We have synthesized poly(isobutylene-b-2-alkyl-2-oxazoline) PIB-POX block copolymers from primary bromide-terminated PIB (PIB-Br) obtained by quenching living polymerization of isobutylene with 3-bromopropoxybenzene.  Two approaches were used.  In the first, PIB-bromide was converted to PIB-hydroxyl and then to PIB-triflate and used as a macroinitiator to initiate the cationic ring opening polymerization of 2-alkyl-2-oxazoline using toluene/DMF solvent system (product A ).  In the second approach, PIB-Br was converted to PIB-N3 using KN3, and POX homopolymer was polymerized using propargyl tosylate as the initiator.  The resulting alkyne functional POX was reacted with PIB-N3 via the copper-catalyzed azide/alkyne cycloaddition (CuAAC) click reaction (product B ).  In both approaches, the target DP of the PIB and POX blocks were 60 and 5-10, respectively.  PIB and POX precursor blocks and final block copolymers were analyzed using nuclear magnetic resonance (NMR) spectrometry to determine structure and gel permeation chromatography (GPC) to determine molecular weight.Figure 1.  Graphical abstract depicting the two synthetic methods used to synthesize PIB-POX block copolymers.

Synthesis of polyisobutylene-poly(2-phenyl-2-oxazoline) block copolymers via macroinitiator and click chemistry approaches

248th National Meeting (2014)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.