化学学报 ›› 2011, Vol. 69 ›› Issue (9): 1070-1074. 上一篇    下一篇

研究论文

基于吡咯希夫碱衍生物的荧光比色阴离子探针

刘阁1,邵杰*,2   

  1. (1赤峰学院化学系 赤峰 024000)
    (2南京林业大学化学与材料科学系 南京 210037)
  • 投稿日期:2010-10-26 修回日期:2010-11-26 发布日期:2010-12-16
  • 通讯作者: 邵杰 E-mail:njshao@live.cn
  • 基金资助:

    内蒙古自治区高等学校自然科学研究项目;南京林业大学启动经费

Fluorescence and Colorimetric Anion Sensor Based on Pyrrole Derivative as Its Schiff Base

Liu Ge1 Shao Jie*,2   

  1. (1 Department of Chemistry, Chifeng University, Chifeng 024000)
    (2 Department of Chemistry and Materials Science, Nanjing Forestry University, Nanjing 210037)
  • Received:2010-10-26 Revised:2010-11-26 Published:2010-12-16
  • Contact: Jie Shao E-mail:njshao@live.cn
  • Supported by:

    Research Program of Naural Science at Universities of Inner Mongolia Autonomous Region;Nanjing Forestry University Start-up funds

根据受体-信号体耦合法, 设计合成了一个基于吡咯希夫碱衍生物的阴离子探针分子(1,4-二醛基吡咯-2,4-二硝基苯基二腙, 1). 通过核磁共振谱、质谱和元素分析表征其结构|利用荧光光谱, 紫外可见吸收光谱以及1H NMR等手段研究了其与F, AcO, , Cl, Br, I等离子的作用. 结果表明: 在不借助任何其它昂贵仪器的情况下, 该探针分子在干燥的DMSO溶液中能够较好地比色检测F, AcO和 离子. 此外, F, AcO, 等离子的加入使得1的荧光强度在413 nm处发生了明显的增强, 而其它被测的阴离子仅引起1的荧光略微变化, Job法实验得出该探针与阴离子的结合比为1∶1.

关键词: 阴离子探针, 比色, 吡咯, 荧光, 希夫碱

An anion probe molecule based on pyrrole derivative as its Schiff base (1,4-dicylaldehydepyrrole-2 ,4 -dinitrophenyl-hydrazone, 1) was designed and synthesized according to the binding site-signaling subunit approach. The compound was characterized by 1H NMR, ESI-MS and elemental analyses. The binding properties of the probe with anions such as F, AcO, , Cl, Br and I were evaluated by fluorescence, UV-Vis and 1H NMR spectra. The results obtained indicated that the compound 1 was a probe for colorimetric detection of F, AcO, , without resorting to any expensive spectroscopic instrumentation. In addition, addition of F, AcO, resulted in significant enhancement of the fluorescence of 1 at 413 nm, whereas the other anions tested had little influence on the fluorescence of 1. Job s plot showed the formation of 1/anions complexes of 1∶1 stoichiometry.

Key words: anion probe, colorimetric, pyrrole, fluorescence, Schiff base