With Reactant Containing At Least One Cyclic Ether Group Patents (Class 528/365)
  • Patent number: 4540752
    Abstract: Solvent soluble epoxy-containing compositions prepared by polymerizing ethylenically unsaturated monomers such as alkyl acrylates in the presence of the reaction product of a liquid epoxy resin such as a diglycidyl ether of bisphenol A and acrylic acid and/or methacrylic acid. These compositions are useful in the preparation of coatings.
    Type: Grant
    Filed: February 17, 1984
    Date of Patent: September 10, 1985
    Assignee: The Dow Chemical Company
    Inventor: Russell T. McFadden
  • Patent number: 4535148
    Abstract: Polyglycidyl ethers of tricyclodecane are provided which are useful as monomers in the production of cured epoxy resins. Also provided are polyallyl ethers of tricyclodecane which are novel intermediates in the preparation of the polyglycidyl ethers and a method of preparing the polyglycidyl ethers of this invention which uses the novel intermediates.
    Type: Grant
    Filed: August 1, 1984
    Date of Patent: August 13, 1985
    Assignee: Henkel Corporation
    Inventors: Elizabeth J. Gladfelter, Edgar R. Rogier, Edward D. DiDomenico
  • 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: 4530991
    Abstract: Hydrazides of the formula (I) or (II)N--CH.sub.2 CH.sub.2 CONHNH.sub.2).sub.3 (I)(NH.sub.2 NHCOCH.sub.2 CH.sub.2).sub.2 N--R--N--CH.sub.2 CH.sub.2 CONHNH.sub.2).sub.2 (II)are good latent curing agents for epoxy resin, in the formula (II) R is divalent hydrocarbon residue having 2-24 carbon atoms. The curing agents are useful in formulating novel storable one-package, heat-curable epoxy resin-based compositions.
    Type: Grant
    Filed: October 12, 1983
    Date of Patent: July 23, 1985
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kiyomiki Hirai, Koji Takeuchi, Nobuo Ito, Masahiro Abe
  • Patent number: 4528127
    Abstract: This invention is directed to a composition for coating a substrate with a powder coating and to a method of making matt finishes. The composition comprises a solid polyepoxide resin, a solid curing agent in which at least 50 weight percent of the curing agent is a 1:1 mole ratio adduct of rosin and maleic anhydride, a catalyst for promoting the reaction between the polyepoxide and the curing agent, and a pigment. The method of making matt finishes comprises (1) applying to a surface the above-described composition and (2) curing the mixture at a temperature from 140.degree. to 250.degree. C.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: July 9, 1985
    Assignee: The Dow Chemical Company
    Inventors: Rolf Holderegger, Josef H. Jilek
  • Patent number: 4525569
    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 dicarboxylic acid and acid component comprising hydroxy functional acid and optionally further comprising 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. Coating composition may be formulated as primer sprayable with conventional spraying equipment.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: June 25, 1985
    Assignee: Ford Motor Company
    Inventor: Panagiotis I. Kordomenos
  • Patent number: 4524182
    Abstract: Epoxidized and subsequently cross-linked esters of alcohols which are at least dihydric and unsaturated fatty acids may be used as active processing substance in polymers, in particular elastomers, at higher temperatures, in particular at higher vulcanization temperatures, than "Factice". They may be produced by a particularly elegant one-shot reaction.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: June 18, 1985
    Assignee: Rhein-Chemie Rhein GmbH
    Inventors: Armin Bauer, Helfried Ehrend, Klaus Morche, Karl Nutzel, Michael Sauerbier
  • Patent number: 4518749
    Abstract: An epoxy resin composition is disclosed. The composition comprises a polyepoxide and a curing amount of a bis(hydrogen maleate) derivative of a polyoxypropylenediamine. This composition when cured produces unexpectedly superior encapsulations which are more flexible and less brittle than those of the prior art.
    Type: Grant
    Filed: November 7, 1983
    Date of Patent: May 21, 1985
    Assignee: Texaco Inc.
    Inventors: Harold G. Waddill, Heinz Schulze
  • Patent number: 4507441
    Abstract: A compound containing an epoxy group, is reacted with a carboxyl compound by heating a mixture of these compounds in the presence of a benzotriazole such as unsubstituted benzotriazole or tolyltriazole as accelerator. The accelerator is particularly effective in the reaction of a carboxyl compound which is a polyester containing free carboxylic acid groups with an epoxy compound which is triglycidyl cyanurate or an epoxy resin based on bisphenol A.
    Type: Grant
    Filed: May 9, 1984
    Date of Patent: March 26, 1985
    Assignee: Scott Bader Company Limited
    Inventor: John O. Goring
  • Patent number: 4507445
    Abstract: Epoxide resins are cured by heating with a hydroxyphenylurea of formula ##STR1## where R.sup.2 denotes --NH.sub.2, --NO.sub.2, --Cl, --Br, or alkyl, p denotes zero, x and y each denote zero or 1, and the sum of x+y is 1. Such hydroxyphenylureas may be used alone, as accelerators for heat-curing with other agents such as dicyandiamide, melamine, and carboxylic acid hydrazides, or may be used as the primary curing agent with promoters such as dicyandiamide, melamine, and carboxylic hydrazides.
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: March 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Christopher M. Andrews
  • Patent number: 4506048
    Abstract: A class of polymer precursor materials, which, under appropriate conditions, react to form cross-linked polymers, is disclosed. These materials contain a backbone segment, such as polyacrylate, having pendant therefrom mono- or disubstituted olefinic groups, such as vinyl itaconate, having specific polymerization rates. This class of materials, especially when coupled with specifically-defined oxygen-activated catalyst systems, provide paint and plastic compositions which exhibit excellent film formation, strength and durability characteristics.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: March 19, 1985
    Assignee: The Procter & Gamble Company
    Inventors: Rodney D. Bush, Medford D. Robbins
  • Patent number: 4497946
    Abstract: Epoxy phosphate-carboxyl copolymers substantially free of epoxy functionality and aqueous coatings containing the same are disclosed. These copolymers are formed by copolymerizing monoethylenically unsaturated monomers, including carboxyl-functional monomer, in an organic solvent solution containing an epoxy-functional epoxy phosphate, there being at least 5% of carboxyl-functional monomer and at least 10% of total monomers present in the copolymer. The copolymer is converted into a water soluble salt with volatile amine and phenoplast resins are preferably used to provide at least part of the curing agent.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: February 5, 1985
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Raj Shah
  • Patent number: 4490511
    Abstract: The invention provides a low-dusting anhydride curing agent blend for epoxy resins comprising a solid acid anhydride (trimellitic anhydride) and a normally liquid acid anhydride (methyl hexahydrophthalic anhydride. The invention further provides processes for preparing the anhydride blends and to curable epoxy compositions thereof.
    Type: Grant
    Filed: February 28, 1984
    Date of Patent: December 25, 1984
    Assignee: Shell Oil Company
    Inventors: Simon M. Li, Fred R. Lemley
  • Patent number: 4481348
    Abstract: The present invention describes short chain aliphatic compounds having a geminal configuration of glycidyl groups.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: November 6, 1984
    Assignee: Henkel Corporation
    Inventors: Elizabeth J. Gladfelter, Edgar R. Rogier
  • Patent number: 4480082
    Abstract: The reaction product of (i) an aromatic amide having the amine group of the amide attached to an aromatic ring, and (ii) a mono- or di-epoxide, has been found to be a good fortifier of epoxy resins. Epoxy resins have been found to attain increased strength and modulus (yet not brittle) by compounding:(a) a resin-forming polyepoxide,(b) an amine curing agent for (a), and(c) the above fortifier; and heat curing the mixture. Strengths as high as 130-150 MPa and modulus values to as high as 5000 MPa have been achieved yet with a ductile mode of fracture.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: October 30, 1984
    Assignee: Canadian Patents & Development Limited
    Inventors: Paul D. McLean, Andrew Garton, Robert F. Scott, Susan E. Gransden
  • Patent number: 4477645
    Abstract: Novel advanced epoxy resins are prepared using phosphine or phosphonium salt initiators bearing at least one hydroxyphenyl or thiophenyl groups. These phosphonium salt initiators are novel compositions of matter. The resulting resins contain reduced quantities of extractable phosphorus containing moieties.
    Type: Grant
    Filed: July 21, 1983
    Date of Patent: October 16, 1984
    Assignee: The Dow Chemical Company
    Inventors: George A. Doorakian, Joseph W. Hanafin
  • Patent number: 4474943
    Abstract: Epoxy resins are disclosed which are the dehydrohalogenated reaction products of an epihalohydrin and a phosphoramide.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: October 2, 1984
    Assignee: The Dow Chemical Company
    Inventor: James L. Bertram
  • Patent number: 4465810
    Abstract: A class of polymer precursor materials, which, under appropriate conditions, react to form cross-linked polymers, is disclosed. These materials contain a backbone segment, preferably a polyacrylate, and have pendant therefrom (1) reactive mono- or disubstituted olefinic groups, such as vinyl or allyl itaconate, and (2) water-solubilizing groups, such as the half ester of maleic acid. This class of materials, especially when combined with specifically-defined oxygen-activated catalyst systems, provides water-based paint compositions which exhibit film formation, strength and durability characteristics comparable to those of the best solvent-based paint formulations.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: August 14, 1984
    Assignee: The Procter & Gamble Company
    Inventors: Dennis C. Toepker, Sheila S. Rodriguez, Joel I. Shulman
  • Patent number: 4465830
    Abstract: Hydrazides of the formula ##STR1## are good curing agents for epoxy resin, in the formula R.sub.1 and R.sub.2 being each hydrogen atom, C.sub.1 -C.sub.8 alkyl radical or --CH.sub.2 CH.sub.2 SCH.sub.3, R being hydrogen atom or methyl radical. The curing agents are useful in formulating novel storable one-package, heat-curable epoxy resins-based compositions.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 14, 1984
    Assignee: Ajinomoto Company, Incorporated
    Inventors: Koji Takeuchi, Nobuo Ito, Masahiro Abe, Kiyomiki Hirai
  • Patent number: 4465798
    Abstract: A water-dilutable epoxide which is free from glycidyl ester and glycidyl ether groups, characterized in that it contains, in addition to at least one epoxide group, at least one ester group of a monocarboxylic acid and a further ester group which is vicinally arranged thereto, this further ester group having been obtained by reaction of an OH group with a polycarboxylic monoanhydride, wherein the second COOH group formed from the anhydride by the esterification occurs wholly or partially in the form of a salt with a base; processes for preparing it and the use thereof in aqueous media or media compatible with water.
    Type: Grant
    Filed: March 12, 1982
    Date of Patent: August 14, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerd Walz, Thaddaus Wirth, Walter Sprenger
  • Patent number: 4451637
    Abstract: A heat-curable epoxy resin composition comprising (A) an epoxy resin and (B) an acid anhydride curing agent liquid at 20.degree. C. composed of, based on acid anhydride equivalents, of 10 to 70% of a tetrabasic acid anhydride represented by the following formula ##STR1## wherein R.sub.1 represents hydrogen or a methyl group, andR.sub.2 represents hydrogen or a lower alkyl group,and 30 to 90% of a liquid alicyclic dibasic acid anhydride.
    Type: Grant
    Filed: February 1, 1983
    Date of Patent: May 29, 1984
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Motoyuki Yamato, Tadao Natsuume
  • 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: 4435549
    Abstract: This invention relates to novel N-cyano amide compositions and adducts thereof of the formula ##STR1## wherein R is a simple organic moiety or a polymeric adduct with the valence of n and n is 2 or 3. The composition, per se, can be used as a curing agent for epoxy resins to form a thermoset material on heating.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: March 6, 1984
    Assignee: W. R. Grace & Co.
    Inventor: Shiow-Ching Lin
  • Patent number: 4434256
    Abstract: Paint binders which are water soluble upon neutralization with bases comprising the reaction product of a polyepoxide containing reactive oxirane groups with phosphonic acids containing hydroxyl and/or vinyl groups. The paint binders when stoved at low temperatures have increased chemical resistance.
    Type: Grant
    Filed: August 10, 1982
    Date of Patent: February 28, 1984
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Gert Dworak, Werner Staritzbichler
  • Patent number: 4427835
    Abstract: A class of polymer precursor materials, which, under appropriate conditions, react to form cross-linked polymers, is disclosed. These materials contain a backbone segment, such as polyacrylate, having pendant therefrom mono- or disubstituted olefinic groups, such as vinyl itaconate, having specific polymerization rates. This class of materials, especially when coupled with specifically-defined oxygen-activated catalyst systems, provide paint and plastic compositions which exhibit excellent film formation, strength and durability characteristics.
    Type: Grant
    Filed: August 7, 1981
    Date of Patent: January 24, 1984
    Assignee: The Procter & Gamble Company
    Inventors: Rodney D. Bush, Medford D. Robbins
  • Patent number: 4412047
    Abstract: 1,5-Dimethyl-1,2;5,6-diepoxycyclooctane is prepared by epoxidizing 1,5-dimethylcycloocta-1,5-diene with aqueous peracetic or perpropionic acid at a temperature not exceeding 50.degree. C. and within a pH range from 1.5 to 5.5.The diepoxide according to the invention can be cured by means of curing agents for epoxide resins to give moulded materials having valuable mechanical properties. It is also suitable for use as a reactive, latent diluent.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: October 25, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Friedrich Lohse
  • Patent number: 4411955
    Abstract: A reactive hardenable binder composition based on(A) at least one aliphatic, cycloaliphatic or aliphatic-cycloaliphatic polyepoxide wherein at least 2 epoxidized cycloaliphatic radicals are bound via an aliphatic bridge,(B) at least one polycarboxylic acid unit of formula ##STR1## having an acid number between 30 and 400 whereinR.sup.1 is a radical of an at least oligomer product selected from the group consisting of polyesters and polymers having initially free OH-groups,R.sup.2 is a radical of a dicarboxylic carbocyclic acid having a COOH-group in ortho-position to its ester bond and(C) a catalyst component of the formula ##STR2## wherein R.sup.
    Type: Grant
    Filed: November 2, 1981
    Date of Patent: October 25, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Josef Mondt, Gerd Walz, Thaddaus Wirth
  • Patent number: 4410680
    Abstract: A curable thermosetting resin, especially suitable for RIM applications, comprising a blend of(a) 100 parts by weight of a polyepoxide, particularly a normally liquid polyepoxide and more particularly a glycidyl polyether of a polyhydric phenol,(b) from about 10 to about 200 parts by weight of at least one ethylenically unsaturated monomer, especially an aromatic monomer, and preferably styrene,(c) a curing amount of an aliphatic or cycloaliphatic polyfunctional amine or a polyamide, and(d) an effective amount of an amine-compatible free-radical initiator.
    Type: Grant
    Filed: November 4, 1982
    Date of Patent: October 18, 1983
    Assignee: Shell Oil Company
    Inventors: Thomas F. Brownscombe, William W. C. Hart
  • Patent number: 4398013
    Abstract: An improved process for curing a polyepoxide composition with a polycarboxylic acid or polycarboxylic acid anhydride is described wherein the addition of a diphenyliodonium salt accelerator provides for shortened curing reaction times at lower reaction temperatures or at room temperatures if the composition is exposed to a source of ultraviolet radiation.
    Type: Grant
    Filed: October 14, 1981
    Date of Patent: August 9, 1983
    Assignee: General Electric Company
    Inventor: Donald S. Johnson
  • Patent number: 4391965
    Abstract: A modified polycarboxylic acid polyanhydride curing agent suitable for curing epoxy resins which is prepared by reacting a polycarboxylic acid anhydride with a monohydroxy compound ROH; and coating compositions, comprising the modified curing agent and a solution of an epoxy resin to be cured, which have improved storage stability.
    Type: Grant
    Filed: October 26, 1981
    Date of Patent: July 5, 1983
    Assignees: Imperial Chemical Industries PLC, Hermann Wiederhold G.m.b.H. Corp.
    Inventors: Hans R. Falkenburg, Siegfried Krause, Robert C. McGuiness
  • Patent number: 4390661
    Abstract: A novel composition of matter capable of being cured to a solid resinous material obtained as a result of the reaction of (1) a coal derivative comprising a mixture of monocyclic, polycyclic, multifunctional carboxylic acids, resulting from the interaction of coal with nitric acid with (2) an oxirane, and a process for producing a solid resinous material therefrom by heating the same under pressure.
    Type: Grant
    Filed: May 28, 1982
    Date of Patent: June 28, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Johann G. Schulz, Daniel Margosian
  • Patent number: 4379909
    Abstract: Coating lacquers, particularly useful for coating cans, comprise an epoxide resin, a polycarboxylic acid anhydride curing agent, an organic solvent and an accelerator derived from melamine, benzoguanamine or glycoluril. Particularly useful accelerators are the formaldehyde condensates of these materials and their ethers. The coatings are non-toxic and are cured at temperatures lower than conventional.
    Type: Grant
    Filed: October 26, 1981
    Date of Patent: April 12, 1983
    Assignees: Hermann Wiederhold GmbH Corp., Imperial Chemical Industries PLC
    Inventors: Hans R. Falkenburg, Siegfried Krause, Robert C. McGuiness
  • Patent number: 4377669
    Abstract: Photo-crosslinkable, novel polymers with side tricyclic imidyl groups, for example those of the formula ##STR1## are described. The novel photo-crosslinkable polymers are suitable for photo-mechanical applications, for example for the production of printing plates for the offset printing process and especially as photo-resists. They have high UV absorption and ensure a high rate of crosslinking even without the addition of photosensitizers.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: March 22, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Zweifel, Daniel Bellus
  • Patent number: 4376844
    Abstract: Resin-forming polyepoxides are mixed with polyoxazolidinyl compounds or polymers containing pendant oxazolidinyl groups in which the carbon atom in the 2-position of the heterocyclic ring is substituted with saturated hydrocarbon groups, such as dialkyl, or with an alkylene group forming a saturated ring with the carbon atom in the 2-position of the oxazolidinyl ring to form, in the absence of water, a stable composition which can be stored in closed containers for months without undergoing gelation. When such compositions are spread into films and the films exposed to moisture at ambient temperature, e.g., to ambient air having a relative humidity of at least 20% and temperature of about 15.degree. to 25.degree. C., the polymer serves to react with and cure the polyepoxide.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: March 15, 1983
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Wayne E. Feely
  • Patent number: 4374963
    Abstract: This invention relates to a heat curable composition comprising(a) a liquid, 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 at least 2,(b) an epoxy resin containing at least two ##STR2## groups, and (c) a thermal initiator member of the group consisting of(1) a substituted or unsubstituted diaryliodonium salt in combination with a free radical initiator,(2) a BF.sub.3 adduct,(3) a BF.sub.3 adduct in combination with a free radical initiator, and(4) dicyandiamide in combination with a free radical initiator.The system is stable at ordinary temperatures, but on heating the thermal initiator catalyzes the curing of the acrylate and the epoxy resin.
    Type: Grant
    Filed: November 2, 1981
    Date of Patent: February 22, 1983
    Assignee: W. R. Grace & Co.
    Inventors: Charles R. Morgan, David R. Kyle
  • Patent number: 4371688
    Abstract: In accordance with the present invention, there is provided a substituted cyclohexane-1,2-dicarboxylic anhydride (CHDA) having the structural formula: ##STR1##
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: February 1, 1983
    Assignee: Milliken Research Corporation
    Inventor: Patrick D. Moore
  • Patent number: 4368314
    Abstract: A curable composition comprising:(A) at least one spiro-orthoester compound having at least one spiro-orthoester group represented by the formula: [I] ##STR1## wherein n is an integer of 3-5, (B) at least one curing agent selected from the group consisting of organic polybasic acids and their anhydrides,(C) optionally, an epoxy compound having at least one epoxy group, and(D) optionally a cationic polymerization catalyst when the composition comprises ingredient (C).Said composition is small in shrinkage on curing, and provides a cured product of high dimensional accuracy when used as a molding material.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: January 11, 1983
    Assignee: Toagoesi Chemical Industry Co., Ltd.
    Inventors: Takeshi Endo, Kiyokazu Mizutani, Takahisa Ogasawara
  • 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: 4358571
    Abstract: Imidazole or substituted imidazole is adducted with acrylate ester, an epoxy, or an isocyanate followed by neutralization with lower fatty acid or alkylene or aromatic dicarboxylic acid. The product is a curing agent which is combined with an epoxy resin to form a powder coating.
    Type: Grant
    Filed: March 10, 1981
    Date of Patent: November 9, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Marvin L. Kaufman, George F. Salathe
  • Patent number: 4352913
    Abstract: (Dimethylaminoalkyl)carboxylic and -carbamic acid esters and (dimethylaminoalkyl) ethers and ureas are compounds which are especially suitable for use as amine curing agents for polyepoxide compounds. They impart longer curing times to the curable mixtures and thus good processing properties, especially when the mixtures are used as adhesives. In addition, the mechanical properties are often improved. Further, these compounds afford advantages when used as curing agents on account of their low volatility.
    Type: Grant
    Filed: August 21, 1981
    Date of Patent: October 5, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Roland Moser
  • Patent number: 4345059
    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: May 18, 1981
    Date of Patent: August 17, 1982
    Assignee: FMC Corporation
    Inventors: Edward R. Fretz, Jr., Joseph Green
  • Patent number: 4343915
    Abstract: A polyspirolactone polymer particularly suitable for protective surface coatings comprises a spirolactone structure in the polymer structure adapted to be cross-linked with a primary or secondary amine compound to produce a thermoset protective coating.
    Type: Grant
    Filed: August 12, 1981
    Date of Patent: August 10, 1982
    Assignee: SCM Corporation
    Inventor: Kirk J. Abbey
  • Patent number: 4338225
    Abstract: A functionally terminated polybutadiene polymer is reacted with an epoxide to produce an epoxide terminated polybutadiene. A toughening agent and a peroxide free radical initiator are mixed with the epoxy terminated polybutadiene, and upon reaction a tough thermoset resin is produced having advanced chemical, electrical, and thermomechanical properties. Particular improvements are in the resistant-to-moisture and the tensile strain-to-failure properties.
    Type: Grant
    Filed: August 4, 1980
    Date of Patent: July 6, 1982
    Assignee: The Boeing Company
    Inventor: Clyde H. Sheppard
  • Patent number: 4332928
    Abstract: Polyaminopolyamide compounds are provided which comprise the reaction product of at least one carboxylic acid anhydride selected from mono-, di-, and poly-anhydrides with at least one polyamine of the formula:H.sub.2 N--R--(NH.sub.2).sub.xin an amount of at least about 2 moles per mole of carboxylic acid anhydride group wherein R is selected from an aromatic group containing from about 13 to about 34 carbon atoms; a cycloalkyl group containing from about 13 to about 34 carbon atoms; and an alkyl group containing from about 9 to about 25 carbon atoms, which may further contain at least one heteroatom selected from oxygen, nitrogen, and sulfur; and x is an integer of from about 2 to about 9, preferably from about 2 to about 5.
    Type: Grant
    Filed: March 3, 1981
    Date of Patent: June 1, 1982
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Calvin D. Welch
  • Patent number: 4327200
    Abstract: Binders water-dilutable upon neutralization with inorganic and/or organic acids comprising the reaction product of (A) resins having at least 2 1,2-epoxy groups per molecule and an epoxy equivalent of at least 160; and (B) a semiester of a dicarboxylic acid and an N-2-hydroxyalkyloxazolidine, and a process for the formation of the binders, is described. The binders have sufficient basic groups for neutralization with acids to provide water dilutability, as well as the functional groups required for crosslinking of the binders. The binders upon stoving provide films with good resistance characteristics and have reduced losses.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: April 27, 1982
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Wolfgang Leitner, Georg Pampouchidis, Anton Bleikolm
  • Patent number: 4324822
    Abstract: Disclosed is a paint for a can which comprises an epoxy resin component formed by condensation of a dihydroxyl compound with an epihalohydrin and a curing agent component, said epoxy resin component containing terminal .alpha.-glycol groups at a concentration of 0.05 to 0.60 equivalent per Kg of the resin.This paint provides a coating capable of retaining a high adhesion even with the lapse of time and resisting a severe treatment such as retort sterilization.When this paint is applied to a bonded can, leakage of the content from the side seam with the lapse of time can be effectively prevented. When this paint is applied to a can provided with an easy-open can lid, occurrence of the enamel feather can be prevented at the time of opening the lid.
    Type: Grant
    Filed: July 3, 1980
    Date of Patent: April 13, 1982
    Assignee: Toyo Seikan Kaisha Ltd.
    Inventors: Seishichi Kobayashi, Tatsuo Mori, Akihiko Morofuji
  • Patent number: 4321352
    Abstract: Novel metal-containing ionic cured rubbers are obtained by reacting a partially neutralized liquid rubber which has been obtained by partial neutralization, with metal ion, of carboxyl-terminated liquid elastomerizable polymers, with bisepoxide and dibasic acid anhydride.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: March 23, 1982
    Assignee: Okura Kogyo Kabushiki Kaisha
    Inventor: Hideaki Matsuda
  • Patent number: 4321351
    Abstract: The invention relates to a process in which, as essential components, liquid epoxy resins, carboxylic anhydrides, zinc fluoroborate complex compounds, water, tetrahydropyrane and compounds (X) which contain OH groups, COOH groups or both groups together, are reacted. Selective choice of the special quantity ratios results in reaction mixtures which, at low temperature (e.g. at 100.degree. C.), require only short moulding times and have a sufficiently long pot life. As the reaction is only slightly exothermic, the process can be used very advantageously for encapsulating electronic components.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Zuppinger, Dieter Baumann
  • Patent number: 4320223
    Abstract: Novel, 1,2-Epoxy Resin products using unique polycyclic, aromatic, polycarboxylic acid products as crosslinking agents display satisfactory electrical properties and good Barcol hardness values. The process for preparing these novel resin products involves admixing: a 1,2-epoxy resin containing on the average more than one 1,2-epoxy groups per molecule and the acid product derived from the nitric acid oxidation of naturally occurring solid carbonaceous material along with a suitable accelerator. The mixture is then subjected to a precure step which involves heating at temperatures between 50.degree. and 150.degree. C. for from about five minutes to about six hours. The mixture is thereafter subjected to suitable molding conditions.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: March 16, 1982
    Assignee: Gulf Research & Development Corp.
    Inventors: Johann G. Schulz, Walter P. Barie, Jr., James T. Eurich
  • Patent number: 4314930
    Abstract: Described herein is a molding composition comprising: ##STR1## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4, inclusive, hydroxyl groups, OH, in formula (I), (b) maleic anhydride, (c) an epoxide containing two or more 1,2-epoxide radicals, (d) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with the half ester, maleic anhydride and epoxide, and (e) one or more reinforcing fibers having a melting point or a glass transition temperature above about 130.degree. C.
    Type: Grant
    Filed: July 22, 1980
    Date of Patent: February 9, 1982
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner