A convenient colorimetric and ratiometric fluorescent probe for detection of cyanide based on BODIPY derivative in aqueous media

Analytical Chemistry Research Pub Date : 2017-06-01 DOI:10.1016/j.ancr.2017.01.004

Yanhua Yu , Tingting Shu , Changzhi Dong

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引用次数: 9

Abstract

A convenient colorimetric and ratiometric fluorescent probe based on BODIPY derivative for cyanide detection has been synthesized, whose structural contains a dicyanovinyl group used as a sensing unit. Among the tested analytes, such as CN⁻, F⁻, Cl⁻, Br⁻, I⁻, ClO₄⁻, AcO⁻, NO₃⁻, H₂PO₄⁻ HSO₄⁻, S₂⁻ and N₃⁻, only CN⁻ could react with dicyanovinyl moiety by nucleophilic addition, which disrupted the π-conjugation of the probe and hindered the intramolecular charge transfer (ICT), leading a blue shift of absorption and fluorescence spectrum and a concomitant color change from yellow to light pink. The detection limit of this probe was calculated to be 0.98 μM, which is lower than the maximum concentration in drinking water (1.9 μM) permitted by the World Health Organization (WHO). Moreover, the probe showed excellent selectivity and anti-interference ability towards CN⁻ over other anions. The reaction mechanism was fully supported by ¹H NMR and MS spectrum.

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一种简便的基于BODIPY衍生物的比色和比例荧光探针，用于检测水介质中氰化物

合成了一种基于BODIPY衍生物的简便比色比比荧光探针，该探针结构中含有一个双氰乙烯基作为传感单元。在CN−、F−、Cl−、Br−、I−、ClO4−、AcO−、NO3−、H2PO4−、HSO4−、S2−和N3−等分析物中，只有CN−能够通过亲核加成与双氰乙烯基部分反应，破坏探针的π共轭，阻碍分子内电荷转移(ICT)，导致吸收光谱和荧光光谱发生蓝移，颜色由黄色变为浅粉色。该探针的检出限为0.98 μM，低于世界卫生组织(WHO)规定的饮用水中最大浓度(1.9 μM)。此外，该探针对CN−的选择性和抗干扰能力优于其他阴离子。反应机理得到了1H NMR和MS谱的充分支持。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Analytical Chemistry Research

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