342789-81-5Relevant academic research and scientific papers
Aggregation behavior of 1-dodecyl-3-methylimidazolium bromide in aqueous solution: Effect of ionic liquids with aromatic anions
Gu, Yingqiu,Shi, Lijuan,Cheng, Xiyuan,Lu, Fei,Zheng, Liqiang
, p. 6213 - 6220 (2013)
The effects of ionic liquids (ILs), 1-butyl-3-methylimidazolium methylsulfonate (bmimMsa), 1-butyl-3-methylimidazolium benzenesulfonate (bmimBsa), and 1-butyl-3-methylimidazolium 2-naphthalenesulfonate (bmimNsa), on the aggregation behavior of 1-dodecyl-3-methylimidazolium bromide (C 12mimBr) in aqueous solution were investigated by surface tension, dynamic light scattering measurements, and 1H NMR spectroscopy. The ability to promote the surfactant aggregation is in the order bmimNsa > bmimBsa > bmimMsa. Nevertheless, only bmimNsa distinctly reduces both the CMC value and the surface tension at CMC. Due to the penetration of C 10H7SO3-anions into the surfactant aggregate, bmimNsa is found to induce a phase transition from micelles to vesicles, whereas the other ILs only slightly increase the sizes of micelles. The combined effect of intermolecular interactions, such as hydrophobic effect, electrostatic attractions, and π-π stacking interactions, is supposed to be responsible for this structural transformation, in which π-π stacking plays an important role.
Synergistic interplay of ionic liquid and dodecyl sulphate driving the oxidation state of polypyrrole based electrodes
Loguercio, Lara F.,De Matos, Carolina F.,De Oliveira, Matheus C.,Marin, Graciane,Khan, Sherdil,Balzaretti, Naira M.,Dupont, Jairton,Leite Santos, Marcos J.,Leite Santos, Jacqueline F.
, p. 13828 - 13835 (2018)
Herein, polypyrrole (PPy) films are prepared via electrochemical deposition in a mixture of 1-n-butyl-3-methylimidazolium methanesulfonate (BMI·CH3SO3) ionic liquid (IL) and dodecyl sulfate (DS). The physico-chemical properties of the films have been investigated by a wide range of characterization techniques. PPy films synthesized in DS or IL have shown larger and irregular granules as compared to PPy films prepared in the mixture of DS and IL. This result is related to the preferential dissolution of pyrrole monomers in micelle templates formed by the IL and a co-assembly of IL and dodecyl-sulfate (DS), thereby decreasing the granule size and affecting the structural arrangement of the polymer chain. The template behavior of the IL in combination with DS promotes the selective formation of polaron and bipolaron states in the PPy films. This effect has been investigated by UV-Vis spectrophotometry, Raman spectroscopy, electrochemical impedance spectroscopy (EIS), cyclic voltammetry, scanning electron microscopy, transmission electron microscopy, and electrical conductivity measurements. The synergy of IL-DS has helped to decrease the resistivity of the PPy film from 2.17 × 102 Ω cm for PPy-IL to 2.44 Ω for PPy-IL-DS. EIS has also shown a decreased interfacial charge transfer resistance for PPy-IL-DS when compared to PPy-IL. The cyclic voltammetry curves have shown that the PPy films are electrocatalytically active for the I-/I3- redox reaction, and therefore, can be applied as a counter electrode (CE) in dye sensitised solar cells. The PPy based CEs resulted in nearly the same photocurrent and energy conversion efficiencies as that obtained from a conventional Pt CE.
SN2 Fluorination reactions in ionic liquids: A mechanistic study towards solvent engineering
Oh, Young-Ho,Jang, Hyeong Bin,Im, Suk,Song, Myoung Jong,Kim, So-Yeon,Park, Sung-Woo,Chi, Dae Yoon,Song, Choong Eui,Lee, Sungyul
, p. 418 - 422 (2011)
In the catalysis of SN2 fluorination reactions, the ionic liquid anion plays a key role as a Lewis base by binding to the counterion Cs + and thereby reducing the retarding Coulombic influence of Cs + on the nucleophile F-. The reaction rates also depend critically on the structures of ionic liquid cation, for example, n-butyl imidazolium gives no SN2 products, whereas n-butylmethyl imidazolium works well. The origin of the observed phenomenal synergetic effects by the ionic liquid [mim-tOH][OMs], in which t-butanol is bonded covalently to the cation [mim], is that the t-butanol moiety binds to the leaving group of the substrate, moderating the retarding interactions between the acidic hydrogen and F-. This work is a significant step toward designing and engineering solvents for promoting specific chemical reactions.
Electrochemical and spectroscopic study of vanadyl acetylacetonate–ionic liquids interactions
Guglielmero,Langroudi, Mo. Meskinfam,Khatib, M. Al,de Oliveira, M. Aysla Costa,Mecheri,De Leo,Mezzetta,Guazzelli,Giglioli,Epifanio, A. D',Pogni,Chiappe,Pomelli
, (2021/02/16)
A panel of ionic liquids has been synthesized and their effect on the vanadyl acetylacetonate solubility in acetonitrile has been firstly assessed. 1-Butyl-3-methylimidazolium acetate showed an unprecedented result, increasing the VO(acac)2 solubility in acetonitrile of more than one magnitude order (from 0.06 M to 1.1 M) opening new interesting horizons for the possible applications of this vanadium complex. The electrochemical effect of the considered ionic liquids has been subsequently investigated through cyclic voltammetry and linear sweep voltammetry with rotating disk electrode, determining diffusion coefficient and kinetic current of VO(acac)2 in the considered media. In order to achieve a deeper understanding on the examined systems, VO(acac)2 solutions in acetonitrile ILs were eventually studied through IR, UV–vis, and EPR spectroscopies, finding evidences, corroborated by DFT studies, of the formation of strong adducts between VO(acac)2 and ILs.
Convenient synthesis of long alkyl-chain triazolylglycosides using ionic liquid as dual promoter-solvent: Readily access to non-ionic triazolylglycoside surfactants for evaluation of cytotoxic activity
Ketsomboon, Nutthanicha,Saeeng, Rungnapha,Srisook, Klaokwan,Sirion, Uthaiwan
, (2021/08/26)
A convenient method for the one-pot synthesis of long alkyl-chain triazolylglycosides using ionic liquid as dual promoter and solvent is described via a sequential one-pot two-step glycosidation-CuAAc click reaction. The reaction was carried out using commercially available substrates, including glycosyl bromides, sodium azide and various long alkyl-chain alkynes to achieve the corresponding products in moderate to high yields. Furthermore, this approach was successfully applied for the preparation of non-ionic monocatenary triazolylglycoside surfactants in excellent yields through simple deacetylation. Subsequently, these surfactants were further evaluated for their cytotoxic activity.
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.
A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids
Alcalde, Ermitas,Dinares, Immaculada,Ibanez, Anna,Mesquida, Neus
experimental part, p. 4007 - 4027 (2012/07/28)
A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.
IONIC LIQUID CONTAINING ALLYLSULFONATE ANION
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Page/Page column 19, (2012/06/30)
PROBLEM: Providing a novel ionic liquid, which is low-cost, environment-friendly, and has low viscosity and melting point. MEANS FOR SOLVING THE PROBLEM: The present invention is the invention of the ionic liquid represented by the general formula [1]: {wherein, R1 to R3 and n pieces of R4 each independently represent hydrogen atom or alkyl group having 1 to 4 carbon atoms, R5 to R7 each independently represent alkyl group, aralkyl group, or aryl group, R8 represents alkyl group, aralkyl group, aryl group, or the one represented by the general formula [2]: (wherein T represents alkylene chain having 1 to 8 carbon atoms, n represents 1 or 2, and R1 to R7 are the same as the above-described), X represents nitrogen atom or phosphorus atom, n represents 1 or 2. When n is 1, R3 and R4 are bound and may form cyclohexene ring together with the adjacent carbon atoms. In addition, when X is nitrogen atom, R5 to R7 or R5 to R6 may form hetero ring with nitrogen atom binding thereto}.
Ionic liquid protected heteropoly acids for methanol dehydration
Ivanova, Svetlana,Nitsch, Xavier,Romero-Sarria, Francisca,Louis, Beno?t,Centeno, Miguel Angel,Roger, Anne Cecile,Odriozola, Jose Antonio
experimental part, p. 236 - 241 (2011/11/07)
We report herein the synthesis of an organic-inorganic hybrid composed by the ionic liquid protected Keggin structure, as a precursor for acid catalyst and its subsequent application in the methanol dehydration reaction. Special attention was paid to the thermal stability of the resulted hybrids as a function of the Keggin anion. The catalytic behaviour of these new materials are also studied and compared to the metal salt Cs2HPW 12O40. The prepared hybrids are less thermally stable than the metal salt, but their partial decomposition results in very active and selective catalysts for the dehydration of methanol to dimethyl ether.
PROCESS FOR PREPARING IONIC LIQUIDS BY ANION EXCHANGE
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Page/Page column 8-9, (2010/09/05)
Process for preparing salts of the formula I [in-line-formulae](B+)nxAy?[/in-line-formulae] where B is a cation comprising at least one nitrogen atom, A is an anion and n is an integer from 1 to 3, x and y are each an integer from 1 to 3 and the product of x and y is equal to n, by reacting salts of the formula II [in-line-formulae](B+)nxAy?[/in-line-formulae] where B and n, x and y are as defined above and C is a compound which has one or more carboxylate groups (referred to as carboxylate for short) and is different from A, with the ammonium salt of the anion A or with the protic acid of the anion A in the presence of ammonia.
