Patents Examined by Earl A. Nielsen
  • Patent number: 4448949
    Abstract: Hydrazides of the formula ##STR1## are good curing agents for epoxy resin. The curing agents are useful in formulating novel storable one-package, heat-curable epoxy resin-based compositions.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: May 15, 1984
    Assignee: Ajinomoto Company Incorporated
    Inventors: Nobuo Ito, Koji Takeuchi, Masahiro Abe, Kiyomiki Hirai
  • Patent number: 4448940
    Abstract: A thermosetting resin composition comprising (A) at least one polyfunctional epoxy compound and (B) at least one polyfunctional nitrile compound and a prepolymer thereof can give a cured product having excellent heat resistance and mechanical properties such as flexibility.
    Type: Grant
    Filed: October 26, 1982
    Date of Patent: May 15, 1984
    Assignee: Hitachi, Ltd.
    Inventors: Tohru Koyama, Motoyo Wajima, Junji Mukai
  • Patent number: 4448948
    Abstract: An epoxy resin substantially represented by the general formula ##STR1## where Ar.sup.1 is a residual group of a dihydric phenol derived from a compound having one or two benzene nuclei, Ar.sup.2 is residual group of a halogen-substituted benzenoid compound having two halogen atoms on its nuclei and represented by the formula --Ar.sup.3 --Y--Ar.sup.4 -- where each of Ar.sup.3 and Ar.sup.4 is a hydrocarbon group having a divalent benzene nucleus and Y is a sulfone group or a carbonyl group, and n is an integer of from 1 to 50.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: May 15, 1984
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Kazumi Tsubaki, Hiroshi Morinaga, Joei Yukawa
  • Patent number: 4447598
    Abstract: The hydrolyzable "chloride" contents of epoxides prepared from epihalohydrins and phenols, aromatic amines or >N-H group-containing heterocycles are considerably reduced by a second dehydrochlorination step which comprises dissolving the epoxide in a solvent having the characteristics of a 1:1 by weight blend of methylethylketone and toluene and treating it with amounts of base and water ensuring a final base concentration equivalent to that of about 4 wt. % aqueous NaOH.
    Type: Grant
    Filed: April 7, 1983
    Date of Patent: May 8, 1984
    Assignee: The Dow Chemical Company
    Inventors: Terrence L. Caskey, Theodore L. Parker, Patrick H. Martin
  • Patent number: 4447591
    Abstract: A polyurethane comprises (a) organic diisocyanate units and (b) polycaprolactone polyol units having a narrow molecular weight distribution in which a ratio of the weight average molecular weight to the number average molecular weight is in the range of from 1.1 to 2.0 and the average molecular weight is 500 to 5,000, the units (a) and (b) being connected linearly through urethane linkages.
    Type: Grant
    Filed: February 23, 1982
    Date of Patent: May 8, 1984
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Shoji Watanabe, Takuya Miho
  • Patent number: 4447586
    Abstract: Curable compositions are made from polyepoxide resins and hindered aromatic diamines accelerated with copper fluoborate. Cured products obtained from these compositions are useful in oil well casings, geothermal piping, chemical piping and tankage, filament wound large composites and the like.
    Type: Grant
    Filed: April 11, 1983
    Date of Patent: May 8, 1984
    Assignee: Celanese Corporation
    Inventor: David A. Shimp
  • Patent number: 4446307
    Abstract: A stable adhesive composition is comprised of a polyfunctional epoxide which is the reaction product of a polyglycidyl ether and a water soluble polyhydroxy compound. The polyfunctional epoxide has an epoxy equivalent weight of at least about 130 and is soluble in water at a level of up to about 5 percent by weight. A catalyst is present in the adhesive composition at a level of up to about 0.8 percent by weight as triethylamine.
    Type: Grant
    Filed: February 18, 1982
    Date of Patent: May 1, 1984
    Assignee: Wilmington Chemical Corporation
    Inventor: James E. Shirk
  • Patent number: 4446306
    Abstract: A reaction between pyromellitic dianhydride (PMDA) and less than two moles of fluoroalcohol produces an intermediate with ester, free acid and anhydride groups. Reaction with an oxirane compound such as epichlorohydrin reacts at the acid sites to produce pendant hydroxyls which react with anhydride on adjacent molecules to produce oligomers. Products with fluoroalcohol:PMDA ratios of, for example, about 1:0.6 to about 1:0.85 produce treated fibers with improved retention of oil repellancy, especially when annealed at 100.degree.-130.degree. C.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: May 1, 1984
    Assignee: Allied Corporation
    Inventor: Bryce C. Oxenrider
  • Patent number: 4444634
    Abstract: Polyadducts/polycondensates which can be diluted with water when protonated with an acid and which contain basic nitrogen groups are obtained by the polyaddition reaction of(A) a Mannich base obtained from(a) a monophenol and/or a polyphenol,(b) one or more dialkylamines of the formula ##STR1## where R.sup.1 and R.sup.2 are each alkyl or alkoxyalkyl, or are linked to one another to form a 5-membered or 6-membered ring, and(c) formaldehyde with(B) an epoxy resinand contain groups, which are bonded to aromatic rings, of the general formula ##STR2## and may or may not contain groups of the general formula ##STR3## where R.sup.3 and R.sup.4 are each alkyl, hydroxyalkyl or alkoxyalkyl, or are linked to one another to form a 5-membered or 6-membered ring, and R.sup.5 and R.sup.6 are each hydrogen or methyl.These products are useful as binders for the cathodic electrocoating of metallic articles.
    Type: Grant
    Filed: June 15, 1982
    Date of Patent: April 24, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Eberhard Schupp
  • Patent number: 4444977
    Abstract: This invention is an aqueous-dispersible oxirane formulation comprising an oxirane and a cross-linking amount of 3-hydroxythiophane and an organic acid having at least 2 acid moieties that have a dissociation constant, pK.sub.a, less than 4.75.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: April 24, 1984
    Assignee: The Dow Chemical Company
    Inventors: Kiyoshi I. Aikawa, Ritchie A. Wessling
  • Patent number: 4440944
    Abstract: Epoxy resins are rendered fire retardant by the addition thereto of a 3-hydroxyalkylphosphine oxide. Other halogen containing flame retardants may or may not be present in the composition. Mixtures containing a brominated epoxide and/or a halogenated phosphine oxide provide a high level of flame retardance at low levels of the additive. The epoxy resins may be heat cured in the presence of an acid anhydride or amine to form a polymer having the phosphine oxide incorporated in the polymer molecule.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: April 3, 1984
    Assignee: FMC Corporation
    Inventors: Edward R. Fretz, Jr., Joseph Green
  • Patent number: 4440914
    Abstract: Solid epoxy resin systems comprising the reaction products of a polyepoxide compound with a functionality greater than two, a diglycidyl ether of a polyhydric phenol and a polyhydric phenol; said systems being applicable for use in a variety of applications and particularly in combination with phenolic novolac hardeners for molding applications.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: April 3, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: David Helfand, Ralph F. Sellers
  • Patent number: 4439594
    Abstract: Curable compositions of matter comprising an epoxy resin and a curing agent selected from the group consisting of polyvalent metal salts of a phosphorodithioic acid, the acid being derived from the reaction of a phosphorus sulfide with a hydroxyl containing aromatic compound, and products derived from the reaction of the polyvalent metal salt with a mono- or polyamine.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: March 27, 1984
    Assignee: The Lubrizol Corporation
    Inventors: William A. Higgins, Alan C. Clark
  • Patent number: 4438253
    Abstract: Multiblock copolymers having the following general formula: ##STR1## where R represents alkylene and Ar is an aromatic group, are obtained by transesterification of poly(glycolic acid) and an hydroxyl-ended poly(alkylene glycol) such as poly(oxyethylene) in the presence of a catalyst with the degree of polymerization of the copolymer being increased by the subsequent addition of an aromatic orthocarbonate such as tetra-p-tolyl orthocarbonate. The copolymers find use in the manufacture of surgical articles, particularly absorbable monofilament sutures possessing the desired characteristics of flexibility, resulting in good handling properties, and biodegradability.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: March 20, 1984
    Assignee: American Cyanamid Company
    Inventors: Donald J. Casey, Kenneth R. Huffman
  • Patent number: 4438254
    Abstract: An improved process for reacting vicinal epoxides with phenols or thiophenols is described. This process is conducted at essentially anhydrous conditions and temperatures less than 175.degree. C. The resulting resins are generally more linear and less colored than advanced resins produced via prior art processes. Also the phosphonium catalyst remains active to promote subsequent advancement or curing reactions. The catalyst can be deactivated in a separate step to produce a resin of exceptional purity.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: March 20, 1984
    Assignee: The Dow Chemical Company
    Inventors: George A. Doorakian, Marsha A. Paul
  • Patent number: 4436891
    Abstract: Disclosed are curing agents for epoxy resins consisting of modified polyoxyalkylenepolyamines obtained by the addition reaction of an alkyleneimine to a polyoxyalkylenepolyamine, preferably a polyoxypropylenepolyamine or polyoxyethylenepolyalkylamine, and ethyleneimine or propyleneimine in acid medium.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: March 13, 1984
    Assignee: Texaco Inc.
    Inventors: Arihiko Umeda, Yoshiyuki Iwase
  • Patent number: 4436890
    Abstract: Single package, thermosetting epoxy resin-based coating compositions are provided which contain a polyepoxide and a curing agent system therefor which comprises an aromatic urea. At composition curing times and temperatures, the aromatic urea reacts with a portion of the polyepoxide to thereby form in situ a primary or secondary amine which can then function as a coreactive curing agent to complete the cure of the epoxy resin coating.
    Type: Grant
    Filed: December 30, 1982
    Date of Patent: March 13, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Marvin L. Kaufman
  • Patent number: 4436892
    Abstract: Novel imidazolides (N-acylimidazoles) of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.12 -alkyl or phenyl, and R.sub.2 is hydrogen, orR.sub.1 is ethyl, and R.sub.2 is methyl, orR.sub.1 is hydrogen, and R.sub.2 is phenyl or methyl, andR.sub.3 is a group of any one of the formulae II-VI ##STR2## wherein X.sub.1 is hydrogen, chlorine or NO.sub.2, and X.sub.2 is hydrogen or NO.sub.2.The imidazolides are suitable as curing agents for polyepoxide compounds.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: March 13, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Friedrich Lohse, Roland Moser
  • Patent number: 4436880
    Abstract: Compositions containing(a) an epoxide resin containing more than one 2,3-epoxypropyl group per average molecule,(b) a boron trifluoride-amine complex which is a latent hardener for epoxide resins, such as BF.sub.3 -ethylamine, and(c) certain oxidants, such as benzoyl peroxide or 2,3-dichloro-5,6-dicyanobenzoquinone, are stable on storage at ambient temperature but cure rapidly when heated above a certain threshold temperature, the oxidant having a marked accelerating effect on the rate of curing.
    Type: Grant
    Filed: February 1, 1983
    Date of Patent: March 13, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Edward Irving
  • Patent number: RE31577
    Abstract: Terminally unsaturated liquid epihalohydrin polymers are produced by polymerizing at least one epihalohydrin using acrylic acid or methacrylic acid as a modifier. The polymerization is conducted in the presence of a catalytic amount of a trialkyl oxonium salt of an HMF.sub.6 acid wherein M is an element selected from the group consisting of phosphorus, arsenic and antimony. The polymers are useful as tougheners for unsaturated polyester resin systems.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: May 1, 1984
    Assignee: The B. F. Goodrich Company
    Inventor: Changkiu K. Riew