Mixed With Reactant Containing More Than One 1,2-epoxy Group Per Mole Or Polymer Derived Therefrom Patents (Class 525/510)
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Patent number: 4596861Abstract: Advanced epoxy resins are prepared from a liquid diglycidyl ether of bisphenol A and bisphenol A which advanced epoxy resins have an equivalent weight in the range of 3,000 to 3,900 and a weight average molecualr weight of 13,000 to 17,000. When these advanced epoxy resins are formulated into can coating compositions they result in coatings having good wet and dry adhesion.Type: GrantFiled: May 22, 1985Date of Patent: June 24, 1986Assignee: The Dow Chemical CompanyInventors: Pong S. Sheih, Manuel C. Tyler, Jr.
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Patent number: 4596843Abstract: A high solids coating composition which comprises 10-96 percent by weight resin solids of a low molecular weight epoxy oligomer, 2-35 percent by weight crosslinking glycoluril-formaldehyde resin and a primary sulfonic acid catalyst. The oligomer is condensed upon heating into a high molecular weight polymer film with simultaneous crosslinking with the crosslinking agent to provide the desired film properties.Type: GrantFiled: March 20, 1985Date of Patent: June 24, 1986Assignee: Insilco CorporationInventor: Donald G. Wind
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Patent number: 4596842Abstract: Improved electrodepositable resin compositions comprising the reaction product of an epoxide, and, the reaction product of a ketone and an alkanolamine. The introduction of a primary monoamine into the epoxide molecule can be simultaneously done, optionally, with chain extension. The resin compositions can also be used as grind resins.Type: GrantFiled: April 15, 1985Date of Patent: June 24, 1986Assignee: Inmont CorporationInventors: Ding-Yu Chung, Tapan K. Debroy
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Patent number: 4581423Abstract: The reaction product of hydantoins, formaldehyde and an amine terminated polyether provides a liquid curing agent for epoxy resins. Epoxy resins are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.Type: GrantFiled: May 6, 1985Date of Patent: April 8, 1986Assignee: Texaco, Inc.Inventors: George P. Speranza, Harold G. Waddill
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Patent number: 4581422Abstract: The reaction product of cyanoguanidine, formaldehyde and an amine terminated polyether provides a liquid curing agent for epoxy resins. Epoxy resins are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.Type: GrantFiled: May 6, 1985Date of Patent: April 8, 1986Assignee: Texaco, Inc.Inventors: George P. Speranza, Harold G. Waddill
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Patent number: 4581421Abstract: The reaction product of imidazole and/or its alkyl derivatives and an aldehyde is described. Epoxy resins containing the product are useful in applications such as decorative coatings, encapsulations, adhesives, laminates, potting compounds, etc.Type: GrantFiled: May 6, 1985Date of Patent: April 8, 1986Assignee: Texaco, Inc.Inventors: Harold G. Waddill, George P. Speranza
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Patent number: 4578438Abstract: Water-dilutable resinous products are obtained by reacting(A) a resin having at least one phenolic hydroxyl group and a free position ortho and/or para to a phenolic hydroxyl group, and containing a residue formed by polymerization of a vinyl monomer in the resin or in a precursor thereof,(B) an aldehyde, and(C) sulphurous acid or an organic acid containing a primary or secondary amino group or a mercaptan group and a carboxylic, sulphonic or phosphonic acid group, or a water-soluble salt thereof.Aqueous compositions containing the resinous products and, if required, and aminoplast, a phenoplast or a blocked polyisocyanate, usually together with a minor amount of an organic solvent, are useful in the formation of surface coatings.Type: GrantFiled: March 11, 1985Date of Patent: March 25, 1986Assignee: Ciba-Geigy CorporationInventors: Christopher G. Demmer, Roderick D. Hathaway
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Patent number: 4578439Abstract: 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: GrantFiled: August 9, 1984Date of Patent: March 25, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4575543Abstract: The viscosity of epoxy resins and phenoxy resins having an average weight average molecular weight of from about 1,700 to about 100,000 and containing an average of at least about 4.5 aliphatic hydroxyl groups per molecule is reduced by reacting said epoxy or phenoxy resin with a trihalomethyl acyl aromatic compound such as trichloroacetophenone in the presence of a tertiary amine such as triethylamine. These modified resins have particular utility in the preparation of coatings, adhesives, laminates, flooring and the like.Type: GrantFiled: May 3, 1985Date of Patent: March 11, 1986Assignee: The Dow Chemical CompanyInventors: Michael B. Cavitt, William O. Perry, Robert E. Hefner, Jr.
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Patent number: 4575536Abstract: A coating composition comprising as resinous vehicle, a melamine resin, and a crosslink curable type resin having functional groups capable of reacting with the melamine resin, which is characterized in that the melamine resin has a weight-average molecular weight by Gel Permeation Chromatography of 6000 to 12000 and bears as functional groups, imino, methylol and alkoxymethylol groups, the sum of imino and methylol groups being, when expressed in terms of average number per triazine nucleus, 2.0 to 2.5, the number of alkoxymethylol groups being 2.0 or more, and the ratio of methylol groups to imino groups being 1.0 to 2.5.The coating composition is characterized by having, inter alia, a low temperature curing property and excellent intercoat adhesion.Type: GrantFiled: March 30, 1984Date of Patent: March 11, 1986Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Hiromichi Tamasaki
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Patent number: 4566963Abstract: This application discloses water-dispersible binders which are based on modified epoxide/amine adducts and are the reaction products ofA. polyepoxides having an epoxide equivalent greater than 1 and a mean molecular weight M.sub.n of 140 to 5,000 withB. diphenylolalkanoate esters andC. amines.Type: GrantFiled: February 25, 1985Date of Patent: January 28, 1986Assignee: BASF Farben + Fasern AGInventors: Gunther Ott, Arnold Dobbelstein, Michael Geist, Georg Schon, Klaas Ahlers
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Patent number: 4557814Abstract: A synthetic resin which carries basic nitrogen groups and can be diluted with water as a result of protonation with an acid can be obtained by reacting an epoxy resin, having a mean molecular weight M.sub.n of from 300 to 6,000 and containing on average from 1.5 to 3.0 epoxide groups per molecule, with a diketimine of a primary diamine and, if appropriate, a secondary amine, which may additionally contain a tertiary amino group, a ketimine of a primary monoamine and/or a ketimine of a primary/tertiary diamine.These resins are useful as binders for coating agents, in particular for the cathodic electrocoating of electrically conductive substrates.Type: GrantFiled: July 11, 1984Date of Patent: December 10, 1985Assignee: BASF AktiengesellschaftInventors: Eberhard Schupp, Werner Loch, Rolf Osterloh, Klaas Ahlers
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Patent number: 4552933Abstract: A method for curing 1,2-epoxy resins wherein a 1,2-epoxy resin is mixed with an effective amount of an amine curing agent comprising a solution of a normally solid cured polyurethane elastomer in a 1,2-epoxy-interactive polyamine curing agent, whereby reaction of the amino hydrogens of the said polyamine with the epoxy groups in the epoxy resin will result in curing of the epoxy resin.Type: GrantFiled: July 5, 1983Date of Patent: November 12, 1985Assignee: Texaco Inc.Inventors: Kathy B. Sellstrom, Harold G. Waddill
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Patent number: 4552935Abstract: Heat-curable mixtures containing (a) epoxy compounds having on average more than one 1,2-epoxy group per molecule, (b) monoimides or polyimides of specific unsaturated dicarboxylic acids of the formula I ##STR1## wherein A is an x-valent aromatic or aliphatic radical, R.sup.1 is hydrogen or methyl, and x is 1, 2 or 3, and (c) products of condensing specific phenols, specific amines and aldehydes or ketones in an acid medium.The novel curable mixtures have a long shelf life and give rise to moulded materials which are highly resistant to chemicals and resistant to boiling water.Type: GrantFiled: January 6, 1984Date of Patent: November 12, 1985Assignee: Ciba-Geigy CorporationInventors: Theobald Haug, Friedrich Stockinger
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Patent number: 4544715Abstract: Hardener components which crosslink through transesterification comprising (A) a KNOEVENAGEL reaction product of a carbonyl compound and a compound such as the diester of malonic acid reacted in a MICHAEL-addition reaction with (B) a substituted oxazolidine carrying a secondary amino group, and where the reaction product of (A) and (B) is thereafter reacted through the methylene groups with (C) a polyisocyanate is described. The hardener components are particularly suitable for use in water-dilutable cationic paint binders.Type: GrantFiled: June 18, 1984Date of Patent: October 1, 1985Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Rudolf Schipfer
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Patent number: 4542064Abstract: The self-bonding enameled wire has an electric insulation layer coated thereon and a bonding layer coated over the insulation layer. The bonding layer is prepared with a mixture including: (a) 100 parts by weight of a phenoxy resin and/or an epoxy resin, both the resins containing not larger than 5 ppm of sodium chloride and having a limiting viscosity of not less than 0.440 as measured in tetrahydrofuran solvent at 25.degree. C.; and (b) 20 to 100 weight parts of a n-butylated melamine resin. In place of this n-butylated melamine resin, there is, according to another aspect of the present invention, used 20 to 50 parts by weight of a mixture of a stabilized polyisocyanate and one of a n-butylated melamine resin and a benzoguanamine resin is used. These self-bonding enameled wire are excellent in refrigerant resistance and may be suitably used for windings of a stator coil in hermetic compressor motors.Type: GrantFiled: February 23, 1984Date of Patent: September 17, 1985Assignees: Fujikura Ltd., Tokyo Shibaura Denki Kabushiki KaishaInventors: Sueji Chabata, Keiji Nakano, Kichizo Ito, Katsuhiko Ueda, Hirokazu Iizuka, Hisao Miyako, Katsumi Fukagawa
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Patent number: 4535107Abstract: This invention is a method of treating polyester material for use in reinforcing rubber, the method being characterized by treating the polyester material with a treating liquid containing an epoxy compound and a melamine compound and subsequently heat treating the material at 100.degree.-250.degree. C.Type: GrantFiled: September 16, 1983Date of Patent: August 13, 1985Assignee: Unitika LimitedInventor: Shigemitsu Murase
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Patent number: 4535128Abstract: A resinous composition for coating use comprising a resin obtained by the reaction of base resin having as essential groups, both carboxyl groups derived from a polycarboxylic acid whose titration midpoint potential in non-aqueous potentiometric titration is more than -300 mV in a state capable of developing a resinous acid value and a functional group reactive with a crosslinking agent, and an alkyleneimine compound in an amount equivalent to resinous acid value of 0.01 to 50, the resinous acid value based on said polycarboxylic acid in the final composition being 2 to 50.This is useful for the preparation of a coating composition having improved curing property, storage stability and time color stability.Type: GrantFiled: December 30, 1983Date of Patent: August 13, 1985Inventors: Hirotoshi Umemoto, Hisaki Tanabe, Shinji Nakano
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Patent number: 4533682Abstract: Adducts of imidazolidine compounds, such as the reaction product of ethylene diamine with cyclohexanone, are provided with organic polyepoxides, especially with low molecular weight polyepoxides where the imidazolidine acts as a chain extender, and the adduct is reacted with an acid to protonate at least 50% of the amine groups in the adduct. These protonated adducts can be dispersed in water to form dispersion which cure with various curing agents. Aqueous electrocoating baths can be provided which electrodeposit at the cathode.Type: GrantFiled: April 29, 1983Date of Patent: August 6, 1985Assignee: DeSoto, Inc.Inventors: Anthony J. Tortorello, Nestor P. Hansen, Kathryn M. Jarocki
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Patent number: 4526939Abstract: High solids thermosetting organic solvent solution coating compositions are disclosed which are particularly useful for sealing the pores in fiber reinforced plastics. These compositions contain a mixture of resins comprising (1) from 30% to 70% of one or more hydroxy functional resins having a number average molecular weight of at least about 700, a Gardner bubble viscosity less than about Z.sub.4 measured in methyl ethyl ketone at 90% solids at 25.degree. C., and at least 5% of the hydroxy groups thereof being primary hydroxy groups, (2) from 10% to 70% of low molecular weight epoxy ester made by esterifying one or more resinous polyepoxides having a 1,2-epoxy equivalency of at least 1.2 with an approximately stoichiometric proportion of monocarboxylic fatty acid to provide an essentially epoxy-free ester having a Gardner bubble viscosity less than Z.sub.4 at 75% solids in xylol at 25.degree. C.Type: GrantFiled: July 18, 1983Date of Patent: July 2, 1985Assignee: DeSoto, Inc.Inventors: Ronald J. Lewarchik, Kevin P. Murray, Marcella G. Donovan, Arthur T. Jones
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Patent number: 4526912Abstract: This invention relates to a composition comprising (1) a phenoxy resin and (2) at least two compositions selected from (a) phenolic resins, (b) melamine resins and (c) polyisocyanates; to the cured products thereof; and to an electrical conductor coated with said cured products.Type: GrantFiled: December 1, 1983Date of Patent: July 2, 1985Assignees: The P. D. George Co., Industrie Vernici Italiane S.p.A.Inventors: Luciano Biorcio, Carlo Mensi
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Patent number: 4525543Abstract: Epoxy-free hydroxy functional polyethers are provided which are the reaction product of a diglycidyl ether of a bisphenol having a molecular weight of about 1000 with a stoichiometric proportion of oleyl alcohol. These oleyl alcohol-based polyethers can be copolymerized in organic solvent solution with monoethylenically unsaturated monomers to form solvent-soluble copolymers. When the monomers include carboxyl-functional monomers providing an acid number in the range of 12-60, the copolymers are particularly adapted to be dispersed in water with the aid of a base and then electrodeposited at the anode together with a heat-hardening formaldehyde condensate to form corrosion resistant coatings.Type: GrantFiled: March 26, 1979Date of Patent: June 25, 1985Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Edward J. Murphy
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Patent number: 4525542Abstract: The instant invention is an epoxy resin curing agent based upon an epoxy novolac containing, on the average, between about 3 and about 7.5 epoxy groups per molecule, in which substantially all of the epoxide groups are reacted with a polyamine wherein each primary amine hydrogen in the resulting reaction product is further reacted with a monoepoxide. The resulting epoxy resin curing agent may be used in a solvent based system to cure epoxy resins under low temperature curing conditions.Type: GrantFiled: September 20, 1984Date of Patent: June 25, 1985Assignee: Celanese CorporationInventor: William J. DeGooyer
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Patent number: 4520167Abstract: A coating composition comprises an hydroxyalkyl carbamate compound, an amino cross-linker, a polymer containing active sites which are reactive with the cross-linker and, optionally, an acid catalyst. The hydroxyalkyl carbamate compound serves as a reactive diluent in the composition. The composition is stable at ambient temperature and reactive at elevated temperature to form a cross-linked compound in which the hydroxyalkyl carbamate compound is incorporated.Type: GrantFiled: February 17, 1984Date of Patent: May 28, 1985Assignee: American Cyanamid Co.Inventors: Werner J. Blank, Girish G. Parekh
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Patent number: 4518748Abstract: Curable mixtures containing (a) epoxide compounds with on average more than one 1,2-epoxide group per molecule, (b) the condensates prepared from certain phenols, certain amines and aldehydes or ketones in an acid medium and, where relevant, (c) curing accelerators. The novel curable mixtures have a good storage stability and give shaped substances with outstanding resistance to chemicals.Type: GrantFiled: January 6, 1984Date of Patent: May 21, 1985Assignee: Ciba Geigy CorporationInventors: Theobald Haug, Friedrich Stockinger
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Patent number: 4514547Abstract: The invention provides 2-hydroxypropane sulphonic acid derivatives of general formula ##STR1## wherein n is a number having an average value from 0 to 12, .circle.A denotes saturation or aromatic unsaturation in an associated carbocyclic ring and the or each of the R.sup.1 and R.sup.2 groups are independently selected from hydrogen and C.sub.1-12 alkyl groups provided that each --C(R.sup.1)(R.sup.2)-- group contains not more than 13 carbon atoms; and salts thereof; a process for their preparation and curable compositions containing them.Type: GrantFiled: April 28, 1983Date of Patent: April 30, 1985Assignee: Shell Oil CompanyInventor: Arend Noordam
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Patent number: 4508765Abstract: A heat curable water dispersible film-forming synthetic resin useful in aqueous coating compositions for coating metal substrates, particularly cans used for food and beverages, comprises the reaction product of a water insoluble phenolic resin or a water insoluble amino resin with an epoxy resin and a phosphoric acid.Type: GrantFiled: September 30, 1982Date of Patent: April 2, 1985Assignee: International Paint public limited companyInventors: John Ring, David French, Michael Hickling, Michael G. Sturgess
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Patent number: 4504606Abstract: Novel solvent-based thermosetting composition comprising (a) hydroxy functional epoxy ester resin of number average molecular weight (Mn) between about 1,000 and about 5,000, comprising the reaction product of diepoxide with diphenol and acid component comprising hyroxy functional acid and optionally further comprising fatty acid; and (b) polyfunctional, hydroxy-reactive crosslinking agent, for example, aminoplast crosslinking agent or blocked polyisocyanate crosslinking agent comprising isocyanate groups blocked by reaction with an active hydrogen bearing blocking agent. Coating composition may be formulated as primer sprayable with conventional spraying equipment.Type: GrantFiled: December 27, 1983Date of Patent: March 12, 1985Assignee: Ford Motor CompanyInventor: Panagiotis I. Kordomenos
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Patent number: 4501833Abstract: Aminoplast curable cationic coating compositions are disclosed. The coating compositions contain an onium salt group-containing polymer and an aminoplast curing agent which has at least one group of the structure: ##STR1## wherein R.sub.1 is carbon derived from an aldehyde or a ketone.Type: GrantFiled: May 16, 1983Date of Patent: February 26, 1985Assignee: PPG Industries, Inc.Inventors: Joseph F. Bosso, William J. Geiger
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Patent number: 4490510Abstract: A new class of epoxy curing agents has been discovered that utilizes the monomer of (a) urea-formaldehyde, (b) phenol modified urea-formaldehyde, or (c) thiourea-formaldehyde as the center of a polyamine molecule. The ether monomers are reacted with conventional aliphatic, cycloaliphatic, and aromatic polyamines to split off alcohol and water-yielding urea-formaldehyde etc., polyamine epoxy curing agents. Epoxy resins can be readily cured and, with some curing agents, under water, giving new cured epoxy resins.Type: GrantFiled: July 8, 1982Date of Patent: December 25, 1984Inventor: Lowell O. Cummings
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Patent number: 4486555Abstract: A novel organic solvent based, thermosetting coating composition comprises novel epoxy ester resin having number average molecular weight (M.sub.n) about 1000 to about 5000 and being the reaction product of diepoxide, for example bisphenol-A epichlorohydrin epoxy resin, with (i) dicarboxylic acid, for example the dimerization reaction product of C-18 fatty acid, in chain extension reaction and (ii) fatty acid, for example Soya fatty acid, in chain terminating esterification reaction, which chain extension reaction and esterification reaction occur at least in part substantially simultaneously. Preferably, catalyst is employed for said chain extension and esterification reactions. The coating composition further comprises polyfunctional aminoplast crosslinking agent, for example, hexamethoxymethylmelamine, and polycarboxy functional polymeric catalyst.Type: GrantFiled: September 30, 1982Date of Patent: December 4, 1984Assignee: Ford Motor CompanyInventors: Panagiotis I. Kordomenos, Kenneth R. Kurple
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Patent number: 4485199Abstract: A novel organic solvent based, thermosetting coating composition comprises novel epoxy ester resin having number average molecular weight (M.sub.n) about 900 to about 5000 and being the reaction product of diepoxide, for example bisphenol-A epichlorohydrin epoxy resin, with (i) diphenol, for example bisphenol-A, in chain extension reaction and (ii) fatty acid, for example Soya fatty acid, in chain terminating esterification reaction, which chain extension reaction and esterification reaction occur at least in part substantially simultaneously. Preferably, catalyst is employed for said chain extension and esterification reactions. The coating composition further comprises polyfunctional aminoplast crosslinking agent, for example, hexamethoxymethylmelamine, and polycarboxy functional polymeric catalyst.Type: GrantFiled: June 14, 1982Date of Patent: November 27, 1984Assignee: Ford Motor CompanyInventors: Panagiotis I. Kordomenos, Kenneth R. Kurple
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Patent number: 4482692Abstract: Epoxy resin compositions are disclosed which are the reaction products resulting from reacting (A) the reaction product of a cyanuric halide and at least one dihydric or polyhydric phenol with (B) at least one dihydric or polyhydric phenol and (C) at least one epoxy resin having an average of more than one epoxy group per molecule. These epoxy resin compositions are suitable for use as electrical laminates, structural laminates, coatings, castings, electrical encapsulation and the like.Type: GrantFiled: October 24, 1983Date of Patent: November 13, 1984Assignee: The Dow Chemical CompanyInventors: James L. Bertram, William Davis, Louis L. Walker
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Patent number: 4476259Abstract: Novel solvent-based thermosetting composition comprising (a) hydroxy functional epoxy ester resin of number average molecular weight (Mn) between about 1,000 and about 5,000, being formed by reaction of diepoxide, which has been chain extended with diphenol and dicarboxylic acid, with hydroxy functional secondary amine in chain terminating reaction, in approximately 1:1 equivalent ratio: and (b) polyfunctional, hydroxyreactive crosslinking agent, for example, aminoplast crosslinking agent and blocked polyisocyanate crosslinking agent comprising isocyanate groups blocked by reaction with an active hydrogen bearing blocking agent. The coating composition may be formulated as a primer sprayable with conventional spraying equipment.Type: GrantFiled: December 27, 1983Date of Patent: October 9, 1984Assignee: Ford Motor CompanyInventor: Panagiotis I. Kordomenos
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Patent number: 4467070Abstract: A novel organic solvent based, thermosetting coating composition comprises novel epoxy ester resin having number average molecular weight (M.sub.n) about 1000 to about 5000 and being the reaction product of diepoxide, for example bisphenol-A epichlorohydrin epoxy resin, with (i) diphenol, for example bisphenol-A, in chain extension reaction, (ii) dicarboxylic acid, for example the dimer acid reaction product of the dimerization of C-18 fatty acid, in chain extension reaction, and (iii) fatty acid, for example Soya fatty acid, in chain terminating esterification reaction, which chain extension reactions and esterification reaction occur at least in part substantially simultaneously. Preferably, catalyst is employed for said chain extension and esterification reactions. The coating composition further comprises polyfunctional aminoplast crosslinking agent, for example, hexamethoxymethylmelamine, and polycarboxy functional polymeric catalyst.Type: GrantFiled: September 30, 1982Date of Patent: August 21, 1984Assignee: Ford Motor CompanyInventors: Panagiotis I. Kordomenos, Kenneth R. Kurple
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Patent number: 4461879Abstract: The present invention is particularly directed to a coating composition exhibiting faster cure times and improved physical properties which comprise (1) from about 60% to about 95% by weight of a saturated epoxy resin, (2) from about 5% to about 40% by weight of triglycidyl cyanurate (or triglycidyl thiocyanurate) and (3) a curing amount of an epoxy curing agent, preferably an amino-containing curing agent.Type: GrantFiled: May 10, 1982Date of Patent: July 24, 1984Assignee: Shell Oil CompanyInventors: Ronald S. Bauer, Larry S. Corley
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Patent number: 4456739Abstract: Resin composition suitable for high solids, solvent-based coating composition comprises chain-extendable, crosslinkable polyol of molecular weight about 100 to 1000, having at least three hydroxyl groups, chain-extendable diblocked diisocyanate diurea oligomer of molecular weight about 200 to 1500, comprising the reaction product of a half-blocked diisocyanate with diamine, crosslinking agent reactive with the hydroxy functionality of the polyol and substantially unreactive with the de-blocked isocyanate functionality of said diblocked diisocyanate diurea oligomer, and, preferably, catalyst(s). The composition cures at elevated temperature to provide a coating on a substrate, such as steel, which coating is highly resistant to corrosion, humidity and solvents and provides corrosion protection for the substrate. The half-blocked diisocyanate is preferably the reaction product of an organic diisocyanate with monofunctional blocking agent.Type: GrantFiled: May 4, 1984Date of Patent: June 26, 1984Assignee: Ford Motor CompanyInventors: Joseph W. Holubka, Ray A. Dickie
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Patent number: 4419467Abstract: An improved process for the preparation of cationic resins derived from polyepoxides is disclosed. Typically, the process comprises contacting the polyepoxide with particular polyether polyols and heating the two together to form a resin which may then be reacted with a cationic base group former such as an amine and acid. Aqueous dispersions of the cationic resins prepared by the improved process are useful for coating applications, particularly cationic electrodeposition. They exhibit good low temperature cure response and the cured coatings have good physical properties such as resistance to water, detergent and salt spray corrosion.Type: GrantFiled: September 14, 1981Date of Patent: December 6, 1983Assignee: PPG Industries, Inc.Inventors: Marco Wismer, Joseph F. Bosso
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Patent number: 4412047Abstract: 1,5-Dimethyl-1,2;5,6-diepoxycyclooctane is prepared by epoxidizing 1,5-dimethylcycloocta-1,5-diene with aqueous peracetic or perpropionic acid at a temperature not exceeding 50.degree. C. and within a pH range from 1.5 to 5.5.The diepoxide according to the invention can be cured by means of curing agents for epoxide resins to give moulded materials having valuable mechanical properties. It is also suitable for use as a reactive, latent diluent.Type: GrantFiled: September 20, 1982Date of Patent: October 25, 1983Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Friedrich Lohse
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Patent number: 4410681Abstract: Epoxy resins are cured with salicyloyl hydrocarbyl amines such as N,N'-disalicyloyl-1,2-propylenediamine. The cured resins have an improvement in one or more properties such as color, tensile strength and flexural strength or improved pot life when compared to amine curing agents such as methylene dianiline.Type: GrantFiled: March 22, 1982Date of Patent: October 18, 1983Assignee: The Dow Chemical CompanyInventor: Hershel B. Prindle
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Patent number: 4383073Abstract: Water-compatible compositions are described which consist essentially of at least one resinous compound whose backbone is linear or substantially linear and consists essentially of at least one oxyaryleneoxyalkylene or oxyaryleneoxy(1,3-(2-hydroxy)alkylene) unit and which bears at least two functional organic moieties through which cross-linking can occur (preferably groups having active hydrogen, more preferably aliphatic hydroxyl groups) and at least one terminal carbamoylpyridinium group covalently bonded through the ring nitrogen atom combined with an acid curable cross-linking agent. The compositions are useful coating compositions which find particular utility in cathodic electrodeposition. The compounds are prepared, for example, by reacting a linear or substantially linear epoxy resin with a carbamoylpyridine in the presence of sufficient amount of a Bronsted acid and water to stabilize the carbamoylpyridinium salt thus formed.Type: GrantFiled: August 20, 1981Date of Patent: May 10, 1983Assignee: The Dow Chemical CompanyInventors: Ritchie A. Wessling, Larry D. Yats, William O. Perry
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Patent number: 4376848Abstract: The invention provides nitrogen-containing basic binders having tertiary amino groups. They are produced from compounds or resins having at least one secondary amino group through reaction with a compound which contains both an epoxy group and an olefinic double bond, followed by copolymerization of the reaction product with a polymerizable monomer having an ethylenic double bond. The binders have amine numbers of about 40 to 400. They can be diluted with water after partial neutralization by acid. They are electrically depositable on the cathode and can be heat hardened alone or in combination with amino resins and/or phenolic resins. They can be used as internal and/or external cross-linking components in cathodic electrocoating paints.Type: GrantFiled: April 3, 1981Date of Patent: March 15, 1983Assignee: Lackwerke Wulfing GmbH & Co.Inventors: Arty R. T. Subramanyam, Manfred Schroder
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Patent number: 4374965Abstract: Crosslinking compositions comprising (a) reaction product, optionally at least partially neutralized of certain di- or poly epoxy and hydroxy amines and (b) amino resin crosslinkers cure into alkaline resistant coatings that protect against corrosion even in absence of inhibiting pigments such as chromates. The crosslinking compositions may be formulated into a variety of primers including solvent and water base primers that cure within conventional schedules.Type: GrantFiled: April 10, 1980Date of Patent: February 22, 1983Assignee: Ford Motor CompanyInventors: Ray A. Dickie, Joseph W. Holubka
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Patent number: 4374213Abstract: Primers that are aqueous emulsions comprising (a) at least partially neutralized reaction product of di- or poly epoxy compounds and hydroxy amines made in water miscible solvents and (b) amino resin crosslinkers yield, upon curing, alkaline resistant coatings that provide corrosion protection even in absence of inhibiting pigments as chromates.Type: GrantFiled: April 10, 1980Date of Patent: February 15, 1983Assignee: Ford Motor CompanyInventors: Ray A. Dickie, Joseph W. Holubka, S. Burhan A. Qaderi
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Patent number: 4370427Abstract: A thermosetting synthetic crosslinking resin containing selected ethers of the reaction product of an isoadipoguanamine mixture and formaldehyde can be incorporated into a variety of coating compositions to provide finishes that are characterized by hardness, flexibility, durability, excellent adhesion, and commercially-acceptable cure temperatures.Type: GrantFiled: October 29, 1981Date of Patent: January 25, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Francis E. Schweitzer
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Patent number: 4365043Abstract: A process for preparing resinous particles for a coating composition, which comprises the steps of (1) subjecting an aqueous resin composition having an ionic group and no material solubility or dispersibility in water is dissolved or dispersed in an aqueous medium by at least partly neutralizing the ionic group to treatment with a powdering agent while applying thereto an operation for pulverization to deposit the resin in a particulate form and (2) recovering the deposited resinous particles from the aqueous medium.Type: GrantFiled: March 14, 1977Date of Patent: December 21, 1982Assignee: Nippon Paint Co., Ltd.Inventors: Sakuichi Konishi, Yukio Omori, Hiroyoshi Kataoka
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Patent number: 4363710Abstract: Polyadducts, free from epoxide groups, are obtained from ammonia and epoxide compounds by reacting 1 mole of ammonia with from 1.2 to 2.0 equivalents of epoxide, so that if diepoxide compounds are used products of the general formula (I) ##STR1## are obtained, while if triepoxides and/or tetraepoxide compounds are used, by themselves, or together with diepoxide compounds, products of the general formula II ##STR2## are produced; in these formulae, the E.sup.1 's are identical or different hydroxyl-containing divalent radicals and the E.sup.2 's are identical or different hydroxyl-containing trivalent or tetravalent radicals, resulting from the opening of the oxirane rings of epoxide compounds containing two, three or four epoxide groups in the molecule, n.sup.1, n.sup.3 and n.sup.5 are from 0 to 3, n.sup.2 and n.sup.4 are from 1 to 3 and X is 0 or 1, and one or more of the divalent radicals E.sup.1 in the general formlula (II) may or may not be replaced by polyvalent radicals E.sup.2.Type: GrantFiled: October 30, 1981Date of Patent: December 14, 1982Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Eberhard Schupp, Hans-Uwe Schenck, Erich Gulbins
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Patent number: 4361594Abstract: Advanced, etherified aminoplast resins containing one or more guanamine residues are prepared by heating, at a pH of from 2.5 to 9, an etherified methylolated urea, cyclic urea, carbamate or melamine such as methylated methylolated urea, ethyleneurea, or propyleneurea with a guanamine, such as benzoguanamine or acetoguanamine. The products may be heated with resins containing at least two alcoholic hydroxyl, carboxylic acid, or carboxylic acid amide groups per molecule to form hard, crosslinked materials. They are particularly useful in forming surface coatings.Type: GrantFiled: September 16, 1980Date of Patent: November 30, 1982Assignee: Ciba-Geigy CorporationInventor: Kenneth Winterbottom
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Patent number: 4355122Abstract: Water-borne thermoplastic polyhydroxyether resins are prepared by grafting carboxyl-containing vinyl monomers onto phenoxy resins with a free radical initiator and then converting the graft copolymer to an ionomer suitable for use as coatings or adhesives.Type: GrantFiled: December 15, 1980Date of Patent: October 19, 1982Assignee: Union Carbide CorporationInventor: You-Ling Fan
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Patent number: RE31022Abstract: Resinous compositions which are the Michael adducts of primary and/or secondary amines and polymers containing alpha, beta-ethylenically unsaturated moieties in conjugation with carbonyl moieties are disclosed. The compositions are depositable on substrates to form films. The films are amenable to oxidative and aminoplast cures and cure with light color. The compositions are desirable for use in cationic electrodeposition.Type: GrantFiled: March 26, 1981Date of Patent: August 31, 1982Assignee: PPG Industries, Inc.Inventors: Stephen L. Buchwalter, Joseph F. Bosso, Roger M. Christenson