Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10773/37499 |
Resumo: | The solubility of syringic acid, vanillic acid and veratric acid was measured in pure water and eleven organic solvents (methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile, dimethylformamide, 1,2-propanediol, 1,3-propanediol and 1,3-butanediol), at 298.2 K and 313.2 K. Besides the solubility data, the melting temperatures and enthalpies of the solutes were determined by differential scanning calorimetry, while powder and single X-ray diffraction were used to resolve the solute solid structure, before and after the solubility studies. For modeling purposes, the NRTL-SAC model, also combined with the Reference Solvent Approach (RSA), and the Abraham solvation model were applied to describe the solid-liquid equilibria of the binary systems. A set of solvents was used to estimate the model parameters and afterwards, solubility predictions were carried out for binary systems not included in the correlation step. Better results were obtained using the Abraham solvation model with average relative deviations (ARD) of 15% for the correlation set and 26% for the predictions, which are more satisfactory than the results found with the NRTL-SAC model (33% for the correlation and 59% for the predictions) or the NRTL-SAC model combined with RSA (30% for the correlation and 59% for the predictions). |
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Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studiesPhenolic acidsMelting propertiesNRTL-SACAbraham solvation modelX-ray diffractionThe solubility of syringic acid, vanillic acid and veratric acid was measured in pure water and eleven organic solvents (methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile, dimethylformamide, 1,2-propanediol, 1,3-propanediol and 1,3-butanediol), at 298.2 K and 313.2 K. Besides the solubility data, the melting temperatures and enthalpies of the solutes were determined by differential scanning calorimetry, while powder and single X-ray diffraction were used to resolve the solute solid structure, before and after the solubility studies. For modeling purposes, the NRTL-SAC model, also combined with the Reference Solvent Approach (RSA), and the Abraham solvation model were applied to describe the solid-liquid equilibria of the binary systems. A set of solvents was used to estimate the model parameters and afterwards, solubility predictions were carried out for binary systems not included in the correlation step. Better results were obtained using the Abraham solvation model with average relative deviations (ARD) of 15% for the correlation set and 26% for the predictions, which are more satisfactory than the results found with the NRTL-SAC model (33% for the correlation and 59% for the predictions) or the NRTL-SAC model combined with RSA (30% for the correlation and 59% for the predictions).Elsevier2023-05-04T10:31:39Z2019-09-01T00:00:00Z2019-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/37499eng0167-732210.1016/j.molliq.2019.111089Vilas-Boas, Sérgio M.Vieira, VanessaBrandão, PaulaAlves, Rebeca S.Coutinho, João A.P.Pinho, Simão P.Ferreira, Olgainfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T12:12:29Zoai:ria.ua.pt:10773/37499Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:08:07.575229Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
title |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
spellingShingle |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies Vilas-Boas, Sérgio M. Phenolic acids Melting properties NRTL-SAC Abraham solvation model X-ray diffraction |
title_short |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
title_full |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
title_fullStr |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
title_full_unstemmed |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
title_sort |
Solvent and temperature effects on the solubility of syringic, vanillic or veratric acids: experimental, modeling and solid phase studies |
author |
Vilas-Boas, Sérgio M. |
author_facet |
Vilas-Boas, Sérgio M. Vieira, Vanessa Brandão, Paula Alves, Rebeca S. Coutinho, João A.P. Pinho, Simão P. Ferreira, Olga |
author_role |
author |
author2 |
Vieira, Vanessa Brandão, Paula Alves, Rebeca S. Coutinho, João A.P. Pinho, Simão P. Ferreira, Olga |
author2_role |
author author author author author author |
dc.contributor.author.fl_str_mv |
Vilas-Boas, Sérgio M. Vieira, Vanessa Brandão, Paula Alves, Rebeca S. Coutinho, João A.P. Pinho, Simão P. Ferreira, Olga |
dc.subject.por.fl_str_mv |
Phenolic acids Melting properties NRTL-SAC Abraham solvation model X-ray diffraction |
topic |
Phenolic acids Melting properties NRTL-SAC Abraham solvation model X-ray diffraction |
description |
The solubility of syringic acid, vanillic acid and veratric acid was measured in pure water and eleven organic solvents (methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile, dimethylformamide, 1,2-propanediol, 1,3-propanediol and 1,3-butanediol), at 298.2 K and 313.2 K. Besides the solubility data, the melting temperatures and enthalpies of the solutes were determined by differential scanning calorimetry, while powder and single X-ray diffraction were used to resolve the solute solid structure, before and after the solubility studies. For modeling purposes, the NRTL-SAC model, also combined with the Reference Solvent Approach (RSA), and the Abraham solvation model were applied to describe the solid-liquid equilibria of the binary systems. A set of solvents was used to estimate the model parameters and afterwards, solubility predictions were carried out for binary systems not included in the correlation step. Better results were obtained using the Abraham solvation model with average relative deviations (ARD) of 15% for the correlation set and 26% for the predictions, which are more satisfactory than the results found with the NRTL-SAC model (33% for the correlation and 59% for the predictions) or the NRTL-SAC model combined with RSA (30% for the correlation and 59% for the predictions). |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-09-01T00:00:00Z 2019-09-01 2023-05-04T10:31:39Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10773/37499 |
url |
http://hdl.handle.net/10773/37499 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
0167-7322 10.1016/j.molliq.2019.111089 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799137734690865152 |