Nitrogen Reactant Contains A N-(c-c-o)-group Patents (Class 521/167)
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Patent number: 4342842Abstract: Rigid polyurethane foams having excellent heat resistance and impact resistance can be produced with good workability due to good flow properties by using a composition comprising a polyol, a polyisocyanate, a blowing agent and a reaction accelerator as essential component, characterized by using as the polyol, a mixture of (a) an alkylene oxide adduct of 4,4'-diaminodiphenylmethane having OH value of 280-600 mg KOH/g, (b) an aliphatic polyether having a hdyroxyl value of 450-800 mg KOH/g and 3 or 4 hydroxyl groups in the molecule, and (c) a polyether having a hydroxyl value of 30 to 100 mg KOH/g and 2 or 3 hydroxyl groups in the molecule, in limited amounts.Type: GrantFiled: July 6, 1981Date of Patent: August 3, 1982Assignee: Hitachi, Ltd.Inventors: Yasuo Hira, Susumu Tsuzuku, Masao Gotoh, Hitoshi Yokono, Hiroshi Kaneko, Yoshihisa Hosoe
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Patent number: 4342864Abstract: A novel process for the preparation of starch-amine-based polyols which involves reacting starch with a polyhydric alcohol in the presence of an acid catalyst to form a crude polyglucoside reaction product, the proportion of alcohol to starch being at least 0.3 mole of alcohol per glucose unit weight of starch. An amine compound is admixed with the reaction product, and the mixture is then oxyalkylated with a lower alkylene oxide. Polyurethane foams may be prepared by reacting the resulting polyether polyols with an organic polyisocyanate in the presence of a foaming agent and a reaction catalyst. The physical properties of the resulting foams are excellent.Type: GrantFiled: December 22, 1980Date of Patent: August 3, 1982Assignee: Olin CorporationInventors: Stephen Fuzesi, John G. Bayusik
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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: 4339343Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amine diol, or mixture of amine diols selected from the formula ##STR1## wherein R is an aliphatic radical having from 8 to 18 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x and y each independently have an average value from about 4 to about 15 inclusive; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.Type: GrantFiled: November 3, 1980Date of Patent: July 13, 1982Assignee: The Upjohn CompanyInventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
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Patent number: 4338408Abstract: The alkylene oxide adduct of bis(aminoethyl)ether may be reacted with formaldehyde in the presence of hydrogen and a hydrogenation-dehydration catalyst to produce new compounds of the formula ##STR1## where R is hydrogen or lower alkyl and R" is methyl or ##STR2## These compounds show unexpectedly high efficiency as polyurethane catalysts. Fewer equivalents of this amine are required to produce foams having the same reaction profile as foams made with prior art amine catalysts.Type: GrantFiled: July 20, 1981Date of Patent: July 6, 1982Assignee: Texaco Inc.Inventors: Robert L. Zimmerman, Ernest L. Yeakey
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Patent number: 4314038Abstract: A thermal dimensionally stable RIM polyurethane elastomer prepared by reacting an organic polyisocyanate, a polyoxyalkylene polyether polyol, and ethylene glycol wherein the reactants have a free-water content of less than 0.10 percent based on 100 parts of polyol plus glycol.Type: GrantFiled: March 30, 1981Date of Patent: February 2, 1982Assignee: BASF Wyandotte CorporationInventor: Robert A. Markovs
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Patent number: 4311800Abstract: This invention relates to the preparation of soluble compounds containing hydroxyalkyl and urethane groups by alcoholysis from highly cross-linked insoluble distillation residues (from the commercial production of tolylene diisocyanate) which have reacted completely or almost completely with water. The products obtained as solutions, solvent-free melts or powders may be used as raw materials for the production of synthetic resins or their intermediates which are characterized by reduced combustibility. They may also be recyclized by simple hydrolysis into the tolylene diamines ("TDA") from which tolylene diisocyanate ("TDI") is derived.Type: GrantFiled: October 16, 1980Date of Patent: January 19, 1982Assignee: Bayer AktiengesellschaftInventor: Artur Reischl
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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: 4302551Abstract: This invention relates to a process for preparing cellular polymers having urethane groups, isocyanurate groups, or both. The cellular polymers are prepared by reacting an organic polyisocyanate with certain polymer dispersions in the presence of a blowing agent.The polymer dispersions comprise(a) as a continuous phase, a polyol having a functionality of 2 to 8 and a hydroxyl number of 150 to 700; and(b) as a dispersed phase, an organic compound having(a) at least one Zerewitinoff active hydrogen atom,(b) a melting point of 30.degree. C. to 260.degree. C., and(c) a molecular weight of 178 to 100,000.Type: GrantFiled: December 22, 1980Date of Patent: November 24, 1981Assignee: BASF AktiengesellschaftInventors: Peter Horn, Anton Hesse, Peter Weyland, Wolfgang Straehle, Matthias Marx
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Patent number: 4296212Abstract: Elastomeric polyurethane-polyurea polymers are disclosed that are derived from the reaction of organic polyisocyanates with A. primary hydroxyl polyols having a functionality of 2 to 4 and a molecular weight from 1500 to 12000, and B. extender mixtures comprised of 1. an aromatic diamine wherein at least one of the positions ortho to each amine group is substituted by a lower alkyl group, and 2. a lower molecular weight diol, provided that the aromatic diamine comprises from 5 to 45 percent by weight of the extender mixture and the balance comprises the diol.The polymers find particular utility in the preparation of reaction injection molded parts, particularly, automotive parts because of their excellent flexural modulus, tensile, and tear properties.Type: GrantFiled: August 27, 1980Date of Patent: October 20, 1981Assignee: The Upjohn CompanyInventors: James H. Ewen, Thomas R. McClellan
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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: 4289858Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amine triol, or mixture of amine triols selected from the formula ##STR1## wherein R is an aliphatic radical having from 8 to 18 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x, y, and z each independently have an average value from about 1 to about 5 inclusive, n is 2 or 3; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.Type: GrantFiled: February 1, 1980Date of Patent: September 15, 1981Assignee: The Upjohn CompanyInventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
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Patent number: 4288566Abstract: The invention is directed to a process for the production of highly elastic, open-celled foams containing urethane groups by reacting polyether polyols with modified polyisocyanates in the presence of cross-linking agents and water characterized in that the reaction is carried out in the presence of 0.5 to 10 g/100 g of the polyether of a cross-linking mixture corresponding to the general formulaC.sub.n H.sub.2n+2 O.sub.nwherein n=2 to 10,which has a statistical average of at least four hydroxyl groups per molecule.Type: GrantFiled: February 11, 1980Date of Patent: September 8, 1981Assignee: Bayer AktiengesellschaftInventors: Hanns P. Muller, Hansjurgen Rabe, Kuno Wagner
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Patent number: 4288577Abstract: Reaction of a large excess of 1,4-butanediol with methylenebis (4-phenyl isocyanate) gives a mixture of urethanediols which is a suitable curing agent for isocyanate-terminated polyurethane prepolymers, especially prepolymers made from methylenebis (4-phenyl isocyanate) and polyols. It is desirable to have a urethanediol mixture in which at least about 88 weight percent consists of the reaction product of 2 moles of 1,4-butanediol with 1 mole of the diisocyanate, about 10 weight percent of the reaction product of 3 moles of 1,4-butanediol with 2 moles of the diisocyanate, and no more than about 2 weight percent of 1,4-butanediol. The novel cured polyurethanes have higher hardness and better overall physical properties than methylenebis-(4-phenyl isocyanate)-based polyurethanes cured with conventional commercial diols providing "hard" cured products.Type: GrantFiled: December 14, 1979Date of Patent: September 8, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Herbert F. McShane, Jr.
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Patent number: 4284729Abstract: A process is provided for coloring thermosetting resins, made by polyaddition reaction of a nucleophile with an electrophile, with a polymeric liquid reactive coloring agent suitable for incorporation in the resin with the formation of covalent bonds, said coloring agent having the formula:R-(polymeric constituent-X).sub.nwherein R is an organic dyestuff radical; the polymeric constituent is selected from polyalkylene oxides and copolymers of polyalkylene oxides in which the alkylene moiety of the polymeric constituent contains 2 or more carbon atoms and such polyeric constituent has a molecular weight of from about 44 to about 1500; and n is an integer of from 1 to about 6; and X is selected from --OH, --NH.sub.2 and --SH, said coloring agent being added in an amount sufficient to provide coloration of said thermosetting resin.Type: GrantFiled: March 31, 1980Date of Patent: August 18, 1981Assignee: Milliken Research CorporationInventors: John P. Cross, George H. Britton, Jr.
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Patent number: 4282329Abstract: The instant invention is directed to a process for the production of non-disintegrating suspensions of inorganic fillers in polyhydroxyl compounds of the type used for the production of polyurethanes, comprising reacting a suspension of an inorganic filler in a polyhydroxyl compound with from 0.1 to 2%, by weight, of a polyisocyanate, based on the weight of the suspension, at a temperature of from 30.degree. to 200.degree. C. The invention is also directed to the use of the suspension as the polyol component in the production of cellular polyurethane plastics.Type: GrantFiled: July 21, 1980Date of Patent: August 4, 1981Assignee: Bayer AktiengesellschaftInventors: Wulf von Bonin, Peter Vehlewald, Hans-Walter Illger
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Patent number: 4277571Abstract: This invention relates to an urethane group containing polyisocyanurate foam produced from a polyisocyanate and a polyhydroxy compound, wherein the polyhydroxy compound is the reaction mixture of a hydroxyl group containing amine which is at least difunctional and is selected from the group consisting of a secondary amine, a tertiary amine, and a mixture thereof, and a naphthenic acid, or a mixture of said reaction mixture and a conventional polyol, the reaction conditions are a temperature between 0.degree. C. and 150.degree. C. and an amino equivalent to carboxylic equivalent of 0.3:1 to 50:1.Type: GrantFiled: March 21, 1980Date of Patent: July 7, 1981Assignee: BASF AktiengesellschaftInventors: Georg Falkenstein, Hansjuergen Kessler
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Patent number: 4276387Abstract: A compound of Formula I: ##STR1## is useful as flame retardants for polyurethane foams. It is added directly to the reaction mixture for the preparation of the polyurethane foam.Type: GrantFiled: April 28, 1980Date of Patent: June 30, 1981Assignee: Pennwalt CorporationInventors: Jeffrey D. Miano, Stanley R. Sandler
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Patent number: 4273882Abstract: A process for the preparation of rigid polyurethane foams which are relatively stable at elevated temperatures involves reacting a polyether polyol reactant with an organic polyisocyanate reactant in the presence of a foaming agent comprising water. The polyol reactant is a select combination of three polyols and is effective in improving the thermal stability of the resulting foam without appreciably affecting its other physical properties.Type: GrantFiled: June 2, 1980Date of Patent: June 16, 1981Assignee: Olin CorporationInventor: Robert J. Raynor
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Patent number: 4269945Abstract: Reaction injection molded polyurethanes are prepared employing a mixture of chain extenders, at least one of which is a hydroxyl-containing compound free of aliphatic amine hydrogen atoms such as, for example, ethylene glycol, or an aromatic amine hydrogen-containing compound which is free of aliphatic amine and at least one of which is an aliphatic amine-containing compound which contains at least one primary amine group such as an aminated polyoxypropylene glycol.Type: GrantFiled: January 24, 1980Date of Patent: May 26, 1981Assignee: The Dow Chemical CompanyInventors: James A. Vanderhider, Gerald M. Lancaster
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Patent number: 4267078Abstract: A method for easily degrading wastes consisting of the reaction products of organic materials containing isocyanate groups and specifically foamed polyurethane wastes by comminuting the waste and reacting it with alkylene oxide at 120.degree. C. to 200.degree. C. and removing the unreacted alkylene oxide. The products obtained are homogeneous liquids which can be added to polyols for reaction with isocyanates to form foamed polyurethanes.Type: GrantFiled: July 5, 1979Date of Patent: May 12, 1981Assignee: Th. Goldschmidt AGInventors: Werner Lidy, Gerd Rossmy, Hans-Joachim Kollmeier
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Patent number: 4260514Abstract: A polyurethane foamable composition comprising a brominated diol and three polyols is disclosed. The resulting foam formed by reacting these polyols and a diol with an isocyanate has a flame spread of 25 or less and contains a smaller quantity of halogen compounds than usually contained in polyurethane foamable compositions. This combination of polyols and flame retardant shows improved physical strengths and adhesion to primed tank substrates between temperatures of 100.degree. to 160.degree. F.Type: GrantFiled: December 26, 1979Date of Patent: April 7, 1981Assignee: Owens-Corning Fiberglas CorporationInventor: Millard E. Foucht
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Patent number: 4258140Abstract: A process for the manufacture of dimensionally stable polyurethane foams by releasing, and curing by interaction with the atmosphere, a mixture, which is under pressure, of prepolymers, containing isocyanate groups, and blowing agents, with or without assistants and additives, wherein the prepolymers, containing isocyanate groups, are obtained by reaction of organic polyisocyanates with difunctional to octafunctional polyester-polyols and/or polyether-polyols, containing chemically bonded tertiary amino groups in the polymer chain, or, preferably, with mixtures of such polyester-polyols and/or polyether-polyols and nitrogen-free polyester-polyols and/or polyether-polyols.Type: GrantFiled: March 28, 1979Date of Patent: March 24, 1981Assignee: BASF AktiengesellschaftInventors: Heinrich Horacek, Robert Gehm, Otto Volkert, Sarbananda Chakrabarti, Mathias Pauls, Peter Weyland
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Patent number: 4256802Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amine diol, or mixture of amine diols selected from the formula ##STR1## wherein R is an aliphatic radical having from 8 to 18 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x and y each independently have an average value from about 4 to about 15 inclusive; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.Type: GrantFiled: March 5, 1980Date of Patent: March 17, 1981Assignee: The Upjohn CompanyInventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
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Patent number: 4248811Abstract: Equipment and formulations for the filling of ordinary pneumatic tires with a polyurethane foam, whereby all types, sizes and pressure ratings may be accurately filled, matching the ride and handling characteristics and load-bearing properties of air-filled tires and providing longer wear for the tires while at the same time providing puncture and blow-out proof tires.Type: GrantFiled: December 5, 1977Date of Patent: February 3, 1981Inventors: Earl N. Doyle, Rene Trevino, Richard S. Hicks
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Patent number: 4246361Abstract: The flexible polyurethane foams having high flame resistance and smoke resistance can be produced by reacting a polyhydroxyl compound and a polyisocyanate with a urea derivative selected from the group consisting of(a) a compound represented by the general formula ##STR1## wherein at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents hydroxylalkyl, alkoxyalkyl, alkyl and aryl groups and the remainder represents hydrogen atom, and(b) a urea-formaldehyde condensation product in the presence of a catalyst, a surfactant and a blowing agent.These polyurethane foams can easily provide the favorable foam sheets by compression-molding these foams under heating.Type: GrantFiled: June 26, 1979Date of Patent: January 20, 1981Assignee: Bridgestone Tire Co., Ltd.Inventors: Toshio Yukuta, Takashi Ohashi, Minoru Kojima, Masumi Saito
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Patent number: 4246364Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amide diol, or mixture of amide diols selected from the formula ##STR1## wherein R is an aliphatic radical having from 7 to 17 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x and y each independently have an average value from about 1 to about 3 inclusive; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.Type: GrantFiled: February 19, 1980Date of Patent: January 20, 1981Assignee: The Upjohn CompanyInventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
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Patent number: 4243759Abstract: The instant invention is directed to novel polyols and the use thereof in producing polyurethane foams. The polyols comprise the adduct obtained by first reacting toluene diamine with from three to five moles of ethylene oxide and thereafter with from 1 to 5.1 moles (per mole of toluene diamine) of a vicinal alkylene oxide of from 3 to 9 carbon atoms, with the proviso that the total number of moles of ethylene oxide plus vicinal alkylene oxide does not exceed 8.1 and is no less than 5. When polyurethane foams are produced using the novel polyols herein, foams of low friability and good dimensional stability result.Type: GrantFiled: December 12, 1979Date of Patent: January 6, 1981Assignee: Mobay Chemical CorporationInventor: James L. Haas
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Patent number: 4230824Abstract: The invention provides a means for making a high functional (.gtoreq.6.5), low viscosity, low hydroxyl number sucrose-based polyether polyol. The process involves the use of a polyalkylene polyamine, such as diethylenetriamine, as both co-initiator and catalyst for the alkoxylation reaction of sucrose. These polyols are particularly suited for the production of rigid polyurethane foams having excellent dimensional stability, particularly at low temperatures.Type: GrantFiled: June 12, 1978Date of Patent: October 28, 1980Assignee: Mobay Chemical CorporationInventor: Neil H. Nodelman
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Patent number: 4226948Abstract: A rigid polyurethane foam is prepared from a reaction mixture incorporating therein a 2-trichloromethyloxazolidine or a thiazolidine derivative for imparting to the foam smoke and flame retardancy.Type: GrantFiled: January 8, 1979Date of Patent: October 7, 1980Assignee: Pennwalt CorporationInventors: Ivan C. Popoff, Stanley R. Sandler
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Patent number: 4225678Abstract: A process for manufacturing a foamed polymeric material from starting materials which include a bitumen and a hydroxy fatty oil is disclosed. In addition to the process itself, certain final products of the process are claimed.Type: GrantFiled: July 19, 1979Date of Patent: September 30, 1980Assignee: George F. Thagard, Jr.Inventor: Santanu Roy
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Patent number: 4220732Abstract: A method of improving the load-bearing properties of microcellular flexible, urethane foams wherein the processing characteristics for the production thereof are also improved, which comprises utilizing a combination of 1,4-butanediol and phenyldiethanolamine as a chain extender.Type: GrantFiled: December 22, 1978Date of Patent: September 2, 1980Assignee: BASF Wyandotte CorporationInventor: Robert L. McBrayer
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Patent number: 4216296Abstract: A polyurethane foam composition is disclosed which has low smoke generation characteristics (i.e., a rating of less than 50 in the ASTM E-84 Tunnel Test). The composition comprises 80-100 parts by weight of poly(trichloro-oxybutylene) carbohydrate adduct, 0-20 parts by weight of an amine-based polyol, 80-155 parts by weight of a polyalkylene polyphenyl isocyanate, 10-50 parts by weight of a fluorcarbon foaming agent, 0.3-3.0 parts by weight of a surfactant, and 0.005-4.0 parts of a catalyst. The foam finds use as a thermal insulation, particularly pipe insulation.Type: GrantFiled: June 26, 1978Date of Patent: August 5, 1980Assignee: Johns-Manville CorporationInventor: David G. Wernsing
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Patent number: 4205136Abstract: A process for producing a rigid polyurethane foam having excellent flame retardance and low-smoke development is disclosed. When the rigid polyurethane foam is produced by reacting a polyhydroxyl compound with an organic polyisocyanate in the presence of a blowing agent, a surfactant, a catalyst and other additives, 3-methylpentane-1,3,5-triol is used as a part of the polyhydroxyl compound.Type: GrantFiled: February 21, 1979Date of Patent: May 27, 1980Assignee: Bridgestone Tire Company LimitedInventors: Takashi Ohashi, Minoru Kojima, Masako Yoshida, Toru Okuyama, Ryozo Sakata
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Patent number: 4195151Abstract: This invention relates to novel curative compositions for use in the production of cellular polyurethane elastomers having outstanding energy-absorbing properties. The curative compositions are composed of mixtures of organic diols and the reaction product of phenols which have at least one unsubstituted reactive position on the aromatic nucleus, aldehydes, and aromatic amines.Type: GrantFiled: June 1, 1978Date of Patent: March 25, 1980Assignee: Union Carbide CorporationInventors: Raymond A. Dunleavy, Anthony J. Papa
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Patent number: 4192925Abstract: This invention relates to new polyols modified by guanidine groups, to a process for the preparation thereof and to the use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanato-carbodiimides corresponding to the following general formula:OCN--(R.sup.2 -N=C=N).sub.m R.sup.2 --NCOat a temperature of from about 25.degree. to 130.degree. C., optionally in the presence of an inert solvent, with polyhydroxyl compounds corresponding to the following general formula:A--OH).sub.nin an OH/NCO-ratio of from 1.2:1 to 30:1 to form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partly reacting, at a temperature of from 0.degree. to 150.degree. C., the remaining carbodiimide groups remaining in the production of Step (A), optionally in the presence of an inert solvent, with an amine, amide or hydrazide corresponding to the following general formula:R.sup.3 --NR.sup.1 H).sub.Type: GrantFiled: April 16, 1979Date of Patent: March 11, 1980Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
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Patent number: 4192926Abstract: New polyols modified by acyl urea groups, process for the preparation thereof and use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanatocarbodiimides corresponding to :OCN--R.sup.2 --N.dbd.C.dbd.N .sub.M --R.sup.2 --NCOwith polyhydroxyl compounds corresponding to:A--OH).sub.nto form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partially reacting, the carbodiimide groups remaining in the product of step (A), with a carboxylic acid corresponding to the following general formula: ##STR1## to form acyl urea groups, and (C) distilling off the inert solvent, if used; whereinm represents a number of from 1 to 10;s represents an integer of from 1 to 3; andR.sup.1 represents hydrogen or a monofunctional or--in the form of a bridge to further acyl groups--a di- or trifunctional C.sub.1 -C.sub.18 aliphatic, C.sub.4 -C.sub.15 cycloaliphatic, C.sub.6 -C.sub.Type: GrantFiled: April 16, 1979Date of Patent: March 11, 1980Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
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Patent number: 4190712Abstract: An impact energy-absorbing, low density urethane foam for use in automobile bumpers has good moldability and is relatively temperature insensitive, i.e. gives approximately the same physical performance over a wide range of temperatures. This foam is characterized by its good multiple impact performance and low compression set values. The foam is water blown in a closed mold from a quasi-prepolymer system. The molded density is preferably in the range of 5 to 10 PCF.The foam formulation is based on a polymer polyol of a poly (oxypropylene/ethylene) triol reacted with a styrene/acrylonitrile monomer mixture which triol thus modified is reacted with (1) a roughly 1/5 to 1.5/1 weight amount of a hydroxy terminated polybutadiene homopolymer based on polymer polyol, (2) a 50 to 150 equivalent weight polyol crosslinker of 2 to 6 functionality, (3) a MDI glycol or triol quasi-prepolymer, and (4) some water.Type: GrantFiled: August 25, 1978Date of Patent: February 26, 1980Assignee: McCord CorporationInventor: Kirby E. L. Flanagan
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Patent number: 4184024Abstract: Covers novel polyols comprising the reaction product of a 2,3-morpholinedione and a polyoxypropylene polyamine. Said polyols or alkoxylated derivatives thereof may be used in preparing polyurethane or polyisocyanurate polymers, particularly those polymers in cellular or foam form.Type: GrantFiled: June 12, 1978Date of Patent: January 15, 1980Assignee: Texaco Development Corp.Inventor: Howard P. Klein
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Patent number: 4181781Abstract: Disclosed is a process for preparing polyurethane which comprises including an azo or peroxy di-ester polyol and an ethylenically unsaturated monomer in a polyurethane reaction formulation to effect simultaneous graft copolymerization and polyurethane polymerization. Novel polyurethane compositions are produced.Type: GrantFiled: May 30, 1978Date of Patent: January 1, 1980Assignee: Olin CorporationInventors: Kiran B. Chandalia, Frank J. Preston, Henry G. Barnowski
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Patent number: 4162995Abstract: Decomposiing polyurethane foams by treating such polyurethane materials with ammonia or ammonium hydroxide, preferably in the presence of a suitable organic solvent such as a glycol or polyol, or the decomposition product of a polyurethane. Treatment of the polyurethane material with ammonia or ammonium hydroxide, particularly in combination with such solvent, is carried out preferably at elevated temperature, and results in decomposition of the polyurethane. The resulting reaction product containing polyol fragments from such decomposition or depolymerization, can be incorporated with fresh polyurethane reactants, including polyisocyanate, or polyol and polyisocyanate, to produce new urethane polymer, thus permitting recovery and re-use of otherwise useless scrap polyurethane materials.Type: GrantFiled: July 1, 1976Date of Patent: July 31, 1979Inventor: Martin B. Sheratte
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Patent number: 4156059Abstract: An organic-inorganic polymer for both porous and non-porous plastic products is produced by reacting a borate, in an aqueous alkaline solution, with a poly functional isocyanate.Type: GrantFiled: June 21, 1976Date of Patent: May 22, 1979Assignees: Chemie-Anlagenbau Bischofsheim GmbH, Reuter Technologie GmbHInventors: Karl H. Hilterhaus, Franz G. Reuter
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Patent number: 4146498Abstract: Improved diecuttable polyester urethane foams are provided by the inclusion in the foam formulation of specified minor amounts of certain low molecular weight polyols, typically having hydroxyl numbers of 100 or greater. Representative useful species of such polyols include aliphatic alcohols, such as glycerol and erythritol, polymethylols such as trimethylolpropane, alkanolamines such as triethanolamine and relatively low molecular weight alkylene oxide adducts such as propylene-glycerol adducts and the like. Especially effective diecuttable foam formulations are provided by further employing, as co-additives, certain alkylene oxide adducts of linear alcohols or phenols, sulfonated petroleum oils, ammonium salts and silicone-containing copolymers. If desired, the viscosity and compatibility characteristics of the additive and/or additive and co-additive mixture may be modified by the incorporation of a diluent.Type: GrantFiled: February 15, 1978Date of Patent: March 27, 1979Assignee: Union Carbide CorporationInventors: Michael R. Sandner, Walter R. Rosemund, Ronald D. Carey
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Patent number: 4145488Abstract: Disclosed are polyurethane foam compositions comprising the reaction product of an organic polyisocyanate, a first polyol comprising an oxyalkylated Mannich reaction product of a phenol, an aldehyde, and an alkanol amine, a second polyol comprising an oxyalkylated pentaerythritol, and a third polyol comprising an oxyalkylated tetrabromophthalic anhydride.Type: GrantFiled: May 12, 1977Date of Patent: March 20, 1979Assignee: Owens-Corning Fiberglas CorporationInventor: David E. Hayden
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Patent number: 4145318Abstract: An excellent flame- and smoke-retardant non-shrinkable polyurethane foam is prepared by reacting a polyhydroxyl compound consisting of(A) a polyol having at least two hydroxyl groups and having a molecular weight of from 1,000 to 10,000, and(B) an aliphatic amino alcohol, the amount of which is 2.1 to 8.0 equivalents per hydroxyl group of the polyol (A) with an organic polyisocyanate in the presence of water and/or other blowing agents, catalysts and surfactants.The polyurethane foam thus obtained has high resilience together with an improved S.A.G. factor.Type: GrantFiled: August 1, 1977Date of Patent: March 20, 1979Assignee: Bridgestone Tire Company LimitedInventors: Takashi Ohashi, Toru Okuyama, Katsuhiko Arai, Yoshiko Taniguchi, Masumi Saito, Ryozo Sakata
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Patent number: 4144386Abstract: There is provided a process for the preparation of flexible polyurethane foams having excellent softness, the process comprising reacting in the presence of a foaming agent, (A) a polyhydroxyl containing polyether including from 75 to 90% by weight of ethylene oxide, the polyether having a functionality equal to or greater than 2, an equivalent weight of between 700 and 2,200 for each hydroxyl group, from 2 to 35 percent of primary hydroxyl groups, based on the total number of hydroxyl groups present and a ratio of weight percent value of ethylene oxide to the percent value of primary hydroxyl groups based on the total number of hydroxyl groups present of between 2.1 and 42.Type: GrantFiled: March 15, 1977Date of Patent: March 13, 1979Assignee: Montedison S.p.A.Inventors: Salvatore Consoli, Franco Galati
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Patent number: 4143009Abstract: A two-part liquid resin system consisting of a first part comprising an epoxy compound and a hydroxyalkyl tertiary amine, and a second part comprising a liquid isocyanate resin, when mixed, form liquid compositions which cure rapidly at or near room temperature to provide polyurethane-epoxy resins useful in the production of castings, laminates and coatings.Type: GrantFiled: March 2, 1977Date of Patent: March 6, 1979Inventor: Frank Dewey
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Patent number: 4141862Abstract: An excellent catalyst for polyurethane foams is a combination of 1, 3, 5-tris(3-dimethyl-aminopropyl)-s-hexahydrotriazine and 2-(dimethylamino)-ethanol. It has unexpectedly been found that this catalyst combination produces both excellent gelation and blowing reactions.Type: GrantFiled: October 25, 1977Date of Patent: February 27, 1979Assignee: Abbott LaboratoriesInventors: Daniel S. Raden, Morton A. Weiner, Douglas W. Hill
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Patent number: 4137265Abstract: A group of water-insoluble nitrogen-containing polyols is provided which are capable of self-catalyzed reaction with organic polyisocyanates to form rigid polyurethane foams of excellent dimensional strength. The polyols of this group are prepared by reacting from 2 to 3 mols of propylene oxide with one mol of the Mannich reaction product of a mol of phenol or nonylphenol with one or two mols of diethanolamine.Type: GrantFiled: January 28, 1976Date of Patent: January 30, 1979Assignee: Texaco Development CorporationInventors: Gayle D. Edwards, Doris M. Rice, Robert L. Soulen
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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