Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst

Autores
Escobar Caicedo, Angélica María; Sathicq, Angel Gabriel; Blanco, Mirta Noemi; Pizzio, Luis Rene; Romanelli, Gustavo Pablo
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
2-Furoic acid esters, which are biomass derived, are used in the flavoring and fragrance industry or as synthesis intermediates in the pharmaceutical industry. A series of zirconia samples modified with different contents of tungstophosphoric acid (TPA) and two different preparation methods (ZrPEGTPA30T100, ZrPEGTPA60T100, ZrTPA30PEGT100, andZrTPA60PEGT100) were synthesized from zirconium propoxide via sol?gel reactions using polyethylene glycol as template. They were characterized by different physicochemical techniques (BET, FT-IR,31P MAS NMR and potentiometric titration), and their activities were tested in the synthesis of n-butyl-2-furoate as the model compound, among which ZrTPA30PEGT100, (mesoporous acid zirconia modified catalyst) was the most active catalyst.The effect of various parameters such as catalyst loading, mole ratio of 2-furoic acid ton-butanol, and temperature was studied under optimized conditions. Several other alkyl 2-furoates were produced from esterification of 2-furoic acid with different alcohols using these catalysts, and the effect of alcohol structure over the conversion reaction was considered. The use of a solid acid catalyst made the procedure environmentally benign. The catalysts ZrPEGTPA30T100 and ZrTPA30PEGT100 were reused without appreciable loss of the catalytic activity (three runs). The methodology represents a green and efficient alternative for the conversion of bio-based 2-furoic acid into valuable esters.
Fil: Escobar Caicedo, Angélica María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Blanco, Mirta Noemi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Materia
2-Furoic Acid
Alkyl-2-Furoates
Heteropolyacids/Zirconiacomposites
Biomass Valorization
Fragances
Flavors
Composites
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/5560
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/5560
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalystEscobar Caicedo, Angélica MaríaSathicq, Angel GabrielBlanco, Mirta NoemiPizzio, Luis ReneRomanelli, Gustavo Pablo2-Furoic AcidAlkyl-2-FuroatesHeteropolyacids/ZirconiacompositesBiomass ValorizationFragancesFlavorsCompositeshttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/12-Furoic acid esters, which are biomass derived, are used in the flavoring and fragrance industry or as synthesis intermediates in the pharmaceutical industry. A series of zirconia samples modified with different contents of tungstophosphoric acid (TPA) and two different preparation methods (ZrPEGTPA30T100, ZrPEGTPA60T100, ZrTPA30PEGT100, andZrTPA60PEGT100) were synthesized from zirconium propoxide via sol?gel reactions using polyethylene glycol as template. They were characterized by different physicochemical techniques (BET, FT-IR,31P MAS NMR and potentiometric titration), and their activities were tested in the synthesis of n-butyl-2-furoate as the model compound, among which ZrTPA30PEGT100, (mesoporous acid zirconia modified catalyst) was the most active catalyst.The effect of various parameters such as catalyst loading, mole ratio of 2-furoic acid ton-butanol, and temperature was studied under optimized conditions. Several other alkyl 2-furoates were produced from esterification of 2-furoic acid with different alcohols using these catalysts, and the effect of alcohol structure over the conversion reaction was considered. The use of a solid acid catalyst made the procedure environmentally benign. The catalysts ZrPEGTPA30T100 and ZrTPA30PEGT100 were reused without appreciable loss of the catalytic activity (three runs). The methodology represents a green and efficient alternative for the conversion of bio-based 2-furoic acid into valuable esters.Fil: Escobar Caicedo, Angélica María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Blanco, Mirta Noemi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaElsevier2015-07-17info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5560Escobar Caicedo, Angélica María; Sathicq, Angel Gabriel; Blanco, Mirta Noemi; Pizzio, Luis Rene; Romanelli, Gustavo Pablo; Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst; Elsevier; Process Safety and Environmental Protection; 98; 17-7-2015; 176-1860957-5820enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0957582015001317info:eu-repo/semantics/altIdentifier/doi/10.1016/j.psep.2015.07.008info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:43:47Zoai:ri.conicet.gov.ar:11336/5560instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 09:43:47.702CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
title Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
spellingShingle Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
Escobar Caicedo, Angélica María
2-Furoic Acid
Alkyl-2-Furoates
Heteropolyacids/Zirconiacomposites
Biomass Valorization
Fragances
Flavors
Composites
title_short Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
title_full Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
title_fullStr Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
title_full_unstemmed Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
title_sort Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst
dc.creator.none.fl_str_mv Escobar Caicedo, Angélica María
Sathicq, Angel Gabriel
Blanco, Mirta Noemi
Pizzio, Luis Rene
Romanelli, Gustavo Pablo
author Escobar Caicedo, Angélica María
author_facet Escobar Caicedo, Angélica María
Sathicq, Angel Gabriel
Blanco, Mirta Noemi
Pizzio, Luis Rene
Romanelli, Gustavo Pablo
author_role author
author2 Sathicq, Angel Gabriel
Blanco, Mirta Noemi
Pizzio, Luis Rene
Romanelli, Gustavo Pablo
author2_role author
author
author
author
dc.subject.none.fl_str_mv 2-Furoic Acid
Alkyl-2-Furoates
Heteropolyacids/Zirconiacomposites
Biomass Valorization
Fragances
Flavors
Composites
topic 2-Furoic Acid
Alkyl-2-Furoates
Heteropolyacids/Zirconiacomposites
Biomass Valorization
Fragances
Flavors
Composites
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv 2-Furoic acid esters, which are biomass derived, are used in the flavoring and fragrance industry or as synthesis intermediates in the pharmaceutical industry. A series of zirconia samples modified with different contents of tungstophosphoric acid (TPA) and two different preparation methods (ZrPEGTPA30T100, ZrPEGTPA60T100, ZrTPA30PEGT100, andZrTPA60PEGT100) were synthesized from zirconium propoxide via sol?gel reactions using polyethylene glycol as template. They were characterized by different physicochemical techniques (BET, FT-IR,31P MAS NMR and potentiometric titration), and their activities were tested in the synthesis of n-butyl-2-furoate as the model compound, among which ZrTPA30PEGT100, (mesoporous acid zirconia modified catalyst) was the most active catalyst.The effect of various parameters such as catalyst loading, mole ratio of 2-furoic acid ton-butanol, and temperature was studied under optimized conditions. Several other alkyl 2-furoates were produced from esterification of 2-furoic acid with different alcohols using these catalysts, and the effect of alcohol structure over the conversion reaction was considered. The use of a solid acid catalyst made the procedure environmentally benign. The catalysts ZrPEGTPA30T100 and ZrTPA30PEGT100 were reused without appreciable loss of the catalytic activity (three runs). The methodology represents a green and efficient alternative for the conversion of bio-based 2-furoic acid into valuable esters.
Fil: Escobar Caicedo, Angélica María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Blanco, Mirta Noemi. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
description 2-Furoic acid esters, which are biomass derived, are used in the flavoring and fragrance industry or as synthesis intermediates in the pharmaceutical industry. A series of zirconia samples modified with different contents of tungstophosphoric acid (TPA) and two different preparation methods (ZrPEGTPA30T100, ZrPEGTPA60T100, ZrTPA30PEGT100, andZrTPA60PEGT100) were synthesized from zirconium propoxide via sol?gel reactions using polyethylene glycol as template. They were characterized by different physicochemical techniques (BET, FT-IR,31P MAS NMR and potentiometric titration), and their activities were tested in the synthesis of n-butyl-2-furoate as the model compound, among which ZrTPA30PEGT100, (mesoporous acid zirconia modified catalyst) was the most active catalyst.The effect of various parameters such as catalyst loading, mole ratio of 2-furoic acid ton-butanol, and temperature was studied under optimized conditions. Several other alkyl 2-furoates were produced from esterification of 2-furoic acid with different alcohols using these catalysts, and the effect of alcohol structure over the conversion reaction was considered. The use of a solid acid catalyst made the procedure environmentally benign. The catalysts ZrPEGTPA30T100 and ZrTPA30PEGT100 were reused without appreciable loss of the catalytic activity (three runs). The methodology represents a green and efficient alternative for the conversion of bio-based 2-furoic acid into valuable esters.
publishDate 2015
dc.date.none.fl_str_mv 2015-07-17
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/5560
Escobar Caicedo, Angélica María; Sathicq, Angel Gabriel; Blanco, Mirta Noemi; Pizzio, Luis Rene; Romanelli, Gustavo Pablo; Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst; Elsevier; Process Safety and Environmental Protection; 98; 17-7-2015; 176-186
0957-5820
url http://hdl.handle.net/11336/5560
identifier_str_mv Escobar Caicedo, Angélica María; Sathicq, Angel Gabriel; Blanco, Mirta Noemi; Pizzio, Luis Rene; Romanelli, Gustavo Pablo; Biomass valorization derivatives: Clean esterification of 2-furoic acid using tungstophosphoric acid/zirconia composites as recyclable catalyst; Elsevier; Process Safety and Environmental Protection; 98; 17-7-2015; 176-186
0957-5820
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0957582015001317
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.psep.2015.07.008
info:eu-repo/semantics/altIdentifier/doi/
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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