With Organic Compound Reactant Containing At Least Two Nh, Hnh Or =nh Groups And Wherein The Reactant Composition Is Devoid Of -c-xh, -c(=x)xh Or Anhydride Patents (Class 528/68)
  • Patent number: 5034109
    Abstract: The present invention provides (i) a resin coating composition consisting essentially of a resin containing tertiary amino group and 3-alkoxyalkyl-3-acryloyl or methacryloyl-ureido group which is at least 0.6 in average number per molecule and which is represented by the formula ##STR1## wherein R.sup.1 is a hydrogen atom or a methyl group, R.sup.2 is an alkylene group having 1 to 4 carbon atoms, and R.sup.3 is an alkyl group having 1 to 10 carbon atoms, the resin having a number-average molecular weight of about 800 to about 50,000 and capable of becoming soluble or dispersible in water on neutralization; (ii) a resin coating composition consisting essentially of a mixture of a resin containing at least 1.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: July 23, 1991
    Assignee: Kansai Paint Company, Limited
    Inventors: Toshio Fujibayashi, Osamu Isozaki, Haruo Nagaoka
  • Patent number: 5028635
    Abstract: The present invention is directed to a RIM process and an isocyanate-reactive mixture useful therein. The mixture comprisesi) a polyether having at least two isocyanate-reactive groups and a molecular weight of from 1800 to 12,000 in which at least 50% of the isocyanate-reactive groups are primary and/or secondary amine groups,ii) an amine-terminated chain extender, andiii) from 2 to 20 parts by weight per 100 parts by weight of components b) and c) of propylene carbonate.
    Type: Grant
    Filed: June 29, 1990
    Date of Patent: July 2, 1991
    Assignee: Mobay Corporation
    Inventor: Neil H. Nodelman
  • Patent number: 5013813
    Abstract: A polyurea elastomer which exhibits a rapid dry time is disclosed. The elastomer includes an isocyanate, an amine terminated polytetrahydrofuran and a chain extender. The isocyanate is preferably a quasi-prepolymer of an isocyanate and a material selected from at least one polyol, a high molecular weight polyoxyalkyleneamine or a combination thereof.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: May 7, 1991
    Assignee: Texaco Chemical Company
    Inventors: Robert L. Zimmerman, Dudley J. Primeaux, II
  • Patent number: 5013812
    Abstract: Disclosed are polybiuret compositions prepared by the reaction of a polyoxyalkylene polyurea and a polyisocyanate. ##STR1## where R is H, CH.sub.3 or C.sub.2 H.sub.5 and R' is an organic radical. The reaction product of a polyoxyalkylene polyurea and polyisocyanates are prepared without the necessity of a catalyst.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: May 7, 1991
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 5009950
    Abstract: The present invention is directed to composite structures by thermoplastically shaping an assembly of at least two flat thermoplastically formable plastic materials placed in layers one above the other and optionally at least one upper, lower and/or intermediate layer containing a reinforcing or filler material under such conditions of temperature and pressure that shaping is accompanied by intimate union of the individual layers of the assembly, characterized in that at least one of the flat plastic materials is based on a polyisocyanate polyaddition product having a density of at least 0.8 g/cm.sup.3 which has been prepared by the reaction of(a) aromatic polyisocyanates,(b) compounds having a molecular weight of 1800 to about 12000 and containing a statistical average of at least 2.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: April 23, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Wagner, Karl Peltzer, Werner Rasshofer
  • Patent number: 5000899
    Abstract: A elastic fibers are formed from spandex polymer that is prepared by reacting a glycol prepared from a tetrahydrofuran/3-methyltetrahydrofuran copolymer with a diisocyanate and then chain extending the thusly capped glycol with a particular mixture of diamines. The fibers have a highly desirable combination of power, hot-wet creep and heat-set efficiency and can be prepared at high spinning and windup speeds.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: March 19, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard L. Dreibelbis, Nathan E. Houser
  • Patent number: 4990575
    Abstract: Disclosed are novel compositions derived from polyoxyalkylene amines comprising olefin-terminated polyoxyalkylene ureas prepared by reacting polyoxyalkylene amines of the formula: ##STR1## with isopropenyl dimethylbenzyl isocyanate represented by the formula: ##STR2## said composition being represented by the formulas: ##STR3## where R'=H or methyl or ethyl and R" is the nucleus of a trifunctional polyol such as glycerine, trimethylolpropane, etc. and x has a value of 2 to 70.
    Type: Grant
    Filed: September 20, 1989
    Date of Patent: February 5, 1991
    Assignee: Texaco Chemical Co.
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 4980444
    Abstract: There is provided a new class of diamines of the formula ##STR1## wherein X=NH or O, and R represents a divalent, substituted or unsubstituted organic group having at the most 20 carbon atoms.The diamines, wherein X has the meaning of an O-atom, may be converted with diacids, diacid dichlorides, aromatic carboxylic acid anhydrides or diisocyanates into poly(esteraramid) amides, poly(esteraramid) imides, or poly(esteraramid) urea or, when X stands for an --NH-group, into poly(amidaramid) amides, poly(amidaramid) imides, or poly(amidaramid) urea.The wholly or largely aromatic polyamides, polyurea or polyimides are of an iterative structure.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: December 25, 1990
    Assignee: Akzo N.V.
    Inventors: Cornelis R. H. I. de Jonge, Gerrit Hoentjen, Eduard P. Magre
  • Patent number: 4977195
    Abstract: An elastomer which is the reaction product of:(a) at least one organic polyisocyanate;(b) at least one compound containing a plurality of isocyanate-reactive groups and having a molecular weight greater than 600, and(c) at least one chain extender having a molecular weight not exceeding 600,wherein at least one of components (a) and (b) is or includes a compound having a molecular weight greater than 600 and at least two reactive sites, at least one of which sites contains at least two isocyanate or isocyanate-reactive groups which are separated one from another by a chain of from 2 to 30 atoms and from the reactive groups in other reactive sites by a chain of more than 30 atoms.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: December 11, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Herbert R. Gillis
  • Patent number: 4975515
    Abstract: Novel polyurethanes having superior high temperature performance are prepared by reacting 3,5-di(methylthio)2,6-diaminotoluene with a toluenediisocyanate prepolymer having a free --NCO content of 0.1-20% by weight, preferably a toluenediisocyanate/polyether glycol prepolymer having a free --NCO content of 2-7% by weight. The elastomers have good dynamic properties, such as resilience, that make them attractive as tire-forming materials.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 4, 1990
    Assignee: Ethyl Corporation
    Inventors: Christopher J. Nalepa, James H. Simon
  • Patent number: 4956497
    Abstract: A thermoplastic composition is provided which comprises a phenylene ether resin, a preformed, two-phase rubber modified, high impact vinyl aromatic resin, and a preformed styrenic homopolymer which has a number average molecular weight of 65,000 to 120,000.
    Type: Grant
    Filed: April 22, 1988
    Date of Patent: September 11, 1990
    Assignee: General Electric Company
    Inventors: Peter H. Thompson, Richard J. Smalling
  • Patent number: 4948861
    Abstract: N,N'-dialkyl- and diarylphenylenediamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: August 14, 1990
    Assignee: UOP
    Inventors: William M. Baumann, Ray V. Scott, Jr., David W. House, Dusan J. Engel
  • Patent number: 4939182
    Abstract: Condensates of certain amino-substituted s-triazines, formaldehyde and alkanolamines are disclosed. These condensates can be used, with or without alkoxylation, in forming polyurethanes having desirable burn properties.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: July 3, 1990
    Assignee: The Dow Chemical Company
    Inventors: John E. Marugg, Johan A. Thoen, Michael A. P. Gansow
  • Patent number: 4931487
    Abstract: Polyurethanes are produced from compositions comprising at least one relatively high equivalent weight component and at least one chain extender selected from the group consisting of heterocyclic diamines, diaromatic disulfides, alkyl ethers of halogen-substituted aromatic diamines, polysubstituted alkyl diamines and alkyl acid esters of halogen-substituted diamino phenols of designated structures. Polyurethanes having high thermal stability, high tear strength and high modulus are produced.
    Type: Grant
    Filed: March 4, 1988
    Date of Patent: June 5, 1990
    Assignee: Dow Chemical Company
    Inventors: Ralph D. Priester, Jr., Edwin J. Strojny, Debra H. Stutts
  • Patent number: 4916201
    Abstract: This invention relates to novel polymeric polyamines containing internal urea, biuret, thiourea, dithiobiuret, and/or thioamide moieties, and to polymers prepared therefrom. This invention also relates to novel isocyanate-functional prepolymers containing urea, biuret, amide, thiourea, dithiobiuret, and/or thioamide moieties and to polymers prepared therefrom.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: April 10, 1990
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Craig D. DePorter
  • Patent number: 4914174
    Abstract: The present invention is directed to a liquid, storage-stable isocyanate prepolymer having an isocyanate group content of from 3 to 45% by weight, prepared by reacting(i) toluene diisocyanate and(ii) a polyamine of the structure ##STR1## where R represents an m-valent residue obtained by the removal of m functional groups from a compound having m functional groups and having a molecular weight of from 76 to about 10,000,X represents ##STR2## R.sup.1 represents hydrogen or an inert substituent, R.sup.2 represents hydrogen, a C.sub.1 to C.sub.5 alkyl group or a phenyl group,n is 1 or 2, andm is an integer of from 2 to 8.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: April 3, 1990
    Assignee: Mobay Corporation
    Inventor: William E. Slack
  • Patent number: 4912152
    Abstract: A one-pack type thermosetting composition comprising (A) at least one polyisocyanate compound having dispersed therein (B) at least one compound selected from the group consisting of (1) a solid polyfunctional compound having at least one functional group selected from the group consisting of hydrazino, primary amido and sulfamoyl groups, (2) a solid compound having at least one amidino group and (3) a solid compound having a heterocyclic ring and a plurality of active hydrogen atoms, or a one-pack type thermosetting composition comprising (A') a mixture consisting of (a) at least one polyisocyanate compound and (b) at least one high boiling polar compound, having dispersed therein (B') a solid polyfunctional compound having at least one active hydrogen atom. Said one-pack type thermosetting composition is storable and suitable for use in adhesives, sealing materials, coatings and shaped articles of resin.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: March 27, 1990
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Kazumi Nejigaki, Kenichi Kurosawa, Isao Nishiwaki, Yukihiro Okubo
  • Patent number: 4906722
    Abstract: Thermosetting reactive systems, comprising(a) at least one epoxide resin,(b) at least one isocyanate resin,(c) a reaction accelerator of the formula I ##STR1## in which R.sup.1 is --(CR.sup.4 R.sup.5).sub.n - with n=2-24, phenylene or naphthylene which is unsubstituted or mono- or poly-substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1-C.sub.4 alkoxy or C.sub.3 -C.sub.8 dialkylaminoalkyl, or a radical of the formulae ##STR2## R.sup.2 and R.sup.3 independently of one another are C.sub.1-C.sub.12 alkyl, phenyl or naphthyl which are unsubstituted or mono- or poly-substituted by halogen, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.1 -C.sub.4 alkoxy, or also C.sub.7 -C.sub.13 aralkyl, or in which R.sup.2 and R.sup.3, together with the N atom to which they are linked, form a 5-membered, 6-membered or 7-membered heterocyclic ring, and R.sup.4 and R.sup.5 independently of one another are hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Sameer H. Eldin, Alfred Renner
  • Patent number: 4906720
    Abstract: A polyisocyanate prepolymer composition comprising the reaction product of(a) an organic polyisocyanate or polyisocyanate mixture(b) a high molecular weight isocyanate-reactive compound or mixture thereof having a molecular weight from about 1,000 to 10,000(c) a low molecular weight isocyanate-reactive compound or mixture thereof having a molecular weight of about 60 to below 1,000wherein the weight ratio of low to high molecular weight compounds is in the range 40-1,000.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: March 6, 1990
    Assignee: Imperial Chemical Industries
    Inventor: Alain Parfondry
  • Patent number: 4902768
    Abstract: N-(polyoxyalkyl)-N-(alkyl)amines are reacted with isocyanates and chain extenders to form polyureas and/or polyurethane-urea elastomers.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: February 20, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Richard M. Gerkin, Nigel Barksby
  • Patent number: 4897430
    Abstract: One component mixtures of tri- and higher functional polyoxyalklyeneamines and aromatic polyisocyanates do not react or react only partially at room temperature and are cured by intimate mixing and heating. They are useful as caulks, sealants, and adhesives, for example.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: January 30, 1990
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 4891086
    Abstract: A process for polymer coating of narrow strands, for example, wires with a polymer, is disclosed whereby a rapidly reacting polymer formulation is sprayed onto the narrow strands whereupon it hardens in a very short period of time and another layer of strands is then placed atop the first which have now been coated with the polymer and a second layer of polymer formulation is sprayed on these strands, etc. The polymer formulation used comprises amine terminated polyethers of greater than 1500 average molecular weight, having greater than 50% of their average hydrogens in the form of amine hydrogens, a chain extender and an aromatic polyisocyanate.
    Type: Grant
    Filed: October 3, 1988
    Date of Patent: January 2, 1990
    Assignee: Texaco Inc.
    Inventors: Thomas H. Austin, Dudley J. Primeaux, II
  • Patent number: 4885353
    Abstract: The present invention is directed to a liquid, storage-stable isocyanate prepolymer having an isocyanate group content of from 3 to 30% by weight, prepared by reacting(i) an isocyante selected from the group consisting of methylene bis(phenylisocyanates), polymethylene poly(phenylisocyanates), and mixtures thereof, and(ii) a polyamine of the structure ##STR1## where R represents an m-valent residue obtained by the removal of m-functional groups from a compound having m-functional groups and having a molecular weight of from 76 to about 10,000,X represents ##STR2## R.sup.1 represents hydrogen or an inert substituent, R.sup.2 represents hydrogen, a C.sub.1 to C.sub.5 alkyl group or a phenyl group,n is 1 or 2, andm is an integer of from 2 to 8.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: December 5, 1989
    Assignee: Mobay Corporation
    Inventor: William E. Slack
  • Patent number: 4882408
    Abstract: One-component polyurethane systems contain reaction products prepared in situ from(A) monoamines and/or polyamines and/or polymeric substances having one or more amino groups and(B) mono- and/or polyisocyanates and/or polymeric substances having one or more isocyanate groupsas viscosity-regulating substances.
    Type: Grant
    Filed: July 11, 1988
    Date of Patent: November 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventor: Rainer Blum
  • Patent number: 4882411
    Abstract: The present invention relates to a process for the production of polyurethane urea elastomers from(a) NCO-terminated prepolymers based on polyisocyanates and polyethers having a molecular weight of 400 to about 10,000 and an ethylene oxide content of about 10 to 60 mole-% and(b) solid diaminodiphenyl ureas corresponding to the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may be the same or different and represent hydrogen or C.sub.1 -C.sub.6 alkyl radicals and wherein the amino groups are in the m-and/or p-position to the urea group,characterized in that the NCO prepolymers are reacted with the diaminodiphenyl ureas in powder-form in a heterogeneous phase at temperatures of about 5.degree. to 40.degree. C.The present invention is also directed to the polyurethane urea elastomers prepared by this process.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: November 21, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Grogler, Andreas Ruckes, Heinrich Hess, Richard Kopp
  • Patent number: 4882409
    Abstract: The present invention is directed to a process for the production of a polyurethane urea elastomer which comprises preparing a heterogeneous mixture of(a) a diaminodiphenylurea corresponding to the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, represent hydrogen or a C.sub.1 -C.sub.6 alkyl radical and wherein the amino groups are in the meta and/or para position to the urea group and(b) polyisocyanates and NH.sub.2 -or OH-groups containing compounds or a NCO-terminated prepolymer prepared from a polyisocyanate and a polyhydroxyl compound having a molecular weight of 400 to about 10,000, and subsequently reacting the heterogeneous system to form a polyurethane urea elastomer by heating the mixture to a temperature below the melting point of said diaminodiphenylurea.The present invention is also directed to heterogeneous reaction mixtures based on the above diaminodiphenylureas suspended in the above NCO-terminated prepolymers.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: November 21, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Grogler, Andreas Ruckes, Heinrich Hess
  • Patent number: 4871818
    Abstract: A polyester-based spandex filament or film is provided. The filaments when used swim-wear fabrics provide the fabrics with increased resistance to mildew-induced degradation. The filaments are formed from a spandex derived substantially from a poly(2,2-dimethyl-1,3-propylene 1,12-dodecanedioate) glycol having no more than 15 milliequivalents of glycol acidity per kilogram of glycol, which glycol is capped with an organic diisocyanate and then chain-extended with an aliphatic diamine.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: October 3, 1989
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Gary A. Lodoen
  • Patent number: 4871828
    Abstract: Polyisocyanates containing only trace amounts of free aromatic diisocyanates are recovered by purifying and isolating an isocyanate condensate containing free NCO groups from an impure admixture thereof, said isocyanate condensate impure admixture having been prepared by reacting a stoichiometric excess of an aromatic di- or polyisocyanate with a reactant compound containing at least two functional groups which are reactive with NCO groups, and such purification/isolation entailing extracting unreacted excess di- or polyisocyanate from said impure admixture with an inert gas, e.g., carbon dioxide, in either the liquid or supercritical state.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: October 3, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Andre Blind, Gerard Collas, Jean Robin, Ferenc Sagi
  • Patent number: 4868268
    Abstract: Novel polyurethanes are prepared by reacting(a) an organic diisocyanate of formula ##STR1## wherein M represents --CH.dbd.CH--; --N.dbd.N--; --CH.dbd.N--; ##STR2## or and where R.sub.1 through R.sub.4 may be the same or different and represent hydrogen, halogen, CN, CF.sub.3 or saturated aliphatic C.sub.1 -C.sub.12 alkyl residues which may be interrupted by ether hydrogen atoms with(b) compounds of molecular weights of from between 400 and 10,000 and which contain at least two active hydrogen atoms reactive toward isocyanate groups.
    Type: Grant
    Filed: November 3, 1988
    Date of Patent: September 19, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanns P. Muller, Roland Gipp
  • Patent number: 4857581
    Abstract: Cationic paint binders obtained through reaction of substituted ureas with formaldehyde and phenols are described. The substituted ureas are obtained through reaction of an isocyanate compound carrying at least one free, and optionally also blocked, NCO-group with equivalent quantities of a secondary non-aromatic amine. After partial protonation, the binders are used in water-dilutable paints, particularly in cathodically depositable electrodeposition paints.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: August 15, 1989
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Willibald Paar, Anton Arzt
  • Patent number: 4853316
    Abstract: Subbing layers on carrier elements for use with photopolymerizable, photosolubilizable, and photodepolymerizable compositions are advantageously comprised of polyureas and polybiuret polymer.
    Type: Grant
    Filed: November 18, 1987
    Date of Patent: August 1, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: James F. Sanders
  • Patent number: 4851562
    Abstract: There is provided a new class of diamines of the formula ##STR1## wherein X=NH or O, and R represents a divalent, substituted or unsubstituted organic group having at the most 20 carbon atoms.The diamines, wherein X has the meaning of an O-atom, may be converted with diacids, diacid dichlorides, aromatic carboxylic acid anhydrides or diisocyanates into poly(esteraramid) amides, poly(esteraramid) imides, or poly(esteraramid) urea or, when X stands for an --NH--group, into poly(amidaramid) amides, poly(amidaramid) imides, or poly(amidaramid) urea.The wholly or largely aromatic polyamides, polyurea or polyimides are of an iterative structure.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: July 25, 1989
    Assignee: Akzo N.V.
    Inventors: Cornelis R. H. I. de Jonge, Gerrit Hoentjen, Eduard P. Magre
  • Patent number: 4849492
    Abstract: Polyhydantoins of the general formula ##STR1## in which X stands for a bivalent aliphatic, aromatic or araliphatic radical,R.sup.1 denotes --CH.sub.2 --, ##STR2## --O--, --SO.sub.2 --, --C(R.sup.5,R.sup.6) R.sup.2 and R.sup.3 are identical or different and stand for hydrogen, C.sub.1 -C.sub.6 -alkyl or together stand for --(CH.sub.2).sub.4 --or --(CH.sub.2).sub.5 --andR.sup.5 and R.sup.6 are identical or different and stand for C.sub.1 -C.sub.6 -alkyl or together stand for --(CH.sub.2).sub.4 --or --(CH.sub.2).sub.5 --,are valuable high temperature-resistant polymers, which have utility in particular as film materials.
    Type: Grant
    Filed: September 29, 1988
    Date of Patent: July 18, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Heywang, Friedrich Jonas, Rudolf Merten, Werner Schmidtberg
  • Patent number: 4849460
    Abstract: The invention relates to a process for producing a polyurea or polyurea/polyurethane compound by reaction of an organic polyisocyanate with a diamine chain extender and an isocyanate-reactive polymer, the latter consisting at least in part, in a polymeric polyamine havng a molecular weight of from 1000 to 16000, containing from 2 to 4 primary amino groups per molecule, and being the condensation product of a polycarboxylic acid or ester with a stoichiometric excess of a polyamine having terminal propoxy groups and a molecular weight of from 500 to 5000.
    Type: Grant
    Filed: March 19, 1987
    Date of Patent: July 18, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: James M. Bentley, James P. Brown, Guy Frijns, David J. Sparrow
  • Patent number: 4847347
    Abstract: Alkylated polyamines which may be viewed as low molecular weight polymers of x-amino-y-methylenephenyl are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyantates. Alkylation may range from 5 up to 100 percent to afford polyamines with a broad spectrum of cure times, as well as to give elastomers with an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.
    Type: Grant
    Filed: January 28, 1988
    Date of Patent: July 11, 1989
    Assignee: UOP
    Inventors: William M. Baumann, David W. House, Ray V. Scott, Jr.
  • Patent number: 4835224
    Abstract: Polyamines are produced by hydrolyzing an isocyanate compound in the presence of at least one of a selected group of catalysts and a water miscible polar organic solvent in substantially homogeneous phase at 40.degree.-170.degree. C. The catalyst employed is selected from potassium hydroxide, rubidium hydroxide, cesium hydroxide, potassium alcoholates, rubidium alcoholates, cesium alcoholates, potassium carboxylates, rubidium carboxylates and cesium carboxylates. These polyamines are useful in the production of polyurethane(urea)s.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: May 30, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Ruckes, Werner Rasshofer, Klaus Konig, Richard Kopp
  • Patent number: 4806615
    Abstract: The invention is reaction injection molded (RIM) elastomer comprising a cured reaction product of primary or secondary amine terminated polyethers of greater than 1500 molecular weight, an aromatic polyisocyanate, a combination of an unsubstituted aromatic diamine chain extender and a substituted acyclic aliphatic diamine chain extender. The invention is also a method of preparation of a RIM polyurea elastomer as described above.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: February 21, 1989
    Assignee: Texaco Inc.
    Inventors: Doris M. Rice, Robert A. Grigsby, Jr., Richard J. G. Dominguez
  • Patent number: 4806616
    Abstract: N,N'-dialkyl- and diaylphenylenediamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such polyamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.
    Type: Grant
    Filed: December 9, 1987
    Date of Patent: February 21, 1989
    Assignee: UOP Inc.
    Inventors: William M. Baumann, Ray V. Scott, Jr., David W. House, Dusan J. Engel
  • Patent number: 4801674
    Abstract: N,N'-disubstituted diamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such diamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: January 31, 1989
    Assignee: UOP Inc.
    Inventors: Ray V. Scott, Jr., David W. House
  • Patent number: 4797427
    Abstract: The present invention is directed to new aromatic diamines containing sulfonic acid aryl esters corresponding to the formula ##STR1## wherein R.sub.1 represents hydrogen, an optionally branched C.sub.1 -C.sub.6 alkyl radical (preferably a methyl group), a C.sub.1 -C.sub.6 alkoxy radical or a halogen atom (preferably chlorine) andR.sub.2 and R.sub.3 which may be the same or different, represent hydrogen, an optionally branched C.sub.1 -C.sub.20 (preferably C.sub.1 -C.sub.6) alkyl radical, a C.sub.1 -C.sub.6 alkoxy radical or a halogen atom (preferably chlorine).The present invention is also directed to a process for the production of the above aromatic diamines containing sulfonic acid esters by the reaction of optionally substituted sulfochlorides with optionally substituted phenols followed by hydrogenation.
    Type: Grant
    Filed: April 19, 1988
    Date of Patent: January 10, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Sanders, Helmut Reiff, Gerhard Balle, Dieter Dieterich
  • Patent number: 4785068
    Abstract: A resin composition for use in cationic electrodeposition paints, said composition comprising a cationic resin and a blocked polyisocyanate compound as a curing agent component, said blocked polyisocyanate compound containing per molecule one low-temperature dissociating blocked isocyanate group having a blocking agent dissociating temperature of 60.degree. to 120.degree. C. and at least one high-temperature dissociating blocked isocyanate group which dissociates the blocking agent as a temperature higher than said dissociating temperature by at least 40.degree. C.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: November 15, 1988
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Akira Tominaga, Reiziro Nishida
  • Patent number: 4774264
    Abstract: Elastic molded articles having a closed surface layer are made from polyurea elastomers by the reaction injection molding technique. These polyurea elastomers are prepared from a polyisocyanate in which all of the isocyanate groups are aromatically bound, a polyether and a diamine. The polyether has at least two isocyanate-reactive groups and a molecular weight from 1800 to 12,000. At least 50% of the isocyanate-reactive groups in the polyether are primary and/or secondary amino groups. The diamine has a molecular weight from 108 to 400 and primary and/or secondary aromatically bound amino groups. Known auxiliary agents and additives may also be employed.
    Type: Grant
    Filed: April 18, 1986
    Date of Patent: September 27, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Weber, Hans Wirtz, Klaus Seel
  • Patent number: 4774263
    Abstract: Elastic molded articles having a closed surface layer are made from polyurea elastomers by the reaction injection molding technique. These polyurea elastomers are prepared from a polyisocyanate in which all of the isocyanate groups are aromatically bound, a polyether and a diamine. The polyether has at least two isocyanate-reactive groups and a molecular weight from 1800 to 12,000. At least 50% of the isocyanate-reactive groups in the polyether are pjrimary and/or secondary amino groups. The diamine has a molecular weight from 108 to 400 and primary and/or secondary aromatically bound amino groups. Known auxiliary agents and additives may also be employed.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: September 27, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Weber, Hans Wirtz, Klaus Seel
  • Patent number: 4761465
    Abstract: Diisocyanate and polyoxyalkylene diamine reaction products which contain as the principle reaction component, a diamine having the formula: ##STR1## wherein R' independently represents hydrogen or methyl and x is a number having an average value of at least 1 to about 60 and a diisocyanate of the formula: ##STR2## The products of the invention are obtained by reacting a polyoxyalkylene diamine with an excess of diisocyanate in the presence of a polar solvent to obtain products with the following general structures: ##STR3## where B is alkyl group from diisocyanates. These products and the corresponding blocked isocyanate prepolymer are further used to prepare coatings by reaction with polyoxyalkylene polyamine.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: August 2, 1988
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Jiang-Jen Lin, Michael Cuscurida
  • Patent number: 4751255
    Abstract: The invention relates to a polymeric polyamine having a molecular weight of from 1000 to 16000 and containing from 2 to 4 primary amino groups per molecule, the polymeric polyamine being the condensation product of a polycarboxylic acid or ester with a stoichiometric excess of a polyamine having terminal aminopropoxy groups and a molecular weight below 500.
    Type: Grant
    Filed: March 19, 1987
    Date of Patent: June 14, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: James M. Bentley, James P. Brown, Guy Frijns, David J. Sparrow
  • Patent number: 4748192
    Abstract: An aliphatic, isocyanate-base, polyurethane polymer and a process for preparing the polymer. The process comprises reacting, such as by spraying onto a substrate or an open mold, a caprolactone polyol with an aliphatic isocyanate in the presence of a catalytic amount of a metallo catalyst, and also in the presence of a fast-curing amount of a curing agent comprising an amine, particularly a triethanol amine, to provide a fast-reaction aliphatic urethane polymer which is a clear, easily color-pigmented polymer.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: May 31, 1988
    Assignee: Urylon Development, Inc.
    Inventor: Stuart B. Smith
  • Patent number: 4748226
    Abstract: This invention relates to novel 2-(alkoxymethyl) pentane-1,5-diisocyanates, 2-(alkoxymethyl)-pentane-1,5-diurethanes, and 2-(alkoxymethyl)-pentane 1,5-dicarbamic acid chlorides having the structure: ##STR1## in which R is a straight chain or branched C.sub.1 -C.sub.20 -alkyl radical, a straight chain or branched C.sub.2 -C.sub.20 -alkenyl radical, a straight chain or branched C.sub.3 -C.sub.20 -oxaalkyl radical, an optionally substituted C.sub.5 -C.sub.12 -cycloalkyl radical, or an optionally substituted C.sub.7 -C.sub.20 -aralkyl radical and X is a --NCO--, --NH--CO.sub.2 R.sup.1 --, --NHCO.sub.2 R.sup.2 -- OR - NHCOCl-group whereby R.sup.1 and R.sup.2 can be the same or different and are a straight chain or branched C.sub.1 -C.sub.20 -alkyl radical or a C.sub.5 -C.sub.12 cycloalkyl radical, as well as a process for their preparation.
    Type: Grant
    Filed: September 16, 1987
    Date of Patent: May 31, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Wolfgang Schwarz
  • Patent number: 4746717
    Abstract: An isocyanate-terminated sulfocompound is the reaction product of a polyisocyanate and a sulfopolyol or sulfopolyamine which is the reaction product of one mole of a sulfodicarboxylic acid and about two moles of an aliphatic polyol or polyamine having two or more hydroxyl or amino groups attached to a linear chain and having a molecular weight of up to 2000. The sulfocompound can be reacted with ethylenically-unsaturated alcohols, water, polyamines, or polyols, to give ethylenically-unsaturated sulfocompounds, sulfopolyureas or sulfopolyurethanes.
    Type: Grant
    Filed: January 22, 1987
    Date of Patent: May 24, 1988
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Wayne K. Larson
  • Patent number: 4740568
    Abstract: A poly(triazolinethione) is prepared by a process comprising the steps:(a) providing a poly(acylthiosemicarbazide),(b) cyclodehydrating the poly(acylthiosemicarbazide) by subjecting it to an elevated temperature in the presence of an aqueous alkaline solution to form a polyanion of a poly(triazolinethione),(c) treating the polyanion of the poly(triazolinethione) with aqueous acid solution to provide the poly(triazolinethione), and(d) isolating the resulting poly(triazolinethione).
    Type: Grant
    Filed: September 3, 1986
    Date of Patent: April 26, 1988
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Alan R. Katritzky, Stephen J. Cato, Jerald K. Rasmussen, Larry R. Krepski, Steven M. Heilmann
  • Patent number: 4738989
    Abstract: An aliphatic, isocyanate-base, polyurethane polymer and a process for preparing the polymer. The process comprises reacting, such as by spraying onto a substrate or an open mold, a caprolactone polyol with an aliphatic polyisocyanate in the presence of a catalytic amount of a metallo catalyst, and also in the presence of a fast-curing amount of a curing agent comprising an amine, particularly an aromatic diamine, such as diethyl toluene diamine, to provide a fast-reaction aliphatic polyurethane polymer.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: April 19, 1988
    Assignee: Urylon Development, Inc.
    Inventor: Stuart B. Smith