Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
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Published:2023-09-21
Issue:18
Volume:24
Page:14367
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ISSN:1422-0067
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Container-title:International Journal of Molecular Sciences
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language:en
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Short-container-title:IJMS
Author:
Vosberg Jonas1, Bouveyron Thomas1, Eisen-Winter Simon1ORCID, Drönner Jan1, Raabe Gerhard2ORCID, Vanhoorne Pierre3, Behnke Sven3, Eisenacher Matthias1ORCID
Affiliation:
1. Circular Transformation Lab, TH Köln-University of Applied Sciences, 51379 Leverkusen, Germany 2. Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany 3. Lanxess Deutschland GmbH, LPT-M-R&I, Kaiser-Wilhelm-Allee, 51369 Leverkusen, Germany
Abstract
This study explores the potential of robust, strongly basic type I ion exchange resins—specifically, Amberlyst® A26 OH and Lewatit® K 6465—as catalysts for the aldol condensation of citral and acetone, yielding pseudoionone. Emphasis is placed on their long-term stability and commendable performance in continuous operational settings. The aldol reaction, which traditionally is carried out using aqueous sodium hydroxide as the catalyst, holds the potential for enhanced sustainability and reduced waste production through the use of basic ion exchange resins in heterogeneous catalysis. Density Functional Theory (DFT) calculations are employed to investigate catalyst deactivation mechanisms. The result of these calculations indicates that the active sites of Amberlyst® A26 OH are cleaved more easily than the active sites of Lewatit® K 6465. However, the experimental data show a gradual decline in catalytic activity for both resins. Batch experiments reveal Amberlyst® A26 OH’s active sites diminishing, while Lewatit® K 6465 maintains relative consistency. This points to distinct deactivation processes for each catalyst. The constant count of basic sites in Lewatit® K 6465 during the reaction suggests additional factors due to its unique polymer structure. This intriguing observation also highlights an exceptional temperature stability for Lewatit® K 6465 compared to Amberlyst® A26 OH, effectively surmounting one of the prominent challenges associated with the utilization of ion exchange resins in catalytic applications.
Funder
Open Access-Publication fund of TH Köln
Subject
Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis
Reference45 articles.
1. Anastas, P.T., and Warner, J.C. (1998). Green Chemistry: Theory and Practice, Oxford University Press. 2. Heterogeneous basic catalysis;Hattori;Chem. Rev.,2010 3. Kazachenko, A.S., Vasilieva, N.Y., Berezhnaya, Y.D., Fetisova, O.Y., Borovkova, V.S., Malyar, Y.N., Sudakova, I.G., Sychev, V.V., Issaoui, N., and Lutoshkin, M.A. (2023). Sulfation of Birch Wood Microcrystalline Cellulose with Sulfamic Acid Using Ion-Exchange Resins as Catalysts. Polymers, 15. 4. Schubert, J. (1956). Ion Exchange Technology, Academic Press. 5. Miller, W.S., Castagna, C.J., and Pieper, A.W. (2009). Understanding ion-exchange resins for water treatment systems. GE Water Process Technol., 1–13.
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