Characterization of ring-opening polymerization of genipin and pH-dependent cross-linking reactions between chitosan and genipin

Fwu Long Mi, Shin Shing Shyu, Chih Kang Peng

Research output: Contribution to journalArticle

182 Citations (Scopus)

Abstract

A chitosan-based polymeric network was synthesized by crosslinking with a naturally occurring crosslinking agent, genipin. The result showed that the crosslinking reactions were pH-dependent. Under basic conditions, genipin underwent a ring-opening polymerization prior to crosslinking with chitosan. This ring-opening polymerization of geninpin was initiated by extracting proton from the hydroxyl groups at C-1 deoxylaganin aglycone, followed by opening the dihydropyran ring to conduct an aldol condensation. The results indicated a direct relationship between the mode of crosslinking reaction, and the swelling and enzymatic hydrolysis properties of the genipin-crosslinking chitosan gels.

Original languageEnglish
Pages (from-to)1985-2000
Number of pages16
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume43
Issue number10
DOIs
Publication statusPublished - May 15 2005
Externally publishedYes

Keywords

  • Chitosan
  • Crosslinking
  • Genipin
  • Network
  • Ring-opening polymerization

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics

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