Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (11): 2201.

• Articles • Previous Articles     Next Articles

Synthesis of 1,5-Diaryl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-2-pyrazolines as Fluorescent Sensors for Fluoride Ion

WU Jing, XU Zhu-Xiong, WANG Bing-Xiang*   

  1. Jiangsu Key Laboratory of Biofunctional Materials, Jiangsu Research Center of Biomedical Functional Materials Engineering, College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210097, China
  • Received:2009-11-20 Online:2010-11-10 Published:2010-11-10
  • Contact: WANG Bing-Xiang. E-mail: wangbingxiang@njnu.edu.cn
  • Supported by:

    江苏省自然科学基金(批准号: BK2008435)和江苏省科技重大项目江苏省生物医药材料测试服务平台(批准号: BM2007132)资助.

Abstract: Fluoride measurements are receiving continuous attention from sensor research communities due to the clinical importance of fluoride levels in biological systems and drinking water. We report the synthesis of eight 1,5-diaryl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-2-pyrazolines(4a—4h) and the studies of them as fluorescent sensors for fluoride ion. The structures of all the products were determined by IR, 1H NMR, MS and elemental analysis. Their UV and fluorescence spectra were measured. The influences of four halide ions on their fluorescence properties were studied. Upon addition of other anions such as Cl-, Br- and I-, no significant changes in the fluorescence spectra were observed. However, under identical conditions, the studies show that compounds 4a, 4c, 4d and 4h had evident fluorescence enhancement with F-.The addition of fluoride ion to compound 4d in DMSO led to a red shift(443—453 nm) and to compound 4h led to a red shift(423—433 nm). So we have developed two new fluorescent sensors(4a and 4c). Both of them show high sensitivity and selectivity toward fluoride ion in DMSO.

Key words: 1,5-Diaryl-3-(2-hydroxy-4,6-dimethoxyphenyl)-2-pyrazoline, Fluoride ion, Fluorescence probe

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