Abstract
AbstractPolypropylene ether glycol synthesized by the base‐catalyzed polymerization of propylene oxide contains two monofunctional species: one is acetoxyl‐terminated, the other allyl or propenyl ether‐terminated. The presence of ester function is indicated by a sharp absorption peak at 5.75 μ, characteristic of ester carbonyl, in the infrared spectra of the glycols. The ester is readily removed by alkaline hydrolysis. It was identified as an acetoxyl endgroup, arising from anionic attack on vinylidene chloride, a minor impurity in the propylene oxide from which the glycols were prepared. The unsaturated ether functions result from two base‐catalyzed rearrangements. Propylene oxide is converted to allyl alcohol which, in the polymerization system, initiates polyether chains bearing allyl ether groups on one end. Some of these are subsequently rearranged to propenyl ethers in the basic medium. This latter reaction is an equilibrium in which the propenyl ether is the favored specie.
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