Revisiting alkaline aerobic lignin oxidation

Schutyser, Wouter; Kruger, Jacob S.; Robinson, Allison M.; Katahira, Rui; Brandner, David G.; Cleveland, Nicholas S.; Mittal, Ashutosh; Peterson, Darren J.; Meilan, Richard; Román-Leshkov, Yuriy; Beckham, Gregg T.

doi:10.1039/C8GC00502H

Revisiting alkaline aerobic lignin oxidation

Journal Article · 01 January 2018 · Green Chemistry

DOI:https://doi.org/10.1039/C8GC00502H· OSTI ID:1466186

^[1]; ^[2]; Robinson, Allison M. ^[2]; Katahira, Rui ^[2]; ^[2]; Cleveland, Nicholas S. ^[2]; Mittal, Ashutosh ^[2]; Peterson, Darren J. ^[2]; Meilan, Richard ^[3]; Román-Leshkov, Yuriy ^[4]; ^[2]

National Bioenergy Center; National Renewable Energy Laboratory; Golden; USA; Center for Surface Chemistry and Catalysis
National Bioenergy Center; National Renewable Energy Laboratory; Golden; USA
Department of Forestry and Natural Resources and Purdue Center for Plant Biology; Purdue University; West Lafayette; USA
Department of Chemical Engineering; Massachusetts Institute of Technology; Cambridge; USA

Alkaline aerobic oxidation is an effective way to produce valuable aromatic chemicals from lignin.

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Center for Direct Catalytic Conversion of Biomass to Biofuels (C3Bio); National Renewable Energy Laboratory (NREL), Golden, CO (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Bioenergy Technologies Office (BETO)

DOE Contract Number:: AC36-08GO28308

OSTI ID:: 1466186

Report Number(s):: NREL/JA-2A00-72235; GRCHFJ

Journal Information:: Green Chemistry, Vol. 20, Issue 16; ISSN 1463-9262

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

References (95)

Acidic oxidation of kraft lignin into aromatic monomers catalyzed by transition metal salts Werhan, Holger; Mir, Joan Mora; Voitl, Tobias Holzforschung, Vol. 65, Issue 5 https://doi.org/10.1515/hf.2011.071	journal	August 2011
Modified lignin in tobacco and poplar plants over-expressing the Arabidopsis gene encoding ferulate 5-hydroxylase Franke, Rochus; McMichael, Colleen M.; Meyer, Knut The Plant Journal, Vol. 22, Issue 3, p. 223-234 https://doi.org/10.1046/j.1365-313x.2000.00727.x	journal	May 2000
Bright Side of Lignin Depolymerization: Toward New Platform Chemicals Sun, Zhuohua; Fridrich, Bálint; de Santi, Alessandra Chemical Reviews, Vol. 118, Issue 2 https://doi.org/10.1021/acs.chemrev.7b00588	journal	January 2018
Lignin oxidation. Preferential use of cupric oxide Pepper, J. M.; Casselman, B. W.; Karapally, J. C. Canadian Journal of Chemistry, Vol. 45, Issue 23 https://doi.org/10.1139/v67-487	journal	December 1967
Perovskite Oxides: Preparation, Characterizations, and Applications in Heterogeneous Catalysis Zhu, Junjiang; Li, Hailong; Zhong, Linyun ACS Catalysis, Vol. 4, Issue 9 https://doi.org/10.1021/cs500606g	journal	August 2014
Lignin oxidation and depolymerisation in ionic liquids Prado, R.; Brandt, A.; Erdocia, X. Green Chemistry, Vol. 18, Issue 3 https://doi.org/10.1039/C5GC01950H	journal	January 2016
Reactivities of Guaiacyl and Syringyl Lignin Model Phenols Towards Oxidation with Oxygen-Alkali Sultanov, Vagif S.; Wallis, Adrian F. A. Journal of Wood Chemistry and Technology, Vol. 11, Issue 3 https://doi.org/10.1080/02773819108050276	journal	September 1991
Production of Oxychemicals from Precipitated Hardwood Lignin Xiang, Qian; Lee, Y. Y. Applied Biochemistry and Biotechnology, Vol. 91-93, Issue 1-9 https://doi.org/10.1385/ABAB:91-93:1-9:71	journal	January 2001
Catalytic Transformation of Lignin for the Production of Chemicals and Fuels Li, Changzhi; Zhao, Xiaochen; Wang, Aiqin Chemical Reviews, Vol. 115, Issue 21, p. 11559-11624 https://doi.org/10.1021/acs.chemrev.5b00155	journal	October 2015
Ammonia Pretreatment of Corn Stover Enables Facile Lignin Extraction Mittal, Ashutosh; Katahira, Rui; Donohoe, Bryon S. ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 3 https://doi.org/10.1021/acssuschemeng.6b02892	journal	February 2017
How Well Do MWL and CEL Preparations Represent the Whole Hardwood Lignin? Capanema, Ewellyn; Balakshin, Mikhail; Katahira, Rui Journal of Wood Chemistry and Technology, Vol. 35, Issue 1 https://doi.org/10.1080/02773813.2014.892993	journal	September 2014
Alkaline oxidative cracking for effective depolymerization of biorefining lignin to mono-aromatic compounds and organic acids with molecular oxygen Lyu, Gaojin; Yoo, Chang Geun; Pan, Xuejun Biomass and Bioenergy, Vol. 108 https://doi.org/10.1016/j.biombioe.2017.10.046	journal	January 2018
AFeO3 (A=La, Nd, Sm) and LaFe1−xMgxO3 perovskites as methane combustion and CO oxidation catalysts: structural, redox and catalytic properties Ciambelli, P.; Cimino, S.; De Rossi, S. Applied Catalysis B: Environmental, Vol. 29, Issue 4 https://doi.org/10.1016/S0926-3373(00)00215-0	journal	February 2001
Pulp Ragnar, Martin; Henriksson, Gunnar; Lindstr??m, Mikael E. Ullmann's Encyclopedia of Industrial Chemistry https://doi.org/10.1002/14356007.a18_545.pub4	book	January 2014
Oxidation of Hardwood Kraft-Lignin to Phenolic Derivatives. Nitrobenzene and Copper Oxide as Oxidants Villar, J. C.; Caperos, A.; García-Ochoa, F. Journal of Wood Chemistry and Technology, Vol. 17, Issue 3 https://doi.org/10.1080/02773819708003131	journal	August 1997
Chemistry of delignification: Part 2: Reactions of lignins during bleaching Gierer, J. Wood Science and Technology, Vol. 20, Issue 1 https://doi.org/10.1007/BF00350692	journal	January 1986
Oxidative Depolymerization of Lignin in Ionic Liquids Stärk, Kerstin; Taccardi, Nicola; Bösmann, Andreas ChemSusChem, Vol. 3, Issue 6 https://doi.org/10.1002/cssc.200900242	journal	May 2010
Reaction kinetics of liquid phase air oxidation of p-cresol to p-hydroxybenzaldehyde Kshirsagar, V. S.; Nadgeri, J. M.; Tayade, P. R. Applied Catalysis A: General, Vol. 339, Issue 1 https://doi.org/10.1016/j.apcata.2008.01.006	journal	April 2008
Activity and Stability of Perovskite-Type Oxide LaCoO ₃ Catalyst in Lignin Catalytic Wet Oxidation to Aromatic Aldehydes Process Deng, Haibo; Lin, Lu; Sun, Yong Energy & Fuels, Vol. 23, Issue 1 https://doi.org/10.1021/ef8005349	journal	January 2009
Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading Schutyser, W.; Renders, T.; Van den Bosch, S. Chemical Society Reviews, Vol. 47, Issue 3 https://doi.org/10.1039/C7CS00566K	journal	January 2018
Deconstruction of Lignocellulosic Biomass to Fuels and Chemicals Chundawat, Shishir P. S.; Beckham, Gregg T.; Himmel, Michael E. Annual Review of Chemical and Biomolecular Engineering, Vol. 2, Issue 1, p. 121-145 https://doi.org/10.1146/annurev-chembioeng-061010-114205	journal	July 2011
Kinetic Evaluation and Modeling of Lignin Catalytic Wet Oxidation to Selective Production of Aromatic Aldehydes Sales, Fernando G.; Maranhão, Laísse C. A.; Lima Filho, Nelson M. Industrial & Engineering Chemistry Research, Vol. 45, Issue 20 https://doi.org/10.1021/ie0601697	journal	September 2006
Catalytic Oxidation of Biorefinery Lignin to Value-added Chemicals to Support Sustainable Biofuel Production Ma, Ruoshui; Xu, Yan; Zhang, Xiao ChemSusChem, Vol. 8, Issue 1 https://doi.org/10.1002/cssc.201402503	journal	October 2014
Vanillin Production from Lignin and Its Use as a Renewable Chemical Fache, Maxence; Boutevin, Bernard; Caillol, Sylvain ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 1 https://doi.org/10.1021/acssuschemeng.5b01344	journal	December 2015
Lignin depolymerization to monophenolic compounds in a flow-through system Kumaniaev, Ivan; Subbotina, Elena; Sävmarker, Jonas Green Chemistry, Vol. 19, Issue 24 https://doi.org/10.1039/C7GC02731A	journal	January 2017
Vanillin production from lignin oxidation in a batch reactor Araújo, José D. P.; Grande, Carlos A.; Rodrigues, Alírio E. Chemical Engineering Research and Design, Vol. 88, Issue 8 https://doi.org/10.1016/j.cherd.2010.01.021	journal	August 2010
A Mechanistic Investigation of Acid-Catalyzed Cleavage of Aryl-Ether Linkages: Implications for Lignin Depolymerization in Acidic Environments Sturgeon, Matthew R.; Kim, Seonah; Lawrence, Kelsey ACS Sustainable Chemistry & Engineering, Vol. 2, Issue 3, p. 472-485 https://doi.org/10.1021/sc400384w	journal	November 2013
Lignin transformations for high value applications: towards targeted modifications using green chemistry Gillet, S.; Aguedo, M.; Petitjean, L. Green Chemistry, Vol. 19, Issue 18 https://doi.org/10.1039/C7GC01479A	journal	January 2017
Copper- and Vanadium-Catalyzed Oxidative Cleavage of Lignin using Dioxygen Mottweiler, Jakob; Puche, Marta; Räuber, Christoph ChemSusChem, Vol. 8, Issue 12 https://doi.org/10.1002/cssc.201500131	journal	May 2015
Isolation and characterization of new lignin streams derived from extractive-ammonia (EA) pretreatment da Costa Sousa, Leonardo; Foston, Marcus; Bokade, Vijay Green Chemistry, Vol. 18, Issue 15 https://doi.org/10.1039/C6GC00298F	journal	January 2016
Reductive Catalytic Fractionation of Corn Stover Lignin Anderson, Eric M.; Katahira, Rui; Reed, Michelle ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 12 https://doi.org/10.1021/acssuschemeng.6b01858	journal	October 2016
Improved Alkaline Oxidation Process for the Production of Aldehydes (Vanillin and Syringaldehyde) from Steam-Explosion Hardwood Lignin Wu, Guoxiong; Heitz, Michele; Chornet, Esteban Industrial & Engineering Chemistry Research, Vol. 33, Issue 3 https://doi.org/10.1021/ie00027a034	journal	March 1994
Effect of preparation parameters on characterization and activity of Co 3 O 4 catalyst in liquid phase oxidation of lignin model substrates Mate, V. R.; Jha, A.; Joshi, U. D. Applied Catalysis A: General, Vol. 487 https://doi.org/10.1016/j.apcata.2014.08.023	journal	October 2014
In situ recovery of bio-based carboxylic acids Saboe, Patrick O.; Manker, Lorenz P.; Michener, William E. Green Chemistry, Vol. 20, Issue 8 https://doi.org/10.1039/C7GC03747C	journal	January 2018
Selective Conversion of Biorefinery Lignin into Dicarboxylic Acids Ma, Ruoshui; Guo, Mond; Zhang, Xiao ChemSusChem, Vol. 7, Issue 2 https://doi.org/10.1002/cssc.201300964	journal	January 2014
Flowthrough Reductive Catalytic Fractionation of Biomass Anderson, Eric M.; Stone, Michael L.; Katahira, Rui Joule, Vol. 1, Issue 3 https://doi.org/10.1016/j.joule.2017.10.004	journal	November 2017
Recovery of Vanillin and Syringaldehyde from Lignin Oxidation: A Review of Separation and Purification Processes Mota, Maria Inês F.; Rodrigues Pinto, Paula C.; Loureiro, José Miguel Separation & Purification Reviews, Vol. 45, Issue 3 https://doi.org/10.1080/15422119.2015.1070178	journal	August 2015
DMR (deacetylation and mechanical refining) processing of corn stover achieves high monomeric sugar concentrations (230 g L ⁻¹ ) during enzymatic hydrolysis and high ethanol concentrations (>10% v/v) during fermentation without hydrolysate purification or concentration Chen, Xiaowen; Kuhn, Erik; Jennings, Edward W. Energy & Environmental Science, Vol. 9, Issue 4 https://doi.org/10.1039/C5EE03718B	journal	January 2016
Aromatic Monomers by in Situ Conversion of Reactive Intermediates in the Acid-Catalyzed Depolymerization of Lignin Deuss, Peter J.; Scott, Martin; Tran, Fanny Journal of the American Chemical Society, Vol. 137, Issue 23 https://doi.org/10.1021/jacs.5b03693	journal	June 2015
The surface chemistry of some perovskite oxides Crespin, M. Journal of Catalysis, Vol. 69, Issue 2 https://doi.org/10.1016/0021-9517(81)90171-8	journal	June 1981
Lignin Structural Alterations in Thermochemical Pretreatments with Limited Delignification Pu, Yunqiao; Hu, Fan; Huang, Fang BioEnergy Research, Vol. 8, Issue 3 https://doi.org/10.1007/s12155-015-9655-5	journal	August 2015
Lignin as Source of Fine Chemicals: Vanillin and Syringaldehyde Rodrigues Pinto, Paula C.; Borges da Silva, Eduardo A.; Rodrigues, Alírio E. Biomass Conversion https://doi.org/10.1007/978-3-642-28418-2_12	book	January 2012
Paving the Way for Lignin Valorisation: Recent Advances in Bioengineering, Biorefining and Catalysis Rinaldi, Roberto; Jastrzebski, Robin; Clough, Matthew T. Angewandte Chemie International Edition, Vol. 55, Issue 29 https://doi.org/10.1002/anie.201510351	journal	June 2016
Kinetics of Eucalypt Lignosulfonate Oxidation to Aromatic Aldehydes by Oxygen in Alkaline Medium Santos, Sonia G.; Marques, Ana P.; Lima, Diana L. D. Industrial & Engineering Chemistry Research, Vol. 50, Issue 1 https://doi.org/10.1021/ie101402t	journal	January 2011
Formaldehyde stabilization facilitates lignin monomer production during biomass depolymerization Shuai, Li; Amiri, Masoud Talebi; Questell-Santiago, Ydna M. Science, Vol. 354, Issue 6310 https://doi.org/10.1126/science.aaf7810	journal	October 2016
Naturally p-Hydroxybenzoylated Lignins in Palms Lu, Fachuang; Karlen, Steven D.; Regner, Matt BioEnergy Research, Vol. 8, Issue 3 https://doi.org/10.1007/s12155-015-9583-4	journal	February 2015
Designer lignins: harnessing the plasticity of lignification Mottiar, Yaseen; Vanholme, Ruben; Boerjan, Wout Current Opinion in Biotechnology, Vol. 37 https://doi.org/10.1016/j.copbio.2015.10.009	journal	February 2016
Kinetics of vanillin oxidation Fargues, Claire; Mathias, Álvaro; Silva, José Chemical Engineering & Technology, Vol. 19, Issue 2 https://doi.org/10.1002/ceat.270190206	journal	April 1996
Heterogeneous catalytic oxidation for lignin valorization into valuable chemicals: what results? What limitations? What trends? Behling, R.; Valange, S.; Chatel, G. Green Chemistry, Vol. 18, Issue 7 https://doi.org/10.1039/C5GC03061G	journal	January 2016
Catalytic Mechanism of Cu ²⁺ and Fe ³⁺ in Alkaline O ₂ Oxidation of Lignin Wu, Guoxiong; Heitz, Michèle Journal of Wood Chemistry and Technology, Vol. 15, Issue 2 https://doi.org/10.1080/02773819508009507	journal	May 1995
Perovskites as Substitutes of Noble Metals for Heterogeneous Catalysis: Dream or Reality Royer, Sébastien; Duprez, Daniel; Can, Fabien Chemical Reviews, Vol. 114, Issue 20 https://doi.org/10.1021/cr500032a	journal	September 2014
On the mechanism of vanillin formation in the catalytic oxidation of lignin with oxygen Tarabanko, V. E.; Fomova, N. A.; Kuznetsov, B. N. Reaction Kinetics & Catalysis Letters, Vol. 55, Issue 1 https://doi.org/10.1007/BF02075847	journal	April 1995
Next-generation ammonia pretreatment enhances cellulosic biofuel production da Costa Sousa, Leonardo; Jin, Mingjie; Chundawat, Shishir P. S. Energy & Environmental Science, Vol. 9, Issue 4 https://doi.org/10.1039/C5EE03051J	journal	January 2016
Efficient catalytic hydrotreatment of Kraft lignin to alkylphenolics using supported NiW and NiMo catalysts in supercritical methanol Narani, Anand; Chowdari, Ramesh Kumar; Cannilla, Catia Green Chemistry, Vol. 17, Issue 11 https://doi.org/10.1039/C5GC01643F	journal	January 2015
Alkaline Partial Wet Oxidation of Lignin for the Production of Carboxylic Acids Demesa, Abayneh G.; Laari, Arto; Turunen, Ilkka Chemical Engineering & Technology, Vol. 38, Issue 12 https://doi.org/10.1002/ceat.201400660	journal	November 2015
Hydrogen-free catalytic fractionation of woody biomass Galkin, Maxim V.; Smit, Arjan T.; Subbotina, Elena ChemSusChem, Vol. 9, Issue 23 https://doi.org/10.1002/cssc.201600648	journal	November 2016
Reductive lignocellulose fractionation into soluble lignin-derived phenolic monomers and dimers and processable carbohydrate pulps Van den Bosch, S.; Schutyser, W.; Vanholme, R. Energy & Environmental Science, Vol. 8, Issue 6 https://doi.org/10.1039/C5EE00204D	journal	January 2015
Integrating lignin valorization and bio-ethanol production: on the role of Ni-Al ₂ O ₃ catalyst pellets during lignin-first fractionation Van den Bosch, S.; Renders, T.; Kennis, S. Green Chemistry, Vol. 19, Issue 14 https://doi.org/10.1039/C7GC01324H	journal	January 2017
Lignin monomer production integrated into the γ-valerolactone sugar platform Luterbacher, Jeremy S.; Azarpira, Ali; Motagamwala, Ali H. Energy & Environmental Science, Vol. 8, Issue 9 https://doi.org/10.1039/C5EE01322D	journal	January 2015
Poplar (Populus spp.) Meilan, Richard; Ma, Caiping Agrobacterium Protocols Volume 2 https://doi.org/10.1385/1-59745-131-2:143	book	January 2006
Toward a Better Understanding of the Lignin Isolation Process from Wood Guerra, Anderson; Filpponen, Ilari; Lucia, Lucian A. Journal of Agricultural and Food Chemistry, Vol. 54, Issue 16 https://doi.org/10.1021/jf060722v	journal	August 2006
Oxygen non-stoichiometry and reducibility of B-site substituted lanthanum manganites Patcas, F.; Buciuman, F. C.; Zsako, J. Thermochimica Acta, Vol. 360, Issue 1 https://doi.org/10.1016/S0040-6031(00)00532-3	journal	August 2000
Oxidation of Lignin from Eucalyptus globulus Pulping Liquors to Produce Syringaldehyde and Vanillin Pinto, Paula Cristina Rodrigues; Costa, Carina Esteves; Rodrigues, Alírio Egídio Industrial & Engineering Chemistry Research, Vol. 52, Issue 12 https://doi.org/10.1021/ie303349j	journal	March 2013
New Mechanism for the Catalytic Oxidation of Lignin to Vanillin Tarabanko, V. E.; Petukhov, D. V.; Selyutin, G. E. Kinetics and Catalysis, Vol. 45, Issue 4 https://doi.org/10.1023/B:KICA.0000038087.95130.a5	journal	July 2004
Metabolic engineering of novel lignin in biomass crops Vanholme, Ruben; Morreel, Kris; Darrah, Chiarina New Phytologist, Vol. 196, Issue 4 https://doi.org/10.1111/j.1469-8137.2012.04337.x	journal	October 2012
Production of Vanillin by Oxidation of Pine Kraft Lignins with Oxygen Mathias, A. L.; Rodrigues, A. E. Holzforschung, Vol. 49, Issue 3 https://doi.org/10.1515/hfsg.1995.49.3.273	journal	January 1995
Preparation and relevance of a cross-coupling product between sinapyl alcohol and sinapyl p-hydroxybenzoate Lu, Fachuang; Ralph, John; Morreel, Kris Organic & Biomolecular Chemistry, Vol. 2, Issue 20 https://doi.org/10.1039/b411428k	journal	January 2004
Fine Chemicals from Lignosulfonates. 1. Synthesis of Vanillin by Oxidation of Lignosulfonates Bjørsvik, Hans-René; Minisci, Francesco Organic Process Research & Development, Vol. 3, Issue 5 https://doi.org/10.1021/op9900028	journal	September 1999
Perovskite-type Oxide LaMnO3: An Efficient and Recyclable Heterogeneous Catalyst for the Wet Aerobic Oxidation of Lignin to Aromatic Aldehydes Deng, Haibo; Lin, Lu; Sun, Yong Catalysis Letters, Vol. 126, Issue 1-2 https://doi.org/10.1007/s10562-008-9588-0	journal	August 2008
Lignin Biosynthesis and Structure Vanholme, R.; Demedts, B.; Morreel, K. Plant Physiology, Vol. 153, Issue 3, p. 895-905 https://doi.org/10.1104/pp.110.155119	journal	May 2010
Catalytic Conversion of Sodium Lignosulfonate to Vanillin: Engineering Aspects. Part 1. Effects of Processing Conditions on Vanillin Yield and Selectivity Pacek, Andrzej W.; Ding, Ping; Garrett, Mark Industrial & Engineering Chemistry Research, Vol. 52, Issue 25 https://doi.org/10.1021/ie4007744	journal	June 2013
Lignin Valorization through Catalytic Lignocellulose Fractionation: A Fundamental Platform for the Future Biorefinery Galkin, Maxim V.; Samec, Joseph S. M. ChemSusChem, Vol. 9, Issue 13 https://doi.org/10.1002/cssc.201600237	journal	June 2016
Catalytic Oxidation of Lignins into the Aromatic Aldehydes: General Process Trends and Development Prospects Tarabanko, Valery; Tarabanko, Nikolay International Journal of Molecular Sciences, Vol. 18, Issue 11 https://doi.org/10.3390/ijms18112421	journal	November 2017
Lignin Valorization: Improving Lignin Processing in the Biorefinery Ragauskas, A. J.; Beckham, G. T.; Biddy, M. J. Science, Vol. 344, Issue 6185, p. 1246843-1246843 https://doi.org/10.1126/science.1246843	journal	May 2014
The Aerobic Oxidative Cleavage of Lignin to Produce Hydroxyaromatic Benzaldehydes and Carboxylic Acids via Metal/Bromide Catalysts in Acetic Acid/Water Mixtures Partenheimer, Walt Advanced Synthesis & Catalysis, Vol. 351, Issue 3, p. 456-466 https://doi.org/10.1002/adsc.200800614	journal	February 2009
Phenolic acetals from lignins of varying compositions via iron( iii ) triflate catalysed depolymerisation Deuss, Peter J.; Lancefield, Christopher S.; Narani, Anand Green Chemistry, Vol. 19, Issue 12 https://doi.org/10.1039/C7GC00195A	journal	January 2017
Whole plant cell wall characterization using solution-state 2D NMR Mansfield, Shawn D.; Kim, Hoon; Lu, Fachuang Nature Protocols, Vol. 7, Issue 9 https://doi.org/10.1038/nprot.2012.064	journal	August 2012
Base-Catalyzed Depolymerization of Biorefinery Lignins Katahira, Rui; Mittal, Ashutosh; McKinney, Kellene ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 3 https://doi.org/10.1021/acssuschemeng.5b01451	journal	December 2015
The Catalytic Valorization of Lignin for the Production of Renewable Chemicals Zakzeski, Joseph; Bruijnincx, Pieter C. A.; Jongerius, Anna L. Chemical Reviews, Vol. 110, Issue 6, p. 3552-3599 https://doi.org/10.1021/cr900354u	journal	June 2010
Lignin in straw of herbaceous crops Buranov, Anvar U.; Mazza, G. Industrial Crops and Products, Vol. 28, Issue 3 https://doi.org/10.1016/j.indcrop.2008.03.008	journal	November 2008
Methods for Pretreatment of Lignocellulosic Biomass for Efficient Hydrolysis and Biofuel Production Kumar, Parveen; Barrett, Diane M.; Delwiche, Michael J. Industrial & Engineering Chemistry Research, Vol. 48, Issue 8, p. 3713-3729 https://doi.org/10.1021/ie801542g	journal	April 2009
Kinetics of Vanillin Production from Kraft Lignin Oxidation Fargues, Claire; Mathias, Álvaro; Rodrigues, Alírio Industrial & Engineering Chemistry Research, Vol. 35, Issue 1 https://doi.org/10.1021/ie950267k	journal	January 1996
Adipic acid production from lignin Vardon, Derek R.; Franden, Mary Ann; Johnson, Christopher W. Energy & Environmental Science, Vol. 8, Issue 2 https://doi.org/10.1039/C4EE03230F	journal	January 2015
Catalysis of Cu-Doped Co-Based Perovskite-Type Oxide in Wet Oxidation of Lignin To Produce Aromatic Aldehydes Deng, Haibo; Lin, Lu; Liu, Shijie Energy & Fuels, Vol. 24, Issue 9 https://doi.org/10.1021/ef100768e	journal	September 2010
Wet Aerobic Oxidation of Lignin into Aromatic Aldehydes Catalysed by a Perovskite-type Oxide: LaFe1-xCuxO3 (x=0, 0.1, 0.2) Zhang, Junhua; Deng, Haibo; Lin, Lu Molecules, Vol. 14, Issue 8 https://doi.org/10.3390/molecules14082747	journal	July 2009
Perovskite-Type Oxides Lisi, Luciana; Bagnasco, Giovanni; Ciambelli, Paolo Journal of Solid State Chemistry, Vol. 146, Issue 1 https://doi.org/10.1006/jssc.1999.8327	journal	August 1999
Influence of Acidic (H ₃ PO ₄ ) and Alkaline (NaOH) Additives on the Catalytic Reductive Fractionation of Lignocellulose Renders, Tom; Schutyser, Wouter; Van den Bosch, Sander ACS Catalysis, Vol. 6, Issue 3 https://doi.org/10.1021/acscatal.5b02906	journal	February 2016
Solution-state 2D NMR of ball-milled plant cell wall gels in DMSO-d6/pyridine-d5 Kim, Hoon; Ralph, John Org. Biomol. Chem., Vol. 8, Issue 3 https://doi.org/10.1039/B916070A	journal	January 2010
Insights into Oxidative Conversion of Lignin to High-Added-Value Phenolic Aldehydes Rodrigues Pinto, Paula C.; Borges da Silva, Eduardo A.; Rodrigues, Alírio Egídio Industrial & Engineering Chemistry Research, Vol. 50, Issue 2 https://doi.org/10.1021/ie102132a	journal	January 2011
Oxidation of Lignin Using Aqueous Polyoxometalates in the Presence of Alcohols Voitl, Tobias; Rudolf von Rohr, Philipp ChemSusChem, Vol. 1, Issue 8-9 https://doi.org/10.1002/cssc.200800050	journal	September 2008
Lignin-first biomass fractionation: the advent of active stabilisation strategies Renders, T.; Van den Bosch, S.; Koelewijn, S. -F. Energy & Environmental Science, Vol. 10, Issue 7 https://doi.org/10.1039/C7EE01298E	journal	January 2017
Ethanol as capping agent and formaldehyde scavenger for efficient depolymerization of lignin to aromatics Huang, Xiaoming; Korányi, Tamás I.; Boot, Michael D. Green Chemistry, Vol. 17, Issue 11 https://doi.org/10.1039/C5GC01120E	journal	January 2015
Mechanistic studies of base-catalysed lignin depolymerisation in dimethyl carbonate Dabral, Saumya; Engel, Julien; Mottweiler, Jakob Green Chemistry, Vol. 20, Issue 1 https://doi.org/10.1039/C7GC03110F	journal	January 2018
Towards high-yield lignin monomer production Shuai, Li; Saha, Basudeb Green Chemistry, Vol. 19, Issue 16 https://doi.org/10.1039/C7GC01676J	journal	January 2017
Oxidation of hardwood kraft-lignin to phenolic derivatives with oxygen as oxidant Villar, J. C.; Caperos, A.; García-Ochoa, F. Wood Science and Technology, Vol. 35, Issue 3 https://doi.org/10.1007/s002260100089	journal	June 2001

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