Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/24380 |
Resumo: | Lignin depolymerization through peroxide oxidation produces dicarboxylic acids (DCA), especially C4-DCA, like succinic acid. In this work, the effect of methoxy substituents on C4-DCA production using peroxide oxidation of lignin model compounds (p-hydroxybenzoic acid, vanillic acid, and syringic acid) and hardwood and softwood lignin samples was studied. It was concluded that methoxy substituents increased the reactivity toward peroxide oxidation. The succinic acid yield was higher for the model compounds with fewer methoxy groups, achieving 5.8 wt % of succinic acid for p-hydroxybenzoic acid. For Eucalyptus globulus kraft lignin (hardwood lignin with guaiacyl and syringyl units), an increased reactivity was verified, and more succinic acid (3.5 wt %) was produced in a shorter time, comparatively with Indulin AT lignin (softwood lignin, with only guaiacyl units), which produced 2.7 wt %. This evidence suggests that E. globulus kraft lignin might be a better raw material than Indulin AT for succinic acid production by peroxide oxidation. |
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Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acidsLignin depolymerization through peroxide oxidation produces dicarboxylic acids (DCA), especially C4-DCA, like succinic acid. In this work, the effect of methoxy substituents on C4-DCA production using peroxide oxidation of lignin model compounds (p-hydroxybenzoic acid, vanillic acid, and syringic acid) and hardwood and softwood lignin samples was studied. It was concluded that methoxy substituents increased the reactivity toward peroxide oxidation. The succinic acid yield was higher for the model compounds with fewer methoxy groups, achieving 5.8 wt % of succinic acid for p-hydroxybenzoic acid. For Eucalyptus globulus kraft lignin (hardwood lignin with guaiacyl and syringyl units), an increased reactivity was verified, and more succinic acid (3.5 wt %) was produced in a shorter time, comparatively with Indulin AT lignin (softwood lignin, with only guaiacyl units), which produced 2.7 wt %. This evidence suggests that E. globulus kraft lignin might be a better raw material than Indulin AT for succinic acid production by peroxide oxidation.This work was financially supported by Base Funding − UIDB/50020/2020 of the Associate Laboratory LSRE-LCM − funded by national funds through FCT/MCTES (PIDDAC); Base Funding−UIDB/00690/2020 of CIMO, Centro de Investigação de Montanha−funded by national funds through FCT/MCTES (PIDDAC); COST Action LignoCOST (CA17128). C.A.V.-A. thanks the Costa Rican Science, Technology and Telecommunications Ministry for the Ph.D. Scholarship MICITT-PINN-CON-2-1-4-17-1-002.Biblioteca Digital do IPBRodrigues, AlírioVega-Aguilar, CarlosBarreiro, M.F.2018-01-19T10:00:00Z20212021-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/24380engRodrigues, Alírio E.; Vega-Aguilar, Carlos A.; Filomena Barreiro, M. (2021). Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: Understanding the pathway to c4 dicarboxylic acids. Industrial and Engineering Chemistry Research. ISSN 0888-5885. 60:9, p. 3543-35530888-588510.1021/acs.iecr.0c05085info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:54:32Zoai:bibliotecadigital.ipb.pt:10198/24380Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:15:13.488671Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
title |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
spellingShingle |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids Rodrigues, Alírio |
title_short |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
title_full |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
title_fullStr |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
title_full_unstemmed |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
title_sort |
Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: understanding the pathway to c4 dicarboxylic acids |
author |
Rodrigues, Alírio |
author_facet |
Rodrigues, Alírio Vega-Aguilar, Carlos Barreiro, M.F. |
author_role |
author |
author2 |
Vega-Aguilar, Carlos Barreiro, M.F. |
author2_role |
author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Rodrigues, Alírio Vega-Aguilar, Carlos Barreiro, M.F. |
description |
Lignin depolymerization through peroxide oxidation produces dicarboxylic acids (DCA), especially C4-DCA, like succinic acid. In this work, the effect of methoxy substituents on C4-DCA production using peroxide oxidation of lignin model compounds (p-hydroxybenzoic acid, vanillic acid, and syringic acid) and hardwood and softwood lignin samples was studied. It was concluded that methoxy substituents increased the reactivity toward peroxide oxidation. The succinic acid yield was higher for the model compounds with fewer methoxy groups, achieving 5.8 wt % of succinic acid for p-hydroxybenzoic acid. For Eucalyptus globulus kraft lignin (hardwood lignin with guaiacyl and syringyl units), an increased reactivity was verified, and more succinic acid (3.5 wt %) was produced in a shorter time, comparatively with Indulin AT lignin (softwood lignin, with only guaiacyl units), which produced 2.7 wt %. This evidence suggests that E. globulus kraft lignin might be a better raw material than Indulin AT for succinic acid production by peroxide oxidation. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-01-19T10:00:00Z 2021 2021-01-01T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10198/24380 |
url |
http://hdl.handle.net/10198/24380 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Rodrigues, Alírio E.; Vega-Aguilar, Carlos A.; Filomena Barreiro, M. (2021). Effect of methoxy substituents on wet peroxide oxidation of lignin and lignin model compounds: Understanding the pathway to c4 dicarboxylic acids. Industrial and Engineering Chemistry Research. ISSN 0888-5885. 60:9, p. 3543-3553 0888-5885 10.1021/acs.iecr.0c05085 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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