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Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based Ionic Liquids with Organic Solvents
[Image: see text] Though local structures in ionic liquids are dominated by strong Coulomb forces, directional hydrogen bonds can also influence the physicochemical properties of imidazolium-based ionic liquids. In particular, the C-2 position of the imidazolium cation is acidic and can bind with su...
Autores principales: | , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10591470/ https://www.ncbi.nlm.nih.gov/pubmed/37812742 http://dx.doi.org/10.1021/acs.jpcb.3c05152 |
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author | Rush, Kaiyah Islam, Md Muhaiminul Nawagamuwage, Sithara U. Marzette, Jorden Browne, Olivia Foy, Kayla Reyes, Khale’ Hoang, Melissa Nguyen, Catherine Walker, Alexis Ferrufino Amador, Susana Riglioni, Emanuela Rubtsov, Igor V. Riley, Kevin Dutta, Samrat |
author_facet | Rush, Kaiyah Islam, Md Muhaiminul Nawagamuwage, Sithara U. Marzette, Jorden Browne, Olivia Foy, Kayla Reyes, Khale’ Hoang, Melissa Nguyen, Catherine Walker, Alexis Ferrufino Amador, Susana Riglioni, Emanuela Rubtsov, Igor V. Riley, Kevin Dutta, Samrat |
author_sort | Rush, Kaiyah |
collection | PubMed |
description | [Image: see text] Though local structures in ionic liquids are dominated by strong Coulomb forces, directional hydrogen bonds can also influence the physicochemical properties of imidazolium-based ionic liquids. In particular, the C-2 position of the imidazolium cation is acidic and can bind with suitable hydrogen bond acceptor sites of molecular solvents dissolved in imidazolium-based ionic liquids. In this report, we identify hydrogen-bonded microenvironments of the model ionic liquid, 1-ethyl-3-methylimidazolium tris(pentafluoroethyl) trifluorophosphate, and the changes that occur when molecular solvents are dissolved in it by using a C–D infrared reporter at the C-2 position of the cation. Our linear and nonlinear infrared experiments, along with computational studies, indicate that the molecular solvent dimethyl sulfoxide can form strong hydrogen-bonded dimers with the cation of the ionic liquid at the C-2 position. In contrast, acetone, which is also a hydrogen bond acceptor similar to dimethyl sulfoxide, does not show evidence of cation–solvent hydrogen-bonded conformers at the C-2 position. The outcome of our study on a broad scale strengthens the importance of cation–solute interactions in ionic liquids. |
format | Online Article Text |
id | pubmed-10591470 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-105914702023-10-24 Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based Ionic Liquids with Organic Solvents Rush, Kaiyah Islam, Md Muhaiminul Nawagamuwage, Sithara U. Marzette, Jorden Browne, Olivia Foy, Kayla Reyes, Khale’ Hoang, Melissa Nguyen, Catherine Walker, Alexis Ferrufino Amador, Susana Riglioni, Emanuela Rubtsov, Igor V. Riley, Kevin Dutta, Samrat J Phys Chem B [Image: see text] Though local structures in ionic liquids are dominated by strong Coulomb forces, directional hydrogen bonds can also influence the physicochemical properties of imidazolium-based ionic liquids. In particular, the C-2 position of the imidazolium cation is acidic and can bind with suitable hydrogen bond acceptor sites of molecular solvents dissolved in imidazolium-based ionic liquids. In this report, we identify hydrogen-bonded microenvironments of the model ionic liquid, 1-ethyl-3-methylimidazolium tris(pentafluoroethyl) trifluorophosphate, and the changes that occur when molecular solvents are dissolved in it by using a C–D infrared reporter at the C-2 position of the cation. Our linear and nonlinear infrared experiments, along with computational studies, indicate that the molecular solvent dimethyl sulfoxide can form strong hydrogen-bonded dimers with the cation of the ionic liquid at the C-2 position. In contrast, acetone, which is also a hydrogen bond acceptor similar to dimethyl sulfoxide, does not show evidence of cation–solvent hydrogen-bonded conformers at the C-2 position. The outcome of our study on a broad scale strengthens the importance of cation–solute interactions in ionic liquids. American Chemical Society 2023-10-09 /pmc/articles/PMC10591470/ /pubmed/37812742 http://dx.doi.org/10.1021/acs.jpcb.3c05152 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Rush, Kaiyah Islam, Md Muhaiminul Nawagamuwage, Sithara U. Marzette, Jorden Browne, Olivia Foy, Kayla Reyes, Khale’ Hoang, Melissa Nguyen, Catherine Walker, Alexis Ferrufino Amador, Susana Riglioni, Emanuela Rubtsov, Igor V. Riley, Kevin Dutta, Samrat Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based Ionic Liquids with Organic Solvents |
title | Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based
Ionic Liquids with Organic Solvents |
title_full | Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based
Ionic Liquids with Organic Solvents |
title_fullStr | Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based
Ionic Liquids with Organic Solvents |
title_full_unstemmed | Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based
Ionic Liquids with Organic Solvents |
title_short | Hydrogen-Bonded Complexes in Binary Mixture of Imidazolium-Based
Ionic Liquids with Organic Solvents |
title_sort | hydrogen-bonded complexes in binary mixture of imidazolium-based
ionic liquids with organic solvents |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10591470/ https://www.ncbi.nlm.nih.gov/pubmed/37812742 http://dx.doi.org/10.1021/acs.jpcb.3c05152 |
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