Effects of Aromaticity in Cations and Their Functional Groups on the Low-Frequency Spectra and Physical Properties of Ionic Liquids

Kakinuma, Shohei; Ramati, Sharon; Wishart, James F.; Shirota, Hideaki

doi:10.1021/jp509412z

Title: Effects of Aromaticity in Cations and Their Functional Groups on the Low-Frequency Spectra and Physical Properties of Ionic Liquids

Journal Article · Mon Dec 01 00:00:00 EST 2014 · Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry

DOI:https://doi.org/10.1021/jp509412z· OSTI ID:1425020

Kakinuma, Shohei ^[1]; Ramati, Sharon ^[2]; Wishart, James F. ^[2]; Shirota, Hideaki ^[3]

Chiba Univ. (Japan). Dept. of Nanomaterial Science
Brookhaven National Lab. (BNL), Upton, NY (United States). Chemistry Dept.
Chiba Univ. (Japan). Dept. of Chemistry

We investigate the temperature dependence of low-frequency spectra in the frequency range of 0.3–200 cm^-1 for ionic liquids (ILs) whose cations possess two systematically different cyclic groups, using femtosecond Raman-induced Kerr effect spectroscopy. The target ILs are bis(trifluoromethylsulfonyl)amide [NTf₂]– salts of 1-cyclohexylmethyl-1-methylpyrrolidinium [CHxmMPyrr]⁺, 1-cyclohexylmethyl-3-methylimidazolium [CHxmMIm]⁺, N-cyclohexylmethylpyridinium [CHxmPy]+, 1-benzyl-1-methylpyrrolidinium [BzMPyrr]⁺, 1-benzyl-3-methylimidazolium [BzMIm]⁺, and N-benzylpyridinium [BzPy]⁺ cations. The aim of this study is to better understand the effects of aromaticity in the cations’ constituent groups on the temperature-dependent low-frequency spectral features of the ILs. The low-frequency spectra of these ILs are temperature dependent, but the temperature-dependent spectrum of [CHxmMPyrr][NTf₂] is different from that of other ILs. While [CHxmMPyrr][NTf₂] shows spectral changes with temperature in the low-frequency region below 50 cm^-1, the other ILs also show spectral changes in the high-frequency region above 80 cm^-1 (above 50 cm^-1 in the case of [BzMPyrr][NTf₂]). We conclude that the spectral change in the low-frequency region is due to both the cation and anion, while the change in the high-frequency region is attributed to the red shift of the aromatic ring librations. On the basis of the plots of the first moment of the spectra vs. temperature, we found that the first moment of the low-frequency spectrum of the IL whose cation does not have an aromatic ring is less temperature dependent than that of the other ILs. However, the intrinsic first moment, the first moment at 0 K, of the low-frequency spectrum is governed by the absence or presence of a charged aromatic group, while a neutral aromatic group does not have much influence on determining the intrinsic first moment.

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Research Organization:: Brookhaven National Laboratory (BNL), Upton, NY (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0012704

OSTI ID:: 1425020

Report Number(s):: BNL-200000-2018-JAAM; TRN: US1802003

Journal Information:: Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry, Vol. 119, Issue 29; ISSN 1520-6106

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Cited By (4)

Preface: Special Topic on Chemical Physics of Ionic Liquids Perkin, Susan; Kirchner, Barbara; Fayer, Michael D. The Journal of Chemical Physics, Vol. 148, Issue 19 https://doi.org/10.1063/1.5039492	journal	May 2018
Novel cis-[(NHC) ¹ (NHC) ² (L)Cl]platinum( ii ) complexes – synthesis, structures, and anticancer activities Rehm, Tobias; Rothemund, Matthias; Muenzner, Julienne K. Dalton Transactions, Vol. 45, Issue 39 https://doi.org/10.1039/c6dt02350a	journal	January 2016
Effects of aromaticity in cations and their functional groups on the temperature dependence of low-frequency spectrum Kakinuma, Shohei; Ramati, Sharon; Wishart, James F. The Journal of Chemical Physics, Vol. 148, Issue 19 https://doi.org/10.1063/1.5010066	journal	May 2018
Structural analysis of ionic liquids with symmetric and asymmetric fluorinated anions Zhao, Man; Wu, Boning; Lall-Ramnarine, Sharon I. The Journal of Chemical Physics, Vol. 151, Issue 7 https://doi.org/10.1063/1.5111643	journal	August 2019

Figures / Tables (17)

Supplemental Material A(p. 37)

Supplemental Material A (Continued)(p. 38)

Supplemental Material B(p. 39)

Supplemental Material B (Continued)(p. 40)

Supplemental Material C(p. 41)

Supplemental Material C (Continued)(p. 42)

Supplemental Material C (Continued)(p. 43)

Supplemental Material C (Continued)(p. 44)

Supplemental Material D(p. 45)

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PHYSICAL AND ANALYTICAL CHEMISTRY
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