Selection of ionic liquids for the extraction of aromatic hydrocarbons

G.W. Meindersma, J.G. Podt, A.B. de Haan

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Abstract

The separation of aromatic hydrocarbons (benzene, toluene, ethyl benzene and xylenes) from C4 to C10 aliphatic hydrocarbon mixtures is challenging since these hydrocarbons have boiling points in a close range and several combinations form azeotropes. In this work, we investigated the separation of toluene from heptane by extraction with ionic liquids. Several ionic liquids are suitable for extraction of toluene from toluene/heptane mixtures. The toluene/heptane selectivities at 40 °C and 75 °C with several ionic liquids, [mebupy]BF4, [mebupy]CH3SO4, [bmim]BF4 (40 °C) and [emim] tosylate (75 °C), are a factor of 1.5–2.5 higher compared to those obtained with sulfolane (Stol/hept = 30.9, Dtol = 0.31 at 40 °C), which is the most industrially used solvent for the extraction of aromatic hydrocarbons from a mixed aromatic/aliphatic hydrocarbon stream. From these five ionic liquids, [mebupy]BF4 appeared to be the most suitable, because of a combination of a high toluene distribution coefficient (Dtol = 0.44) and a high toluene/heptane selectivity (Stol/hept = 53.6). Therefore, with [mebupy]BF4 also extraction experiments with other aromatic/aliphatic combinations (benzene/n-hexane, ethylbenzene/n-octane and m-xylene/n-octane) were carried out. The aromatic/aliphatic selectivities were all in the same range, from which it can be concluded that the toluene/heptane mixture is a representative model system for the aromatic/aliphatic separation.
Original languageUndefined
Pages (from-to)59-70
JournalFuel processing technology
Volume87
Issue number1
DOIs
Publication statusPublished - 2005

Keywords

  • Aromatic hydrocarbons
  • Heptane
  • Liquid–liquid equilibrium
  • Extraction
  • METIS-227278
  • Ionic liquids
  • IR-77395
  • Toluene

Cite this

Meindersma, G.W. ; Podt, J.G. ; de Haan, A.B. / Selection of ionic liquids for the extraction of aromatic hydrocarbons. In: Fuel processing technology. 2005 ; Vol. 87, No. 1. pp. 59-70.
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Selection of ionic liquids for the extraction of aromatic hydrocarbons. / Meindersma, G.W.; Podt, J.G.; de Haan, A.B.

In: Fuel processing technology, Vol. 87, No. 1, 2005, p. 59-70.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Selection of ionic liquids for the extraction of aromatic hydrocarbons

AU - Meindersma, G.W.

AU - Podt, J.G.

AU - de Haan, A.B.

PY - 2005

Y1 - 2005

N2 - The separation of aromatic hydrocarbons (benzene, toluene, ethyl benzene and xylenes) from C4 to C10 aliphatic hydrocarbon mixtures is challenging since these hydrocarbons have boiling points in a close range and several combinations form azeotropes. In this work, we investigated the separation of toluene from heptane by extraction with ionic liquids. Several ionic liquids are suitable for extraction of toluene from toluene/heptane mixtures. The toluene/heptane selectivities at 40 °C and 75 °C with several ionic liquids, [mebupy]BF4, [mebupy]CH3SO4, [bmim]BF4 (40 °C) and [emim] tosylate (75 °C), are a factor of 1.5–2.5 higher compared to those obtained with sulfolane (Stol/hept = 30.9, Dtol = 0.31 at 40 °C), which is the most industrially used solvent for the extraction of aromatic hydrocarbons from a mixed aromatic/aliphatic hydrocarbon stream. From these five ionic liquids, [mebupy]BF4 appeared to be the most suitable, because of a combination of a high toluene distribution coefficient (Dtol = 0.44) and a high toluene/heptane selectivity (Stol/hept = 53.6). Therefore, with [mebupy]BF4 also extraction experiments with other aromatic/aliphatic combinations (benzene/n-hexane, ethylbenzene/n-octane and m-xylene/n-octane) were carried out. The aromatic/aliphatic selectivities were all in the same range, from which it can be concluded that the toluene/heptane mixture is a representative model system for the aromatic/aliphatic separation.

AB - The separation of aromatic hydrocarbons (benzene, toluene, ethyl benzene and xylenes) from C4 to C10 aliphatic hydrocarbon mixtures is challenging since these hydrocarbons have boiling points in a close range and several combinations form azeotropes. In this work, we investigated the separation of toluene from heptane by extraction with ionic liquids. Several ionic liquids are suitable for extraction of toluene from toluene/heptane mixtures. The toluene/heptane selectivities at 40 °C and 75 °C with several ionic liquids, [mebupy]BF4, [mebupy]CH3SO4, [bmim]BF4 (40 °C) and [emim] tosylate (75 °C), are a factor of 1.5–2.5 higher compared to those obtained with sulfolane (Stol/hept = 30.9, Dtol = 0.31 at 40 °C), which is the most industrially used solvent for the extraction of aromatic hydrocarbons from a mixed aromatic/aliphatic hydrocarbon stream. From these five ionic liquids, [mebupy]BF4 appeared to be the most suitable, because of a combination of a high toluene distribution coefficient (Dtol = 0.44) and a high toluene/heptane selectivity (Stol/hept = 53.6). Therefore, with [mebupy]BF4 also extraction experiments with other aromatic/aliphatic combinations (benzene/n-hexane, ethylbenzene/n-octane and m-xylene/n-octane) were carried out. The aromatic/aliphatic selectivities were all in the same range, from which it can be concluded that the toluene/heptane mixture is a representative model system for the aromatic/aliphatic separation.

KW - Aromatic hydrocarbons

KW - Heptane

KW - Liquid–liquid equilibrium

KW - Extraction

KW - METIS-227278

KW - Ionic liquids

KW - IR-77395

KW - Toluene

U2 - 10.1016/j.fuproc.2005.06.002

DO - 10.1016/j.fuproc.2005.06.002

M3 - Article

VL - 87

SP - 59

EP - 70

JO - Fuel processing technology

JF - Fuel processing technology

SN - 0378-3820

IS - 1

ER -