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A Chromone-Derived Schiff-Base Ligand as Al3+ “Turn on” Fluorescent Sensor: Synthesis and Spectroscopic Properties

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Abstract

In this study, a novel chromone-derived Schiff-base ligand called 6-Hydroxy-3-formylchromone (2′-furan formyl) hydrazone (HCFH) has been designed and synthesized as a “turn on” fluorescent sensor for Al3+. This sensor HCFH showed high selectivity and sensitivity towards Al3+ over other metal ions investigated, and most metal ions had nearly no influences on the fluorescence response of HCFH to Al3+. Additionally, the significant enhancement by about 171-fold in fluorescence emission intensity at 502 nm was observed in the presence of Al3+ in ethanol, and it was due to the chelation-enhanced fluorescence (CHEF) effect upon complexation of HCFH with Al3+ which inhibited the photoinduced electron transfer (PET) phenomenon from the Schiff-base nitrogen atom to chromone group. Moreover, this sensor formed a 1 : 1 complex with Al3+ and the fluorescence response of HCFH to Al3+ was nearly completed within 1 min. Thus, this sensor HCFH could be used to detect and recognize Al3+ for real-time detection.

Chromone derivate HCFH for selective detection of Al3+ with fluorescence enhancement.

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Acknowledgments

This work is supported by the National Natural Science Foundation of China (81171337). Gansu NSF (1308RJZA115).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, People’s Republic of China

    Chao-rui Li, Jing-can Qin, Bao-dui Wang, Long Fan, Jun Yan & Zheng-yin Yang

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  1. Chao-rui Li
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  2. Jing-can Qin
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Corresponding author

Correspondence to Zheng-yin Yang.

Additional information

Highlights • A novel chromone-derived Schiff-base ligand HCFH was designed and synthesized. • High selectivity and sensitivity of HCFH towards Al3+ was studied and explained. • “Turn on” fluorescence response of HCFH to Al3+ for real-time detection was observed.

• Binding stoichiometry between HCFH and Al3+ was determined systematically.

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Li, Cr., Qin, Jc., Wang, Bd. et al. A Chromone-Derived Schiff-Base Ligand as Al3+ “Turn on” Fluorescent Sensor: Synthesis and Spectroscopic Properties. J Fluoresc 26, 345–353 (2016). https://doi.org/10.1007/s10895-015-1720-0

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