scholarly journals Synthesis and Characterization of a Novel Hydroquinone Sulfonate-Based Redox Active Ionic Liquid

Materials ◽  
2021 ◽  
Vol 14 (12) ◽  
pp. 3259
Author(s):  
Farida H. Aidoudi ◽  
Alessandro Sinopoli ◽  
Muthumeenal Arunachalam ◽  
Belabbes Merzougui ◽  
Brahim Aïssa
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
High Stability ◽  
Supporting Electrolyte ◽  
Ionic Species ◽  
Scanning Calorimetry ◽  
Energy Applications ◽  
Redox Active ◽  
Step Procedure ◽  
Different Temperatures

Introducing redox-active moieties into an ionic liquid (IL) structure is an exciting and attractive approach that has received increasing interest over recent years for a various range of energy applications. The so-called redox-active ionic liquids (RAILs) provide a highly versatile platform to potentially create multifunctional electroactive materials. Ionic liquids are molten salts consisting of ionic species, often having a melting point lower than 100 °C. Such liquids are obtained by combining a bulky asymmetric organic cation and a small anion. Here, we report on the synthesis of a novel RAIL, namely 1-butyl-3-methylimidazolium hydroquinone sulfonate ((BMIM)(HQS)). (BMIM)(HQS) was synthesized in a two-step procedure, starting by the quaternization of methylimidazole using butylchloride to produce 1-butyl-3-methylimidazolium chloride ((BMIM)(Cl)), and followed by the anion exchange reaction, where the chloride anion is exchanged with hydroquinone sulfonate. The resulting product was characterized by 1H NMR, 13C NMR, FT-IR spectroscopy, themogravimetric analysis, and differential scanning calorimetry, and shows a high stability up to 340 °C. Its electrochemical behavior was investigated using cyclic voltammetry at different temperatures and its viscosity analysis was also performed at variable temperatures. The electrochemical response of the presented RAIL was found to be temperature dependent and diffusion controlled. Overall, our results demonstrated that (BMIM)(HQS) is redox active and possesses high stability and low volatility, leading to the employment of this RAIL without any additional supporting electrolyte or additives.

scholarly journals The Influence of the Nature of Redox-Active Moieties on the Properties of Redox-Active Ionic Liquids and on Their Use as Electrolyte for Supercapacitors

Energies ◽  
2021 ◽  
Vol 14 (19) ◽  
pp. 6344
Author(s):  
Philipp S. Borchers ◽  
Patrick Gerlach ◽  
Yihan Liu ◽  
Martin D. Hager ◽  
Andrea Balducci ◽  
...  
Keyword(s):  
Phase Transition ◽  
Differential Scanning Calorimetry ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Binary Mixtures ◽  
Thermal Characteristics ◽  
The Other ◽  
Scanning Calorimetry ◽  
Imidazolium Ionic Liquids ◽  
Redox Active

In this work, two new redox-active ionic liquids, one based on 2,2,6,6-tetramethylpiperidine-N-oxide and the other based on 4,4′-bipyridine, are synthesized and characterized. A ferrocene-based redox-active ionic liquid is used for referencing the results. All ionic liquids are formed via salt-metathesis from halogenate to bis(trifluoromethylsulfonyl)imide. Their fundamental thermal characteristics are assessed with differential scanning calorimetry. While the imidazolium ionic liquids show no melting point, the phase transition is well observable for the viologen-based ionic liquid. The properties of the neat redox-active ionic liquids and of binary mixtures containing these ionic liquids (0.1 m) and 1-butyl-1-methyl pyrrolidinium-bis(trifluoromethylsulfonyl)imide have been investigated. Finally, the use of these binary mixtures in combination with activated carbon-based electrodes has been considered in view of the use of these redox-active electrolytes in supercapacitors.

Tetracarboxyl-Functionalized Ionic Liquid: Synthesis and Catalytic Properties

2015 ◽  
Vol 68 (10) ◽  
pp. 1513 ◽  
Author(s):  
Miaona Feng ◽  
Guoying Zhao ◽  
Hongling Gao ◽  
Suojiang Zhang
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Ionic Liquids ◽  
Propionic Acid ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
High Stability ◽  
Ammonium Acetate ◽  
Catalytic Properties ◽  
Potential Applications

Novel tetracarboxyl-functionalized 2,2′-biimidazolium-based ionic liquids (ILs) with different anions were synthesized in two steps from readily available and sustainable starting materials including ammonium acetate, glyoxal, and halogenated propionic acid. The functionalized IL exhibited higher catalytic activity towards the cycloaddition of CO2 to terminal epoxides. With propylene oxide as a substrate, the optimum yield of propylene carbonate reached 82.7 % at an initial CO2 pressure of 2.0 MPa for 4 h at 140°C. Moreover, the functionalized IL catalyst displayed a high stability and can be reused for at least five cycles without obvious loss of catalytic activity. The results provide a simple and economical way to synthesize multi-functionalized imidazolium-based ILs with versatile potential applications.

Molecular dynamics study of mesophase transitions upon annealing of imidazolium-based ionic liquids with long-alkyl chains

2018 ◽  
Vol 20 (15) ◽  
pp. 9796-9805 ◽  
Author(s):  
Hailong Peng ◽  
Momoji Kubo ◽  
Hayato Shiba
Keyword(s):  
Molecular Dynamics ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Alkyl Chains ◽  
Different Temperatures ◽  
Long Time

The isotropic to mesophase transition upon the long-time annealing of a 1-dodecyl-3-methylimidazolium hexafluorophosphate ionic liquid at different temperatures is illustrated.

scholarly journals Viscosities and Conductivities of [BMIM]Zn(Ac)xCly(x=0,1,2,3; y=3,2,1,0) Ionic Liquids at Different Temperatures

2017 ◽  
Vol 2017 ◽  
pp. 1-5 ◽  
Author(s):  
Hang Xu ◽  
Dandan Zhang
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Arrhenius Equation ◽  
Correlation Coefficients ◽  
Conductivity Data ◽  
Different Temperatures ◽  
The Relationship

Viscosity and conductivity data of BMIMZnAcxCly(x=0,1,2,3;  y=3,2,1,0) ionic liquids were detected at temperature ranging from 323.15 to 353.15 K with an interval of 5 K. The conductivities of different ionic liquids at the same temperature followed the trend [BMIM][ZnAcCl2] > [BMIM][ZnAc2Cl] > [BMIM][ZnCl3] > [BMIM][ZnAc3]. The viscosities of different ionic liquid abided by the order [BMIM][ZnCl3] > [BMIM][ZnAcCl2] > [BMIM][ZnAc2Cl] > [BMIM][ZnAc3]. Acetate ion could reduce the viscosity of ionic liquids. The relationship between viscosity/conductivity and temperature obeyed the Arrhenius equation and Vogel-Fulcher-Tammann (VFT) equation very well with above 0.99 correlation coefficients.

scholarly journals Quinone Redox-active Ionic Liquids

2017 ◽  
Vol 59 (4) ◽  
Author(s):  
Andrew Patrick Doherty ◽  
Sean Patterson ◽  
Laura Diaconu Diaconu ◽  
Louise Graham ◽  
Rachid Barhdadi ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Large Array ◽  
Transfer Processes ◽  
Redox Active ◽  
Electron Transfer Processes ◽  
Physical And Chemical

<p>Simple ionic liquids exhibit unique physical and chemical<br />properties that make them very useful for deployment in electrochemical<br />devices such as solvent-free electrolytes in capacitors and batteries.<br />However, incorporating redox functionality into ionic liquid<br />structures opens up in situ faradaic electrochemistry which allows access<br />to a large array of new electrochemical applications reliant upon<br />heterogeneous or homogenous electron-transfer processes. This paper<br />presents and discusses the opportunities and challenges for these types<br />of electro-materials across a myriad of applications by considering<br />exemplar quinone-functionalised ionic liquids.</p>

scholarly journals Thermo-physical properties and activity coefficients at infinite dilution for ionic liquid systems at several temperatures

2017 ◽  
Author(s):  
◽  
Sangeeta Singh
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Thermodynamic Properties ◽  
Infinite Dilution ◽  
Binary Systems ◽  
Isentropic Compressibility ◽  
Liquid Systems ◽  
Different Temperatures ◽  
Kister Equation ◽  
Deviation In Isentropic Compressibility

The thermodynamic properties of mixtures involving ionic liquids (ILs) with organic acid (acetic acid or propanoic acid) or acetonitrile at different temperatures were determined. The ILs used were imidazolium-based: 1-ethyl-3-methylimidazolium ethyl sulphate [EMIM]+[EtSO4]-, 1-butyl- 3-methylimidazolium thiocyanate [BMIM]+[SCN]- and 1-butyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide ([BMIM]+[Tf2N]-. The ternary excess molar volume (V E ), isentropic compressibility (ks) and deviation in isentropic compressibility ( ks123 ) were determined for four ternary liquid mixtures of {[EMIM]+[EtSO4]- or [BMIM]+[SCN]− + acetic or propionic acid + acetonitrile} at different temperatures (293.15, 298.15, 303.15, 308.15 and 313.15) K and at a pressure of 0.1 MPa with aid of the experimental density (ρ), speed of sound (u) data. The calculated data were correlated by using the Cibulka equation with the help of Redlich–Kister parameters obtained from fitting the Redlich–Kister equation for the corresponding binary systems. Furthermore, the density and speed of sound were also measured for eight corresponding binary systems at the same experimental conditions. The binary excess molar volume, isentropic compressibility and deviation in isentropic compressibility were also calculated for measured systems and fitted to the Redlich–Kister equation to obtain the Redlich–Kister parameters as well as to check the accuracy of measured data which were used to correlated experimental data using Cibulka equation. These results were discussed, in terms of how the sign and magnitude of thermodynamic functions were influenced by the addition of a third component to liquid systems. Also, the possible molecular and pair-wise interactions between component molecules and the effect of temperature on the thermophysical and thermodynamic properties were predicted. In addition, the work focussed on application of ([BMIM]+[Tf2N]-) ionic liquid for the separations of (alkane/aromatic), (alkane/alk-1-ene), (cycloalkane/aromatic) and (water/alkan-1-ol) using gas- liquid chromatography (GLC) technique. The activity coefficients at infinite dilution, , for 31 organic solutes (alkanes, cycloalkanes, alkenes, alkynes, aromatics, alkanol and ketones) and water in ionic liquid were measured at temperatures of (323.15, 333.15, 343.15, 353.15 and 363.15) K. Stationary phase loadings of (42.83 and 68.66) % by mass were used to ensure repeatability of E , measurements. Partial molar excess enthalpies at infinite dilution, H1 , were also determined. The selectivities, S , and capacities, k , were determined for the above separations. The separating ij j ability of the investigated ionic liquid was compared with previously investigated ionic liquids and industrial solvents such as sulfolane, n-methyl-2-pyrrolidine (NMP) and n-formylmorpholine (NFM). The results obtained suggested that in general, the [BMIM]+[Tf2N]− had outperformed the conventional solvents such as sulfolane, NMP and NFM in terms of selectivity, while the [BMIM][Tf2N] had in general, performed better overall when the performance index was used for comparison.

scholarly journals Adjusting the cation and anion nature in ionic liquids used for the growth control of nanoparticles of organic conductors

2016 ◽  
Vol 4 (1) ◽  
pp. 65-75 ◽  
Author(s):  
Dominique de Caro ◽  
Christophe Faulmann ◽  
Lydie Valade ◽  
Kane Jacob ◽  
Benoit Cormary
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Supporting Electrolyte ◽  
Electronic Devices ◽  
Growth Control ◽  
Organic Conductors ◽  
Organic Conductor ◽  
Valuable Characteristic ◽  
Potential Applications

Ionic liquids are used for controlling the growth of organic conductors as nanoparticles. We review the conditions of preparation of nanoparticles of conductors derived from tetrathiafulvalene (TTF), tetramethyltetraselenafulvalene (TMTSF) and bis-ethylenedithiotetrathiafulvalene (BEDT-TTF). They are prepared by electrocrystallization using an ionic liquid supporting electrolyte in which the cation plays the role of growth controller and the anion enters the composition of the expected organic conductor. Stable suspensions of nanoparticles are obtained in one case, a valuable characteristic for potential applications in electronic devices.

Electrochemistry and transport properties of electrolytes modified with ferrocene redox-active ionic liquid additives

2020 ◽  
Vol 98 (9) ◽  
pp. 554-563
Author(s):  
Bruno Gélinas ◽  
Thomas Bibienne ◽  
Mickaël Dollé ◽  
Dominic Rochefort
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Current Collector ◽  
Transport Numbers ◽  
Excess Charge ◽  
Li Ion Battery ◽  
Energy Storage Devices ◽  
Redox Active ◽  
Redox Shuttle ◽  
Li Ion

Used in their pure, undiluted form, ionic liquids usually result in Li-ion battery electrolytes with inadequate performance due low Li+ transport numbers (tLi+). Alternatively, they can be used as additives dissolved in carbonates to maintain a high tLi+ while providing the electrolyte with additional properties such as resistance to combustion, current collector passivation, and decreased Li dendritic growth. Additional properties can be imparted to the ionic liquid via the modification of their structure. Ionic liquids modified with electroactive moieties such as ferrocene (Fc-IL) can be used as an additive in Li-ion battery (LiB) electrolytes to prevent cathode over-oxidation via the redox shuttle mechanism. The aim of the present work is to evaluate the properties of LiB electrolytes modified with such Fc-IL at different concentrations. At low concentrations (0.3–0.5 mol/L), the redox-active ionic liquid behaves as expected for a redox shuttle. We show that at 1 mol/L, however, the redox ionic liquid yields a different discharge behavior after the overcharging step, providing an increase in discharge capacity. This behavior is linked to the deposition of the ferrocenium-IL at the positive electrode. Such electrolyte is non-flammable and is highly efficient to achieve shuttling of excess charge. Based on this principle, it is expected that novel ionic liquids can be designed for development of other types of additives and contribute to developing safer battery electrolytes. As a part of this commemorative issue, this contribution highlights the type of collaborative research currently being done on energy storage devices at the Department of Chemistry at the Université de Montréal.

scholarly journals Estimating the Solubility, Solution Thermodynamics, and Molecular Interaction of Aliskiren Hemifumarate in Alkylimidazolium Based Ionic Liquids

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2807 ◽  
Author(s):  
Md. Khalid Anwer ◽  
Mohammad Muqtader ◽  
Muzaffar Iqbal ◽  
Raisuddin Ali ◽  
Bjad K. Almutairy ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Molecular Interaction ◽  
Solid Phase ◽  
Solution Thermodynamics ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
X Ray ◽  
Different Temperatures ◽  
Phase Evaluation ◽  
The Ideal

Estimating the solubility and solution thermodynamics parameters of aliskiren hemifumarate (AHF) in three different room temperature ionic liquids (RTILs), Transcutol-HP (THP) and water are interesting as there is no solubility data available in the literature. In the current study, the solubility and solution thermodynamics of AHF in three different RTILs, THP and water at the temperature range from 298.2 to 318.2 K under air pressure 0.1 MP were evaluated. The solid phase evaluation by Differential Scanning Calorimetry (DSC) and Powder X-ray Diffraction (PXRD) indicated no conversion of AHF into polymorph. The mole fraction solubility of AHF was found to be highest in 1-hexyl-3-methylimidazolium hexafluorophosphate (HMMHFP) ionic liquid (7.46 × 10−2) at 318.2 K. The obtained solubility values of AHF was regressed by the Apelblat and van’t Hoff models with overall root mean square deviations (RMSD) of 0.62% and 1.42%, respectively. The ideal solubility of AHF was higher compared to experimental solubility values at different temperatures. The lowest activity coefficient was found in HMMHFP, which confirmed highest molecular interaction between AHF–HMMHFP. The estimated thermodynamic parameters confirmed endothermic and entropy driven dissolution of AHF in different RTILs, THP, and water.

Solid–liquid equilibria in systems [Cxmim][Tf2N] with diethylamine

2015 ◽  
Vol 87 (5) ◽  
pp. 453-460 ◽  
Author(s):  
Jan Rotrekl ◽  
Pavel Vrbka ◽  
Zuzana Sedláková ◽  
Zdeněk Wagner ◽  
Johan Jacquemin ◽  
...  
Keyword(s):  
Differential Scanning Calorimetry ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Phase Equilibrium ◽  
Binary System ◽  
Activity Coefficients ◽  
Liquid Equilibrium ◽  
Scanning Calorimetry ◽  
Solid Liquid ◽  
System 1

AbstractIn the present work, the solid–liquid–liquid equilibrium in the binary system of diethylamine (1) and ionic liquid (2) 1-methyl-3-ethylimidazolium bis(trifluoromethylsulfonyl)imide and solid–liquid equilibrium in system 1-methyl-3-butylimidazolium bis(trifluoromethylsulfonyl)imide was studied. Phase equilibrium was determined experimentally by means of a polythermic method. These data were then used to determine the activity coefficients for both ionic liquids. For the pure diethylamine the enthalpy of fusion was determined by differential scanning calorimetry, because to the best of our knowledge, this data is not yet reported in the open literature, a contrario of pure ionic liquids tested during this work.

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