Department of Chemistry, College of Science, and Center for Supramolecular Chemistry & Catalysis, Shanghai University, 99 Shangda Road, Shanghai, 200444, China.
Department of Chemistry, The University of Texas at Austin, 105 E. 24th Street A5300, Austin, TX, 78712, USA.
Angew Chem Int Ed Engl. 2021 Mar 22;60(13):7188-7196. doi: 10.1002/anie.202016364. Epub 2021 Feb 17.
Calix[4]pyrrole-based porous organic polymers (P1-P3) for removing organic micropollutants from water were prepared. A bowl-shaped α,α,α,α-tetraalkynyl calix[4]pyrrole and diketopyrrolopyrrole monomer were crosslinked via Sonogashira coupling to produce a 3D network polymer, P1. P1 proved too hydrophobic for use as an adsorbent and was converted to the corresponding neutral polymer P2 (containing carboxylic acid groups) and its anionic derivative P3 (containing carboxylate anion groups). Anionic P3 outperformed P2 in screening studies involving a variety of model organic micropollutants of different charge, hydrophilicity and functionality. P3 proved particularly effective for cationic micropollutants. The theoretical maximum adsorption capacity (q ) of P3 reached 454 mg g for the dye methylene blue, 344 mg g for the pesticide paraquat, and 495 mg g for diquat. These uptake values are significantly higher than those of most synthetic adsorbent materials reported to date.
基于杯[4]吡咯的多孔有机聚合物(P1-P3)被制备用于从水中去除有机微量污染物。碗状的α,α,α,α-四炔基杯[4]吡咯和二酮吡咯并吡咯单体通过 Sonogashira 偶联交联产生 3D 网络聚合物 P1。P1 由于太疏水而不适合用作吸附剂,并被转化为相应的中性聚合物 P2(含有羧酸基团)和其阴离子衍生物 P3(含有羧酸根阴离子基团)。在涉及不同电荷、亲水性和功能的各种模型有机微量污染物的筛选研究中,阴离子 P3 的性能优于 P2。P3 对阳离子微量污染物表现出特别的有效性。P3 的理论最大吸附容量(q )达到 454 mg g 用于吸附染料亚甲基蓝,344 mg g 用于吸附农药百草枯,495 mg g 用于吸附敌草快。这些吸收值明显高于迄今为止报道的大多数合成吸附材料。