title: Green nondegrading approach to alkyne-functionalized cellulose fibers and biohybrids thereof: synthesis and mapping of the derivatization.
abstract: Alkyne-functionalized cellulose fibers have been generated through etherification under basic water or hydroalcoholic conditions (NaOH/H(2)O/isopropanol). For a given NaOH content, the medium of reaction and, more particularly, the water/IPA ratio, were shown to be of crucial importance to derivatize the fibers without altering their integrity and their crystalline nature. It was shown that the degree of substitution (DS) of the fibers increases concomitantly with isopropanol weight ratio and that, contrary to water or water-rich conditions, derivatization of fibers under isopropanol-rich conditions induces an alteration of the fibers. Optimization of etherification conditions in aqueous media afforded functionalized cellulose materials with DS up to 0.20. Raman confocal microscopy on derivatized fibers cross sections stressed that alkyne moieties are incorporated all over the fibers. The resulting fibers were postfunctionalized by molecular probes and macromolecules in aqueous or water-rich conditions. The effectiveness of the grafting was strongly impacted by the nature of the coupling agents.
authors.affiliation: Université de Lyon, F-69631, Lyon; INSA Lyon, F-69621, UMR CNRS 5223, Ingénierie des Matériaux Polymères F-69621, Villeurbanne, France.
authors.forename: Gino
authors.initials: G
authors.lastname: Mangiante
authors.forename: Pierre
authors.initials: P
authors.lastname: Alcouffe
authors.forename: Béatrice
authors.initials: B
authors.lastname: Burdin
authors.forename: Marianne
authors.initials: M
authors.lastname: Gaborieau
authors.forename: Elisa
authors.initials: E
authors.lastname: Zeno
authors.forename: Michel
authors.initials: M
authors.lastname: Petit-Conil
authors.forename: Julien
authors.initials: J
authors.lastname: Bernard
authors.forename: Aurélia
authors.initials: A
authors.lastname: Charlot
authors.forename: Etienne
authors.initials: E
authors.lastname: Fleury
mesh_terms: D000480:Alkynes / Q000032:analysis / Q000138:chemical synthesis*; D002482:Cellulose / Q000032:analysis / Q000138:chemical synthesis*; D003460:Crystallization; D055772:Green Chemistry Technology / Q000379:methods*; D014961:X-Ray Diffraction / Q000379:methods
chemical_list: D000480:Alkynes; D002482:Cellulose