Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt

Yu Wang; Jillian Thompson; Jingjing Zhou; Peter Goodrich; Mert Atilhan; Alfonso S. Pensado; Barbara Kirchner; David Rooney; Johan Jacquemin; Majeda Khraisheh

doi:10.1016/j.jct.2014.02.002

Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt

Yu Wang, Jillian Thompson, Jingjing Zhou, Peter Goodrich, Mert Atilhan, Alfonso S. Pensado, Barbara Kirchner, David Rooney^*, Johan Jacquemin, Majeda Khraisheh

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

This paper describes the extraction of C₅–C₈ linear α-olefins from olefin/paraffin mixtures of the same carbon number via a reversible complexation with a silver salt (silver bis(trifluoromethylsulfonyl)imide, Ag[Tf₂N]) to form room temperature ionic liquids [Ag(olefin)_x][Tf₂N]. From the experimental (liquid + liquid) equilibrium data for the olefin/paraffin mixtures and Ag[Tf₂N], 1-pentene showed the best separation performance while C₇ and C₈ olefins could only be separated from the corresponding mixtures on addition of water which also improves the selectivity at lower carbon numbers like the C₅ and C₆, for example. Using infrared and Raman spectroscopy of the complex and Ag[Tf₂N] saturated by olefin, the mechanism of the extraction was found to be based on both chemical complexation and the physical solubility of the olefin in the ionic liquid ([Ag(olefin)_x][Tf₂N]). These experiments further support the use of such extraction techniques for the separation of olefins from paraffins.

Original language	English
Pages (from-to)	230-240
Number of pages	11
Journal	The Journal of Chemical Thermodynamics
Volume	77
Early online date	15 Feb 2014
DOIs	https://doi.org/10.1016/j.jct.2014.02.002
Publication status	Published - Oct 2014
Event	5th Congress on Ionic Liquids (COIL) - Vilamoura, Portugal Duration: 21 Apr 2013 → 25 Apr 2013

Keywords

Olefin/paraffin separation
Ionic liquid
(Liquid plus liquid) extraction
Spectroscopy
DFT and UNIQUAC calculations
IONIC LIQUIDS
N-HEXANE
ACETYLENE COMPLEXES
TRANSITION-METALS
ORGANIC-COMPOUNDS
PHASE-EQUILIBRIA
TERNARY-SYSTEMS
SEPARATION
OLEFIN
DENSITY

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Wang, Y., Thompson, J., Zhou, J., Goodrich, P., Atilhan, M., Pensado, A. S., Kirchner, B., Rooney, D., Jacquemin, J., & Khraisheh, M. (2014). Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt. The Journal of Chemical Thermodynamics, 77, 230-240. https://doi.org/10.1016/j.jct.2014.02.002

Wang, Yu ; Thompson, Jillian ; Zhou, Jingjing ; Goodrich, Peter ; Atilhan, Mert ; Pensado, Alfonso S. ; Kirchner, Barbara ; Rooney, David ; Jacquemin, Johan ; Khraisheh, Majeda. / Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt. In: The Journal of Chemical Thermodynamics. 2014 ; Vol. 77. pp. 230-240.

@article{02d31c911f404fe0ac4378cd5cf399bc,

title = "Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt",

abstract = "This paper describes the extraction of C5–C8 linear α-olefins from olefin/paraffin mixtures of the same carbon number via a reversible complexation with a silver salt (silver bis(trifluoromethylsulfonyl)imide, Ag[Tf2N]) to form room temperature ionic liquids [Ag(olefin)x][Tf2N]. From the experimental (liquid + liquid) equilibrium data for the olefin/paraffin mixtures and Ag[Tf2N], 1-pentene showed the best separation performance while C7 and C8 olefins could only be separated from the corresponding mixtures on addition of water which also improves the selectivity at lower carbon numbers like the C5 and C6, for example. Using infrared and Raman spectroscopy of the complex and Ag[Tf2N] saturated by olefin, the mechanism of the extraction was found to be based on both chemical complexation and the physical solubility of the olefin in the ionic liquid ([Ag(olefin)x][Tf2N]). These experiments further support the use of such extraction techniques for the separation of olefins from paraffins.",

keywords = "Olefin/paraffin separation, Ionic liquid, (Liquid plus liquid) extraction, Spectroscopy, DFT and UNIQUAC calculations, IONIC LIQUIDS, N-HEXANE, ACETYLENE COMPLEXES, TRANSITION-METALS, ORGANIC-COMPOUNDS, PHASE-EQUILIBRIA, TERNARY-SYSTEMS, SEPARATION, OLEFIN, DENSITY",

author = "Yu Wang and Jillian Thompson and Jingjing Zhou and Peter Goodrich and Mert Atilhan and Pensado, {Alfonso S.} and Barbara Kirchner and David Rooney and Johan Jacquemin and Majeda Khraisheh",

year = "2014",

month = oct,

doi = "10.1016/j.jct.2014.02.002",

language = "English",

volume = "77",

pages = "230--240",

journal = "The Journal of Chemical Thermodynamics",

issn = "0021-9614",

publisher = "Academic Press Inc.",

note = "5th Congress on Ionic Liquids (COIL) ; Conference date: 21-04-2013 Through 25-04-2013",

}

Wang, Y, Thompson, J, Zhou, J, Goodrich, P, Atilhan, M, Pensado, AS, Kirchner, B, Rooney, D, Jacquemin, J & Khraisheh, M 2014, 'Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt', The Journal of Chemical Thermodynamics, vol. 77, pp. 230-240. https://doi.org/10.1016/j.jct.2014.02.002

Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt. / Wang, Yu; Thompson, Jillian; Zhou, Jingjing; Goodrich, Peter; Atilhan, Mert; Pensado, Alfonso S.; Kirchner, Barbara; Rooney, David; Jacquemin, Johan; Khraisheh, Majeda.

In: The Journal of Chemical Thermodynamics, Vol. 77, 10.2014, p. 230-240.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt

AU - Wang, Yu

AU - Thompson, Jillian

AU - Zhou, Jingjing

AU - Goodrich, Peter

AU - Atilhan, Mert

AU - Pensado, Alfonso S.

AU - Kirchner, Barbara

AU - Rooney, David

AU - Jacquemin, Johan

AU - Khraisheh, Majeda

PY - 2014/10

Y1 - 2014/10

N2 - This paper describes the extraction of C5–C8 linear α-olefins from olefin/paraffin mixtures of the same carbon number via a reversible complexation with a silver salt (silver bis(trifluoromethylsulfonyl)imide, Ag[Tf2N]) to form room temperature ionic liquids [Ag(olefin)x][Tf2N]. From the experimental (liquid + liquid) equilibrium data for the olefin/paraffin mixtures and Ag[Tf2N], 1-pentene showed the best separation performance while C7 and C8 olefins could only be separated from the corresponding mixtures on addition of water which also improves the selectivity at lower carbon numbers like the C5 and C6, for example. Using infrared and Raman spectroscopy of the complex and Ag[Tf2N] saturated by olefin, the mechanism of the extraction was found to be based on both chemical complexation and the physical solubility of the olefin in the ionic liquid ([Ag(olefin)x][Tf2N]). These experiments further support the use of such extraction techniques for the separation of olefins from paraffins.

AB - This paper describes the extraction of C5–C8 linear α-olefins from olefin/paraffin mixtures of the same carbon number via a reversible complexation with a silver salt (silver bis(trifluoromethylsulfonyl)imide, Ag[Tf2N]) to form room temperature ionic liquids [Ag(olefin)x][Tf2N]. From the experimental (liquid + liquid) equilibrium data for the olefin/paraffin mixtures and Ag[Tf2N], 1-pentene showed the best separation performance while C7 and C8 olefins could only be separated from the corresponding mixtures on addition of water which also improves the selectivity at lower carbon numbers like the C5 and C6, for example. Using infrared and Raman spectroscopy of the complex and Ag[Tf2N] saturated by olefin, the mechanism of the extraction was found to be based on both chemical complexation and the physical solubility of the olefin in the ionic liquid ([Ag(olefin)x][Tf2N]). These experiments further support the use of such extraction techniques for the separation of olefins from paraffins.

KW - Olefin/paraffin separation

KW - Ionic liquid

KW - (Liquid plus liquid) extraction

KW - Spectroscopy

KW - DFT and UNIQUAC calculations

KW - IONIC LIQUIDS

KW - N-HEXANE

KW - ACETYLENE COMPLEXES

KW - TRANSITION-METALS

KW - ORGANIC-COMPOUNDS

KW - PHASE-EQUILIBRIA

KW - TERNARY-SYSTEMS

KW - SEPARATION

KW - OLEFIN

KW - DENSITY

U2 - 10.1016/j.jct.2014.02.002

DO - 10.1016/j.jct.2014.02.002

M3 - Article

VL - 77

SP - 230

EP - 240

JO - The Journal of Chemical Thermodynamics

JF - The Journal of Chemical Thermodynamics

SN - 0021-9614

T2 - 5th Congress on Ionic Liquids (COIL)

Y2 - 21 April 2013 through 25 April 2013

ER -

Use of water in aiding olefin/paraffin (liquid + liquid) extraction via complexation with a silver bis(trifluoromethylsulfonyl)imide salt

Abstract

Keywords

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