Production of p‑Coumaric Acid from Corn GVL-Lignin

Following biomass fractionation of corn stover using γ-valerolactone (GVL) pretreatment, the resulting lignin stream was subjected to base hydrolysis reactions to achieve the isolation of p-coumaric acid (pCA) from p-coumarate esters present as pendent groups on the lignin. pCA was produced from 5-g...

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Bibliographic Details
Published in:ACS sustainable chemistry & engineering 2020-11, Vol.8 (47), p.17427-17438
Main Authors: Timokhin, Vitaliy I, Regner, Matthew, Motagamwala, Ali Hussain, Sener, Canan, Karlen, Steven D, Dumesic, James A, Ralph, John
Format: Article
Language:English
Subjects:
biomass
biopolymers
biorefinery
crystallization
grass
hydrogenolysis
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
monocot
nuclear magnetic resonance spectroscopy
organic polymers
p-coumarate
plant derived food
saponification
γ-Valerolactone (GVL) pretreatment
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Summary:Following biomass fractionation of corn stover using γ-valerolactone (GVL) pretreatment, the resulting lignin stream was subjected to base hydrolysis reactions to achieve the isolation of p-coumaric acid (pCA) from p-coumarate esters present as pendent groups on the lignin. pCA was produced from 5-g-scale experiments in crude yields of 8.3 wt % with 95% purity and, following a straightforward purification using liquid–liquid extraction and crystallization from water, yielded crystalline pCA in 4.8 wt % yield with 97% purity; a methodology to realize 99.5% purity is demonstrated. Because of the mild saponification, the remaining lignin residue retains its value as a feedstock for oxidative or hydrogenolytic deconstruction or as a fuel for energy production in the biorefinery.
ISSN:2168-0485
2168-0485
DOI:10.1021/acssuschemeng.0c05651