Synthesis of bio-additives: transesterification of ethyl acetate with glycerol using homogeneous or heterogeneous acid catalysts
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | |
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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Journal of the Brazilian Chemical Society (Online) |
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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 |
format |
article |
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 |
eu_rights_str_mv |
openAccess |
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) |
instacron_str |
SBQ |
institution |
SBQ |
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) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318174427938816 |