Material Contains At Least One Metal Atom Patents (Class 528/55)
  • Patent number: 4758604
    Abstract: This invention is an active hydrogen-containing composition comprising(A) a relatively high equivalent weight liquid active hydrogen-containing material or mixture thereof having at least 50% of its active hydrogen containing groups in the form of primary and/or secondary amine groups;(B) a chain extender having an equivalent weight of about 31 to about 250 and about 2 active hydrogen-containing groups per molecule; and(C) from about 1 to about 30 parts, per 100 parts by weight of the composition, of an amide formed by the reaction of a C.sub.2 -C.sub.30 monocarboxylic acid with a relatively high equivalent weight amine-terminated polyether.
    Type: Grant
    Filed: April 7, 1987
    Date of Patent: July 19, 1988
    Assignee: The Dow Chemical Company
    Inventor: Benny G. Barron
  • Patent number: 4755321
    Abstract: Disclosed is a storage stable blend of a long chain polyol and a short chain glycol wherein the glycol is present in an amount whereby the glycol and polyol form an incompatible blend. The blend is rendered storage stable by the addition of a compatibilizing amount of a salt wherein the salt is formed from a metal having a charge density of from about 1.25 to about 1.45.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: July 5, 1988
    Assignee: Ashland Oil, Inc.
    Inventors: Christopher T. Moss, Gary E. Kimes, Timothy A. Tufts
  • Patent number: 4748201
    Abstract: 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: Grant
    Filed: March 28, 1986
    Date of Patent: May 31, 1988
    Assignee: Urylon Development, Inc.
    Inventor: Stuart B. Smith
  • Patent number: 4748192
    Abstract: 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: Grant
    Filed: March 24, 1986
    Date of Patent: May 31, 1988
    Assignee: Urylon Development, Inc.
    Inventor: Stuart B. Smith
  • Patent number: 4743672
    Abstract: A sag resistant two component polyurethane adhesive comprising a first polyisocyanate component and a second component comprising a polyol, a poly(alkylene oxide) polyamine and a polyurethane catalyst is described.
    Type: Grant
    Filed: February 26, 1987
    Date of Patent: May 10, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4742090
    Abstract: This invention is a polyurethane-urea elastomer which is the reaction product of a reaction mixture comprising (1) a liquid active hydrogen-containing composition which comprises a relatively high equivalent weight active hydrogen-containing compound, and an amine-terminated, relatively low equivalent weight compound, (2) a polyisocyanate which is present in an amount to provide about 0.8 to about 1.5 isocyanate groups per active hydrogen-containing group present in the mixture, and (3) a catalytically effective amount of a bismuth carboxylate catalyst.With the use of the bismuth carboxylate catalyst, excellent pot-life, yet rapid cures are achieved. In addition the so-called "green strength" of the elastomer, i.e., its physical strength at the time of its removal from the mold, is improved with the practice of this invention. Further, the post-cured elastomer exhibits excellent properties.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: May 3, 1988
    Assignee: The Dow Chemical Company
    Inventors: Douglas L. Hunter, David E. Schiff
  • Patent number: 4738991
    Abstract: Organic polyisocyanates characterized by allophanate linkages are prepared by reacting an organic polyisocyanate with a mono- or polyhydric compound in the presence of an organo metal catalyst. The catalyst is then deactivated using a compound such as an inorganic acid, organic acid, organic chloroformate or an organic acid chloride. The isocyanates are useful in preparing polyurethane foams.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: April 19, 1988
    Assignee: BASF Corporation
    Inventor: Thirumurti Narayan
  • Patent number: 4738989
    Abstract: 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 polyisocyanate 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 an aromatic diamine, such as diethyl toluene diamine, to provide a fast-reaction aliphatic polyurethane polymer.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: April 19, 1988
    Assignee: Urylon Development, Inc.
    Inventor: Stuart B. Smith
  • Patent number: 4728712
    Abstract: A method for producing mercaptan terminated liquid polymers with increased chemical reactivity and reduced odor is disclosed which involves heating the polymeric liquid material under conditions which avoid oxidation and depolymerization of the material while removing at least 50 weight percent of low molecular weight mercaptan compounds to produce a stripped polymer material having an increased cure rate and reduced obnoxious mercaptan odor.
    Type: Grant
    Filed: January 22, 1987
    Date of Patent: March 1, 1988
    Assignee: Products Research & Chemical Corp.
    Inventors: Hakam Singh, Jack W. Hutt
  • Patent number: 4721767
    Abstract: An improved process for the copolymerization of a mixture of a bicyclic amide acetal and a polyisocyanate comprising carrying out the copolymerization reaction at a temperature in the range of from about ambient temperature up to about 200.degree. C. in the presence of a catalytic amount of a salt of a metal selected from the group consisting of bismuth, lead, mercury, copper, vanadium, cobalt, nickel, potassium, zinc and antimony is described.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: January 26, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4698408
    Abstract: An adhesive comprising a mixture of (A) a mixture of an isocyanate prepolymer and a polyepoxide which is essentially free of hydroxyl groups, and (B) a mixture of a polyol, a urethane catalyst and an epoxy curing catalyst and structures prepared by adhering substrates to one another by means of said adhesive are described.
    Type: Grant
    Filed: July 21, 1986
    Date of Patent: October 6, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Harvey J. Richards
  • Patent number: 4695618
    Abstract: A method for preparing polyurethane by spraying solventless, equal volume mixtures of:(a) a liquid polyisocyanate; polyisocyanurate or isocyanate terminated quasi-prepolymer; and(b) a curing agent comprised of a blend of from about 0 to 15% of a polyamine having an equivalent weight from about 30 to about 200, about 10 to 20% of a low molecular weight glycol having an equivalent weight of from about 30 to 200, about 40 to 80% of a relatively high molecular weight polyol or polyamine having an equivalent weight of about 350 to 2000, and about 1 to 20% of a synthetic zeolite molecular sieve, wherein the average equivalent weight of (b) is from about 150 to 500.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: September 22, 1987
    Assignee: Ameron, Inc.
    Inventor: Norman R. Mowrer
  • Patent number: 4689385
    Abstract: The invention disclosed relates to an elastomeric polyurethane-based material which is resistant to penetration by chemical-warfare agents and as such is suitable for use in protective clothing such as facemasks. The novel materials are made according to a process which comprises reacting a saturated hydroxyl-terminated polyol with a polyisocyanate.
    Type: Grant
    Filed: June 5, 1986
    Date of Patent: August 25, 1987
    Assignee: Her Majesty the Queen in right of Canada, as represented by Minister of National Defence of Her Majesty's Canadian Government
    Inventors: Kenneth E. MacPhee, John L. Barton
  • Patent number: 4681926
    Abstract: The process for preparing a polyurethane which sets rapidly and can be demolded within minutes by the reaction of a bicyclic amide acetal, a polyol and a polyisocyanate in the presence of a plasticizer such as dioctyl phathalate and a polyurethane catalyst such as stannous octoate is described.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: July 21, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4663196
    Abstract: An improvement to the process of applying a rocket motor liner to an inside surface of a rocket motor casing by coating the casing with a rocket motor liner composition and then curing the liner composition. Typical rocket motor liner compositions include the product of a hydroxyl-terminated polybutadiene prepolymer; a diisocyanate curing agent for forming urethane linkages with said prepolymer; a trifunctional aziridine bond promoter; a filler; and a curing catalyst comprising maleic anhydride, magnesium oxide, and triphenyl bismuth. This invention may use an alkaline carbon black filler and/or a curing catalyst which does not include magnesium oxide.
    Type: Grant
    Filed: November 12, 1985
    Date of Patent: May 5, 1987
    Assignee: Morton Thiokol, Inc.
    Inventors: James D. Byrd, Robert T. Davis
  • Patent number: 4658007
    Abstract: This invention is an improvement in a process by which a polyepoxide and a polyisocyanate are reacted to form an oxazolidone containing polymer or polymer precursor. This improvement comprises conducting said reaction in the presence of a catalytic amount of an organoantimony iodide catalyst. In such improved process, the oxazolidone forming reaction proceeds much more rapidly than the trimerization reaction of the polyisocyanate or the homopolymerization of the polyepoxide. As a result, the product polymer or polymer precursor contains a surprisingly small proportion of isocyanurates. In addition, the overall rate of reaction is substantially increased as compared to that achieved with conventional catalysts, thereby reducing the time and stringency of conditions required to form the desired product.
    Type: Grant
    Filed: May 7, 1985
    Date of Patent: April 14, 1987
    Assignee: The Dow Chemical Company
    Inventors: Maurice J. Marks, Raymond A. Plepys
  • Patent number: 4630963
    Abstract: A composition and method for use in the repair of a roadway are described. A lower molecular weight hydroxyl terminated polyether polyol is reacted with an organic polyisocyanate in the presence of solvents having a specific gravity in excess of 1, and catalyzed by organic mercury and organic lead catalysts in amounts sufficient to cause the composition to gel in about thirty seconds. The reaction products are pumped or poured over an aggregate and allowed to percolate therethrough to form a flush roadway repair.
    Type: Grant
    Filed: September 5, 1984
    Date of Patent: December 23, 1986
    Inventor: Ransome J. Wyman
  • Patent number: 4616043
    Abstract: A light stable, fast reacting, aliphatic polyurethane sprayable coating composition and injectable open molding material is prepared by reacting an A side composition comprising a trimerized or biuret polymethylene polyisocyanate prepolymer with a B side composition comprising an admixture of an alkoxy polyalkylene glycol, such as methoxypolyethylene glycol and an aromatic polyamine such as a diethyl toluene diamine to provide a polyurethane reaction product which rapidly gels, may be quickly removed from the mold, has good green strength and high temperature resistance and is characterized by good ultraviolet or light stability properties. Optionally, the B side composition may contain a catalytic amount of a metal carboxylate like lead napthenate. The A and B side compositions may be sprayed onto a mat in an open mold and also may be sprayed in conjunction with chopped glass fibers, to form a glass-fiber spray coating.
    Type: Grant
    Filed: April 26, 1985
    Date of Patent: October 7, 1986
    Assignee: Thermocell Development, Ltd.
    Inventor: Stuart B. Smith
  • Patent number: 4611044
    Abstract: This invention is an improvement in a process for preparing a polyurethane backed substrate whereby a reacting polyurethane forming mixture comprising at least one polyahl and at least one polyisocyanate as applied to a substrate and subsequently curing thereon to form an attached polyurethane backing. The improvement which is this invention comprises employing an organoiron or organobismuth catalyst for said polyurethane forming mixture. The organoiron or organobismuth catalyst is employed in an amount such that the polymer forming mixture exhibits the viscosity of not greater than about 20,000 cps 2 minutes after the polyahl and polyisocyanates are contacted in the presence of said catalyst at 20.degree.-50.degree. C. and the polyurethane forming mixture cures to a tack free state at an elevated temperature in the presence of said catalyst in less than about 8 minutes.
    Type: Grant
    Filed: May 28, 1985
    Date of Patent: September 9, 1986
    Assignee: The Dow Chemical Company
    Inventors: Louis W. Meyer, Linda M. McKinney, Don H. Kelley
  • Patent number: 4607062
    Abstract: A catalyst composition for improving the reaction-cure rate of polyurethane compositions derived from poly aliphatic isocyanate compounds and poly-hydroxyl bearing compounds is disclosed. The catalyst composition consists essentially of(a) from about 25 to about 75 parts by weight of lead naphthenate; and(b) from about 75 to about 25 parts by weight of at least one dialkyltin dicarboxylate compound of the formula: ##STR1## wherein R is selected from C.sub.1 to C.sub.8 alkyl and R' is selected from C.sub.1 to C.sub.18 alkyl, based upon 100 parts by weight of said catalyst composition.The catalyst compositions promote sufficiently rapid cure rates such that injection moldable poly aliphaticisocyanate-based polyurethane compositions may be provided. In a preferred embodiment, new and improved integral skin foam polyurethane compositions are disclosed which may be reaction injection molded to form integral skin foam shaped articles exhibiting ultraviolet light resistance and improved colorability.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: August 19, 1986
    Assignee: American Cyanamid Company
    Inventor: Ignazio S. Megna
  • Patent number: 4598136
    Abstract: Aliphatic embedding masses are disclosed, prepared by initially reacting one or more aliphatic diisocyanates with castor oil or a mixture of castor oil and further hydroxyl compounds, such as e.g., trimethylol propane into a NCO-group-displaying pre-adduct, and the pre-adduct is then hardened in a catalyzed reaction with a mixture containing castor oil, trimethylol propane and N-methyldiethanol amine. Preferably iron acetyl acetonate, dibutyl tin diacetate or titanium tetrabutylate are employed as catalysts. Isophoron diisocyanate is particularly suitable as diisocyanate.The embedding masses are useful for the embedding of membranes, preferably membranes to be employed in medical fields. The embedding masses are bio-compatible, especially with regard to blood, and are non-toxic. They allow for the embedding of membranes with the aid of automatic machinery. The embedding masses display no or only negligible swelling when used in contact with blood, blood-like and aqueous systems.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: July 1, 1986
    Assignee: Akzo NV
    Inventor: Gerhard Wick
  • Patent number: 4596835
    Abstract: Reinforced cellular or noncellular molded polyurethane parts are prepared by heating a mixture of reinforcing materials and a heat-curable composition of polyisocyanates and polyols in an open or closed mold, said composition being storage-stable at room temperature and containing, optionally, auxiliaries and additives. In said composition, the polyisocyanate is dispersed in the form of discreet particles having particle diameters from 0.1 to 150 .mu.m in the polyol and the polyisocyanate particles are deactivated on their surfaces such that from 0.01 to 20 equivalent percent of the total available isocyanate groups are deactivated and such that the ratio of free isocyanate groups to hydroxyl groups is from 0.7:1 to 2.5:1.The polyurethane molded parts are suitable for use as self-supporting trim parts, reinforcement parts, or molded parts for various applications.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: June 24, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Werner, Rainer Blum, Peter Horn, Martin Welz, Rolf Osterloh
  • Patent number: 4595129
    Abstract: A container for storing a moisture-sensitive material which comprises a fillable space behind the moisture-sensitive material, which has contained therein a water-reactive, highly volatile silane, alkyl titanate or isocyanate which, upon reaction with water, produces a low-viscosity material which is water repellant. The water-reactive compound prevents contact of moisture with the moisture-sensitive material while it is in the container.
    Type: Grant
    Filed: December 28, 1983
    Date of Patent: June 17, 1986
    Assignee: Cemedine Co., Ltd.
    Inventors: Eiichi Okuno, Naomi Okamura, Keiji Ozawa, Takashi Saitoh
  • Patent number: 4584362
    Abstract: Processes are provided for preparing polyurethane elastomers by reacting a polyether or polyester polyol with a polyisocyanate in the presence of a catalytic amount of a bismuth salt of a carboxylic acid having from 2 to 20 carbon atoms. The catalysts of these processes are relatively non-toxic, yet they promote rapid polymerization for a wide variety of polyurethane elastomeric applications.
    Type: Grant
    Filed: February 27, 1985
    Date of Patent: April 22, 1986
    Assignee: Cosan Chemical Corporation
    Inventors: Arthur R. Leckart, H. Victor Hansen
  • Patent number: 4581386
    Abstract: The present invention is directed to a process for the production of optionally cellular, polyurethane elastomer molding by reacting a reaction mixture containing(I) a polyisocyanate,(II) an isocyanate-reactive polymer having a molecular weight of about 1800 to 12,000,(III) about 5 to 50% by weight, based on the weight of component (II) of a chain extender comprising a sterically hindered aromatic diamine and(IV) an internal mold release agent mixture comprising(a) about 0.
    Type: Grant
    Filed: May 23, 1985
    Date of Patent: April 8, 1986
    Assignee: Mobay Chemical Corporation
    Inventors: Ronald P. Taylor, Mark E. Cekoric, John E. Dewhurst, Saad M. Abouzahr
  • Patent number: 4575518
    Abstract: Homogeneous storable mixtures containing small quantities of salts and having a high mixed hydroxyl number of mixed hydroxyl/amine number are made by mixing (a) a polyoxyalkylene polyol and/or polyolamine and/or polyamine based on an alkyloxirane having a molecular weight of from 400 to 12,000, (b) a low molecular weight polyol which is not completely miscible with (a) and a solution-promoting additive in quantities such that for every 100 parts of (a), from 1 to 200 parts of (b) and from 0.01 to 10 parts of (c) are present. The solution-promoting additives are salts of cations of Groups IA, IIA and IIIA of the Periodic System of Elements or ammonium or mono- to tetra-alkylammonium ions and anions formed by removing at least one proton from an acid having a K.sub.s -value of at least 10.sup.-7. These mixtures are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: March 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Reiner Paul
  • Patent number: 4568703
    Abstract: Titanium compounds of the formula Ti(OX).sub.4 or Ti((O--R.sub.2).sub.2 NR.sub.3).sub.2, where (a) X is selected from the group comprising --R.sub.1, --R.sub.2 --OH, --(R.sub.2 --O).sub.n --OH, --R.sub.2 N(R.sub.3).sub.2, and --R.sub.2 --N(R.sub.2)(R.sub.3)OH; (b) R.sub.1 is a C.sub.5 -C.sub.8 alkyl group, R.sub.2 is a C.sub.2 -C.sub.4 alkylene group and R.sub.3 is either --CH.sub.3 or --CH.sub.2 CH.sub.3 ; and (c) n=1-20, are catalysts for the trimerization of isocyanates to isocyanurates and for the formation of 2-oxazolidones from epoxides and isocyanates.The catalysts may also be used to produce poly(isocyanurates), poly(2-oxazolidones), poly(2-oxazolidone/isocyanurates) and polyurethanes containing isocyanurate and or 2-oxazolidone linkages from the appropriate polyfunctional feedstocks.
    Type: Grant
    Filed: July 27, 1984
    Date of Patent: February 4, 1986
    Assignee: BP Chemicals Limited
    Inventor: Kaneyoshi Ashida
  • Patent number: 4564651
    Abstract: This invention provides reaction resin molded materials (OX/ICR molded materials) containing oxazolidinone and isocyanurate rings prepared from reaction resin mixtures of polyepoxides and polyisocyanates (EP/IC resins) in the presence of a hardening catalyst and has as an object to provide a simple manufacturing method for heat resistant OX/ICR molded materials with improved mechanical properties. According to this invention, EP/IC resins which are capable of casting and impregnating and which are free from solvents are provided. These resins have a formula mole ratio of EP:IC of about 1 to 5 and a viscosity of up to 7,000 mPa sec at 25.degree. C. and are cross-linked by means of tertiary amine or imidazole hardening catalysts at gelling temperatures of up to 130.degree. C. and post-hardening temperatures of 130.degree. to 200.degree. C. to produce OX/ICR molded materials with a mole ratio OX:ICR greater than 1, wherein the reaction of the epoxy and isocyanate groups is above 90% after the hardening.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: January 14, 1986
    Assignee: Siemens Aktiengesellschaft
    Inventors: Helmut Markert, Wolfgang Rogler, Klaus Kretzschman, Klaus-Robert Hauschildt
  • Patent number: 4556703
    Abstract: A prepolymer curable with a hydroxyl or amine functional curative to form a polyurethane elastomer composition having low heat buildup characteristics is disclosed. Specifically, the polyurethane prepolymer has terminally reactive isocyanate groups and is prepared by reaction of polymeric diol with a stoichiometric excess of a mixture of the 2,6- and 2,4-isomers of tolylene diisocyanate, said mixture containing from about 50 to about 90 wt % of the 2,6-isomer.The invention also relates to a polyurethane elastomer composition comprising the aforementioned prepolymer and a curingly effective amount of a curative selected from the group consisting of aromatic diamines, hydroxy functional compounds, and mixtures thereof, and optionally, from about 0.01 to 1 part of catalyst per hundred parts of prepolymer.Also disclosed are articles of manufacture produced from the above composition, as well as compositions wherein the mixture contains 40 to 100 wt % of the 2,6-isomer.
    Type: Grant
    Filed: May 14, 1984
    Date of Patent: December 3, 1985
    Assignee: American Cyanamid Company
    Inventors: Ignazio S. Megna, Curtis A. Franz
  • Patent number: 4552944
    Abstract: A super-soft polyurethane elastomer is prepared by reacting an organic polyisocyanate in the presence of a specified organometallic catalyst, with a molar ratio specified mixture of (a) low molecular weight triol and high molecular weight polyol, or (b) low molecular weight triol, aromatic ring containing low molecular weight diol and high molecular weight polyol.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: November 12, 1985
    Assignee: Mitsui-Nisso Corporation
    Inventors: Masayuki Kamiyama, Takashi Saito, Kiyotsugu Asai
  • Patent number: 4543366
    Abstract: Sprayable urethane resin compositions and a process for preparing the sprayable resin compositions particularly with reinforcing materials such as chopped fiberglass, which process comprises reacting generally equal volumes of A and B side mixtures in a sprayable reaction to form a fast reacting, fast curing urethane resin, the A side mixture comprising an MDI or an MDI prepolymer prepared by reacting an MDI with a triol and a B side mixture comprising an auto catalytic, aromatic amine polyol having a hydroxyl number ranging from about 300 to 600, a viscosity reducing amount of a tetraethylene glycol and a catalyst to affect the rapid reaction and cure of the A and B side mixtures on spraying, the process may optionally include the incorporation of reinforcing materials, such as glass fibers and optionally may include the use of blowing agents to provide a lower density reinforced cured product.
    Type: Grant
    Filed: October 15, 1984
    Date of Patent: September 24, 1985
    Assignee: Thermocell Development, Ltd.
    Inventor: Stuart B. Smith
  • Patent number: 4542165
    Abstract: Polyurethane resins having high rigidity and improved physical properties such as mechanical strengths and heat resistance are obtained by reacting a polyisocyanate with a polymer polyol derived from an epoxy-containing monomer, for example, glycidyl esters of unsaturated mono- and dicarboxylic acids, and a polyol, and bringing about ring-opening reaction of epoxy radicals in the presence of an epoxy curing agent, simultaneously with, or before or after the urethane-forming reaction.
    Type: Grant
    Filed: August 16, 1984
    Date of Patent: September 17, 1985
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Koji Kumata, Masao Fukuda
  • Patent number: 4526906
    Abstract: Non-burning, non-dripping instant set microcellular polyurethanes involving an isocyanate-terminated reaction product of polyisocyanate with low molecular weight polyether polyol or polyol blends in the presence of other ingredients such as inert liquids with boiling points above about 150.degree. Celsius and accelerating agents for urethane formation. Specifically, this invention provides an improved mode for flame retarding polyurethane compositions by incorporating a mixture of dibromoneopentyl glycol (DBNG) or its esters and a non-reactive flame retardant plasticizer when dissolved or dispersed into the urethane polymer. Molecular sieves are included, which enhance char formation. The compositions have applications with stringent fire retardancy standards, such as electrical insulators, industrial housings, annular spacers, decorative objects, furniture or furniture components, gear and machine components, agricultural components and other related areas.
    Type: Grant
    Filed: September 6, 1983
    Date of Patent: July 2, 1985
    Assignee: Wegner Development Company
    Inventor: Gunter H. Wegner
  • Patent number: 4519965
    Abstract: The present invention is directed to a process for the production of optionally cellular, polyurethane elastomer molding by reacting a reaction mixture containing(I) a polyisocyanate,(II) an isocyanate-reactive polymer having a molecular weight of about 1800 to 12,000,(III) about 5 to 50% by weight, based on the weight of component (II) of a chain extender comprising a sterically hindered aromatic diamine and(IV) an internal mold release agent mixture comprising(a) about 0.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: May 28, 1985
    Assignee: Mobay Chemical Corporation
    Inventors: Ronald P. Taylor, Mark E. Cekoric, John E. Dewhurst, Saad M. Abouzahr
  • Patent number: 4501873
    Abstract: High molecular weight aromatic polyamines are produced by hydrolyzing a polyisocyanate having an isocyanate content of from 21 to 52.5% and an isocyanate-reactive group-containing compound having a molecular weight of from 400 to 10,000 in the presence of an excess of water. The reactants are used in quantities such that the equivalent ratio of isocyanate to isocyanate-reactive groups is from 0.1 to 5. Further, water is used in an amount such that the equivalent ratio of water to isocyanate groups is greater than 1. Low molecular weight compounds containing isocyanate-reactive groups, solvents, basic catalysts and urethanization catalysts may also be included in the mixture to be hydrolyzed. The hydrolysis is carried out at a temperature of from -20.degree. to 175.degree. C. The product amine is isolated from the reaction mixture by procedures such as phase separation, extraction and distillation. The polyamines thus-produced are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: February 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • Patent number: 4478975
    Abstract: The invention concerns the oilproofing and waterproofing treatment of construction materials by applying to them a composition which comprises by weight:(A) from 0.1 to 25% of a fluorinated copolymer formed from(1) 5 to 70% of a fluorinated ester of the formula: ##STR1## in which Rf represents a perfluoro-alkyl radical, Q represents an oxygen or sulfur atom, W represent a bivalent linkage, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl radical,(2) 4 to 50% of a monomer of the formula: ##STR2## in which R' represent a hydrogen atom or an alkyl radical and R' represents an alkylene radical and(3) 0 to 91% of any other monomers'(B) from 2 to 25% of a polyisocyanate or isocyanate prepolymer;(C) from 0.1 to 10% of a catalyst; and(D) one or more diluting solvents to make up to 100%.
    Type: Grant
    Filed: January 19, 1984
    Date of Patent: October 23, 1984
    Assignee: Atochem
    Inventors: Andre L. Dessaint, Marie-Jose Lina
  • Patent number: 4456745
    Abstract: A process for the production of a polycarbonate glycol wherein a cyclic carbonate is catalyzed at elevated temperature by a cationic initiator. Compounds of structure (I) ##STR1## where R is alkylene, R' and R" are independently hydrogen, alkyl, alkaryl, aralkyl, or aryl, are heated at an elevated temperature in the presence of cationic initiators such as trimethyl aluminum to form a polymer. Production of a glycol product is assured by subsequent heating at about 200.degree.-220.degree. C. to form a polymer containing carbonate units of ##STR2## and having hydroxy end units bonded to a carbon not part of a carbonate function. The molecular weight of polycarbonate glycol is preferably at least about 1,000. Valuable new prepolymer mixes and polyurethanes may be prepared using the novel polycarbonate glycols of the invention.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: June 26, 1984
    Assignee: Ethyl Corporation
    Inventor: Sundar J. Rajan
  • Patent number: 4438235
    Abstract: Filled liquid, polyhydroxyl-containing polymers such as polyether and polyester polyols can be increased in viscosity by incorporating therein a tertiary alkanol monoamine.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Wyandotte Corporation
    Inventor: Bernardas Brizgys
  • Patent number: 4438248
    Abstract: The subject matter of this invention relates to the preparation of polyurethanes. It is particularly concerned with the use of organo-mercury compounds and trimerization catalysts as co-catalysts in the preparation of noncellular polyurethane elastomers.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Wyandotte Corporation
    Inventors: Donald L. Christman, Bernard A. Merkl
  • Patent number: 4426510
    Abstract: Coating or adhesive composition having extended pot life and short cure time comprising an organic polyol, an organic polyisocyanate, an organo-zinc cure rate catalyst, and a compound selected from (a) beta-dicarbonyl compounds, (b) alpha-hydroxy ketones, (c) fused aromatic beta-hydroxy ketones, and (d) beta-hydroxy nitrogen-heterocyclic fused aromatics.Also disclosed are methods of preparing such coating or adhesive compositions, cured coatings and adhesives, and articles containing said coating or adhesive.
    Type: Grant
    Filed: August 5, 1982
    Date of Patent: January 17, 1984
    Assignee: Rohm and Haas Company
    Inventor: Theodore A. DelDonno
  • Patent number: 4421905
    Abstract: The process described herein comprises the preparation of polyimides by the reaction of aromatic dianhydrides and aromatic diisocyanates in the presence of a metal acetylacetonate, such as Al, Co, Fe, Ni, Zr, etc. By using appropriate proportions, the polyimides may be end-capped with either anhydride or isocyanate groups. The use of the acetylacetonate permits the use of lower temperatures for imide ring closure thereby avoiding undesirable coreaction between anhydride groups and certain solvents. "Polyimide dianhydride" is an anhydride-terminated polyimide; and "polyimide diisocyanate" is an isocyanate-terminated polyimide as represented by the respective formulas: ##STR1## wherein Ar', Ar and n are as defined hereinafter. By this process, the polyimide dianhydride product has an anhydride activity of at least 0.17 as defined herein regardless of the type of solvent used.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: December 20, 1983
    Assignee: Plastics Engineering Company
    Inventor: Chung J. Lee
  • Patent number: 4412033
    Abstract: The disclosed one-part curable polyurethane prepolymer compositions comprise a continuous phase and, distributed uniformly through this phase, a discontinuous phase containing a polyol curing agent of the pentaerythritol type. At moderately elevated temperatures, the polyol phase begins to enter into a curing reaction which has a single exotherm peak. The prepolymers are made from aliphatic or cycloaliphatic polyisocyanates and polymeric polyols. The one-part curable system is stable for long periods at room temperature. The curable polyurethane systems can be used in adhesives, coatings, sealants, and similar applications.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: October 25, 1983
    Assignee: H. B. Fuller Company
    Inventors: Stanley B. LaBelle, James A. E. Hagquist
  • Patent number: 4395530
    Abstract: A process for the manufacture of a polyurethane prepolymer adhesive by a catalyst initiated reaction of polyol and isocyanate copolymers is performed under room temperature conditions, and in convenient quantities for application, storage, and transportation purposes. Compounding includes alternatives of catalyst and co-catalyst combinations, and additives, including a reaction inhibitor, plasticizer, delayed reaction catalyst and surfactant.
    Type: Grant
    Filed: November 27, 1981
    Date of Patent: July 26, 1983
    Assignee: Colamco, Inc.
    Inventor: James A. Hammond
  • Patent number: 4386195
    Abstract: Dyestuff preparations which are capable of flow and contain (a) at least one dyestuff which is sparingly soluble or insoluble in water, (b) at least one polyester of phthalic acid and a polyalcohol and optionally a monohydric alcohol with 1-18 C atoms and (c) optionally further auxiliaries, and their use for dyeing plastics, in particular polyurethane plastics.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: May 31, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Bremer, Michael Kressner, Karlheinz Wolf, Konrad Nonn, Reinhold Hornle, Georg Pape
  • Patent number: 4379903
    Abstract: A multiple component catalyst system for curing of energetic urethane bins for solid fuel propellants and gas generators based upon curing of glycidyl-azide polymer and isocynate curative mixtures. Void or bubble free propellant grains are obtained by employing a cure catalyst composed of a mixture of triphenyl bismuth and dibutyltin dilaurate, preferably in a respective ratio of about 10:1 by weight. The void free propellant grains have burn characteristics acceptable for missile propulsion applications.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: April 12, 1983
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Russell Reed, Jr., May L. Chan
  • Patent number: 4374968
    Abstract: Methods of forming isocyanate polymers having long gellation times in the presence of water without the formation of excess foam.
    Type: Grant
    Filed: August 13, 1981
    Date of Patent: February 22, 1983
    Assignee: Halliburton Company
    Inventor: Homer C. McLaughlin
  • Patent number: 4367259
    Abstract: A sound deadening material is obtained with a very high loading of sound damping materials such as barium sulfate, calcium carbonate or metal powders. These materials are mixed with water and are bound together by adding a water-miscible isocyanate-terminated prepolymer which reacts with the water to form a cross-linked binder.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: January 4, 1983
    Assignee: W. R. Grace & Co.
    Inventors: Glenn E. Fulmer, Louis L. Wood
  • Patent number: 4365670
    Abstract: Methods of sealing particular areas, including subterranean well formations, are provided wherein the methods utilize an isocyanate polymer suitable as a sealing agent having a controllable gelation time in the presence of water without formation of excess foam by using one or more typical di- or polyisocyanates with one or more alcoholic or acidic compounds and a particular catalyst namely, triethylene-diamine, Groups 3 and 4 metal-organic compounds or mixtures thereof. A particularly useful catalyst is tributyl titanate.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: December 28, 1982
    Assignee: Halliburton Company
    Inventor: Homer C. McLaughlin
  • Patent number: 4341689
    Abstract: A two component polyurethane coating system is disclosed in which the pot life is extended while retaining rapid cure. The system employs a first component which is a solution of a soluble resin containing active hydrogen atoms capable of reacting with isocyanate functionality, and said first component has dispersed therein an amine catalyst for the reaction absorbed in a molecular sieve having a pore size large enough to absorb the amine catalyst. The molecular sieve minimizes the catalytic effect of the amine catalyst when the two components are mixed until after the absorption of atmospheric moisture forces the sieve to release the catalyst to speed the cure. The second component comprises a solution of an organic polyisocyanate, this solution containing an organotin accelerator which has been deactivated with acetic acid or formic acid which minimizes the accelerating effect of the accelerator when the two components are mixed until after vaporization of the acid frees the accelerator to speed the cure.
    Type: Grant
    Filed: July 2, 1981
    Date of Patent: July 27, 1982
    Assignee: DeSoto, Inc.
    Inventors: Jyotindra K. Doshi, Scott A. Wallenberg
  • Patent number: 4336363
    Abstract: Heat curable compositions are provided comprising cationically polymerizable organic materials such as epoxy resins, vinyl ethers or phenol formaldehyde resins and thermal curing agents, based on the use of certain aryl sulfonium salts with an organic oxidant, such as an organic peroxide, azonitriles, etc. The heat curable compositions can be used as injection molding compounds or as a coating composition.
    Type: Grant
    Filed: October 9, 1980
    Date of Patent: June 22, 1982
    Assignee: General Electric Company
    Inventor: James V. Crivello