Abstract
Soft, moderately polar resins were prepared from isomeric mixtures of m- and p-[3-(3-methyl- or 3-ethyl-3-oxetanyl)-2-oxapropyl]styrenes via a cationic ring-opening polymerization of their oxetanyl groups with BF3THF followed by radical polymerization of styryl groups of the resultant polyoxetanes with AIBN, or via inverted polymerization. 3-(6-Bromo-2-oxahexyl)-3-methyloxetane, its 3-ethyl analogue, and a m- and p-isomeric mixture of chloromethylstyrene were used as comonomers in the above resin synthesis for obtaining the polymeric supports with the terminal alkyl bromide and the benzyl chloride in the side chain. Divinylbenzene was also used for preparing polymeric supports of the bead type by suspension polymerization. These pendant halides were quaternized with tributylamine or -phosphine to produce polymeric phase-transfer catalysts which could catalyze etherification reactions of alcohols with alkyl bromides in hexane and 50% aqueous NaOH. The beads with a pendant quaternary ammonium bromide were conveniently and repeatedly used in this reaction giving an ether product in 65–70% yields.
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Motoi, M., Nagahara, S., Akiyama, H. et al. Preparation of Polyoxetane-Polystyrene Composite Resins and Their Use as Polymeric Supports of Phase-Transfer Catalysts. Polym J 21, 987–1001 (1989). https://doi.org/10.1295/polymj.21.987
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DOI: https://doi.org/10.1295/polymj.21.987