Selectivity Separation of Ortho-Chlorotoluene Using Nonporous Adaptive Crystals of Hybrid[3]arene

Chemistry of Materials, Journal Year: 2024, Volume and Issue: 36(3), P. 1631 - 1638

Published: Jan. 18, 2024

Ortho-chlorotoluene serves as a vital raw material in the petrochemical industries. However, due to alkylation and chlorination, ortho-chlorotoluene is often mixed with meta-chlorotoluene para-chlorotoluene. The selective separation of from chlorotoluene isomers crucial step industrial production. owing close boiling points isomers, traditional methods demand large amount energy. Therefore, there an urgent need develop new achieve efficient isomers. Herein, we developed adsorptive strategy using nonporous adaptive crystals hybrid[3]arene H (Hα). Hα was proved be highly effective binary or ternary mixture Single-crystal structure analysis electrostatic potential maps indicated that selectivity derived stable host–guest between H. Besides, exhibited high recyclability reversible transformation guest-free guest-contained structures.

Language: Английский

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Clamparene: Synthesis, Structure, and Its Application in Spontaneous Formation of 3D Porous Crystals

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(5), P. 2901 - 2906

Published: Jan. 25, 2024

Macrocyclic arenes have emerged as pivotal scaffolds in supramolecular chemistry. Despite their significant contributions to molecular recognition and diverse applications, challenges persist the development of macrocyclic arene-based crystalline materials, particularly achieving porosity addressing limitations adsorption efficiency resulting from small cavity sizes existing arenes. In this study, we present design synthesis a novel arene, clamparene (CLP), featuring rigid backbone, easy synthesis, sizable cavity. CLP self-assembles into one-dimensional sub-nanotubes that further organize three-dimensional porous framework solid state. The exhibits potential adsorbent for various benzene-based contaminants with rapid kinetics, large uptake amounts, good recyclability.

Language: Английский

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Social Self-Sorting of Quasi-Racemates: A Unique Approach for Dual-Pore Molecular Crystals

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(26), P. 17559 - 17565

Published: June 25, 2024

Despite recent advances in porous organic molecular crystals, the engineering of dual-pore systems within intermolecular voids remains a significant challenge. In this study, we have achieved crystallization-induced social self-sorting "quasi-racemic" dialdehydes into macrocyclic imine. X-ray crystallographic analysis unambiguously characterizes resulting structure as incorporating two quasi-racemate pairs with four diamine molecules. Notably, different alkyl substituents on quasi-racemates afford types one-dimensional pores imine crystal. The adsorption properties these were substantiated through experiments. An intriguing helical arrangement guest molecules was observed one pores. This study provides pioneering evidence that offers new methodology for creating dual-functional supramolecular materials.

Language: Английский

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Selective and sustainable separation of hydrocarbons from crude oil via molecular sieve

Nature Sustainability, Journal Year: 2025, Volume and Issue: unknown

Published: May 12, 2025

Language: Английский

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High-efficiency non-thermal plasma synthesis of imine macrocycles

Reaction Chemistry & Engineering, Journal Year: 2024, Volume and Issue: 9(7), P. 1896 - 1903

Published: Jan. 1, 2024

Non-thermal plasma synthesis offers efficient access to imine macrocycles.

Language: Английский

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Effective Adsorption of Cyclohexene and Analytically Perfect Separation of Cyclohexene/Cyclohexanol Azeotropes by Nonporous Adaptive Crystals of a Hybrid[3]arene

Chemistry of Materials, Journal Year: 2024, Volume and Issue: 36(21), P. 10850 - 10856

Published: Oct. 9, 2024

Cyclohexene is an important volatile organic compound (VOC), which the key raw material for preparation of cyclohexanol. Because formation azeotropes between cyclohexene and cyclohexanol, separation cyclohexanol extremely challenging. However, there are some challenges conventional methods, such as complex equipment, high operating costs, huge energy consumption. Herein, we present energy-efficient adsorptive method to effectively adsorb selectively separate from with a purity 100% using nonporous adaptive crystals hybrid[3]arene H (Hα). As revealed by single crystal structure, multiple noncovalent interactions responsible perfect selectivity. Density functional theory calculations explain in detail mechanism preferential adsorption selective Hα. Moreover, recovery recycling Hα dissolving that adsorbed ethanol reported first time. It anticipated this work will provide valuable timely insights interpretation theoretical calculations.

Language: Английский

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Efficient PFAS Removal Using Reusable and Non‐Toxic 3D Printed Porous Trianglamine Hydrogels

Advanced Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 21, 2024

Per- and polyfluoroalkyl substances (PFAS) are now a paramount concern in water remediation. Nowadays, urgent action is required for the development of advanced technologies aimed at capturing PFAS mitigating their impact. To offer solution, functional 3D printed hydrogel tailored designed to trap broad spectrum contaminants. The made photo-crosslinked dimethacrylate-ureido-trianglamine (DMU-Δ) Pluronic P123 dimethacrylate (PDM) fabricated by stereolithography (SLA). With aid 3D-printing, porous nonporous hydrogels (3D-PSHΔ, 3D-SHΔ) as well quaternized (3D-PSHΔQ+) prepared. These hydrogels, show high uptake capacities fast removal kinetics from aqueous sources. efficiency these then compared with no trianglamine (3D-SH). 3D-SH shows affinity PFAS, proving that sorption due interaction between (Δ) PFAS. Metadynamic simulations also confirmed this interaction. matrices showed fastest highest capacity. 3D-PSHΔ able capture ≈ 91% within 5 h using initial concentrations 0.5 ppm both deionized river water. further enhanced introducing permanent positive charges structure resulting even faster long short chains diverse polar heads. Besides remarkable non-toxic have outstanding chemical thermal stability, making them brilliant candidate mass use combat against pollution.

Language: Английский

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

ACS Applied Materials & Interfaces, Journal Year: 2024, Volume and Issue: 16(5), P. 6614 - 6622

Published: Jan. 26, 2024

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 associated health risks. In this study, we report a behavior based on crystalline hybrid macrocyclic arene H, offering precise capture cis–trans isomers length-selective HOCs. activated H crystals (Hα) demonstrate exceptional performance by selectively capturing trans-1,2-dichloroethylene (trans-DCE) from cis/trans-isomer mixtures high selectivity 98.8%. Evidenced single-crystal X-ray diffraction density functional theory (DFT) calculations, adsorption arises the formation more stable complex between preferred guest trans-DCE. Moreover, Hα exhibits ability trap size-matched 1,2-dibromoethane (DBE) alkylene dibromides varying alkane-chain lengths, although are recognized be difficult as consequence low-polarity bonds. solid-state transformations guest-free guest-containing indicate recyclability, showcasing promising prospects applications.

Language: Английский

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Fluorinated Squareimines for Molecular Sieving of Aromatic over Aliphatic Compounds

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

The development of more energy-efficient separation technologies is essential. Especially the 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 novel class electron-deficient macrocycles with unique rectangular structure optimise interactions within pore, enabling highly selective molecular sieving compounds mixtures. Utilising dynamic covalent imine chemistry, squareimine NDI

Language: Английский

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Fluorinated Squareimines for Molecular Sieving of Aromatic over Aliphatic Compounds

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

Abstract Die Entwicklung energieeffizienterer Trenntechnologien ist von entscheidender Bedeutung. Insbesondere die Trennung cyclischen aliphatischen Kohlenwasserstoffen ihren aromatischen Gegenstücken bleibt aufgrund der Bildung Azeotropen und ähnlicher physikalischer Eigenschaften eine große Herausforderung, oft energieintensive Prozesse erfordert. Hier stellen wir neue Klasse elektronenarmen Makrocyclen mit einer einzigartigen rechteckigen Struktur vor, um Interaktionen innerhalb Poren zu optimieren, wodurch hochselektive molekulare Abtrennung aromatischer Verbindungen aus diesen Mischungen ermöglicht wird. Durch Nutzung dynamisch‐kovalenter Iminchemie wird das auf Squareimin NDI 2 F4 ‐basierende kristalline Material direkt in hoher Ausbeute (83 %) Reaktionsmischung erhalten. Analog größere Kongener F8 69 % gewonnen. In Dampfsorptions‐ Diffusionsexperimenten zeigt schnelle Adsorptionskinetiken Selektivität 97 : 3 für Benzol gegenüber Cyclohexan 93 7 Toluol Methylcyclohexan, während Röntgenstrukturanalysen an Einzelkristallen Pulvern darauf hindeuten, dass hauptsächlich durch gerichtete Wechselwirkungen zwischen den Paneelen Gästen bestimmt

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