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New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide

New protocol for screening efficient and environmentally friendly solvents was proposed and experimentally verified. The guidance for solvent selection comes from computed solubility via COSMO-RS approach. Furthermore, solute-solvent affinities computed using advanced quantum chemistry level were us...

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Autores principales: Przybyłek, Maciej, Miernicka, Anna, Nowak, Mateusz, Cysewski, Piotr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9144492/
https://www.ncbi.nlm.nih.gov/pubmed/35630800
http://dx.doi.org/10.3390/molecules27103323
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author Przybyłek, Maciej
Miernicka, Anna
Nowak, Mateusz
Cysewski, Piotr
author_facet Przybyłek, Maciej
Miernicka, Anna
Nowak, Mateusz
Cysewski, Piotr
author_sort Przybyłek, Maciej
collection PubMed
description New protocol for screening efficient and environmentally friendly solvents was proposed and experimentally verified. The guidance for solvent selection comes from computed solubility via COSMO-RS approach. Furthermore, solute-solvent affinities computed using advanced quantum chemistry level were used as a rationale for observed solvents ranking. The screening protocol pointed out that 4-formylomorpholine (4FM) is an attractive solubilizer compared to commonly used aprotic solvents such as DMSO and DMF. This was tested experimentally by measuring the solubility of the title compounds in aqueous binary mixtures in the temperature range between 298.15 K and 313.15 K. Additional measurements were also performed for aqueous binary mixtures of DMSO and DMF. It has been found that the solubility of studied aromatic amides is very high and quite similar in all three aprotic solvents. For most aqueous binary mixtures, a significant decrease in solubility with a decrease in the organic fraction is observed, indicating that all systems can be regarded as efficient solvent-anti-solvent pairs. In the case of salicylamide dissolved in aqueous-4FM binary mixtures, a strong synergistic effect has been found leading to the highest solubility for 0.6 mole fraction of 4-FM.
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spelling pubmed-91444922022-05-29 New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide Przybyłek, Maciej Miernicka, Anna Nowak, Mateusz Cysewski, Piotr Molecules Article New protocol for screening efficient and environmentally friendly solvents was proposed and experimentally verified. The guidance for solvent selection comes from computed solubility via COSMO-RS approach. Furthermore, solute-solvent affinities computed using advanced quantum chemistry level were used as a rationale for observed solvents ranking. The screening protocol pointed out that 4-formylomorpholine (4FM) is an attractive solubilizer compared to commonly used aprotic solvents such as DMSO and DMF. This was tested experimentally by measuring the solubility of the title compounds in aqueous binary mixtures in the temperature range between 298.15 K and 313.15 K. Additional measurements were also performed for aqueous binary mixtures of DMSO and DMF. It has been found that the solubility of studied aromatic amides is very high and quite similar in all three aprotic solvents. For most aqueous binary mixtures, a significant decrease in solubility with a decrease in the organic fraction is observed, indicating that all systems can be regarded as efficient solvent-anti-solvent pairs. In the case of salicylamide dissolved in aqueous-4FM binary mixtures, a strong synergistic effect has been found leading to the highest solubility for 0.6 mole fraction of 4-FM. MDPI 2022-05-22 /pmc/articles/PMC9144492/ /pubmed/35630800 http://dx.doi.org/10.3390/molecules27103323 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Przybyłek, Maciej
Miernicka, Anna
Nowak, Mateusz
Cysewski, Piotr
New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title_full New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title_fullStr New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title_full_unstemmed New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title_short New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide
title_sort new screening protocol for effective green solvents selection of benzamide, salicylamide and ethenzamide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9144492/
https://www.ncbi.nlm.nih.gov/pubmed/35630800
http://dx.doi.org/10.3390/molecules27103323
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