85100-78-3Relevant articles and documents
Fluid-phase behavior of {1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide, [C6mim][NTf2], + C2-C8 n-alcohol} mixtures: Liquid-liquid equilibrium and excess volumes
Lachwa, Joanna,Morgado, Pedro,Esperanca, Jose M. S. S.,Guedes, Henrique J. R.,Canongia Lopes, Jose N.,Rebelo, Luis Paulo N.
, p. 2215 - 2221 (2006)
In the frame of the IUPAC Project entitled Thermodynamics of ionic liquids, ionic liquid mixtures, and the development of standarized systems, 1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide, [C 6mim][NTf2], was selected as the model ionic liquid to perform round-robin measurements on a series of ionic liquid properties. In this work, the temperature-composition liquid-liquid equilibria of this ionic liquid with linear alkan-1-ols, CnH(2n+1)OH, with n = 4, 5, 6, and 8, were determined at a nominal pressure of 0.1 MPa and up to 50 MPa for n = 4, 5, and 6. Excess molar volumes, VE, of mixtures of this same ionic liquid with linear alkan-1-ols, CnH 2n+1OH, with n ranging from 2 to 5, were measured at a nominal pressure of 0.1 MPa. The consistency between the two sets of experimental data (phase diagrams and VE) was analyzed from a theoretical perspective; we noticed that as the alkyl chain length, n, of the linear alcohol varies both the pressure dependence of the phase diagrams and the critical excess molar volume change sign.
Synthesis and properties of symmetrical N,N′-bis(alkyl)imidazolium bromotrichloroferrate(III) paramagnetic, room temperature ionic liquids with high short-term thermal stability
Greeson, Kevin T.,Hall, Nicolas G.,Redeker, Neil D.,Marcischak, Jacob C.,Gilmore, Laina V.,Boatz, Jerry A.,Le, Tammy C.,Alston, Jeffrey R.,Guenthner, Andrew J.,Ghiassi, Kamran B.
, p. 701 - 710 (2018)
A series of paramagnetic ionic liquids (PILs) based on N,N′-bis(alkyl)imidazolium bromotrichloroferrate(III), [(Cn)2Im][FeCl3Br] (Im = imidazole; Cn = ethyl, butyl, hexyl, octyl, decyl, dodecyl), was prepared and compared against the more traditional [CnC1Im][FeCl3Br] (C1 = methyl) analogs. Both series were extensively characterized by physical, chemical, and computational methods including differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), spectroscopy (FTIR and UV‐vis-NIR), magnetic susceptibility, surface tensiometry, density, and viscosity. The X-ray crystal structure of [(C12)2Im][FeCl3Br] was also obtained. Notably, all ionic liquids prepared in this study show short-term thermal stabilities exceeding 300 °C in air and have melting points equal to or lower than 25 °C, which is surprisingly low for ionic liquids containing symmetrical cations. In addition, all presented ionic liquids have relatively low viscosities allowing for easier transitioning into applications. Physical property trends are discussed.
A rapid dispersive liquid-liquid microextraction based on hydrophobic deep eutectic solvent for selective and sensitive preconcentration of thorium in water and rock samples: A multivariate study
Sadeghi,Davami, Abdolbaset
, (2019)
Thorium [Th(IV)] and its compounds are highly toxic and cause severe damage to bone and kidney through long term exposures. Conventional methods of Th(IV) detection are complicated and costly. In this study, we developed a new dispersive liquid-liquid microextraction (DLLME) based on hydrophobic deep eutectic solvent (HDES) for preconcentration of Th(IV) in water and rock samples prior to UV–Vis. spectrophotometric detection. The microextraction procedure was carried out by applying thorin as a chelating agent, cethyltrimethyl ammonium bromide (CTAB) as an ion pairing agent and a DES consisted of 1-hexyl-3-methylimidazolium and salicylic acid components as an extraction solvent. Central composite design (CCD) was applied to obtain the best condition of the microextraction procedure. The developed method is a green, facile, fast, selective and sensitive that could detect Th(IV) in the concentration range of 10–600 ng mL?1 with a limit of detection (LOD) and preconcentration factor of 2.1 ng mL?1 and 59, respectively. The relative standard deviation of five replicate measurements of Th(IV) at 100 ng mL?1 was 1.7%. Finally, the proposed method was successfully applied to the analysis of Th(IV) in water and rock samples, and desirable results were obtained.
Kinetics and solvent effects in the synthesis of ionic liquids: Imidazolium
Schleicher, Jay C.,Scurto, Aaron M.
, p. 694 - 703 (2009)
Ionic liquids (ILs) are being considered as a promising class of potentially environmentally-friendly ("green") solvents and materials for use in a variety of applications. However, ionic liquids are conventionally synthesized by batch, without known kine
Exploration of the solvation behavior of the synthesized 1-hexyl-3-methylimidazolium bromide [C6mim][Br] ionic liquid with L-cysteine and N-acetyl L-cysteine) in aqueous medium at different temperatures
Kumar, Harsh,Sharma, Ravinder,Kumar, Vaneet,Alothman, Asma A.
, (2021)
The interactions of L-cysteine and N-acetyl L-cysteine with imidazolium-based ionic liquid 1-hexyl-3-methylimidazolium bromide [C6mim] [Br] as a function of temperature have been studied by a combination of volumetric and acoustic properties. Densities and speeds of the sound of L-cysteine and N-acetyl L-cysteine in (0.00, 0.005, 0.01, 0.03 and 0.05) mol.kg?1 aqueous solutions of 1-hexyl-3-methylimidazolium bromide have been measured at T = (288.15, 298.15, 308.15 and 318.15) K. From density data, the apparent molar volume (V?) the partial molar volume (V?0) and standard partial molar volumes of transfer (ΔV?0) for L-cysteine and N-acetyl L-cysteine from water to aqueous 1-hexyl-3-methylimidazolium bromide solutions have been calculated. Partial molar isentropic compression (K?,s) and partial molar isentropic compression of transfer (ΔK?, S0) have been calculated from the speed of sound data. The pair and triplet interaction coefficient have been calculated from both these properties. The parameters obtained have been used to describe the results in terms of (solute-solute), (solute-solvent) interactions, structure building and structure floating behavior of amino acids in aqueous 1-hexyl-3-methylimidazolium bromide solutions.
Solvent-free sonochemical synthesis and antifungal activity of 1-alkyl-3-methylimidazolium bromide [RMIM]Br ionic liquids
Perez, Ser John Lynon P.,Arco, Susan D.
, p. 935 - 939 (2014)
In view of the continuous threat of opportunistic fungal infections to human health and the emerging importance of ionic liquids in therapeutic applications, we report the efficient one-pot synthesis of a series of 1-alkyl-3-methylimidazolium bromide [RMIM]Br ionic liquids through an ultrasound-assisted reaction of 1-methylimidazole and alkyl bromides (RBr) under solvent-free conditions. High product yields were obtained for all syntheses (>95%) under mild conditions (2-5 hours at 20-40 °C). The success of the synthetic method was confirmed through 1H-NMR, 13C-NMR and FT-IR spectroscopy. All products exhibited activity against the fungus C. albicans with clotrimazole and water as positive and negative controls, respectively. At a concentration of 1%, [OMIM]Br IL exhibited an antimycotic activity with an index of 1.5 which is comparable to that of 1% clotrimazole having an antimicrobial index of 1.3, signifying the potential of the product as a fungal growth inhibitor. Structure-Activity Relationship (SAR) studies showed that an increase in the alkyl chain length corresponds to an increase in the antifungal activity of the ionic liquids.
Deciphering aggregation behavior and thermodynamic properties of anionic surfactant sodium hexadecyl sulfate in aqueous solutions of ionic liquids [C5mim][Br] and [C6mim][Br]
Kumar, Harsh,Kaur, Gagandeep
, (2020)
The present work aims to study the interactions of cationic imidazolium based ionic liquids i.e. 1-alkyl-3-methylimidazolium bromide ([Cnmim][Br], where n = 5 &6) with anionic surfactant sodium hexadecyl sulfate (SHS) in aqueous media employing the various techniques such as conductivity measurement, fluorescence spectroscopy, UV–visible spectroscopy and FT-IR spectroscopy. The temperature dependence of critical micelle concentration (CMC) determined using conductivity measurements at temperatures (298.15, 303.15 and 308.15) K at different concentrations (0.02, 0.05 and 0.1) wt. %, of ionic liquids (ILs) in aqueous medium was used to calculate the various thermodynamic parameters of micellization such as, standard free energy of micellization (ΔGm 0), standard enthalpy of micellization (ΔHm 0), and standard entropy of micellization (ΔSm 0). Further, fluorescence and UV–Visible spectroscopy have been utilized to confirm the CMC values obtained from conductivity measurements, which were found to be in good agreement. A continuous increment in CMC value was observed with the increase in concentration of ILs as well as in temperature. Further FT-IR Spectroscopic studies have been done to demonstrate the structural alterations occurring in the respective mixtures.
Chromium speciation using task specific ionic liquid/aqueous phase biphasic system combined with flame atomic absorption spectrometry
Sadeghi, Susan,Moghaddam, Ali Zeraatkar
, p. 798 - 804 (2016)
In this work, 1-alkyl-3-methylimidazolium based ionic liquids combined with salicylate or thiosalicylate anions as task specific ionic liquids were used to form a stable ionic liquids (IL)/aqueous biphasic systems for extraction of Cr(III) and Cr(VI) spec
Light-modulated aggregation behavior of some unsubstituted cinnamate-based ionic liquids in aqueous solutions
Yang, Jie,Wang, Huiyong,Wang, Jianji,Guo, Xiaojia,Zhang, Yue
, p. 96305 - 96312 (2015)
Light modulation of the self-assembly behavior of ionic liquids in aqueous solution is of great importance from the viewpoint of fundamentals and technology. In this work, a new class of light-responsive ionic liquids composed of 1-alkyl-3-methylimidazolium cations, [Cnmim]+ (n = 4, 6, 8, 10, 12), and the trans-cinnamic acid ([CA]) anion was synthesized and characterized. These compounds were used to study the modulation action of UV light on the aggregation behavior of ionic liquids in aqueous solution. For this purpose, the critical aggregation concentration (CAC), ionization degree of the aggregates (α), standard Gibbs energy of aggregation (ΔG°m) and aggregate size of the ionic liquids were determined before and after UV light irradiation by conductivity and dynamic light scattering techniques. The percentage of cis-isomer of these ionic liquids was also reported at the photoisomerism equilibrium from HPLC measurements. It was found that the aggregation behavior of [Cnmim][CA] (n = 8, 10, 12) could be efficiently modulated by UV light in aqueous solution. After UV light irradiation, the values of CAC, α and ΔG°m increased, while the size of the aggregates decreased. These results have been rationalized from the photo-isomerization of the [CA] anion, hydrophilicity and structural features of the cis-isomer of the [CA] anion.
Structure of the room-temperature ionic liquid/SiO2 interface studied by sum-frequency vibrational spectroscopy
Fitchett, Brian D.,Conboy, John C.
, p. 20255 - 20262 (2004)
In the study presented here, the structure of the RTIL/SiO2 interface has been examined by sum-frequency vibrational spectroscopy (SFVS). A series of hydrophobic RTILs composed of l-alkyl-3-methylimidazolium (C nmim, n = 6, 8 and 10) and bis(perfluoromethylsulfonyl)imide (BMSI) and bis(perfluoroethylsulfonyl)imide (BETI) anions have been examined. SFVS was used to determine the orientation of the cation as well as the structure of water at the RTIL/SiO2 interface. The alkyl chain of the imidazolium cation was determined to be nearly normal to the surface for all the RTILs examined. The conformational order of the alkyl chain on the cation was also determined and was found to be dependent on the length of the alkyl chain, with longer chains being more ordered with few gauche defects. The tilt of the imidazolium ring with respect to the surface normal was also determined and was found to be a??28?° for the BMSI salts with a reduction in the tilt angle to a??18?° for the BETI RTILs. The water at the surface associated with the RTIL was determined to be hydrogen-bonded either singly or doubly to the anions at the SiO2 interface. In addition, the nature of the hydrogen-bonding was found to be dependent on the amount of bulk water contained in the RTIL.
