One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts

[EN] A new type of biomass-derived non-ionic surfactants has been obtained by reacting hydroxymethylfurfural (HMF), glycerol, and fatty alcohols. For instance, 5-(octyloxymethyl)furfural glyceryl acetal can be obtained in a one-pot process by etherification of HMF with fatty alcohols followed by ace...

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Autores: Garcia-Ortiz, Andrea, Arias, Karen S.|||0000-0001-5649-7392, Climent Olmedo, María José|||0000-0002-3575-2902, Corma Canós, Avelino|||0000-0002-2232-3527, Iborra Chornet, Sara|||0000-0003-1758-5095
Tipo de recurso: artículo
Fecha de publicación:2018
País:España
Institución:Universitat Politècnica de València (UPV)
Repositorio:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Idioma:inglés
OAI Identifier:oai:riunet.upv.es:10251/121855
Acceso en línea:https://riunet.upv.es/handle/10251/121855
Access Level:acceso abierto
Palabra clave:Biomass
Hydroxymethylfurfural
One-pot synthesis
Solid acid catalysts
Surfactants
QUIMICA ORGANICA
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repository_id_str
spelling One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid CatalystsGarcia-Ortiz, AndreaArias, Karen S.|||0000-0001-5649-7392Climent Olmedo, María José|||0000-0002-3575-2902Corma Canós, Avelino|||0000-0002-2232-3527Iborra Chornet, Sara|||0000-0003-1758-5095BiomassHydroxymethylfurfuralOne-pot synthesisSolid acid catalystsSurfactantsQUIMICA ORGANICA[EN] A new type of biomass-derived non-ionic surfactants has been obtained by reacting hydroxymethylfurfural (HMF), glycerol, and fatty alcohols. For instance, 5-(octyloxymethyl)furfural glyceryl acetal can be obtained in a one-pot process by etherification of HMF with fatty alcohols followed by acetalization with glycerol. For a successful solid catalyst, acidity and polarity have to be optimized to improve conversion, selectivity, and catalyst deactivation owing to the different adsorption characteristics of the reactant molecules. Accordingly, Beta zeolite with a high Si/Al ratio and practically free of connectivity defects showed good results when dealing with these biomass derivatives, which include a highly polar reactant such as glycerol. The scope of the reaction is good and a variety of new stable surfactant molecules can be obtained that present hydrophilic-lipophilic balance (HLB) values in the range 4.9 to 6.6, which are of interest for water in oil emulsions.The authors acknowledge the financial support from MICINN Project CTQ-2015-67592-P, and Program Severo Ochoa (SEV-2016-0683). A.G.O. thanks the Severo Ochoa Program for predoctoral fellowships.John Wiley & SonsInstituto Universitario Mixto de Tecnología QuímicaDepartamento de QuímicaEscuela Técnica Superior de Ingeniería IndustrialMinisterio de Economía y CompetitividadRepositorio Institucional de la Universitat Politècnica de València Riunet20182018-01-01journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfapplication/pdfhttps://riunet.upv.es/handle/10251/121855reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valénciainstname:Universitat Politècnica de València (UPV)InglésengMinisterio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 CTQ2015-67592-P VALORIZACION DE COMPUESTO OXIGENADOS PRESENTES EN FRACCIONES ACUOSAS DERIVADAS DE BIOMASA EN COMBUSTIBLES Y PRODUCTOS QUIMICOSMinisterio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 SEV-2016-0683open accesshttp://purl.org/coar/access_right/c_abf2Reserva de todos los derechoshttp://rightsstatements.org/vocab/InC/1.0/info:eu-repo/semantics/openAccessoai:riunet.upv.es:10251/1218552026-06-13T07:49:27Z
dc.title.none.fl_str_mv One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
title One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
spellingShingle One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
Garcia-Ortiz, Andrea
Biomass
Hydroxymethylfurfural
One-pot synthesis
Solid acid catalysts
Surfactants
QUIMICA ORGANICA
title_short One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
title_full One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
title_fullStr One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
title_full_unstemmed One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
title_sort One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts
dc.creator.none.fl_str_mv Garcia-Ortiz, Andrea
Arias, Karen S.|||0000-0001-5649-7392
Climent Olmedo, María José|||0000-0002-3575-2902
Corma Canós, Avelino|||0000-0002-2232-3527
Iborra Chornet, Sara|||0000-0003-1758-5095
author Garcia-Ortiz, Andrea
author_facet Garcia-Ortiz, Andrea
Arias, Karen S.|||0000-0001-5649-7392
Climent Olmedo, María José|||0000-0002-3575-2902
Corma Canós, Avelino|||0000-0002-2232-3527
Iborra Chornet, Sara|||0000-0003-1758-5095
author_role author
author2 Arias, Karen S.|||0000-0001-5649-7392
Climent Olmedo, María José|||0000-0002-3575-2902
Corma Canós, Avelino|||0000-0002-2232-3527
Iborra Chornet, Sara|||0000-0003-1758-5095
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Instituto Universitario Mixto de Tecnología Química
Departamento de Química
Escuela Técnica Superior de Ingeniería Industrial
Ministerio de Economía y Competitividad
Repositorio Institucional de la Universitat Politècnica de València Riunet
dc.subject.none.fl_str_mv Biomass
Hydroxymethylfurfural
One-pot synthesis
Solid acid catalysts
Surfactants
QUIMICA ORGANICA
topic Biomass
Hydroxymethylfurfural
One-pot synthesis
Solid acid catalysts
Surfactants
QUIMICA ORGANICA
description [EN] A new type of biomass-derived non-ionic surfactants has been obtained by reacting hydroxymethylfurfural (HMF), glycerol, and fatty alcohols. For instance, 5-(octyloxymethyl)furfural glyceryl acetal can be obtained in a one-pot process by etherification of HMF with fatty alcohols followed by acetalization with glycerol. For a successful solid catalyst, acidity and polarity have to be optimized to improve conversion, selectivity, and catalyst deactivation owing to the different adsorption characteristics of the reactant molecules. Accordingly, Beta zeolite with a high Si/Al ratio and practically free of connectivity defects showed good results when dealing with these biomass derivatives, which include a highly polar reactant such as glycerol. The scope of the reaction is good and a variety of new stable surfactant molecules can be obtained that present hydrophilic-lipophilic balance (HLB) values in the range 4.9 to 6.6, which are of interest for water in oil emulsions.
publishDate 2018
dc.date.none.fl_str_mv 2018
2018-01-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://riunet.upv.es/handle/10251/121855
url https://riunet.upv.es/handle/10251/121855
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 CTQ2015-67592-P VALORIZACION DE COMPUESTO OXIGENADOS PRESENTES EN FRACCIONES ACUOSAS DERIVADAS DE BIOMASA EN COMBUSTIBLES Y PRODUCTOS QUIMICOS
Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 SEV-2016-0683
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Reserva de todos los derechos
http://rightsstatements.org/vocab/InC/1.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Reserva de todos los derechos
http://rightsstatements.org/vocab/InC/1.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv John Wiley & Sons
publisher.none.fl_str_mv John Wiley & Sons
dc.source.none.fl_str_mv reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
instname:Universitat Politècnica de València (UPV)
instname_str Universitat Politècnica de València (UPV)
reponame_str RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
collection RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
repository.name.fl_str_mv
repository.mail.fl_str_mv
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