6220-15-1

Usage

Chemical Properties

Pale brown fused solid

InChI:InChI=1/C11H18N/c1-2-3-4-6-9-12-10-7-5-8-11-12/h5,7-8,10-11H,2-4,6,9H2,1H3/q+1

Upstream product

• 110-86-1 pyridine 
• 544-10-5 1-Chlorohexane 

Downstream Products

• 460983-97-5 1-hexylpyridinium bis(trifluoromethylsulfonyl)imide 

Relevant academic research and scientific papers

Densities and viscosities of imidazolium and pyridinium chloroaluminate ionic liquids

The chloroaluminate ionic liquids are used in various types of reactions. However, due to their particular vulnerability on water, their physical properties have not been previously investigated very extensively. The densities and viscosities of series imidazolium and pyridinium chloroaluminate ionic liquids having alkyl (butyl, hexyl, octyl) or aralkyl (benzyl, ethylphenyl) chain at the cation, various effective molar fraction of AlCl3 (χAlCl3 = 0.5, 0.65, 0.7), as well as they mixture and mixture with common organic solvents (hexane, toluene) were measured at the temperature range 293.15-343.15 K (20-70 °C). Densities, and particularly viscosities decrease with the increase of temperature. The density decreases with the increase of the length of the alkyl chain. The type of cation also influences the density, however, the order is different than for non-haloaluminate ionic liquids and depends on the alkyl chain length. Viscosity increases with increasing alkyl chain length, but it is not a linear trend. The ionic liquid with meta position of the alkyl chain is considerably more dense and more viscous than para isomer. The presence of aromatic phenyl ring at the side chain of the cation increases both density and viscosity. Higher effective molar fraction of AlCl3 increases density and decreases viscosity, however, for the imidazolium ionic liquid the change of viscosity diminishes at higher temperatures. Organic solvents decrease both density and viscosity of the ionic liquids, but aliphatic hexane imposes much smaller effect than aromatic toluene. The mixture of two ionic liquids has density and viscosity between those for constituents. This extends the application of the aralkyl ionic liquids over temperatures, in which they are in solid state.

Does alkyl chain length really matter? Structure-property relationships in thermochemistry of ionic liquids

DSC was used for determination of reaction enthalpies of synthesis of ionic liquids [Cnmim][Cl]. A combination of DSC with quantum chemical calculations presents an indirect way to study thermodynamics of ionic liquids. The indirect procedure for vaporization enthalpy was validated with the direct experimental measurements by using thermogravimetry. First-principles calculations of the enthalpy of formation in the gaseous phase have been performed for the ionic species using the CBS-QB3 and G3 (MP2) theory. Experimental DSC data for homologous series of alkyl substituted imidazolium, pyridinium, and pyrrolidinium based ionic liquids with anions [Cl] and [Br] were collected from the literature. We have shown that enthalpies of formation, enthalpies of vaporization, and lattice potential energies are linearly dependant on the alkyl chain length. The thermochemical properties of ILs generally obey the group additivity rules and the values of the additivity parameters for enthalpies of formation and vaporization seem to be very close to those for molecular compounds.

IONIC LIQUID AND METHOD FOR PRODUCING THE SAME

A method according to the present invention is a method for producing an ionic liquid from a molten salt solution containing a molten salt constituted by combining the cation portion and the anion portion, the ionic liquid containing the molten salt as a main component, the method comprising: removing water from the molten salt solution, the step of removing the water including adding a compound in the molten salt solution, the compound being represented by General Formula (1): where at least two of R1 to R4 are a C1 to C8 alkoxy group(s), the rest of R1 to R4 are a hydrogen atom(s) or a C1 to C8 alkyl group(s). By this, it is possible to remove water from the molten salt solution regardless of whether the molten salt solution is hydrophilic or hydrophobic. The present invention provides a method of producing an ionic liquid, which method can remove water from any kind of ionic liquid economically, easily, and quickly.

Separation of olefins from paraffins using ionic liquid solutions

Methods for separating olefins from non-olefins, such as parafins, including cycloparaffins, oxygenates and aromatics, are provided. The methods use metal salts to complex olefins, allowing the non-olefins to be separated by a variety of methods, including decantation and distillation. The metal salts are dissolved in ionic liquids, which tend to have virtually no vapor pressure, and which poorly solubilize the non-olefins. Accordingly, the non-olefins phase separate well, and can be distilled without carrying over any of the ionic liquid into the distillate. Preferred salts are Group IB salts, more preferably silver salts. A preferred silver salt is silver tetrafluoroborate. Preferred ionic liquids are those which form stable solutions or dispersions of the metal salts, and which do not dissolve the non-olefins. Further, if the olefins are subject to isomerization, the ionic liquid is preferably relatively non-acidic. The methods involve forming a solution of a suitable olefin-complexing salt in an appropriate ionic liquid. An olefin-containing mixture is contacted with the ionic liquid/salt solution, and the olefins are adsorbed. After the paraffins are removed, the olefins can be isolated by desorption. The olefin-containing mixture can be in the gas phase, or in the liquid phase. The flow of olefin-containing mixtures over/through the ionic liquid can be, for example, co-current, counter-current, or staged in stirred tanks. Countercurrent is preferred as it is the most efficient. The methods can be optimized using combinatorial chemistry.