Abstract

A novel BODIPY-based colorimetric and fluorescent sensor with an attached urea group (S1) has been synthesized and characterized by FTIR, NMR, and MS analyses. S1 shows high selectivity and sensitivity toward F− ions among several tested anions (Cl−, Br−, I−, OAc−, NO3−, HSO4−, H2PO4−, CN−) in CHCl3. Upon addition of F− ions, the maximum absorption band of S1 in CHCl3 displayed a red shift from 581 to 588nm. This shift was visually manifested as a color change from pink to blue. When excited at 550nm, the fluorescent emission intensity of S1 at 608nm was quenched to over 87% of its initial value. Both a Job's plot and 1H NMR spectra analysis revealed a 1:1 stoichiometric relationship between S1 and the added F− ions. Moreover, we found that the absorption and fluorescence of the S1–F− complex was reversible upon addition of HSO4− ions. Finally, by using F− and HSO4− ions as chemical inputs and the absorbance and fluorescence intensity as outputs, a complementary INHIBIT/IMPLICATION (INH/IMP) logic gate was constructed at the nanoscale level.

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