Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions

Autores
Tamborini, Luciano Henri; Militello, María Paula; Balach, Juan Manuel; Moyano, J. M.; Barbero, César Alfredo; Acevedo, Diego Fernando
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Heterogeneous acid catalysts were prepared by sulfonation of nanoporous carbons (NPCs). The NPCs were produced by pyrolysis of resorcinol-formaldehyde nanoporous resins (NPRs). The NPRs were synthesized as wet gels by condensation of resorcinol and formaldehyde in a sol-gel polycondensation using Na2CO3 as catalyst. A cationic polyelectrolyte (poly(diallyl dimethyl ammonium chloride)) was used as pore stabilizer, allowing to dry the gels in air without any special procedures. Five NPRs with different properties were synthesized by varying the monomer to catalyst ratio (Resorcinol/Na2CO3, R/C). The morphological and textural characterizations of the NPCs were performed by scanning electron microscopy and nitrogen adsorption-desorption isotherms. The results indicate that using a molar ratio of R/C=200, a nanoporous carbon NPC with large surface area (695m2/g) is obtained. This NPC was sulfonated by reaction with three different sulfonating agents: (i) concentrated sulfuric acid; (ii) fuming sulfuric acid and (iii) chlorosulfonic acid in order to obtain a novel Fischer esterification catalyst. The amount of acid groups attached to the NPC surface was determined by titration using a modified Boehm method. The catalytic activity, for Fischer esterification reaction of different sulfonated NPCs, was compared with sulfonated NPRs, sulfonated commercial porous carbons and polymeric acid catalyst (cationic ion exchange resins, sulfonated fluoropolymers). The modification of NPCs with concentrated sulfuric acid seems to render the materials with more catalytic activity. The best sulfonated material NPC (PC200-H2SO4) shows a high catalytic activity for the esterification of acetic acid (90.8%) and oleic acid (60.6%) with ethanol. The conversion and conversion rate values are better than commercial acid catalysts. The results suggest that sulfonated NPC catalysts are promising materials for the synthesis of biodiesel and related reactions.
Fil: Tamborini, Luciano Henri. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Militello, María Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Balach, Juan Manuel. Leibniz Institute for Solid State and Materials Research; Alemania. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Moyano, J. M.. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; Argentina
Fil: Barbero, César Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Acevedo, Diego Fernando. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
BIODIESEL
FISCHER ESTERIFICATION
SULFONATED POROUS CARBON
SULFONATION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/69974
Acceder
id CONICETDig_0dcdf669dae3216e75284dac790e366a
oai_identifier_str oai:ri.conicet.gov.ar:11336/69974
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactionsTamborini, Luciano HenriMilitello, María PaulaBalach, Juan ManuelMoyano, J. M.Barbero, César AlfredoAcevedo, Diego FernandoBIODIESELFISCHER ESTERIFICATIONSULFONATED POROUS CARBONSULFONATIONhttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2Heterogeneous acid catalysts were prepared by sulfonation of nanoporous carbons (NPCs). The NPCs were produced by pyrolysis of resorcinol-formaldehyde nanoporous resins (NPRs). The NPRs were synthesized as wet gels by condensation of resorcinol and formaldehyde in a sol-gel polycondensation using Na2CO3 as catalyst. A cationic polyelectrolyte (poly(diallyl dimethyl ammonium chloride)) was used as pore stabilizer, allowing to dry the gels in air without any special procedures. Five NPRs with different properties were synthesized by varying the monomer to catalyst ratio (Resorcinol/Na2CO3, R/C). The morphological and textural characterizations of the NPCs were performed by scanning electron microscopy and nitrogen adsorption-desorption isotherms. The results indicate that using a molar ratio of R/C=200, a nanoporous carbon NPC with large surface area (695m2/g) is obtained. This NPC was sulfonated by reaction with three different sulfonating agents: (i) concentrated sulfuric acid; (ii) fuming sulfuric acid and (iii) chlorosulfonic acid in order to obtain a novel Fischer esterification catalyst. The amount of acid groups attached to the NPC surface was determined by titration using a modified Boehm method. The catalytic activity, for Fischer esterification reaction of different sulfonated NPCs, was compared with sulfonated NPRs, sulfonated commercial porous carbons and polymeric acid catalyst (cationic ion exchange resins, sulfonated fluoropolymers). The modification of NPCs with concentrated sulfuric acid seems to render the materials with more catalytic activity. The best sulfonated material NPC (PC200-H2SO4) shows a high catalytic activity for the esterification of acetic acid (90.8%) and oleic acid (60.6%) with ethanol. The conversion and conversion rate values are better than commercial acid catalysts. The results suggest that sulfonated NPC catalysts are promising materials for the synthesis of biodiesel and related reactions.Fil: Tamborini, Luciano Henri. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Militello, María Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Balach, Juan Manuel. Leibniz Institute for Solid State and Materials Research; Alemania. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Moyano, J. M.. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; ArgentinaFil: Barbero, César Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Acevedo, Diego Fernando. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier2015-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/69974Tamborini, Luciano Henri; Militello, María Paula; Balach, Juan Manuel; Moyano, J. M.; Barbero, César Alfredo; et al.; Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions; Elsevier; Arabian Journal of Chemistry; 6-2015; 1-111878-5352CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.arabjc.2015.08.018info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1878535215002580info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:43:06Zoai:ri.conicet.gov.ar:11336/69974instacron: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:34982025-10-22 11:43:07.284CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
title Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
spellingShingle Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
Tamborini, Luciano Henri
BIODIESEL
FISCHER ESTERIFICATION
SULFONATED POROUS CARBON
SULFONATION
title_short Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
title_full Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
title_fullStr Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
title_full_unstemmed Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
title_sort Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions
dc.creator.none.fl_str_mv Tamborini, Luciano Henri
Militello, María Paula
Balach, Juan Manuel
Moyano, J. M.
Barbero, César Alfredo
Acevedo, Diego Fernando
author Tamborini, Luciano Henri
author_facet Tamborini, Luciano Henri
Militello, María Paula
Balach, Juan Manuel
Moyano, J. M.
Barbero, César Alfredo
Acevedo, Diego Fernando
author_role author
author2 Militello, María Paula
Balach, Juan Manuel
Moyano, J. M.
Barbero, César Alfredo
Acevedo, Diego Fernando
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv BIODIESEL
FISCHER ESTERIFICATION
SULFONATED POROUS CARBON
SULFONATION
topic BIODIESEL
FISCHER ESTERIFICATION
SULFONATED POROUS CARBON
SULFONATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Heterogeneous acid catalysts were prepared by sulfonation of nanoporous carbons (NPCs). The NPCs were produced by pyrolysis of resorcinol-formaldehyde nanoporous resins (NPRs). The NPRs were synthesized as wet gels by condensation of resorcinol and formaldehyde in a sol-gel polycondensation using Na2CO3 as catalyst. A cationic polyelectrolyte (poly(diallyl dimethyl ammonium chloride)) was used as pore stabilizer, allowing to dry the gels in air without any special procedures. Five NPRs with different properties were synthesized by varying the monomer to catalyst ratio (Resorcinol/Na2CO3, R/C). The morphological and textural characterizations of the NPCs were performed by scanning electron microscopy and nitrogen adsorption-desorption isotherms. The results indicate that using a molar ratio of R/C=200, a nanoporous carbon NPC with large surface area (695m2/g) is obtained. This NPC was sulfonated by reaction with three different sulfonating agents: (i) concentrated sulfuric acid; (ii) fuming sulfuric acid and (iii) chlorosulfonic acid in order to obtain a novel Fischer esterification catalyst. The amount of acid groups attached to the NPC surface was determined by titration using a modified Boehm method. The catalytic activity, for Fischer esterification reaction of different sulfonated NPCs, was compared with sulfonated NPRs, sulfonated commercial porous carbons and polymeric acid catalyst (cationic ion exchange resins, sulfonated fluoropolymers). The modification of NPCs with concentrated sulfuric acid seems to render the materials with more catalytic activity. The best sulfonated material NPC (PC200-H2SO4) shows a high catalytic activity for the esterification of acetic acid (90.8%) and oleic acid (60.6%) with ethanol. The conversion and conversion rate values are better than commercial acid catalysts. The results suggest that sulfonated NPC catalysts are promising materials for the synthesis of biodiesel and related reactions.
Fil: Tamborini, Luciano Henri. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Militello, María Paula. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Balach, Juan Manuel. Leibniz Institute for Solid State and Materials Research; Alemania. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Moyano, J. M.. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; Argentina
Fil: Barbero, César Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Acevedo, Diego Fernando. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Universidad Nacional de Rio Cuarto. Facultad de Ingeniería. Departamento de Tecnología Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Heterogeneous acid catalysts were prepared by sulfonation of nanoporous carbons (NPCs). The NPCs were produced by pyrolysis of resorcinol-formaldehyde nanoporous resins (NPRs). The NPRs were synthesized as wet gels by condensation of resorcinol and formaldehyde in a sol-gel polycondensation using Na2CO3 as catalyst. A cationic polyelectrolyte (poly(diallyl dimethyl ammonium chloride)) was used as pore stabilizer, allowing to dry the gels in air without any special procedures. Five NPRs with different properties were synthesized by varying the monomer to catalyst ratio (Resorcinol/Na2CO3, R/C). The morphological and textural characterizations of the NPCs were performed by scanning electron microscopy and nitrogen adsorption-desorption isotherms. The results indicate that using a molar ratio of R/C=200, a nanoporous carbon NPC with large surface area (695m2/g) is obtained. This NPC was sulfonated by reaction with three different sulfonating agents: (i) concentrated sulfuric acid; (ii) fuming sulfuric acid and (iii) chlorosulfonic acid in order to obtain a novel Fischer esterification catalyst. The amount of acid groups attached to the NPC surface was determined by titration using a modified Boehm method. The catalytic activity, for Fischer esterification reaction of different sulfonated NPCs, was compared with sulfonated NPRs, sulfonated commercial porous carbons and polymeric acid catalyst (cationic ion exchange resins, sulfonated fluoropolymers). The modification of NPCs with concentrated sulfuric acid seems to render the materials with more catalytic activity. The best sulfonated material NPC (PC200-H2SO4) shows a high catalytic activity for the esterification of acetic acid (90.8%) and oleic acid (60.6%) with ethanol. The conversion and conversion rate values are better than commercial acid catalysts. The results suggest that sulfonated NPC catalysts are promising materials for the synthesis of biodiesel and related reactions.
publishDate 2015
dc.date.none.fl_str_mv 2015-06
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/11336/69974
Tamborini, Luciano Henri; Militello, María Paula; Balach, Juan Manuel; Moyano, J. M.; Barbero, César Alfredo; et al.; Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions; Elsevier; Arabian Journal of Chemistry; 6-2015; 1-11
1878-5352
CONICET Digital
CONICET
url http://hdl.handle.net/11336/69974
identifier_str_mv Tamborini, Luciano Henri; Militello, María Paula; Balach, Juan Manuel; Moyano, J. M.; Barbero, César Alfredo; et al.; Application of sulfonated nanoporous carbons as acid catalysts for Fischer esterification reactions; Elsevier; Arabian Journal of Chemistry; 6-2015; 1-11
1878-5352
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.arabjc.2015.08.018
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1878535215002580
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv 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 12.982451

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