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

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 and Cafer T. Yavuz ()
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Sirinapa Wongwilawan: Korea Advanced Institute of Science and Technology (KAIST)
Thien S. Nguyen: King Abdullah University of Science and Technology (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)

Nature Communications, 2023, vol. 14, issue 1, 1-11

Abstract: 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.

Date: 2023
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DOI: 10.1038/s41467-023-37743-y

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