Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2109-2115.DOI: 10.6023/cjoc201804034 Previous Articles     Next Articles

Special Issue: 荧光探针-生物传感合辑 有机超分子化学合辑



郝云鹏a, 解正峰a,b, 包万睿b, 王馨b, 石伟a   

  1. a 西南石油大学化学化工学院 成都 610500;
    b 新疆大学化学化工学院 乌鲁木齐 830046
  • 收稿日期:2018-04-17 修回日期:2018-05-15 发布日期:2018-05-24
  • 通讯作者: 解正峰, 石伟;
  • 基金资助:


Synthesis and Properties of a Novel Colorimetric and Fluorescent Turn-On Sensor for Cyanide

Hao Yunpenga, Xie Zhengfenga,b, Bao Wanruib, Wang Xinb, Shi Weia   

  1. a College of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500;
    b College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046
  • Received:2018-04-17 Revised:2018-05-15 Published:2018-05-24
  • Contact: 10.6023/cjoc201804034;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21262034, 21364013), and the Youth Science and Technology Innovation Team of Southwest Petroleum University (No. 2017CXTD05).

A novel fluorescent "turn-on" probe 7-(dibutylamino)-2'-((2-hydroxybenzylidene)amino)-3-methyl-1-phenyl-1H-spiro[chromeno[2,3-c]pyrazole-4,1'-isoindolin]-3'-one (SCPz-S) with Schiff base structure was designed and synthesized, and characterized by 1H NMR, 13C NMR and high resolution mass spectrometry (HRMS). The UV-Vis and fluorescence spectra were used to investigate the ions recognition capability of probe SCPz-S. It was excavated that the probe SCPz-S has a dual colorimetric and fluorescence response to CN- in THF/H2O (V:V=1930:50, 5 mmol/L Tris-HCl, pH=7.4). After adding CN-, the system of probe SCPz-S will change from colorless to yellow, and fluorescence enhance 1060-fold at 575 nm. The sensor SCPz-S also has good anti-interference ability and a wide pH range from 3 to 12 applicable. Its LOD for CN- is 1.121×10-8 mol/L, and the recognition mechanism has been investigated.

Key words: spiro[chromene[2,3-c]pyrazole-4,1'-isoindoline], fluorescence, colorimetric, CN-, Schiff base, deprotonation