Polyurethane Cellular Product Formed From A Polyol Which Has Been Derived From At Least Two 1,2 Epoxides As Reactants Patents (Class 521/914)
  • Patent number: 4302272
    Abstract: The instant invention is directed to a process for heat sealing flexible polyurethane foam, comprising:A. reacting and foaming a polyurethane foam produced by the steps comprising reacting:(I) an organic polyisocyanate;(II) a polyol having a molecular weight of 2,000 to 8,000 comprising the adduct obtained by sequentially reacting:(a) a polyhydroxyl initiator, with a functionality of 2 to 5 and a weight average molecular weight as determined by gel permeation chromatography of from 62 to 200; with(b) 10 to 90%, most preferably 10 to 50%, by weight, based on the total oxide present in (b)+(c)+(d), a first alkylene oxide; and subsequently reacting the product with(c) 10 to 80%, preferably 20 to 50% by weight, based on the total oxide present in (b)+(c)+(d), 4,4,4-trichloro-1,2-epoxybutane and/or epihalohydrin; and subsequently reacting the product with(d) 10 to 60%, most preferably 10 to 40%, by weight, based on the total oxide present in (b)+(c)+(d), a second alkylene oxide.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: November 24, 1981
    Assignee: Mobay Chemical Corporation
    Inventors: Barry A. Phillips, Keith G. Spitler, Richard E. Keegan
  • Patent number: 4301110
    Abstract: The invention covers a method for making reaction injection molded polyurethanes of improved properties. The elastomeric products having superior heat distortion and tear properties comprise the reaction product of an aromatic polyisocyanate, a high molecular weight polyol and a chain extending agent. Said polyol providing said improved properties is a poly(oxybutyleneoxyethylene) glycol having a molecular weight range of about 2,000-6,000. The polyurethane elastomer is prepared by injecting the above three agents through a RIM head into a mold cavity of the desired configuration. Reaction injection molded elastomers are useful as molded articles of commerce including, but not limited to, vehicle body parts.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: November 17, 1981
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Richard J. G. Dominguez, Doris M. Rice
  • Patent number: 4298701
    Abstract: This invention relates to an improved single-stage process for the production of elastic shaped articles having an impervious surface layer by the reaction injection molding technique in which highly reactive systems of polyisocyanates, relatively high molecular weight polyhydroxyl compounds and aromatic polyamines are used.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: November 3, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Holger Meyborg, Christian Weber
  • Patent number: 4282367
    Abstract: The instant invention is directed to a process for the separation of polyurethane hydrolysates into polyamines and polyols which can be used again for the production of polyurethanes, comprising introducing gaseous hydrogen chloride into the hydrolysate mixture which has optionally been diluted with an inert solvent, and removing the precipitated amine salt by filtration, characterized in that(a) gaseous hydrogen chloride is optionally first introduced into the hydrolysate in a quantity of from 0.02 to 0.07 mol per amine equivalent, the reaction mixture is filtered and the filter residue is discarded, then(b) from 0.20 to 0.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: August 4, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Georg Niederdellmann, Norbert Roemer, Ernst Grigat
  • Patent number: 4273884
    Abstract: A stable emulsion of a high molecular weight polyol and either ethylene glycol or 1,4-butane diol is made by adding to the mixture an ethylene oxide/propylene oxide copolymer diol having an average molecular weight of above about 12,000 and an ethylene oxide content of from about 70% to 90%. The stable emulsion is useful as a reactant in RIM polyurethane plastics.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: June 16, 1981
    Assignee: Texaco Inc.
    Inventor: Richard J. G. Dominguez
  • Patent number: 4272618
    Abstract: The invention is a reaction injection molded polyurethane of improved properties comprising the cured reaction product of a high molecular weight polyhydric polyether, a low molecular weight active hydrogen containing compound of at least two functionality and a polyisocyanate. The reaction product is cured by subjecting it to an ambient temperature of from about 290.degree.-425.degree. F. for a time sufficient to achieve an improvement in properties. The invention is also a method for making such polyurethanes.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: June 9, 1981
    Assignee: Texaco Development Corp.
    Inventors: Richard J. G. Dominguez, Doris M. Rice
  • Patent number: 4266043
    Abstract: A resilient hydrophobic foamed polymer obtained by reacting a mixture of an isocyanate terminated urethane prepolymer and a polyisocyanate (A) with aqueous material, said prepolymer being relatively hydrophilic and the reaction product of a molar excess of a polyisocyanate (B) with a polyetherpolyol having from 15 to 50% by weight of oxethylene content, said aqueous material having a water content between about 15 to 150% by weight based on said prepolymer, the amount of said polyisocyanate (A) ranging between about 5 to 15% by weight based on said prepolymer, said polyetherpolyol being selected from the group consisting of (a) the addition polymerization product of a starting material, ethylene oxide and another epoxide and (b) a mixture of at least two of the following:(1) The addition polymerization product of a starting material and ethylene oxide;(2) the addition polymerization product of a starting material and an epoxide other than ethylene oxide;(3) the addition polymerization material, ethylene oxide
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: May 5, 1981
    Assignee: Toyo Rubber Chemical Industrial Corporation
    Inventors: Osamu Fujii, Toshio Kishimoto, Akio Kobayashi
  • Patent number: 4261852
    Abstract: Liquid polyisocyanate compositions comprising:(A) from 90 to 50% by weight of a reaction product of diphenylmethane diisocyanate and a polyoxyalkylene polyol having an average functionality of 2-3 comprising from 50-100% by weight of a polyoxypropylene diol or triol having a hydroxyl equivalent weight of from 750 to 3000 and from 0-50% by weight of a polyoxyethylene diol or triol having a hydroxyl equivalent weight of from 750 to 3000, said reaction product having an NCO content of from 8 to 26% by weight, and(B) from 10 to 50% by weight of a diphenylmethane diisocyanate composition containing from 30 to 65% by weight of diphenylmethane diisocyanate, the remainder being polymethylene polyphenyl polyisocyanates of functionality greater than two together with by-products formed in the manufacture of such polyisocyanates by phosgenation.The compositions are useful in the manufacture of polyurethanes, especially cold cure flexible foams.
    Type: Grant
    Filed: October 1, 1979
    Date of Patent: April 14, 1981
    Assignee: Imperial Chemical Industries Limited
    Inventors: William G. Carroll, Arun Watts
  • Patent number: 4259452
    Abstract: A method of producing flexible polyether polyurethane foams, which have a substantially skeletal reticulated structure, is disclosed. When the flexible foam is produced by reacting a polyhydroxyl compound with an organic polyisocyanate in the presence of a blowing agent by one-shot process, a catalyst and other additives, a mixture of (a) poly(oxyethylene-oxypropylene)polyether polyol containing 51 to 98% by weight of ethylene oxide component and (b) poly(oxyethylene-oxypropylene)polyether polyol containing not less than 51% by weight of propylene oxide component is used as the polyhydroxyl compound.
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: March 31, 1981
    Assignee: Bridgestone Tire Company Limited
    Inventors: Toshio Yukuta, Kazuo Yagura, Nobuhisa Fuchigami
  • Patent number: 4254069
    Abstract: The invention is a method for making reaction injection molded polyurethane of improved properties. The product comprises the cured reaction product of a high molecular weight polyhydric polyether, a low molecular weight active hydrogen containing compound of at least two functionality and a polyisocyanate. The reaction product is cured by subjecting it to an ambient temperature of from about 290.degree.-425.degree. F. for a time sufficient to achieve an improvement in properties. The invention is also the resulting polyurethane.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: March 3, 1981
    Assignee: Texaco Development Corp.
    Inventors: Richard J. G. Dominguez, Doris M. Rice
  • Patent number: 4247656
    Abstract: Novel poly(urethane-isocyanurate) foams and their preparation are described. These foams are low density, non-friable, heat stable, polymeric reaction products of polyisocyanate and polyoxyalkylene polyol, the reaction products having a cross-link density in the range of about 1 cross-link per 400 to 750 atomic weight units. Processes are also provided for forming a foamed isocyanate-derived polymer on an oil-contaminated substrate and obtaining a firm bond of the polymer to the substrate.
    Type: Grant
    Filed: March 14, 1979
    Date of Patent: January 27, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Edward W. Janssen
  • Patent number: 4243760
    Abstract: Covers a polyurethane elastomer of improved moldability, particularly useful in RIM applications which comprises the reaction product of an aromatic polyisocyanate, a high molecular weight polyether triol containing an internal mixed propylene oxide-ethylene oxide segment comprising 2-35% ethylene oxide by weight and 65-98% by weight of propylene oxide and an ethylene oxide cap such that said polyol has a primary hydroxyl content greater than 50% and preferably greater than 90%, and a chain-extending agent. Also covers the method of making said elastomer.
    Type: Grant
    Filed: May 23, 1979
    Date of Patent: January 6, 1981
    Assignee: Texaco Development Corporation
    Inventors: Kenneth G. McDaniel, Doris M. Rice, Michael Cuscurida
  • Patent number: 4241537
    Abstract: A plant growth media in the form of a gel which is useful for growing plants in the form of seeds, seedlings, cuttings, nursery stock, etc., is obtained by dissolving a water-soluble polyisocyanate capped prepolymer containing said growing plant in an aqueous medium optionally containing various plant growth additives such as fertilizer, agricultural modified minerals and the like. The media can be formed in a variety of shapes.
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: December 30, 1980
    Assignee: W. R. Grace & Co.
    Inventor: Louis L. Wood
  • Patent number: 4235988
    Abstract: A sustained release delivery means comprising a biologically active agent and a hydrophilic linear block poly oxyalkylene- polyurethane copolymer.
    Type: Grant
    Filed: May 31, 1979
    Date of Patent: November 25, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Francis J. T. Fildes, Francis G. Hutchinson
  • Patent number: 4214055
    Abstract: Novel high resilience (HR) urethane foams are prepared from tolylene diisocyanate and novel polymer/polyol compositions made with acrylonitrile and vinylidene chloride monomers. The acrylonitrile:vinylidene chloride-polymer/polyol compositions enhance the load-bearing properties and decrease the flammability of HR foams made with them.
    Type: Grant
    Filed: November 17, 1978
    Date of Patent: July 22, 1980
    Assignee: Union Carbide Corporation
    Inventors: Carl G. Seefried, Jr., George H. Armstrong, Russell Van Cleve
  • Patent number: 4202880
    Abstract: Sustained release delivery means comprising (i) a biologically active agent, (ii) a linear hydrophilic block polyoxyalkylene-polyurethane copolymer, and (iii) optionally containing a buffer. Included among the biologically active agents are abortifacient compounds.
    Type: Grant
    Filed: November 28, 1977
    Date of Patent: May 13, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Francis J. T. Fildes, Francis G. Hutchinson
  • Patent number: 4190711
    Abstract: Thermoplastic polyether polyurethane elastomers are provided by reacting and forming: (a) a novel liquid polyurethane quasi-prepolymer having a free NCO content of from about 16 percent to about 25 percent; (b) a reactive poly(oxypropylene-oxyethylene) diol; and (c) as an extender, a short chain diol in the presence of (d) a catalyst. The elastomers can be either solid or microcellular, and they are suitable for production using Reaction Injection Molding (RIM) or conventional casting technology. The elastomers are useful in the production of automotive body panels, gears, seals and the like, and, since the elastomers are thermoplastic, any excess elastomer ("scrap") can be reused.
    Type: Grant
    Filed: September 29, 1977
    Date of Patent: February 26, 1980
    Assignee: Union Carbide Corporation
    Inventors: Richard J. Zdrahala, Frank E. Critchfield
  • Patent number: 4176218
    Abstract: A flexible, highly resilient, cold-cure, closed-mold polyurethane foam can be produced by reacting a foamable mixture comprising an organic polyisocyanate, water and a polyol. The foams of the invention are preferably prepared from a mixture of a hydroxyl-terminated graft copolymer and a hydroxyl-terminated polyoxyalkylene polyether in the presence of a co-catalyst mixture of at least one tertiary amine catalyst and at least one metal-containing basic catalyst. Said catalyst is selected from the group consisting of an alkali metal hydroxide, an alkaline earth metal hydroxide, an inorganic basic salt thereof derived from the reaction of said hydroxides with a weak inorganic acid, a metal organic basic salt catalyst derived from the reaction of at least one of said hydroxides with an organic acid and mixtures thereof. Useful metal organic catalysts are selected from the group consisting of the alkali and alkaline earth metal carboxylates, alkoxides and phenates.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: November 27, 1979
    Assignee: BASF Wyandotte Corporation
    Inventors: John G. Demou, Edward R. Pray
  • Patent number: 4167612
    Abstract: Flexible polyurethane foams having low resistance to air flow and, in addition, having good load bearing characteristics and high strength comprising the reaction product of polyisocyanate, a polyol blend including about 40-60 percent by weight of a polyether triol having an average molecular weight of about 4500-6500 and about 60-40 percent by weight of a reinforced polymer polyol having an average molecular weight of about 4500-5500 for the base polyol, and a low molecular weight cross-linking agent, such as 1,4-cyclohexanedimethanol or 4,4' methylene-bis (2-chloroaniline). Preferably the air flow characteristics are improved by crushing the reaction product before it is fully cured.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: September 11, 1979
    Assignee: Wm. T. Burnett & Co., Inc.
    Inventors: Richard B. C. Tucker, Roland N. Fracalossi, Mark T. Wajer
  • Patent number: 4160076
    Abstract: The invention disclosed is for new improved hydrophilic crosslinked polyurethane foams which simulate natural sponges and prepared by reacting an isocyanate capped polyoxyethylene polyol reactant with an aqueous reactant and a carefully balanced combination of a nonionic surface-active agent and a liquid defoaming agent. The resultant foams are characterized by a majority of large size cells and membranes which themselves are foamed with small cells.
    Type: Grant
    Filed: July 15, 1977
    Date of Patent: July 3, 1979
    Assignee: W. R. Grace & Co.
    Inventors: James L. Guthrie, Donald J. Bach
  • Patent number: 4144386
    Abstract: 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: Grant
    Filed: March 15, 1977
    Date of Patent: March 13, 1979
    Assignee: Montedison S.p.A.
    Inventors: Salvatore Consoli, Franco Galati