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Dynamic Phase Behavior of Surface-Active Fluorinated Ionic Liquid Epoxidation Catalysts

Title data

Hegelmann, Markus ; Zuber, Julian ; Luibl, Johannes ; Jandl, Christian ; Korth, Wolfgang ; Jess, Andreas ; Cokoja, Mirza:
Dynamic Phase Behavior of Surface-Active Fluorinated Ionic Liquid Epoxidation Catalysts.
In: Chemistry : a European Journal. (2024) . - e202402985.
ISSN 1521-3765
DOI: https://doi.org/10.1002/chem.202402985

Official URL: Volltext

Abstract in another language

We report on the synthesis of amphiphobic fluorinated surface-active ionic liquid (FSAIL) epoxidation catalysts, which show reversible temperature-controlled solubility in water. The solubility of FSAILs containing the catalytically active perrhenate- and tungstate anions was studied in both the aqueous and the substrate phase, showing a significant solubility decrease in both media compared to their non-fluorinated congeners. It was shown that both the epoxide product and the catalyst additive phenylphosphonic acid (PPA) are efficient in transferring the FSAIL catalyst into the organic phase, rendering the reaction homogeneous. The FSAILs were used as catalysts for the epoxidation of olefins using aqueous H2O2 as oxidant, showing an exceptionally high catalytic activity at mild conditions. Catalyst recycling was demonstrated over ten consecutive runs by phase separation and subsequent product distillation.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: Ionic liquids; Phase transfer catalysis; Epoxidation; Solubility; Fluorine functionalization
Institutions of the University: Faculties > Faculty of Engineering Science
Faculties > Faculty of Engineering Science > Chair Chemical Engineering
Faculties > Faculty of Engineering Science > Chair Chemical Engineering > Chair Chemical Engineering - Univ.-Prof. Dr.-Ing. Andreas Jess
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
600 Technology, medicine, applied sciences > 600 Technology
600 Technology, medicine, applied sciences > 620 Engineering
600 Technology, medicine, applied sciences > 660 Chemical engineering
Date Deposited: 26 Nov 2024 06:53
Last Modified: 26 Nov 2024 07:55
URI: https://eref.uni-bayreuth.de/id/eprint/91249