Abstract
Modified Y type catalyst (M-Y) shows great potential for the preparation of toluene attribute to catalyst topology and synergistic effect of Lewis acid and Brönsted acid in the alkylation reaction. However, it still remains a big challenge to build a reaction mechanism. Thereby, based on the study of HZSM-5, H-beta and M-Y catalysts structure and physical properties, a plausible reaction mechanism was proposed. The samples were characterized by X-ray diffraction, N2 adsorption/desorption, Fourier transform infrared absorption spectra and Pyridine adsorption infrared. The activity of catalysts was tested in benzene alkylation with methanol and was found to be in the following increasing order: Na-Y (no effect) < H-Y << HZSM-5 < H-beta < M-Y.
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References
Wijaya, Y.P., Kristianto, I., Lee, H., Jae, J.: Production of renewable toluene from biomass-derived furans via Diels-Alder and dehydration reactions: a comparative study of Lewis acid catalysts. Fuel 182, 588–596 (2016)
Hu, H.L., Zhang, Q.F., Cen, J., Li, X.N.: Catalytic activity of Pt modified hierarchical ZSM-5 catalysts in benzene alkylation with methanol. Catal. Lett. 145, 715–722 (2015)
Alabi, W., Atanda, L.M., Jermy, R., Al-Khattaf, S.: Kinetics of toluene alkylation with methanol catalyzed by pure and hybridized HZSM-5 catalysts. Chem. Eng. J. 195–196, 276–288 (2012)
Hu, H.L., Lyu, J.H., Wang, Q.T., Zhang, Q.F., Cen, J., Li, X.N.: Alkylation of benzene with methanol over hierarchical porous ZSM-5: synergy effects of hydrogen atmosphere and zinc modification†. RSC Adv. 5, 32679–32684 (2015)
Odedairo, T., Al-Khattaf, S.: Comparative study of zeolite catalyzed alkylation of benzene with alcohols of different chain length: H-ZSM-5 versus mordenite. Catal. Today 204, 73–84 (2013)
Leng, K.Y., Wang, Y., Lancelotc, C.H., et al.: Enhancement of catalytic performance in the benzylation of benzene with benzyl alcohol over hierarchical mordenite. J. Catal. 306, 100–108 (2013)
Adebajo, M.O., Long, M.A.: Further evidence for the oxidative methylation of benzene with methane over zeolite catalysts. Catal. Commun. 4, 71–76 (2003)
Tan, W., Liu, M., Zhao, Y., et al.: Para-selective methylation of toluene with methanol over nano-sized ZSM-5 catalysts: synergistic effects of surface modifications with SiO2, P2O5 and MgO. Microporous Mesoporous Mater. 196, 18–30 (2014)
Ding, W., Cui, Y.Y., Li, J.J., Yang, Y.Q., Fang, W.P.: Promoting effect of dual modification of H-ZSM-5 catalyst by alkali treating and Mg doping on catalytic performances for alkylation of benzene with ethanol to ethylbenzene. RSC Adv. 4, 50123–50129 (2014)
Zhang, Y.Y., Li, Y.F., Chen, L., Au, C.T., Yin, S.F.: A new catalytic process for the synthesis of para-xylene through benzene methylation with CH3Br. Catal. Commun. 54, 6–10 (2014)
Deng, W., He, X., Zhang, C., Gao, Y.Y., et al.: Promoting xylene production in benzene methylation using hierarchically porous ZSM-5 derived from a modified dry-gel route☆. Chin. J. Chem. Eng. 22, 921–929 (2014)
Xu, W.Y., Miller Stephen, J., Agrawal Pradeep, K., Jones Christopher, W.: Positive effect of water on zeolite BEA catalyzed alkylation of phenol with propylene. Catal. Lett. 144, 434–438 (2014)
Kowalska-Kus, J., Held, A., Frankowski, M., Solketal, K.: formation from glycerol and acetone over hierarchical zeolites of different structure as catalysts. J. Mol. Catal. A 426, 205–212 (2017)
Hu, H.L., Lyu, J.H., Rui, J.Y., et al.: The effect of Si/Al ratio on the catalytic performance of hierarchical porous ZSM-5 for catalyzing benzene alkylation with methanol†. Catal. Sci. Technol. 6, 2647–2652 (2016)
Khoshbin, R., Karimzadeh, R.: Synthesis of mesoporous ZSM-5 from rice husk ash with ultrasound assisted alkali-treatment method used in catalytic cracking of light naphtha. Adv. Powder Technol. 28, 1888–1897 (2017)
Li, G.X., Dong, P., Ji, D., et al.: Effect of support materials on liquid-phase hydrogenation of hydroquinone over ruthenium catalysts. Solid State Sci. 23, 13–16 (2013)
Lu, L., Zhang, H.Z.H.: Zh.: Synthesis of hierarchical ZSM-5and its application in benzene alkylation with methanol. Acta Petrolei Sinica 28,111–115 (2012)
Saepurahman, V.M., Olsbye, U., Bjørgen, M., Svelle, S.: In situ FT-IR mechanistic investigations of the zeolite catalyzed methylation of benzene with methanol: H-ZSM-5 versus H-beta. Top. Catal. 54, 1293–1301 (2011)
Barthos, R., Bánsági, T., Zakar, T.S., Solymosi∗ F.: Aromatization of methanol and methylation of benzene over Mo2C/ZSM-5 catalysts. J. Catal. 247, 368–378 (2007)
Jovic, A., Bajuk-Bogdanovic, D., Nedic Vasiljevic, B., et al.: Synthesis and characterization of 12-phosphotungstic acid supported on BEA zeolite. Mater. Chem. Phys. 186, 430–437 (2017)
Zu, Y., Qin, Y.C., Gao, X.H., Liu, H.H., Zhang, X.T., Zhang, J.D., Song, L.J.: et al., Insight into the correlation between the adsorption-transformation behaviors of methylthiophenes and the active sites of zeolites YOriginal. Res. Art. Appl. Catal. B 203, 96–107 (2017)
Jaehong, L., Seong, L.S., Jackie, Y.Y.: Mesoporous silica-supported catalysts for metathesis: application to a circulating flow reactor. Chem. Commun. 46, 806–808 (2010)
Wang, G.R.: Catalyst and catalysis. Dalian Univ. Technol. Press 4, 42–80 (2015)
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We acknowledge financial support from the science and technology support project of Gansu province (1604GKCD026) (No. 2016GS09293).
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Dong, P., Li, Z., Ji, D. et al. Catalytic benzene mono-alkylation over three catalysts: improving activity and selectivity with M-Y catalyst. J Incl Phenom Macrocycl Chem 90, 149–155 (2018). https://doi.org/10.1007/s10847-017-0771-z
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DOI: https://doi.org/10.1007/s10847-017-0771-z