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Preparation of Clickable Poly(3-hydroxyalkanoate) (PHA): Application to Poly(ethylene glycol) (PEG) Graft Copolymers
Julien Babinot1, Estelle Renard, Valérie Langlois
1Institut de Chimie et des Matériaux Paris-Est (ICMPE), Systèmes Polymères Complexes, UMR-CNRS 7182, 2-8 rue Henri Dunant, 94320 Thiais, France.
Abstract:
A new synthesis of amphiphilic biodegradable copolymers consisting of hydrophobic poly(3-hydroxyalkanoate) (PHA) backbone and hydrophilic poly(ethylene glycol) (PEG) units as side chains is described. Poly[(3-hydroxyoctanoate)-co-(3-hydroxyundecenoate)] (PHOU) was first methanolyzed and its unsaturated side chains were quantitatively oxidized to carboxylic acid. Esterification with propargyl alcohol led to an alkyne-containing "clickable" PHA in 71% conversion. Its reactivity was successfully demonstrated by grafting azide-terminated PEG chains of 550 and 5 000 g · mol(-1) , respectively. All products were fully characterized using GPC, (1) H, and COSY NMR.
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