Organic Nitrogen Compound Contains Isocyanate Group Patents (Class 523/415)
  • Patent number: 6083373
    Abstract: Disclosed are improved electrodeposition bath compositions comprising a resinous phase dispersed in an aqueous medium, the resinous phase being comprised of an active hydrogen containing ionic electrodepositable resin and a curing agent, where the improvement comprises the addition to a lead-free electrodeposition bath of at least one calcium compound in an amount of about 10 to 10,000 parts per million of total calcium and not more than about 200 parts per million soluble calcium, based on electrodeposition bath weight. The electrodeposition bath compositions are preferably cationic and provide for excellent corrosion resistance over a variety of metal substrates including untreated steel. Also disclosed is a method of electrocoating a conductive substrate using the improved electrodeposition bath compositions of the invention. Metallic substrates which are coated using the method of the invention are also disclosed.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: July 4, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Neil D. McMurdie, Alan J. Kaylo, Richard F. Karabin
  • 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: 6017431
    Abstract: Electrodepositable coating composition bath is prepared and maintained to reduce the growth of bacteria in and around the bath. The composition has dispersed in an aqueous medium a resinous phase, said composition having a pH of at least 5, said resinous phase having basic nitrogen groups which are at least partially neutralized with an acid of the formula: ##STR1## wherein R is hydrogen or an alkyl group with one to four carbon atoms. The amount of this acid to neutralize the cationic resinous phase can be an initial amount greater than 90 of the milliequivalents of sulfamic acid based on the total milliequivalents of neutralizing acid in the bath for the electrodeposition coating of articles in the bath. Also, the bath is maintained by post addition of sulfamic acid to a level of greater than 80 weight percent of the milliequivalents of neutralizing acid when the bath has less than or greater than 90 weight percent of the milliequivalents of neutralizing acid in the bath as sulfamic acid.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: January 25, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: David J. Augustini, Victor G. Corrigan, William D. Cook, Alan J. Kaylo
  • Patent number: 6017432
    Abstract: In accordance with the present invention, an electrodepositable composition and a method of electrodeposition using the composition are provided. The electrodepositable composition comprises (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a capped polyisocyanate curing agent; and optionally, (c) a metal-containing catalyst. The capped polyisocyanate curing agent comprises a polyisocyanate at least partially capped with a material having the structure: ##STR1## wherein n is a number of 1 to 10; m is a number of 1 to 10 and R is hydrogen or an alkyl or aryl group or substituted alkyl or aryl group having from about 1 to about 30 carbon atoms.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: January 25, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Donald W. Boyd, Venkatachalam Eswarakrishnan, Gregory J. McCollum, Robert R. Zwack
  • Patent number: 5985955
    Abstract: Disclosed are aqueous dispersions of polyurethane polymers from which films can be formed which have enhanced hydrophilicity. The enhanced hydrophilicity is provided by hydrophilic moieties chemically incorporated in the polymer network.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: November 16, 1999
    Assignee: Witco Corporation
    Inventors: Ibrahim Bechara, Frank Bonney, Konstantinos Arvanitis
  • Patent number: 5980715
    Abstract: The invention relates to cathodically depositable, aqueous electrodeposition coating materials which are characterized in that they contain particles of wax having a diameter of from 1 to 20 .mu.m.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: November 9, 1999
    Assignee: BASF Lacke + Farben AG
    Inventors: Karin Eckert, Uwe Buder, deceased, Susanne Piontek, Margret Stockbrink, Ulrich Heimann
  • 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: 5972189
    Abstract: An electrodepositable composition is provided comprising (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a capped polyisocyanate curing agent; and (c) bismuth diorganodithiocarbamate. Such compositions may be prepared without the use of conventional lead or tin catalysts and exhibit excellent properties as cured coatings.Also provided is a method of electrocoating an electroconductive substrate using the composition of the present invention.
    Type: Grant
    Filed: May 29, 1998
    Date of Patent: October 26, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Neil D. McMurdie, Robert R. Zwack, Matthew S. Scott, Michael L. White
  • Patent number: 5961802
    Abstract: A cationic resin having latent primary amine functionality is described. The latent amine functionality is obtained by reacting a cyclic anhydride with an amine compound having two primary amine groups and one secondary amine group. The cationic resin is combined with a curing agent having a plurality of cyclic carbonate groups in an electrocoat bath.
    Type: Grant
    Filed: September 30, 1997
    Date of Patent: October 5, 1999
    Assignee: BASF Corporation
    Inventors: Timothy S. December, Paul J Harris
  • Patent number: 5948229
    Abstract: An improved electrodepositable composition is provided comprising: (a) an active hydrogen-containing cationic resin electrodepositable on a cathode; (b) a capped polyisocyanate curing agent; and (c) an organotin-containing catalyst. The improvement comprises the addition to the electrodepositable composition of a water immiscible acid functional compound having a hydrocarbon chain of at least 5 carbon atoms. The composition provides improved cure response and appearance properties when electrodeposited over conductive substrates.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: September 7, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Robert R. Zwack, V. Eswarakrishnan, Edward R. Coleridge, Gregory J. McCollum
  • Patent number: 5936013
    Abstract: The invention pertains to a method for producing preparations containing bismuth salts, wherein bismuth oxide is reacted in a specific way with lactic acid and the resulting mixture of bismuthyl lactate and bismuth lactate is dispersed in a binder. These preparations are used as catalytic components in electrophoretic paints to be applied by cathodic deposition. Dipping paints of this kind have excellent application and film properties. This obviates the need to use lead and tin compounds as catalysts.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: August 10, 1999
    Assignee: Vianova Resins AG
    Inventors: Roland Feola, Brigitte Burgmann, Franz Kurzmann
  • Patent number: 5936012
    Abstract: An electrodepositable composition that has: (A) an active hydrogen-containing cationic resin, electrodepositable on a cathode, having: (1) a polyepoxide; (2) an oxygen-substituted diamine compound having the following formula: ##STR1## where n is an integer from 2 to 4; and where R.sup.1 or R.sup.2 are the same or different and either one or both contain at least one oxygen and are alkyl, cycloalkyl, substituted alkyl, or substituted cycloalkyl having from 1 to 6 carbon atoms, or R.sup.1 and R.sup.2 are alkanol groups having from 2 to 6 carbon atoms, or R.sup.1, R.sup.2, and the N atom form a cyclic group which is substituted or unsubstituted such as morpholine and 1-(3-aminopropyl) imidazole; and (B) at least partially blocked isocyanate or polyisocyanate curing agent. The diamine compound of Formula I can be used alone or in conjunction with one or more secondary amines, nonhydroxy group containing amines and/or amines with ring structures.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: August 10, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Marvin L. Kaufman, Patrick O'Neill, Richard F. Karabin, Gregory J. McCollum
  • Patent number: 5935710
    Abstract: This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.
    Type: Grant
    Filed: November 17, 1997
    Date of Patent: August 10, 1999
    Assignee: Vianova Resins GmbH
    Inventors: Michael Hoenel, Armin Pfeil, Thomas Budnick, Heiner Schwan
  • Patent number: 5932636
    Abstract: Aqueous synthetic resin dispersions comprising (A) an ionic resin, based on aralkylated epoxy resins, (B) a blocked polyisocyanate and (C) a polymer of at least one olefinically unsaturated monomer which is capable of undergoing free-radical polymerization are useful, for example, as binders in processes of coating by electrodeposition.
    Type: Grant
    Filed: April 30, 1997
    Date of Patent: August 3, 1999
    Assignee: Vianova Resins GmbH
    Inventors: Uwe Neumann, Michael Hoenel, Achim Voelker, Gerd Walz, Susanne Wehner, Peter Ziegler
  • Patent number: 5912299
    Abstract: Low VOC compositions for coating, staining and protecting porous substrates such as wood, concrete, cement, brick and the like, comprising aqueous dispersions of polyurethane-ureas.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 15, 1999
    Assignee: The Sherwin-Williams Company
    Inventors: Revathi R. Tomko, Barbara J. Varone
  • Patent number: 5910369
    Abstract: A system for protecting surfaces and facilitating the removal of unwanted substances therefrom is disclosed, the system including a polymeric coating having a low volatile organics content (VOC) which is safe for the environment, and a cleaner for application to the coating to remove material from the coating, such as graffiti. The coating may be either a water-based epoxy comprising a bisphenol A resin and polyamide resin, or an aliphatic urethane comprising a polymer having reactive sites which react with a isocyanate and an aliphatic isocyanate. The cleaner is suitable for removing all manner of epoxy and urethane based spray paints, indelible inks, industrial chemicals, and the like. The cleaner comprises N-methyl pyrrolidone in a concentration of fifty percent by weight or greater and a surfactant.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 8, 1999
    Assignee: American Polymer, Inc.
    Inventors: Michael N. Macris, David Dobney
  • Patent number: 5908912
    Abstract: An electrodepositable coating composition is provided comprising (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a curing agent for transurethanation, transamidation or transesterification curing like at least a partially capped polyisocyanate curing agent; and (c) a catalytic mixture of bismuth and an amino acid or amino acid precursor. Optionally, an auxiliary acid may be present to increase the effectiveness of the amino acid in the mixture with bismuth.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: June 1, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Raphael O. Kollah, Matthew S. Scott, Gregory J. McCollum, Joseph A. Bethoski
  • 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: 5894071
    Abstract: Two-component adhesive-, sealing- or coating compositions are being described which are separately packed, and comprise the component A and the component D, whereby the component A is curing as soon as it gets in touch with water or the component D which contains the curing agent for the component A.The component D can be, or a component B containing an ingredient which is curing at the contact of water, or, possibly, at the contact with the component A, orthe component D can also be a mixture of solid matter and a volatile ingredient which is causing the cross-linking of the component A.The advantage of the novel two-component systems is that the component D is working as a curing agent for the component A, however, a surplus thereof is, or self-curing, or it does not leave a nuissance residue in the cured composition.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: April 13, 1999
    Assignee: Sika AG, vorm. Kaspar Winkler & Co.
    Inventors: Peter Merz, Norman E. Blank, Hans-Peter Tschan, Reinhard Ernst Wappmann, Lutz Zabel
  • Patent number: 5883276
    Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and glycidoxy alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 700-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.
    Type: Grant
    Filed: October 22, 1997
    Date of Patent: March 16, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allisa Gam, Ding Yu Chung
  • Patent number: 5880190
    Abstract: A water-based coating composition and methods of making and using the same are disclosed. It is suitable for coating a variety of substrates including polyolefinic substrates such as polypropylene, and operates without aromatic organic solvents.
    Type: Grant
    Filed: October 21, 1997
    Date of Patent: March 9, 1999
    Assignee: A-Line Products Corporation
    Inventor: Alger E. Laura
  • Patent number: 5880175
    Abstract: The subject invention relates to a foundry binder system which cures in the presence of a volatile amine curing catalyst comprising (a) an epoxy resin,(b) an organic polyisocyanate, (c) a reactive unsaturated acrylic monomer or polymer, and (d) an oxidizing agent. The foundry binders are used for making foundry mixes. The foundry mixes are used to make foundry shapes which are used to make metal castings.
    Type: Grant
    Filed: March 4, 1997
    Date of Patent: March 9, 1999
    Assignee: Ashland Inc.
    Inventors: James J. Archibald, Matthew S. Sheridan
  • Patent number: 5876802
    Abstract: The present invention relates to an aqueous two-component polyurethane coating composition comprisingA) a water-dilutable polyacrylate resin (A) having an OH number of from 40 to 200 and an acid number of from 20 to 100 mg of KOH/g, andB) a polyisocyanate component,characterized in that the water-dilutable acrylate resin is obtainable by solution polymerization ofat least one ester of (meth)acrylic acid and a cycloaliphatic C.sub.6 to C.sub.10 alcohol, with the exception of cyclohexyl methacrylate,at least one hydroxyl-containing monomer,if desired, at least one vinyl ester of .alpha.-branched monocarboxylic acids having 5 to 18 carbon atoms per molecule and/or at least one reaction product of acrylic acid and/or methacrylic acid with the glycidyl ester of .alpha.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: March 2, 1999
    Assignee: BASF Coatings AG
    Inventors: Michael Brunnemann, Uwe Meisenburg, Egbert Nienhaus, Heinz-Peter Rink
  • Patent number: 5877240
    Abstract: An epoxy and polyurethane-based sizing composition for fibers used in the reinforcement of engineered thermoplastic molded composites, which exhibits improved hydrolytic stability and reduced discoloration.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: March 2, 1999
    Assignee: Owens Corning Fiberglas Technology, Inc.
    Inventors: Willy H. Piret, Nadia Masson
  • Patent number: 5855961
    Abstract: This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.
    Type: Grant
    Filed: May 12, 1997
    Date of Patent: January 5, 1999
    Assignee: Vianova Resins GmbH
    Inventors: Michael Hoenel, Armin Pfeil, Thomas Budnick, Heiner Schwan
  • Patent number: 5847028
    Abstract: A pigment dispersion is disclosed which comprises a pigment, a pigment dispersant, and optionally a binder resin, wherein the pigment dispersion comprises as the pigment dispersion at least 0.2 parts by weight of a modified novolak resin (A) and/or a graft copolymer (B) relative to 100 parts by weight of the pigment, the modified novolak resin (A) and the graft copolymer (B) each having an aromatic ring and a ring structure given by ring opening of an epoxy group by a carboxyl group of a hydroxycarboxylic acid or a derivative thereof. An ink composition for offset printing containing the pigment dispersion is also disclosed.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: December 8, 1998
    Assignee: Sakata INX Corp.
    Inventors: Koji Iwase, Hideki Kinoshita, Teruhisa Sato, Hiroyuki Ishikawa
  • Patent number: 5824424
    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.This composition can form a coating film having excellent weathering resistance and corrosion resistance and, when used in combination with an aqueous base coating and a powder coating (a top coat), can provide a coating system which is simple to apply, which can give a coating film very superior in appearance, corrosion resistance, weathering resistance, chipping resistance, etc.
    Type: Grant
    Filed: January 12, 1998
    Date of Patent: October 20, 1998
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Hidehiko Haneishi, Masanobu Kudoh, Koji Kamikado, Kyoichi Horibe, Masafumi Kume, Takahisa Kasukawa, Toshio Ohkoshi, Akimasa Nakahata, Tadayoshi Tatsuno, Masaru Mitsuji
  • Patent number: 5820987
    Abstract: An electrodepositable composition that has: (A) an active hydrogen-containing cationic resin, electrodepositable on a cathode, having: (1) a polyepoxide; (2) an oxygen-substituted diamine compound having the following formula: ##STR1## where n is an integer from 2 to 4; and where R.sup.1 or R.sup.2 are the same or different and either one or both contain at least one oxygen and are alkyl, cycloalkyl, substituted alkyl, or substituted cycloalkyl having from 1 to 6 carbon atoms, or R.sup.1 and R.sup.2 are alkanol groups having from 2 to 6 carbon atoms, or R.sup.1, R.sup.2, and the N atom form a cyclic group which is substituted or unsubstituted such as morpholine and 1-(3-aminopropyl) imidazole; and (B) at least partially blocked isocyanate or polyisocyanate curing agent. The diamine compound of Formula I can be used alone or in conjunction with one or more secondary amines, nonhydroxy group containing amines and/or amines with ring structures.
    Type: Grant
    Filed: August 21, 1996
    Date of Patent: October 13, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Marvin L. Kaufman, Patrick O'Neill, Richard F. Karabin, Gregory J. McCollum
  • 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: 5804640
    Abstract: A water-based coating composition and methods of making and using the same are disclosed. The composition includes a halogenated resin, a polyol, a surfactant, and an amine. It is suitable for coating a variety of substrates including polyolefinic substrates such as polypropylene, and operates without aromatic organic solvents.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: September 8, 1998
    Assignee: A-Line Products Corporation
    Inventors: Alger E. Laura, Ronald J. Easton, Kurt C. Frisch, Han X. Xiao
  • Patent number: 5767191
    Abstract: An improved electrodepositable composition is provided comprising: (a) an active hydrogen-containing cationic resin electrodepositable on a cathode; (b) a capped polyisocyanate curing agent; and (c) an organotin-containing catalyst. The improvement comprises the addition to the electrodepositable composition of a water immiscible acid functional compound having a hydrocarbon chain of at least 5 carbon atoms like abietic acid and natural sources thereof. A preferred acid functional compound is abietic acid. The composition provides improved cure response and appearance properties when electrodeposited over conductive substrates.
    Type: Grant
    Filed: August 21, 1996
    Date of Patent: June 16, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Steven R. Zawacky, Robert R. Zwack, Gregory J. McCollum, Venkatachalam Eswarakrishnan, Edward R. Coleridge
  • Patent number: 5760108
    Abstract: Self-dispersing curable epoxy resin ester dispersions prepared by a process comprising reacting a self-dispersing curable epoxy resin based on a polyoxyalkyleneamine with a fatty acid selected from the group consisting of drying oil and semi-drying oil fatty acids, are provided. The self-dispersing curable epoxy resin is based on a polyoxyalkyleneamine. Thus, a polyoxyalkyleneamine was present as a chemical precursor of the epoxy resin or a starting material therefor. The self-dispersing curable epoxy resin ester of the invention is in the form of an aqueous dispersion. When dried, films of the self-dispersing curable epoxy resin ester dispersion are useful as a coating composition.
    Type: Grant
    Filed: October 22, 1996
    Date of Patent: June 2, 1998
    Assignee: Henkel Corporation
    Inventors: Kartar S. Arora, Grannis S. Johnson, James Aloye
  • Patent number: 5760107
    Abstract: An electrodepositable composition is provided comprising:(A) a non-gelled cationic resin which is derived from a polyepoxide and which contains in the resin molecule cationic salt groups and active hydrogen groups selected from aliphatic hydroxyl and primary and secondary amino; and present as a separate component(B) a fully capped polyisocyanate curing agent containing substantially no free isocyanate groups. The electrodepositable composition contains from about 0.02 to 1.0 milliequivalents phenolic hydroxyl groups per gram of resin solids, and from about 0.1 to 2.0 milliequivalents beta-hydroxy ester groups per gram of resin solids. The composition provides excellent corrosion resistance when electrodeposited over steel substrates, and does not require lead in the formulation nor the use of a conventional chrome rinse for the steel substrate pretreatment before electrodeposition.
    Type: Grant
    Filed: October 1, 1996
    Date of Patent: June 2, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Joseph T. Valko, Philippe Faucher, Richard F. Karabin, Thomas C. Moriarity, V. Eswarakrishnan, Ellor J. Van Buskirk, Gregory J. McCollum, Raphael O. Kollah
  • Patent number: 5750595
    Abstract: There is disclosed a self-dispersing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.1 to 1.0. reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of a polyepoxide and from about 0.3 to 0.9 reactive equivalents of a compound having the structural formula:?R.sub.1 --O--!.sub.2-m --R.sub.2 --?--CH.sub.2 CH(R.sub.3)--X--R.sub.4 --NH.sub.2 !.sub.mwherein: R.sub.1 designates a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.12 aliphatic, alicyclic or aromatic hydrocarbons, and R.sub.2 represents a polyoxyalkylene chain having the structural formula:(CH.sub.2 --CH.sub.2 --O).sub.a --(CH.sub.2 --CH(R.sub.5)--O).sub.bwherein: R.sub.5 is a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: May 12, 1998
    Assignee: Henkel Corporation
    Inventors: Kartar S. Arora, Michael S. Wiggins
  • Patent number: 5750596
    Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and isocyanto alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 2,000-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: May 12, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Allisa Gam
  • Patent number: 5744521
    Abstract: A cathodic electrodeposition paint containing a cationically modified epoxy resin and a crosslinker dispersed in an acidic aqueous medium is disclosed. The paint contains as an auxiliary component for improving the surface smoothness of the cured paint films a t-alkylphenol novolac resin-alkylene oxide adduct or a reaction product thereof with a half blocked diisocyanate.
    Type: Grant
    Filed: January 7, 1997
    Date of Patent: April 28, 1998
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Haruhiko Takasaki, Mitsuo Yamada
  • Patent number: 5741845
    Abstract: The invention concerns a process for the production of block copolymers or aqueous dispersions and emulsions thereof, whereby azo macroinitiators are reacted with radical-polymerizable monomers or a mixture of several radical-polymerizable monomers. The azo macroinitiators are obtained by reacting simple reactive azo compounds with prepolymers with a molecular weight between 400 and 20000, which possess at least 2 functional groups, e.g. polyurethanes or polyesters.The aqueous block copolymer dispersions and emulsions produced according to the invention are suitable for use for the production of paints, adhesives etc.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 21, 1998
    Assignee: Dainippon Ink & Chemicals Inc.
    Inventors: Rainer B. Frings, Shigeru Komazaki, Gerwald F. Grahe
  • 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: 5728283
    Abstract: The invention relates to aqueous eletrocoating ?sic! compositions containing cathodically depositable synthetic resins, which electrocoating compositions are characterized in that they contain polymer microparticles which have a particle size of 0.01 to 10 .mu.m and are preparable by reacting(a) a polyisocyanate or a mixture of polyisocyanates with(b) an organic compound containing not only at least one ethylenically unsaturated double bond but also at least one active hydrogen atom per molecule or a mixture of such organic compounds and(c) an organic compound containing not only at least one active hydrogen atom but also at least one tertiary amino group and/or at least one ketimine group and/or at least one aldimine group per molecule or a mixture of such organic compounds and, if desired,(d) an organic compound other than (b) and (c) containing at least one active hydrogen atom per molecule or a mixture of such organic compounds.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: March 17, 1998
    Assignee: BASF Lacke + Farben, AG
    Inventors: Hardy Reuter, Gunther Ott, Walter Jouck
  • Patent number: 5723519
    Abstract: An improved aqueous electrocoating composition that contains an anticrater agent which is a reaction product of polyoxyalkylene diamine and glycidoxy alkyl alkoxy silane which is hydrolyzed and has a number average molecular weight of about 700-5,000; electrodeposited finishes are formed that have a significant reduction in craters and are smooth and even finishes.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: March 3, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allisa Gam, Ding Yu Chung
  • Patent number: 5718817
    Abstract: The present invention comprises a curable composition comprising:(i) a blocked reactive component comprising a blocked isocyanate or a blocked isothiocyanate;(ii) a functional compound containing reactive hydrogen;(iii) a triorganotin catalyst for promoting the reaction of the blocked reactive component with the functional compound.The composition may also be admixed with water. The invention also relates to a method for curing a blocked isocyanate or blocked isothiocyanate at a temperature below about 150.degree. C. which comprises combining a triorganotin compound with the blocked reactive component and functional compound and heating at a temperature less than about 150.degree. C. to obtain a cured urethane or thiourethane.
    Type: Grant
    Filed: July 28, 1993
    Date of Patent: February 17, 1998
    Assignee: Elf Atochem North America, Inc.
    Inventors: Emily Carol Bossert, Wayne Ranbom, William Albert Larkin
  • Patent number: 5707741
    Abstract: This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.
    Type: Grant
    Filed: April 26, 1996
    Date of Patent: January 13, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Hoenel, Armin Pfeil, Thomas Budnick, Heiner Schwan
  • Patent number: 5679730
    Abstract: An epoxy resin composition consisting essentially of an epoxy resin, a thixotropy-imparting agent, a filler used as necessary, water and a polycarbodiimide resin; and an epoxy resin-based adhesive comprising the above epoxy resin composition and a curing agent. The above epoxy resin composition has excellent thixotropy and low stringiness; and the above epoxy resin-based adhesive, when cured, shows neither metal corrosion nor reduction in moisture resistance despite the presence of water in the adhesive, and has excellent heat resistance and adhesivity.
    Type: Grant
    Filed: May 7, 1996
    Date of Patent: October 21, 1997
    Assignee: Nisshinbo Industries, Inc.
    Inventors: Satoshi Amano, Hideshi Tomita
  • Patent number: 5677006
    Abstract: This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: October 14, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Hoenel, Armin Pfeil, Thomas Budnick, Heiner Schwan
  • Patent number: 5674925
    Abstract: A diglycidyl ether epoxy resin is reacted with a blocked prepolymer having a soft segment and an asymmetric bisurethane having a first urethane group with a lower alkanol and a second urethane group with a monohydroxyl compound capable of enhancing thermoflowability. The product is then reacted with a cationic active hydrogen compound such as amines to open the remaining epoxy rings. The modified epoxy resin thus produced is dispersed in an aqueous medium containing a neutralizing agent together with a blocked polyisocyanate crosslinker to give a cathodic electrodeposition paint having improved impact strength and thermoflowability.
    Type: Grant
    Filed: November 9, 1995
    Date of Patent: October 7, 1997
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Ichiro Kawakami
  • Patent number: 5648409
    Abstract: There is disclosed a self-disbursing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.40 to 0.95 reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of an aromatic polyepoxide and from about 0.3 to 0.9 reactive equivalents of a polyoxyalkyleneamine.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: July 15, 1997
    Assignee: Henkel Corporation
    Inventors: Kartar S. Arora, David I. Devore, Reuben H. Grinstein, Grannis S. Johnson, John G. Papalos, Shailesh Shah
  • Patent number: 5643976
    Abstract: There is disclosed a self-dispersing curable epoxy resin composition comprising the addition product of reactants comprising (a) 1.0 reactive equivalent of an epoxy resin, (b) from about 0.40 to 0.95 reactive equivalents of a polyhydric phenol, and (c) from about 0.005 to 0.5 reactive equivalents of an amine-epoxy adduct comprising the addition product of reactants comprising 1.0 reactive equivalent of a polyepoxide and from about 0.3 to 0.9 reactive equivalents of a polyoxyalkyleneamine having the structural formula:R.sub.1 --O--R.sub.2 --CH.sub.2 CH(R.sub.3)--X--R.sub.4 --NH2wherein:R.sub.1 designates a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.12 aliphatic, alicyclic or aromatic hydrocarbons, andR.sub.2 represents a polyoxyalkylene chain having the structural formula:(CH.sub.2 --CH.sub.2 --O).sub.a --(CH.sub.2 --CH(R.sub.5)--O).sub.bwherein:R.sub.5 is a monovalent organic radical selected from the group consisting of C.sub.1 to C.sub.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: July 1, 1997
    Assignee: Henkel Corporation
    Inventors: Kartar S. Arora, Michael S. Wiggins
  • Patent number: 5633297
    Abstract: An electrodepositable composition is provided comprising: a non-gelled, cationic, water-dispersible resin, electrodepositable on a cathode, which is derived from a polyepoxide and which contains in the resin molecule cationic salt groups, beta-hydroxy ester groups, active hydrogen groups including free phenolic hydroxyl groups, and capped isocyanate groups. The composition provides excellent corrosion resistance when electrodeposited over steel substrates, and does not require lead in the formulation nor the use of a conventional chrome rinse for the steel substrate during pretreatment before electrodeposition.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: May 27, 1997
    Assignee: PPG Industries, Inc.
    Inventors: Joseph T. Valko, Richard F. Karabin
  • Patent number: 5630922
    Abstract: An electrodepositable composition is provided comprising (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a capped polyisocyanate curing agent; and (c) a diorganotin dicarboxylate; wherein the dicarboxylate is at least one long chain carboxylate having from 14 to 22 carbon atoms and the diorganotin dicarboxylate is present in the electrodepositable composition in an amount of at least 0.01 percent by weight tin based on weight of total solids of the electrodepositable composition. The composition provides improved storage stability without precipitation of dibutyltin oxide, and when electrodeposited over conductive substrates, there is no loss of cure response and appearance properties.
    Type: Grant
    Filed: December 26, 1995
    Date of Patent: May 20, 1997
    Assignee: PPG Industries, Inc.
    Inventors: Venkatachalam Eswarakrishnan, Robert R. Zwack, Gregory J. McCollum, Raphael O. Kollah, Steven R. Zawacky