Novel Application of Polymer Networks Carrying Tertiary Amines as a Catalyst Inside Microflow Reactors Used for Knoevenagel Reactions

A novel application is described for utilizing hydrogel dots as organocatalyst carriers inside microfluidic reactors. Tertiary amines were covalently immobilized in the hydrogel dots. Due to the diffusion of reactants within the swollen hydrogel dots, the accessible amount of catalysts inside a microfluidic reactor chamber can be increased compared to the accessible amount of surface‐bound catalysts. To perform fast Knoevenagel reactions, important flow parameters had to be validated to optimize the reactor performance while keeping the dimensions of the reactor chamber constant; e.g. the height of the hydrogel dots had to be adjusted to the invariable dimensions of the reactor chamber, or an adjustment of organocatalysts in the hydrogel dots had to be validated to achieve the highest conversion rate during a certain residence time. To characterize the conversion, nuclear magnetic resonance (NMR) and UV/Vis‐spectroscopy were utilized as an offline and online method, respectively. With suitable hydrogel dots, the influence of different flow parameters (e.g., operating flow rate and reactant concentration) on the selected model reactions in the microfluidic reactor was investigated. Finally, a variety of reactants were screened with the optimized flow parameters. With these results, the turnover frequency was determined for the Knoevenagel reactions in a microfluidic reactor, and the results were compared with published data that were determined by other synthetic approaches.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Novel Application of Polymer Networks Carrying Tertiary Amines as a Catalyst Inside Microflow Reactors Used for Knoevenagel Reactions ; volume:2020 ; number:35 ; year:2020 ; pages:5765-5774 ; extent:10
European journal of organic chemistry ; 2020, Heft 35 (2020), 5765-5774 (gesamt 10)

Creator
Berg, Patrik
Obst, Franziska
Simon, David
Richter, Andreas
Appelhans, Dietmar
Kuckling, Dirk

DOI
10.1002/ejoc.202000978
URN
urn:nbn:de:101:1-2022062416042995759487
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:25 AM CEST

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Associated

  • Berg, Patrik
  • Obst, Franziska
  • Simon, David
  • Richter, Andreas
  • Appelhans, Dietmar
  • Kuckling, Dirk

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