Non-1,2-epoxy, Or Nonphenolic Reactant Is A Phosphorus-containing Material Patents (Class 528/108)
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Patent number: 4439594Abstract: Curable compositions of matter comprising an epoxy resin and a curing agent selected from the group consisting of polyvalent metal salts of a phosphorodithioic acid, the acid being derived from the reaction of a phosphorus sulfide with a hydroxyl containing aromatic compound, and products derived from the reaction of the polyvalent metal salt with a mono- or polyamine.Type: GrantFiled: September 17, 1982Date of Patent: March 27, 1984Assignee: The Lubrizol CorporationInventors: William A. Higgins, Alan C. Clark
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Patent number: 4434256Abstract: 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: GrantFiled: August 10, 1982Date of Patent: February 28, 1984Assignee: Vianova Kunstharz, A.G.Inventors: Gert Dworak, Werner Staritzbichler
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Patent number: 4412046Abstract: A high heat resistant transparency of epoxy resins cured with adducts of trimethoxyboroxine and benzyl alcohol is disclosed to resist intense heat for these transparencies in their use on military and industrial hardware. This transparency may exist in a composite with other layers of transparent material known to those skilled in the art. The epoxy transparency layer is bound to the other transparent layers, in a variety of configurations, using an interlayer of mercaptan terminated resins. These resins greatly improve resistance to moisture permeability in and about the edges of the entire transparency.Type: GrantFiled: May 12, 1982Date of Patent: October 25, 1983Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, Jr.
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Patent number: 4397970Abstract: The invention is an improved process for preparing epoxy resin/phosphoric acid reaction products having high enough phosphomonoester contents to be water-dispersible (as base salts) and low enough free acid contents to yield water-resistant cured coatings. The phosphoric acid is provided as an acid source material deriveable by the reaction of a hydroxylic P--OH functionality-limiting agent (blocking agent) with phosphoric anhydride as such or as a reaction product thereof with less than six molecular proportions of water. A resin solvent, which may also function as the P--OH blocking agent but otherwise is inert and acceptable as part of the final coating resin formulation, is employed as the reaction medium. The epoxide/acid reaction is allowed to proceed, effectively in the absence of water, until the content in the reaction mixture of species indistinguishable from H.sub.3 PO.sub.4 by base-titration has dropped to a minimum.Type: GrantFiled: November 13, 1981Date of Patent: August 9, 1983Assignee: The Dow Chemical CompanyInventors: Kent D. Campbell, Horst G. Langer, Patrick H. Martin
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Patent number: 4393188Abstract: A process for preparing a thermosetting maleimide type prepolymer which comprises reacting (A) a polyfunctional maleimide compound, (B) a bis-maleimide, (C) a diamine and (D) an epoxy compound. The maleimide type prepolymer prepared according to the process of the present invention has rapid curability and excellent solubility in low boiling point solvents such as acetone, methyl ethyl ketone and methyl cellosolve, which are available at low cost. Accordingly, the prepolymer is advantageously used especially for the production of laminated boards having good heat resisting properties, low moisture absorption and good adhesion to various substrates such as a copper foil.Type: GrantFiled: February 12, 1981Date of Patent: July 12, 1983Assignee: Hitachi Chemical Company, Ltd.Inventors: Akio Takahashi, Motoyo Wajima, Ritsuro Tada, Hirosada Morishita, Yutaka Mizuno, Shunya Yokozawa, Kenji Tsukanishi
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Patent number: 4391924Abstract: High temperature-resistant thermobarriers have a filler therein. The filler can be an opaque thermobarrier material, a fabric or cloth such that a laminated thermobarrier is formed, or preformed bubbles of glass, ceramic or plastic such that a syntactic foam thermobarrier is formed. The thermobarrier contains a boroxine compound therein as well as epoxy resins and various phosphorus compounds and/or aromatic alcohols. Generally, the syntactic foam thermobarriers give the best heat protection.Type: GrantFiled: October 22, 1982Date of Patent: July 5, 1983Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, Jr.
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Patent number: 4367299Abstract: The process according to the invention is performed by reaction of epoxide resins with primary and/or secondary polyamines with simultaneous quaternizing by means of aromatic and aliphatic polysulfonic esters, halogen-free organic phosphoric esters, or organic compounds which contain at least 1 chlorine or bromine atom, and which are free from -COOH groups and corresponding salt groups. The crosslinked plastics thus obtained are distinguished by an improved electrical conductivity.Type: GrantFiled: December 8, 1980Date of Patent: January 4, 1983Assignee: Ciba-Geigy CorporationInventors: Alfred Renner, Theobald Haug
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Patent number: 4360613Abstract: Water reducible compositions useful as coating compositions for flexible substrates are prepared by reacting a glycidyl polyether of a dihydric phenol with a polyethylene glycol and ortho phosphoric acid.Type: GrantFiled: May 18, 1981Date of Patent: November 23, 1982Assignee: Celanese CorporationInventor: David A. Shimp
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Patent number: 4345059Abstract: 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: GrantFiled: May 18, 1981Date of Patent: August 17, 1982Assignee: FMC CorporationInventors: Edward R. Fretz, Jr., Joseph Green
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Patent number: 4343928Abstract: A high heat resistant transparency of epoxy resins cured with adducts of trimethoxyboroxine and benzyl alcohol is disclosed to resist intense heat for these transparencies in their use on military and industrial hardware. Additionally, the transparency may include phosphite or phosphate compounds to improve heat resistance, with the phosphate compound in sufficient concentrations to delay gel times such that the phenyl substituted alkyl alcohol may be eliminated from the composition. This transparency may exist in a composite with other layers of transparent material known to those skilled in the art. The epoxy transparency layer is bound to the other transparent layers, in a variety of configurations, using an interlayer of mercaptan terminated resins. These resins greatly improve resistance to moisture permeability in and about the edges of the entire transparency.Type: GrantFiled: February 5, 1981Date of Patent: August 10, 1982Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, Jr.
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Patent number: 4316006Abstract: Phosphorus containing polymers are prepared by copolymerizing a cyclic phosphite and an epoxide in the presence of an acid catalyst. The resulting polymer can be incorporated within a thermoplastic or thermosettable resin to increase the flame resistivity thereof.Type: GrantFiled: February 27, 1980Date of Patent: February 16, 1982Assignee: The Dow Chemical CompanyInventor: Gerald K. McEwen
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Patent number: 4301261Abstract: The present invention provides an improved process for reducing the premature gelation during esterification of epoxy compounds containing tertiary, allylic or benzylic hydrogens (e.g., saturated epoxy resins) with ethylenically unsaturated monocarboxylic acids (e.g., acrylic acid) wherein the epoxy compound in pre-reacted with a trialkylphosphite (e.g., triethylphosphite) prior to the esterification.Type: GrantFiled: June 27, 1980Date of Patent: November 17, 1981Assignee: Shell Oil CompanyInventor: Roy J. Jackson
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Patent number: 4298709Abstract: Polyhydroxyl polyether compounds containing at least one monomeric unit each of the formulae: ##STR1## are disclosed. Polymeric condensation resins are prepared by allowing the polyhydroxyl polyethers to react with polyfunctional chain-forming compounds containing functional groups reactive with the hydroxyl groups of polyhydroxyl polyethers. The polyhydroxyl polyether compounds enhance the flame-retardant properties of polymeric condensation resins such as polyurethanes.Type: GrantFiled: June 25, 1980Date of Patent: November 3, 1981Assignee: The Dow Chemical CompanyInventors: Sally P. Ginter, Chester E. Pawloski, Violete L. Stevens
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Patent number: 4294886Abstract: A highly heat resistant transparency of epoxy resins cured with adducts of trimethoxyboroxine and benzyl alcohol is disclosed. This transparency may exist in a composite with other layers of transparent material known to those skilled in the art. The epoxy resin having the trimethoxyboroxine and benzyl alcohol may also have triphenyl phosphite which further increases the resistance to intense heat for these transparencies in their use on military and industrial hardware.Type: GrantFiled: August 28, 1979Date of Patent: October 13, 1981Assignee: Goodyear Aerospace CorporationInventor: John R. Uram, Jr.
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Patent number: 4289812Abstract: Hydrophobic, thermoset resins having highly desirable properties in coatings applications can be prepared from novel, water-thinnable, base-neutralized, acidic reaction products of orthophosphoric acid with hydrophobic, nominally-difunctional polyether epoxide resins having average epoxide equivalent weights (EEW) of from about 172 to about 5500. The phosphate groups in these products, when formed with fugitive bases, are thermally decomposable to yield resins which are not rapidly self-converting as such but are rapidly heat convertible in admixture with any of several types of curing agents. The functional groups responsible for water solubilization are utilized (and reacted out) in curing of the resins. The invention provides a method of utilizing hydrophobic, high performance polyether epoxide type polymers in aqueous coating systems having the ability to wet metal surfaces.Type: GrantFiled: March 12, 1979Date of Patent: September 15, 1981Assignee: The Dow Chemical CompanyInventor: Patrick H. Martin
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Patent number: 4284754Abstract: A thermosetting composition particularly suitable as a high solids coating composition for automotive applications. Exclusive of pigments, solvents and ether non-reactive components, the composition consists essentially of: (A) an oligomeric hydroxy functional phosphate ester having a number average molecular weight of between about 500 and about 5000 and being prepared by reaction of a polyepoxide and an acid phosphate ester; (B) up to 50 weight percent of a hydroxy functional compound; and (C) between about 15 and about 50 weight percent of an amine aldehyde crosslinking agent.Type: GrantFiled: January 4, 1980Date of Patent: August 18, 1981Assignee: Ford Motor CompanyInventors: Mohinder S. Chattha, Henk vanOene
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Patent number: 4280951Abstract: Phosphorus-containing condensation products are obtained by effecting condensation between an organophosphorus compound of the Formula, ##STR1## wherein X, Y and Z each is hydrogen or halogen, R.sub.1 and R.sub.2 each is hydrogen or methyl and R.sub.3 is hydrogen or an alkyl group and polyhydric alcohols having at least three alcoholic hydroxyl groups.These condensation products are ueful as a flame retardant for various synthetic resins.Type: GrantFiled: June 23, 1980Date of Patent: July 28, 1981Assignee: Sanko Kaihatsu Kagaku KenkyushoInventors: Toranosuke Saito, Hiroyuki Ohishi
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Patent number: 4256844Abstract: Phosphoric acid is reacted with mono- or polyfunctional epoxides containing methyol or alkoxymethyl groups, to provide resins which are curable simply by heating and contain as much as about 30 weight percent of phosphoric acid. Improved flame retardancy and water resistance are imparted to structural foams by impregnating them with these resins and curing in-situ.Type: GrantFiled: June 7, 1979Date of Patent: March 17, 1981Assignee: The Dow Chemical CompanyInventors: Patrick H. Martin, Paul G. Schrader, Robert R. Stringham
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Patent number: 4218377Abstract: 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: GrantFiled: October 31, 1978Date of Patent: August 19, 1980Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Sameer H. Eldin, Friedrich Lohse
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Patent number: 4197397Abstract: Aromatic polyimides with anhydride end groups are chain-extended (molecular weight increased) by reacting them with aromatic diamines or diamine terminated imide oligomers. The reaction can either be at a temperature above the melting point of the reactants or in solvents for the reactants. These polyimides can be shaped and formed prior to chain-extending.Type: GrantFiled: March 6, 1978Date of Patent: April 8, 1980Assignee: University of Notre Dame du LacInventor: Gaetano F. D'Alelio
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Patent number: 4192826Abstract: Thermosetting liquid coating compositions, based on polymer capable of being crosslinked with nitrogen resin crosslinkers, nitrogen resin crosslinker, and blocked acid catalyst prepared from materials containing at least one oxirane functionality and a sulfonic acid and having a resistivity of at least one megohm are provided. The novel thermosetting coating compositions are particularly useful in electrostatic spraying applications.Type: GrantFiled: September 18, 1978Date of Patent: March 11, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventors: Aleksander Beresniewicz, John P. Gallagher
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Patent number: 4172935Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazide with a reactive derivative of an acid.Type: GrantFiled: June 26, 1978Date of Patent: October 30, 1979Assignee: S.A Texaco Belgium n.v.Inventor: Johny C. Hermans
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Patent number: 4107145Abstract: This invention relates to the identification of salts of benzenephosphonic acid and melamine that are useful as additives for reducing the flame-propagation of normally flammable organo-polymers.The physical and chemical properties of the benzenephosphonic acid-melamine addition products may be modified by varying the mol ratios of the reactants.The salts of benzenephosphonic acid and melamine may be functionally inert or reactive when incorporated as additives, depending on their composition and the polymer system involved. Thus, applied to polyurethane foams, it is desirable that the additive be characterized as inert during the foaming reaction, whereas applied to monomeric-type epoxy systems, they may advantageously have the dual function of entering into the oxirane curing mechanism as well as imparting flame-retardency; in either case, the resultant products are unexpectedly and markedly improved in their resistance to flame initiation and flame propagation.Type: GrantFiled: August 23, 1977Date of Patent: August 15, 1978Inventor: Eli Simon
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Patent number: 4098768Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazidophosphosphorus compound with a reactive derivative of an acid.Type: GrantFiled: November 3, 1975Date of Patent: July 4, 1978Assignee: S.A. Texaco Belgium n.v.Inventor: Johny C. Hermans