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Electron exchange polymers. XVII. Some new methylated poly(vinylhydroquinones)

✍ Scribed by Kun, Kenneth A. ;Cassidy, Harold G.


Book ID
104532016
Publisher
John Wiley and Sons
Year
1962
Weight
784 KB
Volume
56
Category
Article
ISSN
0022-3832

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✦ Synopsis


Abstract

2,5‐Dimethoxy‐3,6‐dimethylstyrene was prepared by dehydration of 2'‐hydroxyethyl‐2,5‐dimethoxy‐3,6‐dimethylbenzene and 2,5‐dimethoxy‐3,4,6‐trimethylstyrene was prepared by dehydration of 2'‐hydroxyethyl‐2,5‐dimethoxy‐3,4,6‐trimethylbenzene and by dehydration of the 1'‐hydroxyethyl isomer. Preparation of the intermediates is described. These two relatively stable vinyl monomers were polymerized by cationic initiation to the corresponding polystyrenes, which were demethylated under acid conditions to the corresponding poly(vinylhydroquinones). Some crosslinking occurred during demethylation of the poly(2,5‐dimethoxy‐3,6‐dimethylstyrene). These methyl‐substituted polyvinylhydroquinones are new redox (electron exchange) polymers. They were prepared in order to obtain redox polymers more stable to oxidation than polyvinylhydroquinone. Oxidation of poly(3,4,6‐trimethylstyrene) yielded the flattened potentiometric titration curve characteristic of electron exchange polymers.