Polymer Contains More Than One 1,2-epoxy Group Or One Derived From Reactant Containing More Than One 1,2-epoxy Group Is Further Derived From Or Reacted With Organic Nitrogen Or Sulfur Patents (Class 523/414)
  • Patent number: 5589049
    Abstract: The invention relates to a method of of coating electrically conductive substrates using cathodically depositable electrodip paints. The invention is notable in that the electrodip paints employed contain crosslinked polymer microparticles which can be prepared by reacting(A) a compound which contains on average more than 1.0 epoxide groups per molecule, or a mixture of such compounds, and(B) a compound which contains not only a group reactive toward epoxide groups but also at least one ketimine or aldimine group in the molecule, or a mixture of such compoundsto give a noncrosslinked intermediate product (C), which still contains on average at least one epoxide group per molecule, and dispersing this intermediate product in the presence of a Br onsted acid in an aqueous medium.
    Type: Grant
    Filed: August 22, 1994
    Date of Patent: December 31, 1996
    Assignee: BASF Lacke +Farben, AG
    Inventors: G unther Ott, Hardy Reuter, Walter Jouck, Susanne Piontek, Ulrich Heimann, John Gilbert
  • Patent number: 5589527
    Abstract: A pigment grinding resin of the formula: ##STR1## wherein, Ep is a residue of an epoxy resin having an epoxy equivalent of 150 to 2000 and a hydroxyl group equivalent of 300 to 4000; R.sup.1 represents a hydrophilic group selected from a 2-hydroxyethyl group and a group of the formula --CH.sub.2 CH(OH)CH.sub.2 R.sup.3 wherein, R.sup.3 is a hydroxyl group or a hydroxylalkyl group having 1 to 10 carbon atoms; R.sup.2 represents a hydrophilic group selected from 3-hydroxypropyl, 2-hydroxypropyl and 4-hydroxybutyl; R.sup.4 is a hydrogen atom or an alkyl, hydroxylalkyl or alkylamide group having 1 to 5 carbon atoms; m is a numerical value of 0.1 to 2.0; A is residue of a diisocyanate; B is a residue of an alcohol, an amine, a carboxylic acid, an oxime and a caprolactam having 1 to 20 carbon atoms; and n is a numerical value of 10.1 to 2.0. The pigment grinding resin of the present invention has excellent dispersibility.
    Type: Grant
    Filed: January 9, 1995
    Date of Patent: December 31, 1996
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Hiroyuki Nojiri
  • Patent number: 5589534
    Abstract: An aqueous coating composition is provided which comprises a generally lipophilic crosslinkable binder, optionally a chemical curing/crosslinking agent for the crosslinkable binder, and a special reactive amphiphatic emulsifier comprising a lipophilic backbone having separately pendant therefrom (a) at least one activated unsaturated group and (b) at least one of a specified class of hydrophilic polyoxyalkylene groups, and possessing an HLB value of at least 6.0.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: December 31, 1996
    Assignee: Akzo Nobel N.V.
    Inventors: Carl W. Metzger, Bernhard H. Feith, Ute Gruber, Angelika A. Zedler, Mario M. M. van Wingerde
  • Patent number: 5569687
    Abstract: A multi-component waterborne corrosion resistant coating composition used as an organic zinc rich primer for protecting metal substrate from corrosion. The composition includes zinc dust, a crosslinking component and a polymeric component produced from a low Tg polymer and an amine functional curing agent. These components of the composition are stored separately and then mixed prior to applying the coat of the composition over metal substrate.The coating composition of the present invention has longer pot life than conventional waterborne corrosion resistant coating composition.
    Type: Grant
    Filed: March 16, 1995
    Date of Patent: October 29, 1996
    Assignee: Rohm and Haas Company
    Inventors: Timothy P. Sanborn, Joseph M. Beno, Jr., Roy W. Flynn
  • Patent number: 5565508
    Abstract: Aqueous synthetic resin dispersions comprising A) an ionic resin, preferably a cationic resin, B) a blocked polyisocyanate and C) a polymer of at least one ethylenically unsaturated monomer which can be polymerized by free-radical polymerization. These synthetic resin dispersions are used as binders in electrodeposition coating baths.
    Type: Grant
    Filed: April 23, 1994
    Date of Patent: October 15, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Hoenel, Achim Voelker, Gerd Walz, Peter Ziegler
  • Patent number: 5561174
    Abstract: Disclosed is a liquid epoxy resin composition comprising (A) a liquid epoxy resin, (B) a dimethylpolysiloxane having epoxy groups at its both ends, and (C) a dispersing agent comprising the reaction product of (C-1) a dimethylpolysiloxane having amino groups or carboxyl groups reactive with epoxy resins at its side chains or both ends and having phenyl groups or polyether groups for improving its compatibility with epoxy resins at its side chains, and (C-2) an epoxy resin having the same structure as the component (A). The composition has a reduced internal stress, while maintaining the heat resistance intrinsic to epoxy resins, and has excellent resistance, crack resistance and heat shock resistance.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: October 1, 1996
    Assignee: Murata Manufacturing Co., Ltd.
    Inventors: Yoshinori Saito, Masaaki Hirayama, Shunjiro Imagawa, deceased
  • Patent number: 5559086
    Abstract: In one embodiment, an epoxy resin composition is provided comprising: an epoxy resin and a partially reduced aromatic amine hardening agent. In another embodiment, a well treating composition is provided comprising: an epoxy resin; a partially reduced aromatic amine hardening agent; a solid particulate material; and a carrier fluid. In yet another embodiment, a method of treating a subterranean formation is provided. The inventive method comprises the step of placing the inventive well treating composition into the formation.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: September 24, 1996
    Assignee: Halliburton Company
    Inventors: Brahmadeo Dewprashad, Jimmie D. Weaver
  • Patent number: 5547711
    Abstract: Self-crosslinking preparation made from water, alkoxysiline compounds containing perfluoroalkyl groups, compounds soluble in water or emulsifiable or dispersible in water containing perfluoroalkyl groups and optionally further constituents, which preparations are storage stable and suited for the protection of glass, stony material, textiles, leather and paper.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: August 20, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stephan Kirchmeyer, Klaus Pohmer, Tillmann Hassel
  • Patent number: 5548005
    Abstract: Aqueous, radiation-curable binders and binder dispersions are disclosed that contain (A) a radiation-curable binder, and (B) a radiation-curable, hydrophilic polyepoxy-acrylate.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: August 20, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Inge Kurth, Gerhard Brindoepke, Manfred Marten
  • Patent number: 5525666
    Abstract: Solvent-free aqueous synthetic-resin dispersions comprising a polymer (A) which is obtained by polymerization of (A1) capped polyisocyanates in which some of the capping groups contain an ethylenically unsaturated group, and (A2) ethylenically unsaturated monomers in the presence of an ionic resin (B). The resin is useful in electrodeposition coatings.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: June 11, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Hoenel, Markus A. Schafheutle, Achim Voelker, Gerd Walz, Susanne Wehner, Peter Ziegler
  • Patent number: 5523363
    Abstract: A resin composition for aqueous coating, comprising, as the main components, a resin having hydroxyl group(s) and cationic group(s) and a certain novolac-substituted phenol type epoxy resin. This composition has excellent bath stability and low-temperature curability and is useful in cationic electrocoatings, in particular.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: June 4, 1996
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5506284
    Abstract: An electrodeposition coating composition is described comprising:(a) an aqueous dispersion of a water-dispersible, electrically-depositable, at least partially neutralized cationic resin, and(b) polymer microparticles, said polymer particles being prepared by:(1) blending an acid-neutralized tertiary amino-functional acrylic polymer and a polyepoxide,(2) dispersing the blended mixture in an aqueous medium to form a dispersion of microparticles of the blended mixture, and(3) heating the dispersion to crosslink the acrylic and polyepoxide in the microparticles.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: April 9, 1996
    Assignee: BASF Corporation
    Inventor: John McGee
  • Patent number: 5491204
    Abstract: Barrier materials for reducing the permeability of plastic packaging materials are provided, characterized as containing at least about seven percent by weight amine nitrogen, or a total of at least about 17 percent amine nitrogen plus hydroxyl groups. The barrier materials exhibit oxygen permeability of less than about 1.5 cc-mil/100 in.sup.2 -day-atmosphere and a carbon dioxide permeability of less than about 15 cc-mil/100 in.sup.2 -day-atmosphere at 23.degree. C. and zero percent relative humidity. The barrier material is formed from a polyepoxide, a polyamine and an alkanolamine. Optionally the polyamine may comprise prereacted polymeric resin formed from a polyepoxide and a polyamine. Multilayer packaging materials and multilayer containers including the polyamine-polyepoxide barrier material are part of the invention.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: February 13, 1996
    Assignee: PPG Industries, Inc.
    Inventors: Richard M. Nugent, Jr., Ken W. Niederst, Jerome A. Seiner
  • Patent number: 5480720
    Abstract: An adhesive composition includes from about 30 weight percent to about 70 weight percent solids dispersed in an aqueous medium. The solids include from about 60 weight percent to about 97.9 weight percent of a polymer having a glass transition temperature of about -40.degree. C. to about 10.degree. C. and including first repeating units derived from an alkyl (meth)acrylate monomer, a vinyl ester monomer, a styrenic monomer or a mixture thereof and second repeating units derived from a hydroxyalkyl (meth)acrylate monomer, a monoethylenically unsaturated nitrogenous monomer or a mixture thereof; from about 2 weight percent to about 30 weight percent of a polyfunctional epoxy resin including two or more epoxide groups per molecule; from about 0.1 weight percent to about 10 weight percent of a polyfunctional curing agent including two or more amino groups or amido groups per molecule; and from about 0.01 weight percent to about 30 weight percent of a metal salt.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: January 2, 1996
    Assignee: Rohm and Haas Company
    Inventors: Eric K. Eisenhart, Louis C. Graziano, Jose P. Lalas
  • Patent number: 5464913
    Abstract: A self-curing cationically electrodepositable resin useful as a paint composition having in the molecule:(1) a primary hydroxyl group,(2) a cationic group, and(3) at least one epoxy group-containing functional group represented by the following structural formulas (I) and (II): ##STR1## The electrodepositable resin is obtained by the reaction of an epoxy resin with at least three epoxy group-containing functional groups of structural formulas (I) and (II), a cationizing agent such as amino compounds, and a compound having at least one phenolic hydroxyl group per molecule.
    Type: Grant
    Filed: February 15, 1995
    Date of Patent: November 7, 1995
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Nishida, Akira Tominaga
  • Patent number: 5447974
    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 the use of a branched epoxy resin to form the adduct which is the reaction product of a polyhydric phenol and a branched epoxy macromonomer formed by the self condensation of an epoxy resin in the presence of a catalyst; the branched epoxy resin has an epoxy equivalent weight of about 700-2,000 and provides an electrocoating composition that has improved throw power and that forms coatings that have improved corrosion resistance in comparison to conventional electrocoating compositions formed from linear epoxy resins.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: September 5, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stephen C. Peng
  • Patent number: 5431791
    Abstract: An electrodeposition method is described where a conductive substrate is immersed in an electrodeposition coating composition comprising, in an aqueous medium:A) a resin having a plurality of acid-salted primary amine groups, andB) a curing agent having a plurality of cyclic carbonate groups.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: July 11, 1995
    Assignee: BASF Corporation
    Inventors: Timothy S. December, Paul J. Harris
  • Patent number: 5430078
    Abstract: An electrodeposition coating composition is described comprising:(a) an aqueous dispersion of a water-dispersible, electrically-depositable resin, and(b) a water-soluble cellulose ether.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: July 4, 1995
    Assignee: BASF Corporation
    Inventors: Monika Hoppe-Hoeffler, Linda K. Borton, Charles L. Tazzia
  • Patent number: 5428084
    Abstract: Amine defunctionalized epoxy resin for coating compositions particularly suitable for application onto metal surfaces such as can stock was found to have improved blush and stain resistance when employing reaction ratios near 1:1 equivalent of epoxy group to equivalent of primary amine or ammonia. A method is also disclosed for carrying out the defunctionalizing reaction while avoiding gelation.
    Type: Grant
    Filed: March 29, 1994
    Date of Patent: June 27, 1995
    Assignee: PPG Industries, Inc.
    Inventors: Shanti Swarup, Ronald R. Ambrose
  • Patent number: 5428083
    Abstract: Stable, one-component, curable epoxy resin and polyamide resin dispersions and methods for the preparation of the same are described, wherein the polyamide resin dispersion has a stability enhancing, water soluble, dipolar chemical moiety.
    Type: Grant
    Filed: August 20, 1993
    Date of Patent: June 27, 1995
    Assignee: Union Camp Corporation
    Inventors: George A. Smith, Charles R. Frihart
  • Patent number: 5418264
    Abstract: An aqueous coating agent, containingone or more film-forming water-dilutable or water-soluble epoxy resins with an epoxide equivalent weight of 100 to 10000,one or more water-dilutable or water-soluble polyamines with at least two primary and/or secondary amino groups in the molecule and an equivalent weight of 50 to 500, andoptional pigments, fillers and/or other conventional lacquer adjuvants,the ratio of reactive H atoms in the polyamines to the epoxy groups in the epoxy resins being 0.7:1 to 1.5:1 and5 to 80 wt. % of one or more water-dilutable or water-soluble polyurethane resins with a number average molecular weight (Mn) of 500 to 500000 relative to the sum of the weights of the solids in the epoxy resin and polyamine.
    Type: Grant
    Filed: March 3, 1994
    Date of Patent: May 23, 1995
    Assignee: Herberts GmbH
    Inventors: Ronald Obloh, Heinrich Schwan
  • Patent number: 5416136
    Abstract: A catalyst-free single-component coating agent containing (A) one or more compounds acting as cross-linking agents and with on average at least two CH-azide hydrogen atoms, (B) one or more (meth)acrylate copolymers, polyester resins and/or polyurethane resins capable of Michael addition, with .alpha., .beta.-unsaturated groups bonded via carbonyl, carboxyl and/or carboxylic amide groups, a C.dbd.C equivalent weight of 85-1800 and a weight average molecular weight of 170-50000. The equivalent ratio of A to B is 2:1 to 1:2. The coating agent contains solvents and conventional lacquer additives, and optionally contains water, pigments and/or fillers. It results in particularly acid-resistant coatings and is particularly suitable for producing covering lacquer and clear lacquer coatings in the motor-vehicle sector.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: May 16, 1995
    Assignee: Herberts GmbH
    Inventors: Heinz Konzmann, Friedrich Herrmann, Wolfgang Diener
  • Patent number: 5407748
    Abstract: A resin composition for aqueous paint contains, as main components, (A) a resin obtained by reacting a certain epoxy resin, an amine compound and a phenol compound and substantially containing neither primary or secondary amino group nor epoxy group; (B) a resin having phenolic hydroxyl groups and substantially containing neither primary nor secondary amino group, and (C) a resin compound having glycidyl groups or epoxy groups. The composition is excellent in dispersibility of each component and in storage stability. It has an extremely low heating loss of the coating film, and is excellent in smoothness, corrosion resistance, adhesion, etc.
    Type: Grant
    Filed: October 8, 1993
    Date of Patent: April 18, 1995
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayahsi, Haruo Nagaoka
  • Patent number: 5405701
    Abstract: A resin composition for aqueous coating, comprising as main components(A) a resin having hydroxyl groups and cationic groups, and(B) a compound having, in the molecule, at least two glycidyl groups each in a glycidylamino group represented by the following formula ##STR1## (R is a group selected from a hydrogen atom and a glycidyl group) directly bonding to carbon atoms of the aromatic ring. This composition is excellent in storage stability, low-temperature curability, etc. and is useful in cationic electrocoatings, in particular.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: April 11, 1995
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5389705
    Abstract: Novel polymers which are suitable as binders are obtainable by reacting(A) a base resin which has an average molecular weight M.sub.w of from 200 to 5,000 and contains on average from 1 to 3 epoxy or isocyanato groups as the reactive groups per moleculewith(B) a mixture of(B1) 5 to 50% by weight of polyisobutylene which is terminated with primary amino groups and has an average molecular weight M.sub.w of from 500 to 5,000 and(B2) 5-95% by weight of an amidoamine which carries primary amino groups and is obtainable by condensation of diprimary diamines of 2 to 20 carbon atoms with aliphatic C.sub.2 -C.sub.44 -dicarboxylic acids,the amounts being such that from 1 to 5 equivalents of primary amino groups of (B) are present per equivalent of reactive groups of (A).
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: February 14, 1995
    Assignee: BASF Lacke + Farben Aktiengesellschaft
    Inventors: Klaus Huemke, Helmut Fobbe, Konrad Knoll
  • Patent number: 5385962
    Abstract: An electrodepositable primer composition having improved delamination resistance with regard to automotive topcoats is disclosed. The composition is particularly useful in conjunction with topcoats which transmit ultraviolet radiation. The composition includes an ionic resin and a hindered amine light stabilizer (HALS) which is preferably a hindered aminoether light stabilizer. A preferred hindered aminoether light stabilizer is bis-(1-octyloxy-2,2,6,6-tetramethyl-4-piperidinyl)sebacate. The invention also includes a process for coating a substrate by applying the above-described primer composition and subsequently applying a topcoat. The process can alternatively include applying a standard primer composition to a substrate and subsequently applying a HALS compound to the electrodeposited substrate.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: January 31, 1995
    Assignee: PPG Industries, Inc.
    Inventors: Victor G. Corrigan, Gerald W. Gruber, Michael A. Polack, Robert R. Zwack
  • Patent number: 5378740
    Abstract: A waterborne structural adhesive bonding primer composition (a) that can be effectively applied to an adherend for structural adhesive applications, (b) that emits a VOC content of less than about 250 grams per liter, (c) is thermally stable, and (d) may be employed with 350.degree. F. (176.7.degree. C.) cure epoxy resin systems, which contains the combination of (i) a dialkanol amine adduct of an oxazolidinone modified polyglycidyl ether of a tris(hydroxyphenyl)alkane dissolved in a water vehicle, and (ii) a rigid ring substituted polyethylenically unsaturated carboxylate, carboxamide or carboximide intimately dispersed in the water vehicle and the dialkanol amine adduct of an oxazolidinone modified polyglycidyl ether of a tris(hydroxyphenyl)alkane. Formulations are described that contain chromate-free corrosion inhibitors.
    Type: Grant
    Filed: April 30, 1992
    Date of Patent: January 3, 1995
    Assignee: The Dexter Corporation
    Inventor: Yiuto D. Ng
  • Patent number: 5376704
    Abstract: An aqueous coating composition useful for a finish for automobiles and trucks in which the film forming binder comprises a neutralized half-ester product of an acrylic polymer having at least two reactive anhydride groups and an epoxy-containing, optionally silane-containing crosslinker. The composition may be used as a multi-package system. The composition is characterized by improved environmental resistance and excellent clarity and appearance, particularly for clearcoats.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: December 27, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert J. Barsotti
  • Patent number: 5371120
    Abstract: A cationic finely divided polymeric microgel dispersed in an aqueous medium for use in cationic electrocoating compositions containing a poly epoxy hydroxy ether resin having terminal epoxy groups and having about 20-60% of the terminal epoxy groups reacted with ketimine or oxazolidine, 10-60% of the terminal epoxy groups reacted with a primary or secondary amine or mixtures thereof to form hydroxy and amine groups and 10-40% of the terminal epoxy groups are unreacted; wherein the terminal epoxy groups are reacted with amine groups thereby forming a crosslinked microgel and residual amine groups are neutralized with acid to form cationic groups thereby forming a water dispersible microgel.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: December 6, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Peter W. Uhlianuk
  • Patent number: 5371119
    Abstract: A process for the preparation of polyether polyamines comprising the steps ofA) reacting a polyol with an epihalohydrin in the presence of a catalyst;B) adding an at least equimolar quantity of an aqueous alkali metal hydroxide, based on the weight of catalyst, to the reaction mixture formed in step A);C) distilling volatile constituents from the reaction mixture from step B) at a temperature below about 150.degree. C. and under a pressure below about 1.33.times.10.sup.4 Pa.;D) filtering the reaction mixture remaining after step C) at a temperature in the range of from about 80.degree. C. to about 100.degree. C. to remove insoluble components thereof from the bishalohydrin reaction product; andE) reacting the bishalohydrin reaction product with ammonia and/or an amine in the presence of an alkaline catalyst to form a polyether polyamine.
    Type: Grant
    Filed: January 26, 1993
    Date of Patent: December 6, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Ralf Bohlander, Guenter Uphues, Uwe Ploog
  • Patent number: 5369151
    Abstract: A resin composition for an aqueous coating composition contains as a main component a cationic resin (U) having a primary hydroxyl group, obtained by reacting (A) a phenol-novolak epoxy resin, (B) a primary or secondary amine compound having a primary hydroxyl group, and (c) a phenol compound having at least one phenolic hydroxyl group per molecule. The composition has improved water dispersibility, bath stability and pigment dispersibility, and is useful as a cationic electrodeposition coating composition.
    Type: Grant
    Filed: September 15, 1993
    Date of Patent: November 29, 1994
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5369150
    Abstract: A resin composition for an aqueous coating composition contains as a main component a cationic resin (U) having a primary hydroxyl group, obtained by reacting (A) a phenol-novolak epoxy resin, (B) a primary or secondary amine compound having a primary hydroxyl group, and (c) a phenol compound having at lest one phenolic hydroxyl group per molecule. The composition has improved water dispersibility, bath stability and pigment dispersibility, and is useful as a cationic electrodeposition coating composition.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: November 29, 1994
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5367004
    Abstract: An ambient cured aqueous coating composition useful for maintenance coatings for architectural structures or for a finish or refinish for automobiles and trucks. The film-forming binder comprises a neutralized half-ester product of an acrylic polymer having at least two reactive anhydride groups and an epoxy-containing, optionally silane-containing crosslinker. The composition may be used as a mulit-package system. The composition is characterized by improved environmental resistance and excellent clarity and appearance, particularly for clearcoats.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: November 22, 1994
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Lee R. Harper, Michele R. Lock
  • Patent number: 5367005
    Abstract: The invention relates to a heatset printing ink especially suitable for the intaglio printing of security documents, particularly currency. The ink comprises: a) an epoxy resin ester reacted with an unsaturated monobasic acid and a reactive monomer, b) a cationic polyamide/ epichlorohydrin resin, c) a glycol and/or glycol ether, d) a pigment and e) a drier.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: November 22, 1994
    Assignee: Sun Chemical Corporation
    Inventor: Solomon J. Nachfolger
  • Patent number: 5360839
    Abstract: Cathodic electrodeposition paints are rendered hardly susceptible to oil droplet-induced craters by incorporating an amine-modified acrylic copolymer of t-butyl (meth)acrylate with a hydroxyl group-containing monomer and an oxirane ring-containing monomer in the form of an aqueous emulsion. The amine-modified acrylic copolymer may be an adduct with a half blocked organic diisocyanate. The paint gives a cured film substantially free from oil droplet-induced craters and having a good adhesion to an overcoating and a good surface smoothness.
    Type: Grant
    Filed: April 13, 1993
    Date of Patent: November 1, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Motoi Tanimoto, Tatsuo Yoshida, Kenshiro Tobinaga, Yuji Toyoda
  • Patent number: 5358982
    Abstract: Crosslinked polymer microparticles based on epoxy resin obtained by polymerization of aqueous dispersions (A) of compounds containing epoxide groups in the presence of up to 0.2 mol, preferably 0.02 to 0.15 mol (based on the nitrogen contained in (B)) of a nitrogen-containing organic compound (B) per epoxide equivalent and subsequent isolation which are preferably in the form of aqueous dispersions thereof, and are suitable as organic fillers, pigments, matting agents and/or reinforcing agents for binder systems and individual components thereof, paint formulations, coating and molding compositions, intermediate coatings, adhesives and the like, preferably based on water.
    Type: Grant
    Filed: August 4, 1993
    Date of Patent: October 25, 1994
    Assignee: Hoechst Aktiengesellschaft AG
    Inventors: Joerg-Peter Geisler, Stefan Petri
  • Patent number: 5356961
    Abstract: There is disclosed an aqueous epoxy resin composition which comprises an epoxy resin; an amidoamine obtained by the reaction of a carboxylic acid with a polyamine compound represented by the general formula (I) ##STR1## wherein n is an integer of 0 or 1 or greater indicating the number of the repeating units which compound is obtained by the reaction of epichlorohydrin with xylylenediamine, especially m-xylenediamine; and water. The above-mentioned epoxy resin composition can be utilized in a wide variety of industrial applications such as a coating material used for the purpose of anticorrosion or decoration, an adhesive for civil and building work or the like.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: October 18, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Toshiaki Nishimura, Kiichiro Seki, Yasushi Ohnuma
  • Patent number: 5356959
    Abstract: Epoxy resins obtainable by reactingA) a polyfunctional epoxide, which carries on average 1.5 to 2.5 epoxy groups per molecule and has an epoxide equivalent weight of from 100 to 2000, with based on 1 mol of epoxy groupsB) from 0.1 to 0.5 mol of an alkylphenol, the alkyl groups of which carry from 6 to 20 carbon atoms, andC) from 1 to 100 mmol of a polyoxyalkylenediol obtained from 1,2-propylene oxide, or of a copolymer obtained from 1,2-propylene oxide and other alkylene oxides, which has an average molecular weight of from 200 to 5000 and, on average, from 1 to 4 sulfonic acid groups bonded to methyl groups per molecule, and alsoD) from 0.2 to 0.3 mol of a diol, which isd1) a phenolic diol and/ord2) a polyoxyalkylenediol which has an average molecular weight of from 200 to 5000,with the proviso that the reaction product has an epoxide equivalent weight of from 1000 to 5000, can be converted to pigment resins suitable for electrodeposition coating and pigment pastes can then be prepared from said resins.
    Type: Grant
    Filed: July 27, 1993
    Date of Patent: October 18, 1994
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Klaus Huemke, Christian Sinn
  • Patent number: 5354366
    Abstract: An amine functional water reducible resin and an ink composition incorporating an amine functional water reducible resin which is water insoluble under certain pH conditions and selectively water washable under certain other pH conditions. The method aspect of the present invention relates to a method of making, using and recovering the ink composition and a method of making the water reducible resin.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: October 11, 1994
    Assignee: Deluxe Corporation
    Inventors: Thomas J. Pennaz, Paul F. Schacht
  • Patent number: 5342865
    Abstract: A solvent system contains methoxy acetone, water and, optionally, an oxygen-containing solvent other than methoxy acetone, such as a propylene glycol monoether or diether. The solvent system is a useful solvent for a curing agent for an epoxy resin, a curing catalyst and/or a cure inhibitor. A solution of the curing agent, the curing catalyst and/or the cure inhibitor in the solvent system can be mixed with an epoxy resin, optionally dissolved in a solvent, for producing a one-component epoxy resin composition.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: August 30, 1994
    Assignee: The Dow Chemical Company
    Inventors: Jan J. Zwinselman, John P. Everett, Karin Wanzl-Dacho
  • Patent number: 5336702
    Abstract: An aqueous resin dispersion containing as an aqueous resin component a polyurethane-modified epoxy-polyamine resin comprising a reaction product of an epoxy group-containing polyurethane compound obtained by the reaction of a polyhydroxy compound having a number average molecular weight of 50 to 8,000, a polyisocyanate compound, and a compound containing one hydroxyl group and at least one alicyclic epoxy group in a molecule; a bisphenol compound; a bisphenol diglycidyl ether compound; and an active hydrogen-containing amine compound. Said aqueous resin dispersion has excellent corrosion resistance and is suited especially for cathode electro-deposition coating.
    Type: Grant
    Filed: December 3, 1992
    Date of Patent: August 9, 1994
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Koji Kamikado
  • Patent number: 5330627
    Abstract: A thermosetting coating composition containingA) one or more binders convertible into liquid or dissolved form at least at the curing temperature and containing acidic groups, basic groups or ionic groups of similar charge,B) one or more binders convertible into liquid or dissolved form at least at the curing temperature and containing basic groups where (A) contains acidic groups, acidic groups where (A) contains basic groups or ionic groups of like charge opposite to the charge of the ionic groups of (A), binder (B) being noninterdiffusible under storage and application conditions, but interdiffusible with binder (A) under hardening conditions, andC) optionally standard solvents, pigments and/or typical paint auxiliaries and/or additives which do not lead to any interdiffusion of the binders A) and B) under storage and application conditions,and a process for the production of coatings by application of the coating composition and subsequent thermal curing.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: July 19, 1994
    Assignee: Herberts G.m.b.H.
    Inventors: Roland Grutter, Reiner Bohmert, Rolf Reinecke
  • Patent number: 5331026
    Abstract: The present invention is directed to a process for producing an aqueous cathodic electrocoating composition comprisingA) mixingi) a powder comprising a dispersion of a pigment in a solid resinii) a principal resiniii) a crosslinker and optionallyiv) an additive selected from the group consisting of organic solvents, catalysts, wetting agents, conditioning agents, thickeners, rheology control agents, antioxidants, surfactants, leveling agents and mixtures thereofB) salting with an acid andC) dispersing in deionized water.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: July 19, 1994
    Assignee: BASF Corporation
    Inventors: James W. Benefiel, Peter D. Clark, Laura M. Lanni
  • Patent number: 5321062
    Abstract: A substituted alkoxy benzene having the formula ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are each a hydrocarbon radical having from 1 to 8 carbon atoms and x is 0 or 1 is provided. The substituted alkoxy benzene is very useful as a wetting aid for enhancing the ability of hardenable polyepoxide resin compositions to coat and bond to material (e.g., particulate material) in high temperature applications. The substituted alkoxy benzene does not significantly accelerate the curing rate of the resins. A polyepoxide resin composition for coating and bonding to a material, a composition useful for forming a hard permeable mass in a remote location and a method of continuously forming and suspending consolidatible resin composition coated particulate material in a gelled aqueous carrier liquid and transporting the coated particulate material to a remote location where the material is consolidated are also provided.
    Type: Grant
    Filed: October 20, 1992
    Date of Patent: June 14, 1994
    Assignee: Halliburton Company
    Inventors: Bruce E. Landrum, Jimmie D. Weaver, Joseph R. Murphey
  • Patent number: 5321061
    Abstract: This invention relates to aqueous epoxy resin-containing compositions which are particularly useful for depositing coatings on freshly galvanized metals in order to protect the metal against white rust and provide a surface which is universally paintable. The aqueous compositions generally comprise (A) an oxidized alkyl ester of a dibasic carboxylic acid, (B) trivalent chromium, (C) hexavalent chromium, (D) an organic resin component consisting essentially of at least one water-dispersible or emulsifiable epoxy resin or a mixture of resins containing more than 50% by weight of at least one water-dispersible or emulsifiable epoxy resin, and (E) water, said composition being further characterized as being substantially free of strontium chromate.
    Type: Grant
    Filed: June 8, 1993
    Date of Patent: June 14, 1994
    Assignee: Morton Coatings, Inc.
    Inventor: Karl P. Anderson
  • Patent number: 5319004
    Abstract: Hardeners for epoxy resins, comprising reaction products of(A) polyamidoamines that were obtained by polycondensation of (a) dicarboxylic acids containing oxyalkylene groups, or their derivatives, with (b) polyamines containing at least two amino groups capable of undergoing condensation with (a),(B) polyamines containing at least two secondary amino groups, and(C) adducts of (c) polyepoxy compounds and (d) polyalkylene polyether polyols.Epoxy resins that have been cured with these hardeners exhibit in particular a very good water resistance.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: June 7, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Marten, Bernhard Stengel-Rutkowski, Claus Godau
  • Patent number: 5318681
    Abstract: Wet films of cathodic electrodeposition paints are rendered hardly susceptible to oil droplet-induced craters by incorporating a clay pigment surface treated with a silane coupling agent into the paint formulation. Surface smoothness and bath stability are not compromised by the addition of the clay pigment.
    Type: Grant
    Filed: April 27, 1993
    Date of Patent: June 7, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Kunio Murase, Shigehiko Isoyama, Koichi Iwamoto
  • Patent number: 5310770
    Abstract: Water-reducible curing agents for epoxy resins are made from the diglycidyl ether of cyclohexane dimethanol and a diamine selected from the group consisting of meta-xylylene diamine, isophorone diamine, diaminocyclohexane and 1,3-bisaminomethyl cyclohexane.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: May 10, 1994
    Assignee: Hi-Tek Polymers, Inc.
    Inventors: William J. DeGooyer, George A. Roy, II
  • Patent number: 5300541
    Abstract: Barrier materials for reducing the permeability of plastic packaging materials are provided, characterized as containing at least about seven percent by weight amine nitrogen, or a total of at least about 17 percent amine nitrogen plus hydroxyl groups. The barrier materials exhibit oxygen permeability of less than about 1.5 cc-mil/100 in.sup.2 -day-atmosphere and a carbon dioxide permeability of less than about 15 cc-mil/100 in.sup.2 -day-atmosphere at 23.degree. C. and zero percent relative humidity. The barrier material can be formed from polyepoxide and polyamine. Optionally the polyamine may comprise prereacted polymeric resin formed from a polyepoxide and a polyamine. Multilayer packaging materials and multilayer containers including the polyamine-polyepoxide barrier material are part of the invention.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: April 5, 1994
    Assignee: PPG Industries, Inc.
    Inventors: Richard M. Nugent, Jr., Ken W. Niederst, Jerome A. Seiner
  • Patent number: 5298538
    Abstract: Plasticizing resins, aqueous dispersions of cationic resins, and methods of making the same for use in cathodic electrodeposition are disclosed. The resins are formed from reacting a polyoxyalkylenepolyamine, a phenol, and a formaldehyde. The reactants may further include a block building unit derived from a polyepoxide. When used in combination with other conventional electrodepositable resins, deposited films with improved mechanical properties and descreased tendency toward cratering are obtained.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: March 29, 1994
    Assignee: BASF Corporation
    Inventors: Klaus Cibura, Yali F. Hallock, John A. Gilbert, John D. McGee