新型偶氮卟啉荧光化合物的合成、表征及光谱性质  

Synthesis, Characterization and Spectrum Properties of New Fluorescence Azo-Porphyrins

作　　者：刘新刚[1] 冯亚青[1] 李飞[1] 王维[1] 李祥高[1] 

机构地区：[1]天津大学化工学院,天津300072

出　　处：《天津大学学报》2006年第4期400-403,共4页Journal of Tianjin University(Science and Technology)

基　　金：国家863计划资助项目(2002AA325050).

摘　　要：以对氨基苯甲醛和苯酚(或萘酚)为原料通过重氮化和偶合反应合成偶氮醛,偶氮醛与吡咯反应得到2种新型偶氮卟啉——四对(4-羟基偶氮苯基)苯基卟啉(3)和四对(2-羟基偶氮萘基)苯基卟啉(4)．通过核磁氢谱、红外和质谱对其结构进行了表征,研究了紫外和荧光光谱性质,并与无取代的四苯基卟啉的光谱性质进行了比较．新化合物紫外吸收有红移现象,且能在红光区发射荧光．化合物4的荧光光谱有较大红移,且在851 nm处发现荧光发射峰．Azo-aldehydes were prepared by diazotization and coupled reaction from 4-aminobenzaldehyde and phenol （or naphthol）. Then the azo-aldehydes reacted with pyrrole to give two new azo-porphyrins, 5,10,15, 20-tetra- （4- （4-hydroxy-phenylazo） phenyl） porphyrin （ 3 ） and 5,10,15,20-tetra- （ 4- （ 2-hydroxy-naphthalen-1 - ylazo） phenyl）porphyrin （4）. Their molecular structures were characterized by ^1H nuclear magnetic resonance （^1H NMR）, infrared spectroscopy （IR） and mass spectra （MS）. And the ultraviolet-visible and fluorescence spectra of the two porphyrins were discussed. Compared with the spectra of tetraphenylporphyrin （ TPP）, the absorption peaks of the new compounds had red-shifts. The two compounds had emission peaks at red light range. In addition, the fluorescence spectrum of compound 4 had large red-shifts and had emission peak at 851 nm.

关 键 词：偶氮卟啉 合成 表征 光谱 

分 类 号：TQ050.41[化学工程]