title: Crosslinked cellulose developed by CuAAC, a route to new materials.
abstract: This work deals with a novel and simple approach of cellulose reticulation using the Huisgen 1,3-dipolar cycloaddition, also known as a 'click chemistry' reaction, catalysed by copper and developed by Sharpless. This reaction is carried out by the addition of a true alkyne and an azide to form a triazole ring connecting the two polysaccharide chains. The addition of two different functions will allow us to control the crosslinking reaction, to avoid intra-chain reactions and thus to promote the creation of an enhanced three-dimensional network. Azidodeoxycellulose was obtained with a DS of 1.5 from tosyl cellulose. The propargylation reaction in aqueous media leading to propargylcellulose with a DS of 1.3. CuAAC reaction was performed between azidodeoxycellulose and propargylcellulose in a DMSO/H(2)O system using CuSO(4), 5H(2)O/sodium ascorbate as catalytic system. The modified cellulose products were analysed by infrared, NMR and X-ray photoelectron spectroscopies and resulting material was analysed using scanning electron microscopy (SEM).
authors: Laboratoire de Chimie des Substances Naturelles, Université de Limoges, 123 Avenue Albert Thomas, 87060 Limoges, France.
authors: Faugeras
authors: F
authors: Pierre-Antoine
authors: Brouillette
authors: B
authors: François
authors: Zerrouki
authors: Z
authors: Rachida
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001205:Ascorbic Acid / Q000737:chemistry; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D002482:Cellulose / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D057930:Click Chemistry; D019327:Copper Sulfate / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D056951:Photoelectron Spectroscopy; D014230:Triazoles / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D014230:Triazoles; D014867:Water; D002482:Cellulose; D019327:Copper Sulfate; D001205:Ascorbic Acid