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<p>In this work, an easy prepared solid fluorescent sensor 3-(benzo[d]thiazol-2-yl)-1-hydroxy-4-oxo-3,4-dihydrophthalazine-6-carboxylic acid (<b>BPCA</b>) was designed and synthesized and the structure was proved by IR, UV-Vis, NMR, HRMS and elemental analysis, which displayed high selectivity and sensitivity for fluorescence colormetric from green to blue sensing 1, 4-dioxane in water, and the detection limit was obtained 0.009% and the stability constant was 7.4 × 10<sup>4</sup> M. Also, sensor <b>BPCA</b> was applied for the real-time monitoring 1, 4-dioxane vapor with apparent fluorescent color change from green to blue. The mild and specific chemical interaction between sensor <b>BPCA</b> and 1, 4-dioxane molecule allowed the sensor as portable chips to respond 1, 4-dioxane vapor with good selectivity over other common VOCs at room temperature. Also, the sensing mechanism based on the 1, 4-dioxane-induced keto-enol tautomerization of the phthalazine moiety was found and supported by DFT calculations. This sensor could serve as the basis of gas analyzers for detecting 1, 4-dioxane in the environment.</p>

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Sensor with Strong Solid Emission for Fluorescence Colormetric Detection of 1, 4-Dioxane in Water and Vapor Based on the Keto-Enol Isomerisation

  • 期刊论文

  • 发表日期：

    2025年5月16日

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  • Jing Wang,
  • Zi-Ao Zong,
  • Shi-Fu Huang,
  • Mohd. Muddassir,
  • Zhi-Yong Xing,
  • Na-Na Li,
  • Wen-Qiong Jiang

摘要

In this work, an easy prepared solid fluorescent sensor 3-(benzo[d]thiazol-2-yl)-1-hydroxy-4-oxo-3,4-dihydrophthalazine-6-carboxylic acid (BPCA) was designed and synthesized and the structure was proved by IR, UV-Vis, NMR, HRMS and elemental analysis, which displayed high selectivity and sensitivity for fluorescence colormetric from green to blue sensing 1, 4-dioxane in water, and the detection limit was obtained 0.009% and the stability constant was 7.4 × 104 M. Also, sensor BPCA was applied for the real-time monitoring 1, 4-dioxane vapor with apparent fluorescent color change from green to blue. The mild and specific chemical interaction between sensor BPCA and 1, 4-dioxane molecule allowed the sensor as portable chips to respond 1, 4-dioxane vapor with good selectivity over other common VOCs at room temperature. Also, the sensing mechanism based on the 1, 4-dioxane-induced keto-enol tautomerization of the phthalazine moiety was found and supported by DFT calculations. This sensor could serve as the basis of gas analyzers for detecting 1, 4-dioxane in the environment.