壳寡糖与月桂醛反应生成Schiff碱,再用NaBH4还原合成N,N-双十二烷基化壳寡糖,然后在均相条件下与酸酐反应制备了含有不同亲水基团的新型双亲性壳寡糖衍生物:O-丁烯二酸单酯-N,N-双十二烷基壳寡糖(OBDCS)、O-丁二酸单酯-N,N-双十二烷基壳寡糖(OSDCS)和O-邻苯二甲酸单酯-N,N-双十二烷基壳寡糖(OPDCS)。用红外光谱、核磁共振和元素分析等方法对产物的结构进行了表征,并试验了其溶解性能。结果表明,改性产物的溶解性能明显优于未改性的N,N-双十二烷基壳寡糖,拓宽了壳寡糖的应用范围。
Three kinds of novel amphiphilic chitosan derivatives,O-butylene diacid monoester-N,N-didodecyl chitosan oligosaccharide(OBDCS),O-succinic diacid monoester-N,N-didodecyl chitosan oligosaccharide(OSDCS) and O-phthalate diacid monoester-N,N-didodecyl chitosan oligosaccharide(OPDCS),were synthesized by the reaction of N,N-dialkyl chitosan oligosaccharide and acid anhydrides in homogeneous condition.The structures of the amphiphilic derivatives were characterized by FTIR,1H NMR and EA.Solubility experiment results indicated that the amphiphilic derivatives were obviously better than N,N-dialkylated chitosan oligosaccharide.