Process Of Polymerizing In The Presence Of A Specified Material Other Than Reactant Patents (Class 528/48)
  • Patent number: 4727100
    Abstract: A coating composition useful as an exterior for automobiles and trucks and as a refinish composition containing a film forming binder and a carrier for the binder; wherein the binder contains(1) a reactive component of the formula ##STR1## where R is a divalent or trivalent aliphatic or cycloaliphatic group,R.sup.1 is an alkyl group having 1-4 carbon atomsn is 2-3(2) a hydroxy containing acrylic polymer having drying oil fatty acid moieties and a hydroxyl number of 20-500 and(3) an organo metallic alkylate selected from the group of an aluminum, titanium, zirconium alkylate, or mixtures thereof.The composition can be applied by conventional techniques such as spraying and cures at ambient temperatures or can be baked at relatively low temperatures.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: February 23, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Joseph A. Vasta
  • Patent number: 4727099
    Abstract: A coating composition containing a film forming binder and a carrier for the binder; wherein the binder consists essentially of(1) a reactive polyurethane of the formula ##STR1## where R is a divalent or trivalent aliphatic or cycloaliphatic group,R.sup.1 is an alkyl group having 1-4 carbon atoms, n is 2-3;(2) a hydroxy containing polymer having a hydroxyl number of 50-200 and having pendent ester groups;(3) an organo metallic alkylate catalyst selected from the group of an aluminum alkylate, zirconium alkylate, titanium alkylate or mixtures thereof.The composition can be applied by conventional techniques such as spraying and can be cured at relatively low baking temperatures.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: February 23, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Joseph A. Vasta
  • Patent number: 4725457
    Abstract: A resinous composition is composed of the ungelled reaction product of(i) a diester of oxalic acid;(ii) a material containing one or more primary and/or secondary amino groups and one or more additional functional groups; and(iii) a material capable of coreacting with (i) or (ii).The resinous composition is useful in formulating intumescent fire protective compositions for fire protection of substrates.
    Type: Grant
    Filed: August 7, 1986
    Date of Patent: February 16, 1988
    Assignee: PPG Industries, Inc.
    Inventors: Thomas A. Ward, Karl F. Schimmel, Lois C. Trautvetter, Robert W. Heber, John P. Mikus, Jerome A. Seiner
  • Patent number: 4721751
    Abstract: A polymerizable ethylenically unsaturated urea urethane polymer dispersed in a polymerizable ethylenically unsaturated compound is prepared by a process which comprises reacting a polyisocyanate, at least a portion of which is a diisocyanate, with a polyfunctional amine containing primary and/or secondary amino groups in the presence of:(a) a polyol, at least a portion of which is a polymeric polyol containing ethylenic unsaturation and having a carbon to oxygen ratio of at least 4/1;(b) a diluent which is an ethylenically unsaturated compound free of active hydrogens; and(c) an active hydrogen containing polymerizable ethylenically unsaturated compound; under conditions sufficient to form a polymerizable ethylenically unsaturated urea urethane polymer dispersed in a polymerizable ethylenically unsaturated compound.The aforedescribed urea urethane polymer dispersions are particularly useful in formulating curable compositions suitable for use as adhesives and sealants.
    Type: Grant
    Filed: March 26, 1987
    Date of Patent: January 26, 1988
    Assignee: PPG Industries, Inc.
    Inventors: Raymond F. Schappert, Joseph M. Makhlouf, Michael M. Chau
  • Patent number: 4721759
    Abstract: A resin composition with which to coat a steel structure used as a reinforcement, in a lightweight foam concrete produced under the condition of high temperature, high pressure and high alkalinity. The resin composition with which to coat a steel structure comprises a phenoxy resin and a hardening agent having a blocked isocyanate group.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: January 26, 1988
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventor: Takeyuki Tanaka
  • Patent number: 4719277
    Abstract: In a process for the production of linear segmented polyurethane by simultaneous reaction of macrodiols, low-molecular diols as chain-lengthener and aromatic diisocyanate, in a solvent in the presence of catalyst, and in the presence of catalytic amounts of a magnesium or calcium salt, an aromatic carboxylic acid macrodiol, monomeric, lower-molecular diol and aromatic diisocyanate are reacted, the macrodiol being used in such amounts as to adjust in the prepared polyurethane a weight ratio of soft segment to hard segment of about 4:1 to 1:4. Preferred embodiments include reaction at temperature from about 70.degree. to 120.degree. C.; use of an inert solvent; and having the concentration of starting material amount to about 10-40% by weight relative to the mixture of starting material and solvent. Also provided are polyurethanes obtained according to this process, having a molecular non-uniformity from 2 to 7.
    Type: Grant
    Filed: July 9, 1982
    Date of Patent: January 12, 1988
    Assignee: AKZO NV
    Inventors: Joachim Behnke, Christoph Josefiak
  • Patent number: 4716193
    Abstract: The invention is a reinforced reaction injection molded elastomer made by reacting in a closed mold amine terminated polyethers of greater than 1500 average molecular weight, having greater than 50% of their active hydrogens in the form of amine hydrogens, a chain extender, an aromatic polyisocyanate, a filler and an effective amount of a silane having the formula:(R').sub.y --Si--(R).sub.xwhere x+y=4; R' is a hydrophobic moiety and R is an alkoxy group, preferably methoxy or ethoxy.
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: December 29, 1987
    Assignee: Texaco, Inc.
    Inventor: Robert A. Grigsby, Jr.
  • Patent number: 4711936
    Abstract: A curing agent for an epoxy resin comprises a cyclodextrin clathrate compound of a compound which is reactive with an epoxy group, a curing agent for an epoxy resin comprising a mixture of a cyclodextrin clathrate compound of a compound which is reactive with an epoxy group with a trace amount of amylase, and methods for the preparation of these curing agents. The curing agents are stable at room temperature, and the curing reaction is initiated under remarkably simple conditions.
    Type: Grant
    Filed: November 13, 1985
    Date of Patent: December 8, 1987
    Assignee: Japan Liquid Crystal Co., Ltd.
    Inventors: Ichiro Shibanai, Kenji Nakamura
  • Patent number: 4709002
    Abstract: A method for the preparation of a molded reaction injection molded rigid non-cellular polyisocyanurate polymer composition by injecting at least two streams into the mold cavity of a RIM machine to react at temperatures of from about ambient to about 140.degree. C. a formulation comprising at least one stream of an organic di- or polyisocyanate and in a second stream a cyclic alkylene carbonate and a soluble adduct of a tertiary amine and a cyclic alkylene carbonate as catalyst.
    Type: Grant
    Filed: June 5, 1986
    Date of Patent: November 24, 1987
    Assignee: Atlantic Richfield Company
    Inventor: Usama E. Younes
  • Patent number: 4705838
    Abstract: The process for acceleration of the cure rate of an epoxy resin which comprises forming a mixture of an epoxy resin, a boron trifluoride-amine complex and an isocyanate compound and curing said mixture at a temperature in the range of from about ambient to about 130.degree. C. is described.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: November 10, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4698408
    Abstract: An adhesive comprising a mixture of (A) a mixture of an isocyanate prepolymer and a polyepoxide which is essentially free of hydroxyl groups, and (B) a mixture of a polyol, a urethane catalyst and an epoxy curing catalyst and structures prepared by adhering substrates to one another by means of said adhesive are described.
    Type: Grant
    Filed: July 21, 1986
    Date of Patent: October 6, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Harvey J. Richards
  • Patent number: 4681926
    Abstract: The process for preparing a polyurethane which sets rapidly and can be demolded within minutes by the reaction of a bicyclic amide acetal, a polyol and a polyisocyanate in the presence of a plasticizer such as dioctyl phathalate and a polyurethane catalyst such as stannous octoate is described.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: July 21, 1987
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4680368
    Abstract: An ultraviolet curable ink composition comprising, as main components,(A) a polyurethane poly(meth)acrylate obtained by reacting a polyisocyanate compound of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a methyl group, and n is an integer of from 1 to 20, with a hydroxyl group-containing (meth)acrylate, and having, in one molecule, at least two (meth)acryloyl groups and at least two urethane bonds,(B) a radical polymerizable low molecular weight compound, and(C) a photopolymerization initiator.
    Type: Grant
    Filed: June 3, 1986
    Date of Patent: July 14, 1987
    Assignee: Mitsubishi Rayon Company Limited
    Inventors: Hideo Nakamoto, Fumito Aosai, Hiroshi Fukushima, Eriko Suda
  • Patent number: 4680367
    Abstract: The present invention is directed to a process for the production of urea group-containing, finely divided solid polyisocyanates by emulsifying or suspending a urea group-free organic polyisoycanate in an excess of water so that said organic polyisocyanate amounts to about 1 to 65% by weight of the reaction mixture, said water containing about 0.01 to 5% by weight, based on the aqueous phase, of a protective colloid and reacting the organic polyisocyanate with water to yeild a urea group-containing polyisocyanate.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: July 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Kopp, Gerhard Grogler, Heinrich Hess, Klaus Konig
  • Patent number: 4678816
    Abstract: This invention relates to a mould material binding agent system for the manufacture of foundry mould parts. This binding agent system contains, as components, a solution of a phenol-containing polyol having at least two OH-groups in the molecule and a polyisocyanate, optionally in the form of a solution, having at least two NCO-groups in the molecule, which react with each other to a cold-hardening binding agent with formation of polyurethane. As polyisocyanate component there are used (optionally phenyl-substituted) diphenyl-4,4', diisocyanates having a content of more than 10% by wt. (referred to the total quantity of polyisocyanate), preferably more than 20% by wt., of the isomeric diphenyl-2,4'-diisocyanate (likewise optionally phenyl-substituted), which also contain an addition of a small quantity of acid chlorides and/or chlorosilanes.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: July 7, 1987
    Assignee: Huttenes-Albertus Chemische Werke GmbH
    Inventor: Marek Torbus
  • Patent number: 4677179
    Abstract: This invention provides a novel storage stable, heat curable, coating composition comprising(a) a ketoxime blocked polyisocyanate,(b) a polyol containing 2-4 terminal OH groups,(c) at least one ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH.sub.3, R.sub.1 is an organic moiety and n is 1 and preferably at least 2,(d) a free radical thermal initiator for (c), and(e) a deblocking and curing catalyst for (a).The reaction between (a) and (b) in the composition results in a thermoset material which is believed to form an interpenetrating network with the resulting thermoset from (c) on thermal curing.The coating composition which is airless sprayable, storage stable and can be cured at low temperatures (about 80.degree.-120.degree. C.) provides a coating having good adhesion to metal surfaces with good abrasion resistance and good corrosion protection.
    Type: Grant
    Filed: June 17, 1986
    Date of Patent: June 30, 1987
    Assignee: W. R. Grace
    Inventor: Gerd K. Hannemann
  • Patent number: 4672094
    Abstract: A process is described for increasing the molecular weights of thermoplastic polyamides and polyesteramides by fluxing and homogenizing the subject polymers which have been prepared by the reaction of an organic diisocyanate and a dicarboxylic acid with an effective amount of an organic diisocyanate reagent at a temperature of at least about 150.degree. C.
    Type: Grant
    Filed: January 21, 1986
    Date of Patent: June 9, 1987
    Assignee: The Dow Chemical Company
    Inventors: Robert G. Nelb, II, Kemal Onder, Karl W. Rausch, John A. Vanderlip
  • Patent number: 4670346
    Abstract: A process for preparing a slow-burning, low-smoking, high heat-distortion-temperature polyisocyanurate polymer and the polymer produced thereby, which process comprises reacting an MDI prepolymer with a caprolactone polyol in the presence of a trimerization catalyst, wherein the MDI prepolymer is prepared from an MDI having a functionality of about 2.4 or less, and particularly a 2.4 isomer, and with an ethylene-oxide-capped polypropylene oxide polyol, the process providing for the formation of a rigid, high heat-distortion RIM or an open-spray molded part.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: June 2, 1987
    Assignee: Thermocell Development, Ltd.
    Inventor: Stuart B. Smith
  • Patent number: 4649162
    Abstract: The invention relates to a process for the preparation of cellular or noncellular plastics, preferably polyurethane coatings, by reacting at least two components with one another, preferably organic polyisocyanates and polyhydroxyl compounds, by feeding the components into a mixing zone separately, and mixing them together and then discharging the reaction mixture from the mixing zone, while adding air heated to a temperature of 100.degree. to 1200.degree. C. to the reaction mixture as it emerges from the mixing zone.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: March 10, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Roche, Mathaeus Rank
  • Patent number: 4649180
    Abstract: Substantially linear, segmented polyester-amides are disclosed which contain aromatic residues in the hard segments and as soft segments the residues of polycarbonate diols of molecular weight from about 400 to about 4000.The polymers are characterized by the unexpected combination of excellent hydrolytic stability, thermal stability, and low temperature flexibility.
    Type: Grant
    Filed: March 17, 1986
    Date of Patent: March 10, 1987
    Assignee: The Dow Chemical Company
    Inventors: Augustin T. Chen, Kemal Onder
  • Patent number: 4636556
    Abstract: A heat-hardenable reaction resin mixture including a polyisocyanate; a polyepoxy resin and an olefinically unsaturated compound having no active hydrogen atoms. Addition complexes of tertiary amines and boron trichloride having the general formula BCl.sub.3.NR.sub.1 R.sub.2 R.sub.3 are used as accelerators. Polymerizate inhibitors may also be added. The mixture is very storage-stable and hardens in short times (quickly) at elevated temperatures. The molding materials obtained in this manner are highly resistant to thermal aging.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: January 13, 1987
    Assignee: Siemens Aktiengesellschaft
    Inventors: Walter Ihlein, Wolfgang Rogler
  • Patent number: 4624981
    Abstract: This invention relates to a new process for the production of polyamide imides.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: November 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Zecher, Rolf Dhein, Klaus Reinking
  • Patent number: 4619985
    Abstract: The present invention is directed to a process for the production of suspensions of finely-divided polyisocyanates which are obtainable by the surface reaction with from 0.1 to 25 equivalent percent of reactive group per NCO of stabilizers in relatively high molecular weight polyols and/or relatively high molecular weight polyamines having molecular weights from 400 to 6,000 optionally with addition of lower molecular weight polyols and/or aromatic amines having molecular weights of from 60 to 399, which are characterized in that unreacted quantities of stabilizers in the suspension are subsequently partially or completely deactivated by addition of substances having an acylating and/or neutralizing and/or alkylating effect and/or adsorbing effect as "deactivators". In particular, mono- and/or polyisocyanates are used as "deactivators".
    Type: Grant
    Filed: May 8, 1985
    Date of Patent: October 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Hess, Gerhard Grogler, Richard Kopp, James M. Barnes
  • Patent number: 4609682
    Abstract: The present invention relates to a new process for the production of elastomeric polyurethane moldings which may be microcellular having a sealed surface layer and an average density of from 0.8 to 1.4 g/cm.sup.3, wherein specific condensation products of ricinoleic acid are used as internal mold release agents.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: September 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Weber, Klaus Konig, Manfred Schmidt
  • Patent number: 4607090
    Abstract: This invention relates to reaction injection molded elastomers derived from high molecular weight amine terminated polyethers and/or high molecular weight polyols, a chain extender, a polyisocyanate, an epoxy silane coupling agent, and untreated filler material. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: August 8, 1985
    Date of Patent: August 19, 1986
    Assignee: Texaco Inc.
    Inventor: Richard J. G. Dominguez
  • Patent number: 4604418
    Abstract: The invention relates to a process for isocyanurating hexamethylene-diisocyanate containing polyol adduct thereof using a novel catalyst and to a paint composition formed from of the product of the above mentioned process and polyol, and to the composition yielding a paint film showing an excellent light resistance and weather resistance, especially high yellowing resistance.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: August 5, 1986
    Assignee: Nippon Polyurethane Industry Co., Ltd.
    Inventors: Masanori Shindo, Yusuke Aoki, Yosizumi Kataoka, Susumu Enomoto, Minoru Nakamura
  • Patent number: 4597910
    Abstract: Bis-(4-isocyanatophenoxy)-alkanes corresponding to the formula ##STR1## in which R represents a divalent, saturated aliphatic hydrocarbon radical having from 2 to 6 carbon atoms with at least two carbon atoms between the two ether oxygen atoms, andR' represents hydrogen or a methyl group with R' being the same on both rings,are produced by phosgenating the corresponding diamine or an adduct of the corresponding diamine. These diisocyanates are particularly useful in the production of isocyanate addition products having outstanding physical and mechanical properties.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: July 1, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Konig, Peter Heitkamper
  • Patent number: 4596835
    Abstract: Reinforced cellular or noncellular molded polyurethane parts are prepared by heating a mixture of reinforcing materials and a heat-curable composition of polyisocyanates and polyols in an open or closed mold, said composition being storage-stable at room temperature and containing, optionally, auxiliaries and additives. In said composition, the polyisocyanate is dispersed in the form of discreet particles having particle diameters from 0.1 to 150 .mu.m in the polyol and the polyisocyanate particles are deactivated on their surfaces such that from 0.01 to 20 equivalent percent of the total available isocyanate groups are deactivated and such that the ratio of free isocyanate groups to hydroxyl groups is from 0.7:1 to 2.5:1.The polyurethane molded parts are suitable for use as self-supporting trim parts, reinforcement parts, or molded parts for various applications.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: June 24, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Werner, Rainer Blum, Peter Horn, Martin Welz, Rolf Osterloh
  • Patent number: 4595129
    Abstract: A container for storing a moisture-sensitive material which comprises a fillable space behind the moisture-sensitive material, which has contained therein a water-reactive, highly volatile silane, alkyl titanate or isocyanate which, upon reaction with water, produces a low-viscosity material which is water repellant. The water-reactive compound prevents contact of moisture with the moisture-sensitive material while it is in the container.
    Type: Grant
    Filed: December 28, 1983
    Date of Patent: June 17, 1986
    Assignee: Cemedine Co., Ltd.
    Inventors: Eiichi Okuno, Naomi Okamura, Keiji Ozawa, Takashi Saitoh
  • Patent number: 4585850
    Abstract: This invention relates to reaction injection molded elastomers derived from high molecular weight amine terminated polyethers and/or high molecular weight polyols, a chain extender, a polyisocyanate, and flaked glass treated with an amino, chloro, and/or isocyanate silane coupling agent. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: April 29, 1986
    Assignee: Texaco Inc.
    Inventor: Richard J. G. Dominguez
  • Patent number: 4582887
    Abstract: This invention relates to reaction injection molded elastomers derived from high molecular weight amine terminated polyethers and/or high molecular weight polyols, a chain extender, a polyisocyanate, a chloro and/or isocyanate silane coupling agent, and untreated filler material. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: April 15, 1986
    Assignee: Texaco Inc.
    Inventors: Richard J. G. Dominguez, David R. McCoy
  • Patent number: 4582723
    Abstract: The invention relates to a heat-hardened molded material produced from a resin mixture of a polyfunctional epoxide, a polyfunctional isocyanate and a reaction accelerator, which optionally contains additives and/or fillers. The objective is to make a resin mixture which permits the manufacture of a highly heat-resistant molded material, and which has at the same time a high-temperature cycle resistance and good mechanical properties. For this purpose, the polyfunctional epoxide of the resin includes a polyoxyalkylene glycol polyglycidyl ether.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: April 15, 1986
    Assignee: Siemens Aktiengesellschaft
    Inventors: Helmut Markert, Wolfgang Rogler, Klaus Kretzschmar, Wolfgang Bendel
  • Patent number: 4578446
    Abstract: Polyurethanes may be conveniently made by curing isocyanate-terminated urethane prepolymers with a N,N'-dialkylmethylenedianiline. The diamine N,N'-di(2-butyl)-4,4'-methylenedianiline is a particularly useful diamine. The resulting polyurethanes often are thermoplastic rather than thermosetting, making them especially useful as coatings, adhesives, and sealants. Such secondary aromatic diamines have acceptable pot lives and afford products with a variety of properties.
    Type: Grant
    Filed: March 25, 1985
    Date of Patent: March 25, 1986
    Assignee: UOP Inc.
    Inventors: David W. House, Ray V. Scott, Jr.
  • Patent number: 4575518
    Abstract: Homogeneous storable mixtures containing small quantities of salts and having a high mixed hydroxyl number of mixed hydroxyl/amine number are made by mixing (a) a polyoxyalkylene polyol and/or polyolamine and/or polyamine based on an alkyloxirane having a molecular weight of from 400 to 12,000, (b) a low molecular weight polyol which is not completely miscible with (a) and a solution-promoting additive in quantities such that for every 100 parts of (a), from 1 to 200 parts of (b) and from 0.01 to 10 parts of (c) are present. The solution-promoting additives are salts of cations of Groups IA, IIA and IIIA of the Periodic System of Elements or ammonium or mono- to tetra-alkylammonium ions and anions formed by removing at least one proton from an acid having a K.sub.s -value of at least 10.sup.-7. These mixtures are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: March 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Reiner Paul
  • Patent number: 4568717
    Abstract: Polymer polyols made by reacting a liquid terephthalic polyester polyol with an organic polyisocyanate in the presence of a polyether polyol solvent are described. The liquid terephthalic polyester polyol may be made by reacting residue or scrap polyethylene terephthalate (PET) with an oxyalkylene glycol. The oxyalkylene glycol is preferably either diethylene glycol alone or a mixture of diethylene glycol and at least one other oxyalkylene glycol. The liquid terephthalic polyester polyol is preferably distilled to remove ethylene glycol. The polymer polyols of this invention are useful in the reaction with polyisocyanates to make polyurethane elastomers and flexible foams.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: February 4, 1986
    Assignee: Texaco, Inc.
    Inventors: George P. Speranza, Michael Cuscurida
  • Patent number: 4564651
    Abstract: This invention provides reaction resin molded materials (OX/ICR molded materials) containing oxazolidinone and isocyanurate rings prepared from reaction resin mixtures of polyepoxides and polyisocyanates (EP/IC resins) in the presence of a hardening catalyst and has as an object to provide a simple manufacturing method for heat resistant OX/ICR molded materials with improved mechanical properties. According to this invention, EP/IC resins which are capable of casting and impregnating and which are free from solvents are provided. These resins have a formula mole ratio of EP:IC of about 1 to 5 and a viscosity of up to 7,000 mPa sec at 25.degree. C. and are cross-linked by means of tertiary amine or imidazole hardening catalysts at gelling temperatures of up to 130.degree. C. and post-hardening temperatures of 130.degree. to 200.degree. C. to produce OX/ICR molded materials with a mole ratio OX:ICR greater than 1, wherein the reaction of the epoxy and isocyanate groups is above 90% after the hardening.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: January 14, 1986
    Assignee: Siemens Aktiengesellschaft
    Inventors: Helmut Markert, Wolfgang Rogler, Klaus Kretzschman, Klaus-Robert Hauschildt
  • Patent number: 4558074
    Abstract: This invention relates to a mould material binding agent system for the production of foundry mould parts. This binding agent system contains as components a solution of a phenol-containing polyol having at least two OH groups in the molecule and a polyisocyanate, optionally also in the form of a solution, having at least two NCO groups in the molecule, which react with one another to a cold-hardening binding agent with formation of polyurethane. According to the invention there is also added to the polyisocyanate component a chlorosilane, which for example may comprise one or more compounds of the group trimethyl chlorosilane, dimethyl dichlorosilane, methyl trichlorosilane, tetrachlorosilane, diethyl chlorosilane, vinyl trichlorosilane and diphenyl dichlorosilane. The added quantity is preferably 0.01-2% by wt. relative to the polyisocyanate component.
    Type: Grant
    Filed: February 7, 1985
    Date of Patent: December 10, 1985
    Assignee: Huttenes-Albertus Chemische Werke GmbH
    Inventor: Marek Torbus
  • Patent number: 4556703
    Abstract: A prepolymer curable with a hydroxyl or amine functional curative to form a polyurethane elastomer composition having low heat buildup characteristics is disclosed. Specifically, the polyurethane prepolymer has terminally reactive isocyanate groups and is prepared by reaction of polymeric diol with a stoichiometric excess of a mixture of the 2,6- and 2,4-isomers of tolylene diisocyanate, said mixture containing from about 50 to about 90 wt % of the 2,6-isomer.The invention also relates to a polyurethane elastomer composition comprising the aforementioned prepolymer and a curingly effective amount of a curative selected from the group consisting of aromatic diamines, hydroxy functional compounds, and mixtures thereof, and optionally, from about 0.01 to 1 part of catalyst per hundred parts of prepolymer.Also disclosed are articles of manufacture produced from the above composition, as well as compositions wherein the mixture contains 40 to 100 wt % of the 2,6-isomer.
    Type: Grant
    Filed: May 14, 1984
    Date of Patent: December 3, 1985
    Assignee: American Cyanamid Company
    Inventors: Ignazio S. Megna, Curtis A. Franz
  • Patent number: 4555536
    Abstract: An anti-corrosive polyurethane coating composition which has excellent anti-corrosive property, water resistance, adhesive property to metals and impact resistance and can be coated thick in one coating operation, comprising (1) a polyol mixture of castor oil or a polyol derived from castor oil and an amine polyol produced by addition reaction of an alkylene oxide to a nitrogen-containing compound having at least 2 active hydrogen atoms such as ammonia, an aliphatic amine or an aromatic amine, the amine polyol having at least 2 hydroxyl groups and a hydroxyl value of at least 150 mgKOH/g, (2) a polyisocyanate compound, and optionally coal tar, an aromatic hydrocarbon oil or resin, or usual paint additives.
    Type: Grant
    Filed: July 3, 1984
    Date of Patent: November 26, 1985
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Hirohisa Maki, Takashi Sano, Misao Yamamoto
  • Patent number: 4547409
    Abstract: The invention relates to a self-crosslinking heat-curable binder, in particular for electropaints, which is based on an organic synthetic resin which contains primary and/or secondary and, if desired, also tertiary amino groups and esterified carboxyl groups and is water-dilutable due to partial or complete neutralization with acids. The esterified carboxyl groups are activated in the alcohol component by a substituent which induces a negative inductive effect.
    Type: Grant
    Filed: October 2, 1984
    Date of Patent: October 15, 1985
    Assignee: BASF Farben & Fasenn A.G.
    Inventors: Michael Geist, Horst Diefenbach
  • Patent number: 4546138
    Abstract: This invention relates to a new process for the production of polyamide imides.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: October 8, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Zecher, Rolf Dhein, Klaus Reinking
  • Patent number: 4546167
    Abstract: Polyurethane elastomer compositions, having a compression set less than or equal to about 40% are disclosed. These polyurethane elastomer compositions comprise the reaction product of:(a) A polyurethane prepolymer having terminally reactive isocyanate groups and formed as a reaction product of polymeric diol with a stoichiometric excess of p-tetramethylxylene diisocyanate (p-TMXDI); with(b) A curatively effective amount of a curative selected from the group consisting of: diethyltoluenediamine (DETDA), 2,4-bis (p-aminobenzyl)aniline (BABA), and mixtures thereof; and(c) Optionally, from about 0.01% to about 2% by weight of catalyst, based on the weight of curative.These polyurethane elastomers are used in molded articles which are to be used under load as in machine rolls and wheels.
    Type: Grant
    Filed: July 30, 1984
    Date of Patent: October 8, 1985
    Assignee: American Cyanamid Company
    Inventor: Eugene Y. C. Chang
  • Patent number: 4542165
    Abstract: Polyurethane resins having high rigidity and improved physical properties such as mechanical strengths and heat resistance are obtained by reacting a polyisocyanate with a polymer polyol derived from an epoxy-containing monomer, for example, glycidyl esters of unsaturated mono- and dicarboxylic acids, and a polyol, and bringing about ring-opening reaction of epoxy radicals in the presence of an epoxy curing agent, simultaneously with, or before or after the urethane-forming reaction.
    Type: Grant
    Filed: August 16, 1984
    Date of Patent: September 17, 1985
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Koji Kumata, Masao Fukuda
  • Patent number: 4536490
    Abstract: Disclosed are novel compositions capable of catalytically trimerizing organic isocyanates said compositions comprising solutions of the reaction products obtained by reacting in an inert solvent in substantially equimolar proportions electron-rich ketene-aminals with electron-poor olefins having the respective formulae (I) and (II) ##STR1## The variously substituted electron-rich ketene-aminals (I), as the name implies, have high electron density associated with the double bond because of the two tertiary amine groups while the electron-poor olefins (II) have the opposite situation due to the presence of electron withdrawing substituents R.sub.9 and R.sub.10.Also disclosed is an improved process for trimerizing organic isocyanates using the above catalyst compositions including the preparation of polyisocyanurate polymers and isocyanurate-modified polyisocyanates.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: August 20, 1985
    Assignee: The Upjohn Company
    Inventor: Dale F. Regelman
  • Patent number: 4518761
    Abstract: The present invention is directed to a new process for the preparation of mixed trimers by at least partly trimerizing the isocyanate groups of at least two organic isocyanates of a reactivity which differs in the sense of the trimerization reaction, in the presence of trimerization catalysts and optionally interrupting the trimerization reaction at the respectively desired degree of trimerization, in which process the less reactive isocyanate component is introduced, polymerization is then commenced in the presence of the catalyst with the trimerization of at least 0.1% of the isocyanate groups and the more reactive isocyanate component is finally metered into the reaction mixture thus obtained; the mixed trimers obtained according to this process; and the use of the mixed trimers having free isocyanate groups obtained by this process, optionally in a form blocked by blocking agents for organic polyisocyanates, as a starting material for the production of polyurethane plastics materials.
    Type: Grant
    Filed: November 4, 1982
    Date of Patent: May 21, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Richter, Hanns P. Muller, Kuno Wagner, Bernd Riberi, Jurg Frohlich
  • Patent number: 4518760
    Abstract: A novel process is provided for producing a poly(dithiocarbamate) resin chelating agent which comprises dissolving a polyimine in an alcohol solvent to form a polyimine solution. A polyisocyanate is admixed in the polyimine solution to produce a cross-linked polyamine-polyurea precursor resin. The cross-linked polyamine-polyurea precursor resin is then reacted with a mixture of NH.sub.4 OH and CS.sub.2 to produce a poly(dithiocarbamate) resin chelating agent.The novel process can employ a polyimine in anhydrous or aqueous suspension form and uses non-hazardous solvents for the polyisocyanate reactant.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: May 21, 1985
    Assignee: Olin Corporation
    Inventors: Maurice R. Smith, Harvey B. Cochran
  • Patent number: 4517150
    Abstract: What is disclosed is a method of producing molded polyurethane articles by a reaction injection molding process which includes mixing one or more polyols, polyisocyanates and catalysts with an organopolysiloxane containing at least one --COOA group, wherein A is an alkali metal, and molding the curing the mixture.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: May 14, 1985
    Assignee: Toray Silicone Company, Ltd.
    Inventors: Asao Harashima, Takashi Nakamura, Keiichi Kishimoto
  • Patent number: 4517331
    Abstract: Storable polypropylene ether polyurethane compositions composed of (a) a prepolymer of a polypropylene ether glycol and sufficient organic polyisocyanate to give preferably an excess of about 3 to 15 percent NCO in said prepolymer with the proviso that the free NCO is obtained from methylenedi-p-phenyl diisocyanate and (b) a complex of an alkali metal salt with 4,4'-methylenedianiline (MDA), said composition being relatively inactive at temperatures below 100.degree. C., but being heat activatible at much higher temperatures to effect a cure. The improved composition wherein a catalyst is present in said composition which effectively lowers the cure temperature, said catalyst being a pseudocrown ether containing radicals having the formula --y--CH.sub.2 --CH.sub.2).sub.n with y being nitrogen, sulfur or oxygen and n has values sufficient to form the crown structure, viz., at least 3 or more.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: May 14, 1985
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Dane K. Parker, Joseph A. Kuczkowski, Michael E. Kimball
  • Patent number: 4513133
    Abstract: The invention relates to reaction injection molded elastomers of improved green strength containing polyurea linkages derived from high molecular weight amine terminated polyethers, a chain extender, a polyisocyanate and a low molecular weight organic acid. The reaction injection molded (RIM) elastomers of this invention are useful, for example, as automobile body parts.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: April 23, 1985
    Assignee: Texaco Inc.
    Inventor: Richard J. G. Dominguez
  • Patent number: 4507407
    Abstract: A process of coloring polyurethane resins during the production of same with reactive colorants having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: March 26, 1985
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Patrick D. Moore