Evaluation of solvents based on ionic liquids for deterpenation
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Tipo de documento: | Dissertação |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10773/25366 |
Resumo: | Essential oils are part of our lives in many different ways, being used directly or after separation into their components or fractions. Pharmaceutical and chemical industries are some examples of industries that use the pure components of essential oils while food industry normally uses the soluble fraction. Deterpenation is the separation process into the fraction rich in monoterpenes and the fraction rich in oxygenated compounds. Over the years, different methods and technologies were developed and studied to deterpenate essential oils. In this work, the use of ionic liquids as separation agents in the extraction of limonene and linalool, the representatives terpenes of citrus essential oil, was evaluated. To improve the capacity of the extraction, DEGDME was used as a co-extractant. Since there are millions of possible ionic liquids, initially a preselection was done with the use of the predictive tool COSMO-RS. Based on the selectivities, some ionic liquids with potential for the separation were selected for further investigation. The same was done for the co-extractant selection; however the calculations were based on the miscibility with the terpenes. Several ternary mixtures constituted by limonene, linalool, DEGDME and the ionic liquids composed of the cations 1-ethyl-3- methylimidazolium and 1-butyl-3-methylimidazolium and the anions acetate, hydrogensulfate, methylsulfate and methanesulfonate as anions were studied experimentally. The quantification of the mixtures was performed using nuclear magnetic resonance (NMR) analysis. Most of the results are accordingly to COSMO-RS predictions validating this model for the selection of ionic liquids for the deterpenation process. The results show that 1-butyl-3- methylimidazolium hydrogensulfate is the best ionic liquid for this separation. |
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Evaluation of solvents based on ionic liquids for deterpenationÓleos essenciaisTerpenosLíquidos IónicosDesterpenaçãoEquilíbrio líquido-líquidoEssential oils are part of our lives in many different ways, being used directly or after separation into their components or fractions. Pharmaceutical and chemical industries are some examples of industries that use the pure components of essential oils while food industry normally uses the soluble fraction. Deterpenation is the separation process into the fraction rich in monoterpenes and the fraction rich in oxygenated compounds. Over the years, different methods and technologies were developed and studied to deterpenate essential oils. In this work, the use of ionic liquids as separation agents in the extraction of limonene and linalool, the representatives terpenes of citrus essential oil, was evaluated. To improve the capacity of the extraction, DEGDME was used as a co-extractant. Since there are millions of possible ionic liquids, initially a preselection was done with the use of the predictive tool COSMO-RS. Based on the selectivities, some ionic liquids with potential for the separation were selected for further investigation. The same was done for the co-extractant selection; however the calculations were based on the miscibility with the terpenes. Several ternary mixtures constituted by limonene, linalool, DEGDME and the ionic liquids composed of the cations 1-ethyl-3- methylimidazolium and 1-butyl-3-methylimidazolium and the anions acetate, hydrogensulfate, methylsulfate and methanesulfonate as anions were studied experimentally. The quantification of the mixtures was performed using nuclear magnetic resonance (NMR) analysis. Most of the results are accordingly to COSMO-RS predictions validating this model for the selection of ionic liquids for the deterpenation process. The results show that 1-butyl-3- methylimidazolium hydrogensulfate is the best ionic liquid for this separation.Os óleos essenciais fazem parte das nossas vidas de uma forma muito abrangente, sendo usados diretamente ou após separação nos seus variados constituintes ou frações. Industrias como a farmacêutica e a química necessitam dos componentes puros dos óleos essenciais enquanto que a indústria alimentar usa normalmente a fração solúvel. Desterpenação é o processo de separação da fração rica em monoterpenos da fração rica em compostos oxigenados. Ao longo dos anos, vários métodos e tecnologias foram desenvolvidos para efetuar a desterpenação dos óleos essenciais. Neste trabalho foi avaliada a eficácia do uso de líquidos iónicos, um grupo de solventes neotéricos com propriedades excelentes e diversas aplicações, na separação de limoneno e linalool, compostos representativos do óleo essencial da casca da laranja. De forma a aumentar a capacidade de extração deste processo, o solvente dietileno glicol éter dimetílico foi usado como co-extrator. Visto que existem milhares de líquidos iónicos, inicialmente foi feita uma pré-seleção usando uma ferramenta preditiva, o COSMO-RS. Com base nos valores de seletividade foram selecionados alguns líquidos iónicos com potencial para a separação em questão. O mesmo foi feito para selecionar o coextrator, onde o cálculo foi baseado na miscibilidade com os terpenos. Várias misturas ternárias constituídas por limoneno, linalool, DEGDME e líquidos iónicos compostos pelos catiões 1-etil-3- metillimidazólio e 1-butil-3-methylimidazólio e os aniões acetato, hidrogenossulfato, metilsulfato e metanossulfonato foram estudadas experimentalmente. A análise das fases foi feita usando espectroscopia por ressonância magnética nuclear (RMN) de forma a elaborar os diagramas ternários. A maior parte dos resultados experimentais estão em concordância com as previsões obtidas usando o COSMO-RS, validando assim esta ferramenta na seleção de líquidos iónicos para a desterpenação. Os resultados mostram que o melhor líquido iónico para esta separação é o 1-butil-3- metilimidazólio hidrogenossulfato.2018-10-25T00:00:00Z2018-10-22T00:00:00Z2018-10-22info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://hdl.handle.net/10773/25366TID:202235050engJorge, Catarina Daniela Santosinfo: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:RCAAP2024-02-22T11:49:23Zoai:ria.ua.pt:10773/25366Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T02:58:42.301240Repositório 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 |
Evaluation of solvents based on ionic liquids for deterpenation |
title |
Evaluation of solvents based on ionic liquids for deterpenation |
spellingShingle |
Evaluation of solvents based on ionic liquids for deterpenation Jorge, Catarina Daniela Santos Óleos essenciais Terpenos Líquidos Iónicos Desterpenação Equilíbrio líquido-líquido |
title_short |
Evaluation of solvents based on ionic liquids for deterpenation |
title_full |
Evaluation of solvents based on ionic liquids for deterpenation |
title_fullStr |
Evaluation of solvents based on ionic liquids for deterpenation |
title_full_unstemmed |
Evaluation of solvents based on ionic liquids for deterpenation |
title_sort |
Evaluation of solvents based on ionic liquids for deterpenation |
author |
Jorge, Catarina Daniela Santos |
author_facet |
Jorge, Catarina Daniela Santos |
author_role |
author |
dc.contributor.author.fl_str_mv |
Jorge, Catarina Daniela Santos |
dc.subject.por.fl_str_mv |
Óleos essenciais Terpenos Líquidos Iónicos Desterpenação Equilíbrio líquido-líquido |
topic |
Óleos essenciais Terpenos Líquidos Iónicos Desterpenação Equilíbrio líquido-líquido |
description |
Essential oils are part of our lives in many different ways, being used directly or after separation into their components or fractions. Pharmaceutical and chemical industries are some examples of industries that use the pure components of essential oils while food industry normally uses the soluble fraction. Deterpenation is the separation process into the fraction rich in monoterpenes and the fraction rich in oxygenated compounds. Over the years, different methods and technologies were developed and studied to deterpenate essential oils. In this work, the use of ionic liquids as separation agents in the extraction of limonene and linalool, the representatives terpenes of citrus essential oil, was evaluated. To improve the capacity of the extraction, DEGDME was used as a co-extractant. Since there are millions of possible ionic liquids, initially a preselection was done with the use of the predictive tool COSMO-RS. Based on the selectivities, some ionic liquids with potential for the separation were selected for further investigation. The same was done for the co-extractant selection; however the calculations were based on the miscibility with the terpenes. Several ternary mixtures constituted by limonene, linalool, DEGDME and the ionic liquids composed of the cations 1-ethyl-3- methylimidazolium and 1-butyl-3-methylimidazolium and the anions acetate, hydrogensulfate, methylsulfate and methanesulfonate as anions were studied experimentally. The quantification of the mixtures was performed using nuclear magnetic resonance (NMR) analysis. Most of the results are accordingly to COSMO-RS predictions validating this model for the selection of ionic liquids for the deterpenation process. The results show that 1-butyl-3- methylimidazolium hydrogensulfate is the best ionic liquid for this separation. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-10-25T00:00:00Z 2018-10-22T00:00:00Z 2018-10-22 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10773/25366 TID:202235050 |
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http://hdl.handle.net/10773/25366 |
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TID:202235050 |
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eng |
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eng |
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info:eu-repo/semantics/openAccess |
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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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