有机化学 ›› 2011, Vol. 31 ›› Issue (09): 1440-1444. 上一篇    下一篇

研究论文

Aza-BODIPY荧光染料的合成、表征及性能研究

李翠红,沈田华,陈小利,周彩琪,张诚,宋庆宝*   

  1. (浙江工业大学化学工程与材料学院 杭州 310032)
  • 收稿日期:2011-01-20 修回日期:2011-03-23 出版日期:2011-09-25 发布日期:2011-04-20
  • 通讯作者: 宋庆宝 E-mail:qbsong@zjut.edu.cn

Synthesis, Characterization and Properties of Aza-BODIPY Fluo-rescent Dyes

LI Cui-Hong, SHEN Tian-Hua, CHEN Xiao-Li, ZHOU Cai-Qi, ZHANG Cheng, SONG Qing-Bao   

  1. (College of Chemical Engineering & Materials Science, Zhejiang University of Technology, Hangzhou 310032)
  • Received:2011-01-20 Revised:2011-03-23 Online:2011-09-25 Published:2011-04-20

aza-BODIPY荧光染料是近10年发展起来并受到广泛关注的一类新型荧光化合物, 它极有可能发展成可应用于光动力学治疗的光敏剂. 本工作合成了5个aza-BODIPY 1a1e, 用IR, NMR, MS和元素分析对它们进行了表征. 研究了它们的紫外吸收光谱与荧光发射光谱, 结果表明1a1e具有较高的摩尔吸光系数, 在aza-BODIPY母环的3,5位或1,7位的苯环4位有供电子取代基时能使化合物的最大紫外吸收波长和荧光发射波长红移. 测试了1a1d的循环伏安曲线, 根据各化合物的氧化还原电位讨论了它们的结构稳定性.

关键词: aza-BODIPY, 荧光染料, 紫外吸收光谱, 荧光发射光谱, 循环伏安

A relatively new kind of aza-BODIPY fluorescent compound has been developed and aroused wide attention in the last decade. They are potentially useful photosensitizer for photodynamic therapy. In this work, five aza-BODIPY fluorescent dyes 1a1e have been synthesized. All the compounds have been identified by IR, NMR, MS techniques and elemental analysis. Their spectra of UV absorption and fluorescence emission have been also measured. A conclusion can be drawn that aza-BODIPY fluorescent dyes 1a1e have high molar extinction coefficient, their maximum UV absorption wavelength and fluorescence emission wavelength would red-shift when the electron-donating group onto the para-position of the aryl rings locating 3,5 or 1,7 positions in the aza-BODIPY core. At the same time, cyclic voltammograms of 1a1d had been scanned, and their structural stability was discussed by oxidation potential of CV.

Key words: aza-BODIPY, fluorescent dye, UV absorption spectra, fluorescence emission spectra, cyclic voltammogram