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    Calix[4]pyrrole-Crosslinked Porous Polymeric Networks for Micropollutant Removal from Water.

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    Calix_anie.202016364.pdf
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    Type
    Article
    Authors
    Sessler, Jonathan L
    Wang, Xiaohua
    Xie, Linhuang
    Lin, Kunhua
    Ma, Weibin
    Zhao, Tian
    Ji, Xiaofan
    Khashab, Niveen M. cc
    Alyami, Mram Z. cc
    Wang, Hongyu
    KAUST Department
    Chemical Science Program
    Advanced Membranes and Porous Materials Research Center
    Physical Science and Engineering (PSE) Division
    KAUST Grant Number
    OSR-2019-CRG-4032
    Date
    2021-02-17
    Online Publication Date
    2021-02-17
    Print Publication Date
    2021-03-22
    Embargo End Date
    2021-12-23
    Submitted Date
    2020-12-09
    Permanent link to this record
    http://hdl.handle.net/10754/666794
    
    Metadata
    Show full item record
    Abstract
    Three calix[4]pyrrole-based porous organic polymers (P1-P3) have been prepared with the goal of removing organic micropollutants from water. A bowl-shaped α,α,α,α-tetraalkynyl calix[4]pyrrole and diketopyrrolopyrrole monomer were crosslinked via Sonogashira coupling to produce a three-dimensional network polymer P1. This polymer, which proved too hydrophobic for use as an adsorbent, was converted to the corresponding neutral polymer P2 (containing carboxylic acid groups) and its anionic derivative (polymer P3 containing carboxylate anion groups) through post-polymerization structural modification of the pendent tert-butyl esters. The anionic polymer P3 outperformed its precursor neutral polymer P2 as determined from screening studies involving a variety of model organic micropollutants of different charge, hydrophilicity and functionality, including dyes, simple aromatics, and two cationic pesticides. Polymer P3 proved particularly effective for cationic micropollutants. The theoretical maximum adsorption capacity (qmax,e) of P3 determined from the corresponding Langmuir isotherms reached 454 mg g-1 for the dye methylene blue, 344 mg g-1 for the pesticide paraquat, and 495 mg g-1 for diquat, respectively. These uptake values are significantly higher than those of most synthetic adsorbent materials reported to date. The present findings thus lend support to the conclusion that calix[4]pyrrole-based porous organic polymers may have a role to play in water purification.
    Citation
    Sessler, J. L., Wang, X., Xie, L., Lin, K., Ma, W., Zhao, T., … Wang, H. (2020). Calix[4]pyrrole-Crosslinked Porous Polymeric Networks for Micropollutant Removal from Water. Angewandte Chemie International Edition. doi:10.1002/anie.202016364
    Sponsors
    H. Wang is grateful for support from the National Natural Science Foundation of China (21975153) and the Shanghai Pujiang Program (2019PJD017). X. Ji. acknowledges initial funding from the Huazhong University of Science and Technology, where he is being supported by Fundamental Research Funds for the Central Universities (grant 2020kfyXJJS013). X. Ji. is also grateful for support from the National Natural Science Foundation of China (No. 22001087), and the Open Fund of Hubei Key Laboratory of Material Chemistry and Service Failure, Huazhong University of Science and Technology (2020MCF08). Acknowledgment is also made to Shanghai University, the Robert A. Welch Foundation (grant F-0018 to J.L.S.), a ConTex grant provided by The University of Texas System (2019-06A to J.L.S.), and the King Abdullah University of Science and Technology (OSR-2019-CRG-4032 to J.L.S. and N.M.K.).
    Publisher
    Wiley
    Journal
    Angewandte Chemie
    DOI
    10.1002/anie.202016364
    10.1002/ange.202016364
    PubMed ID
    33354826
    Additional Links
    https://onlinelibrary.wiley.com/doi/10.1002/anie.202016364
    ae974a485f413a2113503eed53cd6c53
    10.1002/anie.202016364
    Scopus Count
    Collections
    Articles; Advanced Membranes and Porous Materials Research Center; Physical Science and Engineering (PSE) Division; Chemical Science Program

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