LIVING CARBOCATIONIC POLYMERIZATION .59. THE SYNTHESIS OF NOVEL ASYMMETRIC TELECHELIC POLYISOBUTYLENES

The synthesis of novel asymmetric telechelic polyisobutylenes (PIB) ca rrying a CH3OCO- headgroup and a -CH2C(CH3)2Cl tailgroup by the use of novel initiators mediating the living carbocationic polymerization (L C+Pzn) of isobutylene (IB) is described. Subsequently, the parent head group has been quantitatively converted into a HOCO- group, and the pa rent tailgroup into a -p-C6H4OH group. Scheme 1 summarizes the synthes is routes to the initiators, as well as the polymerizations and functi onalizations leading to various asymmetric telechelic PIBs. The CH3OCO - headgroup of the initiator most likely functions as an internal elec tron donor during the LC+Pzn of IB.