Accéder directement au contenu Accéder directement à la navigation
Article dans une revue

Poly(norbornenyl azlactone) as a versatile platform for sequential double click postpolymerization modification

Abstract : Ring-opening metathesis polymerization (ROMP) of a heterofunctional azlactone-based monomer, namely norbornenyl azlactone (NBAzl), is reported for the first time using third generation ruthenium-based catalyst (G3′). It is demonstrated that ROMP of the mixture of stereoisomers of NBAzl obtained by Diels-Alder reaction between 2-vinyl-4,4-dimethyl-5-oxazolone (vinyl azlactone, VDM) and cyclopentadiene leads to well-defined polymers (Mn , SEC up to 52 500 g mol −1 , Ð < 1.37). The resulting polymers easily undergo click post-polymerization modification by aminolysis of the azlactone groups using amine nucleophiles. By using azido oligoethylene glycol amine, ROMP polymers having azido side-chains capable of alkyne azide click modification are prepared, that are not attainable by direct ROMP of azido-functionalized monomers. The successful clicking to the so-obtained azido-functional ROMP polymer was demonstrated by copper-catalyzed alkyne − azide cy-cloaddition (CuAAC) with alkyne-functionalized fluorescein. The reported versatile methodology produces with complete atom economy a platform for new functional polymer libraries, including polymer materials with potential medical and biological applications.
Type de document :
Article dans une revue
Liste complète des métadonnées

https://hal-univ-lemans.archives-ouvertes.fr/hal-02969535
Contributeur : Laurent Fontaine <>
Soumis le : vendredi 16 octobre 2020 - 16:25:37
Dernière modification le : samedi 17 octobre 2020 - 03:28:44

Identifiants

Collections

Citation

Francesca François, Clémence Nicolas, Gwénaël Forcher, Laurent Fontaine, Véronique Montembault. Poly(norbornenyl azlactone) as a versatile platform for sequential double click postpolymerization modification. European Polymer Journal, Elsevier, 2020, 141, pp.110081. ⟨10.1016/j.eurpolymj.2020.110081⟩. ⟨hal-02969535⟩

Partager

Métriques

Consultations de la notice

9