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

8 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

Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide. / Haddad, Boumediene; Paolone, Annalisa; Villemin, Didier; Taqiyeddine, Moumene; Belarbi, El-habib; Bresson, Serge; Rahmouni, Mustapha; Dhumal, Nilesh R.; Kim, Hyung J.; Kiefer, Johannes.

In: Journal of Molecular Structure, Vol. 1146, 15.10.2017, p. 203-212.

Research output: Contribution to journalArticle

Haddad, B, Paolone, A, Villemin, D, Taqiyeddine, M, Belarbi, E, Bresson, S, Rahmouni, M, Dhumal, NR, Kim, HJ & Kiefer, J 2017, 'Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide', Journal of Molecular Structure, vol. 1146, pp. 203-212. https://doi.org/10.1016/j.molstruc.2017.05.138
Haddad, Boumediene ; Paolone, Annalisa ; Villemin, Didier ; Taqiyeddine, Moumene ; Belarbi, El-habib ; Bresson, Serge ; Rahmouni, Mustapha ; Dhumal, Nilesh R. ; Kim, Hyung J. ; Kiefer, Johannes. / Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide. In: Journal of Molecular Structure. 2017 ; Vol. 1146. pp. 203-212.
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T1 - Synthesis, conductivity, and vibrational spectroscopy of tetraphenylphosphonium bis(trifluoromethanesulfonyl)imide

AU - Haddad, Boumediene

AU - Paolone, Annalisa

AU - Villemin, Didier

AU - Taqiyeddine, Moumene

AU - Belarbi, El-habib

AU - Bresson, Serge

AU - Rahmouni, Mustapha

AU - Dhumal, Nilesh R.

AU - Kim, Hyung J.

AU - Kiefer, Johannes

PY - 2017/10/15

Y1 - 2017/10/15

N2 - 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.

AB - 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.

KW - Tetraphenylphosphonium

KW - Bis(trifluoromethanesulfonyl)imide

KW - FT-Raman

KW - Infrared spectra

KW - NT calculations

KW - TEMPERATURE IONIC LIQUIDS

KW - ALKYL CHAIN-LENGTH

KW - 1-ETHYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOROMETHYLSULFONYL)IMIDE

KW - INTERMOLECULAR INTERACTIONS

KW - PHYSICOCHEMICAL PROPERTIES

KW - PHASE-TRANSITIONS

KW - INFRARED-SPECTRA

KW - DFT CALCULATIONS

KW - RATIONAL DESIGN

KW - MOLTEN-SALTS

U2 - 10.1016/j.molstruc.2017.05.138

DO - 10.1016/j.molstruc.2017.05.138

M3 - Article

VL - 1146

SP - 203

EP - 212

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -