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Characterization Study of CO2, CH4, and CO2/CH4 Hydroquinone Clathrates Formed by Gas–Solid Reaction

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† Laboratoire des Fluides Complexes et leurs Réservoirs-IPRA, UMR5150, CNRS/Total/Université Pau and Pays Adour, Avenue de l’Université, 64000 Pau, France
‡ Institut des Sciences Analytiques et de Physico-Chimie pour l’Environnement et les Matériaux (IPREM), UMR 5254, Hélioparc, Université Pau and Pays Adour, Avenue du Président Pierre Angot, 64000 Pau, France
§ Laboratoire des Fluides Complexes et leurs Réservoirs-IPRA, UMR5150, CNRS/Total/Université Pau and Pays Adour, Allée du Parc Montaury, 64600 Anglet, France
∥ Développement de Méthodologies EXpérimentales - IPRA, UMS 3360, CNRS/Université Pau and Pays Adour, Avenue de l’Université, 64000 Pau, France
*Phone: +33 (0)5 40 17 51 09. E-mail: [email protected]
Cite this: J. Phys. Chem. C 2017, 121, 41, 22883–22894
Publication Date (Web):September 26, 2017
https://doi.org/10.1021/acs.jpcc.7b07378
Copyright © 2017 American Chemical Society
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    Abstract

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    Hydroquinone (HQ) is known to form organic clathrates with some gaseous species such as CO2 and CH4. This work presents spectroscopic data, surface and internal morphologies, gas storage capacities, guest release temperatures, and structural transition temperatures for HQ clathrates obtained from pure CO2, pure CH4, and an equimolar CO2/CH4 mixture. All analyses are performed on clathrates formed by direct gas–solid reaction after 1 month’s reaction at ambient temperature conditions and under a pressure of 3.0 MPa. A collection of spectroscopic data (Raman, FT-IR, and 13C NMR) is presented, and the results confirm total conversion of the native HQ (α-HQ) into HQ clathrates (β-HQ) at the end of the reaction. Optical microscopy and SEM analyses reveal morphology changes after the enclathration reaction, such as the presence of surface asperities. Gas porosimetry measurements show that HQ clathrates and native HQ are neither micro- nor mesoporous materials. However, as highlighted by TEM analyses and X-ray tomography, α- and β-HQ contain unsuspected macroscopic voids and channels, which create a macroporosity inside the crystals that decreases due to the enclathration reaction. TGA and in situ Raman spectroscopy give the guest release temperatures as well as the structural transition temperatures from β-HQ to α-HQ. The gas storage capacity of the clathrates is also quantified by means of different types of gravimetric analyses (mass balance and TGA). After having been formed under pressure, the characterized clathrates exhibit exceptional metastability: the gases remain in the clathrate structure at ambient conditions over time scales of more than 1 month. Consequently, HQ gas clathrates display very interesting properties for gas storage and sequestration applications.

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    • Characterization apparatuses and methods; Raman and IR of HQ clathrates; gas storage capacities of HQ clathrates (PDF)

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    Cited By

    This article is cited by 15 publications.

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    4. Sang Jun Yoon, Dongwon Lee, Ji-Ho Yoon, Jong-Won Lee. High Selectivity for CO2 in Hydroquinone Clathrates Formed from Binary (CO + CO2) Gas Mixtures with Various Compositions. Energy & Fuels 2021, 35 (3) , 2478-2484. https://doi.org/10.1021/acs.energyfuels.0c03852
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    6. Sang Jun Yoon, Dongwon Lee, Ji-Ho Yoon, Jong-Won Lee. Swapping and Enhancement of Guest Occupancies in Hydroquinone Clathrates Using CH4 and CO2. Energy & Fuels 2019, 33 (7) , 6634-6640. https://doi.org/10.1021/acs.energyfuels.9b01200
    7. Jean-Philippe Torré, Heinz Gornitzka, Romuald Coupan, Christophe Dicharry, Martín Pérez-Rodríguez, Antonio Comesaña, Manuel M. Piñeiro. Insights into the Crystal Structure and Clathration Selectivity of Organic Clathrates Formed with Hydroquinone and (CO2 + CH4) Gas Mixtures. The Journal of Physical Chemistry C 2019, 123 (23) , 14582-14590. https://doi.org/10.1021/acs.jpcc.9b04081
    8. Martín Pérez-Rodríguez, Javier Otero-Fernández, Antonio Comesaña, Ángel M. Fernández-Fernández, Manuel M. Piñeiro. Simulation of Capture and Release Processes of Hydrogen by β-Hydroquinone Clathrate. ACS Omega 2018, 3 (12) , 18771-18782. https://doi.org/10.1021/acsomega.8b01798
    9. Trinidad Méndez-Morales, Hadrián Montes-Campos, Martín Pérez-Rodríguez, Manuel M. Piñeiro. Evaluation of hydrogen storage ability of hydroquinone clathrates using molecular simulations. Journal of Molecular Liquids 2022, 360 , 119487. https://doi.org/10.1016/j.molliq.2022.119487
    10. Sol Geo Lim, Jiyeong Jang, Jong-Won Lee, Minjun Cha, Jeasung Park, Michihiro Muraoka, Yoshitaka Yamamoto, Dohyun Moon, Ji-Ho Yoon. Azeotropic clathrate: Compelling similarity of CO2 and N2O uptake in an organic crystalline host. Chemical Engineering Journal 2022, 427 , 131560. https://doi.org/10.1016/j.cej.2021.131560
    11. Ji-Ho Yoon, Dongwon Lee, Jong-Won Lee. Spectroscopic Identification on CO2 Separation from CH4 + CO2 Gas Mixtures Using Hydroquinone Clathrate Formation. Energies 2021, 14 (14) , 4068. https://doi.org/10.3390/en14144068
    12. Sang Jun Yoon, Dongwon Lee, Ji-Ho Yoon, Jong-Won Lee. Guest Partitioning and High CO2 Selectivity in Hydroquinone Clathrates Formed from Ternary (CO + CO2 + H2) Gas Mixtures. Energies 2020, 13 (14) , 3591. https://doi.org/10.3390/en13143591
    13. Romuald Coupan, Christophe Dicharry, Jean-Philippe Torré. Hydroquinone clathrate based gas separation (HCBGS): Application to the CO2/CH4 gas mixture. Fuel 2018, 226 , 137-147. https://doi.org/10.1016/j.fuel.2018.03.170
    14. A. Comesaña, M. Pérez-Rodríguez, A. M. Fernández-Fernández, M. M. Piñeiro. A description of hydroquinone clathrates using molecular dynamics: Molecular model and crystalline structures for CH 4 and CO 2 guests. The Journal of Chemical Physics 2018, 148 (24) , 244502. https://doi.org/10.1063/1.5027807
    15. Daniel Broseta, Christophe Dicharry, Jean‐Philippe Torré. Hydrate‐Based Removal of CO 2 from CH 4 + CO 2 Gas Streams. 2018, 285-314. https://doi.org/10.1002/9781119451174.ch14
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