Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment

Amel Majira; Blandine Godon; Laurence Foulon; Jacinta C. van der Putten; Laurent Cézard; Marina Thierry; Florian Pion; Anne Bado-Nilles; Pascal Pandard; Thangavelu Jayabalan; Véronique Aguié-Béghin; Paul Henri Ducrot; Catherine Lapierre; Guy Marlair; Richard J.A. Gosselink; Stephanie Baumberger; Betty Cottyn

doi:10.1002/cssc.201901916

Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment

Amel Majira, Blandine Godon, Laurence Foulon, Jacinta C. van der Putten, Laurent Cézard, Marina Thierry, Florian Pion, Anne Bado-Nilles, Pascal Pandard, Thangavelu Jayabalan, Véronique Aguié-Béghin, Paul Henri Ducrot, Catherine Lapierre, Guy Marlair, Richard J.A. Gosselink, Stephanie Baumberger^*, Betty Cottyn

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

34 Citations (Scopus)

Abstract

A grass soda technical lignin (PB1000) underwent a process combining solvent fractionation and treatment with an ionic liquid (IL), and a comprehensive investigation of the structural modifications was performed by using high-performance size-exclusion chromatography, ³¹P NMR spectroscopy, thioacidolysis, and GC–MS. Three fractions with distinct reactivity were recovered from successive ethyl acetate (EA), butanone, and methanol extractions. In parallel, a fraction deprived of EA extractives was obtained. The samples were treated with methyl imidazolium bromide ([HMIM]Br) by using either conventional heating or microwave irradiation. The treatment allowed us to solubilize 28 % of the EA-insoluble fraction and yielded additional free phenols in all the fractions, as a consequence of depolymerization and demethylation. The gain of the combined process in terms of antioxidant properties was demonstrated through 2,2-diphenyl-1-picrylhydrazyl (DPPH^.) radical-scavenging tests. Integrating further IL safety-related data and environmental considerations, this study paves the way for the sustainable production of phenolic oligomers competing with commercial antioxidants.

Original language	English
Pages (from-to)	4799-4809
Journal	ChemSusChem
Volume	12
Issue number	21
DOIs	https://doi.org/10.1002/cssc.201901916
Publication status	Published - 8 Nov 2019

Keywords

antioxidants
biorefinery
green chemistry
ionic liquids
lignins

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10.1002/cssc.201901916Licence: CC BY

https://edepot.wur.nl/506251Licence: CC BY

Zelcor: Zero Waste Ligno-Cellulosic Biorefineries by Integrated Lignin Valorisation
1/10/16 → 28/02/21
Project: EU research project

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Majira, A., Godon, B., Foulon, L., van der Putten, J. C., Cézard, L., Thierry, M., Pion, F., Bado-Nilles, A., Pandard, P., Jayabalan, T., Aguié-Béghin, V., Ducrot, P. H., Lapierre, C., Marlair, G., Gosselink, R. J. A., Baumberger, S., & Cottyn, B. (2019). Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment. ChemSusChem, 12(21), 4799-4809. https://doi.org/10.1002/cssc.201901916

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title = "Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment",

abstract = "A grass soda technical lignin (PB1000) underwent a process combining solvent fractionation and treatment with an ionic liquid (IL), and a comprehensive investigation of the structural modifications was performed by using high-performance size-exclusion chromatography, 31P NMR spectroscopy, thioacidolysis, and GC–MS. Three fractions with distinct reactivity were recovered from successive ethyl acetate (EA), butanone, and methanol extractions. In parallel, a fraction deprived of EA extractives was obtained. The samples were treated with methyl imidazolium bromide ([HMIM]Br) by using either conventional heating or microwave irradiation. The treatment allowed us to solubilize 28 % of the EA-insoluble fraction and yielded additional free phenols in all the fractions, as a consequence of depolymerization and demethylation. The gain of the combined process in terms of antioxidant properties was demonstrated through 2,2-diphenyl-1-picrylhydrazyl (DPPH.) radical-scavenging tests. Integrating further IL safety-related data and environmental considerations, this study paves the way for the sustainable production of phenolic oligomers competing with commercial antioxidants.",

keywords = "antioxidants, biorefinery, green chemistry, ionic liquids, lignins",

author = "Amel Majira and Blandine Godon and Laurence Foulon and {van der Putten}, {Jacinta C.} and Laurent C{\'e}zard and Marina Thierry and Florian Pion and Anne Bado-Nilles and Pascal Pandard and Thangavelu Jayabalan and V{\'e}ronique Agui{\'e}-B{\'e}ghin and Ducrot, {Paul Henri} and Catherine Lapierre and Guy Marlair and Gosselink, {Richard J.A.} and Stephanie Baumberger and Betty Cottyn",

year = "2019",

month = nov,

day = "8",

doi = "10.1002/cssc.201901916",

language = "English",

volume = "12",

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Majira, A, Godon, B, Foulon, L, van der Putten, JC, Cézard, L, Thierry, M, Pion, F, Bado-Nilles, A, Pandard, P, Jayabalan, T, Aguié-Béghin, V, Ducrot, PH, Lapierre, C, Marlair, G, Gosselink, RJA, Baumberger, S & Cottyn, B 2019, 'Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment', ChemSusChem, vol. 12, no. 21, pp. 4799-4809. https://doi.org/10.1002/cssc.201901916

TY - JOUR

T1 - Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment

AU - Majira, Amel

AU - Godon, Blandine

AU - Foulon, Laurence

AU - van der Putten, Jacinta C.

AU - Cézard, Laurent

AU - Thierry, Marina

AU - Pion, Florian

AU - Bado-Nilles, Anne

AU - Pandard, Pascal

AU - Jayabalan, Thangavelu

AU - Aguié-Béghin, Véronique

AU - Ducrot, Paul Henri

AU - Lapierre, Catherine

AU - Marlair, Guy

AU - Gosselink, Richard J.A.

AU - Baumberger, Stephanie

AU - Cottyn, Betty

PY - 2019/11/8

Y1 - 2019/11/8

N2 - A grass soda technical lignin (PB1000) underwent a process combining solvent fractionation and treatment with an ionic liquid (IL), and a comprehensive investigation of the structural modifications was performed by using high-performance size-exclusion chromatography, 31P NMR spectroscopy, thioacidolysis, and GC–MS. Three fractions with distinct reactivity were recovered from successive ethyl acetate (EA), butanone, and methanol extractions. In parallel, a fraction deprived of EA extractives was obtained. The samples were treated with methyl imidazolium bromide ([HMIM]Br) by using either conventional heating or microwave irradiation. The treatment allowed us to solubilize 28 % of the EA-insoluble fraction and yielded additional free phenols in all the fractions, as a consequence of depolymerization and demethylation. The gain of the combined process in terms of antioxidant properties was demonstrated through 2,2-diphenyl-1-picrylhydrazyl (DPPH.) radical-scavenging tests. Integrating further IL safety-related data and environmental considerations, this study paves the way for the sustainable production of phenolic oligomers competing with commercial antioxidants.

AB - A grass soda technical lignin (PB1000) underwent a process combining solvent fractionation and treatment with an ionic liquid (IL), and a comprehensive investigation of the structural modifications was performed by using high-performance size-exclusion chromatography, 31P NMR spectroscopy, thioacidolysis, and GC–MS. Three fractions with distinct reactivity were recovered from successive ethyl acetate (EA), butanone, and methanol extractions. In parallel, a fraction deprived of EA extractives was obtained. The samples were treated with methyl imidazolium bromide ([HMIM]Br) by using either conventional heating or microwave irradiation. The treatment allowed us to solubilize 28 % of the EA-insoluble fraction and yielded additional free phenols in all the fractions, as a consequence of depolymerization and demethylation. The gain of the combined process in terms of antioxidant properties was demonstrated through 2,2-diphenyl-1-picrylhydrazyl (DPPH.) radical-scavenging tests. Integrating further IL safety-related data and environmental considerations, this study paves the way for the sustainable production of phenolic oligomers competing with commercial antioxidants.

KW - antioxidants

KW - biorefinery

KW - green chemistry

KW - ionic liquids

KW - lignins

U2 - 10.1002/cssc.201901916

DO - 10.1002/cssc.201901916

M3 - Article

AN - SCOPUS:85073954519

SN - 1864-5631

VL - 12

SP - 4799

EP - 4809

JO - ChemSusChem

JF - ChemSusChem

IS - 21

ER -

Enhancing the Antioxidant Activity of Technical Lignins by Combining Solvent Fractionation and Ionic-Liquid Treatment

Abstract

Keywords

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Projects

Zelcor: Zero Waste Ligno-Cellulosic Biorefineries by Integrated Lignin Valorisation

Cite this