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

doi:10.6023/A1112153

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

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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

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 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 Tianyu^a, Dong Yifan^a, Li Zeyu^a, Tong Bin^a, Shi Jianbing^a, Zhi Junge^b, Dong Yuping^a

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

Cite this article

Han Tianyu, Dong Yifan, Li Zeyu, Tong Bin, Shi Jianbing, Zhi Junge, Dong Yuping. “Turn-on” Fluorescent Detection of 2,5-Di(4'-carboxylphenyl)-1-phenylpyrrole to Amines[J]. Acta Chimica Sinica, 2012, 70(10): 1187-1192.

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2,5-二(4'-羧基苯基)-1-苯基吡咯对胺的“点亮”荧光检测

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

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