1 -octyl -3 - -imidazolium

Heintz, A. et al.. Excess molar volumes and liquid-liquid equilibria of the ionic liquid l-methyl-3-octyl-imidazolium tetrafluoroborate mixed with butan-l-ol and pentan-l-ol, /. Solution Chem., 34,1135, 2005. 

David, W. et al.. Activity coefficients of hydrocarbon solutes at infinite dilution in the ionic liquid, l-methyl-3-octyl-imidazolium chloride from gas-liquid chromatography, /. Chem. Thermodyn., 35, 1335, 2003. 

Letcher T M, Deenadayalu N. Ternary liquid-liquid equilibria for mixtures of 1-methyl-3-octyl-imidazolium chloride + benzene + an alkane at T = 298.2 K and 1 atm. J. Chem. Thermodynamics. 2003. 35, 67-76. 

Another approach to extraction was the use of a single drop of an ionic liquid, l-methyl-3-octyl-imidazolium hexaflurophosphate, to extract BTEX from water. The limits of detection were 20 ng/L for benzene and 91 ng/L for o-xylene. The repeatability of this method for n = 5 was 3.0% for o-xylene and 5.2% for toluene. 

Letcher, T. M Deenadayalu, N. (2003). Ternary Liquid-Liquid Equilibria for Mbdures of 1-Methyl-3-Octyl-Imidazolium Chloride Plus Benzene Plus an Alkane at T-298.2 K and 1 Atm. Jourrud of Chemical Thermodynamics, Vol. 35, No. 1, p>p. 67-76, ISSN 0021-%14 Li, C. R, Xin, B. P., Xu, W. G. Zhang, Q. (2007). Study on the Extraction of Dyes into a Room-Temperature Ionic Liquid and their Mechanisms. Jourrud of Chemical Technology and Biotechnology, Vol. 82, No. 2, pp. 196-204, ISSN 0268-2575... 

The type of clay minerals present in the soil has also been found to influence the extent of ion liquid adsorption. Matzke et al measured the adsorption of l-butyl-3-methyl-imidazolium tetrafluoroborate, l-methyl-3-octyl-imidazolium tetrafluoroborate and l-butyl-3-methyl-imidazolium bis[(trifluoromethyl)sulfonyl]imide by an acidic loamy soil mixed with different proportions of kaolinite and smectite. The addition of smectite increased the amount of each ionic liquid adsorbed whereas the addition of kaolinite did not result in a measurable change. 

Kanakubo M, Harris KR, Tsuchihashi N, Ibuki K, Ueno M (2007) Temperature and pressure dependence of the electrical conductivity of the ionic liquids 1-methyl-3-octylimidazolium hexafluorophosphate and l-methyl-3-octyl-imidazolium tetrafluorohorate. Fluid Phase Equilih 261 414-420... 

Liquids. 6. Activity Coefficients at Infinite Dilution of Hydrocarbons, Alcohols, Esters, and Aldehydes in l-Methyl-3-octyl-imidazolium Tetrafluoroborate Using Gas-Liquid Chromatography. J. Chem. Eng. Data 2005, 50,1515-1519. 

Hydrocarbon Solutes at Infinite Dilution in the Ionic Liquid, l-Methyl-3-octyl-imidazolium Chloride from Gas-Liquid Chromatography. /. Chem. Thermodyn. 2003, 35,1335-1341. 

Activity Coefficients at Infinite Dilution Using Polar and Non-polar Solutes in the Ionic Liquid l-Methyl-3-octyl-imidazolium... 

In the author s group, much lower-melting benzenesulfonate, tosylate, or octyl-sulfate ionic liquids have recently been obtained in combination with imidazolium ions. These systems have been successfully applied as catalyst media for the biphasic, Rh-catalyzed hydroformylation of 1-octene [14]. The catalyst activities obtained with these systems were in all cases equal to or even higher than those found with the commonly used [BMIM][PF6]. Taking into account the much lower costs of the ionic medium, the better hydrolysis stability, and the wider disposal options relating to, for example, an octylsulfate ionic liquid in comparison to [BMIM][PF6], there is no real reason to center future hydroformylation research around hexafluorophosphate ionic liquids. 

Heretofore, ionic liquids incorporating the 1,3-dialkylimidazolium cation have been preferred as they interact weakly with the anions and are more thermally stable than the quaternary ammonium cations. Recently, the physical properties of 1,2,3,4-tetraalkylimidazolium- and 1,3-dialkylimidazolium-containing ionic liquids in combination with various hydrophobic and hydrophilic anions have been systematically investigated (36,41). The melting point, thermal stability, density, viscosity, and other physical properties have been correlated with alkyl chain length of the imidazolium cation and the nature of the anion. The anion mainly determines water miscibility and has the most dramatic effect on the properties. An increase in the alkyl chain length of the cations from butyl to octyl, for example, increases the hydrophobicity and viscosity of the ionic liquid, whereas densities and surface tension values decrease, as expected. 

The imidazolium compounds l-ethyl-3-methyl-imidazolium-chloride (EMIM-Cl), l-butyl-3-methyl-imidazolium-chloride (n-BuMIM-Cl), and l-hexyl-3-methyl-imidazolium-chloride (n-HeMIM-Cl), toluene (anhydrous, 99.99%), and HCl were obtained from Sigma Aldrich whereas, l-octyl-3-methyl-imidazolium-chloride (n-OcMIM-Cl), l-Dodecyl-3-methyl-imidazolium-chloride (n-DoMIM-Cl) were... 

Formylation of the less reactive phenol and anisole with CO in HF-BF3 was found to require at least stoichiometric amount of the acid for effective transformation (50 equiv. of HF, 2 equiv. of BF3, 50 bar CO, 45°C).445 Conversion increases with increasing reaction time but results in decreasing paralortho ratios suggesting a change from kinetic control to thermodynamic control and the reversibility of formylation. Furthermore, the amount of byproducts (mainly diphenylmethane derivatives) originating from reactions between substrates and products also increases. Additional studies in ionic liquids showed that imidazolium cations with increased chain lengths—for example, l-octyl-3-methylimidazolium salts—are effective in the formylation process. This was attributed to the enhanced solubility of CO in the ionic liquid medium. Tris(dichloromethyl)amine, triformamide, and tris (diformylamino)methane have recently been applied in the formylation of activated aromatic compounds in the presence of triflic acid at low temperature (— 10 to 20°C) albeit yields are moderate.446... 

Fig. 8.6. Liquid-liquid equilibria of alcohol-ionic liquid mixtures [105], The left side shows the LLE curves of l-butyl-3-methyl-imidazolium-PF6 mixtures with alcohols (ethanol, blue 1-propanol, red and 1-butanol, green symbols). The experimental curves (solid symbols) show a shape different from the calculated LLE curves, but the upper critical-solution temperatures (UCST) are surprisingly well met. On the right side, the trends of the UCST with a modification of the 1-alkyl-group of the anion (butyl = 4, octyl = 8) is shown. Again, the COSMO-RS predictions (open symbols, same color code as on the left) are in surprisingly good agreement with the experimental data.

Danielsson et al. [25] have studied the synthesis of PEDOT in ionic liquids that utilize bulky organic anions, l-butyl-3-methylimidazolium diethylene glycol monomethyl ether sulfate and l-butyl-3-methylimidazolium octyl sulfate, the latter of which is a solid at room temperature and thus requires the addition of either monomer or solvent (in this case water) to form a liquid at room temperature. Polymerization in a water-free ionic liquid was only possible in the octyl sulfate species, but the polymerization of EDOT was successful in aqueous solutions of both the ionic liquids (0.1 M). The ionic liquid anions appear to be mobile within the polymer, exchangeable with chloride ions at a polymer/KCl(aq) interface, but it is interesting that when the PEDOT is in aqueous solutions of the ionic liquid, at higher concentrations (0.01-0.1 M) the imidazolium cation can suppress this anion response. The ion mobility in both the ionic liquid and in the polymer film in contact with the solution is significantly increased by addition of water. 

Octyl-3 - [2-(diethoxyphosphiny 1) ethyl] -1 H-imidazolium DPEOIM C17H34N2O3P 345.44... 

Octyl-3-[3-(diethoxyphosphiny 1) propyl]-1 H-imidazolium DPPOIM C18H36N2O3P 359.46... 

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