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 language | English |
|---|---|
| Pages (from-to) | 1985-2000 |
| Number of pages | 16 |
| Journal | Journal of Polymer Science, Part A: Polymer Chemistry |
| Volume | 43 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - May 15 2005 |
| Externally published | Yes |
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Keywords
- Chitosan
- Crosslinking
- Genipin
- Network
- Ring-opening polymerization
ASJC Scopus subject areas
- Materials Chemistry
- Polymers and Plastics
Cite this
Characterization of ring-opening polymerization of genipin and pH-dependent cross-linking reactions between chitosan and genipin. / Mi, Fwu Long; Shyu, Shin Shing; Peng, Chih Kang.
In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 43, No. 10, 15.05.2005, p. 1985-2000.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Characterization of ring-opening polymerization of genipin and pH-dependent cross-linking reactions between chitosan and genipin
AU - Mi, Fwu Long
AU - Shyu, Shin Shing
AU - Peng, Chih Kang
PY - 2005/5/15
Y1 - 2005/5/15
N2 - 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.
AB - 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.
KW - Chitosan
KW - Crosslinking
KW - Genipin
KW - Network
KW - Ring-opening polymerization
UR - http://www.scopus.com/inward/record.url?scp=19844366411&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=19844366411&partnerID=8YFLogxK
U2 - 10.1002/pola.20669
DO - 10.1002/pola.20669
M3 - Article
AN - SCOPUS:19844366411
VL - 43
SP - 1985
EP - 2000
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
SN - 0887-624X
IS - 10
ER -