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From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography

[Image: see text] Lignin has long been recognized as a potential feedstock for aromatic molecules; however, most lignin depolymerization methods create a complex mixture of products. The present study describes an alkaline aerobic oxidation method that converts lignin extracted from poplar into a co...

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Autores principales: Alherech, Manar, Omolabake, Surajudeen, Holland, Christopher M., Klinger, Gracielou E., Hegg, Eric L., Stahl, Shannon S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8614103/
https://www.ncbi.nlm.nih.gov/pubmed/34841056
http://dx.doi.org/10.1021/acscentsci.1c00729
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author Alherech, Manar
Omolabake, Surajudeen
Holland, Christopher M.
Klinger, Gracielou E.
Hegg, Eric L.
Stahl, Shannon S.
author_facet Alherech, Manar
Omolabake, Surajudeen
Holland, Christopher M.
Klinger, Gracielou E.
Hegg, Eric L.
Stahl, Shannon S.
author_sort Alherech, Manar
collection PubMed
description [Image: see text] Lignin has long been recognized as a potential feedstock for aromatic molecules; however, most lignin depolymerization methods create a complex mixture of products. The present study describes an alkaline aerobic oxidation method that converts lignin extracted from poplar into a collection of oxygenated aromatics, including valuable commercial compounds such as vanillin and p-hydroxybenzoic acid. Centrifugal partition chromatography (CPC) is shown to be an effective method to isolate the individual compounds from the complex product mixture. The liquid–liquid extraction method proceeds in two stages. The crude depolymerization mixture is first subjected to ascending-mode extraction with the Arizona solvent system L (pentane/ethyl acetate/methanol/water 2:3:2:3), enabling isolation of vanillin, syringic acid, and oligomers. The remaining components, syringaldehyde, vanillic acid, and p-hydroxybenzoic acid (pHBA), were resolved by using ascending-mode extraction with solvent mixture comprising dichloromethane/methanol/water (10:6:4) separation. These results showcase CPC as an effective technology that could provide scalable access to valuable chemicals from lignin and other biomass-derived feedstocks.
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spelling pubmed-86141032021-11-26 From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography Alherech, Manar Omolabake, Surajudeen Holland, Christopher M. Klinger, Gracielou E. Hegg, Eric L. Stahl, Shannon S. ACS Cent Sci [Image: see text] Lignin has long been recognized as a potential feedstock for aromatic molecules; however, most lignin depolymerization methods create a complex mixture of products. The present study describes an alkaline aerobic oxidation method that converts lignin extracted from poplar into a collection of oxygenated aromatics, including valuable commercial compounds such as vanillin and p-hydroxybenzoic acid. Centrifugal partition chromatography (CPC) is shown to be an effective method to isolate the individual compounds from the complex product mixture. The liquid–liquid extraction method proceeds in two stages. The crude depolymerization mixture is first subjected to ascending-mode extraction with the Arizona solvent system L (pentane/ethyl acetate/methanol/water 2:3:2:3), enabling isolation of vanillin, syringic acid, and oligomers. The remaining components, syringaldehyde, vanillic acid, and p-hydroxybenzoic acid (pHBA), were resolved by using ascending-mode extraction with solvent mixture comprising dichloromethane/methanol/water (10:6:4) separation. These results showcase CPC as an effective technology that could provide scalable access to valuable chemicals from lignin and other biomass-derived feedstocks. American Chemical Society 2021-10-27 2021-11-24 /pmc/articles/PMC8614103/ /pubmed/34841056 http://dx.doi.org/10.1021/acscentsci.1c00729 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Alherech, Manar
Omolabake, Surajudeen
Holland, Christopher M.
Klinger, Gracielou E.
Hegg, Eric L.
Stahl, Shannon S.
From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title_full From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title_fullStr From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title_full_unstemmed From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title_short From Lignin to Valuable Aromatic Chemicals: Lignin Depolymerization and Monomer Separation via Centrifugal Partition Chromatography
title_sort from lignin to valuable aromatic chemicals: lignin depolymerization and monomer separation via centrifugal partition chromatography
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8614103/
https://www.ncbi.nlm.nih.gov/pubmed/34841056
http://dx.doi.org/10.1021/acscentsci.1c00729
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