Evaluation of solvents based on ionic liquids for deterpenation

Detalhes bibliográficos
Autor(a) principal: Jorge, Catarina Daniela Santos
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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spelling 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
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TID:202235050
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