Novel polyhydroxylated ammonium, imidazolium, and pyridinium salt organocatalysts were prepared through N-alkylation sequences using glycidol as the key precursor. The most active pyridinium iodide catalyst effectively promoted the carbonation of a set of terminal epoxides (80 to >95% yields) at a low catalyst loading (5 mol%), ambient pressure of CO2, and moderate temperature (75 degrees C) in batch operations, also demonstrating high recyclability and simple downstream separation from the reaction mixture. Moving from batch to segmented flow conditions with the operation of thermostated (75 degrees C) and pressurized (8.5 atm) home-made reactors significantly reduced the process time (from hours to seconds), increasing the process productivity up to 20.1 mmol((product)) h(-1) mmol((cat))(-1), a value similar to 17 times higher than that in batch mode.

Efficiency in Carbon Dioxide Fixation into Cyclic Carbonates: Operating Bifunctional Polyhydroxylated Pyridinium Organocatalysts in Segmented Flow Conditions

Poletti, Lorenzo;Rovegno, Caterina;Di Carmine, Graziano;Ragno, Daniele;Brandolese, Arianna;Massi, Alessandro
;
Dambruoso, Paolo
2023

Abstract

Novel polyhydroxylated ammonium, imidazolium, and pyridinium salt organocatalysts were prepared through N-alkylation sequences using glycidol as the key precursor. The most active pyridinium iodide catalyst effectively promoted the carbonation of a set of terminal epoxides (80 to >95% yields) at a low catalyst loading (5 mol%), ambient pressure of CO2, and moderate temperature (75 degrees C) in batch operations, also demonstrating high recyclability and simple downstream separation from the reaction mixture. Moving from batch to segmented flow conditions with the operation of thermostated (75 degrees C) and pressurized (8.5 atm) home-made reactors significantly reduced the process time (from hours to seconds), increasing the process productivity up to 20.1 mmol((product)) h(-1) mmol((cat))(-1), a value similar to 17 times higher than that in batch mode.
2023
Poletti, Lorenzo; Rovegno, Caterina; Di Carmine, Graziano; Vacchi, Filippo; Ragno, Daniele; Brandolese, Arianna; Massi, Alessandro; Dambruoso, Paolo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/2520931
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