20010019787
    Abstract: The invention relates to sulphonated polymides, notably of formula (I) 1
    Type: Application
    Filed: April 20, 2001
    Publication date: September 6, 2001
    Inventors: Sylvain Faure, Michel Pineri, Pierre Aldebert, Regis Mercier, Bernard Sillion
  • Publication number: 20010020082
    Abstract: The invention relates to sulphonated polyimides, notably of formula (I) 1
    Type: Application
    Filed: April 20, 2001
    Publication date: September 6, 2001
    Inventors: Sylvain Faure, Michel Pineri, Pierre Aldebert, Regis Mercier, Bernard Sillion
  • Patent number: 6245862
    Abstract: The present invention relates to a golf ball, comprising a cover, a core and optional intermediate layers, wherein the various ball components are formed from compositions comprising a sulfonated and/or phosphonated ionomer. The sulfonated and/or phosphonated ionomer preferably comprises sulfonated thermoplastic elastomers, sulfonated thermoplastic polymers, sulfonated thermoset polymers and mixtures thereof. The compositions include a blend of about 1 wt. % to about 99 wt. % of at least one sulfonated and/or phosphonated ionomer and about 99 wt. % to about 1 wt. % of at least co-component polymer. The co-component polymer may be a conventional ionomer, a thermoplastic, a thermoplastic elastomer, a thermoset polymer or mixtures thereof.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: June 12, 2001
    Assignee: Acushnet Company
    Inventor: Murali Rajagopalan
  • Patent number: 6231926
    Abstract: A process for producing poromeric synthetic leather comprises I. producing an essentially nonporous impregnate by impregnating a textile sheet material with an aqueous polyurethane dispersion and drying, and II. producing a poromeric synthetic leather from the impregnate by subjecting the impregnate to the action of an aqueous solution of a Brønsted base.
    Type: Grant
    Filed: June 4, 1999
    Date of Patent: May 15, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Cesare Ronzani, Ralf Mossbach, Karl Häberle
  • Publication number: 20010001103
    Abstract: The present invention relates to a water-soluble addition polymer which is produced from a carboxylated diol represented by the following general formula (I) and a polyisocyanate and has an acid value of 100 to 250, and an aqueous ink using this polymer as a dispersant for a disperse dye: 1
    Type: Application
    Filed: December 4, 2000
    Publication date: May 10, 2001
    Inventors: Hiromichi Noguchi, Masahiro Haruta, Shoji Koike, Koromo Shirota, Tomoya Yamamoto, Mariko Suzuki, Shinichi Hakamada
  • Patent number: 6221949
    Abstract: The present invention relates to a coating formulation for use in multicoat paint systems, which a) comprises as binder a water-dilutable polyurethane resin which has an acid number of from 10 to 60 and a number-average molecular weight of from 4000 to 25,000 and can be prepared by reacting with one another aa) a polyester—and/or polyether-polyol having a number-average molecular weight of from 400 to 5000 or a mixture of such polyester—and/or polyether-polyols, bb) a polyisocyanate or mixture of polyisocyanates, cc) a compound which has in the molecule at least one group which in reactive toward isocyanate groups and at least one group which is capable of forming anions, or a mixture of such compounds, and optionally dd) a hydroxyl—and/or amino-containing organic compound having a molecular weight of from 40 to 400, or a mixture of such compounds and at least partially neutralizing the resulting reaction product, and b) comprises pigments and/or fillers, the ratio of binder to pigment
    Type: Grant
    Filed: June 20, 1997
    Date of Patent: April 24, 2001
    Assignee: BASF Coatings AG
    Inventors: Lutz-Werner Gross, Ralf Stein, Egon Wegner, Gudrun Wiemann
  • Patent number: 6214963
    Abstract: The present invention relates to a water-soluble addition polymer which is produced from a carboxylated diol represented by the following general formula (I) and a polyisocyanate and has an acid value of 100 or 250, and an aqueous ink using this polymer as a dispersant for a disperse dye: wherein the residue A is an aromatic, alicyclic or aliphatic polybasic acid residue, and the residue B is a trivalent aliphatic alcohol residue.
    Type: Grant
    Filed: October 9, 1997
    Date of Patent: April 10, 2001
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Masahiro Haruta, Shoji Koike, Koromo Shirota, Tomoya Yamamoto, Mariko Suzuki, Shinichi Hakamada
  • Patent number: 6207784
    Abstract: The invention provides a golf ball having a core, intermediate layer, cover and/or coating comprising in whole or in part of an anionic polyurethane or polyurea ionomer. The anionic polyurethane or polyurea ionomer preferably comprises a sulfonate or carboxylate group. The anionic polyurethane or polyurea ionomer may be blended with conventional materials employed to form golf balls, cores, intermediate layers and covers. The composition can be foamed or unfoamed.
    Type: Grant
    Filed: July 28, 1998
    Date of Patent: March 27, 2001
    Assignee: Acushnet Company
    Inventor: Murali Rajagopalan
  • Patent number: 6184331
    Abstract: A conductive quasi-solution useful for making a homogeneously conductive single-phase polyurethane, comprising a transition metal salt, a carrier solution, and a dispersing agent, wherein said conductive quasi-solution has a transition metal salt concentration between 10 and 30% by weight, and methods of making thermoset and thermoplastic polyurethane polymers therewith.
    Type: Grant
    Filed: December 9, 1999
    Date of Patent: February 6, 2001
    Assignee: Mearthane Products Corporation
    Inventors: Albert C. Chiang, John A. Roderick
  • Patent number: 6174956
    Abstract: A polyurethane polymer and method of preparing it is described. The process requires the combination of a soluble polyol with a di- or polyisocyanate under densified fluid conditions. The process to prepare a waterborne polyurethane involves the utilization of a polyol containing ionic or latent ionic groups which must undergo preneutralization before combining with the di- or polyisocyanate under densified fluid conditions. The resulting polyurethane is substantially free of an organic solvent.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: January 16, 2001
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Judith Lynne Kerschner, Sharon Harriott Jureller, John Socrates Thomaides, Robert William Humphreys, Carmine Phillip Iovine
  • Patent number: 6166165
    Abstract: Disclosed is a process for producing water-dispersible polyurethanes by forming an isocyanate-di-substituted prepolymer and reacting it with a chain extender. The prepolymer can be formed by reacting a diisocyanate with an ethylenically unsaturated precursor which is preferably formed by condensation polymerization of reactants including ethylenically unsaturated reactants and then sulfonating the ethylenic unsaturation of said polymeric precursor by reacting it with a sulfonating agent such as bisulfite, metabisulfite, or a mixture thereof.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: December 26, 2000
    Assignee: Witco Corporation
    Inventor: Wally L. Chang
  • Patent number: 6160076
    Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an amine chain extender having a specified ratio of NH2 relative to the NCO index of the polyisocyanate adduct mixture. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.
    Type: Grant
    Filed: January 23, 1995
    Date of Patent: December 12, 2000
    Assignee: ARCO Chemical Technology, L. P.
    Inventors: John W. Reisch, Richard J. Feegel, Curtis P. Smith
  • Patent number: 6136941
    Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an active hydrogen-containing chain extender. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: October 24, 2000
    Assignee: ARCO Chemical Technology, L. P.
    Inventors: Curtis P. Smith, John W. Reisch, Richard J. Feegel
  • Patent number: 6133399
    Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an active hydrogen-containing chain extender. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: October 17, 2000
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Curtis P. Smith, John W. Reisch, Richard J. Feegel
  • Patent number: 6130309
    Abstract: An improved polyurethane is prepared by reacting a diol, an organic diisocyanate and a carboxylic acid with a critical selection of the amount of water in the reaction mixture. The polyurethane has improved adhesion, hydrophilicty and strength. The polymer has improved feel, and washability. Solutions of the polymer have low viscosity in aqueous solutions.
    Type: Grant
    Filed: September 20, 1996
    Date of Patent: October 10, 2000
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Murray H. Reich, Ken Nelson
  • Patent number: 6111051
    Abstract: A conductive quasi-solution useful for making a homogeneously conductive single-phase polyurethane, comprising a transition metal salt, a carrier solution, and a dispersing agent, wherein said conductive quasi-solution has a transition metal salt concentration between 10 and 30% by weight, and methods of making thermoset and thermoplastic polyurethane polymers therewith.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: August 29, 2000
    Assignee: Mearthane Products Corporation
    Inventors: Albert C. Chiang, John A. Roderick
  • Patent number: 6106813
    Abstract: The present invention relates to polyurethanes and a process for preparing them. These polyester polyurethanes contain units corresponding to the following formulae (I) and (II): ##STR1## The polyester urethanes according to the present invention form pseudolatices which may be utilized in cosmetic compositions.
    Type: Grant
    Filed: September 3, 1998
    Date of Patent: August 22, 2000
    Assignee: L'Oreal
    Inventors: Jean Mondet, Bertrand Lion, Nathalie Mougin, Valerie de la Poterie, Bertrand Piot
  • Patent number: 6103029
    Abstract: Polyethers containing pendant azide groups are cured without a catalyst by yclo-addition with diacetylenes to form triazole cross-linked, energetic binders having improved mechanical properties and stability. The polyethers typically have three hydroxy-terminated chains each of about 5000 to about 50,000 daltons. Ideally, only one azide group per chain reacts by cyclo-addition since the diacetylene is added in a proportion of about one molecule to each two polyether chains. Repeating units of glycidal azide, azidomethylmethyloxetane, bis-azidomethyloxetane/nitratomethylmethyloxetane, and bis-azidomethyloxetane/azidomethylmethyloxetane are believed effective as polyethers when used with the diethynlbenzenes 1,4-bis(ethynl)benzene, 1,4-bis(ethynlcarbonyl)benzene, and 1,3-bis(cyanoethynl)benzene. The polyethers may be further cross-liked at the hydroxyl terminations by urethane bonds.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: August 15, 2000
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Russell Reed, Jr.
  • Patent number: 6090886
    Abstract: Finely dispersed polyurethane polyurea crosslinked particles having an average particle diameter of not greater than 1 .mu.m and essentially comprising (A) an ion-forming polyol, (B) a polyisocyanate, and (C) a polyamine; and a process for producing the same are disclosed. The present invention provides finely dispersed polyurethane polyurea crosslinked particles and a process for producing the same; the dispersed particles being firmly crosslinked and having an average particle diameter of not greater than 1 .mu.m, and the particle dispersion having high preservation stability, preventing the core substance, if encapsulated therein, from undergoing denaturation, and exhibiting per se film-forming properties to provide a film excellent in water resistance, solvent resistance and chemical resistance.
    Type: Grant
    Filed: February 14, 1996
    Date of Patent: July 18, 2000
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Hidetoshi Konno, Mitsuo Kase, Ichiro Muramatsu, Noboru Okoshi
  • Patent number: 6087444
    Abstract: A water reducible polyurethane resin for use in coating compositions is provided with humidity resistance at relatively low cost by employing a urethane prepolymer which is the reaction product of (i) a polyisocyanate, (ii) a polyhydroxy compound which is the reaction product of an organic acid and an epoxy compound, at least one of which includes a hydrocarbon group of at least six carbon atoms, and (iii) a monomer having an anionic group and functionality reactive with isocyanate. Preferred embodiments employ C.sub.36 dimer diacid and the propylene oxide ester of neodecanoic acid to make the polyhydroxy compound.
    Type: Grant
    Filed: September 20, 1996
    Date of Patent: July 11, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Shanti Swarup, Anbazhagan Natesh, Gina M. Terrago, Cathy A. Taylor
  • Patent number: 6084051
    Abstract: The present invention relates to aqueous polyurethane-urea dispersions having a resin solids content of at least 35 wt. % and a pH of at least 7.5 which are prepared bya) forming an isocyanate-terminated prepolymer by reacting a difunctional polyol having a molecular weight of 500 to 6000, a low molecular weight alcohol, a diisocyanate and/or triisocyanate and an isocyanate-reactive compound which has an acid group,b) neutralizing 65% to 95% of the acid groups prior to dispersing the prepolymer in water,c) dispersing the neutralized prepolymer in water,d) chain extending the isocyanate groups with water to form a polyurethane-urea, ande) after completion of the chain extending reaction adding additional neutralizing agent to provide a total amount of neutralizing agent that is sufficient to neutralize at least 115% of the acid groups of component D),wherein the polyurethane-urea contains 1.0 to 4.0%, based on resin solids, of the isolated urea groups.
    Type: Grant
    Filed: May 25, 1999
    Date of Patent: July 4, 2000
    Assignees: Bayer Aktiengesellschaft, Bayer Corporation
    Inventors: Harald Blum, Wieland Hovestadt, Lothar Kahl, Douglas A. Wicks
  • Patent number: 6040415
    Abstract: Tpresent invention provide a biocompatible polyurethane or oplyurethane urea containing, in the side chain, phosphorylcholine structure represented by the formula (1) ##STR1## wherein R.sup.1 is C.sub.1-20 alkyl, C.sub.6-12 aryl, C.sub.7-20 aralkyl or a group of the formula:R.sup.4 -(A).sub.n -(wherein A is C.sub.2-10 oxyalkylene, and (A).sub.n may be constituted of one kind of oxyalkylene groups or of two or more kinds of oxyalkylene groups linked together in blocks or at random; n is an integer of 1 to 30; and R.sup.4 is C.sub.1-20 alkyl, C.sub.6-12 aryl or C.sub.7-20 aralkyl); and R.sup.2 and R.sup.3 each represent C.sub.1-20 alkyl, C.sub.6-12 aryl or C.sub.7-20 aralkyl and may be the same or different; and an antithrombogenic medical product prepared using the polyurethane or polyurethane urea.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: March 21, 2000
    Assignee: Toyobo Co., Ltd.
    Inventors: Susumu Arimori, Masahiro Seko, Masakazu Tanaka, Noriko Monden, Hideyuki Yokota
  • Patent number: 6028132
    Abstract: Antistatic agents, adhesives and coatings with high antistatic properties under low humidity and temperature, which contain a quaternary ammonium salt of formula I: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 is an alkyl radical having 1-5 carbon atoms, and R.sub.4 is an alkyl radical having 1-3 carbon atoms.
    Type: Grant
    Filed: April 21, 1998
    Date of Patent: February 22, 2000
    Assignee: Altech Company Limited
    Inventor: Kanji Hayashi
  • Patent number: 5990192
    Abstract: Radiation-curable water-dilutable urethane resins obtainable by reacting cycloaliphatic and/or aromatic diisocyanates with a mixture of a (meth)acryloyl-containing dihydroxy compound in an amount such that the amount of reactive hydroxyl groups present therein is from 0.2 to 0.6 mol, and with a tri or tetrahydric polyol which has been partly esterified with (meth)acrylic acid and has a residual average hydroxyl functionality of from 1.0 to 1.4 in the molecule, in an amount such that the amount of the reactive hydroxyl groups is from 0.4 to 0.8 mol, the sum of the amounts of the reactive hydroxyl groups always being 1.0 mol, and from 40 to 60% of the isocyanate groups being converted into urethane groups, and reacting the resulting intermediate with an aliphatic saturated monocarboxylic acid having at least two hydroxyl groups in an amount such that the amount of the reactive hydroxyl groups is from 0.
    Type: Grant
    Filed: April 9, 1998
    Date of Patent: November 23, 1999
    Assignee: Vianova Resins AG
    Inventors: Martin Gerlitz, Rami-Raimund Awad, Ulrike Kuttler, Thomas Fraydl, Martin Leitner, Andreas Kocsar
  • Patent number: 5981653
    Abstract: The present invention relates to a process for the production of aqueous dispersions which form powder coatings at room temperature, have an average particle size of 0.1 to 10 .mu.m, contain polyols and blocked polyisocyanate crosslinking agents, and, after stoving, yield coatings with improved water and solvent resistance, in particular on metallic substrates.
    Type: Grant
    Filed: April 22, 1997
    Date of Patent: November 9, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Oswald Wilmes, Lothar Kahl, Bernd Klinksiek, Christian Wamprecht, Manfred Bock, Klaus Nachtkamp
  • Patent number: 5972158
    Abstract: A process of bonding a plastic is provided. The process comprises applying to a plastic surface an aqueous dispersion of a hydroxyl-functional polyurethane prepolymer obtained by:(1) reaction of:a polyol component containing a polyester polyol,a compound selected from the group of compounds containing groups capable of salt formation and at least two isocyanate-reactive groups,an isocyanate component in a stoichiometric excess, at least 20% by weight of said component consisting of tetramethyl xylylene diisocyanate, and(2) subsequent dispersion in water and at least partial reaction of the remaining NCO groups with an aminoalcohol and, optionally, subsequent chain extension. The process further comprises drying said applied aqueous dispersion to form a primer and bonding said plastic surface having said primer to a part to be joined thereto. The process is particularly useful for priming plastics such as polyvinyl chloride.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: October 26, 1999
    Assignee: Kenkel Kommanditgeselschaft auf Aktien
    Inventors: Horst Hoffmann, Hans-Georg Kinzelmann, Hans-Peter Kohlstadt
  • Patent number: 5965195
    Abstract: The present invention relates to coating composition, which is suitable for preparing light fast coatings and contains a cosolvent-free, aqueous, anionic dispersion of polyurethane-ureas, the solids content of which contains the reaction product, present at least partially in salt form, ofa) an NCO prepolymer prepared fromi) an aliphatic and/or cycloaliphatic diisocyanate,ii) a macrodiol having a number average molecular weight of 500 to 10,000iii) a 2,2-bis-(hydroxymethyl)alkane monocarboxylic acid andiv) a diol having a molecular weight of 62 to 400, withb) optionally a diamine,c) a monofunctional chain terminating agent,d) water ande) a neutralizing agent,provided that the NCO content of the prepolymer is up to 25% lower than the theoretical value, the entire polyurethane-urea synthesis reaction is performed in the homogeneous phase and no cosolvent having a boiling range of greater than 100.degree. C. is used during the preparation of the dispersion of polyurethane-ureas.
    Type: Grant
    Filed: December 11, 1997
    Date of Patent: October 12, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns-Peter Muller, Horst Gruttmann, Holger Casselmann, Heino Muller, Joachim Petzoldt, Manfred Bock
  • Patent number: 5959003
    Abstract: The present invention provides particulate aqueous polyurethane dispersions and a process for producing the same. Two diverse polyols are reacted with two different amount of hydrophilic group-containing dihydric alcohols to obtain a hydrophobic prepolymer and a hydrophilic prepolymer respectively, and the two prepolymers obtained are together dispersed in water. After chain-extending the dispersed prepolymers, core-shell aqueous polyurethane dispersions are produced, wherein the shell is made from the hydrophilic prepolymer and the core is made from the hydrophobic prepolymer. The polyurethane product made from the aqueous polyurethane dispersions of the invention has superior solvent resistance and can be employed in industrial coating or surface treatment of leather or textiles.
    Type: Grant
    Filed: August 19, 1997
    Date of Patent: September 28, 1999
    Assignee: Industrial Technology Research Institute
    Inventors: Huey-Huey Lo, Yi-Hung Jan, Huey-Zong Wen, Wen-Jiunn Chen, Nien-Shi Chang