Comparison and evaluation of five types of imidazole-modified silica adsorbents for the removal of 2,4-dinitrophenol from water samples with the methyl group at different positions of imidazolium ring

J Hazard Mater. 2013 Sep 15:260:955-66. doi: 10.1016/j.jhazmat.2013.06.061. Epub 2013 Jul 1.

Abstract

The objective of this work was to improve the understanding the influence of the methyl group at different positions of imidazolium ring on the adsorption behaviors of imidazole-modified silica adsorbents. Five adsorbents named as SilprImCl, SilprM₁ImCl, SilprM₂ImCl, SilprM₄ImCl and SilprM₁M₂ImCl were synthesized using imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole and 1,2-dimethylimidazole, respectively. These adsorbents were characterized by scanning electron microscope, infrared spectra, thermogravimetric analysis, elemental analysis and BET analysis. Firstly, phenol, 2-nitrophenol (2-NP), 3-nitrophenol (3-NP), 4-nitrophenol (4-NP) and 2,4-dinitrophenol (2,4-DNP) were used as adsorbates to investigate the selectivity of SilprImCl and its adsorption capacities followed the order of 2,4-DNP≫4-NP>2-NP≫3-NP>phenol. Therefore, 2,4-DNP was used to investigate the adsorption behaviors of the five adsorbents. It was inferred that the adsorbents are of primary anion-exchange and electrostatic nature. The electrostatic nature was affected significantly by the methyl group at different positions of imidazolium ring. The adsorbed amounts of 2,4-DNP decreased in the order of: SilprM₁M₂ImCl≈SilprM₁ImCl>SilprM4ImCl>SilprM₂ImCl>SilprImCl. The adsorption-elution experiments indicated that 2,4-DNP can be removed from aqueous solutions by a SilprM₄ImCl packed column and the recovery of 91.6% was obtained. The adsorbent could be regenerated and reused ten times at least by simple washings with HCl and water in turn.

Keywords: 2,4-Dinitrophenol; Adsorption; Ionic liquid; Silica.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • 2,4-Dinitrophenol / analysis*
  • 2,4-Dinitrophenol / chemistry
  • Adsorption
  • Chromatography, Ion Exchange
  • Hydrochloric Acid / chemistry
  • Hydrogen-Ion Concentration
  • Imidazoles / chemistry*
  • Ions
  • Kinetics
  • Microscopy, Electron, Scanning
  • Models, Chemical
  • Silicon Dioxide / chemistry
  • Spectrophotometry, Infrared
  • Spectroscopy, Fourier Transform Infrared
  • Static Electricity
  • Temperature
  • Thermogravimetry
  • Water / chemistry
  • Water Pollutants, Chemical / analysis*
  • Water Pollutants, Chemical / chemistry
  • Water Purification / methods

Substances

  • Imidazoles
  • Ions
  • Water Pollutants, Chemical
  • Water
  • Silicon Dioxide
  • 2,4-Dinitrophenol
  • Hydrochloric Acid