Non-1,2-epoxy, Or Nonphenolic Reactant Is A Sulfur-containing Material Patents (Class 528/109)
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Patent number: 4996279Abstract: Dissymmetric new epoxy polymer materials have improved processability because they can be cured at lower temperatures.Type: GrantFiled: October 7, 1988Date of Patent: February 26, 1991Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 4996284Abstract: A process for the preparation of a sulfonamide-based epoxy resinous composition, which includes the step of reacting a sulfonamide compound with a resinous composition containing a plurality of epoxide groups in the presence of a Lewis acid, is disclosed. The epoxy sulfonamide resins of the invention, which are being claimed, have applications in nail lacquer compositions and other cosmetics, adhesives, and in wood and paper coatings, as a plasticizer and as a modifier in injection molding applications for various resins.Type: GrantFiled: April 24, 1989Date of Patent: February 26, 1991Inventor: Leo X. Mallavarapu
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Patent number: 4973649Abstract: Novel thermosetting imido prepolymers having low melt viscosity, well adapted for the production, e.g., of preimpregnated shaped articles, are copolymerizates of at least one N,N'-bismaleimide; at least one hindered diprimary diamine, e.g., 4,4'-diamino-3,3',5,5'-tetraalkyl-diphenyl-methane or 1,3-diamino- or 1,4-diaminotrialkylbenzene; at least one comonomeric heterocycle, e.g., a vinylpyridine, N-vinyl-2-pyrrolidone, allyl isocyanurate, vinyltetrahydrofuran, and/or an imidazole compound; and at least one comonomeric (meth)acrylate.Type: GrantFiled: March 3, 1989Date of Patent: November 27, 1990Assignee: Rhone-Poulenc ChimieInventor: Yves Camberlin
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Patent number: 4935478Abstract: Hot-curable compositions of matter containing (a) an unsaturated imide of the formula I ##STR1## (b) a benzaldehyde derivative of the formula II ##STR2## in which for example M=2, n=zero, o=1 R.sup.1, R.sup.2 and R.sup.3 are each hydrogen and R is 4,4'diphenylmethane are suitable for the production of mouldings having excellent thermostability and resistance to thermal ageing.Type: GrantFiled: July 29, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Andreas Kramer
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Patent number: 4929650Abstract: A coating material for a tendon for prestressed concrete includes a curing composition, the curing time of which is so controlled that the composition is held in an uncured fluid state for a predetermined time after the concrete hardens. After the predetermined time passes, the composition cures. By coating a tendon for prestressed concrete with the coating material having such properties, an antirust effect of the tendon, an improved adhering force of the tendon to the concrete and a decreased cost of manufacturing prestressed concrete can be obtained.Type: GrantFiled: July 25, 1988Date of Patent: May 29, 1990Assignees: Mitsui Sekiyu Kagaku Kogyo Kabushiki Kaisha, Shinko Kosen Kogyo Kabushiki KaishaInventors: Makoto Kurauchi, Michio Hashimoto, Kiyoshi Hayasaki, Toshikazu Minami, Mutsuhiko Ohnishi, Yohei Suzuki
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Patent number: 4927902Abstract: Polythiols prepared by the reaction of hydrogen sulfide or organic dithiols with polyglycidyl substituted amines have been found to be outstanding curing agents for epoxy resins. Epoxy resins cured with these polythiols are characterized by not only improved gel times, but also improved cure rates, better heat resistance and greater resistance to absorption of water.A useful polythiol is the reaction product of N,N,N',N'-tetraglycidyl-m-xylylenediamine with hydrogen sulfide.Type: GrantFiled: August 29, 1989Date of Patent: May 22, 1990Assignee: Henkel CorporationInventors: Grannis S. Johnson, Reuben H. Grinstein, Stuart J. Hartman, Raymond P. Dallago
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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: 4885355Abstract: Water-soluble sulfonium salts are converted, without the elimination of odorous volatile by-products, to water-insoluble products useful as binders in coating formulations by heating a water-soluble cyclic sulfonium salt in which the sulfonium sulfur is bonded only to aliphatic carbons.Type: GrantFiled: August 26, 1988Date of Patent: December 5, 1989Assignee: The Dow Chemical CompanyInventors: Ritchie A. Wessling, Donald L. Schmidt, Kiyoshi I. Aikawa
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Patent number: 4882216Abstract: A film comprising a metal foil and a flexible epoxy resin layer covered therewith, wherein the flexible epoxy resin layer is formed from a flexible epoxy resin composition containing one or more polythiol compounds as a hardener, and a flexible printed wiring board produced therefrom.Type: GrantFiled: August 9, 1988Date of Patent: November 21, 1989Assignee: Kashima Industries Co.Inventors: Hideo Takimoto, Katsuji Tokuda, Koji Yamamoto
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Patent number: 4882399Abstract: A method for the preparation of insoluble, infusible epoxy resins containing reversible crosslinks comprising the steps of:(a) forming a reaction mixture of(i) an epoxy compound having two or more epoxy groups, and(ii) a crosslinking agent containing two or more epoxy-reactive groups and further containing a disulfide bond, said crosslinking agent being selected from compounds having the formulaQ--X--S--S--X--Qwhere Q is an epoxy-reactive functional group selected from ##STR1## and X is a divalent aromatic or aliphatic hydrocarbon radical of one to ten carbon atoms, and(b) curing said reaction mixture under conditions conductive to the formation of a crosslinked resin.The epoxy resin can be solubilized by cleavage of the disulfide bond by reduction in the presence of a solvent. The resultant thiol groups can be reoxidized to form the disulfide linkages or can be modified by other reactions.Type: GrantFiled: August 21, 1987Date of Patent: November 21, 1989Assignee: Polytechnic UniversityInventors: Giuliana C. Tesoro, Vinod R. Sastri
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Patent number: 4880668Abstract: This invention relates to 2-mercaptothiazoline-containing resinous protective compositions which can be lead-free compositions for mirror-back coatings which are useful in reducing or preventing corrosion.Type: GrantFiled: November 14, 1989Date of Patent: November 14, 1989Assignee: PPG Industries, Inc.Inventors: Deborah E. Hayes, Alan B. Weissberg, Charles B. Friedlander, Edward T. Ryan
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Patent number: 4851485Abstract: Non-fluorinated epoxy resins of a known type are cross-linked by means of polyfunctional fluoroalkanes containing groups which are reactive with the epoxy groups and/or with the hydroxy groups present in the starting resin. The cross-linked products so obtained, having a fluorine content not higher than 15% by weight, and preferably ranging from 1% to 5%, exhibit a complex of properties which are typical of the corresponding fluorinated resins having a much higher fluorine content; in particular, oil- and water-repellency, resistance to hydrolysis and to solvents, and minimum absorption of water.Type: GrantFiled: June 1, 1988Date of Patent: July 25, 1989Assignee: Ausimont S.p.A.Inventors: Alberto Re, Claudio Tonelli, Vito Tortelli
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Patent number: 4845166Abstract: A curing agent is made by admixing (a) an irradiated mixture of carboxylic acid anhydride and carbon containing cyclic compound and (b) a polyhhydric alcohol, where the curing agent can be added to a resin such as an epoxy resin, applied to the surface of an article, and cured.Type: GrantFiled: March 4, 1987Date of Patent: July 4, 1989Assignee: Westinghouse Electric Corp.Inventors: Rajender K. Sadhir, Howard E. Saunders
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Patent number: 4829105Abstract: An anodic electrodeposition composition containing a water-soluble or water-dispersible modified epoxy resin derived from an epoxy resin having two epoxide groups and at least one alcoholic hydroxy group at the terminals and the middle of the resin backbone, respectively. The modified epoxy resin has at least one polymeric side chain block bound to said alcoholic hydroxy group and at least one acid group derived from said terminal epoxide group.Type: GrantFiled: January 28, 1988Date of Patent: May 9, 1989Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kazunori Kanda, Shinsuke Shirakawa, Hirotoshi Umemoto, Ryuzo Mizuguchi
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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: 4816545Abstract: Non-fluorinated epoxy resins of known type are crosslinked by means of polyfunctional perfluoropolyethers containing groups which are reactive with the epoxy groups and/or with the hydroxy groups present in the starting resin. The so-obtained crosslinked products, with a fluorine content not higher than 20% by weight, preferably comprised within the range of from 5% to 15%, are endowed with a set of properties typical of the corresponding fluorinated resins with a much higher fluorine content, in particular, water- and oil-repellence, resistance to hydrolysis and to solvents, minimum water absorption.Type: GrantFiled: May 8, 1987Date of Patent: March 28, 1989Assignee: Ausimont S.p.A.Inventors: Alberto Re, Gianni Donati
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Patent number: 4797456Abstract: Water-soluble sulfonium salts are converted, without the elimination of odorous volatile by-products, to water-insoluble products useful as binders in coating formulations by heating a water-soluble cyclic sulfonium salt in which the sulfonium sulfur is bonded only to aliphatic carbons.Type: GrantFiled: December 9, 1982Date of Patent: January 10, 1989Assignee: The Dow Chemical CompanyInventors: Ritchie A. Wessling, Donald L. Schmidt, Kiyoshi I. Aikawa
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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: 4780524Abstract: The invention relates to a water-dilutable binder for cationic electrocoating finishes. For the preparation of the binders(A) a di-epoxide compound with an epoxide equivalent weight below 2,000 is reacted with(B) a phenol- or thiol-containing compound which reacts monofunctionally with epoxide groups, and with(C) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or phosphine/acid mixture or a mixture of these compounds, as well as, if desired, with(D) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.The components A and B are used in a molar ratio of from 10:1 to 1:1, preferably from 4:1 to 1.5:1 and the reaction of the component A with the component B is carried out at 100.degree. to 190.degree. C., if desired in the presence of a catalyst.Type: GrantFiled: January 23, 1987Date of Patent: October 25, 1988Assignee: BASF Lacke + Farben AGInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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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
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Patent number: 4769402Abstract: Aqueous solutions containing an epoxy resin in which epoxy groups have been replaced with a group M.sup.+ [--CH(OH)--CH.sub.2 --X--Ar--NH--C(O)--Q--C(O)--O].sup.- in which M is an alkali metal or onium ion, Q an organic bridging group having 2-3 carbon atoms in the bridge, Ar is arylene, X is S, O, NH, N-alkyl, SO.sub.2 NH or SO.sub.2 N-allyl, and preparation thereof by reacting an N-substituted imide with an epxoy resin and reacting the adduct thus formed with a base in the presence of water.Type: GrantFiled: May 11, 1987Date of Patent: September 6, 1988Assignee: Shell Oil CompanyInventors: Willem Karzijn, Petrus G. Kooijmans
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Patent number: 4761466Abstract: An adhesive composition comprising a mixture of a polyepoxide, an amine curing agent and a thiocyanate salt of a compound having the formula ##STR1## wherein R represents an alkyl group having from 1 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms or an alkaryl group having from 7 to 20 carbon atoms, R', R" and R'" independently represent hydrogen, an alkyl group having from 1 to 10 carbon atoms or an alkyl ether group having from 1 to carbon atoms and n represents 2 or 3 is described.Type: GrantFiled: August 12, 1987Date of Patent: August 2, 1988Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4757119Abstract: Novel compositions suitable for use in preparing prepregs comprise an epoxy resin and a poly(hydrocarbylthio)aromatic diamine curing agent, preferably a substituted di(alkylthio)-diaminobenzene wherein the alkylthio groups contain 1-10 carbons.Type: GrantFiled: May 4, 1987Date of Patent: July 12, 1988Assignee: Ethyl CorporationInventors: Paul L. Wiggins, Gordon G. Knapp
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Patent number: 4725663Abstract: N-glycidyl derivatives of certain benzo-N-heterocycles, such as 2-(3H)-benzoxazolone, may be employed as latently cross-linkable reactive diluents for epoxy resins.Type: GrantFiled: December 29, 1986Date of Patent: February 16, 1988Assignee: The Dow Chemical CompanyInventor: Theodore L. Parker
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Patent number: 4724031Abstract: 2,6-Disubstituted 4-epoxypropyl glycidyl ethers of the formula ##STR1## wherein X is a group R' or X is a group of the formula ##STR2## and each of R and R' independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, a halogen atom or C.sub.6 -C.sub.10 aryl, can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for application in the electronics industry, or as adhesives. Compounds of the formula are also valuable reactive diluents for curable epoxy resin mixtures.Type: GrantFiled: June 4, 1986Date of Patent: February 9, 1988Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Sheik Abdul-Cader Zahir, Sameer H. Eldin
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Patent number: 4724254Abstract: The invention relates to water-dispersible binding agents for cationic electro-immersion varnishes on the basis of modified epoxy resins. The binding agents are reaction products of(A) low-molecular epoxy resins containing aromatic groups, with an equivalent epoxy weight of less than 375,(B) aliphatic and/or alicyclic polyfunctional alcohols and/or carboxylic acids with a molecular weight less than 350, where the intermediate product obtained from (A) and (B) has a content of aromatic groups of 10 to 45%, calculated as a phenylene group,(C) polyfunctional alcohols, carboxylic acids and/or SH-compounds with a molecular weight of 500 to 5000, and(D) amino alcohols with at least one concealed primary or a tertiary nitrogen atom.Type: GrantFiled: March 10, 1987Date of Patent: February 9, 1988Assignee: BASF Farben & Fasern AGInventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4721770Abstract: N-Cyanocarboxylic acid amide derivatives which contain two or three ##STR1## groupings in the molecule are useful as hardeners for epoxide resins.Type: GrantFiled: June 24, 1986Date of Patent: January 26, 1988Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Friedrich Lohse, Roland Moser
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Patent number: 4715898Abstract: A cationic resin suitable for use as a pigment grinding vehicle is disclosed. The cationic resin is derived from an epoxy resin and contains ternary sulfonium groups and alkyl phenoxide groups. Pigment pastes derived from this cationic resin can be used in a method of cationic electrodeposition where they provide for films with high build and good appearance.Type: GrantFiled: June 30, 1986Date of Patent: December 29, 1987Assignee: PPG Industries, Inc.Inventor: Mark W. Johnson
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Patent number: 4705833Abstract: A thermosettable heat-resistant resin composition containing (A) an amino group-terminated imide compound produced by imidating an aromatic diamine with an aromatic tetracarboxylic anhydride at a diamine:anhydride molar ratio of from 1.2:1 to 4:1, and (B) an epoxy resin having at least two epoxy groups, the molar ratio of the amino group of the imide compound to the epoxy group of the epoxy resin being 1:1.6 to 1:2.6.Type: GrantFiled: December 24, 1985Date of Patent: November 10, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Yasuhisa Saito, Hisao Takagishi, Katsuya Watanabe, Kohichi Okuno, Junichi Kenmei, Kunimasa Kamio
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Patent number: 4701513Abstract: This invention relates to the use of compositions of the formula: ##STR1## wherein n is 2 to 4 and X is --O--, --S-- or ##STR2## wherein R.sub.1 is an aliphatic or aromatic moiety as a curing agent for epoxy resins to form a thermoset material which has a reduced shrinkage.Type: GrantFiled: December 15, 1986Date of Patent: October 20, 1987Assignee: W. R. Grace & Co.Inventor: Shiow C. Lin
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Patent number: 4696992Abstract: A process for accelerating the rate of cure of an epoxy resin formulation comprising including in the epoxy resin formulation a thiocarbamate which is the reaction product of a thiol and an isocyanate is described.Type: GrantFiled: November 17, 1986Date of Patent: September 29, 1987Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4689389Abstract: Stable liquid adduct compositons are prepared by an addition reaction between epoxy-terminated polymers and mercaptan-terminated polymers. One of the polymers is in stoichiometric excess so that the composition has free epoxy or mercaptan functional groups. The liquid polymer composition can be stored for long periods before curing with a curing agent reactive with the free functional groups.Type: GrantFiled: July 10, 1985Date of Patent: August 25, 1987Assignee: Morton Thiokol, LimitedInventors: Timothy C. P. Lee, Thomas M. Rees
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Patent number: 4677182Abstract: Ionene elastomers are prepared by reaction of polymeric diamines and certain dihalide linking agents. These elastomers have utility in coating compositions, adhesive compositions, and in the fabrication of elastomeric articles. Certain novel dihalide linking agents are also claimed.Type: GrantFiled: November 25, 1985Date of Patent: June 30, 1987Assignee: Minnesota Mining and Manufacturing Co.Inventors: Charles M. Leir, John E. Stark
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Patent number: 4668745Abstract: Novel compositions are prepared by reacting sulfur dioxide with the reaction product of a material having an average of more than one 1,2-epoxide group per molecule such as a diglycidyl ether of bisphenol A with a monoethylenically unsaturated monocarboxylic acid such as methacrylic acid in the presence of an oxidizing agent such as cumene hydroperoxide.Type: GrantFiled: June 4, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4664193Abstract: A corrosion-inhibiting composition and method of inhibiting corrosion on metal surfaces are described. The composition comprises a reaction product of (a) a first constituent selected from an epoxide having an average of at least about one vicinal epoxide per molecule and a halogenated aliphatic compound having at least one displaceable halogen and (b) a second constituent comprising a dimercaptan. The reaction product in a hydrocarbon diluent is an effective corrosion inhibitor when applied to metal surfaces in highly corrosive environments, and is designed particularly for downhole metal surfaces of oil drilling equipment.Type: GrantFiled: November 12, 1985Date of Patent: May 12, 1987Assignee: Phillips Petroleum CompanyInventor: Yulin Wu
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Patent number: 4663416Abstract: Novel condensation polymers are of the unit formula--O--A--OCO--B--CO--,--O--A--OOCNH--D--NHCO--, or--O--CH.sub.2 CHOHCH.sub.2 --O--A--O--CH.sub.2 CHOHCH.sub.2 O--E--wherein A is the residue of a substituted or unsubstituted 8,9-bis(hydroxyalkyl)-exo-3,4,5-trithiatricyclo[5.2.1.0.sup.2,6 ]decane of the formula ##STR1## B is the residue of a substituted or unsubstituted aliphatic, cycloaliphatic or aromatic dicarboxylic acid; D is the residue of a substituted or unsubstituted aliphatic, cycloaliphatic or aromatic diisocyanate; E is the residue of a substituted or unsubstituted aliphatic, cycloaliphatic or aromatic dihydroxylic chain extender for a diglycidyl ether of the trithiatricyclo[5.2.1.0.sup.2,6 ]decane and n is 1-10.Type: GrantFiled: March 31, 1986Date of Patent: May 5, 1987Assignee: The Dow Chemical CompanyInventor: Stoil K. Dirlikov
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Patent number: 4663400Abstract: New epoxy resins result from dehydrohalogenation of the reaction product of an epihalohydrin such as epichlorohydrin with the reaction product of a trisphenol such as 1,1,1-tris(hydroxyphenyl)methane with dicyclopentadiene or an oligomer thereof. These new epoxy resins are useful in the electronics industry as encapsulants, potting compounds, laminates and the like.Type: GrantFiled: April 28, 1986Date of Patent: May 5, 1987Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Gary W. Bogan
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Patent number: 4661569Abstract: In a process of polymerizing ethylenically unsaturated compounds by polymerization of ethylenically unsaturated monomers in the presence of a free radical-forming initiator system and optionally customary protective colloids and/or emulsifiers and optional known additives in a reactor whose surfaces contact the reaction components, the improvement comprising providing the reactor surfaces with a coating that at least suppresses polymer deposit formation without effecting the color and quality of the polymer.Type: GrantFiled: February 12, 1985Date of Patent: April 28, 1987Assignee: Wacker-Chemie GmbHInventors: Willi Kleine, Werner Frey, Albrecht Daweritz
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Patent number: 4658009Abstract: Disclosed is a 2-substituted-4,6-diamino-s-triazine/isocyanuric acid adduct represented by the following formula: ##STR1## wherein R stands for an alkyl group having 2 to 20 carbon atoms, an unsubstituted or cyano group-substituted aryl group, or a group of the formula R.sup.1 --CH.sub.2 CH.sub.2 -- in which R.sup.1 stands for an alkoxy group having up to 20 carbon atoms, an acyloxy group, an amino group, an N-substituted amino group, a benzotriazolyl group or a 2-alkylimidazolyl-(4)-dithiocarbonyl group, or by the following formula: ##STR2## wherein R.sup.2 stands for an alkylene group which may have an intervening imino or phenylene group.When this adduct is used for curing a polyepoxy resin, a cured product having good heat resistance, insulating property and adhesion and an excellent migration-preventing effect is formed.Type: GrantFiled: March 13, 1986Date of Patent: April 14, 1987Assignee: Shikoku Chemicals CorporationInventors: Kazuo Kamagata, Toshiaki Yamada, Natsuo Sawa
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Patent number: 4656207Abstract: Disclosed is a stiff, tough thermoset composite, the composite comprising a crosslinked epoxy resin matrix and high strength filaments. The resin matrix comprises a glassy discontinuous phase dispersed in a glassy continuous phase that continues throughout the resin matrix. Volume fractions of the discontinuous phase are at least about 35% of the total volume of the continuous and discontinuous phases combined in exceptionally tough composites.Also disclosed are novel resin compositions suitable for making these thermosets.Type: GrantFiled: February 19, 1985Date of Patent: April 7, 1987Assignee: Hercules IncorporatedInventors: Harold Jabloner, Brian J. Swetlin, Sung G. Chu
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Patent number: 4656208Abstract: Described are novel thermosetting epoxy resin compositions suitable for making cured resins, prepregs and stiff, tough thermoset composites. The thermosetting compositions comprise a polyepoxide component, an amine hardener and a specified amount of certain aromatic oligomers containing functional groups which are reactive with the polyepoxide and/or hardener under curing conditions for the composition. The cured resins have a multiphase morphology which comprises at least one glassy continuous phase and at least one glassy discontinuous phase and have a fracture toughness, K.sub.IC, of at least 1.0 MPam.sup.1/2.Type: GrantFiled: April 17, 1985Date of Patent: April 7, 1987Assignee: Hercules IncorporatedInventors: Sung G. Chu, Harold Jabloner, Brian J. Swetlin
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Patent number: 4649187Abstract: Imide functional polyphenols are prepared by reacting an excess of a phenol with an unsaturated diimide which is prepared by reacting an unsaturated polycycloaliphatic dicarboxylic acid anhydride with a diamine.These materials are useful in the preparation of castings, coatings, laminates and the like.Type: GrantFiled: September 9, 1985Date of Patent: March 10, 1987Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Mary N. White
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Patent number: 4626562Abstract: An epoxy resin composition is provided consisting essentially of(a) an epoxy compound having at least two epoxy groups in each of its molecules,(b) an ester of a mercaptoalkylcarboxylic acid having on an average more than two thiol groups in each of its molecules and in which the number of carbon atoms of the alkylene groups between the ester groups and the thiol groups is in excess of one on an average, and(c) a tertiary amine-type curing accelerator.This resin composition is used for new construction or repairs either as such or in the form of a construction material obtained by mixing this composition with aggregates and optionally with additives.Type: GrantFiled: June 7, 1985Date of Patent: December 2, 1986Assignees: Dainippon Ink & Chemicals, Inc., Taisei Road Construction Co., Ltd.Inventors: Masatoshi Motomura, Niichi Toyama, Noboru Okoshi, Yoshitami Araki, Kenichiro Nomura, Takehisa Kozai
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Patent number: 4618526Abstract: Curable compositions are disclosed which comprise a multiglycidyl ether such as the triglycidylether of tris(hydroxyphenyl)methane and an amine substituted sulfonic acid amide such as sulfanilamide. These compositions can be cured by heating in the presence or absence of an accelerator such as 2-methyl imidazole. These compositions are particularly useful in the preparation of electrical laminates.Type: GrantFiled: July 22, 1985Date of Patent: October 21, 1986Assignee: The Dow Chemical CompanyInventors: Jody R. Berman, Dennis L. Steele, Michael P. Kubisiak
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Patent number: 4612156Abstract: Resinous materials are produced in the substantial absence of a solvent by feeding to an extruder operated at a temperature sufficient to cause a reaction between the reactants (A) at least one material having an average of more than one vicinal epoxy group per molecule, (B) at least one material having an average of more than one group reactive with component (A) such as hydroxyl, thiol, carboxyl, isocyanate, thioisocyanate or secondary amine groups or a combination of such groups per molecule or a material having only one primary amine group per molecule, (C) at least one catalyst for promoting a reaction between components (A) and (B) if a catalyst is required to effect the reaction between components (A) and (B), and (D) optionally one or more chain terminators and thereafter recovering a resinous material resulting from the reaction between components (A) and (B) from said extruder.This process is useful in preparing advanced epoxy resins and phenoxy thermoplastic resins.Type: GrantFiled: November 19, 1985Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventors: Ben W. Heinemeyer, Sammy D. Tatum
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Patent number: 4609446Abstract: The disclosed invention involves water-dispersible binding agents for cationic electrodeposition coatings and a method for making them, the binding agents are the reaction product of (A) epoxy resins having a molecular weight greater than about 350; (B) polyfunctional, alcohols, carboxylic acids and/or SH-compounds having a molecular weight between about 500-5000 and (C) aminoalcohols with at least one protected primary or tertiary nitrogen atom.Type: GrantFiled: January 6, 1984Date of Patent: September 2, 1986Inventors: Michael Geist, Gunther Ott, Georg Schon
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Patent number: 4608404Abstract: Described herein are compositions which contain a specific group of oligomeric diamine hardeners and epoxy compounds which when combined with structural fibers produce composites which have improved tensile properties, high compressive strengths, and improved impact resistance. These compositions also exhibit low moisture absorption.Type: GrantFiled: May 2, 1985Date of Patent: August 26, 1986Assignee: Union Carbide CorporationInventors: Hugh C. Gardner, George L. Brode, Robert J. Cotter
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Patent number: 4594291Abstract: Relatively high molecular weight epoxy resins cured with conventional curing agents are disclosed wherein the relatively high molecular weight epoxy resin is prepared in the presence of the curing agents. The resultant cured epoxy resin has an improvement in Tg or toughness and the mixture prior to reaction and curing is much easier to apply as a coating or in the preparation of castings, laminates and the like as compared to applications of mixtures of relatively high molecular weight epoxy resins and the curing agents.Type: GrantFiled: March 25, 1985Date of Patent: June 10, 1986Assignee: The Dow Chemical CompanyInventors: James L. Bertram, Louis L. Walker, Jody R. Berman, James A. Clarke
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Patent number: 4579885Abstract: Described herein is a composition comprising a select group of substituted diamine hardeners and an expoxy resin containing two or more 1,2-epoxide groups per molecule. These compositions exhibit reduced moisture absorption, and controlled reactivity which comprises the processing characteristics of the composition.Type: GrantFiled: September 22, 1983Date of Patent: April 1, 1986Assignee: Union Carbide CorporationInventors: Linda A. Domeier, Hugh C. Gardner, George T. Kwiatkowski
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Patent number: 4579586Abstract: Dimercaptodihydroxy alkanes are used as a curing agent for epoxide resins and as ore flotation agents.Type: GrantFiled: June 13, 1984Date of Patent: April 1, 1986Assignee: Phillips Petroleum CompanyInventors: Roy A. Gray, Gary D. Macdonell