Material Contains At Least One Metal Atom Patents (Class 528/55)
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Patent number: 5319054Abstract: The present invention relates to a process for the production of a allophanate-modified MDI which is a storage stable liquid at 25.degree. C. comprising (A) reacting (i) one equivalent of a diisocyanate and (ii) one equivalent of an aliphatic alcohol containing from 1 to about 36 carbon atoms or aromatic alcohol containing from 6 to 18 carbon atoms to form a diurethane of the diisocyanate, (B) reacting the product of (A) with 4,4'-diphenylmethane diisocyanate containing from 2 to 60% by weight 2,4'-MDI and less than 6% by weight of the 2,2'-MDI, in an amount sufficient to provide an allophanate having an isocyanate group content of about 12.0 to 30.0%.Type: GrantFiled: September 2, 1993Date of Patent: June 7, 1994Assignee: Miles Inc.Inventors: William E. Slack, Hersel T. Kemp, II
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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: 5272223Abstract: A composite metal powder composition according to the present invention is a composition containing composite metal powder obtained in such a manner that an isocyanate compound is chemically bonded to the surface of surface-treated metal particles and a phosphorus compound is further chemically bonded to the isocyanate compound through an urethane bond and can be used as an excellent pigment for an aqueous paint.Type: GrantFiled: June 25, 1992Date of Patent: December 21, 1993Assignee: Asahi Kasei Metals LimitedInventors: Kiyoshi Iri, Mikio Suzuki
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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: 5214121Abstract: Diols containing perfluoroalkyl radicals are produced by reacting compounds of the formulaR.sub.f --(E).sub.m --X'--H(R.sub.f =perfluoroalkyl radical, E is an alkylene group optionally interrupted by certain groups and/or substituted at the end, m=0 or 1, X'--H=--CONRH, --SO.sub.2 NRH or --SH) in a first step with diols containing at least 2 halogen atoms. Preferably the obtained products are reacted in a second reaction step with polyvalent isocyanates to prepolymers with free --NCO-- or free --OH--groups and these prepolymers are reacted in a third step with compounds containing isocyanate groups and/or hydroxyl groups. The first reaction step is carried out in an aprotic solvent which is insoluble in water, in the presence of an aqueous solution of an alkali metal carbonate. Intermediate products have not to be isolated.The obtained polyurethanes can be used in form of aqueous dispersions for the oil- and water repellent finishing of textiles.Type: GrantFiled: May 17, 1991Date of Patent: May 25, 1993Assignee: Ciba-Geigy CorporationInventors: Franz Mosch, LuSimpert, Michael Bernheim
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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: 5169922Abstract: The invention relates to coating compositions which are particularly suitable for the preparation of the basecoat for two-coat coatings of the basecoat/clearcoat type, and which comprise organic diluents, at least one resin containing urethane and urea groups, and, where appropriate, other resins, pigments and other conventional additives in common use.Type: GrantFiled: April 4, 1990Date of Patent: December 8, 1992Assignee: BASF Lacke + Farben AGInventors: Hans-Dieter Hille, Arnold Dobbelstein, Horst Grosch
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Patent number: 5160538Abstract: The present invention is directed to a novel internal release agent, a mixture of isocyanate reactive materials containing the release agent and a RIM process using the release agent. The novel release agent is a reaction product of 1) a polyester prepared by reacting (a) a polymerized fatty acid with (b) a relatively low molecular weight hydroxy group containing compound, and 2) a saturated monocarboxylic acid.Type: GrantFiled: April 22, 1991Date of Patent: November 3, 1992Assignee: Miles Inc.Inventor: Robson Mafoti
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Patent number: 5159012Abstract: An improved process for the manufacture of polyurethane elastomers from a reaction mixture which comprises a polyol, an isocyanate, water, a bismuth catalyst and an optional filler. In the improved process of this invention, the rate of reaction is decreased by the addition of water to the reaction mixture and increased by the removal of water from the reaction mixture.Type: GrantFiled: November 29, 1991Date of Patent: October 27, 1992Assignee: Textile Rubber & Chemical Co., Inc.Inventors: Van I. Doesburg, Mark N. Cline, Byoung-In Cho, L. Jay Taylor
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Patent number: 5138016Abstract: Significant improvements in the utility of oxazolidone and polyoxazolidone compounds and in their manufacture can be achieved using a novel catalyst in the reaction between a hindered isocyanate and an epoxy, forming oxazolidone ring structures. The novel catalyst of the invention promotes the efficient and rapid formation of oxazolidone and polyoxazolidone compounds. The use of hindered isocyanate in the reaction prevents formation of side reaction products such as isocyanate trimer, allophanate and biuret.Type: GrantFiled: December 18, 1990Date of Patent: August 11, 1992Assignee: H. B. Fuller CompanyInventors: Thomas O. Murdock, Brian W. Carlson
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Patent number: 5135962Abstract: The present invention is directed to a process for the production of optionally cellular, polyurea elastomer moldings by reacting a reaction mixture containingI) a polyisocyanate,II) a polyether having at least two isocyanate-reactive groups and a molecular weight of 1800 to 12,000 in which at least 50% of the isocyanate-reactive groups are primary and/or secondary amino groups,III) about 5 to 50% by weight, based on the weight of component (II) of a chain extender comprising a sterically hindered aromatic diamine andIV) about 0.5 to 20% by weight, based on the weight of components (II) and (III) of a zinc carboxylate containing from 10 to 14 carbon atoms per carboxylate group,and the reaction mixture is processed at a one-shot system by the RIM process at an isocyanate index of about 70 to 130.The present invention is also directed to an isocyanate-reactive component for use in a RIM process based on components (II), (III) and (IV).Type: GrantFiled: April 6, 1990Date of Patent: August 4, 1992Assignee: Miles Inc.Inventors: Cliff J. Lau, Frank Sanns
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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: 5130404Abstract: A castable thermosetting polyurethane polymer, having improved heat-stability characteristics, comprising (A) a polymeric methylene diisocyanate, (B) a propyleneoxide-extended polyol which is preferably a sugar-based polyol, (C) a polyether diol or triol, and (D) dipropylene glycol or diethylene glycol, in amounts respectively between about 35-45 parts by weight, 35-45 parts by weight, and 12-20 parts by weight, per 100 parts by weight of total diol and triol (resin) components, providing an NCO/OH ratio between about 1:1 and about 1.2:1, an effective polyurethane-catalyzing amount of (E) a urethane catalyst, and optionally comprising an effective amount of a drying agent, is disclosed. The cast polyurethane polymer of the invention withstands temperatures of 450.degree. F. (232.degree. C.) for 20 minutes without visual polymer degradation, whereas most other castable polyurethane systems degrade between 350.degree. F. and 375.degree. F.Type: GrantFiled: June 4, 1991Date of Patent: July 14, 1992Assignee: Azon USA Inc.Inventor: Gerard S. Freeland
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Patent number: 5126423Abstract: A thermosetting resinous composition which consists essentially of(A) at least one polyepoxide compound having 2 to 6 epoxide groups,(B) at least one polyisocyanate compound having 2 to 6 isocyanate or blocked isocyanate groups, and(C) at least one catalyst selected from the group consisting of complex of organotinhalide with onium salt, complex of organotinhalide with hexamethylphosphoramide, complex of stibonium salt with zinc halide and complex of lithium halide with hexamethylphosphoramide, the equivalent ratio of isocyanate group and epoxide group being 1:2 to 2:1.Such resinous composition is useful for forming a cured coating and also for heat resisting molded products.Type: GrantFiled: May 15, 1989Date of Patent: June 30, 1992Assignee: Nippon Paint Co., Ltd.Inventor: Norikazu Iwamoto
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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: 5102969Abstract: In a method for the production of a sealing and adhesive strip, particularly for the direct glazing of motor vheicles, using a moisture-hardening single-component polyurethane composition based on telechelic isocyanate prepolymers of aromatic diisocyanates in stoichiometric excess and polyols a composition is employed comprising a) a catalyst for the moisture-hardening and b) a blocked activatable cross-linking agent, and a solvent or solvent mixture is continually injected into the inside of the strip during the extrusion of the strip which liberate the cross-linking agent.For the implementation of the method an extrusion nozzle for the sealing and adhesive strip is used which comprises an injection needle for the solvent opening into the nozzle, the exit opening of which points in the extrusion direction and is located in the region of the center axis of the extrusion die forming the strip.Type: GrantFiled: July 12, 1989Date of Patent: April 7, 1992Assignee: Teroson G.m.b.H.Inventors: Ingolf Scheffler, Michael Hirthammer, Anton M. Schleicher, Jean-Willem Delbeck
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Patent number: 5100926Abstract: Disclosed herein is a process for producing polyurethane moldings having good physical properties and good receptivity of electrostatic coating, said process comprising reacting a polyoxyethylene chain-containing polyether polyol having 2-4 hydroxyl groups and a hydroxyl equivalent higher than 750 as the high-molecular weight polyol, diaminotoluene and a low-molecular weight polyol having a hydroxyl equivalent of 30-100 as the low-molecular weight, active hydrogen-containing compound, with organic polyisocyanates in specific equivalent ratios respectively. The process may advantageously applied to injection reaction molding.Type: GrantFiled: July 17, 1989Date of Patent: March 31, 1992Assignees: Toyota Jidosha Kabushiki Kaisha, Sanyo Chemical Industries, Inc.Inventors: Kanemitu Kondo, Takao Nomura, Junzo Ukai, Takuji Isaka, Isao Ishikawa, Kouzaburo Nagata
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Patent number: 5086152Abstract: Three-component- or two-component-heat curing type resinous compositions are provided, consisting essentially of (a) a polyisocyanate component comprising at least one bi-to hexa-functional polyisocyanate compound, (b) a polyepoxide component comprising at least one bi-to hexa-functional polyepoxide compound and (c) a catalyst component selected from complex of organo antimony halide and organo tin halide or complex of organo antimony halide and zinc halide, the catalyst component (c) being packed in a separate pack other than the packs of said (a) and of said (b), or packed in either pack of (a) or of (b). The present resinous compositions are especially useful as a molding material.Type: GrantFiled: July 27, 1990Date of Patent: February 4, 1992Assignee: Nippon Paint Co., Ltd.Inventor: Norikazu Iwamoto
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Patent number: 5081210Abstract: The present invention is directed to a solid polyurethane composition having a glass transition temperature of from -20.degree. C. to 0.degree. C., having a Bayshore rebound of less than 20, and having a Shore A hardness of less than 80.Type: GrantFiled: February 9, 1990Date of Patent: January 14, 1992Assignee: Mobay CorporationInventors: Ashok M. Sarpeshkar, Charles S. Gracik
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Patent number: 5081204Abstract: The present invention is directed to a solid polyurethane composition having a glass transition temperature of from -20.degree. C. to 0.degree. C., having a Bayshore rebound of less than 20, and having a Shore A hardness of less than 80.Type: GrantFiled: February 9, 1990Date of Patent: January 14, 1992Assignee: Mobay CorporationInventors: Ashok M. Sarpeshkar, Charles S. Gracik
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Patent number: 5079327Abstract: The present invention is directed to a solid polyurethane composition having a glass transition temperature of from -20.degree. C. to 0.degree. C., having a Bayshore rebound of less than 20, and having a Shore A hardness of less than 80, and being prepared by reacting:a) a polyisocyanate having an isocyanate group functionality of 3 or more, and an isocyanate group content of from 15 to 25% by weight, withb) one or more diols having molecular weights of from 150 to about 650,wherein the isocyanate to hydroxyl equivalent ratio is from 0.95:1 to 1.2:1, and the weight ratio of component a) to component b) is from 5:1 to 1:1.5.Type: GrantFiled: February 9, 1990Date of Patent: January 7, 1992Assignee: Mobay CorporationInventors: Ashok M. Sarpeshkar, Charles S. Gracik
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Patent number: 5079328Abstract: The present invention is directed to a solid polyurethane composition having a glass transition temperature of from -20.degree. C. to 0.degree. C., having a Bayshore rebound of less than 20, and having a Shore A hardness of less than 80.Type: GrantFiled: February 9, 1990Date of Patent: January 7, 1992Assignee: Mobay CorporationInventors: Ashok M. Sarpeshkar, Charles S. Gracik
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Patent number: 5075405Abstract: Mixtures of reactive thermosetting resins which are stable at ambient temperature, latent catalyst complexes for hardening said mixtures, processes for their manufacture, and heat-hardened resins obtained from said mixtures. Mixtures of heat-reactive thermosetting resins which are stable at ambient temperature for use in impregnating insulation for electrical materials or in the preparation of molding products or composite materials, comprising liquid oligo- or poly-isocyanate compounds and liquid epoxy resins and a latent hardening catalyst which is inert at ambient temperature and is composed of an addition complex of an amine compound from the group consisting of the amines, the alkylhydrazines and the imidazoles, and a boron halide. They additionally comprise a small quantity of maleic anhydride or the boron halide is boron tribromide with no addition of maleic anhydride. Latent catalyst complexes of these mixtures, formed by the addition complexes of BBr.sub.Type: GrantFiled: September 13, 1989Date of Patent: December 24, 1991Assignee: GEC Alsthom, SAInventors: Jean Atchekzai, Bernard Bonnetot, Bernard Frange, Henri Mongeot, Alain Anton, Alain Dubuisson
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Patent number: 5059670Abstract: Rigid polyurethane-modified polyisocyanuate compositions having improved physical properties are obtained by curing thermosettable compositions containing alkoxylated aromatic compounds, organic polyisocyanates and cyclic alkylene carbonates using an isocyanate trimerization catalyst. The use of an alkoxylated aromatic compound permits a reduction in the proportion of organic polyisocyanate required to achieve satisfactory tensile strength and stiffness. The cured compositions are useful for the production of composites as well as molded articles containing reinforcing fillers.Type: GrantFiled: April 27, 1990Date of Patent: October 22, 1991Assignee: Arco Chemical Technology, Inc.Inventor: Stephen H. Harris
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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: 4960620Abstract: The polyurethanes and polyureas resulting from ambient-temperature-curing isocyanate-terminated urethane prepolymers with N-alkyl-substituted aromatic polyamines and, optionally, with an added polyol, but primary amine-free, in the presence of a combination catalyst comprising an aliphatic carboxylic acid, e.g., adipic, stearic, oleic acids, and an organometallic catalyst containing, e.g., tin, mercury, bismuth, etc. are broadly useful as coating on the surface of objects made of metal, wood, glass, plastic or masonry materials such as concrete, bricks, etc. or as castings cured in situ. One-shot and quasi-prepolymer systems are also disclosed. The diamine N,N'-di-(sec-butyl)-4,4'-methylenedianiline is a particularly useful diamine.Type: GrantFiled: June 19, 1989Date of Patent: October 2, 1990Assignee: UOPInventors: David W. House, Ray V. Scott, Jr.
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Patent number: 4956439Abstract: Modified polyurethane products, exhibiting good physical strength and excellent heat resistance, and especially improved heat sag properties, are prepared by blending a polyol component containing at least 1% of at least one polynuclear aromatic polyol or a derivative thereof, or a mononuclear diol or a derivative thereof, at a temperature of 100.degree.-180.degree. C., to form a first liquid component; admixing the first liquid component with a second liquid component containing a diisocyanate or polyisocyanate, one of the two liquid components containing a catalyst; and reacting and molding the admixture in a mold kept at a temperature of from 80.degree.-140.degree. C. by reaction injection molding.Type: GrantFiled: September 8, 1989Date of Patent: September 11, 1990Inventors: Shen-Nan Tong, Shih-Jung Tsai, Jyi-Shang Lii
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Patent number: 4925909Abstract: A gas-generating agent for use in a ducted rocket engine essentially consists of an aliphatic polyester represented by the formula: ##STR1## or the formula: ##STR2## and a curing agent and optionally incorporating therein additives such as a curing catalyst.Type: GrantFiled: October 10, 1989Date of Patent: May 15, 1990Assignees: Japan as represented by Director General, Technical Research and Development Institute, Japan Defense Agency, Nippon Oil & Fats Co., Ltd.Inventors: Naminosuke Kubota, Haruaki Shimizu, Tadashi Sonobe, Goro Nakashita
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Patent number: 4919878Abstract: A process for the production of optionally foamed moldings having a compact surface by the reaction in closed molds of a mixture of(a) organic polyisocyanates,(b) compounds containing isocyanate-reactive groups and having a molecular weight of 62 to about 10,000 and(c) mold release agents based on salts of (i) saturated or unsaturated aliphatic or cycloaliphatic carboxylic acids or carboxylic acid mixtures containing (on a statistical average) at least 8 carbon atoms per molecule and (ii) tertiary amines,characterized in that the release agents (c) used are salts in which the amine component (ii) is based on tertiary monoamines or mixtures of tertiary monoamines corresponding to the following formula ##STR1## in which R.sub.1 represents a saturated or unsaturated aliphatic hydrocarbon radical containing at least 12 carbon atoms and R.sub.2 and R.sub.Type: GrantFiled: August 3, 1987Date of Patent: April 24, 1990Assignee: Bayer AktiengesellschaftInventors: Friedhelm Pilger, Richard Kopp, Otto Ganster
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Patent number: 4920192Abstract: A method of preparing a consolidating agent in the form of a polyurethane prepolymer for consolidating a proppant in a subterranean formation about a well employing the improvement characterized by a quasi prepolymer formed by reacting a diol with a stoichiometric excess of isomeric methylene diphenylene diisocyanate and a diluent; and allowing the reactants to stand for a period in excess of two hours at 25 degrees C., whereby to form oligmers of polyurethane chains. The method enables consolidating a proppant in fractures by a slow polymerization process, whereby the curing agent can be added at the same time the proppant is placed. Also disclosed are specific examples of diluents and curing agents.Type: GrantFiled: January 31, 1989Date of Patent: April 24, 1990Assignee: Atlantic Richfield CompanyInventor: Robin Wiser-Halladay
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Patent number: 4894429Abstract: Polyurethanes containing uretdione rings are produced by reacting a polyisocyanate containing a uretdione ring with a relatively high molecular weight dihydroxyl compound in the presence of a bismuth salt of an organic carboxylic acid and a low molecular weight aromatic diamine. The low molecular weight aromatic diamine is used in a quantity which is 5 to 10 times the quantity of bismuth salt used. These solid polyurethanes are formed in relatively short reaction times and possess outstanding mechanical properties.Type: GrantFiled: August 26, 1988Date of Patent: January 16, 1990Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Heinrich Hess, Richard Kopp
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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: 4868266Abstract: The present invention relates to a heat curable adhesive system comprising a prepolymer (P) based on isocyanate groups and polyether segments, and at least one polyhydroxyl compound (C), and a catalyst (D) characterized in that(a) the prepolymer (P) is formed on the basis of one or more polyols (A) containing polyether segments and having an average hydroxyl number of from 50 to 160 and an average functionality of from 2.05 to 2.6 and o at least one diphenylmethane diisocyanate (B) and(b) the polyhydroxyl compound (c) contains at least three hydroxyl groups per molecule and is dispersed in prepolymer (P) in a quantity of from 1 to 10 hydroxyl groups for each isocyanate group still available in the prepolymer (P) and melts at a temperature above 110.degree. C. and(c) the catalyst (D) consists of at least one carboxylic acid salt of bismuth, cadminum, lead or zinc containing more than 12, in particular 14 carbon atoms, used in a solid form melting at a temperature above 100.degree. C.Type: GrantFiled: October 4, 1988Date of Patent: September 19, 1989Assignee: Bayer AktiengesellschaftInventors: Walter Meckel, Rudolf Hombach
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Patent number: 4863975Abstract: In a process for producing polyurethane foam by allowing a reaction mixture comprising at least one polyisocyanate component and at least one polyfunctional active hydrogen component to react, a compound selected from the group consisting of oxynitrate salts of metals of Group IV B of the Mendeleef periodic table, is employed as a cell opening additive. Such oxynitrate salts are also effective to modify tin tolerance of urethane formulations. The oxynitrate compounds are effective in both free rise and molded foam processes. Cell opening is accomplished, for instance, by reacting toluene diisocyanate with a polypropoxy/polyethoxy polyol in the presence of an oxynitrate salt of a Group IV B metal, such as zirconium oxynitrate, to form a foam having more open cells than a similar foam without oxynitrate.Type: GrantFiled: February 10, 1989Date of Patent: September 5, 1989Assignee: The Dow Chemical CompanyInventors: Thomas M. Knobel, Mary A. Walker
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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: 4831098Abstract: An antistatic agent containing a cationic and/or amphoteric, water-soluble or water-dispersible and heat-reactive blocked urethane prepolymer as an essential component, said prepolymer having at least one cationic group and/or at least one amphoteric group in its molecule and having isocyanate groups blocked with a thermally dissociable blocking agent. The antistatic agent is applicable to various materials and can give the antistatic property with the water repellency, which can be kept for a long term, to the materials.Type: GrantFiled: June 10, 1987Date of Patent: May 16, 1989Assignee: Dai-ichi Kogyo Seiyaku Co., Ltd.Inventors: Akio Watanabe, Toshiaki Doyama
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Patent number: 4820789Abstract: A process for the production of oligourethanes containing terminal mercapto groups in which the adduct of propylene oxide with trimethylol propane and/or glycerol and/or trimethylol ethane as alkylene oxide adduct containing OH-groups is reacted with isomeric tolylene diisocyanates in excess, based on hydroxyl groups, and the isocyanate groups are further reacted with mercaptoethanol. The adduct of propylene oxide with the trifunctional alcohol is intended to have a calculated molecular weight of from about 1800 to about 6000 and preferably of from about 2000 to about 5000, the reaction products being used for the production of sealing compounds hardening by oxidation or as an additive for crosslinkable epoxy resin systems.Type: GrantFiled: January 13, 1987Date of Patent: April 11, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Rene- Andres A. Gonzalez, Winfried Emmerling, Tore Podola, Klaus Neitzer
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Patent number: 4804734Abstract: Two-component polyol/polyisocyanate composition especially useful as an abrasion-, heat-, and corrosion-resistant automotive undercoating. The polyol component comprises glycerol, a polypropylene oxide glycol, and a polypropylene oxide triol. The polyisocyanate component comprises MDI (diphenylmethane-4,4'-diisocyanate), plus a poly(oxypropylene) glycol capped with MDI.Type: GrantFiled: September 25, 1987Date of Patent: February 14, 1989Assignee: W. R. Grace & Co.-Conn.Inventors: Cung Vu, Richard C. Hartwig
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Patent number: 4804691Abstract: A method for making an adhesive for use in joining soft living tissue including the steps of preparing a hydroxyl-terminated polyester by reacting a biodegradable monomer with a polyhydroxy polymerization initiator in the presence of an amount up to about 2.0 weight percent of a catalyst, and then preparing a diisocyanate-terminated prepolymer adhesive by reacting about 24 to 92 weight percent of the hydroxy-terminated polyester with about 8 to 76 weight percent excess aromatic diisocyante. The polyester and the diisocyanate are preferably dissolved in an organic solvent prior to the mixture thereof in a ratio of solids to solvent of about 60:40. The polyester is a polymer or copolymer of lactide, glycolide or .epsilon.-caprolactone. The initiator is ethylene glycol, diethylene glycol, pentaerythritol or 1,1,1-tris (hydroxymethyl) ethane. The catalyst is stannous octoate, a zinc compound, an aliphatic tertiary amine, dibutyltin diacetate or 1,4-diazabicyclo [2,2,2] octane.Type: GrantFiled: August 28, 1987Date of Patent: February 14, 1989Assignee: Richards Medical CompanyInventors: James P. English, Gerald W. McNeely, Richard L. Dunn
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Patent number: 4788083Abstract: Disclosed is an activatable catalyst which is effective for the reaction of a hydroxyl compound and an isocyanate. Preferably, the catalyst is utilized in the cure of a coating composition of a polyol and a polyisocyanate. The activatable catalyst is activated in the presence of an amine activator or heat and comprises the reaction product of a metal catalyst selected from a tin catalyst, a bismuth catalyst, and mixtures thereof; and a molar excess of a complexing agent. The complexing agent is selected from a mercapto compound, a polyphenol characterized by being reactable with an isocyanate group in the presence of a tertiary amine activator, and mixtures thereof. A single polyol resin may bear both the complexing functionality and the activatable catalyst. Advantageusly, the polyol and polyisocyanate both are aliphatic.Type: GrantFiled: November 17, 1986Date of Patent: November 29, 1988Assignee: Ashland Oil, Inc.Inventors: Laurence G. Dammann, Gary M. Carlson
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Patent number: 4786655Abstract: Polyurethanes containing uretdione rings are produced by reacting a polyisocyanate containing a uretdione ring with a relatively high molecular weight dihydroxyl compound in the presence of a bismuth salt of an organic carboxylic acid and a low molecular weight aromatic diamine. The low molecular weight aromatic diamine is used in a quantity which is 5 to 10 times the quantity of bismuth salt used. These solid polyurethanes are formed in relatively short reaction times and possess outstanding mechanical properties.Type: GrantFiled: November 13, 1987Date of Patent: November 22, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Heinrich Hess, Richard Kopp
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Patent number: 4786751Abstract: Diisocyanates and isomeric mixtures of diisocyanates corresponding to the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, m and n are as defined herein are made by phosgenating diamines corresponding to the formula ##STR2## in which R.sub.1, R.sub.2, R.sub.3, m and n are as defined herein at a temperature of from -20.degree. to 250.degree. C. These diisocyanates are particularly useful as starting materials for the production of polyurethanes by the isocyanate polyaddition process.Type: GrantFiled: November 12, 1985Date of Patent: November 22, 1988Assignee: Bayer AktiengesellschaftInventors: Hartmut Knofel, Michael Brockelt, Stefan Penninger, Herbert Stutz
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Patent number: 4778845Abstract: A one-component adhesive and/or sealing mass which is stable and pumpable at temperatures up to 30.degree. C. containsat least one prepolymer on the basis of a polyurethane, which contains from 0.1 to 15 percent by weight, referred to the prepolymer, of free, reactive isocyanate groups, andat least one with heat activatable hardener.Thereby the stoichiometric ratio between said prepolymer and said hardener is chosen in such a way that only a partial cross-linkage is possible during heating said mass to temperatures from 60.degree. C. to 180.degree. C., and that a product is obtained having from high viscous to plastic characteristics.The inventive masses may be used for bonding and/or sealing of one or more materials of the same or different origin to a composite.Type: GrantFiled: June 4, 1987Date of Patent: October 18, 1988Assignee: Sika AG, vorm. Kaspar Winkler & Co.Inventors: Hans-Peter Tschan, Lutz-Dieter Zabel, Ueli Pfenninger
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Patent number: 4772639Abstract: The present invention is directed to a process for the production of light-resistant, optionally foamed elastomeric molded polyurethanes by reacting(a) organic polyisocyanates which are either mixtures of isophorone diisocyanate with polyisocyanates containing isocyanurate groups and based on 1,6-diisocyanatohexane or mixtures of IPDI with polyisocyanates containing isocyanurate groups and based on 1,6-diisocyanato-hexane and IPDI with organic compounds containing isocyanate-reactive groups in the presence of catalysts, wherein the components are reacted together inside closed molds in an isocyanate index of about 70 to 130.The present invention is additionally directed to the elastomeric polyurethanes prepared by this process.Type: GrantFiled: January 11, 1988Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventors: Friedhelm Pilger, Ulrich Knipp, Reinhard Halpaap
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Patent number: 4766172Abstract: The present invention is directed to mold release compositions based on a solution which is liquid at room temperature and contains(i) at least one zinc salt of a straight or branched chain, saturated or unsaturated aliphatic carboxylic acid containing 8 to 24 carbon atoms in(ii) at least one organic compound containing tertiary nitrogen atoms which is liquid at room temperature,the zinc salt being present in a quantity of about 10 to 75% by weight, based on the total weight of the composition, characterized in that component (ii) is based on at least one compound corresponding to the formula ##STR1## wherein R', R", R"' and R.sup.iv, which may be identical or different, denote alkyl group containing 1 to 4 carbon atoms or any two of the groups R' and R" or R"' and R.sup.Type: GrantFiled: July 21, 1987Date of Patent: August 23, 1988Assignee: Bayer AktiengesellschaftInventors: Christian Weber, Peter Haas