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Terpyridine functionalized α-cyanostilbene derivative as excellent fluorescence and naked eyes Fe2+ probe in aqueous environment

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Abstract

A novel carbazole derivative (L) functionalized by terpyridine was designed and synthesized. Its structure was fully characterized by FT-IR, HR-MS, 1H NMR spectra. L formed J-aggregates and possessed aggregation-induced emission enhancement property in aqueous environment. In addition, compound L showed specific response to Fe2+ in UV–vis spectra at 557 nm in EtOH–H2O mixed solvent, owing to metal-to-ligand-charge-transfer (MLCT). The emission quenched much more sharply than other metal ions when adding Fe2+. The interaction between compound L and Fe2+ was analyzed by UV–vis and fluorescence spectrum titration. The limit of detection was calculated to be 1.63 μM. The stoichiometric of L and Fe2+ was 2:1 confirmed by Job’s plots. Competition experiment indicated that other metal ions caused little interference. In this way, L could be a fluorescent and “naked eyes” probe for Fe2+ detection. This dual mode Fe2+ sensor can be considered to have potential value in practical applications.

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Acknowledgements

This work was supported by the National Science Foundation of China (51673001), Educational Commission of Anhui Province of China (KJ2014ZD02).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Anhui University, Hefei, 230601, Anhui, People’s Republic of China

    Xuan He, Gao-Bin Zhang, Zi-Xin Chi, Peng-Fei Dai, Jian-Yan Huang & Jia-Xiang Yang

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  1. Xuan He
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  2. Gao-Bin Zhang
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  3. Zi-Xin Chi
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  4. Peng-Fei Dai
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Correspondence to Jia-Xiang Yang.

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He, X., Zhang, GB., Chi, ZX. et al. Terpyridine functionalized α-cyanostilbene derivative as excellent fluorescence and naked eyes Fe2+ probe in aqueous environment. Chem. Pap. 71, 2209–2215 (2017). https://doi.org/10.1007/s11696-017-0214-8

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