Supported catalytic packing prepared from ceramic packing for reactive distillation of ethyl acetate

doi:10.1016/j.cjche.2022.05.016

Abstract

Abstract: In this work, a strategy of “etching-modification filling-graft copolymerization” was proposed to load the acidic ionic polyionic liquid on the smooth ceramic surface. In this way, commercial ceramic Raschig rings were successfully transformed into the supported catalytic packing for the reactive distillation, and were further evaluated with esterification reaction of ethyl acetate by means of the fully mixed reactor, the ultrasonic destruction, the cyclic catalysis reaction and the lab-scale distillation column experiment. This catalyst coating has good adhesion with the substrate. It can withstand 24 h of ultrasound damage and shows good stability in three cycle catalytic experiments. This kind of coated catalyst has better catalytic activity than the commercial Amberlyst 15 dry. In the lab-scale reaction distillation, the supported catalyst Raschig ring can achieve a higher conversion in comparison with the tea bag catalytic packing of Amberlyst 15 dry under some conditions.

Key words: Supported catalytic packing, Ethyl acetate, Reactive distillation, Bonding strength

摘要： In this work, a strategy of “etching-modification filling-graft copolymerization” was proposed to load the acidic ionic polyionic liquid on the smooth ceramic surface. In this way, commercial ceramic Raschig rings were successfully transformed into the supported catalytic packing for the reactive distillation, and were further evaluated with esterification reaction of ethyl acetate by means of the fully mixed reactor, the ultrasonic destruction, the cyclic catalysis reaction and the lab-scale distillation column experiment. This catalyst coating has good adhesion with the substrate. It can withstand 24 h of ultrasound damage and shows good stability in three cycle catalytic experiments. This kind of coated catalyst has better catalytic activity than the commercial Amberlyst 15 dry. In the lab-scale reaction distillation, the supported catalyst Raschig ring can achieve a higher conversion in comparison with the tea bag catalytic packing of Amberlyst 15 dry under some conditions.

关键词: Supported catalytic packing, Ethyl acetate, Reactive distillation, Bonding strength

Zhiwei Wang, Jiannan Shi, Xiaonan Liu, Zhikai Cao, Yong Sha. Supported catalytic packing prepared from ceramic packing for reactive distillation of ethyl acetate[J]. Chinese Journal of Chemical Engineering, 2022, 50(10): 205-214.

Zhiwei Wang, Jiannan Shi, Xiaonan Liu, Zhikai Cao, Yong Sha. Supported catalytic packing prepared from ceramic packing for reactive distillation of ethyl acetate[J]. 中国化学工程学报, 2022, 50(10): 205-214.

References

[1] X.G. Li, H. Zhang, X. Gao, R. Zhang, H. Li, Hydrodynamic simulations of seepage catalytic packing internal for catalytic distillation column, Ind. Eng. Chem. Res. 51 (43) (2012) 14236-14246
[2] Z.G. Lei, C.N. Dai, B.H. Chen, Z.W. Ding, Special Distillation Processes (Second Edition), Elsevier, Amsterdam, 2022
[3] P.W.A.M. Wenmakers, J. van der Schaaf, B.F.M. Kuster, J.C. Schouten, Liquid-solid mass transfer for cocurrent gas-liquid upflow through solid foam packings, AIChE J. 56 (11) (2010) 2923-2933
[4] T. Keller, Chapter 8-Reactive Distillation, in:Andrzej Górak, Žarko Olujić (Eds.), Distillation, Academic Press, Beijing, 2014, pp. 261-294.
[5] Q.L. Wang, F.Y. Zhang, R. Huang, X.D. Wang, C. Yang, H.X. Wang, T. Qiu, Multiphase flow and multicomponent reactive transport study in the catalyst layer of structured catalytic packings for the direct hydration of cyclohexene, Chem. Eng. Process. Process. Intensif. 158 (2020) 108199
[6] K. Sundmacher, U. Hoffmann, Multicomponent mass and energy transport on different length scales in a packed reactive distillation column for heterogeneously catalysed fuel ether production, Chem. Eng. Sci. 49 (24) (1994) 4443-4464
[7] Y.Y. Zhuo, Y.X. Zhong, Y.L. Xu, Y. Sha, Evaluation of transfer resistances in the reactive distillation process for phenol production, Ind. Eng. Chem. Res. 55 (1) (2016) 257-266
[8] T. Deng, Y.K. Li, G.F. Zhao, Z.Q. Zhang, Y. Liu, Y. Lu, Catalytic distillation for ethyl acetate synthesis using microfibrous-structured Nafion-SiO₂/SS-fiber solid acid packings, React. Chem. Eng. 1 (4) (2016) 409-417
[9] T. Deng, J. Ding, G.F. Zhao, Y. Liu, Y. Lu, Catalytic distillation for esterification of acetic acid with ethanol:promising SS-fiber@HZSM-5 catalytic packings and experimental optimization via response surface methodology, J. Chem. Technol. Biotechnol 93 (3) (2018) 827-841
[10] T. Deng, G.F. Zhao, Y. Liu, Y. Lu, Catalytic distillation for one-step cyclohexyl acetate production and cyclohexene-cyclohexane separation via esterification of cyclohexene with acetic acid over microfibrous-structured Nafion-SiO₂/SS-fiber packings, Chem. Eng. Process. Process. Intensif. 131 (2018) 215-226
[11] Q.L. Wang, C. Yang, H.X. Wang, T. Qiu, Optimization of process-specific catalytic packing in catalytic distillation process:a multi-scale strategy, Chem. Eng. Sci. 174 (2017) 472-486
[12] K. Sundmacher, A. Kienle, Reactive Distillation, Wiely, Hoboken, 2002
[13] C.H. Ji, S.M. Xue, Z.L. Xu, X.H. Ma, Fabrication and characterization of novel hollow fiber catalytic packing of PFSA-PES-ZrO₂ (shell)-TiO₂ (core) solid superacid via wet-spinning method, Chem. Eng. Sci. 152 (2016) 1-11
[14] B.M.E. Russbueldt, W.F. Hoelderich, New sulfonic acid ion-exchange resins for the preesterification of different oils and fats with high content of free fatty acids, Appl. Catal. A Gen. 362 (1-2) (2009) 47-57
[15] A. Mehrabani, M.M. Akbarnejad, H. Hosseini, Structural catalytic packing for reaction-distillation columns, Ind. Eng. Chem. Res. 41 (23) (2002) 5842-5847
[16] Y. Li, S. Huang, S. Wu, et al, Preparation and catalytic distillation testing of an acidic zeolite film catalytic packing for synthesis of ETBE, Catal. Lett. 87 (1-2) (2003) 31-35
[17] T.J. Schildhauer, F. Kapteijn, J.A. Moulijn, Stacking of film-flow monoliths for improved performance in reactive stripping, Ind. Eng. Chem. Res. 44 (25) (2005) 9556-9560
[18] Y.L. Jiao, C.H. Jiang, Z.M. Yang, J. Liu, J.S. Zhang, Synthesis of highly accessible ZSM-5 coatings on SiC foam support for MTP reaction, Microporous Mesoporous Mater. 181 (2013) 201-207
[19] X. Gao, Q.Y. Ding, Y. Wu, Y.L. Jiao, J.S. Zhang, X.G. Li, H. Li, Kinetic study of esterification over structured ZSM-5-coated catalysts based on fluid flow situations in macrocellular foam materials, React. Chem. Eng. 5 (3) (2020) 485-494
[20] Q.F. Han, J.N. Wang, M.T. Li, X.D. Wang, Q.L. Wang, C.S. Ye, C. Yang, T. Qiu, A method to fabricate supported catalytic packing:Polydopamine as a "Double-Sided Adhesive" to prepare the fully covered seeding layer, J. Taiwan Inst. Chem. Eng. 132 (2022) 104116
[21] G.P. Dechaine, F.T.T. Ng, A new coated catalyst for the production of diacetone alcohol via catalytic distillation, Ind. Eng. Chem. Res. 47 (23) (2008) 9304-9313
[22] L.P. Han, C.Z. Wang, G.F. Zhao, Y. Liu, Y. Lu, Microstructured Al-fiber@meso-Al₂ O₃@Fe-Mn-K Fischer-Tropsch catalyst for lower olefins, AIChE J. 62 (3) (2016) 742-752
[23] W.L. Luyben, Distillation Design and Control Using Aspen^TM Simulation, John Wiley & Sons, Hoboken, 2013
[24] J.C. Ye, J. Li, Y. Sha, Y.L. Xu, D.W. Zhou, Novel reactive distillation process for phenol production with a dry cation exchange resin as the catalyst, Ind. Eng. Chem. Res. 53 (32) (2014) 12614-12621
[25] T. Keller, J. Muendges, A. Jantharasuk, C.A. Gónzalez-Rugerio, H. Moritz, P. Kreis, A. Górak, Experimental model validation for n-propyl propionate synthesis in a reactive distillation column coupled with a liquid-liquid phase separator, Chem. Eng. Sci. 66 (20) (2011) 4889-4900
[26] K. Qiao, H. Hagiwara, C. Yokoyama, Acidic ionic liquid modified silica gel as novel solid catalysts for esterification and nitration reactions, J. Mol. Catal. A Chem. 246 (1-2) (2006) 65-69
[27] P.F. Yang, X.G. Li, H. Li, H.F. Cong, A.A. Kiss, X. Gao, Unraveling the influence of residence time distribution on the performance of reactive distillation-Process optimization and experimental validation, Chem. Eng. Sci. 237 (2021) 116559
[28] Z.W. Wang, Y. Zhang, Z. Zhang, D.W. Zhou, Z.K. Cao, Y. Sha, Investigation on catalytic distillation for ethyl acetate production with different catalytic packing structures, Chin. J. Chem. Eng. (2022), https://doi.org/10.1016/j.cjche.2022.02.012