Production of aromatic hydrocarbons by co-cracking of bio-oil and ethanol over Ga2O3/HZSM-5 catalysts

doi:10.1016/j.cjche.2021.07.011

Abstract

Abstract: The catalytic cracking of bio-oil is important to produce aromatic hydrocarbons, which can partially replace gasoline or diesel to greatly reduce carbon emissions from transportation. To further promote the formation of aromatic hydrocarbons, this work studied the effects of the preparation method and the acid strength of Ga₂O₃/HZSM-5 on catalytic cracking of the bio-oil distilled fraction systematically. The preparation method of Ga₂O₃/HZSM-5 had an important effect on its catalytic activity: the Ga₂O₃/HZSM-5 prepared by physical mixing showed the low dispersion of active phases and poor pore structure, resulting in its insufficient activity and severe coke deposition; the Ga₂O₃/HZSM-5 prepared by precipitation exhibited the higher activity, while many polycyclic aromatic hydrocarbons unfavorable for the subsequent utilization were in the oil phase; the Ga₂O₃/HZSM-5 prepared by impregnation showed the highest activity and 35.5% (mass) selectivity of the oil phase, including 80.3% monocyclic aromatic hydrocarbons and 12.0% polycyclic aromatic hydrocarbons. The Brønsted acidity of Ga₂O₃/HZSM-5 decreased with Si/Al ratio, leading to the decline in reactant conversion, oil phase selectivity and quality. Meanwhile, the polymerization between monocyclic aromatic hydrocarbons and oxygenates was promoted to produce many polycyclic aromatic hydrocarbons and even coke, causing catalyst deactivation.

Key words: Biomass, Biofuel, Co-cracking, Catalyst, Preparation method, Si/Al ratio

摘要： The catalytic cracking of bio-oil is important to produce aromatic hydrocarbons, which can partially replace gasoline or diesel to greatly reduce carbon emissions from transportation. To further promote the formation of aromatic hydrocarbons, this work studied the effects of the preparation method and the acid strength of Ga₂O₃/HZSM-5 on catalytic cracking of the bio-oil distilled fraction systematically. The preparation method of Ga₂O₃/HZSM-5 had an important effect on its catalytic activity: the Ga₂O₃/HZSM-5 prepared by physical mixing showed the low dispersion of active phases and poor pore structure, resulting in its insufficient activity and severe coke deposition; the Ga₂O₃/HZSM-5 prepared by precipitation exhibited the higher activity, while many polycyclic aromatic hydrocarbons unfavorable for the subsequent utilization were in the oil phase; the Ga₂O₃/HZSM-5 prepared by impregnation showed the highest activity and 35.5% (mass) selectivity of the oil phase, including 80.3% monocyclic aromatic hydrocarbons and 12.0% polycyclic aromatic hydrocarbons. The Brønsted acidity of Ga₂O₃/HZSM-5 decreased with Si/Al ratio, leading to the decline in reactant conversion, oil phase selectivity and quality. Meanwhile, the polymerization between monocyclic aromatic hydrocarbons and oxygenates was promoted to produce many polycyclic aromatic hydrocarbons and even coke, causing catalyst deactivation.

关键词: Biomass, Biofuel, Co-cracking, Catalyst, Preparation method, Si/Al ratio

Xing Zhang, Jingfeng Wu, Junhao Chen, Liang Lu, Lingjun Zhu, Shurong Wang. Production of aromatic hydrocarbons by co-cracking of bio-oil and ethanol over Ga₂O₃/HZSM-5 catalysts[J]. Chinese Journal of Chemical Engineering, 2022, 46(6): 126-133.

References

[1] S. Wang, G. Dai, H. Yang, Z. Luo, Lignocellulosic biomass pyrolysis mechanism:A state-of-the-art review, Prog. Energy Combust. Sci., 62 (2017) 33-86
[2] R. Kumar, V. Strezov, H. Weldekidan, J. He, S. Singh, T. Kan, B. Dastjerdi, Lignocellulose biomass pyrolysis for bio-oil production:A review of biomass pre-treatment methods for production of drop-in fuels, Renew. Sust. Energ. Rev., 123 (2020) 109763
[3] S. Hansen, A. Mirkouei, L.A. Diaz, A comprehensive state-of-technology review for upgrading bio-oil to renewable or blended hydrocarbon fuels, Renew. Sust. Energ. Rev., 118 (2020) 109548
[4] X. Zhang, K. Wang, J. Chen, L. Zhu, S. Wang, Mild hydrogenation of bio-oil and its derived phenolic monomers over Pt-Ni bimetal-based catalysts, Appl. Energy, 275 (2020) 115154
[5] H. Zhang, Y.-T. Cheng, T.P. Vispute, R. Xiao, G.W. Huber, Catalytic conversion of biomass-derived feedstocks into olefins and aromatics with ZSM-5:the hydrogen to carbon effective ratio, Energy Environ. Sci, 4 (6) (2011) 2297-2307
[6] Á. Ibarra, I. Hita, M.J. Azkoiti, J.M. Arandes, J. Bilbao, Catalytic cracking of raw bio-oil under FCC unit conditions over different zeolite-based catalysts, J. Ind. Eng. Chem., 78 (2019) 372-382
[7] V.I. Alexiadis, M. Heuchel, Y. Traa, E. Klemm, N. Papayannakos, J.W. Thybaut, Model based analysis of the effect of 2-ethylphenol addition to n-decane in fluid catalytic cracking over a series of zeolites, Chem. Eng. J., 377 (2019) 120090
[8] S. Wang, Y. Gu, Q. Liu, Y. Yao, Z. Guo, Z. Luo, K. Cen, Separation of bio-oil by molecular distillation, Fuel Process. Technol., 90 (5) (2009) 738-745
[9] Z. Guo, S. Wang, Y. Gu, G. Xu, X. Li, Z. Luo, Separation characteristics of biomass pyrolysis oil in molecular distillation, Sep. Purif. Technol., 76 (1) (2010) 52-57
[10] X. Guo, S. Wang, Z. Guo, Q. Liu, Z. Luo, K. Cen, Pyrolysis characteristics of bio-oil fractions separated by molecular distillation, Appl. Energy, 87 (9) (2010) 2892-2898
[11] S. Wang, Q. Cai, X. Wang, L. Zhang, Y. Wang, Z. Luo, Biogasoline production from the co-cracking of the distilled fraction of bio-oil and ethanol, Energy Fuels, 28 (1) (2014) 115-122
[12] Q. Cai, T. Yu, X. Meng, S. Zhang, Selective generation of aromatic hydrocarbons from hydrotreating-cracking of bio-oil light fraction with MOx modified HZSM-5 (M=Ga, Mo and Zn), Fuel Process. Technol., 204 (2020) 106424
[13] C. Hu, H. Zhang, S. Wu, R. Xiao, Molecular shape selectivity of HZSM-5 in catalytic conversion of biomass pyrolysis vapors:The effective pore size, Energy Convers. Manage., 210 (2020) 112678
[14] Y. Liao, R. Zhong, M. d'Halluin, D. Verboekend, B.F. Sels, Aromatics production from lignocellulosic biomass:Shape selective dealkylation of lignin-derived phenolics over hierarchical ZSM-5, ACS Sustainable Chem. Eng., 8 (23) (2020) 8713-8722
[15] S. Wang, Q. Cai, J. Chen, L. Zhang, L. Zhu, Z. Luo, Co-cracking of bio-oil model compound mixtures and ethanol over different metal oxide-modified HZSM-5 catalysts, Fuel, 160 (2015) 534-543
[16] Z. Zhu, G. Lu, Z. Zhang, Y. Guo, Y. Guo, Y. Wang, Highly active and stable Co₃O₄/ZSM-5 catalyst for propane oxidation:Effect of the preparation method, ACS Catal., 3 (6) (2013) 1154-1164
[17] S. Wang, Q. Cai, J. Chen, L. Zhang, X. Wang, C. Yu, Green aromatic hydrocarbon production from cocracking of a bio-oil model compound mixture and ethanol over Ga₂O₃/HZSM-5, Ind. Eng. Chem. Res., 53 (36) (2014) 13935-13944
[18] S. Wang, Y. Wang, F. Leng, J. Chen, Stepwise enrichment of sugars from the heavy fraction of bio-oil, Energy Fuels, 30 (3) (2016) 2233-2239
[19] D. Chen, J. Zhou, Q. Zhang, X. Zhu, Evaluation methods and research progresses in bio-oil storage stability, Renew. Sust. Energ. Rev., 40 (2014) 69-79
[20] X. Zhang, H. Liu, Z. Liang, R. Idem, P. Tontiwachwuthikul, M. Jaber Al-Marri, A. Benamor, Reducing energy consumption of CO₂ desorption in CO₂-loaded aqueous amine solution using Al₂O₃/HZSM-5 bifunctional catalysts, Appl. Energy, 229 (2018) 562-576
[21] M. Razzaq, M. Zeeshan, S. Qaisar, H. Iftikhar, B. Muneer, Investigating use of metal-modified HZSM-5 catalyst to upgrade liquid yield in co-pyrolysis of wheat straw and polystyrene, Fuel, 257 (2019) 116119
[22] W. Li, C. Pan, L. Sheng, Z. Liu, P. Chen, H. Lou, X. Zheng, Upgrading of high-boiling fraction of bio-oil in supercritical methanol, Bioresour. Technol., 102 (19) (2011) 9223-9228
[23] T.C. Hoff, D.W. Gardner, R. Thilakaratne, K. Wang, T.W. Hansen, R.C. Brown, J.-P. Tessonnier, Tailoring ZSM-5 zeolites for the fast pyrolysis of biomass to aromatic hydrocarbons, ChemSusChem, 9 (12) (2016) 1473-1482
[24] F. Jin, Y. Li, A FTIR and TPD examination of the distributive properties of acid sites on ZSM-5 zeolite with pyridine as a probe molecule, Catal. Today, 145 (1-2) (2009) 101-107
[25] I. Vollmer, A. Mondal, I. Yarulina, E. Abou-Hamad, F. Kapteijn, J. Gascon, Quantifying the impact of dispersion, acidity and porosity of Mo/HZSM-5 on the performance in methane dehydroaromatization, Appl. Catal., A, 574 (2019) 144-150
[26] T. Cordero-Lanzac, R. Palos, I. Hita, J.M. Arandes, J. Rodríguez-Mirasol, T. Cordero, J. Bilbao, P. Castaño, Revealing the pathways of catalyst deactivation by coke during the hydrodeoxygenation of raw bio-oil, Appl. Catal., B, 239 (2018) 513-524
[27] A.G. Gayubo, A.T. Aguayo, A. Atutxa, R. Aguado, J. Bilbao, Transformation of oxygenate components of biomass pyrolysis oil on a HZSM-5 zeolite. I. Alcohols and phenols, Ind. Eng. Chem. Res., 43 (11) (2004) 2610-2618
[28] H. Wang, J. Male, Y. Wang, Recent advances in hydrotreating of pyrolysis bio-oil and its oxygen-containing model compounds, ACS Catal., 3 (5) (2013) 1047-1070
[29] Nishu, R. Liu, M.M. Rahman, M. Sarker, M. Chai, C. Li, J. Cai, A review on the catalytic pyrolysis of biomass for the bio-oil production with ZSM-5:Focus on structure, Fuel Process. Technol., 199 (2020) 106301
[30] S. Wang, Q. Cai, X. Wang, Z. Guo, Z. Luo, Bio-gasoline production from co-cracking of hydroxypropanone and ethanol, Fuel Process. Technol., 111 (2013) 86-93
[31] Y.-T. Cheng, J. Jae, J. Shi, W. Fan, G.W. Huber, Production of renewable aromatic compounds by catalytic fast pyrolysis of lignocellulosic biomass with bifunctional Ga/ZSM-5 catalysts, Angew. Chem., Int. Ed., 51 (6) (2012) 1387-1390
[32] T.R. Carlson, J. Jae, G.W. Huber, Mechanistic insights from isotopic studies of glucose conversion to aromatics over ZSM-5, ChemCatChem, 1 (1) (2009) 107-110
[33] A.G. Gayubo, A.T. Aguayo, A. Atutxa, R. Aguado, M. Olazar, J. Bilbao, Transformation of oxygenate components of biomass pyrolysis oil on a HZSM-5 zeolite. Ⅱ. Aldehydes, ketones, and acids, Ind. Eng. Chem. Res., 43 (11) (2004) 2619-2626
[34] P.D. Chantal, S. Kaliaguine, J.L. Grandmaison, Reactions of phenolic compounds over HZSM-5, Appl. Catal., 18 (1) (1985) 133-145
[35] S. Li, Z. Luo, W. Wang, H. Sun, J. Xie, X. Liang, Catalytic fast pyrolysis of enzymatic hydrolysis lignin over Lewis-acid catalyst niobium pentoxide and mechanism study, Bioresour. Technol., 316 (2020) 123853

Production of aromatic hydrocarbons by co-cracking of bio-oil and ethanol over Ga₂O₃/HZSM-5 catalysts

Production of aromatic hydrocarbons by co-cracking of bio-oil and ethanol over Ga₂O₃/HZSM-5 catalysts

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