Two Or More Nitrogen-containing Reactants Patents (Class 528/120)
  • Patent number: 4624995
    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: April 9, 1985
    Date of Patent: November 25, 1986
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Alan R. Katritzky, Stephen J. Cato, Jerald K. Rasmussen, Larry R. Krepski, Steven M. Heilmann
  • Patent number: 4612359
    Abstract: Thermosettable compositions are prepared which contain (A) from about 0.1 to 100 percent by weight of an esterified aromatic cyanate; (B) from zero to about 99.9 percent by weight of an aromatic polycyanate, an aromatic polycyanamide or mixture thereof and (C) from zero to about 99.9 percent by weight of an epoxy resin.
    Type: Grant
    Filed: October 16, 1985
    Date of Patent: September 16, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4608300
    Abstract: Fibre composite systems, in particular fibre composite laminates, can be prepared advantageously from a fibre composite impregnated with a curable epoxide resin matrix containing:(a) a liquid epoxide resin or a liquid mixture of epoxide resins,(b) an aliphatic or cycloaliphatic primary monoamine and/or disecondary diamine and(c) a tertiary amine which cures by catalysis or(d) a cycloaliphatic diamine or an aliphatic diamine or polyamine, containing not more than one sterically unhindered primary amino group,by crosslinking and curing the resin matrix below 120.degree. C.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: August 26, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Gruber
  • Patent number: 4594373
    Abstract: Curable compositions comprising substituted bisurea catalyzed epoxide prepolymers alone, or with aromatic polyamine curing agents, alone, or in further combination with reinforcements, e.g., graphite fibers, and optionally modified with second resins are disclosed. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.
    Type: Grant
    Filed: April 26, 1985
    Date of Patent: June 10, 1986
    Assignee: American Cyanamid Company
    Inventor: Dalip K. Kohli
  • Patent number: 4559399
    Abstract: A curable composition is prepared by reacting (1) an alkenylphenyl cyanate or mixture thereof, (2) an aromatic polycyanate, polycyanamide or mixture thereof and (3) a polymerizable ethylenically unsaturated material or mixture of such materials. Said curable compositions provide polymeric (cured) compositions with improved mechanical strength relative to cured aromatic polycyanates and/or polycyanamides.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: December 17, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4555553
    Abstract: Novel hydroxyaromatic oligomers are prepared by the co-oligomerization reaction of a mixed cyanate of a polyphenol with an aromatic polyamine. These oligomers are useful in preparing epoxy resins therefrom.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: November 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4555554
    Abstract: Oligomeric vinyl esters are prepared by reacting (A) an epoxy resin prepared by co-oligomerizing (1) a mixed cyanate of a polyphenol and (2) an aromatic polyamine with (B) a monounsaturated monocarboxylic acid.These vinyl ester resins are (oligomeric vinyl ester and copolymerizable monomer blend) useful in the preparation of laminates, composites, castings, coatings and the like.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: November 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4540725
    Abstract: A quaternary ammonium group-containing material which is obtained from reacting a polyepoxide with an amine containing at least one acyclic group of about 8 to 30 carbon atoms and optionally an amine containing an alkylarylpoly ether moiety is disclosed. The resins are useful as pigment grinding vehicles and in the formulation of pigment paste, particularly pigment paste with high pigment loadings. When formulated into cationic electrodepositable compositions, the pigment grinding vehicles provide for cured electrodeposited coatings of excellent corrosion resistance, particularly over untreated and oily steel.
    Type: Grant
    Filed: August 15, 1984
    Date of Patent: September 10, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Robert D. Jerabek, Jeffrey G. Koren, Mark W. Johnson
  • Patent number: 4536558
    Abstract: This invention relates to water dispersible, cathodically electrodepositable resins which are prepared by reacting chain extended polyepoxides with secondary amines. The polyepoxides have been chain extended with polycarboxylic acids. The resin is dispersible in water with the aid of a water soluble acid to provide cationic groups in the resin. Preferred crosslinking agents for the resin comprises capped isocyanates which may be either incorporated in the resin or preferably co-deposited with the resin from the coating composition bath.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: August 20, 1985
    Assignee: Ford Motor Company
    Inventor: Panagiotis I. Kordomenos
  • Patent number: 4521583
    Abstract: Curable compositions comprising substituted bisurea catalyzed epoxide prepolymers alone, or with aromatic polyamine curing agents, alone, or in further combination with reinforcements, e.g., graphite fibers, and optionally modified with second resins are disclosed. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.
    Type: Grant
    Filed: February 9, 1984
    Date of Patent: June 4, 1985
    Assignee: American Cyanamid Company
    Inventor: Dalip K. Kohli
  • Patent number: 4481349
    Abstract: Hardener for epoxy resins based on(a) araliphatic or cycloaliphatic diamines with 4 amino hydrogen atoms, which are liquid at ambient temperature, or derivatives thereof with at least 3 amino hydrogen atoms,(b) optionally conventional modifiers for the polyamines according to (a) and(c) optionally conventional additives, containing(d) 0.1 to 10% by weight of primary aliphatic monoamines the alkyl groups of which contain 5 to 18 carbon atoms,and a process for hardening epoxy resins with hardeners of this kind.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: November 6, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Marten, Wilhelm Becker
  • Patent number: 4424336
    Abstract: Heat-curable mixtures of one or more epoxide compounds, which, on average, have more than one epoxide group in the molecule, and one or more .beta.-aminocrotonic acid derivatives, such as .beta.-aminocrotononitrile, .beta.-aminocrotonamide or .beta.-aminocrotonic acid esters, and also, if desired, a polyamine or polycarboxylic acid anhydride or a malenimide. The novel curable mixtures are distinguished by outstanding stability on storage, can be processed easily and give moulded materials with good mechanical properties.
    Type: Grant
    Filed: September 16, 1982
    Date of Patent: January 3, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Theobald Haug
  • Patent number: 4414377
    Abstract: Curable compositions comprising an epoxide resin and an aliphatic amine curing agent are rendered less viscous, and their rate of cure is accelerated, by the addition of an ester of the formula ##STR1## wherein n represents an integer of from 1 to 6,R represents the residue of a mono- or polyhydric alcohol or phenol after removal of n hydroxy groups, andR.sup.1, R.sup.2, and R.sup.3 may be the same or different and each represents a hydrogen or halogen atom or an alkyl group, or one or two of R.sup.1, R.sup.2, and R.sup.3 may alternatively represent an acyloxy group.Typical such esters of formula I include diphenyl carbonate, bis(phenoxycarbonyloxy) polybutadiene, and tris(phenoxycarbonyloxy) poly(oxypropylene). The compositions may be cured at room temperature and are particularly suitable for use as coatings and castings.
    Type: Grant
    Filed: May 26, 1982
    Date of Patent: November 8, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Christopher M. Andrews
  • Patent number: 4383090
    Abstract: Extremely rapid ambient curing of polyepoxide resins and mixtures of polyepoxide resins and polyacrylate esters is achieved by use of a curing system composed of at least one polymercaptan and at least one catalytic co-curing agent which is the condensation product of:(a) aliphatic amine or substituted aliphatic amine containing at least one primary aliphatic amine group where the aliphatic moiety is ethylene or greater with(b) at least one amino acid, its corresponding lactam or other amide forming derivative.Optionally, known Lewis Base catalysts for the epoxy/mercaptan reaction, such as tertiary amines, may also be used.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: May 10, 1983
    Assignee: Diamond Shamrock Corporation
    Inventors: Allen T. Slocki, Brian J. Carr, John F. Simone
  • Patent number: 4360655
    Abstract: Heat-curable mixtures of one or more epoxide compounds, which, on average, have more than one epoxide group in the molecule, and one or more .beta.-aminocrotonic acid derivatives, such as .beta.-aminocrotononitrile, .beta.-aminocrotonamide or .beta.-aminocrotonic acid esters, and also, if desired, a polyamine or polycarboxylic acid anhydride or a maleimide. The novel curable mixtures are distinguished by outstanding stability on storage, can be processed easily and give moulded materials with good mechanical properties.
    Type: Grant
    Filed: June 1, 1981
    Date of Patent: November 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Theobald Haug
  • Patent number: 4321353
    Abstract: Novel polycycloaliphatic polyamines are provided which have the structure ##STR1## wherein x and y are integers of from 0 to about 2 and the sum of x+y is at least 1. Further, polycycloaliphatic polyamine curing agents for polyepoxide resins are provided wherein such curing agents are a reaction mixture consisting essentially of from about 50 to about 75 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR2## and from about 15 to about 30 weight percent of a polycycloaliphatic polyamine represented by the structure ##STR3## wherein x and y are integers of from 0 to about 2 and the sum of x+y is 2.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Tien K. Su
  • Patent number: 4316003
    Abstract: An adduct suitable for curing epoxy resins, particularly in water-borne systems, comprises first reacting an epoxy resin, preferably a saturated epoxy resin, with a primary monoamine and then reacting the resulting condensate with a polyfunctional amine.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: February 16, 1982
    Assignee: Shell Oil Company
    Inventors: Mark F. Dante, Roy A. Allen
  • Patent number: 4298656
    Abstract: A sprayable, solventless bracing composition is made from the admixture of 100 parts of bisphenol A epoxy resin, up to about 8 parts of a coloring pigment, about 0.5 to about 4 parts of a thixotropic agent, about 100 to about 200 parts of butadiene/acrylonitrile polymer, and about 20 to about 40 parts of an amine terminated curing agent.
    Type: Grant
    Filed: March 28, 1980
    Date of Patent: November 3, 1981
    Assignee: Westinghouse Electric Corp.
    Inventor: Morris A. Mendelsohn
  • Patent number: 4292195
    Abstract: Antioxidant compositions as described which are the reaction products of a mixture of(a) at least one compound selected from compounds having the formula ##STR1## wherein each Ar is an aromatic group, and R and R.sup.1 are each independently hydrogen, alkyl, substituted alkyl, oxyalkylene or --C(O)--R.sup.2 --COOH groups wherein R.sup.2 is an alkylene or alkenylene group, with the proviso that at least one of the R and R.sup.1 groups must be hydrogen or a group containing at least one substituent reactive with an epoxy group, andAr--NH--Ar--O--R.sup.3 (FORMULA II)wherein Ar is as defined above and R.sup.3 is hydrogen, or a substituted alkyl group containing at least one substituent reactive with an epoxy group, or --C(O)--R.sup.2 --COOH wherein R.sup.2 is an alkylene or alkenylene group, and(b) at least one polyepoxide having at least 2 epoxy groups per molecule.
    Type: Grant
    Filed: May 16, 1977
    Date of Patent: September 29, 1981
    Assignee: The B. F. Goodrich Company
    Inventor: Roger E. Morris
  • Patent number: 4283520
    Abstract: A mixture of (a) epoxide resin, (b) a cyanoacetyl compound of the formula ##STR1## wherein R is the radical of an alcohol or ether, and n is 1-4, as curing agent, and (c) a phenylurea derivative, such as monuron, as curing accelerator is characterized by good storage stability. The mixture can be used as casting resin, laminating resin, adhesive, surface-protective agent and moulding material, and the mixture yields, on being heated, cured products having homogeneous and good mechanical properties.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: August 11, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Moser, Alfred Renner
  • Patent number: 4283521
    Abstract: A prepolymer is comprised of the reaction product of at least one aliphatic bismaleimide, at least one aromatic amine and at least one aromatic bismaleimide in combination with an aromatic and/or a cycloaliphatic epoxy resin providing at least two functional epoxy groups to provide a low temperature curable composition. The cured products are strongly adherent to a variety of substrates.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: August 11, 1981
    Assignee: TRW Inc.
    Inventor: Robert J. Jones
  • Patent number: 4273686
    Abstract: Epoxy based synthetic solders are prepared from (a) at least one epoxy resin, (b) at least one filler, (c) 1,1'-o-phenylenebis-(3,3-dimethylurea) wherein the phenyl moiety is optionally substituted with up to two alkyl (C.sub.1-3) groups and (d) dicyandiamide.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: June 16, 1981
    Assignee: American Cyanamid Company
    Inventors: James S. Noland, Miroslav Hajek
  • Patent number: 4273916
    Abstract: A prepolymer comprised of the reaction product of at least one aliphatic bismaleimide, at least one aromatic amine and at least one aromatic bismaleimide is combined with at least one cycloaliphatic epoxy resin having a melting point less than about 120.degree. F. and at least two functional epoxy groups to provide a low temperature curable composition. The cured products are strongly adherent to a variety of substrates.
    Type: Grant
    Filed: June 13, 1980
    Date of Patent: June 16, 1981
    Assignee: TRW Inc.
    Inventor: Robert J. Jones
  • Patent number: 4263162
    Abstract: Hardeners for polyepoxides containing more than one, 1,2-epoxide group per molecule comprising a cyanoethylated polyamide amine containing free secondary or primary or secondary and primary amino groups, said cyanoethylated poly-amide amine is a reaction product of polyadded units of(A) 1 mole of a polyamine corresponding to the formula: ##STR1## in which p=0, n=2 or 3, m=0 to 6 and X=NH.sub.2, or p=1, n=2 or 3, m=0 and X=H,(B) from 0.5 to 2.3 moles of a saturated lactam, and(C) from 0.4 to 2.8 moles of acrylonitrile, methacrylonitrile or mixtures thereof.The hardener may be additionally modified with from 0.01 to 1.8 moles of a 1,2-alkylene oxide containing from 2 to 4 carbon atoms or with from 0.001 to 0.3 moles of a carboxylic acid or with the 1,2-alkylene oxide and the carboxylic acid in the quantities indicated, based in each case on 1 mole of the polyamine.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: April 21, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hermann Gruber, Wolfgang Wellner, Karl Leiritz
  • Patent number: 4262109
    Abstract: An epoxy resin, useful for coating the internal surface(s) of a reactor such as one used for vinyl halide, particularly vinyl chloride, polymerisation in aqueous dispersion for the purpose of suppressing build-up, is made by cross-linking (I) the uncross-linked polyether intermediate of an epoxy resin, by admixture with (II) a product made from the reaction of (A) at least one aliphatic amine containing two or more primary aliphatic amino groups, (B) at least one aromatic amine containing two or more primary aromatic amino groups, and (C) at least one compound selected from oxo-group substituted aromatic compounds and quinone-type compounds, wherein the molar ratio (A):(B) is 4:1 to 1:3.Preferably, (I) is made from the reaction between 2,2-bis-(4-hydroxyphenyl) propane and epichlorohydrin and (II) is made from the reaction of (A) tetraethylenepentamine, (B) p-phenylene diamine, and (C) hydropquinone and pyrogallol.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: April 14, 1981
    Assignees: Imperial Chemical Industries Limited, ICI Australia Limited
    Inventors: Boris Englin, Roger J. Chelson
  • Patent number: 4246394
    Abstract: An improvement for producing a coating from a powder lacquers composition comprising at least one 1,2-epoxide compound having at least one 1,2-epoxide group in the molecule which compound has a lower melting point greater than 40.degree. C.
    Type: Grant
    Filed: May 3, 1978
    Date of Patent: January 20, 1981
    Assignee: Veba-Chemie Aktiengesellschaft
    Inventors: Felix Schulde, Johann Obendorf
  • Patent number: 4225478
    Abstract: Polyepoxide resins are reacted with a molar excess of a primary amine to form an amine terminated resin, the amine groups of which are then reacted with a monoepoxide. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: September 30, 1980
    Assignee: Celanese Corporation
    Inventor: Darrell D. Hicks
  • Patent number: 4225479
    Abstract: Polyepoxide resins are reacted in approximately equivalent ratios with primary amines to form cationic resinous compositions. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: September 30, 1980
    Assignee: Celanese Corporation
    Inventor: Darrell D. Hicks
  • Patent number: 4218377
    Abstract: Novel carboxylic acid metal salt/amine complexes of the formula(A.sup..crclbar.).sub.2 Me.sup.2+ .multidot.NH.sub.2 --R.sub.1 --NH.sub.2in which A is the anion of cyanoacetic acid, pyrrolidonecarboxylic acid, maleimidylcarboxylic acid, succinylimidylcarboxylic acid, benzenesulphonic acid or toluenesulphonic acid or of a methanephosphonic acid monoester or benzenephosphonic acid monoester, Me.sup.2+ is a divalent metal cation and R.sub.1 is a long-chain polyoxyalkylene radical, are obtained by reacting 1 mol of a carboxylic acid metal salt of the formula(A.sup..crclbar.).sub.2 Me.sup.2+with 1 mol of a diamine of the formulaH.sub.2 N--R.sub.1 --NH.sub.2in a polar organic solvent and in the temperature range of 25.degree. to 200.degree. C. to give the complex compounds of the formula.The novel complex compounds are valuable curing agents for epoxide resins and in mixtures with epoxide resins have an advantageous storage stability.
    Type: Grant
    Filed: October 31, 1978
    Date of Patent: August 19, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Friedrich Stockinger, Sameer H. Eldin, Friedrich Lohse
  • Patent number: 4198331
    Abstract: Curable resinous compositions containing primary and/or secondary amine groups which are non-volatile under curing conditions and containing alpha, beta-ethylenically unsaturated moieties in conjugation with carbonyl moieties which are reacted with a primary and/or secondary amine which are volatile under curing conditions are disclosed. The compositions are depositable on a substrate to form films.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: April 15, 1980
    Assignee: PPG Industries, Inc.
    Inventors: Stephen L. Buchwalter, Robert D. Jerabek, Lee-Pei H. Chou, Roger M. Christenson
  • Patent number: 4182833
    Abstract: Polyepoxide resins are reacted in approximately equivalent ratios with primary amines to form cationic resinous compositions. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinuous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.
    Type: Grant
    Filed: October 2, 1978
    Date of Patent: January 8, 1980
    Assignee: Celanese Polymer Specialties Company
    Inventor: Darrell D. Hicks
  • Patent number: 4182831
    Abstract: Polyepoxide resins are reacted with a molar excess of a primary amine to form an amine terminated resin, the amine groups of which are then reacted with a monoepoxide. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.
    Type: Grant
    Filed: October 2, 1978
    Date of Patent: January 8, 1980
    Assignee: Celanese Polymer Specialties Company
    Inventor: Darrel D. Hicks
  • Patent number: 4178427
    Abstract: An improved curable epoxy resin composition of a vicinalpolyepoxide and an effective amount of a novel polyether urea curing agent is disclosed. The improved curable epoxy resins which are useful as coatings, castings, sealants, and adhesives show improved tensile shear strength, flexural strength, and ultimate elongation. The novel polyether urea curing agents of the instant invention are characterized by terminal primary amino groups and are formed by reaction of polyoxyalkylenepolyamines with urea, urea forming compounds, or bifunctional isocyanates.A preferred curing agent includes a mixture of a novel polyether urea formed by reaction of a polyoxypropylenepolyamine having a molecular weight of from about 200-2000 and an effective amount of urea; and another known epoxy resin curing agent such as polyoxyalkylenepolyamine in ratios of from about 5:1 to 1:5 by weight.
    Type: Grant
    Filed: February 6, 1978
    Date of Patent: December 11, 1979
    Assignee: Texaco Development Corp.
    Inventors: Harold G. Waddill, Heinz Schulze
  • Patent number: 4178426
    Abstract: The adhesion properties of amine-cured epoxy resins are enhanced by addition of certain polyether diureide additives in combination with specific amine curing agents. The adhesively superior epoxy resin composition comprises a vincinal polyepoxide, a curing amount of an aminopropyl ethylenediamine curing agent, and an effective amount of a polyether diureide having terminal ureido or monosubstituted ureido groups and a molecular weight of from about 2000 to about 3000.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: December 11, 1979
    Assignee: Texaco Development Corp.
    Inventor: Harold G. Waddill
  • Patent number: 4162358
    Abstract: A liquid methylene bridged polyaromatic amine curing agent for vicinal epoxide resins with high amine content is prepared by reacting an aromatic amine mixture of aniline containing two to eight mole percent of a mononuclear aromatic diamine having the amine groups bonded to nonadjacent carbon atoms of the aromatic ring, with formaldehyde. The resulting methylene bridged polyaromatic amine curing agent produces a cured epoxy resin having a higher heat distortion temperature than conventional curing agents produced by the reaction of aniline alone with formaldehyde.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: July 24, 1979
    Assignee: Texaco Development Corporation
    Inventors: Edward T. Marquis, Harold G. Waddill
  • Patent number: 4148950
    Abstract: Room temperature curable epoxy compositions and method are disclosed. The compositions comprise resinous epoxide; a mixed amine-ketimine curing agent comprising a cyclic polyamine having at least two epoxide-reactive, aliphatic amino functional groups, a portion of the amino functional groups in the mixed curing agent being in ketimine form the remainder being in the free amine form; and water in at least about the stoichiometric proportion for hydrolyzing the ketimine groups to the free amine form. The compositions may also comprise inorganic filler such as finely divided silica and sand. The ingredients of the composition are mixed to form a sprayable composition.
    Type: Grant
    Filed: April 7, 1978
    Date of Patent: April 10, 1979
    Assignee: Ameron, Inc.
    Inventors: Gordon D. Brindell, Richard A. Fraccica
  • Patent number: 4142034
    Abstract: Epoxy resin compositions comprising a) a 1,2-epoxide compound containing two or more 1,2-epoxide groups per molecule, b) a cyanic acid ester having two or more cyanic ester groups per molecule, and c) an organic amine are provided.
    Type: Grant
    Filed: April 10, 1978
    Date of Patent: February 27, 1979
    Assignee: Cincinnati Milacron Inc.
    Inventor: Gene E. Schroll
  • Patent number: 4117038
    Abstract: A storable, rapidly hardening epoxy resin adhesive consisting essentially ofA. a polyglycidyl compound having a softening temperature between 40.degree. and 90.degree. C,b. a salt of 1 mole of ethylenediamine, 1 mole of bisphenol A and 2 g of N,N-dimethyl-1,3-diaminopropane,C. an ABS graft polymer andD. a copolymer of ethylene, acrylic acid and acrylate having a melting range from 70.degree. to 110.degree. C,said adhesive comprises, per 1 equivalent of glycidyl groups, 0.5 to 1.5 equivalents of hydrogen atoms bonded to nitrogen of ethylenediamine and of N,N-dimethyl-1,3-diaminopropane, and per 100 parts of the polyglycidyl compound contains 3 to 30 parts by weight of the ABS graft polymer and 3 to 20 parts by weight of the copolymer of ethylene, acrylic acid and acrylate, and said adhesive is in the form of a fine heterogeneous powder.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: September 26, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Lehmann, Helmut Zondler