Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 21; no. 12; pp. 3456 - 3463
• Main Authors: Meng, Xianglei, Ju, Zhaoyang, Zhang, Suojiang, Liang, Xiaodong, von Solms, Nicolas, Zhang, Xiaochun, Zhang, Xiangping
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 2019; Royal Society of Chemistry
• Subjects: Anions; Carbon dioxide; Carbonates; Catalysis; Catalysts; Chemical bonds; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Cycloaddition; Epoxides; Flue gas; Green & Sustainable Science & Technology; Green chemistry; Hydrogen bonding; Infrared spectroscopy; Ionic liquids; Ions; Physical Sciences; Science & Technology; Science & Technology - Other Topics; Substrates; CYCLOADDITION; EPOXIDES; POLYMERS; TEMPERATURE; CHEMICAL FIXATION; CONVERSION; DIOXIDE; METAL-ORGANIC FRAMEWORK; ATMOSPHERIC-PRESSURE; HETEROGENEOUS CATALYSTS
• ISSN: 1463-9262; 1463-9270
• DOI: 10.1039/c9gc01165j

A series of 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) based bifunctional protic ionic liquids (DBPILs) were easily prepared by acid-base reactions at room temperature. They were used to catalyze the cycloaddition reaction of CO2 with epoxides under mild conditions. As a metal free catalyst, the best DBPIL showed a 92% yield of products within 6 hours at 30 degrees C and 1 bar CO2 without any solvents and co-catalysts. It could afford carbonates in good yields with broad epoxide substrate scope and CO2 from simulated flue gas (15% CO2/85% N-2). IR spectroscopy and DFT studies were carried out to investigate the mechanism of the cycloaddition reaction. The results showed that the DBPILs could activate both CO2 and epoxides by alkoxy anions and powerful hydrogen-bonding, which was well consistent with experiments.