Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons

In this work, an efficient 3-step process targeting the chemical modification and purification of lignin oligomers from industrial alkaline lignin is described. The oxidative depolymerization process of alkaline lignin with O<sub>2</sub> or Air pressure, without use of metal catalyst, le...

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Autores principales: Martin Camus, Olivia Condassamy, Frédérique Ham-Pichavant, Christelle Michaud, Sergio Mastroianni, Gérard Mignani, Etienne Grau, Henri Cramail, Stéphane Grelier
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:65a261b6984f49f286f7889cdf942c162021-11-11T18:45:25ZOxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons10.3390/polym132137252073-4360https://doaj.org/article/65a261b6984f49f286f7889cdf942c162021-10-01T00:00:00Zhttps://www.mdpi.com/2073-4360/13/21/3725https://doaj.org/toc/2073-4360In this work, an efficient 3-step process targeting the chemical modification and purification of lignin oligomers from industrial alkaline lignin is described. The oxidative depolymerization process of alkaline lignin with O<sub>2</sub> or Air pressure, without use of metal catalyst, led to the production of two fractions of lignin oligomers named ‘precipitated lignin’ and ‘hydrosoluble lignin’ with 40% and 60% yield, respectively. These fractions were characterized with a wide range of methods including NMR spectroscopy (31P, 2D-HSQC), SEC (in basic media), FTIR. NMR analyses revealed the presence of carboxylic acid functions at a ratio of 1.80 mmol/g and 2.80 mmol/g for the precipitated and hydrosoluble lignin, respectively, values much higher than what is generally found in native lignin (between 0.2 and 0.5 mmol/g). SEC analyses revealed the formation of low molar masses for the precipitated (2200 g/mol) and hydrosoluble fractions (1500 g/mol) in contrast to the alkaline lignin (3900 g/mol). It is worth noting that the hydrosoluble fraction of lignin is soluble in water at any pH. Both processes (oxygen and air) were successfully scaled up and showed similar results in terms of yield and functionalization.Martin CamusOlivia CondassamyFrédérique Ham-PichavantChristelle MichaudSergio MastroianniGérard MignaniEtienne GrauHenri CramailStéphane GrelierMDPI AGarticleligninoxidative depolymerizationoxygenairoligomershydrosoluble ligninOrganic chemistryQD241-441ENPolymers, Vol 13, Iss 3725, p 3725 (2021)
institution DOAJ
collection DOAJ
language EN
topic lignin
oxidative depolymerization
oxygen
air
oligomers
hydrosoluble lignin
Organic chemistry
QD241-441
spellingShingle lignin
oxidative depolymerization
oxygen
air
oligomers
hydrosoluble lignin
Organic chemistry
QD241-441
Martin Camus
Olivia Condassamy
Frédérique Ham-Pichavant
Christelle Michaud
Sergio Mastroianni
Gérard Mignani
Etienne Grau
Henri Cramail
Stéphane Grelier
Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
description In this work, an efficient 3-step process targeting the chemical modification and purification of lignin oligomers from industrial alkaline lignin is described. The oxidative depolymerization process of alkaline lignin with O<sub>2</sub> or Air pressure, without use of metal catalyst, led to the production of two fractions of lignin oligomers named ‘precipitated lignin’ and ‘hydrosoluble lignin’ with 40% and 60% yield, respectively. These fractions were characterized with a wide range of methods including NMR spectroscopy (31P, 2D-HSQC), SEC (in basic media), FTIR. NMR analyses revealed the presence of carboxylic acid functions at a ratio of 1.80 mmol/g and 2.80 mmol/g for the precipitated and hydrosoluble lignin, respectively, values much higher than what is generally found in native lignin (between 0.2 and 0.5 mmol/g). SEC analyses revealed the formation of low molar masses for the precipitated (2200 g/mol) and hydrosoluble fractions (1500 g/mol) in contrast to the alkaline lignin (3900 g/mol). It is worth noting that the hydrosoluble fraction of lignin is soluble in water at any pH. Both processes (oxygen and air) were successfully scaled up and showed similar results in terms of yield and functionalization.
format article
author Martin Camus
Olivia Condassamy
Frédérique Ham-Pichavant
Christelle Michaud
Sergio Mastroianni
Gérard Mignani
Etienne Grau
Henri Cramail
Stéphane Grelier
author_facet Martin Camus
Olivia Condassamy
Frédérique Ham-Pichavant
Christelle Michaud
Sergio Mastroianni
Gérard Mignani
Etienne Grau
Henri Cramail
Stéphane Grelier
author_sort Martin Camus
title Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
title_short Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
title_full Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
title_fullStr Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
title_full_unstemmed Oxidative Depolymerization of Alkaline Lignin from Pinus Pinaster by Oxygen and Air for Value-Added Bio-Sourced Synthons
title_sort oxidative depolymerization of alkaline lignin from pinus pinaster by oxygen and air for value-added bio-sourced synthons
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/65a261b6984f49f286f7889cdf942c16
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