Two Or More Organic Nitrogen Compounds As Reactants Patents (Class 523/417)
  • Patent number: 8519091
    Abstract: The present invention provides curing agent compositions comprising the reaction product of polyalkyleneamine compounds and polyalkylene polyether polyol modified polyepoxide resins. Amine-epoxy compositions and thick layer compositions produced from these amine-epoxy compositions are also disclosed.
    Type: Grant
    Filed: April 10, 2007
    Date of Patent: August 27, 2013
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Williams René Edouard Raymond
  • Patent number: 8518547
    Abstract: The present invention provides curing agent compositions comprising alkylated polyalkylene polyamine compounds. Amine-epoxy compositions and articles produced from these amine-epoxy compositions are also disclosed.
    Type: Grant
    Filed: August 6, 2008
    Date of Patent: August 27, 2013
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gamini Ananda Vedage, Williams Rene Edouard Raymond, Peter Andrew Lucas, David Alan Dubowik
  • Patent number: 8513376
    Abstract: The present disclosure provides polyamides and amidoamine curing agents including the reaction product of (1) a modified amine component comprising at least one multifunctional amine of structure 1: wherein R1 is selected from C1-C16 linear, cyclic, and branched alkyl, alkenyl, and alkaryl groups; R2 and R4 are hydrogen, R3 is R1 or hydrogen, X, Y, and Z are independently selected from C2-C10 alkylene, hexylene and cycloalkylene groups, n=0, 1, 2, 3, 4, 5, 6, or 7; and (2) a fatty acid component. Exemplary fatty acid components include at least one of monomer fatty acids, dimer fatty acids, trimer fatty acids, polymer fatty acids, esters of monomer, dimer, trimer, and polymer fatty acids and combinations thereof. The method for making the curing agents and articles formed therefrom are also disclosed.
    Type: Grant
    Filed: March 15, 2011
    Date of Patent: August 20, 2013
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Williams Rene Edouard Raymond, David Alan Dubowik, Gamini Ananda Vedage
  • Publication number: 20120149804
    Abstract: Compositions and methods for forming surfactants, aqueous dispersions, and curing agents are provided. In one aspect, the invention relates to improved epoxy functional surfactants prepared by reaction of an epoxy composition and an amidoamine composition formed from a blend of acid-terminated polyoxyalkylene polyols. The improved epoxy functional surfactants may be reacted with an excess of epoxy composition and water to result in an aqueous dispersion. The amidoamone composition may be a reaction mixture of a diamine compound and an acid terminated polyoxyalkylene composition formed from two or more polyoxyalkylene polyol compounds. The epoxy functional surfactant may be reacted with amine compounds to form a compound suitable as a curing agent.
    Type: Application
    Filed: December 13, 2010
    Publication date: June 14, 2012
    Inventors: Jim D. Elmore, Larry Steven Corley, Jerry R. Hite
  • Patent number: 8143331
    Abstract: The present invention provides curing agent compositions comprising the reaction product of alkylated polyalkyleneamine compounds and polyalkylene polyether polyol modified polyepoxide resins. Amine-epoxy compositions and articles produced from these amine-epoxy compositions are also disclosed.
    Type: Grant
    Filed: February 7, 2007
    Date of Patent: March 27, 2012
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Williams René Edouard Raymond, Gamini Ananda Vedage, Stephen Francis Monaghan, Michael Ian Cook, Susana R. Grote
  • Patent number: 7993751
    Abstract: The present invention provides epoxy curing agent compositions comprising alkylated aminopropylated methylene-di-(cyclohexylamine) compounds. Amine-epoxy compositions and articles produced from these amine-epoxy compositions are also disclosed.
    Type: Grant
    Filed: August 6, 2008
    Date of Patent: August 9, 2011
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gamini Ananda Vedage, Williams Rene Raymond, Maw Lin Foo
  • Patent number: 7893136
    Abstract: A water soluble polymer comprising a copolyhydroxyaminoether having side-chains of polyalkylene oxides, an aqueous solution of said polymer and process for preparing the copolyhydroxyaminoether.
    Type: Grant
    Filed: November 25, 2009
    Date of Patent: February 22, 2011
    Assignee: Dow Global Technologies, Inc.
    Inventors: Terry W. Glass, William J. Harris, Jerry E. White, Mike Cavitt, David C. Jammer, Louis A. Willy, Jr.
  • Patent number: 7615584
    Abstract: The present invention relates to a method of preparation of a water based epoxy resin curing agent in dispersion form which is formed by combining an amine-functional dispersion (A) with an amine-functional curing agent (B). The invention also relates to the curing agent obtained from said method, its use for curing two component water based epoxy systems, compositions obtained from such curing and various uses of the compositions obtained.
    Type: Grant
    Filed: March 17, 2009
    Date of Patent: November 10, 2009
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Lohe Matthias, Michael Cook, Achim Klippstein
  • Patent number: 7189770
    Abstract: An amine curing component which can be used with various types of prepolymers including a urethane prepolymer having a reactive functional group of highly reactivity is provided. Also provided is a curable resin composition containing such curing component. This curable resin composition exhibits good surface and depth curability in the curing, and adjustment of pot life is also easy. The curing component contains an amino group-containing compound (A), a ketone compound (B), a ketimine compound (C), and water (D), and the curable resin composition contains this curing component.
    Type: Grant
    Filed: November 21, 2003
    Date of Patent: March 13, 2007
    Assignee: The Yokohama Rubber Co., Ltd.
    Inventors: Hiroyuki Okuhira, Akihito Kanemasa, Hiroyuki Hosoda
  • Patent number: 7087684
    Abstract: Self-dispersing, hardenable epoxy resins produced by reacting one or more ?,?-unsaturated carboxylic acid esters with one or more aminopolyalkylene oxide compounds, and reacting the thus formed intermediate with one or more polyepoxide compounds, are described. Processes for their production, aqueous dispersions containing the same and methods for their use are also described.
    Type: Grant
    Filed: November 30, 2004
    Date of Patent: August 8, 2006
    Assignee: Cognis Deutschland GmbH & Co. KG
    Inventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
  • Patent number: 7008980
    Abstract: Waterborne coating compositions, methods of applying such compositions, and substrates coated with such compositions are described. The compositions include an aqueous dispersion of a polyurethane resin, an epoxy resin, and a polyvinyl chloride resin. The compositions can also include an aminoplast such as a melamine, and one or more curing agents. Additionally, the compositions can include flatting agents, colored metallic and/or polymeric particles, hard particles, surfactants, rheology modifiers, defoamers, and coalescing aids. The coating composition can be applied to virtually any surface and cured using conventional heat curing techniques, whether or not there is a chemically embossed layer. However, it is advantageously used in surface coverings in combination with a chemically embossed layer. In one embodiment, the surface covering includes a chemically embossed layer and a cured top layer, which are both cured in a single heating step or plurality of heating steps.
    Type: Grant
    Filed: January 17, 2002
    Date of Patent: March 7, 2006
    Assignee: AWI Licensing Company
    Inventor: Dong Tian
  • Patent number: 6984674
    Abstract: A curable coating composition is disclosed comprising a resinous binder comprising (a) a reaction product of an epoxy-containing polymer with a compound containing phosphorus acid groups, the reaction product having reactive functional groups, and (b) a curing agent having functional groups reactive with the functional groups of (a). An electroconductive pigment is dispersed in (a) such that the weight ratio of the electroconductive pigment to (a) plus (b) is within the range of 0.5 to 9.0:1. When the curable coating composition is deposited and cured on a metal substrate, the cured coating is weldable.
    Type: Grant
    Filed: March 18, 2004
    Date of Patent: January 10, 2006
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Ralph C. Gray, Ellor James Van Buskirk, Michael J. Pawlik, Richard M. Nugent, Jr., Dennis W. Jones, Kathleen M. Coldren, Steven D. Perrine, James E. Jones
  • Patent number: 6773754
    Abstract: Aqueous solutions of inorganic nitrate salts are used to accelerate the gelling of epoxy gelcoat resins without adversely affecting the glass transition temperature of the finally cured gelcoat. The aqueous accelerants may be used to accelerate gelling of gelcoats that are formed during initial fabrication of composite parts. The aqueous acclerants are also useful for shortening the gel time of gelcoats that are intended for use in repairing damaged structures.
    Type: Grant
    Filed: December 10, 2002
    Date of Patent: August 10, 2004
    Assignee: Hexcel Composites, Ltd.
    Inventor: Mark Whiter
  • Patent number: 6689459
    Abstract: An improved aqueous cathodic electrocoating composition having a binder of an epoxy-amine adduct which is an epoxy resin that has been reacted with an amine, a blocked polyisocyanate crosslinking agent and an organic or inorganic acid as the neutralizing agent for the epoxy amine adduct; where the improvement is a catalyst of an alkyl tin oxide that has been dissolved with an organic or inorganic acid to provide a clear cathodic electrocoating composition.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: February 10, 2004
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Ding-Yu Chung, Yuehua Liu
  • Patent number: 6670041
    Abstract: Water-dilutable binders which are self-crosslinking at room temperature, comprising reaction products ABF with epoxy-amine adducts A and formaldehyde resin formers B selected from phenols B1, (substituted) ureas B2, melamine B3, guanamines B4, and mixtures of said resin formers, with formaldehyde F or compounds which give off formaldehyde under the reaction conditions, may be formulated, following at least partial neutralization, to give aqueous coating materials which give coatings affording outstanding corrosion protection.
    Type: Grant
    Filed: November 2, 2001
    Date of Patent: December 30, 2003
    Assignee: Solutia Austria GmbH
    Inventors: Willibald Paar, Roland Feola, Johann Gmoser, Michael Gobec
  • Patent number: 6653369
    Abstract: Water dilutable amine curing agents for aqueous epoxy resin dispersions, comprising a combination of an epoxide-amine adduct with an emulsifier, the epoxide-amine adduct being obtainable by reacting a polyepoxide with a reaction product of an amine and an epoxide component or an amine and subsequent reaction with an epoxide component, the amount of amine being chosen such that the number of nitrogen-attached hydrogen atoms the number of epoxide groups by a factor of from 2 to 10, and the emulsifier being obtainable by reacting diepoxides or polyepoxides with compounds that are at least difunctional with respect to epoxides, optionally with compounds D that are monofunctional with respect to epoxides, and with amines G which contain at least one tertiary and at least one primary or at least two secondary amino group(s).
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: November 25, 2003
    Assignee: Solutia Austria GmbH
    Inventors: Martin Gerlitz, Thomas Fischer, Andreas Gollner, Manfred Gogg, Elfriede Prucher, Heike Schneeberger, Josef Wenzl
  • Patent number: 6596817
    Abstract: Low molar mass polyester polyols having a weight average molar mass Mw of up to 3500 g/mol, hydroxyl numbers of from 80 to 280 mg/g and acid numbers of from 5 to 40 mg/g, comprising structural units derived from aliphatic monocyclic or polycyclic compounds containing at least two hydroxyl and/or epoxide groups and at least one heteroatom, aliphatic acyclic or cyclic polyhydroxy compounds containing three or more hydroxyl groups per molecule, linear or branched aliphatic dihydroxy compounds and aliphatic cyclic polycarboxylic acids, alone or in a mixture with low molar mass acrylate copolymers, may be processed to give coating materials which dry rapidly, and result in defect-free surfaces.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: July 22, 2003
    Assignee: Solutia Austria GmbH
    Inventors: Ulrich Epple, Ulrike Kuttler, Adolf Labenbacher
  • Patent number: 6559206
    Abstract: The invention consists of a bitumen/resin composite emulsion for a road surface protection layer against the attacks of petroleum derivates, realised by mixing a first emulsion comprising at least one resin with a second emulsion comprising a bituminous binder and a resin crosslinking agent. A pigmentary preparation and/or a load made of a filler or sand or a fine sand or their combinations, can be incorporated to the first emulsion, the second emulsion or into the composite emulsion resulting from the mixture of both emulsions. The loaded composite emulsion enables the realisation of thin film-type surface coatings made of one or several layers.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: May 6, 2003
    Assignee: Colas
    Inventors: Graziella Durand, Eric Godard, Jean-François Gal
  • Patent number: 6503629
    Abstract: The present invention provides a cationic coating composition capable of forming a coating film which is excellent in a corrosion resistance and an adhesive property and an electrodepositably coating property toward a rust preventive steel plate (zinc-plated steel plate). The cationic coating composition described above comprises as a vehicle component, a polyol-modified, amino group-containing epoxy resin prepared by reacting an epoxy resin (A) having an epoxy equivalent of 180 to 2500 with a polyol compound (B) obtained by adding caprolactone to a compound having plural active hydrogen groups and an amino group-containing compound (C).
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: January 7, 2003
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Shigeo Nishiguchi, Koji Kamikado, Tadayoshi Hiraki, Akira Tominaga
  • Patent number: 6479151
    Abstract: The present invention provides a water borne two-component cross-linkable composition based on an aqueous dispersion of an at least partially neutralized amino-functional epoxy derived polymer and a compound comprising at least two acetoacetate groups or acetoacetamide groups or a combination of the two groups. This composition provides coatings with high gloss, good water and solvent borne resistance, and high hardness. This composition also provides adhesives with high adhesion power.
    Type: Grant
    Filed: April 12, 2001
    Date of Patent: November 12, 2002
    Assignee: Akzo Nobel, N.V.
    Inventors: Roelof Buter, Tom Van't Veer, Josephina Johanna Hendrika Maria Schlief, Petrus Johannes Arnoldus Geurink
  • Patent number: 6410146
    Abstract: A cationic electrodeposition coating composition is provided which contains blocked isocyanate curing agent which is blocked with a substance not recognized as a HAPs (hazardous atmospheric pollutant). The cationic electrodeposition coating composition of the present invention contains a cationic group-containing epoxy modified base resin and a blocked isocyanate curing agent, wherein said blocked isocyanate curing agent is obtained by reacting a polyisocyanate compound with, as a blocking agent, a terminal primary OH-containing propylene glycol monoalkyl ether and expressed by the formula RO(CH(CH3)CH2O)nH (where R is an alkyl group having 1 to 8 carbons, which may be branched, and n is 1 to 3).
    Type: Grant
    Filed: January 5, 2001
    Date of Patent: June 25, 2002
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Shinsuke Shirakawa, Keisuke Tsutsui, Mitsuo Yamada
  • Patent number: 6395806
    Abstract: Hardeners for epoxy resins produced by reacting one or more &agr;,&bgr;-unsaturated carboxylic acid esters with one or more hydroxy compounds, reacting the thus formed intermediate with one or more aminopolyalkylene oxide compounds, reacting the thus formed intermediate with one or more polyepoxide compounds, and reacting the thus formed intermediate with one or more amines are described. Processes for their production, aqueous dispersions containing the same and methods for their use are also described.
    Type: Grant
    Filed: May 7, 2001
    Date of Patent: May 28, 2002
    Assignee: Cognis Deutschland GmbH
    Inventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
  • Patent number: 6387988
    Abstract: Hardeners for epoxy resins produced by reacting one or more &agr;,&bgr;-unsaturated carboxylic acid esters with one or more aminopolyalkylene oxide compounds, reacting the thus formed intermediate with one or more polyepoxide compounds, and reacting the thus formed intermediate with one or more amines are described. Processes for their production, aqueous dispersions containing the same and methods for their use are also described.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: May 14, 2002
    Assignee: Cognis Deutschland GmbH
    Inventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
  • Patent number: 6387506
    Abstract: A resin composition for paper-coating, which comprises (A) a cross-linked amine compound which is a reaction product of (a) an aliphatic amine, (b) a glycidyl compound having at least two glycidyl groups in the molecule and (c) a compound selected from &agr;,&bgr;-unsaturated carbonyl compounds, &agr;,&bgr;-unsaturated nitrile compounds and &agr;-halocarboxylic acid groups; and (B) at least one selected from a group consisting of (B1) non-polymer nonvolatile substances and (B2) polyhydric alcohols, is provided, and the resin composition for paper-coating can realize high quality of coated paper by being mixed with a pigment and an aqueous binder and being coated on paper, which does not cause generation of formaldehyde and which does not tend to produce disadvantages such as thickening and deterioration in flowing property, and for paper using the resin composition and a coated paper produced by using the coating composition are also provided.
    Type: Grant
    Filed: November 26, 1999
    Date of Patent: May 14, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Akira Kawamura, Akira Tanikawa, Toshiyuki Hasegawa, Yutaka Shibata, Toshishige Hamaguchi
  • Patent number: 6387989
    Abstract: Hardeners for epoxy resins produced by reacting one or more &agr;,&bgr;-unsaturated carboxylic acid esters with one or more aminopolyalkylene oxide compounds, reacting the thus formed intermediate with one or more polyhydroxy compounds, reacting the thus formed intermediate with one or more polyepoxide compounds, and reacting the thus formed intermediate with one or more amines are described. Processes for their production, aqueous dispersions containing the same and methods for their use are also described.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: May 14, 2002
    Assignee: Cognis Deutschland GmbH
    Inventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
  • Patent number: 6342580
    Abstract: A process for obtaining aminopolyamide-epichlorohydrin resins with a 1,3-dichloro-2-propanol content which is undetectable by ordinary means of vapor-phase chromatography. The process consists of passing the products resulting from the successive condensation of aminopolyamides and epichlorohydrin through two columns of activated carbon. In this way, aqueous resins are obtained which are free of toxic products, and which are particularly valuable as wet strength additives in the manufacture of papers for medical, cosmetic or food contact uses.
    Type: Grant
    Filed: February 2, 2000
    Date of Patent: January 29, 2002
    Assignee: Atofina
    Inventors: Henri Laurent, Thierry Dreyfus, Chantal Poulet, Serge Quillet
  • Patent number: 6309707
    Abstract: The present invention relates to a coating composition comprising at least three components, characterized in that component (I) contains as binder at least one acrylate copolymer which is dissolved or dispersed in organic solvent and has a number-average molecular weight of between 1000 and 30,000, an OH number of from 40 to 200 and an acid number of from 5 to 150 and/or polyester resin having a number-average molecular weight of between 1000 and 30,000, an OH number of from 30 to 250 and an acid number of from 5 to 150 and/or polyurethane resin having a number-average molecular weight of between 1000 and 30,000, an OH number of from 20 to 200 and an acid number of from 5 to 150, and, if desired, a further binder, the binder components being selected such that a 50% strength solution of the binder in ethoxyethyl propionate has a viscosity at 23° C. of ≦2.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: October 30, 2001
    Assignee: BASF Coatings AG
    Inventors: Bernd Mayer, Uwe Meisenburg, Egbert Nienhaus
  • Patent number: 6300395
    Abstract: A hydrophilic coating having excellent hydrophilicity, which can prevent offensive odor generation, and which has a good antibacterial performance and formability, is formed on an aluminum-containing metal material by coating an aqueous hydrophilization treating liquid containing (A) a glycidyl group-containing, water-soluble organic compound; (B) a water-soluble polymeric or polymerizable compound having a tert-amino group and at least one hydrophilic functional group selected from sulfonic, phosphonic, carboxyl, polyalkyleneglycol, hydroxyl and amide groups; and (C) an antibacterial agent not decomposing at 100° C. or lower, on an aluminum-containing metal material; and heat-drying the coated liquid.
    Type: Grant
    Filed: December 5, 1995
    Date of Patent: October 9, 2001
    Assignee: Nikon Parkerizing, Co., Ltd.
    Inventors: Ryosuke Sako, Tomohiro Ohsako, Tatsuo Hibino
  • Publication number: 20010027227
    Abstract: Polymeric compounds useful as low foaming surfactants and defoaming and stabilizing agents for aqueous-and nonaqueous-based compositions, and to processes for the preparation of the polymeric compounds, wherein the polymeric compounds are the reaction products of reactants comprising
    Type: Application
    Filed: February 15, 2001
    Publication date: October 4, 2001
    Inventors: Kenneth Breindel, Ronald W. Broadbent, Michael S. Wiggins, Marcie Natale
  • Patent number: 6294645
    Abstract: The invention relates to resin systems useful for imparting dry-strength to paper without substantially increasing the paper's wet-strength wherein the resin system comprises a cationic component and an anionic component. The invention also relates to the process for incorporating these resin systems into paper and the paper produced containing the resin systems.
    Type: Grant
    Filed: July 25, 1997
    Date of Patent: September 25, 2001
    Assignee: Hercules Incorporated
    Inventors: Anthony J. Allen, Elliott Echt, William W. Maslanka, Jeffrey C. Peters
  • Patent number: 6258875
    Abstract: Aqueous dispersions of modified epoxy resins with a urethane and a urea group content of 5-250 mmol, based on 100 g solid content of the dispersion, containing one or more modified epoxy resins A) having an epoxy equivalent weight of 250-10,000, whereby the modified epoxy resins A) are the reaction product of A1) 43,0-86,0 wt-% of one or more epoxy compounds having at least 2 epoxy groups per molecule and an epoxy equivalent weight of 100 to 2000, A2) 10,0-25,0 wt-% of one or more aromatic polyols, A3) 2,0-12,0 wt-% of one or more aliphatic polyols and A4) 2,0-20,0 wt-% of one or more polyisocyanates.
    Type: Grant
    Filed: March 17, 2000
    Date of Patent: July 10, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Bettina Vogt-Birnbrich, Morenike Gisela Awokola, Heike Beyers
  • Patent number: 6225376
    Abstract: An emulsified reactive epoxy polymer composition which is readily dispersed in water and is particularly suited for use in a coating composition which may be cured at ambient temperatures. The emulsifiable epoxy composition incorporates a hydrophilic polyoxyalkylene segment.
    Type: Grant
    Filed: November 20, 1998
    Date of Patent: May 1, 2001
    Assignee: The Dow Chemical Company
    Inventors: Dieter H. Klein, Karin C. Joerg
  • Patent number: 6221934
    Abstract: Stable aqueous emulsions of epoxy resins are provided using an epoxy-functional surfactant prepared by reacting an amidoamine having the formula: wherein R1 is an alkyl, aryl, or arylalkyl group or mixtures thereof having 1 to 15 carbon atoms, R2 is aliphatic, cycloaliphatic, or aromatic group having 2 to 18 carbon atoms optionally containing non-reactive oxygen or at most all average of 4 secondary and/or tertiary nitrogen atoms per structure in the backbone, X and Y are independently a hydrogen, methyl or ethyl group with the provision that if X is methyl or ethyl, Y is hydrogen or if Y is methyl or ethyl, X is hydrogen, and n+m+o is a real number from 40 to 400, and n+o is a real number in an amount effective to provide resin emulsification, and the ratio of (I) to (II) by weight.
    Type: Grant
    Filed: July 17, 1998
    Date of Patent: April 24, 2001
    Assignee: Shell Oil Company
    Inventors: Charles J. Stark, Jimmy D. Elmore, Gayle Edward Back, Pen-Chung Wang, Ernest Charles Galgoci, Jr.
  • Patent number: 6156823
    Abstract: An improved aqueous cathodic electrocoating composition having a binder of an epoxy-amine adduct and a blocked polyisocyanate crosslinking agent; wherein the improvement is the use of a catalytic amount of bismuth trioxide dispersed in the electrocoating composition.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: December 5, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Robert John Sikora
  • Patent number: 6136894
    Abstract: An aqueous epoxy resin system suitable for coatings comprises (a) water, (b) at least one epoxy resin and (c) a curing agent prepared by (i) reacting at least one polyamine having at least 3 active amine hydrogen atoms per molecule and at least one epoxy resin in an epoxy equivalent to to polyamine mole ratio of from 0.9:1 to 1:10 to obtain an amine-terminated intermediate; (ii) reacting the amine-terminated intermediate with from 0.5 to 25 weight percent, based on the amine-terminated intermediate, of an acid-terminated polyalkylene glycol to yield an amine-terminated curing agent. The amine-terminated intermediate can be capped with a monoepoxide in an amine hydrogen to epoxy groups ratio of from about 1.5:1 to 30:1 prior to reaction with the acid-terminated polyalkylene glycol, or the amine-terminated curing agent following step (ii) can be capped with a monoepoxide in an amine hydrogen atoms to epoxy groups ratio of from about 2:1 to 30:1.
    Type: Grant
    Filed: November 19, 1999
    Date of Patent: October 24, 2000
    Assignee: Shell Oil Company
    Inventors: Charles J. Stark, deceased, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
  • Patent number: 6127459
    Abstract: A water-compatible curing agent for epoxy resins is prepared by (a) reacting at least one polyamine having at least 3 active amine hydrogen atoms per molecule and at least one epoxy resin in an epoxy equivalent to polyamine mole ratio of from 0.9:1 to 1:10 to obtain an amine-terminated intermediate; (b) reacting the amine-terminated intermediate with from 0.5 to 25 weight percent, based on the amine-terminated intermediate, of an acid-terminated polyalkylene glycol to yield an amine-terminated curing agent. The amine-terminated intermediate can be capped with a monoepoxide in an amine hydrogen atoms to epoxy groups ratio of from about 1.5:1 to 30:1 prior to reaction with the acid-terminated polyalkylene glycol, or the amine-terminated curing agent produced following step (b) can be capped with a monoepoxide.
    Type: Grant
    Filed: June 10, 1998
    Date of Patent: October 3, 2000
    Assignee: Shell Oil Company
    Inventors: Charles J. Stark, deceased, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
  • Patent number: 6077884
    Abstract: A blend of epoxy-amine adducts are useful as emulsifiers of aqueous epoxy resin dispersions comprises (A-1) one or more epoxy-amine adduct(s) obtained by the reaction of (i) one or more aromatic, cycloaliphatic or novolac epoxy compound(s) and (ii) one or more amine-terminated polyalkylene glycol(s) having a molecular weight of from 700-5000 and an ethyleneoxide content of at least 60% by weight in an equivalent ratio of amine-terminated polyalkylene glycol(s) to epoxy compound(s) of from 0.01:1 to 0.9:1; (A-2) one or more epoxy-amine adduct(s) derived from the reaction of (i) one or more aliphatic epoxy compound(s) and (ii) one or more amine-terminated polyalkylene glycol(s) having a molecular weight of from 700-5000 and an ethyleneoxide content of at least 60% by weight in an equivalent ratio of amine-terminated polyalkylene glycol(s) to epoxy compound(s) of from 0.01:1 to 0.
    Type: Grant
    Filed: September 25, 1998
    Date of Patent: June 20, 2000
    Assignee: Sika Chemie GmbH
    Inventors: Michael Hess, Horst Schneider, Michael Hiller
  • Patent number: 6034200
    Abstract: A heat-curable resin composition comprising a multifunctional epoxy resin monomer and a heat-latent curing agent of formula (I) provides a cured epoxy resin having good thermal and dimensional stability: ##STR1## wherein: R is hydrogen, a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: March 7, 2000
    Assignee: Korea Research Institute of Chemical Tech.
    Inventors: Jae-Rock Lee, Soo-Jin Park, Sang-Bong Lee
  • Patent number: 6031028
    Abstract: This invention provides a cationic electrodeposition coating composition comprising(A) a resin prepared by reacting an epoxy- or carboxyl-containing acrylic polymer, a bisphenol compound and a bisphenol diglycidyl ether-type epoxy resin to produce an epoxy-containing resin and introducing thereinto cationic groups and(B) a hydroxyl- and amino-containing acrylic resin, the resins (A) and (B) being crosslinked and cured by urethanation reaction with (C) an isocyanate crosslinking agent component. The cationic electrodeposition coating composition of the invention is excellent in curability and in corrosion resistance of the cured coating film.
    Type: Grant
    Filed: March 10, 1998
    Date of Patent: February 29, 2000
    Assignee: Kansai Paint Company, Limited
    Inventors: Yutaka Iino, Katsuhisa Sugisaki, Koji Kamikado
  • Patent number: 6020069
    Abstract: An improved aqueous cathodic electrocoating composition of an aqueous carrier having dispersed therein a film forming binder of (1) an epoxy-resin amine adduct and (2) a blocked polyisocyanate crosslinking agent; wherein the improvement is an epoxy resin amine adduct which is a reaction product of an epoxy resin and a polyhydric phenol which is chain extended with a primary amine to form a chain extended epoxy resin having epoxy end groups and an equivalent amine to epoxy ratio is 1-10 to 4-10 and wherein the epoxy end groups of the resin are reacted with a ketimine and/or a diamine and the resulting chain extended epoxy resin has an epoxy equivalent weight of about 700-2,000 and is neutralized with an organic or inorganic acid; wherein the electrocoating composition has improved throw power and forms coatings that have improved corrosion resistance in comparison to conventional electrocoating compositions formed from epoxy resins extended with conventional diamines or polyols.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: February 1, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Joseph A. Antonelli, Christopher Scopazzi
  • Patent number: 5977215
    Abstract: The present invention is directed to improved aqueous dispersions containing polyurethane/vinyl polymers. The improved aqueous dispersions comprise polymer particles of a urethane prepolymer having carboxyl functionality therein and a vinyl monomer polymerized thereon, which are shelf stable and self crosslinkable at a low temperature. The polyurethanes have pendant carboxyl functionality in quaternary form and pendant epoxide groups provided by glycidyl acrylates and/or methacrylates. When the aqueous dispersions are cast as film and the water is removed, crosslinking between the carboxyl group and the epoxide group occurs.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: November 2, 1999
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Chao-Fong Tien, Chung-Ling Mao, Jeanine M. Snyder, Adalgery Beck
  • Patent number: 5977247
    Abstract: An aqueous coating composition useful as electro-deposition coatings includes (A') an aqueous dispersion of a resin (A) having functional groups which are reactive toward isocyanate, and (B') an aqueous, solvent-free dispersion of a solubilized masked polyisocyanate (B). The coating is cured by baking at a temperature which regenerates the isocyanate groups.
    Type: Grant
    Filed: October 3, 1997
    Date of Patent: November 2, 1999
    Assignee: Vianova Resins GmbH & Co. KG
    Inventors: Markus A. Schafheutle, Achim Voelker, Susanne Wehner, Gerd Walz
  • Patent number: 5955567
    Abstract: Cross-linked cationic polymers are prepared by alkylating a polyaminoalide with 5 to 30 mole percent, relative to the amount of nitrogen available for alkylation, of a quaternary ammonium alkylating agent and cross-linking the resulting alkylated polyaninoamide with a molar amount of epichlorohydrin corresponding to the non-quaternized nitrogen content. The cross-linked cationic polymers are suitable for use as wet-strength resins in the treatment of paper.
    Type: Grant
    Filed: January 8, 1998
    Date of Patent: September 21, 1999
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Joaquim Bigorra Llosas, Rafael Pi Subirana
  • Patent number: 5905103
    Abstract: The invention relates to a process for the preparation of pigment paste resins for cathodically depositable coating compositions, wherein diepoxide compounds which contain polyoxyalkylene structures and alkyl and/or alkylene and/or hydroxyalkyl radicals having more than 3 carbon atoms are first reacted to form epoxy resin/amine adducts and final products with oxazolidine structures are obtained by a partial or complete reaction of secondary amino groups with formaldehyde.
    Type: Grant
    Filed: March 15, 1993
    Date of Patent: May 18, 1999
    Assignee: Vianova Resins, AG
    Inventors: Helmut Honig, Georg Pampouchidis, Willibald Paar, Herbert Matzer, Manfred Valtrovic
  • Patent number: 5888655
    Abstract: A composite coating is described. The composite comprises a substrate; one or more primer coating layers disposed on the substrate; and at least one topcoat layer disposed on the outermost primer coating layer. The outermost primer coating layer is obtained by reaction of a primer composition that includes a novolac resin having at least one carbamate group and an aminoplast resin.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: March 30, 1999
    Assignee: BASF Corporation
    Inventors: Paul J. Harris, Gregory G. Menovcik
  • Patent number: 5804615
    Abstract: This invention relates to an aqueous coating composition based on epoxy resins for coating plastic substrates. It contains7.5 to 25 wt. % of one or more epoxy resins1.5 to 10 wt. % of one or more water-miscible polyamines0 to 10 wt. % of one or more chlorinated and/or non-chlorinated polyolefins1 to 35 wt. % of electrically conductive pigments and/or extenders5 to 25 wt. % of one or more organic solvents and35 to 60 wt. % of waterwherein the sum of the above-stated constituents amounts to 100 wt. % and the coating composition additionally contains conventional lacquer additives, pigments and/or extenders and optionally further binders.
    Type: Grant
    Filed: December 16, 1996
    Date of Patent: September 8, 1998
    Assignee: Herberts Gesellschaft Mit Beschrankter Haftung
    Inventors: Peter Schreiber, Reinhard Windmann, Dieter Huber, Stefanie Goecke
  • Patent number: 5789468
    Abstract: An improved aqueous cathodic electrocoating composition having a binder of an epoxy-amine adduct and a blocked polyisocyanate crosslinking agent; wherein the improvement is the incorporation of an anticrater agent which is a polyoxyalkylene diamine having a number average molecular weight of about 700-5,000 by reacting it with the epoxy resin of the epoxy-amine adduct; wherein the amine to epoxy equivalence ratio of amine groups of the polyoxyalkylene diamine to epoxy groups of the epoxy resin of the epoxy amine adduct is within the range of 0.01-0.90 to 1 and the resulting epoxy amine adduct has a number average molecular weight of about 1,500-20,000; where the above molecular weights are determined by Gel Permeation Chromatography (GPC) using polystyrene as the standard.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: August 4, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Ding Yu Chung
  • Patent number: 5739185
    Abstract: The present invention provides a cationic electrodepositable coating composition comprising:?I! a polyurethane-modified epoxy resin-amine adduct obtained by a reaction of:(A) a polyurethane compound having one terminal isocyanate group in the molecule, obtained by a reaction of (a) a polyhydroxy compound having a number-average molecular weight of 50-8,000, (b) a polyisocyanate compound, and (c) a compound having one active hydrogen atom in the molecule,(B) a bisphenol type epoxy resin having at least two epoxy groups in the molecule, and(C) an active-hydrogen-containing amine compound, and ?II! a nonionic film-forming resin.
    Type: Grant
    Filed: August 16, 1995
    Date of Patent: April 14, 1998
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Hidehiko Haneishi, Masanobu Kudoh, Koji Kamikado
  • Patent number: 5672432
    Abstract: Cathodic electrocoat compositions containing self-crosslinking polymers are described. The polymers of the invention are formed from an epoxide-functional prepolymer having polyepoxide and extender segments. Each extender segment has at least one pendant hydroxyalkyl carbamate group. The prepolymer is reacted with an amine compound having at least one blocked primary amine group and at least one epoxide-reactive group. The primary amine group is unblocked and the resultant polymer is dispersed in water with the aid of a neutralizing acid.
    Type: Grant
    Filed: November 16, 1995
    Date of Patent: September 30, 1997
    Assignee: BASF Corportion
    Inventors: Paul J. Harris, Timothy S. December
  • Patent number: 5624976
    Abstract: A root canal sealing dental filling composition, includes liquid polymerizable organic monomers and filler. The polymerizable organic monomers include an diepoxide monomer and a primary monoamine and/or a disecondary amine monomer. The filler includes 40 to 85 percent by weight of the composition and provides a radiopacity of at least 3 mm/mm Al. A method of sealing a tooth canal, includes providing a canal in a tooth sealing the canal with this root canal sealing dental filling composition.
    Type: Grant
    Filed: March 25, 1994
    Date of Patent: April 29, 1997
    Assignee: Dentsply GmbH
    Inventor: Joachim E. Klee