2-{2-[4-(Dimethylamino)phenyl]-6-methyl-4H-pyran-4-ylidene}malononitrile: a colorimetric and fluorescent chemosensor for low pH values

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Mar 25:122:304-8. doi: 10.1016/j.saa.2013.11.035. Epub 2013 Nov 21.

Abstract

For developing intramolecular charge transfer (ICT) chemosensors for low pH values, 2-{2-[4-(dimethylamino)phenyl]-6-methyl-4H-pyran-4-ylidene}malononitrile (DPM) was designed and synthesized. The spectroscopic and pH-sensing properties of DPM were investigated by UV-Vis and fluorescence spectroscopy. This sensor exhibited a pH-dependent ratiometric absorption property in the range of pH 0-3, along with a reversible color change from yellow to colorless with increasing acid concentration. The fluorescence intensity of the sensor was increased with increasing pH within the pH range of 0-2.

Keywords: Fluorescence sensor; Intramolecular charge transfer (ICT); Push–pull conjugate; pH sensor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Color
  • Colorimetry / methods*
  • Fluorescent Dyes / chemistry*
  • Hydrogen-Ion Concentration
  • Nitriles / chemical synthesis
  • Nitriles / chemistry*
  • Pyrans / chemical synthesis
  • Pyrans / chemistry*
  • Solutions
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet

Substances

  • 2-(2-(4-(dimethylamino)phenyl)-6-methyl-4H-pyran-4-ylidene)malononitrile
  • Fluorescent Dyes
  • Nitriles
  • Pyrans
  • Solutions
  • dicyanmethane