Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction

Due to their similar boiling points, separation of benzene and cyclohexane mixtures is among the current challenging processes faced by the petrochemical industry. As recently assessed, the soft imine‐based covalent organic framework [(TAM)(BDA)2] (COF‐300; TAM = tetrakis(4‐aminophenyl)methane, BDA ...

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Main Authors: Anna Mauri, Rebecca Vismara, Marco Moroni, Esther Roldán‐Molina, Jorge A. R. Navarro, Simona Galli
Format: Article
Language:English
Published: Wiley-VCH 2024-12-01
Series:Small Science
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Online Access:https://doi.org/10.1002/smsc.202400277
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author Anna Mauri
Rebecca Vismara
Marco Moroni
Esther Roldán‐Molina
Jorge A. R. Navarro
Simona Galli
author_facet Anna Mauri
Rebecca Vismara
Marco Moroni
Esther Roldán‐Molina
Jorge A. R. Navarro
Simona Galli
author_sort Anna Mauri
collection DOAJ
description Due to their similar boiling points, separation of benzene and cyclohexane mixtures is among the current challenging processes faced by the petrochemical industry. As recently assessed, the soft imine‐based covalent organic framework [(TAM)(BDA)2] (COF‐300; TAM = tetrakis(4‐aminophenyl)methane, BDA = terephthaldehyde) possesses higher affinity for benzene than cyclohexane in both static conditions at 298 K and dynamic conditions in the range of 298–348 K. As shown in this contribution, in situ powder X‐ray diffraction while dosing benzene and cyclohexane vapors in the range of 0.01–4.74 bar on the narrow‐pore form of COF‐300 confirmed the coherent switchability of its framework, unveiling the progressive formation of different intermediate‐ and large‐pore forms. In addition, a basket of otherwise inaccessible key crystallochemical details—“on/off” structural‐feature changes cooperating to adsorption, primary adsorption sites, and host–guest and guest–guest interactions—was successfully retrieved. Overall, these findings allowed to shed light on the framework dynamics underneath the previously observed selectivity toward benzene over cyclohexane, completing this case of study and providing relevant information for the design of new‐generation adsorbents for this applicative context.
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spelling doaj-art-42f31a7843ce40f192f56ddc0769ccec2024-12-01T13:34:04ZengWiley-VCHSmall Science2688-40462024-12-01412n/an/a10.1002/smsc.202400277Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray DiffractionAnna Mauri0Rebecca Vismara1Marco Moroni2Esther Roldán‐Molina3Jorge A. R. Navarro4Simona Galli5Dipartimento di Scienza e Alta Tecnologia Università degli Studi dell’Insubria Via Valleggio 9 22100 Como ItalyDipartimento di Scienza e Alta Tecnologia Università degli Studi dell’Insubria Via Valleggio 9 22100 Como ItalyDipartimento di Scienza e Alta Tecnologia Università degli Studi dell’Insubria Via Valleggio 9 22100 Como ItalyDepartamento de Química Inorgánica Universidad de Granada Avenida Fuentenueva S/N 18071 Granada SpainDepartamento de Química Inorgánica Universidad de Granada Avenida Fuentenueva S/N 18071 Granada SpainDipartimento di Scienza e Alta Tecnologia Università degli Studi dell’Insubria Via Valleggio 9 22100 Como ItalyDue to their similar boiling points, separation of benzene and cyclohexane mixtures is among the current challenging processes faced by the petrochemical industry. As recently assessed, the soft imine‐based covalent organic framework [(TAM)(BDA)2] (COF‐300; TAM = tetrakis(4‐aminophenyl)methane, BDA = terephthaldehyde) possesses higher affinity for benzene than cyclohexane in both static conditions at 298 K and dynamic conditions in the range of 298–348 K. As shown in this contribution, in situ powder X‐ray diffraction while dosing benzene and cyclohexane vapors in the range of 0.01–4.74 bar on the narrow‐pore form of COF‐300 confirmed the coherent switchability of its framework, unveiling the progressive formation of different intermediate‐ and large‐pore forms. In addition, a basket of otherwise inaccessible key crystallochemical details—“on/off” structural‐feature changes cooperating to adsorption, primary adsorption sites, and host–guest and guest–guest interactions—was successfully retrieved. Overall, these findings allowed to shed light on the framework dynamics underneath the previously observed selectivity toward benzene over cyclohexane, completing this case of study and providing relevant information for the design of new‐generation adsorbents for this applicative context.https://doi.org/10.1002/smsc.202400277benzene/cyclohexane separationcovalent organic frameworksin situ powder X‐ray diffractionsoft porous crystals
spellingShingle Anna Mauri
Rebecca Vismara
Marco Moroni
Esther Roldán‐Molina
Jorge A. R. Navarro
Simona Galli
Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
Small Science
benzene/cyclohexane separation
covalent organic frameworks
in situ powder X‐ray diffraction
soft porous crystals
title Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
title_full Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
title_fullStr Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
title_full_unstemmed Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
title_short Investigating the Dynamics of a Soft Crystalline Covalent Organic Framework during Benzene and Cyclohexane Adsorption by in situ Powder X‐ray Diffraction
title_sort investigating the dynamics of a soft crystalline covalent organic framework during benzene and cyclohexane adsorption by in situ powder x ray diffraction
topic benzene/cyclohexane separation
covalent organic frameworks
in situ powder X‐ray diffraction
soft porous crystals
url https://doi.org/10.1002/smsc.202400277
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