Cellular Polymer Containing A Carbodiimide Structure Patents (Class 521/901)
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Patent number: 9512299Abstract: The invention relates to novel carbodiimides having terminal urea and/or urethane groups, methods for the preparation thereof and use thereof as stabilizers in ester-based polyols, in polyethylene terephthalate (PET), in polybutylene terephthalate (PET), in polytrimethylene terephthalate (PTT), in copolyesters, in thermoplastic polyester elastomers (TPE E), in ethylene vinyl acetate (EVA), in polylactic acid (PLA) and/or in PLA derivatives, in polybutylene adipate terephthalates (PBAT), in polybutylene succinates (PBS), in polyhydroxyalkanoates (PHA), in blends, in triglycerides, in thermoplastic polyurethanes, in polyurethane elastomers, in PU adhesives, in PU casting resins, for PU coatings or in PU foams.Type: GrantFiled: May 9, 2014Date of Patent: December 6, 2016Assignee: Rhein Chemie Rheinau GmbHInventors: Wilhelm Laufer, Benjamin Bechem, Armin Eckert
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Publication number: 20010037010Abstract: The invention relates to carbodiimide-based block copolymers, a method of preparing them and also their use as hydrolysis stabilizers in ester-group-containing polymers.Type: ApplicationFiled: March 20, 2001Publication date: November 1, 2001Inventors: Heiko Tebbe, Ludger Heiliger, Volker Muller
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Patent number: 5645928Abstract: Heat insulation panels made from plates and the modified polyisocyanurate foams provided by a reaction of a polyisocyanate with a polyol composition mixture comprising a polyol, water, a trimerization catalyst, a carbodiimide catalyst, and an aromatic compound used as a chain extender. An amount of the aromatic compound used in the preparation is 0.5 to 10.0% by weight with respect to a total weight of the polyisocyanate and the polyol mixture.Type: GrantFiled: June 22, 1995Date of Patent: July 8, 1997Assignees: Daido Steel Sheet Corporation, Nisshinbo IndustriesInventors: Morihiro Matsumoto, Noboru Yoshida, Kiyotake Morimoto, Satoshi Nakamura
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Patent number: 5627220Abstract: A process of the preparation of the modified polyisocyanurate foams provided by a reaction of a polyisocyanate with a polyol composition mixture comprising a polyol, water, a trimerization catalyst, a carbodiimide catalyst, and an aromatic compound used as a chain extender. An amount of the aromatic compound used in the preparation is 0.5 to 10.0% by weight with respect to a total weight of the polyisocyanate and the polyol mixture.Type: GrantFiled: June 22, 1995Date of Patent: May 6, 1997Assignees: Daido Steel Sheet Corporation, Nisshinbo Industries, Inc.Inventors: Morihiro Matsumoto, Noboru Yoshida, Kiyotake Morimoto, Satoshi Nakamura
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Patent number: 5550168Abstract: A modified polyisocyanurate foam is produced by reacting an organic polyisocyanate, a polyol and water in the presence of three catalyst, i.e. two particular trimerization catalysts and a carbodiimidation catalyst. There can be produced, without using any evaporating type blowing agent, a modified polyisocyanurate foam which is suitably used for continuous production of laminate boards, siding boards, insulation boards, etc.Type: GrantFiled: June 20, 1994Date of Patent: August 27, 1996Assignee: Nisshinbo Industries, Inc.Inventors: Satoshi Nakamura, Hirokatsu Shirahata
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Patent number: 5491174Abstract: Novel catalyst compositions comprising complexes of tin(IV) salts and amine compounds are used to prepare polyurethanes, polyureas, polycarbodiimides and polyisocyanurates. The complexes, which preferably employ primary amines, allow delay of gelation until they dissociate under certain reaction conditions. The complexes can be prepared neat or in situ in an active hydrogen containing formulation component. The complexes serve to delay gelation of the formulation because they can be prepared to be relatively stable to moisture and will predictably dissociate upon heating, either as a result of the exothermic nature of the reaction being catalyzed or with application of an external heat source. The catalyst compositions are particularly useful for preparation of carpet underlay and in other applications requiring significant delay prior to gelation.Type: GrantFiled: April 7, 1995Date of Patent: February 13, 1996Assignee: The Dow Chemical CompanyInventors: Laura A. Grier, Paul L. Neill, Ralph D. Priester, Larry W. Mobley, Kenneth W. Skaggs, Robert B. Turner
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Patent number: 5470889Abstract: Rigid, closed cell polyisocyanurate foams are prepared by reacting together a polyisocyanate and a polyester polyol or a mixture of a polyester polyol and at least one other isocyanate-reactive compound in the presence of (a) a hydrogen-containing blowing agent or a mixture of a hydrogen-containing blowing agent and at least one co-blowing agent and (b) a catalyst mixture comprising (i) a carboxylate salt of an alkali metal or an alkaline earth metal or mixtures thereof, (ii) a tertiary amine, and (iii) a quaternary ammonium carboxylate salt, wherein the mole ratio of carboxylate metal salt: tertiary amine is a value less than about 2:1, and the total moles of quaternary ammonium carboxylate salt are less than the combined moles of the carboxylate metal salt and the tertiary amine.Type: GrantFiled: February 10, 1995Date of Patent: November 28, 1995Assignee: The Celotex CorporationInventors: Michael E. Londrigan, Kenneth G. Trout
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Patent number: 5321050Abstract: A method for producing a modified polyisocyanurate foam by reacting an organic polyisocyanate, polyol and water in the presence of a trimerizing catalyst composed of a certain hydroxyalkyl quaternary ammonium compound, and a carbodiimidizing catalyst composed of a certain phosphorene oxide. The method enables production of low density modified polyisocyanurate foams with ease and rapidly without using volatile blowing agents such as CFC, HCFC, HFC and methylene chloride.Type: GrantFiled: August 5, 1993Date of Patent: June 14, 1994Assignee: Nisshinbo Industries, Inc.Inventors: Kiyotake Morimoto, Satoshi Nakamura
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Patent number: 5321101Abstract: The present invention relates to a thermosetting resin having high thermal resistance, high strength, flame resistance, and good processability which can be obtained by reacting polycarbodiimide substantially produced from one or more kinds of organic polyisocyanate with crosslinking agents having two or more active hydrogen groups in their molecules, one or more kinds of compounds having epoxy groups in their molecules or compounds capable of accelerating the trimerization reaction of carbodiimide, and production methods thereof.Type: GrantFiled: August 30, 1991Date of Patent: June 14, 1994Assignee: Nisshinbo Industries, Inc.Inventors: Toshio Suzuki, Teruhiko Ohnuma, Osamu Suzuki, Satoshi Amano, Yasuo Imashiro
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Patent number: 5308883Abstract: Rigid, closed cell polyisocyanurate foams are prepared by reacting together a polyisocyanate and a polyester polyol or a mixture of a polyester polyol and at least one other isocyanate-reactive compound in the presence of (a) a hydrogen-containing blowing agent or a mixture of a hydrogen-containing blowing agent and at least one co-blowing agent and (b) a catalyst mixture comprising (i) a carboxylate salt of an alkali metal or an alkaline earth metal or mixtures thereof, (ii) a tertiary amine, and (iii) a quaternary ammonium carboxylate salt, wherein the equivalent ratio of carboxylate metal salt: tertiary amine is a value less than about 3:1, and the quaternary ammonium carboxylate salt is present in an amount which enhances the char structure of polyisocyanurate foams made with the catalyst mixture and subjected to flammability char tests.Type: GrantFiled: May 18, 1993Date of Patent: May 3, 1994Assignee: The Celotex CorporationInventors: Michael E. Londrigan, Kenneth G. Trout
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Patent number: 5284880Abstract: The invention relates to water blown integral skin polyurethane foams made with a particular isocyanate quasi-prepolymer and resin side ingredients to yield a foam having good overall mechanical properties. The isocyanate quasi-prepolymer component of the present invention comprises from 0.5 weight percent to 30.0 weight percent or less uretonimine-carbodiimide-modified diphenylmethane diisocyanate, from 50 weight percent to 80 weight percent 4,4'-diphenylmethane diisocyanate and reacted with from 15 weight percent to 40 weight percent of a polyether polyol containing predominately secondary hydroxyl groups and having an average molecular weight from about 2,000 to 10,000, an average functionality from 1.5 to about 3.2, and a hydroxyl number from about 20 to 60, and optionally with a low molecular weight diol in an amount of from 1.0 weight percent to 10 weight percent, the weight percentages based on the weight of the quasi-prepolymer reactants.Type: GrantFiled: September 20, 1993Date of Patent: February 8, 1994Assignee: BASF CorporationInventors: Richard P. Harrison, Michael Scarpati, Thirumurti Narayan, Blair J. Zagata
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Patent number: 5254597Abstract: A process for the production of chlorofluorocarbon-free, urethane- or urethane- and urea-containing, soft-elastic, semirigid or rigid moldings having a cellular core and a compacted peripheral zone and an essentially pore-free, smooth surface involves reactinga) an organic and/or modified organic polyisocyanate withb) at least one relatively high-molecular-weight compound containing at least two reactive hydrogen atoms, and, if desired,c) a low-molecular-weight chain extender and/or cross-linking agent,in the presence ofd) a blowing agent,e) a catalyst,f) at least one microporous activated charcoal and/or microporous carbon molecular sieve which preferably has a mean pore diameter with a frequency of occurrence of more than 40% in the range from 0.3 to 3 nm, a pore volume of from 0.20 to 1.4 ml/g and a BET surface area of from 500 to 2500 m.sup.2 /g, and, if desired, further additives andg) assistants,in a closed mold with compaction.Type: GrantFiled: November 24, 1992Date of Patent: October 19, 1993Assignee: BASF A.G.Inventors: Peter Horn, Ulrich Mueller, Wolfgang Hoelderich, Rudolf Taddey, Dieter Tintelnot, Ludwig Schuster
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Patent number: 5236960Abstract: The invention relates to water blown integral skin polyurethane foams made with a particular isocyanate quasi-prepolymer and resin side ingredients to yield a foam having good overall mechanical properties. The isocyanate quasi-prepolymer component of the present invention comprises from 0.5 weight percent to 30.0 weight percent or less uretonimine-carbodiimide-modified diphenylmethane diisocyanate, from 50 weight percent to 80 weight percent 4,4'-diphenylmethane diisocyanate and reacted with from 15 weight percent to 40 weight percent of a polyether polyol containing predominately secondary hydroxyl groups and having an average molecular weight from about 2,000 to 10,000, an average functionality from 1.5 to about 3.2, and a hydroxyl number from about 20 to 60, and optionally with a low molecular weight diol in an amount of from 1.0 weight percent to 10 weight percent, the weight percentages based on the weight of the quasi-prepolymer reactants.Type: GrantFiled: January 19, 1993Date of Patent: August 17, 1993Assignee: BASF CorporationInventors: Richard P. Harrison, Michael Scarpati, Thirumurti Narayan, Blair J. Zagata
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Patent number: 5216035Abstract: The invention relates to water blown integral skin polyurethane foams made with a particular isocyanate quasi-prepolymer and resin side ingredients to yield a foam having good overall mechanical properties. The isocyanate quasi-prepolymer component of the present invention comprises from 0.5 weight percent to 30.0 weight percent or less uretonimine-carbodiimide-modified diphenylmethane diisocyanate, from 50 weight percent to 80 weight percent 4,4'-diphenylmethane diisocyanate and reacted with from 15 weight percent to 40 weight percent of a polyether polyol containing predominately secondary hydroxyl groups and having an average molecular weight from about 2,000 to 10,000, an average functionality from 1.5 to about 3.2, and a hydroxyl number from about 20 to 60, and optionally with a low molecular weight diol in an amount of from 1.0 weight percent to 10 weight percent, the weight percentages based on the weight of the quasi-prepolymer reactants.Type: GrantFiled: June 22, 1992Date of Patent: June 1, 1993Assignee: BASF CorporationInventors: Richard P. Harrison, Michael Scarpati, Thirumurti Narayan, Blair J. Zagata
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Patent number: 5214076Abstract: A polycarbodiimide-polyisocyanurate foam is prepared by reacting(A) mixture of a polyol blend comprising(a) 25 to 100% of an aromatic polyester polyol having the following structure: ##STR1## where n=1, 2, or 3 and having hydroxyl number 150 to 330, (b) 0 to 35% of a flexible polyether polyol with hydroxyl number 20 to 70,(c) 0 to 25% of a toluene diamine ethoxylated polyol, optionally with some propoxylate, and having hydroxyl number 330 to 480,(d) 0 to 25% of a nonyl phenol ethoxylate and having hydroxyl number 70 to9 150, andwith surfactant, catalyst, and water; and reacting with(B) a polyphenyl polymethylene polyisocyanate such that the mixture of A is reacted with B at a 1:1 by volume mix ratio.Type: GrantFiled: September 18, 1992Date of Patent: May 25, 1993Inventors: Richard B. Tideswell, J. S. Costa, Jr.
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Patent number: 5079326Abstract: The present invention relates to a thermosetting resin having high thermal resistance, high strength, flame resistance, and good processability which can be obtained by reacting polycarbodiimide substantially produced form one or more kinds of organic polyisocyanate with crosslinking agents having two or more active hydrogen groups in their molecules, one or more kinds of compounds having epoxy groups in their molecules or compounds capable of accelerating the trimerization reaction of carbodiimide, and production methods thereof.Type: GrantFiled: July 26, 1988Date of Patent: January 7, 1992Assignee: Nisshinbo Industries, Inc.Inventors: Toshio Suzuki, Teruhiko Ohnuma, Osamu Suzuki, Satoshi Amano, Yasuo Imashiro
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Patent number: 4886836Abstract: A porous chemically activated medium having a low affinity for peptide group-containing materials is provided comprising a porous polymeric medium having a low affinity for peptide group-containing materials covalently bound to a residue of an activating agent which is capable of reacting with an acceptor molecule.Type: GrantFiled: June 3, 1987Date of Patent: December 12, 1989Assignee: Pall CorporationInventors: Thomas C. Gsell, Richard F. Salinaro, Peter J. Degen
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Patent number: 4882362Abstract: Foamed microbeads with a shell and an encased core are characterized in that the shell is a reaction product of an NCO-containing carbodiimide and a polyamine, and the core is at least partly filled with a polymeric carbodiimide or its reaction product with a polyamine, and in that the foamed microbeads are self-supporting and can be laden with hydrophilic and if appropriate hydrophobic liquids.Type: GrantFiled: October 7, 1988Date of Patent: November 21, 1989Assignee: Bayer AktiengesellschaftInventors: Norbert Weimann, Manfred Dahm, Ulrich Nehen, Walter Schafer
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Patent number: 4804687Abstract: Foamed microbeads with a shell and an encased core are characterized in that the shell is a reaction product of an NCO-containing carbodiimide and a polyamine, and the core is at least partly filled with a polymeric carbodiimide or its reaction product with a polyamine, and in that the foamed microbeads are self-supporting and can be laden with hydrophilic and if appropriate hydrophobic liquids.Type: GrantFiled: March 17, 1988Date of Patent: February 14, 1989Assignee: Bayer AktiengesellschaftInventors: Norbert Weimann, Manfred Dahm, Ulrich Nehen, Walter Schafer
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Patent number: 4798847Abstract: This invention relates to a process for the preparation of hydrophilic membranes by coagulation of a solution of at least one hydrophobic polymer and at least one hydrophilic polymer in a suitable solvent medium in a coagulation medium. The process according to the invention is characterized in that hydrophilic microfiltration and/or ultrafiltration membranes are prepared by cross-linking the hydrophilic polymer which is present in or on the obtained membrane matrix after the coagulation in an essentially non-swollen state and fixing same as such in or on the polymer matrix. Advantageously the solvents and the undesirable components of the coagulation medium are removed whereby the hydrophilic polymer is converted into an essentially non-swollen state prior to cross-linking. The removal of the undesirable components from the membrane takes place by means of a non-solvent for the hydrophilic polymer according to the invention.Type: GrantFiled: September 21, 1987Date of Patent: January 17, 1989Assignee: X-Flow B. V.Inventors: Hendrik D. W. Roesink, Cornelis A. Smolders, Marcellinus H. V. Mulder, Dirk M. Koenhen
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Patent number: 4703100Abstract: The present invention is directed to a process for the production of urea- and/or biuret-modified polyisocyanates by reacting organic polyisocyanates with a mixture of high molecular weight isocyanate-reactive compounds and low molecular weight isocyanate-reactive compounds, wherein at least 25% of the isocyanate-reactive groups are primary amino groups. The present invention is further directed to the products obtained by this process and their use for the production of polyisocyanate polyaddition products, especially for the preparation of molded articles by the RIM process.Type: GrantFiled: April 24, 1986Date of Patent: October 27, 1987Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Reiner Paul, Klaus Seel, Christian Weber
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Patent number: 4611013Abstract: New compounds which are salts of the formula A.sup.+ B.sup.- where A.sup.+ is a quaternary ammonium cation and B.sup.- is a tetrahedral boron-oxygen complex anion are prepared from boric acid by reaction with a hydroxyl compound and a quaternary ammonium hydroxide. The salts are used as catalysts to prepare carbodiimides and isocyanurates from isocyanates which can be in the form of foamed resins.Type: GrantFiled: June 12, 1984Date of Patent: September 9, 1986Assignee: BP Chemicals LimitedInventor: Kaneyoshi Ashida
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Patent number: 4424288Abstract: Liquid carbodiimide-modified organic polyisocyanates are prepared by reacting a crude polymethylene polyphenylene polyisocyanate containing no more than 70 weight percent diphenylmethane diisocyanate with an isomer mixture of 40 to 100 weight percent 4,4'-, 0 to 50 weight percent 2,4- and 0 to 10 weight percent 2,2'-diphenylmethane diisocyanate and having an average functionality of 2.1 to 2.7 and a free NCO content of at least 30 percent weight percent in the presence of an effective amount of carbodimidization catalyst. Polyisocyanurate-polyurethane foams prepared by reacting the modified polyisocyanates and polyols selected from the group consisting of diethylene glycol and ethylene oxide adducts of trimethylolpropane, trimethylolethane, glycerine, pentaerythritol, .alpha.-methylglucoside, sucrose, toluene diamine and methylene dianiline in the presence of trimerization catalysts exhibit improved compression strengths and K-factors with low friability and smoke density.Type: GrantFiled: December 24, 1981Date of Patent: January 3, 1984Assignee: BASF Wyandotte CorporationInventors: John T. Patton, Jr., Peter T. Kan, Thirumurti Narayan
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Patent number: 4421868Abstract: A polyester-melamine-isocyanurate thermosetting foam composition having improved flame, smoke and nonburning properties with good compressive strength, which foam composition is prepared by the admixture of a saturated polyester resin, a flame-retardant amount of melamine, a methylene diisocyanate, in the presence of a silicone-glycol surfactant, a fluorocarbon blowing agent and a trimerization catalyst to provide a closed-cell thermosetting foam.Type: GrantFiled: September 28, 1982Date of Patent: December 20, 1983Assignee: Thermocell Development, Ltd.Inventor: Stuart B. Smith
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Patent number: 4409341Abstract: A composition for polyurethane foam comprising (a) polyols containing at least one of alkylene oxide adducts of aniline-formaldehyde condensates and alkylene oxide adducts of reduced compounds of nitrated toluenes in an amount of 30 to 70% by weight of the polyols, (b) at least one isocyanate of the formula: ##STR1## a fire retardant, together with one or more conventional catalysts, foam stabilizers, blowing agents and the like additives, can give fire retardant, high impact and heat resistant urethane foams.Type: GrantFiled: December 31, 1981Date of Patent: October 11, 1983Assignee: Hitachi, Ltd.Inventors: Yasuo Hira, Susumu Tsuzuku, Makoto Iida, Masao Gotoh, Hitoshi Yokono, Yoshikazu Kimura, Kazumi Iijima
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Patent number: 4384051Abstract: A flexible hydrophilic MDI based polyurethane foam is produced by mixing together an aqueous phase which can optionally contain reinforcing fibers and surfactants and a resin phase comprising a prepolymer derived from a poly (oxy C.sub.2-4 alkylene) diol, an MDI containing isocyanate product having a functionality greater than 2.0 made of a mixture of MDI and isocyanate containing derivatives of MDI, and a polymeric poly (oxy C.sub.2-4 alkylene) polyol cross-linking agent having 3 or 4 hydroxyl equivalents per mole and a molecular weight of at least 500. The preferred polyol is Poly G176-120. The polymeric polyol cross-linking agent is present so the hydroxy equivalents constitute 5 to 35 mole % of the total hydroxy equivalents in the diol and the polymeric polyol while the ratio of the isocyanate equivalents to the total hydroxyl equivalents is in the range of 2.5 to 3.5.Type: GrantFiled: October 26, 1981Date of Patent: May 17, 1983Assignee: W. R. Grace & Co.Inventor: James L. Guthrie
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Patent number: 4384050Abstract: A flexible, hydrophobic polyurethane foam is produced by mixing together an aqueous phase which can optionally contain reinforcing fibers and surfactants and a resin phase comprising a prepolymer derived from a poly (oxy C.sub.2-4 alkylene) diol having a molecular weight of at least about 1100, an MDI containing isocyanate product having a functionality greater than 2.0 made of a mixture of MDI and isocyanate containing derivatives of MDI, and a monomeric polyol crosslinking agent having 3 or 4 hydroxyl equivalents per mole. The preferred polyol is trimethylolpropane and the diol is an equimolar mixture of Carbowax 1000 and Carbowax 1450. The diol and the polyol, such as trimethylolpropane, are present in a mole ratio in the range of 4:1 to 8:1 while the ratio of the isocyanate equivalents to the total hydroxyl equivalents is in the range of 2.5:1 to 3.5:1. The isocyanate containing product comprises less than 50% by weight of the prepolymer and Isonate 143L is the preferred isocyanate product.Type: GrantFiled: October 26, 1981Date of Patent: May 17, 1983Assignee: W. R. Grace & Co.Inventor: James L. Guthrie
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Patent number: 4377645Abstract: An MDI based polyurethane foam having cellulose foam properties is produced by mixing together an aqueous phase which can optionally contain reinforcing fibers and surfactants and a resin phase comprising a prepolymer derived from a poly(oxy C.sub.2-4 alkylene)diol, an MDI containing isocyanate product having a functionality greater than 2.0 made of a mixture of MDI and isocyanate containing derivatives of MDI, and a monomeric polyol cross-linking agent having 3 or 4 hydroxyl equivalents per mole. The preferred polyol is trimethylolpropane and the preferred diol is Carbowax 1000. The diol and the polyol, such as trimethylolpropane, are present in a mole ratio in the range of 4:1 to 8:1 while the ratio of the isocyanate equivalents to the total hydroxyl equivalents is in the range of 3:1 to 4:1. The isocyanate containing product comprises more than 50% by weight of the prepolymer and Isonate 143L is the preferred isocyanate product. The foam has a minimal swell when wet and it does not curl upon drying.Type: GrantFiled: October 26, 1981Date of Patent: March 22, 1983Assignee: W. R. Grace & Co.Inventors: James L. Guthrie, Suze E. Arquette
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Patent number: 4344855Abstract: The instant invention relates to a process for producing stable equilibrium mixtures of carbodiimides, uretone imines and organic isocyanates and storage-stable solutions of carbodiimides and uretone imines in polyisocyanates which are free from carbodiimide groups. Either the carbodiimide, or the uretone imine, or both, may contain isocyanate groups. The invention relates to the process for the preparation of these products by so-called heterogeneous catalysis and the use of these products for the production of polyurethane resins.Type: GrantFiled: November 12, 1976Date of Patent: August 17, 1982Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Kuno Wagner, Hans-Dieter Block
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Patent number: 4299883Abstract: A sound-absorbent material is made by compressing foamed synthetic plastics material so as to rupture the walls of at least some of the cells therein. Preferably a slab of polycarbodiimide foam is compressed to about 50% to 66% of its initial thickness while cold or at a temperature below 120.degree. C., and is moulded to shape while below 120.degree. C., being bonded if desired to one or more sheets of covering or strengthening or decorative fabric or felt or other facing material.Type: GrantFiled: October 16, 1979Date of Patent: November 10, 1981Inventors: Jacques Roth, Paul Seiler
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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: 4266040Abstract: A reaction product of (1) resin containing a plurality of electron deficient ethylenically unsaturated groups and (2) a polyazlactone. The product may be formed without the liberation of a gas and cured at a higher temperature with the liberation of a gas to thereby form foamed product.Type: GrantFiled: June 27, 1980Date of Patent: May 5, 1981Assignee: DeSoto, Inc.Inventor: Shiow-Ching Lin
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Patent number: 4266038Abstract: Rubber-modified copolymers of monovinyl aromatic monomers and imide derivatives of ethylenically unsaturated dicarboxylic acid monomers are blended with water as a blowing agent, bromodiphenylethers as fire retardants, and metal oxides as synergist for the ethers to form a composition which can be foamed to densities of between 1 and 10 pounds per cubic foot, said foam composition having fire-retardant properties.Type: GrantFiled: May 7, 1980Date of Patent: May 5, 1981Assignee: Arco Polymers, Inc.Inventors: Adolph V. DiGiulio, Jack N. Bauer
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Patent number: 4228095Abstract: Carbodiimide-modified organic polyisocyanates are prepared by heating polyisocyanates in the presence of a catalytically sufficient amount of an organotin compound.Type: GrantFiled: August 20, 1979Date of Patent: October 14, 1980Assignee: BASF Wyandotte CorporationInventor: Thirumurti Narayan
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Patent number: 4221572Abstract: An abrasive material which comprises abrasive grains and a polycarbodiimide and polyurethane resin as the binder for the abrasive grains and a method of preparation thereof are disclosed. The polycarbodiimide and polyurethane resin is prepared by reacting a polyisocyanate and a polyol in the presence of a catalyst. The resin has a specified amount of carbodiimide bonding and urethane bonding.Type: GrantFiled: March 2, 1978Date of Patent: September 9, 1980Assignee: Kao Soap CompanyInventors: Yasuhiro Torimae, Tamio Ishiai
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Patent number: 4198489Abstract: Polyurethane foams are prepared employing as the polyisocyanate ingredient a highly stable liquid 4,4'-diphenylmethane diisocyanate (MDI) containing MDI-carbodiimide adducts prepared by heating MDI at a temperature of from 180.degree. C. to 250.degree. C. for a period of from one hour to ten hours in the presence of tris(chloromethyl)phosphine oxide and thereafter equilibrating the adduct formation. Equilibration can occur by any of several methods, i.e., by cooling the composition to a temperature of from 60.degree. C. to 90.degree. C. within twenty minutes, maintaining the composition at this temperature for a period of from one hour to four hours and thereafter cooling the composition to room temperature or by cooling the composition to a temperature less than 100.degree. C. within twenty minutes, further cooling to room temperature, and maintaining the composition at room temperature for one week to two weeks.Type: GrantFiled: October 30, 1978Date of Patent: April 15, 1980Assignee: BASF Wyandotte CorporationInventors: Robert L. Schaaf, Peter T. Kan, Moses Cenker
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Patent number: 4181770Abstract: A hydrophilic foam is produced by mixing an isocyanate terminated branched polyethylene polyol with a polyester prepolymer and water. The foam may be used to impregnate fabrics, e.g., non-wovens, to produce reinforced sheets of foam of high absorbency and markedly improved abrasion resistance. Preferred polyesters are condensation products of adipic acid plus one or more alkanediols or a polylactone. Other prepolymers may also be included in the mix undergoing foaming, along with conventional additives.Type: GrantFiled: November 25, 1975Date of Patent: January 1, 1980Assignee: Firma Carl FreudenbergInventors: Gunter Schuhmacher, Walter Fottinger, Adolf Graber, Erich Fahrbach
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Patent number: 4177205Abstract: Highly stable liquid 4,4'-diphenylmethane diisocyanate (MDI) containing MDI-carbodiimide adducts are prepared by (a) heating MDI at a temperature of from 60.degree. C. to 120.degree. C. for a period of from one hour to ten hours in the presence of tris(chloromethyl)phosphine oxide, (b) stopping the carbodiimide formation by adding thereto a quenchant selected from the group consisting of magnesium chloride hydrate, stannous chloride and trichlorosilane, (c) heating the reaction mixture at a temperature between 60.degree. C. and 120.degree. C. for a period of from 0.5 hour to 6.0 hours, and (d) cooling to room temperature. The resulting compositions are highly stable and may be advantageously employed in the preparation of polyurethane compositions.Type: GrantFiled: November 20, 1978Date of Patent: December 4, 1979Assignee: BASF Wyandotte CorporationInventors: Robert L. Schaaf, Peter T. Kan, Moses Cenker
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Patent number: 4166164Abstract: Rigid foams characterized by carbodiimide and isocyanurate linkages are prepared by catalytically condensing an organic polyisocyanate in the presence of (a) a carbodiimide-promoting compound and (b) certain C.sub.1 -C.sub.8 alkali metal carboxylates as trimerization catalysts.Type: GrantFiled: December 5, 1977Date of Patent: August 28, 1979Assignee: BASF Wyandotte CorporationInventors: Moses Cenker, Thirumurti Narayan, Harald P. Wulff
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Patent number: 4151334Abstract: Rigid foams characterized by carbodiimide and isocyanurate linkages are prepared by catalytically condensing an organic polyisocyanate in the presence of certain quaternary boron salts.Type: GrantFiled: September 16, 1977Date of Patent: April 24, 1979Assignee: BASF Wyandotte CorporationInventors: Peter T. Kan, Moses Cenker
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Patent number: 4150207Abstract: Urethane-modified carbodiimide-isocyanurate foams are prepared by catalytically condensing (a) an organic polyisocyanate with a polyol or (b) a quasi-prepolymer in the presence of a blowing agent and from 20 parts to 100 parts by weight of alumina trihydrate. The resulting foams are characterized by improved flame retardancy without loss in strength properties.Type: GrantFiled: June 13, 1977Date of Patent: April 17, 1979Assignee: BASF Wyandotte CorporationInventors: Moses Cenker, Thirumurti Narayan
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Patent number: 4147710Abstract: A compound adapted to be used to advantage as a catalyst for making carbodiimide foams is prepared by a process wherein(a) a phosphetane oxide or phosphetane sulphide of the general Formulae I and II: ##STR1## wherein X represents a C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.6 -C.sub.14 aryl, C.sub.7 -C.sub.20 aralkyl, C.sub.1 -C.sub.18 alkoxy or C.sub.6 -C.sub.14 aroxy group andR.sup.1 to R.sup.6 represent hydrogen and/or C.sub.1 -C.sub.4 alkyl groups and is reacted with(b) a mono-, di- and/or polyhydric alcohol having a molecular weight of about 32 to about 250, a protonic acid which has a pH of between 1 and 8 in N/10 aqueous solution, a metal salt or an acid chloride.Type: GrantFiled: September 23, 1975Date of Patent: April 3, 1979Assignee: Bayer AktiengesellschaftInventors: Andrea La Spina, Werner Dietrich, Reinhard Schliebs
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Patent number: 4139686Abstract: A process for making a hydrophilic polyurethane foam suitable for sponges and wiping cloths which comprises reacting an organic polyisocyanate and an organic compound having reactive hydrogen atoms in a mixture containing a blowing agent and an alkyl aryl sulphonic acid.Type: GrantFiled: June 6, 1977Date of Patent: February 13, 1979Assignee: Bayer AktiengesellschaftInventors: Gert Jabs, Gunther Loew
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Patent number: 4129693Abstract: Urethane-modified isocyanurate foams are prepared by catalytically condensing an organic polyisocyanate in the presence of a polyol and from 5% to 50% by weight based on the weight of the organic polyisocyanurate of an ammonium phosphate. The resulting foams are characterized by improved flame retardancy and strength properties.Type: GrantFiled: December 20, 1976Date of Patent: December 12, 1978Assignee: BASF Wyandotte CorporationInventors: Moses Cenker, Peter T. Kan
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Patent number: 4123599Abstract: This invention relates to a process for the manufacture of foams based on phenolic resins, wherein phenolic resins are reacted, in the presence of metal powders and/or metal oxide powders, with organic diisocyanates and/or polyisocyanates.Type: GrantFiled: September 27, 1976Date of Patent: October 31, 1978Assignees: Chemie-Anlagenbau Bischofsheim GmbH, Reuter Technologie GmbH, MetallgesellschaftInventors: Karl-Heinz Hilterhaus, Franz G. Reuter
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Patent number: RE34296Abstract: This invention relates to a process for the preparation of hydrophilic membranes by coagulation of a solution of at least one hydrophobic polymer and at least one hydrophilic polymer in a suitable solvent medium in a coagulation medium. The process according to the invention is characterized in that hydrophilic microfiltration and/or ultrafiltration membranes are prepared by cross-linking the hydrophilic polymer which is present in or on the obtained membrane matrix after the coagulation in an essentially non-swollen state and fixing same as such in or on the polymer matrix. Advantageously the solvents and the undesirable components of the coagulation medium are removed whereby the hydrophilic polymer is converted into an essentially non-swollen state prior to cross-linking. The removal of the undesirable components from the membrane takes place by means of a non-solvent for the hydrophilic polymer according to the invention.Type: GrantFiled: December 17, 1990Date of Patent: June 29, 1993Assignee: X-Flow B.V.Inventors: Hendrik D. W. Roesink, Cornelis A. Smolders, Marcellinus H. V. Mulder, Dirk M. Koenhen