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Direct Evidence for Reaction between Cellulose and CO2 from Nuclear Magnetic Resonance

  • Maria Gunnarsson
    Maria Gunnarsson
    Department of Chemistry and Chemical Engineering, Chalmers University of Technology, SE-412 96 Göteborg, Sweden
  • Diana Bernin
    Diana Bernin
    Department of Chemistry and Chemical Engineering, Chalmers University of Technology, SE-412 96 Göteborg, Sweden
    More by Diana Bernin
  • Merima Hasani
    Merima Hasani
    Department of Chemistry and Chemical Engineering, Chalmers University of Technology, SE-412 96 Göteborg, Sweden
    Wallenberg Wood Science Center, The Royal Institute of Technology, SE-100 44 Stockholm, Sweden
  • Mikael Lund
    Mikael Lund
    Department of Chemistry, Lund University, SE-221 00 Lund, Sweden
    LINXS − Lund Institute of Advanced Neutron and X-ray Science, Lund University, Scheelevägen 19, SE-22370 Lund, Sweden
    More by Mikael Lund
  • , and 
  • Erik Bialik*
    Erik Bialik
    Molecules in Motion, SE-187 38 Täby, Sweden
    *Email: [email protected]
    More by Erik Bialik
Cite this: ACS Sustainable Chem. Eng. 2021, 9, 42, 14006–14011
Publication Date (Web):October 12, 2021
https://doi.org/10.1021/acssuschemeng.1c05863
Copyright © 2021 American Chemical Society

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    Abstract

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    The direct reaction between carbohydrates and CO2 has recently attracted attention in the context of cellulose dissolution and derivatization as well as carbon capture applications. We have directly demonstrated the formation of cellulose carbonate upon the introduction of CO2 into a non-aqueous cellulose solution by nuclear magnetic resonance spectroscopy. Comparison of the observed spectra with accurate electronic structure calculations of the changes in chemical shifts upon reaction allowed us to confirm the expectation that CO2 reacts with the hydroxyl group on carbon 6 of the cellulose but not exclusively this hydroxyl group. We found good agreement between predicted and measured chemical shifts using a simple computational method.

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acssuschemeng.1c05863.

    • Additional experimental and computational details and computed chemical shielding constants and energies, as well as visualization of lowest energy geometries.(PDF)

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    Cited By

    This article is cited by 6 publications.

    1. Guillermo Reyes, Mabel Vega‐Coloma, Anna Antonova, Rubina Ajdary, Solène Jonveaux, Colleen Flanigan, Nathalie Lautenbacher, Orlando J. Rojas. Direct CO 2 Capture by Alkali‐Dissolved Cellulose and Sequestration in Building Materials and Artificial Reef Structures. Advanced Materials 2023, 35 (11) , 2209327. https://doi.org/10.1002/adma.202209327
    2. Chunhua Lou, Siyu Jiang, Yongli Zhou, Xiaohua Gu, Yong Zhang, Xianzhi Kong. Preparation and Curing Mechanism of Modified Corn Straw by 3-Glycidyl Ether Oxypropyl Trimethoxysilane/Epoxy Resin Composites. Polymers 2022, 14 (23) , 5233. https://doi.org/10.3390/polym14235233
    3. Guillermo Reyes, Alistair W. T. King, Tetyana V. Koso, Paavo A. Penttilä, Harri Kosonen, Orlando J. Rojas. Cellulose dissolution and gelation in NaOH(aq) under controlled CO 2 atmosphere: supramolecular structure and flow properties. Green Chemistry 2022, 24 (20) , 8029-8035. https://doi.org/10.1039/D2GC02916B
    4. Aleksandra M. Kozlowski, Merima Hasani. Cellulose interactions with CO2 in NaOH(aq): The (un)expected coagulation creates potential in cellulose technology. Carbohydrate Polymers 2022, 294 , 119771. https://doi.org/10.1016/j.carbpol.2022.119771
    5. Lan Deng, Xi Chen, Mao-Long Chen, Dong-Li An, Zhao-Hui Zhou. Confined and synergistic effects between protonated amines and gases in the frameworks of lanthanum 1,3-propanediaminetetraacetates. Microporous and Mesoporous Materials 2022, 335 , 111813. https://doi.org/10.1016/j.micromeso.2022.111813
    6. Tomáš Weidlich, Barbora Kamenická. Utilization of CO2-Available Organocatalysts for Reactions with Industrially Important Epoxides. Catalysts 2022, 12 (3) , 298. https://doi.org/10.3390/catal12030298

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