With A C-c(=x)-xh Or C-c(=x)-x-c(=x)-c- Reactant Wherein X Is A Chalcogen Atom, E.g., Carboxylic Acid Or Anhydride, Etc. Patents (Class 521/157)
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Patent number: 4537947Abstract: Aromatic polyimides with various functional end-groups such as --CH.dbd.CH.sub.2, --C.tbd.CH, --CN and --CHO are chain-extended (molecular weight increased) by reacting the functional groups with aromatic bis-dipoles. A representative bis-dipole is 1,4-benzene-dinitrile oxide. These polyimides can be shaped and formed prior to chain extending.The aromatic polyimides appropriate for chain-extending are formed by the reaction of aromatic dianhydrides, aromatic amines and monoamines which contain the functional groups.Type: GrantFiled: March 14, 1975Date of Patent: August 27, 1985Assignee: University of Notre Dame du LacInventor: Gaetano F. D'Alelio
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Patent number: 4524157Abstract: Adducts and improved polymer-polyols, both useful in the production of polyurethane foams and other synthetic materials are provided, as well as synthetic end products. The adducts are produced by combining polyols and compounds having carboxylic carbon atoms and/or epoxy groups.Type: GrantFiled: June 6, 1983Date of Patent: June 18, 1985Assignee: Union Carbide CorporationInventor: Paul Stamberger
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Patent number: 4469820Abstract: The oxidation promoting harmful effects of the presence of an alkaline catalyst in a polyoxyalkylene can be eliminated and the product made more resistant to oxidation especially at elevated temperatures by the incorporation therein of soluble salts of certain benzoic acid derivatives. The soluble salts can be formed by reaction with the alkali or alkaline earth metal ion derived from the alkaline catalyst utilized in the polymerization of the polyoxyalkylene.Type: GrantFiled: October 14, 1983Date of Patent: September 4, 1984Assignee: BASF Wyandotte CorporationInventors: Edward M. Dexheimer, Michael J. Anchor, Basil Thir, Stephen E. Eisenstein
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Patent number: 4464489Abstract: Spherical porous polyimide powder having an average particle diameter of 1 to 20 .mu.m which is infusible and insoluble in organic solvents is produced by polymerizing an aromatic tetracarboxylic acid dianhydride and an aromatic polyisocyanate in an organic solvent at a temperature of 100.degree. to 200.degree. C. and in the presence of a tertiary amine catalyst to form polyimide particles in the form of slurry, filtering or centrifuging said polyimide particles, and washing the resulting polyimide particles with an organic solvent.Type: GrantFiled: December 12, 1983Date of Patent: August 7, 1984Assignee: Nitto Electric Industrial Co., Ltd.Inventors: Yuzuru Noda, Toshio Nakajima
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Patent number: 4454257Abstract: Cured resins having excellent thermal and abrasion resistance and improved processability are provided by the addition polymerization of a compound having isocyanurate moieties, imide and/or amic acid moieties and ethylenically unsaturated moieties. An example of such a compound is the reaction product of an unsaturated cyclic anhydride such as maleic anhydride, an organic polyisocyanate such as a polymeric methylene phenyl polyisocyanate and water.Type: GrantFiled: April 6, 1983Date of Patent: June 12, 1984Assignee: The Dow Chemical CompanyInventors: Frederick J. Dechow, William G. Stobby
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Patent number: 4444914Abstract: A composition comprising a combustible material, especially a polyurethane, and a smoke and toxic gas (STG) suppressant system, comprising (A) an STG-suppressant with (B) a combustion rate- and/or flame temperature-reducing component, or (C) a char-stabilizer, components (B) and (C) preferably both being present.Type: GrantFiled: September 9, 1982Date of Patent: April 24, 1984Inventors: Derek A. Smith, Stephen J. Grayson, John Hume
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Patent number: 4430454Abstract: Polymeric foam compositions, useful as insulating material are obtained from the reaction of polymaleic anhydride with a hydroxyl-containing compound like ethylene glycol or its derivatives, in the presence of an organic isocyanate. Hydroxyl-containing compounds suitable for reaction with polymaleic anhydride include C.sub.2 -C.sub.10 diols, C.sub.3 -C.sub.6 trilos, C.sub.4 -C.sub.5 tetraols and their derivatives.Type: GrantFiled: May 9, 1983Date of Patent: February 7, 1984Assignee: FMC CorporationInventors: Harry M. Castrantas, Sidney Berkowitz
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Patent number: 4419461Abstract: Polyurethane foams with excellent physical properties can be obtained by using a partial salt between N,N-dimethylaminopropane-1,3-diamine (DMAPA) and a branched octanoic acid.Type: GrantFiled: October 21, 1982Date of Patent: December 6, 1983Assignee: Abbott LaboratoriesInventors: Francis W. Arbir, Daniel S. Raden, Kenneth W. Narducy, Francois M. Casati
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Patent number: 4417002Abstract: A carboxylic acid or carboxylate is reacted with an isocyanate to produce gas which is used to give a blowing action in the manufacture of a foam plastics material, especially foam polyurethane.Preferably formic acid or a formate is used.Type: GrantFiled: July 7, 1982Date of Patent: November 22, 1983Assignee: Kabel-und-Gummiwerke AGInventor: Bernhard Liessem
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Patent number: 4401770Abstract: An improved shoe insole having antibacterial and antifungal properties comprising a flexible polyurethane foam which is prepared from a reaction mixture incorporating an effective antibacterial and antifungal proportion of a pyridinethione compound.Type: GrantFiled: April 1, 1982Date of Patent: August 30, 1983Assignee: Olin CorporationInventor: James C. Hance
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Patent number: 4386195Abstract: Dyestuff preparations which are capable of flow and contain (a) at least one dyestuff which is sparingly soluble or insoluble in water, (b) at least one polyester of phthalic acid and a polyalcohol and optionally a monohydric alcohol with 1-18 C atoms and (c) optionally further auxiliaries, and their use for dyeing plastics, in particular polyurethane plastics.Type: GrantFiled: March 2, 1981Date of Patent: May 31, 1983Assignee: Bayer AktiengesellschaftInventors: Fritz Bremer, Michael Kressner, Karlheinz Wolf, Konrad Nonn, Reinhold Hornle, Georg Pape
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Patent number: 4358548Abstract: For forming synthetic cellular materials, gas is generated by the reaction of an isocyanate and a hydroperioxide. The reactants produce a novel polymeric amine oxide foam. When the reactants are introduced to a base resin, cellular foam products (densities throughout the 50 to 2 lbs/ft.sup.3 range), extended resin products of even higher densities, and non-shrink resinous solids (with microcellular distribution of gas) can be obtained. When employed in resins curable with hydroperoxide, a small fraction of the hydroperoxide interacts with a promoter and serves to cure the resin while the larger fraction reacts earlier with the isocyanate to evolve gas before the gellation state of the base resin is reached. The foaming agent can be made commercially available as a premixture of isocyanate and appropriate surfactant for the hydroperoxide reaction. By mixing with low hydroxyl and carboxyl base resin, long pot life is obtainable.Type: GrantFiled: January 14, 1980Date of Patent: November 9, 1982Assignee: Whitney & Company, Inc.Inventor: Glen W. Saidla
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Patent number: 4346181Abstract: A method of reducing the formaldehyde emissions from formaldehyde condensation polymers is disclosed. A substance having two or more amide linkages, such as a polyacrylamide polymer is incorporated in the polymer solution immediately or shortly before use, the acrylamide polymer reacting with free formaldehyde in the solution or that generated as a result of hydrolytic breakdown of the formaldehyde condensation polymer. The incorporation of polyacrylamide polymers in a urea-formaldehyde resin solution used in the production of urea-formaldehyde insulating foams is of particular benefit.Type: GrantFiled: September 8, 1981Date of Patent: August 24, 1982Assignee: Board of Regents, University of WashingtonInventor: George G. Allan
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Patent number: 4338412Abstract: The present invention is directed to intumescent compositions, which may be foamed, obtained by reacting:(1) polyisocyanates,(2) phosphorus-containing condensation products having at least one hydroxyl group and obtained by condensing (i) primary or secondary aliphatic, cycloaliphatic, aromatic, araliphatic or heterocyclic monoamines and/or polyamines, which mono- and polyamines may contain OH groups, (ii) carbonyl compounds, and (iii) dialkyl phosphites,(3) aromatic hydroxy carboxylic acids or salts thereof, and(4) optionally, water and/or additional organic compounds containing isocyanate-reactive hydrogen atoms.Type: GrantFiled: June 23, 1981Date of Patent: July 6, 1982Assignee: Bayer AktiengesellschaftInventor: Wulf von Bonin
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Patent number: 4303755Abstract: A safety fuel tank for automobiles and the vehicles, wherein substantially skeletal reticulated flexible polyurethane foam is integrally foamed, is produced by reacting a mixture of (a) poly(oxypropylene-oxyethylene)polyetherpolyol having 51-98% by weight of ethylene oxide component and (b) poly(oxypropylene-oxyethylene)polyetherpolyol having not less than 51% by weight of propylene oxide component as the polyhydroxyl compound with an organic polyisocyanate in the presence of a catalyst, a foaming agent, a surfactant and an additive in a fuel tank.Type: GrantFiled: November 16, 1979Date of Patent: December 1, 1981Assignee: Bridgestone Tire Co., Ltd.Inventors: Toshio Yukuta, Kazuo Yagura, Nobuhisa Fuchigami
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Patent number: 4288562Abstract: The reaction of isocyanates with substances containing isocyanate groups or active hydrogen groups, such as hydroxyl groups, amino groups and the like, are initiated by sulfonium zwitterions such as the ar-cyclic sulfonium areneoxides. Accordingly, partially trimerized isocyanates, polyurethanes and other useful materials can be made.Type: GrantFiled: April 28, 1980Date of Patent: September 8, 1981Assignee: The Dow Chemical Co.Inventors: Jiri Kresta, Chen S. Shen
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Patent number: 4275172Abstract: Described herein is a frothable thermosetting polyurethane-forming composition, a process for producing a curable froth from said composition, a process for applying the curable froth to a substrate and a cured cellular polyurethane produced from the curable froth.Type: GrantFiled: January 28, 1980Date of Patent: June 23, 1981Assignee: Union Carbide CorporationInventors: Bruce P. Barth, Robert N. Johnson, Walter P. Mayer
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Patent number: 4263410Abstract: A polyimide foam is provided which has improved resistance to crumbling and to high temperatures. The foam is produced by reacting polymethylene polyphenylisocyanate (PAPI) with benzophenone-3,3',4,4'-tetracarboxylic acid dianhydride (BTDA) in the presence of furfuryl alcohol and concentrated phosphoric acid (PA). The ratio of PA to PAPI, (PA/PAPI), must be approximately 20 to 26% by weight.Type: GrantFiled: February 19, 1980Date of Patent: April 21, 1981Assignee: Rockwell International CorporationInventors: Chiang-Ying M. Tung, Charles L. Hamermesh
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Patent number: 4242466Abstract: Organic ethers including polyethers having two CH.sub.2 .dbd.C(R)CH.sub.2 -- end groups per molecule wherein R is a monovalent hydrocarbon group are reacted with organohydrosiloxanes under hydrosilation reaction conditions in the presence of a platinum catalyst preferably a neutral platinum catalyst, to form very useful nonhydrolyzable siloxane block copolymers. Novel nonhydrolyzable linear block copolymers substantially free of silicon-bonded hydrogen are obtained with linear dihydropolyorganosiloxane reactants and linear ethers or polyethers. The linear block copolymers made with the linear dihydrosiloxanes and polyethers are particularly useful as surfactants and foam stabilizers for the preparation of polyurethane foams. The very low degree (if any) of isomerization of the CH.sub.2 .dbd.C(R)CH.sub.2 -- group to unreactive species during the hydrosilation reaction results in the unexpectedly high molecular weight of the copolymers of the present invention.Type: GrantFiled: January 16, 1979Date of Patent: December 30, 1980Assignee: Union Carbide CorporationInventors: Curtis L. Schilling, Jr., C. Scott Eschbach
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Patent number: 4237237Abstract: Hydrophobic polyurethane foams which have densities of from 4 to 15 g/liter and in which the number of closed cells is from 2 to 30%, and the number of open cells from 98 to 70%, based on the total number of cells, are obtained from polyisocyanates, polyhydroxy compounds, catalysts and water, with or without lipophilic compounds, the components being reacted in such amounts that the ratio of hydrogen atoms capable of undergoing a Zerewitinoff reaction to NCO groups is from 1.3 to 10:1. The foams are suitable for the absorption of oil and/or by hydrophobic solvents, which may or may not contain halogen, from water.Type: GrantFiled: April 30, 1979Date of Patent: December 2, 1980Assignee: BASF AktiengesellschaftInventors: Wolfgang Jarre, Rolf Wurmb
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Patent number: 4220729Abstract: A method of producing foams by utilizing the reactivity of isocyanate groups comprising the steps of reacting an organic polyisocyanate in the presence of a foaming agent and, optionally, at least one member selected from the group consisting of polyols, polyepoxides, polycarboxylic acids, acid anhydrides and other compounds capable of reacting with the isocyanate groups and, if necessary, a catalyst, a foam stabilizer and other additives, the improvement wherein at least one organic amine-metal complex soluble in the liquid raw material and containing a metal selected from the group consisting of copper, nickel, lead, cobalt, manganese, zinc, and chromium is added to the reaction system in an amount of 0.5 to 30 weight % based on the total weight of the raw materials used for the preparation of foams. The foams containing flame-retardant organic amine-metal complexes prepared by the aforementioned method.Type: GrantFiled: July 14, 1977Date of Patent: September 2, 1980Assignee: Mitsubishi Chemical Industries, LimitedInventors: Shinzi Uchida, Takashi Yokoyama, Shoichi Ohkubo
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Patent number: 4220728Abstract: The reaction of isocyanates with substances containing isocyanate groups or active hydrogen groups, such as hydroxyl groups, amino groups and the like, are initiated by sulfonium zwitterions such as the ar-cyclic sulfonium areneoxides. Accordingly, partially trimerized isocyanates, polyurethanes and other useful materials can be made.Type: GrantFiled: March 27, 1978Date of Patent: September 2, 1980Assignee: The Dow Chemical CompanyInventors: Jiri Kresta, Chen S. Shen
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Patent number: 4210727Abstract: Graft copolymers are prepared by the polymerization of an ethylenically unsaturated monomer, or a mixture of such monomers, in the presence of a peroxy di-ester polyol. Presence of the peroxy group in the polyol reactant itself serves as a free radical initiator site for the graft copolymerization reaction. The copolymers formed are utilized in the formulation of polyurethane compositions.Type: GrantFiled: February 15, 1979Date of Patent: July 1, 1980Assignee: Olin CorporationInventors: Frank J. Preston, Theodore C. Kraus, Kiran B. Chandalia
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Patent number: 4197374Abstract: Stable, liquid polyisocyanate compositions are prepared by reacting a polyisocyanate or a mixture of polyisocyanates and halogen-containing carboxylic acids. The polyisocyanates hereof are used to prepare polyurethanes, polyisocyanurates, poly(isocyanurate-urethane) and the like. These isocyanates can be used in foam formation, films, fibers, coating solutions, elastomers and the like.Type: GrantFiled: September 18, 1978Date of Patent: April 8, 1980Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, Harald P. Wulff
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Patent number: 4177333Abstract: Polyimide foam products having greatly improved burn-through and flame-spread resistance are prepared by the reaction of aromatic polyisocyanates with aromatic dianhydrides in the presence of metallic salts of octoic acid. The salts, for example stannous octoate, ferric octoate and aluminum octoate, favor the formation of imide linkages at the expense of other possible reactions.Type: GrantFiled: February 24, 1978Date of Patent: December 4, 1979Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Salvatore R. Riccitiello, Paul M. Sawko, Carlos A. Estrella
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Patent number: 4123605Abstract: A novel chemical compound is disclosed, namely meta-isocyanatobenzylisocyanate (MIBI). MIBI can be used to form useful polyurethane materials, particularly polyurethane coating materials.Type: GrantFiled: July 11, 1977Date of Patent: October 31, 1978Assignee: Chevron Research CompanyInventor: Robert Bacskai
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Patent number: 4111864Abstract: A process for producing sulfur foam containing at least 50 weight percent sulfur, which comprises: (a) reacting molten sulfur with an organic protonic acid which is reactive with molten sulfur so as to incorporate the organic acid with sulfur to form a sulfur-organic acid adduct containing protonic acid groups; (b) mixing an organic surfactant agent with the adduct to obtain a mixture of adduct and surfactant agent; and then (c) reacting the mixture with a polyisocyanate to obtain sulfur foam.Type: GrantFiled: July 26, 1976Date of Patent: September 5, 1978Assignee: Chevron Research CompanyInventor: Gar Lok Woo
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Patent number: 4110274Abstract: Cellular resin bodies having apparent density less than about 30 pounds per cubic foot, where the resin has highly crosslinked three-dimensional ethylenic polymer structure having amic acid groups and/or cyclic imide linkages, are made by reaction of polyisocyanates with certain polymerizable ethylenically unsatured dicarboxylic acid cyclic anhydrides illustrated by maleic anhydride, and water. Mixture of the reactants and heating cause chemical interaction, evolution of carbon dioxide, ethylenic polymerization of intermediate reaction product, crosslinking, foaming and hardening of the resin. Cell formation is caused by carbon dioxide and water vapor in the resin reaction product. Resin foam products are infusible and insoluble in usual solvents and resist ignition and burning in air.Type: GrantFiled: October 17, 1977Date of Patent: August 29, 1978Assignee: The Dow Chemical CompanyInventors: John M. Corbett, Frederick J. Dechow
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Patent number: 4108810Abstract: Storage-stable solid intermediate products, capable of being foamed and polymerized to cellular highly crosslinked three dimensional ethylenic polymer resin products having amic acid groups and/or cyclic imide linkages, are obtained by inter-reacting, at temperature above the melting point but below about 100.degree. C, a polyisocyanate illustrated by tolylene diisocyanate, a dicarboxylic acid illustrated by maleic or malonic acid, and an unsaturated dicarboxylic acid anhydride illustrated by maleic anhydride, subsequently adding catalyst, surfactant and water while allowing CO.sub.2 to evolve, finally allowing the reaction mixture to solidify. The stable solid, e.g. in the form of granules or powder, can subsequently be shaped, foamed and polymerized by heating to 150.degree.-300.degree. C to provide infusible, insoluble, flame-resistant, rigid cellular resin products having low apparent density.Type: GrantFiled: October 17, 1977Date of Patent: August 22, 1978Assignee: The Dow Chemical CompanyInventor: Ann Marie Baker
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Patent number: 4105616Abstract: New solvents have been found for certain poly(parabanic acids) and poly(iminoimidazolidinediones). Epihalohydrins and glycidyl acrylate have been found to be solvents. Cellular films are produced by immersing films of the polymer solutions in aprotic anti-solvents such as aliphatic ketones, esters, hydrocarbons, halogenated hydrocarbons and ethers.Type: GrantFiled: October 26, 1977Date of Patent: August 8, 1978Assignee: Exxon Research & Engineering Co.Inventor: Tad L. Patton