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Counter-Anion Tuning of Aqueous Carboxylate Recognition by Imidazolium Poly(Ionic Liquids)
Open accessAbstract
Achieving strong and general anion recognition in pure water remains a major unresolved challenge in supramolecular chemistry due to intense competitive solvation. Here we demonstrate that counteranion identity can be used as a tunable design element to control aqueous carboxylate binding in poly(ionic liquid) receptors. A benzyl methyl imidazolium polymer scaffold was prepared and systematically converted into Cl–, Br–, I–, PF6–, NTf2–, TFA–, and Ac– forms, enabling direct evaluation of counteranion effects under identical structural conditions. The acetate-functionalized polymer displays markedly enhanced binding affinity and capacity in 90 to 100% water, with apparent association constants spanning 103–106 M–1 across structurally diverse carboxylates. Spectroscopic analysis (1H and 19F NMR) and quantitative ion-release assays establish a stoichiometric counterion displacement mechanism that drives analyte capture. Benchmarking against pyridine-, pyridinium-, and trimethylammonium-based analogues confirms that imidazolium–acetate pairing uniquely amplifies aqueous binding performance. These results identify counteranion tuning as a powerful and generalizable strategy for engineering high-affinity polymeric receptors for polar analytes in water.
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Recent advances on ionic liquid uses in separation techniques
Berthod, A., Ruiz-Ángel, M. J., & Carda-Broch, S. (2018) · Journal of Chromatography A · doi:10.1016/j.chroma.2017.09.044 · Cited by 293
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Research works printed but not linked: 45
- Collin, 2018, Submerging a Biomimetic Metallo-Receptor in Water for Molecular Recognition: Micellar Incorporation or Water Solubilization? A Case Study, Chem. - Eur. J., 24, 17964, 10.1002/chem.201804768 · DOI
- Cremer, 2018, Collaborative routes to clarifying the murky waters of aqueous supramolecular chemistry, Nat. Chem., 10, 8, 10.1038/nchem.2894 · DOI
- Ren, 2025, Polyanionic Receptors for Carboxylates in Water, Angew. Chem., Int. Ed., 64, 10.1002/anie.202413505 · DOI
- Fitzmaurice, 2002, Synthetic receptors for carboxylic acids and carboxylates, J. Chem. Soc., Perkin Trans. 1, 841, 10.1039/b009041g · DOI
- Kubik, 2010, Anion recognition in water, Chem. Soc. Rev., 39, 3648, 10.1039/b926166b · DOI
- Kubik, 2017, Anion Recognition in Aqueous Media by Cyclopeptides and Other Synthetic Receptors, Acc. Chem. Res., 50, 2870, 10.1021/acs.accounts.7b00458 · DOI
- Sommer, 2014, Anion binding of a neutral bis(cyclopeptide) in water–methanol mixtures containing up to 95% water, Org. Biomol. Chem., 12, 8851, 10.1039/C4OB01497A · DOI
- Katayev, 2006, Receptors for tetrahedral oxyanions, Coord. Chem. Rev., 250, 3004, 10.1016/j.ccr.2006.04.013 · DOI
- Langton, 2016, Anion Recognition in Water: Recent Advances from a Supramolecular and Macromolecular Perspective, Angew. Chem., Int. Ed., 55, 1974, 10.1002/anie.201506589 · DOI
- Armenta, 2021, d. l. Smart materials for sample preparation in bioanalysis: A green overview, Sustainable Chem. Pharm., 21, 10.1016/j.scp.2021.100411 · DOI
- Huddleston, 1998, Room temperature ionic liquids as novel media for “clean” liquid–liquid extraction, Chem. Commun., 1765, 10.1039/A803999B · DOI
- Seddon, 2003, A taste of the future, Nat. Mater., 2, 363, 10.1038/nmat907 · DOI
- Sheldon, 2001, Catalytic reactions in ionic liquids, Chem. Commun., 2399, 10.1039/b107270f · DOI
- Swatloski, 2002, Dissolution of Cellose with Ionic Liquids, J. Am. Chem. Soc., 124, 4974, 10.1021/ja025790m · DOI
- Ventura, 2017, Ionic-Liquid-Mediated Extraction and Separation Processes for Bioactive Compounds: Past, Present, and Future Trends, Chem. Rev., 117, 6984, 10.1021/acs.chemrev.6b00550 · DOI
- Wang, 2012, Ionic liquid processing of cellulose, Chem. Soc. Rev., 41, 1519, 10.1039/c2cs15311d · DOI · Paper page
- Wasserscheid, 2000, Ionic Liquids─New “Solutions” for Transition Metal Catalysis, Angew. Chem., Int. Ed., 39, 3772, 10.1002/1521-3773(20001103)39:21<3772:aid-anie3772>3.0.co;2-5 · DOI
- Welton, 1999, Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis, Chem. Rev., 99, 2071, 10.1021/cr980032t · DOI
- Welton, 2018, Ionic liquids: a brief history, Biophys. Rev., 10, 691, 10.1007/s12551-018-0419-2 · DOI
- Rogers, 2003, Ionic Liquids--Solvents of the Future?, Science, 302, 792, 10.1126/science.1090313 · DOI
- Freire, 2010, Hydrolysis of Tetrafluoroborate and Hexafluorophosphate Counter Ions in Imidazolium-Based Ionic Liquids, J. Phys. Chem. A, 114, 3744, 10.1021/jp903292n · DOI
- Gutowski, 2003, Controlling the Aqueous Miscibility of Ionic Liquids: Aqueous Biphasic Systems of Water-Miscible Ionic Liquids and Water-Structuring Salts for Recycle, Metathesis, and Separations, J. Am. Chem. Soc., 125, 6632, 10.1021/ja0351802 · DOI
- Swatloski, 2003, Ionic liquids are not always green: hydrolysis of 1-butyl-3-methylimidazolium hexafluorophosphate, Green Chem., 5, 361, 10.1039/b304400a · DOI
- Fehrmann, 2014, Supported Ionic Liquids:Fundamentals and Applications;, 10.1002/9783527654789 · DOI
- Ho, 2011, Ionic liquids in solid-phase microextraction: A review, Anal. Chim. Acta, 695, 18, 10.1016/j.aca.2011.03.034 · DOI
- Joshi, 2012, Recent advances of ionic liquids in separation science and mass spectrometry, RSC Adv., 2, 5470, 10.1039/c2ra20142a · DOI
- Rynkowska, 2018, Application of polymer-based membranes containing ionic liquids in membrane separation processes: a critical review, Rev. Chem. Eng., 34, 341, 10.1515/revce-2016-0054 · DOI
- Yu, 2013, Ionic liquid and polymeric ionic liquid coatings in solid-phase microextraction, TrAC, Trends Anal. Chem., 45, 219, 10.1016/j.trac.2012.10.016 · DOI
- Green, 2009, The Design of Polymeric Ionic Liquids for the Preparation of Functional Materials, Polym. Rev., 49, 339, 10.1080/15583720903291116 · DOI
- Kammakakam, 2020, Dual Anion–Cation Crosslinked Poly(ionic liquid) Composite Membranes for Enhanced CO2 Separation, ACS Appl. Polym. Mater., 2, 5067, 10.1021/acsapm.0c00877 · DOI
- Kammakakam, 2020, Tailored CO2-Philic Anionic Poly(ionic liquid) Composite Membranes: Synthesis, Characterization, and Gas Transport Properties, ACS Sustainable Chem. Eng., 8, 5954, 10.1021/acssuschemeng.0c00327 · DOI
- Mohamed, 2022, Synthesis of imidazolium-based poly(ionic liquids) with diverse substituents and their applications in dispersive solid-phase extraction, Microchem. J., 178, 10.1016/j.microc.2022.107363 · DOI
- Zhang, 2020, Poly(ionic liquid) composites, Chem. Soc. Rev., 49, 1726, 10.1039/C8CS00938D · DOI
- Yoosuf, 2026, Imidazolium-mediated poly(ionic liquid) hydrogels for multifunctional pollutant removal systems, RSC Appl. Polym., 4, 1002, 10.1039/D5LP00361J · DOI
- Chen, 2018, Polymerized ionic liquids: Effects of counter-anions on ion conduction and polymerization kinetics, J. Polym. Sci., Part A: Polym. Chem., 56, 1346, 10.1002/pola.29015 · DOI
- Mecerreyes, 2011, Polymeric ionic liquids: Broadening the properties and applications of polyelectrolytes, Prog. Polym. Sci., 36, 1629, 10.1016/j.progpolymsci.2011.05.007 · DOI
- Otvagina, 2023, The Influence of Polycation and Counter-Anion Nature on the Properties of Poly(ionic liquid)-Based Membranes for CO2 Separation, Membranes, 13, 10.3390/membranes13060539 · DOI
- Yu, 2015, Ionic Liquids and Polymeric Ionic Liquids in Analytical Environmental Applications, 153, 10.1007/978-3-662-44903-5_7 · DOI
- Yuksel Orhan, 2021, Effects of various anions and cations in ionic liquids on CO2 capture, J. Mol. Liq., 333, 10.1016/j.molliq.2021.115981 · DOI
- Meng, 2011, Role of counteranions in polymeric ionic liquid-based solid-phase microextraction coatings for the selective extraction of polar compounds, Anal. Chim. Acta, 687, 141, 10.1016/j.aca.2010.11.046 · DOI
- Zeger, 2025, Ionic Liquids in Analytical Chemistry: Fundamentals, Technological Advances, and Future Outlook, Anal. Chem., 97, 4793, 10.1021/acs.analchem.5c00264 · DOI
- Cowan, 2016, Poly(ionic liquid)/Ionic Liquid Ion-Gels with High “Free” Ionic Liquid Content: Platform Membrane Materials for CO2/Light Gas Separations, Acc. Chem. Res., 49, 724, 10.1021/acs.accounts.5b00547 · DOI
- Jin, 2019, Novel and effective strategy of dual bis(trifluoromethylsulfonyl)imide imidazolium ionic liquid immobilized on periodic mesoporous organosilica for greener cycloaddition of carbon dioxide to epoxides, New J. Chem., 43, 2583, 10.1039/C8NJ05273E · DOI
- Jordan, 2018, Ion–Hydrocarbon and/or Ion–Ion Interactions: Direct and Reverse Hofmeister Effects in a Synthetic Host, J. Am. Chem. Soc., 140, 4092, 10.1021/jacs.8b00196 · DOI
- Junthod, 2026, Versatile polycationic imidazolium hyper-crosslinked polymers for efficient removal of radioactive iodide and adsorption of metallo-anions, Sep. Purif. Technol., 382, 10.1016/j.seppur.2025.135782 · DOI
Metadata
- Authors
- Shinde, S., McClure, A., & Manesiotis, P.
- Affiliations
- Queen's University Belfast (GB)
- Corresponding author
- Shinde, Sudhirkumar
- Manesiotis, Panagiotis
- Venue
- ACS Applied Polymer Materials
- Publisher
- American Chemical Society (ACS)
- Published
- 2026-08-19
- Volume
- 8
- Issue
- 16
- Pages
- 13651-13661
- ISSN
- 2637-6105 (ISSN-L)
- OpenAlex
- W7203795970
- Cited by
- 0
- References
- 1
- FWCI
- 0.00
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Licence
- Locations
- ACS Applied Polymer Materials (publishedVersion, cc-by)
- Research Portal (Queen's University Belfast) (acceptedVersion, cc-by)
- Funders
- Invest Northern Ireland (11-12-17-005)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Supramolecular Chemistry and Complexes
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Ionic liquids properties and applications
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Keywords
- imidazolium polymers, poly(ionic liquids), acetate binding, supramolecular receptors, anion recognition
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