Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (10): 1187-1192.DOI: 10.6023/A1112153 Previous Articles     Next Articles

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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
  • 投稿日期:2011-12-15 修回日期:2012-02-16 发布日期:2012-02-28
  • 通讯作者: 佟斌, 董宇平;
  • 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 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).

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