Detection of HSO₄⁻ ion based on the hydrolysis of diketopyrrolopyrrole-derived Schiff base with chromogenic and fluorogenic dual signals

J Fluoresc. 2014 Jul;24(4):1347-55. doi: 10.1007/s10895-014-1421-0. Epub 2014 Jun 13.

Abstract

A new diketopyrrolopyrrole-based Schiff base L was synthesized and its anion sensing behavior was explored. L showed exclusive response toward HSO4(-) ion and also distinguished HSO4(-) from other anions by color changes (from dark red to orange) and 21 fold fluorescence enhancement at 370 nm in aqueous solution (THF/H2O = 8/1, v/v). The sensing mechanism was suggested to proceed via a hydrolysis process. The results provided colorimetric and fluorimetric assays to selectively detect the presence of a HSO4(-) over a wide range of other interfering anions. The results could potentially be used as a dual colorimetric-fluorescent probe for monitoring HSO4(-) levels in physiological and environmental systems.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Colorimetry
  • Fluorometry*
  • Hydrolysis
  • Ions / analysis
  • Molecular Structure
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry*
  • Schiff Bases / chemical synthesis
  • Schiff Bases / chemistry
  • Sulfur Acids / analysis*

Substances

  • Ions
  • Pyrroles
  • Schiff Bases
  • Sulfur Acids