化学学报 ›› 2012, Vol. 70 ›› Issue (10): 1187-1192.DOI: 10.6023/A1112153 上一篇    下一篇

研究论文

2,5-二(4'-羧基苯基)-1-苯基吡咯对胺的“点亮”荧光检测

韩天宇a, 董一帆a, 李则宇a, 佟斌a, 石建兵a, 支俊格b, 董宇平a   

  1. a 北京理工大学材料科学与工程学院 北京 100081;
    b 北京理工大学化学学院 北京 100081
  • 收稿日期:2011-12-15 修回日期:2012-02-16 出版日期:2012-05-28 发布日期:2012-02-28
  • 通讯作者: 佟斌, 董宇平 E-mail:chdongyp@bit.edu.cn; tongbin@bit.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 51073026, 51061160500, 21074011)和高等学校博士学科点科研基金(No. 20091101110031)资助项目.

“Turn-on” Fluorescent Detection of 2,5-Di(4'-carboxylphenyl)-1-phenylpyrrole to Amines

Han Tianyua, Dong Yifana, Li Zeyua, Tong Bina, Shi Jianbinga, Zhi Jungeb, Dong Yupinga   

  1. a College of Materials Science and Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Beijing, 100081;
    b College of Chemistry, Beijing Institute of Technology, Beijing 100081
  • Received:2011-12-15 Revised:2012-02-16 Online:2012-05-28 Published:2012-02-28
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 51073026, 51061160500, 21074011) and the Research Fund for the Doctoral Program of Higher Education (No. 20091101110031).

基于水溶性2,5-二(4'-羧基苯基)-1-苯基吡咯的羧酸钠盐(TPP-2COONa)具有质子化荧光淬灭、去质子化荧光增强的特征. 在研究了TPP-2COONa 的紫外吸收光谱和荧光发射光谱对pH 的响应规律的同时, 以此为荧光探针, 证实了TPP-2COOH 对于多种胺类(氨水、二异丙胺、异丙胺和三乙胺)荧光增强响应明显, 而对芳香胺(吡咯、苯胺、吡啶)没有任何荧光响应, 其中对于氨水最为敏感, 在很窄的pH 区间和低浓度范围内荧光强度大幅度增长, 体现了该探针对于氨水具有良好的选择性和灵敏度, 并可简易实现“在线裸眼检测”.

关键词: 三苯基吡咯, “点亮”检测, 荧光探针, 胺, 水溶性

2,5-Di(4'-carboxylphenyl)-1-phenylpyrrole was firstly successfully synthesized. UV-Vis and fluorescence spectra were employed to study the optical properties of TPP-2COONa at different pH values in aqueous media. The compound is found to weaken fluorescence in acidic state and, however, strengthen fluorescence in base state. The experimental results indicated that the fluorescent emission of TPP-2COOH can be “turned-on” by ammonia and some water-soluble alkyl amines (triethylamine, isopropylamine, diisopropylamine). But it remains unchanged upon addition of N-containing aromatic compounds (aniline, pyrrole, and pyridine). Specially, the compound as the fluorescent probe shows the good selectivity and sensitivity toward ammonia. Thus, the “on-line naked eye” detection for amines becomes possible.

Key words: triphenylpyrrole, turn-on detection, fluorescent probe, amine, water-soluble