C-x-c Reactant Contains A Carbocyclic Ring, E.g., Aromatic, Etc. Patents (Class 521/177)
  • Patent number: 4430247
    Abstract: An oxyalkylated product useful for making polyurethane foams is prepared by reacting an alkylene oxide with a heated mixture of a phenol and a non-phenolic active hydrogen compound, at least one of which can be halogenated, in the presence of a catalyst complex of a phenol and an iron or aluminum substance. The mixture can also include a neutral phosphorus compound and/or acid anhydrides to enhance flame retardant properties. Optionally, also, the oxyalkylation reaction can be terminated by adding a tri (lower alkyl) amine and alkylene oxide to react with residual phenolic hydrogen in the mixture.
    Type: Grant
    Filed: September 29, 1977
    Date of Patent: February 7, 1984
    Assignee: BASF Wyandotte Corporation
    Inventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
  • Patent number: 4390641
    Abstract: A method of preparing a flame-retardant benzylic-ether phenolic modified foam product and the resulting foam product produced thereby, which method comprises reacting and mixing benzylic-ether phenol-formaldehyde resin, having a hydroxyl number of from about 400 to 600, with from about 50 to 150 parts by weight of a boric-acid catalyst to each 100 parts of the resin, optionally in the presence of melamine, to form a resin prepolymer, and, thereafter, reacting the prepolymer so formed, in the presence of a blowing agent and an organometal catalyst, with a methylene diisocyanate in an exothermic reaction, to provide a nonfriable, substantially closed-cell, flame-retardant benzylic-ether phenolic modified foam product characterized by substantially acid methylene linkages in the resulting thermosetting foam product.
    Type: Grant
    Filed: January 4, 1982
    Date of Patent: June 28, 1983
    Assignee: Thermocell Development, Ltd.
    Inventor: Stuart B. Smith
  • Patent number: 4374970
    Abstract: Copolyether glycols are modified so that they contain 1-25%, by weight of .beta.,.beta.'-dihydroxyalkyl sulfide moieties.These modified copolyether glycols have enhanced resistance to degradation by heat and oxygen.The invention also relates to a method of making the modified copolyether glycols, to their use as stabilizers against the degradation of the polyether chains, and to polyurethanes made with them.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: February 22, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson
  • Patent number: 4373084
    Abstract: Polypropylene ether glycol is modified so that it contains 1-25%, by weight of .beta.,.beta.'-dihydroxyalkyl sulfide moieties.These modified polypropylene ether glycols have enhanced resistance to degradation by heat and oxygen.The invention also relates to a method of making the modified PPG's, to their use as stabilizers against the degradation of the polyether chain, and to polyurethanes made with them.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: February 8, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson
  • Patent number: 4373034
    Abstract: The modification of polyether polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols of 2000 to 7000 molecular weight produce flexible polyurethane foams that have higher load bearing properties than foams made with nonmodified polyols. The ability of a modified polyol to make a higher load bearing foam is related to the position in the polyol chain the epoxy resin is added.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: February 8, 1983
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 4371687
    Abstract: Polytetramethylene ether glycol is modified so that it contains 1-25%, by weight of .beta.,.beta.'-dihydroxyalkyl sulfide moieties.These modified polytetramethylene ether glycols have enhanced resistance to degradation by heat and oxygen.The invention also relates to a method of making the modified PTMEG's, to their use as stabilizers against the degradation of the polyether chain, and to polyurethanes made with them.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: February 1, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson
  • Patent number: 4323658
    Abstract: A method of preparing polyether polyols in the 200-1000 molecular weight range by modifying a polyol initiator with an epoxy resin and one or more alkylene oxides is described. The modified polyols may be used in preparing rigid isocyanurate foams with improved compressability and flammability properties.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: April 6, 1982
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Robert L. Zimmerman
  • Patent number: 4302551
    Abstract: 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: Grant
    Filed: December 22, 1980
    Date of Patent: November 24, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Horn, Anton Hesse, Peter Weyland, Wolfgang Straehle, Matthias Marx
  • Patent number: 4288562
    Abstract: The reaction of isocyanates with substances containing isocyanate groups or active hydrogen groups, such as hydroxyl groups, amino groups and the like, are initiated by sulfonium zwitterions such as the ar-cyclic sulfonium areneoxides. Accordingly, partially trimerized isocyanates, polyurethanes and other useful materials can be made.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: September 8, 1981
    Assignee: The Dow Chemical Co.
    Inventors: Jiri Kresta, Chen S. Shen
  • Patent number: 4260514
    Abstract: 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: Grant
    Filed: December 26, 1979
    Date of Patent: April 7, 1981
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: Millard E. Foucht
  • 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: 4220728
    Abstract: The reaction of isocyanates with substances containing isocyanate groups or active hydrogen groups, such as hydroxyl groups, amino groups and the like, are initiated by sulfonium zwitterions such as the ar-cyclic sulfonium areneoxides. Accordingly, partially trimerized isocyanates, polyurethanes and other useful materials can be made.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: September 2, 1980
    Assignee: The Dow Chemical Company
    Inventors: Jiri Kresta, Chen S. Shen
  • Patent number: 4205136
    Abstract: 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: Grant
    Filed: February 21, 1979
    Date of Patent: May 27, 1980
    Assignee: Bridgestone Tire Company Limited
    Inventors: Takashi Ohashi, Minoru Kojima, Masako Yoshida, Toru Okuyama, Ryozo Sakata
  • 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: 4192928
    Abstract: A thermoplastic polyurethane comprising the polymerization product of a long-chain diol, a low molecular weight chain-extender, an organic diisocyanate and a specific diol compound. The specific diol compound is represented by the following formula: ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or an alkyl radical having from 1 to 3 carbon atoms, R.sub.3 and R.sub.4 are an alkylene radical having from 2 to 4 carbon atoms, Y is a bivalent radical selected from the group consisting of ##STR2## wherein x is hydrogen, chlorine, bromine or a methyl radical, m and n are positive integers satisfying the formula 2.ltoreq.m+n.ltoreq.10when Y is ##STR3## or m and n are zero or positive intergers satisfying the formula 0.ltoreq.m+n.ltoreq.10when Y is ##STR4## The thermoplastic polyurethanes are suitable for producing artificial leathers having improved properties such as moderate elasticity, resistance to microorganisms, cold, stickiness and nitrogen oxide gas.
    Type: Grant
    Filed: April 9, 1979
    Date of Patent: March 11, 1980
    Assignee: Teijin Limited
    Inventors: Atsushi Tanaka, Toshihiko Shinoda, Masahisa Mimura
  • Patent number: 4187357
    Abstract: An oxyalkylated product useful for making polyurethane foams is prepared by reacting an alkylene oxide with a heated mixture of a phenol and a non-phenolic active hydrogen compound, at least one of which can be halogenated, in the presence of a catalyst complex of a phenol and an iron or aluminum substance. The mixture can also include a neutral phosphorus compound and/or acid anhydrides to enhance flame retardant properties. Optionally, also, the oxyalkylation reaction can be terminated by adding a tri (lower alkyl) amine and alkylene oxide to react with residual phenolic hydrogen in the mixture.
    Type: Grant
    Filed: April 13, 1978
    Date of Patent: February 5, 1980
    Assignee: BASF Wyandotte Corporation
    Inventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
  • Patent number: 4177335
    Abstract: An oxyalkylated product useful for making polyurethane foams is prepared by reacting an alkylene oxide with a heated mixture of a phenol and a non-phenolic active hydrogen compound, at least one of which can be halogenated, in the presence of a catalyst complex of a phenol and an iron or aluminum substance. The mixture can also include a neutral phosphorus compound and/or acid anhydrides to enhance flame retardant properties. Optionally, also, the oxyalkylation reaction can be terminated by adding a tri (lower alkyl) amine and alkylene oxide to react with residual phenolic hydrogen in the mixture.
    Type: Grant
    Filed: April 14, 1978
    Date of Patent: December 4, 1979
    Assignee: BASF Wyandotte Corporation
    Inventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
  • Patent number: 4163087
    Abstract: Method for production of new, thermal and chemical resistant polyurethane plastics, particularly in the form of foams, these foams being obtained from the reaction of di- or poly- isocyanates with polyols, said polyols having the formula 1 or 2 as herein described, Ar in the said formulas representing a benzene, naphthalene or anthracene ring, which may be singly or multiply substituted with a halogen atom, alkyl radical, aryl radical or allyl radical, Z representing the oxygen atom, a group SO.sub.2 or a divalent radical --CRR.sub.1 -- where R and R.sub.1 represent a hydrogen atom or an alkyl radical, m and r represent 0 or 1, and n and p represent an integer 1-10, or their mixtures with other low-viscosity polyols or with a compound having formula 3 as herein described in which R.sub.2 represents a simple or branched alkyl or aryl radical which can be substituted by a lower alkyl or aryl radical or by halogen atoms added in a quantity of 0.
    Type: Grant
    Filed: October 19, 1976
    Date of Patent: July 31, 1979
    Assignee: Politechnika Warszawska
    Inventors: Zbigniew Brzozowski, Jedrzej Kielkiewicz, Gabriel Rokieki, Andrzej Kaminski, Danuta Chomicz, Boguskaw Goraj
  • Patent number: 4163086
    Abstract: Liquid oxyalkylated polyol prepolymers are prepared by oxyalkylating a prepolymer prepared from a hydroxy aromatic compound, an aldehyde and furfuryl alcohol with an alkylene oxide containing about 2-4 carbon atoms. The oxyalkylated polyol prepolymers have a viscosity of 1,000-500,000 centipoises at 25.degree. C. and contain about 1.1-6 moles of interpolymerized aldehyde, about 3.1-15 moles of interpolymerized furfuryl alcohol, and about 1-10 moles of interpolymerized alkylene oxide for each mole of interpolymerized hydroxy aromatic compound. The resultant prepolymers are highly reactive and may be further polymerized with or without monomers such as polyisocyanate to produce flame retardant solid or cellular interpolymers. Flame retardant solid or cellular polyurethanes are prepared in one variant by interpolymerizing organic polyisocyanates with the oxyalkylated polyol prepolymers. In another variant, flame retardant closed cell cellular interpolymers are provided.
    Type: Grant
    Filed: March 31, 1978
    Date of Patent: July 31, 1979
    Assignee: BASF Wyandotte Corporation
    Inventors: Thirumurti Narayan, Moses Cenker
  • Patent number: 4145488
    Abstract: 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: Grant
    Filed: May 12, 1977
    Date of Patent: March 20, 1979
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: David E. Hayden
  • Patent number: 4110268
    Abstract: In the preparation of normally liquid polyether polyols for use in the production of polyurethane foams, alkaline or basic catalysts, such as potassium hydroxide, which are employed in the process of preparing said polyether polyols, are neutralized with (a) oleic acid or with (b) oleic acid and higher molecular weight alkylbenzene or alkyltoluene sulfonic acids such as dodecylbenzene sulfonic acids and dodecyltoluene sulfonic acids, or such alkylnaphthalene sulfonic acids as butyl- or amylnaphthalene sulfonic acids, which results in a number of advantages, including reducing or eliminating purification procedures, producing polyether polyol compositions which have improved solubility, particularly in higher molecular weight polyols or polyol ethers and also in certain ingredients used in the polyurethane foam formulations in which said specially neutralized polyether polyols are used, and reducing catalyst costs in the process of producing polyurethane foams from said polyether polyol compositions.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: August 29, 1978
    Assignee: Witco Chemical Corporation
    Inventors: Kermit D. Longley, Robert Herke, Robert J. Kufrin
  • Patent number: 4105597
    Abstract: An oxyalkylated product useful for making polyurethane foams is prepared by reacting an alkylene oxide with a heated mixture of a phenol and a non-phenolic active hydrogen compound, at least one of which can be halogenated, in the presence of a catalyst complex of a phenol and an iron or aluminum substance. The mixture can also include a neutral phosphorus compound and/or acid anhydrides to enhance flame retardant properties. Optionally, also, the oxyalkylation reaction can be terminated by adding a tri (lower alkyl) amine and alkylene oxide to react with residual phenolic hydrogen in the mixture.
    Type: Grant
    Filed: August 15, 1977
    Date of Patent: August 8, 1978
    Assignee: BASF Wyandotte Corporation
    Inventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman