Catalytic pyrolysis mechanism of lignin moieties driven by aldehyde, hydroxyl, methoxy, and allyl functionalization: the role of reactive quinone methide and ketene intermediates

Zeyou Pan; Xiangkun Wu; Andras Bodi; Jeroen A. van Bokhoven; Patrick Hemberger

doi:10.1039/d4gc03143a

journal article Open Access Jan 01, 2024

Catalytic pyrolysis mechanism of lignin moieties driven by aldehyde, hydroxyl, methoxy, and allyl functionalization: the role of reactive quinone methide and ketene intermediates

Zeyou Pan

Xiangkun Wu

Andras Bodi Jeroen A. van Bokhoven

Patrick Hemberger

Green Chem. Vol. 26 No. 18 pp. 9899-9910 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/d4gc03143a

Abstract

The complex catalytic pyrolysis mechanism of key lignin monomers demonstrates how functional groups dictate product pathways, revealing insights to enhance desired chemical yields and minimize catalyst deactivation.

Topics

No keywords indexed for this article. Browse by subject →

References

49

[1]

IPCC , Global Warming of 1.5 °C: IPCC Special Report on Impacts of Global Warming of 1.5 °C above Pre-industrial Levels in Context of Strengthening Response to Climate Change, Sustainable Development, and Efforts to Eradicate Poverty , Cambridge University Press , 1st edn, 2022

[2]

Wrasman Nat. Catal. (2023) 10.1038/s41929-023-00985-6

[3]

Saini Curr. Sustainable/Renewable Energy Rep. (2020) 10.1007/s40518-020-00157-1

[4]

Chan Sci. Total Environ. (2019) 10.1016/j.scitotenv.2019.04.211

[5]

Alves J. Anal. Appl. Pyrolysis (2006) 10.1016/j.jaap.2005.11.004

[6]

Zhou ACS Sustainable Chem. Eng. (2016) 10.1021/acssuschemeng.6b01488

[7]

Lignin structure and its engineering

John Ralph, Catherine Lapierre, Wout Boerjan

Current Opinion in Biotechnology 2019 10.1016/j.copbio.2019.02.019

[8]

Xu J. Phys. Chem. A (2006) 10.1021/jp055241d

[9]

Scheer J. Chem. Phys. (2012) 10.1063/1.3675902

[10]

Pan Chem. Sci. (2021) 10.1039/d1sc00654a

[11]

Liu Fuel (2022) 10.1016/j.fuel.2021.122874

[12]

Friderichsen Fuel (2001) 10.1016/s0016-2361(01)00059-x

[13]

Scheer J. Phys. Chem. A (2010) 10.1021/jp102046p

[14]

Fernholz J. Phys. Chem. A (2022) 10.1021/acs.jpca.2c06670

[15]

Altarawneh J. Phys. Chem. A (2010) 10.1021/jp909025s

[16]

Ormond J. Phys. Chem. A (2018) 10.1021/acs.jpca.8b03201

[17]

The thermal decomposition of hydroxy- and methoxy-substituted anisoles

Mehendra M. Suryan, Sherif A. Kafafi, Stephen E. Stein

Journal of the American Chemical Society 1989 10.1021/ja00186a042

[18]

Scheer J. Phys. Chem. A (2011) 10.1021/jp2068073

[19]

Custodis J. Phys. Chem. B (2014) 10.1021/jp5036579

[20]

Understanding the mechanism of catalytic fast pyrolysis by unveiling reactive intermediates in heterogeneous catalysis

Patrick Hemberger, Victoria B. F. Custodis, Andras Bodi et al.

Nature Communications 2017 10.1038/ncomms15946

[21]

Pan Phys. Chem. Chem. Phys. (2022) 10.1039/d2cp02741k

[22]

Pan Nat. Commun. (2023) 10.1038/s41467-023-40179-z

[23]

Wu J. Anal. Appl. Pyrolysis (2022) 10.1016/j.jaap.2021.105410

[24]

Ormond J. Phys. Chem. A (2018) 10.1021/acs.jpca.8b03201

[25]

He Energy Fuels (2016) 10.1021/acs.energyfuels.5b02635

[26]

Dufour RSC Adv. (2013) 10.1039/c3ra40486b

[27]

Kim Fuel (2019) 10.1016/j.fuel.2018.11.116

[28]

Qiu Fuel Process. Technol. (2023) 10.1016/j.fuproc.2023.107910

[29]

Shen J. Anal. Appl. Pyrolysis (2024) 10.1016/j.jaap.2023.106317

[30]

Nakamura J. Wood Chem. Technol. (2007) 10.1080/02773810701515143

[31]

Kotake J. Anal. Appl. Pyrolysis (2013) 10.1016/j.jaap.2013.05.011

[32]

Kotake J. Anal. Appl. Pyrolysis (2015) 10.1016/j.jaap.2014.09.029

[33]

Hemberger Energy Fuels (2021) 10.1021/acs.energyfuels.1c01712

[34]

Hemberger Catal. Sci. Technol. (2020) 10.1039/c9cy02587a

[35]

Hemberger J. Phys. Chem. C (2023) 10.1021/acs.jpcc.3c03120

[36]

Zhang Fuel (2014) 10.1016/j.fuel.2013.07.128

[37]

Kim J. Anal. Appl. Pyrolysis (2015) 10.1016/j.jaap.2015.06.007

[38]

Damayanti J. Polym. Res. (2018) 10.1007/s10965-017-1401-6

[39]

Vasiliou J. Chem. Phys. (2013) 10.1063/1.4819788

[40]

Paunović ACS Catal. (2022) 10.1021/acscatal.2c02953

[41]

New insights into the structure and composition of technical lignins: a comparative characterisation study

Sandra Constant, Hans L. J. Wienk, Augustinus E. Frissen et al.

Green Chem. 2016 10.1039/c5gc03043a

[42]

Huang Fuel Process. Technol. (2021) 10.1016/j.fuproc.2021.106792

[43]

Ma Fuel Process. Technol. (2018) 10.1016/j.fuproc.2018.09.020

[44]

Liu BioResources (2011) 10.15376/biores.6.2.1079-1093

[45]

Yang Fuel (2021) 10.1016/j.fuel.2020.119719

[46]

Zhang Carbon Resour. Convers. (2021) 10.1016/j.crcon.2021.09.001

[47]

Shen J. Anal. Appl. Pyrolysis (2015) 10.1016/j.jaap.2015.02.022

[48]

Zhou ACS Sustainable Chem. Eng. (2016) 10.1021/acssuschemeng.6b01488

[49]

Yu Fuel (2021) 10.1016/j.fuel.2020.120078

Metrics

20

Citations

49

References

Details

Published: Jan 01, 2024
Vol/Issue: 26(18)
Pages: 9899-9910
License: View

Authors

Z

Zeyou Pan

Paul Scherrer Institute, 5232 Villigen, Switzerland; Institute for Chemical and Bioengineering, Department of Chemistry and Applied Biosciences, ETH Zurich, 8093 Zurich, Switzerland

X

Xiangkun Wu

Paul Scherrer Institute, 5232 Villigen, Switzerland

A

Andras Bodi

Paul Scherrer Institute, 5232 Villigen, Switzerland

J

Jeroen A. van Bokhoven

Paul Scherrer Institute, 5232 Villigen, Switzerland; Institute for Chemical and Bioengineering, Department of Chemistry and Applied Biosciences, ETH Zurich, 8093 Zurich, Switzerland

P

Patrick Hemberger

Paul Scherrer Institute, 5232 Villigen, Switzerland

Funding

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung Award: 200021_178952

Cite This Article

Zeyou Pan, Xiangkun Wu, Andras Bodi, et al. (2024). Catalytic pyrolysis mechanism of lignin moieties driven by aldehyde, hydroxyl, methoxy, and allyl functionalization: the role of reactive quinone methide and ketene intermediates. Green Chem., 26(18), 9899-9910. https://doi.org/10.1039/d4gc03143a

Catalytic pyrolysis mechanism of lignin moieties driven by aldehyde, hydroxyl, methoxy, and allyl functionalization: the role of reactive quinone methide and ketene intermediates

You May Also Like