Next Article in Journal
Next Article in Special Issue
Previous Article in Journal
Previous Article in Special Issue
Int. J. Mol. Sci. 2007, 8(7), 593-605; doi:10.3390/i8070593
Article

On the Extraction of Aromatic Compounds from Hydrocarbons by Imidazolium Ionic Liquids

1, 1, 1, 2, 2 and 1,*
Received: 12 June 2007; in revised form: 22 June 2007 / Accepted: 22 June 2007 / Published: 2 July 2007
(This article belongs to the Special Issue Ionic Liquids)
View Full-Text   |   Download PDF [280 KB, uploaded 19 June 2014]
Abstract: The liquid-liquid equilibrium for the ternary system formed by n-octane andaromatic (alkylbenzenes) and heteroaromatic compounds (nitrogen and sulfur containingheterocyles) and 1-alkyl-3-methylimidazolium ionic liquids (ILs) associated with variousanions has been investigated. The selectivity on the extraction of a specific aromaticcompound is influenced by anion volume, hydrogen bond strength between the anion andthe imidazolium cation and the length of the 1-methyl-3-alkylimidazolium alkyl side chain.The interaction of alkylbenzenes and sulfur heterocyles with the IL is preferentially throughCH-π hydrogen bonds and the quantity of these aromatics in the IL phase decreases withthe increase of the steric hindrance imposed by the substituents on the aromatic nucleus. Inthe case of nitrogen heterocycles the interaction occurs preferentially throughN(heteroaromatic)-H(imidazolium) hydrogen bonds and the extraction process is largelycontrolled by the nitrogen heterocycle pKa. Competitive extraction experiments suggestthat benzene, pyridine and dibenzothiophene do not compete for the same hydrogen bondsites of the IL.
Keywords: ionic liquid; extraction; fuel; aromatics; hydrogen bonds. ionic liquid; extraction; fuel; aromatics; hydrogen bonds.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Cassol, C.C.; Umpierre, A.P.; Ebeling, G.; Ferrera, B.; Chiaro, S.S.X.; Dupont, J. On the Extraction of Aromatic Compounds from Hydrocarbons by Imidazolium Ionic Liquids. Int. J. Mol. Sci. 2007, 8, 593-605.

AMA Style

Cassol CC, Umpierre AP, Ebeling G, Ferrera B, Chiaro SSX, Dupont J. On the Extraction of Aromatic Compounds from Hydrocarbons by Imidazolium Ionic Liquids. International Journal of Molecular Sciences. 2007; 8(7):593-605.

Chicago/Turabian Style

Cassol, Cláudia C.; Umpierre, Alexandre P.; Ebeling, Günter; Ferrera, Bauer; Chiaro, Sandra S.X.; Dupont, Jairton. 2007. "On the Extraction of Aromatic Compounds from Hydrocarbons by Imidazolium Ionic Liquids." Int. J. Mol. Sci. 8, no. 7: 593-605.



Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert