Synthesis and characterization of end-functionalized polyisobutylenes for Sharpless-type click reactions

POLY 468

Umaprasana Ojha, umaprasana_ojha@uml.edu, Polymer Science Program, Department of Chemistry, University of Massachusetts, Lowell, One University Ave., Lowell, MA 01854 and Rudolf Faust, Rudolf_Faust@uml.edu, Department of Chemistry, University of Massachusetts Lowell, One University Avenue, Lowell, MA 01854.
The synthesis of polyisobutylene-allyl-azide and polyisobutylene-allyl-propargylate has been accomplished using simple neucleophilic substitution reactions. The synthesis of PIB-allyl-azide was achieved by a new synthetic methodology involving the transformation of PIB-allyl-chloride to the corresponding azide by a quantitative reaction with sodium azide. The formation of PIB-allyl-propargylate was realized by nucleophilic substitution of PIB-allyl-Cl with propargyl alcohol using KOH as catalyst. 1H and 13C NMR spectroscopy and MALDI-TOF MS (for PIB-allyl-azide) confirmed the expected structures. These end functional polyisobutylenes are promising candidates for synthesis of different block copolymers using Sharpless-type click reactions.
 

Polymers and Liquid Crystals
6:00 PM-8:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Polymer Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007