Synthesis, characterization and slow release properties of O-naphthylacetyl chitosan

Synthesis, characterization and slow release properties of O-naphthylacetyl chitosan
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O-萘乙酰基壳聚糖的合成、表征及缓释性能

DOI:
10.1016/j.carbpol.2012.01.076
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发表时间:
2012-05
期刊:
Carbohydrate polymer
影响因子:
--
通讯作者:
Shuming Tao, Ran Pang, Chao Chen, Xueqin Ren*,
Shuming Tao, Ran Pang, Chao Chen, Xueqin Ren*,
中科院分区:
其他
文献类型:
--
作者:
Shuming Tao, Ran Pang, Chao Chen, Xueqin Ren*,

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以邻苯二甲酸酐为氨基保护剂,与1-萘乙酰氯反应制备了O-萘乙酰基壳聚糖(NA-壳聚糖)。中间体用无水肼水解得到最终产物。用傅里叶变换红外光谱(FT-IR)和13 C固体核磁共振(NMR)对各步衍生物进行了表征。结果表明,NA-壳聚糖多糖的主链上既含有萘乙酰基,又含有氨基。元素分析表明,羟基的取代度为0.4。热重分析表明,NA-壳聚糖在283°C的热分解峰比壳聚糖在300°C的热分解峰低得多。1-萘乙酸的释放受pH值和介质温度的影响,在pH 12.0、60°C条件下,1-萘乙酸的释放期可持续55天。
O-naphthylacetyl chitosan (NA-chitosan) was first prepared via protecting the amino groups with phthalic anhydride, followed by reaction with 1-naphthylacetyl chloride. The intermediates were hydrolyzed with anhydrous hydrazine to obtain final product. The derivatives of each step were characterized with Fourier transform infrared spectroscopy (FT-IR) and13C solid state nuclear magnetic resonance (NMR). Results showed NA-chitosan had both naphthylacetyl and amino groups in the main chain of the polysaccharide. Elemental analysis showed that the substitution degree of hydroxyl was 0.4. Thermogravimetric analysis (TGA, DTG) of NA-chitosan was observed with much lower decomposition peak at 283°C than that of chitosan at 300°C. The release of 1-naphthylacetic acid was dependent on both pH values and the medium temperature, and at pH 12.0, 60°C the release period could last for 55days.
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