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  • Title: A ratiometric fluorescent probe for fluoride ion employing the excited-state intramolecular proton transfer.
    Author: Yang XF, Qi H, Wang L, Su Z, Wang G.
    Journal: Talanta; 2009 Nov 15; 80(1):92-7. PubMed ID: 19782196.
    Abstract:
    A ratiometric fluorescent probe 1 for fluoride ion was developed based on modulation of the excited-state intramolecular proton transfer (ESIPT) process of 2-(2'-hydroxyphenyl)benzimidazole (HPBI) through the hydroxyl group protection/deprotection reaction. The probe 1 was readily prepared by the reaction of HPBI with tert-butyldimethylsilyl chloride (TBS-Cl) and shows only fluorescence emission maximum at 360 nm. Upon treatment with fluoride in aqueous DMF solution, the TBS protective group of probe 1 was removed readily and ESIPT of the probe was switched on, which resulted in a decrease of the emission band at 360 nm and an increase of a new fluorescence peak around 454 nm. The fluorescent intensity ratio at 454 and 360 nm (I(454)/I(360)) increases linearly with fluoride ion concentration in the range 0.3-8.0 micromol L(-1) and the detection limit is 0.19 micromol L(-1). The proposed probe shows excellent selectivity toward fluoride ion over other common anions. The method has been successfully applied to the fluoride determination in toothpaste and tap water samples.
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