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Two Sensitive Fluorescent BOPIM Probes with Tunable TICT Character for Low-Level Water Detection in Organic Solvents

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Abstract

Two novel Boron-fluorine derivatives bearing dimethylamino moieties, BOPIM-1 and BOPIM-2, were proposed as sensitive fluorescent sensors for low-level water quantification in organic solvents. Two BOPIMs exhibit typical phenomenon for an emission from a twisted intra-molecular charge transfer (TICT) state, the emission red shift and intensity weakening with solvent polarity. Introduction of trace amount of water to solvent resulted in fluorescent quenching, accompanied by the red shift of the emission, which was attributed to the formation of TICT excitation of BOPIMs by hydrolysis. A quantification method to detect water content was developed, described by a linear equation \( \lg \frac{I}{I_0} \) vs. lg φ w in the range of φ w (volume fraction of water) 0.001~0.01, 0.01~0.1, respectively. The experiment results of determination of water in real 1, 4-dioxane (Diox) samples proved that this method can be used in practical application.

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Acknowledgments

We are grateful for the financial support from National Natural Science Foundation of China (21473101).

Author information

Correspondence to Changying Yang.

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Supplementary data associated with this article can be found in the online version.

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Shen, P., Li, M., Liu, C. et al. Two Sensitive Fluorescent BOPIM Probes with Tunable TICT Character for Low-Level Water Detection in Organic Solvents. J Fluoresc 26, 363–369 (2016). https://doi.org/10.1007/s10895-015-1722-y

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Keywords

  • BOPIMs
  • Twisted intra-molecular charge transfer (TICT)
  • Fluorescent sensor
  • Water determination
  • Solvent