Synthesis of allyl cellulose in NaOH/urea aqueous solutions and its thiol–ene click reactions
Literature Information
Publication Date
2015-03-17
DOI
10.1039/C5PY00301F
Impact Factor
5.582
Authors
Haoze Hu, Jun You, Weiping Gan, Jinping Zhou, Lina Zhang
View Original
Abstract
Allyl celluloses (ACs) were synthesized by the reaction of cellulose with allyl chloride in NaOH/urea aqueous solutions. The reaction started homogeneously and ended heterogeneously. The structure and properties of ACs were characterized with SEC-LLS, NMR and solubility testing. The results demonstrated that organo-soluble AC, with a degree of substitution of 0.98–1.65, could be obtained by adjusting the molar ratio of allyl chloride to the anhydroglucose unit of cellulose. A capability evaluation of the click reaction of AC was performed by selecting four thiol compounds. AC-click products were characterized with FT-IR, NMR and elemental analysis, and the results indicated few impurities or substructures resulting from side reactions. The click reaction displayed a high conversion rate, and all the AC-click products demonstrated high solubility in certain solvents. This work provides a facile method for the synthesis of AC in an aqueous system and shows a novel stage for the mild and diverse derivatization of cellulose.
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Source Journal
Polymer Chemistry
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