With N-containing Reactant Patents (Class 524/874)
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Patent number: 5877243Abstract: Disclosed are coatings and materials that resist bacterial colonization and encrustation for use in medical devices and urological applications. The coating includes acidic chelating components, reactively bound to a hydrophilic polyurethane prepolymer along with noble metal combinations or antibacterials. The acidic and noble metal combinations can also be incorporated as additives during plastic molding of medical devices. A continuous antibacterial surfaces are provided by such coatings and materials.Type: GrantFiled: May 5, 1997Date of Patent: March 2, 1999Assignee: ICET, Inc.Inventor: Shantha Sarangapani
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Patent number: 5733967Abstract: The present invention relates to aqueous dispersions of polyurethanes containing hydantoin groups (calculated as C.sub.3 N.sub.2 O.sub.2, MW 96) in an amount of 1 to 40% by weight, based on resin solids. The present invention also relates to the use of these dispersions for preparing coatings with excellent hydrolytic and thermal stability.Type: GrantFiled: August 20, 1996Date of Patent: March 31, 1998Assignee: Bayer CorporationInventors: Douglas A. Wicks, Arthur W. Mason, Philip E. Yeske, Lyuba K. Gindin, Kenneth P. Yonek, Peter D. Schmitt
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Patent number: 5714561Abstract: Water-dispersible polyurethane prepolymers comprising one or more organic diisocyanates; a difunctional compound having a molecular weight of from about 250 to about 10,000 which is difunctionally reactive with the organic diisocyanate and which is free of side chain polyoxyalkylene units; and a dispersion diol which is difunctionally reactive with the organic diisocyanate and which contains side chain polyoxyalkylene units. Methods of preparation of the prepolymers and their use in aqueous polyurethane dispersions are also described.Type: GrantFiled: September 23, 1996Date of Patent: February 3, 1998Assignee: Uniroyal Chemical Company, Inc.Inventors: James Chin, Vincent John Gajewski
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Patent number: 5693696Abstract: A modified polyurethane structionally incorporating filler having active hydrogen groups on a surface thereof into a polyurethane polymer. The filler is first fluidized with a polyol and then reacted with a linking component having an organo reactive group that is reactive with an isocyanate. Polyisocyanate and additional polyol are added to the reaction mixture such that the isocyanate reacts with the linking component and the polyol to form a polymer wherein the filler is an integral unit in the polymer. The resultant modified polyurethane has good dynamic properties and is surprisingly resilient. Preferred fillers are sand, clay talc and mixtures thereof.Type: GrantFiled: January 16, 1996Date of Patent: December 2, 1997Assignee: MCP Industries, Inc.Inventors: Thomas M. Garrett, Indulis Gruzins
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Patent number: 5688860Abstract: Polyurethane/urea elastomers having an isocyanate equivalent index below 100, preferably from about 15 to about 80; containing an effective amount of polyisocyanate component, and an effective amount of an isocyanate reactive component comprising at least one polyamine and at least one polyol, wherein said elastomer contains from about 1 to about 199 equivalent percent amine per isocyanate equivalent.Type: GrantFiled: December 14, 1995Date of Patent: November 18, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventor: Thomas Stone Croft
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Patent number: 5668211Abstract: This invention relates to a low-viscosity two-component filled polyurethane adhesive comprising(a) a low-viscosity isocyanate component in a quantity sufficient to provide an isocyanate index of about 100 to about 150 comprising an organic polyisocyanate in which up to 10 equivalent percent of the isocyanate groups have been modified by reaction with one or more isocyanate-reactive compounds; and(b) a low-viscosity phase-stable curative component comprising(i) 5 to 50 equivalent percent of a polyether polyol and/or a polyether terminated by aromatic amino groups having an equivalent weight greater than 500,(ii) 30 to 95 equivalent percent of 2-methyl-1,3-propanediol, and(iii) 0 to 35 equivalent percent of a chain extender and/or crosslinker other than 2-methyl-1,3-propanediol, with the proviso that the equivalent ratio of component (b)(iii) to component (b)(ii) is no more than about 0.Type: GrantFiled: December 18, 1996Date of Patent: September 16, 1997Assignee: Bayer CorporationInventor: Jeffrey F. Dormish
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Patent number: 5662966Abstract: A process for producing an aqueous polyurethane coating is provided. A polyisocyanate, a polyol and a dimethylol alkane acid of the following formula, ##STR1## where R is an alkyl group of 2 to 10 carbon atoms, are simultaneously reacted in the presence of an organic solvent having a boiling point of 50.degree. to 120.degree. C. to thereby prepare an urethane polymer solution. The organic solvent is removed from the urethane polymer solution after the polymer has been dissolved or dispersed in water. The coating is of a substantially solvent-free form without reliance on any solvent having a high boiling point which results in impaired coating environment and reduced coat quality. The coat therefrom is widely useful for construction materials, automotive parts, electrical parts and textile products in particular and also is highly effective for preventing volatile of organic compound from becoming emitted in the atmosphere.Type: GrantFiled: March 15, 1996Date of Patent: September 2, 1997Assignee: Mitsubishi Chemical CorporationInventor: Tatsuhiko Kobayashi
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Patent number: 5661216Abstract: A coating composition based on amines, aldimines and isocyanates which forms a polyurea coating or film. These coating compositions are especially useful in the automotive refinish industry due to the cure rate at ambient conditions. The coatings of these compositions can be useful for obtaining low VOC (Volatile Organic Content) levels.Type: GrantFiled: July 31, 1995Date of Patent: August 26, 1997Assignee: BASF CorporationInventors: Thomas J. Laginess, Sudhakar Dantiki, Brian P. Koevenig, Rajnikant P. Shah
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Patent number: 5652301Abstract: The present invention relates to aqueous dispersions of polyureas containing hydantoin groups (calculated as C.sub.3 N.sub.2 O.sub.2, MW 96) in an amount of 1 to 40% by weight, based on resin solids. The present invention also relates to the use of these dispersions for preparing coatings having excellent hydrolytic and thermal stability.Type: GrantFiled: August 20, 1996Date of Patent: July 29, 1997Assignee: Bayer CorporationInventors: Peter D. Schmitt, Douglas A. Wicks, Lyuba K. Gindin, Philip E. Yeske, Arthur W. Mason, Kenneth P. Yonek
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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: 5621043Abstract: An elastomer composition, resistant to hydrocarbon fluid and water absorption, comprisinga) an isocyanate reactive component comprising a polypropylene ether polyol containing from about 5 percent to about 60 percent of a dispersion comprising a condensation or addition polymer,b) from about 5 percent to about 35 percent of an epoxy resin, andc) a polyurethane formed from said polypropylene ether polyol, having active hydrogen atoms and at least one isocyanate component in the presence of said dispersion and said epoxy resin,said polyurethane having an isocyanate index of less than 100, said elastomer composition exhibiting less than about 20 percent weight gain after being immersed in kerosene for 24 hours at 38.degree. C.Type: GrantFiled: August 2, 1995Date of Patent: April 15, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventor: Thomas S. Croft
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Patent number: 5614575Abstract: A sprayable polyurethane composition containing an isocyanate component and a polyol component is provided, wherein the polyol component includes a polyether polyol amine; a nitrogen-free hydoxy-terminated polyether; and a sucrose-polyether polyol. Preferably, these two components are combined while spraying them individually into a mold along with a fibrous-reinforcing material.Type: GrantFiled: April 24, 1995Date of Patent: March 25, 1997Assignee: RPG. Inc.Inventor: Rex R. Kotschwar
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Patent number: 5605951Abstract: The present invention relates to a rubber composition containing silica reinforcement and to pneumatic tires having treads comprised of such rubber composition.A rubber composition comprises at least one elastomer, silica, carbon black and a silica coupler comprised of 3,3'-tetrathiodipropionitrile polysulfide mixture.Type: GrantFiled: February 20, 1996Date of Patent: February 25, 1997Assignee: The Goodyear Tire & Rubber CompanyInventors: Paul H. Sandstrom, Lawson G. Wideman
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Patent number: 5541280Abstract: A linear segmented polyurethaneurea having a degree of branching (Nb) of 3 or less and obtained by chain-extending a prepolymer with an organic diamine in an organic solvent comprising dimethylformamide or dimethylacetamide, wherein the prepolymer has an isocyanate group at the both ends thereof and comprises a stoichiometrically excessive amount of a diisocyanate component selected from 4,4'-diphenylmethane diisocyanate, 2,4-toluene diisocyanate and 1,4-phenylene diisocyanate and a diol component having a number average molecular weight of 500 to 6000.Type: GrantFiled: February 23, 1994Date of Patent: July 30, 1996Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Hiroyuki Hanahata, Seiji Goto
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Patent number: 5521247Abstract: Aqueous coating agent including a water-dilutable mixture of binding agents ofI. 50 to 88 wt. % of a neutralised water-soluble reaction product including(A) 10 to 80 wt. % of a polyurethane resin with an acid number of 70 to 160, at least one terminal blocked isocyanate group devoid of free hydroxyl groups and fatty acid residues with more than 12 C-atoms and with a limiting viscosity number of 6.5 to 12.0 ml/g, measured in DMF at 20.degree. C., and(B) 20 to 90 wt. % of a polyester resin with an OH-number of 50 to 500, an acid number of less than 20, a limiting viscosity number of 8.0 to 13.0 ml/g, measured in DMF at 20.degree. C., with the reaction product having a limiting viscosity number of 13.5 to 18.0 ml/g measured in DMF at 20.degree. C.II. 10 to 40 wt. % of one or several blocked polyisocyanates not capable of being diluted with water, andIII. 2 to 30 wt. % of at least one amine resin by way of additional cross-linking agent.Type: GrantFiled: December 29, 1993Date of Patent: May 28, 1996Assignee: Herberts G.m.b.HInventors: Klaus Dobler, Michael Georgiadis, Wolfgang Goldner, Knut Graf
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Patent number: 5506328Abstract: This invention relates to a process for coating a substrate comprising contacting the substrate with a low volatile organics, moisture curable, two-component coating composition comprising an admixture of an A-side and a B-side, said A-side comprising an aliphatic polyisocyanate having an isocyanate index relative to the number of isocyanate-reactive groups in said coating composition of at least about 200, preferably at least about 300, more preferably at least about 500, said B-side comprising a tertiary amine catalyst and optionally an isocyanate-reactive compound selected from the group consisting of monoahls, polyols, imines, oxazolidines, and combinations thereof, said coating composition optionally containing a solvent in an amount of less than about 45%, based upon the weight of the polyisocyanate in said coating composition, said coating composition having a viscosity as measured by ZAHN cup 2 of less than about 200 seconds, said composition being essentially free of any volatile mono- and di-isocyanType: GrantFiled: May 24, 1993Date of Patent: April 9, 1996Assignee: Olin CorporationInventors: Kiran B. Chandalia, Michael J. Morgan, James M. O'Connor, Stephen L. Goldstein
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Patent number: 5473009Abstract: A self-hardening mold material composition comprising 100 parts by weight of molding sand, 0.1 to 6 parts by weight of a component (a), 0.1 to 4 parts by weight of a component (b), 0.05 to 2.0 parts by weight of a component (c) as SiO.sub.2, and 0.01 to 0.Type: GrantFiled: February 17, 1994Date of Patent: December 5, 1995Assignee: Nippon Polyurethane Industry Co., Ltd.Inventors: Tadashi Kimura, Osamu Ishizu, Shin Konishi
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Patent number: 5444117Abstract: The present invention relates to a coating composition having an improved pot life without a corresponding increase in dry time when cured under ambient conditions which containsa) a polyisocyanate component,b) an aldimine based on the reaction product of a polyamine having 2 or more primary amino groups with an aldehyde corresponding to the formula:O.dbd.CHCH(R.sub.1)(R.sub.2)wherein R.sub.1 and R.sub.2 may be the same or different and represent optionally substituted hydrocarbon radicals, or R.sub.1 and R.sub.2 together with the .beta.-carbon atom form a cycloaliphatic or heterocyclic ring andc) 0.1 to 15 weight percent, based on the total weight of the coating composition, of a water-adsorbing zeolite,wherein components a) and b) are present in an amount sufficient to provide an equivalent ratio of isocyanate groups to aldimine groups of 0.5:1 to 20:1.Type: GrantFiled: February 9, 1994Date of Patent: August 22, 1995Assignee: Bayer CorporationInventors: Robert A. Wade, Terrell D. Wayt
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Patent number: 5422414Abstract: This invention relates to a polyurea-imide RIM composition, molded articles of a polyurea-imide RIM composition, and a method of forming a polyurea-imide molded article.Type: GrantFiled: December 3, 1993Date of Patent: June 6, 1995Assignee: ECP Enichem Polimeri Netherlands B.V.Inventor: Stuart B. Smith
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Patent number: 5367017Abstract: The present invention is directed to a aqueous polyurea dispersion for the preparation of an aqueous polyurea dispersion byI) dispersing in water at an NCO:NH equivalent ratio of 0.5:1.0 to 2.0:1.0a) a polyisocyanate which has an average functionality of 1.5 to 4.0 and an isocyanate content of at least 12% by weight andb) a polyamine component containingi) 30 to 70 mole percent of a polyamine having at least two primary and/or secondary amino groups and a molecular weight of at least 1000 andii) 30 to 70 mole percent of a polyamine having at least two primary and/or secondary amino groups, a molecular weight of less than 400 and at least one anionic or potential anionic group andII) allowing the polyisocyanate and polyamine component to react to form an aqueous polyurea dispersion.The present invention is also directed to the aqueous polyurea dispersion prepared by this aqueous polyurea dispersion.Type: GrantFiled: May 1, 1992Date of Patent: November 22, 1994Assignee: Miles Inc.Inventors: James W. Rosthauser, Robin E. Tirpak
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Patent number: 5334673Abstract: The golf ball is made from a composition of a polyurethane prepolymer and a slow-reacting polyamine curing agent and/or a difunctional glycol. The slow-reacting polyamine curing agents and difunctional glycols are 3,5-dimethylthio-2,4-toluenediamine; 3,5-dimethylthio-2,6-toluenediamine; N,N'-dialkyldiamino diphenyl methane; trimethyleneglycol-di-p-aminobenzoate; polytetramethyleneoxide-di-p-aminobenzoate; 1,4-butanediol; 2,3-butanediol; 2,3-dimethyl-2,3-butanediol; ethylene glycol; and mixtures thereof.Type: GrantFiled: December 24, 1991Date of Patent: August 2, 1994Assignee: Acushnet Co.Inventor: Shenshen Wu
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Patent number: 5328954Abstract: Disclosed is an encrustation and bacterial-resistant coating for use on medical devices and in other medical-related applications. The coating includes a reaction product formed by the covalent linkage of a hydrophilic polyurethane prepolymer and aminopolycarboxylic acid. A urease inhibitor and/or an antibacterial agent may also be added to the coating.Type: GrantFiled: April 16, 1993Date of Patent: July 12, 1994Assignee: ICET, Inc.Inventor: Shantha Sarangapani
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Patent number: 5300560Abstract: The present invention is directed to the discovery that certain additives of the type described in U.S. Pat. No. 3,726,952 effectively slow down the reaction rate of certain RIM systems based upon aliphatic amine terminated polyethers.Type: GrantFiled: March 24, 1993Date of Patent: April 5, 1994Assignee: Miles Inc.Inventors: Stephen J. Harasin, Renee M. Hunkele
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Patent number: 5210127Abstract: Novel powders useful in the slush molding process are produced by reacting an emulsion of either an isocyanate or an isocyanate reactive material with either an isocyanate reactive material or an isocyanate, depending upon the nature of the component used to make the emulsion in the presence of an at least partially blocked isocyanate and an organic carrier. The final reaction product is subsequently removed from the carrier.Type: GrantFiled: October 21, 1992Date of Patent: May 11, 1993Assignees: Bayer Aktiengesellschaft, Miles Inc.Inventors: Joachim Werner, Walter Meckel, Ulrich Liman, Dirk Wegener, Werner Rasshofer, James W. Rosthauser
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Patent number: 5191012Abstract: The present invention is directed to an aqueous dispersion of an encapsulated polyisocyanate which contains ureacted isocyanate groups and is prepared bya) dispersing in water a polyisocyanate which has an isocyanate content of at least 12% by weight andb) reacting the dispersed polyisocyanate with a polyamine having primary and/or secondary amino groups and a molecular weight of 400 or less in an amount sufficient to provide an equivalent ratio of amino groups to isocyanate groups of at least 0.05:1.0.The present invention is also directed to aqueous compositions containing the previously described encapsulated polyisocyanate and an isocyanate-reactive compound.Type: GrantFiled: March 28, 1991Date of Patent: March 2, 1993Assignee: Miles Inc.Inventors: Peter H. Markusch, Ashok M. Sarpeshkar, Robin E. Tirpak
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Patent number: 5187225Abstract: The sealant compound of this invention comprises polyurethane resin or its precursor mixed with vapor grown carbon fiber. In the compound, whisker-shaped carbon fibers with high tensile strength intertwine and form lattices. In addition, carbon fibers are anchored in the polyurethane resin. Consequently, the compound of this invention has more tensile strength than the conventional compound containing black carbon. Thus the seal consisting of the compound of this invention has high adhesion and sealing effects.Type: GrantFiled: October 27, 1989Date of Patent: February 16, 1993Assignee: Kitagawa Industries Co., Ltd.Inventor: Hiroji Kitagawa
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Patent number: 5185200Abstract: The present invention is directed to an aqueous polyisocyanate dispersion which has an isocyanate content of at least 0.5% by weight, based on the weight of the polyisocyanate, and is prepared bya) dispersing in water a polyisocyanate which has an isocyanate content of at least 12% by weight andb) reacting the dispersed polyisocyanate withi) a primary or secondary monoamine containing at least one hydroxyl group in an amount sufficient to provide an equivalent ratio of amino groups to isocyanate groups of 0.1:1.0 to 0.7:1.0 andii) a polyamine having primary and/or secondary amino groups and a molecular weight of 400 or less in an amount sufficient to provide an equivalent ratio of amino groups to isocyanate groups of 0.1:1.0 to 0.4:1.0,wherein component i) is mixed with the dispersed polyisocyanate either before or during the mixing of component ii) and provided that the equivalent ratio of amino groups from both components i) and ii) does not exceed 0.95:1.0.Type: GrantFiled: March 28, 1991Date of Patent: February 9, 1993Assignee: Miles Inc.Inventors: Robin E. Tirpak, Peter H. Markusch, Ashok M. Sarpeshkar
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Patent number: 5182034Abstract: 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: October 23, 1989Date of Patent: January 26, 1993Assignee: The Dow Chemical CompanyInventors: Louis W. Meyer, J. Alan Vanderhider, Robert Carswell
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Patent number: 5164473Abstract: The present invention relates to a low-viscosity two-component filled polyurethane adhesive comprising an organic polyisocyanate component and an isocyanate-reactive curative component. The curative component comprises a blend of relatively high equivalent weight isocyanate-reactive component and a relatively low equivalent weight chain extender or crosslinker, as well as certain diamines or triamines to impart sag resistance.Type: GrantFiled: January 16, 1990Date of Patent: November 17, 1992Assignee: Miles Inc.Inventors: Jeffrey F. Dormish, Peter W. Boerner, Randall C. Rains
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Patent number: 5162388Abstract: An aliphatic polyurea elastomer is disclosed. The elastomer comprises an (A) and a (B) component. The (A) component includes an aliphatic isocyanate. The (B) component includes an amine terminated polyoxyalkylene polyol and a chain extender including an aliphatic spray polyurea elastomer comprising an (a) component which includes an aliphatic isocyanate and a (b) component which includes (1) an amine terminated polyoxyalkylene polyol and (2) a chain extender including cis-1,4-diaminocyclohexane, isophoronediamine, m-xylenediamine, 4,4'-methylenedicyclohexylamine, methanediamine, 1,4-diaminoethylcyclohexane and substituted derivatives thereof. Preferably, the chain extender includes cis-1,4-diaminocyclohexane, isophoronediamine or mixtures thereof.Type: GrantFiled: June 4, 1991Date of Patent: November 10, 1992Assignee: Texaco Chemical CompanyInventor: Dudley J. Primeaux, II
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Patent number: 5147925Abstract: A polyurethane polymer having desired chain-pendant or in-chain groups Y is prepared by 1) converting terminal isocyanate groups of an isocyanate-terminated polyurethane prepolymer to groups providing carbon- or nitrogen-bound --NH.sub.2 and/or --NH-- groups, and 2) chain extending modified prepolymer formed in 1) with a compound having at least two enolic carbonyl groups and also having at least one group Y which becomes chain-pendant or in-chain in the chain-extended polymer.Type: GrantFiled: February 14, 1991Date of Patent: September 15, 1992Assignees: Imperial Chemical Industries PLC, ICI Resins BVInventors: David A. Pears, Martinus P. J. Heuts
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Patent number: 5132458Abstract: A curable compound carrying groups containing basic nitrogen, essentially comprising structural units derived fromA) a compound which contains, on average, at least one preferably terminal 2-oxo-1,3-diololane group per molecule, withB) a secondary diamine containing hydroxyl groups in the .beta.-positions to the secondary amino groups, it also being possible for this amine to contain blocked primary amino groups, and, if appropriate,C) a difunctional amine containing at least one free primary amino group and, if appropriate, at least one secondary amino group.Type: GrantFiled: July 31, 1990Date of Patent: July 21, 1992Assignee: Hoechst AGInventors: Michael Honel, Peter Ziegler, Hartmut Foedde
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Patent number: 5124400Abstract: The invention is related to an adhesive comprising a stable, fine particle size aqueous dispersion of polyurethane-urea which is the reaction product of an isocyanate-terminated prepolymer with an amine-containing chain extending agent which is characterized in that the functionality of said agent is about 2.05 to about 2.50. The adhesive was surprisingly and unexpectedly found to exhibit an increased softening point temperature as compared to the corresponding temperature of related adhesives which contains no such chain extending agent.Type: GrantFiled: September 25, 1989Date of Patent: June 23, 1992Assignee: Miles Inc.Inventors: Robin E. Tirpak, Robert L. Cline
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Patent number: 5116900Abstract: An aqueous coating composition for glass fibers is provided which contains a polycarbonate precursor material and a water soluble film former or binder. The resulting coated glass fibers have excellent flexibilty with little or no powdering of the coating composition off the fibers.Type: GrantFiled: February 13, 1990Date of Patent: May 26, 1992Assignee: Owens-Corning Fiberglas CorporationInventors: Martin C. Flautt, Leonard J. Adzima
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Patent number: 5104930Abstract: Crosslinkable gel compositions cure rapidly to provide gel compositions which possess superior combinations of chemical and physical properties and aging resistance. These compositions are particularly useful for environmentally protecting substrates, especially electrical conductors, connectors, and splices and for sealing around jacketed cables, for example where they enter splice cases.Type: GrantFiled: February 25, 1991Date of Patent: April 14, 1992Assignee: Raychem CorporationInventors: James A. Rinde, Frank W. Mercer, Keith Dawes, Rudolf R. Bukownik
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Patent number: 5061739Abstract: A room temperature curing composition comprising:(A) a silanol-terminated polydiorganosiloxane;(B) a hydrolyzable silyl-terminated polymer obtained by reacting:(a) an epoxy-terminated polyether;(b)(i) an heterocyclic compound containing imino groups, and/or;(ii) an aromatic compound or a heterocyclic compound containing mercapto groups; and,(c) an organosilicon compound containing an epoxy group and a hydrolyzable group;(C) an inorganic filler; and,(D) a curing catalyst.Type: GrantFiled: November 13, 1989Date of Patent: October 29, 1991Assignee: Toshiba Silicone Co., Ltd.Inventor: Chiyuki Shimizu
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Patent number: 5041467Abstract: This invention relates to a method of producing particulate polymers. This production method is characterized in that a mixture of an isocyanate compound containing two or more isocyanato groups per molecule and a surfactant containing two or more hydroxyl groups per molecule is emulsified and allowed to cure in a dispersing medium which does not dissolve the isocyanate compound without use of a protective colloid. According to the production method of the invention, there occurs no aggregation of polymer particles during and after the curing reaction.Type: GrantFiled: September 4, 1990Date of Patent: August 20, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Hironori Kataoka, Kazuhito Jinno, Tokiko Yamashita
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Patent number: 5011647Abstract: Active hydrogen-containing compositions having internal mold release components are used in a process in preparing molded polymeric products. In the process, the active hydrogen-containing composition contains (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: June 21, 1989Date of Patent: April 30, 1991Assignee: The Dow Chemical CompanyInventors: Louis W. Meyer, Robert Carswell, J. Alan Vanderhider
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Patent number: 5011903Abstract: An encapsulating and patching elastomer for concrete repairs including a two component urethane system including a polyol reacted with a diisocyanate or a mixture of diisocyanates and a hindered amine, and an aggregate filler. The elastomer polyester filler has a hardness of over 50 on the Shore A scale. The subject invention further provides a method of making an encapsulating and patching elastomer for concrete repairs, the method including the steps of dissolving the two component urethane system with the hindered amine. The mixture is applied as a film or patch to a concrete surface. The mixture is cured at ambient temperature for 48 to 72 hours to an elastomer having a hardness of over 50 on the Shore A scale.Type: GrantFiled: January 7, 1988Date of Patent: April 30, 1991Assignee: Peterson Elastomers, Inc.Inventors: Frank M. Lymburner, Charles M. Peterson
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Patent number: 5008033Abstract: Active hydrogen-containing compositions having internal mold release components 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: June 12, 1989Date of Patent: April 16, 1991Assignee: The Dow Chemical CompanyInventors: Louis W. Meyer, J. Alan Vanderhider, Robert Carswell
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Patent number: 4985490Abstract: The present invention is directed to a process for the direct production of a pigmented thermoplastic polyurethane powder in finely divided form by(a) reacting with agitation at an overall equivalent ratio of isocyanate groups to isocyanate reactive groups of about 0.5 to 1.1(i) a surfactant-stabilized emulsion of fine droplets of a first reactant which has an average of about two isocyanate or isocyanate reactive groups in admixture with at least one pigment with(ii) a second reactant which contain an average of about two isocyanate or isocyanate reactive groups,in an inert organic liquid in which the first reactant, the pigment and the powder are substantially insoluble or immiscible to form particles of the powder which are protected from agglomeration by the surfactant, and(b) separating the particles of the powder from the inert organic liquid.The present invention is also directed to the pigmented thermoplastic polyurethane powders obtained by this process.Type: GrantFiled: April 12, 1989Date of Patent: January 15, 1991Assignees: Bayer Aktiengesellschaft, Mobay CorporationInventors: James W. Rosthauser, Walter Meckel, Werner Rasshofer
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Patent number: 4906722Abstract: Thermosetting reactive systems, comprising(a) at least one epoxide resin,(b) at least one isocyanate resin,(c) a reaction accelerator of the formula I ##STR1## in which R.sup.1 is --(CR.sup.4 R.sup.5).sub.n - with n=2-24, phenylene or naphthylene which is unsubstituted or mono- or poly-substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1-C.sub.4 alkoxy or C.sub.3 -C.sub.8 dialkylaminoalkyl, or a radical of the formulae ##STR2## R.sup.2 and R.sup.3 independently of one another are C.sub.1-C.sub.12 alkyl, phenyl or naphthyl which are unsubstituted or mono- or poly-substituted by halogen, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.1 -C.sub.4 alkoxy, or also C.sub.7 -C.sub.13 aralkyl, or in which R.sup.2 and R.sup.3, together with the N atom to which they are linked, form a 5-membered, 6-membered or 7-membered heterocyclic ring, and R.sup.4 and R.sup.5 independently of one another are hydrogen or C.sub.1 -C.sub.Type: GrantFiled: November 21, 1988Date of Patent: March 6, 1990Assignee: Ciba-Geigy CorporationInventors: Sameer H. Eldin, Alfred Renner
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Patent number: 4882379Abstract: A crystalline polyester film or sheet coated with a primer composition consisting essentially of a carboxylated polyurethane, wherein the carboxyl groups are introduced by esterifying the terminal hydroxyl groups and amidizing any terminal amine groups of the polyurethane with a dicarboxylic acid anhydride. Such primer compositions form continuous wet films and dry coatings and provide surfaces receptive to a variety of surface finishes such as further polymer coatings and inks.Type: GrantFiled: June 14, 1988Date of Patent: November 21, 1989Assignee: E.I. Du Pont De Nemours and CompanyInventor: Richard P. Pankratz
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Patent number: 4868223Abstract: Disclosed are active hydrogen compositions comprising: (A) a polyether polyol having a functionality of at least about three; (B) an amine-based polyol having an equivalent weight less than about 250 and derived from the addition of at least two moles of butylene oxide to a nitrogen containing compound having at least two active hydrogen atoms; optionally (C) an active hydrogen containing extender of equivalent weight up to about 200; and optionally (D) a low equivalent weight cross-linking polyol other than (B) above.Also dislcosed are the molded polyurethanes produced from the above compositions and, particularly high strength mat molded reaction injection molded parts.Type: GrantFiled: November 9, 1988Date of Patent: September 19, 1989Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Douglas P. Waszeciak, Douglas K. Hillshafer
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Patent number: 4863994Abstract: Disclosed are novel active hydrogen compositions comprising: (1) a polymeric polyol; (2) a low equivalent weight cross-linking polyol; (3) optionally a second polyol having an equivalent weight up to about 500; and (4) a sufficient amount of a monohydric alcohol of equivalent weight up to about 1,500 to provide a monophase low viscosity blend.Also disclosed are the molded polyurethanes produced from the above compositions, and, particularly high strength mat molded reaction injection molded parts.Type: GrantFiled: June 24, 1988Date of Patent: September 5, 1989Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Douglas P. Waszeciak
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Patent number: 4835210Abstract: Water emulsifiable ketoxime blocked polyol prepolymers which can be further mixed with a low melting diamine or diol curative and water to make a very low viscosity storage stable, castable, reactive mixture. The water and volatile ketoxime are driven off to form a polyurethane with excellent physical properties.Type: GrantFiled: May 27, 1988Date of Patent: May 30, 1989Assignee: Uniroyal Chemical Company, Inc.Inventors: James Chin, Ajaib Sing
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Patent number: 4833177Abstract: A method for preparing polymer microparticles which are stably dispersed in a nonaqueous medium involves:(a) mixing into a nonaqueous medium a polymerizable component at least 20 percent of which is insoluble in the nonaqueous medium, said polymerizable component comprising at least one polymerizable species;(b) subjecting the mixture of (a) to stress sufficient to particulate the mixture;(c) polymerizing the polymerizable component within each particle under conditions sufficient to produce polymer microparticles stably dispersed in the nonaqueous medium, said polymer microparticles being insoluble in the nonaqueous medium and the nonaqueous medium being substantially free of dissolved polymer, said polymer microparticles further characterized in that less than 20 percent of the polymer microparticles have a mean diameter greater than 5 microns.Type: GrantFiled: December 3, 1987Date of Patent: May 23, 1989Assignee: PPG Industries, Inc.Inventors: Dennis L. Faler, Gregory J. McCollum, James B. O'Dwyer, Marvis E. Hartman
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Patent number: 4808658Abstract: The invention relates to aminourethanes essentially composed of structural units derived from (.alpha.) polyamines of the general formula (I) ##STR1## and of structural units derived from (.beta.) oligomeric or polymeric compounds which contain at least one terminal 2-oxo-1,3-dioxolane group.The invention further relates to a process for preparing these aminourethanes and to their use in particular in paint formulations.The aminourethanes according to the invention are suitable in particular for use as curable water-dispersible binders in particular for cationic electrocoating.Type: GrantFiled: March 29, 1988Date of Patent: February 28, 1989Assignee: Hoechst AGInventors: Gerd Walz, Michael Honel, Gerhard Brincopke, Walter Sprenger, Manfred Finke, Rudiger Lenz
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Patent number: 4748192Abstract: An aliphatic, isocyanate-base, polyurethane polymer and a process for preparing the polymer. The process comprises reacting, such as by spraying onto a substrate or an open mold, a caprolactone polyol with an aliphatic isocyanate in the presence of a catalytic amount of a metallo catalyst, and also in the presence of a fast-curing amount of a curing agent comprising an amine, particularly a triethanol amine, to provide a fast-reaction aliphatic urethane polymer which is a clear, easily color-pigmented polymer.Type: GrantFiled: March 24, 1986Date of Patent: May 31, 1988Assignee: Urylon Development, Inc.Inventor: Stuart B. Smith
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Patent number: 4748201Abstract: An aromatic, isocyanate-base, polyurethane polymer and a process for preparing the polymer. The process comprises reacting, such as by spraying onto a substrate or an open mold, a caprolactone polyol with a methylene dipara phenylene isocyanate in the presence of a catalytic amount of a metallo catalyst, and a fast-curing and cross-linking amount of a curing agent comprising a polyalkanol amine, particularly a triethanol amine, to provide a fast-reaction aliphatic poilyurethane polymer. The reaction of difunctional caprolactone polyols with low functionality MDI in the presence of a tin catalyst and triethanol amine provides for flexible and rigid polymer films of substantially no porosity.Type: GrantFiled: March 28, 1986Date of Patent: May 31, 1988Assignee: Urylon Development, Inc.Inventor: Stuart B. Smith