Material Contains A Polyvalent Metal Atom Patents (Class 528/92)
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Patent number: 4307212Abstract: Curable epoxy resin compositions which exhibit controllable cure rates are described which utilize catechol derived accelerators in combination with certain curing agents. These accelerators can be employed in single package curable epoxy resin compositions useful in molding and casting applications.Type: GrantFiled: August 14, 1980Date of Patent: December 22, 1981Assignee: General Electric CompanyInventor: Charles J. Stark, Jr.
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Patent number: 4307213Abstract: Diesters of catechol and ring substituted catechol exhibit enhanced characteristics as accelerators in the cure of epoxy resins when utilized in combination with a cure initiator, such as an oxygen titanate or zirconate.Type: GrantFiled: September 5, 1980Date of Patent: December 22, 1981Assignee: General Electric CompanyInventor: Charles J. Stark, Jr.
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Patent number: 4302573Abstract: Novel carboxylic acid metal salt/amine complexes are prepared by reacting 1 mol of a carboxylic acid metal salt of the formula(A.sup..crclbar.).sub.2 ME.sup.2+in which A.sup..crclbar. is the anion of a carboxylic acid which contains polar substituents or radicals and in particular contains an amide or imide grouping, such as a halogenoacetic acid, nitrilo-, cyano- or ureido-acetic acid, monoamidosuccinic acid, succinimidyl- or maleimidyl-alkanecarboxylic acid, benzenesulphonic acid or pyrrolidone-5-carboxylic acid, and Me.sup.2+ is a divalent metal cation, with 1 mol of a diamine of the formulaR.sub.1 --NH--R--NH--R.sub.2in which R is an aliphatic radical having not more than 7 C atoms or is a cycloaliphatic radical and R.sub.1 and R.sub.2 are hydrogen, alkyl having 1 to 4 C atoms, cyclohexyl, benzyl, 2-aminoethyl or 3-aminopropyl, in a polar organic solvent and in the temperature range from 25.degree. to 200.degree. C., to give complex compounds.Type: GrantFiled: May 7, 1980Date of Patent: November 24, 1981Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Sameer H. Eldin, Friedrich Lohse
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Patent number: 4297457Abstract: Aryl esters exhibit enhanced characteristics as accelerators in the cure of epoxy resins when utilized in combination with a cure initiator, such as an organic titanate or zirconate.Type: GrantFiled: July 11, 1980Date of Patent: October 27, 1981Assignee: General Electric CompanyInventor: Charles J. Stark, Jr.
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Patent number: 4297459Abstract: Curable epoxy resin compositions which exhibit controllable cure rates and extended storage life are described which utilize allylethers of catechol as accelerators in combination with certain curing agents. These accelerators can be employed in single package curable epoxy resin compositions useful in molding and casting applications.Type: GrantFiled: August 8, 1980Date of Patent: October 27, 1981Assignee: General Electric CompanyInventor: Charles J. Stark, Jr.
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Patent number: 4297458Abstract: Curable epoxy resin compositions which exhibit controllable cure rates and extended storage life are described which utilize silyl ethers of catechol as accelerators in combination with certain curing agents. These accelerators can be employed in single package curable epoxy resin compositions useful in molding and casting applications.Type: GrantFiled: July 14, 1980Date of Patent: October 27, 1981Assignee: General Electric CompanyInventor: Charles J. Stark, Jr.
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Patent number: 4293675Abstract: The complex formed between a tri-or pentavalent antimony halide and an organic phosphate ester has been found to be an effective catalyst for cationic polymerization reactions.Type: GrantFiled: February 26, 1980Date of Patent: October 6, 1981Assignee: Minnesota Mining and Manufacturing CompanyInventors: Robert J. Blachunis, Stephen W. Bany
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Patent number: 4284753Abstract: Heat curable epoxy-styrene compositions exhibiting improved processability, low viscosity and long pot life, which when cured with a special acid anhydride/onium salt epoxy curing blend in combination with a free-radical catalyst, yield cured products exhibiting improved physical properties, such as increased heat deflection temperature, increased flexural strength and increased flexibility.Type: GrantFiled: April 14, 1980Date of Patent: August 18, 1981Assignee: Shell Oil CompanyInventor: Ralph W. Hewitt, Jr.
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Patent number: 4283312Abstract: Aromatic onium salts, such as diaryliodonium salts, have been found to be effective thermal initiators for the polymerization of epoxy resins having a viscosity of up to about 100,000 centipoises at 25.degree. C. when used in combination with copper salts. The processable epoxy resin composition can be used in filament winding and pultrusion applications.Type: GrantFiled: August 16, 1979Date of Patent: August 11, 1981Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4277596Abstract: There is provided a molded shaped structure made by molding the reaction product of an organic resin and a modified magnesium silicate obtained by calcining chrysotile asbestos tailings. The new product is characterized by the absence of any fibers.Type: GrantFiled: April 8, 1980Date of Patent: July 7, 1981Assignee: Societe Nationale de l'AmianteInventor: Jean M. Lalancette
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Patent number: 4276406Abstract: Catalysts for reacting vicinal epoxides with an aromatic hydroxyl-containing material result from the treatment of a solid substrate containing a plurality of ion-exchangeable cations with a polymer containing a multiplicity of quaternary onium cations in association with a reactive anion such that after treatment, there remains a sufficient quantity of the quaternary onium cations in association with the reactive anion to catalyze the reaction. These catalysts reduce the quantity of side reactions.Type: GrantFiled: April 10, 1980Date of Patent: June 30, 1981Assignee: The Dow Chemical CompanyInventors: Georgia A. Monnerat, George E. Ham, Thomas J. Hairston, Melvin J. Hatch
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Patent number: 4275190Abstract: Epoxy resin compositions catalyzed with combinations of diaryliodonium salts of complex halogenides and copper salt catalyst activators are rendered stable at room temperature, but fully activatable at elevated temperatures by including an effective amount of a carboxyl terminated copolymer of butadiene and acrylonitrile, a hydroxy terminated copolymer of butadiene and acrylonitrile or a mixture thereof.Type: GrantFiled: January 8, 1980Date of Patent: June 23, 1981Assignee: General Electric CompanyInventor: Charles D. Dudgeon
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Patent number: 4273914Abstract: A low temperature, fast curing epoxy insulating composition is made by low temperature mixing an epoxy resin with a carboxylic acid anhydride complex, the anhydride complex being the low temperature reaction product of a selected Lewis Acid catalyst and a carboxylic acid anhydride.Type: GrantFiled: March 6, 1980Date of Patent: June 16, 1981Assignee: Westinghouse Electric Corp.Inventors: James D. B. Smith, Arthur W. Ott
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Patent number: 4267300Abstract: Powder useful for applying electrical-insulating coatings to wire, the powder being a blend of (a) polyglycidyl ether capped with monobasic aromatic acid such as benzoic acid and (b) trimellitic anhydride.Type: GrantFiled: October 1, 1979Date of Patent: May 12, 1981Assignee: Minnesota Mining and Manufacturing CompanyInventor: Curtis R. Guilbert
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Patent number: 4261871Abstract: High solids, low energy curing compositions of (1) a carboxyl-modified polycaprolactone polyol which is the reaction product of a polycaprolactone polyol and an intramolecular carboxylic acid anhydride, (2) a monocarboxylic acid compound, (3) a stannous salt and (4) a polyepoxide. The compositions are useful as inks or coatings.Type: GrantFiled: December 13, 1979Date of Patent: April 14, 1981Assignee: Union Carbide CorporationInventors: Oliver W. Smith, Joseph V. Koleske
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Patent number: 4246161Abstract: A highly fluid, solventless, resinous, impregnating and coating composition, suitable as a high voltage insulation for electrical members, is made from an admixture containing: 100 parts of an epoxy resin, about 25 to 200 parts of an acid anhydride reactive with the epoxy resin, and about 0.002 to 1.00 part of a selected metal carbonyl, acting as a latent accelerator.Type: GrantFiled: August 8, 1979Date of Patent: January 20, 1981Assignee: Westinghouse Electric Corp.Inventors: James D. B. Smith, Robert N. Kauffman
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Patent number: 4241101Abstract: A coating powder is disclosed which is prepared from a solventless non-aqueous composition of a solid epoxy resin having an epoxy equivalent weight of about 400 to about 8000, a Durran's softening point of at least 70.degree., a solid polyanhydride curing agent at least about 50 mole % of which is trimellitic anhydride, and a cross-linking agent having the general formula R.sub.3 SnX where each R is selected from alkyl, aryl, aralkyl, and alkaryl up to C.sub.20 and X is selected from acetate, propionate, butyrate, halogen, and hydroxyl. The composition is dry-blended and then melt-mixed at 50.degree. to 150.degree. C. To prepare the coating powder, it is then cooled, crushed, and ground to a particle size of less than 100 microns. The coating powder is electrostatically applied to a conductor and is cured above the melting point of the resin.Type: GrantFiled: May 17, 1979Date of Patent: December 23, 1980Assignee: Westinghouse Electric Corp.Inventors: Howard E. Saunders, James D. B. Smith
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Patent number: 4239725Abstract: Low temperature curable organic resin compositions, for example, epoxy resins are provided, which can be either exothermically cured or cured in several minutes or less at relatively low temperatures. Certain diaryliodonium salts have been found to spontaneously release strong protonic acids when used in combination with a copper salt and a reducing agent.Type: GrantFiled: February 19, 1980Date of Patent: December 16, 1980Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4238587Abstract: Diaryliodonium salts have been found to be effective thermal initiators for the polymerization of a variety of cationically polymerizable materials including epoxides, cyclic ethers, phenol formaldehyde resins, etc., when used in combination with various cocatalysts. Among the cocatalysts which have been found to be effective are, for example, copper chelates and mixtures of such copper chelates with various reducing agents such as ascorbic acid, tin.sup.+2 salts, etc.Type: GrantFiled: November 28, 1979Date of Patent: December 9, 1980Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4237242Abstract: This application discloses a composition and a method for catalyzing and crosslinking of a polyepoxy compound and an acrylic resin containing carboxylic acid groups, the catalyst being in the form of a metal chelate, particularly of manganese, zinc or chromium. The compositions, when substantially freed of volatile solvent and adjusted to a viscosity resembling that of gunnable caulking compositions, are particularly well adapted as a replacement for the metallic body solder used in automobile manufacture to fill out imperfections, welded joints and the like, when applied thereto and cured.Type: GrantFiled: July 26, 1978Date of Patent: December 2, 1980Assignee: Rohm and Haas CompanyInventor: Lawrence S. Frankel
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Patent number: 4228271Abstract: A process for preparing epoxy resin comprises a step of allowing a mixture of epichlorohydrin, 2,2-bis(p-hydroxyphenyl)propane, and a solvent in the presence of an alkali used in an amount of from 0.4 to 5% by weight of the epichlorohydrin to stay at a temperature of from 45.degree. to 70.degree. C. to obtain a homogeneous mass. Subsequently an alkali used in an amount of from 45 to 50% by weight of the epichlorohydrin is added to the resultant mass, and polycondensation is conducted at a temperature of 70.degree. to 90.degree. C. under stirring to obtain the end product.Type: GrantFiled: March 12, 1979Date of Patent: October 14, 1980Inventors: Nikolai S. Enikolopov, Anatoly I. Nepomnyaschy, Viktor A. Pekarsky, Tatyana A. Pekarskaya, Mikhail G. Brusilovsky, Svetlana A. Gavrilina, Naum D. Lerman, Oleg K. Maimur, Arkady L. Iljushin, Mikhail A. Markevich, Susanna M. Karpacheva, Lidia P. Khorkhorina, Valeryan M. Muratov, Semen F. Sholk
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Patent number: 4225691Abstract: Low temperature curable organic resin compositions, for example, epoxy resins are provided, which can be either exothermically cured or cured in several minutes or less at relatively low temperatures. Certain diaryliodonium salts have been found to spontaneously release strong protonic acids when used in combination with a copper salt and a reducing agent.Type: GrantFiled: July 17, 1979Date of Patent: September 30, 1980Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4225460Abstract: Microcapsules with liquid fills containing Lewis acid catalysts, catalyst concentrates comprising slurries of the microcapsules in liquid media and a method for preparing the microcapsules and concentrates.Type: GrantFiled: June 28, 1979Date of Patent: September 30, 1980Assignee: Minnesota Mining and Manufacturing CompanyInventor: Richard G. Newell
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Patent number: 4192786Abstract: This invention relates to an epoxy resin composition suitable for impregnating coils of electrical apparatus such as motors, generators and the like. More particularly, this invention relates to an epoxy resin composition having excellent workability and a long pot life, which composition is prepared by adding the reaction product of the glycidyl ether of a monoalcohol and a metal carboxylate, which works as a reactive diluent and accelerator, to an epoxy resin having at least two epoxy groups per molecule and containing a curing agent.Type: GrantFiled: April 19, 1978Date of Patent: March 11, 1980Assignee: Mitsubishi Denki Kabushiki KaishaInventors: Kyoichi Shibayama, Kazuo Okahashi, Osamu Hayashi
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Patent number: 4192924Abstract: Curable organic resin compositions, such as epoxy resins, are provided, based on the use of a diaryliodonium salt-redox catalyst curing system. The curable compositions can provide flexible or rigid organic resin foam when used with a volatile organic solvent as a result of exothermic heat of cure.Type: GrantFiled: April 30, 1979Date of Patent: March 11, 1980Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4173551Abstract: Aromatic onium salts, such as diaryliodonium salts, have been found to be effective thermal initiators for the polymerization of a variety of cationically polymerizable materials including epoxides, cyclic ethers, phenol formaldehyde resins, etc., when used in combination with various cocatalysts such as organic acids and copper salts.Type: GrantFiled: December 16, 1977Date of Patent: November 6, 1979Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4158727Abstract: Metal-containing self-curing epoxy resin compositions are provided, which can advantageously be employed as adhesives, casting resins, paints and the like. The compositions comprise (i) a metal-containing compound represented by the general formula;HO--R.sub.1 --OOC--R--COOMOOC--R--COO--R.sub.1 --OH(ii) a dibasic acid anhydride, and (iii) an epoxy resin.Type: GrantFiled: November 4, 1977Date of Patent: June 19, 1979Assignee: Okura Kogyo Kabushiki KaishaInventor: Hideaki Matsuda
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Patent number: 4158090Abstract: A new composition capable of being cured to a solid resin highly resistant to boiling acetone which comprises: (a) a 1,2-epoxy resin containing on the average more than one 1,2-epoxy group per molecule; (b) a residue remaining from the process wherein cumene (C) is reacted with maleic anhydride (MA) in the presence of (that is, in contact with) zinc chloride to obtain a reaction product containing dimethylbenzyl succinic anhydride (DMBSA), 5-phenyl-5-methylhexane-1,2,3,4-tetracarboxylic acid dianhydride (PMTD) and addition products of C and MA containing more than two anhydride groups per molecule (AP) and wherein a sufficient amount of said DMBSA is removed from said reaction product to give a residue containing a maximum of 25 weight percent DMBSA; and (c) an accelerator.Type: GrantFiled: February 21, 1978Date of Patent: June 12, 1979Assignee: Gulf Research & Development CompanyInventors: Edward T. Sabourin, Walter P. Barie, Jr.
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Patent number: 4153586Abstract: A process of making modified epoxy resins wherein a polyepoxide resin is reacted with a mercaptan compound of the formula HS--R--(COOX).sub.m wherein R is an organic radical having from 1 to 10 carbon atoms, X is hydrogen or a moiety formed by reacting the carboxyl group with a basic compound to form its salt and m is an integer of from 1 to 5. The compounds are reacted in the presence of a tin catalyst to produce resins of the structureB [--S--R--(COOX).sub.m ].sub.nwherein B is the residue from the ring opening reaction of an epoxide group on the polyepoxide resin molecule and the sulfhydryl hydrogen, R, X and m are as defined previously and n is at least 1. The aforementioned resins are produced without the need of a hydrolysis step.The modified epoxy resins are useful in formulating coating compositions having excellent physical and chemical properties. The resins can be dissolved or dispersed in water to form aqueous coating compositions.Type: GrantFiled: March 13, 1978Date of Patent: May 8, 1979Assignee: PPG Industries, Inc.Inventors: Thomas R. Hockswender, Marvis E. Hartman
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Patent number: 4147856Abstract: A new composition capable of being cured to a solid resin highly resistant to boiling acetone which comprises: (a) a 1,2-epoxy resin containing on the average more than one 1,2-epoxy group per molecule; (b) a residue remaining from the process wherein cumene (C) is reacted with maleic anhydride (MA) to obtain a reaction product containing dimethylbenzyl succinic anhydride (DMBSA), 5-phenyl-5-methylhexane-1,2,3,4-tetracarboxylic acid dianhydride (PMTD) and addition products of C and MA containing more than two anhydride groups per molecule (AP) and wherein a sufficient amount of said DMBSA is removed from said reaction product to give a residue containing a maximum of 25 weight percent DMBSA; and (c) an accelerator.Type: GrantFiled: February 21, 1978Date of Patent: April 3, 1979Assignee: Gulf Research & Development CompanyInventors: Edward T. Sabourin, Walter P. Barie, Jr.
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Patent number: 4137275Abstract: A highly fluid, solventless, resinous, impregnating and coating composition, suitable as a high voltage insulation for electrical members, is made from an admixture containing: 100 parts of an epoxy resin, about 25 to 200 parts of an acid anhydride reactive with the epoxy resin, and about 0.002 to 1.00 part of a selected metal acetylacetonate, acting as a latent accelerator.Type: GrantFiled: April 27, 1976Date of Patent: January 30, 1979Assignee: Westinghouse Electric Corp.Inventors: James D. B. Smith, Robert N. Kauffman
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Patent number: 4130511Abstract: To accelerate the curing of epoxide resins by means of aromatic polyamines there is added magnesium nitrate or a nitrate of an at least divalent metal of Group IIB, IIIB, IVB, VIB, VIIB, or VIII of the Periodic Table.Type: GrantFiled: May 5, 1977Date of Patent: December 19, 1978Assignee: Ciba-Geigy CorporationInventor: Christopher M. Andrews
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Patent number: 4119593Abstract: High solids, low energy cure coating compositions of aliphatic polyepoxides, monocarboxylic acid compounds as initiator and stannous salts as catalysts.Type: GrantFiled: May 18, 1977Date of Patent: October 10, 1978Assignee: Union Carbide CorporationInventors: Oliver Wendell Smith, Joseph Victor Koleske
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Patent number: 4117361Abstract: A solventless impregnating composition is disclosed which is made by forming a mixture of a liquid diepoxide and about 10 to about 80 phr of a diglycidyl ether of a glycol. To this mixture is added a titanate catalyst in an amount sufficient to cure the composition.Type: GrantFiled: January 10, 1975Date of Patent: September 26, 1978Assignee: Westinghouse Electric Corp.Inventors: James D. B. Smith, Robert N. Kauffman
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Patent number: 4116886Abstract: Cationic polymerization of epoxy monomers, or prepolymers can be achieved by use of certain moisture sensitive dicarbonyl chelates of main row elements of Group IIIA-VA. Curable Compositions are provided which can be used as sealants, coating compounds, glues, incapsulants, etc.Type: GrantFiled: May 20, 1977Date of Patent: September 26, 1978Assignee: General Electric CompanyInventor: James A. Cella
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Patent number: 4115296Abstract: To accelerate the curing of epoxide resins by particular curing agents, i.e., polyamines, polyaminoamides, polycarboxylic acids, or polycarboxylic acid anhydrides, there is employed an aliphatic or araliphatic monocarboxylic acid group at least two halogen atoms chosen from fluorine and chlorine atoms, or a salt thereof, such as magnesium trifluoroacetate and magnesium trichloroacetate.Type: GrantFiled: December 16, 1976Date of Patent: September 19, 1978Assignee: Ciba-Geigy CorporationInventor: Christopher Michael Andrews
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Patent number: 4113791Abstract: A resinous composition, suitable as a high voltage insulation for electrical members, is made from an admixture containing: 100 parts of an epoxy resin, about 25 to 200 parts of an acid anhydride reactive with the epoxy resin, about 0.01 to 2.0 parts of chromium or zirconium acetylacetonate, acting as a latent accelerator and about 0.3 to 30 parts of a selected organic carboxylic acid, acting as a co-accelerator.Type: GrantFiled: March 3, 1977Date of Patent: September 12, 1978Assignee: Westinghouse Electric Corp.Inventors: James D. B. Smith, Robert N. Kauffman