Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin

Matthew Yuk-Yu Lui; Bun Chan; Alexander K.L. Yuen; Anthony F. Masters; Thomas Maschmeyer

doi:10.1002/cssc.201903263

Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin

Matthew Yuk-Yu Lui^*, Bun Chan, Alexander K.L. Yuen, Anthony F. Masters, Thomas Maschmeyer^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

11 Citations (Scopus)

Abstract

By using lignin model compounds with relevant key characteristic structural features, the reaction pathways of α-O-4 aryl ether linkages under hydrothermal conditions are elucidated. Experimental results and computational modeling suggest that the α-O-4 linkages in lignin undergo catalyzed hydrolysis and elimination to give phenolic and alkenylbenzene derivatives as major products in subcritical water. The decreased relative permittivity of water at these high temperatures and pressures facilitates the elimination reactions. The alkyl group on the α-carbon and the methoxy groups on the phenyl rings both have positive effects on the rate of conversion of α-O-4 linkages in native lignin.

Original language	English
Pages (from-to)	2002-2006
Number of pages	5
Journal	ChemSusChem
Volume	13
Issue number	8
DOIs	https://doi.org/10.1002/cssc.201903263
Publication status	Published - 21 Apr 2020

Scopus Subject Areas

Environmental Chemistry
Chemical Engineering(all)
Materials Science(all)
Energy(all)

User-Defined Keywords

biomass
density functional calculations
hydrothermal reactions
lignin
reaction mechanisms

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/cssc.201903263

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title = "Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin",

abstract = "By using lignin model compounds with relevant key characteristic structural features, the reaction pathways of α-O-4 aryl ether linkages under hydrothermal conditions are elucidated. Experimental results and computational modeling suggest that the α-O-4 linkages in lignin undergo catalyzed hydrolysis and elimination to give phenolic and alkenylbenzene derivatives as major products in subcritical water. The decreased relative permittivity of water at these high temperatures and pressures facilitates the elimination reactions. The alkyl group on the α-carbon and the methoxy groups on the phenyl rings both have positive effects on the rate of conversion of α-O-4 linkages in native lignin.",

keywords = "biomass, density functional calculations, hydrothermal reactions, lignin, reaction mechanisms",

author = "Lui, {Matthew Yuk-Yu} and Bun Chan and Yuen, {Alexander K.L.} and Masters, {Anthony F.} and Thomas Maschmeyer",

note = "Funding Information: We thank Hong Kong Baptist University, the Science and Industry Endowment Fund (SIEF, RP03‐028) and JSPS for financial support, RIKEN ACCC, IMS and NCI for computational resources. ",

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doi = "10.1002/cssc.201903263",

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journal = "ChemSusChem",

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T1 - Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin

AU - Lui, Matthew Yuk-Yu

AU - Chan, Bun

AU - Yuen, Alexander K.L.

AU - Masters, Anthony F.

AU - Maschmeyer, Thomas

N1 - Funding Information: We thank Hong Kong Baptist University, the Science and Industry Endowment Fund (SIEF, RP03‐028) and JSPS for financial support, RIKEN ACCC, IMS and NCI for computational resources.

PY - 2020/4/21

Y1 - 2020/4/21

N2 - By using lignin model compounds with relevant key characteristic structural features, the reaction pathways of α-O-4 aryl ether linkages under hydrothermal conditions are elucidated. Experimental results and computational modeling suggest that the α-O-4 linkages in lignin undergo catalyzed hydrolysis and elimination to give phenolic and alkenylbenzene derivatives as major products in subcritical water. The decreased relative permittivity of water at these high temperatures and pressures facilitates the elimination reactions. The alkyl group on the α-carbon and the methoxy groups on the phenyl rings both have positive effects on the rate of conversion of α-O-4 linkages in native lignin.

AB - By using lignin model compounds with relevant key characteristic structural features, the reaction pathways of α-O-4 aryl ether linkages under hydrothermal conditions are elucidated. Experimental results and computational modeling suggest that the α-O-4 linkages in lignin undergo catalyzed hydrolysis and elimination to give phenolic and alkenylbenzene derivatives as major products in subcritical water. The decreased relative permittivity of water at these high temperatures and pressures facilitates the elimination reactions. The alkyl group on the α-carbon and the methoxy groups on the phenyl rings both have positive effects on the rate of conversion of α-O-4 linkages in native lignin.

KW - biomass

KW - density functional calculations

KW - hydrothermal reactions

KW - lignin

KW - reaction mechanisms

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U2 - 10.1002/cssc.201903263

DO - 10.1002/cssc.201903263

M3 - Journal article

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SN - 1864-5631

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JO - ChemSusChem

JF - ChemSusChem

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Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin

Abstract

Scopus Subject Areas

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UN SDGs

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