超声辐射条件下合成了十氢吖啶1,8-二酮类衍生物,研究了该类化合物的结构与光谱特性,比较不同溶剂对该类化合物的紫外光谱和荧光光谱影响。结果表明溶剂极性对十氢吖啶1,8-二酮类衍生物的荧光效率影响较大。对于取代基团中含有强推电子基的衍生物,其荧光效率比取代基团中含重原子的衍生物降低更为明显。这可能是由于母体分子结构中吡啶环呈非共平面的船形结构,在溶剂的作用下分子的构象发生改变引起取代基折返,使得芳环上给电子基团与母体结构中的N原子之间距离改变所产生的影响。
A series of acridine-1, 8-dione derivatives were synthesized via ultrasound irradiation method, and their structure and spectra characteristics were investigated in this paper. The influences of different solvents on the ultraviolet and fluorescence spectra were compared in detail. It was found that polarity of solvents has significant influences on the fluorescence efficiency of acridine-1, 8-dione derivatives. The fluorescence efficiency of the acridine-1, 8-dione derivatives substituted by electron-donating group was more significant than those with heavy atom substitute. The most reason is that the non-planar boat conformations in pyridine of the compounds were distorted under the solvents action, which induced the distance variations between N-atom in parent and electron-donating group.