Material Contains A Sulfur Atom Patents (Class 528/90)
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Patent number: 5447797Abstract: A reaction resin mixture, which is able to be hardened thermally and by means of UV radiation, contains the following constituents:a cationically polymerizable epoxide resin;a latent hardening initiator in the form of an aralkyl-thiolanium salt; anda sensitizer of the structure ##STR1## A being --CO--, --NR-- and --CO--CO--, and D being --O--, --S--, --CO-- and --CH.sub.2).sub.x (where x= 1 or 2) or rather a single bond or two hydrogen atoms.Type: GrantFiled: August 9, 1993Date of Patent: September 5, 1995Assignee: Siemens AktiengesellschaftInventors: Bernhard Stapp, Lothar Schoen, Volker Muhrer
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Patent number: 5444127Abstract: Curable systems for the preparation of polymeric products in which the curable system comprises an epoxy resin or an isocyanate, wherein the system contains a condensation reaction product ofa) a polyamine having only one primary amino group and only one tertiary amino group, and a non-cyclic backbone containing from 1 to 18 carbon atoms; andb) at least one of urea, guanidine, guanylurea, thiourea, and a mono-N,N' alkyl substituted urea or thiourea having from 1 to 3 carbon atoms in the alkyl moieties.Type: GrantFiled: September 13, 1993Date of Patent: August 22, 1995Assignee: Henkel CorporationInventors: John J. Miskel, Jr., Reuben H. Grinstein, Stephen A. Fischer
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Patent number: 5442035Abstract: Cure of an epoxy resin by an aliphatic amine is accelerated by a calcium sulfonate or calcium hydrocarbyl sulfate salt. The calcium salt is preferably a salt of a detergent-range sulfonic acid or hydrocarbyl sulfuric acid which is soluble in either the amine or the epoxy resin.Type: GrantFiled: September 29, 1993Date of Patent: August 15, 1995Assignee: Shell Oil CompanyInventors: Larry S. Corley, Harold E. De La Mare
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Patent number: 5439977Abstract: An acid anhydride-containing one package epoxy resin composition consisting indispensably of (1) an epoxy resin having two or more epoxy groups in one molecule, (2) an acid anhydride, (3) at least one of (a) a liquid latent curing accelerator, (b) a latent curing accelerator soluble in an epoxy resin having two or more epoxy groups in one molecule and (c) a latent curing accelerator soluble in an acid anhydride, and (4) a dispersible latent curing accelerator, wherein the ratio of (1) to (2) is from 0.8 to 1.2, defined as the number of acid anhydride equivalents/the number of epoxy equivalents, and the amounts of (3) and (4) each are from 0.1 to 10 parts by weight to 100 parts by weight of the epoxy resin. The composition has excellent infiltrability, storage stability and reactivity.Type: GrantFiled: April 15, 1994Date of Patent: August 8, 1995Assignee: Ajinomoto Co., Inc.Inventors: Tadahiko Yokota, Hiroyuki Sakata, Kiyomiki Hirai, Koji Takeuchi
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Patent number: 5393805Abstract: An epoxy resin composition for insulating a coil which comprises at least one polyfunctional epoxy resin, at least one latent curing catalyst, at least one filler and at least one surfactant, wherein the ceiling is set to the acid anhydride content in the composition at 10% by weight based on the weight of the epoxy resin; and a coil molded out of said resin composition.Type: GrantFiled: June 19, 1991Date of Patent: February 28, 1995Assignee: Hitachi, Ltd.Inventors: Toru Koyama, Hirokazu Takasaki, Hiroshi Suzuki, Akio Mukoh, Ikushi Kano, Toshiyuki Koide
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Patent number: 5391687Abstract: Ultra high molecular weight epoxy resins are produced in a short time by polymerizing a difunctional epoxy resin having two epoxy group per molecule and a dihydric phenol by heating the difunctional epoxy resin and the dihydric phenol which are present in quantities which provide a ratio of phenolic hydroxyl groups to epoxy groups of from 1:0.9 to 1:1.1, in an amide solvent, in the presence of a polymerization catalyst, and the ultra high molecular weight epoxy resins are linearly polymerized so highly as to have the capability of being formed into films having high strength.Type: GrantFiled: October 18, 1993Date of Patent: February 21, 1995Assignee: Hitachi Chemical Company Ltd.Inventors: Katsuji Shibata, Kazuhito Kobayashi, Nozomu Takano, Masami Arai, Ikuo Hoshi
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Patent number: 5380789Abstract: A catalyst selected from a perfluorosulfonic acid and an anhydride thereof enables a non-conjugated drying oil to react with a phenol to form a phenol-added vegetable oil without causing hydrolysis of the non-conjugated drying oil. The phenol-added vegetable oil is allowed to react with an aldehyde to form a vegetable oil-modified phenolic resin. A laminate produced by impregnating paper with the vegetable oil-modified phenolic resin and laminating and molding the impregnated paper is excellent in low temperature punching quality and electrical properties and is free from low molecular weight components oozing out the surface of the laminate.Type: GrantFiled: August 10, 1993Date of Patent: January 10, 1995Assignee: Hitachi Chemical Company, Ltd.Inventors: Ken Nanaumi, Takeshi Horiuchi, Masahiro Nomoto, Mitsuhiro Inoue
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Patent number: 5374697Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.Type: GrantFiled: July 14, 1993Date of Patent: December 20, 1994Assignee: Ciba-Geigy CorporationInventor: Beat Muller
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Patent number: 5371259Abstract: Compounds of the formula I are described[R.sup.1 (Fe.sup.II R.sup.2 .sub.a ].sub.q.sup.+an anX.sup.-q (I)in which a is 1 or 2, n is 1 or 2, R.sup.1 is a substituted or unsubstituted .pi.-arene, R.sup.2 is a substituted or unsubstituted .pi.-arene or cyclopentadienyl anion or indenyl anion, q is an integer from 1 to 3, and X is FSO.sup.-.sub.3 or a q-valent anion of an organic sulfonic acid or of a carbocyclic acid; R.sup.1 can also be a polymeric, aromatic ligand. The invetion particularly relates to the compounds of the formula I wherein a is 1 and q is 1 and X.sup.Type: GrantFiled: April 8, 1993Date of Patent: December 6, 1994Assignee: Ciba-Geigy CorporationInventors: Kurt Meier, Roger P.-E. Salvin
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Patent number: 5362835Abstract: A process for the production of a material having an increased molecular weight relative to the diepoxide starting material the material being either a hydroxy-terminated or an epoxy-terminated material comprisinga) reacting a diepoxide with a dihydroxy compound, in the presence, as catalyst, of a triflate salt of a metal of Group IIA, IIB, IIIA, IIIB, or VIIIA of the Periodic Table of Elements (according to the IUPAC 1970 convention);b) de-activating the triflate salt catalyst; andc) optionally advancing the material produced in step b), with an aromatic diol or phenol.Type: GrantFiled: December 9, 1991Date of Patent: November 8, 1994Assignee: Ciba-Geigy CorporationInventors: William M. Rolfe, Michael R. Thoseby, Bryan Dobinson
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Patent number: 5359017Abstract: The present invention provides a cationically polymerizable organic material composition comprising a composition which contains a cationic polymerization catalyst(s) and a cationically polymerizable organic material(s) as essencial ingredients, and one or more onium salts having a nucleophilic pair anion represented by halogenide, alkyl sulfate or p-toluenesulfonate ions, or one or more iron aromatic compound salts represented by the following formula (I): ##STR1## The composition of the present invention is a cationically polymerizable organic material composition capable of being cured by irradiation of a radiation or by heat, and it also has excellent storage stability at room temperature in the dark and a long pot life.Type: GrantFiled: August 18, 1993Date of Patent: October 25, 1994Assignees: Nippon Kayaku Kabushiki Kaisha, Sanshin Chemical Industry Co., Ltd.Inventors: Fumio Hamazu, Tatsuya Koizumi, Minoru Yokoshima, Masaki Fujimoto, Takeshi Endoh
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Patent number: 5340890Abstract: An epoxy resin composition containing an anhydride-functional cyclobutene which can be represented by the formula ##STR1## in which each R is independently selected from hydrogen, C.sub.1-10 alkyl, aryl, halide and C.sub.1-10 heteroatomic.Type: GrantFiled: January 28, 1993Date of Patent: August 23, 1994Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 5296567Abstract: The present document describes the use of an inhibitor for cationic polymerization as an additive to a thermocurable composition based on at least one cationically polymerizable organic material and an initiator for cationic polymerization in the form of an onium compound or a compound of the formula (I)[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I),in which n is 2 or 3, M is a metal cation selected from the group comprising Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion selected from the group comprising PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.-, derivatives of these anions in which at least one fluorine atom has been replaced by a hydroxyl group, and CF.sub.3 SO.sub.3.sup.-, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, may be any desired anions, L is water or an organic .sigma.Type: GrantFiled: April 6, 1992Date of Patent: March 22, 1994Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Werner Margotte, Beat Muller
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Patent number: 5294582Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstitued urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.Type: GrantFiled: June 14, 1993Date of Patent: March 15, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Tadafumi Miyazono, Koji Tabuchi
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Patent number: 5279870Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.Type: GrantFiled: March 2, 1992Date of Patent: January 18, 1994Assignee: The Dow Chemical CompanyInventor: John J. Kester
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Patent number: 5278247Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstituted urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents, compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.Type: GrantFiled: April 24, 1992Date of Patent: January 11, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Tadafumi Miyazono, Koji Tabuchi
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Patent number: 5278260Abstract: A process for the preparation of epoxy resins having a specific reproducible content of .alpha.-glycol groups, which process comprises adding at least 0.0085 mol of glycidol or glycidol precursor compound per hydroxy-equivalent of a phenolic compound A which contains 2, 3 or 4 phenolic hydroxyl groups during the reaction of said phenolic compound A with an epihalohydrin which is unsubstituted or substituted in 2- or 3-position by C.sub.1 -C.sub.4 alkyl. The products may be used for surface protection.Type: GrantFiled: October 13, 1992Date of Patent: January 11, 1994Assignee: Ciba-Geigy CorporationInventors: Werner Schaffner, Dimiter Hadjistamov
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Patent number: 5273793Abstract: The present invention is directed to epoxy-based polymeric nonlinear optical materials in which a nonlinear optical active moiety or functionality forms the crosslink between polymer chains and a process for making the nonlinear optical (NLO) epoxy polymer including heating an epoxy resin and a curing agent such as a bi- or tri-functional aromatic amine containing an electron-withdrawing group, for example, diamino diphenylsulfone and poling the mixture under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical moieties in the polymer. The polymers have enhanced stability over polymers in which only one end of an NLO active moiety is attached to the polymer chain.Type: GrantFiled: August 19, 1992Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, Mark D. Newsham
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Patent number: 5273792Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.Type: GrantFiled: March 13, 1992Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventor: John J. Kester
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Patent number: 5235008Abstract: Polymer modified adducts are prepared by (A) reacting (1) an epoxy resin having an average of more than one vicinal epoxide group with (2) a compound containing an average of two or more hydrogen atoms reactive with an epoxide group; and (B) partially vinylizing reacting the product from step (A); and (C) polymerizing the partially vinylized product from step (B) with (3) a polymerizable ethylenically unsaturated monomer; with the proviso that at least one of the components (1), (2) or (3) contain one or more rodlike mesogenic moieties. These adducts are useful as epoxy resin curing agents.Type: GrantFiled: August 3, 1990Date of Patent: August 10, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5214098Abstract: Hardenable mixtures comprising(a) an epoxide resin,(b) a latent epoxide resin hardener which starts to react only at a temperature of at least 80.degree. C. (measured by DSC at a heating rate of 10.degree. C./minute),(c) an amine having at least one amine hydrogen and(d) a thiol having at least one SH group, either the amine (c) having at least two hydrogen atoms bound to one or more nitrogen atoms or the thiol (d) having at least two SH groups, and the difference between the reaction maxima in the DSC diagram at a heating rate of 10.degree. C./minutes being at least 30.degree. C., are suitable for the production of crosslinked products, especially for the production of flexible prepregs having a non-critical B stage and a very good storability.Type: GrantFiled: November 16, 1990Date of Patent: May 25, 1993Assignee: Ciba-Geigy CorporationInventors: Frans Setiabudi, Urs Gruber
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Patent number: 5212261Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.Type: GrantFiled: December 17, 1990Date of Patent: May 18, 1993Assignee: Henkel Research CorporationInventor: Thomas J. Stierman
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Patent number: 5149767Abstract: Thermosetting mixtures containing(a) an epoxy resin having on average more than one 1,2-epoxide group in the molecule,(b) a di- or polyisocyanate compound and(c) a sulfonium salt of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl or phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acryl having 1-12 C atoms, Ar, Ar.sub.1 and Ar.sub.2 indpendently of one another are each phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.Type: GrantFiled: October 11, 1990Date of Patent: September 22, 1992Assignee: Ciba-Geigy CorporationInventors: Kurt Munk, Martin Roth
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Patent number: 5098964Abstract: A process is disclosed for preparing a low-chlorine tetrafunctional epoxy resin which employs crystallization of the epoxy resin from solution in a finishing step of the preparation process. The process involves (a) contacting, in a basic reaction medium, epichlorohydrin and a tetraphenol of ethane to produce a reaction product mixture containing a polyglycidyl ether of the tetraphenol of ethane; (b) dissolving the polyglycidyl ether in an organic solvent and, optionally, contacting the polyglycidyl ether with a dehydrochlorination agent; and (c) reducing the temperature of the organic solvent so as to effect crystallization of a low-chlorine fraction of the polyglycidyl ether.Type: GrantFiled: January 31, 1991Date of Patent: March 24, 1992Assignee: Shell Oil CompanyInventors: Ronald S. Bauer, Kailash C. B. Dangayach
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Patent number: 5098965Abstract: A process is disclosed for preparing a low-chlorine epoxy resin which employs crystallization of the epoxy from solution in a finishing step of the preparation process. The process involves (a) contacting, in a basic reaction medium, epichlorohydrin and a biphenol to produce a reaction product mixture containing a diglycidyl ether of the biphenol; (b) dissolving the diglycidyl ether in an organic solvent and, optionally, contacting the diglycidyl ether with a dehydrochlorination agent; and (c) reducing the temperature of the organic solvent so as to effect crystallization of a low-chlorine fraction of the diglycidyl ether.Type: GrantFiled: January 31, 1991Date of Patent: March 24, 1992Assignee: Shell Oil CompanyInventors: Ronald S. Bauer, Kailash C. B. Dangayach
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Patent number: 5091498Abstract: The present invention describes the use of 1,3-dialkylimidazole-2-thiones as a catalyst for epoxy/anhydride reactions (and other reactions) and a method of making these catalysts. Epoxy/anhydride coatings containing these improved catalysts offer the following advantages: improved appearance (especially since even weeks after application the coatings still have a "wet" look); better pot-life; improved resistance to alkaline substances which will improve durability; improved solubility; and coatings which have a reduced volatile organic content (VOC).Type: GrantFiled: February 19, 1991Date of Patent: February 25, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Anthony J. Arduengo, III, Robert J. Barsotti, Patrick H. Corcoran
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Patent number: 5066735Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resin having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecules; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).Type: GrantFiled: April 12, 1990Date of Patent: November 19, 1991Assignee: The Dow Chemical CompanyInventors: Louis L. Walker, Paul A. Larson
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Patent number: 5047376Abstract: The present invention relates to activated curing combinations for organic cationically polymerizable materials. The curing combinations are obtainable by activating a solution or a dispersion of an iron/arene salt and a polycarboxylic acid, an anhydride based on a polycarboxylic acid, or a polyisocyanate by heating or by irradiation with actinic radiation. The curable compositions containing these activated curing combinations can be used as sheathing or encapsulating materials for electronic components.Type: GrantFiled: July 27, 1989Date of Patent: September 10, 1991Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Kurt Meier, Werner Margotte, Beat Muller
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Patent number: 5013814Abstract: Sulfonium salts of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, phenyl which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms, Ar, Ar.sup.1 and Ar.sup.2, independently of one another, are each unsubstituted or mono- or polysubstituted phenyl, or naphthyl which is unsubstituted or mono- or polysubstituted each arylene is an unsubstituted or mono- or polysubstituted phenylene or unsubstituted or mono- or polysubstituted naphthylene and Q.sup..crclbar. is SbF.sub.6 --, AsF.sub.6 -- or SbF.sub.5 OH-- are valuable curing agents and curing accelerators in the heat-curing of cationically polymerizable compounds, preferably epoxy resins.Type: GrantFiled: January 9, 1990Date of Patent: May 7, 1991Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Beat Muller
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Patent number: 5003025Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.Type: GrantFiled: December 20, 1989Date of Patent: March 26, 1991Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4981941Abstract: Fluoroepoxy resins for use in computer composite circuit boards. A "glass state" curing agent containing a fluorinated monoanhydride, a fluorinated dianhydride and a catalyst is compounded at a temperature of about 210.degree. C. The curing agent is blended with di- and tri-functional epoxy resins at 100.degree. C. or higher to give homogeneous fast-curing syrups. Fluoroepoxy resins inherently have low dielectric constants. This method produces a fluoroepoxy resin with higher crosslink densities and higher glass transition temperatures.Type: GrantFiled: March 27, 1989Date of Patent: January 1, 1991Assignee: The United States of America as represented by the Secretary of the NavyInventor: James R. Griffith
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Patent number: 4962179Abstract: A composition is disclosed containing an epoxidized fatty acid ester, an aromatic amine curing agent and an acid or metal salt accelerator. The composition can optionally contain a polyglycidyl ether of a polyhydric alcohol, an unsaturated monomer and a monoepoxy diluent. The composition has long pot life at room temperature and good flexibility and elongation.Type: GrantFiled: August 31, 1989Date of Patent: October 9, 1990Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 4959425Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resing having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecule; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).Type: GrantFiled: June 27, 1989Date of Patent: September 25, 1990Assignee: The Dow Chemical CompanyInventors: Louis L. Walker, Paul A. Larson
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Patent number: 4957946Abstract: The invention relates to mixtures containing:(a) cationically polymerizable compound and(b) a compound of the formula I[R.sup.1 (FE.sup.II R.sup.2).sub.a ].sub.q.sup..sym.an an X.sup..crclbar.(I)in which a is 1 or 2, n is 1 or 2, R.sup.1 is a substituted or unsubstituted .pi.-arene, R.sup.2 is a substituted or unsubstituted .pi.-arene or cyclopentadienyl anion or indenyl anion, q is an integer from 1 to 3 and X is FSO.sub.3.sup.- or a q-valent anion of an organic sulfonic acid or of a carobxylic acid; R.sup.1 can also be a polymeric, aromatic ligand. The invention also relates to the novel compounds of the formula I. The curable mixtures can be processed in particular for the production of coatings having a good resistance to heat.Type: GrantFiled: June 3, 1988Date of Patent: September 18, 1990Assignee: Ciga-Geigy CorporationInventors: Kurt Meier, Roger P. Salvin
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Patent number: 4957994Abstract: An opoxy resin is obtained by reacting an epihalohydrin with an imido-ring-containing diphenol represented by the following formula (I): ##STR1## wherein R represents an aliphatic group having at least two carbon atoms, an alicyclic group, a monocyclic aryl group, a fused polycyclic aromatic group, or a non-fused polycyclic aromatic group formed of aromatic groups coupled together directly or via a linking member and the two hydroxyl groups are each bonded to a meta position or the para position. In the epoxy resin, at least 50% of the hdroxyl groups of molecules of the diphenol have been opoxidized.Type: GrantFiled: August 15, 1989Date of Patent: September 18, 1990Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tatsuhiro Urakami, Yoshimitsu Tanabe, Keizaburo Yamaguchi, Akihiro Yamaguchi
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Patent number: 4925901Abstract: Storage stable compositions are disclosed which comprise an epoxide containing compound, a phenolic hydroxyl containing compound, and a catalyst compound for catalyzing the reaction between epoxide groups and aromatic hydroxyl groups which catalyst comprises the product resulting from contacting an onium salt, amine, or amine salt with an acid or a salt of an acid having a weak nucleophilic anion.Type: GrantFiled: November 18, 1988Date of Patent: May 15, 1990Assignee: The Dow Chemical CompanyInventors: James L. Bertram, Louis L. Walker, John W. Muskopf
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Patent number: 4902760Abstract: A cross-linked resin produced by heating a mixture of (a) a bis(2-oxazoline) compound, (b) an aromatic polyamine compound which has at least two amino groups in the molecule and (c) a polyepoxy compound which has at least two epoxy groups in the molecule at elevated temperatures, preferably in the presence of an oxazoline ring-opening polymerization catalyst. The resin shows a high mechanical strength and toughness, a very small water absorption and a very high resistance to heat.Type: GrantFiled: October 26, 1988Date of Patent: February 20, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Kazuhiro Arita, Yasuo Sano
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Patent number: 4894431Abstract: Curing systems for epoxy resins comprising an aliphatic or cycloaliphatic amine in combination with anhydrous methane sulfonic acid as an accelerator for the curing reaction.Type: GrantFiled: May 23, 1988Date of Patent: January 16, 1990Assignee: Ciba-Geigy CorporationInventors: Robert F. Armbruster, Rajan Eadara, William L. Miller
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Patent number: 4874669Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a ketone solvent solution of a curable composition comprising (A) at least one aromatic based epoxy resin having an average number of epoxide groups per molecule of more than 2; (B) a mixture of (1) at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule; and (2) at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C), optionally, at least one catalyst for effecting the reaction between (A) and (B).Type: GrantFiled: August 15, 1988Date of Patent: October 17, 1989Assignee: The Dow Chemical CompanyInventors: Paul A. Larson, Dale J. Aldrich, Jody R. Berman
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Patent number: 4874833Abstract: A curable epoxy resin composition comprising(a) a low viscosity liquid epoxy resin;(b) an alkyl hindered aromatic primary diamine curing agent having at least two aromatic rings;(c) a trialkylsulfonium salt amine cure accelerator; and(d) a liquid monoaromatic primary amine curing agent;(e) at least one reactive monomer; and(f) a peroxide polymerization initiator.Type: GrantFiled: August 22, 1988Date of Patent: October 17, 1989Assignee: Shell Oil CompanyInventor: Jacqueline A. Kershaw
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Patent number: 4868059Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resin having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecule; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).Type: GrantFiled: November 16, 1987Date of Patent: September 19, 1989Assignee: The Dow Chemical CompanyInventors: Louis L. Walker, Paul A. Larson
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Patent number: 4861839Abstract: A metal chelate compound in which a chelate forming metal is coordinated with a ligand represented by the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which are the same or different, represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, X represents --NR.sup.4 -- (wherein R.sup.4 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms), an oxygen atom or a sulfur atom, n is an integer of 1 to 3, and j is an integer of 1 to 3, and a coating composition containing the same.Type: GrantFiled: June 15, 1988Date of Patent: August 29, 1989Assignee: Nippon Paint Co., Ltd.Inventors: Katsumi Mizuguchi, Yoshitaka Okude, Hiroshi Miwa, Hidefumi Okuda
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Patent number: 4824927Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.Type: GrantFiled: January 23, 1987Date of Patent: April 25, 1989Assignee: BASF Lacke & Farben AKTInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4816502Abstract: A composition is provided comprising an epoxy resin, a nitroparaffin and a sulfonic acid. The presence of the sulfonic acid retards gellation of nitroparaffin-containing epoxy resin compositions intended for use in water-dispersible coating formulations cured with modified polyamine resins.Type: GrantFiled: April 29, 1987Date of Patent: March 28, 1989Assignee: Shell Oil CompanyInventor: John A. Lopez
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Patent number: 4788076Abstract: The invention relates to powdered lacquers based on a mixture of epoxide compounds and optionally polyesters as well as salts of primary C.sub.4-18 aliphatic and cycloaliphatic-diamines with phosphoric acid and/or sulphuric acid as a hardener, as well as other additives and a method for the manufacture of flat finish coatings.Type: GrantFiled: May 4, 1987Date of Patent: November 29, 1988Assignee: Huls AktiengesellschaftInventor: Joern-Volker Weiss
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Patent number: 4783518Abstract: A rapid curing composition comprising a mixture of (A) a polyepoxide and an amine curing agent and (B) a novel thiocyanate salt of the reaction product of an alkylene polyamine, such as ethylene diamine, and a bicyclic amide acetal and a method for curing said composition are described.Type: GrantFiled: September 28, 1987Date of Patent: November 8, 1988Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4783363Abstract: An improvement in curable compositions which comprise a polyglycidyl ether such as the triglycidylether of tris(hydroxyphenyl)methane and a halogenated dihydric phenol such as tetrabromobisphenol A, the improvement being employing as the halogenated dihydric phenol one in which the halogen atoms are meta with respect to the hydroxyl groups such as 2,2',6,6'-tetrabromo-3 ,3',5,5'-tetramethyl-4,4'-biphenol. These compositions can be cured by heating in the presence or absence of a catalyst for reacting epoxy groups with phenolic hydroxyl groups such as 2-methyl imidazole. These compositions are particularly useful in the preparation of electrical laminates.Type: GrantFiled: March 11, 1987Date of Patent: November 8, 1988Assignee: The Dow Chemical CompanyInventors: Jody R. Berman, Abel Mendoza
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Patent number: 4780360Abstract: Electrically insulating composite materials formed from (1) epoxy resins and (2) polymeric fiber reinforcement which have high strength are formed if the cross-linking of the epoxy resin is accomplished by anionic polymerization using tertiary amines of the formula ##STR1## as catalyst.Type: GrantFiled: August 20, 1986Date of Patent: October 25, 1988Assignee: Siemens AktiengesellschaftInventors: Wolfgang Kleeberg, Klaus-Robert Hauschildt, Heinz Hacker
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Patent number: 4778863Abstract: Glycidyl derivatives of compounds containing --OH, --NH.sub.2 and/or --COOH groups are prepared by reacting in the presence of a mixture of solvents, at least one of which is a polar aprotic solvent, an excess of an epihalohydrin with a compound containing --OH, --NH.sub.2 and/or --COOH groups while continuously or incrementally adding an alkali metal hydroxide to the mixture and removing water from the reaction by codistillation with epihalohydrin and the solvents.Type: GrantFiled: August 13, 1987Date of Patent: October 18, 1988Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Zeng-kun Liao
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Patent number: 4775735Abstract: A moisture curable composition comprising a mixture of(A) a polyepxoide(B) a polyimine curing agent and(C) an amine thiocyanate salt cure accelerator,and a process for curing said composition in an atmosphere having a relative humidity of from about 20% to about 90% at a temperature in the range of from about 15.degree. C. to about 150.degree. C. are described.Type: GrantFiled: October 7, 1987Date of Patent: October 4, 1988Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel