Mechanochemical synthesis of fluorescein-based receptor for CN- ion detection in aqueous solution and cigarette smoke residue

Anal Bioanal Chem. 2020 May;412(13):3177-3186. doi: 10.1007/s00216-020-02573-0. Epub 2020 Mar 31.

Abstract

A facile green method for the mechanochemical synthesis of Schiff base phenylhydrazono-N-methylene fluorescein (PHMF) with 95% yields has been established. The synthesized receptor assists in the naked-eye detection of CN- ions in organic and aqueous media, and F- ions in acetonitrile over a series of anions with a color transfer from colorless to pink. A redshift of 160 nm of PHMF-CN- complex in the absorbance spectrum and a turn-on response in the fluorescence spectrum were observed, respectively, at λmax 345 to 515 and 519 nm. A strong interaction of PHMF with CN- and F- ions forming a 1:3 binding stoichiometry has been noted in this study. In an aqueous medium for CN- ion, the lower limit of detection (LOD) is defined as 9.204 nM, which is quite better in terms of sensitivity. In addition, PHMF's paper-strip sensor for rapid real-time CN- ion sensing was found to be sufficiently sensitive to successfully detect CN- ion in water and a solid state, resulting in a portable device for detecting cyanide ions. In acetonitrile, the receptor's ability to detect CN- ion in cigarette smoke residue was also satisfactorily achieved. Graphical Abstract.

Keywords: Cigarette smoke; Cyanide ion; Fluorescein; Mechanochemistry; Paper-strip sensor; Schiff’s base.

MeSH terms

  • Cyanides / analysis*
  • Fluorescein / chemistry*
  • Limit of Detection
  • Smoke / analysis*
  • Spectrum Analysis / methods
  • Water / chemistry

Substances

  • Cyanides
  • Smoke
  • Water
  • Fluorescein