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An easily Prepared Fluorescent pH Probe Based on Dansyl

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Abstract

A novel fluorescent pH probe from dansyl chloride and thiosemicarbazide was easily prepared and fully characterized by 1H NMR, 13C NMR, LC-MS, Infrared spectra and elemental analysis. The probe exhibited high selectivity and sensitivity to H+ with a pK a value of 4.98. The fluorescence intensity at 510 nm quenched 99.5 % when the pH dropped from 10.88 to 1.98. In addition, the dansyl-based probe could respond quickly and reversibly to the pH variation and various common metal ions showed negligible interference. The recognition could be ascribed to the intramolecular charge transfer caused by the protonation of the nitrogen in the dimethylamino group.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (21074085), the Priority Academic Program Development of Jiangsu Higher Education Institutions, and the State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials.

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Authors and Affiliations

  1. College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu, 215123, China

    Chunming Sha, Yufen Chen & Dongmei Xu

  2. Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, Soochow University, Suzhou, Jiangsu, 215123, China

    Chunming Sha, Yufen Chen & Dongmei Xu

  3. College of Pre-clinical Medical and Biological Science, Soochow University, Suzhou, 215123, China

    Yuhua Chen

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  1. Chunming Sha
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  2. Yuhua Chen
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  3. Yufen Chen
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  4. Dongmei Xu
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Corresponding author

Correspondence to Dongmei Xu.

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Sha, C., Chen, Y., Chen, Y. et al. An easily Prepared Fluorescent pH Probe Based on Dansyl. J Fluoresc 26, 1709–1714 (2016). https://doi.org/10.1007/s10895-016-1861-9

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  • DOI: https://doi.org/10.1007/s10895-016-1861-9

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