Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide

Boumediene Haddad, Annalisa Paolone, Didier Villemin, Moumene Taqiyeddine, El-habib Belarbi, Serge Bresson, Mustapha Rahmouni, Nilesh R. Dhumal, Hyung J. Kim, Johannes Kiefer*

*Corresponding author for this work

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The reaction of lithium bis(trifluoromethanesulfonyl)imide with tetraphenylphosphonium bromide in water leads to the formation of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide ([PPh4+] [(CF3SO2)(2)N-]). The obtained compound was identified'by means of H-1, C-13,F-19 and P-31 NMR spectroscopy. Although it has a structure similar to ionic liquids, it exhibits a melting point above 100 degrees C. Besides describing the synthesis, a detailed characterization of its conductivity and vibrational spectroscopic properties is presented. For the latter, FT-Raman and FTIR/ATR spectroscopies are used in the wave number range from 150 to 3500 cm(-1) and from 600 to 3500 cm(-1), respectively. Density functional theory calculations reveal a minor influence of the interionic interactions on the vibrational structure. Consequently, the computational vibrational spectra of the isolated ions show a good agreement with the experimental data. A detailed vibrational assignment is presented. Furthermore, the conductivity data indicate a solid-solid phase transition about 130 K below the melting point. (C) 2017 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)203-212
Number of pages10
JournalJournal of Molecular Structure
Volume1146
Early online date30 May 2017
DOIs
Publication statusPublished - 15 Oct 2017

Keywords

  • Tetraphenylphosphonium
  • Bis(trifluoromethanesulfonyl)imide
  • FT-Raman
  • Infrared spectra
  • NT calculations
  • TEMPERATURE IONIC LIQUIDS
  • ALKYL CHAIN-LENGTH
  • 1-ETHYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOROMETHYLSULFONYL)IMIDE
  • INTERMOLECULAR INTERACTIONS
  • PHYSICOCHEMICAL PROPERTIES
  • PHASE-TRANSITIONS
  • INFRARED-SPECTRA
  • DFT CALCULATIONS
  • RATIONAL DESIGN
  • MOLTEN-SALTS

Cite this

Haddad, B., Paolone, A., Villemin, D., Taqiyeddine, M., Belarbi, E., Bresson, S., Rahmouni, M., Dhumal, N. R., Kim, H. J., & Kiefer, J. (2017). Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide. Journal of Molecular Structure, 1146, 203-212. https://doi.org/10.1016/j.molstruc.2017.05.138