The DOI matches its Crossref record; 58 of the 58 references it cites were found in a registry or an index.
Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process
Abstract
Valorization of native birch wood lignin into monomeric phenols over nickel-based catalysts has been studied. High chemoselectivity to aromatic products was achieved by using Ni-based catalysts and common alcohols as solvents. The results show that lignin can be selectively cleaved into propylguaiacol and propylsyringol with total selectivity >90% at a lignin conversion of about 50%. Alcohols, such as methanol, ethanol and ethylene glycol, are suitable solvents for lignin conversion. Analyses with MALDI-TOF and NMR show that birch lignin is first fragmented into smaller lignin species consisting of several benzene rings with a molecular weight of m/z ca. 1100 to ca. 1600 via alcoholysis reaction. The second step involves the hydrogenolysis of the fragments into phenols. The presence of gaseous H2 has no effect on lignin conversion, indicating that alcohols provide active hydrogen species, which is further confirmed by isotopic tracing experiments. Catalysts are recycled by magnetic separation and can be reused four times without losing activity. The mechanistic insights from this work could be helpful in understanding native lignin conversion and the formation of monomeric phenolics via reductive depolymerization.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering
Huber, G. W., Iborra, S., & Corma, A. (2006) · Chemical Reviews · doi:10.1021/cr068360d · Cited by 7,664
The Catalytic Valorization of Lignin for the Production of Renewable Chemicals
Zakzeski, J., Bruijnincx, P. C. A., Jongerius, A. L., & Weckhuysen, B. M. (2010) · Chemical Reviews · doi:10.1021/cr900354u · Cited by 4,468
Bond Dissociation Energies of Organic Molecules
Blanksby, S. J., & Ellison, G. B. (2003) · ChemInform · doi:10.1002/chin.200324299 · Cited by 3,376
Lignin chemistry?past, present and future
Adler, E. (1977) · Wood Science and Technology · doi:10.1007/bf00365615 · Cited by 1,759
Lignin Depolymerization and Conversion: A Review of Thermochemical Methods
Pandey, M. P., & Kim, C. S. (2011) · Chemical Engineering & Technology · doi:10.1002/ceat.201000270 · Cited by 1,419
Hydrolysis of Cellulose by Amorphous Carbon Bearing SO3H, COOH, and OH Groups
Suganuma, S., Nakajima, K., Kitano, M., Yamaguchi, D., Kato, H., Hayashi, S., & Hara, M. (2008) · Journal of the American Chemical Society · doi:10.1021/ja803983h · Cited by 1,020
Raney Ni-Sn Catalyst for H 2 Production from Biomass-Derived Hydrocarbons
Huber, G. W., Shabaker, J. W., & Dumesic, J. A. (2003) · Science · doi:10.1126/science.1085597 · Cited by 936
Selective, Nickel-Catalyzed Hydrogenolysis of Aryl Ethers
Sergeev, A. G., & Hartwig, J. F. (2011) · Science · doi:10.1126/science.1200437 · Cited by 844
Ji, N., Zhang, T., Zheng, M., Wang, A., Wang, H., Wang, X., & Chen, J. G. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200803233 · Cited by 767
Catalytic Conversion of Cellulose into Sugar Alcohols
Fukuoka, A., & Dhepe, P. L. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200601921 · Cited by 761
Cited by
Catalytic Transformation of Lignin for the Production of Chemicals and Fuels
Li, C., Zhao, X., Wang, A., Huber, G. W., & Zhang, T. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00155 · Cited by 2,951
Biobased Thermosetting Epoxy: Present and Future
Auvergne, R., Caillol, S., David, G., Boutevin, B., & Pascault, J.-P. (2014) · Chemical Reviews · doi:10.1021/cr3001274 · Cited by 1,159
Lignin depolymerisation strategies: towards valuable chemicals and fuels
Xu, C., Arancon, R. A. D., Labidi, J., & Luque, R. (2014) · Chem. Soc. Rev. · doi:10.1039/c4cs00235k · Cited by 1,031
Guidelines for performing lignin-first biorefining
Abu-Omar, M. M., Barta, K., Beckham, G. T., Luterbacher, J. S., Ralph, J., Rinaldi, R., Román-Leshkov, Y., Samec, J. S. M., Sels, B. F., & Wang, F. (2021) · Energy & Environmental Science · doi:10.1039/d0ee02870c · Cited by 913
Self-citationCatalytic conversion of lignocellulosic biomass into chemicals and fuels
Deng, W., Feng, Y., Fu, J., Guo, H., Guo, Y., Han, B., Jiang, Z., Kong, L., Li, C., Liu, H., et al. (2023) · Green Energy & Environment · doi:10.1016/j.gee.2022.07.003 · Cited by 854
Self-citationAlternative Monomers Based on Lignocellulose and Their Use for Polymer Production
Delidovich, I., Hausoul, P. J. C., Deng, L., Pfützenreuter, R., Rose, M., & Palkovits, R. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00354 · Cited by 773
Lignin-first biomass fractionation: the advent of active stabilisation strategies
Renders, T., Van den Bosch, S., Koelewijn, S.-F., Schutyser, W., & Sels, B. F. (2017) · Energy & Environmental Science · doi:10.1039/c7ee01298e · Cited by 709
Wu, X., Fan, X., Xie, S., Lin, J., Cheng, J., Zhang, Q., Chen, L., & Wang, Y. (2018) · Nature Catalysis · doi:10.1038/s41929-018-0148-8 · Cited by 649
Self-citationGalkin, M. V., & Samec, J. S. M. (2016) · ChemSusChem · doi:10.1002/cssc.201600237 · Cited by 640
Downstream processing of lignin derived feedstock into end products
Wong, S. S., Shu, R., Zhang, J., Liu, H., & Yan, N. (2020) · Chemical Society Reviews · doi:10.1039/d0cs00134a · Cited by 528
Self-citationSelective production of arenes via direct lignin upgrading over a niobium-based catalyst
Shao, Y., Xia, Q., Dong, L., Liu, X., Han, X., Parker, S. F., Cheng, Y., Daemen, L. L., Ramirez-Cuesta, A. J., Yang, S., et al. (2017) · Nature Communications · doi:10.1038/ncomms16104 · Cited by 506
Self-citationA Photochemical Strategy for Lignin Degradation at Room Temperature
Nguyen, J. D., Matsuura, B. S., & Stephenson, C. R. J. (2014) · Journal of the American Chemical Society · doi:10.1021/ja4113462 · Cited by 454
Organic Solvent Effects in Biomass Conversion Reactions
Shuai, L., & Luterbacher, J. (2016) · ChemSusChem · doi:10.1002/cssc.201501148 · Cited by 445
Parsell, T., Yohe, S., Degenstein, J., Jarrell, T., Klein, I., Gencer, E., Hewetson, B., Hurt, M., Kim, J. I., Choudhari, H., et al. (2015) · Green Chemistry · doi:10.1039/c4gc01911c · Cited by 434
Tuning the lignin oil OH-content with Ru and Pd catalysts during lignin hydrogenolysis on birch wood
Van den Bosch, S., Schutyser, W., Koelewijn, S.-F., Renders, T., Courtin, C. M., & Sels, B. F. (2015) · Chemical Communications · doi:10.1039/c5cc04025f · Cited by 388
Catalytic Depolymerization of Lignin in Supercritical Ethanol
Huang, X., Korányi, T. I., Boot, M. D., & Hensen, E. J. M. (2014) · ChemSusChem · doi:10.1002/cssc.201402094 · Cited by 373
De, S., Saha, B., & Luque, R. (2015) · Bioresource Technology · doi:10.1016/j.biortech.2014.09.065 · Cited by 359
Bio-Based Chemicals from Renewable Biomass for Integrated Biorefineries
Kohli, K., Prajapati, R., & Sharma, B. K. (2019) · Energies · doi:10.3390/en12020233 · Cited by 357
Lignin depolymerization into aromatic monomers over solid acid catalysts
Deepa, A. K., & Dhepe, P. L. (2015) · ACS Catalysis · doi:10.1021/cs501371q · Cited by 346
Van den Bosch, S., Renders, T., Kennis, S., Koelewijn, S.-F., Van den Bossche, G., Vangeel, T., Deneyer, A., Depuydt, D., Courtin, C. M., Thevelein, J. M., et al. (2017) · Green Chemistry · doi:10.1039/c7gc01324h · Cited by 346
Combining Reclaimed PET with Bio-based Monomers Enables Plastics Upcycling
Rorrer, N. A., Nicholson, S., Carpenter, A., Biddy, M. J., Grundl, N. J., & Beckham, G. T. (2019) · Joule · doi:10.1016/j.joule.2019.01.018 · Cited by 328
Homogeneous catalysis for the conversion of biomass and biomass-derived platform chemicals
Deuss, P. J., Barta, K., & de Vries, J. G. (2014) · Catal. Sci. Technol. · doi:10.1039/c3cy01058a · Cited by 316
Lancefield, C. S., Panovic, I., Deuss, P. J., Barta, K., & Westwood, N. J. (2017) · Green Chemistry · doi:10.1039/c6gc02739c · Cited by 300
Hydrotreatment of pyrolysis bio-oil: A review
Han, Y., Gholizadeh, M., Tran, C.-C., Kaliaguine, S., Li, C.-Z., Olarte, M., & Garcia-Perez, M. (2019) · Fuel Processing Technology · doi:10.1016/j.fuproc.2019.106140 · Cited by 292
Dai, L., Wang, Y., Liu, Y., Ruan, R., He, C., Yu, Z., Jiang, L., Zeng, Z., & Tian, X. (2019) · Renewable and Sustainable Energy Reviews · doi:10.1016/j.rser.2019.02.015 · Cited by 282
Self-citationFrom models to lignin: Transition metal catalysis for selective bond cleavage reactions
Deuss, P. J., & Barta, K. (2016) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2015.02.004 · Cited by 277
Deng, W., Zhang, H., Wu, X., Li, R., Zhang, Q., & Wang, Y. (2015) · Green Chemistry · doi:10.1039/c5gc01473e · Cited by 272
Self-citationInfluence of bio-based solvents on the catalytic reductive fractionation of birch wood
Schutyser, W., Van den Bosch, S., Renders, T., De Boe, T., Koelewijn, S.-F., Dewaele, A., Ennaert, T., Verkinderen, O., Goderis, B., Courtin, C. M., et al. (2015) · Green Chemistry · doi:10.1039/c5gc01442e · Cited by 268
Depolymerization of lignin via a non-precious Ni–Fe alloy catalyst supported on activated carbon
Zhai, Y., Li, C., Xu, G., Ma, Y., Liu, X., & Zhang, Y. (2017) · Green Chemistry · doi:10.1039/c7gc00149e · Cited by 249
Lancefield, C. S., Wienk, H. L. J., Boelens, R., Weckhuysen, B. M., & Bruijnincx, P. C. A. (2018) · Chemical Science · doi:10.1039/c8sc02000k · Cited by 210
Li, H., & Song, G. (2019) · ACS Catalysis · doi:10.1021/acscatal.9b00556 · Cited by 187
Solid base catalyzed depolymerization of lignin into low molecular weight products
Chaudhary, R., & Dhepe, P. L. (2017) · Green Chemistry · doi:10.1039/c6gc02701f · Cited by 163
A Multitechnique Characterization of Lignin Softening and Pyrolysis
Shrestha, B., le Brech, Y., Ghislain, T., Leclerc, S., Carré, V., Aubriet, F., Hoppe, S., Marchal, P., Pontvianne, S., Brosse, N., et al. (2017) · ACS Sustainable Chemistry & Engineering · doi:10.1021/acssuschemeng.7b01130 · Cited by 108
Sequential utilization of bamboo biomass through reductive catalytic fractionation of lignin
Zhang, K., Li, H., Xiao, L.-P., Wang, B., Sun, R.-C., & Song, G. (2019) · Bioresource Technology · doi:10.1016/j.biortech.2019.121335 · Cited by 107
Depolymerization of organosolv lignin using doped porous metal oxides in supercritical methanol
Warner, G., Hansen, T. S., Riisager, A., Beach, E. S., Barta, K., & Anastas, P. T. (2014) · Bioresource Technology · doi:10.1016/j.biortech.2014.02.092 · Cited by 108
Thermal Liquefaction of Lignin to Aromatics: Efficiency, Selectivity, and Product Analysis
Kozliak, E. I., Kubátová, A., Artemyeva, A. A., Nagel, E., Zhang, C., Rajappagowda, R. B., & Smirnova, A. L. (2016) · ACS Sustainable Chemistry & Engineering · doi:10.1021/acssuschemeng.6b01046 · Cited by 98
Xin, Y., Dong, L., Guo, Y., Liu, X., Hu, Y., & Wang, Y. (2019) · Journal of Catalysis · doi:10.1016/j.jcat.2019.05.007 · Cited by 86
Self-citationChemodivergent hydrogenolysis of eucalyptus lignin with Ni@ZIF-8 catalyst
Liu, X., Li, H., Xiao, L.-P., Sun, R.-C., & Song, G. (2019) · Green Chemistry · doi:10.1039/c8gc03511c · Cited by 87
Chen, X., Zhang, K., Xiao, L.-P., Sun, R.-C., & Song, G. (2020) · Biotechnology for Biofuels · doi:10.1186/s13068-019-1644-z · Cited by 72
Degradation of vanillin during lignin valorization under alkaline oxidation
Zhu, Y., Liu, J., Liao, Y., Lv, W., Ma, L., & Wang, C. (2018) · Topics in Current Chemistry · doi:10.1007/s41061-018-0208-1 · Cited by 46
Economical concerns of lignin in the energy sector
Sharma, A., Kaur, P., Singh, G., & Arya, S. K. (2021) · Cleaner Engineering and Technology · doi:10.1016/j.clet.2021.100258 · Cited by 38
Lignin Depolymerization to BTXs
Serrano, L., Cecilia, J. A., García-Sancho, C., & García, A. (2019) · Topics in Current Chemistry · doi:10.1007/s41061-019-0251-6 · Cited by 36
Metadata
- Authors
- Song, Q., Wang, F., Cai, J., Wang, Y., Zhang, J., Yu, W., & Xu, J.
- Venue
- Energy & Environmental Science
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2013
- Volume
- 6
- Issue
- 3
- Pages
- 994
- ISSN
- 1754-5692 (ISSN-L)
- 1754-5706
- OpenAlex
- W2076314081
- Cited by
- 891
- References
- 58
- FWCI
- 35.96
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
