A New Chemical Industry Based on Allyl Chloride

Anderson, L. Yarbroff

OnePetro 

Synopsis Allyl chloride, B-D*** mixture, allyl alcohol, synthetic glycerine, epichlorohydrin, diallyl phthalate, and EPON*** resins are being manufactured commercially today by Shell Chemical Corporation. Manufacture of these materials has been undertaken in the past few vears and constitutes the basis for a new and faqt, crowing segment of the chemical industry based on these and other allyl compounds and derivatives. Production of the basic intermediate allyl chloride, by the high temperature chlorination of propylene, and its conversion into allyl alcohol and glycerine are described. Some of the reactions and applications of these and other allylic compounds and derivatives are discussed. Résumé ' La Shell Chemical Corporation fabrique actuellcment à l'échelle commerciale le chlorure d'allyle, le mélange D-D, l'alcool allylique, la glycérine synthé- tique, l'épichlorohyclrine, le phthalate de cliallyle et 1'EPON. La fabrication de ces substances a été entamée ces quelques dernières années et constitue la base d'une branche nouvelle rapidement croissante de l'industrie chimique, basée sur ces substances et sur d'autres composées et dérivés de l'allyle. L'exposé décrit la fabrication de l'intermédiaire de base, le chlorure d'allyle, par la chloruration à haute température du propylène et sa conversion en alcool allylique et glycérine. Quelques-unes des réactions et applications de ces composés et d'autres composés et dérivés allyliques sont également discutées. Introduction During the past several years, Shell Chemical Corporation lias brought into operation an integrated series of allyl chemical plants whose major products are allyl chloride, D-D, allyl alcohol, glycerine, epi- * Shell Development Company, Emeryville, California. *** Trademark registered U.S. Patent Office. ** Shell Chemical Corporation, Houston, Texas. chlorohydrin, diallyl phthalate, and EPON resins. The present magnitude of these new and expanding operations is indicated by a capital investment in excess oi 12 niillion dollars, exclusive of raw materials preparation facilities, and an annual chlorinc consumption of well over 100 million pounds. At present glycerine is the most important single end product of the allyl plants, and its commercial production, starting in the fall of 1948, represented a major objective. The key to this allyl industry was the process for making allyl chloride by high temperature chlorination of propylene, and the first commercial ally1 chloride plant began its operations only six years ago. Behind these commercial developments is a comprehensive research program carried on by Shell Development Company for some ¿if teen years. This program has comprised fundamental researches on new organic reactions and reaction mechanisms, together with product and market develop-

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