含溴水杨醛缩对碘苯胺席夫碱的合成、表征及性能研究

Syntheses,Characterizations and Properties of Bromine salicylaldehyde-p-iodoanilines

以对碘苯胺和5-溴水杨醛、3,5-二溴水杨醛为原料,用液相合成和固相合成两种方法分别合成了光致变色发光化合物5-溴水杨醛缩对碘苯胺席夫碱、3,5-二溴水杨醛缩对碘苯胺席夫碱,利用核磁共振氢谱、质谱、红外光谱和元素分析对两个化合物结构进行了表征,通过紫外-可见吸收光谱、荧光光谱测定了它们的发光性能。结果表明,当用254nm紫外光照射时,两个化合物均表现出良好的光致变色性能;另外,两个化合物在OH-和H+作用下,均表现出良好的发光开关特性。该类多功能席夫碱化合物在信息存储、分子开关和pH检测领域里具有潜在的应用价值。

Two kinds of photochromic Schiff bases, 5-bromine salicylaldehyde-p-iodoaniline and 3,5-dibromine salicylaldehyde-p-iodoaniline, were synthesized through the reaction of p-iodoaniline reacted with corresponding salicylaldehyde by liquid-phase and solid-phase methods. The structures of compounds were characterized by 1H NMR, MS, IR and elemental analyses. Their photochromic and luminescent properties were investigated by UV- Visible absorption and fluorescence methods, respectively. The results showed that two compounds both had reversible photochromic properties under irradiating of 254nm UV light. In addition, they also showed excellent switching properties when addition of OH- and H ＋ in DMF solution. So they possess potential applications in optical information, switch and pH value detection fields.