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A novel benzophenone-based colorimetric chemosensor for detecting \(\hbox {Cu}^{2+ }\) and \(\hbox {F}^{-}\)

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Abstract

A novel selective colorimetric chemosensor ANBP ((E)-(2-(((8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9-yl)methylene)amino)-5-nitrophenyl)(phenyl)methanone), based on the combination of benzophenone group and julolidine chromophore, was synthesized. Sensor ANBP showed rapid colorimetric responses toward \(\hbox {Cu}^{2+}\) (pale orange to pink) and \(\hbox {F}^{-}\) (orange to blue). The detection limit by ANBP to \(\hbox {Cu}^{2+}\) (6.82 \(\upmu \)M) was far below WHO guideline value (31.3 \(\upmu \)M). Moreover, ANBP could quantify \(\hbox {Cu}^{2+}\) in aqueous samples. 1:1 binding mode between ANBP and \(\hbox {Cu}^{2+}\) or \(\hbox {F}^{-}\) was proposed by ESI-mass analyses and Job plots. The remarkable color changes with \(\hbox {Cu}^{2+}\) and \(\hbox {F}^{-}\) resulted from the intramolecular charge transfer (ICT) effect, which was demonstrated by theoretical calculations.

Graphical abstract

A novel selective colorimetric chemosensor ANBP, based on the combination of benzophenone group and julolidine chromophore, was designed and synthesized. Sensor ANBP showed rapid colorimetric responses toward \(\hbox {Cu}^{2+}\) (pale orange to pink) and \(\hbox {F}^{-}\) (orange to blue).

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Acknowledgements

We acknowledge the National Research Foundation of Korea (NRF-2018R1A2B6001686).

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  1. Department of Fine Chemistry, Seoul National University of Science and Technology, Seoul, 129-743, Republic of Korea

    Dongju Yun, Ju Byeong Chae & Cheal Kim

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  1. Dongju Yun
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Correspondence to Cheal Kim.

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Yun, D., Chae, J.B. & Kim, C. A novel benzophenone-based colorimetric chemosensor for detecting \(\hbox {Cu}^{2+ }\) and \(\hbox {F}^{-}\). J Chem Sci 131, 10 (2019). https://doi.org/10.1007/s12039-018-1585-2

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