Mixed With 1,2-epoxy Reactant Containing More Than One 1,2-epoxy Group Per Mole Or Polymer Derived Therefrom Patents (Class 525/407)
  • Patent number: 4608404
    Abstract: Described herein are compositions which contain a specific group of oligomeric diamine hardeners and epoxy compounds which when combined with structural fibers produce composites which have improved tensile properties, high compressive strengths, and improved impact resistance. These compositions also exhibit low moisture absorption.
    Type: Grant
    Filed: May 2, 1985
    Date of Patent: August 26, 1986
    Assignee: Union Carbide Corporation
    Inventors: Hugh C. Gardner, George L. Brode, Robert J. Cotter
  • Patent number: 4593056
    Abstract: Curable thermosetting resin compositions comprising an epoxy resin having at least two 1,2-epoxy groups per molecule, an aromatic diamine hardener, and as a cure accelerator an aromatic trihydroxy compound are disclosed. The aromatic trihydroxy compound, such as for example, phloroglucinol, n-propyl gallate, or pyrogallol, improves the cure speed of the epoxy/aromatic diamine resin system, while at the same time producing cured compositions having excellent mechanical and thermal properties. The disclosed compositions find particular application in the preparation of composites by, e.g., filament winding procedures.
    Type: Grant
    Filed: June 21, 1985
    Date of Patent: June 3, 1986
    Assignee: Union Carbide Corporation
    Inventors: Shahid P. Qureshi, Hugh C. Gardner
  • Patent number: 4558078
    Abstract: Curable compositions comprising epoxide prepolymers and polyaminobenzoates, alone, or combined with reinforcements, e.g., graphite fibers, and, optionally modified with second resins. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: December 10, 1985
    Assignee: American Cyanamid Company
    Inventors: Daniel R. Draney, Dalip K. Kohli
  • Patent number: 4546147
    Abstract: The present invention provides compositions which comprise a blend of: p0 (a) from about 10 to about 97 percent by weight of the composition of a polyamide resin having a minimum molecular weight of about 5,000; p0 (b) from about 3 to about 90 percent by weight of the composition of an elastomeric polymer which(1) is selected from a group consisting of poly(ethylene oxide), poly(propylene oxide), polycaprolactone, polytetrahydrofuran, polybutadiene, polyisoprene, polyisobutylene, poly(C.sub.1 -C.sub.8 alkylene acrylate), poly(C.sub.1 -C.sub.4 dialkylene siloxane), poly(ethylene-co-propylene), poly(ethylene-co-carbon monoxide), polyethylene-co-vinyl chloride, and poly(ethylene-co-vinyl acetate) polymers and copolymers and combinations thereof; and(2) contains a minimum of about 0.055 milliequivalents of acyllactam groups per gram of said elastomeric polymer.
    Type: Grant
    Filed: November 10, 1982
    Date of Patent: October 8, 1985
    Assignee: Monsanto Company
    Inventors: James C. Woodbrey, Marlowe V. Moncur, Ross M. Hedrick
  • Patent number: 4540742
    Abstract: Under particular conditions, a cationic ring-opening polymerization of an oxirane monomer selected from the group consisting of an acyclic glycidyl ether, a cyclic glycidyl ether, and a haloalkyl epoxide, in the presence of a hydroxyl-containing backbone of a polymer ("HCB") and a particular catalyst, produces a polymerization having `living polymerization` characteristics, provided the OH groups are aliphatic OH groups and not aromatic OH groups. The result is a graft copolymer the molecular weight (mol wt) of which is directly proportional to the conversion of the monomer. The HCB, which may have from 1 to about 400 pendant OH groups, and more preferably at least 7 pendant OH groups, provides grafting sites for the grafting segments. Where a grafted segment contains halogen, the segment may be aminated. If the HCB is hydrophobic, the aminated block copolymer is amphiphilic.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: September 10, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Yoshihisa Okamoto
  • Patent number: 4539339
    Abstract: Polyurethane foams employing vinyl polymer polyols made by polymerizing in situ via a free-radical mechanism one or more vinyl monomers in an epoxy resin-modified polyol are described. Preferably, styrene and acrylonitrile are copolymerized in a polyol made by adding epoxy resin to the alkoxylation of a polyol initiator having 3 to 4 hydroxyl groups. The vinyl polymer polyols of this invention give flexible polyurethane foams with greater load-bearing properties.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: September 3, 1985
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Ernest L. Yeakey, Bruce W. Peterson
  • Patent number: 4539378
    Abstract: Vinyl polymer polyols made by polymerizing in situ via a free-radical mechanism one or more vinyl monomers in an epoxy resin-modified polyol are described. Preferably, styrene and acrylonitrile are copolymerized in a polyol made by adding epoxy resin to the alkoxylation of a polyol initiator having 3 to 4 hydroxyl groups. The vinyl polymer polyols of this invention give flexible polyurethane foams with greater load-bearing properties.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: September 3, 1985
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Ernest L. Yeakey
  • Patent number: 4533727
    Abstract: A process for producing a curable resin comprises reacting (a) at least one cyanate ester compound selected from the group consisting of polyfunctional cyanate esters having 2 or more cyanato groups per one molecule, prepolymers of the cyanate esters or mixtures thereof with (b) at least one compound having 1,2-epoxy group(s) and radical-polymerizable unsaturated double bond(s) in its molecule, the cyanate ester compound (a) and the compound (b) being used so that the ratio of the cyanato group to the 1,2-epoxy group is in the range of about 1:0.25 to about 1:2, in the presence of (c) a radical polymerization inhibitor at a temperature of about 90.degree.--about 140.degree. C.The curable resin produced according to the present invention is capable of giving cured products having excellent heat resistance and electrical properties.
    Type: Grant
    Filed: April 3, 1984
    Date of Patent: August 6, 1985
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Morio Gaku, Hidenori Kimbara, Satoshi Ayano, Susumu Yoshimura
  • Patent number: 4533686
    Abstract: Curable compositions comprising epoxide prepolymers and polyaminobenzoates, alone, or combined with reinforcements, e.g., graphite fibers, and, optionally modified with second resins. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: August 6, 1985
    Assignee: American Cyanamid Co.
    Inventors: Kevin Hirschbuehler, Samuel E. Susman
  • Patent number: 4528342
    Abstract: A hardenable epoxy resin comprising a curable epoxy resin, a hardener for the epoxy resin and a polymer of epihalohydrin which composition is characterized in that the amount of the polymer of epihalohydrin in the composition is from 1 to 6 parts per one hundred parts by weight of the epoxy resin and in that the composition also comprises from 2 to 25 parts by weight per hundred parts by weight of the epoxy resin, of a polycarbonate having the general formula: ##STR1## where R.sub.1 and R.sub.2 are the same or different and are phenyl or cyclohexyl groups, R.sub.3 and R.sub.4 are the same or different and are hydrogen, methyl or cyclohexyl groups and n is from 60 to 400 and represents the average number of monomer units in the polymer chain.
    Type: Grant
    Filed: September 11, 1984
    Date of Patent: July 9, 1985
    Assignee: The British Petroleum Company p.l.c.
    Inventor: Douglas Wilson
  • Patent number: 4497945
    Abstract: A tough epoxy polymer is formed by pre-reacting a poly(oxypropylene) diol or triol with a chemical excess of an anhydride curing agent for epoxy resins. The resulting diester-diacid is then polymerized with an epichlorohydrin-bisphenol A epoxy resin. Suitable imidizole catalysts are preferred for the reactions.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: February 5, 1985
    Assignee: General Motors Corporation
    Inventors: Robert J. Salloum, Richard P. Atkins
  • Patent number: 4433079
    Abstract: Water-dispersion adhesives stable in storage and dilution dispersion and excellent in adhesive properties for extrusion lamination which comprise a dispersion of a resin in water, wherein the resin (A) is obtained from a reaction of a polyepoxy compound (B) with a reaction mixture (C) of a polyethyleneimine (D) and a monoepoxy compound (E).
    Type: Grant
    Filed: March 9, 1983
    Date of Patent: February 21, 1984
    Assignee: Nippon Soda Company Limited
    Inventors: Noriyuki Kobayashi, Akihiko Funamoto
  • Patent number: 4420413
    Abstract: Oxyalkylated addition products from ethylene oxide-propylene oxide block polymers and bis-glycidyl ethers, obtained by the addition of ethylene oxide-propylene oxide block polymers of the formula ##STR1## wherein R denotes methyl or ethyl, n and m are numbers which are so chosen that the content of polyethylene oxide groups is 5 to 80% of the molecular weight of the block polymer, and p is a number larger than 10, to bis-glycidyl ethers of the formula ##STR2## wherein the R.sup.1 's can be identical or different and denote hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, in particular chlorine, A denotes a direct bond, a sulfonyl or cyclohexyl group or a group of the formula ##STR3## R.sup.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: December 13, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Diery, Martin Hille
  • Patent number: 4419265
    Abstract: Addition products from ethylene oxide-propylene oxide block polymers of the formula ##STR1## wherein R denotes methyl or ethyl, n and m are numbers which are so chosen that the content of polyethylene oxide constitutes 5 to 80% of the molecular weight of the total molecule and p is a number larger than 10, and bis-glycidyl ethers of the formulae ##STR2## wherein the R.sup.1 's can be identical or different and denote hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, in particular chlorine, A denotes a direct bond, a sulfonyl or cyclohexyl group or a group of the formula ##STR3## R.sup.2 denotes hydrogen, methyl or phenyl and a denotes an integer from 0 to 10. These addition products are used for breaking petroleum emulsions.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: December 6, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Diery, Martin Hille
  • Patent number: 4401499
    Abstract: A crosslinked resin excellent in heat resistance, toughness, moisture resistance and adhesiveness can be obtained by the use of an epoxy compound having both alcoholic hydroxyl groups and epoxy groups in its molecule and an isocyanate compound having isocyanate groups in its molecule by first reacting the alcoholic hydroxyl groups of said epoxy compound and the isocyanate groups of said isocyanate compound to produce an epoxy prepolymer having urethane linkages stable at room temperature, followed by dissociating the urethane linkages of the prepolymer to regenerate the isocyanate groups and reacting said isocyanate groups with the epoxy groups of said epoxy compound.
    Type: Grant
    Filed: December 1, 1981
    Date of Patent: August 30, 1983
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Shoroku Kaneko, Sigenori Yamaoka, Masuo Mizuno, Yukihiro Okabe
  • Patent number: 4397998
    Abstract: The present invention provides a rapid curing epoxy composition, suitable for RIM processes, which exhibits unexpectedly high modulus and strength and stability which comprises(1) an epoxy resin,(2) a polyamine or polyamide,(3) a catalyst selected from the group consisting of alkali and alkaline earth metal salts of selected acids, and(4) a polyalkylene ether glycol.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: August 9, 1983
    Assignee: Shell Oil Company
    Inventors: Harold E. De La Mare, Thomas F. Brownscombe
  • Patent number: 4389515
    Abstract: The present invention provides a rapid curing epoxy composition suitable for RIM processes which exhibits unexpectedly good physical properties which comprises (1) an epoxy resin, (2) at least one ethylenically unsaturated monomer, (3) a polyamine or polyamide, (4) a catalyst selected from Group I or Group II metal salts, and (5) a polyalkylene ether glycol.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: June 21, 1983
    Assignee: Shell Oil Company
    Inventors: Harold E. De La Mare, Thomas F. Brownscombe
  • Patent number: 4363898
    Abstract: Perfluoroglycidyl ethers of the formula ##STR1## are prepared by epoxidation of a perfluorodiallyl ether of the formula:CF.sub.2 .dbd.CFCF.sub.2 OR.sub.F.The glycidyl ethers are useful as monomers for preparing polymers which provide crosslinking or cure sites and are stable elastomeric materials useful as sealants, caulks, and fabricated objects.
    Type: Grant
    Filed: April 3, 1981
    Date of Patent: December 14, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carl G. Krespan, Thomas R. Darling
  • Patent number: 4340534
    Abstract: The invention relates to epoxy compounds which can be polymerized to give polyethers and which are formed from polyalkyl-1-oxadiazaspirodecanes of the formula ##STR1## in which X is a group ##STR2## and an epihalogenohydrin by linking the nitrogen atom of the 5-membered ring to the 2,3-epoxypropyl radical. Polyethers which have degrees of polymerization of up to approx. 50 and which exhibit a very low volatility and are suitable as light stabilizers for organic polymers can be obtained by heating the epoxides.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: July 20, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Wiezer, Gerhard Pfahler
  • Patent number: 4337330
    Abstract: Described herein are blends of water soluble polyethers and poly(hydroxyether)s. These blends are miscible and exhibit controlled extractability and a controlled water dissolution rate.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: June 29, 1982
    Assignee: Union Carbide Corporation
    Inventor: Lloyd M. Robeson
  • Patent number: 4309473
    Abstract: A strand prepreg which comprises (i) a resin composition comprising 100 parts by weight of thermosetting resin having a softening point of 60.degree. C. or less and about 5 to 60 parts by weight of epoxy resin having a number average molecular weight of 5,000 or more and (ii) about 20 to 80% by volume strands of carbon fibers, glass fibers, aromatic polyamide fibers and the like, wherein the strands are impregnated with the resin composition.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: January 5, 1982
    Assignee: Toho Beslon Co., Ltd.
    Inventors: Tsuyoshi Minamisawa, Keitsugu Nohara
  • Patent number: 4261704
    Abstract: Polyoxyalkylene polyamines are prepared by first reacting a polyoxyalkylene polyol or a polyoxyalkylene glycol monoether with a halogen-containing compound. The resulting halogenated ether is then aminated by the reaction therewith of a mono- or polyamine. The resulting products are substantially monoamine or polyamine derivatives depending upon the amine reactants. The resulting amines hereof are useful as intermediates for preparing cationic surfactants, cationic polymers and as fuel detergent additives.
    Type: Grant
    Filed: June 22, 1979
    Date of Patent: April 14, 1981
    Assignee: BASF Wyandotte Corporation
    Inventor: William K. Langdon
  • Patent number: 4237250
    Abstract: The instant invention is directed to polyurethanes containing sulfonic acid ester groups wherein arylsulfonic acid alkyl ester groups are attached to aromatic nuclei as chain members and to their method of preparation. The process is characterized by reacting at from 0.degree. to 190.degree. C.(A) aromatic isocyanatosulfonic acids; with(B) oxiranes and/or oxetaneswherein the equivalent ratio of NCO groups to SO.sub.3 H groups is from 0.1:1 to 1.99:1 and the equivalent ratio of epoxide (and/or oxetane) groups to SO.sub.3 H groups is from 0.2:1 to 5:1. The invention is also directed to the product by process.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: December 2, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Dieterich
  • Patent number: 4221890
    Abstract: An epoxy resin composition which is useful for repairing concrete surfaces having an epoxy resin combined with a curing agent comprised of polyamines and phenolic accelerators. In one embodiment, the epoxy resin is conditioned with a resin modifier comprised of glycidylethers and phenolic and phosphite accelerators prior to being combined with the curing agent. The method for making the curing agent includes a first stage in which an aliphatic polyamine is combined with Bisphenol A and heated to 125.degree. C. for one hour and allowed to cool to room temperature and a second stage in which a second polyamine and an accelerator is added to the product of the first stage. In one embodiment of the method for preparing the curing agent, phenol is added to the mixture of the first stage when the mixture has cooled to 65.degree. C.
    Type: Grant
    Filed: September 30, 1977
    Date of Patent: September 9, 1980
    Assignee: Thermal-Chem, Inc.
    Inventor: Floyd E. Dimmick
  • Patent number: 4221889
    Abstract: Molding compositions containing a divinyl polyester resin, a polymerizable monomer, an epihalohydrin and, optionally, catalyst and other additives. The epihalohydrin improves the toughness of the divinyl polyester molding compositions.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: September 9, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Eugene H. Rowe
  • Patent number: 4173554
    Abstract: The transfer properties of aqueous printing inks are improved by including in the ink formulation a complex of a polyethylene oxide, a urea, and an alkali metal salt.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: November 6, 1979
    Assignee: Sun Chemical Corporation
    Inventor: Theodore Sulzberg