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<p>A practical and highly selective reactive probe for hydrogen sulfide (H<sub>2</sub>S), designated as 4-(7-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)oxy)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenylaniline (BTD), was synthesized through the covalent attachment of the 4-chloro-7-nitro-1,2,3-benzoxadiazole (NBD-Cl) unit to 4-(7-(4-(diphenylamino)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)phenol (BP-OH). The structure of probe <b>BTD</b> was characterized using IR, NMR, and HRMS. Experimental results demonstrate that the fluorescence of <b>BTD</b> significantly increases upon the introduction of H<sub>2</sub>S, resulting in a distinct color change from colorless to bright orange-red. The detection capability of <b>BTD</b> for H<sub>2</sub>S was assessed using UV–visible absorption and fluorescence emission spectroscopy. The probe shows significant fluorescence enhancement and can detect H<sub>2</sub>S quantitatively over a concentration range of 0 to 14&#xa0;μM, with a low detection limit of 44.85&#xa0;nM. Furthermore, <b>BTD</b> exhibits excellent recovery rates and accuracy, indicating its practicality for H<sub>2</sub>S analysis in real samples.</p>

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Hydrogen Sulfide-Activatable Fluorescence Turn-On Triphenylamine Derivative and Its Application in Real Samples

  • 期刊论文

  • 发表日期：

    2025年4月3日

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  • Lan Yang,
  • Fei Yang,
  • Bo Xu,
  • Zhigang Zhao,
  • Zhichuan Shi

摘要

A practical and highly selective reactive probe for hydrogen sulfide (H2S), designated as 4-(7-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)oxy)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenylaniline (BTD), was synthesized through the covalent attachment of the 4-chloro-7-nitro-1,2,3-benzoxadiazole (NBD-Cl) unit to 4-(7-(4-(diphenylamino)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)phenol (BP-OH). The structure of probe BTD was characterized using IR, NMR, and HRMS. Experimental results demonstrate that the fluorescence of BTD significantly increases upon the introduction of H2S, resulting in a distinct color change from colorless to bright orange-red. The detection capability of BTD for H2S was assessed using UV–visible absorption and fluorescence emission spectroscopy. The probe shows significant fluorescence enhancement and can detect H2S quantitatively over a concentration range of 0 to 14 μM, with a low detection limit of 44.85 nM. Furthermore, BTD exhibits excellent recovery rates and accuracy, indicating its practicality for H2S analysis in real samples.