Terpenes solubility in water and their environmental distribution

Detalhes bibliográficos
Autor(a) principal: Martins, Mónia A.R.
Data de Publicação: 2017
Outros Autores: Silva, Liliana P., Ferreira, Olga, Schröder, Bernd, Coutinho, João A.P., Pinho, Simão
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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spelling 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
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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
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