Synthesis of ethylenediamine modified chitosan and evaluation for removal of divalent metal ions

Carbohydr Polym. 2013 Sep 12;97(2):530-6. doi: 10.1016/j.carbpol.2013.04.102. Epub 2013 May 13.

Abstract

Selective modification of chitosan has been achieved by incorporating ethylene-1,2-diamine molecule in a regioselective manner using N-phthaloylchitosan and chloro-6-deoxy N-phthaloylchitosan as precursors. The present modification results in additional nitrogen centres which function as potential binding sites during adsorption of metal ions. The derivative ethylene-1,2-diamine-6-deoxy-chitosan and its pthaloylated precursor have been evaluated for divalent metal ion removal. The former is found to have higher capacity for adsorption due to the presence of additional NH₂ group. The samples exhibited highest affinity for Cu and least for Zn. About 80% of the adsorbed metal ions could be stripped in a solution of pH 1.2. The interaction between acidic metal centres and basic nitrogen centres on surface of the adsorbent appears to govern adsorption. Intrachain and interchain co-ordinate bonding involving NH and NH₂ groups is proposed to be the mechanism of formation of metal-adsorbent complex. The adsorption process is described by Langmuir model.

Keywords: Competitive adsorption; Desorption; Ethylene-1,2-diamine-6-deoxychitosan; Langmuir adsorption; Metal ion removal.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adsorption
  • Cations, Divalent / isolation & purification*
  • Chitin / analogs & derivatives
  • Chitin / chemical synthesis
  • Chitin / chemistry
  • Chitosan / chemical synthesis*
  • Chitosan / chemistry
  • Ethylenediamines / chemical synthesis*
  • Ethylenediamines / chemistry
  • Kinetics
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Thermogravimetry

Substances

  • Cations, Divalent
  • Ethylenediamines
  • N-phthaloylchitosan
  • Chitin
  • ethylenediamine
  • Chitosan