Material Contains A Phosphorus Atom Patents (Class 528/89)
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Patent number: 4382130Abstract: Certain aryloxyphosphonium salts have been found to be effective as curing agents for various cationically polymerizable organic materials, such as epoxy resins, when incorporated into such materials. The materials are found to be moisture curable coating compositions.Type: GrantFiled: October 14, 1981Date of Patent: May 3, 1983Assignee: General Electric CompanyInventors: Robert H. Ellison, Martin A. Byrne
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Patent number: 4379908Abstract: The present invention provides an curable composition comprising (1) at least one epoxy compound containing at least one vicinal-epoxy groups, (2) a miscible amount of at least one ethylenically unsaturated monomer and (3) a curing amount of at least one catalyst selected from lithium or Group II metal salts of a non-nucleophilic acid.Type: GrantFiled: March 5, 1982Date of Patent: April 12, 1983Assignee: Shell Oil CompanyInventor: Thomas F. Brownscombe
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Patent number: 4374963Abstract: This invention relates to a heat curable composition comprising(a) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH.sub.3, R.sub.1 is an organic moiety and n is at least 2,(b) an epoxy resin containing at least two ##STR2## groups, and (c) a thermal initiator member of the group consisting of(1) a substituted or unsubstituted diaryliodonium salt in combination with a free radical initiator,(2) a BF.sub.3 adduct,(3) a BF.sub.3 adduct in combination with a free radical initiator, and(4) dicyandiamide in combination with a free radical initiator.The system is stable at ordinary temperatures, but on heating the thermal initiator catalyzes the curing of the acrylate and the epoxy resin.Type: GrantFiled: November 2, 1981Date of Patent: February 22, 1983Assignee: W. R. Grace & Co.Inventors: Charles R. Morgan, David R. Kyle
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Patent number: 4373073Abstract: Glycidyl ethers of monohydric or polyhydric phenols of high purity are obtained if hydrogen halide is eliminated from halohydrin ethers of the phenols in aqueous alkalis in the presence of one or more onium compounds selected from quaternary ammonium compounds having at least one aliphatic C.sub.4-22 hydrocarbon radical, quaternary phosphonium compounds and tertiary sulphonium compounds as catalyst, or in the presence of those compounds which form in the reaction medium in situ, before the addition of the alkali, such onium compounds from the halohydrin ethers together with tertiary amines, tertiary phosphines or thioethers. In comparison with the known processes, the rate of dehydrohalogenation can thereby be significantly increased as a result of which an increase in production is achieved. Moreover, significantly purer reaction products are obtained by the avoidance of side reactions.Type: GrantFiled: November 24, 1980Date of Patent: February 8, 1983Assignee: Hoechst AktiengesellschaftInventors: Bernhard Wojtech, Hans-Joachim Kiessling, Wilhelm Becker, Kurt Hermann
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Patent number: 4370465Abstract: Epoxy resins having improved properties are prepared by reacting an epoxy resin with a dihydric phenol in the presence of a sufficient quantity of a phosphonium catalyst such that the product resulting from reacting a mixture of the catalyst, epoxy resin and dihydric phenol has a % epoxide difference from the theoretical percent epoxide of from about 0.5 to about 4.0.Type: GrantFiled: December 14, 1981Date of Patent: January 25, 1983Assignee: The Dow Chemical Co.Inventors: Ross C. Whiteside, Jr., Adolphus V. Gist, George A. Doorakian
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Patent number: 4368314Abstract: A curable composition comprising:(A) at least one spiro-orthoester compound having at least one spiro-orthoester group represented by the formula: [I] ##STR1## wherein n is an integer of 3-5, (B) at least one curing agent selected from the group consisting of organic polybasic acids and their anhydrides,(C) optionally, an epoxy compound having at least one epoxy group, and(D) optionally a cationic polymerization catalyst when the composition comprises ingredient (C).Said composition is small in shrinkage on curing, and provides a cured product of high dimensional accuracy when used as a molding material.Type: GrantFiled: August 24, 1981Date of Patent: January 11, 1983Assignee: Toagoesi Chemical Industry Co., Ltd.Inventors: Takeshi Endo, Kiyokazu Mizutani, Takahisa Ogasawara
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Patent number: 4366295Abstract: Compositions containing a relatively low equivalent weight epoxy resin and an advancement catalyst for reacting said epoxy resin with a polyhydric phenol are stable at high storage temperatures when the advancement catalyst is a phosphonium salt of phosphoric acid, phosphorous acid or polyphosphoric acid.Type: GrantFiled: June 1, 1981Date of Patent: December 28, 1982Assignee: The Dow Chemical CompanyInventors: Manuel C. Tyler, Jr., Avis L. McCrary
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Patent number: 4365052Abstract: The invention relates to a method for the manufacture of transparent casting resins. According to the invention, a liquid acid anhydride (b) is admixed to a premixture (a), which is liquid at room temperture, of zinc octoate, a low-molecular weight acid ester and, optionally, an organic phosphite, and this mixture of (a) and (b) is added, preferably at temperatures .ltoreq.50.degree. C., to liquid aromatic diglycidyl ethers. Diphenyldecyl phosphite is particularly well suited as an organic phosphite. The casting resins obtained are transparent and find use particularly for casting-in and encapsulating opto-electronic components such as light-emitting diodes (and diode displays), photo diodes and photo transistors.Type: GrantFiled: April 16, 1981Date of Patent: December 21, 1982Assignee: Siemens AktiengesellschaftInventors: Ulrike Reeh, Hans Denk
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Patent number: 4358577Abstract: High molecular weight epoxy resins containing hydrolyzed epoxy groups are prepared by reacting (A) a low molecular weight epoxy resin, and (B) a hydroxyl-containing compound in the presence of (C) a catalyst therefor and (D) an excess quantity of water and thereafter removing the excess water.Type: GrantFiled: November 26, 1980Date of Patent: November 9, 1982Assignee: The Dow Chemical CompanyInventors: Avis L. McCrary, Michael G. Stevens
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Patent number: 4358578Abstract: The instant invention provide a process for increasing the molecular weight of an epoxy resin by reacting (1) a polyepoxide containing more than one vicinal epoxy group in the molecule, preferably a normally liquid polyether of a polyhydric phenol, (2) a polyhydric phenol, (3) a catalytic amount of an alkali metal or alkaline earth metal salt of a non-nucleophilic acid, especially fluoboric acid and perchloric acid, preferably in the presence of (4) a base such as pyridine.Type: GrantFiled: August 24, 1981Date of Patent: November 9, 1982Assignee: Shell Oil CompanyInventor: Thomas F. Brownscombe
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Patent number: 4354015Abstract: Tetrahydrocarbyl phosphonium bicarbonate salts are described which are unexpectedly effective as catalysts for promoting the reaction between (a) vicinal epoxides and (b) phenols. These catalysts are particularly useful in preparing high molecular weight epoxy resins by the advancement reaction of an epoxy resin with a polyhydric phenol.Type: GrantFiled: October 21, 1981Date of Patent: October 12, 1982Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Lawrence G. Duquette, James L. Bertram
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Patent number: 4352918Abstract: Epoxy resins having improved properties are prepared by reacting an epoxy resin with a dihydric phenol in the presence of a sufficient quantity of a phosphonium catalyst such that the product resulting from reacting a mixture of the catalyst, epoxy resin and dihydric phenol has a % epoxide difference from the theoretical percent epoxide of from about 0.5 to about 4.0.Type: GrantFiled: December 4, 1980Date of Patent: October 5, 1982Assignee: The Dow Chemical CompanyInventors: Ross C. Whiteside, Jr., Adolphus V. Gist, George A. Doorakian
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Patent number: 4345059Abstract: Epoxy resins are rendered fire retardant by the addition thereto of a 3-hydroxyalkylphosphine oxide. Other halogen containing flame retardants may or may not be present in the composition. Mixtures containing a brominated epoxide and/or a halogenated phosphine oxide provide a high level of flame retardance at low levels of the additive. The epoxy resins may be heat cured in the presence of an acid anhydride or amine to form a polymer having the phosphine oxide incorporated in the polymer molecule.Type: GrantFiled: May 18, 1981Date of Patent: August 17, 1982Assignee: FMC CorporationInventors: Edward R. Fretz, Jr., Joseph Green
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Patent number: 4343928Abstract: A high heat resistant transparency of epoxy resins cured with adducts of trimethoxyboroxine and benzyl alcohol is disclosed to resist intense heat for these transparencies in their use on military and industrial hardware. Additionally, the transparency may include phosphite or phosphate compounds to improve heat resistance, with the phosphate compound in sufficient concentrations to delay gel times such that the phenyl substituted alkyl alcohol may be eliminated from the composition. This transparency may exist in a composite with other layers of transparent material known to those skilled in the art. The epoxy transparency layer is bound to the other transparent layers, in a variety of configurations, using an interlayer of mercaptan terminated resins. These resins greatly improve resistance to moisture permeability in and about the edges of the entire transparency.Type: GrantFiled: February 5, 1981Date of Patent: August 10, 1982Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, Jr.
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Patent number: 4342673Abstract: Novel coating systems comprising high-solids content blends of epoxy prepolymers, a catalyst complex comprising a complex iodonium salt and a copper salt, and a conventional pigment. The compositions cure rapidly to highly chemically resistant, tough coatings.Type: GrantFiled: February 2, 1981Date of Patent: August 3, 1982Assignee: General Electric CompanyInventor: Austin A. Wolfrey
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Patent number: 4340713Abstract: High molecular weight epoxy resins containing hydrolyzed epoxy groups are prepared by reacting (A) a low molecular weight epoxy resin and (B) a hydroxyl-containing compound in the presence of (C) water (D) a hydrolysis catalyst and (E) a catalyst for effecting the reaction between (A) and (B).Type: GrantFiled: November 26, 1980Date of Patent: July 20, 1982Assignee: The Dow Chemical CompanyInventors: Rhetta Q. Davis, Michael B. Cavitt
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Patent number: 4339567Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1,R.sup.6 denotes an arylene or aralkylene group,R.sup.7 denotes --H or a group of formula ##STR2## R.sup.8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.9 has the same meaning as R.sup.8 but may alternatively represent a dialkylamino group or, if R.sup.8 represents an alkyl group, R.sup.9 may represent an arylamino group,R.sup.10 and R.sup.11 each independently have the same meaning as R.sup.8 but may also each denote --H,r represents 1, 2, or 3,Z.sup.r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.Type: GrantFiled: February 23, 1981Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: George E. Green, Edward Irving
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Patent number: 4336366Abstract: Cationically polymerizable compounds, for example cyclic ethers, can be thermally polymerised if an aromatic iodonium salt of the formula I[(Ar.sup.1)(Ar.sup.2)I].sup.+ [MX.sub.n ].sup.- (I)in which Ar.sup.1 Ar.sup.2, M, X and n are as defined in claim 1, is used as the catalyst and an agent which forms free radicals on heating and has the formula III or IV ##STR1## in which R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.8 and m are as defined in claim 1, for example a benzpinacol silyl ether, is used as the co-catalyst. The process is of particular importance for heat-curing epoxide resins as a one-component system.Type: GrantFiled: February 20, 1981Date of Patent: June 22, 1982Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Rudolf Kirchmayr
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Patent number: 4335179Abstract: A resin impregnated spacer, useful for bracing electrical conductors, comprises a porous, flexible, heat resistant material impregnated with an epoxy resin containing Lewis acid curing agent and an effective amount of dibutylphosphite.Type: GrantFiled: February 2, 1981Date of Patent: June 15, 1982Assignee: Westinghouse Electric Corp.Inventors: Morris A. Mendelsohn, Francis W. Navish
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Patent number: 4330644Abstract: The present invention is directed to a curable composition comprising (1) a solid epoxy composition prepared by reacting (a) a solid epoxy resin prepared by reacting a normally liquid epoxy resin with a polyhydric phenol in the presence of an etherification catalyst with (b) a small amount of tris(hydroxymethyl) aminomethane and (2) at least one epoxy curing agent.Type: GrantFiled: April 3, 1981Date of Patent: May 18, 1982Assignee: Shell Oil CompanyInventor: Roy A. Allen
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Patent number: 4328150Abstract: The invention provides a novel epoxy-based curable resin composition suitable for encapsulation of electronic devices such as transistors, ICs, LSIs and the like. The composition comprises an epoxy compound, a novolac-type phenolic resin as the curing agent, an organophosphine compound such as triphenylphosphine and trilaurylphosphine as a curing accelerator and an inorganic filler. The advantages obtained by the combined use of the novolac-type phenolic resin and the organophosphine compound are very specific and the resin composition is imparted with remarkable flowability in molding and stability in storage in addition to the excellent electric properties at high temperatures and anti-moisture resistance of the cured shaped articles molded therefrom.Type: GrantFiled: March 12, 1981Date of Patent: May 4, 1982Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kiyohiro Kondow, Tetuo Yoshida, Yuki Tateyama
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Patent number: 4319974Abstract: UV curable mixtures of C.sub.(8-28) .alpha.-olefin oxides and certain onium salt photoinitiators, for example, certain diaryliodonium salts, or triarylsulfonium salts, and optionally polyfunctional epoxy resin, have been found useful in paper release coating applications.Type: GrantFiled: April 21, 1980Date of Patent: March 16, 1982Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4320222Abstract: A precatalyzed, elevated temperature storage-stable epoxy composition is described wherein the catalyst composition is a mixture of a phosphonium halide and an alkali metal salt of a hydroxide or halide. The preparation of higher molecular weight fusion products wherein the precatalyzed epoxy composition is reacted with a polyhydric phenol is also described.Type: GrantFiled: April 10, 1980Date of Patent: March 16, 1982Assignee: Shell Oil CompanyInventor: John A. Lopez
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Patent number: 4316006Abstract: Phosphorus containing polymers are prepared by copolymerizing a cyclic phosphite and an epoxide in the presence of an acid catalyst. The resulting polymer can be incorporated within a thermoplastic or thermosettable resin to increase the flame resistivity thereof.Type: GrantFiled: February 27, 1980Date of Patent: February 16, 1982Assignee: The Dow Chemical CompanyInventor: Gerald K. McEwen
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Patent number: 4314917Abstract: Novel coating systems comprising high solids content blends of epoxy prepolymers and a catalyst complex comprising a complex iodonium salt, a copper salt, and a tin salt and a conventional pigment. The compositions cure rapidly to highly chemically resistant, tough coatings.Type: GrantFiled: February 12, 1980Date of Patent: February 9, 1982Assignee: General Electric CompanyInventor: Austin A. Wolfrey
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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: 4302574Abstract: Certain tetrahydrocarbyl phosphonium phenoxide salts are described herein which are novel compounds and/or novel catalysts for promoting the reaction between vicinal epoxides and phenols and/or carboxylic acids or anhydrides. These catalysts are particularly useful in preparing high molecular weight epoxy resins by the advancement reaction of diglycidyl ether of bisphenol A with bisphenol A.Type: GrantFiled: May 12, 1980Date of Patent: November 24, 1981Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, James L. Bertram
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Patent number: 4299938Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic irradiation or by heating in the presence of an aryloxysulfoxonium salt of formula ##STR1## where either R.sup.6 and R.sup.7 separately denote lower alkyl (optionally substituted by halogen and interrupted in the chain by --O-- or --SO.sub.2 --), or an aryl or aryloxy group, or R.sup.6 and R.sup.7 together denote a divalent group forming with the S atom a heterocyclic radical; R.sup.8 denotes an aryl group; M denotes an atom of a metal or metalloid; X denotes a halogen atom; and n is 4, 5, or 6, for instance,p-chlorophenoxy-p-tolyl-p-phenoxysulfoxonium hexafluorophosphate and 1-phenoxy-1-oxidotetrahydrothiophenium tetrafluorborate.Type: GrantFiled: June 9, 1980Date of Patent: November 10, 1981Assignee: Ciba-Geigy CorporationInventors: George E. Green, Edward Irving
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Patent number: 4299944Abstract: A process for producing an epihalohydrin copolymer rubber, which comprises copolymerizing an epihalohydrin with another epoxy compound using as a catalyst the reaction product of an organoaluminum compound, a phosphoric acid compound and 1,8-diaza-bicyclo(5,4,0)undecene-7 or its salt.Type: GrantFiled: June 25, 1980Date of Patent: November 10, 1981Assignee: Nippon Zeon Co. Ltd.Inventors: Akio Maeda, Tatuo Usui, Atsushi Yasuda
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Patent number: 4294886Abstract: A highly heat resistant transparency of epoxy resins cured with adducts of trimethoxyboroxine and benzyl alcohol is disclosed. This transparency may exist in a composite with other layers of transparent material known to those skilled in the art. The epoxy resin having the trimethoxyboroxine and benzyl alcohol may also have triphenyl phosphite which further increases the resistance to intense heat for these transparencies in their use on military and industrial hardware.Type: GrantFiled: August 28, 1979Date of Patent: October 13, 1981Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, 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: 4291145Abstract: The complex formed between a 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: September 22, 1981Assignee: Minnesota Mining and Manufacturing CompanyInventors: Robert J. Balchunis, Stephen W. Bany
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Patent number: 4289595Abstract: Photopolymerizable epoxide compositions are provided which contain photoinitiators decomposable upon exposure to electromagnetic radiation to produce a Lewis acid and polymerizable epoxide compounds including an epoxide ether compound having the following general structural formula: ##STR1## wherein n equals 1-3 and wherein R is an aliphatic or cycloaliphatic group having 5-12 carbon atoms. Other epoxide compounds may be used in combination therewith to provide compositions which cure rapidly to a tack-free condition at ambient temperatures. Specific epoxide ethers disclosed are those in which n=1 and R is a group selected from the class of 2,2-dimethylpropane, 2-ethyl-1,3-hexane, 1,4-dimethylcyclohexane and 1,10-decane.Type: GrantFiled: November 26, 1979Date of Patent: September 15, 1981Assignee: American Can CompanyInventor: Anthony J. Tortorello
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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: 4282345Abstract: A method for preparing a resinous condensation product of an allylated phenol and an ethoxyline resin comprising reacting an allylated phenol with an ethoxyline resin in the presence of an acid catalyst and a compound selected from certain ketones and esters.Type: GrantFiled: April 16, 1980Date of Patent: August 4, 1981Assignee: General Electric CompanyInventor: John D. Nelson
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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: 4259454Abstract: Curable organic resin compositions, such as epoxy resins, are provided, based on the use of dialkyl hydroxy arylsulfonium salts in combination with certain orgainc oxidants such as iodosoaromatic esters, or the use of certain amines or transition metals in combination with organic peroxides. 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: June 9, 1980Date of Patent: March 31, 1981Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4246298Abstract: A method for the high speed coating of various substrates utilizes an epoxy composition containing a radiation-sensitive catalyst precursor which will decompose upon exposure to electromagnetic radiation to provide a Lewis acid effective to induce cationic polymerization of the epoxy composition. The formulation does not require any special epoxy monomeric materials or accelerators and is stable until so exposed. Subsequent to applying the formulation to the substrate, the coating is exposed to electromagnetic radiation and a controlled temperature of 50.degree.-90.degree. C. is maintained in the coating for a limited period of time to effect polymerization of the formulation to a tack free surface condition within a period of less than 30 seconds. Maintenance at the elevated temperature following initiation of irradiation may be for a period of as little as 0.5 second.Type: GrantFiled: March 14, 1979Date of Patent: January 20, 1981Assignee: American Can CompanyInventors: Joseph M. Guarnery, William R. Watt
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Patent number: 4238573Abstract: The curing temperature of an otherwise substantially conventional methacrylate coating composition is lowered and the weather resistance of the cured composition is improved by incorporating therein a phosphated and amine-neutralized epoxy resin.Type: GrantFiled: February 12, 1979Date of Patent: December 9, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: Louis W. Hamilton
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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: 4221890Abstract: An epoxy resin composition which is useful for repairing concrete surfaces having an epoxy resin combined with a curing agent comprised of polyamines and phenolic accelerators. In one embodiment, the epoxy resin is conditioned with a resin modifier comprised of glycidylethers and phenolic and phosphite accelerators prior to being combined with the curing agent. The method for making the curing agent includes a first stage in which an aliphatic polyamine is combined with Bisphenol A and heated to 125.degree. C. for one hour and allowed to cool to room temperature and a second stage in which a second polyamine and an accelerator is added to the product of the first stage. In one embodiment of the method for preparing the curing agent, phenol is added to the mixture of the first stage when the mixture has cooled to 65.degree. C.Type: GrantFiled: September 30, 1977Date of Patent: September 9, 1980Assignee: Thermal-Chem, Inc.Inventor: Floyd E. Dimmick
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Patent number: 4215210Abstract: A novel resin composition which is composed of molecules having an epi-bis type main skeleton of the formula ##STR1## X.sub.1 -X.sub.4 : H, Cl or Br R: H, or CH.sub.3and has a Gardner-Holdt viscosity of C to Z.sub.8 determined at 25.degree. C. for a solution in butyl carbitol in a concentration of 40% by weight.At least 40% of the entire terminal groups of the molecules of the novel composition consists of .alpha.-glycol groups of the formula ##STR2## wherein R represents hydrogen or methyl. The composition is more rapidly curable at lower temperatures than known epoxy resins having an epi-bis type main chain skeleton, and is useful as a paint or adhesive and also as an adhesion improver for other resins.Type: GrantFiled: June 9, 1978Date of Patent: July 29, 1980Assignee: Mitsubishi Petrochemical Company LimitedInventors: Kiyoaki Okayama, Yojiro Yamamoto
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Patent number: 4177173Abstract: More rapid curing of polyepoxide resins is achieved by use of a curing system composed of at least one polymercaptan, at least one catalyst which is a poly[(N,N-dimethylamino)alkyl]ether and/or organic non-quaternized salts thereof derived from organic compounds having at least one acidic group and having a pKa greater than about 3.5 and, optionally, organic sulfide, tertiary phosphine or a tertiary amine having no bridged atoms, having no ether oxygen and having at least one tertiary amine group.Type: GrantFiled: December 20, 1978Date of Patent: December 4, 1979Assignee: Diamond Shamrock CorporationInventor: Brian J. Carr
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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: 4171420Abstract: The trisubstituted (2,5-dihydroxyphenyl)phosphonium hydroxide inner salts and their hydrolyzed derivatives are novel latent catalysts for promoting reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.Type: GrantFiled: September 26, 1978Date of Patent: October 16, 1979Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Lawrence G. Duquette
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Patent number: 4145369Abstract: Flame-retardant epoxy resin compositions comprising a polyepoxide, an acid anhydride curing agent, an imidazole curing accelerator, aluminum trihydrate powder and red phosphorus powder or red phosphorus powder coated by a thermo-setting resin have a lower viscosity and therefore show a longer pot life and better workability on casting as compared with prior art resin compositions. Also, a fly-back transformer coil produced by casting of said flame-retardant epoxy resin compositions is flame-retardant. Even if it burns slightly, no toxic gas is produced. Therefore, the coil has advantages in that a magnet wire is not corroded and voids are difficult to be formed and thereby partial discharge is difficult to occur, resulting in a long life and a stable output voltage.Type: GrantFiled: September 19, 1977Date of Patent: March 20, 1979Assignee: Hitachi, Ltd.Inventors: Yasuo Hira, Ryoichi Sudo, Issei Takemoto, Tokio Isogai
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Patent number: 4132706Abstract: The trisubstituted (2,5-dihydroxyphenyl)phosphonium hydroxide inner salts and their hydrolyzed derivatives are novel latent catalysts for promoting reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.Type: GrantFiled: April 5, 1976Date of Patent: January 2, 1979Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Lawrence G. Duquette
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Patent number: 4131633Abstract: Certain phosphorus-containing compounds are described herein which are novel latent catalysts for promoting the reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.Type: GrantFiled: April 11, 1977Date of Patent: December 26, 1978Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Dennis L. Schmidt, Martin C. Cornell, III