- Redox Reaction: A New Route for the Synthesis of Water-Miscible Imidazolium Ionic Liquids
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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.
- Li, Wenxiu,Dai, Shangwu,Li, Dong,Zhang, Qinqin,Fan, Hongtao,Zhang, Tao,Zhang, Zhigang
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p. 1065 - 1072
(2017/02/23)
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- Bronsted acids in ionic liquids: How acidity depends on the liquid structure
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Gutmann Acceptor Number (AN) values have been determined for Bronsted acid-ionic liquid mixtures, over a wide compositional range. Four systems of general formula [C2mim][A]-HA (A- = bistriflamide, [NTf2]-; triflate, [OTf]-; mesylate, [OMs]-; or acetate, [OAc]-, [C2mim]+ = 1-ethyl-3-methylimidazolium cation) were studied. A library of Bronsted acidic systems of varying acidity was constructed and the AN parameter was found to be a convenient approach for quantifying their acidity. HOAc, HOMs and HOTf, when dissolved in ionic liquids, were found to associate with the respective anions to form hydrogen-bonded anionic clusters, [A(HA)x]-. In contrast, HNTf2 was solubilised as a discrete, undissociated molecule. AN values were sensitive to the presence of anionic clusters; acidity could be buffered to a particular AN by binding the solubilised acid in the anionic cluster form. Overall, a simple way to manipulate and quantify the Bronsted acidity of acid-ionic liquid mixtures was demonstrated, and measured AN values were related to liquid speciation. This journal is
- McCune, Jade A.,He, Peizhao,Petkovic, Marina,Coleman, Fergal,Estager, Julien,Holbrey, John D.,Seddon, Kenneth R.,Swadba-Kwasny, Malgorzata
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p. 23233 - 23243
(2015/01/08)
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- Liquid-liquid interfacial tension of equilibrated mixtures of ionic liquids and hydrocarbons
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Ionic liquids are possible alternative solvents for the separation of aromatic and aliphatic hydrocarbons by liquid-liquid extraction. Interfacial tension is an important property to consider in the design of liquid-liquid extraction processes. In this work, the liquid-liquid interfacial tension and the mutual solubility at 25 °C have been measured for a series of biphasic, equilibrated mixtures of an ionic liquid and a hydrocarbon. In particular, the ionic liquids 1-alkyl-3-methylimidazolium bis(trifluoromethanesulfonyl) imide (with the alkyl substituent being ethyl, hexyl or decyl), 1-ethyl-3- methylimidazolium ethylsulfate, and 1-ethyl-3-methylimidazolium methanesulfonate have been selected, as well as the hydrocarbons benzene, hexane, ethylbenzene, and octane. The selected sets of ionic liquids and hydrocarbons allow the analysis of the influence of a series of effects on the interfacial tension. For example, the interfacial tension decreases with an increase in the length of the alkyl substituent chain of the cation or with an increase of the degree of charge delocalisation in the anion of the ionic liquid. Also, the interfacial tension with the aromatic hydrocarbons is markedly lower than that with the aliphatic hydrocarbons. A smaller effect is caused by variation of the size of the hydrocarbon. Some of the observed trends can be explained from the mutual solubility of the hydrocarbon and the ionic liquid. Science China Press and Springer-Verlag Berlin Heidelberg 2012.
- Rodriguez, Hector,Arce, Alberto,Soto, Ana
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p. 1519 - 1524
(2012/11/07)
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- IONIC LIQUID CONTAINING ALLYLSULFONATE ANION
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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}.
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Page/Page column 19
(2012/06/30)
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- 1-Alkyl-3-methylimidazolium alkanesulfonate ionic liquids, [C nH2n+1mim][CkH 2k+1SO3]: Synthesis and physicochemical properties
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A set of 1-alkyl-3-methylimidazolium alkanesulfonate ionic liquids, [C nmim][CkSO3], formed by the variation of the alkyl chain lengths both in the cation and the anion (n = 1-6, 8, or 10; k = 1-4, or 6), was synthesised, with sixteen of them being novel. The ionic liquids were characterised by 1H and 13C NMR spectroscopy, and mass spectrometry. Their viscosities and densities as a function of temperature, as well as melting points and decomposition temperatures, were determined. The molecular volumes, both experimental and calculated, were found to depend linearly on the sum (n + k). the Owner Societies 2009.
- Blesic, Marijana,Swadzba-Kwasny, Malgorzata,Belhocine, Tayeb,Gunaratne, H. Q. Nimal,Lopes, Jose N. Canongia,Gomes, Margarida F. Costa,Padua, Agilio A. H.,Seddon, Kenneth R.,Rebelo, Luis Paulo N.
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experimental part
p. 8939 - 8948
(2010/06/20)
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- Process for the Preparation of Onium Alkylsulfonates
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The invention relates to a process for the preparation of onium alkylsulfonates by reaction of an onium halide or carboxylate with a symmetrically substituted dialkyl sulfite or with an asymmetrically substituted dialkyl sulfite at temperatures of 50 to 170° C.
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Page/Page column 9
(2008/12/08)
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- Method for producing haloalkanes from alcohols
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The invention relates to a process for preparing haloalkanes by reaction of alcohol with hydrogen halide, wherein the reaction of the alcohol with the hydrogen halide occurs in the presence of an ionic liquid at a temperature which is above 100° C. for at least part of the time and, at least at the time of the commencement of the reaction, the water content is not more than 25 mol % based on the amount of liquid, where the ionic liquid is not octyltrimethylammonium chloride.
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- METHOD FOR THE PRODUCTION OF PURIFIED 1,3-SUBSTITUTED IMIDAZOLIUM SALTS
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Disclosed is a method for producing purified 1,3-substituted imidazolium salts of general formula (I) by reacting a 1,3-substituted imidazolium salt of general formula (II) with a strong base at a temperature ranging between 20 and 250 °C while distilling off the formed 1,3-substituted imidazol-2-ylidene. According to the inventive method, the distilled 1,3-substituted imidazol-2-ylidene is contacted in a gaseous state with the protonic acid HaA (III), and/or the distilled 1,3-substituted imidazol-2-ylidene is directed in a gaseous or condensed state into a distillation receiver containing said protonic acid HaA (III).
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Page/Page column 22-23
(2008/06/13)
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- A PURIFICATION METHOD OF IONIC LIQUIDS TO OBTAIN THEIR HIGH PURITY
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Disclosed is an ionic liquid purification method for preparing high purity ionic liquids which can be used as solvents for organic, inorganic and biochemical reactions or as electrolytic solutions of storage batteries, secondary batteries, or fuel batteries, by removing organic halide salts, organic salts, halide residues, acid residues, excess alkali metals and so on, from unpurified ionic liquids using liquid/liquid continuous extraction.
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