Direct Synthesis of alpha-Azido,omega-hydroxypolyethers by Monomer-Activated Anionic Polymerization

Abstract : alpha-Azido,omega-hydroxypolyethers were prepared directly by monomer-activated anionic polymerization. The introduction of the azido function in the alpha-position of poly(ethylene oxide), poly(propylene oxide), protected polyglycidol and polyepichlorohydrin was carried out by tetrabutylammonium azide used as initiator. A slight excess of triisobutylaluminum with respect to the ammonium salt ([i-Bu3Al]/[NBu4N3] = 1.5 to 5) was added to trigger the polymerization and get polyethers with controlled molar masses up to 30000 g/mol in a few hours. The terminal hydroxyl function was formed by deactivation of the active polymer ends. The successful and direct preparation of these N-3-functionalized polyethers was proven by NMR spectroscopy, size exclusion chromatography and matrix-assisted laser desorption/ionization time-of-flight characterizations as well as "click" reactions.
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Submitted on : Thursday, April 30, 2009 - 3:55:03 PM
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Matthieu Gervais, Amélie Labbé, Stéphane Carlotti, Alain Deffieux. Direct Synthesis of alpha-Azido,omega-hydroxypolyethers by Monomer-Activated Anionic Polymerization. International Journal of Biological Macromolecules, Elsevier, 2009, 42 (7), pp.2395-2400. ⟨10.1021/ma802063s⟩. ⟨hal-00380400⟩



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