Diels-Alder-Chitosan based dissociative covalent adaptable networks

Camille Chapelle (1) , Baptiste Quienne (1) , Céline Bonneaud (1) , Ghislain David (1) , Sylvain Caillol (1)

1 ICGM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

Four different films were prepared from chitosan modified with furfuryl glycidyl ether (FG) by Diels Alder reaction with different maleimide-based cross linker. At first, a preliminary study led to structural identification and better understanding of the reaction. For the first time, Diels-Alder and retro Diels-Alder reactions were evidenced by NMR spectroscopy and DSC on chitosan based systems. Then, chitosan of 30,000 g/mol and 150,000 g/mol were modified by FG with 20% substitution degree (DS). The resulting products were then cross-linked with bis and trimaleimide cross-linkers to produce films possessing interesting mechanical properties. For the first time for chitosan-based films, DMA measurement highlighted retro Diels-Alder between 110 and 130°C. Film also showed interesting hydrophobicity and fat absorption. They also exhibited resistance in acidic media whereas crude chitosan films were destroyed.

Mots clés: Chitosan-based films; Diels-Alder crosslinking; thermoresponsive materials; trimaleimide

Domaines: Polymères

Camille Chapelle, Baptiste Quienne, Céline Bonneaud, Ghislain David, Sylvain Caillol. Diels-Alder-Chitosan based dissociative covalent adaptable networks. Carbohydrate Polymers, 2021, 253, pp.117222. ⟨10.1016/j.carbpol.2020.117222⟩. ⟨hal-02985047⟩