132080 20240301161205.0 doi 10.1021/acssuschemeng.0c01032 sideral 117810 ART-2020-117810 eng Soares, B. P. Glycerol ethers as hydrotropes and their use to enhance the solubility of phenolic acids in water 2020 The use of glycerol ethers (with alkyl side chains ranging from one to six methyl groups) as hydrotropes to enhance the solubility of gallic and syringic acids in water was here studied. These compounds were selected due to their biological and industrial applications and for serving as model molecules for lignin solubilization. The results obtained were compared against traditional cosolvents, demonstrating the exceptional hydrotropic ability of glycerol ethers. Setschenow constants show that the hydrophobicities of both solute and hydrotrope play an important role in the solubility enhancement by hydrotropy, shedding light into its molecular mechanism. The solubility curves of gallic acid and syringic acid in the aqueous glycerol ether solutions were fitted using a recently proposed statistical thermodynamics-based model. This allowed the estimation of solute recovery from hydrotropic solution by using water as the antisolvent. Unlike what is usually claimed it is here shown that in some conditions it is impossible to recover the solute by simply adding water. This analysis paves the way for a rational design and selection of hydrotropes, in which both solubility enhancement and solute recovery are critical parameters to be taken into account. Access copy available to the general public Unrestricted info:eu-repo/grantAgreement/ES/DGA/E37-17R info:eu-repo/grantAgreement/ES/MCIU/RTI2018-093431-B-100 info:eu-repo/grantAgreement/ES/MEC/FPU14-04338 info:eu-repo/semantics/openAccess All rights reserved http://www.europeana.eu/rights/rr-f/ 8.198 2020 ENGINEERING, CHEMICAL 14 / 143 = 0.098 2020 Q1 T1 GREEN & SUSTAINABLE SCIENCE & TECHNOLOGY 6 / 44 = 0.136 2020 Q1 T1 CHEMISTRY, MULTIDISCIPLINARY 29 / 178 = 0.163 2020 Q1 T1 1.877 2020 Chemical Engineering (miscellaneous) 2020 Q1 Renewable Energy, Sustainability and the Environment 2020 Q1 Environmental Chemistry 2020 Q1 Chemistry (miscellaneous) 2020 Q1 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion Abranches, D. O. Sintra, T. E. Leal-Duaso, A. Universidad de Zaragoza (orcid)0000-0002-3256-2089 García, J. I. (orcid)0000-0003-1199-2087 Pires, E. Universidad de Zaragoza (orcid)0000-0002-2676-8814 Shimizu, S. Pinho, S. P. Coutinho, J. A. P. 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 8, 14 (2020), 5742-5749 ACS sustain. chem. & eng. ACS Sustainable Chemistry and Engineering 2168-0485 492199 http://zaguan.unizar.es/record/132080/files/texto_completo.pdf Postprint 1691724 http://zaguan.unizar.es/record/132080/files/texto_completo.jpg?subformat=icon icon Postprint oai:zaguan.unizar.es:132080 articulos driver 2024-03-01-14:38:09 ARTICLE