Adsorptive molecular sieving of aromatic hydrocarbons over cyclic aliphatic hydrocarbons <i>via</i> an intrinsic/extrinsic approach

Zhang, Gengwu; Zhu, Xuanfu; Alimi, Lukman O.; Liu, Xin; Chen, Aiping; Moosa, Basem M.; Khashab, Niveen M.

doi:10.1039/d3ta06602a

J. Mater. Chem. A

2024

DOI: 10.1039/d3ta06602a

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Adsorptive molecular sieving of aromatic hydrocarbons over cyclic aliphatic hydrocarbons via an intrinsic/extrinsic approach

Gengwu Zhang,

Xuanfu Zhu,

Lukman O. Alimi

et al.

Abstract: Trianglimine (TI) and trianglamine (TA) macrocycles offer an efficient adsorptive molecular sieving strategy to separate toluene (Tol) from an equimolar mixture of Tol and methylcyclohexane (MCH) with 98.3% and 96.4%...

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Cited by 8 publications

References 31 publications

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Fluorierte Squareimine zur molekularen Trennung von aromatischen und aliphatischen Verbindungen

Pausch,

Clopot,

Jordan

et al. 2024

Angewandte Chemie

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The development of more energy‐efficient separation technologies is essential. Especially the separation of cyclic aliphatic hydrocarbons from their aromatic counterparts remains a significant challenge due to azeotrope formation and similar physical properties, often requiring energy‐intensive processes. Herein, we introduce a novel class of electron‐deficient macrocycles with a unique rectangular structure to optimise π···π interactions within the pore, enabling the highly selective molecular sieving of aromatic compounds from mixtures. Utilising dynamic covalent imine chemistry, the squareimine NDI2F42‐based crystalline functional material is directly obtained from the reaction mixture in a single self‐assembly step in high yields of 84%, alongside the larger NDI2F82 congener, which can be obtained in 69% yield. In vapour sorption and diffusion experiments, NDI2F42 demonstrates rapid adsorption kinetics with selectivities of 97:3 for benzene over cyclohexane and 93:7 for toluene over methylcyclohexane, while single‐crystal and powder X‐ray diffraction studies confirm that the selectivity is primarily governed by directed π···π interactions.

show abstract

Fluorierte Squareimine zur molekularen Trennung von aromatischen und aliphatischen Verbindungen

Pausch,

Clopot,

Jordan

et al. 2024

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

Fluorinated Squareimines for Molecular Sieving of Aromatic over Aliphatic Compounds

Pausch,

Clopot,

Jordan

et al. 2024

Angew Chem Int Ed

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Simultaneous desulfurization and dearomatization of simulated straight-run diesel with novel green DBN-based ionic liquids

Wu,

Yang,

Wang

et al. 2025

Separation and Purification Technology

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Adsorptive molecular sieving of aromatic hydrocarbons over cyclic aliphatic hydrocarbons via an intrinsic/extrinsic approach

Abstract: Trianglimine (TI) and trianglamine (TA) macrocycles offer an efficient adsorptive molecular sieving strategy to separate toluene (Tol) from an equimolar mixture of Tol and methylcyclohexane (MCH) with 98.3% and 96.4%...

Cited by 8 publications

References 31 publications

Fluorierte Squareimine zur molekularen Trennung von aromatischen und aliphatischen Verbindungen

Fluorierte Squareimine zur molekularen Trennung von aromatischen und aliphatischen Verbindungen

Fluorinated Squareimines for Molecular Sieving of Aromatic over Aliphatic Compounds

Simultaneous desulfurization and dearomatization of simulated straight-run diesel with novel green DBN-based ionic liquids

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