Thermal behavior and electrochemistry of protic ionic liquids based on triethylamine with different acids

Shmukler, L. E.; Груздев, М. С.; Kudryakova, N.O.; Fadeeva, Yu. A.; Kolker, A. M.; Safonova, L. P.

doi:10.1039/c6ra21360j

Cited by 45 publications

(51 citation statements)

References 39 publications

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“…Synthesized ionic liquids were characterized by the 1 H NMR, IR spectroscopy, and high resolution‐mass spectrometry (HRMS). The presence of a broad resonance signal at δ H 13.01 ( 1a ), 15.59 ( 1b ), 13.0 ( 1c ), 10.96 ( 1d ), 14.9 ( 1e ), 9.40 ( 2a ), 9.05 ( 2b ), 9.28 ( 2c ), 9.00 ( 2d ), and 8.94 ( 2e ) ppm in the 1 H NMR spectrum confirms the formation of N−H bond (Supporting Information) . It is further supported by IR spectroscopy which exhibits a broad absorption band at 2990–3035 cm −1 attributed to N−H bond stretching vibrations…”

Section: Resultssupporting

confidence: 55%

Economically Viable and Efficient Catalysts for Esterification and Cross Aldol Condensation Reactions under Mild Conditions

Bano

Jain²,

Sarkar

et al. 2020

ChemistrySelect

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Brønsted acidic ionic liquids (BAILs) have been used as catalyst and solvent in organic synthesis, due to their negligible volatility, remarkable solubility, good catalytic activity, and easily structurally tunable properties. In the present study, we have investigated the catalytic efficiency of economically viable ionic liquids bearing different cations pyridinium ([PyH] + and triethylammonium [TEAH] + ) for the esterification of aromatic acid with various aliphatic alcohols and crossed aldol condensation of aromatic aldehydes with cyclohexanone under ambient condition. We also examined the effect of various process parameters on the yield of aromatic esters and α,α'-bis (arylidene)cycloalkanones.

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Section: Resultssupporting

confidence: 55%

Economically Viable and Efficient Catalysts for Esterification and Cross Aldol Condensation Reactions under Mild Conditions

Bano

Jain²,

Sarkar

et al. 2020

ChemistrySelect

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“…[19,26,27] Since [ [PTSA] À were approximately 4.9 and 3.4 mS cm À 1 ( Table 1); this is in the range of typical ionic conductivities of PILs formed between amines and sulfonic acids. [28,29] It is worth noting that the low conductivity of many PILs has been associated with a high viscosity and the poor mobility of ions in such a viscous medium (Table 1 and Figure S4 in the Supporting Information). [30] Figure S5 in the Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

“…[19,22,27] In any case, the use of high temperatures was a serious drawback in comparison to room-temperature conditions given not only the intrinsic experimental difficulties associated with high-temperature measurements but also the well-known occurrence of ESW narrowing along with the temperature increase. [29,32] (in a 1 : 1 molar ratio) resulted in mixtures that were liquid at room temperature. Differential scanning calorimetry (DSC) scans revealed the absence of a T m and the appearance of a glass transition at a T g of, respectively, À 50 and À 38°C (Figure 1), in agreement with the glass-forming ability of viscous complex mixtures ( Table 1).…”

Section: Resultsmentioning

confidence: 99%

“…It is worth noting that ESWs of approximately 4.0 V vs. Ag wire are in the range of the best ESWs reported to date in PILs (Table S5 in the Supporting Information). [4,27,29,30,32,46,48] This wide ESW opened interesting perspectives for [C][Z][A]type ZPILs. For instance, as compared to aprotic ILs or salts like lithium bis(trifluoromethanesulfonyl)imide (LiTFSI), narrow ESWs have limited the interest of PILs as electrolytes for electric double-layer capacitor (EDLCs) despite their easy synthesis and low cost.…”

Section: As Described In the Introduction For The Formation Of [Z][a]mentioning

confidence: 99%

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Aqueous Co‐Solvent in Zwitterionic‐based Protic Ionic Liquids as Electrolytes in 2.0 V Supercapacitors

Vicent-Luna

Calero

et al. 2020

ChemSusChem

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High-performance energy-storage devices are receiving great interest in sustainable terms as a required complement to renewable energy sources to level out the imbalances between supply and demand. Besides electrode optimization, a primary objective is also the judicious design of high-performance electrolytes combining novel ionic liquids (ILs) and mixtures of aqueous solvents capable of offering "à la carte" properties. Herein, it is described the stoichiometric addition of a zwitterion such as betaine (BET) to protic ILs (PILs) such as those formed between methane sulfonic acid (MSAH) or p-toluenesulfonic acid (PTSAH) with ethanolamine (EOA). This addition resulted in the formation of zwitterionic-based PILs (ZPILs) containing the original anion and cation as well as the zwitterion. The ZPILs prepared in this work ([EOAH] + [BET][MSA] À and [EOAH] + [BET] [PTSA] À) were liquid at room temperature even though the original PILs ([EOAH] + [MSA] À and [EOAH] + [PTSA] À) were not. Moreover, ZPILs exhibited a wide electrochemical stability window, up to 3.7 V vs. Ag wire for [EOAH] + [BET][MSA] À and 4.0 V vs. Ag wire for [EOAH] + [BET][PTSA] À at room temperature, and a high miscibility with both water and aqueous co-solvent (WcS) mixtures. In particular, "WcS-in-ZPIL" mixtures of [EOAH] + [BET][MSA] À in 2 H 2 O/ACN/DMSO provided specific capacitances of approximately 83 F g À 1 at current densities of 1 A g À 1 , and capacity retentions of approximately 90 % after 6000 cycles when operating at a voltage of 2.0 V and a current density of 4 A g À 1 .

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“…These PILs possess a wide range of properties, such as high viscosity, high thermal and electronic conductivity, non-flammability, and low toxicity [21]. These properties make PILs suitable in many areas such as catalyst [22,23], nanostructured materials [24], and electrochemistry [25]. Ethylammonium nitrate [(C 2 H 5 NH 3 )NO 3 ] is found to be the first PIL at roomtemperature and reported by Walden in 1914 [26].…”

Section: Introductionmentioning

confidence: 99%

Tribological behavior of ammonium-based protic ionic liquid as lubricant additive

Guo

Iglesias

2020

Friction

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In this study, the tribological behavior of an ammonium-based protic ionic liquid (PIL) as an additive in a base mineral oil (MO) is investigated on a steel-steel contact at room temperature and 100 °C. Tri-[bis(2-hydroxyethylammonium)] citrate (DCi) was synthesized in a simple and low-cost way, and the ionic structure of DCi was confirmed by proton nuclear magnetic resonance (1H NMR). The stability measurement of 1 wt% DCi to a MO was investigated, and the lubricating ability and anti-wear properties of DCi as an additive in MO were also examined using a custom-designed reciprocating ball-on-flat tribometer. Optical microscope and profilometry were used to obtain the worn morphology of the steel disks. Scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDS) were carried out to investigate the wear mechanism and to analyze the surface interactions between the rubbing components. When 1 wt% DCi is added into the base MO, frictional performance is improved at both temperatures studied with a friction reduction of 29.0% and 35.5%, respectively. Moreover, the addition of 1 wt% DCi to MO reduced the wear volume 59.4% compared to the use of MO. An oxygen-richened tribolayer is confirmed by EDS on the disk surface when DCi was used as additive under 100 °C.

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Thermal behavior and electrochemistry of protic ionic liquids based on triethylamine with different acids

Abstract: Protic ionic liquids (PILs) composed of the triethylammonium cation with dihydrogen phosphite, tosylate, and trifluoroacetat anions were synthesized.

Cited by 45 publications

References 39 publications

Economically Viable and Efficient Catalysts for Esterification and Cross Aldol Condensation Reactions under Mild Conditions

Economically Viable and Efficient Catalysts for Esterification and Cross Aldol Condensation Reactions under Mild Conditions

Aqueous Co‐Solvent in Zwitterionic‐based Protic Ionic Liquids as Electrolytes in 2.0 V Supercapacitors

Tribological behavior of ammonium-based protic ionic liquid as lubricant additive

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