Mixed With Unsaturated Reactant Or Polymer Derived Therefrom Patents (Class 525/518)
  • Patent number: 4652605
    Abstract: A polymeric reaction product, a process for its preparation and a coating composition containing the reaction product as a binder are described. The polymeric reaction product is prepared by the vinyl addition polymerization of a vinyl monomer component of which at least 50 percent by weight is an active hydrogen-containing vinyl monomer in the presence of a polymeric diluent. The rate of polymerization is controlled such that the amount of unreacted vinyl monomer, on the average, does not exceed 10 percent by weight of the total weight of the reaction mixture.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: March 24, 1987
    Assignee: PPG Industries, Inc.
    Inventors: Wen-Hsuan Chang, Michael M. Chau, J. Alden Erikson, Robert J. Lipinski, David T. McKeough, Richard M. Nugent, Jr.
  • Patent number: 4605720
    Abstract: Crosslinked, preferably acrylic, preferably melamine crosslinked, polymer particles formed by reactions comprising free radical addition polymerization of:(a) between about 0.5 and about 20 weight percent each of first and second monomers, each bearing functionality capable of crosslinking reaction with the other, wherein (i) either both additionally are ethylenically unsaturated monomers or (ii) the first monomer additionally is ethylenically unsaturated and the second monomer bears multiple crosslinking functionality and no ethylenic unsaturation; and(b) between about 60 and about 99 weight percent of at least one other monoethylenically unsaturated monomer;in the presence of (I) an organic liquid which is a solvent for the polymerizable monomers, but a non-solvent for the resultant polymer, and (II) polymeric dispersion stabilizer bearing one long chain non-polar hydrocarbon molecule and one vinyl unsaturation.
    Type: Grant
    Filed: February 23, 1983
    Date of Patent: August 12, 1986
    Assignee: Ford Motor Company
    Inventors: Mohinder S. Chattha, Joseph C. Cassatta
  • Patent number: 4578439
    Abstract: Styryl pyridine and styryl pyrazine cyanates are prepared by cyanating the reaction product of (A) a substituted pyridine and/or pyrazine with (B) a substituted aromatic aldehyde with the proviso that at least one of the components (A) or (B) contains a hydroxyl group which is susceptible to being cyanated. These cyanates can be homopolymerized or copolymerized with other materials to produce polymers having excellent high temperature resistance, good mechanical strength and excellent processability.
    Type: Grant
    Filed: August 9, 1984
    Date of Patent: March 25, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4575542
    Abstract: Thermosettable compositions are disclosed which are prepared by reacting (A) a pyridine compound containing at least two substituent groups which have at least one hydrogen atom attached to a carbon atom which is attached to the ring or mixture of such pyridines; (B) at least one material having at least two aldehyde groups; and (C) at least one aldehyde containing at least one polymerizable unsaturated group; wherein components (A), (B) and (C) are employed in quantities which provide a mole ratio of (C):(B):(A) of from about 0.25:0.25:1 to about 4:4:1. These thermosettable compositions can be cured by heat and pressure or by homopolymerization in the presence of or by copolymerization with an N,N'-bis-imide. The compositions are useful as light weight fire resistant interior and exterior parts or panels for the aerospace and/or aircraft industry and the like.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: March 11, 1986
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4546046
    Abstract: Flexible coatings are applied to the outer surfaces of automotive vehicles having metal and plastic portions from coating compositions having about 40 to 95% by weight of an epsilon-caprolactone modified acrylic polymer and about 5 to 45% by weight of an aminoplast resin cross-linking agent, the epsilon-caprolactone modified acrylic polymer having a number average molecular weight of about 1,000 to 6,000, hydroxyl contents from about 1 to 7% by weight, optionally about 0.1 to 4.0% by weight carboxyl contents and about 0.25 to 6 moles epsilon-caprolactone per mole of hydroxyl and/or carboxyl in the polymer, the coating composition having a solids content of about 35 to 68% by weight and a liquid carrier of about 32 to 65% by weight.
    Type: Grant
    Filed: April 26, 1985
    Date of Patent: October 8, 1985
    Assignee: Glasurit America, Inc.
    Inventors: Roger A. Etzell, Bertram J. Miller, Dennis J. Dziekan
  • Patent number: 4485222
    Abstract: Thermosetting polyurethane compositions comprising a polymer having a molecular weight of from 500 to 10,000 and containing from about 0.3 to about 15 percent by weight of one or more functional groups selected from the group consisting of --OH, --COOH, --CONH.sub.2 and ##STR1## and a mixture of monomeric and oligomeric polyfunctional substituted urethane compounds, which may be derived by reaction of a polyol and isocyanic acid, followed by methylolation and alkylation. Such compositions may be cured at elevated temperature to produce solvent-resistant coatings.
    Type: Grant
    Filed: March 28, 1983
    Date of Patent: November 27, 1984
    Assignee: American Cyanamid Company
    Inventor: Girish G. Parekh
  • Patent number: 4478962
    Abstract: Acid-curable furfuryl alcohol prepolymer binders have improved properties when admixed with a dibasic acid di-ester of the compositionR.sup.1 O.sub.2 C(CH.sub.2).sub.n CO.sub.2 R.sup.2when n is from 1 to 8, R.sup.1 is furfuryl, and R.sup.2 is furfuryl or methyl. The diesters are preferably added in the amount of 5-35% by weight of total composition. These compositions are particularly useful in the preparation of sand cores and molds for foundry use which have improved strength and hardness. These furfuryl esters are also acid-curable and can be used alone as resin binders.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: October 23, 1984
    Assignee: CL Industries, Inc.
    Inventor: Wayne D. Woodson
  • Patent number: 4452955
    Abstract: Adhesive compositions are described which consist of an adhesive base as a first part and an initiator portion as a second part, said first part consisting essentially of (a) 100 parts by weight of a polymerizable monomer having at least one .alpha.,.beta.-unsaturated carboxyl functionality; (b) as an accelerator, about 0.05 to 20 parts by weight of a compound selected from the group consisting of organic sulfimides and perfluoroalkylsulfonanilides; and (c) an inhibitor of free-radical polymerization; and the second part comprising a condensation reaction product of an aldehyde and a primary or secondary amine. These compositions may be formulated as adhesives which, for example, exhibit pressure-sensitive properties, which are particularly suitable in hot-melt applications, or which are particularly suitable as structural adhesives. Bonding methods are also described herein.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: June 5, 1984
    Assignee: Minnesota Mining & Manufacturing Company
    Inventor: Charles W. Boeder
  • Patent number: 4415697
    Abstract: Coating compositions comprising hydroxy functional film formers and a novel flow control additive comprising a stable crosslinked dispersion prepared by addition polymerization of (a) first and second ethylenically unsaturated monomers each bearing functionality capable of crosslinking with the other and (b) at least one other monoethylenically unsaturated monomer, in the presence of (I) organic liquid which is a solvent for the polymerizable monomers, but a non-solvent for the resultant polymer and (II) a novel polymeric dispersion stabilizer.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: November 15, 1983
    Assignee: Ford Motor Company
    Inventors: Stephen C. Peng, John D. Nordstrom
  • Patent number: 4415681
    Abstract: A stable crosslinked dispersion formed by addition polymerization of selected monomers in the presence of a novel polymeric dispersion stabilizer. Improvement of invention comprises further stabilization of the dispersion by inclusion therein of a butylated melamine formaldehyde resin.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: November 15, 1983
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4413084
    Abstract: Coating compositions comprising hydroxy functional film formers, crosslinking agent therefor and flow control additive comprising stable crosslinked dispersion formed by addition polymerization of selected monomers in the presence of novel polymeric dispersion stabilizer, wherein, the dispersion is stabilized further by inclusion therein of a butylated melamine formaldehyde resin.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: November 1, 1983
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4409077
    Abstract: An ultraviolet radiation curable resin prepared by reaction of (A) an alkoxymethylated melamine, (B) an .alpha.,.beta.-ethylenically unsaturated compound having at least one hydroxyl group and (C) a polyol having at least two hydroxyl groups and/or a higher fatty acid ester having a least one hydroxyl group.
    Type: Grant
    Filed: October 19, 1978
    Date of Patent: October 11, 1983
    Assignees: Sumitomo Chemical Co., Ltd., Sakata Shokai, Ltd.
    Inventors: Kazuo Sakiyama, Mitsuo Kuwata, Masaru Oshiumi
  • Patent number: 4395520
    Abstract: Latent catalysts comprising certain sulfur dioxide containing compounds such as bubadiene sulfone are used in the cure of thermosetting resins which are curable by an acid catalyst.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: July 26, 1983
    Assignee: Union Carbide Corporation
    Inventors: Sui-Wu Chow, George L. Brode
  • Patent number: 4395521
    Abstract: Latent catalysts comprising the phenyl esters of certain carboxylic acids are disclosed for use in the cure thermosetting resins curable by an acid catalyst.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: July 26, 1983
    Assignee: Union Carbide Corporation
    Inventors: Sui-Wu Chow, George L. Brode
  • Patent number: 4340511
    Abstract: Crosslinked addition polymer microparticles are produced by dispersion polymerization of monomers in an aliphatic hydrocarbon liquid in the presence of a dispersion stabilizer and also of a specified type of amino resin which is insoluble in the hydrocarbon liquid, at least one of the monomers polymerized carrying a group which can react with the amino resin under the conditions of polymerization. Coating compositions having improved application characteristics and/or giving improved film properties are obtained by dispersing the microparticles in combinations of suitable film-forming polymers and diluents.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: July 20, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: Alan J. Backhouse, Auguste L. Palluel
  • Patent number: 4336297
    Abstract: An electrical laminate comprising layers of a polyester resin-impregnated fibrous cellulosic substrate is disclosed. The substrate is preimpregnated with a nitrogen-containing composition having (a) an N-methylol or N-lower alkoxymethyl group attached to said nitrogen atom, and (b) an unsaturated group capable of copolymerizing with a cross-linking monomer present in the polyester resin.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: June 22, 1982
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yasuo Fushiki, Masaharu Abe, Masakazu Uekita
  • Patent number: 4314923
    Abstract: Coating compositions are formulated using a polyol with a hydroxyl functionality of at least three modified by reaction with a glycidyl ether in proportion of about 0.1 to about 4, preferably from about 0.2 to about 2 moles of glycidyl ether per mole of polyol, with which is combined, as curing agent, a compatible aminoplast resin. When the polyol is trimethylol ethane, for example, and is so modified with allyl or butyl glycidyl ether, for example, and is so modified with allyl or butyl glycidyl ether, for example, and the compositions contain a methylated melamine formaldehyde condensate as curing agent, they are especially suitable for clear top coating surfaces of wood or flat woodstock containing printing inks to simulate woodgrain, to provide a durable coating highly adherent to the inks as well as the cellulosic materials. The compositions may contain high solids content yet they are stable on storage without development of crystallization and are reducible or thinnable with water.
    Type: Grant
    Filed: June 4, 1980
    Date of Patent: February 9, 1982
    Assignee: PPG Industries, Inc.
    Inventors: Wen-Hsuan Chang, Robert Piccirilli, David A. Diehl
  • Patent number: 4307001
    Abstract: Coating compositions comprising an unsaturated oil modified resin and an unsaturated melamine condensate. The unsaturated melamine condensate is a condensate of a methylolmelamine, an acrylamide, an ethylenically unsaturated fatty acid amide and optionally a C.sub.1 to C.sub.10 alcohol, wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with the acrylamide, the unsaturated fatty acid amide or the alcohol, wherein the number of the acrylamide moieties of the condensate is in the range of about 1 to about 4 per melamine ring and the number of unsaturated fatty acid amide moieties is in the range of about 0.5 to about 2 per melamine ring, wherein the ratio of the acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: December 22, 1981
    Assignee: Monsanto Company
    Inventors: William F. Strazik, John R. LeBlanc, J. Owen Santer
  • Patent number: 4293461
    Abstract: An unsaturated condensate of a methylolmelamine, an acrylamide, an unsaturated fatty acid amide and optionally a C.sub.1 to C.sub.10 alcohol, wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with acrylamide, unsaturated fatty acid amide or alcohol, wherein the number of acrylamide moieties of the condensate is in the range of about 1 to about 4 per melamine ring and the number of unsaturated fatty acid amide moieties is in the range of about 0.5 to about 2 per melamine ring and wherein the ratio of acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1. The unsaturated condensates are used in high solids unsaturated coating systems containing unsaturated oil-modified resins.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: October 6, 1981
    Assignee: Monsanto Company
    Inventors: William F. Strazik, John R. LeBlanc, J. Owen Santer
  • Patent number: 4289811
    Abstract: Aqueous dispersions of mixed resins are prepared by polymerizing in the presence of an aminoplast resin a mixture of polymerizable carboxylic acid monomers and other monomers, adding to the polymerization product an epoxy resin, adding ammonia or an amine to salt the acid groups and dispersing the resin mixture in water. The aqueous dispersions are useful as can coatings.
    Type: Grant
    Filed: February 21, 1980
    Date of Patent: September 15, 1981
    Assignee: Celanese Corporation
    Inventor: Ralph R. Shelley, Jr.
  • Patent number: 4281091
    Abstract: An unsaturated condensate of an alkoxymethylmelamine, an allylic alcohol and an acrylamide wherein the alkoxymethyl group contains from 1 to 4 carbon atoms, wherein the ratio of allylic moieties to acrylamide moieties is in the range of about 3:1 to about 1:3, wherein there is at least about 0.75 allylic moieties and no more than about 3 acrylamide moieties per melamine ring and wherein the total of allylic moieties and acrylamide moieties is in the range of about 2 to about 4 per melamine ring. The unsaturated condensates are used in high solids unsaturated coating systems containing unsaturated oil-modified resins.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: July 28, 1981
    Assignee: Monsanto Company
    Inventors: William F. Strazik, John R. LeBlanc, J. Owen Santer
  • Patent number: 4273632
    Abstract: Liquid ultraviolet-curable coating compositions are provided by mixing a polyethylenically unsaturated compound, such as pentraerythritol triacrylate, with a liquid monoethylenically unsaturated hydroxy functional polyether, such as the reaction product of propylene oxide with hydroxyethylacrylate. An aminoplast is included in the mixture so that a thermal cure, following the radiation cure, will result in a cured coating having increased ability to withstand fabrication stresses without loss of adhesion to the substrate.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: June 16, 1981
    Assignee: Mobil Oil Corporation
    Inventor: Bizhan M. Zarnegar
  • Patent number: 4271277
    Abstract: Thermosetting powder coatings comprising reactive polymers containing reactive carboxyl, hydroxyl, and/or amide groups and adapted to be cross-linked with aminoplast resins are substantially improved by the inclusion of at least about 0.25% by weight of a heat curing catalyst. The catalyst is an amine salt of cyclohexyl sulfamic acid.
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: June 2, 1981
    Assignee: SCM Corporation
    Inventor: Robert F. Golownia
  • Patent number: 4243780
    Abstract: A method for preparing a carbamide-furan resin comprises reacting a urea-formaldehyde resin unlimitedly soluble in water with urea at a temperature within the range of from 50.degree. to 85.degree. C. and modifying the resulting urea-formaldehyde resin with furyl alcohol at a ratio therebetween expressed in parts by weight equal to 100:20-200 respectively at a temperature within the range of from 50.degree. to 85.degree. C., pH of from 7.2 to 8.9 simultaneously with dehydration of the product being modified under vacuum.
    Type: Grant
    Filed: July 11, 1978
    Date of Patent: January 6, 1981
    Inventors: Anatoly A. Kruglikov, Militina A. Nikolaeva, Jury P. Vasin, Zolya Y. Itkis, Vladimir A. Shirinkin, Ida A. Zimina, Vladimir A. Strupinsky, Valery V. Koposov
  • Patent number: 4230834
    Abstract: Primer compositions useful in the cure of adhesive compositions containing acrylate and/or methacrylate monomers, chlorosulfonated polyethylene and a peroxy free radical generator comprise (a) the condensation product of an aldehyde and a primary or secondary amine and (b) a salt of a non-transition metal selected from the group consisting of lead, tin, zinc, calcium, strontium, barium and cadmium. These primers and the two part adhesives prepared therewith are characterized by superior speed of cure and final bond strength.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: October 28, 1980
    Assignee: National Starch and Chemical Corporation
    Inventor: Julius Sirota