174899-65-1Relevant articles and documents
Direct reduction of carbon dioxide to formate in high-gas-capacity ionic liquids at post-transition-metal electrodes
Watkins, John D.,Bocarsly, Andrew B.
, p. 284 - 290 (2014)
As an approach to combat the increasing emissions of carbon dioxide in the last 50 years, the sequestration of carbon dioxide gas in ionic liquids has become an attractive research area. Ionic liquids can be made that possess incredibly high molar absorption and specificity characteristics for carbon dioxide. Their high carbon dioxide solubility and specificity combined with their high inherent electrical conductivity also creates an ideal medium for the electrochemical reduction of carbon dioxide. Herein, a lesser studied ionic liquid, 1-ethyl-3-methylimidazolium trifluoroacetate, was used as both an effective carbon dioxide capture material and subsequently as an electrochemical matrix with water for the direct reduction of carbon dioxide into formate at indium, tin, and lead electrodes in good yield (ca. 3 mg hr-1 cm -2).
Heat capacities and excess enthalpies of 1-3ethyl-3-methylimidazolium-based ionic liquids and water
Ficke, Lindsay E.,Rodriguez, Hector,Brennecke, Joan F.
, p. 2112 - 2119 (2008)
Heat capacities and excess enthalpies were determined for three different binary water + ionic liquid systems, from (283.15 to 348.15) K, and covering the entire composition range. Specifically, the three completely water-miscible ionic liquids used were 1-ethyl-3-methylimidazolium ethylsulfate, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, and 1-ethyl-3- methylimidazolium trifluoroacetate. The influence of temperature and composition was assessed, and suitable equations were used to correlate the experimental data. In addition, it was found that 1-ethyl-3-methylimidazolium ethylsulfate decomposes in the presence of water to form 1-ethyl-3-methylimidazolium hydrogen sulfate and ethanol under ambient conditions.
Temperature and composition dependence of the density and viscosity of binary mixtures of water + ionic liquid
Rodriguez, Hector,Brennecke, Joan F.
, p. 2145 - 2155 (2006)
Density and viscosity were determined for binary mixtures of water and three ionic liquids: 1-ethyl-3-methylimidazolium ethylsulfate, 1-ethyl-3-methylimidazolium trifluoroacetate, and 1-ethyl-3-methylimidazolium trifluoromethanesulfonate. The experimental measurements of these properties were carried out at atmospheric pressure and temperatures from (278.15 to 348.15) K. The temperature dependence of density and viscosity for these systems can be described by an empirical second-order polynomial and by the Vogel - Fulcher - Tammann equation, respectively. Excess molar volumes and viscosity deviations were calculated and correlated by Redlich - Kister polynomial expansions. The latter correlations describe the variation of density and viscosity with composition. Comparison of the results for the three binary systems elucidates the influence of the anion on these physical properties.
Physicochemical properties of [Cnmim][TFA] (n = 2, 3, 4, 5, 6) ionic liquids
Fang, Da-Wei,Zhang, Fang,Jia, Rui,Shan, Wei-jun,Xia, Li-xin,Yang, Jia-zhen
, p. 11616 - 11625 (2017)
A series of ionic liquids based on trifluoroacetic acid, namely, [Cnmim][TFA] (n = 2, 3, 4, 5, 6) (1-alkyl-3-methylimidazolium trifluoroacetate), were designed and synthesized. The density, surface tension and refractive index were measured in the temperature range of 293.15 to 343.15 ± 0.05 K, and some physicochemical properties of the ILs were calculated. Using the concept of molar surface Gibbs free energy, the traditional E?tv?s equation was improved into a modified E?tv?s equation, in which the intercept and the slope represented the molar surface enthalpy and the molar surface entropy, respectively, for [Cnmim][TFA] (n = 2, 3, 4, 5, 6). The thermal expansion coefficient (α) of [Cnmim][TFA] was calculated according to the interstitial model, and the order of magnitude of the calculated values was in good agreement with the corresponding experimental values. A new hypothesis was proposed, stating that the interstitial molar surface Gibbs free energy (gs) is not determined by the type of IL. From the refractive index and the molar surface Gibbs free energy, an equation to predict the surface tension of ILs was derived and the predicted values were highly correlated with the corresponding experimental values. Finally, a new polarity scale for ILs was developed, and the polarity order of the [Cnmim][TFA] (n = 2, 3, 4, 5, 6) ILs was estimated.
Solubility of sugars and sugar alcohols in ionic liquids: Measurement and PC-SAFT modeling
Carneiro, Aristides P.,Held, Christoph,Rodriì?guez, Oscar,Sadowski, Gabriele,Macedo, Eugeì?nia A.
, p. 9980 - 9995 (2013)
Biorefining processes using ionic liquids (ILs) require proper solubility data of biomass-based compounds in ILs, as well as an appropriate thermodynamic approach for the modeling of such data. Carbohydrates and their derivatives such as sugar alcohols represent a class of compounds that could play an important role in biorefining. Thus, in this work, the pure IL density and solubility of xylitol and sorbitol in five different ILs were measured between 288 and 339 K. The ILs under consideration were 1-ethyl-3-methylimidazolium dicyanamide, 1-butyl-3-methylimidazolium dicyanamide ([bmim][DCA]), Aliquat dicyanamide, trihexyltetradecylphosphonium dicyanamide, and 1-ethyl-3-methylimidazolium trifluoroacetate. Comparison with the literature data was performed, showing good agreement. With the exception of [bmim][DCA], the solubility of these sugar alcohols in the other ILs is presented for the first time. The measured data as well as previously published solubility data of glucose and fructose in these ILs were modeled by means of PC-SAFT using a molecular-based associative approach for ILs. PC-SAFT was used in this work as it has shown to be applicable to model the solubility of xylitol and sorbitol in ILs (Paduszynì?ski;et al. J. Phys. Chem. B 2013, 117, 7034-7046). For this purpose, three pure IL parameters were fitted to pure IL densities, activity coefficients of 1-propanol at infinite dilution in ILs, and/or xylitol solubility in ILs. This approach allows accurate modeling of the pure IL data and the mixture data with only one binary interaction parameter kij between sugar and the IL or sugar alcohol and the IL. In cases where only the pure IL density and activity coefficients of 1-propanol at infinite dilution in ILs were used for the IL parameter estimation, the solubility of the sugars and sugar alcohols in the ILs could be predicted (kij = 0 between sugar and the IL or sugar alcohol and the IL) with reasonable accuracy. ? 2013 American Chemical Society.
Convenient synthesis of perfluoroalkyltrifluoroborates
Sprenger, Jan A.P.,Kerpen, Christoph,Ignat'ev, Nikolai,Finze, Maik
, p. 54 - 60 (2018)
Perfluoroalkyltrimethoxyborates were converted into the corresponding perfluoroalkyltrifluoroborates in high yield by the action of potassium bifluoride in acidic media, i.e. in hydrochloric acid (37%), glacial acetic acid, and trifluoroacetic acid as wel
Experimental research on no2 viscosity and absorption for (1-ethyl-3-methylimidazolium trifluoroacetate + triethanolamine) binary mixtures
Jin, Nanxi,Liu, Baoyou,Tian, Jie,Wang, Xinyu,Yang, Huilong,Zhang, Peiwen
, (2021/11/30)
The viscosity (9.34–405.92 mPa·s) and absorption capacity (0.4394–1.0562 g·g?1 ) of (1-ethyl-3-methylidazolium trifluoroacetate + triethanolamine) binary blends atmospheric pressure in the temperature range of 303.15–343.15 K and at different mole fractions of [EMIM] [TFA] have been carried out. The molar fraction of [EMIM] [TFA] dependence of the viscosity and absorption capacity was demonstrated. The addition of a small amount of [EMIM] [TFA] into TEA led to rapidly decreased rates of binary blends’ viscosity and absorption capacity. However, the viscosity and absorption of binary blends did not decrease significantly when [EMIM] [TFA] was increased to a specific value. Compared with the molar fraction of the solution, the temperature had no obvious effect on viscosity and absorption capacity. By modeling and optimizing the ratio of viscosity and absorption capacity of ([EMIM] [TFA] + TEA), it is proven that when the mole fraction of [EMIM] [TFA] is 0.58, ([EMIM] [TFA] + TEA) has the best viscosity and absorption capacity at the same time. In addition, at 303.15 K, ([EMIM] [TFA] + TEA) was absorbed and desorbed six times, the absorption slightly decreased, and the desorption increased.
Induction of lignin solubility for a series of polar ionic liquids by the addition of a small amount of water
Akiba, Takashi,Tsurumaki, Akiko,Ohno, Hiroyuki
supporting information, p. 2260 - 2265 (2017/07/24)
Addition of a small amount of water was found to induce the lignin solubilizing ability in several polar ionic liquids which showed no lignin solubility in the absence of water. Similarly, addition of water was found to enhance lignin solubility in many polar ionic liquids. Though addition of water lowered the proton accepting ability of these ionic liquids, their proton donating ability was found to increase. The lignin dissolution by ionic liquids was newly found to be a function of both the proton accepting ability and proton donating ability of the ionic liquids. Water is a poor solvent for polysaccharides, and water addition has therefore been confirmed to be effective to improve the selective extraction yield of lignin from cedar powder under mild conditions.
Redox Reaction: A New Route for the Synthesis of Water-Miscible Imidazolium Ionic Liquids
Li, Wenxiu,Dai, Shangwu,Li, Dong,Zhang, Qinqin,Fan, Hongtao,Zhang, Tao,Zhang, Zhigang
, p. 1065 - 1072 (2017/02/23)
A novel chemical redox route was developed for the preparation of water-miscible imidazolium ionic liquids (ILs). In this method, the reaction between 1-alkyl-3-methylimidazolium bromides or 3-butyl-1-phenylimidazolium bromide and the appropriate acid reactant was promoted by the redox reaction between the bromide ion and aqueous hydrogen peroxide, with hex-1-ene as both solvent and bromine scavenger. The residual bromide ion and water contents of the prepared ILs were determined by ion chromatography and the Karl-Fischer test, respectively. This method not only produces water-miscible ILs in high purity and high yield, but also simplifies the reaction conditions in comparison with previous routes.
1,3-Dimethylimidazolium-2-carboxylate: A zwitterionic salt for the efficient synthesis of vicinal diols from cyclic carbonates
Sun, Jian,Yao, Xiaoqian,Cheng, Weiguo,Zhang, Suojiang
supporting information, p. 3297 - 3304 (2014/06/10)
The development of efficient, cheap and recyclable catalysts for reactions under mild reaction conditions is a very attractive topic in green chemistry. Herein, a series of basic ionic liquids (ILs) were investigated as catalysts for the synthesis of vicinal diols via the hydrolysis of cyclic carbonates in order to improve this kind of synthetic process. The effects of the IL structure, the molar ratio of cyclic carbonate to water, and various reaction parameters on the catalytic performance were investigated in detail. It was found that 1,3-dimethylimidazolium-2-carboxylate, a simple halogen-free zwitterionic catalyst, showed high activity (a space-time yield of 1086 h-1) and excellent selectivity for the preparation of ethylene glycol via the hydrolysis of ethylene carbonate. The catalyst could be reused over six times without obvious loss of catalytic activity. Also, it was applicable to a variety of cyclic carbonates for the production of their corresponding vicinal diols with high yields and selectivities. A possible catalytic cycle for this kind of catalytic process was proposed based on the experimental results, NMR spectroscopy and theoretical calculations. This reaction protocol opens a new possibility for chemical synthesis as a substitution for traditional base or basic ILs. This journal is the Partner Organisations 2014.
