Regulation of Ni valence state and synergistic effects of supports in the hydrodeoxygenation of lignin-derived vanillin using pseudoboehmite-supported Ni catalysts

References

• Almeida, C. V., G. Tremiliosi-Filho, K. I. Eguiluz, and G. R. Salazar-Banda. 2020. Improved ethanol electro-oxidation at Ni@ Pd/C and Ni@ PdRh/C core–shell catalysts. Journal of Catalysis 391:175–89. doi:10.1016/j.jcat.2020.08.024.
   Web of Science ®Google Scholar
• Baviskar, C. V., and P. D. Vaidya. 2017. Steam reforming of model bio-oil compounds 2-butanone, 1-methoxy-2-propanol, ethyl acetate and butyraldehyde over Ni/Al2O3. International Journal of Hydrogen Energy 42 (34):21667–76. doi:10.1016/j.ijhydene.2017.07.063.
   Web of Science ®Google Scholar
• Braos-Garcıa, P., P. Maireles-Torres, E. Rodrıguez-Castellón, and A. Jiménez-López. 2001. Gas-phase hydrogenation of acetonitrile over nickel supported on alumina-and mixed alumina/gallium oxide-pillared tin phosphate catalysts. Journal of Molecular Catalysis A: Chemical 168 (1–2):279–87. doi:10.1016/S1381-1169(00)00544-6.
   Web of Science ®Google Scholar
• Dasari, K. K., V. Gumtapure, and S. Dutta. 2020. Upgrading of coconut shell-derived pyrolytic bio-oil by thermal and catalytic deoxygenation. Energy Sources Part A: Recovery, Utilization, and Environmental Effects 1–10. doi:10.1080/15567036.2019.1711465.
   Web of Science ®Google Scholar
• Ding, C., J. Wang, Y. Jia, G. Ai, S. Liu, P. Liu, K. Zhang, Y. Han, and X. Ma. 2016. Anti-coking of Yb-promoted Ni/Al2O3 catalyst in partial oxidation of methane. International Journal of Hydrogen Energy 41:10707–18. doi:10.1016/j.ijhydene.2016.04.110.
   Web of Science ®Google Scholar
• Duan, M., Q. Cheng, M. Wang, and Y. Wang. 2021. In situ hydrodeoxygenation of vanillin over Ni–co–P/HAP with formic acid as a hydrogen source. RSC Advances 11 (18):10996–1003. doi:10.1039/D1RA00979F.
   PubMed Web of Science ®Google Scholar
• Emamdoust, A., V. La Parola, G. Pantaleo, M. L. Testa, S. F. Shayesteh, and A. M. Venezia. 2020. Partial oxidation of methane over SiO2 supported Ni and NiCe catalysts. Journal of Energy Chemistry 47:1–9. doi:10.1016/j.jechem.2019.11.019.
   Web of Science ®Google Scholar
• Fan, R., C. Chen, M. Han, W. Gong, H. Zhang, Y. Zhang, H. Zhang, and G. Wang. 2018. Highly dispersed copper nanoparticles supported on activated carbon as an efficient catalyst for selective reduction of vanillin. Small 14 (36):1801953. doi:10.1002/smll.201801953.
   Web of Science ®Google Scholar
• Feng, J., Z. Yang, C. Y. Hse, Q. Su, K. Wang, J. Jiang, and J. Xu. 2017. In situ catalytic hydrogenation of model compounds and biomass-derived phenolic compounds for bio-oil upgrading. Renewable Energy 105:140–48. doi:10.1016/j.renene.2016.12.054.
   Web of Science ®Google Scholar
• Gao, J., Y. Cao, G. Luo, J. Fan, J. H. Clark, and S. Zhang. 2022. High-efficiency catalytic hydrodeoxygenation of lignin-derived vanillin with nickel-supported metal phosphate catalysts. Chem Eng J 448:137723. doi:10.1016/j.cej.2022.137723.
   Web of Science ®Google Scholar
• Guo, X., G. Gao, J. Remón, Y. Ma, Z. Jiang, B. Shi, and D. C. Tsang. 2022. Selective hydrogenation of vanillin to vanillyl alcohol over Pd, Pt, and Au catalysts supported on an advanced nitrogen-containing carbon material produced from food waste. Chem Eng J 440 135885. doi:10.1016/j.cej.2022.135885.
   Google Scholar
• Han, Q., M. U. Rehman, J. Wang, A. Rykov, O. Y. Gutiérrez, Y. Zhao, S. Wang, X. Ma, and J. A. Lercher. 2019. The synergistic effect between Ni sites and Ni-fe alloy sites on hydrodeoxygenation of lignin-derived phenols. Applied Catalysis B: Environmental 253:348–358. doi:10.1016/j.apcatb.2019.04.065.
   Web of Science ®Google Scholar
• Han, Y., B. Wen, M. Zhu, and B. Dai. 2018. Lanthanum incorporated in MCM-41 and its application as a support for a stable Ni-based methanation catalyst. Journal of Rare Earths 36 (4):367–73. doi:10.1016/j.jre.2017.07.016.
   Web of Science ®Google Scholar
• Huang, H., R. Zong, and H. Li. 2020. Synergy effects between oxygen groups and defects in hydrodeoxygenation of biomass over a carbon nanosphere supported Pd catalyst. 2020. ACS Sustainable Chemistry & Engineering 8 (42):15998–6009. doi:10.1021/acssuschemeng.0c06122.
   Web of Science ®Google Scholar
• Jiang, L., P. Zhou, C. Liao, Z. Zhang, and S. Jin. 2018. Cobalt nanoparticles supported on nitrogen‐doped carbon: An effective non‐noble metal catalyst for the upgrade of biofuels. ChemSuschem 11 (5):959–64. doi:10.1002/cssc.201702078.
   PubMed Web of Science ®Google Scholar
• Liao, Q., M. Shi, Q. Zhang, W. Cheng, P. Ji, X. Fu, H. Lai, R. Fan, J. Sheng, and H. Li. 2022. Gold catalyst anchored to pre-reduced Co3O4 nanorods for the hydrodeoxygenation of vanillin using alcohols as hydrogen donors. ACS Applied Materials & Interfaces 14:3939–48. doi:10.1021/acsami.1c18197.
   PubMed Web of Science ®Google Scholar
• Li, G., and H. Li. 2021. Enhancing activity of Ni2P-based catalysts by a yolk–shell structure and transition metal-doping for catalytic transfer hydrogenation of vanillin. Energy & Fuels 35 (5):4158–68. doi:10.1021/acs.energyfuels.0c03771.
   Web of Science ®Google Scholar
• Liu, T., Z. Tian, W. Zhang, B. Luo, L. Lei, C. Wang, J. Liu, R. Shu, and Y. Chen. 2023. Selective hydrodeoxygenation of lignin-derived phenols to alkyl cyclohexanols over highly dispersed RuFe bimetallic catalysts. Fuel 339:339 126916. doi:10.1016/j.fuel.2022.126916.
   Web of Science ®Google Scholar
• Liu, Q., Z. Zhong, F. Gu, X. Wang, X. Lu, H. Li, G. Xu, and F. Su. 2016. CO methanation on ordered mesoporous Ni–cr–al catalysts: Effects of the catalyst structure and Cr promoter on the catalytic properties. Journal of Catalysis 337:337 221–232. doi:10.1016/j.jcat.2016.01.023.
   Web of Science ®Google Scholar
• Lu, X., X. Zhu, H. Guo, H. Que, D. Wang, D. Liang, T. He, C. Hu, C. Xu, and X. Gu. 2020. Efficient depolymerization of alkaline lignin to phenolic compounds at low temperatures with formic acid over inexpensive Fe–Zn/Al2O3 catalyst. Energy & Fuels 34:7121–30. doi:10.1021/acs.energyfuels.0c00742.
   Web of Science ®Google Scholar
• Nie, R., H. Yang, H. Zhang, X. Yu, X. Lu, D. Zhou, and Q. Xia. 2017. Mild-temperature hydrodeoxygenation of vanillin over porous nitrogen-doped carbon black supported nickel nanoparticles. Green Chemistry 19:3126–34. doi:10.1039/C7GC00531H.
   Web of Science ®Google Scholar
• Oyama, S. T., and Y. K. Lee. 2008. The active site of nickel phosphide catalysts for the hydrodesulfurization of 4, 6-DMDBT. Journal of Catalysis 258 (2):393–400. doi:10.1016/j.jcat.2008.06.023.
   Web of Science ®Google Scholar
• Papageridis, K. N., N. D. Charisiou, S. L. Douvartzides, V. Sebastian, S. J. Hinder, M. A. Baker, S. AlKhoori, K. Polychronopoulou, and M. A. Goula. 2020. Effect of operating parameters on the selective catalytic deoxygenation of palm oil to produce renewable diesel over Ni supported on Al2O3, ZrO2 and SiO2 catalysts. Fuel Processing Technology 209 106547. doi:10.1016/j.fuproc.2020.106547.
   Web of Science ®Google Scholar
• Pu, J., K. Nishikado, N. Wang, T. T. Nguyen, T. Maki, and E. W. Qian. 2018. Core-shell nickel catalysts for the steam reforming of acetic acid. Applied Catalysis B: Environmental 224:69–79. doi:10.1016/j.apcatb.2017.09.058.
   Web of Science ®Google Scholar
• Ran, J., L. Alfilfil, J. Li, R. Yangcheng, Z. Liu, Q. Wang, Y. Cui, T. Cao, M. Qiao, K. Yao, et al. 2022. Tailoring interfacial microenvironment of palladium‐zeolite catalysts for the efficient low‐temperature hydrodeoxygenation of vanillin in water. ChemCatchem 14 (14):e202200397. doi:10.1002/cctc.202200397.
   Web of Science ®Google Scholar
• Rorrer, J. E., A. T. Bell, and F. D. Toste. 2019. Synthesis of biomass‐derived ethers for use as fuels and lubricants. ChemSuschem 12 (13):2835–58. doi:10.1002/cssc.201900535.
   PubMed Web of Science ®Google Scholar
• Saidi, M., and M. Safaripour. 2022. Aqueous phase hydrodeoxygenation of anisole as a pyrolysis lignin-derived bio-oil by ether-functionalized ionic polymer-stabilized Ni-mo nanocatalyst. Sustainable Energy Technologies and Assessments 49:101770. doi:10.1016/j.seta.2021.101770.
   Web of Science ®Google Scholar
• Shen, K., X. Wang, X. Zou, X. Wang, X. Lu, and W. Ding. 2011. Pre-reforming of liquefied petroleum gas over nickel catalysts supported on magnesium aluminum mixed oxides. International Journal of Hydrogen Energy 36:4908–16. doi:10.1016/j.ijhydene.2011.01.065.
   Web of Science ®Google Scholar
• Shi, T., H. Li, L. Yao, W. Ji, and C. T. Au. 2012. Ni–Co–Cu supported on pseudoboehmite-derived Al2O3: Highly efficient catalysts for the hydrogenation of organic functional groups. Applied Catalysis A: General 425-426:68–73. doi:10.1016/j.apcata.2012.03.003.
   Web of Science ®Google Scholar
• Shu, R., H. Jiang, L. Xie, X. Liu, T. Yin, Z. Tian, W. Chao, and Y. Chen. 2023. Efficient hydrodeoxygenation of lignin-derived phenolic compounds by using Ru-based biochar catalyst coupled with silicotungstic acid. Renewable Energy 202:1160–68. doi:10.1016/j.renene.2022.11.092.
   Web of Science ®Google Scholar
• Tang, P., Y. Chai, J. Feng, Y. Feng, Y. Li, and D. Li. 2014. Highly dispersed Pd catalyst for anthraquinone hydrogenation supported on alumina derived from a pseudoboehmite precursor. Appl Catal A, Gen 469:469 312–319. doi:10.1016/j.apcata.2013.10.008.
   Web of Science ®Google Scholar
• Tran, Q. K., H. V. Ly, B. Kwon, S. S. Kim, and J. Kim. 2021. Catalytic hydrodeoxygenation of guaiacol as a model compound of woody bio-oil over Fe/AC and Ni/γ-Al2O3 catalysts. Renewable Energy 173:886–895. doi:10.1016/j.renene.2021.03.138.
   Web of Science ®Google Scholar
• Wang, Y., M. Chen, Z. Yang, T. Liang, S. Liu, Z. Zhou, and X. Li. 2018. Bimetallic Ni-M (M= Co, Cu and Zn) supported on attapulgite as catalysts for hydrogen production from glycerol steam reforming. Applied Catalysis A: General 550:550 214–227. doi:10.1016/j.apcata.2017.11.014.
   Web of Science ®Google Scholar
• Wang, H., B. Yang, Q. Zhang, and W. Zhu. 2020. Catalytic routes for the conversion of lignocellulosic biomass to aviation fuel range hydrocarbons. Renewable and Sustainable Energy Reviews 120:120 109612. doi:10.1016/j.rser.2019.109612.
   Web of Science ®Google Scholar
• Wang, S., L. Yang, T. Zhu, N. Jiang, F. Li, H. Wang, C. Zhang, and H. Song. 2022. Highly efficient hydrogenation of phenol to cyclohexanol over Ni-based catalysts derived from Ni-MOF-74. Reaction Chemistry & Engineering 7 (1):170–80. doi:10.1039/D1RE00302J.
   Web of Science ®Google Scholar
• Xing, X., L. Liu, Y. Zhang, P. Fu, and Z. Li. 2023. Mild modification of lignin pyrolysis vapors by metal oxide catalysts: A comparative study with molecular sieve catalysts. Energy Sources Part A: Recovery, Utilization, and Environmental Effects 45 (2):5052–62. doi:10.1080/15567036.2023.2207501.
   Web of Science ®Google Scholar
• Zhang, Z., X. Hu, L. Zhang, Y. Yang, Q. Li, H. Fan, Q. Liu, T. Wei, and C. Z. Li. 2019. Steam reforming of guaiacol over Ni/Al2O3 and Ni/SBA-15: Impacts of support on catalytic behaviors of nickel and properties of coke. Fuel Processing Technology 191:138–51. doi:10.1016/j.fuproc.2019.04.001.
   Web of Science ®Google Scholar
• Zhang, Q., D. Zhang, Z. Sun, F. Wang, J. Zhang, R. Ma, and W. Yi. 2023. The impact of various catalysts on pyrolysis bio-oil characteristics and catalyst coking behavior of corn stover. Energy Sources Part A: Recovery, Utilization, and Environmental Effects 45 (4):12666–79. doi:10.1080/15567036.2023.2276902.
   Web of Science ®Google Scholar
• Zhao, C., C. A. Sojdak, W. Myint, and D. Seidel. 2017. Reductive etherification via anion-binding catalysis. Journal of the American Chemical Society 139 (30):10224–27. doi:10.1021/jacs.7b05832.
   PubMed Web of Science ®Google Scholar
• Zheng, L., Z. Li, P. Fu, F. Sun, M. Liu, T. Guo, and Q. Fan. 2022. Development of Mo-modified pseudoboehmite supported Ni catalysts for efficient hydrogen production from formic acid. American Chemical Society Omega 7 (31):27172–84. doi:10.1021/acsomega.2c01742.
   PubMed Web of Science ®Google Scholar
• Zheng, Q., D. Zhang, P. Fu, A. Wang, Y. Sun, Z. Li, and Q. Fan. 2022. Insight into the fast pyrolysis of lignin: Unraveling the role of volatile evolving and char structural evolution. Chemical Engineering Journal 437:135316. doi:10.1016/j.cej.2022.135316.
   Web of Science ®Google Scholar
• Zhong, Z., B. Luo, C. Lin, T. Yin, Z. Tian, C. Wang, Y. Chen, Y. Wu, and R. Shu. 2023. Ultrafast microfluidic preparation of highly dispersed Ru/TiO2 catalyst for the hydrodeoxygenation of lignin-derived phenolic compounds. Fuel 340:340 127567. doi:10.1016/j.fuel.2023.127567.
   Web of Science ®Google Scholar
• Zong, R., H. Li, W. Ding, and H. Huang. 2021. Highly dispersed Pd on zeolite/carbon nanocomposites for selective hydrodeoxygenation of biomass-derived molecules under mild conditions. ACS Sustainable Chemistry & Engineering 9 (29):9891–902. doi:10.1021/acssuschemeng.1c02876.
   Web of Science ®Google Scholar