C-x-c Reactant Contains A Carbocyclic Ring, E.g., Aromatic, Etc. Patents (Class 521/177)
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Patent number: 4430247Abstract: 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: GrantFiled: September 29, 1977Date of Patent: February 7, 1984Assignee: BASF Wyandotte CorporationInventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
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Patent number: 4390641Abstract: 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: GrantFiled: January 4, 1982Date of Patent: June 28, 1983Assignee: Thermocell Development, Ltd.Inventor: Stuart B. Smith
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Patent number: 4374970Abstract: 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: GrantFiled: July 7, 1981Date of Patent: February 22, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ivan M. Robinson
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Patent number: 4373084Abstract: 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: GrantFiled: July 7, 1981Date of Patent: February 8, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ivan M. Robinson
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Patent number: 4373034Abstract: 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: GrantFiled: July 27, 1981Date of Patent: February 8, 1983Assignee: Texaco Inc.Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
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Patent number: 4371687Abstract: 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: GrantFiled: July 7, 1981Date of Patent: February 1, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ivan M. Robinson
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Patent number: 4323658Abstract: 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: GrantFiled: September 2, 1980Date of Patent: April 6, 1982Assignee: Texaco Inc.Inventors: George P. Speranza, Robert L. Zimmerman
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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: 4288562Abstract: 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: GrantFiled: April 28, 1980Date of Patent: September 8, 1981Assignee: The Dow Chemical Co.Inventors: Jiri Kresta, Chen S. Shen
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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: 4235988Abstract: A sustained release delivery means comprising a biologically active agent and a hydrophilic linear block poly oxyalkylene- polyurethane copolymer.Type: GrantFiled: May 31, 1979Date of Patent: November 25, 1980Assignee: Imperial Chemical Industries LimitedInventors: Francis J. T. Fildes, Francis G. Hutchinson
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Patent number: 4220728Abstract: 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: GrantFiled: March 27, 1978Date of Patent: September 2, 1980Assignee: The Dow Chemical CompanyInventors: Jiri Kresta, Chen S. Shen
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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: 4202880Abstract: 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: GrantFiled: November 28, 1977Date of Patent: May 13, 1980Assignee: Imperial Chemical Industries LimitedInventors: Francis J. T. Fildes, Francis G. Hutchinson
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Patent number: 4192928Abstract: 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: GrantFiled: April 9, 1979Date of Patent: March 11, 1980Assignee: Teijin LimitedInventors: Atsushi Tanaka, Toshihiko Shinoda, Masahisa Mimura
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Patent number: 4187357Abstract: 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: GrantFiled: April 13, 1978Date of Patent: February 5, 1980Assignee: BASF Wyandotte CorporationInventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
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Patent number: 4177335Abstract: 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: GrantFiled: April 14, 1978Date of Patent: December 4, 1979Assignee: BASF Wyandotte CorporationInventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman
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Patent number: 4163087Abstract: 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: GrantFiled: October 19, 1976Date of Patent: July 31, 1979Assignee: Politechnika WarszawskaInventors: Zbigniew Brzozowski, Jedrzej Kielkiewicz, Gabriel Rokieki, Andrzej Kaminski, Danuta Chomicz, Boguskaw Goraj
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Patent number: 4163086Abstract: 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: GrantFiled: March 31, 1978Date of Patent: July 31, 1979Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, Moses Cenker
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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: 4110268Abstract: 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: GrantFiled: September 27, 1976Date of Patent: August 29, 1978Assignee: Witco Chemical CorporationInventors: Kermit D. Longley, Robert Herke, Robert J. Kufrin
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Patent number: 4105597Abstract: 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: GrantFiled: August 15, 1977Date of Patent: August 8, 1978Assignee: BASF Wyandotte CorporationInventors: Arthur L. Austin, William W. Levis, Jr., Louis C. Pizzini, Robert J. Hartman