From symmetric glycerol derivatives to dissymmetric chlorohydrins

The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here th...

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Autores: Solarte Orozco, Carmen Eugenia, Escribà i Gelonch, Marc, Eras i Joli, Jordi, Villorbina Noguera, Gemma, Canela i Garayoa, Ramon, Balcells Fluvià, Mercè
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2011
País:España
Institución:Universitat de Lleida (UdL)
Repositorio:Repositori Obert UdL
OAI Identifier:oai:repositori.udl.cat:10459.1/41524
Acceso en línea:https://doi.org/10.3390/molecules16032065
http://hdl.handle.net/10459.1/41524
Access Level:acceso abierto
Palabra clave:Glycerol
Chlorohydrin esters
Dissymmetry
1-butanol
Glicerina
Èsters
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spelling From symmetric glycerol derivatives to dissymmetric chlorohydrinsSolarte Orozco, Carmen EugeniaEscribà i Gelonch, MarcEras i Joli, JordiVillorbina Noguera, GemmaCanela i Garayoa, RamonBalcells Fluvià, MercèGlycerolChlorohydrin estersDissymmetry1-butanolGlicerinaÈstersThe anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.This work was supported by a Grant-in-Aid from the Secretaría de Estado de Política Cientifíca y Tecnológica of the Spanish Ministry of Education and Culture (contract Grant No.: CTQ2009-14699- C02-01). The authors are grateful to the Comissionat per a Universitats i Recerca del Departament d’Innovació, Universitats i Empresa de la Generalitat de Catalunya and to the European social Fund (EFS) for the FI grant of Carmen Solarte Orozco.Molecular Diversity Preservation International2011info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttps://doi.org/10.3390/molecules16032065http://hdl.handle.net/10459.1/41524reponame:Repositori Obert UdL instname:Universitat de Lleida (UdL)Inglésinfo:eu-repo/grantAgreement/MICINN//CTQ2009-14699-C02-01Reproducció del document publicat a https://doi.org/10.3390/molecules16032065Molecules, 2011, vol. 16, núm. 3, p. 2065-2074cc-by, (c) Solarte et al., 2011info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/3.0/es/deed.caoai:repositori.udl.cat:10459.1/415242026-06-24T12:42:17Z
dc.title.none.fl_str_mv From symmetric glycerol derivatives to dissymmetric chlorohydrins
title From symmetric glycerol derivatives to dissymmetric chlorohydrins
spellingShingle From symmetric glycerol derivatives to dissymmetric chlorohydrins
Solarte Orozco, Carmen Eugenia
Glycerol
Chlorohydrin esters
Dissymmetry
1-butanol
Glicerina
Èsters
title_short From symmetric glycerol derivatives to dissymmetric chlorohydrins
title_full From symmetric glycerol derivatives to dissymmetric chlorohydrins
title_fullStr From symmetric glycerol derivatives to dissymmetric chlorohydrins
title_full_unstemmed From symmetric glycerol derivatives to dissymmetric chlorohydrins
title_sort From symmetric glycerol derivatives to dissymmetric chlorohydrins
dc.creator.none.fl_str_mv Solarte Orozco, Carmen Eugenia
Escribà i Gelonch, Marc
Eras i Joli, Jordi
Villorbina Noguera, Gemma
Canela i Garayoa, Ramon
Balcells Fluvià, Mercè
author Solarte Orozco, Carmen Eugenia
author_facet Solarte Orozco, Carmen Eugenia
Escribà i Gelonch, Marc
Eras i Joli, Jordi
Villorbina Noguera, Gemma
Canela i Garayoa, Ramon
Balcells Fluvià, Mercè
author_role author
author2 Escribà i Gelonch, Marc
Eras i Joli, Jordi
Villorbina Noguera, Gemma
Canela i Garayoa, Ramon
Balcells Fluvià, Mercè
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Glycerol
Chlorohydrin esters
Dissymmetry
1-butanol
Glicerina
Èsters
topic Glycerol
Chlorohydrin esters
Dissymmetry
1-butanol
Glicerina
Èsters
description The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.
publishDate 2011
dc.date.none.fl_str_mv 2011
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://doi.org/10.3390/molecules16032065
http://hdl.handle.net/10459.1/41524
url https://doi.org/10.3390/molecules16032065
http://hdl.handle.net/10459.1/41524
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MICINN//CTQ2009-14699-C02-01
Reproducció del document publicat a https://doi.org/10.3390/molecules16032065
Molecules, 2011, vol. 16, núm. 3, p. 2065-2074
dc.rights.none.fl_str_mv cc-by, (c) Solarte et al., 2011
info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/3.0/es/deed.ca
rights_invalid_str_mv cc-by, (c) Solarte et al., 2011
http://creativecommons.org/licenses/by/3.0/es/deed.ca
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Molecular Diversity Preservation International
publisher.none.fl_str_mv Molecular Diversity Preservation International
dc.source.none.fl_str_mv reponame:Repositori Obert UdL
instname:Universitat de Lleida (UdL)
instname_str Universitat de Lleida (UdL)
reponame_str Repositori Obert UdL
collection Repositori Obert UdL
repository.name.fl_str_mv
repository.mail.fl_str_mv
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