化工进展 ›› 2020, Vol. 39 ›› Issue (8): 3287-3292.DOI: 10.16085/j.issn.1000-6613.2019-1690

• 精细化工 • 上一篇    下一篇

均三嗪衍生物比色识别Cu2+及荧光识别Zn2+

李丽妹1(), 王梅阁1, 杨秋生1,2(), 段中余1,2()   

  1. 1.河北工业大学化工学院,天津 300130
    2.天津市本质安全化工技术重点实验室,天津 300130
  • 出版日期:2020-08-01 发布日期:2020-08-12
  • 通讯作者: 杨秋生,段中余
  • 作者简介:李丽妹(1995—),女,硕士研究生,研究方向为超分子化学及催化化学。E-mail:15022109953@163.com
  • 基金资助:
    国家自然科学基金(51473045)

Colorimetric recognition of Cu2+ and fluorescence recognition of Zn2+ by s-triazine derivatives

Limei LI1(), Meige WANG1, Qiusheng YANG1,2(), Zhongyu DUAN1,2()   

  1. 1.School of Chemical Engineering, Hebei University of Technology, Tianjing 300130, China
    2.Tianjin Key Laboratory of Chemical Process Safety, Tianjing 300130, China
  • Online:2020-08-01 Published:2020-08-12
  • Contact: Qiusheng YANG,Zhongyu DUAN

摘要:

以对氨基苯腈、邻叔丁基苯酚和3,5-二叔丁基水杨醛为原料合成了两种含有均三嗪对称结构的离子探针1和2,通过核磁共振氢谱、核磁共振碳谱、红外、质谱对合成产物进行表征,确认其结构。利用紫外吸收光谱和荧光光谱两种手段分别考察了探针1和探针2在N,N-二甲基甲酰胺(DMF)溶液中对金属离子(Cr3+、Mn2+、Fe3+、Co2+、Ni2+、Cu2+、Zn2+、Cd2+、Hg2+)的识别性能,通过核磁共振氢谱对探针1与Zn2+的识别机理进行研究。结果表明,两种探针热稳定性强,探针1溶液中加入Zn2+会引起荧光强度的显著增强,抗干扰性强,是一种高选择性识别Zn2+的荧光增强型探针;探针2中加入Cu2+后溶液由无色变成黄色,紫外光谱长波长处出现新吸收峰,是一种可裸眼识别的、高效的紫外Cu2+探针。

关键词: 均三嗪, 裸眼识别, 紫外-可见光吸收光谱, 荧光光谱, 配合物, 选择性

Abstract:

Two ion probes 1 and 2 with s-triazine symmetric structure were synthesized with 4-aminobenzonitrile, 2-tert-butylphenol and 3,5-di-tert-butylsalicylaldehude as raw materials and its structure was characterized by 1H NMR, 13C HMR, IR and mass spectrometry. The recognition performance of probes 1 and 2 for metal ions(Cr3+,Mn2+,Fe3+,Co2+,Ni2+,Cu2+,Zn2+,Cd2+,Hg2+) in the N,N-dimethylformamide (DMF) were investigated by UV-vis spectra and fluorescence spectra. Then, the mechanism of forming complexes with probe 1 and Zn2+ was discussed by 1H NMR. It was found that the fluorescence intensity of probe 1 had a significant increase after adding Zn2+ to the probe 1 solution. Probe 1 was a fluorescently enhanced probe and had the selective recognition to Zn2+. The color of solution of probe 2 in DMF was changed from colorless to yellow after adding Cu2+, and a new absorption peak appeared at the long wavelength of UV-vis spectrum. Probe 2 was a highly efficient UV probe for Cu2+ that can be recognized by naked eye.

Key words: s-triazine, naked eye recognition, ultraviolet-visible absorption spectra, fluorescence spectra, coordination complex, selectivity

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