Catalytic Transformation of Triglycerides to Biodiesel with SiO2-SO3 H and Quaternary Ammonium Salts in Toluene or DMSO
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , , , , , , , |
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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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:29462024-08-05T22:48:18.230833Repositório 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) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
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1808129463107452928 |