-c-xh Ingredient Contains A Nitrogen Atom Patents (Class 521/118)
  • Patent number: 4345042
    Abstract: A polyurethane-modified polyisocyanurate foam having an excellent heat-resistance and flame-resistance and a reduced smoke-generation, comprises a reaction product of a mixture containing (A) at least one polyisocyanate compounds; (B) at least one polyol compound including, benzylic ether type phenolic resin of the formula (1): ##STR1## wherein R=H, hydrocarbon, oxyhydrocarbon or halogen, X=H or methylol, the molar ratio methylol/H.gtoreq.1, m+n.gtoreq.2 and m/m.gtoreq.1; p=1.about.3, (C) a trimerization catalyst, and; (D) a blowing agent, the ratio of the isocyanate equivalent of the isocyanate compound to the hydroxyl equivalent of the polyol compound being from 1.5 t 10.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: August 17, 1982
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Akira Kuroda, Tsutomu Nakamura, Masatoshi Onishi
  • Patent number: 4339343
    Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amine diol, or mixture of amine diols selected from the formula ##STR1## wherein R is an aliphatic radical having from 8 to 18 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x and y each independently have an average value from about 4 to about 15 inclusive; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: July 13, 1982
    Assignee: The Upjohn Company
    Inventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
  • Patent number: 4323657
    Abstract: Novel, finely divided, redispersible dispersions of high melting polyesters in low melting polyhydroxyl compounds are disclosed. Disclosed also is a process for their preparation and their use as polyol components containing fillers in the production of cellular or non-cellular polyurethanes.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: April 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Mazanek, Roland Gipp, Robert Zollner, Peter Seifert, Kuuno Wagner, Johannes Blahak
  • Patent number: 4286072
    Abstract: Polyisocyanurate catalysts are disclosed which have the formula: ##STR1## where R.sub.1 and R.sub.2 are independently selected from alkyl groups of less than about 3 carbon atoms or where R.sub.1 and R.sub.2 together comprise cycloalkyl or morpholino groups and where R.sub.3 is hydrogen or alkyl groups containing less than about 3 carbon atoms. Said catalysts are useful in promoting the reaction between a polyol and an aromatic polyisocyanate to prepare a polymer containing recurring isocyanurate and urethane linkages.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: August 25, 1981
    Assignee: Texaco Development Corp.
    Inventors: Edward E. McEntire, Robert L. Zimmerman
  • Patent number: 4282330
    Abstract: The incorporation of formic acid modified low equivalent weight amino polyols as crosslinkers in molded polyether polyurethane semiflexible foams is disclosed. These formic acid modified amino polyols result in foams which, when molded, display improved flowability, lower molded density and decreased usage per part. These improvements are demonstrable over nonformic acid modified low equivalent weight amino polyols and other commercial crosslinkers. The resulting foams find use in energy absorbing applications in the automotive industry and other industries.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: August 4, 1981
    Assignee: Texaco Inc.
    Inventor: Thomas H. Austin
  • Patent number: 4256802
    Abstract: Disclosed are novel polyol blends comprising from about 20 percent to about 85 percent by weight of said blend of an amine diol, or mixture of amine diols selected from the formula ##STR1## wherein R is an aliphatic radical having from 8 to 18 carbon atoms, inclusive, each R.sub.1 is independently selected from the group consisting of hydrogen or methyl, x and y each independently have an average value from about 4 to about 15 inclusive; and from about 15 percent to about 80 percent by weight of a primary hydroxyl polyol characterized by a molecular weight of from about 60 to about 1000.The polyol blends are miscible with fluorocarbon blowing agents and water and other adjuvants including trimerization catalysts.The novel blends are particularly useful in an improved process for the preparation of polyisocyanurate foams. The foams are characterized by high reaction exotherms making such foams particularly suited to the preparation of polyisocyanurate foam laminates.
    Type: Grant
    Filed: March 5, 1980
    Date of Patent: March 17, 1981
    Assignee: The Upjohn Company
    Inventors: Charles E. Koehler, Thomas R. McClellan, Pat L. Murray
  • Patent number: 4239642
    Abstract: The storage stability of otherwise unstable premix compositions for flame retardant rigid polyurethane foams containing in the premix a chlorinated polyether polyol and a tertiary amine catalyst, is enhanced by incorporation into the premix of a minor amount of a vinyl monomer. The preferred vinyl monomers employed are condensation products of acrylic or methacrylic acid with alcohols or amines. Such stabilization prevents premature deactivation of the tertiary amine catalysts contained in the premix.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: December 16, 1980
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Harry V. DePaul, John R. Panchak
  • Patent number: 4239856
    Abstract: A stable high-resilient (HR) flexible polyurethane foam may be made from an MDI type isocyanate, a polyether polyol and an amount of diethanolamine in an amount effective for preventing splits in the finished foam. The foams disclosed herein use water as the blowing agent. The disclosed foams have excellent properties and process without splitting.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: December 16, 1980
    Assignee: Texaco Development Corp.
    Inventor: Richard L. Rowton
  • Patent number: 4237235
    Abstract: Urethane polymers are produced by reacting isocyanate with hydroxyl compounds in the presence of a catalytic amount of a chelating catalyst or cocatalyst which is a complex of a chelating agent with metallic ions and which does not react with the reagents.
    Type: Grant
    Filed: August 21, 1978
    Date of Patent: December 2, 1980
    Inventor: Rosalba Mazzucco
  • Patent number: 4230822
    Abstract: Improved hydrophilic crosslinked polyurethane foams are prepared by reacting (a) an isocyanate-capped polyoxyethylene prepolymer with (b) at least 20 moles of water per mole of NCO groups in the presence of (c) alumina hydrate, (d) a phosphorus fire-retardant additive and (e) an organic carbon compound which serves to react with phosphate anions at high temperatures (e.g., in the presence of a flame) and reinforces the char provided by combustion of the foam.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: October 28, 1980
    Assignee: W. R. Grace & Co.
    Inventors: Robert M. Murch, Phyllis I. Meyer, John J. Eagan
  • Patent number: 4225453
    Abstract: The storage stability of otherwise unstable premix compositions for flame retardant rigid polyurethane foams containing in the premix a chlorinated polyether polyol and a tertiary amine catalyst, is enhanced by incorporation into the premix a synergistic combination of an organic sulfur compound and an unsaturated carbon compound. The preferred sulfur compound is thiourea; among the preferred unsaturated carbon compounds are unsaturated terpenes such as allo-ocimene and unsaturated higher fatty acids such as tall oil fatty acids and mono-, di-, and trienic C.sub.18 acids.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: September 30, 1980
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Harry V. DePaul, David C. Fondots, Rocco L. Mascioli, John R. Panchak
  • 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: 4197373
    Abstract: Flame retarded polyurethane foams are prepared from a reaction mixture comprising as the flame retardant additive the compound N,N'-bis(1-hydroxy-2,2,2-trichloroethyl)melamine or its derivatives.
    Type: Grant
    Filed: December 22, 1978
    Date of Patent: April 8, 1980
    Assignee: Pennwalt Corporation
    Inventors: Jeffrey D. Miano, Stanley R. Sandler
  • Patent number: 4184022
    Abstract: Rigid cellular urethane-modified polyisocyanurate foam products, a cocatalyst system and manufacturing methods are disclosed. The foams are the reaction product of polynuclear aromatic polyisocyanate material and polyol material with the polyisocyanate material being present in sufficient amount to provide isocyanurate groups as the major recurring polymer unit. The polyol comprises a mixture of diethylene glycol esters of biphenyl di and tri carboxylic acids and a resole-type polyether polyol. A catalytic amount of a binary catalyst comprising dimethyl ethanolamine and commercially available E9403 is incorporated in the reaction mixture along with a halocarbon blowing agent; a cell modifier; and a flame retardant material; to produce a cured foam having low flame spread rate and low smoke evolution.
    Type: Grant
    Filed: September 15, 1978
    Date of Patent: January 15, 1980
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: Russell R. Lawyer
  • Patent number: 4167613
    Abstract: In the foaming of a polymerizable medium (such as an unsaturated polyester resin) by using acid sensitive azo compounds, significant improvement in the foaming efficiency can be obtained by incorporating in the resin medium 0.001%-10% by weight based on the weight of the resin compounds which exert an inhibiting effect on free radical polymerization. Examples of such compounds include methacrylonitrile, alphamethylstyrene and laurylmercaptan.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: September 11, 1979
    Assignee: Pennwalt Corporation
    Inventors: Ernest R. Kamens, Vasanth R. Kamath
  • Patent number: 4160075
    Abstract: Foamed plastics with improved combustion characteristics and good mechanical strength are obtained by condensation of aminoplast precondensates with organic isocyanates in the presence of an acid curing catalyst and an accelerator for polyurethane formation, whereby the precondensate used as starting material is prepared by reacting formaldehyde with urea and/or melamine in a molar ratio of 1.80 to 4.5:1 at pH values of 4 to 9.5, adjusting then the pH to 7.0 to 8.0 and adding urea to obtain a molar ratio offormaldehyde to the total amount of aminoplast forming compound of 1.0-2.1:1.
    Type: Grant
    Filed: July 11, 1978
    Date of Patent: July 3, 1979
    Assignee: Chemie Linz Aktiengesellschaft
    Inventor: Leopold Golser
  • Patent number: 4148980
    Abstract: Reaction products of certain tertiary amines, alkylene oxides and carboxylic acids have been found to be outstanding catalysts for the preparation of polyisocyanurates, polyisocyanurate foams, polyurethane foams and poly(urethane-isocyanurate) foams. Typical tertiary amines are 1,3,5-tris (N,N-dialkylaminoalkyl-5-hexahydrotriazines, pyridine and bis-(N,N-dialkylaminoalkyl) ethers.
    Type: Grant
    Filed: March 9, 1978
    Date of Patent: April 10, 1979
    Assignee: BASF Wyandotte Corporation
    Inventor: Thirumurti Narayan
  • Patent number: 4141862
    Abstract: An excellent catalyst for polyurethane foams is a combination of 1, 3, 5-tris(3-dimethyl-aminopropyl)-s-hexahydrotriazine and 2-(dimethylamino)-ethanol. It has unexpectedly been found that this catalyst combination produces both excellent gelation and blowing reactions.
    Type: Grant
    Filed: October 25, 1977
    Date of Patent: February 27, 1979
    Assignee: Abbott Laboratories
    Inventors: Daniel S. Raden, Morton A. Weiner, Douglas W. Hill
  • Patent number: 4139501
    Abstract: Flexible polyurethane foam having reduced tendency to form burning embers when it is ignited and burned is provided by incorporating into the reaction mixture before foaming a derivative of melamine wherein one or more hydrogens have been replaced by hydroxymethyl and/or lower alkoxymethyl groups.In one embodiment, flexible polyurethane foams of increased flame retardance are also provided, by also incorporating a halogenated phosphorus ester into the reaction mixture before foaming.
    Type: Grant
    Filed: October 19, 1977
    Date of Patent: February 13, 1979
    Assignee: Tenneco Chemicals, Inc.
    Inventors: Bernard Rudner, Thomas M. Noone, Peter D. Pauly
  • Patent number: 4137199
    Abstract: Composite materials composed of an organic polymer containing a fire-retardant together with a blowing agent and a hydroxy group-containing organic acid or a salt thereof, or a reaction product of the blowing agent and said acid or salt.
    Type: Grant
    Filed: July 7, 1975
    Date of Patent: January 30, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventors: Geoffrey T. Brown, John R. Case
  • Patent number: 4136238
    Abstract: This invention relates to a process for preparing organosilicate polymers by reaction of a water glass solution with a compound having at least two isocyanate groups. The reaction is carried out in the presence of a zwitterion compound acting as catalyst and optionally in the presence of propellants and/or water glass hardening agents, the zwitterion compound having in the molecule at least one group with positive charge, at least one group with negative charge, and additionally at least one hydrogen atom with Zerewitinov activity.
    Type: Grant
    Filed: December 4, 1975
    Date of Patent: January 23, 1979
    Assignees: Metallgesellschaft A.G., Reuter Technologie GmbH, Chemie-Anlagenbau Bischofsheim GmbH
    Inventors: Karl H. Hilterhaus, Franz G. Reuter, Tankred Menzel
  • Patent number: 4136240
    Abstract: Covers the use of metallic quaternary ammonium carboxylate salts as polyisocyanurate catalysts. Said catalysts are useful in promoting the reaction between a polyol and an aromatic polyisocyanate to prepare a polymer containing recurring isocyanurate and urethane linkages.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: January 23, 1979
    Assignee: Texaco Development Corporation
    Inventors: Robert L. Zimmerman, Howard P. Klein
  • Patent number: 4129694
    Abstract: The invention disclosed relates to a new fabric softener foam having improved utility for softening textile fabrics in either a standard or automatic clothes dryer as well as in an automatic washer.
    Type: Grant
    Filed: April 7, 1976
    Date of Patent: December 12, 1978
    Assignee: W. R. Grace & Co.
    Inventors: Joseph A. Cogliano, Clifton L. Kehr
  • Patent number: 4119585
    Abstract: The combination of a diorganotin sulfide, -polysulfide, -dithiocyanate, bis(thiocyanato diorganotin) sulfide or bis(thiocyanato diorganotin) oxide with a tertiary amine functions as a latent catalyst for rigid polyurethane foams. Latency is not observed using a tertiary amine with other sulfur-containing organotin compounds.
    Type: Grant
    Filed: May 10, 1977
    Date of Patent: October 10, 1978
    Assignee: M&T Chemicals Inc.
    Inventors: James F. Kenney, Kenneth Treadwell
  • Patent number: 4116879
    Abstract: Catalysts having the following formula have been found to have unexpectedly high activity for the production of polyurethane and polyisocyanate resins: ##STR1## where: R, R.sub.1 and R.sub.2 are alkyls having 1 to 4 carbon atoms,R.sub.3 and R.sub.4 are independently selected from the group consisting of H, alkyls having 1 to 12 carbon atoms and aryls and aralkyls having 6 to 18 carbon atoms, andR.sub.5 is selected from the group consisting of H, an alkyl having 1 to 2 carbon atoms and an aryl and an aralkyl having 6 to 15 carbon atoms.
    Type: Grant
    Filed: August 10, 1976
    Date of Patent: September 26, 1978
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ibrahim S. Bechara, Felix P. Carroll, Rocco L. Mascioli, John R. Panchak
  • Patent number: 4111911
    Abstract: Process for hardening liquid resols comprising using for the hardening, strong acids which if they are solid at room temperature are used in the form of their mixtures with inert finely divided solid diluents or if they are liquid or gaseous at room temperature adsorbed onto an adsorbing agent.
    Type: Grant
    Filed: September 25, 1975
    Date of Patent: September 5, 1978
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Franz Weissenfels, Hans Junger
  • Patent number: 4111828
    Abstract: Stable mixtures, comprising a sucrose-based polyol, a .beta.-haloalkyl phosphate or .beta.-haloalkyl phosphonate flame retardant and a hydroxylamine catalyst are provided which are characterized by prolonged shelf life. The stable mixtures are used in the preparation of foamed urethane polymers by reaction thereof with an isocyanate. The urethane polymers are useful as flexible foam insulating material in buildings, pipe lines, storage tanks and refrigerators and as flexible foams in cushions, mattresses, carpet backings, and packaging materials.
    Type: Grant
    Filed: January 3, 1977
    Date of Patent: September 5, 1978
    Assignee: Monsanto Company
    Inventor: Donald S. T. Wang
  • Patent number: 4108807
    Abstract: This invention relates to a process for the manufacture of an organo-metallate polymere which comprises reacting in a liquid phase a metallate with a pseudohalide compound and/or other polymerizable compound and allowing the reaction to proceed to completion.
    Type: Grant
    Filed: July 19, 1976
    Date of Patent: August 22, 1978
    Assignees: Chemic-Anlagenbau Bischofsheim GmbH, Reuter Technologie GmbH, Metallgesellschaft Aktiengesellschaft
    Inventors: Karl Heinz Hilterhaus, Franz Gottfried Reuter
  • Patent number: 4101464
    Abstract: Cellular polymeric solids are made by mixing an acidulous or acidic polymerizable medium that is polymerizable and/or cross-linkable by a free radical mechanism (e.g. an unsaturated polyester) with an effective amount of two or more acid sensitive mono- or poly-azo compounds containing the group: ##STR1## wherein Y is an acid sensitive group (e.g.
    Type: Grant
    Filed: September 16, 1976
    Date of Patent: July 18, 1978
    Assignee: Pennwalt Corporation
    Inventors: Ernest Rudolph Kamens, Donald Milton Kressin, Harold Carl Lange, Ronald Edward MacLeay
  • Patent number: 4101462
    Abstract: The method of preparing polyurethanes using a catalytic amount of a reaction product of N,N-disubstituted-aminoalkyleneamine with an alkylene oxide is disclosed. These catalysts produce polyurethane products which have no amine odor even immediately after formation of the urethane.
    Type: Grant
    Filed: April 7, 1977
    Date of Patent: July 18, 1978
    Assignee: Texaco Development Corp.
    Inventors: Michael Cuscurida, George P. Speranza
  • Patent number: 4101466
    Abstract: Covers compounds of the formula: ##STR1## where R is lower alkyl and R.sub.1 is hydrogen, alkyl or aryl and ##STR2## where R is lower alkyl and R.sub.2 is hydrogen or alkyl. Also covers a method of producing a polyurethane by utilizing said above compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: December 1, 1976
    Date of Patent: July 18, 1978
    Assignee: Texaco Development Corp.
    Inventor: Edward E. McEntire
  • 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.
  • Patent number: 4101470
    Abstract: Covers compound of the formula: ##STR1## where R is lower alkyl, R.sub.1 is selected from the group consisting of hydrogen, alkyl, aryl, substituted aryl, alkaryl, substituted alkaryl, aralkyl, and substituted aralkyl. Also covers a method of producing a polyurethane by utilizing said above compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: November 11, 1976
    Date of Patent: July 18, 1978
    Assignee: Texaco Development Corp.
    Inventor: Edward E. McEntire
  • Patent number: 4098730
    Abstract: This invention relates to a non-flammable homogeneous or foamed organo-red mud polymers, which essentially comprise the reaction product of red mud and a compound possessing at least two isocyanate groups.
    Type: Grant
    Filed: August 27, 1976
    Date of Patent: July 4, 1978
    Assignees: Metallgesellschaft Aktiengesellschaft, Chemie-Anlagenbau Bischofsheim GmbH, Reuter Technologie GmbH
    Inventors: Karl Heinz Hilterhaus, Franz Gottfried Reuter