Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5

doi:10.1016/j.cjche.2021.09.012

中国化学工程学报 ›› 2022, Vol. 49 ›› Issue (9): 253-264.DOI: 10.1016/j.cjche.2021.09.012

• Regular • 上一篇

Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5

Linyang Wang¹, Qiang Wang¹, Yongqi Liu¹, Qiuxiang Yao², Ming Sun¹, Xiaoxun Ma¹

1. School of Chemical Engineering, Northwest University, International Science & Technology Cooperation Base of MOST for Clean Utilization of Hydrocarbon Resources, Chemical Engineering Research Center of the Ministry of Education for Advanced Use Technology of Shanbei Energy, Shaanxi Research Center of Engineering Technology for Clean Coal Conversion, Collaborative Innovation Center for Development of Energy and Chemical Industry in Northern, Xi'an 710069, China;
2. School of Science, Xijing University, Xi'an 710123, China

收稿日期:2021-05-02 修回日期:2021-08-17 发布日期:2022-10-19
通讯作者: Ming Sun,E-mail:sunming1982@126.com;Xiaoxun Ma,E-mail:13772424852@163.com
基金资助:
This work was financed by the project supported by the National Natural Science Foundation of China (21776229, 21908180), National Key Research and Developent Program of China (2018YFB0604603), Key Research and Development Program of Shaanxi, China (2020ZDLGY11-02, 2018ZDXM-GY-167), the project funded by China Postdoctoral Science Foundation (2019M653718, 2020T130530), the project supported by Science and Technology Project of Yulin, China (2018-2-22).

Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5

Linyang Wang¹, Qiang Wang¹, Yongqi Liu¹, Qiuxiang Yao², Ming Sun¹, Xiaoxun Ma¹

1. School of Chemical Engineering, Northwest University, International Science & Technology Cooperation Base of MOST for Clean Utilization of Hydrocarbon Resources, Chemical Engineering Research Center of the Ministry of Education for Advanced Use Technology of Shanbei Energy, Shaanxi Research Center of Engineering Technology for Clean Coal Conversion, Collaborative Innovation Center for Development of Energy and Chemical Industry in Northern, Xi'an 710069, China;
2. School of Science, Xijing University, Xi'an 710123, China

Received:2021-05-02 Revised:2021-08-17 Published:2022-10-19
Contact: Ming Sun,E-mail:sunming1982@126.com;Xiaoxun Ma,E-mail:13772424852@163.com
Supported by:
This work was financed by the project supported by the National Natural Science Foundation of China (21776229, 21908180), National Key Research and Developent Program of China (2018YFB0604603), Key Research and Development Program of Shaanxi, China (2020ZDLGY11-02, 2018ZDXM-GY-167), the project funded by China Postdoctoral Science Foundation (2019M653718, 2020T130530), the project supported by Science and Technology Project of Yulin, China (2018-2-22).

摘要/Abstract

摘要： HZSM-5 zeolites with Si/Al ratios of 20, 35, 50 and 65 were prepared by the directing crystallization process of silicalite-1 seeds. The influence of Si/Al ratios on the production of benzene, toluene, xylene and naphthalene (BTXN) originated from asphaltenes catalytic pyrolysis was explored by adopting Py-GC/MS. Modified Z5-50 zeolites were prepared by various metal ions (Ni²⁺, Mo⁶⁺, Fe³⁺, and Co²⁺) with different loading rates (3% (mass), 5% (mass), 7% (mass), and 9% (mass)) and the physical and chemical properties of these zeolites were characterized by XRD, SEM, ICP-OES, XPS, NH₃-TPD, FTIR, Py-IR and N₂ adsorption-desorption isotherm. In addition, they were employed to catalyze the conversion of asphaltenes pyrolysis production to BTXN using Py-GC/MS. Results show that the highest relative content of aromatics has been obtained over HZSM-5 with Si/Al ratio of 50 (Z5-50), reaching 61.87%. Besides, the loading of Ni, Mo, Fe, and Co on Z5-50 leads to an increase of acid strength and provides new active sites. The relative content of BTXN increases by 3.17% over 3Ni-Z5, which may be ascribed to that Ni promoted the conversion of polycyclic aromatic hydrocarbons (PAHs) to monocyclic aromatics due to the cracking of aliphatic side chains of PAHs and the decrease of phenolic activation energy. While under the catalysis of 5Mo-Z5, the relative content of aromatics and BTXN augmented by 5.75% and 4.02%, respectively. In addition, the highest relative content of aromatics reaches 70.09% when the loading rate of Fe was 7% (mass), and the relative content of BTXN increases from 25.87% to 29.42%. The results demonstrate that the active sites provided by different metal species expressed diverse effects on BTXN. Although the Brønsted/Lewis acid ratios of HZSM-5 modified by metal decreased, the acid strength and the relative content of BTXN both increased, which illustrated that there is a synergistic catalysis with the Brønsted acid sites and Lewis acid sites provided by metal species. In general, the performance of the catalyst is affected by the pore structure, acidity and metal active sites. Moreover, the possible formation mechanism of BTXN derived from asphaltenes catalytic pyrolysis was proposed on the basis of structural features and catalytic performances of a series of zeolites.

关键词: Coal tar, Asphaltenes, HZSM-5, Pyrolysis, Metal-modification, BTXN

Abstract: HZSM-5 zeolites with Si/Al ratios of 20, 35, 50 and 65 were prepared by the directing crystallization process of silicalite-1 seeds. The influence of Si/Al ratios on the production of benzene, toluene, xylene and naphthalene (BTXN) originated from asphaltenes catalytic pyrolysis was explored by adopting Py-GC/MS. Modified Z5-50 zeolites were prepared by various metal ions (Ni²⁺, Mo⁶⁺, Fe³⁺, and Co²⁺) with different loading rates (3% (mass), 5% (mass), 7% (mass), and 9% (mass)) and the physical and chemical properties of these zeolites were characterized by XRD, SEM, ICP-OES, XPS, NH₃-TPD, FTIR, Py-IR and N₂ adsorption-desorption isotherm. In addition, they were employed to catalyze the conversion of asphaltenes pyrolysis production to BTXN using Py-GC/MS. Results show that the highest relative content of aromatics has been obtained over HZSM-5 with Si/Al ratio of 50 (Z5-50), reaching 61.87%. Besides, the loading of Ni, Mo, Fe, and Co on Z5-50 leads to an increase of acid strength and provides new active sites. The relative content of BTXN increases by 3.17% over 3Ni-Z5, which may be ascribed to that Ni promoted the conversion of polycyclic aromatic hydrocarbons (PAHs) to monocyclic aromatics due to the cracking of aliphatic side chains of PAHs and the decrease of phenolic activation energy. While under the catalysis of 5Mo-Z5, the relative content of aromatics and BTXN augmented by 5.75% and 4.02%, respectively. In addition, the highest relative content of aromatics reaches 70.09% when the loading rate of Fe was 7% (mass), and the relative content of BTXN increases from 25.87% to 29.42%. The results demonstrate that the active sites provided by different metal species expressed diverse effects on BTXN. Although the Brønsted/Lewis acid ratios of HZSM-5 modified by metal decreased, the acid strength and the relative content of BTXN both increased, which illustrated that there is a synergistic catalysis with the Brønsted acid sites and Lewis acid sites provided by metal species. In general, the performance of the catalyst is affected by the pore structure, acidity and metal active sites. Moreover, the possible formation mechanism of BTXN derived from asphaltenes catalytic pyrolysis was proposed on the basis of structural features and catalytic performances of a series of zeolites.

Key words: Coal tar, Asphaltenes, HZSM-5, Pyrolysis, Metal-modification, BTXN

Linyang Wang, Qiang Wang, Yongqi Liu, Qiuxiang Yao, Ming Sun, Xiaoxun Ma. Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5[J]. 中国化学工程学报, 2022, 49(9): 253-264.

Linyang Wang, Qiang Wang, Yongqi Liu, Qiuxiang Yao, Ming Sun, Xiaoxun Ma. Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5[J]. Chinese Journal of Chemical Engineering, 2022, 49(9): 253-264.

参考文献

[1] E.A. Uslamin, H. Saito, Y. Sekine, E.J.M. Hensen, N. Kosinov, Different mechanisms of ethane aromatization over Mo/ZSM-5 and Ga/ZSM-5 catalysts, Catal. Today 369 (2021) 184-192
[2] D.Y. Miao, Y. Ding, T. Yu, J. Li, X.L. Pan, X.H. Bao, Selective synthesis of benzene, toluene, and xylenes from syngas, ACS Catal 10 (13) (2020) 7389-7397
[3] P. Duchêne, L. Mencarelli, A. Pagot, Optimization approaches to the integrated system of catalytic reforming and isomerization processes in petroleum refinery, Comput. Chem. Eng. 141 (2020) 107009.http://dx.doi.org/10.1016/j.compchemeng.2020.107009
[4] S. Suganuma, N. Katada, Innovation of catalytic technology for upgrading of crude oil in petroleum refinery, Fuel Process. Technol. 208 (2020) 106518
[5] C.D. Zhang, G. Kwak, H.G. Park, K.W. Jun, Y.J. Lee, S.C. Kang, S. Kim, Light hydrocarbons to BTEX aromatics over hierarchical HZSM-5:Effects of alkali treatment on catalytic performance, Microporous Mesoporous Mater 276 (2019) 292-301
[6] G.G. Oseke, A.Y. Atta, B. Mukhtar, B.J. El-Yakubu, B.O. Aderemi, Increasing the catalytic stability of microporous Zn/ZSM-5 with copper for enhanced propane aromatization, J. King Saud Univ.-Eng. Sci. (2020)http://dx.doi.org/10.1016/j.jksues.2020.07.014
[7] T.W. Lan, T. Gao, L.Y. Qiang, W.L. Sun, T. Wang, Z.Z. Zhang, H. Chang, X.X. Ma, Effect of Ni-ZSM-5 zeolites on product distribution of Shendong coal pyrolysis, Chem. Ind. Eng. Prog. 38 (10) (2019) 4511-4519. (in Chinese)
[8] T.L. Liu, J.P. Cao, X.Y. Zhao, J.X. Wang, X.Y. Ren, X. Fan, Y.P. Zhao, X.Y. Wei, In situ upgrading of Shengli lignite pyrolysis vapors over metal-loaded HZSM-5 catalyst, Fuel Process. Technol. 160 (2017) 19-26.http://dx.doi.org/10.1016/j.fuproc.2017.02.012
[9] X.J. Feng, X.J. Min, H.A. Zheng, Y.J. Fan, Y.B. Li, X.X. Kong, C. Wan, M. Sun, X.X. Ma, Reaction (formaldehyde) separation and analysis of n-heptane extraction residue from heavy oil of medium and low temperature coal tar, J. Fuel Chem. Technol. 46 (1) (2018) 15-26
[10] M.M. Ma, X.P. Su, X.J. Min, H.A. Zheng, Y.J. Fan, C. Wan, M. Sun, X.X. Ma, Migration law of metal elements during distillation of low temperature coal tar, Chem. Ind. Eng. Progr. 37 (9) (2018) 3355-3361
[11] X.Y. Ren, J.P. Cao, X.Y. Zhao, Z. Yang, Y.J. Wang, Q. Chen, M. Zhao, X.Y. Wei, Catalytic conversion of lignite pyrolysis volatiles to light aromatics over ZSM-5:SiO₂/Al₂O₃ ratio effects and mechanism insights, J. Anal. Appl. Pyrolysis 139 (2019) 22-30.http://dx.doi.org/10.1016/j.jaap.2019.01.003
[12] J. Sjöblom, S. Simon, Z.H. Xu, Model molecules mimicking asphaltenes, Adv. Colloid Interface Sci. 218 (2015) 1-16
[13] M. Sun, Y.B. Li, S. Sha, J.W. Gao, R.C. Wang, Y.J. Zhang, Q.Q. Hao, H.Y. Chen, Q.X. Yao, X.X. Ma, The composition and structure of n-hexane insoluble-hot benzene soluble fraction and hot benzene insoluble fraction from low temperature coal tar, Fuel 262 (2020) 116511.http://dx.doi.org/10.1016/j.fuel.2019.116511
[14] Z.R. Zhang, J.K. Volkman, H. Lu, C.B. Zhai, Sources of organic matter in the Eocene Maoming oil shale in SE China as shown by stepwise pyrolysis of asphaltene, Org. Geochem. 112 (2017) 119-126.http://dx.doi.org/10.1016/j.orggeochem.2017.07.007
[15] W.L. Jia, S.S. Chen, X.X. Zhu, P.A. Peng, Z.Y. Xiao, D/H ratio analysis of pyrolysis-released n-alkanes from asphaltenes for correlating oils from different sources, J. Anal. Appl. Pyrolysis 126 (2017) 99-104.http://dx.doi.org/10.1016/j.jaap.2017.06.020
[16] S. Shin, S.I. Im, E.H. Kwon, J.G. Na, N.S. Nho, K.B. Lee, Kinetic study on the nonisothermal pyrolysis of oil sand bitumen and its maltene and asphaltene fractions, J. Anal. Appl. Pyrolysis 124 (2017) 658-665.http://dx.doi.org/10.1016/j.jaap.2016.12.016
[17] Y.Q. Liu, Q.X. Yao, M. Sun, X.X. Ma, Catalytic fast pyrolysis of coal tar asphaltene over zeolite catalysts to produce high-grade coal tar:an analytical Py-GC/MS study, J. Anal. Appl. Pyrolysis 156 (2021) 105127.http://dx.doi.org/10.1016/j.jaap.2021.105127
[18] D.J. Mihalcik, C.A. Mullen, A.A. Boateng, Screening acidic zeolites for catalytic fast pyrolysis of biomass and its components, J. Anal. Appl. Pyrolysis. 92 (1) (2011) 224-232
[19] P.S. Rezaei, H. Shafaghat, W.M.A.W. Daud, Production of green aromatics and olefins by catalytic cracking of oxygenate compounds derived from biomass pyrolysis:a review, Appl. Catal. A:Gen. 469 (2014) 490-511.http://dx.doi.org/10.1016/j.apcata.2013.09.036
[20] P.C. Shi, G.Z. Chang, X.L. Tan, Q.J. Guo, Enhancement of bituminous coal pyrolysis for BTX production by Fe₂O₃/MoSi₂-HZSM-5 catalysts, J. Anal. Appl. Pyrolysis 150 (2020) 104867.http://dx.doi.org/10.1016/j.jaap.2020.104867
[21].L.Z. Sun, X.D. Zhang, L. Chen, B.F. Zhao, S.X. Yang, X.P. Xie, Comparision of catalytic fast pyrolysis of biomass to aromatic hydrocarbons over ZSM-5 and Fe/ZSM-5 catalysts, J. Anal. Appl. Pyrolysis 121 (2016) 342-346
[22] Z.W. Li, X.S. Yang, Y.X. Han, L. Rong, Hydrocracking of Jatropha oil to aromatic compounds over the LaNiMo/ZSM-5 catalyst, Int. J. Hydrog. Energy 45 (41) (2020) 21364-21379
[23] E. Saraçoğlu, B.B. Uzun, E. Apaydın-Varol, Upgrading of fast pyrolysis bio-oil over Fe modified ZSM-5 catalyst to enhance the formation of phenolic compounds, Int. J. Hydrog. Energy 42 (33) (2017) 21476-21486
[24] P. Li, D. Li, H.P. Yang, X.H. Wang, H.P. Chen, Effects of Fe-, Zr-, and Co-modified zeolites and pretreatments on catalytic upgrading of biomass fast pyrolysis vapors, Energy Fuels 30 (4) (2016) 3004-3013
[25] W. Xie, J.H. Liang, H.M. MorganJr, X.D. ZhangJr, K. WangJr, H.P. MaoJr, Q. BuJr, Ex-situ catalytic microwave pyrolysis of lignin over Co/ZSM-5 to upgrade bio-oil, J. Anal. Appl. Pyrolysis 132 (2018) 163-170.http://dx.doi.org/10.1016/j.jaap.2018.03.003
[26] L. Zhao, B.J. Shen, J.S. Gao, C.M. Xu, Investigation on the mechanism of diffusion in mesopore structured ZSM-5 and improved heavy oil conversion, J. Catal. 258 (1) (2008) 228-234
[27] M. Sun, X.X. Ma, Q.X. Yao, R.C. Wang, Y.X. Ma, G. Feng, J.X. Shang, L. Xu, Y.H. Yang, GC-MS and TG-FTIR study of petroleum ether extract and residue from low temperature coal tar, Energy Fuels 25 (3) (2011) 1140-1145
[28] M. Sun, D. Zhang, Q.X. Yao, Y.Q. Liu, X.P. Su, C.Q. Jia, X.X. Ma, Separation and composition analysis of GC/MS analyzable and unanalyzable parts from coal tar, Energy Fuels 32 (7) (2018) 7404-7411
[29] M. Sun, X.X. Ma, W. Cao, P.P. Du, Y.H. Yang, L. Xu, Effect of polymerization with paraformaldehyde on thermal reactivity of >300℃ fraction from low temperature coal tar, Thermochimica Acta 538 (2012) 48-54
[30] Q.Y. Wang, Y.X. Wei, S.T. Xu, M.Z. Zhang, S.H. Meng, D. Fan, Y. Qi, J.Z. Li, Z.X. Yu, C.Y. Yuan, Y.L. He, S.L. Xu, J.R. Chen, J.B. Wang, B.L. Su, Z.M. Liu, Synthesis of mesoporous ZSM-5 using a new gemini surfactant as a mesoporous directing agent:A crystallization transformation process, Chin. J. Catal. 35 (10) (2014) 1727-1739
[31] J. Li, X.Y. Li, G.Q. Zhou, W. Wang, C.W. Wang, S. Komarneni, Y.J. Wang, Catalytic fast pyrolysis of biomass with mesoporous ZSM-5 zeolites prepared by desilication with NaOH solutions, Appl. Catal. A:Gen. 470 (2014) 115-122.http://dx.doi.org/10.1016/j.apcata.2013.10.040
[32] M.Y. Chai, R.H. Liu, Y.F. He, Effects of SiO₂/Al₂O₃ ratio and Fe loading rate of Fe-modified ZSM-5 on selection of aromatics and kinetics of corn stalk catalytic pyrolysis, Fuel Process. Technol. 206 (2020) 106458
[33] G.L. Li, L.J. Yan, R.F. Zhao, F. Li, Improving aromatic hydrocarbons yield from coal pyrolysis volatile products over HZSM-5 and Mo-modified HZSM-5, Fuel 130 (2014) 154-159.http://dx.doi.org/10.1016/j.fuel.2014.04.027
[34] C. Zhang, F. Guo, J.Q. Xv, Y.H. Qin, J.Q. Xie, Influence of Ce and Zr modified Mn/ZSM-5 catalyst on C₃H₆-SCR reaction performance, J. Chin. Ceram. Soc. 47 (4) (2019) 486-493
[35] L. Rodríguez-González, F. Hermes, M. Bertmer, E. Rodríguez-Castellón, A. Jiménez-López, U. Simon, The acid properties of H-ZSM-5 as studied by NH3-TPD and 27Al-MAS-NMR spectroscopy, Appl. Catal. A:Gen. 328 (2) (2007) 174-182
[36] J. Lei, R.Y. Niu, S. Wang, J.P. Li, The Pd/Na-ZSM-5 catalysts with different Si/Al ratios on low concentration methane oxidation, Solid State Sci. 101 (2020) 106097.http://dx.doi.org/10.1016/j.solidstatesciences.2019.106097
[37] X. Hong, Y.H. Li, C. Cao, B. Fan, Y.Y. Pang, D. Zhang, K. Tang, Synthesis of ZSM-5 zeolites with different silica/alumina ratios and their performance in the removal of aniline and pyridine from model fuel through adsorption, J. Fuel. Chem. Techno. 46 (10) (2018) 1184-1192
[38] A.Q. Zheng, Z.L. Zhao, S. Chang, Z. Huang, H.X. Wu, X.B. Wang, F. He, H.B. Li, Effect of crystal size of ZSM-5 on the aromatic yield and selectivity from catalytic fast pyrolysis of biomass, J. Mol. Catal. A:Chem. 383-384 (2014) 23-30
[39] D.K. Shen, J. Zhao, R. Xiao, Catalytic transformation of lignin to aromatic hydrocarbons over solid-acid catalyst:Effect of lignin sources and catalyst species, Energy Convers. Manag. 124 (2016) 61-72.http://dx.doi.org/10.1016/j.enconman.2016.06.067
[40] B. Li, S.J. Li, N. Li, H.Y. Chen, W.J. Zhang, X.H. Bao, B.X. Lin, Structure and acidity of Mo/ZSM-5 synthesized by solid state reaction for methane dehydrogenation and aromatization, Microporous Mesoporous Mater 88 (1-3) (2006) 244-253
[41] C.Y. Bi, X. Wang, Q. You, B.Y. Liu, Z. Li, J.B. Zhang, Q.Q. Hao, M. Sun, H.Y. Chen, X.X. Ma, Catalytic upgrading of coal pyrolysis volatiles by Ga-substituted mesoporous ZSM-5, Fuel 267 (2020) 117217
[42] Nishu, C. Li, M.Y. Chai, M.M. Rahman, Y.K. Li, M. Sarker, R.H. Liu, Performance of alkali and Ni-modified ZSM-5 during catalytic pyrolysis of extracted hemicellulose from rice straw for the production of aromatic hydrocarbons, Renew. Energy 175 (2021) 936-951.http://dx.doi.org/10.1016/j.renene.2021.05.005
[43] T. Armaroli, L.J. Simon, M. Digne, T. Montanari, M. Bevilacqua, V. Valtchev, J. Patarin, G. Busca, Effects of crystal size and Si/Al ratio on the surface properties of H-ZSM-5 zeolites, Appl. Catal. A:Gen. 306 (2006) 78-84.http://dx.doi.org/10.1016/j.apcata.2006.03.030
[44] S. Chu, L.N. Yang, X.C. Guo, L.L. Dong, X.F. Chen, Y.R. Li, X.D. Mu, The influence of pore structure and Si/Al ratio of HZSM-5 zeolites on the product distributions of α-cellulose hydrolysis, Mol. Catal. 445 (2018) 240-247.http://dx.doi.org/10.1016/j.mcat.2017.11.032
[45] L. Shirazi, E. Jamshidi, M.R. Ghasemi, The effect of Si/Al ratio of ZSM-5 zeolite on its morphology, acidity and crystal size, Cryst. Res. Technol. 43 (12) (2008) 1300-1306
[46] Z.Y. Zakaria, J. Linnekoski, N.A.S. Amin, Catalyst screening for conversion of glycerol to light olefins, Chem. Eng. J. 207-208 (2012) 803-813
[47] B. Gu, J.P. Cao, F. Wei, X.Y. Zhao, X.Y. Ren, C. Zhu, Z.X. Guo, J. Bai, W.Z. Shen, X.Y. Wei, Nitrogen migration mechanism and formation of aromatics during catalytic fast pyrolysis of sewage sludge over metal-loaded HZSM-5, Fuel 244 (2019) 151-158
[48] W.C. Xu, B.X. Chen, X.D. Jiang, F. Xu, X. Chen, L.M. Chen, J.L. Wu, M.L. Fu, D.Q. Ye, Effect of calcium addition in plasma catalysis for toluene removal by Ni/ZSM-5:Acidity/basicity, catalytic activity and reaction mechanism, J. Hazard. Mater. 387 (2020) 122004.http://dx.doi.org/10.1016/j.jhazmat.2019.122004
[49] X. Cheng, P. Yan, X.Z. Zhang, F. Yang, C.Y. Dai, D.P. Li, X.X. Ma, Enhanced methane dehydroaromatization in the presence of CO2 over Fe- and Mg-modified Mo/ZSM-5, Mol. Catal. 437 (2017) 114-120.http://dx.doi.org/10.1016/j.mcat.2017.05.011
[50] Z.N. Liao, K.W. Zha, W.J. Sun, Z. Huang, H.L. Xu, W. Shen, Catalytic combustion of propane over Pt-Mo/ZSM-5 catalyst:the promotional effects of molybdenum, Catalysts 10 (12) (2020) 1377.https://doi.org/10.3390/catal10121377
[51] D.M. Yao, D.C. Wang, L.J. Jin, Y. Li, H. Yang, T.T. Wang, H.Q. Hu, Preparation of Ce-Mn/Fe₂ O ₃ catalysts for steam catalytic cracking of coal tar, ChemistrySelect 3 (44) (2018) 12537-12543
[52] M. Hosseinpour, M. Akizuki, A. Yoko, Y. Oshima, M. Soltani, Novel synthesis and characterization of Fe-ZSM-5 nanocrystals in hot compressed water for selective catalytic reduction of NO with NH₃, Microporous Mesoporous Mater 292 (2020) 109708
[53] Z.Z. Zhang, H. Chang, T. Gao, T.W. Lan, J.B. Zhang, M. Sun, L. Xu, X.X. Ma, Catalytic upgrading of coal pyrolysis volatiles over metal-loaded HZSM-5 catalysts in a fluidized bed reactor, J. Anal. Appl. Pyrolysis 139 (2019) 31-39.http://dx.doi.org/10.1016/j.jaap.2019.01.005
[54] E.F. Iliopoulou, S.D. Stefanidis, K.G. Kalogiannis, A. Delimitis, A.A. Lappas, K.S. Triantafyllidis, Catalytic upgrading of biomass pyrolysis vapors using transition metal-modified ZSM-5 zeolite, Appl. Catal. B:Environ. 127 (2012) 281-290.http://dx.doi.org/10.1016/j.apcatb.2012.08.030
[55] B. Xu, W.Y. Lu, Z. Sun, T. He, A. Goroncy, Y.L. Zhang, M.H. Fan, High-quality oil and gas from pyrolysis of Powder River Basin coal catalyzed by an environmentally-friendly, inexpensive composite iron-sodium catalysts, Fuel Process. Technol. 167 (2017) 334-344.http://dx.doi.org/10.1016/j.fuproc.2017.05.028
[56] W.L. Wang, B.J. Liu, X.J. Zeng, Catalytic cracking of C4 hydrocarbons on ZSM-5 molecular sieves with low SiO₂/Al ₂ O ₃ molar ratio, Acta Phys.-Chimica Sin. 24 (11) (2008) 2102-2107
[57] A. De Lucas, J.L. Valverde, F. Dorado, A. Romero, I. Asencio, Influence of the ion exchanged metal (Cu, Co, Ni and Mn) on the selective catalytic reduction of NOX over mordenite and ZSM-5, J. Mol. Catal. A:Chem. 225 (1) (2005) 47-58
[58] M. Sun, D. Zhang, M.H. Huang, J. Chen, X. Tang, C. He, X.X. Ma, Properties and carbonization behavior of asphalt modified with the THF-soluble fraction of a coal liquefaction residue, Petroleum Sci. Technol. 35 (7) (2017) 674-680
[59].M. Sun, X.X. Ma, B. Lv, X.M. Dai, Y. Yao, Y.Y. Liu, M. He, X.L. Zhao, Gradient separation of 300℃ distillate from low-temperature coal tar based on formaldehyde reactions, Fuel 160 (2015) 16-23
[60] M. Sun, L.Y. Wang, J.J. Zhong, Q.X. Yao, H.Y. Chen, L.Y. Jiao, Q.Q. Hao, X.X. Ma, Chemical modification with aldehydes on the reduction of toxic PAHs derived from low temperature coal tar pitch, J. Anal. Appl. Pyrolysis 148 (2020) 104822.http://dx.doi.org/10.1016/j.jaap.2020.104822
[61] L.J. Yan, X.J. Kong, R.F. Zhao, F. Li, K.C. Xie, Catalytic upgrading of gaseous tars over zeolite catalysts during coal pyrolysis, Fuel Process. Technol. 138 (2015) 424-429.http://dx.doi.org/10.1016/j.fuproc.2015.05.030
[62] J. Chen, M. Sun, X.M. Dai, Y. Yao, Y.Y. Liu, M. He, X.X. Ma, Asphalt modification with direct coal liquefaction residue based on benzaldehyde crosslinking agent, J. Fuel. Chem. Technol. 43 (9) (2015) 1052-1060
[63] G.X. Dai, S.R. Wang, Q. Zou, S.Q. Huang, Improvement of aromatics production from catalytic pyrolysis of cellulose over metal-modified hierarchical HZSM-5, Fuel Process. Technol. 179 (2018) 319-323.http://dx.doi.org/10.1016/j.fuproc.2018.07.023
[64] E.F. Iliopoulou, S. Stefanidis, K. Kalogiannis, A.C. Psarras, A. Delimitis, K.S. Triantafyllidis, A.A. Lappas, Pilot-scale validation of Co-ZSM-5 catalyst performance in the catalytic upgrading of biomass pyrolysis vapours, Green Chem 16 (2) (2014) 662-674
[65] N.H. Zainan, S.C. Srivatsa, F.H. Li, S. Bhattacharya, Quality of bio-oil from catalytic pyrolysis of microalgae Chlorella vulgaris, Fuel 223 (2018) 12-19
[66] V.R. Choudhary, S.A.R. Mulla, S. Banerjee, Aromatization of n-heptane over H-AlMFI, Ga/H-AlMFI, H-GaMFI and H-GaAlMFI zeolite catalysts:Influence of zeolitic acidity and non-framework gallium, Microporous Mesoporous Mater 57 (3) (2003) 317-322
[67] J.L. Agudelo, E.J.M. Hensen, S.A. Giraldo, L.J. Hoyos, Influence of steam-calcination and acid leaching treatment on the VGO hydrocracking performance of faujasite zeolite, Fuel Process. Technol. 133 (2015) 89-96
[68] J. Jae, G.A. Tompsett, A.J. Foster, K.D. Hammond, S.M. Auerbach, R.F. Lobo, G.W. Huber, Investigation into the shape selectivity of zeolite catalysts for biomass conversion, J. Catal. 279 (2) (2011) 257-268
[69] Nishu, R.H. Liu, M.M. Rahman, M. Sarker, M.Y. Chai, C. Li, J.M. 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.
[70] W.L. Li, H.Y. Wang, X.Z. Wu, L.E. Betancourt, C.Y. Tu, M.J. Liao, X.Y. Cui, F. Li, J.J. Zheng, R.F. Li, Ni/hierarchical ZSM-5 zeolites as promising systems for phenolic bio-oil upgrading:Guaiacol hydrodeoxygenation, Fuel 274 (2020) 117859.http://dx.doi.org/10.1016/j.fuel.2020.117859
[71] S.P. Zhang, H.L. Zhang, X.Z. Liu, S.G. Zhu, L.L. Hu, Q. Zhang, Upgrading of bio-oil from catalytic pyrolysis of pretreated rice husk over Fe-modified ZSM-5 zeolite catalyst, Fuel Process. Technol. 175 (2018) 17-25.http://dx.doi.org/10.1016/j.fuproc.2018.03.002
[72] P.A. Lazaridis, A.P. Fotopoulos, S.A. Karakoulia, K.S. Triantafyllidis, Catalytic fast pyrolysis of kraft lignin with conventional, mesoporous and nanosized ZSM-5 zeolite for the production of alkyl-phenols and aromatics, Front. Chem. 6 (2018) 295. https://doi.org/10.3389/fchem.2018.00295
[73] K. Murata, Y.Y. Liu, M. Inaba, I. Takahara, Catalytic fast pyrolysis of jatropha wastes, J. Anal. Appl. Pyrolysis 94 (2012) 75-82.http://dx.doi.org/10.1016/j.jaap.2011.11.008
[74] E.G. Derouane, J.C. Védrine, R.R. Pinto, P.M. Borges, L. Costa, M.A.N.D.A. Lemos, F. Lemos, F.R. Ribeiro, The acidity of zeolites:Concepts, measurements and relation to catalysis:A review on experimental and theoretical methods for the study of zeolite acidity, Catal. Rev. 55 (4) (2013) 454-515
[75] A. Ausavasukhi, Y. Huang, A.T. To, T. Sooknoi, D.E. Resasco, Hydrodeoxygenation of m-cresol over gallium-modified beta zeolite catalysts, J. Catal. 290 (2012) 90-100
[76] A. Sridhar, M. Rahman, A. Infantes-Molina, B.J. Wylie, C.G. Borcik, S.J. Khatib, Bimetallic Mo-Co/ZSM-5 and Mo-Ni/ZSM-5 catalysts for methane dehydroaromatization:A study of the effect of pretreatment and metal loadings on the catalytic behavior, Appl. Catal. A:Gen. 589 (2020) 117247.http://dx.doi.org/10.1016/j.apcatb.2012.08.030
[77] A.K. Aboul-Gheit, M.S. El-Masry, A.E. Awadallah, Oxygen free conversion of natural gas to useful hydrocarbons and hydrogen over monometallic Mo and bimetallic Mo-Fe, Mo-Co or Mo-Ni/HZSM-5 catalysts prepared by mechanical mixing, Fuel Process. Technol. 102 (2012) 24-29.http://dx.doi.org/10.1016/j.fuproc.2012.04.017
[78] S. Burns, J.S.J. Hargreaves, P. Pal, K.M. Parida, S. Parija, The effect of dopants on the activity of MoO₃/ZSM-5 catalysts for the dehydroaromatisation of methane, Catal. Today 114 (4) (2006) 383-387

Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5

Catalytic conversion of asphaltenes to BTXN using metal-loaded modified HZSM-5

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