4.4 Article

Novel multi-responsive fluorescence switch for Hg2+ and UV/vis lights based on diarylethene-rhodamine derivative

Journal

TETRAHEDRON
Volume 75, Issue 11, Pages 1517-1524

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2019.01.071

Keywords

Multi-responsive; Fluorescent switch; Diarylethene; Rhodamine; Sensor; FRET mechanism

Funding

  1. National Natural Science Foundation of China [41867052, 21662015, 21861017, 41867053]
  2. 5511 science and technology innovation talent project of Jiangxi
  3. Natural Science Foundation of Jiangxi Province [20171ACB20025, 20171BAB203014, 20171BAB203011]
  4. Masters' Innovative Foundation of Jiangxi Science and Technology Normal University [YC2017-X30]

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A new multi-responsive fluorescent switch DTE-Pip-Rho 10 has been designed and synthesized in this study. For this molecule, the reactive site of spirolactam ring is far away from the diarylethene unit through the intramolecular piperazine. It exhibited high selectivity and sensitivity to Hg2+ in addition to obvious color change (colorless-pink) and fluorescence off-on (dark-orange) during this process. It is believed that the color change is due to Hg2+-assisted hydrolysis of rhodamine hydrazide. Therefore, the new molecule can be used as colorimentric and fluorescent chemosensor for Hg2+ with high selectivity. The detection limits of absorbance and fluorescence for Hg2+ were calculated to be 1.15 mu M and 1.16 mu M, respectively. The resulting DTE-Pip-Rho 10-Hg2+ could also function as a reversible fluorescence photo switch in response to UV/vis light owing to FRET mechanism. Moreover, it has been demonstrated that the photo-switchable system displayed excellent fatigue resistance and remarkable anti-photobleaching capability. (C) 2019 Published by Elsevier Ltd.

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