以壳聚糖为原料,将其与N-(2-氨乙基)-3-氨内基三乙氧基硅烷(AAPTS)反应制得胺苯功能化的壳聚糖(CS—AAPTS),然后将CS—AAPTS与CuBr进行络合制备得到负载型催化剂(CS—CuBr).通过FT—IR,TGA,XRD以及EDX等分析方法对CS—CuBr催化剂进行表征.结合微波辐射技术以及“一锅法”合成策略,以CS—CuBr为催化剂催化有机炔、卤代烷以及NaN3之间的环加成反应制备l,2,3-三唑.结果表明,CS—CuBr只有良好的催化性能,微波辐射功率为480W,温度为70℃条件下,可快速合成出1,2,3-三唑类化合物.CS—CuBr易回收和重复使用,重复使用4次后仍可保持良好收率.初步放大实验表明,1,2,3.兰唑类化合物能够以94%的收率以十数克规模制备.
N-(2-Aminoethyl)-3-aminopropyltriethoxysilane-modified chitosan (CS-AAPTS) was successfully prepared by simply refluxing the corresponding CS and AAPTS in toluene solution. Subsequently, CS-AAPTS bound CuBr (CS-CuBr) was synthesized by the reaction of CS-AAPTS with CuBr in DMF at room temperature under N2 atmosphere. The obtained catalyst was characterized by FT-IR, TGA, XRD and EDX. The catalytic performances were evaluated in one-pot multicom- ponent copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction under microwave-assisted condition. CS-CuBr was found to exhibit obvious catalytic activity to rapidly prepare 1,2,3-triazole compounds under the microwave irradiation power of 480 W and 70℃ operating conditions. Furthermore, the catalyst could be easily recovered by simple filtration and recycled at least 4 cycles without significant loss of activity, and the preparation of 1,2,3-triazoles could be scaled up to multiole-gram conveniently with a yield uo to 94%.