Enhanced Extraction of Phenol from Model Oils Using Ionic Liquids Elucidated with Neutron Diffraction

Adam Turner*, Emily Byrne, Thaise Pereira, John D. Holbrey

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

Aromatic cation ionic liquids (ILs) based on alkylpyridiniums are shown to be good phenol extractants from model oils (hexane/toluene). ILs with hard basic anions are found to have best extraction efficiency consistent with tetraalkylammonium salts ([NR4]X). Key extraction interactions were analysed using small angle neutron diffraction. Trifluoromethanesulfonate ([OTf]- or triflate) anions provide the synergistic effects of reduced cation-phenol centre of mass (COM) distances and increased hydrogen bonding that are linked to the improved extraction efficiency. Increases in cation electron density (methyl-pyridinium ([Me-Py]+) vs methyl-picolinium ([Me-3-Pic]+)) also reduce cation-phenol COM interaction lengths consistent with small increases in extraction efficiency for the same ionic liquids.
Original languageEnglish
Pages (from-to)10219-20226
Number of pages8
JournalPhysical Chemistry Chemical Physics (PCCP)
Volume22
Issue number18
DOIs
Publication statusPublished - 08 Apr 2020

Keywords

  • ionic liquids
  • phenol extraction
  • Neutron Scattering

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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