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Synthesis of Coumarinylhydrazone Fluorescent Probe and its Relay Recognition of Cu2+ and HPO42−

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Abstract

A novel coumarinylhydrazone fluorescent probe L was designed and synthesized from 4-(diethylamino)salicylaldehyde, its structure was characterized by NMR, IR. Fluorescence emission spectra showed that in ethanol solution, probe L could form a 1:1 complex L-Cu2+ with Cu2+ to realize the "turn-off" detection of Cu2+ with high specificity and sensitivity (3.7 × 10–7 mol/L). Meanwhile, the complex L-Cu2+ had a specific fluorescence-enhanced response to HPO42− with a detection limits down to 5.6 × 10–7 mol/L and was resistant to the effects of many common anions (NO2−, N3−, CO32−, SO32−, HPO42−, I−, Br−, F−, HCO3−, SO42−, NO3−, Cl−, CH3COO−, Cr2O72−, S2O32−, P2O74−). Detection mechanism could be HPO42− captured Cu2+ of the complex and released the free ligand L. At last, the complex L-Cu2+ was successfully applied to the determination of HPO42− in different environmental water samples, and the spiked recoveries ranged from 98.05% to 108.18% and the relative standard deviations of 0.75% ~ 2.9%, which had good application prospects.

Graphical Abstract

A new coumarin acyl hydrazone fluorescent probe L was designed and synthesized, which could specifically recognize Cu2+ and HPO42- in a relay manner. In addition, the probe had good prospects for practical applications.

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Acknowledgements

The authors are grateful to National Natural Science Foundation of China (No. 21908034) and Natural Science Foundation of Heilongjiang Province (No. LH2021H001).

Funding

This work was supported by National Natural Science Foundation of China (No. 21908034) and Natural Science Foundation of Heilongjiang Province (No. LH2021H001).

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Authors and Affiliations

  1. Key Laboratory of Green Chemical Engineering and Technology of College of Heilongjiang Province, College of Materials Science and Chemical Engineering, Harbin University of Science and Technology, Harbin, 150080, P. R. China

    Shukui Pang, Yanchao Yu, Xuexue Yan, Qiye Liu, Panru Zu & Canyao Wu

  2. Institute of Petrochemistry Heilongjiang Academy of Sciences, Harbin, 150040, P. R. China

    Mianyuan Wu

Authors
  1. Shukui Pang
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  2. Yanchao Yu
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  3. Xuexue Yan
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  4. Mianyuan Wu
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  5. Qiye Liu
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  6. Panru Zu
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  7. Canyao Wu
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Contributions

Shukui Pang: Conceptualization, Methodology, Investigation, Visualization, Formal analysis, Writing – original draft. Yanchao Yu & Mianyuan Wu: Conceptualization, Methodology, Resources, Writing – review & editing, Supervision. Xuexue Yan & Canyao Wu: Software, Investigation, Formal analysis. Qiye Liu & Panru Zu: Software, Investigation, Formal analysis.

Corresponding authors

Correspondence to Yanchao Yu or Mianyuan Wu.

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This is an observational study. The Harbin University of Science and Technology has confirmed that no ethical approval is required.

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The authors declare no competing interests.

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Highlights

• Probe L could complete sequential recognition of Cu2+ and HPO42-.

• Probe L had the advantages of excellent specificity, high sensitivity, high immunity to interference and visualization.

• Probe L showed promising prospects for practical applications.

Supplementary Information

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Supplementary file1 (DOCX 324 KB)

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Pang, S., Yu, Y., Yan, X. et al. Synthesis of Coumarinylhydrazone Fluorescent Probe and its Relay Recognition of Cu2+ and HPO42−. J Fluoresc (2024). https://doi.org/10.1007/s10895-024-03606-y

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  • DOI: https://doi.org/10.1007/s10895-024-03606-y

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