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2017-03-07 - Colloque/Présentation - poster - Anglais - 1 page(s)

Baroni Alexandra , Vlaminck Laetitia, Du Prez Filip, Blankert Bertrand , Mespouille Laetitia , "Functionalization of Aliphatic Polycarbonates by click-chemistry - A smart approach for biomaterials design" in Mardi des Chercheurs (MdC2017), Mons, Belgique, 2017

  • Codes CREF : Chimie macromoléculaire (DI1315), Chimie des polymères de synthèse (DI131C), Chimie pharmaceutique (DI3413)
  • Unités de recherche UMONS : Matériaux Polymères et Composites (S816), Analyse pharmaceutique (M130)
  • Instituts UMONS : Institut des Sciences et Technologies de la Santé (Santé)
  • Centres UMONS : Centre d’Innovation et de Recherche en Matériaux Polymères (CIRMAP)

Abstract(s) :

(Anglais) The concept of click chemistry was introduced by Sharpless, Kolb and Finn in 2001 and establishes the base of a valuable tool for many scientific research areas and application. This innovative chemistry is characteristic of specific and versatile transformations leading to a very efficient and reliable covalent coupling carried out in mild conditions of temperature and solvent. Triazoline dione (TAD) compounds are known to be one of the strongest -ene and -diene ophile in organic chemistry. They can be used with a conjugated diene in a Diels-Alder type reaction without the use of catalyst and respecting the characteristics of the click chemistry concept. Moreover, the deep red colour of those compounds provides a visual feedback system since the reaction lead to a colourless product. Herein, simple and ultrafast macromolecular functionalization under ambient conditions without the need for catalyst using TAD click chemistry is introduced. As macromolecular system, aliphatic polycarbonates (APCs) are chosen since this family of polymers is biocompatible and biodegradable. The synthesis of “clickable” copolymers by ring-opening polymerization (ROP) using metal-free and non-toxic catalyst is reported and polymers are characterized by SEC and 1H-NMR which confirm the coupling with TAD all along the polymer backbone without any degradation. Moreover, DSC prove the effect of the “clicked” functions regarding the evolution of the glass transition temperature of “clickable” and “clicked” APCs. This study constitutes the proof of concept of the APCs functionalization using TAD click-chemistry which is a crucial step in the macromolecular engineering for biomedical applications.