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Non-solvent post-modifications with volatile reagents for remarkably porous ketone functionalized polymers of intrinsic microporosity

Author

Listed:
  • Sirinapa Wongwilawan

    (Korea Advanced Institute of Science and Technology (KAIST)
    PTT Global Chemical Public Company Limited)

  • Thien S. Nguyen

    (King Abdullah University of Science and Technology (KAUST)
    Advanced Membranes & Porous Materials Center, PSE, KAUST
    KAUST Catalysis Center, PSE, KAUST)

  • Thi Phuong Nga Nguyen

    (King Abdullah University of Science and Technology (KAUST))

  • Abdulhadi Alhaji

    (Advanced Membranes & Porous Materials Center, PSE, KAUST)

  • Wonki Lim

    (Korea Advanced Institute of Science and Technology (KAIST))

  • Yeongran Hong

    (Korea Advanced Institute of Science and Technology (KAIST))

  • Jin Su Park

    (Korea Advanced Institute of Science and Technology (KAIST))

  • Mert Atilhan

    (Western Michigan University)

  • Bumjoon J. Kim

    (Korea Advanced Institute of Science and Technology (KAIST))

  • Mohamed Eddaoudi

    (Advanced Membranes & Porous Materials Center, PSE, KAUST)

  • Cafer T. Yavuz

    (Korea Advanced Institute of Science and Technology (KAIST)
    King Abdullah University of Science and Technology (KAUST)
    Advanced Membranes & Porous Materials Center, PSE, KAUST
    KAUST Catalysis Center, PSE, KAUST)

Abstract

Chemical modifications of porous materials almost always result in loss of structural integrity, porosity, solubility, or stability. Previous attempts, so far, have not allowed any promising trend to unravel, perhaps because of the complexity of porous network frameworks. But the soluble porous polymers, the polymers of intrinsic microporosity, provide an excellent platform to develop a universal strategy for effective modification of functional groups for current demands in advanced applications. Here, we report complete transformation of PIM-1 nitriles into four previously inaccessible functional groups – ketones, alcohols, imines, and hydrazones – in a single step using volatile reagents and through a counter-intuitive non-solvent approach that enables surface area preservation. The modifications are simple, scalable, reproducible, and give record surface areas for modified PIM-1s despite at times having to pass up to two consecutive post-synthetic transformations. This unconventional dual-mode strategy offers valuable directions for chemical modification of porous materials.

Suggested Citation

  • Sirinapa Wongwilawan & Thien S. Nguyen & Thi Phuong Nga Nguyen & Abdulhadi Alhaji & Wonki Lim & Yeongran Hong & Jin Su Park & Mert Atilhan & Bumjoon J. Kim & Mohamed Eddaoudi & Cafer T. Yavuz, 2023. "Non-solvent post-modifications with volatile reagents for remarkably porous ketone functionalized polymers of intrinsic microporosity," Nature Communications, Nature, vol. 14(1), pages 1-11, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-37743-y
    DOI: 10.1038/s41467-023-37743-y
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    References listed on IDEAS

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    1. Miranda J. Baran & Mark E. Carrington & Swagat Sahu & Artem Baskin & Junhua Song & Michael A. Baird & Kee Sung Han & Karl T. Mueller & Simon J. Teat & Stephen M. Meckler & Chengyin Fu & David Prenderg, 2021. "Diversity-oriented synthesis of polymer membranes with ion solvation cages," Nature, Nature, vol. 592(7853), pages 225-231, April.
    2. Omid T. Qazvini & Ravichandar Babarao & Shane G. Telfer, 2021. "Selective capture of carbon dioxide from hydrocarbons using a metal-organic framework," Nature Communications, Nature, vol. 12(1), pages 1-8, December.
    3. Kyungmin Min & Woosung Choi & Chaehoon Kim & Minkee Choi, 2018. "Oxidation-stable amine-containing adsorbents for carbon dioxide capture," Nature Communications, Nature, vol. 9(1), pages 1-7, December.
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