Bis(thiophen-2-yl-methylene) Benzene-1, 4-Diamine as Fluorescent Probe for the Detection of Fe3+ in Aqueous Samples

J Fluoresc. 2022 May;32(3):1247-1259. doi: 10.1007/s10895-022-02914-5. Epub 2022 Mar 30.

Abstract

A Schiff base bis(thiophen-2-yl-methylene)benzene-1, 4-diamine (L) was synthesized and used for selective and sensitive detection of Fe3+. L exhibited enhanced fluorescence response at excitation of 365 nm and emission wavelength of 440 nm for Fe3+. The formation of a 1:1 complex between L and Fe3+ was suggested by Job's plot by fluorescence titration and from optimized structures using Density functional theory (DFT). The fluorescence intensity was directly proportional to concentration of Fe3+ (R2 = 0.999) with the detection limit of 3.8 × 10-7 M and the binding constant of 1.20 × 104 M-1 at pH = 6.0. The probe was used to detect Fe3+ in different water samples with the percentage recovery of 99.7-103%. The interference of the other cations are < 5%.

Keywords: DFT calculation; Ferric ion; Fluorescence probe; Job’s plot; Schiff base.

MeSH terms

  • Benzene*
  • Diamines
  • Fluorescent Dyes* / chemistry
  • Spectrometry, Fluorescence
  • Thiophenes
  • Water / chemistry

Substances

  • Diamines
  • Fluorescent Dyes
  • Thiophenes
  • Water
  • Benzene