Elimination of polycyclic aromatic hydrocarbons in light cycle oil via hydrogenation over NiMo-based catalysts
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Abstract
Light cycle oil (LCO) is a by-product obtained from the fluid catalytic cracking unit in petroleum refineries. Since LCO has a high content of organosulfurous compounds and polycyclic aromatic hydrocarbons (PAHs), which adversely affect the environment and animals, LCO cannot be directly applied in combustion engines. To utilize LCO as a higher value-added chemical, this work aimed to transform the PAHs in LCO into aromatics with a lower toxicity, such as BTX (benzene, toluene, and xylene), tetralins, and decalins, via hydrogenation over nickel (Ni)–molybdenum (Mo)-based catalysts. The effect of the catalyst’s support on the hydrogenation efficiency was investigated using -alumina ( -Al2O3), KIT-6, and -zeolite. The results showed that the NiMo/KIT-6 catalyst exhibited the highest ability for hydrogenation of PAHs (49.6% removal of PAHs) and produced alkylbenzenes, decalins, and tetralins at 12.0, 0.22, and 36.4% selectivity, respectively, when the reaction was conducted under 40 bar hydrogen pressure at 350 C for 3 h with a stirring rate of 300 rpm. This study proposed an alternative way to produce value-added chemicals from a by-product stream derived from the petroleum refinery process, thereby expanding the options for sustainable development.
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References
Abdel-Shafy, H. I., and Mansour, M. S. M. (2016). A review on polycyclic aromatic hydrocarbons: Source, environmental impact, effect on human health and remediation. Egyptian Journal of Petroleum, 25(1), 107–123.
Boulaoued, A., Fechete, I., Donnio, B., Bernard, M., Turek, P., and Garin, F. (2012). Mo/KIT-6, Fe/KIT-6 and Mo–Fe/KIT-6 as new types of heterogeneous catalysts for the conversion of MCP. Microporous and Mesoporous Materials, 155, 131–142.
Brito, L., Pirngruber, G. D., Perez-Pellitero, J., Guillon, E., Albrieux, F., and Martens, J. A. (2021). Shape selectivity effects in the hydroconversion of perhydrophenanthrene over bifunctional catalysts. Catalysis Science & Technology, 11(23), 7667–7682.
Cha, B., Kim, J., Son, S. R., Park, D. S., and Il, M. (2012). CPFD simulation of fluidized bed flow in FCC regenerator. Computer Aided Chemical Engineering, 30, 1153–1157.
Chai, K., Yang, X., Shen, R., Chen, J., Su, W., and Su, A. (2023). A high activity mesoporous Pt@KIT-6 nanocomposite for selective hydrogenation of halogenated nitroarenes in a continuous-flow microreactor. Nanoscale Advances, 5(20), 5649–5660.
Choi, Y., Lee, J., Shin, J., Lee, S., Kim, D., and Lee, J. K. (2015). Selective hydroconversion of naphthalenes into light alkyl-aromatic hydrocarbons. Applied Catalysis A: General, 492, 140–150.
Delgado, A. D., Contreras, L. A., Beltrán, K. A., and Elguezabal, A. A. (2018). Effect of the SiO2 support morphology on the hydrodesulfurization performance of NiMo catalysts. Journal of Materials Research Society, 33, 3646–3655.
El Doukkali, M., Iriondo, A., Miletic, N., Cambra, J. F., and Arias, P. L. (2017). Hydrothermal stability improvement of NiPt-containing -Al2O3 catalysts tested in aqueous phase reforming of glycerol/water mixture for H2 production. International Journal of Hydrogen Energy, 42(37), 23617–23630.
Gutiérrez, A., Arandes, J. M., Castaño, P., Olazar, M., Barona, A., and Bilbao, J. (2012). Effect of temperature in hydrocracking of light cycle oil on a noble metal-supported catalyst for fuel production. Chemical Engineering and Technology, 35(4), 653–660.
Henpraserttae, S., Buarod, E., Goodwin, V., Saisirirat, P., Yoosuk, B., and Chollacoop, N. (2023). Enhancement of hydrodearomatization catalyst by Brönsted acid site of Al2O3 support for clean diesel production. IOP Conference Series: Earth and Environmental Science, 1199, 012037.
Huang, P., Deng, Q., Jiang, L., Zhi, Y., Yang, W., Huang, J., Zheng, Y., Wang, Y., Shan, S., Hu T., and Su, H. (2022). The exploration of sensitive factors for the selective hydrogenation of α-pinene over recyclable Ni-B/KIT-6 catalyst. Catalysis Letters, 152, 2352–2365.
Huber, P., Studt, F., and Plessow, P. N. (2022). Reactivity of surface Lewis and Brønsted acid sites in zeolite catalysis: A computational case study of DME synthesis using H‑SSZ-13. The Journal of Physical Chemistry, 126(13), 5896–5905.
Karakhanov, E., Maximov, A., Kardasheva, Y., Vinnikova, M., and Kulikov, L. (2018). Hydrotreating of light cycle oil over supported on porous aromatic framework catalysts. Catalysts, 8(9), 397.
Katada, N., Kawaguchi, Y., Takeda, K., Matsuoka, T., Uozumi, N., Kanai, K., Fujiwara, S., Kinugasa, K., Nakamura, K., Suganuma, S., and Nanjo, M. (2017). Dealkylation of alkyl polycyclic aromatic hydrocarbon over silica monolayer solid acid catalyst. Applied Catalysis A: General, 530, 93-101.
Khzouz, M., Wood, J., Pollet, B., and Bujalski, W. (2013). Characterization and acidity test of commercial Ni/Al2O3, Cu/ZnO/Al2O3 and prepared Ni-Cu/Al2O3 catalysts for hydrogen production from methane and methanol fuels. International Journal of Hydrogen Energy, 38(3), 1664–1675.
Kingputtapong, S., Chanlek, N., Poo-arporn, Y., and Hinchiranan, N. (2022). Production of cleaner waste tire pyrolysis oil by removal of polycyclic aromatic hydrocarbons via hydrogenation over Ni-based catalysts. International Journal of Energy Research, 46(11), 16082–16101.
Kleitz, F., Choi, S. H., and Ryoo, R. (2003). Cubic Ia3d large mesoporous silica: Synthesis and replication to platinum nanowires, carbon nanorods and carbon nanotubes. Chemical Communications, 9(17), 2136–2137.
Kondyli, A., and Schrader, W. (2021). Study of crude oil fouling from sulfur-containing compounds using high-resolution mass spectrometry. Energy & Fuels, 35(16), 13022–13029.
Kotz, J. C., Treichel, P. M., and Townsend, J., and Treichel, R. (2012). Chemistry and Chemical Reactivity, 10th, Belmont, CA: Brooks/Cole Cengage Learning, pp. 614, 634.
Lan, H., Xiao, X., Yuan, S., Zhang, B., Zhou, G. and Jiang, Y. (2017). Synergistic effect of Mo-Fe bimetal oxides promoting catalytic conversion of glycerol to allyl alcohol. Catalysis Letters, 147, 2187–2199.
Laredo, G. C., Merino, P. M. V., and Hernández, P. S. (2018). Light cycle oil upgrading to high quality fuels and petrochemicals: A review. Industrial and Engineering Chemistry Research, 57(22), 7315–7321.
Liu, Z., Zhou, J., Cao, K., Yang, W., Gao., H., Wang, Y., and Li, H. (2012). Highly dispersed nickel loaded on mesoporous silica: One-spot synthesis strategy and high performance as catalysts for methane reforming with carbon dioxide. Applied Catalyst B: Environmental, 125, 324–330.
Lv, Y., Xin, Z., Meng, X., Tao, M., and Bian, Z. (2018). Ni based catalyst supported on KIT-6 silica for CO methanation: Confinement effect of three dimensional channel on NiO and Ni particles. Microporous and Mesoporous Materials, 262, 89–97.
Lu, X., Wei, C., Zhao, L., Gao, J., and Xu, C. (2022). Modification of the acidic and textural properties of HY zeolite by AHFS treatment and its coke formation performance in the catalytic cracking reaction of n-butene. Catalysts, 12(6), 640.
Miao, P., Miao, J., Guo, Y., Lin, C., Zhu, X., and Li, C. (2020). Efficient conversion of light cycle oil into gasoline with a combined hydrogenation and catalytic cracking process: Effect of pre-distillation. Energy & Fuels, 34(10), 12505–12516.
Munir, D., Amer, H., Aslam, R., Bououdina, M., and Usman, M. R. (2020). Composite zeolite beta catalysts for catalytic hydrocracking of plastic waste to liquid fuels. Materials for Renewable and Sustainable Energy, 9, 9.
Oh, Y., Shin, J., Noh, H., Kim, C., Kim, Y.-S., Lee, Y.-K., and Lee, J. K. (2019). Selective hydrotreating and hydrocracking of FCC light cycle oil into high-value light aromatic hydrocarbons. Applied Catalysis A: General, 577, 86–98.
Pasadakis, N., Karonis, D., and Mintza, A. (2011). Detailed compositional study of the light cycle oil (LCO) solvent extraction products. Fuel Processing Technology, 98(2), 1568–1573.
Rigutto, M. S., van Veen, R., and Huve, L. (2007). Chapter 24 – Zeolite in hydrocarbon processing. Studies in Surface Science and Catalysis, 168, 855–913.
Sing, K. S. W., Everett, D. H., Haul, R. A. W., Moscou, L., Pierotti, R. A., Rouquerol, J., and Siemieniewska, T. (1985). Reporting physisorption data for gas/solid systems with special reference to the determination of surface area and porosity. Pure and Applied Chemistry, 57(4), 603–619.
Singh, R., and Kunzru, D. (2016). Hydrodesulfurization of dibenzothiophene on NiMo/γ-Al2O3 washcoated monoliths. Fuel, 163, 180–188.
Soni, K., Rana, B. S., Sinha, A. K., Bhaumik, A., Nandi, M., Kumar, M., and Dhar, G. M. (2009). 3-D ordered mesoporous KIT-6 support for effective hydrodesulfurization catalysts. Applied Catalysis B: Environmental, 90(1–2), 55–63.
Su, X., An, P., Gao, J., Wang, R., Zhang, Y., Li, X., Zhao, Y., Liu, Y., Ma, X., and Sun, M. (2020). Selective catalytic hydrogenation of naphthalene to tetralin over a Ni-Mo/Al2O3 catalyst. Chinese Journal of Chemical Engineering, 28(10), 2566–2576.
Thansettakij. (2023). Do you know what “Euro 5” is. [Online URL: https://www.thansettakij.com/sustainable/zero-carbon/571924] accessed on January 23, 2024.
Torres-Rodríguez, M., Gutiérrez-Arzaluz, M., Mugica-Álvarez, V., Aguilar-Pliego, J., and Pergher, S. (2012). Alkylation of benzene with propylene in a flow-through membrane reactor and fixed-bed reactor: Preliminary results. Materials, 5(5), 872–881.
Venkatraman, G., Giribabu, N., Mohan, P. S., Muttiah, B., Govindarajan, V. K., Alagiri, M., Rahman, P. S. A., and Karsani, S. A. (2024). Environmental impact and human health effects of polycyclic aromatic hydrocarbons and remedial strategies: A detailed review. Chemosphere, 141227.
Vo, T. K. (2023). Bimetallic NiMo-supported Al2O3@TiO2 core-shell microspheres with high hydrodeoxygenation efficiency toward syringol. Journal of Sol-Gel Science and Technology, 105, 804–813.
Wang, J., Chen, H., and Li, Q. (2000). Influence of the Brönsted and Lewis acid sites in platinum/solid acid catalysts on the hydrogenation of benzene and toluene. Reaction Kinetics and Catalysis Letters, 69, 277–284.
Wei, Q., Zhang, J., Liu, X., Zhang, P., Wang, S., Wang, Y., Zhang, Z., Zhang, T., and Zhou, Y. (2019). Citric acid-treated zeolite Y (CY)/zeolite beta composites as supports for vacuum gas oil hydrocracking catalysts: high yield production of highly-aromatic heavy naphtha and low-BMCI value tail oil. Frontier in Chemistry, 7, 705.
Wu, H., Duan, A., Zhao, Z., Qi, D., Li, J., Liu, B., Jiang, G., Liu, J., Wei, Y., and Zhang, X. (2014). Preparation of NiMo/KIT-6 hydrodesulfurization catalysts with tunable sulfidation and dispersion degrees of active phase by addition of citric acid as chelating agent. Fuel, 130, 203–210.
Yao, D., Yang, H., Chen, H., and Williams, P. T. (2018). Investigation of nickel-impregnated zeolite catalysts for hydrogen/syngas production from the catalytic reforming of waste polyethylene. Applied Catalyst B: Environmental, 227, 477–487.
Yu, F., Zhang, C., Geng, R., Zhou, H., Dong, Q., Liu, S., Fan, B., and Li, R. (2023). Hydrocracking of naphthalene over Beta zeolite coupled with NiMo/γ-Al2O3: Investigation of metal and acid balance based on the composition of industrial hydrocracking catalyst. Fuel, 344, 128049.
Zhou, X., Zhao, H., Liu, S., Ye, D., Qu, R., Zheng, C., and Gao, X. (2020). Engineering nano-ordered of Ni nanoparticles on KIT-6 for enhanced catalytic hydrogenation of nitrobenzene. Applied Surface Science, 525, 146382.