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)
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Publication number: 20020103292Abstract: The present invention relates to aqueous polyurethane dispersions wherein the polyurethanes contain terminal hydrazide groups and correspond to the formula 1Type: ApplicationFiled: December 1, 2000Publication date: August 1, 2002Inventors: Harald Blum, Lyubov K. Gindin, Karen M. Henderson, Patricia B. Jacobs, Sze-Ming Lee, Brian Long, Robert A. Sylvester, Douglas A. Wicks
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Patent number: 6423765Abstract: A process for cationic electrodeposition coating which comprises the steps of: (1) immersing a substrate in a cationic electrodeposition coating composition: (2) applying a voltage between an anode and said substrate, which serves as a cathode, to thereby cause coat film deposition; and (3) further applying a voltage to the coat film deposited so as to increase electric resistance per unit volume of said coat film, wherein, in said step (3), coat films are deposited at those sites of the substrate where coat films have not yet been deposited, said cationic electrodeposition coating composition having a time point when the electric resistance per unit volume of the coat film deposited increases in the course of electrodeposition under constant-current conditions.Type: GrantFiled: August 17, 2000Date of Patent: July 23, 2002Assignee: Nippon Paint Co., LTDInventors: Ichiro Kawakami, Hiroyuki Sakamoto, Hitoshi Hori, Takao Saito, Masahiro Nishio
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Patent number: 6413642Abstract: The present invention relates to a method of coating substrates, preferably of metal, by cleaning the substrate surface, applying, if desired, an organic and/or inorganic pretreatment composition, applying a primer, applying a coating material by spraying, dipping, knifecoating, rollercoating or brushing, the coating material comprising an amine-modified epoxy resin and a crosslinking agent suitable for crosslinking.Type: GrantFiled: August 6, 1999Date of Patent: July 2, 2002Assignee: BASF Coatings AGInventors: Egon Wegner, Ulrike Clausen-Meiring, Karl-Heinz Grobe Brinkhaus, Lothar Jandel, Wolfgang Bremser, Guido Wilke, Dorothe Drescher, Rainer Bürstinghaus, Günther Ott
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Patent number: 6410146Abstract: 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: GrantFiled: January 5, 2001Date of Patent: June 25, 2002Assignee: Nippon Paint Co., Ltd.Inventors: Shinsuke Shirakawa, Keisuke Tsutsui, Mitsuo Yamada
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Patent number: 6410617Abstract: Self-dispersing, hardenable 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, 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: GrantFiled: April 26, 2001Date of Patent: June 25, 2002Assignee: Cognis Deutschland GmbHInventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
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Patent number: 6395806Abstract: 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: GrantFiled: May 7, 2001Date of Patent: May 28, 2002Assignee: Cognis Deutschland GmbHInventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
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Patent number: 6387988Abstract: 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: GrantFiled: May 15, 2001Date of Patent: May 14, 2002Assignee: Cognis Deutschland GmbHInventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
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Patent number: 6387506Abstract: 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: GrantFiled: November 26, 1999Date of Patent: May 14, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Akira Kawamura, Akira Tanikawa, Toshiyuki Hasegawa, Yutaka Shibata, Toshishige Hamaguchi
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Patent number: 6387987Abstract: An acetylide-form propargyl-containing resin composition for cationic electrocoating, which comprises a resin having a skeleton of epoxy resin and has a number average molecular weight of 500 to 20,000, and which contains, per 100 grams of the resin composition solids, 5 to 400 millimoles of sulfonium group and 10 to 495 millimoles of propargyl group, the total content of the sulfonium and propargyl groups being not more than 500 millimoles per 100 grams of the resin composition solids, said propargyl group being partly in the form of an acetylide. This resin composition may further contain unsaturated double bond.Type: GrantFiled: February 15, 2001Date of Patent: May 14, 2002Assignee: Nippon Paint Co., Ltd.Inventors: Hiroyuki Sakamoto, Toshitaka Kawanami, Ichiro Kawakami, Takayuki Kokubun, Takao Saito, Saori Yoshimatsu
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Patent number: 6387989Abstract: 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: GrantFiled: May 1, 2001Date of Patent: May 14, 2002Assignee: Cognis Deutschland GmbHInventors: Horst Sulzbach, Thomas Huver, Hans-Josef Thomas, Vincenzo Foglianisi
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Patent number: 6376081Abstract: The invention provides a resin composition that is the reaction product of an epoxy resin and an anhydride. The resin composition has an epoxy equivalent weight that is substantially the same as the epoxy equivalent weight of the epoxy resin. The resin composition may be used as a coating composition, or may be mixed with water to form a water based coating composition.Type: GrantFiled: October 2, 2000Date of Patent: April 23, 2002Assignee: Valspar CorporationInventors: Girish G. Parekh, Paul Bohler, Jason M. Legleiter, Donald Wind
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Patent number: 6372825Abstract: The present invention provides an aqueous solution of an epoxy resin and a solid thereof, which is obtained by the following manner that an epoxy compound or a solution of the epoxy compound in organic solvent, and an amine compound of the formula (1), an aqueous solution thereof, a solution of the amine compound in organic solvent, or a solution thereof in a mixture of water and organic solvent, are mixed together so that the epoxy compound and the amine compound are reacted or polymerized to obtain a solution of an epoxy resin, to which water is added and heated to remove the organic solvent and unreacted amine compound, and a process for preparing the same NH2N(R1)(R2) (1) wherein R1 and R2 are the same or different and each is alkyl having 1 to 6 carbon atoms, alkylene having 2 to 11 carbon atoms or a group represented by —R3—N(R4)—R5— which are formed when both are bonded, R3 and R5 are the same or different and each is alkylene having 1 to 6 carbon atoms, and R4 is aType: GrantFiled: May 9, 2000Date of Patent: April 16, 2002Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Yoshihisa Tomotaki, Takashi Kitajima, Keiichiro Ishikawa, Akihiro Nabeshima, Tomohiro Furuichi
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Patent number: 6369133Abstract: Polyester-based aqueous coating compositions comprising a mixture of a carboxyl-functional polyester resin (A), a water-insoluble epoxy resin (B), and a hydrophobic solvent (C), the mixture being neutralized with neutralizer (D) and dispersed or dissolved in water. The compositions have excellent film forming and processing characteristics, and are particularly useful in coating the interior surface of cans and as automobile coatings.Type: GrantFiled: March 2, 2001Date of Patent: April 9, 2002Assignee: Kansai Paint Co., Ltd.Inventor: Michiharu Kitabatake
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Patent number: 6369134Abstract: A cationic electrodeposition coating composition which contains a plasticizer is provided, which does not cause poor adhesion with intermediate and top coats, and allows the VOC content to be reduced. The cationic electrodeposition coating composition of the present invention is a cationic electrodeposition coating composition which contains a cationic group-containing epoxy modified base resin, a blocked isocyanate curing agent and a plasticizer, wherein the plasticizer is a propylene oxide oligomer with an average molecular weight of 200 to 1500, contains a primary hydroxyl group on the repeating terminals of the propylene oxide, and contains one or two primary hydroxyl groups and/or primary amino groups in the molecule.Type: GrantFiled: January 5, 2001Date of Patent: April 9, 2002Assignee: Nippon Paint Co., Ltd.Inventors: Makoto Ando, Masahiro Takegawa, Shinsuke Shirakawa, Mitsuo Yamada
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Patent number: 6362359Abstract: The present invention relates to compounds containing modified hydrazide groups and corresponding to formula I wherein R represents the residue obtained by removing the isocyanate groups from a monomeric polyisocyanate, a polyisocyanate adduct or an NCO prepolymer, X represents OR′ or NHR′ and R′ represents a group which is inert to isocyanate groups under the conditions used to form the compound of formula I, R″ represents a divalent, linear or branched aliphatic group containing 2 to 10 carbon atoms, provided that there are at least two carbons between the oxygen atoms wherein the aliphatic group may optionally be substituted by heteroatoms to form ether or ester groups, and n is 2 to 6.Type: GrantFiled: December 1, 2000Date of Patent: March 26, 2002Assignee: Bayer CorporationInventors: Sze-Ming Lee, Karen M. Henderson, Patricia B. Jacobs, Robert A. Sylvester, Douglas A. Wicks
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Patent number: 6359037Abstract: An aqueous system comprises at least one epoxy resin and a reaction product with an amine equivalent weight of at least 50 prepared by the reaction of an (A) epoxy-functional amidoamine derived from at least one epoxy resin and an amidoamine obtained via the reaction of an acid-terminated polyalkylene glycol and a diamine in an active hydrogen:epoxy groups ratio of from 1:15 to 1:350, with (B) at least one polyamine in an active amine hydrogen:epoxy groups equivalent ratio of from 2:1 to 30:1, and, optionally (C) a monoepoxide in a remaining active amine hydrogen:epoxy groups equivalent ratio of from 5:1 to 20:1.Type: GrantFiled: August 10, 2000Date of Patent: March 19, 2002Inventors: Charles J. Stark, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
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Publication number: 20010056137Abstract: The present invention provides a water borne two-component cross-linkable composition based on an aqueous dispersion of an at least partially neutralised 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: ApplicationFiled: April 12, 2001Publication date: December 27, 2001Inventors: Roelof Buter, Tom Van't Veer, Josephina Johanna Hendrika Maria Schlief, Petrus Johannes Arnoldus Geurink
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Patent number: 6333051Abstract: Copolymer networks having at least one cross-linked polyamine polymer fragment and at least one nonionic water-soluble polymer fragment, and compositions thereof, having at least one suitable biological agent.Type: GrantFiled: September 3, 1998Date of Patent: December 25, 2001Assignee: Supratek Pharma, Inc.Inventors: Alexander V. Kabanov, Sergey V. Vinogradov
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Patent number: 6333367Abstract: A cationic electrodeposition coating composition containing (A) an acrylic resin obtained by subjecting a mixture of 10 to 60% by weight of a hydroxyl group-containing acrylic monomer (a), 5 to 35% by weight of an amino group-containing acrylic monomer (b), 5 to 55% by weight of an aromatic vinyl monomer (c) and optionally another acrylic monomer (d) to a radical copolymerization reaction; (B) a hydroxyl group-containing acrylic resin-modified epoxy resin obtained by reacting 65 to 95% by weight of a resin composition consisting of 10 to 90% by weight of an epoxy resin (e) and 90 to 10% by weight of a hydroxyl group-containing acrylic resin (f) with 5 to 35% by weight of an amine compound (g); (C) a aliphatic and/or alicyclic blocked polyisocyanate compound, and (D) a bismuth compound component, a mixing ratio of the components (A), (B) and (C) being such that the component (A) is in the range of 40 to 90% by weight, the component (B) is in the range of 5 to 55% by weight and the component (C) is in the rangeType: GrantFiled: April 14, 2000Date of Patent: December 25, 2001Assignee: Kansai Paint Co., Ltd.Inventors: Akiko Kato, Shigeo Nishiguchi, Reijiro Nishida, Shinji Miyatake, Hidehiko Haneishi
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Patent number: 6331585Abstract: The invention embraces a formulation to be combined with a resin and a hardener to produce a paint mixture useful for coating concrete and metal surfaces, such as aluminum, zinc, stainless steel, and steel. With the inventive formulation, the pot-life of the paint mixture may be extended to up to about eight hours, allowing for a much greater time period during which the paint, after mixing, can be applied to a surface being coated. The formulation comprises a mixture of a defoamer; titanium dioxide (TiO2); at least one of barite (BaSO4) or calcite (CaCO3); at least one of 1,2-propyleneglycol (propane-1,2-diol), a corrosive-inhibitor, such as L-4, and a retarder such as LOXANOL™; and a thickener. Other contemplated ingredients include slate, water, colorants, and dispersing additives.Type: GrantFiled: March 23, 1999Date of Patent: December 18, 2001Inventor: Michael Merkel
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Patent number: 6312813Abstract: The present invention provides a cationic electrodeposition paint capable of forming a coating film with uniform coating surface and small film thickness difference and excellent in gloss and levelling property, characterized by containing a cationizable resin having crosslinkable functional group (A), a blocked polyisocyanate compound (B) and benzoic acid and/or salicylic acid (C).Type: GrantFiled: March 10, 2000Date of Patent: November 6, 2001Assignee: Kansai Paint Co., Ltd.Inventors: Shinji Miyatake, Hidehiko Haneishi
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Patent number: 6303672Abstract: A self-dispersing curable epoxy composition is prepared upon contacting an epoxy resin with a polyoxyalkylenemonoamine having a molecular weight of from about 3,000 to about 15,000 in a ratio of about 0.001 to 0.060 reactive equivalents of polyoxyalkylenemonoamine to about 1.0 reactive equivalents of epoxy resin. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: June 7, 1995Date of Patent: October 16, 2001Assignee: Henkel CorporationInventors: John G. Papalos, Shailesh Shah, Reuben H. Grinstein, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 6300395Abstract: 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: GrantFiled: December 5, 1995Date of Patent: October 9, 2001Assignee: Nikon Parkerizing, Co., Ltd.Inventors: Ryosuke Sako, Tomohiro Ohsako, Tatsuo Hibino
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Patent number: 6300428Abstract: The invention provides aqueous, solvent based, and solvent-free curable coating compositions which include (A) the reaction product of an epoxy resin, acid, and tertiary amine; (B) a reactive diluent, and, optionally, (C) a curing agent. The compositions are useful for forming cured coated substrates, that are especially suitable for food and beverage packaging.Type: GrantFiled: January 27, 2000Date of Patent: October 9, 2001Assignee: The Valspar CorporationInventors: Thomas A. Stevenson, Larry Brandenburger, William McCarty, John Mazza, Jeffrey Niederst
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Publication number: 20010027227Abstract: 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 comprisingType: ApplicationFiled: February 15, 2001Publication date: October 4, 2001Inventors: Kenneth Breindel, Ronald W. Broadbent, Michael S. Wiggins, Marcie Natale
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Patent number: 6294596Abstract: A self-dispersing curable epoxy composition is prepared upon contacting an epoxy resin with a polyoxyalkyleneamine having a molecular weight of from about 3,000 to about 15,000 in a ratio of about 0.001 to 0.060 reactive equivalents of polyoxyalkyleneamine to about 1.0 reactive equivalents of epoxy resin. The self-dispersing curable epoxy resin forms an aqueous dispersion upon mixing with water. When cured, the dispersion is useful as a coating composition.Type: GrantFiled: September 15, 1995Date of Patent: September 25, 2001Assignee: Henkel CorporationInventors: John G. Papalos, Shailesh Shah, Reuben H. Grinstein, Joseph L. Mulvey, Brian G. Jewell
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Patent number: 6294645Abstract: 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: GrantFiled: July 25, 1997Date of Patent: September 25, 2001Assignee: Hercules IncorporatedInventors: Anthony J. Allen, Elliott Echt, William W. Maslanka, Jeffrey C. Peters
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Patent number: 6277928Abstract: A water-dispersible curing agent for epoxy resins is prepared by the reaction of (a) an epoxy-functional compound obtained from the reaction of at least one epoxy resin and an amidoamine derived from the reaction of an acid-terminated polyalkylene glycol and a diamine in an active amine hydrogen:epoxy groups ratio of from 1:15 to 1:350, (b) at least one polyamine in an active amine hydrogen:epoxy groups ratio of from 2:1 to 30:1 which yields an amine-terminated product having an amine equivalent weight of at least 50, and, optionally, (c) a monoepoxy in a remaining active amine hydrogen:epoxy groups ratio of from 5:1 to 20:1.Type: GrantFiled: June 10, 1998Date of Patent: August 21, 2001Inventors: Charles J. Stark, by Ann E. Stark, adminstrator, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
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Patent number: 6258874Abstract: This invention relates to a binder composition suitable for coating compositions, which binder composition contains one or more carboxy-functional polymers, one or more compounds having an epoxide function in the molecule, one or more polyols having at least two hydroxyl functions in the molecule, which polyols differ from a component A) optionally containing hydroxyl functions, components which crosslink with hydroxyl groups to form ethers and/or a triazine-based crosslinking agent, optionally one or more polyisocyanates, which may optionally be capped, optionally an anhydride component and optionally one or more catalysts for catalysing the reaction of carboxyl and epoxide groups.Type: GrantFiled: June 14, 1999Date of Patent: July 10, 2001Assignee: Herberts GmbH & Co. KGInventors: Volker Duecoffre, Walter Schubert
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Patent number: 6245835Abstract: An emulsified reactive epoxy polymer composition which is readily dispersed in water particularly suited for use in a coating composition which may be cured at ambient temperatures. The emulsified composition incorporates a hydrophilic polyoxyalkylene segment.Type: GrantFiled: November 20, 1998Date of Patent: June 12, 2001Assignee: The Dow Chemical CompanyInventors: Dieter H. Klein, Hans Juergen Wessely, Karin C. Joerg
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Patent number: 6221934Abstract: 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: GrantFiled: July 17, 1998Date of Patent: April 24, 2001Assignee: Shell Oil CompanyInventors: Charles J. Stark, Jimmy D. Elmore, Gayle Edward Back, Pen-Chung Wang, Ernest Charles Galgoci, Jr.
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Patent number: 6218481Abstract: An acetylide-form propargyl-containing resin composition for cationic electrocoating, which comprises a resin having a skeleton of epoxy resin and has a number average molecular weight of 500 to 20,000, and which contains, per 100 grams of the resin composition solids, 5 to 400 millimoles of sulfonium group and 10 to 495 millimoles of propargyl group, the total content of the sulfonium and propargyl groups being not more than 500 millimoles per 100 grams of the resin composition solids, said propargyl group being partly in the form of an acetylide. This resin composition may further contain unsaturated double bonds.Type: GrantFiled: July 22, 1999Date of Patent: April 17, 2001Assignee: Nippon Paint Co., LTDInventors: Hiroyuki Sakamoto, Toshitaka Kawanami, Ichiro Kawakami, Takayuki Kokubun, Takao Saito, Saori Yoshimatsu
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Patent number: 6207738Abstract: A coating composition for fabrics includes wetted microspheres containing a phase change material dispersed throughout a polymer binder, a surfactant, a dispersant, an antifoam agent and a thickener. Preferred phase change materials include paraffinic hydrocarbons. The microspheres may be microencapsulated. To prepare the coating composition, microspheres containing phase change material are wetted and dispersed in a dispersion in a water solution containing a surfactant, a dispersant, an antifoam agent and a polymer mixture. The coating is then applied to a fabric.Type: GrantFiled: May 5, 1997Date of Patent: March 27, 2001Assignee: Outlast Technologies, Inc.Inventors: Joseph L. Zuckerman, Robert J. Pushaw, Bernard T. Perry, Daniel M. Wyner
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Patent number: 6207731Abstract: A cathodic electrocoating composition comprises an aqueous carrier, a film forming binder, comprising an epoxy-amine adduct and a blocked polyisocyanate crosslinking agent, dispersed in the carrier, and a novel additive comprising the reaction product of (1) a polyoxy alkylene di or monoamine; (2) a glycidoxy alkyl alkoxy silane; and (3) a glycidyl compound selected from the group consisting of a glycidyl ester of a carboxylic acid and an alkyl glycidyl ether, which reaction product is hydrolyzed in the presence of acid and water to convert alkoxysilane moieties to silanol moieties. The electrocoat composition produces coatings having a smoother appearance with better edge coverage and fewer craters.Type: GrantFiled: September 23, 1999Date of Patent: March 27, 2001Assignee: E. I. du Pont de Nemours and CompanyInventor: Allisa Gam
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Patent number: 6201043Abstract: The invention relates to aqueous dispersions. They are obtainable by polymerizing an ethylenically unsaturated monomer or a mixture of ethylenically unsaturated monmers [sic] in an aqueous solution of an at least partially protonated epoxide-amine adduct. It is characterized in that the epoxide-amine adduct is for its part obtainable by reacting (A) a glycidyl ether of a polyphenol that contains on statistical average at least one epoxide group in the molecule, or a mixture of such glycidyl ethers, (B) a polygycidyl [sic] ether of a polyol that contains on statistical average more than 1.0 epoxide groups in the molecule, or a mixture of such polyglycidyl ethers, and (C) a compound that contains a primary amino group in the molecule, or a mixture of such compounds, to give the epoxide-amine adduct, components (A) and (B) being employed in a ratio of equivalents of from 1.0:0.5 to 1.0:8.0 and from 0.3 to 0.7 mol of component (C) being employed per equivalent of epoxide groups of (A) and (B).Type: GrantFiled: April 27, 1999Date of Patent: March 13, 2001Assignee: BASF Coatings AGInventors: Wolfgang Bremser, Frank Strickmann, Günther Ott, Karl-Heinz Grosse-Brinkhaus
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Patent number: 6187856Abstract: An antistatic composition containing a crosslinked thermosetting resin formed by reacting, in the presence of a water-soluble solvent, (a) a polyaminoamide having unreacted primary and secondary amine groups and (b) a polychlorohydrin derivative.Type: GrantFiled: March 18, 1998Date of Patent: February 13, 2001Assignee: Henkel CorporationInventors: Michael J. Incorvia, Stephen A. Fischer
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Patent number: 6177488Abstract: The present invention provides an aqueous colored base coating composition (A) comprising a hydroxyl- and carboxyl-containing acrylic resin (A-1), a melamine resin (A-2), an alicyclic epoxy-containing compound (A-3), a neutralizing agent (A-4) and a coloring pigment (A-5). The present invention further provides a method for forming a topcoat which comprises applying the aqueous colored base coating composition (A) to a substrate and applying to the base coat an organic solvent type clear coating composition (B) to be cured by the crosslinking reaction between a carboxyl group and an epoxy group.Type: GrantFiled: August 13, 1996Date of Patent: January 23, 2001Assignee: Kansai Paint Company, LimitedInventors: Akira Kasari, Hiroaki Oda, Junichi Kajima, Mikio Shimakawa
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Patent number: 6168864Abstract: A multilayer coating film which comprises: a cationic electrodeposition coat formed from an epoxy-based cationic electrocoating composition containing 5 to 300 millimoles of sulfonium group and 50 to 2,000 millimoles of carbon-carbon unsaturated bond per 100 g of the resin solid content, with carbon-carbon triple bond accounting for at least 15% of said carbon-carbon unsaturated bond; and a top coat formed thereon.Type: GrantFiled: July 22, 1999Date of Patent: January 2, 2001Assignee: Nippon Paint Co., Ltd.Inventors: Hiroyuki Sakamoto, Ichiro Kawakami, Takao Saito
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Patent number: 6156823Abstract: 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: GrantFiled: December 4, 1998Date of Patent: December 5, 2000Assignee: E. I. du Pont de Nemours and CompanyInventor: Robert John Sikora
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Patent number: 6153672Abstract: A process for preparing a tris-lactam crosslinking agent, tris-pyrrolidonyl triazine, from N,N',N"-tris(4-chlorobutyryl)melamine by treatment of the chlorobutyryl derivative with a base such as sodium or potassium carbonate to effect intramolecular cyclization to the tris-lactam. A curable composition comprised of tris-pyrrolidonyl triazine as the crosslinking agent and a hydroxyfunctional or aminofunctional material as a resin. Thick films with no pinholes are prepared from the curable compositions using powder coating techniques.Type: GrantFiled: January 7, 1993Date of Patent: November 28, 2000Assignee: Cytec Technology Corp.Inventors: Ram B. Gupta, Robert G. Lees
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Patent number: 6143363Abstract: A composition comprising a water-soluble cationic group-containing high-molecular compound (P1) derived from the reaction of (A) epichlorohydrin and a dialkyl or dialkanol amine, or (B) a glycidyl group-terminated hydrophilic oligomer and a diamine, dialkylamine or dialkanolamine; optionally, a high-molecular compound (P2) having a condensable functional group in a side chain such as alkylolacrylamide-bearing high-molecular compound (E) or hydrolyzable trialkylsilyl group-containing acrylic ester high-molecular compound (F); and a poly(meth)acrylate (P3) is coated onto a substrate and cured by ultraviolet radiation to form a printing medium.Type: GrantFiled: October 26, 1998Date of Patent: November 7, 2000Assignee: Canon Kabushiki KaishaInventors: Hiromichi Noguchi, Masami Ikeda, Makiko Kimura, Masato Katayama, Akio Kashiwazaki, Yoshie Nakata, Yuko Nishioka
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Patent number: 6136894Abstract: 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: GrantFiled: November 19, 1999Date of Patent: October 24, 2000Assignee: Shell Oil CompanyInventors: Charles J. Stark, deceased, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
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Patent number: 6136895Abstract: The present invention can provide a cationic electrocoating composition, comprising:(a) an acrylic resin functioning as a leveling agent, which has both an amino group and an acid group in one molecule and has a hydroxyl value of 50 to 200,(b) a base resin, and(c) a crosslinking agent,wherein the acrylic resin (a) is formulated in an amount of 0.1 to 20 percent by weight, based on the total weight of a mixture of the base resin (b) and the crosslinking agent (c), and the cationic electrocoating composition is substantially free from lead compound. The present invention also provides a method for preventing cratering or cissing on an electrocoated film formed from the cationic electrocoating composition.Type: GrantFiled: June 25, 1999Date of Patent: October 24, 2000Assignee: Nippon Paint Co., Ltd.Inventors: Toshitaka Koyama, Takahiro Mukae, Shinji Nakano, Mitsuo Yamada
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Patent number: 6127459Abstract: 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: GrantFiled: June 10, 1998Date of Patent: October 3, 2000Assignee: Shell Oil CompanyInventors: Charles J. Stark, deceased, Gayle Edward Back, Jimmy D. Elmore, Kalyan Ghosh, Pen-Chung Wang, Kailash Dangayach
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Patent number: 6121350Abstract: One component water-based coatings, inks, adhesives and sealants comprising enhanced molecular weight epoxy emulsions and inactivated amines.Type: GrantFiled: March 17, 1997Date of Patent: September 19, 2000Assignee: Air Products and Chemicals, Inc.Inventors: Lowell O. Cummings, Patrick A. Terrizzi, Norman A. Gac
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Patent number: 6107369Abstract: A process for preparing a tris-lactam crosslinking agent, tris-pyrrolidonyl triazine, from N,N',N"-tris(4-chlorobutyryl)melamine by treatment of the chlorobutyryl derivative with a base such as sodium or potassium carbonate to effect intramolecular cyclization to the tris-lactam. A curable composition comprised of tris-pyrrolidonyl triazine as the crosslinking agent and a hydroxyfunctional or aminofunctinoal material as a resin. Thick films with no pinholes are prepared from the curable compositions using powder coating techniques.Type: GrantFiled: June 6, 1995Date of Patent: August 22, 2000Assignee: Cytec Technology Corp.Inventors: R. B. Gupta, Robert G. Lees
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Patent number: 6096806Abstract: Epoxy resins, particularly those based on bisphenol A, can constitute the principal film forming polymer component of a storage stable autodepositable composition wherein the particle size distribution of all the film forming polymers in the composition satisfies certain criteria of size distribution, and an accelerator component which is an acid, oxidizing agent or complexing agent is present in amount sufficient to provide an oxidation-reduction potential at least 100 mV more oxidizing than a standard hydrogen electrode. Such dispersions can conveniently be prepared using a two stage process in which a solution of the film forming polymers is emulsified into water to form a preliminary dispersion and this preliminary dispersion is subjected to at least one particle size refinement stage in which the preliminary dispersion is forced through a narrow aperture.Type: GrantFiled: February 17, 1998Date of Patent: August 1, 2000Assignee: Henkel CorporationInventors: Brian L. Mueller, Elizabeth J. Siebert
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Patent number: 6093299Abstract: This invention relates to a stove-enamel coating medium based on at least one binder vehicle selected from amino(meth)acrylate resins and/or epoxide-amine addition products comprising cationic groups and/or groups which can be converted into cationic groups. The binder vehicle additionally comprises cyclic carbonate groups and/or at least one crosslinking agent which comprises cyclic carbonate groups is present, and the binder vehicle also contains secondary amino groups and/or hydroxyl groups.Type: GrantFiled: February 10, 1998Date of Patent: July 25, 2000Assignee: Herberts Gesellschaft Mit Beschrankter HaftungInventors: Joachim Blum, Klausjorg Klein, Hans-Peter Patzschke, Bettina Vogt-Birnbrich
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Patent number: 6087417Abstract: The invention provides aqueous, solvent based, and solvent-free curable coating compositions which include (A) the reaction product of epoxy resin, acid, and tertiary amine; (B) reactive diluent, and, optionally, (C) curing agent. The compositions are useful for forming cured coated substrates, that are especially suitable for food and beverage packaging.Type: GrantFiled: January 16, 1998Date of Patent: July 11, 2000Assignee: The Valspar CorporationInventors: Thomas A. Stevenson, Larry Brandenburger, William McCarty, John Mazza, Jeffrey Niederst
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Patent number: 6077884Abstract: 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: GrantFiled: September 25, 1998Date of Patent: June 20, 2000Assignee: Sika Chemie GmbHInventors: Michael Hess, Horst Schneider, Michael Hiller