Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO

Detalhes bibliográficos
Autor(a) principal: Barbosa, Sandro L.
Data de Publicação: 2022
Outros Autores: Rocha, Adeline C. Pereira, Nelson, David Lee, de Freitas, Milton S., Mestre, Antônio A. P. Fulgêncio, Klein, Stanlei I. [UNESP], Clososki, Giuliano C., Caires, Franco J., Flumignan, Danilo L. [UNESP], Dos Santos, Letícia Karen [UNESP], Wentz, Alexandre P., Pasa, Vânya M. Duarte, Rios, Regiane D. Fernandes
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules27030953
http://hdl.handle.net/11449/230281
Resumo: SiO2-SO3 H, with a surface area of 115 m2·g−1, pore volumes of 0.38 cm3·g−1 and 1.32 mmol H+ /g, was used as a transesterification catalyst. Triglycerides of waste cooking oil reacted with methanol in refluxing toluene to yield mixtures of diglycerides, monoglycerides and fatty acid methyl esters (FAMEs) in the presence of 20% (w/w) catalyst/oil using the hydrophilic sulfonated silica (SiO2-SO3 H) catalyst alone or with the addition of 10% (w/w) co-catalyst/oil [(Bun 4N)(BF4) or Aliquat 336]. The addition of the ammonium salts to the catalyst lead to a decrease in the amounts of diglycerides in the products, but the concentrations of monoglycerides increased. Mixtures of (Bun 4N)(BF4)/catalyst were superior to catalyst alone or Aliquat 336/catalyst for promoting the production of mixtures with high concentrations of FAMEs. The same experiments were repeated using DMSO as the solvent. The use of the more polar solvent resulted in excellent conversion of the triglycerides to FAME esters with all three-catalyst media. A simplified mechanism is presented to account for the experimental results.
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spelling Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSOAliquat 336Fatty acid methyl estersHydrophilic sulfonated silica catalystTetrabutylammonium tetrafluoroborateTransesterificationSiO2-SO3 H, with a surface area of 115 m2·g−1, pore volumes of 0.38 cm3·g−1 and 1.32 mmol H+ /g, was used as a transesterification catalyst. Triglycerides of waste cooking oil reacted with methanol in refluxing toluene to yield mixtures of diglycerides, monoglycerides and fatty acid methyl esters (FAMEs) in the presence of 20% (w/w) catalyst/oil using the hydrophilic sulfonated silica (SiO2-SO3 H) catalyst alone or with the addition of 10% (w/w) co-catalyst/oil [(Bun 4N)(BF4) or Aliquat 336]. The addition of the ammonium salts to the catalyst lead to a decrease in the amounts of diglycerides in the products, but the concentrations of monoglycerides increased. Mixtures of (Bun 4N)(BF4)/catalyst were superior to catalyst alone or Aliquat 336/catalyst for promoting the production of mixtures with high concentrations of FAMEs. The same experiments were repeated using DMSO as the solvent. The use of the more polar solvent resulted in excellent conversion of the triglycerides to FAME esters with all three-catalyst media. A simplified mechanism is presented to account for the experimental results.Department of Pharmacy Universidade Federal dos Vales do Jequitinhonha e Mucuri—UFVJM, R. da Glória, 187Department of General and Inorganic Chemistry Institute of Chemistry São Paulo State University—UNESP, R. Prof. Francisco Degni 55, QuitandinhaDepartment of Physics and Chemistry Faculdade de Ciências Farmacêuticas de Ribeirão Preto São Paulo University—USP, Av. do Café s/nInstituto Federal de Educação Ciência e Tecnologia de Mato Grosso—IFMT—Campus Cuiabá Departamento das Áreas de Base Comum (DABC), Rua Profa. Zulmira Canavarros, 95Institute of Chemistry Center for Monitoring and Research of the Quality of Fuels Biofuels Crude Oil and Derivatives—CEMPEQC São Paulo State University (UNESP)Centro Universitário SENAI-CIMATEC, Av. Orlando Gomes, 1845Laboratório de Ensaios de Combustíveis Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627-Belo HorizonteDepartment of General and Inorganic Chemistry Institute of Chemistry São Paulo State University—UNESP, R. Prof. Francisco Degni 55, QuitandinhaInstitute of Chemistry Center for Monitoring and Research of the Quality of Fuels Biofuels Crude Oil and Derivatives—CEMPEQC São Paulo State University (UNESP)Universidade Federal de Viçosa (UFV)Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Ciência e Tecnologia de Mato Grosso—IFMT—Campus CuiabáCentro Universitário SENAI-CIMATECUniversidade Federal de Minas Gerais (UFMG)Barbosa, Sandro L.Rocha, Adeline C. PereiraNelson, David Leede Freitas, Milton S.Mestre, Antônio A. P. FulgêncioKlein, Stanlei I. [UNESP]Clososki, Giuliano C.Caires, Franco J.Flumignan, Danilo L. [UNESP]Dos Santos, Letícia Karen [UNESP]Wentz, Alexandre P.Pasa, Vânya M. DuarteRios, Regiane D. Fernandes2022-04-29T08:38:50Z2022-04-29T08:38:50Z2022-02-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.3390/molecules27030953Molecules, v. 27, n. 3, 2022.1420-3049http://hdl.handle.net/11449/23028110.3390/molecules270309532-s2.0-85123577394Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMoleculesinfo:eu-repo/semantics/openAccess2022-04-29T08:38:50Zoai:repositorio.unesp.br:11449/230281Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462022-04-29T08:38:50Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
title Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
spellingShingle Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
Barbosa, Sandro L.
Aliquat 336
Fatty acid methyl esters
Hydrophilic sulfonated silica catalyst
Tetrabutylammonium tetrafluoroborate
Transesterification
title_short Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
title_full Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
title_fullStr Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
title_full_unstemmed Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
title_sort Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
author Barbosa, Sandro L.
author_facet Barbosa, Sandro L.
Rocha, Adeline C. Pereira
Nelson, David Lee
de Freitas, Milton S.
Mestre, Antônio A. P. Fulgêncio
Klein, Stanlei I. [UNESP]
Clososki, Giuliano C.
Caires, Franco J.
Flumignan, Danilo L. [UNESP]
Dos Santos, Letícia Karen [UNESP]
Wentz, Alexandre P.
Pasa, Vânya M. Duarte
Rios, Regiane D. Fernandes
author_role author
author2 Rocha, Adeline C. Pereira
Nelson, David Lee
de Freitas, Milton S.
Mestre, Antônio A. P. Fulgêncio
Klein, Stanlei I. [UNESP]
Clososki, Giuliano C.
Caires, Franco J.
Flumignan, Danilo L. [UNESP]
Dos Santos, Letícia Karen [UNESP]
Wentz, Alexandre P.
Pasa, Vânya M. Duarte
Rios, Regiane D. Fernandes
author2_role author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de Viçosa (UFV)
Universidade Estadual Paulista (UNESP)
Universidade de São Paulo (USP)
Ciência e Tecnologia de Mato Grosso—IFMT—Campus Cuiabá
Centro Universitário SENAI-CIMATEC
Universidade Federal de Minas Gerais (UFMG)
dc.contributor.author.fl_str_mv Barbosa, Sandro L.
Rocha, Adeline C. Pereira
Nelson, David Lee
de Freitas, Milton S.
Mestre, Antônio A. P. Fulgêncio
Klein, Stanlei I. [UNESP]
Clososki, Giuliano C.
Caires, Franco J.
Flumignan, Danilo L. [UNESP]
Dos Santos, Letícia Karen [UNESP]
Wentz, Alexandre P.
Pasa, Vânya M. Duarte
Rios, Regiane D. Fernandes
dc.subject.por.fl_str_mv Aliquat 336
Fatty acid methyl esters
Hydrophilic sulfonated silica catalyst
Tetrabutylammonium tetrafluoroborate
Transesterification
topic Aliquat 336
Fatty acid methyl esters
Hydrophilic sulfonated silica catalyst
Tetrabutylammonium tetrafluoroborate
Transesterification
description SiO2-SO3 H, with a surface area of 115 m2·g−1, pore volumes of 0.38 cm3·g−1 and 1.32 mmol H+ /g, was used as a transesterification catalyst. Triglycerides of waste cooking oil reacted with methanol in refluxing toluene to yield mixtures of diglycerides, monoglycerides and fatty acid methyl esters (FAMEs) in the presence of 20% (w/w) catalyst/oil using the hydrophilic sulfonated silica (SiO2-SO3 H) catalyst alone or with the addition of 10% (w/w) co-catalyst/oil [(Bun 4N)(BF4) or Aliquat 336]. The addition of the ammonium salts to the catalyst lead to a decrease in the amounts of diglycerides in the products, but the concentrations of monoglycerides increased. Mixtures of (Bun 4N)(BF4)/catalyst were superior to catalyst alone or Aliquat 336/catalyst for promoting the production of mixtures with high concentrations of FAMEs. The same experiments were repeated using DMSO as the solvent. The use of the more polar solvent resulted in excellent conversion of the triglycerides to FAME esters with all three-catalyst media. A simplified mechanism is presented to account for the experimental results.
publishDate 2022
dc.date.none.fl_str_mv 2022-04-29T08:38:50Z
2022-04-29T08:38:50Z
2022-02-01
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://dx.doi.org/10.3390/molecules27030953
Molecules, v. 27, n. 3, 2022.
1420-3049
http://hdl.handle.net/11449/230281
10.3390/molecules27030953
2-s2.0-85123577394
url http://dx.doi.org/10.3390/molecules27030953
http://hdl.handle.net/11449/230281
identifier_str_mv Molecules, v. 27, n. 3, 2022.
1420-3049
10.3390/molecules27030953
2-s2.0-85123577394
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
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instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
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repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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