Contains Nitrogen Reactant Or Polymer Therefrom Patents (Class 525/484)
  • Patent number: 4845162
    Abstract: The present invention relates to a composition comprising a phenolic resin, as for example phenol formaldehyde, an active hydrogen containing polymer as for example a polyamide, and a curing agent, such as a polyepoxide.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: July 4, 1989
    Assignee: Allied-Signal Inc.
    Inventors: George J. Schmitt, Dusan C. Prevorsek, Hong B. Chin, Kwok W. Lem
  • Patent number: 4814414
    Abstract: Novel 3-ring tetraglycidates having the formula ##STR1## wherein ##STR2## Y=halogen, C.sub.1 -C.sub.4 alkyl; and n=0 to 4, are disclosed.Epoxy resin systems exhibiting good tensile properties and moisture sensitivity can be made by copolymerizing the tetraglycidates with a polyamine curing agent. Prepregs can be made by combining the epoxy resin systems with a fiber reinforcement. The epoxy resin system may include a co-epoxide.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: March 21, 1989
    Assignee: Amoco Corporation
    Inventor: Richard H. Newman-Evans
  • Patent number: 4777194
    Abstract: A heat-curable aqueous coating agent contains, as a binder, a mixture or precondensate of(A) a resin possessing basic nitrogen groups and(B) a phenol resin based on a resol ether which is bonded via 0,0'-methylene ether groups and whose p-positions predominantly carry hydrogen and/or methylolalkyl ether groups.After protonation with an acid, the said coating agent is particularly useful as a binder for the cathodic electrocoating of metal articles.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: October 11, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Juergen Nieberle, Eberhard Schupp
  • Patent number: 4772669
    Abstract: Disclosed is a process for the preparation of water-thinnable, hydrolytically stable, thermosettable, cationic coating compositions, with process comprises blending:(1) 5-35 weight percent of a carboxylated crosslinking compound, and(2) 65-95 weight percent of an amino group-containing resin binder, which binder comprises the reaction product of ammonia and a blend of(a) a polyglycidyl ether having n epoxy groups per molecule, wherein 1<n<1.9, said polyglycidyl ether being the reaction product of a multifunctional polyglycidyl ether having x epoxy groups per molecule, wherein x>2, and (x-n) mol of a monofunctional phenol per mole of the multifunctional polyglycidyl ether, and(b) a diglycidyl ether having an epoxy group concentration in the range of from 1000 to 5500 mmol/kg,the average molar epoxy functionality of the glycidyl ethers, present in the blend of polyglycidyl ether and digylcidyl ethers, being <1.75.and wherein (1) and (2) are blended before or after neutralization of (2).
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: September 20, 1988
    Assignee: Shell Oil Company
    Inventors: Roeland van Iperen, Petrus G. Kooymans, Johannes M. van der Mark
  • Patent number: 4757117
    Abstract: Powder coating compositions suitable for use in the manufacture of laser-engraved printing rollers, comprise(a) a difunctional epoxy resin prepared from a bisphenol,(b) an epoxy resin having an epoxide functionality greater than 2,(c) a diaminodiphenylsulphone as hardener for the mixture of resins (a) and (b), and(d) an imidazole as curing accelerator.These compositions, when applied to a metal base member, fused, and cured, provide a surface that is easily engravable yet has excellent resistance to chemical attack and physical wear.Typical difunctional epoxy resins (a) are 2,2-bis(4-glycidyloxyphenyl)propane advanced with bisphenol A, while typical epoxy resins that may be used as (b) include polyglycidyl ethers of phenol-formaldehyde novolaks. The hardener (c) my be, for example, 3,3'- and 4,4'-diaminodiphenylsulphones and the imidazole accelerator (d) may be 2-methylimidazole or benzimidazole.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: July 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Noel S. Moss
  • Patent number: 4687812
    Abstract: A crosslinkable composition of matter is provided, which comprises first and second chain extended diepoxide resins, one or both of which are modified by reaction with hydroxy functional secondary amine and one or both of which are modified by reaction with certain secondary amine terminated or carboxy terminated butadiene acrylonitrile copolymer resin. The first resin, diene functional aminoepoxy resin, and the second resin, blocked dieneophile functional aminoepoxy resin, are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene, and certain modifying agents.
    Type: Grant
    Filed: July 28, 1986
    Date of Patent: August 18, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Ray A. Dickie, Saiyed B. A. Oaderi
  • Patent number: 4680341
    Abstract: Novel 3-ring tetraglycidates having the formula ##STR1## wherein X=O, S, ##STR2## --CH.sub.2 --, C.dbd.O; Y=halogen, C.sub.1 -C.sub.4 alkyl; and p0 n=0 to 4, are disclosedEpoxy resin systems exhibiting good tensile properties and moisture sensitivity can be made by copolymerizing the tetraglycidates with a polyamine curing agent. Prepregs can be made by combining the epoxy resin systems with a fiber reinforcement. The epoxy resin system may include a co-epoxide.
    Type: Grant
    Filed: April 17, 1986
    Date of Patent: July 14, 1987
    Assignee: Union Carbide Corporation
    Inventor: Richard H. Newman-Evans
  • Patent number: 4632965
    Abstract: Hydroxyaromatic compounds are amido-alkylated or cyano-alkylated to form the corresponding compounds by:(a) heating said compounds with an alkylating agent in the presence of water and a catalyst, e.g., benzyltrimethylammonium chloride;(b) adding an alkaline agent, e.g., NaOH, to the heated mixture of (a); and(c) continuing to heat the resulting mixture until the corresponding amido- or cyano-alkylated compound is formed.Fully or partially amido-alkylated compositions are useful in the preparation of copolymers with epoxy resins.
    Type: Grant
    Filed: April 16, 1985
    Date of Patent: December 30, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4626578
    Abstract: Novel solvent-based thermosetting composition comprising (a) hydroxy functional epoxy ester resin of number average molecular weight (Mn) between about 1,000 and about 5,000, comprising the reaction product of diepoxide with aliphatic diol and, subsequently with monobasic fatty acid; and (b) polyfunctional, hydroxy-reactive crosslinking agent, for example, aminoplast crosslinking agent or blocked polyisocyanate crosslinking agent comprising isocyanate groups blocked by reaction with an active hydrogen bearing blocking agent. The coating composition can be formulated as a primer composition sprayable with conventional spraying equipment.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: December 2, 1986
    Assignee: Ford Motor Company
    Inventors: Panagiotis I. Kordomenos, David L. Maker, Gordon R. Mros, John D. Nordstrom
  • Patent number: 4617348
    Abstract: A crosslinkable composition of matter is provided, which comprises first and second chain extended diepoxide resins, one or both of which are modified by reaction with hydroxy functional secondary amine and one or both of which are modified by reaction with certain secondary amine terminated or carboxy terminated butadiene acrylonitrile copolymer resin. The first resin, diene functional aminoepoxy resin, and the second resin, blocked dieneophile functional aminoepoxy resin, are co-reactive at elevated cure temperature. The diene functional aminoepoxy resin comprises the reaction product of diepoxide with amine functional diene chain extending reactant and, optionally, monofunctional end-capping reactant such as monohydroxy functional diene, and certain modifying agents.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: October 14, 1986
    Assignee: Ford Motor Company
    Inventors: Ray A. Dickie, Saiyed B. A. Qaderi
  • Patent number: 4552814
    Abstract: Epoxy resins are prepared by reacting a mixture of (A) a diglycidyl ether of a dihydric aliphatic material, (B) a polyglycidyl ether of a polyhydric phenol having an average of at least about 2.6 glycidyl ether groups per molecule and optionally (C) a diglycidyl ether of a dihydric phenol with a dihydric phenol in the presence of a catalyst.Coating compositions containing the aforementioned epoxy resins have improved chip resistance, chemical resistance or pencil hardness when cured.
    Type: Grant
    Filed: January 30, 1985
    Date of Patent: November 12, 1985
    Assignee: The Dow Chemical Company
    Inventors: Michael B. Cavitt, Neal L. Wassberg
  • Patent number: 4539347
    Abstract: The instant invention is an epoxy resin curing agent based upon an epoxy novolac containing, on the average, between about 3 and about 7.5 epoxy groups per molecule, in which substantially all of the epoxide groups are reacted with a polyamine wherein each primary amine hydrogen in the resulting reaction product is further reacted with a monoepoxide or a monocarboxylic acid. The resulting epoxy resin curing agent may be used in a water based system for curing epoxide resins. The curing agent is rendered water soluble or water dispersible by salting with a conventional volatile monocarboxylic acid such as acetic, formic or propionic acid.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: September 3, 1985
    Assignee: Celanese Corporation
    Inventor: William J. DeGooyer
  • Patent number: 4525542
    Abstract: The instant invention is an epoxy resin curing agent based upon an epoxy novolac containing, on the average, between about 3 and about 7.5 epoxy groups per molecule, in which substantially all of the epoxide groups are reacted with a polyamine wherein each primary amine hydrogen in the resulting reaction product is further reacted with a monoepoxide. The resulting epoxy resin curing agent may be used in a solvent based system to cure epoxy resins under low temperature curing conditions.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: June 25, 1985
    Assignee: Celanese Corporation
    Inventor: William J. DeGooyer
  • Patent number: 4501864
    Abstract: A polymerizable composition comprising a poly(3,4-dihydro-3-substituted-1,3 benzoxazine) and a reactive polyamine, wherein the polyamine is at least difunctional and its reactive groups are primary or secondary amine and wherein the poly(dihydrobenzoxazine) is the reaction product of about 1 equivalent of a primary amine, about 1 equivalent of a phenol and about two equivalents of formaldehyde. The compositions are useful as potting, encapsulating and laminating resins and as surface coatings.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: February 26, 1985
    Assignee: Monsanto Company
    Inventor: Harold P. Higginbottom
  • Patent number: 4501874
    Abstract: This invention is novel compounds containing one or more 2,3-epoxyalkyl carbamate moieties wherein the carbamate nitrogen is tertiary; prepared by a process which comprises(A) contacting an epihalohydrin carbonate with a secondary amine-containing compound wherein the secondary amine has a pKa of between 6 and 12, in a polar organic solvent under conditions such that a 3-halo-2-hydroxyalkyl carbamate wherein the carbamate nitrogen is tertiary is prepared; and(B) contacting the 3-halo-2-hydroxyalkyl carbamate with an alkali metal hydroxide, alkaline earth metal hydroxide, a secondary amine with a pH of 8 or grater, or an ion-exchange resin with pendant moieties containing hydroxide moieties or a secondary amine moiety with a pH of 8 or greater, in a lower alkanol solvent under conditions such that the 3-halo-2-hydroxy moieties are converted to 2,3-epoxyalkyl moieties so as to prepare a 2,3-epoxyalkyl carbamate.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: February 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Joseph W. Hanafin
  • Patent number: 4490273
    Abstract: Stable polyepoxide blends are made from N,N-diglycidyl aromatic amines having alkyl substituents on one or both aromatic nucleus positions ortho to the amine group and polyglycidyl ethers of polyhydric phenols. Such blends are useful in various plastics applications when cured.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: December 25, 1984
    Assignee: Celanese Corporation
    Inventor: David A. Shimp
  • Patent number: 4473674
    Abstract: A resin product useful as an adhesive, composite or casting resin and the process for preparing same to improve the flexural strength mechanical property characteristics thereof. This improved flexural strength is attained with little or no change in density, thermal stability or moisture resistance by chemically incorporating 1.2 to 10.6% by weight Co(III) ions in an epoxidized resin system.
    Type: Grant
    Filed: November 3, 1983
    Date of Patent: September 25, 1984
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Diane M. Stoakley, Anne K. St. Clair
  • Patent number: 4370453
    Abstract: A process for preparing a cathodic electrodepositable coating composition which comprises, in sequence,(i) epoxidizing a high-molecular-weight compound containing a carbon-carbon double bond and having a molecular weight of 500 to 10,000 and an iodine value of 100 to 500 to form an epoxidized high-molecular-weight compound containing 0.5 to 12% by weight of oxirane oxygen,(ii) reacting a part of the epoxy groups of the epoxidized high-molecular-weight compound with a basic amine compound of the general formula ##STR1## wherein R.sub.1 and R.sub.2, independently from each other, represent a hydrocarbon group having 1 to 10 carbon atoms which may be partly replaced by a hydroxyl group, and R.sub.1 and R.sub.2 together may form a cyclic structure,(iii) reacting a part or the whole of the remaining epoxy groups with an .alpha.,.beta.-unsaturated monocarboxylic acid of the general formula ##STR2## wherein R.sub.3 and R.sub.
    Type: Grant
    Filed: April 20, 1981
    Date of Patent: January 25, 1983
    Assignee: Nippon Oil Company, Ltd.
    Inventors: Hiroyoshi Omika, Hajime Hara, Yutaka Otsuki, Yoshihiko Araki, Kazuho Aoyama
  • Patent number: 4360649
    Abstract: A curable resin composition comprising an epoxy resin, a hardener and an epoxy compound-dialkylamine adduct as a latent hardener. The composition is excellent in storage stability at ambient temperatures and rapidly curable under heating conditions, and is usable as adhesives, paints, molding materials, casting materials and so on.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: November 23, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kunimasa Kamio, Koichi Okuno, Satoru Haraguchi, Hiroyuki Yamaguchi, Koichi Ohashi
  • 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: 4260697
    Abstract: Surface-coating binders based on a reaction product of Mannich bases, obtained from polyhydric phenols, secondary amines and formaldehyde, with epoxy resins. The Mannich bases and/or the epoxy resins carry hydroxyl groups, bonded to aliphatic structures, which have been converted to urethane groups by reaction with partially blocked polyisocyanates. When protonized and diluted with water, the surface-coating binders may be used as cationic electrocoatings.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: April 7, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Heinrich Hartmann, Erich Gulbins
  • Patent number: 4248920
    Abstract: A semiconductor device sealed in a resin composition, wherein the resin composition contains the prescribed percentages of inorganic fillers having extremely small amounts of impurities, epoxy resin having an epoxy equivalent of 250 or less and a softening point of 120.degree. C. or less, hardening agent, hardening promoter and low melting paraffins.
    Type: Grant
    Filed: April 17, 1979
    Date of Patent: February 3, 1981
    Assignee: Tokyo Shibaura Denki Kabushiki Kaisha
    Inventors: Akira Yoshizumi, Hirotoshi Ikeya, Moriyasu Wada
  • Patent number: 4164520
    Abstract: A process for the accelerated cure of an epoxy resin is disclosed. The resulting epoxy resin may be used in protective coatings, adhesives, seamless and terrazo flooring and caulking and sealing compositions. The resulting resin system is also useful, for example, in casting, potting, in escapulating, grouting and patching. The process involves mixing an epoxy resin of the polyhydric phenol, polyglycidyl ether type with a novel accelerator-hardener which is a condensation product of phenol, formaldehyde and an aminoalkylene derivative of a polyoxyalkylenepolyamine.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: August 14, 1979
    Assignee: Texaco Development Corporation
    Inventors: Harold G. Waddill, Howard P. Klein