Gold-catalyzed conversion of lignin to low molecular weight aromatics

Yang Song; Justin K. Mobley; Ali Hussain Motagamwala; Mark Isaacs; James A. Dumesic; John Ralph; Adam F. Lee; Karen Wilson; Mark Crocker

doi:10.1039/c8sc03208d

Gold-catalyzed conversion of lignin to low molecular weight aromatics

Yang Song
, Justin K. Mobley
, Ali Hussain Motagamwala
, Mark Isaacs
, James A. Dumesic
, John Ralph
, Adam F. Lee
, Karen Wilson
, Mark Crocker

Chemistry

Producción científica: Article › revisión exhaustiva

76 Citas (Scopus)

Resumen

A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li-Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li-Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li-Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li-Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40% for GVL extracted lignin. Based on these results, the Au/Li-Al LDH + O₂ catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.

Idioma original	English
Páginas (desde-hasta)	8127-8133
Número de páginas	7
Publicación	Chemical Science
Volumen	9
N.º	42
DOI	https://doi.org/10.1039/c8sc03208d
Estado	Published - 2018

Nota bibliográfica

Publisher Copyright:
© 2018 The Royal Society of Chemistry.

Financiación

This research was funded by the National Science Foundation under Cooperative Agreement No. 1355438 and by the Global Bioenergy, Biofuels, and Biorening network (GB3-Net) supported by the British Council and the Department for Business, Innovation and Skills (BIS). This work was also funded in part by the DOE Great Lakes Bioenergy Research Center (DOE Office of Science BER DE-FC02-07ER64494 and DE-SC0018409). The authors thank Shelley Hopps for performing the XRD measurements and Dr Mark Meier for helpful discussions.

Financiadores	Número del financiador
British Interplanetary Society
British Council
Biorening network
Great Lakes Bioenergy Research Center
Department for Business, Innovation and Skills
National Science Foundation Arctic Social Science Program	1355438
UK Industrial Decarbonization Research and Innovation Centre	53706
Office of Science Programs	DE-SC0018409, BER DE-FC02-07ER64494

ASJC Scopus subject areas

General Chemistry

Acceder al documento

10.1039/c8sc03208d

Otros archivos y enlaces

Citar esto

@article{8837f2e82a9648ed9c4a4c5693bc63ef,

title = "Gold-catalyzed conversion of lignin to low molecular weight aromatics",

abstract = "A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li-Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li-Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li-Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li-Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40\% for GVL extracted lignin. Based on these results, the Au/Li-Al LDH + O2 catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.",

author = "Yang Song and Mobley, \{Justin K.\} and Motagamwala, \{Ali Hussain\} and Mark Isaacs and Dumesic, \{James A.\} and John Ralph and Lee, \{Adam F.\} and Karen Wilson and Mark Crocker",

note = "Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

doi = "10.1039/c8sc03208d",

language = "English",

volume = "9",

pages = "8127--8133",

number = "42",

}

TY - JOUR

T1 - Gold-catalyzed conversion of lignin to low molecular weight aromatics

AU - Song, Yang

AU - Mobley, Justin K.

AU - Motagamwala, Ali Hussain

AU - Isaacs, Mark

AU - Dumesic, James A.

AU - Ralph, John

AU - Lee, Adam F.

AU - Wilson, Karen

AU - Crocker, Mark

PY - 2018

Y1 - 2018

N2 - A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li-Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li-Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li-Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li-Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40% for GVL extracted lignin. Based on these results, the Au/Li-Al LDH + O2 catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.

AB - A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li-Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li-Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li-Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li-Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40% for GVL extracted lignin. Based on these results, the Au/Li-Al LDH + O2 catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.

UR - https://www.scopus.com/pages/publications/85056112884

UR - https://www.scopus.com/pages/publications/85056112884#tab=citedBy

U2 - 10.1039/c8sc03208d

DO - 10.1039/c8sc03208d

M3 - Article

AN - SCOPUS:85056112884

SN - 2041-6520

VL - 9

SP - 8127

EP - 8133

JO - Chemical Science

JF - Chemical Science

IS - 42

ER -

Gold-catalyzed conversion of lignin to low molecular weight aromatics

Resumen

Nota bibliográfica

Financiación

ASJC Scopus subject areas

Acceder al documento

Otros archivos y enlaces

Huella

Citar esto