光致变色化合物水杨醛缩对硝基苯胺的合成及发光

Synthesis and Luminescence of Photoluminescence Compound N-Salicylidene-p-Nitroaniline

在无水乙醇溶液中,用苯胺、对硝基苯胺分别与水杨醛反应合成了两种席夫碱化合物水杨醛缩苯胺、水杨醛缩对硝基苯胺,通过元素分析、红外光谱的表征确定了产物的分子结构。研究了水杨醛缩苯胺和水杨醛缩对硝基苯胺的荧光性质,结果表明,两个化合物在甲醇、无水乙醇、丙酮、DM F溶液中能够发射荧光。水杨醛缩苯胺在所有溶液中、水杨醛缩对硝基苯胺在丙酮、DM F溶液中的发光机理均为π*→n发光。水杨醛缩对硝基苯胺在甲醇、无水乙醇溶液中具有良好的光致变色性能,其变色过程是由烯醇式结构向酮式结构转变,阐明了基于分子内的质子转移的光致变色机理。

In anhydrous ethanol solvent,two Schiff base N-salicylideneaniline and N-salicylidene-p-nitroaniline were synthesized,with salicylaldehyde and aniline or p-nitroaniline as raw material.The molecular structure of the compounds were characterized by elementary analysis and IR spectra.The properties of N-salicylideneaniline and N-salicylidene-p-nitroaniline were studied by fluorescence spectroscopy.The results showed that those compounds had luminescent properties in CH3OH,C2H5OH,CH3COCH3 and DMF.The photoluminescence peaks of N-salicylideneaniline in all solvent and N-salicylidene-p-nitroaniline in CH3COCH3,DMF could be ascribed to the band of π＊→n transition.N-salicylidene-p-nitroaniline had perfect photochromism and its photochromic mechanism was interchange from enolimine form to ketoamine form in CH3OH,C2H5OH.The photochromic mechanism was explained based on intermolecular proton transfer.