Terpenes solubility in water and their environmental distribution
Autor(a) principal: | |
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Data de Publicação: | 2017 |
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/10198/15351 |
Resumo: | Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released. |
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Terpenes solubility in water and their environmental distributionEnvironmental distributionSolubilityTerpenesThermodynamic functionsWaterTerpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.Thisworkwas developed in the scope of the project CICECO - Aveiro Institute ofMaterials, POCI-01-0145-FEDER-007679, and Associate Laboratory LSRE-LCM, POCI-01-0145-FEDER-006984, both funded by FEDER under the PT2020 Partnership Agreement - Programa Operacional Competitividade e Internacionalização (POCI) - and by national funds through FCT - Fundação para a Ciência e a Tecnologia. M.A.R.M acknowledges FCT for her PhD grant (SFRH/BD/87084/2012).Biblioteca Digital do IPBMartins, Mónia A.R.Silva, Liliana P.Ferreira, OlgaSchröder, BerndCoutinho, João A.P.Pinho, Simão2018-01-31T10:00:00Z20172017-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/15351engMartins, M.A.R.; Silva, Liliana P.; Ferreira, Olga; Schröder, Bernd; Coutinho, João A.P.; Pinho, Simão (2017). Terpenes solubility in water and their environmental distribution. Journal of Molecular Liquids. ISSN 0167-7322. 241, p. 996-10020167-732210.1016/j.molliq.2017.06.099info: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:RCAAP2023-11-21T10:35:54Zoai:bibliotecadigital.ipb.pt:10198/15351Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:04:57.984842Repositório 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 |
Terpenes solubility in water and their environmental distribution |
title |
Terpenes solubility in water and their environmental distribution |
spellingShingle |
Terpenes solubility in water and their environmental distribution Martins, Mónia A.R. Environmental distribution Solubility Terpenes Thermodynamic functions Water |
title_short |
Terpenes solubility in water and their environmental distribution |
title_full |
Terpenes solubility in water and their environmental distribution |
title_fullStr |
Terpenes solubility in water and their environmental distribution |
title_full_unstemmed |
Terpenes solubility in water and their environmental distribution |
title_sort |
Terpenes solubility in water and their environmental distribution |
author |
Martins, Mónia A.R. |
author_facet |
Martins, Mónia A.R. Silva, Liliana P. Ferreira, Olga Schröder, Bernd Coutinho, João A.P. Pinho, Simão |
author_role |
author |
author2 |
Silva, Liliana P. Ferreira, Olga Schröder, Bernd Coutinho, João A.P. Pinho, Simão |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Martins, Mónia A.R. Silva, Liliana P. Ferreira, Olga Schröder, Bernd Coutinho, João A.P. Pinho, Simão |
dc.subject.por.fl_str_mv |
Environmental distribution Solubility Terpenes Thermodynamic functions Water |
topic |
Environmental distribution Solubility Terpenes Thermodynamic functions Water |
description |
Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017 2017-01-01T00:00:00Z 2018-01-31T10:00:00Z |
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/10198/15351 |
url |
http://hdl.handle.net/10198/15351 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Martins, M.A.R.; Silva, Liliana P.; Ferreira, Olga; Schröder, Bernd; Coutinho, João A.P.; Pinho, Simão (2017). Terpenes solubility in water and their environmental distribution. Journal of Molecular Liquids. ISSN 0167-7322. 241, p. 996-1002 0167-7322 10.1016/j.molliq.2017.06.099 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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application/pdf |
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reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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1799135298275246080 |