| N-Alkylations of chitosan promoted with sodium hydrogen carbonate under aqueous conditions. | |
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MedLine Citation:
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PMID: 22197793 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Chitosan was reacted with four alkyl halides, monobromoacetic acid, benzyl bromide, 2-bromoethanol, and monochloroacetic acid, in the presence of NaHCO(3) in water. Chemical structures, degrees of substitution, and degrees of polymerization of reaction products were studied by FT-IR, NMR, SEC-MALLS, and elementary analyses. All alkyl groups were introduced selectively into the C2-amine groups of chitosan, and the yields of the N-alkyl chitosans were >90% by this method. N-Carboxymethyl chitosan (N-CMCh) and N-benzyl chitosan (N-BnCh) with high degrees of substitution (DS) up to 200% and 164% of the C2-amine groups, respectively, were obtained; N,N-dicarboxymethyl and N,N-dibenzyl chitosans were obtained in high yields. Degrees of polymerization (DP) of N-CMCh decreased during the reaction. The greater the amount of monobromoacetic acid added, the lower the DP of N-CMCh. |
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Authors:
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Y Kurita; A Isogai |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-12-17 |
Journal Detail:
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Title: International journal of biological macromolecules Volume: - ISSN: 1879-0003 ISO Abbreviation: - Publication Date: 2011 Dec |
Date Detail:
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Created Date: 2011-12-26 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 7909578 Medline TA: Int J Biol Macromol Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
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Copyright © 2011. Published by Elsevier B.V. |
Affiliation:
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Graduate School of Agricultural and Life Sciences, The University of Tokyo, Tokyo 113-8657, Japan. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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