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目的:对壳聚糖进行化学改性,提高其水溶性并扩大其在医药领域的应用范围。方法:在均相体系中HOBt和EDC的催化下,采用酰化缩合反应将小分子磷盐连接到壳聚糖主链上,合成不同取代度的壳聚糖季磷盐,并用核磁共振氢谱、红外光谱、X-射线衍射谱表征产物的结构以及结晶性能。测定壳聚糖季磷盐的水溶解度及溶液的pH稳定性。结果:合成得到12.1%和21.5%两种不同取代度的壳聚糖季磷盐。与壳聚糖相比,两种不同取代度的壳聚糖季磷盐的结晶性能均有所下降,水溶性有很大的提高,并且溶液的pH稳定性显著增强。结论:使用小分子磷盐对壳聚糖进行化学改性得到水溶性良好且具有一定pH稳定性的壳聚糖衍生物,在用作药物输送载体及抗菌材料等领域内必将具有广阔的应用前景。
OBJECTIVE: To chemically modify chitosan to improve its water solubility and expand its application scope in the field of medicine. Methods: Under the catalysis of HOBt and EDC in homogeneous system, the small molecular phosphonium salt was connected to the main chain of chitosan by acylation condensation reaction to synthesize quaternary phosphonium chitosan with different degree of substitution. , IR, X-ray diffraction spectra of the product structure and crystallization properties. The aqueous solubility of chitosan quaternary phosphonium salt and the pH stability of the solution were determined. Results: Chitosan quaternary phosphonium salts with different degrees of substitution of 12.1% and 21.5% were synthesized. Compared with chitosan, the crystallinity of two kinds of chitosan quaternary phosphonium salts with different degrees of substitution decreased, the water solubility was greatly improved, and the pH stability of the solution was significantly enhanced. CONCLUSIONS: Chitosan derivatives modified with chitosan by chemical modification using small molecule phosphorus salts have good water solubility and certain pH stability. They are bound to be widely used in the fields of drug delivery carriers and antibacterial materials prospect.