With Three-membered Heterocyclic Reactant Containing Two Carbon Atoms And A Hetero Atom (i.e., Nitrogen Or A Chalcogen Atom) Patents (Class 521/156)
  • Patent number: 5302626
    Abstract: The invention relates to the use of reaction mixtures containing polyester polyols which have been obtained by ring opening of epoxidized esters with carboxylic acids, as polyol component, optionally in admixture with polybutadiene diol, in the production of solid polyurethane materials by casting.
    Type: Grant
    Filed: June 23, 1992
    Date of Patent: April 12, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Rainer Hoefer, Gerhard Stoll, Peter Daute, Roland Gruetzmacher
  • Patent number: 5288833
    Abstract: The present invention relates to quaternary .beta.-hydroxy-alkyl-ammonium halides and quaternary .beta.-hydroxy-cycloalkylammonium halides, which are liquid at temperatures lower than 60.degree. C., are easily and rapidly miscible in liquid epoxides, as well as in liquid poly-isocianates, generating liquid compositions which spontaneously polymerize, with fast polymerization rate, already at temperatures comprised within the range of from 0.degree. C. to 60.degree. C., yielding a solid, insoluble polymeric material endowed with very high values of softening temperature.
    Type: Grant
    Filed: May 20, 1992
    Date of Patent: February 22, 1994
    Assignee: Istituto Guido Donegani S.p.A.
    Inventors: Fabrizio Parodi, Carlo Belgiovine, Carla Zannoni
  • Patent number: 5256726
    Abstract: Reactive systems comprising of a specific polyisocyanate component and a reactive component for this polyisocyanate component, as well as non-reactive plasticizers and if appropriate other auxiliaries and additives, and a process for the preparation of polyurethane plastics containing isocyanurate groups using this reactive system.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: October 26, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns-Peter Muller, Joachim Franke, Renate Bulan
  • Patent number: 5216042
    Abstract: A method of preparing viscosity-stabilized toluene diisocyanate distillation residues comprising contacting toluene diisocyanate distillation residue with a material suitable for purging chloride-containing vapors under reaction conditions suitable to remove chloride-containing vapors from the toluene diisocyanate distillation residues. The material may be, for example, an aromatic solvent and/or a gas which associates, physically, chemically, or a combination thereof, with the vapors but not with significant amount of other components that may be present in the toluene diisocyanate distillation residue. The viscosity-stabilized and reactive residue can then be used alone or blended with one or more other isocyanate products, such as polymeric methylene diphenylisocyanate, to prepare materials such as polyurethane, polyisocyanurate, polyurethane-polyurea or polyurea compositions including, for example, foams.
    Type: Grant
    Filed: July 10, 1991
    Date of Patent: June 1, 1993
    Assignee: The Dow Chemical Company
    Inventors: Rory D. Daussin, Steven B. Lowenkron, John L. Nafziger
  • Patent number: 5162387
    Abstract: A process for the preparation of a polyurethane elastomer by reactinga) an organic and/or modified organic polyisocyanate withb) at least one relatively high-molecular-weight polyoxybutylene-polyoxyalkylene glycol from the group comprising polyoxybutylene-polyoxyethylene glycols, polyoxybutylene-polyoxypropylene glycols and/or polyoxybutylene-polyoxpropylene-polyoxyethylene glycols,c) at least one chain extender and/or crosslinking agent andd) at least one glycidyl compound containing units having the structure ##STR1## in which n is a number from 1 to 6,X is an alkylene, arylene, --O-- or --N-- bridge, andR.sup.1 and R.sub.2 are identical or different and are hydrogen, methyl or ethyl,in the presence or absence ofe) blowing agents,f) catalysts andg) assistants and/or additives,and mixtures of polyoxybutylene-polyoxyalkylene glycols (b) and glycidyl compounds (d).
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: November 10, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Abel, Friedhelm Lehrich, Wolfgang Straehle, Peter Groll
  • Patent number: 5096934
    Abstract: Packaging materials containing inherently antistatic foams and a method of using the foams are disclosed. The foam used is a polyether polyurethane foam prepared from an isocyanate containing prepolymer which is the reaction product of a oxyethylene containing polyol and a polyisocyanate. The foams show surface resistivity of less than 1.times.10.sup.12 ohms/square and static decay times of about two seconds or less. A preferred foam shows static decay times of 0.1 seconds or less. The packaging includes articles used around static sensitive devices or used to store or transport static sensitive devices.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: March 17, 1992
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: William P. Roberts, Cynthia L. Ebner, Timothy G. Grasel
  • Patent number: 5021536
    Abstract: This invention relates to storage stable resin reaction mixtures obtained by mixing at least one organic polyisocyanate, at least one organic compound containing at least two epoxide groups, at least one alkylating agent that inhibits the reaction of the polyisocyanate and epoxide components, and optional auxiliary agents and additives. The present invention further relates to a process for the preparation of such reaction mixtures and to their use.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: June 4, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns P. Muller, Heinrich Heine
  • Patent number: 5019602
    Abstract: Polyurethane foams, varying in nature from soft to hard, tough skin and a process for their preparation comprising reacting approximately equal volumes of substantially liquid mixtures from a two part dispensing system, Part A comprising a substantially liquid, stable mixture of an isocyanate and an epoxide and Part B comprising a substantially liquid mixture of a polyether polyol, a catalyst and an accelerator.
    Type: Grant
    Filed: December 12, 1989
    Date of Patent: May 28, 1991
    Assignee: Premier Industrial Corporation
    Inventor: Frank J. Lowe
  • Patent number: 4990543
    Abstract: Described is a lightweight open-cell flexible foam having a density no greater than about 6 pounds per cubic foot, preferably less than 1.0 pound per cubic foot (pcf) comprising the reaction product of an organic polyisocyanate and a mixture of difunctional acids, acid anhydrides, and difunctional anhydrides in the presence of a tertiary amine triazine catalyst, which reactants during the manufacturing process generate carbon dioxide, wherein the ratio of imide groups in the final product is greater than 1.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: February 5, 1991
    Assignee: Manville Corporation
    Inventors: David G. Wernsing, Royce M. Feagans, Daniel E. Near, John Sznopek
  • Patent number: 4980387
    Abstract: Described is a lightweight open-cell flexible foam having a density no greater than about 6 pounds per cubic foot, preferably less than 1.0 pound per cubic foot (pcf) comprising the reaction product of an organic polyisocyanate and a mixture of difunctional acids, acid anhydrides, and difunctional anhydrides in the presence of a tertiary amine triazine catalyst, which reactants during the manufacturing process generate carbon dioxide, wherein the ratio of imide to amide groups in the final product is greater than 1.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: December 25, 1990
    Assignee: Manville Corporation
    Inventors: David G. Wernsing, Royce M. Feagans, Daniel E. Near, John Sznopek
  • Patent number: 4925881
    Abstract: A foamable thermosetting resin system is disclosed comprising:(a) about 50 to about 85 weight percent, based on the weight of the composition, of a trimerisable polyisocyanate;(b) about 5 to about 20 weight percent of a liquid epoxy resin having an epoxy group content in the range from about 3500 to about 7500 mmol/kg;(c) about 5 to about 20 weight percent of a vinyl ester of a saturated aliphatic monocarboxylic acid in which the carboxyl group is attached to a tertiary or quarternary carbon atom;(d) about 1 to about 20 weight percent of a foaming agent, and(e) about 0.005 to about 5 weight percent of an isocyanate trimerization catalyst.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: May 15, 1990
    Assignee: Shell Oil Company
    Inventor: Anne C. Udding
  • Patent number: 4904704
    Abstract: A method of treating toluene diisocyanate distillation residues comprising reacting the residues with at least about 0.5 equivalents, based on hydrolyzable chloride concentration of the residues, of an epoxy compound at a temperature of from about 155 to about 220.degree. C. to produce a treated distillation residue having a hydrolyzable chloride level of less than about 800 parts per million (ppm) is taught. The product of the method is useful, for instance, in producing rigid foams with low K Factors.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: February 27, 1990
    Assignee: The Dow Chemical Company
    Inventors: John L. Nafziger, Steven B. Lowenkron, Charles E. Koehler, Debkumar Bhattacharjee
  • Patent number: 4859713
    Abstract: Flame-retardant polyols are produced by chemically reacting an epoxy compound, a phosphorus-containing compound and a compound containing 1 or more active hydrogens to produce a phosphorus-containing polyol with acid radicals which are reacted with an alkali compound. The flame-retardant polyol will react with polyisocyanates to produce solid or foamed products which may be used as coating agents, adhesive or for insulation.
    Type: Grant
    Filed: December 4, 1987
    Date of Patent: August 22, 1989
    Inventor: David H. Blount
  • Patent number: 4831076
    Abstract: A modified polyol, suitable for use as a non-aqueous dispersant in the preparation of polymer/polyols containing high levels of polymer, is provided. The modified polyol comprises the product obtained by reaction of a polyol with a coupling agent having at least two functional groups which are reactable with hydroxyl groups on the polyol. Suitable coupling agents include silicon compounds having two such functional groups, organic compounds having two or more alkoxy groups, saturated dicarboxylic acid derivatives, alkyl or aryl esters of carbonic acid, alkyl or aryl sulphonates, boric acid or its esters and titanates.
    Type: Grant
    Filed: April 24, 1985
    Date of Patent: May 16, 1989
    Assignee: BP Chemicals Limited
    Inventors: Werner A. Lidy, Huy P. Thanh
  • Patent number: 4789690
    Abstract: A polyurethane foam is the reaction product of at least one polyol and at least one polyisocyanate in the presence of at least one blowing agent. The polyol contains a polymer polyol dispersion prepared by reacting an epoxy resin with an epoxy hardener in the presence of a liquid polyol.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: December 6, 1988
    Assignee: The Dow Chemical Company
    Inventors: Olga Milovanovic-Lerik, Hanno R. van der Wal, Ulrich Tribelhorn
  • Patent number: 4788224
    Abstract: Molded articles are produced in a two-stage process. In the first stage, an organic polyisocyanate is reacted with an organic compound containing at least two epoxide groups (NCO: epoxide equivalent ratio of 1.2:1 to 500:1) in the presence of a tertiary amine catalyst. This reaction is stopped when no more than 65% of the isocyanate groups have reacted by adding an alkylating sulfonic acid alkyl ester of methyl iodide and/or of dimethyl sulfate in an amount equivalent to the amount of tertiary amine catalyst present. A latent catalyst capable of being activated by heat is subsequently added to the intermediate product and the resultant mixture is heated in a mold to complete the crosslinking of the intermediate product and to form the molded article.
    Type: Grant
    Filed: December 11, 1987
    Date of Patent: November 29, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns P. Muller, Walter Uerdingen, Heinrich Heine
  • Patent number: 4766158
    Abstract: Urethane and oxazolidone-containing isocyanurate foams characterized by cracking resistance and scorching resistance and thermal stability at a temperature of about 160.degree. C. or higher. These foams are produced by reacting at least one polyisocyanate with at least one polyepoxide and at least one polyol in the presence of catalyst, surfactant, and blowing agent.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: August 23, 1988
    Assignee: Olin Corporation
    Inventors: Stephen Fuzesi, Robert W. Brown
  • Patent number: 4704409
    Abstract: A process for preparing a poly(alkylene amido-ether) polyols by reaction of a bicyclic amide acetal with a polyol at a temperature in the range of from 140.degree.-240.degree. C. and the use of these poly(alkylene amidoether) polyols in the formation of polyurethanes are described.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: November 3, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4699931
    Abstract: Oxazolidone-containing isocyanurate foams characterized by thermal stability at a temperature of about 140.degree. C. or higher. These foams are produced by reacting at least one polyisocyanate with at least one polyepoxide in the presence of catalyst, surfactant, and blowing agent.
    Type: Grant
    Filed: April 25, 1986
    Date of Patent: October 13, 1987
    Assignee: Olin Corporation
    Inventors: Stephen Fuzesi, Robert W. Brown
  • Patent number: 4690953
    Abstract: A method of mechanically frothing and casting an aqueous ionic polyurethane dispersion to yield a mechanically frothed polyurethane foam. The method comprises admixing an aqueous ionic polyurethane dispersion with a stearate stabilizer and an optional aziridine crosslinking agent, and frothing the low viscosity admixture. The polyurethane dispersion contains particles having an average size of less than one micron, and contains between 35 and 70 percent by weight dispersed polyurethane solids. Preferably, each polyurethane particle in the aqueous dispersion is crosslinked. Before frothing, the low viscosity admixture contains between 33 and 87 percent by weight of the polyurethane dispersion, up to 33 percent by weight of an azirdine composition and between 13 and 50 percent by weight of a 33 percent aqueous dispersion of a stearate salt and has, as a result, a viscosity in the range of 100 to 200 centipoise. After frothing, the frothed admixture is knife-coated and cured into a flexible foam sheet.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: September 1, 1987
    Assignee: Seton Company
    Inventors: Robert B. Orr, Leon Chicosky, Jr.
  • Patent number: 4524157
    Abstract: Adducts and improved polymer-polyols, both useful in the production of polyurethane foams and other synthetic materials are provided, as well as synthetic end products. The adducts are produced by combining polyols and compounds having carboxylic carbon atoms and/or epoxy groups.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: June 18, 1985
    Assignee: Union Carbide Corporation
    Inventor: Paul Stamberger
  • Patent number: 4518720
    Abstract: Flexible polyurethane foams having improved properties and made from modified polyether polyols are described. The polyether polyols are modified with adducts of epoxy resins, such as the diglycidyl ether of Bisphenol A, and diamines, such a polyoxypropylenediamine. The resulting modified polyether polyols have a molecular weight of from about 2,000 to 7,000. The mole ratio of epoxy equivalents to amine equivalents in the adduct ranges from about 2/1 to 10/1.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: May 21, 1985
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Harold G. Waddill, Bruce W. Peterson
  • Patent number: 4508853
    Abstract: Polyurethane prepolymers containing terminal isocyanate groups in which oleochemical polyols are present as the polyol component. The oleochemical polyols are ring opened products or partial ring-opened products of epoxidized fatty acid triglycerides with alcohols. The use of oleochemical polyols having a residual epoxide number of from 1.0 to 4.0% by weight of epoxide oxygen is preferred. The polyurethane prepolymers are particularly suitable for use in one-component or two-component polyurethane foam formulations.
    Type: Grant
    Filed: May 8, 1984
    Date of Patent: April 2, 1985
    Assignee: Henkel Kommanditgesellschaft
    Inventors: Hermann Kluth, Alfred Meffert
  • Patent number: 4474900
    Abstract: The invention relates to reaction injection molded elastomers derived from high molecular weight amine terminated polyethers and/or high molecular weight polyols, a chain extender, a polyisocyanate and an epoxy modified filler material. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: June 8, 1983
    Date of Patent: October 2, 1984
    Assignee: Texaco Inc.
    Inventor: Richard J. G. Dominguez
  • Patent number: 4430454
    Abstract: Polymeric foam compositions, useful as insulating material are obtained from the reaction of polymaleic anhydride with a hydroxyl-containing compound like ethylene glycol or its derivatives, in the presence of an organic isocyanate. Hydroxyl-containing compounds suitable for reaction with polymaleic anhydride include C.sub.2 -C.sub.10 diols, C.sub.3 -C.sub.6 trilos, C.sub.4 -C.sub.5 tetraols and their derivatives.
    Type: Grant
    Filed: May 9, 1983
    Date of Patent: February 7, 1984
    Assignee: FMC Corporation
    Inventors: Harry M. Castrantas, Sidney Berkowitz
  • Patent number: 4377646
    Abstract: Poly(epoxy-polyisocyanate) silicate foamed products are produced by mixing and reactng an epoxide compound, an oxidated silicon compound and a polyisocyanate in the presence of a Lewis acid. The foam produced by this process may be utilized for thermal and sound insulation.
    Type: Grant
    Filed: August 5, 1982
    Date of Patent: March 22, 1983
    Inventor: David H. Blount
  • Patent number: 4357463
    Abstract: Polyester silicate resinous products are produced by mixing an organic epoxide compound, hydrated silica, Lewis acid and a polycarboxylic acid and/or polycarboxylic acid anhydride, then heating the mixture to from 150.degree. C. to 250.degree. C. for 30 minutes to 4 hours. The polyester is silicate resinous products may be used as a coating agent, as a molding powder and as an adhesive.
    Type: Grant
    Filed: December 3, 1981
    Date of Patent: November 2, 1982
    Inventor: David H. Blount
  • 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: 4267078
    Abstract: A method for easily degrading wastes consisting of the reaction products of organic materials containing isocyanate groups and specifically foamed polyurethane wastes by comminuting the waste and reacting it with alkylene oxide at 120.degree. C. to 200.degree. C. and removing the unreacted alkylene oxide. The products obtained are homogeneous liquids which can be added to polyols for reaction with isocyanates to form foamed polyurethanes.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: May 12, 1981
    Assignee: Th. Goldschmidt AG
    Inventors: Werner Lidy, Gerd Rossmy, Hans-Joachim Kollmeier
  • Patent number: 4258137
    Abstract: This invention relates to the preparation of a flexible, open cell polyurethane foam which can be rigidized by incorporating an epoxy resin into the mixture prior to foaming and, after forming a flexible foam, adding an epoxy curing agent thereto to cause the epoxy resin to cure thereby rigidizing the previously flexible foam. The flexible foam can be reshaped prior to rigidizing if desired.
    Type: Grant
    Filed: October 11, 1979
    Date of Patent: March 24, 1981
    Assignee: W. R. Grace & Co.
    Inventor: Joseph A. Cogliano
  • Patent number: 4220729
    Abstract: A method of producing foams by utilizing the reactivity of isocyanate groups comprising the steps of reacting an organic polyisocyanate in the presence of a foaming agent and, optionally, at least one member selected from the group consisting of polyols, polyepoxides, polycarboxylic acids, acid anhydrides and other compounds capable of reacting with the isocyanate groups and, if necessary, a catalyst, a foam stabilizer and other additives, the improvement wherein at least one organic amine-metal complex soluble in the liquid raw material and containing a metal selected from the group consisting of copper, nickel, lead, cobalt, manganese, zinc, and chromium is added to the reaction system in an amount of 0.5 to 30 weight % based on the total weight of the raw materials used for the preparation of foams. The foams containing flame-retardant organic amine-metal complexes prepared by the aforementioned method.
    Type: Grant
    Filed: July 14, 1977
    Date of Patent: September 2, 1980
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Shinzi Uchida, Takashi Yokoyama, Shoichi Ohkubo
  • Patent number: 4220731
    Abstract: The invention relates to a process for the preparation of crosslinked polymers by reacting liquid epoxide compounds and polyisocyanates and, if desired, polyhydroxy compounds. The curing catalysts used are complex compounds of BF.sub.3 with ethers or phosphonium compounds or H.sub.2 O. If desired, a compound of one of the metals Sn, Zn or Fe which is soluble in the reaction mixture is also added.In most cases it is possible to dispense completely with the external supply of heat when carrying out the process according to the invention, since the reaction is sufficiently exothermic. The technical advance lies in the fact that it is largely possible to dispense with heating and insulating equipment when carrying out the reaction industrially. Despite this, astonishingly high glass transition temperatures are obtained.
    Type: Grant
    Filed: June 7, 1978
    Date of Patent: September 2, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Paul Zuppinger
  • Patent number: 4129695
    Abstract: Polymers comprising polyoxazolidone and carbodiimide recurring units of the formula: ##STR1## are prepared from polyisocyanates and polyepoxides. Non-friable, low density fire resistant foams are prepared directly from the polymers of the invention without the equisite addition of pore-forming agents.
    Type: Grant
    Filed: March 16, 1977
    Date of Patent: December 12, 1978
    Assignee: Rhone-Poulenc Industries
    Inventor: Yves Bonin
  • Patent number: 4108810
    Abstract: Storage-stable solid intermediate products, capable of being foamed and polymerized to cellular highly crosslinked three dimensional ethylenic polymer resin products having amic acid groups and/or cyclic imide linkages, are obtained by inter-reacting, at temperature above the melting point but below about 100.degree. C, a polyisocyanate illustrated by tolylene diisocyanate, a dicarboxylic acid illustrated by maleic or malonic acid, and an unsaturated dicarboxylic acid anhydride illustrated by maleic anhydride, subsequently adding catalyst, surfactant and water while allowing CO.sub.2 to evolve, finally allowing the reaction mixture to solidify. The stable solid, e.g. in the form of granules or powder, can subsequently be shaped, foamed and polymerized by heating to 150.degree.-300.degree. C to provide infusible, insoluble, flame-resistant, rigid cellular resin products having low apparent density.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: August 22, 1978
    Assignee: The Dow Chemical Company
    Inventor: Ann Marie Baker
  • Patent number: 4101465
    Abstract: A novel cocatalyst combination for the trimerization of polyisocyanates to polyisocyanurates is disclosed. The catalyst combination comprises: (a) alkali metal glycine salts, (b) hydroxyalkyltrialkylammonium carboxylate salts, and (c) alkali metal salts selected from the group consisting of (i) alkali metal salts of N-phenyl aliphatic amides, and (ii) alkali metal salts of aliphatic carboxylic acids. The use of the cocatalyst combination provides for the facile formation of polyisocyanurate foam laminate boardstock which is characterized by good fire resistance and good physical properties.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: July 18, 1978
    Assignee: The Upjohn Company
    Inventors: Robert J. Lockwood, Alexander McLaughlin, Harold E. Reymore, Jr.