Effect of Water on a Hydrophobic Deep Eutectic Solvent
Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a tho...
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| Published in | The journal of physical chemistry. B Vol. 126; no. 2; pp. 513 - 527 |
|---|---|
| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
20.01.2022
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a thorough study of a typical hydrophobic DES formed by a 1:2 mole ratio of tetrabutyl ammonium chloride and decanoic acid, focusing on the effects of a low water content caused by absorbed water vapor, using multinuclear NMR techniques, molecular modeling, and several other physicochemical techniques. Already very low water contents cause dynamic nanoscale phase segregation, reduce solvent viscosity and fragility, increase self-diffusion coefficients and conductivity, and enhance local dynamics. Water interferes with the hydrogen-bonding network between the chloride ions and carboxylic acid groups by solvating them, which enhances carboxylic acid self-correlation and ion pair formation between tetrabutyl ammonium and chloride. Simulations show that the component molar ratio can be varied, with an effect on the internal structure. The water-induced changes in the physical properties are beneficial for most prospective applications but water creates an acidic aqueous nanophase with a high halide ion concentration, which may have chemically adverse effects. |
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| AbstractList | Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a thorough study of a typical hydrophobic DES formed by a 1:2 mole ratio of tetrabutyl ammonium chloride and decanoic acid, focusing on the effects of a low water content caused by absorbed water vapor, using multinuclear NMR techniques, molecular modeling, and several other physicochemical techniques. Already very low water contents cause dynamic nanoscale phase segregation, reduce solvent viscosity and fragility, increase self-diffusion coefficients and conductivity, and enhance local dynamics. Water interferes with the hydrogen-bonding network between the chloride ions and carboxylic acid groups by solvating them, which enhances carboxylic acid self-correlation and ion pair formation between tetrabutyl ammonium and chloride. Simulations show that the component molar ratio can be varied, with an effect on the internal structure. The water-induced changes in the physical properties are beneficial for most prospective applications but water creates an acidic aqueous nanophase with a high halide ion concentration, which may have chemically adverse effects.Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a thorough study of a typical hydrophobic DES formed by a 1:2 mole ratio of tetrabutyl ammonium chloride and decanoic acid, focusing on the effects of a low water content caused by absorbed water vapor, using multinuclear NMR techniques, molecular modeling, and several other physicochemical techniques. Already very low water contents cause dynamic nanoscale phase segregation, reduce solvent viscosity and fragility, increase self-diffusion coefficients and conductivity, and enhance local dynamics. Water interferes with the hydrogen-bonding network between the chloride ions and carboxylic acid groups by solvating them, which enhances carboxylic acid self-correlation and ion pair formation between tetrabutyl ammonium and chloride. Simulations show that the component molar ratio can be varied, with an effect on the internal structure. The water-induced changes in the physical properties are beneficial for most prospective applications but water creates an acidic aqueous nanophase with a high halide ion concentration, which may have chemically adverse effects. Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a thorough study of a typical hydrophobic DES formed by a 1:2 mole ratio of tetrabutyl ammonium chloride and decanoic acid, focusing on the effects of a low water content caused by absorbed water vapor, using multinuclear NMR techniques, molecular modeling, and several other physicochemical techniques. Already very low water contents cause dynamic nanoscale phase segregation, reduce solvent viscosity and fragility, increase self-diffusion coefficients and conductivity, and enhance local dynamics. Water interferes with the hydrogen-bonding network between the chloride ions and carboxylic acid groups by solvating them, which enhances carboxylic acid self-correlation and ion pair formation between tetrabutyl ammonium and chloride. Simulations show that the component molar ratio can be varied, with an effect on the internal structure. The water-induced changes in the physical properties are beneficial for most prospective applications but water creates an acidic aqueous nanophase with a high halide ion concentration, which may have chemically adverse effects. Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs readily absorb water, making them ternary mixtures, and a small water content is always inevitable under ambient conditions. We present a thorough study of a typical hydrophobic DES formed by a 1:2 mole ratio of tetrabutyl ammonium chloride and decanoic acid, focusing on the effects of a low water content caused by absorbed water vapor, using multinuclear NMR techniques, molecular modeling, and several other physicochemical techniques. Already very low water contents cause dynamic nanoscale phase segregation, reduce solvent viscosity and fragility, increase self-diffusion coefficients and conductivity, and enhance local dynamics. Water interferes with the hydrogen-bonding network between the chloride ions and carboxylic acid groups by solvating them, which enhances carboxylic acid self-correlation and ion pair formation between tetrabutyl ammonium and chloride. Simulations show that the component molar ratio can be varied, with an effect on the internal structure. The water-induced changes in the physical properties are beneficial for most prospective applications but water creates an acidic aqueous nanophase with a high halide ion concentration, which may have chemically adverse effects. |
| Author | Ruggeri, Stefano Lukkari, Jukka Salomäki, Mikko Mäkilä, Ermei Poletti, Fabrizio Vainikka, Petteri Kivelä, Henri Terzi, Fabio |
| AuthorAffiliation | Department of Chemistry University of Turku Doctoral School for Chemical and Physical Sciences Department of Physics and Astronomy Electrochemical Sensors Group, Department of Chemical and Geological Sciences Turku University Centre for Surfaces and Materials (MatSurf) |
| AuthorAffiliation_xml | – name: Electrochemical Sensors Group, Department of Chemical and Geological Sciences – name: Department of Chemistry – name: Department of Physics and Astronomy – name: Turku University Centre for Surfaces and Materials (MatSurf) – name: University of Turku – name: Doctoral School for Chemical and Physical Sciences |
| Author_xml | – sequence: 1 givenname: Henri orcidid: 0000-0003-1414-8893 surname: Kivelä fullname: Kivelä, Henri organization: Turku University Centre for Surfaces and Materials (MatSurf) – sequence: 2 givenname: Mikko orcidid: 0000-0001-6190-2073 surname: Salomäki fullname: Salomäki, Mikko organization: Turku University Centre for Surfaces and Materials (MatSurf) – sequence: 3 givenname: Petteri orcidid: 0000-0002-3570-0977 surname: Vainikka fullname: Vainikka, Petteri organization: University of Turku – sequence: 4 givenname: Ermei orcidid: 0000-0002-8300-6533 surname: Mäkilä fullname: Mäkilä, Ermei organization: University of Turku – sequence: 5 givenname: Fabrizio surname: Poletti fullname: Poletti, Fabrizio email: fabrizio.poletti@unimore.it organization: Electrochemical Sensors Group, Department of Chemical and Geological Sciences – sequence: 6 givenname: Stefano surname: Ruggeri fullname: Ruggeri, Stefano organization: Electrochemical Sensors Group, Department of Chemical and Geological Sciences – sequence: 7 givenname: Fabio surname: Terzi fullname: Terzi, Fabio organization: Electrochemical Sensors Group, Department of Chemical and Geological Sciences – sequence: 8 givenname: Jukka orcidid: 0000-0002-9409-7995 surname: Lukkari fullname: Lukkari, Jukka email: jukka.lukkari@utu.fi organization: Turku University Centre for Surfaces and Materials (MatSurf) |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/35001628$$D View this record in MEDLINE/PubMed |
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| Snippet | Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs... Deep eutectic solvents (DESs) formed by hydrogen bond donors and acceptors are a promising new class of solvents. Both hydrophilic and hydrophobic binary DESs... |
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| SubjectTerms | ammonium chloride B: Liquids; Chemical and Dynamical Processes in Solution decanoic acid hydrogen bonding hydrophilicity hydrophobicity solvents tetrabutylammonium compounds viscosity water content water vapor |
| Title | Effect of Water on a Hydrophobic Deep Eutectic Solvent |
| URI | http://dx.doi.org/10.1021/acs.jpcb.1c08170 https://www.ncbi.nlm.nih.gov/pubmed/35001628 https://www.proquest.com/docview/2618500992 https://www.proquest.com/docview/2636408076 https://pubmed.ncbi.nlm.nih.gov/PMC8785191 |
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