Efficient Conversion of Lignin into a water-soluble polymer by a Chelator-Mediated Fenton Reaction: Optimization of H2O2 &amp; Performance as a Dispersant.

Kent, Michael S.; Zeng, Jijiao; Rader, Nadeya; Avina, Isaac C; Simoes, Casey T.; Brenden, Christopher Kenji; Busse, Michael; Giron, Nicholas Henry; Celina, Mathias C.; Allendorf, Mark D.; Simmons, Blake A.; Bell, Nelson S.; Sale, Kenneth L.

doi:10.1039/C7GC03459H

Efficient Conversion of Lignin into a water-soluble polymer by a Chelator-Mediated Fenton Reaction: Optimization of H2O2 & Performance as a Dispersant.

Conference · Sun Oct 01 04:00:00 EDT 2017

DOI:https://doi.org/10.1039/C7GC03459H· OSTI ID:1480668

Kent, Michael S.; Zeng, Jijiao; Rader, Nadeya; Avina, Isaac C; Simoes, Casey T.; Brenden, Christopher Kenji; Busse, Michael; Giron, Nicholas Henry; Celina, Mathias C.; Allendorf, Mark D.; Simmons, Blake A.; Bell, Nelson S.; Sale, Kenneth L.

Abstract not provided.

View Conference

Research Organization:: Sandia National Laboratories (SNL-NM), Albuquerque, NM (United States)

Sponsoring Organization:: USDOE Biomass Program (EE-2E)

DOE Contract Number:: AC04-94AL85000

OSTI ID:: 1480668

Report Number(s):: SAND2017-11813PE; 658297

Country of Publication:: United States

Language:: English

References (69)

Opportunities and challenges in biological lignin valorization Beckham, Gregg T.; Johnson, Christopher W.; Karp, Eric M. Current Opinion in Biotechnology, Vol. 42 https://doi.org/10.1016/j.copbio.2016.02.030	journal	December 2016
Floatability of chalcopyrite and molybdenite in the presence of lignosulfonates. Part I. Adsorption studies Ansari, Anita; Pawlik, Marek Minerals Engineering, Vol. 20, Issue 6 https://doi.org/10.1016/j.mineng.2006.12.007	journal	May 2007
Classification of Lignins from Different Botanical Origins by FT-IR Spectroscopy Faix, O. Holzforschung, Vol. 45, Issue s1 https://doi.org/10.1515/hfsg.1991.45.s1.21	journal	January 1991
Role of Quinone Intermediates as Electron Shuttles in Fenton and Photoassisted Fenton Oxidations of Aromatic Compounds Chen, Ruzhong; Pignatello, Joseph J. Environmental Science & Technology, Vol. 31, Issue 8 https://doi.org/10.1021/es9610646	journal	August 1997
Degradation of recalcitrant compounds by catechol-driven Fenton reaction Rodriguez, J.; Contreras, D.; Oviedo, C. Water Science and Technology, Vol. 49, Issue 4 https://doi.org/10.2166/wst.2004.0226	journal	February 2004
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
Advanced Oxidation Processes for Wastewater Treatment in the Pulp and Paper Industry: A Review G. Covinich, Laura; I. Bengoechea, Dora; J. Fenoglio, Rosa American Journal of Environmental Engineering, Vol. 4, Issue 3 https://doi.org/10.5923/j.ajee.20140403.03	journal	June 2014
Reactive oxygen species as agents of wood decay by fungi Hammel, Kenneth E.; Kapich, Alexander N.; Jensen, Kenneth A. Enzyme and Microbial Technology, Vol. 30, Issue 4 https://doi.org/10.1016/s0141-0229(02)00011-x	journal	April 2002
Reactive oxygen species as agents of wood decay by fungi Hammel, Kenneth E.; Kapich, Alexander N.; Jensen, Kenneth A. Enzyme and Microbial Technology, Vol. 30, Issue 4 https://doi.org/10.1016/S0141-0229(02)00011-X	journal	April 2002
The Reactivity and Reaction Pathway of Fenton Reactions Driven by Substituted 1,2-Dihydroxybenzenes Salgado, Pablo; Melin, Victoria; Durán, Yasna Environmental Science & Technology, Vol. 51, Issue 7 https://doi.org/10.1021/acs.est.6b05388	journal	March 2017
Soil organic matter–hydrogen peroxide dynamics in the treatment of contaminated soils and groundwater using catalyzed H2O2 propagations (modified Fenton's reagent) Bissey, L.; Smith, J.; Watts, R. Water Research, Vol. 40, Issue 13 https://doi.org/10.1016/j.watres.2006.05.009	journal	July 2006
Oxidation of Kraft Lignin with Hydrogen Peroxide and its Application as a Dispersant for Kaolin Suspensions He, Wenming; Gao, Weijue; Fatehi, Pedram ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 11 https://doi.org/10.1021/acssuschemeng.7b02582	journal	October 2017
Reduction reactivity of catecholamines and their ability to promote a Fenton reaction Melin, Victoria; Henríquez, Adolfo; Radojkovic, Claudia Inorganica Chimica Acta, Vol. 453 https://doi.org/10.1016/j.ica.2016.07.044	journal	November 2016
Base-Catalyzed Depolymerization of Solid Lignin-Rich Streams Enables Microbial Conversion Rodriguez, Alberto; Salvachúa, Davinia; Katahira, Rui ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 9 https://doi.org/10.1021/acssuschemeng.7b01818	journal	August 2017
Sorbic acid as friendly curing agent for enhanced properties of ethylene propylene diene monomer rubber using gamma radiation El-Nemr, Khaled F.; Mohamed, Rania M. Journal of Macromolecular Science, Part A, Vol. 54, Issue 10 https://doi.org/10.1080/10601325.2017.1322469	journal	August 2017
Degradation and decolorization of a biodegradable-resistant polymeric dye by chelator-mediated Fenton reactions Arantes, Valdeir; Baldocchi, Carolina; Milagres, Adriane Maria Ferreira Chemosphere, Vol. 63, Issue 10 https://doi.org/10.1016/j.chemosphere.2005.09.038	journal	June 2006
Fenton's Reagent-Mediated Degradation of Residual Kraft Black Liquor Araujo, Elisa; Rodríguez-Malaver, Antonio J.; González, Aura M. Applied Biochemistry and Biotechnology, Vol. 97, Issue 2 https://doi.org/10.1385/abab:97:2:091	journal	January 2002
The effect of metal ions on the reaction of hydrogen peroxide with Kraft lignin model compounds Sun, Yujun; Fenster, Michael; Yu, Annie Canadian Journal of Chemistry, Vol. 77, Issue 5-6 https://doi.org/10.1139/v99-036	journal	June 1999
Assay for lignin breakdown based on lignin films: insights into the Fenton reaction with insoluble lignin Kent, Michael S.; Avina, Isaac C.; Rader, Nadeya Green Chemistry, Vol. 17, Issue 10 https://doi.org/10.1039/c5gc01083g	journal	January 2015
Enhanced hydroxyl radical production by dihydroxybenzene-driven Fenton reactions: implications for wood biodegradation Contreras, David; Rodríguez, Jaime; Freer, Juanita JBIC Journal of Biological Inorganic Chemistry, Vol. 12, Issue 7 https://doi.org/10.1007/s00775-007-0274-2	journal	July 2007
Lignin valorization through integrated biological funneling and chemical catalysis Linger, J. G.; Vardon, D. R.; Guarnieri, M. T. Proceedings of the National Academy of Sciences, Vol. 111, Issue 33, p. 12013-12018 https://doi.org/10.1073/pnas.1410657111	journal	August 2014
Polymeric surfactants in disperse systems Tadros, Tharwat Advances in Colloid and Interface Science, Vol. 147-148 https://doi.org/10.1016/j.cis.2008.10.005	journal	March 2009
Chemical Pulping: Fenton’s reaction: a simple and versatile method to structurally modify commercial lignosulphonates Areskogh, Dimitri; Henriksson, Gunnar Nordic Pulp & Paper Research Journal, Vol. 26, Issue 1 https://doi.org/10.3183/NPPRJ-2011-26-01-p090-098	journal	January 2011
Dihydroxybenzenes: driven Fenton reactions Rodríguez, J.; Parra, C.; Contreras, D. Water Science and Technology, Vol. 44, Issue 5 https://doi.org/10.2166/wst.2001.0299	journal	September 2001
Fe3+- and Cu2+-reduction by phenol derivatives associated with Azure B degradation in Fenton-like reactions Aguiar, André; Ferraz, André Chemosphere, Vol. 66, Issue 5 https://doi.org/10.1016/j.chemosphere.2006.05.067	journal	January 2007
Characterisation of structure-dependent functional properties of lignin with infrared spectroscopy Boeriu, Carmen G.; Bravo, Dominique; Gosselink, Richard J. A. Industrial Crops and Products, Vol. 20, Issue 2 https://doi.org/10.1016/j.indcrop.2004.04.022	journal	September 2004
Biorefinery Lignosulfonates from Sulfite-Pretreated Softwoods as Dispersant for Graphite Qin, Yanlin; Yu, Lixuan; Wu, Ruchun ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 4 https://doi.org/10.1021/acssuschemeng.5b01664	journal	March 2016
Kinetic modeling of Fenton oxidation of phenol and monochlorophenols Kang, Namgoo; Lee, Dong Soo; Yoon, Jeyong Chemosphere, Vol. 47, Issue 9 https://doi.org/10.1016/s0045-6535(02)00067-x	journal	June 2002
Stochiometry of Fenton's Reagent in the Oxidation of Chlorinated Aliphatic Organic Pollutants Tang, W. Z.; Huang, C. P. Environmental Technology, Vol. 18, Issue 1 https://doi.org/10.1080/09593330.1997.9618467	journal	January 1997
Infrared Spectroscopy of Aqueous Carboxylic Acids: Malic Acid Max, Jean-Joseph; Chapados, Camille The Journal of Physical Chemistry A, Vol. 106, Issue 27 https://doi.org/10.1021/jp014377i	journal	July 2002
Applications Of Percolation Theory Sahini, M. CRC Press https://doi.org/10.1201/9781482272444	reference-book	January 2014
Chemical Pulping: Fenton’s reaction: a simple and versatile method to structurally modify commercial lignosulphonates Areskogh, Dimitri; Henriksson, Gunnar Nordic Pulp & Paper Research Journal, Vol. 26, Issue 1 https://doi.org/10.3183/npprj-2011-26-01-p090-098	journal	January 2011
Importance of H2O2/Fe2+ ratio in Fenton's treatment of a carpet dyeing wastewater Gulkaya, I.; Surucu, G.; Dilek, F. Journal of Hazardous Materials, Vol. 136, Issue 3 https://doi.org/10.1016/j.jhazmat.2006.01.006	journal	August 2006
Kinetic modeling of Fenton oxidation of phenol and monochlorophenols Kang, Namgoo; Lee, Dong Soo; Yoon, Jeyong Chemosphere, Vol. 47, Issue 9 https://doi.org/10.1016/S0045-6535(02)00067-X	journal	June 2002
Understanding pretreatment efficacy of four cholinium and imidazolium ionic liquids by chemistry and computation Sun, Ning; Parthasarathi, Ramakrishnan; Socha, Aaron M. Green Chem., Vol. 16, Issue 5 https://doi.org/10.1039/c3gc42401d	journal	January 2014
Lignocellulosic polysaccharides and lignin degradation by wood decay fungi: the relevance of nonenzymatic Fenton-based reactions Arantes, Valdeir; Milagres, Adriane M. F.; Filley, Timothy R. Journal of Industrial Microbiology & Biotechnology, Vol. 38, Issue 4 https://doi.org/10.1007/s10295-010-0798-2	journal	August 2010
Production of Fenton's reagent by cellobiose oxidase from cellulolytic cultures of Phanerochaete chrysosporium Kremer, Simon M.; Wood, Paul M. European Journal of Biochemistry, Vol. 208, Issue 3 https://doi.org/10.1111/j.1432-1033.1992.tb17251.x	journal	September 1992
Investigation of the Molecular Weight Increase of Commercial Lignosulfonates by Laccase Catalysis Areskogh, Dimitri; Li, Jiebing; Gellerstedt, Göran Biomacromolecules, Vol. 11, Issue 4 https://doi.org/10.1021/bm901258v	journal	April 2010
Fenton's Reagent-Mediated Degradation of Residual Kraft Black Liquor Araujo, Elisa; Rodríguez-Malaver, Antonio J.; González, Aura M. Applied Biochemistry and Biotechnology, Vol. 97, Issue 2 https://doi.org/10.1385/ABAB:97:2:091	journal	January 2002
Comparative study of oxidation of dye-Reactive Black B by different advanced oxidation processes: Fenton, electro-Fenton and photo-Fenton Huang, Yao-Hui; Huang, Yi-Fong; Chang, Po-Shun Journal of Hazardous Materials, Vol. 154, Issue 1-3 https://doi.org/10.1016/j.jhazmat.2007.10.077	journal	June 2008
Do the extracellular enzymes cellobiose dehydrogenase and manganese peroxidase form a pathway in lignin biodegradation? Hildén, Lars; Johansson, Gunnar; Pettersson, Göran FEBS Letters, Vol. 477, Issue 1-2 https://doi.org/10.1016/s0014-5793(00)01757-9	journal	July 2000
Production and Application of Lignosulfonates and Sulfonated Lignin Aro, Thomas; Fatehi, Pedram ChemSusChem, Vol. 10, Issue 9 https://doi.org/10.1002/cssc.201700082	journal	April 2017
Poly(maleic acid) – A novel dispersant for aqueous alumina slurry Mohanty, Saralasrita; Das, Bodhisatwa; Dhara, Santanu Journal of Asian Ceramic Societies, Vol. 1, Issue 2 https://doi.org/10.1016/j.jascer.2013.05.005	journal	June 2013
Veratryl alcohol degradation by a catechol-driven Fenton reaction as lignin oxidation by brown-rot fungi model Contreras, David; Freer, Juanita; Rodríguez, Jaime International Biodeterioration & Biodegradation, Vol. 57, Issue 1 https://doi.org/10.1016/j.ibiod.2005.11.003	journal	January 2006
Fenton's reagent revisited Walling, Cheves Accounts of Chemical Research, Vol. 8, Issue 4 https://doi.org/10.1021/ar50088a003	journal	April 1975
Structural Characterization of Switchgrass Lignin after Ethanol Organosolv Pretreatment Hu, Gang; Cateto, Carolina; Pu, Yunqiao Energy & Fuels, Vol. 26, Issue 1 https://doi.org/10.1021/ef201477p	journal	December 2011
Assesment of technical lignins for uses in biofuels and biomaterials: Structure-related properties, proximate analysis and chemical modification Gordobil, Oihana; Moriana, Rosana; Zhang, Liming Industrial Crops and Products, Vol. 83 https://doi.org/10.1016/j.indcrop.2015.12.048	journal	May 2016
Quality carbon fibers from fractionated lignin Li, Qiang; Xie, Shangxian; Serem, Wilson K. Green Chemistry, Vol. 19, Issue 7 https://doi.org/10.1039/c6gc03555h	journal	January 2017
Steady-state generation of hydrogen peroxide: kinetics and stability of alcohol oxidase immobilized on nanoporous alumina Kjellander, Marcus; Götz, Kathrin; Liljeruhm, Josefine Biotechnology Letters, Vol. 35, Issue 4 https://doi.org/10.1007/s10529-012-1110-5	journal	December 2012
415. Infrared absorption of substituents in aromatic systemes. Part I. Methoxy- and ethoxy-compounds Katritzky, A. R.; Coats, N. A. Journal of the Chemical Society (Resumed) https://doi.org/10.1039/jr9590002062	journal	January 1959
Influence of Oxygen and Mediators on Laccase-Catalyzed Polymerization of Lignosulfonate Huber, Daniela; Ortner, Andreas; Daxbacher, Andreas ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 10 https://doi.org/10.1021/acssuschemeng.6b00692	journal	June 2016
Quality carbon fibers from fractionated lignin Li, Qiang; Xie, Shangxian; Serem, Wilson K. Green Chemistry, Vol. 19, Issue 7 https://doi.org/10.1039/C6GC03555H	journal	January 2017
Lignin depolymerization by fungal secretomes and a microbial sink Salvachúa, Davinia; Katahira, Rui; Cleveland, Nicholas S. Green Chemistry, Vol. 18, Issue 22 https://doi.org/10.1039/C6GC01531J	journal	January 2016
Lignin depolymerization by fungal secretomes and a microbial sink Salvachúa, Davinia; Katahira, Rui; Cleveland, Nicholas S. Green Chemistry, Vol. 18, Issue 22 https://doi.org/10.1039/c6gc01531j	journal	January 2016
Physicochemical characterisation of sugar cane bagasse lignin oxidized by hydrogen peroxide Mancera, A.; Fierro, V.; Pizzi, A. Polymer Degradation and Stability, Vol. 95, Issue 4 https://doi.org/10.1016/j.polymdegradstab.2010.01.012	journal	April 2010
Changes in Solution Color During Phenol Oxidation by Fenton Reagent Mijangos, Federico; Varona, Fernando; Villota, Natalia Environmental Science & Technology, Vol. 40, Issue 17 https://doi.org/10.1021/es060866q	journal	September 2006
Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid Charkoudian, Louise K.; Franz, Katherine J. Inorganic Chemistry, Vol. 45, Issue 9 https://doi.org/10.1021/ic060014r	journal	May 2006
Pretreatment of lignocellulosic biomass using Fenton chemistry Kato, Dawn M.; Elía, Noelia; Flythe, Michael Bioresource Technology, Vol. 162 https://doi.org/10.1016/j.biortech.2014.03.151	journal	June 2014
FTIR-ATR-based prediction and modelling of lignin and energy contents reveals independent intra-specific variation of these traits in bioenergy poplars Zhou, Guanwu; Taylor, Gail; Polle, Andrea Plant Methods, Vol. 7, Issue 1 https://doi.org/10.1186/1746-4811-7-9	journal	January 2011
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
Do the extracellular enzymes cellobiose dehydrogenase and manganese peroxidase form a pathway in lignin biodegradation? Hildén, Lars; Johansson, Gunnar; Pettersson, Göran FEBS Letters, Vol. 477, Issue 1-2 https://doi.org/10.1016/S0014-5793(00)01757-9	journal	July 2000
Biomimetic Fenton-Catalyzed Lignin Depolymerization to High-Value Aromatics and Dicarboxylic Acids Zeng, Jijiao; Yoo, Chang Geun; Wang, Fei ChemSusChem, Vol. 8, Issue 5 https://doi.org/10.1002/cssc.201403128	journal	February 2015
Advances in modifying lignin for enhanced biofuel production Simmons, Blake A.; Loqué, Dominique; Ralph, John Current Opinion in Plant Biology, Vol. 13, Issue 3, p. 312-319 https://doi.org/10.1016/j.pbi.2010.03.001	journal	June 2010
A New Conversion Method for Recovering Valuable Chemicals from Oil Palm Shell Wastes Utilizing Liquid-Phase Oxidation with H ₂ O ₂ under Mild Conditions Mae, Kazuhiro; Hasegawa, Isao; Sakai, Noriaki Energy & Fuels, Vol. 14, Issue 6 https://doi.org/10.1021/ef000091l	journal	November 2000
Vibrational spectra of two Fe(III)/EDTA complexes useful for iron supplementation Wagner, Claudia C.; Baran, Enrique J. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 75, Issue 2 https://doi.org/10.1016/j.saa.2009.11.059	journal	February 2010
Assay for lignin breakdown based on lignin films: insights into the Fenton reaction with insoluble lignin Kent, Michael S.; Avina, Isaac C.; Rader, Nadeya Green Chemistry, Vol. 17, Issue 10 https://doi.org/10.1039/C5GC01083G	journal	January 2015
In‐situ Enzymatic Generation of Hydrogen Peroxide for Bleaching Purposes López, C.; Cavaco‐Paulo, A. Engineering in Life Sciences, Vol. 8, Issue 3 https://doi.org/10.1002/elsc.200700060	journal	June 2008
Understanding pretreatment efficacy of four cholinium and imidazolium ionic liquids by chemistry and computation Sun, Ning; Parthasarathi, Ramakrishnan; Socha, Aaron M. Green Chem., Vol. 16, Issue 5 https://doi.org/10.1039/C3GC42401D	journal	January 2014
Biological valorization of low molecular weight lignin Abdelaziz, Omar Y.; Brink, Daniel P.; Prothmann, Jens Biotechnology Advances, Vol. 34, Issue 8 https://doi.org/10.1016/j.biotechadv.2016.10.001	journal	December 2016

Cited By (4)

Ce ³⁺ self-doped CeO _x /FeOCl: an efficient Fenton catalyst for phenol degradation under mild conditions Zhang, Jian; Yang, Mengxue; Lian, Ye Dalton Transactions, Vol. 48, Issue 10 https://doi.org/10.1039/c8dt04269a	journal	January 2019
Lignin Biopolymers in the Age of Controlled Polymerization Ganewatta, Mitra S.; Lokupitiya, Hasala N.; Tang, Chuanbing Polymers, Vol. 11, Issue 7 https://doi.org/10.3390/polym11071176	journal	July 2019
Tough, strong, and biodegradable composite film with excellent UV barrier performance comprising soy protein isolate, hyperbranched polyester, and cardanol derivative Gu, Weidong; Liu, Xiaorong; Li, Feng Green Chemistry, Vol. 21, Issue 13 https://doi.org/10.1039/c9gc01081e	journal	January 2019
Oxidative Depolymerisation of Lignosulphonate Lignin into Low-Molecular-Weight Products with Cu–Mn/δ-Al2O3 Abdelaziz, Omar Y.; Meier, Sebastian; Prothmann, Jens Topics in Catalysis, Vol. 62, Issue 7-11 https://doi.org/10.1007/s11244-019-01146-5	journal	March 2019

Similar Records

Depolymerization of lignin for biological conversion through sulfonation and a chelator-mediated Fenton reaction.

Conference · Thu Apr 01 00:00:00 EDT 2021 · OSTI ID:1863494

Depolymerization of Lignin for Biological Conversion Through Sulfonation and a Chelator-Mediated Fenton Reaction.

Conference · Sun May 01 00:00:00 EDT 2022 · OSTI ID:2003171

Lignin valorization to a water-soluble polyacid with comparable industrial dispersant performance.

Conference · Sun Jul 01 00:00:00 EDT 2018 · OSTI ID:1806763

Efficient Conversion of Lignin into a water-soluble polymer by a Chelator-Mediated Fenton Reaction: Optimization of H2O2 & Performance as a Dispersant.

Citation Formats

References (69)

Cited By (4)

Similar Records

Related Subjects