Rapid carbene formation increases ion diffusivity in an imidazolium acetate ionic liquid confined between polar glass plates

Филиппов, А. В.; Antzutkin, Oleg N.; Shah, Faiz Ullah

doi:10.1039/c9cp04504j

Cited by 15 publications

(9 citation statements)

References 47 publications

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“…Again this may be due to the presence of impurities, as discussed above. In this regard, it may be noted that Filippov et al have reported the formation of volatile decomposition products of 1-ethylimidazoliumacetate ([EMIM][Ac]) catalyzed by polar glass plates that could be removed under vacuum. These products significantly increased the ion self-diffusion coefficients, corresponding to a proportionate decrease in the viscosity.…”

Section: Discussionmentioning

confidence: 99%

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Temperature and Pressure Dependence of the Viscosity of the Ionic Liquid 1-Butyl-3-methylimidazolium Acetate

Harris

2020

J. Chem. Eng. Data

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Viscosities obtained with a falling-body viscometer are reported at pressures up to 300 MPa, over the temperature range 278–353 K, for 1-butyl-3-methylimidazolium acetate ([BMIM][Ac]) samples dried under high vacuum with water content [106 × w(H2O) = 258 and 1180] and ion purity x > 0.992. Atmospheric pressure densities are reported for 273–363 K. Comparison is made with literature viscosities and densities at 0.1 MPa. There is a very large variation in the former, which seems in part due to differences in the purities of the source materials. It is recommended that methanol-free reagents should be used for Karl Fischer water analysis of ionic liquid acetates and that samples used for thermophysical property measurements should be well characterized by spectroscopic methods, not just water content. The proton resonance at the C2 position on the imidazolium ring appears to be a good qualitative indication of the dryness. “Activation” volumes, ΔV ‡, are calculated from the parameters of a fit to a pressure-modified Vogel–Fulcher–Tamman (VFT) equation and compared with those for other 1-butyl-3-methylimidazolium ionic liquids. Thermodynamic or density scaling has been applied to the reduced viscosity as a function of the group (TV γ), γ being the single scaling parameter, equal to 2.02.

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Section: Discussionmentioning

confidence: 99%

“…Again this may be due to the presence of impurities, as discussed above. In this regard, it may be noted that Filippov et al 44…”

Section: Journal Ofmentioning

confidence: 96%

Temperature and Pressure Dependence of the Viscosity of the Ionic Liquid 1-Butyl-3-methylimidazolium Acetate

Harris

2020

J. Chem. Eng. Data

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“…Therefore, for the first time, we investigated the TE properties by combining PEO with Emim:OAC, considering that the cations diffusivity of Emim:OAC is higher than that of anions and PEO is able to promote cation transport. [20] Figure 1a presents the S i of PEO-Emim:OAC ionogels with different IL content. We can see that the S i increases significantly with increasing the weight percentage of Emim:OAC (W IL /W PEO+IL ), from S i = 8 mV K −1 for W IL /W PEO+IL = 50% to S i = 13.6 mV K −1 for W IL /W PEO+IL = 80%, which are higher than that of pristine Emim:OAC (2 mV K −1 shown in Figure S1 in the Supporting Information) and PEO (2.99 mV K −1 reported [14] ).…”

Section: Design Principle and Te Properties Of Peo-il Ionogelsmentioning

confidence: 99%

Tailoring Intermolecular Interactions Towards High‐Performance Thermoelectric Ionogels at Low Humidity

et al. 2022

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Development of ionic thermoelectric (iTE) materials is of immense interest for efficient heat-to-electricity conversion due to their giant ionic Seebeck coefficient (S i ), but challenges remain in terms of relatively small S i at low humidity, poor stretchability, and ambiguous interaction mechanism in ionogels. Herein, a novel ionogel is reported consisting of polyethylene oxide (PEO), polyethylene oxide-polypropylene oxide-polyethylene oxide (P123), and 1-ethyl-3-methylimidazolium acetate (Emim:OAC). By delicately designing the interactions between ions and polymers, the migration of anions is restricted due to their strong binding with the hydroxyl groups of polymers, while the transport of cations is facilitated through segmental motions due to the increased amorphous regions, thereby leading to enlarged diffusion difference between the cations and anions. Moreover, the plasticizing effect of P123 and Emim:OAC can increase the elongation at break. As a consequence, the ionogel exhibits excellent properties including high S i (18 mV K −1 at relative humidity of 60%), good ionic conductivity (1.1 mS cm −1 ), superior stretchability (787%), and high stability (over 80% retention after 600 h). These findings show a promising strategy to obtain multifunctional iTE materials by engineering the intermolecular interactions and demonstrate the great potential of ionogels for harvesting low-grade heat in human-comfortable humidity environments.

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“…This, in fact, seems likely as carbenes are known to form transiently in imidazolium acetate ionic liquids under certain conditions. [198][199][200] While these structures may be stable at room temperature, the reactions are often carried out at elevated temperatures, either due to deliberate external heating or due to the liberation of reaction heat. The thermal stability of the ionic liquids is drastically reduced by the presence of the amino group, in particular for the less nucleophilic anions.…”

Section: Brønsted Basic Ionic Liquidsmentioning

confidence: 99%

“…In dialkylimidazolium acetate ionic liquids, carbenes can exist at elevated temperatures or in the presence of glass or metal surfaces, as evidenced by changes in NMR spectra and theoretical calculations. [198][199][200] In the bulk ionic liquid phase, carbene formation is insignificant at ambient temperatures.…”

Section: Brønsted Basic Ionic Liquidsmentioning

confidence: 99%

Stability of ionic liquids in Brønsted-basic media

2020

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Rapid carbene formation increases ion diffusivity in an imidazolium acetate ionic liquid confined between polar glass plates

Abstract: 1-Ethyl-3-methyl-imidazolium acetate ([EMIM][OAc]) is one of the most widely used ionic liquids for various applications.

Cited by 15 publications

References 47 publications

Temperature and Pressure Dependence of the Viscosity of the Ionic Liquid 1-Butyl-3-methylimidazolium Acetate

Temperature and Pressure Dependence of the Viscosity of the Ionic Liquid 1-Butyl-3-methylimidazolium Acetate

Tailoring Intermolecular Interactions Towards High‐Performance Thermoelectric Ionogels at Low Humidity

Stability of ionic liquids in Brønsted-basic media

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