Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Tipo de documento: | Dissertação |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/25765 |
Resumo: | This work is focused on the study of two methylimidazolium-based ionic liquids (IL) as more sustainable solvents not only in deterpenation processes, but also in petrochemical processes, including separating aromatic from aliphatic hydrocarbons and the removal of impurities in fossil fuels. In fact, IL can act as alternative separation agents to traditional organic solvents in different liquid-liquid extraction processes. For this purpose, the activity coefficients at infinite dilution, ∞, of 52 solutes (water, alkanes, cycloalkanes, ketones, ethers, cyclic ethers, aromatic hydrocarbons, esters, alcohols, terpenes and terpenoids) in 1-butyl-3-methylimidazolium hexafluorophosphate [C4mim][PF6] and in the equimolar IL mixture of [C4mim][PF6] and 1-butyl-3-methylimidazolium chloride [C4mim][Cl] were measured by inverse gas chromatography technique over the temperature range of (333.2-453.2) K. Similar data in pure [C4mim][Cl] was already available in the literature. From the ∞ values, some thermodynamic parameters (such as excess partial molar properties, selectivities, capacities, gas-liquid partition coefficients, and solvent performance indexes) can be estimated in order to evaluate the ionic liquid performance. The majority of the studied solutes showed higher ∞ values in the equimolar IL mixture than in pure [C4mim][PF6]. Poor interaction (∞ >> 1) was observed between both IL studied and the less polar solutes (alkanes and cycloalkanes). On the other hand, alcohols and water showed high interaction with the equimolar IL mixture (∞ < 1). Hydrocarbon terpenes, ether, and ketone terpenoids have higher interaction with pure [C4mim][PF6], and alcohol terpenoids have more favorable interactions with the equimolar IL mixture. With regard to separation factors, the IL studied showed, in general, poor selectivities and capacities for terpenes/terpenoids mixtures being the best result obtained for the carvacrol/-terpinene mixture. On the other hand, promising results were obtained for the separation of several model mixtures (octane/benzene, cyclohexane/benzene, octane/thiophene, and octane/pyridine) of the fuel industries. The studied solvents were among the IL having the best performance indexes which provided important insights on the use of alternative solvents for the removal of aromatics from aliphatic hydrocarbons and the removal of contaminants from fuels. |
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Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processesIonic liquidDeterpenationActivity coefficientsFuelsInverse gas chromatographyDomínio/Área Científica::Engenharia e Tecnologia::Engenharia QuímicaThis work is focused on the study of two methylimidazolium-based ionic liquids (IL) as more sustainable solvents not only in deterpenation processes, but also in petrochemical processes, including separating aromatic from aliphatic hydrocarbons and the removal of impurities in fossil fuels. In fact, IL can act as alternative separation agents to traditional organic solvents in different liquid-liquid extraction processes. For this purpose, the activity coefficients at infinite dilution, ∞, of 52 solutes (water, alkanes, cycloalkanes, ketones, ethers, cyclic ethers, aromatic hydrocarbons, esters, alcohols, terpenes and terpenoids) in 1-butyl-3-methylimidazolium hexafluorophosphate [C4mim][PF6] and in the equimolar IL mixture of [C4mim][PF6] and 1-butyl-3-methylimidazolium chloride [C4mim][Cl] were measured by inverse gas chromatography technique over the temperature range of (333.2-453.2) K. Similar data in pure [C4mim][Cl] was already available in the literature. From the ∞ values, some thermodynamic parameters (such as excess partial molar properties, selectivities, capacities, gas-liquid partition coefficients, and solvent performance indexes) can be estimated in order to evaluate the ionic liquid performance. The majority of the studied solutes showed higher ∞ values in the equimolar IL mixture than in pure [C4mim][PF6]. Poor interaction (∞ >> 1) was observed between both IL studied and the less polar solutes (alkanes and cycloalkanes). On the other hand, alcohols and water showed high interaction with the equimolar IL mixture (∞ < 1). Hydrocarbon terpenes, ether, and ketone terpenoids have higher interaction with pure [C4mim][PF6], and alcohol terpenoids have more favorable interactions with the equimolar IL mixture. With regard to separation factors, the IL studied showed, in general, poor selectivities and capacities for terpenes/terpenoids mixtures being the best result obtained for the carvacrol/-terpinene mixture. On the other hand, promising results were obtained for the separation of several model mixtures (octane/benzene, cyclohexane/benzene, octane/thiophene, and octane/pyridine) of the fuel industries. The studied solvents were among the IL having the best performance indexes which provided important insights on the use of alternative solvents for the removal of aromatics from aliphatic hydrocarbons and the removal of contaminants from fuels.Este trabalho está focado no estudo de dois líquidos iónicos (LI) à base de metilimidazólio como solventes mais sustentáveis não só em processos de desterpenação, mas também em processos petroquímicos, incluindo a separação de hidrocarbonetos aromáticos e alifáticos e a remoção de impurezas em combustíveis fósseis. De facto, os IL podem atuar como agentes de separação alternativos aos solventes orgânicos tradicionais em diferentes processos de extração líquido-líquido. Para este efeito, os coeficientes de atividade a diluição infinita, ∞, de 52 solutos (água, alcanos, cicloalcanos, cetonas, éteres, éteres cíclicos, hidrocarbonetos aromáticos, ésteres, álcoois, terpenos e terpenóides) em 1-butil-3-metilimidazólio hexafluorofosfato [C4mim][PF6] e na mistura equimolar dos LI [C4mim][PF6] e cloreto de 1-butil-3-metilimidazólio [C4mim][Cl] foram medidos pela técnica de cromatografia gasosa inversa na gama de temperaturas de (333.2-453.2) K. Dados semelhantes em [C4mim][Cl] puro já se encontravam disponíveis na literatura. A partir dos valores de ∞, alguns parâmetros termodinâmicos (tais como propriedades molares parciais em excesso, seletividades, capacidades, coeficientes de partição gás-líquido, e índices de desempenho do solvente) podem ser estimados a fim de avaliar o desempenho do líquido iónico. A maioria dos solutos estudados mostrou valores mais elevados ∞ na mistura de LI equimolar do que no [C4mim][PF6] puro. Observou-se uma fraca interação (∞ >> 1) entre os LI estudados e os solutos menos polares (alcanos e cicloalcanos). Todavia, álcoois e água mostraram uma interação elevada com a mistura de LI equimolar (∞< 1). Os terpenos hidrocarbonetos, e alguns terpenóides (éteres e cetonas) têm uma maior interação com o [C4mim][PF6] puro, e os terpenóides alcoólicos têm interações mais favoráveis com a mistura de LI equimolar. No que diz respeito aos fatores de separação, os LI estudados mostraram, em geral, baixas seletividades e capacidades para misturas de terpenos/terpenóides sendo o melhor resultado obtido para a mistura carvacrol/-terpineno. Por outro lado, foram obtidos resultados promissores para a separação de várias misturas modelo (octano/benzeno, ciclohexano/benzeno, octano/tiofeno e octano/piridina) comuns em indústrias de combustíveis. Os solventes estudados estavam entre os que apresentavam melhores índices de desempenho, proporcionando informações importantes sobre a utilização deste tipo de solventes alternativos para a remoção de hidrocarbonetos alifáticos e para a remoção de contaminantes dos combustíveis.Mestrado em ESTG-IPBFerreira, OlgaPinho, SimãoBiblioteca Digital do IPBCoelho, Aline Zambom2022-07-28T13:43:51Z20222022-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://hdl.handle.net/10198/25765TID:203044916enginfo: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:RCAAP2023-11-21T10:57:38Zoai:bibliotecadigital.ipb.pt:10198/25765Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:16:23.358093Repositório 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 |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
title |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
spellingShingle |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes Coelho, Aline Zambom Ionic liquid Deterpenation Activity coefficients Fuels Inverse gas chromatography Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química |
title_short |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
title_full |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
title_fullStr |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
title_full_unstemmed |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
title_sort |
Methylimidazolium-based ionic liquids as separation agents in terpenes and fuel processes |
author |
Coelho, Aline Zambom |
author_facet |
Coelho, Aline Zambom |
author_role |
author |
dc.contributor.none.fl_str_mv |
Ferreira, Olga Pinho, Simão Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Coelho, Aline Zambom |
dc.subject.por.fl_str_mv |
Ionic liquid Deterpenation Activity coefficients Fuels Inverse gas chromatography Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química |
topic |
Ionic liquid Deterpenation Activity coefficients Fuels Inverse gas chromatography Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química |
description |
This work is focused on the study of two methylimidazolium-based ionic liquids (IL) as more sustainable solvents not only in deterpenation processes, but also in petrochemical processes, including separating aromatic from aliphatic hydrocarbons and the removal of impurities in fossil fuels. In fact, IL can act as alternative separation agents to traditional organic solvents in different liquid-liquid extraction processes. For this purpose, the activity coefficients at infinite dilution, ∞, of 52 solutes (water, alkanes, cycloalkanes, ketones, ethers, cyclic ethers, aromatic hydrocarbons, esters, alcohols, terpenes and terpenoids) in 1-butyl-3-methylimidazolium hexafluorophosphate [C4mim][PF6] and in the equimolar IL mixture of [C4mim][PF6] and 1-butyl-3-methylimidazolium chloride [C4mim][Cl] were measured by inverse gas chromatography technique over the temperature range of (333.2-453.2) K. Similar data in pure [C4mim][Cl] was already available in the literature. From the ∞ values, some thermodynamic parameters (such as excess partial molar properties, selectivities, capacities, gas-liquid partition coefficients, and solvent performance indexes) can be estimated in order to evaluate the ionic liquid performance. The majority of the studied solutes showed higher ∞ values in the equimolar IL mixture than in pure [C4mim][PF6]. Poor interaction (∞ >> 1) was observed between both IL studied and the less polar solutes (alkanes and cycloalkanes). On the other hand, alcohols and water showed high interaction with the equimolar IL mixture (∞ < 1). Hydrocarbon terpenes, ether, and ketone terpenoids have higher interaction with pure [C4mim][PF6], and alcohol terpenoids have more favorable interactions with the equimolar IL mixture. With regard to separation factors, the IL studied showed, in general, poor selectivities and capacities for terpenes/terpenoids mixtures being the best result obtained for the carvacrol/-terpinene mixture. On the other hand, promising results were obtained for the separation of several model mixtures (octane/benzene, cyclohexane/benzene, octane/thiophene, and octane/pyridine) of the fuel industries. The studied solvents were among the IL having the best performance indexes which provided important insights on the use of alternative solvents for the removal of aromatics from aliphatic hydrocarbons and the removal of contaminants from fuels. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-07-28T13:43:51Z 2022 2022-01-01T00:00:00Z |
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/10198/25765 TID:203044916 |
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http://hdl.handle.net/10198/25765 |
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TID:203044916 |
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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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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
reponame_str |
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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