Material Contains At Least One Group Ia Or Group Iia Metal Atom Patents (Class 528/57)
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Patent number: 5962142Abstract: A small amount of a non-yellowing surface-forming polyurethane material containing a polyether polyol, a hexamethylene diisocyanate trimer, a coloring agent and an organic bismuth catalyst is initially injected into a mold cavity under reduced pressure to form e.g. the surface portion of a polyurethane covering for a steering wheel. An inner-forming polyurethane material is subsequently injected into the cavity under reduced pressure to form an inner portion of the covering.Type: GrantFiled: March 25, 1997Date of Patent: October 5, 1999Assignee: Toyoda Gosei Co., Ltd.Inventors: Katsumi Tachi, Toshihiko Asaya, Satoru Ono, Hisashi Mizuno
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Patent number: 5955609Abstract: This invention relates to a novel trimerization catalyst system, and to a process for trimerizing organic polyisocyanates in the presence of thermally active catalyst systems. These catalyst systems comprise (A) compounds selected from the group consisting of (i) lithium salts of aliphatic or aromatic carboxylic acids, (ii) lithium salts of hydroxyl group containing compounds wherein the hydroxyl groups are directed attached to an aromatic ring, and (iii) lithium hydroxide; (B) an allophanate catalyst; and (C) an organic compound which contains at least one hydroxyl group.Type: GrantFiled: December 31, 1997Date of Patent: September 21, 1999Assignee: Bayer CorporationInventors: William E. Slack, Hersel T. Kemp, II
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Patent number: 5919564Abstract: Disclosed is a polyurethaneurea elastic fiber composed of a polyurethaneurea obtained by a reaction of a polymer diol, organic diisocyanate, bifunctional amine mainly consisting of 75% or more of ethylenediamine and a monoamine; and incorporated therein a specific alkylsulfonate or sulfate having a specific hydrocarbon groups containing carbon atoms ranging from 6 to 20. The polyurethaneurea elastic fiber can exhibit a high breaking strength and high elongation at break, and therefore, can produce a fine denier polyurethaneurea elastic fiber. The fiber can provide a converting processing of elastic fiber under a high draft and at a higher processing speed.Type: GrantFiled: January 21, 1998Date of Patent: July 6, 1999Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Takeshi Sugaya, Kazuhiko Naka
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Patent number: 5905151Abstract: This invention relates to a process for trimerizing organic polyisocyanates in the presence of thermally active catalyst systems. The catalyst systems comprise (a) compounds selected from the group consisting of 1) lithium salts of aliphatic or aromatic carboxylic acids, 2) lithium salts of hydroxyl group containing compounds wherein the hydroxyl groups are directed attached to an aromatic ring, and 3) lithium hydroxide; used in conjunction with (b) an organic compound which contains at least one hydroxyl group.Type: GrantFiled: February 18, 1993Date of Patent: May 18, 1999Assignee: Bayer CorporationInventors: William E. Slack, Hersel T. Kemp, II
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Patent number: 5807924Abstract: This invention relates to two-component, solvent-thinnable coating media based on a polyisocyanate component and a component which reacts with isocyanate. The coating media contain one or more hydroxy-functional copolymers, one or more secondary polyamines containing ester groups, one or more aliphatic and/or cycloaliphatic polyisocyanates containing allophanate groups, extenders and/or pigments and optionally one or more organic solvents and customary lacquer additives. 60 to 75% by weight of aluminium hydroxide and calcium magnesium carbonate are contained in total, with respect to the total amount of extenders and/or pigments.Type: GrantFiled: November 4, 1996Date of Patent: September 15, 1998Assignee: Herberts GmbHInventors: Heinz Dietholf Becker, Gerhard Bremer, Werner Stephan
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Patent number: 5760098Abstract: A process is described for producing polyurethane moldings by the reaction of compounds of molecular weight 400 to 10,000 which contain at least 2 hydrogen atoms capable of reacting with isocyanates, and optionally chain extenders of molecular weight 32 to 399, with polyisocyanates, optionally in the presence of foaming agents, auxiliary materials and additives, in which defined carbamates are used as activators. The polyurethanes obtained by this process are particularly low in emissions, i.e. are stable in relation to diffusion and exhibit low fogging, and are thus particularly suitable for the production of composite bodies comprising a polyurethane core and at least one further plastic material as an outer layer. Also described is the use of these moldings and composite bodies which are stable in relation to diffusion and which cause low fogging, e.g. as dashboards or door trims in the construction of vehicles, furniture, machines or apparatus.Type: GrantFiled: July 31, 1996Date of Patent: June 2, 1998Assignee: Bayer AktiengesellschaftInventors: Peter Haas, Ulrich Liman
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Patent number: 5733945Abstract: Nickel acetyl acetonate catalysts used in the manufacture of polyurethanes and particularly polyurathane foam, is replaced with a more environmentally friendly organo-metallic catalyst, specifically other metal acetyl acetonates such as iron or copper. In accordance with an important feature of this invention, in addition to the metal acetyl acetonate, the catalyst system also includes acetyl acetone. The acetyl acetone acts as a delay mechanism to delay the catalytic action of the metal acetyl acetonate which is normally highly catalytic at relatively low temperatures. It will be appreciated that high catalytic activity at relatively low temperature will lead to deleterious premature cure. By adding acetyl acetone into the catalyst system, the acetyl acetone acts to delay and/or slow the catalytic action of the metal acetyl acetonate until the polyurethane is heated at which point the acetyl acetone is driven off and the metal acetyl acetonate then provides a relatively fast cure at the elevated temperature.Type: GrantFiled: December 4, 1995Date of Patent: March 31, 1998Assignee: Rogers CorporationInventor: Scott S. Simpson
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Patent number: 5714565Abstract: The present invention is directed to a heat resistant product prepared by reacting a) a mixture of i) an organic polyisocyanate, ii) an epoxide group containing compound, and iii), optionally, an organic compound containing an active methylene group and containing at least one electron withdrawing group adjacent to the methylene carbon, and b) at least one polyol which is free of any tertiary amine groups, with the reaction being conducted at an NCO:OH equivalent ratio of from 2:1 to 5:1. The reaction is conducted in the presence of a tertiary amine-free isocyanurate catalyst selected from the group consisting of oxides, alkoxides, hydroxides and carboxylates of alkali metals, alkaline earth metals, transition metals and quaternary ammonium.Type: GrantFiled: December 28, 1995Date of Patent: February 3, 1998Assignee: Bayer CorporationInventors: Neil H. Nodelman, David D. Steppan
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Patent number: 5641816Abstract: A process for the production of polyol compounds by condensation of glycerol in the presence of lithium compounds and, optionally, subsequent transesterification of the oligoglycerol mixtures obtained with fatty acid glyceride esters and to their use for the production of polymers.Type: GrantFiled: June 6, 1995Date of Patent: June 24, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Johann Klein, Peter Daute, Udo Hees, Bernd Beuer
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Patent number: 5629402Abstract: This invention relates to coating compositions containing (A) a polyurethane system containing either a polyurethane containing ionic groups and polyethylene oxide units or a precursor thereof prepared from a blocked isocyanate prepolymer and a cross-linking agent and, optionally, (B) organic solvents. This invention further relates to the use of such coating compositions to prepare coatings that are permeable to water vapor.Type: GrantFiled: March 31, 1994Date of Patent: May 13, 1997Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Detlef-Ingo Schutze, Wilhelm Thoma, Klaus Nachtkamp
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Patent number: 5558941Abstract: A blend of isocyanate-terminated polyurethane prepolymers is provided. The blend consists essentially of a first crystalline prepolymer based upon polyhexamethylene adipate and a second prepolymer based upon polytetramethylene ether glycol.Type: GrantFiled: June 2, 1995Date of Patent: September 24, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Charles W. Stobbie, IV, John C. Tangen, Lani S. Kangas
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Patent number: 5556934Abstract: A polyisocyanurate composition suitable for use as a paintbrush potting compound which does not foam at bristle interfaces, rapidly penetrates bristle bundles and cures rapidly to a highly solvent resistant embedment with good adhesion to both bristle and ferrule materials, comprises:a polyisocyanate containing at least 18% by weight NCO content;a polyol;the polyisocyanate and polyol components being present in respective amounts so as to provide a NCO/OH ratio of between 2 and 4; and,an amount of catalyst effective to catalyze cure of the composition predominantly by formation of isocyanurate linkages without substantial gassing.Type: GrantFiled: September 19, 1994Date of Patent: September 17, 1996Assignee: H. B. Fuller Licensing & Financing Inc.Inventors: James A. E. Hagquist, Kevin J. Reid, Albert Giorgini, Nathanael Hill
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Patent number: 5455294Abstract: The present invention concerns a new, unconventional, mold-binding, water solidified polyurethane cast to be used in orthopedic departments for the correction of deformities, fixation of fractured limbs and joints, and mollification of affected parts, as well as the method of its preparation. The chief constituent, a polyurethane prepolymer, contains a stabilizer that can prolong appreciably the storage period of the cast material, maleic anhydride, and a mixed catalyst for control of hardening time, bis(2-morpholinoethoxy)ethane and anhydrous potassium carbonate.Type: GrantFiled: August 13, 1993Date of Patent: October 3, 1995Assignees: Wang Jian Zhang, Li Hai ShengInventor: Li H. Sheng
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Patent number: 5326833Abstract: Reactive compositions liquid at a temperature lower than 70.degree. C., comprising: A) at least one organic polyisocyanate; B) a mono- or poly-epoxide, or a mixture of different mono- and/or poly-epoxides: C) a catalyst, liquid at a temperature lower than 70.degree. C., consisting of a solution of at least one alkali metal halide in a polyoxyalkylenic compound or in a mixture of different polyoxyalkylenic compounds, said polyoxyalkylenic compound containing at least one hydroxyl group of alcoholic type. These reactive compositions are able to gel and solidify rapidly at temperatures between 0.degree. and 70.degree. C., to form a glassy polymer of high softening point.Type: GrantFiled: November 25, 1992Date of Patent: July 5, 1994Assignee: ENICHEM S.p.A.Inventors: Fabrizio Parodi, Carla Zannoni
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Patent number: 5322861Abstract: Disclosed is an urethane acrylate oligomer to be obtained by reacting an isocyanate group-having urethane prepolymer and hydroxyl group-having acrylate and/or methacrylate, in which the urethane prepolymer is one having isocyanurate rings and the hydroxyl group-having acrylate and/or methacrylate comprises 4-hydroxybutyl acrylate and/or 4-hydroxybutyl methacrylate. The oligomer has a much lower viscosity of itself and a much higher ultraviolet-hardening speed, than the conventional urethane acrylate oligomers, and may be hardened to give a film having excellent physical properties of flexibility, heat resistance, weather resistance of hot-cold repetition cycles and scratch resistance.Type: GrantFiled: September 30, 1992Date of Patent: June 21, 1994Assignee: Mitsubishi Kasei CorporationInventors: Yukio Tsuge, Haruo Iizuka
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Patent number: 5321101Abstract: The present invention relates to a thermosetting resin having high thermal resistance, high strength, flame resistance, and good processability which can be obtained by reacting polycarbodiimide substantially produced from one or more kinds of organic polyisocyanate with crosslinking agents having two or more active hydrogen groups in their molecules, one or more kinds of compounds having epoxy groups in their molecules or compounds capable of accelerating the trimerization reaction of carbodiimide, and production methods thereof.Type: GrantFiled: August 30, 1991Date of Patent: June 14, 1994Assignee: Nisshinbo Industries, Inc.Inventors: Toshio Suzuki, Teruhiko Ohnuma, Osamu Suzuki, Satoshi Amano, Yasuo Imashiro
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Patent number: 5310782Abstract: A method for manufacturing a biodegradable high molecular weight aliphatic polyester. This method comprises the steps of: [A] synthesizing an aliphatic polyester having a number average molecular weight of at least 5,000 and/or a weight average molecular weight of at least 30,000 by reacting aliphatic or alicyclic glycol with aliphatic dicarboxylic acid or its anhydride, applying a 0.001-0.5 part by weight of organic or inorganic metallic compound as a catalyst with respect to 100 parts by weight of aliphatic polyester to be produced; [B] adding a 0.01-3 parts by weight of organic or inorganic phosphorus compound with respect to 100 parts by weight of aliphatic polyester upon completion of the reaction; and [C] reacting a 0.1-5 parts by weight of polyvalent isocyanate compound with 100 parts by weight of the aliphatic polyester so that the polyester has a number average molecular weight of at least 10,000 and/or a weight average molecular weight of at least 50,000.Type: GrantFiled: June 1, 1993Date of Patent: May 10, 1994Assignee: Showa Highpolymer Co., Ltd.Inventors: Eiichiro Takiyama, Takashi Fujimaki, Shigekatu Seki, Takao Hokari, Yoshitaka Hatano
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Patent number: 5284928Abstract: The present invention relates to polyureas which contain anionic N-cyanaminocarbonyl urea groups corresponding to formula (I) ##STR1## incorporated in the polymer chain and, optionally, terminal anionic cyanourea groups corresponding to formula (II) ##STR2## wherein the ratio of incorporated groups (I) to terminal groups (II) is more than 1:1, preferably more than 2:1.The present invention also relates to a process for the preparation of these polyureas.Type: GrantFiled: October 5, 1992Date of Patent: February 8, 1994Assignee: Bayer AktiengesellschaftInventors: MuThomas, Tillmann Hassel
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Patent number: 5283364Abstract: Polyamines containing primary amino groups are made by hydrolyzing an isocyanate with water in the presence of a solvent which is a carboxylic acid amide. The solvent must be used in a quantity of at least 10% by weight solvent based on 100% by weight of isocyanate. The weight ratio of solvent to water must be from 3 to 200. A homogeneous phase is maintained during the hydrolysis which is carried out at temperatures of from 20.degree. to 210.degree. C. A not incorporable basic and/or metal catalyst particularly alkali metal hydroxides may be employed. The polyamines produced by this process are particularly useful for the production of polyurethanes.Type: GrantFiled: January 15, 1993Date of Patent: February 1, 1994Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Klaus Konig, Hans-Joachim Meiners, Gerhard Grogler
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Patent number: 5266671Abstract: A spray polyurea elastomer which exhibits improved resistance to abrasion is disclosed. The elastomer includes an isocyanate, an amine terminated polyoxyalkylene polyol, a chain extender and a chemically sized filler material. The isocyanate is preferably a quasi-prepolymer of an isoyanate and a material selected from at least one polyol, a high molecular weight polyoxyalkyleneamine or a combination thereof. A method for making a spray polyurea elastomer which is substantially resistant to abrasion is also disclosed.Type: GrantFiled: September 25, 1989Date of Patent: November 30, 1993Assignee: Texaco Chemical Co.Inventor: Dudley J. Primeaux, II
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Patent number: 5231159Abstract: A molded elastomer having high and low temperature resistance in dynamic applications. The elastomer includes the reaction product of an amine or hydroxy terminated polyol having an unsaturated level of less than about 0.06 milliequivalents per gram polyol, an hydroxyl or amine terminated chain extender, and a polyisocyanate-containing prepolymer capable of rapid reaction times with said chain extender when admixed together in a mold.Type: GrantFiled: December 16, 1991Date of Patent: July 27, 1993Assignee: The Gates Rubber CompanyInventors: Philip M. Patterson, Richard L. Watkins
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Patent number: 5223598Abstract: A plural liquid pack type resin composition useful for producing a shaped resin article having an enhanced heat resistance, mechanical strength and machinability, comprises a first resinous individual component (A) comprising a polyisocyanate compound and a second resinous individual component (B) comprising a mixture of a polyol compound with a polyepoxy compound and a curing agent, or an individual sub-component (i) comprising a mixture of a polyol compound and a polyepoxy compounds and another individual sub-component (ii) comprising a mixture of the polyol compound with a curing agent, in which composition the polyol compound is contained in an amount of 10 to 40 equivalents of the hydroxyl group, the polyepoxy compound is contained in an amount of 5 to 20 equivalents of the epoxy group, and the total equivalent amount of the hydroxyl group and the epoxy groups is 15 to 45 equivalents per 100 equivalents of the isocyanate groups of the polyisocyanate compounds.Type: GrantFiled: September 8, 1992Date of Patent: June 29, 1993Assignee: Teijin LimitedInventors: Takeyoshi Yamada, Hiroyuki Umetani
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Patent number: 5216094Abstract: The present invention provides a curable resin coating composition consisting essentially of:(i) a resin (A) containing .alpha.,.beta.-unsaturated carbonyl group and primary and/or secondary hydroxyl group, or(ii) a mixture of a resin (B) containing .alpha.,.beta.-unsaturated carbonyl group and a resin (C) containing primary and/or secondary hydroxyl group, and(iii) at least one curing catalyst selected from the group consisting of alkali metal alkoxides, metal hydroxides, organic acid salts of metals, quaternary ammonium hydroxides, quaternary phosphonium hydroxides, tertiary sulfonium hydroxides and organic acid salts of these onium hydroxides.Type: GrantFiled: May 18, 1992Date of Patent: June 1, 1993Assignee: Kansai Paint Company, LimitedInventors: Osamu Isozaki, Naozumi Iwasawa
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Patent number: 5206331Abstract: At least some of the isocyanate groups in the cured polyurethane sealant of this invention have the isocyanurate structure. A moisture-curing sealant composition of the invention comprises an active isocyanato-terminated isocyanate prepolymer containing a polyol component with a molecular weight of 2,000 to 20,000 and an isocyanurating agent. The sealant composition of the present invention is particularly excellent in initial bond strength due to sharp viscosity buildup.Type: GrantFiled: June 13, 1991Date of Patent: April 27, 1993Assignee: Sunstar Engineering, Inc.Inventors: Shingo Tsuno, Ryuichi Ueda, Masahiro Ito
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Patent number: 5198521Abstract: A water reaction synthesis with polyoxyethylene diol, diisocyanate and dibutyltin bis lauryl mercaptide produces a high molecular weight thermoplastic polyurethane-urea linear polymer with surface resistivity 10.sup.11 -10.sup.6 ohm/sq. Thermoplastic and/or elastomeric antistatic compositions containing other melt processable polymers and/or filler, and the polymer exhibit permanent protection. Antistatic protection can be increased when the polymer complexes with a metal salt such as lithium chloride, or lithium acetate. The composition is useful in the manufacture of antistatic floor coverings and textile texturing and drafting elements such as cots and aprons.Type: GrantFiled: October 29, 1991Date of Patent: March 30, 1993Assignee: Armstrong World Industries, Inc.Inventors: Wendell A. Ehrhart, Nowaf Halout, Kenneth K. Ko, David A. Smith
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Patent number: 5179179Abstract: Initiator compositions for materials which can be polymerized cationically are described, these containingi) an anhydride of a polycarboxylic acid, a polyisocyanate, a cyclic carbonate, a lactone or a mixture of such compounds, and dissolved thereinii) at least one 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 consisting of 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 which is selected from the group consisting of AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.- and derivatives derived from these anions in which a fluorine atom is replaced by hydroxyl groups, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, can also be any desired anions, L is water or an organic .sigma.Type: GrantFiled: April 27, 1992Date of Patent: January 12, 1993Assignee: Ciba-Geigy CorporationInventors: Beat Muller, Dieter Baumann
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Patent number: 5157097Abstract: Melt moldable polyamide-imide resins are disclosed which have a glass transition temperature ranging from 120.degree. to 300.degree. C. and have molecule ends blocked with an unsubstituted aromatic group or an aromatic group having a substituent not reactive with amines, isocyanates, carboxylic acids and dicarboxylic acid anhydrides.Type: GrantFiled: August 19, 1991Date of Patent: October 20, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hiroshi Takayanagi, Hirotoshi Katsuoka, Hiromi Nakano, Masumi Ookita, Akihiro Yamaguchi, Masahiko Asano
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Patent number: 5132388Abstract: In preparing polyimides by heating a solution of intramolecular tetracarboxylic acid dianhydrides and organic diisocyanates in an aprotic organic solvent in the presence of a polymerization accelerator, a catalytic amount of an alkali metal hydroxide is used as the polymerization accelerator. By this process, polyimides having high molecular weights are produced in a simple manner. The polyimides produced exhibit a high-temperature resistance.Type: GrantFiled: June 29, 1990Date of Patent: July 21, 1992Assignee: Lenzing AktiengesellschaftInventors: Sigrid Seidl, Klaus Weinrotter, Reinhold Simharl
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Patent number: 5130406Abstract: Initiator compositions for materials which can be polymerized cationically are described, these containingi) an anhydride of a polycarboxylic acid, a polyisocyanate, a cyclic carbonate, a lactone or a mixture of such compounds, and dissolved thereinii) at least one compoumd 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 consisting of 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 which is selected from the group consisting of AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.- and derivatives derived from these anions in which a fluorine atom is replaced by hydroxyl groups, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, can also be any desired anions, L is water or an organic .sigma.Type: GrantFiled: March 19, 1990Date of Patent: July 14, 1992Assignee: Ciba-Geigy CorporationInventors: Beat Muller, Dieter Baumann
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Patent number: 5120814Abstract: To produce flame-retardant thermostable new homopolyimides having structural units of the general formula ##STR1## by reacting 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride with an overall equimolar amount of 2,4- and/or 2,6-toluene diisocyanate, the reaction is carried out in the presence of a polymerization accelerator. The new homopolyimides have a glass transition point of at least 320.degree. C. and are processible to moulded articles exhibiting a similarly good structural strength as could hitherto be observed in mixed polyimides only. Furthermore, the new homopolyimides can be spun to fibres.Type: GrantFiled: January 31, 1990Date of Patent: June 9, 1992Assignee: Lenzing AGInventors: Sigrid Seidl, Klaus Weinrotter, Herbert Griesser
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Patent number: 5118728Abstract: A spray polyurea elastomer is made in combination with a filler material by spraying together two reactive elastomers and dispensing filler material into the spray pattern.Type: GrantFiled: October 24, 1988Date of Patent: June 2, 1992Assignee: Texaco Chemical CompanyInventor: Dudley J. Primeaux
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Patent number: 5110892Abstract: Stirrable reactive polyurethane adhesive compositions are packaged in a single container by separating the reactive components with a disperable barrier layer so as to delay reaction until the entire adhesive composition is stirred together.Type: GrantFiled: December 18, 1990Date of Patent: May 5, 1992Assignee: National Starch and Chemical Investment Holding CorporationInventor: Malcolm Graham
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Patent number: 5079326Abstract: The present invention relates to a thermosetting resin having high thermal resistance, high strength, flame resistance, and good processability which can be obtained by reacting polycarbodiimide substantially produced form one or more kinds of organic polyisocyanate with crosslinking agents having two or more active hydrogen groups in their molecules, one or more kinds of compounds having epoxy groups in their molecules or compounds capable of accelerating the trimerization reaction of carbodiimide, and production methods thereof.Type: GrantFiled: July 26, 1988Date of Patent: January 7, 1992Assignee: Nisshinbo Industries, Inc.Inventors: Toshio Suzuki, Teruhiko Ohnuma, Osamu Suzuki, Satoshi Amano, Yasuo Imashiro
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Patent number: 5070125Abstract: Polyether polyols having an equivalent weight of from about 200 to about 5000 are prepared by the process of this invention. The process uses barium- or strontium-containing alkoxylation catalysts to provide products with reduced unsaturation in comparison to similar products produced with potassium hydroxide catalysis. The use of these catalysts also increases the capping efficiency with ethylene oxide to provide products with a higher primary hyroxyl content for the same weight percentage of ethylene oxide cap.Type: GrantFiled: January 8, 1991Date of Patent: December 3, 1991Assignee: The Dow Chemical CompanyInventor: Albert J. Heuvelsland
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Patent number: 5066760Abstract: To produce mixed polyimides having structural units of the general formulae ##STR1## wherein n is an integer larger than 1 and R represents a divalent aromatic residue, a solution of an intramolecular tetracarboxylic acid dianhydride mixture including 50 to 99% by mol benzophenone-3,3',4,4'-tetracraboxylic acid dianhydride and 50 to 1% by mol pyromellitic acid dianhydride is heated in a polar aprotic solvent and is admixed with an altogether equimolar amount of 2,4- and/or 2,6-toluenediisocyanate and/or methylenebis(phenylisocyanate). The mixed polyimides according to the invention are readily soluble in organic solvents, are flame-retardant and exhibit a good thermostability.Type: GrantFiled: June 29, 1990Date of Patent: November 19, 1991Assignee: Lenzing AktiengesellschaftInventors: Sigrid Seidl, Klaus Weinrotter, Reinhold Simharl
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Patent number: 5011902Abstract: A plywood-patching composition is provided based on a non-cellular polyurethane elastomer prepared by reacting a polyether or polyester polyol with a polyisocyanate in the presence of a catalytic amount of a co-catalyst system comprising an organo-bismuth compound, preferably a bismuth salt of a carboxylic acid, and at least one organo-metallic compound, preferably a metal salt of a carboxylic acid, wherein the metal is selected from the group consisting of zinc, antimony and lithium and wherein the bismuth and metal are present in an effective mole ratio; and process for preparing same. The catalysts utilized are relatively non-toxic, yet they promote rapid polymerization with essentially no foaming for a wide variety of non-cellular polyurethane elastomeric applications, particularly in plywood-patch applications where even small amounts of foaming are deleterious to the properties thereof.Type: GrantFiled: November 1, 1989Date of Patent: April 30, 1991Assignee: Georgia-Pacific Resins, Inc.Inventor: Millard E. Foucht
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Patent number: 5008362Abstract: A silylated polymeric binder, which is soluble or swellable in alkali, bears a plurality of at least one of aliphatic and aromatic hydroxyl groups, at least a portion of which are derivatized by units of the formula I and II:[(A-B.sub.n).sub.m C]--[(D.sub.o E.sub.p)BC].sub.u (I)and[(D.sub.o E.sub.p)BC].sub.v (II)which are side chains of the polymeric binder, whereinA denotes a silanyl group containing at least 2 silicon atoms in total linked to each other, but not more than 3 silicon atoms linked to each other in an unbranched chain or silicon atoms;B denotes a bridging group;C denotes a functional group which has formed a covalent bond with an aromatic, aliphatic, or cycloaliphatic hydroxyl group of the binder, the group D, or the group E;D denotes a grafted monohydric or polyhydric aliphatic alcohol;E denotes a grafted monohydric or polyhydric aromatic alcohol;n denotes 0 or 1;m denotes 1 or 2; and o, p, u and v each denote 0 or 1.Type: GrantFiled: April 3, 1989Date of Patent: April 16, 1991Assignee: Hoechst AktiengesellschaftInventors: Peter Wilharm, Gerhard Buhr, Juergen Fuchs
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Patent number: 5002830Abstract: Improved reinforced polyurethane/urea articles are made by reacting an organic polyisocyanate with low viscosity imino/enamine-functional compounds in contact with fiberous reinforcing agents.Type: GrantFiled: August 1, 1989Date of Patent: March 26, 1991Assignee: ICI Americas Inc.Inventors: Herbert R. Gillis, I. Sioun Lin
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Patent number: 4940737Abstract: A class of modified hydrophilic prepolymers and polymers is disclosed which are characterized by their specific reactivity. Isocyanate-capped oxyethylene-based prepolymers are modified by reacting with a compound having an isocyanate-reactive group which is a sulfhydryl group, an amino group, a hydroxyl group or a carboxyl group, and a non-isocyanate-reactive group, in quantities sufficient to modify at least a portion of the isocyanate groups of the prepolymer. Where said first functional group is an amino group contained in a diamine or polyamine compound or is a carboxyl group, the modifying compound is present in quantities sufficient to modify all or substantially all of the isocyanate groups of the prepolymer.Type: GrantFiled: November 2, 1988Date of Patent: July 10, 1990Assignee: W. R. Grace & Co.-ConnInventors: James A. Braatz, Aaron H. Heifetz, Richard A. Wolfe, Narender P. Luthra
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Patent number: 4931595Abstract: Polyamines containing primary amino groups are prepared in a single stage process by hydrolyzing an isocyanate in the presence of a catalyst incorporable through an NCO reactive group and a water-miscible aprotic-dipolar solvent. This hydrolysis is carried out at from 20.degree. to 210.degree. C. with the reactants being in substantially homogeneous phase. The isocyanate starting material has an NCO content of from 0.5 to 40% by weight. The catalyst is used in a quantity of at least 0.0001% by weight, based on 100% by weight of isocyanate compound. The water-miscible solvent is used in a quantity of at least 10% by weight, based on 100% by weight of isocyanate compound. The polyamines thus produced are particularly useful in the production of polyurethanes.Type: GrantFiled: August 2, 1989Date of Patent: June 5, 1990Assignee: Bayer AktiengesellschaftInventor: Werner Rasshofer
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Patent number: 4923951Abstract: An aromatic polyamide is produced by subjecting an aromatic diisocyanate and an aromatic dicarboxylic acid to polycondensation in the presence of an alkali metal compound and/or an alkaline earth metal compound as a catalyst in an aprotonic polar solvent. The aromatic polyamide can be rendered suitable for use in the production of high-tenacity fibers by charging in advance the solvent, aromatic dicarboxylic acid and catalyst in a mixing system, reducing the water content in the mixing system to at least 50 ppm and then introducing the aromatic diisocyanate to conduct the polycondensation.Type: GrantFiled: February 7, 1989Date of Patent: May 8, 1990Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Tadashi Kobayashi, Shouji Obuchi, Hiroaki Matsuno, Mitsuo Wada, Hiroshi Takayanagi
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Patent number: 4900776Abstract: A plywood-patching composition is provided based on a noncellular polyurethane elastomer prepared by reacting a polyether or polyester polyol with a polyisocyanate in the presence of a catalytic amount of a substantially anhydrous potassium salt of a carboxylic acid having from 2 to about 20 carbon atoms, and process for preparing same. The catalysts utilized are relatively non-toxic, yet they promote rapid polymerization with essentially no foaming for a wide variety of non-cellular polyurethane elastomeric applications, particularly in plywood-patch applications where even small amounts of foaming is deleterious to the properties thereof.Type: GrantFiled: December 1, 1988Date of Patent: February 13, 1990Assignee: Georgia-Pacific Resins, Inc.Inventors: Frank Bock, Mahfooz Ahmad, Frederick C. Dupre, Jr.
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Patent number: 4876019Abstract: Internal mold release compositions for use in preparing molded polymeric products are disclosed which contain (a) a primary or secondary amine (b) a carboxylic acid or amido carboxylic acid salt of a group II metal or of aluminum, lithium, copper, iron, cobalt or nickel, and optionally (c) a carboxylic acid or amido carboxylic acid.Type: GrantFiled: January 12, 1984Date of Patent: October 24, 1989Assignee: The Dow Chemical CompanyInventors: Louis W. Meyer, James A. Vanderhider, Robert Carswell
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Patent number: 4865795Abstract: In a process for producing thermosetting resins by the polymerization reaction of a cyclic carbonate with a polyvalent isocyanate compound, potassium fluoride is used as the catalyst. If desired, a co-catalyst selected from the group consisting of polyethylene oxides, cryptands and quaternary onium salts is additionally used. The thermosetting resins so produced have excellent impact stength and, therefore, are useful as molded materials and various substrates.Type: GrantFiled: June 13, 1988Date of Patent: September 12, 1989Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Tetsunosuke Shiomura, Yoshiho Sonobe, Akihiro Yamaguchi
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Patent number: 4857584Abstract: Two-component polyurethanes without inclusion of gas are described, whose hydroxylated component contains a zeolitic dehydrating agent which corresponds to the following formula in its anhydrous form: ##EQU1##Type: GrantFiled: February 19, 1988Date of Patent: August 15, 1989Assignee: Ceca, S.A.Inventors: Jean Vandermeersch, Guy Durand
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Patent number: 4855077Abstract: An ionic conductive polymeric sticking agent comprising: (a) a reaction product of (i) a polyurethanepolyol prepolymer having an alkylene oxide chain and/or a polyol having an alkylene oxide and (ii) a polyurethane polyisocyanate prepolymer having an alkylene oxide chain, and (b) an ionic compound.Type: GrantFiled: April 20, 1988Date of Patent: August 8, 1989Assignee: Takiron Co., Ltd.Inventors: Yasuo Shikinami, Kunihiro Hata, Yutaka Ohmura
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Patent number: 4849492Abstract: Polyhydantoins of the general formula ##STR1## in which X stands for a bivalent aliphatic, aromatic or araliphatic radical,R.sup.1 denotes --CH.sub.2 --, ##STR2## --O--, --SO.sub.2 --, --C(R.sup.5,R.sup.6) R.sup.2 and R.sup.3 are identical or different and stand for hydrogen, C.sub.1 -C.sub.6 -alkyl or together stand for --(CH.sub.2).sub.4 --or --(CH.sub.2).sub.5 --andR.sup.5 and R.sup.6 are identical or different and stand for C.sub.1 -C.sub.6 -alkyl or together stand for --(CH.sub.2).sub.4 --or --(CH.sub.2).sub.5 --,are valuable high temperature-resistant polymers, which have utility in particular as film materials.Type: GrantFiled: September 29, 1988Date of Patent: July 18, 1989Assignee: Bayer AktiengesellschaftInventors: Gerhard Heywang, Friedrich Jonas, Rudolf Merten, Werner Schmidtberg
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Patent number: 4845181Abstract: An organic condensation polymer made by reacting in solution of first compound having at least two anionic carbon sites bonded to each other either directly or through a chain of 1 to 30 carbon atoms, including a bisacetylide or a first compound having an anionic carbon site and a latent anionic carbon site bonded to each other either directly or through a chain of 1 to 30 carbon atoms, such as organometallic cyclopentadienides, with a second compound containing at least two electrophillic carbon sites bonded to each other either directly or through a chain of 1 to 30 carbon atoms, including diesters, dihalides, diamides or dianhydrides of polycarboxylic acids, and diisocyanates.Type: GrantFiled: September 26, 1988Date of Patent: July 4, 1989Assignee: President and Fellows of Harvard CollegeInventors: Lawrence B. Kool, George M. Whitesides
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Patent number: 4843108Abstract: Polyamines are produced by hydrolyzing isocyanate compounds having an NCO content of from 0.5 to 40 wt. % with from 0.75 to 40 moles of water per equivalent of NCO groups in the presence of from 0.021 to 0.099 wt. % sodium hydroxide and at least 10 wt. % water-miscible polar organic solvent containing nitrile, ketone, sulfoxide or ether groups having a boiling point of from 56.degree. to 250.degree. C. The reaction mixture is maintained in a homogeneous phase. The reaction is carried out at 40.degree. to 170.degree. C. These polyamines are useful in the production of polyurethane(urea)s.Type: GrantFiled: March 24, 1988Date of Patent: June 27, 1989Assignee: Bayer AktiengesellschaftInventors: Andreas Ruckes, Werner Rasshofer, Klaus Konig, Richard Kopp
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Patent number: 4843107Abstract: Polyamines containing primary amino groups are made by a one-shot process for the hydrolysis of prepolymers containing isocyanate end groups and having an isocyanate content of from 0.5 to 40 weight % with 0.75 to 40 mol of water per equivalent of isocyanate groups in the presence of very small quantities of sodium hydroxide in certain organic, polar solvents. The compounds containing isocyanate groups used for this process are isocyanate prepolymers (preferably containing urethane groups). Hydrolysis according to this process leads directly to the polyamines with elimination of carbon dioxide. These polyamines may be isolated by the usual methods and the removal of the small quantities of catalyst may advantageously be omitted. These polyamines are useful for the preparation of polyurethane(urea)s.Type: GrantFiled: March 24, 1988Date of Patent: June 27, 1989Assignee: Bayer AktiengesellschaftInventors: Andreas Ruckes, Werner Rasshofer, Klaus Konig, Richard Kopp