Mixed With Reactant Containing More Than One 1,2-epoxy Group Per Mole Or Polymer Derived Therefrom Patents (Class 525/438)
  • Patent number: 6303706
    Abstract: A resin composition for powder coating, which comprises the following components (A), (B) and (C): (A) a carboxyl group-containing resin having a number average molecular weight of from 1,000 to 20,000, an acid value of from 5 to 200 and a glass transition temperature of from 30 to 120° C.; (B) tris(&bgr;-methylglycidyl) isocyanurate of the formula (1): (C) as a ring opening polymerization inhibitor, at least one compound selected from the group consisting of amines having in their molecules a bond of the formula (2): and onium salts.
    Type: Grant
    Filed: June 19, 2000
    Date of Patent: October 16, 2001
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Satoru Miyake, Hisao Ikeda, Motohiko Hidaka, Takeo Moro
  • Patent number: 6300428
    Abstract: 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: Grant
    Filed: January 27, 2000
    Date of Patent: October 9, 2001
    Assignee: The Valspar Corporation
    Inventors: Thomas A. Stevenson, Larry Brandenburger, William McCarty, John Mazza, Jeffrey Niederst
  • Patent number: 6294610
    Abstract: Coating powders having a resin system of comprising an epoxy resin and a carboxylic acid functional polymer contain a cure catalyst of formulae (I), (II) or mixtures of (I) and (II): where Z is selected from P, As, and N, the R1s are the same or different and are independently selected from alkyl groups, alkenyl groups, and aryl groups; R2s are the same or different and are selected from alkyl groups, phenyl groups, substituted phenyl groups, Br, Cl, I, and F; and the R3s are the same or different and are independently selected from the group consisting of H, alkyl groups, alkenyl groups, acyl groups, cycloalkyl groups, cycloalkenyl groups, aldehyde group, carboxyl group, cyano group and nitro group.
    Type: Grant
    Filed: November 29, 1999
    Date of Patent: September 25, 2001
    Assignee: Rohm and Haas Company
    Inventors: Andrew T. Daly, Richard P. Haley, Michael M. Cook, Jeffrey A. Ulman
  • Patent number: 6291597
    Abstract: A composition comprising a polylactide polymer with improved extensional viscosity and methods of making the same are disclosed. The polylactide polymer composition is prepared by providing in the composition polylactide polymer molecules which have been modified, relative to linear non-substituted polylactide, to provide increased molecular interaction among polylactide backbone chains in the composition. The preferred polylactide polymer composition has a number average molecular weight of at least about 10,000 (preferably at least 50,000) and a polydispersity of at least about 2.5. In addition, the polylactide polymer composition should have a neck-in ratio of less than about 0.8.
    Type: Grant
    Filed: September 20, 1999
    Date of Patent: September 18, 2001
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, David Roy Witzke, Mark Henry Hartmann, Andrea Lee Brosch
  • Patent number: 6284845
    Abstract: The present invention is directed to a powdered coating composition which includes a carboxyl terminated polyester, epoxy compounds and an onium catalyst or &bgr;-hydroxyalkylamide which provide coatings with outstanding properties when cured at low temperature.
    Type: Grant
    Filed: September 16, 1999
    Date of Patent: September 4, 2001
    Assignee: McWhorter Technologies
    Inventors: Kamlesh Pai Panandiker, Timothy Wiedow, Mark Hendrickson
  • Patent number: 6270855
    Abstract: Powder coating compositions for metal substrates, a method of powder coating a metal substrate, and a metal article are disclosed. The powder coating composition is a thermoplastic material and comprises: (a) a first polyester having a weight average molecular weight of about 10,000 to about 80,000 and a Tg of greater than 45° C. to about 100° C., (b) a second polyester having a weight average molecular weight of about 10,000 to about 70,000 and a Tg of about −10° C. to about 45° C., and optionally, (c) a modifying resin, such as an epoxy resin having an epoxy equivalent weight of about 500 to about 15,000, wherein the Tg of the first and second polyesters differ by about 5 ° C. to about 60 ° C. The powder coating composition is applied to a metal substrate to provide a composition film having a thickness of about 1 to about 200 microns.
    Type: Grant
    Filed: March 16, 1999
    Date of Patent: August 7, 2001
    Assignee: The Valspar Corporation
    Inventors: Rolf Jung, Christian Schmid
  • Patent number: 6265531
    Abstract: A glycidylester of the general formula I in which R1 and R4 are the same or different C1-C6 alkyl or C6-C10 cycloalkyl groups, and R2 and R3 are the same or different and are H or C1-C6 alkyl or C6-C10 cycloalkyl groups. The glycidylester is used in a thermosetting resin composition, comprising also a curing compound and preferably an advanced resin product. The thermosetting resin composition can be applied for outdoor durable coatings, having excellent resistance against acid rain.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: July 24, 2001
    Assignee: Shell Oil Company
    Inventors: Johannes Adrianus Van Doorn, Jozef Jacobus Titus Smits
  • Patent number: 6258896
    Abstract: Dispersants that adsorb to hydrophobic particle surfaces in aqueous media are described. The dispersants comprise dendritic polymers having at least one ionizable moiety and at least one peripheral hydrophobic long chain hydrocarbon moiety. Dispersions and inks wherein the dispersant operates as a solitary or co-dispersant are also described.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: July 10, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Ahmed Salih Abuelyaman, Prabhakara Satyauolu Rao, Babu N. Gaddam
  • Patent number: 6251999
    Abstract: A catalytic tin carboxylate adduct, which is useful as a catalyst in epoxy-acid coating compositions, is the reaction product of (A) a mono-, di-, or poly-carboxylic acid functional compound and (B) an organotin compound containing one to three aryl groups and at least one halogen or hydroxyl group attached to the tin atom. There is also provided an epoxy-acid coating composition, which incorporates this catalytic tin carboxylate adduct. The epoxy-acid coating composition is advantageous as an automotive topcoat, particularly as a clear coat composition because it exhibits good appearance, durability, stability and generates no, or extremely low levels of benzene during the curing process.
    Type: Grant
    Filed: June 23, 1999
    Date of Patent: June 26, 2001
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Daniel E. Rardon, Kurt A. Humbert, Karen A. Barkac, Peter Kamarchik, Jr., Mark E. Wozniak
  • Patent number: 6239229
    Abstract: To obtain paint compositions with which it is possible to form paint films which have excellent acid resistance, weather resistance and heat resistance and which also have excellent yellowing resistance. A heat hardenable paint composition which contains (A) polyol which has in each molecule two or more sterically protected secondary hydroxyl groups, being a polyol obtained by means of an esterification reaction of an epoxy group containing compound which has one epoxy group and which does not have a polymerizable unsaturated bond and a carboxyl group containing compound which has two or more carboxyl groups; and (B) 1,3,5-triazine-2,4,6-tris-carbamic acid ester which can be represented by the general formula indicated below, or an oligomer thereof, wherein the mol ratio secondary hydroxyl groups originating from the aforementioned (A) component:NHCOOR groups originating from the aforementioned (B) component in the composition is from 1:3 to 3:1.
    Type: Grant
    Filed: March 9, 1999
    Date of Patent: May 29, 2001
    Assignee: BASF Coatings AG
    Inventors: Kishio Shibatoh, Akito Nukita, Ingo Lüer
  • Patent number: 6228971
    Abstract: Novel imine functional copolymers are provided containing a plurality of groups of the structure: where R1 is hydrogen or methyl; R2 is hydrogen or an alkyl group having from about 1 to about 10 carbon atoms; R3 is an alkyl or aryl group having from about 1 to about 10 carbon atoms, or R3 is bonded to R2 and forms part of a five- or six-membered ring; and Y is a divalent linking group having from about 3 to about 15 carbon atoms. The composition is useful in film-forming compositions curable at ambient temperature and above.
    Type: Grant
    Filed: June 21, 1999
    Date of Patent: May 8, 2001
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Jonathan T. Martz, Joseph M. Carney, Robert E. Jennings
  • Patent number: 6207235
    Abstract: A one-pack coating composition is disclosed. The composition comprises (A) an oligomer or polymer containing an acid anhydride group, a blocked hydroxyl group and an epoxy group as indispensable functional groups in the same or different molecules, (B) a heat-potential curing catalyst which comprises a complex of an organometallic compound and an electron-donating compound or an onium salt and which exhibits its activity upon heating, (C) an ultraviolet absorber comprising a triazine or oxalic anilide, and (D) a hindered amine light stabilizer having a piperidine ring of the following structure: wherein R represents R1—CO—, a C2 to C20 alkyl group or R1—O— (R1 being a C2 to C20 alkyl group), and R2, R3, R4 and R5 independently from each other represent a C1 to C3 alkyl group, or a phenolic antioxidant. A method for coating using this coating composition is also disclosed.
    Type: Grant
    Filed: March 14, 1996
    Date of Patent: March 27, 2001
    Assignee: Mazda Motor Corporation
    Inventors: Mika Ohsawa, Yoshiaki Marutani, Hiroyuki Uemura, Kazuhi Koga, Hiroshi Kubota
  • Patent number: 6207768
    Abstract: The combination of powder coatings usable in a coating method comprising mixing two or more powder coatings of which each color is different, wherein each of the powder coatings fuses with each other and is heat-cured, to thereby give a coating film having a homogeneous hue. A powder coating composition comprising two or more powder coatings of which each color is different, wherein each of the powder coatings fuses with each other and is heat-cured, to thereby give a coating film having a homogeneous hue. A coating method comprising the steps of (a) applying to a substrate two or more powder coatings, of which each color is different; (b) heating to fuse with each other each of the two or more powder coatings applied in step (a); and (c) curing the resulting fused product in step (b), to give a coating film having a homogeneous hue.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: March 27, 2001
    Assignee: Kao Corporation
    Inventors: Yukiya Sato, Hisakazu Tajima, Katsutoshi Aoki, Takehiko Tohjo, Yasunori Inagaki, Masayuki Maruta, Shingo Tanaka
  • Patent number: 6203708
    Abstract: An ion exchange resin comprising an ion exchange material dispersed or distributed throughout a polyurethane matrix. The ion exchange material is typically a second polymer which has been chemically modified after dispersion or distribution throughout the polyurethane matrix.
    Type: Grant
    Filed: May 17, 1999
    Date of Patent: March 20, 2001
    Assignee: Monash University
    Inventors: Frank Lawson, William Harold Jay
  • Patent number: 6204332
    Abstract: A water-dilutable coating after base neutralization comprises a polyhydroxyl-functional resin including a condensation resin such as a polyester or alkyd resin, and/or a polyhydroxyl-functional addition resin such as an acrylate resin or the reaction product of a carboxyl-functional acrylate resin and a hydroxyl-functional acrylate resin, and/or an emulsion copolymer, an at least partially monoalcohol-etherified amino resin, and a strong organic or inorganic acid crosslinking catalyst non-ionically blocked with a monoepoxide, a diepoxide or a lactone.
    Type: Grant
    Filed: May 18, 1998
    Date of Patent: March 20, 2001
    Assignee: Vianova Resins AG
    Inventors: Werner Wilfinger, Ingo Kriessmann, Friedrich Herrmann, Angelika Boehme
  • Patent number: 6197898
    Abstract: A process for preparing a polymer composition useful as a prepreg comprises (a) melt-mixing at least one thermoplastic polymer above the glass transition temperature or melt temperature of the thermoplastic polymer with either (i) an uncured epoxy resin or (ii) an epoxy curing agent or a catalyst; (b) melt-mixing above the glass transition temperature or melt temperature of the thermoplastic polymer, the other of (i) an uncured epoxy resin or (ii) an epoxy curing agent or a catalyst to form a substantially uncured but essentially curable and/or polymerizable composition; (c) optionally forming a shaped product from the melt-mixed composition of (b); and (d) fast-curing and/or fast-polymerizing the optionally formed shaped product.
    Type: Grant
    Filed: November 18, 1997
    Date of Patent: March 6, 2001
    Assignee: General Electric Company
    Inventors: Eduard Aarts van den Berg, Christian Maria Emile Bailly, Johannes Everardus Fortuyn, Marinus Cornelis Adriaan van der Ree, Robert Walter Venderbosch, Frits Jan Viersen, Gerrit de Wit, Hua Wang, Sadhan C. Jana, Andrew Jay Salem, Joel Matthew Caraher
  • Patent number: 6194523
    Abstract: An adhesive resin composition comprising polyester polyurethane having a number average molecular weight of 8,000-100,000 and an epoxy resin having two or more epoxy groups per molecule, said polyester polyurethane having an acid value of 100-1,000 equivalent/106 g and the proportion of polyester polyurethane having a molecular weight of not more than 5,000 is not more than 20 wt % and an adhesive film obtained from the adhesive resin composition. The adhesive resin composition and the adhesive film of the present invention have a longer working life and are superior in adhesive property, heat resistance and water resistance.
    Type: Grant
    Filed: October 20, 1998
    Date of Patent: February 27, 2001
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Masaki Murata, Takahiro Hattori, Katsuya Emoto
  • Patent number: 6191195
    Abstract: The invention relates to a heat-curing coating material consisting of a carboxyl-functional polyester, and an epoxy resin and also at least one additional stabilizer.
    Type: Grant
    Filed: February 10, 1999
    Date of Patent: February 20, 2001
    Assignee: Ems-Inventa AG
    Inventors: Andreas Kaplan, Manfred Wenzler, Juerg Heinz
  • Patent number: 6187875
    Abstract: Linear, carboxylic acid functional polyester resins produced by reaction of: (a) at least one aromatic and/or cycloaliphatic dicarboxylic acid compound A, comprising two aromatic and/or secondary aliphatic carboxyl groups in the 1,2-position, or anhydride thereof; (b) at least one hydroxyl monocarboxylic acid B1, comprising two aliphatic hydroxyl groups, which groups each independently may be primary or secondary hydroxyl groups and wherein the carboxylic acid group is a tertiary carboxyl group, mixed with a cycloaliphatic diol B2 in an amount of at least 5 wt %, relative to the weight of B1 and B2 together; (c) optionally an aliphatic dicarboxylic acid C, comprising an alkylene group having from 3 to 8 carbon atoms and having two terminal aliphatic carboxyl groups; and (d) optionally an aromatic monocarboxylic acid D, the molar ratio of the compounds A:B1+B2:C:D being X:Y+X+Z1:Y:Z2, wherein X ranges from 1 to 8, Y ranges from 0 to 8, Z1 ranges from −3 to 3 and Z2 ranges from 0 to 2,
    Type: Grant
    Filed: October 19, 1999
    Date of Patent: February 13, 2001
    Assignee: Shell Oil Company
    Inventors: Ann Elise Germaine Christiane Bergmans, Jean-Marc Jacques Eric Bertens, Petrus Gerardus Kooijmans, Marc Jozef Rans, Christian Jean Charles De Cock
  • Patent number: 6187442
    Abstract: The present invention relates to thermosetting resin compositions comprising (a) a first vinyl ester resin synthesized from the diglycidyl ether of bisphenol A, bisphenol A and glacial methacrylic acid, in from about 1% to about 95% by weight of the total composition; (b) a resin selected from the group consisting of (1) a second different vinyl ester synthesized from the diglycidyl ether of bisphenol A with glacial methacrylic acid, and (2) an unsaturated polyester, in from about 1% to about 69% by weight of the total composition; and electrical laminates made therefrom which further comprise a catalyst in from about 0.1% to about 2% by weight of the total composition and which may or may not be clad with an electrical conductive layer on at least one side; and a method of producing these.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: February 13, 2001
    Assignee: The Alpha Corporation of Tennessee
    Inventors: Scott Alan Lane, Thomas Edward Even, Timothy Wayne Austill, Philip Andrew Johnson
  • Patent number: 6187830
    Abstract: The present invention relates to a process for the preparation of a foamed article having a foam density of less than 180 kg/m3 and an average cell diameter of less than 1.5 mm comprising the extrusion of a molten semi-crystalline thermoplastic resin composition in the presence of a foaming agent, with the semi-crystalline thermoplastic resin composition comprising a polymeric epoxide containing at least two epoxide groups being a copolymer of a monomer mixture comprising at least one C10 to C18-olefin and at least one ethylenically unsaturated compound comprising an epoxide group. The process results in the preparation of foamed articles having a regular and homogeneous structure. Another advantage of the present invention is that it is not necessary anymore to add a compound of Group Ia, IIa, or IIIa of the Periodic Table, such as LiCl, to the extrusion process.
    Type: Grant
    Filed: January 11, 2000
    Date of Patent: February 13, 2001
    Assignee: Akzo Nobel NV
    Inventors: Geert Boven, Gerard Henk Beijers, Jernej Jelenic
  • Patent number: 6184279
    Abstract: Coating compositions and coated substrates with the cured coatings of at least one curable film-forming resinous material along with an effective degassing amount of a material having the structure: and dimer derivatives thereof wherein R and R′ are the same or different and are primary alkyl groups with 1 to 6 carbon atoms including methyl or an aromatic group containing at least one heteroatom. Coating compositions like powder coating compositions have the resinous material and material of Structure I and/or dimer derivatives thereof along with one or more crosslinking agents. Optionally, the coating composition like a powder coating can have pigment(s), flow control agent(s), microcrystalline wax(es), light stabilizing agent(s), and/or antioxidant(s) and the like.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: February 6, 2001
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Lawrence G. Anderson, Karen S. Rechenberg, Karen A. Barkac
  • Patent number: 6184311
    Abstract: A thermosetting powder coating composition according to the present invention comprises as binder a co-reactable particulate mixture of a carboxylic acid-functional polyester component and a curing agent having groups reactive with carboxylic acid groups, characterized in that the carboxylic acid-functional component comprises a semi-crystalline polyester having an acid value of from 10 to 70 mg KOH/g and a hydroxy value of no more than 11 mg KOH/g. Generally the semi-crystalline polyester has one or more Tg values less than 55° C., a sharp melting point of 50 to 200° C. and preferably a number average molecular weight of at least 1600. The composition may, if desired, include an amorphous polyester and the curing agent may be, for example, an epoxy resin or a bis(beta-hydroxyalkylamide).
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: February 6, 2001
    Assignee: Courtaulds Coatings (Holdings) Limited
    Inventors: Luke James O'Keeffe, Steven Alistair Nixon, Colin Cameron, Alan Keith Penman
  • Patent number: 6180727
    Abstract: There is provided a curing agent composition, a method for making a curing agent composition, two component curable epoxy resin compositions, methods of their manufacture, and the different cured products thereof. The curing agent comprises the reaction product of a a) phenolic acid substituted with at least one carboxyl group and at least one hydrocarbyl group having at least 1 carbon atom; b) a polyepoxide compound; c) a polyamine compound having at least two primary amine groups; and d) a monoglycidyl capping agent. The curing agents contain secondary amine groups, yet are reactive enough to cure epoxy resins without the necessity for external catalysts/accelerators, at a wide range of curing temperatures and are immediately compatible with a standard diglycidyl ether of Bisphenol-A epoxy resins.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: January 30, 2001
    Assignee: Shell Oil Company
    Inventor: Kalyan Ghosh
  • Patent number: 6180726
    Abstract: The present invention relates to a high temperature resistant coating composition and a method of using thereof. More particularly, the invention relates to a coating composition comprising a resin containing functional hydroxyl groups (A), a polyfunctional epoxy resin (B), and an anhydride compound.(C).
    Type: Grant
    Filed: March 10, 1998
    Date of Patent: January 30, 2001
    Assignee: H. B. Fuller Licensing & Financing Inc.
    Inventors: Wayne G. Eklund, Paula Bushendorf
  • Patent number: 6172142
    Abstract: There is provided by the present invention a thermal transfer ribbon which employs reactive binder components that increase in molecular weight when heated during transfer to provide images with high scratch and smear resistance. The reactive components comprise an epoxy resin binder and crosslinker for the epoxy resin binder which are maintained in separate phases within the thermal transfer layer until exposed to a thermal print head through the use of a coating formulation solvent which does not solubilize either the crosslinker or the epoxy resin binder or both.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: January 9, 2001
    Assignee: NCR Corporation
    Inventors: Michael A. Lorenz, Joseph D. Roth
  • Patent number: 6171700
    Abstract: A curable composite material composition comprising (A) a polymerizable unsaturated compound, (B) a fiber reinforcing material and/or fiber, and (C) a polymerization initiator comprising an organic boron compound represented by the general formula (1) wherein R1, R2, R3 and R4 each independently represent an alkyl, aryl, allyl, aralkyl, alkenyl, alkynyl, silyl or heterocyclic group, a halogen atom, or a substituted alkyl, substituted aryl, substituted allyl, substituted aralkyl, substituted alkenyl, substituted alkynyl or substituted silyl group, and Z+ represents a cation, and an acidic compound, as well as a curing process for the curable composite material composition which includes irradiating and/or heating the curable composite material composition.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: January 9, 2001
    Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer., Ltd.
    Inventors: Shuichi Sugita, Hirotoshi Kamata, Tomio Yamamoto, Kazuo Ohtani, Hidetake Sendai
  • Patent number: 6169158
    Abstract: The present invention is directed to a polyglycidyl compound having on average more than two, preferably more than two and a half, particularly preferably more than three, glycidyl groups per molecule and a Tg value (determined by DSC, heating rate=20° C./min) higher than 20° C.
    Type: Grant
    Filed: April 23, 1999
    Date of Patent: January 2, 2001
    Assignee: Vantico, Inc.
    Inventors: Christoph Rickert, Hugh Stephen Laver
  • Patent number: 6169159
    Abstract: A halogenated flame retardant for a thermoplastic resin with carbonyl linkages in the main chain such as polyethylene terephthalate or polybutylene terephthalate is obtained by the modification of a brominated bisphenol A epoxy resin optionally advanced with brominated bisphenol A by reaction of the epoxy groups with a C1-C8 alcohol such as methanol or butanol to the extent that the ratio of unmodified epoxy groups to alcohol-modified epoxy groups is from 2/1 to 1/2.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: January 2, 2001
    Assignee: Tohto Kasei Co., Ltd.
    Inventors: Toshihiko Kawamoto, Tetsunori Sato, Yoshiyuki Morikawa
  • Patent number: 6168865
    Abstract: The present invention relates to a coating composition comprising one or more hydroxyl-containing, modified or nonmodified polyesters and one or more hydroxyl-reactive crosslinkers, characterized in that the coating composition comprises as binder a mixture of A1) from 35 to 95% by weight of one or more hydroxyl-containing polyesters (A1) having an OH number of from 15 to 210 mg of KOH/g, an acid number of from 10 to 120 mg of KOH/g and a number-average molecular weight of from 500 to 6,000 g/mol, A2) from 2 to 50% by weight of one or more water-thinnable, modified epoxy resin esters (A2), and A3) from 0 to 20% by weight of one or more water-thinnable, hydroxyl-containing, epoxy resin-modified alkyd resins (A3), the sum of the proportions by weight of components (A1) to (A3) being in each case 100% by weight and the proportions by weight being based in each case on the solids content of the binders (A1) to (A3).
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: January 2, 2001
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Bernhard Köster, Ludger Keweloh, Jörg Kipp, Lazaros Vogdanis, Dietmar Chmielewski
  • Patent number: 6153264
    Abstract: Solid extrusion coating compositions for metal substrates, a method of extrusion coating a metal substrate, and a metal article are disclosed. The extrusion coating composition is a thermoplastic material and comprises: (a) a polyester having a weight average molecular weight of 10,000 to 50,000 and optionally, (b) a modifying resin, selected from epoxy resins having an epoxy equivalent weight of 500 to 15,000, acrylic resins or polyolefin resins. The extrusion coating composition is applied to a metal substrate in an extrusion process to provide a composition film having a thickness of about 1 to about 40 microns.
    Type: Grant
    Filed: August 12, 1998
    Date of Patent: November 28, 2000
    Assignee: The Dexter Corporation
    Inventors: Christina Schmid, Rolf Jung, Hans Widmer, Martin Lu, Artemia Jimenez, Louis Sharp, Stephen Postle
  • Patent number: 6150458
    Abstract: The present invention relates to a process for preparing (meth)acrylic acid esters by1) reacting hydroxyl group-containing polyethers, polyesters or polyester ethers with (meth)acrylic acid in the presence of an acid esterification catalyst and a solvent to form (meth)acrylic acid esters, and2) reacting the acid esterification catalyst acid and unreacted (meth)acrylic acid with a compound containing two or more epoxide groups in the presence of the solvent used in step 1).
    Type: Grant
    Filed: July 21, 1999
    Date of Patent: November 21, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Weikard, Wolfgang Fischer
  • Patent number: 6143838
    Abstract: A linear or branched polyglycidylester resin produced by reacting a carboxyl functional polyester resin with an excess epihalohydrin in the presence of a suitable base, wherein the carboxyl functional polyester resin is produced by reacting at a temperature of from 100 to 240.degree. C. at least one dicarboxylic acid compound of the formula ##STR1## wherein x.gtoreq.1 and wherein R.sub.1 and R.sub.2 each represent an alkyl group having from 1 to 4 carbon atoms or wherein R.sub.1 and R.sub.2 form together with the group .about.CH--(CH.sub.2).sub.x --CH.about. a cycloalkylgroup, with at least one diol compound comprising two aliphatic hydroxyl groups, wherein each hydroxyl group independently is a primary or a secondary hydroxyl group, and wherein the number of carboxylic acid groups and anhydrides thereof exceeds the number of hydroxyl groups. The reaction continues until essentially all the hydroxyl groups initially present in the reaction mixture have been reacted.
    Type: Grant
    Filed: March 25, 1998
    Date of Patent: November 7, 2000
    Assignee: Shell Oil Company
    Inventors: Ronald Petrus Clemens Van Gaalen, Petrus Gerardus Kooijmans, Eric Johannes Vos
  • Patent number: 6140419
    Abstract: The invention pertains to a powder lacquer composition containing epoxy-rtive polymers as binders and epoxy-functional siloxane resins as hardeners as well as additives, if required, such as pigments and/or fillers and/or thermal stabilizers and/or additives such as flow-promoting agents and de-gassing agents, whereby the hardener is a compound which is prepared by the hydrolysis and condensation of an organo-silane R.sub.2 SiX.sub.2 of an epoxy-functionalized silane.
    Type: Grant
    Filed: January 15, 1999
    Date of Patent: October 31, 2000
    Assignee: Fraunhofer-Gesellschaft zur Forderung der Angewandten Forschung E.V.
    Inventors: Christine Barglik-Chory, Karl-Heinz Haas
  • Patent number: 6136398
    Abstract: A curable composition formed by mixing components comprising 10 to 70 weight percent of a curable epoxy resin; an effective amount of a curative for the epoxy resin; 10 to 85 weight percent of a thermoplastic ethylene-vinyl acetate copolymer; and 5 to 60 weight percent of a thermoplastic polyester resin, the parts by weight being based on the total weight of the resin in the composition.
    Type: Grant
    Filed: May 1, 1998
    Date of Patent: October 24, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Peggy S. Willett, Christopher M. Meyer, Scott R. Meyer
  • Patent number: 6127490
    Abstract: Apparatuses and methods are disclosed for the production of a polyester/epoxy copolymer that can be applied as a liquid to a surface prior to being cured. The method of preparing the polyester/epoxy copolymer includes mixing maleic acid with dicyclopentadiene to produce a ten-carbon double ring ester, promoting esterification with the addition of a source of hydroxyl, such as an alcohol or a glycol, to a desired acid number and reacting with an epoxy. Optionally, a source of unsaturation may also be added. Examples include excess maleic anhydride, fumaric acid, excess ten carbon ester, nadic anhydride, or tetrahydrophthalic acid. Electrical components of the present invention include a cured coating of the copolymer of the present invention over at least a portion of the component. Specific, selective modifications to 100% reactive polyester/epoxy copolymer electrical varnishes can result in greatly improved moisture and chemical resistance properties.
    Type: Grant
    Filed: August 25, 1998
    Date of Patent: October 3, 2000
    Assignee: Ranbar Electrical Materials, Inc.
    Inventor: Albert Chris Fazio
  • Patent number: 6121387
    Abstract: Process for preparing a thermosetting coating composition comprising;(a) mixing(i) a cleavable carbonyl polymer having an activated carbonyl group adjacent to oxygen or nitrogen, in the backbone, and having a molecular weight greater than 5,000(ii) a multifunctional compound having a molecular weight less than 5,000 having a functional group capable of reacting with the cleavable carbonyl polymer to cleave the polymer at the carbonyl group and bond with the cleaved polymer, the compound having a crosslinking group;(b) reacting the mixture in an extruder, at 50 to 350.degree. C. for 15 to 600 seconds, to cleave the polymer, and react the cleaved polymer with the functional group on the multifunctional compound(c) quenching the reaction mixture cooling prior to equilibrium reaction, to produce a functionalized cleaved polymer having crosslinking groups derived from the multifunctional compound and capable of crosslinking by heat reaction outside the extruder.
    Type: Grant
    Filed: April 10, 1998
    Date of Patent: September 19, 2000
    Assignee: Imperial Chemical Industries, Plc
    Inventor: Riaz Ahmad Choudhery
  • Patent number: 6117952
    Abstract: A powder coating composition comprising(A) a solid epoxy resin mixture that comprises at least one epoxy resin component (A1) and one epoxy resin component (A2) and(B) a free-carboxyl-group-containing polyester in an amount sufficient for the full cure of the composition,in which the epoxy resin component (A1) consists of one or more epoxy resins and has overall a mean epoxy functionality that is greater than 2,wherein the epoxy resin component (A2) consists of one or more advanced epoxy resins each of which has a mean epoxy functionality of at least 1.2 but less than 1.95 and is the product of a reaction in which (i) at least one diglycidyl compound is simultaneously reacted with (ii) at least one bisphenol compound and (iii) at least one monophenol as starting materials, and the difference between the mean epoxy functionality of the epoxy resin mixture (A) and the mean epoxy functionality of component (A2) of the mixture is at least 0.05 but less than 0.8.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: September 12, 2000
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Jurgen Finter, Isabelle Frischinger, Christine Poget
  • Patent number: 6113980
    Abstract: A method for improving the chargeability of a powder coating composition containing an organic film-forming binder, which method comprises incorporating into the powder coating composition at least two different compounds containing a residue of the formula (A) ##STR1## as electron donors.
    Type: Grant
    Filed: January 30, 1998
    Date of Patent: September 5, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Hugh Stephen Laver
  • Patent number: 6114473
    Abstract: A resin composition for powder coating, which comprises the following components (A), (B) and (C): (A) a carboxyl group-containing resin having a number average molecular weight of from 1,000 to 20,000, an acid value of from 5 to 200 and a glass transition temperature of from 30 to 120.degree. C.; (B) tris(.beta.-methylglycidyl) isocyanurate of formula (1); and (C) as a ring opening polymerization inhibitor, at least one compound selected from the group consisting of amines having in their molecules a bond of formula (2); and onium salts.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: September 5, 2000
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Satoru Miyake, Hisao Ikeda, Motohiko Hidaka, Takeo Moro
  • Patent number: 6114458
    Abstract: A branched radial block copolymer including the reaction product of a dendritic macromolecular initiator, and one or more chain extending monomers.
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: September 5, 2000
    Assignee: International Business Machines Corporation
    Inventors: Craig Jon Hawker, James Lupton Hedrick, Olof Mikael Trollsas
  • Patent number: 6111033
    Abstract: A biodegradable polyester prepared from lactic acid, and, optionally, other hydroxy acid or acids. The polyester contains 4-100 carboxyl groups and has an average molecular weight of 1,000 to 200,000 g/mol. Also disclosed are methods of making such polyesters.
    Type: Grant
    Filed: January 15, 1999
    Date of Patent: August 29, 2000
    Assignee: Kinerton, Limited
    Inventors: Thomas Ciaran Loughman, Ruth Mary Russell, Franck Jean-Claude Touraud
  • Patent number: 6103834
    Abstract: A process for co-polymerizing unsaturated vegetable oils or fatty acids utilizing the steps of mixing the unsaturated vegetable oil or fatty acid with maleic anhydride in a container. Simultaneously, inert gas is added to the container to provide an oxygen free environment within the container. A sufficient amount of initiator is added to the mixture in the container to produce free radicals for the co-polymerization of the vegetable oil with this fatty acid or the maleic anhydride.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: August 15, 2000
    Inventor: Abel M. Espinoza
  • Patent number: 6103825
    Abstract: Epoxy resins which are obtainable by a process in which, first of all(a) by reacting(A1) at least one substance selected from the substances of the formula (I) and of the formula (II): ##STR1## in which Alc is the radical of a diol which has been freed fromI ts hydroxyl groups and comprises 2 to 20 carbon atoms,Ac is the radical of a dicarboxylic acid which has been freed from its carboxyl groups and comprises 2 to 20 carbon atoms,[Ph] is the radical of a difunctional phenolic compound which has been freed from its phenolic hydroxyl groups and has 6 to 20 carbon atoms, andc is a number greater than 1 but not more than 2, with(A2) at least one liquid diglycidyl ether based on a first bisphenol compound in an amount chosen so that there are more than two equivalents of glycidyl groups of component (A2) for a total of one equivalent of carboxyl and phenolic hydroxyl groups of component (A1),a pre-advanced diglycidyl ether resin is formed in dispersion in the liquid diglycidyl ether of which there is at least one
    Type: Grant
    Filed: April 30, 1998
    Date of Patent: August 15, 2000
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Isabelle Frischinger, Jurgen Finter, Christine Poget, Philippe-Guilhaume Gottis
  • Patent number: 6103387
    Abstract: A thermosetting composition comprises (A) a compound having in the molecule two or more carboxyl groups blocked by a vinyl ether compound, a vinyl thioether compound or a hetero compound having a vinyl type double bond and oxygen or sulfur as the hetero atom, (B) a compound having in the molecule two or more reactive functional groups which can form chemical bonds with the blocked carboxyl groups, and (C) a dispersing component of at least one inorganic oxide sol selected from the group consisting of aluminium oxide sol, silica sol, zirconium oxide sol and antimony oxide sol, and optionally (D) a thermal latent acid catalyst which is activated during curing the composition by heating. A method of coating and a coated article comprise applying the composition. The obtained paint film has excellent weathering resistance, stain resistance, stain-removing property, chemical resistance, moisture resistance and excellent appearance.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: August 15, 2000
    Assignee: NOF Corporation
    Inventors: Toshio Yamamoto, Masahiro Sano, Hiroki Mizutani, Keiji Komoto, Masahiro Ishidoya
  • Patent number: 6100349
    Abstract: Proposed is a thermosetting powder coating composition comprising a mixture of particles reactive towards one another and a catalyst, with a portion of the reactive particles comprising a polymer reacting with epoxy to form ester forming or ether forming groups, while another portion comprises an at least bifunctional cross-linking agent which contains 2-oxo-1,3-dioxolan-4-yl groups, hereinafter referred to as cyclocarbonate groups, and, optionally, epoxy groups, with both the polymer reacting with epoxy to form ester forming and/or ether forming groups and the cross-linking agent being obtained by means of a non-vinylic addition and/or polymerization process. The catalyst used as ring opener for the cyclocarbonate groups is present in a quantity of 0.01 to 10, preferably 0.1 to 5, parts by weight per 100 parts by weight of the mixture of particles reactive towards one another. The quantity of epoxy oxygen present in the cross-linking agent after CO.sub.2 unblocking preferably is at least 0.4 wt. %.
    Type: Grant
    Filed: July 1, 1998
    Date of Patent: August 8, 2000
    Assignee: Akzo Nobel N.V.
    Inventors: Martinus Adrianus Anthonius Maria Koenraadt, Arie Noomen, Keimpe Jan Van Den Berg, Huig Klinkenberg, Klaus Hobel
  • Patent number: 6093777
    Abstract: A partially or fully cured thermosetting product which includes a cured and molded product of a thermosetting composition. The composition includes 70% to 99% by weight of at least one thermosetting resin or compound and 1% to 30% by weight of at least one toughening agent. The toughening agent is at least one hyperbranched dendritic macromolecule formed of ester units, optionally in combination with ether units.
    Type: Grant
    Filed: November 3, 1997
    Date of Patent: July 25, 2000
    Assignee: Perstorp AB
    Inventors: Kent Sorensen, Bo Pettersson, Louis Boogh, Jan-Anders Edvin Manson
  • Patent number: 6090890
    Abstract: Resin composition for powder paints, that has an excellent curability and excellent electrostatic properties (wraparound) and that provides cured coatings having an excellent appearance, weathering resistance, and mechanical properties, comprising (A) epoxy-functional branched organopolysiloxane and (B) a compound bearing a functional group reactive with the epoxy group, wherein the component (A)/component (B) weight ratio is from 2/98 to 98/2, or comprising (A) epoxy-functional branched organopolysiloxane, (3) a compound bearing a functional group reactive with the epoxy group, and (C) a compound bearing a functional group reactive with the functional group in component (B), wherein the component (A)/(component (B)+component (C)) weight ratio is from 2/98 to 98/2.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: July 18, 2000
    Assignee: Dow Corning Toray Silicone Co., Ltd.
    Inventors: Ichiro Murakami, Shoji Akamatsu, Tetsuro Agawa
  • Patent number: 6087417
    Abstract: 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: Grant
    Filed: January 16, 1998
    Date of Patent: July 11, 2000
    Assignee: The Valspar Corporation
    Inventors: Thomas A. Stevenson, Larry Brandenburger, William McCarty, John Mazza, Jeffrey Niederst
  • Patent number: 6084035
    Abstract: A resin composition for powder coating, comprising(A) a carboxyl group-containing resin having a number average molecular weight of 1000 to 20000, an acid value of 5 to 200 and a glass transition temperature of 30 to 120.degree. C.,(B) bis(.beta.-methylglycidyl)terephthalate of the formula (1): ##STR1## as a curing agent, and (D) at least one compound selected from the group consisting of amines having the linkage of the formula (2): ##STR2## in the molecule, a triarylphosphines and onium salts as a ring-opening polymerization inhibitor, the equivalent ratio of (.beta.-methylglycidyl group of the component (B))/(carboxyl group of the component (A)) being 0.5 to 3.0. The composition can give a product of curing excellent in impact resistance, weathering resistance and so on.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: July 4, 2000
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Satoru Miyake, Hisao Ikeda, Toshinari Koda, Motohiko Hidaka