Non-1,2-epoxy Or Nonphenolic Reactant Contains A Heterocyclic Ring Patents (Class 528/116)
Five-membered heterocyclic ring contains at least one nitrogen atom as a ring member (Class 528/117)
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Patent number: 4746725Abstract: Resinous compositions are prepared by the reaction of a composition comprising cyclic polycarbonate oligomers with at least one polyepoxide compound, in the presence of a polycarbonate formation catalyst. The cyclic polycarbonate oligomer composition is preferably a mixture of oligomers of varying degrees of polymerization, and the polyepoxy compound is preferably triglycidyl isocyanurate or a bis-epoxy-terminated bisphenol A-epichlorohydrin concentrate. There may also be present a polycarbonate crosslinking agent. The product of the reaction is a crosslinked polycarbonate network. The method is particularly useful in reactive processing operations such as reaction injection molding.Type: GrantFiled: February 25, 1987Date of Patent: May 24, 1988Assignee: General Electric CompanyInventors: Thomas L. Evans, Niles R. Rosenquist, Edgar E. Bostick
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Patent number: 4745171Abstract: A poly-.epsilon.-caprolactone resin having an enhanced stability to hydrolysis is obtained by ring-opening polymerization of .epsilon.-caprolactone with 0.01 to 5.0% by weight, based on the .epsilon.Type: GrantFiled: April 6, 1987Date of Patent: May 17, 1988Assignee: Daicel Chemical Industries, Ltd.Inventors: Takashi Sato, Kisaku Otani
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Patent number: 4738899Abstract: A process for preparing an adhesive, transparent, corrosion and abrasion resistant polymeric coating on a substrate, such as a glass, plastic or metal such as aluminum or steel. The substrate is coated with a mixture of up to about 15% by weight of an expanding polycyclic monomer such as a spiroorthocarbonate or spiroorthoester, a diepoxy oligomer such as a diglycidyl ether, and a lactone in a concentration of from about 1:2.5 to 1:4.5 by weight of the oligomer. To this mixture is added a catalytic quantity of a boron trihalide-amine complex and a catalytic quantity of an aromatic photocatalyst which releases a carbonium ion upon ultraviolet irradiation. The coated substrate is exposed to broad wavelength UV light for from about 2 to 20 seconds to initiate polymerization. Polymerization of the coating is completed by heating the coated substrate at a temperature of from about 50.degree. to 120.degree. C.Type: GrantFiled: July 8, 1986Date of Patent: April 19, 1988Inventors: Claire Bluestein, Murray S. Cohen
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Patent number: 4565852Abstract: A crosslinkable composition of matter is provided, which comprises first and second chain extended diepoxide resins, one or both of which are prepared using an excess of diepoxide reactant and modified by reaction with hydroxy functional secondary amine. The first resin, diene functional aminoepoxy resin, and the second resin, blocked dieneophile functional aminoepoxy resin, are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene. The blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional blocked dieneophile chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional blocked dieneophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resins.Type: GrantFiled: December 27, 1983Date of Patent: January 21, 1986Assignee: Ford Motor CompanyInventor: Saiyed B. A. Qaderi
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Patent number: 4559393Abstract: A self-crosslinkable resin and composition of matter comprising same is provided, which resin comprises certain diene functional blocked dieneophile functional aminoepoxy resin, which resin is self-crosslinkable at elevated cure temperature. The diene functional blocked dieneophile functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant, mono-secondary amine functional blocked dieneophile and, optionally, monofunctional end-capping reactant such as mono-secondary amine functional diene and mono-secondary amine functional blocked dienophile. The composition may further comprise crosslinking agent reactive with hydroxy functionality of the resin. The crosslinkable composition of matter is useful in coating and other applications, especially solvent-based primer coating compositions and cathodic electrocoating compositions.Type: GrantFiled: December 27, 1983Date of Patent: December 17, 1985Assignee: Ford Motor CompanyInventor: Joseph W. Holubka
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Patent number: 4507460Abstract: An epoxy resin composition comprising (A) an epoxy resin, (B) an alicyclic or aromatic polycarboxylic acid anhydride, (C) 4-ketopimelic acid dilactone, and if necessary (D) a hardening accelerator can give a cured article having excellent properties such as elongation, flexibility, hardness, tensile strength, etc.Type: GrantFiled: September 19, 1983Date of Patent: March 26, 1985Assignee: Hitachi Chemical Co., Ltd.Inventors: Toru Kikuchi, Takayuki Saito, Akihiro Kobayashi, Hitoshi Goto
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Patent number: 4492789Abstract: An epoxy resin composition comprising (a) an epoxy resin, (b) a lactone obtained by decarboxylation condensation reaction of a saturated alicyclic 1,2-dicarboxylic acid anhydride, and if necessary (c) a curing agent for the epoxy resin and (d) a curing accelerator gives a cured article showing almost no or very slight curing shrinkage.Type: GrantFiled: April 1, 1983Date of Patent: January 8, 1985Assignee: Hitachi Chemical Company, Ltd.Inventors: Kazuhide Nakashima, Takayuki Saito, Takeshi Nakahara, Shigeo Tanaka
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Patent number: 4475998Abstract: A lactone-modified epoxy (meth)acrylate resin is disclosed as is a hardenable resin composition which includes the lactone-modified epoxy resin. The lactone-modified epoxy (meth)acrylate resin is obtained by addition polymerizing 3 to 95 parts by weight of a lactone to 97 to 5 parts by weight of an epoxy (meth)acrylate resin at the whole or a part of the secondary hydroxy groups thereof. The hardenable resin composition comprises (A) 5 to 95 parts by weight of the above referred to lactone-modified epoxy (meth)acrylate resin, (B) 95 to 5 parts by weight of a vinyl compound having an ethylenically unsaturated bond, and (C) 0 to 10 parts by weight of a photosensitizer.Type: GrantFiled: September 22, 1983Date of Patent: October 9, 1984Assignee: Daicel Chemical Industries, Ltd.Inventors: Kiyoshi Okitsu, Takaaki Murai
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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: 4427802Abstract: A curable composition, and composites comprising (A) an epoxy resin and (B) a heterocyclic compound prepared by reacting at least one aromatic or aliphatic polyamine compound having at least two amine groups, which are separated by no more than one carbon atom, with at least one carbonyl-containing compound selected from the group consisting of aldehydes and ketones.Type: GrantFiled: July 27, 1981Date of Patent: January 24, 1984Assignee: Hexcel CorporationInventors: Richard J. Moulton, John D. Neuner
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Patent number: 4400490Abstract: Nylon compositions are prepared by anionic polymerization of at least 75% of a lactam with up to about 25% of an epoxy component in the presence of a basic catalyst and a promoter that can be used in lactam polymerization wherein, in a preferred embodiment, the epoxy component is a modified epoxy resin containing physical property enhancing constituents. The nylon compositions are prepared by mixing a fraction of a lactam with the epoxy component and the promotor to form liquid mixture A, mixing remaining lactam with the catalyst to form liquid mixture B, mixing liquid mixtures A and B in the ratio ranging from 1/1 to 4/1 to form liquid mixture C, injecting liquid mixture C into a mold maintained at a temperature of about 100.degree. to 200.degree. C. wherein a chemical reaction takes place whereby the liquid is converted to a solidified mass in less than about 2 minutes, and removing the nylon composition in the form of a molded object.Type: GrantFiled: January 18, 1982Date of Patent: August 23, 1983Assignee: The B.F. Goodrich CompanyInventor: Wei-Yeih W. Yang
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Patent number: 4393188Abstract: A process for preparing a thermosetting maleimide type prepolymer which comprises reacting (A) a polyfunctional maleimide compound, (B) a bis-maleimide, (C) a diamine and (D) an epoxy compound. The maleimide type prepolymer prepared according to the process of the present invention has rapid curability and excellent solubility in low boiling point solvents such as acetone, methyl ethyl ketone and methyl cellosolve, which are available at low cost. Accordingly, the prepolymer is advantageously used especially for the production of laminated boards having good heat resisting properties, low moisture absorption and good adhesion to various substrates such as a copper foil.Type: GrantFiled: February 12, 1981Date of Patent: July 12, 1983Assignee: Hitachi Chemical Company, Ltd.Inventors: Akio Takahashi, Motoyo Wajima, Ritsuro Tada, Hirosada Morishita, Yutaka Mizuno, Shunya Yokozawa, Kenji Tsukanishi
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Patent number: 4384084Abstract: Hardenable mixtures which contain a polyepoxide compound with, on average, more than one epoxide group in the molecule, and a hardener of the formula I ##STR1## The symbol n is an integer from 3 to 5. The methylene carbon atoms can be substituted by one or two methyl or ethyl groups.The hardenable mixtures can be used, for example, in the fields of the protection of surfaces or of adhesives technology.Type: GrantFiled: February 10, 1982Date of Patent: May 17, 1983Assignee: Ciba-Geigy CorporationInventors: Friedrich Lohse, Dieter Trachsler, Roland Moser
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Patent number: 4368317Abstract: A mixture for the preparation of novel cross-linked nitrogen-containing polyadducts, which contains(a) a N-cyanolactam of the formula I or II ##STR1## and (b) a monomeric or oligomeric organic compound having not less than 2 C atoms and not less than 2 hydroxyl groups.The mixture, with or without addition of a monohydroxy compound, can be used as a casting resin or adhesive, or for the production of foams or coatings.The symbols in the formula are all as defined in claim 1.Type: GrantFiled: May 11, 1981Date of Patent: January 11, 1983Assignee: Ciba-Geigy CorporationInventors: Friedrich Lohse, Dieter Trachsler
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Patent number: 4332928Abstract: Polyaminopolyamide compounds are provided which comprise the reaction product of at least one carboxylic acid anhydride selected from mono-, di-, and poly-anhydrides with at least one polyamine of the formula:H.sub.2 N--R--(NH.sub.2).sub.xin an amount of at least about 2 moles per mole of carboxylic acid anhydride group wherein R is selected from an aromatic group containing from about 13 to about 34 carbon atoms; a cycloalkyl group containing from about 13 to about 34 carbon atoms; and an alkyl group containing from about 9 to about 25 carbon atoms, which may further contain at least one heteroatom selected from oxygen, nitrogen, and sulfur; and x is an integer of from about 2 to about 9, preferably from about 2 to about 5.Type: GrantFiled: March 3, 1981Date of Patent: June 1, 1982Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Calvin D. Welch
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Patent number: 4308085Abstract: High molecular linear, thermoplastic, epoxide-amine-adducts containing the structural segment ##STR1## are prepared by a solvent-free reaction of equivalent amounts at 20 to 200.degree. C. of N,N'-bis(aralkyl) diamines (for example, N,N'-dibenzyl-ethylenediamine, N,N'-dibenzyl-p-xylylenediamine, N,N'-dibenzyl-4,4'-diamino-diphenylmethane, N,N'-dibenzyl-3,6-dioxa-octanediamine-1,8) with diepoxides (for example, 2,2-bis(4-glycidyloxyphenyl)propane). The polyadducts are soluble and may be processed by thermoplastic methods. The polyaddition process may be conducted for the forming of shaped objects in a form-shaping vessel, for the production of coatings directly upon the surface to be coated and also in the presence of inserted materials and has, due to these characteristics, the nature of a casting system.Type: GrantFiled: July 28, 1980Date of Patent: December 29, 1981Assignee: Jenoptik Jena GmbHInventors: Hans-Heinrich Horhold, Dieter Klemm, Klaus Bellstedt, Ludwig Haase, Joachim Klee, Klaus Schubert, Helmut Wachs, Rolf Martin
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Patent number: 4284746Abstract: An epoxy resin composition which comprises (1) an epoxy resin having at least two epoxy groups per molecule and (2) an amine having at least one perfluoroalkyl group and at least one primary and/or secondary amino groups per molecule can be readily cured to afford a cured product, which shows excellent water resistance, oil resistance and stainproof property.Type: GrantFiled: October 12, 1979Date of Patent: August 18, 1981Assignee: Daikin Kogyo Co., Ltd.Inventor: Akira Ohmori
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Patent number: 4263162Abstract: Hardeners for polyepoxides containing more than one, 1,2-epoxide group per molecule comprising a cyanoethylated polyamide amine containing free secondary or primary or secondary and primary amino groups, said cyanoethylated poly-amide amine is a reaction product of polyadded units of(A) 1 mole of a polyamine corresponding to the formula: ##STR1## in which p=0, n=2 or 3, m=0 to 6 and X=NH.sub.2, or p=1, n=2 or 3, m=0 and X=H,(B) from 0.5 to 2.3 moles of a saturated lactam, and(C) from 0.4 to 2.8 moles of acrylonitrile, methacrylonitrile or mixtures thereof.The hardener may be additionally modified with from 0.01 to 1.8 moles of a 1,2-alkylene oxide containing from 2 to 4 carbon atoms or with from 0.001 to 0.3 moles of a carboxylic acid or with the 1,2-alkylene oxide and the carboxylic acid in the quantities indicated, based in each case on 1 mole of the polyamine.Type: GrantFiled: December 10, 1979Date of Patent: April 21, 1981Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Hermann Gruber, Wolfgang Wellner, Karl Leiritz
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Patent number: 4226968Abstract: A method of producing furan-epoxy powder-like binder comprising reacting the product of the polycondensation of epichlorohydrin with diphenylpropane (100 weight parts) with a ketone containing a furfurylidene group (33-200 weight parts) and a nitrogen-containing compound (8-100 weight parts). As examples of the ketone containing a furfurylidene group monofurfurylideneacetone, difurfurylideneacetone, difurfurylidenecyclohexanone, a mixture of monofurfurylideneacetone with difurfurylideneacetone in a ratio (weight parts from 1:1 to 1.4:1; 1,9-di-(.alpha.-furyl)nonanetetracene-1,3,6,8-one-5 or 1,5 -di-(.alpha.-furyl)-2,4-dimethylpentadiene-1, 4-one-3 may be mentioned. Triethanolamine, 3-methyl-5-furylpyrazoline, trifurylimidazoline, hexamethylenediamine, and low molecular polyamides with molecular weight of 2000-10000 or polyethylenepolyamine with molecular weight of 1000 are used as a nitrogen-containing compound. The reaction is performed at 130.degree.-200.degree. C.Type: GrantFiled: June 6, 1978Date of Patent: October 7, 1980Inventors: Gennady D. Varlamov, Ildgam A. Bekbulatov, Shavkat Madaliev, Juldash Mamatov, Alexandra V. Proshkina, Svetlana N. Ubiennykh
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Patent number: 4154872Abstract: This invention relates to a process for preparing a catalytic solution of a sulfonium salt of a complex anion, capable of yielding a Lewis Acid when irradiated by UV or high energy ionizing radiation comprising reacting a sulfonium halide with an alkali metal salt of the complex anion in a solvent mixture containing a polyol having at least two hydroxy groups and a lactone.Type: GrantFiled: May 9, 1978Date of Patent: May 15, 1979Assignee: W. R. Grace & Co.Inventors: Jung-Hsien Tsao, Arthur D. Ketley
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Patent number: 4119679Abstract: A powder coating composition which comprises a mixture of in a given proportion(A) a polyester resin which contains hydroxyl groups as functional group and contains at least 80 mol.% of an aromatic polycarboxylic acid component in the polycarboxylic acid component of said polyester resin, said polyester resin having a softening point of 50.degree.-180.degree. C,(b) a polyacyl-(N-lactam) compound or a polyacyl-(N-imide) compound having a softening point above 40.degree. and(C) a said epoxy resin.The powder coating composition has a very good storage stability, free flowability at room temperature and exhibits good melt flow characteristics when heated above 130.degree. C for baking. Coating films prepared from this powder coating composition are excellent in the mechanical resistance, corrosion resistance, solvent resistance and luster.Type: GrantFiled: October 11, 1977Date of Patent: October 10, 1978Assignee: Hitachi Chemical Company, Ltd.Inventors: Hiroshi Nishizawa, Shigeyoshi Tanaka, Minoru Fujishima
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Patent number: 4100111Abstract: The invention relates to curable mixtures which contain 1,10-substituted 1,10-diaminodecanes, as the curing agents, new 1,10-substituted 1,10-diaminodecanes and a process for the manufacture of the latter.The new 1,10-diaminodecanes are manufactured by catalytic hydrogenation of corresponding 3,12-substituted 1,2-diazo-1,5,9-cyclododecatrienes in the presence of an inert organic solvent, while raising the temperature to at least 120.degree. C.Type: GrantFiled: October 29, 1975Date of Patent: July 11, 1978Assignee: Ciba-Geigy CorporationInventors: Heinz Peter, Dieter Reinehr, Eduard Troxler
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Patent number: 4100112Abstract: Amine silicate compounds are formed by the chemical reaction of hydrated silica with an amine compound in the presence of a suitable alkali catalyst at a suitably elevated temperature, and then by reacting the resultant compounds with aldehydes, epoxys, organic dicarboxylic anhydrides, polycarboxylic acid compounds or carbon disulfide, thereby forming a resinous condensation product.Type: GrantFiled: May 19, 1977Date of Patent: July 11, 1978Inventor: David H. Blount