高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (11): 2201.

• 研究论文 • 上一篇    下一篇

1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉的合成及氟离子荧光探针行为

吴婧, 徐助雄, 王炳祥   

  1. 南京师范大学化学与材料科学学院, 江苏省生物医药功能材料工程研究中心, 江苏省生物功能材料重点实验室, 南京 210097
  • 收稿日期:2009-11-20 出版日期:2010-11-10 发布日期:2010-11-10
  • 通讯作者: 王炳祥, 男, 博士, 教授, 主要从事有机化学研究. E-mail: wangbingxiang@njnu.edu.cn
  • 基金资助:

    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.

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.

摘要: 设计合成了8个1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉化合物4a~4h. 它们的结构经由IR、1H NMR、MS和元素分析确认. 测定了它们的紫外光谱和荧光光谱, 研究了它们对氟离子的选择性识别作用, 发现化合物4a, 4c和4d均可选择性地识别氟离子, 其中4a和4c作为识别氟离子的荧光探针, 受常见离子干扰较小, 选择性较高.

关键词: 1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉, 氟离子, 荧光探针

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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