110th Anniversary: Properties of Imidazolium-Based Ionic Liquids Bearing Both Benzylic and n-Alkyl Substituents

Bara, Jason E.; Finotello, Alexia; Magee, Joseph W.; Qian, Shuai; O’Harra, Kathryn E.; Dennis, Grayson P.; Noble, Richard D.

doi:10.1021/acs.iecr.9b03159

Title: 110th Anniversary: Properties of Imidazolium-Based Ionic Liquids Bearing Both Benzylic and n-Alkyl Substituents

Journal Article · Wed Sep 04 00:00:00 EDT 2019 · Industrial and Engineering Chemistry Research

DOI:https://doi.org/10.1021/acs.iecr.9b03159· OSTI ID:1830551

^[1]; Finotello, Alexia ^[2];

^[3]; Qian, Shuai ^[1]; O’Harra, Kathryn E. ^[1]; Dennis, Grayson P. ^[1]; Noble, Richard D. ^[4]

Univ. of Alabama, Tuscaloosa, AL (United States)
The Dow Chemical Company, Lake Jackson, TX (United States)
National Inst. of Standards and Technology (NIST), Boulder, CO (United States)
Univ. of Colorado, Boulder, CO (United States)

Reports of imidazoliumionic liquids (ILs) with at least one benzylic substituent bound to the imidazolium cation are far less common than the ubiquitous 1-alkyl-3-methylimidazolium ILs ([C_nmim][X]). Furthermore, there is significant motivation to determine structure–property relationships for imidazolium-based ILs with at least one benzylic substituent. Not only are these ILs just as straightforward to synthesize as [C_nmim][X] ILs, but ILs with benzylic substituents are also representative segments of poly(ILs) and ionenes where imidazolium cations with benzylic groups are commonly found. This report focuses on the effects of benzyl and methylbenzyl substituents on the density and viscosity of a series of imidazolium cations paired with bis[(trifluoromethyl)sulfonyl]imide (more commonly known as bistriflimide) ([Tf₂N]^–) anions. Furthermore, the solubility of CO₂ in 1-benzyl-3-methylimidazolium bistriflimide [Bnmim][Tf₂N] (CAS: 433337-24-7) was measured at 303.15, 318.15, 333.15, and 348.15 K at pressures in the range of 1–9 bar.

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Research Organization:: Univ. of Alabama, Tuscaloosa, AL (United States)

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

Grant/Contract Number:: SC0018181

OSTI ID:: 1830551

Journal Information:: Industrial and Engineering Chemistry Research, Vol. 58, Issue 38; ISSN 0888-5885

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 10 works

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Imidazolium
Anions
Substituents
Viscosity
Cations

Title: 110th Anniversary: Properties of Imidazolium-Based Ionic Liquids Bearing Both Benzylic and n-Alkyl Substituents

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