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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (03): 402-408. 上一篇    下一篇

研究论文

8-羟基喹啉衍生物及其金属配合物的合成与光致发光特性

欧阳新华，曾和平*，谢彦   

  1. (华南理工大学化学学院功能分子研究所 广州 510641)
  • 收稿日期:2006-01-18 修回日期:2006-05-22 发布日期:2007-02-13
  • 通讯作者: 曾和平

Synthesis and Photoluminescence Properties of 8-Hydroxyquinoline Derivatives and Their Metalion Complexes

OUYANG Xin-Hua,ZENG He-Ping*,XIE Yan   

  1. (Institute of Functional Molecular, School of Chemistry, South China University of Technology, Guangzhou 510641)
  • Received:2006-01-18 Revised:2006-05-22 Published:2007-02-13
  • Contact: ZENG He-Ping

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被引次数

92 | 16

设计合成了三种新型的8-羟基喹啉衍生物配体: 5-[(4-E-苯乙烯基)-苯甲亚胺基]-8-羟基喹啉(1), 5-[(4-溴-2-氟)-苯甲亚胺基]-8-羟基喹啉(2)和N-乙基-3-[2-(8-羟基喹啉基)-乙烯基]咔唑(3), 以及它们相应的金属配合物, 产物经质谱(MS)、元素分析(EA)、红外光谱(IR)、紫外光谱(UV)、核磁共振氢谱(1H NMR)进行表征, 并测定了它们的荧光性质. 结果与8-羟基喹啉比较表明, 5位和2位取代8-羟基喹啉衍生物的荧光发生了明显的红移. 同时测定了配合物(3)2Zn的荧光寿命, 结果表明, N-乙基-3-[2-(8-羟基喹啉基)-乙烯基]咔唑锌配合物表现出较长的荧光寿命.

关键词: 金属配合物, 8-羟基喹啉衍生物, 荧光性质

Three new 8-hydroxyquinoline derivatives, 5-[(4-styryl-benzylidene)-amino]-quinolin-8-ol (1), 5-[(4-bromo-2-fluoro-benzylidene)-amino]-quinoline-8-ol (2) and N-ethyl-3-[2-(8-hydroxyquinolin-2-yl)- vinyl]carbazole (3), and their metalion complexes have been designed, synthesized and identified by UV-vis, 1H NMR, FTIR, MS spectra and elemental analyses. Their fluorescence properties have been studied by photoluminescence and the result showed that luminescence wavelengths of 5-substitued-8-hydroxyquino- line derivatives and 2-substitued-8-hydroxyquinoline derivatives shift to red comparing with 8-hydroxy- quinoline. Meanwhile, the fluorescence lifetime of N-ethyl-3-[2-(8-hydroxyquinolin-2-yl)vinyl]carbazole and zinc complex showed long lifetime.

Key words: 8-hydroxyquinoline derivate, fluorescence property, metal complex