Abstract: Novel compounds which are the products of monomeric organic reactants containing one or more active hydrogen atoms as determined by the Zerewitinoff method, e.g., a polyol, and organic polyisocyanates, e.g., diisocyanates, in such amounts as to provide about two isocyanate groups for each active hydrogen-containing group thereby forming isocyanate terminated intermediates which are reacted with monomeric organic reactants having at least one active hydrogen-containing group and preferably also an unsaturated group, preferably in a terminal position. One of the monomeric organic active hydrogen-containing reactants must have only one active hydrogen.
Abstract: Disclosed herein are improved urethane prepolymers comprising the reaction product of a polyol with a monomeric isocyanate. The amount of residual unreacted monomeric isocyanate in said prepolymer is less than about 0.7% by weight of said prepolymer.
Abstract: The present invention relates to a process for the preparation of allophanates containing aliphatically and/or cycloaliphatically bound isocyanate groups by the reaction of organic compounds containing urethane groups with organic polyisocyanates containing aliphatically and/or cycloaliphatically bound isocyanate groups, characterized in that the reaction is carried out in the presence of strong acids which form a mixed carbamic acid anhydride with aliphatic or cycloaliphatic isocyanates. The present invention also relates to the allophanates produced therefrom.
Type:
Grant
Filed:
June 29, 1978
Date of Patent:
July 3, 1979
Assignee:
Bayer Aktiengesellschaft
Inventors:
Kalus Koenig, Wolfgang Reichmann, Josef Pedain
Abstract: A latex suitable for forming improved water-resistant polyurethane products. The latex is prepared in an aqueous system by reacting an NCO-terminated, quaternized, preferably linear, polyurethane prepolymer with water and chain-extending the resulting polyurethane-urea with a difunctional or polyfunctional reagent containing groups reactive with primary amino groups, such as epoxy groups, anhydrides and aldehydes, thus increasing the molecular weight of said polyurethane-urea. The latex thus formed can be dried into highly water-resistant films, coatings, and the like.
Type:
Grant
Filed:
December 14, 1976
Date of Patent:
July 3, 1979
Assignee:
Witco Chemical Corporation
Inventors:
Peter Loewrigkeit, Kenneth A. Van Dyk, Thomas T. McGimpsey
Abstract: This invention relates to an improved process for the preparation of polyisocyanate mixtures containing biuret groups by the reaction of organic diisocyanates with compounds which react with isocyanate groups to form biuret groups, to the polyisocyanate mixtures obtained by this process and to the use thereof for the preparation of polyurethane resins by the isocyanate polyaddition process.
Type:
Grant
Filed:
November 14, 1977
Date of Patent:
May 1, 1979
Assignee:
Bayer Aktiengesellschaft
Inventors:
Edgar Mohring, Kuno Wagner, Hanns P. Muller
Abstract: The reactivity of polymethylene polyphenyl isocyanates containing 20 to 90 percent of methylenebis(phenyl isocyanates) is improved, and stabilized against a decline on storage, by incorporating therein very small amounts of a compound of the formula ##STR1## wherein R.sub.1 =alkyl, aryl; R.sub.2 =alkyl; R.sub.3 =H, alkyl or aralkyl; and R.sub.1 and R.sub.2 taken together represent the residue of an oxazoline or oxazine. 2-Ethyloxazoline is the preferred compound for incorporation in the polyisocyanate.
Abstract: Storage stable aqueous solutions derived from polymethylene polyphenyl polyisocyanates are described, which solutions are useful as sealant coating compositions for wood and other substrates and, in the form of emulsions with polyisocyanates, as improved particle board binders. The storage stable aqueous solutions are obtained by admixing polymethylene polyphenyl polyisocyanates with less than a stoichiometric amount of a polyethylene glycol (MW 600 to 3000) or polypropylene glycol tipped with 15 to 85 percent ethylene oxide (MW 1000 to 3500) and, within a short time of completing the admixture but during the period where said mixture is completely soluble in water, dissolving said mixture in water. Optionally, a difunctional extender is added to the resulting solution in amount less than that required to react with all the isocyanate groups.
Type:
Grant
Filed:
November 9, 1977
Date of Patent:
March 6, 1979
Assignee:
The Upjohn Company
Inventors:
Alexander McLaughlin, Harold E. Reymore, Jr., Reinhard H. Richter
Abstract: Self-adhesive webs or sheets are disclosed which are easily marked by ordinary printing means. They are prepared by coating a flexible substrate with a reactive mixture of a polyurethane, an aliphatic trifunctional isocyanate having terminal isocyanate groups, glycerin, microfine siliceous matting agents, and an organic tin ester catalyst. A process for their manufacture is also disclosed.
Abstract: Curable two-part flexible film laminating adhesives are prepared from:(a) an alcoholic solution of a ketimine and/or amine terminated polyetherurethane-urea prepared by the addition of at least 50% of the stoichiometric equivalent of a diketimine having --NH functionality of 0, 1 or 3 to an isocyanate terminated polyalkylene ether diol urethane prepolymer; and(b) a polyepoxide in a chain-extending and crosslinking amount of about 10-30% by weight, based on the weight of said ketimine and/or amine terminated polyetherurethane-urea solids. Laminates formed using these adhesives are characterized by rapid curing, high bond strength, superior heat resistance as well as chemical and water resistance.
Type:
Grant
Filed:
August 19, 1977
Date of Patent:
January 30, 1979
Assignee:
National Starch and Chemical Corporation
Abstract: Radiation curable acrylated polyurethane is porduced by (a) producing an isocyanate-terminated intermediate by coreacting an organic diisocyanate with a combination of organic tri/tetraol and organic diol, said combination being chosen from polyester tri/tetraol-polyether diol and polyether tri/tetraol-polyester diol combinations; (b) reacting the isocyanate-terminated intermediate with an hydroxyacrylate such as 2-hydroxyethyl acrylate. Unexpectedly, the oligomer has desirably low viscosity, yet cures upon exposure to radiation to a coating having good physical properties.
Type:
Grant
Filed:
September 29, 1977
Date of Patent:
December 26, 1978
Assignee:
Union Carbide Corporation
Inventors:
Leonard E. Hodakowski, Charles H. Carder
Abstract: The present invention is concerned with a process for producing biuret polyisocyanates and the polyisocyanates so produced. These isocyanates are produced by the reaction of at least about a four fold molar excess of a diisocyanate having aliphatically bound isocyanate groups with amino alcohols having a particular structure at a temperature between about 90 and 200.degree. C. The amino alcohols contain at least three carbon atoms, have their hydroxyl and amino groups separated by at least two carbon atoms, and may contain urea, urethane, ether or amino bonds. The present invention is also concerned with a process for producing two component and one component moisture curing lacquers using the biuret polyisocyanates of the present invention and the lacquers so produced.
Type:
Grant
Filed:
September 12, 1977
Date of Patent:
November 7, 1978
Assignee:
Bayer Aktiengesellschaft
Inventors:
Manfred Bock, Josef Pedain, Walter Uerdingen, Manfred Schonfelder
Abstract: A process for the production of polycondensates linked by nitrogen containing five membered rings, wherein a unsaturated cyclic anhydride compound is polycondensed with alcohols and organic polyisocyanates.
Type:
Grant
Filed:
November 23, 1977
Date of Patent:
November 7, 1978
Assignee:
Bayer Aktiengesellschaft
Inventors:
Wilfried Zecher, Willi Dunwald, Rudolf Merten
Abstract: A method for the preparation of a composition containing PCS from polyisocyanates which comprises the following steps in the stated order:Step 1: Mixing a polyisocyanate with(a) an aqueous solution of an alkali metal or ammonium bisulphite or metabisulphite, or an aqueous solution of a mixture of any two or more of these salts, and(b) a compound or mixture of compounds containing on average one or more tertiary amino group per molecule, and(c) at least one water miscible solvent containing a hydroxy and/or ether group.Step 2: Mixing the reaction mixture from Step 1 with either or both of(d) at least one mineral acid or a solution thereof(e) an aqueous dispersion, emulsion, or latex of at least one water-insoluble organic polymer prepared from the polymerization of at least one ethylenically unsaturated monomer or an organic polymer containing a plurality of urethane linkages.
Type:
Grant
Filed:
December 2, 1976
Date of Patent:
November 7, 1978
Assignee:
Commonwealth Scientific and Industrial Research Organization
Abstract: Stable concentrated polymer mixtures suitable for the treatment of textile and other materials, are prepared by mixing:A. an aqueous dispersion, emulsion, or latex containing more than 20% by weight of at least one water-insoluble organic polymer,B. a solution containing at least 10% by weight of at least one polycarbamoyl sulfonate; andC. one or more stabilizers.
Type:
Grant
Filed:
December 1, 1975
Date of Patent:
October 24, 1978
Assignee:
Commonwealth Scientific and Industrial Research Organization
Abstract: The present invention is concerned with a hydrocurable composition suitable for use as coatings, adhesives or grouts. The composition contains oxazolidine compounds and free isocyanate group containing prepolymers. The prepolymers are obtained by the reaction of polyisocyanates with special types of dispersions wherein the dispersed phase is synthesized in situ in a dispersing media of polyhydroxyl compounds. The dispersed phase may be a free radical addition polymer, an aminoplast polycondensate or a polyisocyanate addition product. In the last case, the non-isocyanate reactants used to form the dispersed phase are substantially more reactive with isocyanates than the dispersing media. An especially preferred composition is based on urethane oxazolidines and prepolymers of aliphatic or cycloaliphatic isocyanates with dispersions of isocyanate hydrazine or hydrazine hydrate condensates in polyhydroxy-polyethers having molecular weights of 200 to 16,000.
Type:
Grant
Filed:
July 18, 1977
Date of Patent:
October 3, 1978
Assignee:
Bayer Aktiengesellschaft
Inventors:
Josef Pedain, Wolfgang Wellner, Hermann Gruber, Manfred Dietrich
Abstract: Urea-linked urethane-modified acrylate-capped resins provide radiation curable coating compositions of exceptional durability and flexibility and which are essentially free of volatile solvents. These resins, typically produced by controlled addition of water to an isocyanato-terminated urethane- or thiocarbamate-containing prepolymer moiety to form an intermediate which is reacted with a hydroxyl-containing acrylic monomer that furnishes ethylenic unsaturation crosslinking sites to the resin, are further characterized by the resin composition substantially comprising molecules wherein the urea group has directly adjacent radicals derived from the prepolymer moiety.
Abstract: Polyurethanes having a fine particle size are prepared according to a suspension process wherein silicone surfactants are utilized and the polymerization is carried out under agitation in a nonaqueous and a nonsolvent system according to either a two step, or preferably a one step process. The produced suspension-type polyurethanes are generally powders or very small granules and, therefore, can be utilized directly for rotational or spin molding processes wherein they are cured through the use of specific curing agents. Additionally, generally any suspension polyurethanes having a plasticity value of at least 2,000 square mm. at 150.degree. C, can be cured in a rotational or spin molding operation utilizing specific curing agents and curing at a temperature below the decomposition temperature of the polyurethane, for example, below 250.degree. C.
Type:
Grant
Filed:
April 18, 1977
Date of Patent:
August 15, 1978
Assignee:
The Firestone Tire & Rubber Company
Inventors:
Wendell R. Conrad, Shingo Futamura, Robert A. Hayes
Abstract: A urethane elastomeric impact modifier is provided for 15 rigid thermoplastic polymers. Polyester and polyether urethane elastomers are grafted to the acrylic polymers. Preferred is a polyester, diisocyanate and glycol urethane elastomer terminated with a functional monomer capable of ethylenic polymerization grafting with the acrylic polymer. The modified polymers offer an improved balance of physical properties including higher impact strength, clarity, and weather resistance.
Type:
Grant
Filed:
November 20, 1972
Date of Patent:
September 19, 1978
Assignee:
Rohm and Haas Company
Inventors:
Warren D. Niederhauser, William Bauer, Jr., Constance A. Lane, Hector Belmares-Sarabia