Patent GB-971525-A (GB)
Title: Hardened poly epoxide resins and process for their manufacture
IPC: C08G59/68
Filed: 1962-10-02
Abstract: A process for hardening a polyepoxide comprises using an organo-tin compound of the formula R2SnX, R4-nYn or R2SnZ, or a mixture thereof, where R is a monovalent hydrocarbon radical, X is hydrogen, halogen or a hydroxyl, metal-substituted hydroxyl, fluoroborate, cyanide or amino group, Y is the same as X or an acyl or acyloxy group, Z is oxygen or sulphur and n is zero, 1 or 3, in an amount ranging from 0.05 to 2.5% calculated on the weight of the epoxide. Specified tin compounds are trimethyl stannic hydroxide, tributyl stannic hydroxide, trimethyl stannic chloride, dimethylphenyl stannic hydroxide, tributyl stannic chloride, triphenyl stannic chloride, trimethyl stannic fluoroborate, triphenyl stannic fluoroborate, dimethyl stannic dichloride, dibutyl stannic dichloride, diphenyl stannic dichloride, dibenzyl stannic dichloride, butyl stannic trichloride, phenyl stannic trichloride, dimethyl stannic oxide, dibutyl stannic oxide, diphenyl stannic oxide and diphenyl stannic sulphide. Specified polyepoxides are the glycidyl ethers of polyhydric phenols and alcohols, dipentene-diepoxide, 3:4-epoxydicyclopentadiene-9-glycidyl ether (resin A), 3:4-epoxy-6-methylcyclohexyl-methyl - 3: 4-epoxy-6-methylcyclohexane carboxylate (resin B), dicyclopentadiene diepoxide and vinyl cyclohexene diepoxide. Other hardening agents e.g. organic acids and/or acid anhydrides, phenols and nitrogen compounds may be present in the reaction mixtures.  The examples describe the curing of epoxy resins compositions comprising: (1) resin A, maleic acid anhydride and triphenyl stannic chloride; (2) resin A, maleic acid anhydride, 2-methylpentanediol-2:4 and triphenyl stannic chloride; (3) resin A, maleic acid anhydride,2-methylpentanediol-2:4 and triphenyl stannic hydroxide; (4) resin A, maleic acid anhydride,2-methylpentanediol-2:4 and triphenyl stannic fluoroborate; (5) resin B, maleic acid anhydride,2-methylpentanediol-2:4 and triphenyl stannic chloride; (6) resin A, maleic acid anhydride, azelaic acid and triphenyl stannic chloride; (7) a polyglycidyl ether of diphenylol propane, maleic acid anhydride, triphenyl stannic chloride and dimethyl diglycol; (8) and (9) resin A, maleic acid anhydride and triphenyl stannic chloride; (10) resin A, isooctenyl succinic acid anhydride,glycerol and triphenyl stannic chloride; (11) resin B, dimeric linoleic acid and triphenyl stannic chloride; (12) resin A, maleic acid anhydride, 3-methylpentanediol-2:4, triphenyl stannic laurate and the butyl ester of glycollic acid; (13) resin B, maleic acid anhydride, 3-methylpentanediol-2:4 dimethyldiglycol and dibenzyl stannic chloride; (14) resin B, maleic acid anhydride, 3-methylpentanediol-2:4 and hexabutyl distannoxane; (15) (a) resin B, maleic acid anhydride, 3-methylheptanediol-2:4 and dibutyl stannic dichloride; (b) resin B, maleic acid anhydride, 3-methylpentanediol-2:4 and (i) tribenzyl stannic acetate, (ii) tributyl stannic oleate, (iii) diphenyl stannic dichloride, (iv) dibenzyl stannic oxide, (v) tetraphenyl tin, (vi) tetrabutyl tin, (vii) tetramethyl tin, (viii) tetraethyl tin, (ix) dioctyl stannic dichloride and (x) trimethyl stannic bromide, the tin compounds being added in solution in dimethyl diglycol or tetrahydrofurfuryl alcohol; (16) vinyl cyclohexene diepoxide, maleic acid anhydride, 3-methylpentanediol-2:4, tetrahydrofurfuryl alcohol and dibenzyl stannic oxide and (17) resin B, maleic acid anhydride, 3-methylpentanediol-2:4 and triphenyl stannic chloride.