期刊
CARBOHYDRATE POLYMERS
卷 90, 期 2, 页码 1176-1181出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carbpol.2012.06.072
关键词
Chitosan; Chemical modification; Carboxyalkylation; Gel technique
This study presents a new approach for direct carboxyalkylation of chitosan in the gel state by using aza-Michael addition and substitution reactions. Various reagents were applied including acrylic and crotonic acids, and alpha-, beta-, gamma-, delta-, and epsilon-halocarboxylic acids. The reaction of chitosan with gamma- and delta-halocarboxylic acids showed no target product formation either in solution or in the gel state. In the case of acrylic, crotonic, alpha- and beta-halocarboxylic acids, the reaction performed in the gel state (concentration of chitosan 20-40%) shows higher degree of substitution at lower reaction time and temperature than in diluted solutions (concentration of chitosan 0.5-2%). The results were discussed in terms of kinetics of the target and side reactions. H-1 and C-13 NMR confirmed that in all cases the carboxyalkylation of chitosan proceeds exclusively at the amino groups. (C) 2012 Elsevier Ltd. All rights reserved.
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