Vol. 22 No. 1 (2023): Revista UIS Ingenierías
Articles

Toluene hydrogenation and ring-opening on bimetallic Pd-Pt/HY catalysts

Trino Romero
Universidad Central de Venezuela
Luis Melo
Universidad Central de Venezuela
María Esparragoza
Universidad Central de Venezuela
Rosarmy Ávila
Universidad Central de Venezuela
Alexander Moronta
Universidad del Zulia
Gabriela Carruyo
Universidad del Zulia
Luis García
Universidad Central de Venezuela

Published 2023-01-03

Keywords

  • toluene hydrogenation,
  • ring-opening,
  • platinum-palladium,
  • HY zeolite

How to Cite

Romero, T. ., Melo , L., Esparragoza , M. ., Ávila , R. ., Moronta, A. ., Carruyo , G. ., & García , L. . (2023). Toluene hydrogenation and ring-opening on bimetallic Pd-Pt/HY catalysts. Revista UIS Ingenierías, 22(1), 25–34. https://doi.org/10.18273/revuin.v22n1-2023003

Abstract

Bimetallic Pd-Pt/HY catalysts prepared by the co-impregnation method with an atomic variation of Pd/Pd+Pt were studied to convert toluene and methylcyclohexane. The catalysts were characterized by the BET method, chemisorption of CO by the pulse method, programmed temperature reduction (H2-TPR), and programmed ammonia thermo-desorption (NH3TPD). Results of chemisorption of CO and H2-TPR for Pd-Pt/HY catalysts suggest the existence of a strong interaction between Pd and Pt. The NH3-TPD showed that incorporating metals influences the percentage of relative distribution of weak/strong acid sites presented in decreasing order of acidity: Pd0Pt100/HY>Pd100Pt0/HY>Pd33Pt67/HY. Atomic composition Pd/Pd+Pt equal to 0.33, and relative distribution of weak/strong acid sites equal to 2, favor hydrogenation of toluene to methylcyclohexane in metal sites and subsequent skeletal isomerization in the acidic sites through dimethylcyclopentane intermediate and ring-opening in the metal sites, leading to increased formation of n-heptane relative to iso-heptane. 

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References

  1. S. Lee, Y. Lee, J. Kim, S. Jeong, “Tactical control of ni-loading over w-supported beta zeolite catalyst for selective ring opening of 1-methylnaphthalene”. J. Ind. Eng.Chem., vol. 66, 2018, doi: https://doi.org/10.1016/j.jiec.2018.05.042
  2. N. Catherin, E. Blanco, L. Piccolo, D. Laurenti, F. Simonet, C. Lorentz, E. Leclerc, V. Calemma, C. Geantet, “Selective ring opening of decalin over bifunctional RuS2/zeolite catalysts,” Catal. Today vol. 323, 2019, doi: https://doi.org/10.1016/j.cattod.2018.07.052
  3. N. Catherin, F. Blanco, D Laurenti, L. Piccolo, F. Simonet, C. Lorentz, E. Leclerc, V. Calemma, C.Geantet, “Transition metal sulfides on zeolite catalysts for selective ring opening” Catal. Today, 2020, doi: https://doi.org/10.1016/j.cattod.2020.10.012
  4. S.A D’Ippolito, A.D Ballarini, S.M. Rosas, L.Pirault-Roy, C. Especel, C. L Epron. “Influence of the Ir content and the support on the thiotolerance of the Ir/SiO2-Al2O3 catalysts for selective ring opening of decalin,” Can. J. Chem. Eng., 2020, doi: https://doi.org/10.1002/cjce.23930
  5. X. Dong et al., “Noble-metal efficient Pt-Ir-Co/SiO2 catalyst for selective hydrogenolytic ring opening of methylcyclopentane,” Catal. Today, vol. 316, pp. 162–170, 2018, doi: https://doi.org/10.1016/j.cattod.2018.03.059
  6. E. Pérez-Guevara, J. M. Molinillo, E. J. Martínez de la Ossac, J. Frontela, J. Lázaro, M. J. Franco, “Selective Ring Opening of Ethylbenzene on Bifunctional Catalyst Pt–Ir over Hierarchical USY Zeolite,” Petroleum Chemistry, 2020, Vol. 60, pp. 104–112.
  7. Q. Wang et al., “Preparation of a highly efficient Pt/USY catalyst for hydrogenation and selective ring-opening reaction of tetralin,” Pet. Sci., vol. 15, no. 3, pp. 605–612, 2018, doi: https://doi.org/10.1007/s12182-018-0222-5
  8. M.A. Arribas, A. Martinez, “The influence of zeolite acidity for the coupled hydrogenation and ring opening of 1-methylnaphthalene on Pt/USY catalysts,” Appl. Catal., vol. 230, 2002, 203-217, doi: https://doi.org/10.1016/s0926-860x(01)01015-8
  9. Kubicka D., Kangas M., Kumar N., Tiitta M., Lindblad M., Murzin D. Yu. “Ring Opening of Decalin Over Zeolite-Supported Iridium Catalysts,” Top. Catal., vol. 53, pp. 1438-1445, 2010, doi: https://doi.org/10.1007/s11244-010-9604-7
  10. K. Thomas, C. Binet, T. Chevreau, D. Cornet, J. P. Gilson, “Hydrogenation of toluene over supported Pt and Pd catalysts: influence of structural factors on the sulfur tolerance,” J. Catal., vol. 212, pp. 63–75, 2002, doi: https://doi.org/10.1006/jcat.2002.3780
  11. T. Fujikawa, K. Idei, T.Ebihara, H. Mizuguchi, K. Usui, “Aromatic hydrogenation of distillates over SiO2-Al2O3-supported noble metal catalysts,” Appl. Catal., vol. 192, pp. 253-261, 2000, doi: https://doi.org/10.1016/S0926-860X(99)00403-2
  12. R. M. Navarro, B. Pawelec, J. M. Trejo, R. Mariscal, J. Fierro, “Hydrogenation of Aromatics on Sulfur Resistant PtPd Bimetallic Catalysts,” J .Catal., vol. 189, pp. 184-194, 2000.
  13. G.B. McVicker, M. Daage, M.S.Touvelle, W. Hudson, D.P. Klein, W.C. Baird Jr., B.R.Cook, J.G.Chen, S.Hantzer, D.E.W. Vaughana, E. S. Ellis O.C. Feeley, “Selective Ring Opening of Naphthenic Molecules,” J. Catal., 210, pp. 137-148, 2002, doi: https://doi.org/10.1006/jcat.2002.3685
  14. L. M. Kustov, A. Stakheev, T. V. Vasina, O.V. Masloboishchikova, E.G. Khelkovskaya-Sergeeva, P. Zeuthen, “Dual-function catalysts for ring opening of cyclic compounds,” Stud. Surf. Sci. Catal., vol. 138, pp. 307-314, 2001.
  15. T. Sugii, Y. Kamiya, T. Okuhra, “Conversion of methylcyclohexane over Ir/H-β zeolite in the presence of hydrogen,” Appl. Catal., vol. 312, pp. 45-51, 2006, doi: https://doi.org/10.1016/j.apcata.2006.06.022
  16. J., Chupin, N. S. Gnep, S. Lacombe, M. Guisnet, “Influence of the metal and of the support on the activity and stability of bifunctional catalysts for toluene hydrogenation,” Appl. Catal., vol. 206, pp. 43–56, 2001, doi: https://doi.org/10.1016/s0926-860x(00)00585-8
  17. A. S Rocha, E. L. Moreno, G. Da Silva, J.L. Zotin, A.C. Faro Jr, “Tetralin hydrogenation on dealuminated Y zeolite-supported bimetallic Pd-Ir catalysts,” Catal. Today, vol. 133, pp. 394-399, 2008, doi: https://doi.org/10.1016/j.apcata.2006.06.022
  18. T. Tri, J. Massardier, P. Gallezot, B. Imelik, “Metal support and metal additive effects in Catalysis. Additives and support effects on Pt catalysts studied by the competitive hydrogenation of benzene and toluene,” Studies in Surface Science and Catalysis, vol. 11, pp. 141-148, 1982, doi: https://doi.org/10.1016/S0167-2991(09)61385-9
  19. T. Matsui, M. Harada, K. K. Bando, M. Toba, Y. Yoshimura, “EXAFS study on the sulfidation behavior of Pd, Pt and Pd–Pt catalysts supported on amorphous silica and high-silica USY zeolite,” J. Catal., vol. 290, pp. 73-80, 2005, doi: https://doi.org/10.1016/j.apcata.2005.05.019
  20. L. Fiermans, R. De Gryse, G. De Doncker, P. A. Jacobs, J. A. Martens, “Pd segregation to the surface of bimetallic Pt–Pd particles supported on H-β zeolite evidenced with x-ray photoelectron spectroscopy and argon cation bombardment,” J.Catal., vol. 193, 2000, doi: https://doi.org/10.1006/jcat.2000.2868
  21. T. Rades. C. Pak, M. Polissetthfoin, R. Ryoo, J. Fraissard, “Characterization of bimetallic NaY-supported Pt-Pd catalyst by EXAFS, TEM and TPR,” J. Catal. Lett., vol. 29, pp. 91-103, 1994, doi: https://doi.org/10.1007/BF00814255
  22. C. M. N. Yoshioka, T. Garetto, D. Cardoso, “nHexane isomerization on Ni-Pt catalysts/supported on HUSY zeolite: the influence from a metal content,” Catal. Today, 2005, doi: https://doi.org/10.1016/j.cattod.2005.07.056
  23. P. Castaño, B. Pawelec, J.L.G. Fierro, J.M. Arandes, J. Bilbao, “Aromatics reduction of pyrolysis gasoline (pygas) over HY-supported transition metal catalysts,” J. Appl. Catal. a: General, vol. 315, pp. 101–113, 2006, doi: https://doi.org/10.1016/j.apcata.2006.09.009
  24. S. N. Gandhi, G. D. Lei, W. M. H. Sachtler, “Identification of Pd3+ ions in zeolite L by temperature programmed reduction and electron paramagnetic resonance spectroscopy,” Catal. Lett., vol. 17, 1993.
  25. G. Lietz, H. Lieske, H. Spindler, J. Volter “Reactions of platinum in oxygen- and hydrogen-treated Pt/γAl2O3 catalysts: i. temperature-programmed reduction, adsorption, and redispersion of platinum,” J.Catal., vol. 81, pp. 8-16, 1983, doi: https://doi.org/10.1016/0021-9517(83)90142-2
  26. Y. J. Lee, et al., “Ring Opening of Naphthenic Molecules Over Metal Containing Mesoporous Y Zeolite Catalyst,” Nanoscience and Nanotechnology, vol. 15, 5334-5337, 2015, doi: https://doi.org/10.1166/jnn.2015.10424
  27. S. A. D`Ippolito, L. B. Gutierrez, C.L. J. Pieck “Optimal Ir/Pt ratio for the ring opening of decalin in zeolite supported catalysts,” Appl. Catal. A: General, 2012, doi: http://doi.org/10.1016/j.apcata.2012.08.037