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2012 >Issue 03: 538 - 543

DOI: https://doi.org/10.6023/cjoc1107051

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
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  • 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

  网络出版日期: 2012-03-24

基金资助

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

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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
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  • Faculty of Light Industry and Chemical Engineering, Guangdong University of Technology, Guangzhou 510006

Received date: 2011-07-05

  Revised date: 2011-11-06

  Online published: 2012-03-24

Supported by

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

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摘要

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

本文引用格式

霍延平 , 戴立立 , 黄宝华 , 张焜 , 方岩雄 , 刘军 . 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[J]. 有机化学, 2012 , (03) : 538 -543 . DOI: 10.6023/cjoc1107051

Abstract

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

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