Tuning the porosity of triangular supramolecular adsorbents for superior haloalkane isomer separations
Type
ArticleAuthors
Hua, BinDing, Yanjun
Alimi, Lukman Olawale

Moosa, Basem

Zhang, Gengwu
Baslyman, Walaa S.
Sessler, Jonathan L.

Khashab, Niveen M.

KAUST Department
Advanced Membranes and Porous Materials Research CenterChemical Science Program
Physical Science and Engineering (PSE) Division
Smart Hybrid Materials (SHMs) lab
KAUST Grant Number
CRG4Date
2021Submitted Date
2021-06-27Permanent link to this record
http://hdl.handle.net/10754/671294
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Show full item recordAbstract
Distillation-free separations of haloalkane isomers represents a persistent challenge for the chemical industry. Several classic molecular sorbents show high selectivity in the context of such separations; however, most suffer from limited tunability or poor stability. Herein, we report the results of a comparative study involving three trianglamine and trianglimine macrocycles as supramolecular adsorbents for the selective separation of halobutane isomers. Methylene-bridged trianglamine, TA, was found to capture preferentially 1-chlorobutane (1-CBU) from a mixture of 1-CBU and 2-chlorobutane (2-CBU) with a purity of 98.1%. It also separates 1-bromobutane (1-BBU) from a mixture of 1-BBU and 2-bromobutane (2-BBU) with a purity of 96.4%. The observed selectivity is ascribed to the thermodynamic stability of the TA-based host–guest complexes. Based on single crystal X-ray diffraction analyses, a [3]pseudorotaxane structure (2TA⊃1-CBU) is formed between TA and 1-CBU that is characterized by an increased level of noncovalent interactions compared to the corresponding [2]pseudorotaxane structure seen for TA⊃2-CBU. We believe that molecular sorbents that rely on specific molecular recognition events, such as the triangular pores detailed here, will prove useful as next generation sorbents in energy-efficient separations.Citation
Hua, B., Ding, Y., Alimi, L. O., Moosa, B., Zhang, G., Baslyman, W. S., … Khashab, N. M. (2021). Tuning the porosity of triangular supramolecular adsorbents for superior haloalkane isomer separations. Chemical Science. doi:10.1039/d1sc03509fSponsors
This work was supported by the Office of Sponsored Research (CRG4) at the King Abdullah University of Science and Technology (KAUST), Saudi Arabia.Publisher
Royal Society of Chemistry (RSC)Journal
CHEMICAL SCIENCEPubMed ID
34603658PubMed Central ID
PMC8480323Additional Links
http://xlink.rsc.org/?DOI=D1SC03509FRelations
Is Supplemented By:- [Dataset]
Hua, Bin, Ding, Yanjun, Alimi, Lukman O., Moosa, Basem, Zhang, Gengwu, Baslyman, Walaa S., Sessler, Jonathan, & Khashab, Niveen M. (2021). CCDC 2056800: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC2718DZ. DOI: 10.5517/ccdc.csd.cc2718dz Handle: 10754/674163 - [Dataset]
Hua, Bin, Ding, Yanjun, Alimi, Lukman O., Moosa, Basem, Zhang, Gengwu, Baslyman, Walaa S., Sessler, Jonathan, & Khashab, Niveen M. (2021). CCDC 2056801: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC2718F0. DOI: 10.5517/ccdc.csd.cc2718f0 Handle: 10754/674164 - [Dataset]
Hua, Bin, Ding, Yanjun, Alimi, Lukman O., Moosa, Basem, Zhang, Gengwu, Baslyman, Walaa S., Sessler, Jonathan, & Khashab, Niveen M. (2021). CCDC 2056802: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC2718G1. DOI: 10.5517/ccdc.csd.cc2718g1 Handle: 10754/674165 - [Dataset]
Hua, Bin, Ding, Yanjun, Alimi, Lukman O., Moosa, Basem, Zhang, Gengwu, Baslyman, Walaa S., Sessler, Jonathan, & Khashab, Niveen M. (2021). CCDC 2056799: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC2718CY. DOI: 10.5517/ccdc.csd.cc2718cy Handle: 10754/674166 - [Dataset]
Hua, Bin, Ding, Yanjun, Alimi, Lukman O., Moosa, Basem, Zhang, Gengwu, Baslyman, Walaa S., Sessler, Jonathan, & Khashab, Niveen M. (2021). CCDC 2079899: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC27T9JX. DOI: 10.5517/ccdc.csd.cc27t9jx Handle: 10754/674167
ae974a485f413a2113503eed53cd6c53
10.1039/d1sc03509f
Scopus Count
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