有机化学 ›› 2012, Vol. ›› Issue (03): 538-543.DOI: 10.6023/cjoc1107051 上一篇    下一篇

研究论文

2-乙烯基硝基苯-8-羟基喹啉锌配合物的合成及紫外、荧光性质研究

霍延平, 戴立立, 黄宝华, 张焜, 方岩雄, 刘军   

  1. 广东工业大学轻工化工学院应用化学系 广州 510006
  • 收稿日期:2011-07-05 修回日期:2011-11-06 出版日期:2012-03-25 发布日期:2012-03-24
  • 通讯作者: 霍延平 E-mail:tigerhuo1974@yahoo.com.cn
  • 基金资助:

    国家自然科学基金(Nos. 20802010, 21172047)资助项目.

Synthesis and Photophysics of Novel Zn Metal Complexes Based on 2-Substituted-8-hydroxyquinoline with Nitrobenzene Groups

Huo Yanping, Dai Lili, Huang Baohua, Zhang Kun, Fang Yanxiong, Liu Jun   

  1. Faculty of Light Industry and Chemical Engineering, Guangdong University of Technology, Guangzhou 510006
  • Received:2011-07-05 Revised:2011-11-06 Online:2012-03-25 Published:2012-03-24
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20802010, 21172047).

设计合成了3 种8-羟基喹啉衍生物配体: (E)-2-[2-(2-硝基苯基)乙烯基]-8-羟基喹啉(4a), (E)-2-[2-(3-硝基苯基)乙烯基]-8-羟基喹啉(4b), (E)-2-[2-(4-硝基苯基)乙烯基]-8-羟基喹啉(4c)及其相应的锌配合物5a~5c, 产物经1H NMR, IR,MS 和元素分析技术进行了结构表征. 通过紫外滴定模拟了金属锌与配体的配位过程, 分别测定了它们固态和溶液状态下的荧光性质: 光谱显示化合物5a~5c 固体荧光光谱的λmax 分别是596, 625, 592 nm, 在DMF 溶液中的λmax 分别是562, 536, 618 nm. 荧光光谱显示硝基位置的改变可以调控8-羟基喹啉锌配合物的发光性质.

关键词: 8-羟基喹啉, 硝基苯, 锌配合物, 荧光光谱

Three 8-hydroxyquinoline derivatives (E)-2-[2-(2-nitrophenyl)vinyl]-8-hydroxyquinoline (4a), (E)-2-[2-(3-nitrophenyl) vinyl]-8-hydroxyquinoline (4b), (E)-2-[2-(4-nitrophenyl)vinyl]-8-hydroxyquinoline (4c) and their zinc complexes 5a~5c have been synthesized and identified by 1H NMR, FFIR, MS techniques and elemental analyses. The aggregation behavior of Zn(OAc)2 and the ligands 4a~4c in solution was investigated by UV-vis. The luminescence properties of compounds 5a~5c were investigated by fluorescence spectra in solid and DMF solution at room temperature. The results showed that the λmax of compounds 5a~5c were 596, 625 and 592 nm in solid, and were 562, 536 and 618 nm in DMF solution. The comparative study of the luminescent properties of 5a~5c showed that the emission λmax can be tuned by introducing nitro groups at different positions of benzene.

Key words: 8-hydroxyquinoline, nitrobenzene, zinc complex, fluorescence