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Synthesis and characterization of Sn-Al-MCM-41 molecular sieve for cyclic acetal production by the glycerol etherification reaction with benzaldehyde

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Abstract

Sn–Al-MCM-41 oxide catalysts were synthesized, characterized, and used in glycerol etherification reaction with benzaldehyde. The materials obtained offered heterogeneous Lewis and Brønsted acid sites. The direct functionalization of glycerol with benzaldehyde formed cyclic acetals of high commercial value. The best reaction conditions pointed to a conversion up to 95% of glycerol and final yield of cyclic acetals up to 75%, at a temperature of 120 °C and 240 min using Sn25 catalyst. Moreover, 2-phenyl-1,3-dioxan-5-ol (6-membered cyclic ring) was the most observed products, in cis and trans isomer forms with values above 70%. The temperature presented a positive effect, increasing the glycerol conversion but favored the formation of undesired molecules, such as benzoic acid and benzyl alcohol. The reaction equilibria shifted, due to the high concentration of benzaldehyde, which was useful for a higher yield of cyclic acetals. Time was an important reaction variable, as the selectivity to cyclic acetals may change significantly according to reaction time.

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Acknowledgements

We are grateful to the Federal Technological University of Paraná—UTFPR—Campus Apucarana, Chemical Engineering Master´s Program—PPGEQ-AP, State University of Maringá in Chemical Engineering Department—DEQ-UEM, State University of Londrina—UEL and University Center FACENS. Special thanks to Labs LAMAP-UTFPR, LabmultiLD-UTFPR and Laboratory of Adsorption and Ion Exchange LATI-UEM for supporting the catalysts characterization. We thank the financial support offered by the Brazilian’s National Council for Scientific and Technological Development—CNPq and Coordination for the Improvement of Higher Education Personnel—CAPES.

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Correspondence to Márcio Eduardo Berezuk.

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Bagio, J.C., Yamamoto, K., Kiyan, A.M. et al. Synthesis and characterization of Sn-Al-MCM-41 molecular sieve for cyclic acetal production by the glycerol etherification reaction with benzaldehyde. Braz. J. Chem. Eng. 38, 901–913 (2021). https://doi.org/10.1007/s43153-021-00156-9

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  • DOI: https://doi.org/10.1007/s43153-021-00156-9

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