Colorimetric and fluorimetric detection of fluoride ion using thiazole derived receptor.

ABSTRACT

Thiazole based receptor 3, was designed and synthesized by condensation reactionof5-chlorosalicylaldehyde with 4-(4-phenylthiazol-2-yl)semicarbazide for colorimetric and fluorimetric detection of fluoride ion. Receptor 3 was characterized by 1H NMR, 13C NMR, and HRMS, and shows absorption in 280-400 nm region with emission at 442 nm in tetrahydrofuran (THF). Addition of fluoride ion to the THF solution of receptor 3 results in color change from colorless to yellow with significant change in UV-Visible absorption. The receptor-anion interaction occurs via hydrogen bonding followed by deprotonation which results in large bathochromic shift in absorption spectra and naked-eye color change. The colorimetric changes show selective response for fluoride ions over other anions. Fluorescence studies exhibit remarkable enhancement in emission intensity upon addition of fluoride ion with a limit of detection (LOD) of 8.6 nM. The 1H NMR titration studies exhibit deprotonation of the -OH proton of the salicylaldimine moiety resulting significant colorimetric and fluorimetric changes.