Phase-transfer techniques are used to activate carboxylate nucleophiles for the purpose of preparing ester derivatives of brominated poly(isobutylene-co-isoprene) (BIIR). Studies of the dynamics and yields of stearate ester syntheses reveal the dual role of tetrabutylammonium bromide, as it serves as a phase-transfer catalyst and a catalyst for the isomerization of exomethylene allylic bromide functionality to kinetically more reactive E,Z-BrMe isomers. Knowledge of reaction fundamentals are used to prepare copolymers from BIIR and carboxylate-terminated polybutadiene (cBR) that phase-partition in the manner required for blend compatibilization applications.
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