Two Or More 1,2-epoxy Reactants Patents (Class 528/103)
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Patent number: 4486558Abstract: A carboxy-functional curative for epoxy resins comprising the reaction product of trimellitic anhydride and capped epoxy resins, the capped resins comprising a hydantoin diepoxide or a diglycidol ether of bisphenyl A reacted with benzoic acid or phenyl. The curative is used in conjunction with a thermosettable epoxy resin powder composition useful for applying electrically insulating coatings to electrical wire.Type: GrantFiled: February 9, 1984Date of Patent: December 4, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventor: Curtis R. Guilbert
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Patent number: 4481349Abstract: Hardener for epoxy resins based on(a) araliphatic or cycloaliphatic diamines with 4 amino hydrogen atoms, which are liquid at ambient temperature, or derivatives thereof with at least 3 amino hydrogen atoms,(b) optionally conventional modifiers for the polyamines according to (a) and(c) optionally conventional additives, containing(d) 0.1 to 10% by weight of primary aliphatic monoamines the alkyl groups of which contain 5 to 18 carbon atoms,and a process for hardening epoxy resins with hardeners of this kind.Type: GrantFiled: September 8, 1983Date of Patent: November 6, 1984Assignee: Hoechst AktiengesellschaftInventors: Manfred Marten, Wilhelm Becker
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Patent number: 4481348Abstract: The present invention describes short chain aliphatic compounds having a geminal configuration of glycidyl groups.Type: GrantFiled: January 24, 1983Date of Patent: November 6, 1984Assignee: Henkel CorporationInventors: Elizabeth J. Gladfelter, Edgar R. Rogier
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Patent number: 4480082Abstract: The reaction product of (i) an aromatic amide having the amine group of the amide attached to an aromatic ring, and (ii) a mono- or di-epoxide, has been found to be a good fortifier of epoxy resins. Epoxy resins have been found to attain increased strength and modulus (yet not brittle) by compounding:(a) a resin-forming polyepoxide,(b) an amine curing agent for (a), and(c) the above fortifier; and heat curing the mixture. Strengths as high as 130-150 MPa and modulus values to as high as 5000 MPa have been achieved yet with a ductile mode of fracture.Type: GrantFiled: July 25, 1983Date of Patent: October 30, 1984Assignee: Canadian Patents & Development LimitedInventors: Paul D. McLean, Andrew Garton, Robert F. Scott, Susan E. Gransden
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Patent number: 4465722Abstract: The advancement method, i.e., the preparation of epoxide resin mixtures by reaction of compounds containing 2 to 4 phenolic hydroxyl groups with a stoichiometric excess of polyepoxide compounds in the presence of a catalyst, comprises adding glycidol as a chain stopper. The products are used in various industrial fields, for example in surface protection.Type: GrantFiled: June 27, 1983Date of Patent: August 14, 1984Assignee: Ciba-Geigy CorporationInventors: Andre Fiaux, Dinh L. Nguyen
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Patent number: 4459398Abstract: A one-part epoxy adhesive has been developed that cures rapidly at relatively low elevated temperatures and is based on a diglycidyl ether of bisphenol A (DGEBA), DGBE reacted with glycerol and natural oils, and a unique triple catalyst system of metal imidazole salt, dicyandiamide and a cyclic latent curing agent that liberates diethylenetriamine when heated.Type: GrantFiled: May 27, 1983Date of Patent: July 10, 1984Assignee: General Motors CorporationInventors: Thomas J. Dearlove, Richard P. Atkins
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Patent number: 4452929Abstract: Aqueous coating composition, useful on metal substrates which are deep drawn after being coated, e.g., bottle caps, are made from (A) a blend of an aqueous solution of the reaction product of a glycidyl polyether of a dihydric phenol, a polyethylene glycol and phosphoric acid, (B) an aqueous dispersion of a glycidyl polyether of a dihydric phenol and, optionally, (C) an alkoxymethylmelamine.Type: GrantFiled: September 9, 1983Date of Patent: June 5, 1984Assignee: Celanese CorporationInventors: Edward J. Powers, Thomas E. Walsh, Donald R. Stewart
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Patent number: 4420605Abstract: This invention provides a coating composition comprising at least one 1,2 epoxy resin, a modified imidazole catalyst, and a polyfunctional phenol or polyfunctional acid or dicyandiamide.Type: GrantFiled: August 26, 1982Date of Patent: December 13, 1983Assignee: Mobil Oil CorporationInventor: Marvin L. Kaufman
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Patent number: 4412047Abstract: 1,5-Dimethyl-1,2;5,6-diepoxycyclooctane is prepared by epoxidizing 1,5-dimethylcycloocta-1,5-diene with aqueous peracetic or perpropionic acid at a temperature not exceeding 50.degree. C. and within a pH range from 1.5 to 5.5.The diepoxide according to the invention can be cured by means of curing agents for epoxide resins to give moulded materials having valuable mechanical properties. It is also suitable for use as a reactive, latent diluent.Type: GrantFiled: September 20, 1982Date of Patent: October 25, 1983Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Friedrich Lohse
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Patent number: 4405662Abstract: A thermosetting resinous binder composition, heat-curable in combination with a transesterification-promoting metal compound as a catalyst to provide an insoluble infusible coating, comprising a mixture of:(1) a non-acidic resinous compound essentially free of ethylenical unsaturation, having a molecular weight of at least 900 and a hydroxyl content of at least 0.Type: GrantFiled: September 24, 1982Date of Patent: September 20, 1983Assignee: Shell Oil CompanyInventors: Werner T. Raudenbusch, Adrianus J. M. Barnhoorn, Petrus G. Kooijmans, Willem L. Sederel, Adrianus M. C. Van Steenis, Theresia F. M. Schets
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Patent number: 4399268Abstract: A process for the preparation of molded bodies and coatings which comprises reacting at least one epoxy compound containing more than one 1,2-epoxy group per molecule alone or in combination with at least one monoepoxide, with at least one substituted amine of formula ##STR1## which contains no free phenols and in which R.sup.1 is hydrogen or methyl,R.sup.2 is a radical of at least one of formulae ##STR2## and R.sup.Type: GrantFiled: June 23, 1981Date of Patent: August 16, 1983Assignee: Hoechst AktiengesellschaftInventors: Wilhelm Becker, Herbert Hubner, Manfred Marten
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Patent number: 4387197Abstract: The production of amine resins having Mannich base groups which dissolve in water with the aid of a solubilizing acid is disclosed in which a dihydric phenolic organic compound, such as a bisphenol, is reacted in organic solvent medium with at least 3 moles of formaldehyde per mol of bisphenol to at least partially methylolate the bisphenol prior to other reactions. The at least partially methylolated product is then reacted with a stoichiometric deficiency of organic diepoxide, and then with monosecondary amine to provide Mannich base groups. The Mannich base-containing product is then reacted with additional epoxide-functional material.Type: GrantFiled: March 8, 1982Date of Patent: June 7, 1983Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Raj Shah
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Patent number: 4384104Abstract: Polyols which are the reaction product of a C.sub.2 to C.sub.4 alkylene oxide with a ring opened epoxy resin are useful as fiber lubricants having excellent thermal and oxidative stability.Type: GrantFiled: March 15, 1982Date of Patent: May 17, 1983Assignee: BASF Wyandotte CorporationInventor: Edward M. Dexheimer
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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: 4374076Abstract: A method for making cast precision epoxy resin bodies and an epoxy resin formulation for use therein, the epoxy resin formulation having Component A consisting essentially of from 40 to 70% by weight epoxy novolac polymer, from 30 to 50% by weight vinyl -3-cyclohexene diepoxide and from 0 to 20% by weight 3,4 epoxy cyclohexylmethyl -3,4-epoxy cyclohexane carboxylate and Component B consisting essentially of partially hydrolyzed aryl tetracarboxylic acid dianhydride, preferably partially hydrolyzed pyromellitic acid dianhydride. In the preferred embodiments a tertiary amine catalyst is also included. These components are mixed, just before use, in a ratio of from 20 to 50 parts by weight Component B to each 100 parts by weight Component A.Type: GrantFiled: October 9, 1981Date of Patent: February 15, 1983Assignee: Coors Porcelain CompanyInventors: James E. Stephan, Paul A. Boduch, John A. Elverum
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Patent number: 4366108Abstract: Liquid polyglycidyl compounds, diethyltoluylenediamine, a curing accelerator and optionally further additives form a liquid matrix system with which fibres and fibre shapes are impregnated by known techniques, particularly by filament winding, pultrusion and injection processes. The components thus produced are for example tubes capable of withstanding pressure and torsional stress.Type: GrantFiled: July 16, 1981Date of Patent: December 28, 1982Assignee: Ciba-Geigy CorporationInventors: Karl Urech, Jurgen Habermeier, Roland Moser
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Patent number: 4360649Abstract: A curable resin composition comprising an epoxy resin, a hardener and an epoxy compound-dialkylamine adduct as a latent hardener. The composition is excellent in storage stability at ambient temperatures and rapidly curable under heating conditions, and is usable as adhesives, paints, molding materials, casting materials and so on.Type: GrantFiled: April 15, 1981Date of Patent: November 23, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Kunimasa Kamio, Koichi Okuno, Satoru Haraguchi, Hiroyuki Yamaguchi, Koichi Ohashi
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Patent number: 4357455Abstract: Process for preparing copolymers soluble in organic solvents and containing hydroxyl groups, by the polymerization and esterification of (a) at least one .alpha.,.beta.-olefinically unsaturated carboxylic acid with (b) at least one olefinically unsaturated copolymerizable monomer and (c) at least one epoxy group-containing compound, at an elevated temperature, in the presence of a polymerization catalyst and, advantageously, a polymerization modifier, characterized in that glycidol, ##STR1## is used as component (c), either alone or in admixture with one or more glycidyl esters with 12 to 19 carbon atoms and derived from saturated fatty acids, the number of epoxy groups being at least equivalent to the number of carboxyl groups, and in mixtures of glycidol with glycidyl esters, the number of equivalents of glycidyl esters is at most twice as great as the number of equivalents of glycidol.Type: GrantFiled: May 21, 1981Date of Patent: November 2, 1982Assignee: Hoechst AktiengesellschaftInventors: Josef Mondt, Helmut Rinno
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Patent number: 4346207Abstract: Flowable, curable mixtures based on bisphenol epoxy resins cured with anhydrides, and which are modified with di- or triglycidyl-hydantoin compounds, give cured mouldings with improved dimensional stability under heat while having at least unchanged flexibility.Type: GrantFiled: July 31, 1981Date of Patent: August 24, 1982Assignee: Ciba-Geigy CorporationInventors: Jurg Maurer, Heinz Rembold
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Patent number: 4345060Abstract: Diglycidyl ethers are prepared from a mixture of isomers of 1,1-bis(hydroxyphenyl)heptane. The diglycidyl ethers have low viscosity and good compatibility with aliphatic hydrocarbon solvents; they can be cured with the usual curing agents for epoxy resins, e.g., polyamines, and can be used in solventless coating compositions.Type: GrantFiled: June 15, 1981Date of Patent: August 17, 1982Assignee: Shell Oil CompanyInventors: John Ramsbotham, Johan van Gogh
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Patent number: 4343731Abstract: An epoxy resin composition capable of application at elevated solids levels is disclosed. The composition is produced by low temperature catalytic fusion of (a) a glycidyl ether of bisphenol A and (b) a glycidyl ether of bisphenol A containing a fusion catalyst with (c) tetrabromobisphenol A.This composition may be utilized to facilitate forming improved epoxy coatings and laminates.Type: GrantFiled: December 29, 1980Date of Patent: August 10, 1982Assignee: General Electric CompanyInventors: Donald G. Pucci, Ralph T. Everly
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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: 4339558Abstract: Double fluid hardening resion compositions are hereby offered which contain a hardening resin base composed of bisphenol A epoxy resion and paraoxybenzoic glycydylester-ether epoxy resin and a hardening agent constituted by a complex of a polybasic carboxylic ester derived from an alcohol having a cyclic ether linkage in its molecule and boron trifluoride. These compositions are capable of very quick setting of resin and their hardened form possesses excellent physical properties, so that they are useful for urgent repairs of pipings, tanks, etc.Type: GrantFiled: June 3, 1981Date of Patent: July 13, 1982Assignee: Sankin Industry Co., Ltd.Inventors: Tamotsu Komura, Takuji Miyamoto, Hiroshi Nakanaga
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Patent number: 4330659Abstract: A resinous hardener system comprising the reaction product of diamino diphenylsulfone compounds and diglycidyl ethers of polyhydric phenols. The hardener system can be incorporated into a variety of epoxy resins for use as improved prepreg or laminating resins, as resin molded castings, and the like.Type: GrantFiled: May 26, 1981Date of Patent: May 18, 1982Assignee: Ciba-Geigy CorporationInventors: John J. King, Ralph F. Sellers, Richard N. Castonguay
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Patent number: 4324822Abstract: Disclosed is a paint for a can which comprises an epoxy resin component formed by condensation of a dihydroxyl compound with an epihalohydrin and a curing agent component, said epoxy resin component containing terminal .alpha.-glycol groups at a concentration of 0.05 to 0.60 equivalent per Kg of the resin.This paint provides a coating capable of retaining a high adhesion even with the lapse of time and resisting a severe treatment such as retort sterilization.When this paint is applied to a bonded can, leakage of the content from the side seam with the lapse of time can be effectively prevented. When this paint is applied to a can provided with an easy-open can lid, occurrence of the enamel feather can be prevented at the time of opening the lid.Type: GrantFiled: July 3, 1980Date of Patent: April 13, 1982Assignee: Toyo Seikan Kaisha Ltd.Inventors: Seishichi Kobayashi, Tatsuo Mori, Akihiko Morofuji
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Patent number: 4324739Abstract: (Dimethylaminoalkyl)carboxylic and -carbamic acid esters and (dimethylaminoalkyl) ethers and ureas are compounds which are especially suitable for use as amine curing agents for polyepoxide compounds. They impart longer curing times to the curable mixtures and thus good processing properties, especially when the mixtures are used as adhesives. In addition, the mechanical properties are often improved. Further, these compounds afford advantages when used as curing agents on account of their low volatility.Type: GrantFiled: March 31, 1980Date of Patent: April 13, 1982Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Roland Moser
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Patent number: 4323658Abstract: A method of preparing polyether polyols in the 200-1000 molecular weight range by modifying a polyol initiator with an epoxy resin and one or more alkylene oxides is described. The modified polyols may be used in preparing rigid isocyanurate foams with improved compressability and flammability properties.Type: GrantFiled: September 2, 1980Date of Patent: April 6, 1982Assignee: Texaco Inc.Inventors: George P. Speranza, Robert L. Zimmerman
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Patent number: 4316991Abstract: The modification of polyether polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols of 2000 to 7000 molecular weight produce flexible polyurethane foams that have higher load bearing properties than foams made with nonmodified polyols. The ability of a modified polyol to make a higher load bearing foam is related to the position in the polyol chain the epoxy resin is added.Type: GrantFiled: September 2, 1980Date of Patent: February 23, 1982Assignee: Texaco Inc.Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
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Patent number: 4314930Abstract: Described herein is a molding composition comprising: ##STR1## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4, inclusive, hydroxyl groups, OH, in formula (I), (b) maleic anhydride, (c) an epoxide containing two or more 1,2-epoxide radicals, (d) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with the half ester, maleic anhydride and epoxide, and (e) one or more reinforcing fibers having a melting point or a glass transition temperature above about 130.degree. C.Type: GrantFiled: July 22, 1980Date of Patent: February 9, 1982Assignee: Union Carbide CorporationInventor: Hugh C. Gardner
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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: 4311753Abstract: Curing agents for mixed di- and tetra-functional epoxy resin laminating compositions comprise a mixture of dicyandiamide and from 0.01 to 1 parts per part of dicyandiamide of a tetraalkylguanidine. B-staged prepregs for cores and for multi-layer bonding sheets having superior storage stability and adapted to provide reproducible multilayer laminates are made from laminating compositions employing the new curing agent combination.Type: GrantFiled: July 17, 1979Date of Patent: January 19, 1982Assignee: General Electric CompanyInventor: Donald G. Pucci
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Patent number: 4310645Abstract: Polyadducts, free from epoxide groups, are obtained from ammonia and epoxide compounds by reacting 1 mole of ammonia with from 1.2 to 2.0 equivalents of epoxide, so that if diepoxide compounds are used products of the general formula (I) ##STR1## are obtained, while if triepoxides and/or tetraepoxide compounds are used, by themselves, or together with diepoxide compounds, products of the general formula II ##STR2## are produced; in these formulae, the E.sup.1 's are identical or different hydroxyl-containing divalent radicals and the E.sup.2 's are identical or different hydroxyl-containing trivalent or tetravalent radicals, resulting from the opening of the oxirane rings of epoxide compounds containing two, three or four epoxide groups in the molecule, n.sup.1, n.sup.3 and n.sup.5 are from 0 to 3, n.sup.2 and n.sup.4 are from 1 to 3 and X is 0 or 1, and one or more of the divalent radicals E.sup.1 in the general formula (II) may or may not be replaced by polyvalent radicals E.sup.2.Type: GrantFiled: December 4, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Eberhard Schupp, Hans-Uwe Schenck, Erich Gulbins
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Patent number: 4309532Abstract: The modification of rigid amino polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols produce rigid polyurethane foams that have higher heat distortion temperatures and better low temperature properties than foams made with nonmodified polyols. The viscosities of the epoxy resin-modified amino polyols are not significantly different than those of the prior art amino polyols although they are of a higher functionality.Type: GrantFiled: September 2, 1980Date of Patent: January 5, 1982Assignee: Texaco Inc.Inventors: Michael Cuscurida, Neal J. Grice, George P. Speranza
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Patent number: 4298656Abstract: A sprayable, solventless bracing composition is made from the admixture of 100 parts of bisphenol A epoxy resin, up to about 8 parts of a coloring pigment, about 0.5 to about 4 parts of a thixotropic agent, about 100 to about 200 parts of butadiene/acrylonitrile polymer, and about 20 to about 40 parts of an amine terminated curing agent.Type: GrantFiled: March 28, 1980Date of Patent: November 3, 1981Assignee: Westinghouse Electric Corp.Inventor: Morris A. Mendelsohn
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Patent number: 4292195Abstract: Antioxidant compositions as described which are the reaction products of a mixture of(a) at least one compound selected from compounds having the formula ##STR1## wherein each Ar is an aromatic group, and R and R.sup.1 are each independently hydrogen, alkyl, substituted alkyl, oxyalkylene or --C(O)--R.sup.2 --COOH groups wherein R.sup.2 is an alkylene or alkenylene group, with the proviso that at least one of the R and R.sup.1 groups must be hydrogen or a group containing at least one substituent reactive with an epoxy group, andAr--NH--Ar--O--R.sup.3 (FORMULA II)wherein Ar is as defined above and R.sup.3 is hydrogen, or a substituted alkyl group containing at least one substituent reactive with an epoxy group, or --C(O)--R.sup.2 --COOH wherein R.sup.2 is an alkylene or alkenylene group, and(b) at least one polyepoxide having at least 2 epoxy groups per molecule.Type: GrantFiled: May 16, 1977Date of Patent: September 29, 1981Assignee: The B. F. Goodrich CompanyInventor: Roger E. Morris
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Patent number: 4277390Abstract: A polymeric composition comprises a mixture of components taken in the following ratio, in parts by weight:______________________________________ (polypropylene glycol)diurethanediepoxide 100 diglycidyl ether of bisphenol A 10 to 150 ______________________________________curing agent which is a mixture of m-phenylenediamine and aniline taken in the weight ratio of 0.9 to 1:1.13 to 40.Type: GrantFiled: February 12, 1980Date of Patent: July 7, 1981Inventors: Aladdin M. O. Kuliev, Tokhrul A. O. Kadyrov, Gjuloglan G. O. Gaibov, Anatoly G. Sinaisky, Valentina N. Matiyasevich
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Patent number: 4268656Abstract: A N-substituted piperazine or N-substituted homopiperazine adduct with a polyepoxide is used as a co-curing agent in epoxy resin systems containing a polyepoxide and a known curing agent such as dicyandiamide, a carboxylic acid anhydride, or a dihydrazide. The preferred adducts have a ratio of epoxy groups to secondary amino groups of between 1.2:1 and 3:1. The preferred polyepoxides are polyglycidyl ethers of 4,4'-isopropylidenediphenol (bisphenol A). Suitable adducts are prepared from N-methyl-, N-(2-hydroxyethyl)-, N-octyl-, N-phenyl- and N-benzyl piperazine and N-methyl homopiperazine.Type: GrantFiled: January 16, 1980Date of Patent: May 19, 1981Assignee: National Starch and Chemical CorporationInventors: Dilip K. Ray-Chaudhuri, Wen B. Chiao, Jules E. Schoenberg
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Patent number: 4267302Abstract: An epoxy resin composition which comprises:(1) a monoepoxide having at least one perfluoroalkyl group in one molecule; and(2) an epoxy resin having two or more epoxy groups in one molecule, the weight ratio of (1):(2) being 0.05:99.95 to 50:50. The composition can be cured with a curing agent to give a cured product having improved water-proof, oil-resistance and anti-contamination properties.Type: GrantFiled: September 25, 1979Date of Patent: May 12, 1981Assignee: Daikin Kogyo Co., Ltd.Inventor: Akira Ohmori
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Patent number: 4265803Abstract: The invention entitled "Polymers containing polyalkylpiperidines and use thereof as stabilizers" provides a class of polymers in which groups containing sterically hindered polyalkylpiperidines are linked in the main chain of the polymers via bridging members containing 2-hydroxy-1,3-trimethylene groups.The polymers show superior stabilizing effects for various synthetic polymers such as polyolefins against degradation thereof induced by light and/or heat. The polymers have advantages, as compared with known stabilizer compounds, that they hardly volatile upon processing with heating or during storage of articles containing thereof, and that they are resistant to extraction with solvents from articles containing thereof.Type: GrantFiled: August 7, 1978Date of Patent: May 5, 1981Assignee: Sankyo Company LimitedInventors: Nobuo Soma, Syoji Morimura, Takao Yoshioka, Tomoyuki Kurumada
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Patent number: 4255468Abstract: The disclosed coating system comprises a curable liquid epoxide and an amine hardener or co-curative. The amine co-curative comprises a blend of an aliphatic amine (e.g. trimethyl hexamethylene diamine) and a bismethylamino aromatic compound (e.g. a xylylene diamine). This coating system, when suitably combined with a reflectorizing material, has the ability to satisfy some or all of the very troublesome requirements of a highway marking or striping composition and is therefore useful in methods for marking or striping paved surfaces.Type: GrantFiled: October 12, 1979Date of Patent: March 10, 1981Assignee: H. B. Fuller CompanyInventor: Beverly J. E. Olson
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Patent number: 4251414Abstract: A cathodic sediment type of electrodeposition paint composition which consists of an aqueous medium, a resinous binder dissolved or dispersed therein and an accelerating catalyst. The resinous binder is an acid neutralized reaction mixture of a first and a second component in a weight ratio of 99 to 20 parts of the first component to 1 to 80 parts of the second component. The first component is an addition material of a polybutadiene terminating in an epoxy group and a primary or secondary amino compound. The second component is an addition material of an epoxy resin and a primary or secondary amino compound. The accelerating catalyst is selected from the group consisting of an oleosoluble organic acid salt of a transition metal, the metal in turn being selected from the group consisting of iron, vanadium and titanium.Type: GrantFiled: June 13, 1979Date of Patent: February 17, 1981Assignee: Nippon Soda Company, Ltd.Inventors: Hisao Nakada, Michisuke Harada, Yukio Yamase, Ryuji Matsui
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Patent number: 4251426Abstract: Epoxy-resin powder primer compositions for metal substrates which have good flow, corrosion resistance, and adhesion to lacquer overcoats are provided by blending two epichlorohydrin-bisphenol-A epoxy resins with a curing agent. One of the epoxy resins can be extended with phenol to increase its flow properties. The curing agent is a hydroxy-containing mixed aromatic-aliphatic polyether resin.Type: GrantFiled: February 6, 1979Date of Patent: February 17, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventors: George R. McClure, Claus Victorius
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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: 4230827Abstract: Impact resistance of PVC is shown to be improved by blending therewith polymers derived from monomer systems comprised of at least about 80 percent by weight ethylene oxide. Polymers of at least about 80 percent ethylene oxide and about 0.1 to 2 percent of a symmetrical diepoxide as crosslinking agent are also disclosed.Type: GrantFiled: December 6, 1978Date of Patent: October 28, 1980Assignee: Rohm and Haas CompanyInventor: Robert M. Myers
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Patent number: 4225478Abstract: Polyepoxide resins are reacted with a molar excess of a primary amine to form an amine terminated resin, the amine groups of which are then reacted with a monoepoxide. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.Type: GrantFiled: July 30, 1979Date of Patent: September 30, 1980Assignee: Celanese CorporationInventor: Darrell D. Hicks
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Patent number: 4224357Abstract: A method and a composition for forming electron beam curing high build coating film which method comprises the steps of preparing a specified coating composition, applying it to the surface of a substrate to be coated, and curing the coating film with the irradiation of electron beams or ultraviolet rays. The coating composition of the invention comprises a polymerizable resin (I) as the main vehicle component which is cured by the irradiation of electron beams or ultraviolet rays and has at least two polymerizable unsaturated double bonds and at least one hydroxyl group in its molecule, and a polyisocyanate compound (II). Further, a resin (III) having active unsaturated groups can be added to the above coating composition so as to improve the pot life of the composition.Type: GrantFiled: October 31, 1977Date of Patent: September 23, 1980Assignee: Kansai Paint Co., Ltd.Inventors: Hiroshi Iwai, Hajime Sukejima, Osamu Isozaki
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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: 4201854Abstract: Curable mixtures of polyepoxide compounds which contain an amine curing agent have longer curing times, and thus, in particular, good workability when used as adhesives, when N,N-dimethylethylenediamine derivatives or N,N-dimethyl-1,3-propylenediamine derivatives are used as the curing agents. The mechanical properties are also frequently improved.Type: GrantFiled: September 28, 1978Date of Patent: May 6, 1980Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Hans Lehmann
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Patent number: 4197389Abstract: A hardening agent for an aqueous epoxy resin composition comprising a reaction product of (a) at least one polyepoxide compound, (b) at least one polyalkylene polyether polyol and (c) at least one compound selected from the group consisting of aliphatic, cycloaliphatic and heterocyclic polyamine and wherein component (c) additionally may be reacted with (d) an unsaturated compound before or after the reaction with the adduct of components (a) and (b), process for preparing said hardening agent and hardenable film forming coating compositions comprising as essential ingredients said hardening agent, at least one polyfunctional epoxy compound (a) and water.Type: GrantFiled: July 12, 1978Date of Patent: April 8, 1980Assignee: Hoechst AktiengesellschaftInventors: Wilhelm Becker, Horst Karasmann
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Patent number: 4193905Abstract: Curable mixtures comprising a polyepoxide compound having on average more than one epoxide group per molecule and a 1,3-diaminopropane of the formula ##STR1## wherein R.sup.1 denotes hydrogen and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each denote an alkyl having 1 to 12 C atoms, a phenyl or a heterocyclic 5-membered or 6-membered radical, or wherein R.sup.1 and R.sup.2 together with the C atom in the .alpha.-position of the propylenediamine from a substituted or unsubstituted aliphatic 5-membered or 6-membered ring having at most 12 C atoms and R.sup.3 and R.sup.4 together with the two C atoms in the .alpha.-position and the .beta.-position of the propylenediamine form a substituted or unsubstituted aliphatic or N-heterocyclic 5-membered or 6-membered ring having at most 12 C atoms, said mixtures containing 0.5 to 1.5 equivalents of active hydrogen atoms, bonded to nitrogen, in the 1,3-diaminopropane per 1 equivalent of epoxide groups in the epoxide compound.Type: GrantFiled: December 2, 1977Date of Patent: March 18, 1980Assignee: Ciba-Geigy CorporationInventors: Thaddeus Audykowski, Roland Moser