Functionalization and Applications of Telechelic Oligopropylenes: Preparation of α,ω-Dihydroxy- and Diaminooligopropylenes

Abstract

Difunctional propylene oligomers which may be used for preparing novel block copolymers were synthesized from telechelic oligomers containing two terminal vinylidene double bonds (PP-TVDs). The PP-TVDs were converted to α,ω-dihydroxyoligopropylenes (PP-OHs) in good yield by hydroboration with BH3·THF or 9-BBN, followed by oxidation. Multiple NMR signals from the α-methylene protons and the β-methyl carbons were ascribed to epimers formed during the hydroboration. α,ω-Diaminooligopropylene (PP-NH2) was prepared from PP-OH via tosylate and azide. Copolymerizations of PP-NH2 with terephthalic acid were carried out, and copolymers with molecular weights larger than that of the parent polymer were obtained.