Rim-Based Binding of Perfluorinated Acids to Pillararenes Purifies Water.

Autor: Gao TN; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands.; Biobased Chemistry and Technology, Wageningen University, Bornse Weilanden 9, 6708WG, Wageningen, The Netherlands., Huang S; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands.; Key Laboratory of Phytochemical R&D of Hunan Province and Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research of Ministry of Education, Hunan Normal University, 410081, Changsha, China., Nooijen R; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands., Zhu Y; School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Tianjin, 300072, China., Kociok-Köhn G; Materials and Chemical Characterisation Facility (MC2), University of Bath Claverton Down, BA2 7AY, Bath, United Kingdom., Stuerzer T; Bruker AXS GmbH, Östliche Rheinbrückenstraße 49, 76187, Karlsruhe, Germany., Li G; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands.; Biobased Chemistry and Technology, Wageningen University, Bornse Weilanden 9, 6708WG, Wageningen, The Netherlands., Bitter JH; Biobased Chemistry and Technology, Wageningen University, Bornse Weilanden 9, 6708WG, Wageningen, The Netherlands., Salentijn GIJ; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands.; Wageningen Food Safety Research (WFSR), Wageningen University & Research, 6700AE, Wageningen, The Netherlands., Chen B; Key Laboratory of Phytochemical R&D of Hunan Province and Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research of Ministry of Education, Hunan Normal University, 410081, Changsha, China., Miloserdov FM; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands., Zuilhof H; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708WE, Wageningen, The Netherlands.; School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Tianjin, 300072, China.; China-Australia Institute for Advanced Materials and Manufacturing, Jiaxing University, 314001, Jiaxing, China.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 May 13; Vol. 63 (20), pp. e202403474. Date of Electronic Publication: 2024 Apr 10.
DOI: 10.1002/anie.202403474
Abstrakt: Per- and polyfluoroalkyl substances (PFAS) pose a rapidly increasing global problem as their widespread use and high stability lead worldwide to water contamination, with significant detrimental health effects. [1] Supramolecular chemistry has been invoked to develop materials geared towards the specific capture of PFAS from water, [2] to reduce the concentration below advisory safety limits (e.g., 70 ng/L for the sum of perfluorooctane sulfonic acid, PFOS and perfluorooctanoic acid, PFOA). Scale-up and use in natural waters with high PFAS concentrations has hitherto posed a problem. Here we report a new type of host-guest interaction between deca-ammonium-functionalized pillar[5]arenes (DAF-P5s) and perfluoroalkyl acids. DAF-P5 complexes show an unprecedented 1 : 10 stoichiometry, as confirmed by isothermal calorimetry and X-ray crystallographic studies, and high binding constants (up to 10 6  M -1 ) to various polyfluoroalkyl acids. In addition, non-fluorinated acids do not hamper this process significantly. Immobilization of DAF-P5s allows a simple single-time filtration of PFAS-contaminated water to reduce the PFOS/PFOA concentration 10 6  times to 15-50 ng/L level. The effective and fast (<5 min) orthogonal binding to organic molecules without involvement of fluorinated supramolecular hosts, high breakthrough capacity (90 mg/g), and robust performance (>10 regeneration cycles without decrease in performance) set a new benchmark in PFAS-absorbing materials.
(© 2024 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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