Ether Or Thioether Contains A Carbocyclic Or Aromatic Group Patents (Class 528/79)
-
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
-
Patent number: 4370463Abstract: No Bake foundry cores and molds for casting metals are prepared by using a binder comprising a polyol generally derived from alkoxylating an amine compound and a polyisocyanate. The binder is especially useful for casting non-ferrous metals, for example, the casting of aluminum, magnesium and other light weight metals. The cores and molds produced for casting aluminum and other light weight metals exhibit excellent shakeout while retaining other desirable core and mold properties. In addition the binders of this invention would have been observed to have an autocatalytic nature.Type: GrantFiled: March 30, 1981Date of Patent: January 25, 1983Assignee: Ashland Oil, Inc.Inventor: Robert J. Schafer
-
Patent number: 4366193Abstract: Disclosed is a coating composition rapidly curable at room temperature in the presence of a vaporous tertiary amine catalyst which comprises catechol or a catechol derivative, a multi-isocyanate curing agent, and preferably a fugitive organic solvent.Type: GrantFiled: April 10, 1981Date of Patent: December 28, 1982Assignee: Ashland Oil, Inc.Inventors: Gary L. Linden, Shiraz A. Kathiriya
-
Patent number: 4347348Abstract: A heat-resistant heterocyclic polymer consisting of units of the general formula ##STR1## wherein R, R.sup.1 and X are as defined hereinbelow anda method for producing heat-resistant heterocyclic polymers, consisting in that, at a temperature of 90.degree. to 400.degree. C., there is conducted a reaction of polyfunctional nitrile-containing compounds with polyfunctional isocyanates.The proposed polymers are stable at temperatures from 300.degree. to 350.degree. C. Materials based thereon are capable of retaining their properties at a temperature of up to 400.degree. C. for long periods of time. The method is simple and can be effected without isolation, purification or drying the polymer, which allows combining the process of producing the polymer with that of producing a finished article.Type: GrantFiled: June 20, 1980Date of Patent: August 31, 1982Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Valentina B. Lysova, Evgeny L. Gefter, Nina N. Shmagina
-
Patent number: 4311815Abstract: The instant invention is directed to a process for the production of moldings based on polyurethanes comprising reacting organic polyhydroxyl compounds with organic polyisocyanates in quantitative ratios corresponding to an NCO/OH equivalent ratio of from 0.8:1 to 1.Type: GrantFiled: June 27, 1980Date of Patent: January 19, 1982Assignee: Bayer AktiengesellschaftInventor: Heinrich Heine
-
Patent number: 4285073Abstract: A reaction product of methylene diisocyanate, polytetramethylene ether glycol and ethylene oxide-capped trimethylol propane. The resulting polyurethane is optically clear and suitable for use as an artificial cornea, or a permanently implantable lens.Type: GrantFiled: February 11, 1980Date of Patent: August 25, 1981Assignee: Thermo Electron CorporationInventor: Michael Szycher
-
Patent number: 4284750Abstract: Thermoplastic polyurethane compositions having excellent mechanical and thermal properties, high hardness and the capabilty of binding or adhering to magnetic pigments, formed by reacting 1,4-cyclohexanedimethanol with a dicarboxylic acid such as adipic, azelaic or 1,12-dodecanedioic acid, or mixtures thereof in a hydroxyl number range of from about 50 to about 250 to form a hydroxyl-terminated polyester, combining the polyester so formed with a chain extender to form a mixture in a hydroxyl number range of from about 130 to about 300 and reacting said mixture with a diisocyanate to form the polyurethane resin. Such polyurethanes display excellent binding properties for adhering magnetic iron oxide or other magnetic pigments to flexible substrates to form magnetic tape.Type: GrantFiled: June 20, 1980Date of Patent: August 18, 1981Assignee: Morton-Norwich Products, Inc.Inventor: Charles J. Amirsakis
-
Patent number: 4273700Abstract: A new and improved foundry aggregate binder system and composition is comprised of a mixture of polyols.Type: GrantFiled: October 17, 1979Date of Patent: June 16, 1981Assignee: Reichhold Chemicals, IncorporatedInventor: Khe-Bing J. Kho
-
Patent number: 4247654Abstract: The invention is directed to a process for the production of polyether polyols having an average molecular weight of from 200 to 10,000 and an average hydroxyl functionality of from 2.0 to 7.0, comprising reacting one or more alkylene oxides, optionally successively, with a mixture of polyhydric alcohols which has been produced by reduction of the condensation products from the condensation of formaldehyde hydrate. The invention is also directed to the process for the production of polyether polyols characterized in that the mixture of polyhydric alcohols is mixed with dihydric and/or trihydric alcohols and/or monoamines or polyamines prior to alkoxylation. Finally, the invention is directed to the use of the alkoxylated mixtures as the isocyanate-reactive component in the production of optionally cellular polyurethane plastics.Type: GrantFiled: February 26, 1979Date of Patent: January 27, 1981Assignee: Bayer AktiengesellschaftInventor: Kuno Wagner
-
Patent number: 4246363Abstract: Polyurethane reaction injection molded products are prepared which have flexural modulus factors (-20.degree. F./158.degree. F.) below 3.4 and often below 2. They are prepared by employing three different polyols or mixtures of polyols, each polyol having a specified reactivity relationship and are employed within specified solubility parameter relationships. These products also have at least two thermal transition temperatures.Type: GrantFiled: June 18, 1979Date of Patent: January 20, 1981Assignee: The Dow Chemical CompanyInventors: Robert B. Turner, Roy E. Morgan, Jr.
-
Patent number: 4238581Abstract: Linear, branched and/or cross-linked urethane-coupled block polymers of quinone-coupled polyphenylene oxides are described. The polymers are prepared by contacting polyfunctional isocyanates with quinone-coupled polyphenylene oxides having an average hydroxyl group per molecule value greater than zero including 2.0 or less. The polymers either alone or in combination with other polymers can be formed into useful articles of manufacture by conventional molding, extruding, etc., processing techniques.Type: GrantFiled: May 19, 1978Date of Patent: December 9, 1980Assignee: General Electric CompanyInventor: Dwain M. White
-
Patent number: 4238580Abstract: A process of forming linear, branched and/or cross-linked urethane-coupled polymers of quinone-coupled polyphenylene oxides is described which comprises contacting in a high fluid shear stress reaction medium a polyfunctional isocyanate with a quinone-coupled polyphenylene oxide having an average hydroxyl group per molecule value greater than zero including 2.0 or less, and optionally, additionally, a polyphenylene oxide having an average hydroxyl group per molecule value greater than zero including 1.0 or less.Type: GrantFiled: May 19, 1978Date of Patent: December 9, 1980Assignee: General Electric CompanyInventors: George R. Loucks, Dwain M. White
-
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
-
Patent number: 4229560Abstract: A thermostable heterocyclic polymer constituted by monomer units of the general formula ##STR1## where R.sup.1 and R.sup.2 denote an organic radical having from 2 to 1000 carbon atoms;a radical having 2 to 1000 carbon atoms, containing:1 to 1000 atoms of Si,and/or 1 to 1000 atoms of F,and/or 1 to 1000 atoms of Cl,and/or 1 to 1000 atoms of Br,and/or 1 to 1000 atoms of N,and/or 1 to 1000 atoms of S,and/or 1 to 1000 atoms of P,and/or 1 to 1000 atoms of B,and/or 1 to 1000 atoms of O,R.sup.1 and R.sup.2 being either the same or different;R.sup.3 .dbd.NH, CH.sub.2 ;R.sup.4 is a radical which, with R.sup.3 .dbd.NH, may be ##STR2## while with R.sup.3 .dbd.CH.sub.Type: GrantFiled: May 30, 1978Date of Patent: October 21, 1980Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Valentina B. Lysova, Evgeny L. Gefter, Nina N. Shmagina
-
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
-
Patent number: 4195132Abstract: The present invention relates to novel, substantially insoluble and infusible plastics which are cross-linked by way of triazine rings and, optionally, by way of tri-substituted bis-oxymethylene urea groups or urethane groups.Type: GrantFiled: May 5, 1977Date of Patent: March 25, 1980Assignee: Bayer AktiengesellschaftInventors: Rudolf Sundermann, Gunther Rottloff, Ernst Grigat
-
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
-
Patent number: 4190566Abstract: The present invention relates to non-ionic, water-dispersible polyurethanes having a substantially linear molecular structure and lateral polyalkylene oxide polyether chains containing ethylene oxide units characterized in that from about 40 to 95% of the alkylene oxide units of the lateral polyalkylene oxide polyether chains consist of ethylene oxide units and from about 5 to 60% consist of propylene oxide, butylene oxide or styrene oxide, to aqueous dispersions of these non-ionic, water-dispersible polyurethanes and to processes for producing these non-ionic, water-dispersible polyurethanes.Type: GrantFiled: December 2, 1976Date of Patent: February 26, 1980Assignee: Bayer AktiengesellschaftInventors: Klaus Noll, Josef Pedain
-
Patent number: 4186257Abstract: This invention relates to new high molecular weight polyurethanes which contain a very small amount of urethane and urea groups. These new synthetic resins are built up as block copolymers and contain relatively high molecular weight segments which are derived from high melting and low melting polyols and linked together through ester and/or urethane and/or urea groups.Type: GrantFiled: February 6, 1978Date of Patent: January 29, 1980Assignee: Bayer AktiengesellschaftInventors: Johannes Blahak, Roland Gipp, Kuno Wagner, Erwin Muller, Jan Mazanek, Peter Haas
-
Patent number: 4182830Abstract: Vinyl ester urethane resins prepared by reacting (a) the reaction product of a polyoxyalkylene bisphenol A and a polycarboxylic acid or anhydride, (b) a polyfunctional isocyanate having an average isocyanate functionality of greater than two, and (c) a monohydroxyl-terminated ester of acrylic acid or methacrylic acid are useful in thermosetting fiber reinforced laminates.Type: GrantFiled: July 24, 1978Date of Patent: January 8, 1980Assignee: ICI Americas Inc.Inventor: Ernest C. Ford, Jr.
-
Patent number: 4178410Abstract: A fabric is coated with a composition which comprises a thermoplastic polyurethane and a sulfone having the following general formula ##STR1## wherein R represents --H, --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 OH, --CH.sub.2 CH.sub.2 Br or --(CH.sub.2 CH.sub.2 O).sub.n H and n is a integer of 1 to 5, and preferably a polyisocyanate as a cross-linking agent.Type: GrantFiled: August 22, 1977Date of Patent: December 11, 1979Assignee: Meisei Chemical Works, Inc.Inventor: Mikio Tomita
-
Patent number: 4178409Abstract: A fabric is coated with a composition which comprises a thermoplastic polyurethane and 2,2-bis(4-hydroxy-3,5-dibromophenyl)propane derivative having the following general formula ##STR1## wherein each n1 and n2 represents zero or a positive integer and n1 + n2 is zero or one of the integers from 1 to 8, and preferably a polyisocyanate as a cross-linking agent.Type: GrantFiled: August 12, 1977Date of Patent: December 11, 1979Assignee: Meisei Chemical Works, Inc.Inventor: Mikio Tomita
-
Patent number: 4170697Abstract: Silicon halides will react chemically with polyols to produce polyol silicate resinous products which will react chemically with polyisocyanates to produce polyisocyanate silicate solid or cellular solid products.Type: GrantFiled: June 23, 1978Date of Patent: October 9, 1979Inventor: David H. Blount
-
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
-
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
-
Patent number: 4155894Abstract: The maximum concentration of specified sulfur-containing diamines that can be dissolved in polyols employed to prepare elastomeric urethane/urea block copolymers is significantly increased by the addition to said polyols of from 1 to 10% by weight of specified aprotic organic solvents containing oxygen, sulfur or both of these elements.Type: GrantFiled: October 25, 1977Date of Patent: May 22, 1979Assignee: M&T Chemicals Inc.Inventors: Vincent J. Gajewski, Gabriel Karoly, Elliot Eisenbach
-
Patent number: 4153768Abstract: Liquid isocyanate-terminated polyurethane prepolymers are cured by mixing them with 10% to 200% by weight, based on the weight of the prepolymer, of an organic hydroxy silicate compound or their condensation product. The cured material may be non-porous elastomeric products or fine cellular products.Type: GrantFiled: November 18, 1977Date of Patent: May 8, 1979Inventor: David H. Blount
-
Patent number: 4149987Abstract: An oxyalkylated, halogenated product useful in making polyurethane foams is prepared by reacting an epoxide compound with a halogenated aromatic hydroxyl-containing compound (phenol) which is either a monohydroxy or polyhydroxy compound. Said aromatic hydroxyl compound has a hydroxy group attached directly to the aromatic nucleus. By the process of the invention, hydroxyalkylation occurs in the presence of a catalyst selectively active in the predominant oxyalkylation of aromatic hydroxyl groups, said catalyst selected from the group consisting of zinc, magnesium and a zinc or magnesium salt as defined. The reaction mixture can include an aliphatic hydroxyl-containing compound, a neutral phosphorus compound, and aliphatic or aromatic anhydrides or mixtures thereof to enhance the flame-retardant properties of the oxyalkylated product.Type: GrantFiled: March 1, 1978Date of Patent: April 17, 1979Assignee: BASF Wyandotte CorporationInventors: Arthur L. Austin, William W. Levis, Jr.
-
Patent number: 4145516Abstract: Condensation polymers such as polyamides, polyesters, polyurethanes, polyepoxides, polyamide esters, polyureas and polyamino-acids which are photodegradable on exposure to U.V. light, due to the presence in the copolymer backbone of units of structure ##STR1## in small amounts.Type: GrantFiled: May 11, 1977Date of Patent: March 20, 1979Assignee: The Governing Council of the University of TorontoInventors: James E. Guillet, Ervin Dan
-
Patent number: 4131604Abstract: Rubbery reaction products of an aliphatic organic diisocyanate, a high molecular weight polyether polyol (poly tetra methylene ether glycol), a low molecular weight glycol chain extender and a polyhydic alcohol crossliker such as trimethylol propane. The resulting polymers have improved thromboresistant properties and a long flexural life.Bladders for heart pumps may be formed from the resulting polymer, and a novel process for forming bladders for heart pumps is disclosed.Type: GrantFiled: November 23, 1977Date of Patent: December 26, 1978Assignee: Thermo Electron CorporationInventor: Michael Szycher
-
Patent number: 4128532Abstract: The instant invention is broadly directed to novel polyether esters and the use thereof in manufacturing polyurethane resins. The novel products are produced by esterifying an alkoxylated, halogenated bisphenol, a polycarboxylic acid and a dihydric alcohol.Type: GrantFiled: November 21, 1977Date of Patent: December 5, 1978Assignee: Bayer AktiengesellschaftInventors: Erich Eimers, Rolf Dhein, Rolf Wiedermann
-
Patent number: 4116916Abstract: A new foundry binder composition comprises a selected phenol-formaldehyde resin, a polyisocyanate, and a selected solvent therefor. A preferred solvent is ketal or an acetal such as butyl acetal. The resole is essentially anhydrous, should contain about 8% free phenol, and is further preferably characterized by the presence of substituent --(CH.sub.2 --O).sub.n --R groups replacing a phenolic hydrogen, R being a hydrocarbon radical such as butyl. Methylene and ether bridges linking phenolic nuclei are predominantly ortho-para with some para-para bridges. Also disclosed is the admixture of a reactive polyisocyanate and a solvent such as butyl acetal.Type: GrantFiled: October 28, 1977Date of Patent: September 26, 1978Assignee: International Minerals & Chemical Corp.Inventor: Melville J. Holik
-
Patent number: 4110284Abstract: Process of preparing anionic polyurethane latexes without the addition of a foreign emulsifying surface active agent comprising rendering the basic polyester or polyether constituent of the latex intrinsically emulsifiable or dispersible in water by incorporating an anionic functional group in the chain thereof and reacting this basic constituent with a diisocyanate in order to obtain a prepolymer which is then emulsified in water.The latexes obtained are advantageously applied in coating and impregnation processes, finishing of leather, and as binders for nonwoven fabrics.Type: GrantFiled: October 11, 1974Date of Patent: August 29, 1978Assignee: Rhone-ProgilInventors: Robert Violland, Jean Neel
-
Patent number: 4107151Abstract: A urethane elastomer is produced by simultaneously reacting an organic polyisocyanate with(1) a chain polyol having a molecular weight of 400 to 5,000,(2) an aromatic diamine and(3) a polyol having at least one urethane bond and/or an amino alcohol having at least one urethane bond.Type: GrantFiled: October 28, 1976Date of Patent: August 15, 1978Assignee: Ihara Chemical Company Co., Ltd.Inventors: Akio Takahashi, Hirokichi Saito, Yoshijiro Oyaizu