GB540169A - Resinous compositions and methods of preparing same - Google Patents

Abstract

540,169. Synthetic resinous compositions. AMERICAN CYANAMID CO. Dec. 28,1939, No. 33001. Convention date, Dec. 30, 1938. [Class 2 (iii)] Substantially insoluble and infusible resins are prepared by subjecting a mixture comprising a resinous ester of an a, #-unsaturated organic acid with a polyhydric alcohol, and a plurality of organic substances which contain the group CH 2 =C= to heat and or/light in the presence of a polymerization catalyst. The preferred acids used in the preparation of the resinous esters are maleic, fumaric, itaconic, citraconic, mesaconic, aconitic and halogenated maleic acids, which may be substituted in part by acrylic, #-benzoyl acrylic, methacrylic, 1- cyclohexene carboxylic, cinnamic or crotonic acids, and the preferred polyhydric alcohols are glycol, glycerol and pentacrythritol ; the esters may be modified with monohydric alcohols, or mono- or di-basic acids e.g. phthalic or sebacic acids. Examples are given of the preparation of resinous esters from maleic anhydride and ethylene glycol, diethylene glycol or α- propylene glycol. Specified organic substances containing the group CH 2 =C= are methyl methacrylate and like methacrylic acid esters, vinyl acetate and like vinyl esters, and allyl compounds e.g. the diallyl esters of maleic, fumaric, phthalic, succinic and sebacic acids, allyl and methallyl alcohols, triallyl carballylate and triallyl phosphate. Specified catalysts are organic peroxides, soluble cobalt salts, e.g. the linoleate and naphthenate, p-toluene sulphonic acid, aluminium chloride, stannic chloride and boron trifluoride. The time of preparation of the resins may be shortened by heating the mixture of resinous ester and organic substances until the viscosity starts to rise rapidly before the addition of the catalyst, and to prevent a too rapid rise in viscosity, the organic substances may be added to the resinous ester in stages. Polymerization inhibitors such as described in Specification 540,167 especially polyhydric phenols and aromatic amines, may be employed to enable the mixture to be stored, or to control the rate of re-action when the catalyst is added ; the inhibitors may either be incorporated in the resinous ester during its preparation or may be added to the mixture before or after heating. The resins may be compounded with fillers such as wood flour, wood fibre, paper dust, clay, zein, glass wool, mica, granite dust, silk or cotton flock, steel wool, carborundum, cloth or sand, and with dyes, pigments, natural or synthetic resins, rubber and cellulose derivatives and the resulting compositions may be used as coacting compositions, as adhesives, and for the production of moulded products which may be machined, turned or polished. In examples resins are prepared from :-(1) diethylene glycol maleate resin in conjunction with (a) methyl methacrylate and vinyl acetate, (b) diallyl maleate and vinyl acetate and (c) diallyl maleate and methyl methacrylate ; (2) ethylene glycol maleate resin in conjunction with (a) methyl methacrylate and vinyl acetate, and (b) diallyl maleate and diallyl sebacate ; and (3) 1.3- butylene glycol maleate in conjunction with methyl methacrylate and styrene. Specification 497,175 also is referred to.