Synthesis of Phosphorus-Containing Chitosan Derivatives

Abstract

Three new phosphorus-containing chitosan derivatives were prepared in good yield under mild conditions from 6-O-triphenylmethyl-chitosan and native chitosan. The three reactions used are thioacylation by a phosphonodithioester, alkylation by a halogeno-phosphonate, and Michael addition using a tetraethyl vinylidenebisphosphonate. The modified chitosan derivatives were fully characterized; their solubilities and thermal properties were evaluated.

Keywords:

• Chitosan
• NMR analyses
• phosphonate
• thermal analyses

Dedicated to Professor Marian Mikołajczyk, CBMiM PAN in Łódź, Poland, on the occasion of his 70th birthday.

This work has been performed within the “Réseau Matériaux Polymères-Plasturgie” interregional network (Pôle Universitaire Normand). We gratefully acknowledge financial support from the “Ministère de la Recherche et des Nouvelles Technologies,” the CNRS (Centre National de la Recherche Scientifique), the “Région Basse-Normandie,” and the European Union (FEDER Funds).