N-辛基-O-聚乙二醇两亲性壳聚糖的制备与表征

Preparation and Characterization of Amphiphilic N-octyl-O-poly (Ethylene Glycol) Chitosan

摘要:

以自然界富有的天然壳聚糖为原料，在其分子结构的2位-NH2上引入部分疏水性辛基，并对其余的-NH2 进行有效保护；然后在3，6位的-OH上引入亲水性聚乙二醇基团，合成了具有两亲性的N-辛基-O-聚乙二醇壳聚糖衍生物。通过FTIR，1HNMR和元素分析对其分子结构和N-位、O-位取代度进行了表征。该壳聚糖衍生物具有两亲性，水溶性好，分子结构中保留有可用于后续交联反应的活性-NH2，在制备两亲型壳聚糖微球型药物载体领域具有潜在的应用价值。

Abstract:

An amphiphilic N-octyl-O-poly (ethylene glycol) chitosan was prepared by grafting successively octyl groups onto amino groups at C-2 position as hydrophobic moieties and polyethylene glycol (PEG) groups onto hydroxyl groups at C-6, C-3 as hydrophilic ones. A certain amount of –NH2 was retained in the structure of chitosan derivatives through protection by phthalic anhydride. The chemical structures and degree of N- and O-substitution of chitosan derivatives were characterized by FT-IR, 1HNMR and elemental analysis, respectively. The amphiphilic property for convenient self-assembly and the preserved –NH2 groups for progressive chemical cross-linking make the resultant N-ocyl-O-PEG chitosan soluble in water and potentially applicable in preparing stable chitosan hollow microspheres as drug-carriers.