Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages

Yanjun Ding; Lukman Olawale Alimi; Basem Moosa; Carine Maaliki; Johan Jacquemin; Feihe Huang; Niveen M. Khashab

doi:10.1039/d1sc00440a

Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages

Yanjun Ding, Lukman Olawale Alimi, Basem Moosa, Carine Maaliki, Johan Jacquemin, Feihe Huang, Niveen M. Khashab

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

49 Scopus citations

Abstract

The selective separation of benzene (Bz) and cyclohexane (Cy) is one of the most challenging chemical separations in the petrochemical and oil industries. In this work, we report an environmentally friendly and energy saving approach to separate Cy over Bz using thienothiophene cages (ThT-cages) with adaptive porosity. Interestingly, cyclohexane was readily captured selectively from an equimolar benzene/cyclohexane mixture with a purity of 94%. This high selectivity arises from the C-H⋯S, C-H⋯π and C-H⋯N interactions between Cy and the thienothiophene ligand. Reversible transformation between the nonporous guest-free structure and the host-guest assembly, endows this system with excellent recyclability with minimal energy requirements.

Original language	English (US)
Pages (from-to)	5315-5318
Number of pages	4
Journal	Chemical Science
Volume	12
Issue number	14
DOIs	https://doi.org/10.1039/d1sc00440a
State	Published - Feb 25 2021

ASJC Scopus subject areas

General Chemistry

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10.1039/d1sc00440a

https://repository.kaust.edu.sa/bitstream/10754/668920/1/d1sc00440a.pdf

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title = "Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages",

abstract = "The selective separation of benzene (Bz) and cyclohexane (Cy) is one of the most challenging chemical separations in the petrochemical and oil industries. In this work, we report an environmentally friendly and energy saving approach to separate Cy over Bz using thienothiophene cages (ThT-cages) with adaptive porosity. Interestingly, cyclohexane was readily captured selectively from an equimolar benzene/cyclohexane mixture with a purity of 94%. This high selectivity arises from the C-H⋯S, C-H⋯π and C-H⋯N interactions between Cy and the thienothiophene ligand. Reversible transformation between the nonporous guest-free structure and the host-guest assembly, endows this system with excellent recyclability with minimal energy requirements.",

author = "Yanjun Ding and Alimi, {Lukman Olawale} and Basem Moosa and Carine Maaliki and Johan Jacquemin and Feihe Huang and Khashab, {Niveen M.}",

note = "KAUST Repository Item: Exported on 2021-04-26 Acknowledged KAUST grant number(s): CRG 4 Acknowledgements: This work was supported by the Office of Sponsored Research-CRG 4 at King Abdullah University of Science and Technology (KAUST).",

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doi = "10.1039/d1sc00440a",

language = "English (US)",

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T1 - Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages

AU - Ding, Yanjun

AU - Alimi, Lukman Olawale

AU - Moosa, Basem

AU - Maaliki, Carine

AU - Jacquemin, Johan

AU - Huang, Feihe

AU - Khashab, Niveen M.

N1 - KAUST Repository Item: Exported on 2021-04-26 Acknowledged KAUST grant number(s): CRG 4 Acknowledgements: This work was supported by the Office of Sponsored Research-CRG 4 at King Abdullah University of Science and Technology (KAUST).

PY - 2021/2/25

Y1 - 2021/2/25

N2 - The selective separation of benzene (Bz) and cyclohexane (Cy) is one of the most challenging chemical separations in the petrochemical and oil industries. In this work, we report an environmentally friendly and energy saving approach to separate Cy over Bz using thienothiophene cages (ThT-cages) with adaptive porosity. Interestingly, cyclohexane was readily captured selectively from an equimolar benzene/cyclohexane mixture with a purity of 94%. This high selectivity arises from the C-H⋯S, C-H⋯π and C-H⋯N interactions between Cy and the thienothiophene ligand. Reversible transformation between the nonporous guest-free structure and the host-guest assembly, endows this system with excellent recyclability with minimal energy requirements.

AB - The selective separation of benzene (Bz) and cyclohexane (Cy) is one of the most challenging chemical separations in the petrochemical and oil industries. In this work, we report an environmentally friendly and energy saving approach to separate Cy over Bz using thienothiophene cages (ThT-cages) with adaptive porosity. Interestingly, cyclohexane was readily captured selectively from an equimolar benzene/cyclohexane mixture with a purity of 94%. This high selectivity arises from the C-H⋯S, C-H⋯π and C-H⋯N interactions between Cy and the thienothiophene ligand. Reversible transformation between the nonporous guest-free structure and the host-guest assembly, endows this system with excellent recyclability with minimal energy requirements.

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SN - 2041-6539

VL - 12

SP - 5315

EP - 5318

JO - Chemical Science

JF - Chemical Science

IS - 14

ER -

Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages

Abstract

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CCDC 2058345: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene cycl

CCDC 2058344: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene benz

CCDC 2058343: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene chlo

Cite this

Selective adsorptive separation of cyclohexane over benzene using thienothiophene cages

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 2058345: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene cycl

CCDC 2058344: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene benz

CCDC 2058343: Experimental Crystal Structure Determination : 7,22,36,45,47,49-hexathia-1,4,13,16,19,28,33,42-octaazaoctacyclo[14.14.14.16,9.18,11.121,24.123,26.135,38.137,40]pentaconta-4,6(50),8,10,12,19,21(48),23,25,27,33,35(46),37,39,41-pentadecaene chlo

Cite this