New telechelic polymers and sequential copolymers by polyfunctional initiator‐transfer agents (inifers). XXX. Synthesis and quantitative terminal functionalization of α,ω‐diarylpolyisobutylenes

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Abstract
Novel aromatic‐telechelic polyisobutylenes were prepared and characterized: α,ω‐diphenylpolyisobutylene, α‐phenyl‐ω‐tolylpolyisobutylene, and α,ωditolylpolyisobutylene. The syntheses involved the preparation of asymmetric telechelic prepolymers (α‐phenyl‐ω‐tert‐chloropolyisobutylene and α‐tolyl‐ω‐tert‐chloropolyisobutylene) by the minifer method and quantitative alkylation of benzene and toluene by the prepolymer. The terminal aromatic rings of these telechelic polyisobutylenes were quantitatively nitrated, acetylated, and chlorosulfonated and a series of further novel telechelic products was obtained. Characterization of these derivatives provided additional proof for the telechelic structure of the starting prepolymers. The quantitative reduction of nitroaryl‐telechelic polyisobutylene by SnCl2/HCl led to aminoaryl‐telechelic polyisobutylene which was used to cure bisphenol‐A diglycidyl ether. These new flexible epoxy networks exhibited outstanding heat and hydrolytic stability combined with satisfactory mechanical properties.

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