Ether Or Thioether Contains At Least One Nitrogen Atom Other Than As A C Nh, C=nh, Or C-n(h)-h Patents (Class 528/78)
  • Patent number: 4546116
    Abstract: The present invention relates to a process for the production of foams containing urethane groups by reacting polyether polyols with polyisocyanates in the presence of water and in the presence of an alkaline catalyst, a compound containing a labile halogen atom and, optionally, a tertiary nitrogen containing chain extender.The present invention also relates to the foams obtainable by this process.
    Type: Grant
    Filed: September 21, 1984
    Date of Patent: October 8, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns P. Muller, Hans Hettel, Kuno Wagner, Peter Vogtel
  • Patent number: 4544730
    Abstract: A novel, heat curable, liquid polymer composition is disclosed which comprises a modified urethane oligomer containing terminal ethylenic unsaturation and a free radical catalyst. In a preferred embodiment, the polymer composition further includes at least one additional component selected from a reinforcing agent and a filler; the cured composition demonstrates enhanced impact properties and is particularly useful in automotive body constructions.
    Type: Grant
    Filed: November 2, 1984
    Date of Patent: October 1, 1985
    Assignee: Olin Corporation
    Inventors: James M. O'Connor, Donald L. Lickei, Michael L. Rosin
  • Patent number: 4543405
    Abstract: There are disclosed herein polyurethane polyols and coating compositions formulated therewith. The polyurethane polyols are prepared by typically reacting low molecular weight polyols in amounts sufficient to produce reaction products containing a significant amount of unreacted starting polyols which can be subsequently removed by means such as vacuum distillation.
    Type: Grant
    Filed: October 1, 1984
    Date of Patent: September 24, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Ronald R. Ambrose, Wen-Hsuan Chang, David T. McKeough, John R. Peffer
  • Patent number: 4543366
    Abstract: Sprayable urethane resin compositions and a process for preparing the sprayable resin compositions particularly with reinforcing materials such as chopped fiberglass, which process comprises reacting generally equal volumes of A and B side mixtures in a sprayable reaction to form a fast reacting, fast curing urethane resin, the A side mixture comprising an MDI or an MDI prepolymer prepared by reacting an MDI with a triol and a B side mixture comprising an auto catalytic, aromatic amine polyol having a hydroxyl number ranging from about 300 to 600, a viscosity reducing amount of a tetraethylene glycol and a catalyst to affect the rapid reaction and cure of the A and B side mixtures on spraying, the process may optionally include the incorporation of reinforcing materials, such as glass fibers and optionally may include the use of blowing agents to provide a lower density reinforced cured product.
    Type: Grant
    Filed: October 15, 1984
    Date of Patent: September 24, 1985
    Assignee: Thermocell Development, Ltd.
    Inventor: Stuart B. Smith
  • Patent number: 4542049
    Abstract: Disclosed is a coating composition suitable for coating metal pipe, especially the interior of pipe. The coating composition comprises a blend of one or more polyether polyols and a flexibilizing stearically hindered amine-initiated polyether polyol and a multi-isocyanate curing agent. The curing composition optionally may contain an organic solvent and inert particulate filler. The coating composition cures within about 1 to 3 minutes after application and preferably is spray applied. The coating composition possesses adequate flexibility to pass a 15% ring deflection test.
    Type: Grant
    Filed: August 28, 1984
    Date of Patent: September 17, 1985
    Assignee: Ashland Oil, Inc.
    Inventors: Gary A. Tolhurst, Albert L. Haugse
  • Patent number: 4540626
    Abstract: The invention relates to the use of poly-N,N-di-(hydroxyalkyl)-polycarbonamides of aliphatic or cycloaliphatic polycarboxylic acids as reactive flame-retardants for polyurethane foams, and in particular polyurethane integral skin foams and polyurethane rigid foams which are produced with the aid of organic blowing agents. These reactive flame-retardants are added in quantities of from 11.5 to 50 parts by weight, and most preferably from 12 to 25 parts by weight, based on 100 parts of the relatively high molecular weight polyol used for the preparation of the foam. The integral skin or rigid foams produced are flame-resistant and because of their reduced flammability are capable of passing various regulation fire tests, and in particular those testing foams for use in vehicles for transport.
    Type: Grant
    Filed: August 29, 1984
    Date of Patent: September 10, 1985
    Assignee: Bayer AG
    Inventors: Peter Haas, Geza Avar, Hartwig Grammes
  • Patent number: 4533717
    Abstract: A novel, heat curable, liquid polymer composition is disclosed which comprises a modified urethane oligomer containing terminal ethylenic unsaturation and a free radical catalyst. In a preferred embodiment, the polymer composition further includes at least one additional component selected from a reinforcing agent and a filler; the cured composition demonstrates enhanced impact properties and is particularly useful in automotive body constructions.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: August 6, 1985
    Assignees: Olin Corporation, Morgan Construction Company
    Inventors: James M. O'Connor, Donald L. Lickei, Michael L. Rosin, Richard J. Donze
  • Patent number: 4530941
    Abstract: Reaction injection molded polyurethanes prepared from a composition comprising (A) a relatively high molecular weight polyol, (B) a chain extender and (C) a polyisocyanate or polyisothiocyanate are improved by replacing a portion of the relatively high molecular weight polyol with an aminated or partially aminated polyoxyalkylene material.
    Type: Grant
    Filed: November 2, 1983
    Date of Patent: July 23, 1985
    Assignee: The Dow Chemical Company
    Inventors: Robert B. Turner, Richard D. Peffley, James A. Vanderhider
  • Patent number: 4503199
    Abstract: A novel, heat curable, liquid polymer composition is disclosed which comprises a modified polyurethane oligomer containing terminal ethylenic unsaturation and a free radical generating catalyst. The composition has utility in preparing molded articles and coatings.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: March 5, 1985
    Assignee: Olin Corporation
    Inventors: James M. O'Connor, Donald L. Lickei, Michael L. Rosin
  • Patent number: 4501873
    Abstract: High molecular weight aromatic polyamines are produced by hydrolyzing a polyisocyanate having an isocyanate content of from 21 to 52.5% and an isocyanate-reactive group-containing compound having a molecular weight of from 400 to 10,000 in the presence of an excess of water. The reactants are used in quantities such that the equivalent ratio of isocyanate to isocyanate-reactive groups is from 0.1 to 5. Further, water is used in an amount such that the equivalent ratio of water to isocyanate groups is greater than 1. Low molecular weight compounds containing isocyanate-reactive groups, solvents, basic catalysts and urethanization catalysts may also be included in the mixture to be hydrolyzed. The hydrolysis is carried out at a temperature of from -20.degree. to 175.degree. C. The product amine is isolated from the reaction mixture by procedures such as phase separation, extraction and distillation. The polyamines thus-produced are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: February 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • Patent number: 4487852
    Abstract: The invention relates to Mannich condensates of phenol, formaldehyde and an amine mixture consisting of diethanolamine and melamine which is then alkoxylated with propylene oxide or a mixture of propylene oxide and ethylene oxide. The thus-prepared alkoxylated Mannich condensates are then used as all or a part of the polyol component in making a rigid polyurethane foam having improved fire retardancy properties.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: December 11, 1984
    Assignee: Texaco Inc.
    Inventors: Michael E. Brennan, George P. Speranza
  • Patent number: 4476293
    Abstract: Polymeric carbonate diols are prepared by coupling segments of copolyether glycols with a dialkyl carbonate, with a cyclic carbonate, or with phosgene.The carbonate diols are useful in preparing polyurethanes.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: October 9, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson
  • Patent number: 4468478
    Abstract: The oxidation promoting harmful effects of the presence of an alkaline catalyst in a polyoxyalkylene can be eliminated and the product made more resistant to oxidation especially at elevated temperatures by the incorporation therein of soluble salts of certain benzoic acid derivatives. The soluble salts can be formed by reaction with the alkali or alkaline earth metal ion derived from the alkaline catalyst utilized in the polymerization of the polyoxyalkylene.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: August 28, 1984
    Assignee: BASF Wyandotte Corporation
    Inventors: Edward M. Dexheimer, Michael J. Anchor, Basil Thir, Stephen E. Eisenstein
  • Patent number: 4448907
    Abstract: 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: Grant
    Filed: January 24, 1983
    Date of Patent: May 15, 1984
    Assignee: Ashland Oil, Inc.
    Inventor: Robert J. Schafer
  • Patent number: 4438252
    Abstract: A polymer-modified polyol comprises a dispersion in a first polyol which has a molecular weight of at least 1000, an average functionality of more than 2, and a Hydroxyl Number of less than 150, of the reaction product of a polyisocyanate and a second polyol which is either (a) a polyethylene glycol having a molecular weight of up to 600 or (b) a polyol, which is not a polyethylene glycol, and which has a molecular weight of less than 250 and is free from nitrogen atoms.A method of forming the polymer-modified polyol, its use in the manufacture of polyurethane products and the polyurethane products so obtained, are included.The dispersions are particularly useful for preparing highly resilient flexible foams.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: March 20, 1984
    Assignee: Imperial Chemical Industries Limited
    Inventors: William G. Carroll, Peter Farley, Raymond J. Marklow
  • Patent number: 4424333
    Abstract: A novel, heat curable, liquid polymer composition is disclosed which comprises a modified polyurethane oligomer containing terminal ethylenic unsaturation and a free radical generating catalyst. The composition has utility in preparing molded articles and coatings.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: January 3, 1984
    Assignee: Olin Corporation
    Inventors: James M. O'Connor, Donald L. Lickei, Michael L. Rubin
  • Patent number: 4413112
    Abstract: This invention relates to new emulsifiers for aqueous isocyanate emulsions and to their use as binders in the production of molded articles, in particular plates, e.g., from materials containing lignocellulose.
    Type: Grant
    Filed: May 16, 1980
    Date of Patent: November 1, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Reiff, Hanns I. Sachs
  • Patent number: 4395533
    Abstract: New epoxy resins are prepared by reacting a hydroxybenzamide or derivative thereof with an epihalohydrin followed by dehydrohalogenation. These epoxy resins have crystalline melting points, self-cure at elevated temperatures and cure rapidly in the presence of the usual epoxy resin curing agents. Also disclosed are hydrolyzed products of these epoxy resins and subsequent reactions with polyisocyanates.
    Type: Grant
    Filed: May 13, 1982
    Date of Patent: July 26, 1983
    Assignee: The Dow Chemical Co.
    Inventors: James L. Bertram, Edmund P. Woo
  • Patent number: 4394463
    Abstract: The modification of rigid amino polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols produce rigid polyurethane foams that have higher heat distortion temperatures and better low temperature properties than foams made with nonmodified polyols. The viscosities of the epoxy resin-modified amino polyols are not significantly different than those of the prior art amino polyols although they are of a higher functionality.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: July 19, 1983
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Neal J. Grice, George P. Speranza
  • Patent number: 4383070
    Abstract: The present invention is directed to an organic polyurethane composition having a solids content of about 10 to 100 weight percent which comprises(1) isocyanate-terminated prepolymers which are prepared by reacting reaction products of the phosgenation of aniline-formaldehyde condensates containing specific ratios of isomers and homologues with polyether polyols containing at least two hydroxyl groups and at least one tertiary nitrogen atom and, optionally, an additional polyol which does not contain a tertiary nitrogen atom and optionally,(2) a monoisocyanate comprising a member selected from para-toluenesulfonyl isocyanate and the reaction product of 2,4- or 2,6-toluene diisocyanate or mixtures thereof with specific monoalcohols.The present invention is also directed to the coatings produced from the polyurethane compositions, optionally containing pigments.
    Type: Grant
    Filed: May 27, 1982
    Date of Patent: May 10, 1983
    Assignee: Mobay Chemical Corporation
    Inventors: Peter H. Markusch, Terry A. Potter, Kenneth P. Yonek, James W. Rosthauser
  • Patent number: 4379903
    Abstract: A multiple component catalyst system for curing of energetic urethane bins for solid fuel propellants and gas generators based upon curing of glycidyl-azide polymer and isocynate curative mixtures. Void or bubble free propellant grains are obtained by employing a cure catalyst composed of a mixture of triphenyl bismuth and dibutyltin dilaurate, preferably in a respective ratio of about 10:1 by weight. The void free propellant grains have burn characteristics acceptable for missile propulsion applications.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: April 12, 1983
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Russell Reed, Jr., May L. Chan
  • Patent number: 4370463
    Abstract: 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: Grant
    Filed: March 30, 1981
    Date of Patent: January 25, 1983
    Assignee: Ashland Oil, Inc.
    Inventor: Robert J. Schafer
  • Patent number: 4370445
    Abstract: The invention concerns a material having good resistance to mechanical stresses and heat and in particular having substantial resistance to the penetration of a directed flame such as the pointed flame of a blowpipe.The material comprises a substance which can be polymerized such as a polyurethane, sulfur, and possibly halogenated compounds, phosphorus-bearing compounds, phosphohalogenated compounds, trivalent antimony oxide, solid or liquid fillers and pigments.The material may be used for the production of strong walls, in particular by filling internal cavities of armoured doors, walls of strong rooms or safes.
    Type: Grant
    Filed: November 13, 1980
    Date of Patent: January 25, 1983
    Assignee: Chloe-Chimie
    Inventors: Norbert Depetris, Claude Bovis
  • Patent number: 4328371
    Abstract: Tertiary amino polyols are formed by reacting an amino alcohol with an alkylene oxide material.
    Type: Grant
    Filed: December 15, 1980
    Date of Patent: May 4, 1982
    Assignee: Henkel Corporation
    Inventor: Edgar R. Rogier
  • Patent number: 4311815
    Abstract: 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: Grant
    Filed: June 27, 1980
    Date of Patent: January 19, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventor: Heinrich Heine
  • Patent number: 4296212
    Abstract: Elastomeric polyurethane-polyurea polymers are disclosed that are derived from the reaction of organic polyisocyanates with A. primary hydroxyl polyols having a functionality of 2 to 4 and a molecular weight from 1500 to 12000, and B. extender mixtures comprised of 1. an aromatic diamine wherein at least one of the positions ortho to each amine group is substituted by a lower alkyl group, and 2. a lower molecular weight diol, provided that the aromatic diamine comprises from 5 to 45 percent by weight of the extender mixture and the balance comprises the diol.The polymers find particular utility in the preparation of reaction injection molded parts, particularly, automotive parts because of their excellent flexural modulus, tensile, and tear properties.
    Type: Grant
    Filed: August 27, 1980
    Date of Patent: October 20, 1981
    Assignee: The Upjohn Company
    Inventors: James H. Ewen, Thomas R. McClellan
  • 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: 4285996
    Abstract: The present invention relates to a process for producing a non-woven fabric comprising impregnating a non-woven fibrous web with an aqueous binding agent dispersion containing, as coagulation agent, a polyurethane having a weight average molecular weight of from 500 to 20,000 which is the reaction product of(i) a polyoxyalkylated aliphatic amine containing d nitrogen atoms, where d is 1 to 5, and where d is greater than 1, each nitrogen atom is connected with the next by a (C.sub.2-4) alkylene moiety and from d+1 to d+2 polyoxy(C.sub.2-4)alkylene units, with the proviso that the molecule contains C.sub.2 alkyleneoxy units and C.sub.3 and/or C.sub.4 alkyleneoxy units with the C.sub.3 and/or C.sub.4 units forming the majority of alkyleneoxy units, and(ii) from 0.1 mols to 2 mols per mol of (i) but not exceeding the stoichiometric amount of a polyisocyanate,which product is optionally in quaternized form and, is present in an amount of from 0.
    Type: Grant
    Filed: June 7, 1979
    Date of Patent: August 25, 1981
    Assignee: Sandoz Ltd.
    Inventor: Hans Gerber
  • Patent number: 4284729
    Abstract: A process is provided for coloring thermosetting resins, made by polyaddition reaction of a nucleophile with an electrophile, with a polymeric liquid reactive coloring agent suitable for incorporation in the resin with the formation of covalent bonds, said coloring agent having the formula:R-(polymeric constituent-X).sub.nwherein R is an organic dyestuff radical; the polymeric constituent is selected from polyalkylene oxides and copolymers of polyalkylene oxides in which the alkylene moiety of the polymeric constituent contains 2 or more carbon atoms and such polyeric constituent has a molecular weight of from about 44 to about 1500; and n is an integer of from 1 to about 6; and X is selected from --OH, --NH.sub.2 and --SH, said coloring agent being added in an amount sufficient to provide coloration of said thermosetting resin.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: August 18, 1981
    Assignee: Milliken Research Corporation
    Inventors: John P. Cross, George H. Britton, Jr.
  • Patent number: 4273910
    Abstract: A cold hardening binding agent for binding particulate solid materials is based on a mixture of a polyhydroxy compound and a polyisocyanate, and the polyhydroxy compound consists at least in part of a nitrogen basic polyol. The nitrogen basic polyol accelerates reaction and hardening time. An alkali or alkaline earth metal acetate or formate may also be employed to accelerate hardening.
    Type: Grant
    Filed: March 19, 1980
    Date of Patent: June 16, 1981
    Assignee: Woellner-Werke
    Inventor: Gernot Lederer
  • Patent number: 4251428
    Abstract: This invention relates to storable, solvent-free, thermosetting polyurethane-based molding compositions containing a fibrous reinforcing material and to the production of fiber-reinforced moldings using these molding compositions.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: February 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Recker, Gerd Reinecke, Karl J. Kraft
  • Patent number: 4248994
    Abstract: Polyols containing at least one carboxamide group, --[NHC.dbd.O]--, in the polyol backbone impart to polyurethane resin-forming systems a unique combination of normal pot life and accelerated curing characteristics without sacrifice of final physical properties. Methods are given for preparation of such polyols which enable incorporation of a small, predetermined number of such carboxamide groups, not exceeding in number the hydroxyl functionality of the polyol, into each and every individual polyol molecule. The rapid-curing/property-development characteristics of derived polyurethane resin-forming systems are especially valuable in molding operations, where both mold cycle times and curing energy requirements are substantially reduced in comparison with conventional polyurethane resin-forming systems having similar final physical properties.
    Type: Grant
    Filed: June 14, 1979
    Date of Patent: February 3, 1981
    Assignee: Fabridyne, Inc.
    Inventor: William H. Cook
  • Patent number: 4246363
    Abstract: 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: Grant
    Filed: June 18, 1979
    Date of Patent: January 20, 1981
    Assignee: The Dow Chemical Company
    Inventors: Robert B. Turner, Roy E. Morgan, Jr.
  • Patent number: 4241140
    Abstract: A transparent, elastomeric polyurethane useful as an interlayer in safety glass laminates is prepared by the reaction of an aromatic diisocyanate with a mixture of a polyalkylene ether glycol, a polycaprolactone triol, and a monomeric aliphatic diol.
    Type: Grant
    Filed: April 12, 1978
    Date of Patent: December 23, 1980
    Assignee: PPG Industries, Inc.
    Inventor: Vernon G. Ammons
  • Patent number: 4239878
    Abstract: A cationic electrodeposition-coating resin is prepared by reacting(1) a polyisocyanate with(2) a polyol and(3) a monofunctional blocking agent at a molar ratio of excess of isocyanate groups to total of hydroxyl groups of the polyol and functional groups of the monofunctional blocking agent to obtain an intermediate (A) having isocyanate groups; and reacting a tertiary amine having at least two hydroxyl groups with the intermediate (A) at a molar ratio of excess of hydroxyl groups of the tertiary amine to isocyanate groups of the intermediate (A); and cationizing the resulting reaction product (B).
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: December 16, 1980
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Yoshimichi Kobayashi, Yukio Tsuge, Susumu Hirako
  • Patent number: 4237038
    Abstract: Binders for cathodically depositable aqueous coating compositions comprising the reaction product, having an NCO-value of zero, of(A) polymers carrying reactive hydroxyl groups and having a hydroxyl number of at least about 40 mg KOH/g; and(B) compounds carrying per molecule an average of 0.8 to 1.5, and preferably 1.0, free isocyanate groups and at least one teritary basic aliphatically bound nitrogen atom.Optionally, the reaction product of (A) and (B) can include as(C) a compound carrying an average of 0.8 to 1.5, and preferably 1.0, free isocyanate groups and from 1 to 3 olefinic double bonds.Coating compositions containing the partially or totally neutralized reaction product when depositrd cathodically in an electrodeposition system will cure at relatively low temperatures and relatively short curing times to provide films having good resistance to water, chemicals, and corrosion.
    Type: Grant
    Filed: October 12, 1978
    Date of Patent: December 2, 1980
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Georgios Pampouchidis, Helmut Honig
  • Patent number: 4224432
    Abstract: The resistance to degradation on exposure to high temperatures, water and organic liquids of a polyurethane prepared by reacting a tetrahydrofuran/alkylene oxide polymerizate, an organic polyisocyanate and a chain extender is significantly improved by using a tetrahydrofuran/alkylene oxide polymerizate which contains no more than about 3%, by weight, of oligomeric cyclic ethers.
    Type: Grant
    Filed: December 11, 1978
    Date of Patent: September 23, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Engelbert Pechhold, Ivan M. Robinson
  • 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: 4195132
    Abstract: 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: Grant
    Filed: May 5, 1977
    Date of Patent: March 25, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Sundermann, Gunther Rottloff, Ernst Grigat
  • Patent number: 4192925
    Abstract: This invention relates to new polyols modified by guanidine groups, to a process for the preparation thereof and to the use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanato-carbodiimides corresponding to the following general formula:OCN--(R.sup.2 -N=C=N).sub.m R.sup.2 --NCOat a temperature of from about 25.degree. to 130.degree. C., optionally in the presence of an inert solvent, with polyhydroxyl compounds corresponding to the following general formula:A--OH).sub.nin an OH/NCO-ratio of from 1.2:1 to 30:1 to form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partly reacting, at a temperature of from 0.degree. to 150.degree. C., the remaining carbodiimide groups remaining in the production of Step (A), optionally in the presence of an inert solvent, with an amine, amide or hydrazide corresponding to the following general formula:R.sup.3 --NR.sup.1 H).sub.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: March 11, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
  • Patent number: 4192926
    Abstract: New polyols modified by acyl urea groups, process for the preparation thereof and use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanatocarbodiimides corresponding to :OCN--R.sup.2 --N.dbd.C.dbd.N .sub.M --R.sup.2 --NCOwith polyhydroxyl compounds corresponding to:A--OH).sub.nto form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partially reacting, the carbodiimide groups remaining in the product of step (A), with a carboxylic acid corresponding to the following general formula: ##STR1## to form acyl urea groups, and (C) distilling off the inert solvent, if used; whereinm represents a number of from 1 to 10;s represents an integer of from 1 to 3; andR.sup.1 represents hydrogen or a monofunctional or--in the form of a bridge to further acyl groups--a di- or trifunctional C.sub.1 -C.sub.18 aliphatic, C.sub.4 -C.sub.15 cycloaliphatic, C.sub.6 -C.sub.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: March 11, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
  • Patent number: 4184024
    Abstract: Covers novel polyols comprising the reaction product of a 2,3-morpholinedione and a polyoxypropylene polyamine. Said polyols or alkoxylated derivatives thereof may be used in preparing polyurethane or polyisocyanurate polymers, particularly those polymers in cellular or foam form.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: January 15, 1980
    Assignee: Texaco Development Corp.
    Inventor: Howard P. Klein
  • Patent number: 4171419
    Abstract: The present invention relates to a two-compartment cartridge which is suitable for securing stay bars in bore holes by means of polyurethane resins and which is destructible by the stay bar, containing a polyisocyanate component on the one hand and a polyol component on the other hand, distinguished by the fact that the polyisocyanate component used is an aromatic polyisocyanate or a mixture of aromatic polyisocyanates, while the polyol component used is a polyol containing tertiary amine nitrogen and having a molecular weight of from about 119 to 3000 or a polyol mixture containing at least one such polyol.
    Type: Grant
    Filed: February 3, 1978
    Date of Patent: October 16, 1979
    Assignees: Bergwerksverband GmbH, Bayer Aktiengesellschaft
    Inventors: Frank Meyer, Rolf Kubens, Martin Winkelmann
  • Patent number: 4170697
    Abstract: 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: Grant
    Filed: June 23, 1978
    Date of Patent: October 9, 1979
    Inventor: David H. Blount
  • Patent number: 4163815
    Abstract: Isocyanate coating compositions prepared from organic polyisocyanates and reaction products made from organic secondary amines and epoxy-terminated compounds provide high solid, convertible coating compositions that cure within conventional curing schedules and have reduced loss of tertiary amine catalyst.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: August 7, 1979
    Assignee: Ford Motor Company
    Inventor: Mo-fung Cheung
  • Patent number: 4143009
    Abstract: A two-part liquid resin system consisting of a first part comprising an epoxy compound and a hydroxyalkyl tertiary amine, and a second part comprising a liquid isocyanate resin, when mixed, form liquid compositions which cure rapidly at or near room temperature to provide polyurethane-epoxy resins useful in the production of castings, laminates and coatings.
    Type: Grant
    Filed: March 2, 1977
    Date of Patent: March 6, 1979
    Inventor: Frank Dewey
  • Patent number: 4118422
    Abstract: Covers novel polyols comprising the reaction product of a 2,3-morpholinedione and a polyoxypropylene polyamine. Said polyols or alkoxylated derivatives thereof may be used in preparing polyurethane or polyisocyanurate polymers, particularly those polymers in cellular or foam form.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: October 3, 1978
    Assignee: Texaco Development Corp.
    Inventor: Howard P. Klein
  • Patent number: 4111916
    Abstract: Cyanoethylated polyurethanes suitable for use as hard ink resins are prepared by the steps of (1) reacting a polyol having a functionality of at least 3 with an alkyl acrylate or a cyanoethylation agent such as acrylonitrile, (2) acidifying the product adduct, and (3) reacting the remaining hydroxyl groups with a polyisocyanate and optionally at least one monofunctional reactive hydrogen-containing compound and/or a glycol to yield a urethane polymer with terminal nitrile groups at repeating branch points.
    Type: Grant
    Filed: May 4, 1977
    Date of Patent: September 5, 1978
    Assignee: Sun Chemical Corporation
    Inventor: Douglas S. DeBlasi
  • Patent number: 4110266
    Abstract: Decomposing polyurethane foams and converting the depolymerized reaction product containing amines, both aromatic and aliphatic, into polyols suitable for reaction with polyisocyanate to produce fresh polyurethane foam, by first reacting polyurethane foam with ammonia or an amine such as diethylene triamine or ethanolamine, or with a polyol such as polypropylene glycol, and reacting the resulting decomposition product containing a mixture of polyols, ureas, and amines, which can include primary and secondary amines, with an alkylene oxide such as ethylene oxide or propylene oxide, at elevated temperature, preferably about 120.degree. to about 140.degree. C., in an autoclave under autogenous pressure, to convert such amines to polyols.
    Type: Grant
    Filed: July 9, 1976
    Date of Patent: August 29, 1978
    Assignee: McDonnell Douglas Corporation
    Inventor: Martin B. Sheratte
  • Patent number: 4100116
    Abstract: The instant invention relates to hydroxyl polyethers which are modified with amide groups and a method of their manufacture. The method includes a first stage wherein a portion of the hydroxyl groups of a polyether polyol are aminated and a second stage wherein the amine groups are reacted with a carboxylic acid, its anhydride, ester or halide. The modified polyesters may be used for the production of polyurethane resins.
    Type: Grant
    Filed: December 14, 1976
    Date of Patent: July 11, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Mazanek, Johannes Blahak, Kuno Wagner, Heinz Ziemann