磺酸苯、偏苯三甲基、順丁稀二和琥珀酸酐進行幾丁聚糖胺基衍生化之製備

Preparation of the amino O-Sulfobenzoic、Trimellitic、Maleic and Succinic anhydride derivatized chitosan

楊清任(Ren-ching Yang)

指導教授 ： 陳齊聖

朝陽科技大學/理工學院/生物技術與化學工程研究所碩士班/碩士(2008年)

摘要

本研究以化學修飾法改變幾丁聚糖上之胺基。實驗以不同酸酐類與幾丁聚糖，在甲醇溶劑系統中進行衍生化。製備成MC、SC、TMC等幾丁聚糖衍生物。探討不同衍生物在水及醋酸溶液中溶解度之影響。實驗結果顯示，TMC衍生物之取代率79.75 DS與水溶性提升3.75倍。
本研究利用氧化劑(2% H2O2)對幾丁聚糖進行降解(12、24、48、72 小時)得到不同分子量之產物，並控制反應時間(6、12、18、24 小時)以及當量比(1、0.7、0.5、0.3 equiv/-NH2)，製備不同取代率幾丁聚糖衍生物(TMC)對水溶性及醋酸濃度溶解度之影響討論。反應時間0~12 hr 與以及當量比0~0.5equiv/-NH2，取代率與溶解度改善幅度較為顯著。反應時間12~24 hr 以及當量比0.5~1 equiv/-NH2 相對而言，取代率與溶解度之改善幅度則較不顯著。

關鍵字

取代率 ； 水溶性 ； 酸酐 ； 衍生化 ； 胺基 ； 幾丁聚糖

並列摘要

This research studied chitosan derivatives by chemically modifying the amine groups onchitosan molecules. Anhydrides of maleic acid, succinic acid and trimellitic acid were used to react with chitosan in methanol solvent system. The position of substitution was verified by IR spectra, and the degree of substitution was determined by quantif ying the degree of deacetylation. The effects of the types of amino substitution, the degree of substitution and molecular weight on the solubility in water and acetic acid solution were investigated. Experimental results showed a 3.75 times higher water s olubility for trimellitic acid derivatized chitosan (TMC) was obtained at a degree of substitution of 79.75%. Chitosan of various molecular weights were prepared by hydrolysis with 2% hydrogen peroxide for 12, 24, 48 and 72 hours at room temperature. The d egree of substitution was manipulated by controlling the reaction time. Improvements in solubility and the degree of substitution were more profound for reaction conditions of 0 -12 hours and 0-0.5 equivalent/-NH2, than of 12-24 hours and 0.5-1 equivalent/-NH2.

並列關鍵字

substitution ； water -solubility ； anhydride ； derivative ； amine ； chitosan

參考文獻

Aiba, S. 1991. Studies on chitosan: 3. Evidence for the presence of random and block copolymer structures in partially N-acetylated chitosans. International Journal of Biological Macromolecules. 13: 40-44.

Aiba, S. I. 1994. Preparation of N-acetylchitooligosaccharides from lysozymic hydrolysates of partially N-acetylated chitosans.

Carbohydrate Research. 261: 297-306.

Amiji, M. M. 1998. Platelet adhesion and activation on an amphoteric chitosan derivative bearing sulfonate groups. Colloids and Surfaces

New facets of research. Science. 212: 749-753.