Powdered Coating Composition Patents (Class 525/934)
  • Patent number: 4921913
    Abstract: A thermosetting powder coating composition and a coated article are disclosed. The composition comprises a coreactable particulate mixture of an acid group-containing acrylic polymer and a compatible epoxy novolac resin and an incompatible epoxy resin. The compositions have a good balance of properties and are useful as coatings for appliance, general industrial and automotive applications.
    Type: Grant
    Filed: March 26, 1987
    Date of Patent: May 1, 1990
    Assignee: PPG Industries, Inc.
    Inventor: Paul H. Pettit, Jr.
  • Patent number: 4889890
    Abstract: The thermosetting powder coating composition which has good stability and good physical properties, such as appearance, flexibility, hardness, solvent resistance and corrosion resistance, is disclosed. The composition comprises a co-reactable particulate mixture of a carboxylic acid group-containing polymer, a polyepoxide, and a beta-hydroxylalkylamide.
    Type: Grant
    Filed: December 30, 1987
    Date of Patent: December 26, 1989
    Assignee: PPG Industries, Inc.
    Inventors: Paul R. Kerr, Paul H. Pettit, Jr., William S. Ewing
  • Patent number: 4871831
    Abstract: A method is presented to prepare totally functionalized ether-capped oligomeric polyphenols without molecular weight fractionation. The products generally are very low in inorganic salts and are characterized by the absence of volatiles leading to void formation in their subsequent curing. The success of the method rests upon conducting the reaction under totally homogeneous conditions throughout.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: October 3, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Andrew M. Zweig, Jeffrey P. Conrad
  • Patent number: 4861841
    Abstract: A powder coating composition comprises a component (A) containing carboxylic acid or anhydride functionality and a component (B) containing hydroxy functionality. The components (A) and (B) are both solids at temperatures up to 50.degree. C. and at least one of them is a synthetic resin having a glass transition temperature in the range 0.degree. to 120.degree. C. The carboxylic acid or anhydride-functional component (A) is a compound or polymer containing at least two cyclic carboxylic anhydride groups per molecule or is a compound containing a moiety of the formula: ##STR1## where X is a hydrogen atom or an alkyl group, or a cyclic anhydride thereof. The hydroxy-functional component (B) contains at least two hydroxy groups per molecule and contains at least one amine group in its molecule to catalyze the reaction of the carboxylic acid or anhydride groups of component (A) with the hydroxy groups of component (B).
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: August 29, 1989
    Assignee: International Paint public limited company
    Inventor: Alastair R. Marrion
  • Patent number: 4855358
    Abstract: Thermosetting powder coatings are provided which comprise a high epoxide equivalent weight epoxy resin or mixture of epoxy resins, a cure catalyst for the epoxy resin, an acrylic resin and a polyamide resin. These powder coatings are useful for forming corrosion resistant, essentially crack-free coating on metal cable, especially cable which is subjected to post-tensioning.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: August 8, 1989
    Assignee: Morton Thiokol, Inc.
    Inventor: Stephen C. Hart
  • Patent number: 4849318
    Abstract: A process for producing an electrophotographic toner in one step by suspension polymerization of monomers capable of forming a fixing resin. In a first embodiment, the suspension polymerization is carried out in the presence of a specific suspension stabilizer and a radical polymerization initiator. In a second embodiment, the suspension polymerization is carried out while applying ultrasonic radiation of a fixed frequency. The process gives a toner having a uniform particle size distribution.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: July 18, 1989
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Noriaki Tsubota, Toshiro Tokuno
  • Patent number: 4847337
    Abstract: Advanced epoxy resin and polyester blends suitable for use in powder coatings are prepared by (I) polymerizing, in the presence of a suitable catalyst such as tertiary butyl perbenzoate, (A) the reaction product of (1) a diglycidyl ether of a dihydric phenol such as the diglycidyl ether of bisphenol A and with (2) a compound containing a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid; with (B) a monomer feed containing (1) at least one vinyl aromatic monomer such as styrene; (2) a compound containing a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid; and optionally (3) a hydroxyalkyl acrylate or methacrylate or an alkyl acrylate or methacrylate such as hydroxyethylacrylate; and (II) advancing, in the presence of a suitable advancement catalyst such as ethyltriphenylphosphonium acetate acetic acid complex, the resultant polymerized product with (C) a dihydric phenol such as bisph
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: July 11, 1989
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4844959
    Abstract: Cohesive flexible curable adhesive coatings formed from a dispersion of first and second powdered curing components, preferably reactive at ambient temperatures, in a solution of a binder, the binder content being not more than 15%, preferably not more than 2.5% by weight of the dried composition. Also claimed are curable compositions having a specific advantageous reactive particle size distribution; specific epoxy-amine adduct curing agents; and specific polyalkylene oxide binders.
    Type: Grant
    Filed: October 16, 1987
    Date of Patent: July 4, 1989
    Assignee: Raychem Limited
    Inventors: Michael J. Read, Michael R. Read, Stephen J. Osborne, Geoffrey P. Hakes
  • Patent number: 4835228
    Abstract: Novel advanced epoxy resins are disclosed which are the product resulting from (I) polymerizing in the presence of a catalytic quantity of a suitable polymerization catalyst (A) the reaction product of (1) a mixture consisting of (a) a diglycidyl ether of a dihydric phenol or a diglycidyl ether of a dihydric cyclohexanol and (b) a diglycidyl ether of a mono-, di- or polyetherdiol with (2) a compound containing both a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group; with (B) a monomer mixture containing (1) at least one vinyl aromatic monomer, (2) a compound containing both a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group and optionally (3) a hydroxyalkyl acrylate or methacrylate or an alkyl acrylate or methacrylate; and (II) advancing in the presence of a catalytic quantity of a suitable advancement catalyst, the product from (I) with (C) a dihydric phenol.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: May 30, 1989
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Deborah I. Haynes
  • Patent number: 4814422
    Abstract: In the proposed pulverulent aminoplast adhesive resin for wood-base materials having a low formaldehyde emission, the resin is a mixture of(a) from 40 to 90 parts by weight of a urea/formaldehyde resin having a molar ratio of urea to formaldehyde of from 1:1.4 to 1:2,(b) from 2 to 20 parts by weight of melamine, some or all of which may have been reacted with the urea/formaldehyde resin component,(c) from 2 to 20 parts by weight of urea and(d) if required, from 0.1 to 10 parts by weight of an agent for increasing the shelf life,together with not more than 10 parts by weight of water and, if required, not more than 10 parts by weight of other additives, the numbers of parts by weight of the components summing to 100.In the process for the preparation of the pulverulent aminoplast adhesive resin, powdered melamine is stirred into a solution of the urea/formaldehyde resin, urea is added and the solution is spray dried.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: March 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Diem, Friedrich Kraus, Guenther Matthias, Bruno Maurer, Otto Wittmann
  • Patent number: 4795689
    Abstract: An electrostatic image developing toner useful for the formation of a toner image by electrophotographic process which employs a heat-fixing method by the use of a heat roller under pressure, wherein said toner comprises as the essential constituents a nonlinear polymer, a low-melting polymer which has a melting point of from 50.degree. to 130.degree. C. and which is incompatible with said nonlinear polymer, a copolymer composed of a segment polymer which is at least compatible with the above nonlinear polymer and a segment polymer which is at least compatible with said low-melting polymer and a coloring agent.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: January 3, 1989
    Assignee: Konishiroku Photo Industry Co. Ltd.
    Inventors: Akitoshi Matsubara, Satoru Ikeuchi, Kunio Akimoto, Yoshio Takizawa
  • Patent number: 4789614
    Abstract: New electrostatographic toners and developers are provided containing new charge-control agents comprising quaternary ammonium salts having the structure ##STR1## wherein R is alkyl having 12 to 18 carbon atoms.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: December 6, 1988
    Assignee: Eastman Kodak Company
    Inventors: Douglas E. Bugner, Peter S. Alexandrovich
  • Patent number: 4788255
    Abstract: A thermosetting powder coating composition which has good handling properties and which has a good blend of physical properties such as appearance, flexibility, hardness, solvent resistance, corrosion resistance and exterior durability is disclosed. The composition comprises a co-reactable particulate mixture of an acid group-containing acrylic polymer; an aliphatic dicarboxylic acid containing from 4 to 20 carbon atoms per molecule and/or a polymeric polyanhydride and a beta-hydroxy alkylamide crosslinking agent.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: November 29, 1988
    Assignee: PPG Industries, Inc.
    Inventors: Paul H. Pettit, Jr., Marvin L. Kaufman
  • Patent number: 4767832
    Abstract: A phenolic curing agent for epoxy resin powder coatings is prepared by combining (a) a linear phenolic hydroxyl-terminated resin having a weight per phenolic within the range of about 650 to about 8,000, preferably about 850 to about 950, (b) a dihydric phenol present in an amount such that the weight per hydroxyl of the mixture of (a) and (b) is within the range of about 240 to about 280, and (c) at least about 2 weight percent, based on the weight of the composition, of an imidazole cure accelerator. The described imidazole-accelerated curing agent is less susceptible to melting point depression and to sintering with storage than conventional imidazole-containing phenolic curing agents. The dihydric phenol-terminated epoxy resin is preferably prepared by reacting a dihydric phenol with a linear diepoxy resin in the presence of a phosphonium halide catalyst so as to produce a phenolic hydroxyl-terminated resin having a weight per hydroxyl within the range of about 650 to about 8,000.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: August 30, 1988
    Assignee: Shell Oil Company
    Inventor: Edward J. Marx
  • Patent number: 4757117
    Abstract: Powder coating compositions suitable for use in the manufacture of laser-engraved printing rollers, comprise(a) a difunctional epoxy resin prepared from a bisphenol,(b) an epoxy resin having an epoxide functionality greater than 2,(c) a diaminodiphenylsulphone as hardener for the mixture of resins (a) and (b), and(d) an imidazole as curing accelerator.These compositions, when applied to a metal base member, fused, and cured, provide a surface that is easily engravable yet has excellent resistance to chemical attack and physical wear.Typical difunctional epoxy resins (a) are 2,2-bis(4-glycidyloxyphenyl)propane advanced with bisphenol A, while typical epoxy resins that may be used as (b) include polyglycidyl ethers of phenol-formaldehyde novolaks. The hardener (c) my be, for example, 3,3'- and 4,4'-diaminodiphenylsulphones and the imidazole accelerator (d) may be 2-methylimidazole or benzimidazole.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: July 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Noel S. Moss
  • Patent number: 4727111
    Abstract: A thermosetting powder coating composition which has good handling properties and which has a good blend of physical properties such as appearance, flexibility, hardness, solvent resistance, corrosion resistance and exterior durability is disclosed. The composition comprises a co-reactable particulate mixture of an acid group-containing acrylic polymer; an aliphatic dicarboxylic acid containing from 4 to 20 carbon atoms per molecule and/or a polymeric polyanhydride and a beta-hydroxyalkylamide crosslinking agent.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: February 23, 1988
    Assignee: PPG Industries, Inc.
    Inventors: Paul H. Pettit, Jr., Marvin L. Kaufman
  • Patent number: 4608416
    Abstract: Heat-curable surface-coating agents useful not only for application as solvent-containing finishes and for powder coating but also, in their protonated form, for cathodic electrocoating contain, as a binder, a mixture of (A) a polyadduct, polycondensate or other polymer having an average molecular weight M.sub.n of from 500 to 10,000 and, per molecule, on average two or more OH and/or primary and/or secondary amino groups and (B) a reaction product of (a) one or more polyisocyanates, (b) one or more secondary monoamines and, if appropriate, (c) one or more polyalcohols having two or more hydroxyl groups.
    Type: Grant
    Filed: March 13, 1985
    Date of Patent: August 26, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Schupp, Werner Loch, Rolf Osterloh, Klaas Ahlers
  • Patent number: 4592782
    Abstract: A plain bearing comprising a steel backing, a sintered bronze interlayer and a lining of a material consisting of polyether ether ketone, polytetrafluoroethylene, graphite and bronze.
    Type: Grant
    Filed: March 12, 1984
    Date of Patent: June 3, 1986
    Assignee: AE PLC
    Inventor: Glyndwr J. Davies
  • Patent number: 4576997
    Abstract: Disclosed are adhesive compositions of (a) certain low-melting crystalline copolyesters or amorphous copolyesters having high glass transition temperatures with (b) certain very low melting highly crystalline aliphatic polyesters.
    Type: Grant
    Filed: September 14, 1984
    Date of Patent: March 18, 1986
    Assignee: Eastman Kodak Company
    Inventors: Jimmy R. Trotter, Richard L. McConnell
  • Patent number: 4558089
    Abstract: A resin composition comprising(I) a granular or powdery resin which is a condensation product of a phenol, an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens and is characterized by (A) containing spherical primary particles and their secondary agglomerated particles each having a particle diameter of 0.1 to 150 microns, (B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve, and (C) having a free phenol content, determined by liquid chromatography, of not more than 500 ppm, and(II) at least one member selected from the group consisting of (1) a rubbery elastic material, (2) a thermoplastic resin and (3) a curable resin other than said granular or powdery resin (I) and/or a filler material other than said granular or powdery resin (I).
    Type: Grant
    Filed: June 12, 1984
    Date of Patent: December 10, 1985
    Assignee: Kanebo Ltd.
    Inventors: Hiroaki Koyama, Shigeo Shimizu
  • Patent number: 4528127
    Abstract: This invention is directed to a composition for coating a substrate with a powder coating and to a method of making matt finishes. The composition comprises a solid polyepoxide resin, a solid curing agent in which at least 50 weight percent of the curing agent is a 1:1 mole ratio adduct of rosin and maleic anhydride, a catalyst for promoting the reaction between the polyepoxide and the curing agent, and a pigment. The method of making matt finishes comprises (1) applying to a surface the above-described composition and (2) curing the mixture at a temperature from 140.degree. to 250.degree. C.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: July 9, 1985
    Assignee: The Dow Chemical Company
    Inventors: Rolf Holderegger, Josef H. Jilek
  • Patent number: 4522964
    Abstract: The invention relates to an improved process for the production of polymer powders based on graft polymers and optionally rubber-elastic polymers and vinyl monomer polymers.
    Type: Grant
    Filed: March 28, 1984
    Date of Patent: June 11, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Walter Uerdingen, Jurgen Hinz, Ludwig Trabert
  • Patent number: 4507441
    Abstract: A compound containing an epoxy group, is reacted with a carboxyl compound by heating a mixture of these compounds in the presence of a benzotriazole such as unsubstituted benzotriazole or tolyltriazole as accelerator. The accelerator is particularly effective in the reaction of a carboxyl compound which is a polyester containing free carboxylic acid groups with an epoxy compound which is triglycidyl cyanurate or an epoxy resin based on bisphenol A.
    Type: Grant
    Filed: May 9, 1984
    Date of Patent: March 26, 1985
    Assignee: Scott Bader Company Limited
    Inventor: John O. Goring
  • Patent number: 4499246
    Abstract: A catalyst and accelerator for an epoxy system which consists of a halogeisphenate of a catalytically active tertiary amine and which is obtained in a solid form practically water insoluble and odor free but which nevertheless possess the catalytic activity of the tertiary amine. The application describes the proportion of the catalyst by reacting an aqueous suspension of the halogenobisphenol with the tertiary amine, the proportion of epoxy resin systems containing the catalyst and the epoxy resin systems thus formed.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: February 12, 1985
    Assignee: Societe Anonyme Dite "Manufacture de Produits Chimiques Protex"
    Inventors: Gerard Tesson, Christian Joseph
  • Patent number: 4487895
    Abstract: Powdered polyamide mixtures for use in the heat sealing of textiles by the powder point process. The polyamide homogeneous mixtures contain:(a) about 95 to 40% by weight of at least one copolyamide with a melting point of at least about 110.degree. to 140.degree. C. and having a proportion of a basic lauryllactam monomer component of at least 20% and at most 70% by weight; and(b) about 5 to 60% by weight of at least one copolyamide with a melting point between about 80.degree. to 110.degree. C. and having a proportion of a basic lauryllactam monomer component or lauryllactam and 11-aminoundecanoic acid copolymer of at least 25% and at most 70% by weight, where the percentages are based on the total weight of the copolyamide mixtures.
    Type: Grant
    Filed: June 1, 1984
    Date of Patent: December 11, 1984
    Assignee: Chemische Werke H/u/ ls AG
    Inventors: Rainer Feldmann, Heinz Scholten
  • Patent number: 4486558
    Abstract: A carboxy-functional curative for epoxy resins comprising the reaction product of trimellitic anhydride and capped epoxy resins, the capped resins comprising a hydantoin diepoxide or a diglycidol ether of bisphenyl A reacted with benzoic acid or phenyl. The curative is used in conjunction with a thermosettable epoxy resin powder composition useful for applying electrically insulating coatings to electrical wire.
    Type: Grant
    Filed: February 9, 1984
    Date of Patent: December 4, 1984
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Curtis R. Guilbert
  • Patent number: 4459389
    Abstract: Copolyether ester amides having a melting point between about 85.degree. and 140.degree. C. from:(A) lactams of omega-aminocarboxylic acids and/or equivalent amounts of dicarboxylic acids and diamines as polyamide-forming compounds; and(B) dicarboxylic acids and polyalkylene oxide diols as polyether ester forming compounds as thermoplastic adhesives for heat sealing textiles, wherethe polyamide forming compounds consist of at least 30% by weight of lauryllactam and the remaining compounds together with lauryllactam result in copolyamides which have melting points which lie in the range between about 90.degree. to 150.degree. C.;aliphatic dicarboxylic acids are used as the dicarboxylic acids; andcomponents A and B are used in the weight ratio from 93/7 to 35/65.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: July 10, 1984
    Assignee: Chemische Werke Huls AG
    Inventors: Salih Mumcu, Rainer Feldmann
  • Patent number: 4424300
    Abstract: Phenol-formaldehyde resin powder capable of both heat softening and fast-cure is produced by spray drying a blend of resole and novolac prepolymers. The powder, when mixed, heated and pressed with wax-coated wood chips, flows and cures to form a superior, bonded flake waferboard.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: January 3, 1984
    Assignee: Borden, Inc.
    Inventors: Otto G. Udvardy, Patricia E. Titus, Martin Navratil
  • Patent number: 4424315
    Abstract: This invention relates to resin blends of naphthol resins and novolak resins. Naphthol resins are acid catalyzed condensation products of an aromatic alcohol with an aldehyde where the aromatic alcohol is a naphthol or a mixture of a naphthol and a phenol. The blends of the invention preferably contain a total of from 5 to 35 mole percent repeating units derived from naphthol. The blends are useful as molding compounds or as film forming materials.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: January 3, 1984
    Assignee: Shipley Company Inc.
    Inventors: Paul Taylor, Michael Gulla
  • Patent number: 4421588
    Abstract: A plastics alloy for a bearing material comprising polyphenylene sulphide and polyether ether ketone. The alloy is formed by powder mixing, melt blending or solvent blending and applied to a metal backing either as a sheet, or in solution or in powder form. The alloy is heated and roll bonded to the backing.
    Type: Grant
    Filed: October 22, 1982
    Date of Patent: December 20, 1983
    Assignee: AEPLC
    Inventor: Glyndwr J. Davies
  • Patent number: 4420605
    Abstract: This invention provides a coating composition comprising at least one 1,2 epoxy resin, a modified imidazole catalyst, and a polyfunctional phenol or polyfunctional acid or dicyandiamide.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: December 13, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Marvin L. Kaufman
  • Patent number: 4419495
    Abstract: The gloss of epoxy resin powder coatings is reduced by employing as the curing agent therefor or as a portion of the curing agent therefor, a polymer of two or more polymerizable ethylenically unsaturated monomers, at least one of which contains a group which is reactive with a vicinal epoxy group.
    Type: Grant
    Filed: August 23, 1982
    Date of Patent: December 6, 1983
    Assignee: The Dow Chemical Company
    Inventor: Rhetta Q. Davis
  • Patent number: 4419477
    Abstract: This invention relates to a powdered phenolic resin composition suitable for the production of dry processed resinbonded felt. The phenolic resin composition imparts a good release of the felt from the heated platen or belt and has a rapid cure rate. The powdered phenolic composition is composed of a novolac type phenolic resin, or a mixture of novolac and resole type with an aromatic carboxylic acid as an additive. The resin mixture has a bulk density of 0.29-0.36 gm/cm.sup.3, and contains 0.3-5 parts by weight of the aromatic carboxylic acid to 100 parts by weight of phenolic resin. Said aromatic carboxylic acid has the formulaR--Ar--COOHwhereinR is selected from hydrogen, hydroxy or alkoxy groups, andAr is selected from phenyl, phenylalkenyl or phenylalkyl groups.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: December 6, 1983
    Assignee: Sumitomo Durez Company, Ltd.
    Inventors: Yukio Saeki, Naomitsu Inoue
  • Patent number: 4398002
    Abstract: New epoxy resins are prepared by reacting a hydroxybenzamide or derivative thereof with an epihalo-hydrin followed by dehydrohalogenation. These epoxy resins have crystalline melting points, self-cure at elevated temperatures and cure rapidly in the presence of the usual epoxy resin curing agents. Also disclosed are hydrolyzed products of these epoxy resins and subsequent reactions with polyisocyanates.
    Type: Grant
    Filed: May 13, 1982
    Date of Patent: August 9, 1983
    Assignee: The Dow Chemical Co.
    Inventors: James L. Bertram, Edmund P. Woo
  • Patent number: 4385138
    Abstract: A thermosetting powder resin based water-slurry coating composition prepared by dispersing water insoluble thermosetting resin particles and an adduct of a structurally symmetrical diol having a molecular weight of from 90 to 300 with ethylene oxide or propylene oxide, or a mixture thereof in an aqueous medium. The composition provides improvements in the anti-sedimentation properties and redispersibility of particles, and consequently in the extended storage stability and application performance thereof. The composition is applied to form a film with excellent smoothness, gloss, water resistance, moisture resistance, corrosion resistance, etc., without developing any pinholing and cratering by solvent popping, and checking on film formation by heating.
    Type: Grant
    Filed: April 24, 1981
    Date of Patent: May 24, 1983
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Masahiro Sagane, Ichiro Tabuchi
  • Patent number: 4370452
    Abstract: A copolyester resin having modified carboxyl terminated ends is disclosed, as well as the method for making and using that compound with epoxide curing compounds in powder coating resins for substrates. The polymerization of the copolyester resin contains a reactor compounding stage which permits the reaction of the carboxyl termini with a curing reaction catalyst prior to any compounding or mixing of the modified copolyester resin with the epoxide curing compounds. The modification to these end groups of the copolyester resin creates activated termini which, although stable of themselves, react more rapidly, when the modified copolyester resin is compounded with the epoxide curing compounds and subsequently heated on the substrate, than with the conventional introduction of the epoxide catalyst during final compounding.
    Type: Grant
    Filed: January 12, 1981
    Date of Patent: January 25, 1983
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Paul L. Heater
  • Patent number: 4367318
    Abstract: An epoxy resin composition comprising(1) about 20 to about 80% by weight of a solid epoxy resin, and(2) about 80 to about 20% by weight of a solid resole-type phenolic resin having a softening point of about 70.degree. to about 90.degree. C., a gel time at 150.degree. C. of at least about 80 seconds and a methylol index of about 25 to about 45, said phenolic resin being a condensation product of 1 mol of a phenol with 1 to about 4 mols of an aldehyde.
    Type: Grant
    Filed: February 26, 1980
    Date of Patent: January 4, 1983
    Assignees: Asahi Yakizai Kogyo Co., Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hidekazu Ishimura, Hiroshi Komoto, Isao Kai
  • Patent number: 4365046
    Abstract: A copolyester resin having modified termini is disclosed, as well as the method for making and using that compound in subsequent reactions with epoxide curing compounds. The polymerization of the copolyester resin may include a compounding preparation stage for modifying the termini of the copolyester resin by reacting those end groups with an aromatic acid to alter the activation energy necessary to cure the modified copolyester resin with the epoxide compound upon mixing and heating of that mixture in a powder coating upon a substrate. The modified copolyester resin improves impact strength and leveling properties between 300.degree. and 450.degree. F., which is desirable for protection of the underlying substrate.
    Type: Grant
    Filed: January 12, 1981
    Date of Patent: December 21, 1982
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Patrick J. Pesata, Jr., Harlan W. Frerking, Jr., Nelson C. Bletso
  • Patent number: 4362847
    Abstract: The present invention is directed to thermosetting binder compositions for coating, comprising:(I) (1) A non-acidic resinous compound, saturated, molecular weight at least 900, alcoholic hydroxyl content at least 0.2 eq/100 g;(2) a cross-linking agent comprising a non-acidic polyester of a polycarboxylic acid, having more than one beta-hydroxyl ester group per molecule, at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) a curing catalyst comprising a transesterification-promoting metal compound which is insoluble in liquid hydrocarbons.These compositions can be used in solvent-based lacquers and paints, in coating powders, aqueous powder suspensions, in aqueous coating compositions for cathodic electrodeposition; for aqueous compositions component (I) (1) is preferably an epoxy resin/amine adduct.
    Type: Grant
    Filed: April 20, 1981
    Date of Patent: December 7, 1982
    Assignee: Shell Oil Company
    Inventors: Petrus G. Kooijmans, Werner T. Raudenbusch, Adrianus M. C. Van Steenis, Wolfgang Kunze, Josepha M. E. Seelen-Kruijssen
  • Patent number: 4356285
    Abstract: A new thermosetting resin composition is provided. The composition is characterized by the use of an epoxy group-containing polyester resin and a hardener having two or more carboxy groups. The epoxy group-containing polyester resin may be prepared by reacting an epoxy ester resin intermediate having both epoxy and alkyl ester groups (which, in turn, may be prepared by reacting a polyepoxy compound having at least two epoxy groups with a monoalkyl terephthalate) with a hydroxy group-containing polyester resin.The composition is particularly suitable for powder coatings. By using the thermosetting resin composition, powder coatings exhibit superior coated film properties, such as weatherdurability, corrosion resistance, mechanical properties and anti-blocking property. Further, as the composition contains no volatile constituents upon hardening when applied to powder coatings, no environmental pollution takes place.
    Type: Grant
    Filed: September 21, 1981
    Date of Patent: October 26, 1982
    Assignee: Hitachi Chemical Co., Ltd.
    Inventor: Yugo Kumagai
  • Patent number: 4349645
    Abstract: Protective coating powder comprising a polyglycidyl ether of bisphenol A and trimellitic anhydride has improved shelf stability when it contains a hindered nitrogen-containing compound such as N,N-diethylaniline.
    Type: Grant
    Filed: August 5, 1981
    Date of Patent: September 14, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Allen L. Griggs
  • Patent number: 4346144
    Abstract: A thermosetting acrylic powder coating composition contains an acrylic copolymer of a monoethylenically unsaturated monomer having at least one epoxy group and at least one monoethylenically unsaturated monomer which is free of epoxy groups, a carboxy-terminated primary crosslinking agent, a supplementary crosslinking agent having at least one functional group which can react with either hydroxyl groups or carboxylic acid groups, and at least one ultraviolet light stabilizer or ultraviolet light screener capable of preventing degradation of the coating by ultraviolet light. An acrylic copolymer of methyl methacrylate, n-butyl methacrylate, and glycidyl methacrylate is favored. Preferably, the composition contains a combination of ultraviolet light stabilizer and ultraviolet light screener, is nonpigmented, and provides a clear, glossy, and durable film useful as the clear coat of a clear coat/color coat automobile finish.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: August 24, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James M. Craven
  • Patent number: 4340698
    Abstract: The invention provides powder coatings based on carboxyl terminated polyester, an epoxy compound and a choline compound of the formula[Y-CH.sub.2 -CH.sub.2 -N--CH.sub.3).sub.3 ].sub.n .sup.+ X.sup.n-in which X is OR or ##STR1## and R is H or a C.sub.1-40 group and X.sup.n- is an anion preferably Y represents OH or a ##STR2## group. The powder coatings are less prone to yellowing and non-toxic.
    Type: Grant
    Filed: March 12, 1981
    Date of Patent: July 20, 1982
    Assignee: Internationale Octrooi Maatschappij "Octropa" B.V.
    Inventors: Rudolph O. De Jongh, Adrianus Visser, Robert Van der Linde
  • Patent number: 4321335
    Abstract: A powder coating resin composition comprising (A) a phosphorus-containing vinyl polymer containing a curable functional group and having a softening point, determined by the ring and ball method, of 70.degree. to 150.degree. C. and a number average molecular weight of 1500 to 30000, and (B) a curing agent.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: March 23, 1982
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Shunji Arimoto, Akio Shoji, Shoichiro Takezawa, Noboru Ishikawa, Hirofumi Takeda
  • Patent number: 4315884
    Abstract: The invention concerns a process in which a shaped article is prepared by first coating the inside of a mold with a coating powder, curing the coating, introducing a thermosetting mass in the mold and curing to form an article provided with a decorative layer. The invention consists in the use of a polyester-based coating powder, obtained by absorbing a liquid catalyst in part of the unsaturated components making up the powder, separately grinding that part and a mixture of the remaining components to about the same particle size and mixing the powders thus obtained. The invention assures better curing of the coating.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: February 16, 1982
    Assignee: Stamicarbon, B.V.
    Inventor: Rene L. E. Van Gasse
  • Patent number: 4288569
    Abstract: A powder lacquer binder composition which comprises a homogeneous crosslinkable mixture comprising: (A) a polymer containing more than one carboxyl group and having a melting and softening point of from 20.degree. to 150.degree. C. (as determined by differential thermoanalysis) and an acid number of from 10 to 150 mg of KOH/g; and (B) a 1,2-polyepoxide which is N,N',N"-triglycidyl triazolidine-3,5-dione having an epoxide value of from 0.6 to 1.13; the mixture containing from 0.5 to 1.5 1,2-epoxide group per carboxyl group; and a process for the preparation thereof.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: September 8, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ludwig Rottmaier, Rudolf Merten, Rolf Dhein, Hans J. Kreuder
  • Patent number: 4281076
    Abstract: The present invention relates to a thermosetting acrylic resin powder coating composition and comprises specified four components (A) to (D), said four components (A) to (D) being:(A) a mixture of a glycidyl-containing acrylic resin and a hydroxyl-containing acrylic resin, or a glycidyl- and hydroxyl-containing acrylic resin,(B) a blocked isocyanate compound having a melting point of 60.degree. to 140.degree. C. and solid at room temperature,(C) an aliphatic dibasic acid or anhydride thereof, and(D) at least one tin compound represented by the formula SnO.sub.2, R.sub.2 SnO, R.sub.2 SnX.sub.2, R.sub.2 Sn(OCOR').sub.2, ##STR1## R.sub.3 SnX, R.sub.3 Sn-O-SnR.sub.3, ##STR2## or R.sub.4 Sn wherein R is phenyl or alkyl having 1 to 18 carbon atoms, X is halogen, alkoxyl having 1 to 18 carbon atoms or hydroxyl, R' is alkyl or alkenyl having 1 to 18 carbon atoms and n is an integer of 1 to 5.
    Type: Grant
    Filed: April 3, 1979
    Date of Patent: July 28, 1981
    Assignee: Kansai Paint Company, Limited
    Inventor: Masaaki Kamimura
  • Patent number: RE31077
    Abstract: Improved powder paint compositions are disclosed which comprise a particulate mixture of (1) a qualitatively difunctional copolymer of about 5 to about 20 weight percent of a glycidyl ester of a monoethylenically unsaturated acid, about 2 to about 10 weight percent of C.sub.5 -C.sub.7 hydroxyalkyl acrylates and/or C.sub.5 -C.sub.7 hydroxyalkyl methacrylates, and about 70 to about 93 weight percent monoethylenically unsaturated monomers consisting essentially of monofunctional monomers selected from the group consisting of esters of a C.sub.1 -C.sub.8 monohydric alcohol and acrylic acid, esters of a C.sub.1 -C.sub.8 monohydric alcohol and methacrylic acid and C.sub.8 -C.sub.12 monovinyl hydrocarbons, (2) a C.sub.4 -C.sub.20 saturated, straight chain, aliphatic dicarboxylic acid which is present in an amount that provides about 0.1 to about 0.6 carboxyl group per functional group on said copolymer, and (3) a polyanhydride, i.e.
    Type: Grant
    Filed: April 7, 1976
    Date of Patent: November 9, 1982
    Assignee: Ford Motor Company
    Inventors: Santokh S. Labana, Ares N. Theodore
  • Patent number: RE32029
    Abstract: A copolyester resin having modified termini is disclosed, as well as the method for making and using that compound in subsequent reactions with epoxide curing compounds. The polymerization of the copolyester resin may include a compounding preparation stage for modifying the termini of the copolyester resin by reacting those end groups with an aromatic acid to alter the activation energy necessary to cure the modified copolyester resin with the epoxide compound upon mixing and heating of that mixture in a powder coating upon a substrate. The modified copolyester resin improves impact strength and leveling properties between 300.degree. and 450.degree. F., which is desirable for protection of the underlying substrate.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: November 12, 1985
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Patrick J. Pesata, Jr., Harlan W. Frerking, Jr., Nelson C. Bletso
  • Patent number: RE32595
    Abstract: A plastics alloy for a bearing material comprising polyphenylene sulphide and polyether ether ketone. The alloy is formed by powder mixing, melt blending or solvent blending and applied to a metal backing either as a sheet, or in solution or in powder form. The alloy is heated and roll bonded to the backing.
    Type: Grant
    Filed: February 5, 1986
    Date of Patent: February 9, 1988
    Assignee: AEPLC
    Inventor: Glyndwr J. Davies