Add time:08/04/2019 Source:sciencedirect.com
Basic 2,4-pentanedionate anion is one of candidates for task-specific ionic liquids as CO2 chemical absorbents. However, there have been few reports on not only CO2 absorption but also physicochemical properties of 2,4-pentanedionate ionic liquids. In this study, we prepared 1-ethyl-3-methylimidazolium ionic liquids with 2,4-pentanedionate and its fluorine derivatives, i.e., 1-ethyl-3-methylimidazolium 2,4-pentanedionate ([C2mim][acac]), 1-ethyl-3-methylimidazolium 1,1,1-trifluoro-2,4-pentanedionate ([C2mim][tfacac]), and 1-ethyl-3-methylimidazolium 1,1,1,5,5,5-hexafluoro-2,4-pentanedionate ([C2mim][hfacac]). A comparison of 1H NMR spectra among the above and three conventional ionic liquids, 1-ethyl-3-methylimidazolium acetate ([C2mim][AcO]), 1-ethyl-3-methylimidazolium 2,2,2-trifluoroacetate ([C2mim][TFA]), and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2mim][Tf2N]), showed that the hydrogen atom at the 2-position of [C2mim]+ cation (H2c) interacts with the anions, and the strength of the interaction increases in the order of [Tf2N]– < [TFA]– ≈ [tfacac]– ≈ [hfacac]– < [acac]– < [AcO]–. [C2mim][acac] chemically absorbed CO2 as well as [C2mim][AcO] at atmospheric pressure, although the CO2 solubility of the former was lower than the latter. On the other hand, [C2mim][Tf2N], [C2mim][TFA], [C2mim][tfacac], and [C2mim][hfacac] absorbed only a negligible amount of CO2 under the same conditions. The smaller chemisorption of [C2mim][acac] is attributable to the weaker interactions of the H2c atom with the oxygen atoms of [acac]–. The stronger interaction between the cation and anion in the ionic liquids allows to draw the H2c atom at the initial stage of CO2 chemisorption.
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