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Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction

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 perform...

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Autores principales: Vosberg, Jonas, Bouveyron, Thomas, Eisen-Winter, Simon, Drönner, Jan, Raabe, Gerhard, Vanhoorne, Pierre, Behnke, Sven, Eisenacher, Matthias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10532307/
https://www.ncbi.nlm.nih.gov/pubmed/37762670
http://dx.doi.org/10.3390/ijms241814367
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author Vosberg, Jonas
Bouveyron, Thomas
Eisen-Winter, Simon
Drönner, Jan
Raabe, Gerhard
Vanhoorne, Pierre
Behnke, Sven
Eisenacher, Matthias
author_facet Vosberg, Jonas
Bouveyron, Thomas
Eisen-Winter, Simon
Drönner, Jan
Raabe, Gerhard
Vanhoorne, Pierre
Behnke, Sven
Eisenacher, Matthias
author_sort Vosberg, Jonas
collection PubMed
description 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.
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spelling pubmed-105323072023-09-28 Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction Vosberg, Jonas Bouveyron, Thomas Eisen-Winter, Simon Drönner, Jan Raabe, Gerhard Vanhoorne, Pierre Behnke, Sven Eisenacher, Matthias Int J Mol Sci Article 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. MDPI 2023-09-21 /pmc/articles/PMC10532307/ /pubmed/37762670 http://dx.doi.org/10.3390/ijms241814367 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Vosberg, Jonas
Bouveyron, Thomas
Eisen-Winter, Simon
Drönner, Jan
Raabe, Gerhard
Vanhoorne, Pierre
Behnke, Sven
Eisenacher, Matthias
Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title_full Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title_fullStr Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title_full_unstemmed Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title_short Temperature Stable Ion Exchange Resins as Catalysts for the Manufacturing of Vitamin Precursors by Aldol Reaction
title_sort temperature stable ion exchange resins as catalysts for the manufacturing of vitamin precursors by aldol reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10532307/
https://www.ncbi.nlm.nih.gov/pubmed/37762670
http://dx.doi.org/10.3390/ijms241814367
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