0518838 - ÚCHP 2021 RIV NL eng J - Journal Article
Klusoň, Petr - Stavárek, Petr - Pěnkavová, Věra - Vychodilová, Hana - Hejda, Stanislav - Bendová, Magdalena - Došek, M.
Design of the reversible biphasic arrangement in the microfluidic chip reactor for asymmetric hydrogenation reactions.
Chemical Engineering Research and Design. Roč. 153, January (2020), s. 537-546. ISSN 0263-8762. E-ISSN 1744-3563
R&D Projects: GA ČR GA15-04790S
Institutional support: RVO:67985858
Keywords : reversible biphasic system * microfluidic chip reactor * catalyst recovery
OECD category: Chemical process engineering
Impact factor: 3.739, year: 2020 ; AIS: 0.611, rok: 2020
Method of publishing: Open access
Result website:
https://www.sciencedirect.com/science/article/pii/S0263876219305490?via%3DihubDOI: https://doi.org/10.1016/j.cherd.2019.11.023

Design of the reversible biphasic system for a practical use in asymmetric hydrogenation performed in a microfluidic chip reactor is reported. Methylacetoacetate (MAA) was transformed to (R)-methylhydroxybutyrate over optically pure (R)-Ru-BINAP as a model reaction. The study was an iteration towards the design, description and optimization of the temperature driven reversible biphasic system in the mixed [NR,222][Tf2N]/methanol/water phase by varying the parameter of the structure of the ionic molecule, starting from [NH4][Tf2N] up to [N14,222][Tf2N]. At temperatures, and other conditions providing high conversions and optical yields, the reaction mixture was monophasic. At lower temperatures, the mixture became biphasic for ionic liquids with long alkyl chains (namely [N14,222][Tf2N]) due to their strong non-polar character. The formed ionic liquid phase accommodated the chiral Ru complex, the water/methanol phase the reaction products. After the reaction, when the mixture was cooled, over 90% of the catalytic complex was kept in the ionic liquid phase. Viscosity and density data were also discussed. It seems the reversible biphasic system offers a way to facilitate the separation of the chiral Ru-complex from the reaction mixture. Due to high sensitivity of the complex to handling conditions, its reuse still requires further optimization.
Permanent Link: http://hdl.handle.net/11104/0303867