Calix[4]pyrrole-Crosslinked Porous Polymeric Networks for Micropollutant Removal from Water.
Type
ArticleAuthors
Sessler, Jonathan LWang, Xiaohua
Xie, Linhuang
Lin, Kunhua
Ma, Weibin
Zhao, Tian
Ji, Xiaofan
Khashab, Niveen M.

Alyami, Mram Z.

Wang, Hongyu
KAUST Department
Chemical Science ProgramAdvanced Membranes and Porous Materials Research Center
Physical Science and Engineering (PSE) Division
KAUST Grant Number
OSR-2019-CRG-4032Date
2021-02-17Online Publication Date
2021-02-17Print Publication Date
2021-03-22Embargo End Date
2021-12-23Submitted Date
2020-12-09Permanent link to this record
http://hdl.handle.net/10754/666794
Metadata
Show full item recordAbstract
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.202016364Sponsors
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
WileyJournal
Angewandte ChemiePubMed ID
33354826Additional Links
https://onlinelibrary.wiley.com/doi/10.1002/anie.202016364ae974a485f413a2113503eed53cd6c53
10.1002/anie.202016364
Scopus Count
Related articles
- Calix[4]pyrrole-based Crosslinked Polymer Networks for Highly Effective Iodine Adsorption from Water.
- Authors: Xie L, Zheng Z, Lin Q, Zhou H, Ji X, Sessler JL, Wang H
- Issue date: 2022 Jan 3
- Porous Polycalix[4]arenes for Fast and Efficient Removal of Organic Micropollutants from Water.
- Authors: Shetty D, Jahovic I, Raya J, Asfari Z, Olsen JC, Trabolsi A
- Issue date: 2018 Jan 24
- Comparative study of polymer containing beta-cyclodextrin and -COOH for adsorption toward aniline, 1-naphthylamine and methylene blue.
- Authors: Zhao D, Zhao L, Zhu CS, Shen X, Zhang X, Sha B
- Issue date: 2009 Nov 15
- Rapid removal of organic micropollutants from water by a porous β-cyclodextrin polymer.
- Authors: Alsbaiee A, Smith BJ, Xiao L, Ling Y, Helbling DE, Dichtel WR
- Issue date: 2016 Jan 14
- Effective and Rapid Removal of Polar Organic Micropollutants from Water by Amide Naphthotube-Crosslinked Polymers.
- Authors: Yang LP, Ke H, Yao H, Jiang W
- Issue date: 2021 Sep 20