Conventional study on novel dicationic ionic liquid inclusion with β-cyclodextrin

Int J Mol Sci. 2011;12(9):6329-45. doi: 10.3390/ijms12096329. Epub 2011 Sep 23.

Abstract

This study focuses on the synthesis and characterization of the inclusion complex of β-Cyclodextrin (β-CD) with dicationic ionic liquid, 3,3'-(1,4-Phenylenebis [methylene]) bis(1-methyl-1H-imidazol-3-ium) di(bromide) (PhenmimBr). The inclusion complex was prepared at room temperature utilizing conventional kneading technique. Proton ((1)H) NMR and 2D ((1)H-(1)H) COSY NMR were the primary characterization tools employed to verify the formation of the inclusion complex. COSY spectra showed strong correlations between protons of imidazolium and protons of β-CD which indicates that the imidazolium ring of PhenmimBr has entered the cavity of β-CD. UV absorption indicated that β-CD reacts with PhenmimBr to form a 2:1 β-CD-PhenmimBr complex with an apparent formation constant of 2.61 × 10(5) mol&(-2) L(2). Other characterization studies such as UV, FT-IR, XRD, TGA, DSC and SEM studies were also used to further support the formation of the β-CD-PhenmimBr inclusion complex.

Keywords: cyclodextrin; dicationic ionic liquid; inclusion complex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calorimetry, Differential Scanning
  • Cations, Divalent / chemistry
  • Chemistry Techniques, Synthetic / methods
  • Ionic Liquids / chemistry*
  • Kinetics
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry*
  • Microscopy, Electron, Scanning
  • Models, Chemical
  • Molecular Structure
  • Proton Magnetic Resonance Spectroscopy
  • Spectrophotometry
  • Spectroscopy, Fourier Transform Infrared
  • Thermogravimetry
  • X-Ray Diffraction
  • beta-Cyclodextrins / chemistry*

Substances

  • Cations, Divalent
  • Ionic Liquids
  • Macromolecular Substances
  • beta-Cyclodextrins