Abstract: An adhesive composition comprising a mixture of a polyepoxide, an amine curing agent and a thiocyanate salt of a compound having the formula ##STR1## wherein R represents an alkyl group having from 1 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms or an alkaryl group having from 7 to 20 carbon atoms, R', R" and R'" independently represent hydrogen, an alkyl group having from 1 to 10 carbon atoms or an alkyl ether group having from 1 to carbon atoms and n represents 2 or 3 is described.

Abstract: A co-curable composition, having utility as a first part of a two-part cationically curable composition and containing a latent curing component which is reactive with a latent curing component in a second part of the two-part composition to form curingly effective cations for the two-part composition, such co-curable composition comprising: (i) a cationically polymerizable material, and (ii) a dioxane-complexed metal salt of a non-nucleophilic anion. Also disclosed is a two-part composition curable by contact of respective parts with one another, comprising first and second parts of the aforementioned types. A preferred class of cation species comprises carbenium ions derived from reaction of an organic halide compound, as the first component, with a metal salt of a non-nucleophilic anion such as SbCl.sub.6.sup.-, SbCl.sub.3.sup.-, SbF.sub.6.sup.-, AsF.sub.6.sup.-, SnCl.sub.5.sup.-, PF.sub.6.sup.-, BF.sub.4.sup.-, CF.sub.3 SO.sub.3.sup.-, and ClO.sub.4.sup.-, as the second component.

Abstract: A process for accelerating the cure rate of a mixture comprising an epoxy resin and an amine hardener comprising including in the mixture from 0.5% to 15% by weight of a catalyst which is the reaction product of a bicyclic amide acetal and ammonium thiocyanate and curing the resulting mixture at a temperature of from about abient temperature to about 120.degree. C. is described.

Abstract: A coated article is made by: (1) admixing an epoxy resin, with a dual curing agent admixture of (a) an irradiated mixture of carboxylic acid anhydride and carbon containing cyclic compound and (b) a boron trihalide complex selected from at least one of boron trihalide:amine and boron trihalide:ether, (2) applying the mixed resin and concentrated dual curing agent to the surface of an article, and (3) curing the applied resin and curing agent.

Abstract: An electrically conductive adherent film-forming adhesive which is rapidly curable thermally from a flowable liquid to an adherent and coherent solid at temperatures below about 120.degree. C. and with a specific resistivity of less than about 0.001 ohm-cm. when cured, and comprising a uniform mixture with a formulation containing a liquid epoxy base resin, a hardening component for the epoxy resin consisting essentially of B.multidot.CF.sub.3 SO.sub.3 H, and silver metallic powder in an amount ranging from about 75% to 85%, with the powder having a substantial uniform particle size of less than about 20 microns (0.8 mil) in diameter.

Abstract: Mixtures which are curable by heating or irradiation with actinic light contain one or more cationically curable compounds, such as an epoxy, an olefinically unsaturated monomer, amino resin or phenolic resin, and as a cationically active curing catalyst one or more N-sulfonylamino-sulfonium salts of the formula ##STR1## such as N-p-toluenesulfonyl-N-methylaminodiphenylsulfonium hexafluorophosphate with or without quinones or peroxides are suitable, inter alia, for producing moldings, coatings, relief images and resist patterns.

Abstract: Latent catalysts for epoxy reactions are prepared by reacting a tetrasubstituted onium compound such as tetrabutylphosphonium acetate.acetic acid complex or an amine compound with an acid having a weak-nucleophilic anion such as fluoboric acid. These catalysts provide stable latent catalysts for epoxy resins for advancement or curing reactions.

Abstract: This invention is directed to adducts of a polycaprolactone polyol and a polyepoxide comprising the reaction product of at least one polycaprolactone polyol and a polyepoxide containing two or more epoxy groups per molecule in a molar ratio of polycaprolactone polyol to polyepoxide of from about 2:1 to about 3:1, said adducts having an oxirane content of less than about 0.10 percent and a viscosity of less than about 3700 centistokes at 54.5.degree. C. The adducts are useful in the formulation of high solids coating compositions, polyurethane elastomers, inks, sealants, adhesives and the like.

Abstract: A process for the preparation of glycidyl compounds by reacting a compound containing at least one phenolic group with at least the equivalent amount, based on the phenolic group, of a halohydrin in a substantially anhydrous, aprotonic solvent in the presence of a solid, substantially anhydrous catalyst, is described, which process comprises carrying out the reaction at a temperature in the range from 40.degree. to 80.degree. C. in the presence of an alkali metal carbonate, an aprotonic dipolar solvent with a static relative dielectric constant of more than 25 (at 25.degree. C.) and a permanent electric dipole moment of more than 2.5 D being used, an additional feature of said solvent being that the transition energy of the solvatochromic absorption band of the dissolved N-(3,5-diphenyl-4-hydroxyphenyl)-2,4,6-triphenylpyridinium perchlorate is in the range from 168 to 197.4 kJ/mole (at 25.degree. C.), or which process comprises carrying out the reaction at a temperature in the range from 60.degree. to 80.

Abstract: A process for accelerating the rate of cure of an epoxy resin formulation comprising including in the epoxy resin formulation a thiocarbamate which is the reaction product of a thiol and an isocyanate is described.

Abstract: Novel compositions are prepared by reacting sulfur dioxide with the reaction product of a material having an average of more than one 1,2-epoxide group per molecule such as a diglycidyl ether of bisphenol A with a monoethylenically unsaturated monocarboxylic acid such as methacrylic acid in the presence of an oxidizing agent such as cumene hydroperoxide.

Abstract: An epoxy resin composition containing a cationic curing agent and a cure-retarding amount of a diarylamine. The diarylamine lengthens the pot life of the epoxy-curing agent composition.

Abstract: Disclosed is a stiff, tough thermoset composite, the composite comprising a crosslinked epoxy resin matrix and high strength filaments. The resin matrix comprises a glassy discontinuous phase dispersed in a glassy continuous phase that continues throughout the resin matrix. Volume fractions of the discontinuous phase are at least about 35% of the total volume of the continuous and discontinuous phases combined in exceptionally tough composites.Also disclosed are novel resin compositions suitable for making these thermosets.

Abstract: Described are novel thermosetting epoxy resin compositions suitable for making cured resins, prepregs and stiff, tough thermoset composites. The thermosetting compositions comprise a polyepoxide component, an amine hardener and a specified amount of certain aromatic oligomers containing functional groups which are reactive with the polyepoxide and/or hardener under curing conditions for the composition. The cured resins have a multiphase morphology which comprises at least one glassy continuous phase and at least one glassy discontinuous phase and have a fracture toughness, K.sub.IC, of at least 1.0 MPam.sup.1/2.

Abstract: A composition is provided comprising an epoxy resin, a cationic curing agent for the epoxy resin and a surfactant. The surfactant improves the reproducibility of cure rates of the cationic curing agent, particularly when the cationic curing agent is used in the form of an aqueous solution.

Abstract: Described herein are compositions which contain a specific group of oligomeric diamine hardeners and epoxy compounds which when combined with structural fibers produce composites which have improved tensile properties, high compressive strengths, and improved impact resistance. These compositions also exhibit low moisture absorption.

Abstract: Curable compositions are disclosed which comprise a polyglycidyl ether such as the triglycidylether of tris(hydroxyphenyl)methane and a halogenated dihydric phenol such as tetrabromobisphenol A. These compositions can be cured by heating in the presence or absence of 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.

Abstract: The invention provides a water-reducible coating composition comprising an epoxy resin, an amino group-containing curing agent for the epoxy resin and a watersoluble organic compound which occurs in at least 2 tautomeric forms, in one of which a labile hydrogen atom is linked to a carbon atom and which compound contains at least one carbonyloxy group or sulfonyl group.

Abstract: Polymerizable compositions contain (A) a cationically polymerizable material, such as an epoxide resin, a phenoplast or a cyclic vinyl ether, (B) a hydroxy compound such as styreneallyl alcohol copolymer, and (c) an aromatic iodosyl salt of formula ##STR1## where R.sup.3 and R.sup.4, which may be the same or different, each represent a monovalent aromatic radical having from 4 to 25 carbon atoms, x denotes 1, 2 or 3, and Z.sup.x- denotes an x-valent anion of a protic acid.Suitable salts of formula II include diphenyliodosyl hexafluorophosphate and tetrafluoroborate. The compositions may be photopolymerized or they may be thermally polymerized in the presence, as catalyst for the iodosyl salt, of a salt or complex of a d-block transition metal, a stannous salt, an organic peroxide or an activated .alpha.-hydroxy compound.The compositions may be used as surface coatings and adhesives, and in the preparation of printing plates, printed circuits and reinforced composites.

Abstract: Curable thermosetting resin compositions comprising an epoxy resin having at least two 1,2-epoxy groups per molecule, an aromatic diamine hardener, and as a cure accelerator an aromatic trihydroxy compound are disclosed. The aromatic trihydroxy compound, such as for example, phloroglucinol, n-propyl gallate, or pyrogallol, improves the cure speed of the epoxy/aromatic diamine resin system, while at the same time producing cured compositions having excellent mechanical and thermal properties. The disclosed compositions find particular application in the preparation of composites by, e.g., filament winding procedures.

Abstract: Heat-curable compositions exhibiting improved room temperature pot life and reduced viscosity are obtained from composition comprising (1) a polyepoxide, (2) an aromatic or aliphatic amine, (3) a trihydrocarbyl sulfonium salt, (4) an unsaturated monomer and (5) a free radical curing agent.

Abstract: Heat-curable compositions exhibiting improved room temperature pot life and reduced viscosity are obtained from composition comprising (1) a polyepoxide, (2) an aromatic or aliphatic amine, (3) a trihydrocarbyl sulfonium salt, (4) at least one unsaturated aromatic monomer, (5) an unsaturated co-monomer and (6) a free radical curing agent.

Abstract: A process for preparing polyepoxides having a wide molecular weight distribution comprises reacting a liquid polyepoxide and polyhydric phenol in a first step, and reacting the resulting intermediate with additional polyhydric phenol and polyepoxide in one or more additional steps.

Abstract: Heat-curable compositions exhibiting improved thermal pot life are obtained from epoxy compositions comprising (1) a polyepoxide, (2) an aromatic or aliphatic amine and (3) a trihydrocarbyl sulfonium salt.

Abstract: Heat curable epoxy-styrene compositions exhibiting improved processability, low viscosity, long pot life, and fire retardancy which when cured with a special acid anhydride/onium salt epoxy curing blend in combination with a free-radical catalyst, yield cured products exhibiting improved physical properties, such as increased heat deflection temperature, increased flexural strength and increased flexibility.

Abstract: The increase in hydrolyzable halide content in the preparation of advanced epoxy resins is decreased by conducting the advancement in the presence of an unsaturated organic compound.

Abstract: Heat-curable compositions exhibiting improved room temperature pot life and reduced viscosity are obtained from compositions comprising (1) a polyepoxide, (2) an aromatic or aliphatic amine, (3) a trihydrocarbyl sulfonium salt, (4) an unsaturated aromatic monomer and (5) a free radical curing agent.

Abstract: Aromatic N-glycidylamines are prepared by treatment of an amine having at least one, and preferably two or more aromatic amino hydrogen atoms, with epichlorohydrin in the presence, as catalyst, of a di- or higher-valent metal salt of nitric or perchloric acid, or of a carboxylic or sulphonic acid substituted by fluorine, chlorine or bromine on the carbon atom alpha to the carboxylic or sulphonic acid group, and dehydrochlorinating the product. The presence of the metal salt gives a product having a higher glycidyl content and a lower viscosity than does the same reaction in the absence of such a salt.Suitable aromatic amines include aniline, phenylene diamines, phenylene diamines substituted on the aromatic ring and bis(4-aminophenyl)methane. The metal salt may be of, for example, magnesium, calcium, zinc, manganese, nickel, iron, lanthanum, vanadium, ytterbium or uranium.

Abstract: A thermosetting resin composition comprising (A) at least one polyfunctional epoxy compound and (B) at least one polyfunctional nitrile compound and a prepolymer thereof can give a cured product having excellent heat resistance and mechanical properties such as flexibility.

Abstract: This invention is an aqueous-dispersible oxirane formulation comprising an oxirane and a cross-linking amount of 3-hydroxythiophane and an organic acid having at least 2 acid moieties that have a dissociation constant, pK.sub.a, less than 4.75.

Abstract: Acidic cyclic perfluoroaliphaticdisulfonimides, salts thereof, a process for making the same, curable compositions containing acidic cyclic perfluoroaliphaticdisulfonimides or salts thereof and cationically-sensitive monomers, and a process for using acidic cyclic perfluoroaliphaticdisulfonimides and salts thereof as catalysts for the cure of cationically-sensitive monomers.

Abstract: A method for delaying curing rate of a curable resin composition comprising a polyfunctional cyanate ester compound or mixture of a polyfunctional cyanate ester compound and a polyfunctional maleimide compound, characterized in that a specific benzene sulfonic acid is added to said composition is disclosed.

Abstract: Cyclic perfluoroaliphaticdisulfonic acid anhydrides, sulfonamide derivatives thereof, a process for making the same, curable compositions containing cyclic perfluoroaliphaticdisulfonic acid anhydrides or sulfonamide derivatives thereof and cationically-sensitive monomers, and a process for using cyclic perfluoroaliphaticdisulfonic acid anhydrides or sulfonamide derivatives thereof as catalysts for the cure of cationically-sensitive monomers.

Abstract: A curable resin is composed ofA. an epoxy resin andB. a pyrylium salt as a catalyst, with or withoutC. a metal chelate or metal salt as a co-catalyst.Preferred pyrylium salts are those of the formula ##STR1## Preferred co-catalysts are acetylacetonates, stearates, benzoates, naphthenates, octoates or phthalates of Cu.sup.++, Co.sup.++, Co.sup.+++, Fe.sup.+++ or Al.sup.+++. The resin compositions may be used to produce coatings and moldings.

Abstract: The invention relates to heat curable epoxy resin compositions consisting of an epoxy resin containing, on average, more than one epoxide group per molecule, an aromatic onium salt as catalyst, a copper complex compound as co-catalyst, and a light stabilizer. These compositions are less sensitive to UV irradiation and have a good shelf life at room temperature as well as a good high temperature reactivity.

Abstract: New aromatic sulfonylsulfoxonium salts are of formula ##STR1## where q is 1 to 4,R denotes an aliphatic, cycloaliphatic, or aromatic group,R.sup.6 denotes H, an alkyl or aralkyl group, or a group --COR.sup.9, --CO--NH--(CO).sub.r --R.sup.10, or --SO.sub.2 --R.sup.11, where r is zero or 1,one, but not both, of R and R.sup.6 denoting an aromatic group,R.sup.7 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, or aralkyl group,R.sup.8 has the same meaning as R.sup.7 but may alternatively represent a dialkylamino group or, if R.sup.7 denotes alkyl, it may alternatively represent an arylamino group,R.sup.9, R.sup.10, and R.sup.11 each denote an alkyl, aryl, or aralkyl radical of 1 to 25 carbon atoms,t is 1, 2, or 3, andZ.sup.- denotes a t-valent anion of a protic acid.The salts, e.g., dimethyl-p-toluenesulfonylmethylsufoxonium hexafluorophosphate, are useful as catalysts for the polymerization of cationically polymerizable materials by means of actinic radiation and/or heat.

Abstract: The gel time of curable epoxy resin compositions are controllably reduced by adding to the epoxy resin-curing agent mixture between about 0.1 and about 10% elemental sulfur.

Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers and prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of an aryl- or aroyl- carbamoylsulfoxonium salt (II) of formula ##STR1## where p is zero or 1,q is 1 to 4,Ar denotes an aromatic group,R.sup.6 denotes --H or group --COR.sup.9 or --CONH(CO).sub.r R.sup.10,R.sup.7 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.8 has the same meaning as R.sup.7 but may alternatively represent a dialkylamino group or, if R.sup.7 denotes alkyl, it may alternatively represent an arylamino group,R.sup.9 and R.sup.10 each denote a saturated or ethylenically unsaturated radical,r is zero or 1,t is 1, 2, or 3, andZ.sup.t- denotes a t-valent anion of a protic acid.

Abstract: Glycidyl ethers of monohydric or polyhydric phenols of high purity are obtained if hydrogen halide is eliminated from halohydrin ethers of the phenols in aqueous alkalis in the presence of one or more onium compounds selected from quaternary ammonium compounds having at least one aliphatic C.sub.4-22 hydrocarbon radical, quaternary phosphonium compounds and tertiary sulphonium compounds as catalyst, or in the presence of those compounds which form in the reaction medium in situ, before the addition of the alkali, such onium compounds from the halohydrin ethers together with tertiary amines, tertiary phosphines or thioethers. In comparison with the known processes, the rate of dehydrohalogenation can thereby be significantly increased as a result of which an increase in production is achieved. Moreover, significantly purer reaction products are obtained by the avoidance of side reactions.

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.

Abstract: Thermosetting high solids coating compositions which: (i) cure, at least in part, by reaction between an amine-aldehyde compound and hydroxyl functionality on a film-forming component, which hydroxyl functionality is either generated in situ during the cure of the composition or is both generated in situ during cure and is present on the film-forming component prior to curing; (ii) are adapted for low temperature bake applications; and (iii) contain greater than about 55% by weight of nonvolatile solids.

Abstract: A melt-fabricatable or melt-fabricated composition comprising (i) a crystalline thermoplastic aromatic polyetherketone containing the repeat unit ##STR1## alone or in conjunction with other repeat units said polymer having an inherent viscosity of at least 0.7 and (ii) a glass and/or carbon fibre reinforcing agent, which composition is melt-fabricatable into a composition exhibiting, or alternatively (if melt-fabricated) exhibits, an increase in heat deflection temperature (HDT) of at least 3.degree. C. per 1% by weight of reinforcing agent above the HDT of the unreinforced polyetherketone and an increase in flexural modulus of at least 0.2 GN.sub.m.sup.-2 per 1% by weight of reinforcing agent above the flexural modulus of the unreinforced polyetherketone.

Abstract: Thermosetting high solids coating compositions which: (i) cure, at least in part, by reaction between an amine-aldehyde compound and hydroxyl functionality on a film-forming component, which hydroxyl functionality is either generated in situ during the cure of the composition or is both generated in situ during cure and is present on the film-forming component prior to curing; (ii) are adapted for low temperature bake applications; and (iii) contain greater than about 55% by weight of nonvolatile solids. The claimed high solids coating compositions, exclusive of pigments, solvents and other nonreactive components, consist essentially of:(A) a film-forming component selected from the group consisting of an epoxy functional copolymer and polyepoxide resin;(B) a latent reactive catalyst comprising the reaction product of (i) a copolymer bearing pendent epoxy functionality, and (ii) a particular sulfonic acid;(C) an amine-aldehyde crosslinking agent; and(D) an optional hydroxy functional additive.

Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1,R.sup.6 denotes an arylene or aralkylene group,R.sup.7 denotes --H or a group of formula ##STR2## R.sup.8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.9 has the same meaning as R.sup.8 but may alternatively represent a dialkylamino group or, if R.sup.8 represents an alkyl group, R.sup.9 may represent an arylamino group,R.sup.10 and R.sup.11 each independently have the same meaning as R.sup.8 but may also each denote --H,r represents 1, 2, or 3,Z.sup.r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.

Abstract: Heat curable compositions are provided comprising cationically polymerizable organic materials such as epoxy resins, vinyl ethers or phenol formaldehyde resins and thermal curing agents, based on the use of certain aryl sulfonium salts with an organic oxidant, such as an organic peroxide, azonitriles, etc. The heat curable compositions can be used as injection molding compounds or as a coating composition.

Abstract: A catalyst for forming ambient temperature stable diamino-diphenyl sulfone-epoxy composition comprises the half-salt of a strong aromatic sulfonic acid such as toluene sulfonic acid and an imidazole, preferably an alkylated imidazole such as 2-ethyl-4-methylimidazole. The composition fully cures at moderate temperature to form a humidity resistant resin having a high heat distortion temperature and can be impregnated onto reinforcing fibers such as graphite to form composites.

Abstract: Polyether hydroxyl-containing compounds are prepared by reacting a monoepoxy-containing compound such as propylene oxide with a compound containing one or more OH and/or SH groups such as a low molecular weight adduct of glycerine and propylene oxide in the presence of a solid calcium naphthenate catalyst. The solid form of the catalyst is more efficient than the liquid form.

Abstract: Thermosetting compositions comprising: (A) a sulfonic acid ester comprising the reaction product of an epoxy functional polymer bearing hydroxyl functionality, and a sulfonic acid having the formula ##STR1## wherein R is selected from linear or branched alkyl groups and aryl groups; and (B) an amine aldehyde crosslinking agent.During cure of the composition, component (A) breaks down to form not only a reactive sulfonic acid catalyst, but also the hydroxy functional film forming material which crosslinks with the amine aldehyde crosslinking agent.

Abstract: UV curable mixtures of C.sub.(8-28) .alpha.-olefin oxides and certain onium salt photoinitiators, for example, certain diaryliodonium salts, or triarylsulfonium salts, and optionally polyfunctional epoxy resin, have been found useful in paper release coating applications.

Abstract: 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.