Combination of ring-opening polymerization and "click" chemistry for the synthesis of an amphiphilic tadpole-shaped poly(epsilon-caprolactone) grafted by PEO
[en] A tadpole shaped poly(epsilon-caprolactone) (PCL; Mn = 24 500) was made amphiphilic by grafting the two PCL tails with PEO. In the first step, a macrocyclic PCL was synthesized by ring-opening polymerization of epsilon-caprolactone (epsilon-CL) initiated by a cyclic tin(IV) dialkoxide and stabilized by local intramolecular photo-cross-linking. In the second step, the polymerization of a mixture of epsilon CL and alpha-chloro-epsilon-caprolactone (alpha Cl epsilon CL) was resumed with formation of two activated chloride containing PCL tails. In the third step, the chlorides were converted into azides onto which alkynyl end-capped PEO was grafted by the copper-mediated Huisgen's cycloaddition [3 + 2], thus giving a "click" reaction. The thermal properties of the final copolymer and the precursors were analyzed by differential scanning calorimetry. The amphiphilicity of the final copolymer was confirmed by micellization in water.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Riva, Raphaël ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)
Jérôme, Robert ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)
Lecomte, Philippe ; Université de Liège - ULiège > Centre d'études et de rech. sur les macromolécules (CERM)
Language :
English
Title :
Combination of ring-opening polymerization and "click" chemistry for the synthesis of an amphiphilic tadpole-shaped poly(epsilon-caprolactone) grafted by PEO
Publication date :
20 February 2007
Journal title :
Macromolecules
ISSN :
0024-9297
eISSN :
1520-5835
Publisher :
Amer Chemical Soc, Washington, United States - Washington
BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]