Wherein Unsaturated Reactant Contains Only One Free Carboxyl Group Patents (Class 525/531)
-
Patent number: 4789712Abstract: Dispersions of polymers and optional dispersion stabilizers in a polyepoxide resin continuous phase is characterized in that the dispersion remains stable above 60.degree. C. The compositions are curable and are useful as coatings, in preparing laminates and reinforced plastics, and as adhesives. The compositions exhibit properties which are superior to compositions containing reactive liquid polymers.Type: GrantFiled: August 10, 1987Date of Patent: December 6, 1988Assignee: The Dow Chemical CompanyInventors: Dwight K. Hoffman, Charles B. Arends
-
Patent number: 4775718Abstract: An elastomeric homopolymer or copolymer is reacted with or, in effect, grafted onto an unsaturated polyester and the reaction product or graft polymer may then be used in a thermosetting unsaturated polyester resin composition. The chemical linkage between the elastomeric polymer and the unsaturated polyester is a cyclic structure comprising 6 carbon atoms. The chemical bond is achieved by first treating the elastomeric polymer to incorporate a conjugated diolefin structure and then adding the conjugated diolefin group to an ethylenically unsaturated group in the polyester or a monomeric dienophile. When added to a monomeric dienophile, the polyester is then grafted onto the elastomeric polymer at the site of the monomeric dienophile. The chemical linkage or bonding occurs through a 4+2 Diels Alder addition.Type: GrantFiled: December 31, 1986Date of Patent: October 4, 1988Assignee: Shell Oil CompanyInventor: Antonius A. Broekhuis
-
Patent number: 4766184Abstract: Vinyl ester resins are prepared by the reaction of one or more epoxy resins with polycarbonate resins or oligomers and the reaction of this product with polymerizable ethylenically monounsaturated monocarboxylic acids. The epoxy resins can be advanced with polyphenols during the reaction and/or further reacted with monoalcohols or monophenols. The modified epoxy resins used to make the vinyl ester resins have chain branching and/or crosslinking due to carbonate bonding to polycarbonate chain scission products. The vinyl ester resins are useful to make moldings, coatings, laminates and filaments.Type: GrantFiled: April 14, 1987Date of Patent: August 23, 1988Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4755570Abstract: This invention relates to polysulfide modified epoxy resins with enhanced physical and mechanical properties. The composition comprises the copolymerization product of epoxy resins and (vinylaryl)alkyl substituted polysulfides. Such compositions are useful in coating formulations and structural and electrical applications.Type: GrantFiled: May 26, 1987Date of Patent: July 5, 1988Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4755575Abstract: Described herein is an improved process for rapidly fabricating fiber reinforced thermoset resin articles comprising: (a) providing in a heatable matched metal die mold a bonded web of one or more fibers with a melting point or a glass transition temperature above about 130.degree. C., (b) providing in an accumulator zone a liquid body of a thermosettable organic material having a viscosity determined at 120.degree. C.Type: GrantFiled: July 25, 1986Date of Patent: July 5, 1988Assignee: Union Carbide CorporationInventors: Linda A. Domeier, Richard G. Angell, Jr.
-
Patent number: 4755571Abstract: Curable compositions, especially suitable for use as adhesives, contain(A) an anaerobically polymerisable mixture which is stable in oxygen but polymerises when oxygen is excluded, comprising(i) a free radical polymerisable compound, such as an acrylate or methacrylate ester,(ii) an organic free radical initiator, such as a peroxide or hydroperoxide, and(iii) an organic accelerator of free radical polymerisation(B) an epoxide resin, and(C) a curing agent for epoxide resins that is a basic curing agent, a polymercaptan, or a polyhydric phenol.These compositions cure rapidly by an anaerobic curing mechanism and then develop high strength by cure of the epoxide resin.Type: GrantFiled: November 20, 1986Date of Patent: July 5, 1988Assignee: Ciba-Geigy CorporationInventors: Edward Irving, Terence J. Smith
-
Patent number: 4748211Abstract: A liquid, hydroxyl functional graft copolymer is prepared by the vinyl addition polymerization, in an inert organic medium, of a vinyl monomer component comprising at least a portion of a carboxyl functional vinyl monomer in the presence of a glycidyl ester containing acrylic polymer, the grafting occuring by the condensation reaction between the carboxyl groups of the vinyl monomer component and the epoxy groups of the glycidyl ester containing acrylic polymer. The graft copolymer is especially useful in formulating clear coating compositions which exhibit excellent sag resistance without the necessity for externally added rheology control agent.Type: GrantFiled: July 21, 1986Date of Patent: May 31, 1988Assignee: PPG Industries, Inc.Inventors: Suryya K. Das, Rostyslaw Dowbenko, Samuel Porter
-
Patent number: 4734469Abstract: A curable copolymer is provided wherein an unsaturated epoxy resin is prepared by reacting epoxy resin and acrylic and/or methacrylic acid, said unsaturated epoxy resin containing both a epoxy group and acryloyl and/or methacryloyl groups, with which a vinyl monomer is reacted in the presence of a radical catalyst to form an epoxy resin side chain. The resultant resin is finally reacted with acrylic and/or methacrylic acid to react with the remaining epoxy resin thereby resulting in terminal acryloyl and/or methacryloyl groups. This resin can be used as coating paint or molding resin or for a variety of other uses.Type: GrantFiled: May 12, 1986Date of Patent: March 29, 1988Assignee: Showa Highpower Co. Ltd.Inventors: Eiichiro Takiyama, Katsuhisa Morita
-
Patent number: 4732952Abstract: A B stageable thermosettable composition containing at least one polyepoxide and at least one linear anhydride monomer capable of forming a cyclopolymer in situ and processes for the formation of the B stage intermediate and final thermoset having a high service temperature is provided. The composition is useful in a two stage process; first to form a storage stable, flowable thermoplastic B stage intermediate by the free radical initiated vinyl polymerization of the linear anhydride in the liquid composition to a cyclic polymer and secondly to react the cyclic polymer with the poly epoxide to form a crosslinked high service temperature thermoset useful in the preparation of laminates, such as printed circuit boards, adhesives, and encapsulants.Type: GrantFiled: December 5, 1986Date of Patent: March 22, 1988Assignee: Rohm and Haas CompanyInventors: Frederick J. Hirsekorn, William D. Emmons
-
Patent number: 4729696Abstract: A cartridge for use in fixing an anchor bolt that encludes a fluidtight constructed casing having therein a first fluidtight chamber and a second fluidtight chamber separated from the first chamber, the first chamber containing a resin composed mainly of an ester of an epoxy resin with an organic acid comprising acrylic acid, methacrylic acid or a mixture thereof, the second chamber containing a curing agent for the resin. By the use of such a cartridge in fixing an anchor bolt to a base, there can be attained a quick fixation of the anchor bolt to the base, a high adhesive strength between the anchor bolt and the base, and a high chemical resistance of the cured resin, with little or no lowering of the adhesive strength for an prolonged period of time.Type: GrantFiled: July 26, 1984Date of Patent: March 8, 1988Assignee: Asahi Kasei KogyoInventors: Koji Goto, Eiichi Suzuki
-
Patent number: 4725631Abstract: Acrylic diesters of bisphenol-alkyl-ether of formula: ##STR1## in which R.sub.1 and R.sub.2 may be a halogen or a C.sub.1 -C.sub.7 alkyl radical optionally halogen-substituted, and R.sub.3 may be hydrogen, halogen, or a C.sub.1 -C.sub.7 alkyl radical optionally halogen-substituted. Polymers obtained from the acrylic diesters of bisphenol-alkyl-ether of formula (1) and dental composites containing said acrylic diesters.Type: GrantFiled: July 21, 1986Date of Patent: February 16, 1988Assignee: Montedison S.p.A.Inventors: Catia Bastioli, Giancarlo Romano, Romano Mazzocchi
-
Patent number: 4719268Abstract: Polymer modified vinyl ester resin compositions are disclosed which comprise (I) a polymer modified epoxy resin which comprises (A) an epoxy resin wherein a portion of the epoxide groups have been reacted to provide groups containing polymerizable ethylenic unsaturation; (B) at least one vinyl terminated urethane oligomer and optionally (C) at least one polymerizable ethylenically unsaturated compound and (II) a monounsaturated monocarboxylic acid or mixture of such acids.Type: GrantFiled: March 31, 1986Date of Patent: January 12, 1988Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Virginia B. Messick
-
Patent number: 4708996Abstract: Dispersions of polymers and optional dispersion stabilizers in a polyepoxide resin continuous phase is characterized in that the dispersion remains stable above 60.degree. C. The compositions are curable and are useful as coatings, in preparing laminates and reinforced plastics, and as adhesives. The compositions exhibit properties which are superior to compositions containing reactive liquid polymers.Type: GrantFiled: October 25, 1984Date of Patent: November 24, 1987Assignee: The Dow Chemical CompanyInventors: Dwight K. Hoffman, Charles B. Arends
-
Patent number: 4701474Abstract: Reduced reactivity polyols are provided as foam controllers in the production of polyurethane foams. When the foam controllers are incorporated into polyurethane foam formulations, foam rise time is increased without adverse effects on foam characteristics, such as load bearing capability, resiliency and porosity. The foam controllers are acid grafted polyethers, such as acrylic acid grafted poly(alkylene oxides), and can be employed in surprisingly low concentrations to control reactivity.Type: GrantFiled: April 9, 1986Date of Patent: October 20, 1987Assignee: Union Carbide CorporationInventors: Frederick E. Bailey, Jr., Benny J. Argento
-
Patent number: 4692382Abstract: A coating composition has as its principal constituents(i) an isocyanate terminated urethane containing material; and(ii) a phosphatized polyepoxide essentially free of oxirane groups.The coating composition has excellent elongation and is particularly useful as a coating applied directly to metal. The coating composition is also useful as a primer in the preparation of multilayer coatings having good flexibility.Type: GrantFiled: July 21, 1986Date of Patent: September 8, 1987Assignee: PPG Industries, Inc.Inventors: Robert J. Schmitt, Leon A. Perez, Robert A. Montague, Marvin T. Tetenbaum, Ellor J. Van Buskirk
-
Patent number: 4692500Abstract: This invention relates to polysulfide modified epoxy resins with enhanced physical and mechanical properties. The composition comprises the copolymerization product of epoxy resins and (vinylaryl)alkyl substituted polysulfides. Such compositions are useful in coating formulations and structural and electrical applications.Type: GrantFiled: July 7, 1986Date of Patent: September 8, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4692383Abstract: A coating composition is composed of a material or mixture of materials adapted to provide a source of:(i) carbonate moieties;(ii) isocyanate groups; and(iii) phosphatized polyepoxide essentially free of oxirane groups.The coating composition has excellent elongation and is particularly useful as a coating applied directly to metal. The coating composition is also useful as a primer in the preparation of multilayer coatings having good flexibility.Type: GrantFiled: July 21, 1986Date of Patent: September 8, 1987Assignee: PPG Industries, Inc.Inventors: Robert J. Schmitt, Leon A. Perez, Robert A. Montague, Marvin T. Tetenbaum
-
Patent number: 4690988Abstract: Vinylized epoxy resins, such as vinyl ester resins, comprise polymerizable ethylenic unsaturation and an in situ polymerized polymer, such as a polyalkyl acrylate. The vinylized epoxy resins can form stable dispersions and are useful in thermoset applications.Type: GrantFiled: January 22, 1985Date of Patent: September 1, 1987Assignee: The Dow Chemical CompanyInventors: Dwight K. Hoffman, Michael G. Stevens, Virginia B. Messick
-
Patent number: 4668745Abstract: Novel compositions are prepared by reacting sulfur dioxide with the reaction product of a material having an average of more than one 1,2-epoxide group per molecule such as a diglycidyl ether of bisphenol A with a monoethylenically unsaturated monocarboxylic acid such as methacrylic acid in the presence of an oxidizing agent such as cumene hydroperoxide.Type: GrantFiled: June 4, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4661553Abstract: Vinyl ester resins are prepared by reacting a polyepoxide of a co-oligomerization product of a mixed cyanate of a polyphenol and a polymaleimide with a monounsaturated monocarboxylic acid.Type: GrantFiled: February 24, 1986Date of Patent: April 28, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4642321Abstract: A non-blocking, solid, adhesive composition comprising, (a) a film forming polymeric resin of average molecular weight between 10,000 and about 100,000 and having an epoxide, hydroxyl or unsaturated functionality greater than about 2, the polymeric resin being selected from the group consisting of polyesters, polyurethanes and epoxies; (b) at least one filler, or at least one polyfunctional compound of average molecular weight below about 7,000 and containing a polyaromatic backbone, or mixtures thereof, the weight ratio of (a) to (b) being between about 1.5:1 and about 9:1; and (c) a curing agent which is capable of cross-linking and curing the polymeric resin to a C-stage, the curing agent being present in an amount sufficient to C-stage the polymeric resin. The adhesive composition can be activated without becoming C-staged upon application of sufficient heat or ultrasonic energy for a time period less than one second.Type: GrantFiled: July 19, 1985Date of Patent: February 10, 1987Assignee: Kollmorgen Technologies CorporationInventors: Andrew J. Schoenberg, Marju L. Friedrich
-
Patent number: 4640957Abstract: Polyimido-ester compounds having the formula RO-C(O)-R.sub.1 -C(O)-OR are disclosed wherein R is an alkylene N-dicarboximido radical containing cycloolefinic unsaturation and R.sub.1 is the divalent residue of an unsaturated polycarboxylic acid such as fumaric, itaconic, aconitic, mesaconic, or glutaconic acid. These compounds are blended with unsaturated resins such as unsaturated polyester resin or vinyl ester resin, and polymerizable unsaturated monomers such as styrene to provide thermosettable resin compositions which can be cured to provide castings or laminates with improved resistance to thermal aging.Type: GrantFiled: June 13, 1985Date of Patent: February 3, 1987Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Douglas L. Hunter
-
Patent number: 4618658Abstract: Polymer modified epoxy resin compositions are disclosed which comprise (A) an epoxy resin wherein a portion of the epoxide groups have been reacted to provide groups containing polymerizable ethylenic unsaturation; (B) at least one vinyl terminated urethane oligomer and optionally (C) at least one polymerizable ethylenically unsaturated compound. These compositions are useful as intermediates to novel polymer modified vinyl esters and thermoset (cured) products.Type: GrantFiled: May 16, 1985Date of Patent: October 21, 1986Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Virginia B. Messick
-
Patent number: 4616071Abstract: Novel thermosetting, solvent-based, crosslinkable and chain-extendable coating compositions are provided. The coating compositions are suitable to be formulated as high solids coating compositions and comprise bis-diene oligomers, bis-dieneophile oligomers, crosslinking agent, organic solvent and, preferably, catalyst. The composition cures at elevated temperature to provide a coating on a substrate, such as sheet steel or the like, which is highly resistant to corrosion, humidity and solvents and provides corrosion protection for the substrate.Type: GrantFiled: January 7, 1985Date of Patent: October 7, 1986Assignee: Ford Motor CompanyInventor: Joseph W. Holubka
-
Patent number: 4612352Abstract: Water-soluble or water-dispersible graft polymers comprising at least 20% by weight, based on said graft polymer, of a hydrophilic graft constituent bonded to a carbon atom and at least one hydrophobic radical which is bonded to the graft constituent via a polyglycol ether chain, the polyglycol ether chain containing 2 to 200 ##STR1## groups. These graft polymers can be used individually, as mixtures or in combination with other active substances as, for example, antifoams, antistatic agents, builders, emulsifiers, padding assistants, wetting agents, paper deaerators, sludge dewatering assistants, textile assistants, greying inhibitors or detergents.Type: GrantFiled: November 19, 1984Date of Patent: September 16, 1986Assignee: Ciba-Geigy CorporationInventors: Paul Schafer, Heinz Abel, Christian Guth, Albert Stehlin
-
Patent number: 4603181Abstract: One-package type composition for in-mold coating is disclosed which contains (a) a urethane compound having at least two acryloyloxy or methacryloyloxy groups at the terminal and at least one 1-oxa-3,5-diazine-2,4,6-trione ring in the molecule, (b) an ester resin having at least one reactive double bond prepared by the reaction of an epoxy compound with an unsaturated carboxylic acid and (c) a vinyl monomer. The composition is useful for coating the molded product from fiberglass reinforced thermosetting polyester resin compounds within a mold. The composition, when coated, shows excellent adherence to the molded product and excellent water resistance.Type: GrantFiled: April 3, 1985Date of Patent: July 29, 1986Assignee: Takeda Chemical Industries, Ltd.Inventors: Kenichi Nishino, Hiromu Miyashita, Tadao Fukui
-
Patent number: 4600754Abstract: Water dispersed phosphated epoxy-acrylic polymers are produced by first producing an epoxy phosphate followed by in-situ polymerization of ethylenically unsaturated monomers, including carboxyl monomers, in the presence of the epoxy phosphate and utilizing at least 3% peroxide catalyst based on the weight of monomers.Type: GrantFiled: May 10, 1984Date of Patent: July 15, 1986Assignee: SCM CorporationInventor: Peter P. Winner
-
Patent number: 4595734Abstract: Epoxide-vinyl ester resins having significant amounts of epoxide and ethylenically unsaturated groups may be thickened by reaction thereof with polyfunctional amines. The resulting resinous products, when molded at elevated temperatures, exhibit increased viscosity and controlled flow.Type: GrantFiled: June 4, 1985Date of Patent: June 17, 1986Assignee: Interplastic CorporationInventor: Thomas P. O'Hearn
-
Vinyl ester resins from glycidyl ethers of reaction product of a phenol and unsaturated hydrocarbons
Patent number: 4594398Abstract: Vinyl ester resins are prepared by reacting a polymerizable unsaturated carboxylic acid-containing compound with an epoxy resin prepared by dehydrohalogenating the reaction product of an epihalohydrin with the reaction product of an aromatic hydroxyl-containing compound and an unsaturated hydrocarbon.Type: GrantFiled: May 24, 1985Date of Patent: June 10, 1986Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Mary J. Lamont -
Patent number: 4588788Abstract: Curable compositions are prepared from a blend of a polyepoxide, the esterification product of a mixture of carboxylic acids of the formula CH.sub.2 .dbd.CHCO.sub.2 (CH.sub.2 CH.sub.2 CO.sub.2).sub.n H (AOnPA herein), where the number average value of n is greater than about 0.1, and a mono- or polyhydric hydroxy-functional compound, and an aliphatic amine curing agent. Use of the esterification product as a reactive diluent for the polyepoxide gives coating and adhesive compositions with reduced toxicity.Type: GrantFiled: April 26, 1985Date of Patent: May 13, 1986Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Charles E. Warburton, Jr.
-
Patent number: 4587293Abstract: A composition is described which thermosets when admixed with a free radical generating catalyst which composition comprises (A) an unsaturated polyester resin or vinyl ester resin, (B) a reactive monomer prepared by reacting (1) an aromatic material containing, per molecule, one polymerizable ethylenically unsaturated group and one group containing an ether linked epoxide group; and (2) a material containing at least one oxyalkylene group and is terminated in a group having at least one hydrogen atom which is reactive with an ether linked epoxide group, and (C) a polymerizable ethylenically unsaturated non-resinous monomer different from Component (B).Type: GrantFiled: January 23, 1985Date of Patent: May 6, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4582880Abstract: A crosslinkable composition of matter is provided, which comprises certain diene functional aminoepoxy resin and certain functional aminoepoxy blocked dieneophile resin, which two resins are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene. The blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional blocked dieneophile chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional blocked dieneophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resins. The crosslinkable composition of matter is useful in coating and other applications, especially solvent based primer coating compositions and cathodic electrocoating compositions.Type: GrantFiled: December 27, 1983Date of Patent: April 15, 1986Assignee: Ford Motor CompanyInventor: Joseph W. Holubka
-
Patent number: 4568719Abstract: A resin composition comprising (I) at least one compound selected from the group consisting of hydroxyl-containing unsaturated polyesters, reaction products of polyepoxides and ethylenically unsaturated carboxylic acids and .beta.-polymers of diallyl phthalate (II) at least one monomer copolymerizable with said compound (I), which is selected from the group consisting of ethylenically unsaturated monomers and allylic unsaturated monomers, (III) a catalyst capable of polymerizing (I) and (II), (IV) at least one compound containing the oxirane ring, (V) a curing agent (excluding acid anhydrides, acids and amine compounds) capable of curing said compound (IV), and (VI) a catalyst capable of promoting the curing of (IV) by (V). A preferable composition further contains (VII) a polyisocyanate compound and (VIII) a promoter for the reaction between isocyanate group and hydroxyl group. The composition may contain fibrous reinforcing agents.Type: GrantFiled: May 30, 1984Date of Patent: February 4, 1986Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hisashi Tada, Masahiro Saruta, Hideki Moriishi
-
Patent number: 4565852Abstract: A crosslinkable composition of matter is provided, which comprises first and second chain extended diepoxide resins, one or both of which are prepared using an excess of diepoxide reactant and modified by reaction with hydroxy functional secondary amine. The first resin, diene functional aminoepoxy resin, and the second resin, blocked dieneophile functional aminoepoxy resin, are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene. The blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional blocked dieneophile chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional blocked dieneophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resins.Type: GrantFiled: December 27, 1983Date of Patent: January 21, 1986Assignee: Ford Motor CompanyInventor: Saiyed B. A. Qaderi
-
Patent number: 4564646Abstract: A light- and thermosetting resin composition comprising (a) an unsaturated epoxy ester having a resin acid value of 5 or less, or a reaction product having a resin acid value of 5 or less obtained by reacting an unsaturated epoxy ester having a resin acid value of more than 5 with a monoepoxide, (b) one or more .alpha.,.beta.-unsaturated ethylenic monomers, and (c) one or more photosensitizers and peroxides can produce insulated electrical machinery and appliances improved in reliance and performance in a short treating time.Type: GrantFiled: February 16, 1984Date of Patent: January 14, 1986Assignee: Hitachi Chemical Company, Ltd.Inventors: Hisashi Nishigaki, Yuji Aimono
-
Patent number: 4560713Abstract: A reinforced plastic molding having excellent heat resistance, toughness and adhesion property to a fibrous substrate is disclosed, comprising a fibrous substrate having impregnated and cured therein a curable composition comprising tri(meth)acrylate of trishydroxyalkyl isocyanurate, a modified phenol novolak-based epoxy resin and a polymerization initiator.Type: GrantFiled: January 14, 1985Date of Patent: December 24, 1985Assignee: Nitto Electric Industrial Co., Ltd.Inventors: Mitsuo Yoshihara, Yoshitada Morikawa, Yasuo Yamamoto, Mitsuharu Komada, Masaaki Hattori
-
Patent number: 4559393Abstract: A self-crosslinkable resin and composition of matter comprising same is provided, which resin comprises certain diene functional blocked dieneophile functional aminoepoxy resin, which resin is self-crosslinkable at elevated cure temperature. The diene functional blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant, mono-secondary amine functional blocked dieneophile and, optionally, monofunctional end-capping reactant such as mono-secondary amine functional diene and mono-secondary amine functional blocked dienophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resin. The crosslinkable composition of matter is useful in coating and other applications, especially solvent-based primer coating compositions and cathodic electrocoating compositions.Type: GrantFiled: December 27, 1983Date of Patent: December 17, 1985Assignee: Ford Motor CompanyInventor: Joseph W. Holubka
-
Patent number: 4555554Abstract: Oligomeric vinyl esters are prepared by reacting (A) an epoxy resin prepared by co-oligomerizing (1) a mixed cyanate of a polyphenol and (2) an aromatic polyamine with (B) a monounsaturated monocarboxylic acid.These vinyl ester resins are (oligomeric vinyl ester and copolymerizable monomer blend) useful in the preparation of laminates, composites, castings, coatings and the like.Type: GrantFiled: February 15, 1985Date of Patent: November 26, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4555412Abstract: A process is provided for applying a coating to a substrate by bringing the substrate into contact with a liquid aqueous coating composition comprising a solid powdered epoxy group-containing compound having a number average molecular weight of at least 1,000, an epoxy equivalent weight of 450-7,500 and an average particle size of 0.5-35 .mu.m, dispersed in an aqueous medium containing an ionized polyamino compound having primary or secondary groups, the ratio of the number of reactive groups of the polyamino compound to the number of epoxy groups of the epoxy compound being at least 0.4. The coating composition is applied to the substrate at a temperature of 5.degree.-65.degree. C. and the resulting coating layer is cured at a temperature of 70.degree.-220.degree. C. This invention also relates to the liquid aqueous coating composition to be used in said process.Type: GrantFiled: March 15, 1982Date of Patent: November 26, 1985Assignee: Akzo nvInventors: Gerhard Gunter, Hartmut Haeufler
-
Patent number: 4554346Abstract: A process for producing a curable resin which comprises reacting (a) at least one cyanate ester compound selected from the group consisting of polyfunctional cyanate esters having two or more cyanato groups per one molecule, prepolymers of the cyanate esters or mixtures thereof with (b) at least one compound having hydroxy group(s) and radical-polymerizable unsaturated double bond(s) in its molecule, the cyanate ester compound (a) and the compound (b) being used so that the ratio of the cyanato group to the hydroxy is in the range of from about 1:0.1 to about 1:2, in the presence of (c) a radical polymerization inhibitor at a temperature of about 80.degree.-about 140.degree. C.The curable resin produced according to the present invention is capable of giving cured products having excellent heat resistance and electrical properties.Type: GrantFiled: July 18, 1984Date of Patent: November 19, 1985Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Morio Gaku, Hidenori Kimbara, Jun Yokoi
-
Patent number: 4546129Abstract: New compositions of matter are disclosed which are allylated di and polycyclopentadiene diphenols. These new compositions are useful in thermoset resin compositions comprising styrene, a dicyclopentadiene-modified unsaturated polyesteramide and said allylated di and polycyclopentadiene diphenol(s).Type: GrantFiled: June 18, 1984Date of Patent: October 8, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4540752Abstract: Solvent soluble epoxy-containing compositions prepared by polymerizing ethylenically unsaturated monomers such as alkyl acrylates in the presence of the reaction product of a liquid epoxy resin such as a diglycidyl ether of bisphenol A and acrylic acid and/or methacrylic acid. These compositions are useful in the preparation of coatings.Type: GrantFiled: February 17, 1984Date of Patent: September 10, 1985Assignee: The Dow Chemical CompanyInventor: Russell T. McFadden
-
Patent number: 4532309Abstract: A stable water soluble epoxy resin suitable for use as a coating material is made by grafting an acid functional vinyl monomer onto unsaturated functional sites on an epoxy resin backbone.Type: GrantFiled: November 28, 1980Date of Patent: July 30, 1985Assignee: Parker Chemical CompanyInventor: Andreas Lindert
-
Patent number: 4530978Abstract: Surface coating binders which contain tertiary amino groups, blocked isocyanate groups, hydroxyl groups and ether groups and are water-soluble or water-dispersible as a result of partial or complete salt formation with an acid are prepared by copolymerization of a mixture comprising(A) an olefinically unsaturated compound which contains a tertiary amino group,(B) an N-(1-alkenyl)-isocyanate which is blocked with a CH-, OH- or NH-acidic blocking agent and(C) an adduct of an epoxy resin based on bisphenol A and epichlorohydrin, and an olefinically unsaturated carboxylic acid of 3 to 20 carbon atoms, a secondary amine and, if required, a saturated monocarboxylic acid of 1 to 20 carbon atoms, with or without one or more copolymerizable, olefinically unsaturated compounds not mentioned under (A), (B) and (C).These surface coating binders are particularly useful as self-crosslinking or externally crosslinking binders for the cathodic electrocoating of metal articles.Type: GrantFiled: September 13, 1983Date of Patent: July 23, 1985Assignee: Basf AktiengesellschaftInventors: Juergen Gimpel, Volker Schwendemann, Erich Gulbins
-
Patent number: 4530962Abstract: An elastomer-modified unsaturated polymer comprises an unsaturated polyester or vinyl ester polymer modified by a low molecular weight elastomer. The elastomer has terminal groups provided by an epoxy resin which render it compatible with the unsaturated polymer. These elastomer-modified unsaturated polymers are useful for providing resin compositions which include a cross-linking agent for the unsaturated polymer. The elastomer is soluble in the resin composition, which is curable to provide an unsaturated resin matrix having particles of the modifying elastomer dispersed therein.Type: GrantFiled: November 9, 1982Date of Patent: July 23, 1985Assignee: Scott Bader Company LimitedInventor: Ian J. Alexander
-
Patent number: 4528334Abstract: Graft copolymers are obtained which are substantially free of insoluble homopolymers by grafting 3 to 15 percent by weight of acrylic acid onto poly(oxyalkylene) compounds.Type: GrantFiled: April 30, 1984Date of Patent: July 9, 1985Assignee: Union Carbide CorporationInventors: Robert J. Knopf, Kenneth Drake
-
Patent number: 4525544Abstract: Vinyl ester resins are prepared from epoxy resins and an adduct of (1) alpha, beta ethylenically unsaturated acids or anhydrides containing 4 or 5 carbon atoms; (2) an unsaturated hydrocarbon selected from dimers, codimers, oligomers and cooligomers of dienes containing 4 to 6 carbon atoms; (3) if component (1) is an anhydride, water, and optionally; (4) isomerization catalysts or reactants that cause isomerization; (5) monofunctional acids selected from acrylic acid or methacrylic acid; and (6) alpha, beta ethylenically unsaturated anhydrides containing 4 or 5 carbon atoms.Type: GrantFiled: April 12, 1982Date of Patent: June 25, 1985Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Mary H. Lamont
-
Patent number: 4515934Abstract: Vinyl ester resin compositions containing triazine groups or both triazine and oxazoline groups are prepared by reacting (a) a polyepoxide containing triazine groups, or (b) a polyepoxide containing both triazine and oxazoline groups, or (c) a mixture of (a) and (b) above with (d) about 0.75 to about 1, preferably from about 0.9 to about 1, moles of a monounsaturated monocarboxylic acid or mixture of monounsaturated monocarboxylic acids per epoxide group in the presence of (e) a suitable quantity of a suitable catalyst.Type: GrantFiled: March 19, 1984Date of Patent: May 7, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4511710Abstract: Unwanted halogen values are removed from liquid resin, organic or hydrocarbon material by adding particulate crystalline lithium aluminate compounds to the liquid material to act as a halogen scavenger, then separating the crystalline aluminate compound from the liquid material.Type: GrantFiled: June 11, 1984Date of Patent: April 16, 1985Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Kyle B. Benkendorfer, John L. Burba, III
-
Patent number: 4507432Abstract: In curing an unsaturated polyester resin in the presence of an organic peroxide added thereto, 4-methyl-2,4-diphenyl-pentene-1 is added to the mixture of the unsaturated polyester resin with the organic peroxide to enhance the curing properties.Type: GrantFiled: October 24, 1983Date of Patent: March 26, 1985Assignee: Nippon Oil & Fats Co., Ltd.Inventors: Shigeki Banno, Takeshi Komai