journal article·2024-02-07

Cis–Trans and Length-Selective Molecular Discrimination of Halogenated Organic Compounds by a Crystalline Hybrid Macrocyclic Arene

Ming Li, Li Shao, Zhongwen Liu, Rui Liu, Ivan I. Stoikov, Niveen M. Khashab, Bin Hua, Feihe Huang

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Abstract

The development of adsorbents with robust molecular discrimination capabilities for halogenated organic compounds (HOCs) holds significant importance due to their potential in adsorptive separation and mitigation of associated health risks. In this study, we report a molecular discrimination behavior based on crystalline hybrid macrocyclic arene H, offering precise capture of cis – trans isomers and length-selective separation of HOCs. The activated H crystals ( H α) demonstrate exceptional discrimination and separation performance by selectively capturing trans -1,2-dichloroethylene ( trans -DCE ) from cis / trans -isomer mixtures with a high selectivity of 98.8%. Evidenced by single-crystal X-ray diffraction and density functional theory (DFT) calculations, this high adsorption selectivity arises from the formation of more stable complex crystals between H and the preferred guest trans -DCE . Moreover, H α exhibits the ability to selectively trap size-matched 1,2-dibromoethane ( DBE ) from mixtures of alkylene dibromides with varying alkane-chain lengths, although their capture and separation are recognized to be difficult as a consequence of low-polarity bonds. The solid-state transformations between guest-free and guest-containing H α crystals indicate their recyclability, showcasing promising prospects for potential applications.
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Research context

OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Luminescence and Fluorescent Materials · Covalent Organic Framework Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Stoddart Institute of Molecular Science, Department of Chemistry, Zhejiang University, Hangzhou 310058, P. R. China

Department of Materials Science and Engineering, Zhejiang Sci-Tech University, Hangzhou 310018, P. R. China

A. M. Butlerov Chemical Institute, Kazan Federal University, Kremlevskaya, 18, 420008 Kazan, Russia

Smart Hybrid Materials Laboratory (SHMs), Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia

Zhejiang–Israel Joint Laboratory of Self-Assembling Functional Materials, ZJU-Hangzhou Global Scientific and Technological Innovation Center, Zhejiang University, Hangzhou 311215, P. R. China

Green Catalysis Center and College of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China

Funding

National Key Research and Development Program of China · National Natural Science Foundation of China · Natural Science Foundation of Zhejiang Province · Baima Lake Laboratory Joint Funds of the Zhejiang Provincial Natural Science Foundation of China · Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study · Leading Innovation Team grant from Department of Science and Technology of Zhejiang Province

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