Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts

Detalhes bibliográficos
Autor(a) principal: Meireles,Bruno A.
Data de Publicação: 2013
Outros Autores: Pereira,Vera Lúcia P.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000100004
Resumo: A new catalytic route with potential practical interest to sustainable production of bio-additives from glycerol is described. Ethyl acetate was transesterified with glycerol, in the ratio glycerol:EtOAc 1:10, at 25 or 90 ºC using 0.1 equiv. of H2SO4 or TsOH, as homogeneous catalysts. H2SO4 led to the total glycerol consumption in 2 h. In the equilibrium, attained in 9 h, 100% yield of a diacetin:triacetin (55:45) mixture was formed. Using AmberlystTM 15 dry and AmberlystTM 16 wet in 1:30 glycerol:EtOAc ratio and reflux at 90 ºC the total glycerol consumption was achieved in 2 and 10h, respectively. The lower reactivity of Amberlyst-16 wet was explained in terms of deactivation of acid sites and decrease in glycerol diffusion to the inner resin pores, both factors caused by adsorbed water. The kinetics of glycerol transformation and product distribution in the equilibrium in relation to the H2SO4, Amberlyst-15 (dry) and Amberlyst-16 (wet) catalyzed reactions were measured.
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spelling Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalyststriacetindiacetinAmberlyst-16 wetacidic ion-exchange resinsglycerol acetylationA new catalytic route with potential practical interest to sustainable production of bio-additives from glycerol is described. Ethyl acetate was transesterified with glycerol, in the ratio glycerol:EtOAc 1:10, at 25 or 90 ºC using 0.1 equiv. of H2SO4 or TsOH, as homogeneous catalysts. H2SO4 led to the total glycerol consumption in 2 h. In the equilibrium, attained in 9 h, 100% yield of a diacetin:triacetin (55:45) mixture was formed. Using AmberlystTM 15 dry and AmberlystTM 16 wet in 1:30 glycerol:EtOAc ratio and reflux at 90 ºC the total glycerol consumption was achieved in 2 and 10h, respectively. The lower reactivity of Amberlyst-16 wet was explained in terms of deactivation of acid sites and decrease in glycerol diffusion to the inner resin pores, both factors caused by adsorbed water. The kinetics of glycerol transformation and product distribution in the equilibrium in relation to the H2SO4, Amberlyst-15 (dry) and Amberlyst-16 (wet) catalyzed reactions were measured.Sociedade Brasileira de Química2013-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000100004Journal of the Brazilian Chemical Society v.24 n.1 2013reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532013000100004info:eu-repo/semantics/openAccessMeireles,Bruno A.Pereira,Vera Lúcia P.eng2013-02-28T00:00:00Zoai:scielo:S0103-50532013000100004Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2013-02-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
title Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
spellingShingle Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
Meireles,Bruno A.
triacetin
diacetin
Amberlyst-16 wet
acidic ion-exchange resins
glycerol acetylation
title_short Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
title_full Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
title_fullStr Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
title_full_unstemmed Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
title_sort Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
author Meireles,Bruno A.
author_facet Meireles,Bruno A.
Pereira,Vera Lúcia P.
author_role author
author2 Pereira,Vera Lúcia P.
author2_role author
dc.contributor.author.fl_str_mv Meireles,Bruno A.
Pereira,Vera Lúcia P.
dc.subject.por.fl_str_mv triacetin
diacetin
Amberlyst-16 wet
acidic ion-exchange resins
glycerol acetylation
topic triacetin
diacetin
Amberlyst-16 wet
acidic ion-exchange resins
glycerol acetylation
description A new catalytic route with potential practical interest to sustainable production of bio-additives from glycerol is described. Ethyl acetate was transesterified with glycerol, in the ratio glycerol:EtOAc 1:10, at 25 or 90 ºC using 0.1 equiv. of H2SO4 or TsOH, as homogeneous catalysts. H2SO4 led to the total glycerol consumption in 2 h. In the equilibrium, attained in 9 h, 100% yield of a diacetin:triacetin (55:45) mixture was formed. Using AmberlystTM 15 dry and AmberlystTM 16 wet in 1:30 glycerol:EtOAc ratio and reflux at 90 ºC the total glycerol consumption was achieved in 2 and 10h, respectively. The lower reactivity of Amberlyst-16 wet was explained in terms of deactivation of acid sites and decrease in glycerol diffusion to the inner resin pores, both factors caused by adsorbed water. The kinetics of glycerol transformation and product distribution in the equilibrium in relation to the H2SO4, Amberlyst-15 (dry) and Amberlyst-16 (wet) catalyzed reactions were measured.
publishDate 2013
dc.date.none.fl_str_mv 2013-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000100004
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000100004
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532013000100004
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.24 n.1 2013
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
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reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
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