Nitrogen Compound Contains A Nitrogen Atom Bonded To Three Carbon Atoms And Wherein None Of The Carbon Atoms Are Double-bonded To Oxygen Patents (Class 521/129)
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Patent number: 4412014Abstract: Polyoxyalkylene foam stabilizing surfactants can be prepared by reacting a polyoxyalkylene adduct, a cyclic nitrogenous vinyl monomer and an esterified unsaturated dibasic acid under free radical polymerization conditions in the presence of a free radical initiator, and by subjecting the reaction product obtained to a solvent extraction. The isolated components can be utilized as surfactants in producing cellular foams.Type: GrantFiled: June 29, 1981Date of Patent: October 25, 1983Assignee: The Celotex CorporationInventors: Richard L. Frentzel, Ernest K. Moss
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Patent number: 4410641Abstract: Polyisocyanurate-polyurethane foams are prepared by reacting an organic polyisocyanate with oxyethylated aromatic amines and diols having equivalent weights from 31 to 100 and at an isocyanate index of 150 to 500 in the presence of a trimerization catalyst and a blowing agent.Type: GrantFiled: January 4, 1982Date of Patent: October 18, 1983Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, Theodore O. Stolz, John T. Patton, Jr.
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Patent number: 4403013Abstract: A glue foamable to high density comprises an aqueous alkaline thermosetting resin and a surfactant comprising (1) a fatty acid amide of the alkanol-amines or (2) a tertiary amine oxide used in amount sufficient to render the glue foamable to a stable foam having a density of at least 0.5 and a viscosity of from 1,000 to 20,000 centipoises upon being beaten with air. The glue is useful particularly in the manufacture of plywood.Type: GrantFiled: May 6, 1982Date of Patent: September 6, 1983Assignee: Chembond CorporationInventors: Paul Robitschek, Jeffrey B. Stone
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Patent number: 4393149Abstract: A method of catalyzing the curing of polyurethane foams formed by reacting a polyol with a diisocyanate in the presence of a blowing agent and a catalyst comprising using as the catalyst a compound of the formula ##STR1## where R can be hydrogen, methyl, ethyl or R.sup.4 CO.sub.2 CH.sub.2 --; R.sup.1 can be hydrogen, methyl, ethyl or R.sup.4 CO.sub.2 CH.sub.2 --; R.sup.2 can be hydrogen or an alkyl group of 1-3 carbon atoms; R.sup.3 can be alkyl of 1-4 carbon atoms or phenyl; and R.sup.4 can be hydrogen, alkyl or alkenyl of 1-17 carbon atoms.Type: GrantFiled: March 30, 1982Date of Patent: July 12, 1983Assignee: Angus Chemical CompanyInventor: Paul E. Eckler
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Patent number: 4393015Abstract: A process for producing urethane-modified polyisocyanurate foams in which a poly(oxyalkylene-oxyethylene)polyether polyol is used as a modifying agent having the number of functional groups and the molecular weight in specific ranges with the equivalent ratio of NCO/OH being in a specific range and containing a specific quantity of ethylene oxide. The use of this modifying agent provides urethane-modified polyisocyanurate foams exhibiting excellent fire resistance and adhesion to an object surface.Type: GrantFiled: January 5, 1982Date of Patent: July 12, 1983Assignee: Bridgestone Tire Co., Ltd.Inventors: Hiroshi Kaneda, Katsuhiko Arai, Akira Suzuki, Takashi Ohashi
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Patent number: 4376832Abstract: N-butylmorpholine and N,N'-dimethylpiperazine may be used together as a catalyst system in an activator solution to give finer, more uniform cells to polyester-based polyurethane foams if a solvent is employed. It was surprisingly discovered that the components must be used together as a catalyst-solvent system to avoid the disadvantages observed when one of the components is changed or left out. For example, if the solvent were not present in the activator solution in proportions of at least 1 wt. %, the activator solution would not be homogeneous.Type: GrantFiled: December 7, 1981Date of Patent: March 15, 1983Assignee: Texaco Inc.Inventors: George P. Speranza, Robert L. Zimmerman
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Patent number: 4374934Abstract: A select, low density semi-flexible foam polymer composition is prepared from a very select reaction mixture which is characterized by a foaming agent which consists essentially of water and is substantially free of fluorinated hydrocarbon compounds, and a relatively low reaction mixture NCO/OH index of from about 20 to about 70. The foam polymer composition is particularly useful in packaging fragile or shock-sensitive objects.Type: GrantFiled: March 30, 1981Date of Patent: February 22, 1983Assignee: Olin CorporationInventor: Robert J. Raynor
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Patent number: 4371629Abstract: The incorporation of a crosslinker comprising an ethylene oxide adduct of a Mannich condensate of nonyl phenol, diethanolamine and formaldehyde in molded polyurethane semiflexible foams is disclosed. Semiflexible polyurethane foams incorporating this crosslinker result in foams which offer many advantages including a significant improvement in moldability characteristics and materials utilization as well as other advantages. These improvements are demonstrable over similar formulations using other crosslinkers. The resulting foams find use in energy absorbing applications in the automotive industry and other industries.Type: GrantFiled: September 17, 1981Date of Patent: February 1, 1983Assignee: Texaco Inc.Inventor: Thomas H. Austin
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Patent number: 4365670Abstract: 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: GrantFiled: June 2, 1980Date of Patent: December 28, 1982Assignee: Halliburton CompanyInventor: Homer C. McLaughlin
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Patent number: 4362678Abstract: A process for producing a laminate of polyisocyanurate foam which is the reaction product of a polymethylene polyphenylisocyanate and a polyol which is ethoxylated trimethylol propane, ethoxylated trimethylol ethane, ethoxylated pentaerythritol or ethoxylated glycerin. Laminates of such foams exhibit improved adhesion of the facing sheet.Type: GrantFiled: October 19, 1981Date of Patent: December 7, 1982Assignee: The Celotex CorporationInventors: Michael J. Skowronski, Alberto DeLeon
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Patent number: 4359540Abstract: The invention is a method for making reaction injection molded polyurethane of improved properties. The method comprises injecting into a mold cavity a high molecular weight polyhydric polyether, a low molecular weight active hydrogen containing compound of at least two functionality, a polyisocyanate and a catalyst comprising polymers substantially without active hydrogens containing tertiary amine moieties. This catalyst results in improved paintability when using high solids paint. Reaction injection molded elastomers are useful as molded articles of commerce including, but not limited to, vehicle body parts.Type: GrantFiled: May 29, 1981Date of Patent: November 16, 1982Assignee: Texaco Inc.Inventors: Edward E. McEntire, Richard J. G. Dominquez
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Patent number: 4353995Abstract: The instant invention is directed to a novel catalyst system for the production of polyurethane resin, and the method of use of such catalyst system. The catalyst systems of the instant invention broadly comprise(a) a tertiary amine,(b) a tin compound capable of catalyzing the reaction between an isocyanate group and an active hydrogen atom, and(c) a compound of the formula:(R--COO--.sub.2 Mewherein Me represents calcium or barium, andR represents a hydrocarbon group. It has been found that the component (c) tends to catalyze size reactions which occur during foaming between isocyanate groups and the initial reaction products of isocyanates and active hydrogen containing compounds.Type: GrantFiled: December 26, 1979Date of Patent: October 12, 1982Assignee: Mobay Chemical CorporationInventors: John F. Szabat, Gert F. Baumann, Gaeta L. Copeland
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Patent number: 4349638Abstract: The subject invention relates to the use of alkali metal ammonium carboxylates as catalysts in the preparation of rigid and flexible foams characterized by isocyanurate and/or urethane linkages. Alkali metal ammonium carboxylates are the reaction products of a tertiary amine and an alkali metal acid salt of a polycarboxylic acid.Type: GrantFiled: November 2, 1981Date of Patent: September 14, 1982Assignee: BASF Wyandotte CorporationInventor: Thirumurti Narayan
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Patent number: 4348536Abstract: The instant invention is directed to novel compounds and the use thereof in producing polyurethane resins. The compounds generally correspond to the following formula: ##STR1## wherein n is an integer of from 1 to 5,R is a C.sub.1 -C.sub.5 alkyl groupY is a C.sub.1 -C.sub.5 alkyl group or a ##STR2## and Z is a ##STR3## where n=0 or 1, X is --O-- or ##STR4## and R' is an aliphatic group having from 1 to 15 carbon atoms and may contain ester, ether, or amide groups or tertiary nitrogen and, when m=0, R' may be a hydrogen atom.Type: GrantFiled: February 6, 1978Date of Patent: September 7, 1982Assignee: Bayer AktiengesellschaftInventors: Johannes Blahak, Hans Hubner, Johannes Koster, Hans J. Meiners, Heinz Thomas
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Patent number: 4345042Abstract: A polyurethane-modified polyisocyanurate foam having an excellent heat-resistance and flame-resistance and a reduced smoke-generation, comprises a reaction product of a mixture containing (A) at least one polyisocyanate compounds; (B) at least one polyol compound including, benzylic ether type phenolic resin of the formula (1): ##STR1## wherein R=H, hydrocarbon, oxyhydrocarbon or halogen, X=H or methylol, the molar ratio methylol/H.gtoreq.1, m+n.gtoreq.2 and m/m.gtoreq.1; p=1.about.3, (C) a trimerization catalyst, and; (D) a blowing agent, the ratio of the isocyanate equivalent of the isocyanate compound to the hydroxyl equivalent of the polyol compound being from 1.5 t 10.Type: GrantFiled: March 6, 1981Date of Patent: August 17, 1982Assignee: Hodogaya Chemical Co., Ltd.Inventors: Akira Kuroda, Tsutomu Nakamura, Masatoshi Onishi
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Patent number: 4342841Abstract: Polyamide polyurethane polymers are disclosed that are derived from the reaction of (A) an organic polyisocyanate; (B) at least one organic polyol; and (C) a ketene-aminal having the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4, when taken separately, are independently selected from the group consisting of lower alkyl, aralkyl, and cycloalkyl and, when taken together as R.sub.1 with R.sub.2 and R.sub.3 with R.sub.4 with the respective nitrogen atoms to which they are attached, represent independently heterocyclic groups having from 5 to 7 ring atoms, wherein the equivalent proportions of said polyol component (B) to said ketene-aminal component (C) fall within the range of about 1:4 to about 1:80 and the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 6:1.Type: GrantFiled: August 14, 1981Date of Patent: August 3, 1982Assignee: The Upjohn CompanyInventors: Louis M. Alberino, Dale F. Regelman
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Patent number: 4341875Abstract: A two-part liquid composition capable of being mixed with a foaming agent and placed in a reaction injection molding apparatus to form a microcellular composition, which when cured yields a urethane product having improved flexural modulus properties. The composition is comprised of a part "A" which is comprised of an organic isocyanate, and a part "B" which is comprised of a base polyol, a catalyst, and a chain extending agent mixture comprised of a glycol and at least one high functionality supplemental polyol.Type: GrantFiled: December 5, 1979Date of Patent: July 27, 1982Assignee: Olin CorporationInventors: Robert L. Visger, Mark A. Plano
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Patent number: 4338245Abstract: Thermoplastic polyester compositions comprising a polyester such as polybutylene terephthalate, a pentate salt of an amino-s-triazine, and optionally a polyol are flame retardant and intumescent and may be compounded to be self-extinguishing.Type: GrantFiled: August 12, 1981Date of Patent: July 6, 1982Assignee: Borg-Warner Chemicals, Inc.Inventor: Yuval Halpern
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Patent number: 4336184Abstract: Thermoplastic polyphenylene ether compositions comprising a polyphenylene ether-styrenic resin blend, a pentate salt of an amino-s-triazine and optionally a polyol are flame retardant and intumescent and may be compounded to be self-extinguishing.Type: GrantFiled: August 12, 1981Date of Patent: June 22, 1982Assignee: Borg-Warner Chemicals, Inc.Inventor: Yuval Halpern
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Patent number: 4334944Abstract: The present invention provides a method to improve the rupture stability of polyurea foam materials to such a level that they can be applied on a commercial scale. This is achieved by incorporating 0.5 to 50 parts by weight of at least one alkanolamine having at least one amino group, one hydroxyl group and a molecular weight of from 47 to 2000 per 100 parts by weight of polyisocyanate used for the preparation of said polyurea foam materials. Preferably the foam material prepared is cut into pieces by cutting it in the rise direction, more particularly in the rise direction that is perpendicular to the machine direction of the foam, and subsequently crushing said pieces at least once.Type: GrantFiled: May 7, 1979Date of Patent: June 15, 1982Assignee: PRB N.V.Inventor: Hubert S. Creyf
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Patent number: 4331778Abstract: The present invention relates to a process for the production of polyurethane plastics by reacting compounds containing at least two isocyanate-reactive hydrogen atoms and having a molecular weight in the range of from 400 to 10,000, polyisocyanates and, optionally, chain extenders having a molecular weight of from 32 to 400, foam stabilizers, water and/or organic blowing agents in the presence of catalysts containing tertiary nitrogen. These catalysts are characterized in that mixtures of (a) one or more cross-linking catalysts corresponding to the following general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 which may be the same or different, represent C.sub.1 -C.sub.5 -alkyl radicals, preferably CH.sub.3 -- or C.sub.2 H.sub.5 radicals,R' and R" represent hydrogen or the same or different C.sub.1 -C.sub.3 -alkyl radicals, preferably CH.sub.3 -- or C.sub.2 H.sub.Type: GrantFiled: December 10, 1979Date of Patent: May 25, 1982Assignee: Bayer AktiengesellschaftInventors: Claus-Dieter Sommerfeld, Peter Haas, Kuno Wagner, Manfred Kapps
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Patent number: 4326042Abstract: The use of N-methoxypropylmorpholine, N-butylmorpholine and N,N'-dimethylpiperazine together as a catalyst system in an activator solution to give finer, more uniform cells to polyester-based polyurethane foams is described. While each of the amine catalysts has disadvantages when used alone in an activator solution, it was surprisingly discovered that together as a catalyst system none of the disadvantages were observed in the resulting polyurethane foam.Type: GrantFiled: April 22, 1981Date of Patent: April 20, 1982Assignee: Texaco Inc.Inventor: Robert L. Zimmerman
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Patent number: 4324918Abstract: There are disclosed the chemical compound N,N-dimethyl-N'-isobutyl-N'-.beta.-hydroxyethyl-propylenediamine, a process for the preparation thereof and its use.Type: GrantFiled: October 3, 1980Date of Patent: April 13, 1982Assignee: Ruhrchemie AktiengesellschaftInventors: Jurgen Weber, Volker Falk, Claus Kniep
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Patent number: 4315079Abstract: Compounds typified by N,N'-polyoxyalkylene bis(pyrrolidinone-3-carboxylic acid) are useful as epoxy curing accelerators. Salts thereof, including alkali metal salts, are curing agents for isocyanurate foams.Type: GrantFiled: April 1, 1981Date of Patent: February 9, 1982Assignee: Texaco Development CorporationInventors: Heinz Schulze, Robert L. Zimmerman, Harold G. Waddill
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Patent number: 4311801Abstract: A process for producing a laminate of polyisocyanurate foam which is the reaction product of a polymethylene polyphenylisocyanate and a polyol which is ethoxylated trimethylol propane, ethoxylated trimethylol ethane, ethoxylated pentaerythritol or ethoxylated glycerin. Laminates of such foams exhibit improved adhesion of the facing sheet.Type: GrantFiled: January 18, 1980Date of Patent: January 19, 1982Assignee: The Celotex CorporationInventors: Michael J. Skowronski, Alberto DeLeon
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Patent number: 4310633Abstract: The instant invention is directed to hexahydrotriazine carboxylates, a method for their preparation, and their use as catalysts in the production of polyisocyanurate plastics.Type: GrantFiled: November 12, 1980Date of Patent: January 12, 1982Assignee: Bayer AktiengesellschaftInventors: Peter Haas, Johannes Blahak, Rolf Wiedermann
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Patent number: 4310632Abstract: A process for making a polyurethane which comprises reacting an organic polyisocyanate with a higher molecular weight organic polyhydroxyl compound in the presence of a catalyst having the following formula: ##STR1## wherein X is sulfur or NH and n is a whole number from 2 to 6. Also used is a catalyst which is a combination of the above-mentioned catalyst and an organic tin compound.Type: GrantFiled: January 26, 1981Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventors: Heinrich Horacek, Manfred Barl, Rolf Wurmb, Matthias Marx
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Patent number: 4305991Abstract: The instant invention relates to a process for the production of polyurethane foams by reacting polyisocyanates with polyhydroxyl compounds of a specified molecular weight range in the presence of blowing agents and chain lengthening or cross-linking agents and optionally in the presence of catalysts, foam stabilizers and other additives generally known. The improvement resides in(a) the polyisocyanates used containing aliphatically and/or cycloaliphatically bound isocyanate groups;(b) the polyhydroxyl compounds used containing ether groups; and(c) the chain lengthening or cross-linking agents comprising at least in part a member selected from the group consisting of a monoalkoxylated hydrazine, a dialkoxylated hydrazine, a reaction product of a monoalkoxylated or dialkoxylated hydrazine with an aliphatic monoisocyanate in a molar ratio of 1:1. The reaction is carried out in the presence of additional chain lengthening agents having a specified molecular weight.Type: GrantFiled: March 31, 1980Date of Patent: December 15, 1981Assignee: Bayer AktiengesellschaftInventors: Holger Meyborg, Werner Mormann, Hans-Walter Illger, Manfred Bock
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Patent number: 4304875Abstract: A flexible, elastic, uniform polyurethane foam is cold foamed and set from a composition of matter comprising (i) a polyisocyanate, (ii) a polyether-polyol having a molecular weight ranging from 800 to 50,000 and at least 2.1 hydroxyl radicals per mol, of which hydroxyl radicals at least 35% are primary hydroxyl radicals, (iii) a stabilizing amount of an organosilicon stabilizer therefor, and (iv) a blowing agent; said organo silicon stabilizer being a triorganosilylated polypentaerythritol having the structural formula:(R.sub.3 SiOCH.sub.2).sub.4-a C{CH.sub.2 OCH.sub.2 C(CH.sub.2 OSiR.sub.3).sub.3 }.sub.awherein each R, which may be the same or different, is methyl, ethyl or vinyl, at least one R per each --SiR.sub.3 group being methyl, and further wherein a is 1, 2, 3 or 4.Type: GrantFiled: October 10, 1980Date of Patent: December 8, 1981Assignee: Rhone-Poulenc IndustriesInventors: Maurice Duvernay, Francesco Farina, Andre Guillaume
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Patent number: 4303755Abstract: A safety fuel tank for automobiles and the vehicles, wherein substantially skeletal reticulated flexible polyurethane foam is integrally foamed, is produced by reacting a mixture of (a) poly(oxypropylene-oxyethylene)polyetherpolyol having 51-98% by weight of ethylene oxide component and (b) poly(oxypropylene-oxyethylene)polyetherpolyol having not less than 51% by weight of propylene oxide component as the polyhydroxyl compound with an organic polyisocyanate in the presence of a catalyst, a foaming agent, a surfactant and an additive in a fuel tank.Type: GrantFiled: November 16, 1979Date of Patent: December 1, 1981Assignee: Bridgestone Tire Co., Ltd.Inventors: Toshio Yukuta, Kazuo Yagura, Nobuhisa Fuchigami
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Patent number: 4299923Abstract: Organosiloxane copolymers containing alkyl groups having from 5 to 20 carbon atoms that have beneficial utility as foam stabilizers in the manufacture of low density high resilience polyurethane foam; solutions of such copolymers; a process for producing low density high resilience polyurethane foam utilizing as a foam stabilizer said organosiloxane copolymers; and the foams derived therefrom.Type: GrantFiled: March 27, 1980Date of Patent: November 10, 1981Assignee: Union Carbide CorporationInventors: Feyyaz O. Baskent, James D. Reedy
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Patent number: 4297443Abstract: A method of catalyzing the curing of polyurethane foams formed by reacting a polyol with a diisocyanate in the presence of a blowing agent and a catalyst comprising using as the catalyst a compound of the formula ##STR1## where n is 0 or 1, R is methyl or ethyl and R' is hydrogen, methyl of dimethylamino.Type: GrantFiled: August 28, 1980Date of Patent: October 27, 1981Assignee: International Minerals & chemical CorporationInventors: Paul E. Eckler, William A. Summers, Ollie W. Chandler
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Patent number: 4294934Abstract: The instant invention is directed to a process for the production of polyurethane urea elastomers having a gross density of more than 200 kg/m.sup.3 comprising: casting a reaction mixture of(A) an isocyanate prepolymer produced from(a) 1 mole of a compound containing at least 2 Zerewitinoff-active hydrogen atoms and having a molecular weight of from 400 to 10,000 and(b) 2 to 10 moles of diisocyanatodiphenylmethane,(B) an aromatic diamine, and(C) 0 to 50 mole percent, based on component (B), of a polyol containing primary hydroxyl groups and having a molecular weight of from 62 to 6000, the equivalent ratio between component (A) and components (B) + (C) amounting to between 0.9:1 and 1.Type: GrantFiled: June 30, 1980Date of Patent: October 13, 1981Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Jurgen Schwindt, Otto Ganster, Hans-Joachim Meiners, Hans-Dieter Ruprecht
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Patent number: 4293658Abstract: Polyurethanes based on a resole-type polyol can be significantly improved in their friability when the urethane catalyst is a fully neutralized tertiary amine salt and butyl benzyl phthalate is used as the plasticizer.The polyol is prepared by reacting a phenol and formaldehyde under substantially anhydrous conditions with continuous removal of water, and has a water content of no more than about 5%.Type: GrantFiled: May 12, 1980Date of Patent: October 6, 1981Assignee: Abbott LaboratoriesInventors: Daniel S. Raden, Francis W. Arbir
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Patent number: 4292411Abstract: An improved process for preparing integral skin polyurethane, wherein a reaction mixture comprising polyol, polyisocyanate the NCO groups of which are not directly bonded to an aromatic group, no more than 0.5 part by weight of water to 100 parts by weight of polyol, and a catalyst is reacted in a mould, said improvement consisting in using as catalyst a synergistic combination of at least one organic initiator, comprising at least one functional group of primary or secondary amines, with at least one organic compound of bismuth.Type: GrantFiled: March 10, 1980Date of Patent: September 29, 1981Assignee: S.A. PRBInventors: Lucien Jourquin, Eddie Du Prez
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Patent number: 4292413Abstract: Epoxy compounds will react chemically with an amine to produce an epoxy prepolymer that will produce a self-standing cellular solid product upon heating.Type: GrantFiled: June 25, 1980Date of Patent: September 29, 1981Inventor: David H. Blount
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Patent number: 4289856Abstract: A process for preparing an integral-skinned polyurethane foam wherein a foamable composition for formation of polyurethane which comprises a polyol, polyisocyanate, cross-linking agent, catalyst, and blowing agent is reacted and expanded in a mold, characterized in that(a) said polyol is a polyether polyol having a terminal ethylene oxide adduct rate of at least 60%, an OH number of 20 to 100 and a functionality of 4 to 8, or a polyester polyol having a functionality of 4 to 8;(b) said polyisocyanate is a non-aromatic polyisocyanate having an isocyanate index of 90 to 130;(c) said cross-linking agent is diethanolamine and ranges from 0.5 to 20 parts by weight based on 100 parts by weight of said polyol;(d) said catalyst is an organometallic salt; and(e) said blowing agent is a halogenated hydrocarbon of a low boiling point.Type: GrantFiled: November 14, 1979Date of Patent: September 15, 1981Assignee: The Toyo Rubber Industry Co., Ltd.Inventors: Masaki Yamamoto, Ichiro Azuma
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Patent number: 4284730Abstract: The invention relates to carbodiimide- and/or uretonimine-isocyanurate-containing polyisocyanates, to the process for their preparation, and to microcellular foams prepared therefrom.These compositions may be prepared in the presence of the appropriate catalyst by(a) a partial trimerization of a mixture of polyisocyanate and carbodiimide and uretonimine containing polyisocyanate with trimer catalyst to the desired free isocyanate level,(b) sequential, partial carbodiimidization followed by partial trimerization of a polyisocyanate to the desired free isocyanate level(c) sequential partial trimerization of a polyisocyanate followed by partial carbodiimidization,(d) simultaneous conversion using the mixed catalyst system of carbodiimide and isocyanurate catalysts reacted to the desired free isocyanate level, and(e) blending liquid polyisocyanate with the carbodiimide and uretonimine containing polyisocyanate and isocyanurate containing polyisocyanate to the desired isocyanate level.Type: GrantFiled: February 7, 1980Date of Patent: August 18, 1981Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, Peter T. Kan
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Patent number: 4281096Abstract: Auto parts prepared from polyurethane are manufactured by a process comprising:(a) preparing a polyol component by blending a stabilizer combination of (A) nickel dibutyldithio carbamate with (B) N-mono- or dimethylphenyl-N'-mono- or dimethylphenylphenylenediamine and/or (C) N,N'-diphenyl-p-phenylenediamine with a polyol and carbon black;(b) reacting said polyol component with a polyisocyanate: and(c) molding said reacted mass.Type: GrantFiled: December 13, 1979Date of Patent: July 28, 1981Assignee: Toyota Jidosha Kogyo Kabushiki KaishaInventors: Takao Nomura, Yoshiro Umemoto, Shuichiro Takao
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Patent number: 4275172Abstract: Described herein is a frothable thermosetting polyurethane-forming composition, a process for producing a curable froth from said composition, a process for applying the curable froth to a substrate and a cured cellular polyurethane produced from the curable froth.Type: GrantFiled: January 28, 1980Date of Patent: June 23, 1981Assignee: Union Carbide CorporationInventors: Bruce P. Barth, Robert N. Johnson, Walter P. Mayer
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Patent number: 4273908Abstract: Poly (polyisocyanate-polyol-alkali metal silicate) solid or foamed products are produced by mixing a dry granular alkali metal silicate with a polyol while heating to form an emulsion which is then reacted with an organic polyisocyanate.Type: GrantFiled: May 5, 1980Date of Patent: June 16, 1981Inventor: David H. Blount
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Patent number: 4273885Abstract: The invention is a method for making reaction injection molded polyurethane of improved properties. The product comprises the reaction product of a high molecular weight polyhydric polyether, a low molecular weight active hydrogen containing compound of at least two functionality, a polyisocyanate and a catalyst combination comprising a weak tertiary amine, a fast gelation organo tin compound and a delayed action organo tin catalyst. This catalyst combination results in improved processing, a minimum of surface defects and excellent green strength. Reaction injection molded elastomers are useful as molded articles of commerce including, but not limited to, vehicle body parts.Type: GrantFiled: April 1, 1980Date of Patent: June 16, 1981Assignee: Texaco Development Corp.Inventors: Richard J. G. Dominguez, Doris M. Rice
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Patent number: 4271272Abstract: This disclosure teaches synthetic polyurethane sponges manufactured with at least 4% of one or more additives dispersed therein. The additives may be soap, lotions, detergents, pesticides, lanolin, scouring particles, silicone oils, bath oils, or the like or combinations thereof. The sponges' skeletons are developed by reaction of a polyether or a polyester with a suitable isocyanate in the presence of a catalyst with the additives entrapped in voids of the sponges. An additive bearing material, i.e. a carrier material containing the additive is prepared. The carrier material is then mixed into a foam forming reaction mass. By this expedient the additive does not impair desired foam formation. The sponges are provided with high liquid absorbency and fine "hand" by virtue of manufacturing methods and specific catalysts employed.Type: GrantFiled: October 30, 1978Date of Patent: June 2, 1981Inventors: Robert L. Strickman, Melvyn B. Strickman
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Patent number: 4271273Abstract: Rigid isocyanurate urethane polymers useful for insulation purposes and characterized by superior thermal stability are prepared by reacting an excess of polymeric isocyanate with butenediol in the presence of blowing agent and catalyst.Type: GrantFiled: June 25, 1979Date of Patent: June 2, 1981Assignee: GAF CorporationInventors: Jerome B. Biranowski, Donald H. Lorenz, Simon W. Kantor
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Patent number: 4263411Abstract: A process of forming polyurethane compositions which emit reduced amounts of toxic smoke on burning is described. The process comprises reacting a mixture of an organic compound having two or more active hydrogen atoms, an organic polyfunctional isocyanate, a catalyst and at least one metal salt of an aliphatic or alicyclic monocarboxylic acid wherein the metal is cobalt, copper, nickel or manganese. The metal salt is added to the mixture in an amount which is sufficient to reduce the formation of toxic substances when the polyurethane is ignited.Type: GrantFiled: September 28, 1979Date of Patent: April 21, 1981Assignee: Mooney Chemicals, Inc.Inventor: Eugene Bak
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Patent number: 4256849Abstract: The instant invention is directed to a process for the production of cold setting, flexible foams which contain urethane groups by the reaction of polyethers with a molecular weight of 400 to 10,000 which contain at least two hydroxyl groups and in which at least 10% by weight of the hydroxyl groups are primary hydroxyl groups, with a mixture of diphenyl methane diisocyanates and oligomeric polyphenyl-polymethylene polyisocyanates in the presence of blowing agents and optionally in the presence of catalysts and other foaming aids, the improvement wherein the mixture of diphenyl methane diisocyanates and polyphenyl-polymethylene polyisocyanate mixtures is substantially free of carbodiimide groups, has an isocyanate content greater than 30%, and contains from 60 to 90% by weight of 4,4' diphenyl methane diisocyanate and from 3 to 30% by weight of 2,4' diphenyl methane diisocyanate.Type: GrantFiled: December 14, 1979Date of Patent: March 17, 1981Assignee: Bayer AktiengesellschaftInventors: Jurgen Ick, Hans J. Meiners, Gunter Oertel, Gunter Hauptmann, Klaus Konig
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Patent number: 4256841Abstract: To prepare light-stable polyurethane integral skin foams, especially soft integral foams, aliphatic and/or cycloaliphatic polyisocyanates, both categories preferably containing urethane groups and/or biuret groups, are reacted with polyols in the presence of blowing agents and of a synergistic catalyst combination comprising an alkali metal hydroxide, alkali metal alcoholate, alkali metal phenolate, alkali metal salt of a weak acid and/or hexahydrotriazine derivative and an organic tin, zinc and/or iron(II) compound, in the presence or absence of assistants and adjuvants.The preferred catalyst combination is tri-(dimethylaminopropyl)-s-hexahydrotriazine and dibutyl-tin dilaurate.Type: GrantFiled: May 14, 1979Date of Patent: March 17, 1981Assignee: BASF AktiengesellschaftInventors: Heinrich Horacek, Ernst Schoen, Erhardt Reich, Otto Volkert
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Patent number: RE30676Abstract: A process for producing a flame resistant rigid polyurethane foam by reacting a reaction mixture comprising a polyetherpolyol and/or a polyesterpolyol having an active hydrogen atom, a polyisocyanate, water and/or a volatile foaming agent and an emulsifying agent, in which a specific amine compound shown by the general formula as defined hereinafter in the specification is added to the reaction system, the weight ratio of amine compound to polyetherpolyol and/or polyesterpolyol being from 70:30 to 30:70, and also the flame resistant rigid polyurethane foam produced by the process.Type: GrantFiled: January 8, 1980Date of Patent: July 14, 1981Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shigeo Mori, Takeshi Fujita
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Patent number: RE30887Abstract: Flame retardant polyurethane foams are prepared from compositions containing as flame retardant additives, a select group of halogenated phosphate esters.Type: GrantFiled: October 1, 1979Date of Patent: March 23, 1982Assignee: Olin CorporationInventor: Richard J. Turley
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Patent number: RE31340Abstract: Poly (polyisocyanate-polyol-alkali metal silicate) solid or foamed products are produced by mixing a dry granular alkali metal silicate with a polyol while heating to form an emulsion which is then reacted with an organic polyisocyanate.Type: GrantFiled: April 19, 1982Date of Patent: August 9, 1983Inventor: David H. Blount