Synthesis and characterization of a novel chitosan-based network prepared using naturally occurring crosslinker

Fwu Long Mi, Hsing Wen Sung, Shin Shing Shyu

研究成果: 雜誌貢獻文章同行評審

209 引文 斯高帕斯(Scopus)

摘要

Novel chitosan-based polymeric networks were synthesized and characterized by FTIR, UV and C13 NMR. A naturally occurring crosslinking reagent - genipin, which has been used in herbal medicine and in the fabrication of food dyes, was used to prepare crosslinked chitosan hydrogel. The heterocyclic compound of genipin crosslinked chitosan was formed by a nucleophilic attack by amino group on the olefinic carbon atom at C-3 of deoxyloganin aglycone, followed by opening of the dihydropyran ring and attack by the secondary amine group on the intermediate aldehyde group. Additional, secondary amide linkages could be established in the genipin crosslinked chitosan network by the reaction of ester group of genipin with amino group of chitosan. This bifunctional linkages of genipin with amino group of chitosan leads to form crosslinked networks. Genipin reacted with nucleophilic reagent such as chitosan could further go through a polymerization to form oligomer-bridge in the crosslinked network. The finally formed chitosan networks are blue color, elastic and exhibits pH-dependent swelling characteristics. The swelling ratio of the chitosan hydrogel increased at pH lower than 3 and higher than 11 due to the hydrolysis of amide linkage in the genipin crosslinked chitosan network by acid or alkaline, followed by the protonation of amine group or ionization of carboxyl acid group in the network.

原文英語
頁(從 - 到)2804-2814
頁數11
期刊Journal of Polymer Science, Part A: Polymer Chemistry
38
發行號15
DOIs
出版狀態已發佈 - 八月 1 2000
對外發佈

ASJC Scopus subject areas

  • 材料化學
  • 聚合物和塑料

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