Document Detail


Carboxyalkylation of chitosan in the gel state.
MedLine Citation:
PMID:  22840055     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
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 α-, β-, γ-, δ-, and ɛ-halocarboxylic acids. The reaction of chitosan with γ- and δ-halocarboxylic acids showed no target product formation either in solution or in the gel state. In the case of acrylic, crotonic, α- and β-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. (1)H and (13)C NMR confirmed that in all cases the carboxyalkylation of chitosan proceeds exclusively at the amino groups.
Authors:
Yury A Skorik; Alexander V Pestov; Mikhail I Kodess; Yury G Yatluk
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Publication Detail:
Type:  Journal Article     Date:  2012-07-03
Journal Detail:
Title:  Carbohydrate polymers     Volume:  90     ISSN:  1879-1344     ISO Abbreviation:  Carbohydr Polym     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-07-30     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8307156     Medline TA:  Carbohydr Polym     Country:  England    
Other Details:
Languages:  eng     Pagination:  1176-81     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 Elsevier Ltd. All rights reserved.
Affiliation:
St. Petersburg State Chemical Pharmaceutical Academy, 14 Prof. Popov St., St. Petersburg 197022, Russia; Institute of Macromolecular Compounds of the Russian Academy of Sciences, 31 Bolshoi VO, St. Petersburg 199004, Russia.
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