Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel

Detalhes bibliográficos
Autor(a) principal: Santos Júnior, Irineu Batista dos
Data de Publicação: 2023
Tipo de documento: Trabalho de conclusão de curso
Idioma: por
Título da fonte: Repositório Institucional da UFU
Texto Completo: https://repositorio.ufu.br/handle/123456789/37039
Resumo: In this work, a study was carried out of the conversion reaction of glycerol, contained in the glycerin phase of biodiesel, into triacetin, through an esterification reaction using the Fischer-Speier method. 1,2,3-triacetoxpropane (triacetin) is an important product that can be used as an additive that improves the quality of biodiesel, in terms of reducing the emission of polluting gases, among other application possibilities. On a preliminary basis, 4 reactional study tests were started using glycerin and acetic acid through homogeneous acid catalysis, using concentrated sulfuric acid. The best result protocol in the triacetin phase (test by TLC), obtained in this step, was adopted as a standard for obtaining triacetin in subsequent reactions. Initially, the decanted glycerin phase of the biodiesel production process was treated with residual oil obtained from transesterification, using methanol in homogeneous catalysis with KOH, to obtain a glycerin phase with a high glycerol content (blonde glycerin). The treatment of the glycerin phase was carried out by acid application, decantation, centrifugation, treatment by adsorption on activated carbon and filtration. Blonde glycerin was subjected to esterification with excess acetic acid/sulfuric acid (catalyst), neutralization with CaO and drying with silica. Proof of obtaining triacetin was performed by: Thin Layer Chromatography (TLC), Gas Chromatography Coupled to Mass Spectrometry (GC/MS), Absorption Spectroscopy in the Infrared Region (IR) and Yield by Energy Balance Process Masses (by GC/EM). The results obtained were considered satisfactory, the absorption bands (mean axial stretch absorptions (C – O), between 1000 and 1300 cm-1) distinct from esters were verified in the IR, it was proven that triacetin was obtained, characterized by the spectrum of mass obtained at the peak in 8,47 min and quantified by analytical curve with a yield of 6.78% (w/w) in relation to the blonde acetin phase (monoacetins, diacetins and triacetin), acylium ion characteristic of esters as the base peak of the spectrum w/z = 43 and other fragments in w/z = (103; 145; 116; 115; 73; 74; 86), by GC/MS. The overall yield in triacetin conversion rate was considered promising when compared with other process results found in the literature (results with 5 to 8% yield).
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spelling Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodieselSynthesis and characterization of 1,2,3-triacetoxypropane (triacetin) from propan-1,2,3-triol obtained from the treatment of the glycerine phase of the biodiesel production processTriacetinaBiodieselGlicerinaEsterificaçãoCoprodutoCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICAIn this work, a study was carried out of the conversion reaction of glycerol, contained in the glycerin phase of biodiesel, into triacetin, through an esterification reaction using the Fischer-Speier method. 1,2,3-triacetoxpropane (triacetin) is an important product that can be used as an additive that improves the quality of biodiesel, in terms of reducing the emission of polluting gases, among other application possibilities. On a preliminary basis, 4 reactional study tests were started using glycerin and acetic acid through homogeneous acid catalysis, using concentrated sulfuric acid. The best result protocol in the triacetin phase (test by TLC), obtained in this step, was adopted as a standard for obtaining triacetin in subsequent reactions. Initially, the decanted glycerin phase of the biodiesel production process was treated with residual oil obtained from transesterification, using methanol in homogeneous catalysis with KOH, to obtain a glycerin phase with a high glycerol content (blonde glycerin). The treatment of the glycerin phase was carried out by acid application, decantation, centrifugation, treatment by adsorption on activated carbon and filtration. Blonde glycerin was subjected to esterification with excess acetic acid/sulfuric acid (catalyst), neutralization with CaO and drying with silica. Proof of obtaining triacetin was performed by: Thin Layer Chromatography (TLC), Gas Chromatography Coupled to Mass Spectrometry (GC/MS), Absorption Spectroscopy in the Infrared Region (IR) and Yield by Energy Balance Process Masses (by GC/EM). The results obtained were considered satisfactory, the absorption bands (mean axial stretch absorptions (C – O), between 1000 and 1300 cm-1) distinct from esters were verified in the IR, it was proven that triacetin was obtained, characterized by the spectrum of mass obtained at the peak in 8,47 min and quantified by analytical curve with a yield of 6.78% (w/w) in relation to the blonde acetin phase (monoacetins, diacetins and triacetin), acylium ion characteristic of esters as the base peak of the spectrum w/z = 43 and other fragments in w/z = (103; 145; 116; 115; 73; 74; 86), by GC/MS. The overall yield in triacetin conversion rate was considered promising when compared with other process results found in the literature (results with 5 to 8% yield).Trabalho de Conclusão de Curso (Graduação)Neste trabalho realizou-se o estudo da reação de conversão do glicerol, contido na fase glicerina de biodiesel, em triacetina, por meio de reação de esterificação utilizando método de Fischer-Speier. O 1,2,3-triacetoxpropano (triacetina) consiste num importante produto que pode ser utilizado como aditivo que melhora a qualidade do biodiesel, em termos de redução na emissão de gases poluentes entre outras possibilidades de aplicação. Iniciou-se, em caráter preliminar, 4 ensaios de estudo reacional utilizando glicerina e ácido acético por meio de catálise ácida homogênea, utilizando ácido sulfúrico concentrado. O protocolo de melhor resultado em fase triacetina (teste por CCD), obtido nesta etapa, foi adotado como padrão para obtenção de triacetina em reações posteriores. Inicialmente, tratou-se a fase glicerina decantada de processo produtivo de biodiesel de óleo residual obtida de transesterificação, utilizando metanol em catálise homogênea com KOH, para obtenção de fase glicerina com elevado teor de glicerol (glicerina loira). O tratamento da fase glicerina foi realizado por aplicação de ácido, decantação, centrifugação, tratamento por adsorção em carvão ativado e filtração. A glicerina loira foi submetida a esterificação com ácido acético em excesso/ácido sulfúrico (catalisador), neutralização com CaO e secagem com sílica. A comprovação da obtenção de triacetina foi realizada por: Cromatografia em Camada Delgada (CCD), Cromatografia Gasosa Acoplada a Espectrometria de Massas – CG/EM (GC-MS), Espectroscopia de Absorção na Região do Infravermelho (IV) e Rendimento por Balanço de Massas dos Processos (via CG/EM). Os resultados obtidos foram considerados satisfatórios, as bandas de absorção (absorções médias axiais de estiramento (C – O), entre 1000 e 1300 cm-1) distintas de éster foram verificadas no IV, foi comprovada a obtenção de triacetina, caracterizada pelo espectro de massas obtido no pico em 8,47 min e quantificada por curva analítica com rendimento de 6,78% (m/m) em relação a fase de acetinas loiras (monoacetinas, diacetinas e triacetina), íon acílio característico dos ésteres como pico base do espectro m/z = 43 e demais fragmentos em m/z = (103; 145; 116; 115; 73; 74; 86), pelo CG/EM. O rendimento geral em taxa de conversão em triacetina foi considerado promissor quando comparado com outros resultados de processos verificados na literatura (resultados com 5 a 8% de rendimento).2025-01-23Universidade Federal de UberlândiaBrasilQuímicaRodrigues, Hugo de Souzahttp://lattes.cnpq.br/3061142895724356Batista, Antônio Carlos Ferreira Batistahttp://lattes.cnpq.br/6037406255124458Faria, Anizio Marcio dehttp://lattes.cnpq.br/5710906021234699Sanches, Sérgio Marcoshttp://lattes.cnpq.br/3605715755305873Santos Júnior, Irineu Batista dos2023-02-07T12:58:20Z2023-02-07T12:58:20Z2023-01-23info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/bachelorThesisapplication/pdfSANTOS JÚNIOR, Irineu Batista dos. Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel. 2022. 124 f. Trabalho de Conclusão de Curso (Graduação em Química) – Universidade Federal de Uberlândia, Uberlândia, 2023.https://repositorio.ufu.br/handle/123456789/37039porinfo:eu-repo/semantics/embargoedAccessreponame:Repositório Institucional da UFUinstname:Universidade Federal de Uberlândia (UFU)instacron:UFU2023-02-08T06:19:12Zoai:repositorio.ufu.br:123456789/37039Repositório InstitucionalONGhttp://repositorio.ufu.br/oai/requestdiinf@dirbi.ufu.bropendoar:2023-02-08T06:19:12Repositório Institucional da UFU - Universidade Federal de Uberlândia (UFU)false
dc.title.none.fl_str_mv Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
Synthesis and characterization of 1,2,3-triacetoxypropane (triacetin) from propan-1,2,3-triol obtained from the treatment of the glycerine phase of the biodiesel production process
title Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
spellingShingle Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
Santos Júnior, Irineu Batista dos
Triacetina
Biodiesel
Glicerina
Esterificação
Coproduto
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA
title_short Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
title_full Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
title_fullStr Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
title_full_unstemmed Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
title_sort Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel
author Santos Júnior, Irineu Batista dos
author_facet Santos Júnior, Irineu Batista dos
author_role author
dc.contributor.none.fl_str_mv Rodrigues, Hugo de Souza
http://lattes.cnpq.br/3061142895724356
Batista, Antônio Carlos Ferreira Batista
http://lattes.cnpq.br/6037406255124458
Faria, Anizio Marcio de
http://lattes.cnpq.br/5710906021234699
Sanches, Sérgio Marcos
http://lattes.cnpq.br/3605715755305873
dc.contributor.author.fl_str_mv Santos Júnior, Irineu Batista dos
dc.subject.por.fl_str_mv Triacetina
Biodiesel
Glicerina
Esterificação
Coproduto
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA
topic Triacetina
Biodiesel
Glicerina
Esterificação
Coproduto
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA
description In this work, a study was carried out of the conversion reaction of glycerol, contained in the glycerin phase of biodiesel, into triacetin, through an esterification reaction using the Fischer-Speier method. 1,2,3-triacetoxpropane (triacetin) is an important product that can be used as an additive that improves the quality of biodiesel, in terms of reducing the emission of polluting gases, among other application possibilities. On a preliminary basis, 4 reactional study tests were started using glycerin and acetic acid through homogeneous acid catalysis, using concentrated sulfuric acid. The best result protocol in the triacetin phase (test by TLC), obtained in this step, was adopted as a standard for obtaining triacetin in subsequent reactions. Initially, the decanted glycerin phase of the biodiesel production process was treated with residual oil obtained from transesterification, using methanol in homogeneous catalysis with KOH, to obtain a glycerin phase with a high glycerol content (blonde glycerin). The treatment of the glycerin phase was carried out by acid application, decantation, centrifugation, treatment by adsorption on activated carbon and filtration. Blonde glycerin was subjected to esterification with excess acetic acid/sulfuric acid (catalyst), neutralization with CaO and drying with silica. Proof of obtaining triacetin was performed by: Thin Layer Chromatography (TLC), Gas Chromatography Coupled to Mass Spectrometry (GC/MS), Absorption Spectroscopy in the Infrared Region (IR) and Yield by Energy Balance Process Masses (by GC/EM). The results obtained were considered satisfactory, the absorption bands (mean axial stretch absorptions (C – O), between 1000 and 1300 cm-1) distinct from esters were verified in the IR, it was proven that triacetin was obtained, characterized by the spectrum of mass obtained at the peak in 8,47 min and quantified by analytical curve with a yield of 6.78% (w/w) in relation to the blonde acetin phase (monoacetins, diacetins and triacetin), acylium ion characteristic of esters as the base peak of the spectrum w/z = 43 and other fragments in w/z = (103; 145; 116; 115; 73; 74; 86), by GC/MS. The overall yield in triacetin conversion rate was considered promising when compared with other process results found in the literature (results with 5 to 8% yield).
publishDate 2023
dc.date.none.fl_str_mv 2023-02-07T12:58:20Z
2023-02-07T12:58:20Z
2023-01-23
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/bachelorThesis
format bachelorThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv SANTOS JÚNIOR, Irineu Batista dos. Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel. 2022. 124 f. Trabalho de Conclusão de Curso (Graduação em Química) – Universidade Federal de Uberlândia, Uberlândia, 2023.
https://repositorio.ufu.br/handle/123456789/37039
identifier_str_mv SANTOS JÚNIOR, Irineu Batista dos. Síntese e caracterização de 1,2,3-triacetoxipropano (triacetina) utilizando propan-1,2,3-triol obtido de tratamento de fase glicerina de processo produtivo de biodiesel. 2022. 124 f. Trabalho de Conclusão de Curso (Graduação em Química) – Universidade Federal de Uberlândia, Uberlândia, 2023.
url https://repositorio.ufu.br/handle/123456789/37039
dc.language.iso.fl_str_mv por
language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/embargoedAccess
eu_rights_str_mv embargoedAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal de Uberlândia
Brasil
Química
publisher.none.fl_str_mv Universidade Federal de Uberlândia
Brasil
Química
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFU
instname:Universidade Federal de Uberlândia (UFU)
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instname_str Universidade Federal de Uberlândia (UFU)
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reponame_str Repositório Institucional da UFU
collection Repositório Institucional da UFU
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