Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol

Glycerol carbonate (GC) is a value-added product originating from the valorization of widely available glycerol (Gly), a side stream from the production of biodiesel. Here we approach the production of this chemical comparing two reactions based on the transesterification of Gly with dimethyl carbon...

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Published in:Fermentation
Main Authors: Gutierrez Lazaro, Ana, Velasco, Daniel, Boldrini, Diego Emmanuel, Yustos, Pedro, Esteban, Jesús, Ladero, Miguel
Format: Article in Journal/Newspaper
Language:English
Published: MDPI AG
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Online Access:http://hdl.handle.net/11336/90798
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spelling ftconicet:oai:ri.conicet.gov.ar:11336/90798 2023-10-09T21:46:01+02:00 Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol Gutierrez Lazaro, Ana Velasco, Daniel Boldrini, Diego Emmanuel Yustos, Pedro Esteban, Jesús Ladero, Miguel application/pdf http://hdl.handle.net/11336/90798 eng eng MDPI AG info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2311-5637/4/3/75 info:eu-repo/semantics/altIdentifier/doi/10.3390/fermentation4030075 http://hdl.handle.net/11336/90798 Gutierrez Lazaro, Ana; Velasco, Daniel; Boldrini, Diego Emmanuel; Yustos, Pedro; Esteban, Jesús; et al.; Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol; MDPI AG; Fermentation; 4; 3; 5-9-2018; 1-14 2311-5637 CONICET Digital CONICET info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by/2.5/ar/ EVERSA TRANSFORM 2.0 GLYCEROL GLYCEROL CARBONATE KINETIC MODEL LIPOZYME TL 100 L NOVOZYM 435 https://purl.org/becyt/ford/2.4 https://purl.org/becyt/ford/2 info:eu-repo/semantics/article info:ar-repo/semantics/artículo info:eu-repo/semantics/publishedVersion ftconicet https://doi.org/10.3390/fermentation4030075 2023-09-24T20:21:13Z Glycerol carbonate (GC) is a value-added product originating from the valorization of widely available glycerol (Gly), a side stream from the production of biodiesel. Here we approach the production of this chemical comparing two reactions based on the transesterification of Gly with dimethyl carbonate (DMC) and ethylene carbonate (EC). For the former reaction, it was observed that the free enzyme CALB (lipase B from Candida antarctica) gave the best results, whereas for the latter, Eversa Transform (a genetic modification of Thermomyces lanuginosus lipase) performed better than the rest. With the selected catalysts, their immobilized analogous enzymes Novozym 435 and Lypozyme TL IM, respectively, were also tested. Observing that the yields for the reaction with EC were significantly faster, other operating variables were evaluated, resulting the best performance using a closed system, tert-butanol as solvent, a concentration of enzyme Eversa Transform of 3 % w/w, a molar excess of EC:Gly of 9:1 and a temperature of 60 C. Finally, several runs were conducted at different temperatures and molar ratios of EC:Gly, fitting a kinetic model to all experimental data for the reaction catalyzed with Eversa Transform. This model included the bimolecular transesterification reaction of Gly and EC catalyzed by the lipase and a reversible ring-opening polymerization of EC. Fil: Gutierrez Lazaro, Ana. Complutense University of Madrid; España Fil: Velasco, Daniel. Complutense University of Madrid; España Fil: Boldrini, Diego Emmanuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina Fil: Yustos, Pedro. Complutense University of Madrid; España Fil: Esteban, Jesús. Max Planck Institute for Chemical Energy Conversion. Molecular Catalysis Division; Alemania Fil: Ladero, Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro ... Article in Journal/Newspaper Antarc* Antarctica CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Fermentation 4 3 75
institution Open Polar
collection CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas)
op_collection_id ftconicet
language English
topic EVERSA TRANSFORM 2.0
GLYCEROL
GLYCEROL CARBONATE
KINETIC MODEL
LIPOZYME TL 100 L
NOVOZYM 435
https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
spellingShingle EVERSA TRANSFORM 2.0
GLYCEROL
GLYCEROL CARBONATE
KINETIC MODEL
LIPOZYME TL 100 L
NOVOZYM 435
https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
Gutierrez Lazaro, Ana
Velasco, Daniel
Boldrini, Diego Emmanuel
Yustos, Pedro
Esteban, Jesús
Ladero, Miguel
Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
topic_facet EVERSA TRANSFORM 2.0
GLYCEROL
GLYCEROL CARBONATE
KINETIC MODEL
LIPOZYME TL 100 L
NOVOZYM 435
https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
description Glycerol carbonate (GC) is a value-added product originating from the valorization of widely available glycerol (Gly), a side stream from the production of biodiesel. Here we approach the production of this chemical comparing two reactions based on the transesterification of Gly with dimethyl carbonate (DMC) and ethylene carbonate (EC). For the former reaction, it was observed that the free enzyme CALB (lipase B from Candida antarctica) gave the best results, whereas for the latter, Eversa Transform (a genetic modification of Thermomyces lanuginosus lipase) performed better than the rest. With the selected catalysts, their immobilized analogous enzymes Novozym 435 and Lypozyme TL IM, respectively, were also tested. Observing that the yields for the reaction with EC were significantly faster, other operating variables were evaluated, resulting the best performance using a closed system, tert-butanol as solvent, a concentration of enzyme Eversa Transform of 3 % w/w, a molar excess of EC:Gly of 9:1 and a temperature of 60 C. Finally, several runs were conducted at different temperatures and molar ratios of EC:Gly, fitting a kinetic model to all experimental data for the reaction catalyzed with Eversa Transform. This model included the bimolecular transesterification reaction of Gly and EC catalyzed by the lipase and a reversible ring-opening polymerization of EC. Fil: Gutierrez Lazaro, Ana. Complutense University of Madrid; España Fil: Velasco, Daniel. Complutense University of Madrid; España Fil: Boldrini, Diego Emmanuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina Fil: Yustos, Pedro. Complutense University of Madrid; España Fil: Esteban, Jesús. Max Planck Institute for Chemical Energy Conversion. Molecular Catalysis Division; Alemania Fil: Ladero, Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro ...
format Article in Journal/Newspaper
author Gutierrez Lazaro, Ana
Velasco, Daniel
Boldrini, Diego Emmanuel
Yustos, Pedro
Esteban, Jesús
Ladero, Miguel
author_facet Gutierrez Lazaro, Ana
Velasco, Daniel
Boldrini, Diego Emmanuel
Yustos, Pedro
Esteban, Jesús
Ladero, Miguel
author_sort Gutierrez Lazaro, Ana
title Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
title_short Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
title_full Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
title_fullStr Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
title_full_unstemmed Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
title_sort effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol
publisher MDPI AG
url http://hdl.handle.net/11336/90798
geographic Argentina
geographic_facet Argentina
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2311-5637/4/3/75
info:eu-repo/semantics/altIdentifier/doi/10.3390/fermentation4030075
http://hdl.handle.net/11336/90798
Gutierrez Lazaro, Ana; Velasco, Daniel; Boldrini, Diego Emmanuel; Yustos, Pedro; Esteban, Jesús; et al.; Effect of operating variables and kinetics of the lipase catalyzed transesterification of ethylene carbonate and glycerol; MDPI AG; Fermentation; 4; 3; 5-9-2018; 1-14
2311-5637
CONICET Digital
CONICET
op_rights info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
op_doi https://doi.org/10.3390/fermentation4030075
container_title Fermentation
container_volume 4
container_issue 3
container_start_page 75
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