Highly efficient and straightforward functionalization of cellulose films with thiol-ene click chemistry

作者: Philippe Tingaut , Roland Hauert , Tanja Zimmermann

DOI: 10.1039/C1JM11620G

关键词: Reaction rateSurface modificationClick chemistryMaterials scienceEne reactionCelluloseGraftingOrganic chemistryMoleculeDerivatization

摘要: Three efficient and straightforward chemical pathways have been studied to functionalize solid cellulose substrates, involving for the first time alkoxysilane chemistry coupled with photochemical version of thiol-ene reaction. The success reactions was confirmed using FTIR-ATR spectroscopy XPS analysis, but different grafting efficiencies were observed depending on combination used. In a route, ene-functionalized films synthesized vinyltrimethoxysilane as coupling agent, photochemically methylthioglycolate (MeGlySH). A very fast reaction rate this during 5 min. second opposite envisaged by clicking allylbutyrate thiol-functionalized surface, previously 3-mercaptopryltrimethoxysilane agent. highlighted, lower modification rates observed. third novel approach successfully proposed thiol molecules cellulose, based click derivatization molecule functions. Through study, we expand modular versatile character natural cellulosic substrates. But most importantly, these routes can be functionalization other surfaces (i.e., metal alkoxides instance) where employed.

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