Material Contains A Sulfur Atom Patents (Class 528/90)
  • Patent number: 5447797
    Abstract: A reaction resin mixture, which is able to be hardened thermally and by means of UV radiation, contains the following constituents:a cationically polymerizable epoxide resin;a latent hardening initiator in the form of an aralkyl-thiolanium salt; anda sensitizer of the structure ##STR1## A being --CO--, --NR-- and --CO--CO--, and D being --O--, --S--, --CO-- and --CH.sub.2).sub.x (where x= 1 or 2) or rather a single bond or two hydrogen atoms.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: September 5, 1995
    Assignee: Siemens Aktiengesellschaft
    Inventors: Bernhard Stapp, Lothar Schoen, Volker Muhrer
  • Patent number: 5444127
    Abstract: Curable systems for the preparation of polymeric products in which the curable system comprises an epoxy resin or an isocyanate, wherein the system contains a condensation reaction product ofa) a polyamine having only one primary amino group and only one tertiary amino group, and a non-cyclic backbone containing from 1 to 18 carbon atoms; andb) at least one of urea, guanidine, guanylurea, thiourea, and a mono-N,N' alkyl substituted urea or thiourea having from 1 to 3 carbon atoms in the alkyl moieties.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: August 22, 1995
    Assignee: Henkel Corporation
    Inventors: John J. Miskel, Jr., Reuben H. Grinstein, Stephen A. Fischer
  • Patent number: 5442035
    Abstract: Cure of an epoxy resin by an aliphatic amine is accelerated by a calcium sulfonate or calcium hydrocarbyl sulfate salt. The calcium salt is preferably a salt of a detergent-range sulfonic acid or hydrocarbyl sulfuric acid which is soluble in either the amine or the epoxy resin.
    Type: Grant
    Filed: September 29, 1993
    Date of Patent: August 15, 1995
    Assignee: Shell Oil Company
    Inventors: Larry S. Corley, Harold E. De La Mare
  • Patent number: 5439977
    Abstract: An acid anhydride-containing one package epoxy resin composition consisting indispensably of (1) an epoxy resin having two or more epoxy groups in one molecule, (2) an acid anhydride, (3) at least one of (a) a liquid latent curing accelerator, (b) a latent curing accelerator soluble in an epoxy resin having two or more epoxy groups in one molecule and (c) a latent curing accelerator soluble in an acid anhydride, and (4) a dispersible latent curing accelerator, wherein the ratio of (1) to (2) is from 0.8 to 1.2, defined as the number of acid anhydride equivalents/the number of epoxy equivalents, and the amounts of (3) and (4) each are from 0.1 to 10 parts by weight to 100 parts by weight of the epoxy resin. The composition has excellent infiltrability, storage stability and reactivity.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: August 8, 1995
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tadahiko Yokota, Hiroyuki Sakata, Kiyomiki Hirai, Koji Takeuchi
  • Patent number: 5393805
    Abstract: An epoxy resin composition for insulating a coil which comprises at least one polyfunctional epoxy resin, at least one latent curing catalyst, at least one filler and at least one surfactant, wherein the ceiling is set to the acid anhydride content in the composition at 10% by weight based on the weight of the epoxy resin; and a coil molded out of said resin composition.
    Type: Grant
    Filed: June 19, 1991
    Date of Patent: February 28, 1995
    Assignee: Hitachi, Ltd.
    Inventors: Toru Koyama, Hirokazu Takasaki, Hiroshi Suzuki, Akio Mukoh, Ikushi Kano, Toshiyuki Koide
  • Patent number: 5391687
    Abstract: Ultra high molecular weight epoxy resins are produced in a short time by polymerizing a difunctional epoxy resin having two epoxy group per molecule and a dihydric phenol by heating the difunctional epoxy resin and the dihydric phenol which are present in quantities which provide a ratio of phenolic hydroxyl groups to epoxy groups of from 1:0.9 to 1:1.1, in an amide solvent, in the presence of a polymerization catalyst, and the ultra high molecular weight epoxy resins are linearly polymerized so highly as to have the capability of being formed into films having high strength.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: February 21, 1995
    Assignee: Hitachi Chemical Company Ltd.
    Inventors: Katsuji Shibata, Kazuhito Kobayashi, Nozomu Takano, Masami Arai, Ikuo Hoshi
  • Patent number: 5380789
    Abstract: A catalyst selected from a perfluorosulfonic acid and an anhydride thereof enables a non-conjugated drying oil to react with a phenol to form a phenol-added vegetable oil without causing hydrolysis of the non-conjugated drying oil. The phenol-added vegetable oil is allowed to react with an aldehyde to form a vegetable oil-modified phenolic resin. A laminate produced by impregnating paper with the vegetable oil-modified phenolic resin and laminating and molding the impregnated paper is excellent in low temperature punching quality and electrical properties and is free from low molecular weight components oozing out the surface of the laminate.
    Type: Grant
    Filed: August 10, 1993
    Date of Patent: January 10, 1995
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Ken Nanaumi, Takeshi Horiuchi, Masahiro Nomoto, Mitsuhiro Inoue
  • Patent number: 5374697
    Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: December 20, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Beat Muller
  • Patent number: 5371259
    Abstract: Compounds of the formula I are described[R.sup.1 (Fe.sup.II R.sup.2 .sub.a ].sub.q.sup.+an anX.sup.-q (I)in which a is 1 or 2, n is 1 or 2, R.sup.1 is a substituted or unsubstituted .pi.-arene, R.sup.2 is a substituted or unsubstituted .pi.-arene or cyclopentadienyl anion or indenyl anion, q is an integer from 1 to 3, and X is FSO.sup.-.sub.3 or a q-valent anion of an organic sulfonic acid or of a carbocyclic acid; R.sup.1 can also be a polymeric, aromatic ligand. The invetion particularly relates to the compounds of the formula I wherein a is 1 and q is 1 and X.sup.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: December 6, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Meier, Roger P.-E. Salvin
  • Patent number: 5362835
    Abstract: A process for the production of a material having an increased molecular weight relative to the diepoxide starting material the material being either a hydroxy-terminated or an epoxy-terminated material comprisinga) reacting a diepoxide with a dihydroxy compound, in the presence, as catalyst, of a triflate salt of a metal of Group IIA, IIB, IIIA, IIIB, or VIIIA of the Periodic Table of Elements (according to the IUPAC 1970 convention);b) de-activating the triflate salt catalyst; andc) optionally advancing the material produced in step b), with an aromatic diol or phenol.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: November 8, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: William M. Rolfe, Michael R. Thoseby, Bryan Dobinson
  • Patent number: 5359017
    Abstract: The present invention provides a cationically polymerizable organic material composition comprising a composition which contains a cationic polymerization catalyst(s) and a cationically polymerizable organic material(s) as essencial ingredients, and one or more onium salts having a nucleophilic pair anion represented by halogenide, alkyl sulfate or p-toluenesulfonate ions, or one or more iron aromatic compound salts represented by the following formula (I): ##STR1## The composition of the present invention is a cationically polymerizable organic material composition capable of being cured by irradiation of a radiation or by heat, and it also has excellent storage stability at room temperature in the dark and a long pot life.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: October 25, 1994
    Assignees: Nippon Kayaku Kabushiki Kaisha, Sanshin Chemical Industry Co., Ltd.
    Inventors: Fumio Hamazu, Tatsuya Koizumi, Minoru Yokoshima, Masaki Fujimoto, Takeshi Endoh
  • Patent number: 5340890
    Abstract: An epoxy resin composition containing an anhydride-functional cyclobutene which can be represented by the formula ##STR1## in which each R is independently selected from hydrogen, C.sub.1-10 alkyl, aryl, halide and C.sub.1-10 heteroatomic.
    Type: Grant
    Filed: January 28, 1993
    Date of Patent: August 23, 1994
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5296567
    Abstract: The present document describes the use of an inhibitor for cationic polymerization as an additive to a thermocurable composition based on at least one cationically polymerizable organic material and an initiator for cationic polymerization in the form of an onium compound or a compound of the formula (I)[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I),in which n is 2 or 3, M is a metal cation selected from the group comprising Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion selected from the group comprising PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.-, derivatives of these anions in which at least one fluorine atom has been replaced by a hydroxyl group, and CF.sub.3 SO.sub.3.sup.-, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, may be any desired anions, L is water or an organic .sigma.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: March 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Baumann, Werner Margotte, Beat Muller
  • Patent number: 5294582
    Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstitued urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.
    Type: Grant
    Filed: June 14, 1993
    Date of Patent: March 15, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Tadafumi Miyazono, Koji Tabuchi
  • Patent number: 5279870
    Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: January 18, 1994
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • Patent number: 5278247
    Abstract: As a curing catalyst of epoxy resins, superacid salts of an N,N'-di- or N,N',N'-trisubstituted urea, the urea component of which is produced by reacting an organic isocyanate and a primary or secondary amine, at least one of which is monofunctional, are soluble in conventional organic solvents, compatible with epoxy resins and catalyze the cationic polymerization reaction of epoxy resins at room temperature.
    Type: Grant
    Filed: April 24, 1992
    Date of Patent: January 11, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Tadafumi Miyazono, Koji Tabuchi
  • Patent number: 5278260
    Abstract: A process for the preparation of epoxy resins having a specific reproducible content of .alpha.-glycol groups, which process comprises adding at least 0.0085 mol of glycidol or glycidol precursor compound per hydroxy-equivalent of a phenolic compound A which contains 2, 3 or 4 phenolic hydroxyl groups during the reaction of said phenolic compound A with an epihalohydrin which is unsubstituted or substituted in 2- or 3-position by C.sub.1 -C.sub.4 alkyl. The products may be used for surface protection.
    Type: Grant
    Filed: October 13, 1992
    Date of Patent: January 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Schaffner, Dimiter Hadjistamov
  • Patent number: 5273793
    Abstract: The present invention is directed to epoxy-based polymeric nonlinear optical materials in which a nonlinear optical active moiety or functionality forms the crosslink between polymer chains and a process for making the nonlinear optical (NLO) epoxy polymer including heating an epoxy resin and a curing agent such as a bi- or tri-functional aromatic amine containing an electron-withdrawing group, for example, diamino diphenylsulfone and poling the mixture under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical moieties in the polymer. The polymers have enhanced stability over polymers in which only one end of an NLO active moiety is attached to the polymer chain.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: John J. Kester, Mark D. Newsham
  • Patent number: 5273792
    Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • Patent number: 5235008
    Abstract: Polymer modified adducts are prepared by (A) reacting (1) an epoxy resin having an average of more than one vicinal epoxide group with (2) a compound containing an average of two or more hydrogen atoms reactive with an epoxide group; and (B) partially vinylizing reacting the product from step (A); and (C) polymerizing the partially vinylized product from step (B) with (3) a polymerizable ethylenically unsaturated monomer; with the proviso that at least one of the components (1), (2) or (3) contain one or more rodlike mesogenic moieties. These adducts are useful as epoxy resin curing agents.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: August 10, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5214098
    Abstract: Hardenable mixtures comprising(a) an epoxide resin,(b) a latent epoxide resin hardener which starts to react only at a temperature of at least 80.degree. C. (measured by DSC at a heating rate of 10.degree. C./minute),(c) an amine having at least one amine hydrogen and(d) a thiol having at least one SH group, either the amine (c) having at least two hydrogen atoms bound to one or more nitrogen atoms or the thiol (d) having at least two SH groups, and the difference between the reaction maxima in the DSC diagram at a heating rate of 10.degree. C./minutes being at least 30.degree. C., are suitable for the production of crosslinked products, especially for the production of flexible prepregs having a non-critical B stage and a very good storability.
    Type: Grant
    Filed: November 16, 1990
    Date of Patent: May 25, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Frans Setiabudi, Urs Gruber
  • Patent number: 5212261
    Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: May 18, 1993
    Assignee: Henkel Research Corporation
    Inventor: Thomas J. Stierman
  • Patent number: 5149767
    Abstract: Thermosetting mixtures containing(a) an epoxy resin having on average more than one 1,2-epoxide group in the molecule,(b) a di- or polyisocyanate compound and(c) a sulfonium salt of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl or phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acryl having 1-12 C atoms, Ar, Ar.sub.1 and Ar.sub.2 indpendently of one another are each phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: September 22, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Munk, Martin Roth
  • Patent number: 5098964
    Abstract: A process is disclosed for preparing a low-chlorine tetrafunctional epoxy resin which employs crystallization of the epoxy resin from solution in a finishing step of the preparation process. The process involves (a) contacting, in a basic reaction medium, epichlorohydrin and a tetraphenol of ethane to produce a reaction product mixture containing a polyglycidyl ether of the tetraphenol of ethane; (b) dissolving the polyglycidyl ether in an organic solvent and, optionally, contacting the polyglycidyl ether with a dehydrochlorination agent; and (c) reducing the temperature of the organic solvent so as to effect crystallization of a low-chlorine fraction of the polyglycidyl ether.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: March 24, 1992
    Assignee: Shell Oil Company
    Inventors: Ronald S. Bauer, Kailash C. B. Dangayach
  • Patent number: 5098965
    Abstract: A process is disclosed for preparing a low-chlorine epoxy resin which employs crystallization of the epoxy from solution in a finishing step of the preparation process. The process involves (a) contacting, in a basic reaction medium, epichlorohydrin and a biphenol to produce a reaction product mixture containing a diglycidyl ether of the biphenol; (b) dissolving the diglycidyl ether in an organic solvent and, optionally, contacting the diglycidyl ether with a dehydrochlorination agent; and (c) reducing the temperature of the organic solvent so as to effect crystallization of a low-chlorine fraction of the diglycidyl ether.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: March 24, 1992
    Assignee: Shell Oil Company
    Inventors: Ronald S. Bauer, Kailash C. B. Dangayach
  • Patent number: 5091498
    Abstract: The present invention describes the use of 1,3-dialkylimidazole-2-thiones as a catalyst for epoxy/anhydride reactions (and other reactions) and a method of making these catalysts. Epoxy/anhydride coatings containing these improved catalysts offer the following advantages: improved appearance (especially since even weeks after application the coatings still have a "wet" look); better pot-life; improved resistance to alkaline substances which will improve durability; improved solubility; and coatings which have a reduced volatile organic content (VOC).
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: February 25, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Anthony J. Arduengo, III, Robert J. Barsotti, Patrick H. Corcoran
  • Patent number: 5066735
    Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resin having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecules; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: November 19, 1991
    Assignee: The Dow Chemical Company
    Inventors: Louis L. Walker, Paul A. Larson
  • Patent number: 5047376
    Abstract: The present invention relates to activated curing combinations for organic cationically polymerizable materials. The curing combinations are obtainable by activating a solution or a dispersion of an iron/arene salt and a polycarboxylic acid, an anhydride based on a polycarboxylic acid, or a polyisocyanate by heating or by irradiation with actinic radiation. The curable compositions containing these activated curing combinations can be used as sheathing or encapsulating materials for electronic components.
    Type: Grant
    Filed: July 27, 1989
    Date of Patent: September 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Baumann, Kurt Meier, Werner Margotte, Beat Muller
  • Patent number: 5013814
    Abstract: Sulfonium salts of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, phenyl which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms, Ar, Ar.sup.1 and Ar.sup.2, independently of one another, are each unsubstituted or mono- or polysubstituted phenyl, or naphthyl which is unsubstituted or mono- or polysubstituted each arylene is an unsubstituted or mono- or polysubstituted phenylene or unsubstituted or mono- or polysubstituted naphthylene and Q.sup..crclbar. is SbF.sub.6 --, AsF.sub.6 -- or SbF.sub.5 OH-- are valuable curing agents and curing accelerators in the heat-curing of cationically polymerizable compounds, preferably epoxy resins.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: May 7, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Beat Muller
  • Patent number: 5003025
    Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: March 26, 1991
    Assignee: BASF Lacke & Farben Aktiengesellschaft
    Inventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
  • Patent number: 4981941
    Abstract: Fluoroepoxy resins for use in computer composite circuit boards. A "glass state" curing agent containing a fluorinated monoanhydride, a fluorinated dianhydride and a catalyst is compounded at a temperature of about 210.degree. C. The curing agent is blended with di- and tri-functional epoxy resins at 100.degree. C. or higher to give homogeneous fast-curing syrups. Fluoroepoxy resins inherently have low dielectric constants. This method produces a fluoroepoxy resin with higher crosslink densities and higher glass transition temperatures.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: January 1, 1991
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: James R. Griffith
  • Patent number: 4962179
    Abstract: A composition is disclosed containing an epoxidized fatty acid ester, an aromatic amine curing agent and an acid or metal salt accelerator. The composition can optionally contain a polyglycidyl ether of a polyhydric alcohol, an unsaturated monomer and a monoepoxy diluent. The composition has long pot life at room temperature and good flexibility and elongation.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: October 9, 1990
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 4959425
    Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resing having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecule; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: September 25, 1990
    Assignee: The Dow Chemical Company
    Inventors: Louis L. Walker, Paul A. Larson
  • Patent number: 4957946
    Abstract: The invention relates to mixtures containing:(a) cationically polymerizable compound and(b) a compound of the formula I[R.sup.1 (FE.sup.II R.sup.2).sub.a ].sub.q.sup..sym.an an X.sup..crclbar.(I)in which a is 1 or 2, n is 1 or 2, R.sup.1 is a substituted or unsubstituted .pi.-arene, R.sup.2 is a substituted or unsubstituted .pi.-arene or cyclopentadienyl anion or indenyl anion, q is an integer from 1 to 3 and X is FSO.sub.3.sup.- or a q-valent anion of an organic sulfonic acid or of a carobxylic acid; R.sup.1 can also be a polymeric, aromatic ligand. The invention also relates to the novel compounds of the formula I. The curable mixtures can be processed in particular for the production of coatings having a good resistance to heat.
    Type: Grant
    Filed: June 3, 1988
    Date of Patent: September 18, 1990
    Assignee: Ciga-Geigy Corporation
    Inventors: Kurt Meier, Roger P. Salvin
  • Patent number: 4957994
    Abstract: An opoxy resin is obtained by reacting an epihalohydrin with an imido-ring-containing diphenol represented by the following formula (I): ##STR1## wherein R represents an aliphatic group having at least two carbon atoms, an alicyclic group, a monocyclic aryl group, a fused polycyclic aromatic group, or a non-fused polycyclic aromatic group formed of aromatic groups coupled together directly or via a linking member and the two hydroxyl groups are each bonded to a meta position or the para position. In the epoxy resin, at least 50% of the hdroxyl groups of molecules of the diphenol have been opoxidized.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: September 18, 1990
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tatsuhiro Urakami, Yoshimitsu Tanabe, Keizaburo Yamaguchi, Akihiro Yamaguchi
  • Patent number: 4925901
    Abstract: Storage stable compositions are disclosed which comprise an epoxide containing compound, a phenolic hydroxyl containing compound, and a catalyst compound for catalyzing the reaction between epoxide groups and aromatic hydroxyl groups which catalyst comprises the product resulting from contacting an onium salt, amine, or amine salt with an acid or a salt of an acid having a weak nucleophilic anion.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: May 15, 1990
    Assignee: The Dow Chemical Company
    Inventors: James L. Bertram, Louis L. Walker, John W. Muskopf
  • Patent number: 4902760
    Abstract: A cross-linked resin produced by heating a mixture of (a) a bis(2-oxazoline) compound, (b) an aromatic polyamine compound which has at least two amino groups in the molecule and (c) a polyepoxy compound which has at least two epoxy groups in the molecule at elevated temperatures, preferably in the presence of an oxazoline ring-opening polymerization catalyst. The resin shows a high mechanical strength and toughness, a very small water absorption and a very high resistance to heat.
    Type: Grant
    Filed: October 26, 1988
    Date of Patent: February 20, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Kazuhiro Arita, Yasuo Sano
  • Patent number: 4894431
    Abstract: Curing systems for epoxy resins comprising an aliphatic or cycloaliphatic amine in combination with anhydrous methane sulfonic acid as an accelerator for the curing reaction.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: January 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert F. Armbruster, Rajan Eadara, William L. Miller
  • Patent number: 4874669
    Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a ketone solvent solution of a curable composition comprising (A) at least one aromatic based epoxy resin having an average number of epoxide groups per molecule of more than 2; (B) a mixture of (1) at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule; and (2) at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C), optionally, at least one catalyst for effecting the reaction between (A) and (B).
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: October 17, 1989
    Assignee: The Dow Chemical Company
    Inventors: Paul A. Larson, Dale J. Aldrich, Jody R. Berman
  • Patent number: 4874833
    Abstract: A curable epoxy resin composition comprising(a) a low viscosity liquid epoxy resin;(b) an alkyl hindered aromatic primary diamine curing agent having at least two aromatic rings;(c) a trialkylsulfonium salt amine cure accelerator; and(d) a liquid monoaromatic primary amine curing agent;(e) at least one reactive monomer; and(f) a peroxide polymerization initiator.
    Type: Grant
    Filed: August 22, 1988
    Date of Patent: October 17, 1989
    Assignee: Shell Oil Company
    Inventor: Jacqueline A. Kershaw
  • Patent number: 4868059
    Abstract: Electrical laminates are prepared from prepreg materials prepared by impregnating a substrate with a laminating varnish comprising a solvent solution of a curable composition comprising (A) a mixture of at least one epoxy resin having an average of more than 1 but not more than 2 vicinal epoxy groups per molecule and at least one epoxy resin having an average of more than 2 vicinal epoxy groups per molecule; (B) a mixture of at least one phenolic hydroxyl-containing compound having an average of more than 1 but not more than 2 phenolic hydroxyl groups per molecule and at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) at least one catalyst for effecting the reaction between (A) and (B).
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: September 19, 1989
    Assignee: The Dow Chemical Company
    Inventors: Louis L. Walker, Paul A. Larson
  • Patent number: 4861839
    Abstract: A metal chelate compound in which a chelate forming metal is coordinated with a ligand represented by the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which are the same or different, represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, X represents --NR.sup.4 -- (wherein R.sup.4 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms), an oxygen atom or a sulfur atom, n is an integer of 1 to 3, and j is an integer of 1 to 3, and a coating composition containing the same.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: August 29, 1989
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Katsumi Mizuguchi, Yoshitaka Okude, Hiroshi Miwa, Hidefumi Okuda
  • Patent number: 4824927
    Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: April 25, 1989
    Assignee: BASF Lacke & Farben AKT
    Inventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
  • Patent number: 4816502
    Abstract: A composition is provided comprising an epoxy resin, a nitroparaffin and a sulfonic acid. The presence of the sulfonic acid retards gellation of nitroparaffin-containing epoxy resin compositions intended for use in water-dispersible coating formulations cured with modified polyamine resins.
    Type: Grant
    Filed: April 29, 1987
    Date of Patent: March 28, 1989
    Assignee: Shell Oil Company
    Inventor: John A. Lopez
  • Patent number: 4788076
    Abstract: The invention relates to powdered lacquers based on a mixture of epoxide compounds and optionally polyesters as well as salts of primary C.sub.4-18 aliphatic and cycloaliphatic-diamines with phosphoric acid and/or sulphuric acid as a hardener, as well as other additives and a method for the manufacture of flat finish coatings.
    Type: Grant
    Filed: May 4, 1987
    Date of Patent: November 29, 1988
    Assignee: Huls Aktiengesellschaft
    Inventor: Joern-Volker Weiss
  • Patent number: 4783518
    Abstract: A rapid curing composition comprising a mixture of (A) a polyepoxide and an amine curing agent and (B) a novel thiocyanate salt of the reaction product of an alkylene polyamine, such as ethylene diamine, and a bicyclic amide acetal and a method for curing said composition are described.
    Type: Grant
    Filed: September 28, 1987
    Date of Patent: November 8, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4783363
    Abstract: An improvement in curable compositions which comprise a polyglycidyl ether such as the triglycidylether of tris(hydroxyphenyl)methane and a halogenated dihydric phenol such as tetrabromobisphenol A, the improvement being employing as the halogenated dihydric phenol one in which the halogen atoms are meta with respect to the hydroxyl groups such as 2,2',6,6'-tetrabromo-3 ,3',5,5'-tetramethyl-4,4'-biphenol. These compositions can be cured by heating in the presence or absence of a catalyst for reacting epoxy groups with phenolic hydroxyl groups such as 2-methyl imidazole. These compositions are particularly useful in the preparation of electrical laminates.
    Type: Grant
    Filed: March 11, 1987
    Date of Patent: November 8, 1988
    Assignee: The Dow Chemical Company
    Inventors: Jody R. Berman, Abel Mendoza
  • Patent number: 4780360
    Abstract: Electrically insulating composite materials formed from (1) epoxy resins and (2) polymeric fiber reinforcement which have high strength are formed if the cross-linking of the epoxy resin is accomplished by anionic polymerization using tertiary amines of the formula ##STR1## as catalyst.
    Type: Grant
    Filed: August 20, 1986
    Date of Patent: October 25, 1988
    Assignee: Siemens Aktiengesellschaft
    Inventors: Wolfgang Kleeberg, Klaus-Robert Hauschildt, Heinz Hacker
  • Patent number: 4778863
    Abstract: Glycidyl derivatives of compounds containing --OH, --NH.sub.2 and/or --COOH groups are prepared by reacting in the presence of a mixture of solvents, at least one of which is a polar aprotic solvent, an excess of an epihalohydrin with a compound containing --OH, --NH.sub.2 and/or --COOH groups while continuously or incrementally adding an alkali metal hydroxide to the mixture and removing water from the reaction by codistillation with epihalohydrin and the solvents.
    Type: Grant
    Filed: August 13, 1987
    Date of Patent: October 18, 1988
    Assignee: The Dow Chemical Company
    Inventors: Chun S. Wang, Zeng-kun Liao
  • Patent number: 4775735
    Abstract: A moisture curable composition comprising a mixture of(A) a polyepxoide(B) a polyimine curing agent and(C) an amine thiocyanate salt cure accelerator,and a process for curing said composition in an atmosphere having a relative humidity of from about 20% to about 90% at a temperature in the range of from about 15.degree. C. to about 150.degree. C. are described.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: October 4, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel