基于吩嗪衍生物的荧光增强型氰离子探针

doi:10.7517/j.issn.1674-0475.2014.01.113

影像科学与光化学 ›› 2014, Vol. 32 ›› Issue (1): 113-120.DOI: 10.7517/j.issn.1674-0475.2014.01.113

基于吩嗪衍生物的荧光增强型氰离子探针

杨林, 张潇, 瞿卫松, 花建丽

华东理工大学精细化工研究所结构可控先进功能材料及其制备重点实验室, 上海 200237

收稿日期:2013-12-04 修回日期:2013-12-17 出版日期:2014-01-15 发布日期:2014-01-15
通讯作者: 花建丽

Fluorescence “Turn-on” Sensor for Cyanide Based on Phenazine Derivative

YANG Lin, ZHANG Xiao, QU Weisong, HUA Jianli

Key Labs for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, P. R. China

Received:2013-12-04 Revised:2013-12-17 Online:2014-01-15 Published:2014-01-15

摘要/Abstract

摘要：

针对氰根离子的强亲核反应性，设计并合成了一种以吩嗪为荧光团，吲哚磺酸作为吸电子基团和识别基团的反应型化学传感器PDSI。研究表明，具有强给电子能力的吩嗪和带正电荷的拉电子吲哚双键表现出很强的分子内电荷转移（ICT），当加入氰根离子后，由于双键被破坏，吲哚基团上氮原子的正电荷被中和，吸电子能力迅速降低，750 nm处的ICT吸收带吸光度相应下降，肉眼可明显观察到溶液体系的颜色由绿色逐渐变为淡黄色，实现了对氰根离子直观的颜色响应;同时吩嗪荧光团荧光恢复，在580 nm左右表现出20倍荧光增强;此外，化合物PDSI具有良好的选择性，其它阴离子对体系的吸收和荧光没有明显影响。PDSI对氰根离子的检出限达到0.02 μmol/L，低于世界卫生组织及美国环保局规定的饮用水中氰化物含量上限0.02 ppm。

关键词: 氰根离子检测, 荧光探针, 吩嗪衍生物, 荧光增强

Abstract:

A chemodosimeter toward cyanide based on phenazine disulfonylindole (PDSI) was designed and synthesized. PDSI expressed obvious intramolecular charge transfer (ICT) absorption band at 750 nm. After the addition of cyanide, the C=N⁺ double bond was broken and neutralized and this ICT band dramatically decreased for the decreasing electron-withdrawing ability of indole moiety. Color change from green to light yellow could be observed which indicated that PDSI can realize real naked-eye detection of cyanide anion. On the other hand, a turn-on fluorescence signal was appeared after adding cyanide. The maximum emission band at 580 nm increased and achieved above 20-fold enhancement. Also, PDSI provided high sensitivity and selectivity with a low detection limit (20 nmol/L) which is below the maximum contaminant level for cyanide (MCL) in drinking water (0.02 ppm) set by the United States Environmental Protection Agency (EPA). Other anions except for cyanide caused no response signal.

Key words: cyanide detection, fluorescent sensor, phenazine derivative, turn-on fluorescence

杨林, 张潇, 瞿卫松, 花建丽. 基于吩嗪衍生物的荧光增强型氰离子探针[J]. 影像科学与光化学, 2014, 32(1): 113-120.

YANG Lin, ZHANG Xiao, QU Weisong, HUA Jianli. Fluorescence “Turn-on” Sensor for Cyanide Based on Phenazine Derivative[J]. Imaging Science and Photochemistry, 2014, 32(1): 113-120.

参考文献

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基于吩嗪衍生物的荧光增强型氰离子探针

Fluorescence “Turn-on” Sensor for Cyanide Based on Phenazine Derivative

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