Organocatalytic synthesis of bio-based cyclic carbonates from CO2 and vegetable oils

• Main Authors: Alves, M, Grignard, B, Gennen, S, Detrembleur, C, Jerome, C, Tassaing, T
• Format: Journal Article Web Resource
• Language: English
• Published: Royal Society of Chemistry Publishing 01.01.2015
• Subjects: Chemistry; Chimie; cyclic carbonate; Engineering, computing & technology; Ingénierie, informatique & technologie; Materials science & engineering; Physical, chemical, mathematical & earth Sciences; Physique, chimie, mathématiques & sciences de la terre; Science des matériaux & ingénierie; supercritical carbon dioxide
• ISSN: 2046-2069; 2046-2069
• DOI: 10.1039/c5ra10190e

Bio-based cyclic carbonates were synthesized by coupling CO 2 with epoxidized linseed oil using a catalytic platform composed of a bicomponent organocatalyst. Screening of the catalytic activity of a series of organic salts and ionic liquids used in combination with (multi)phenolic or fluorinated hydrogen bond donors was realized before highlighting the synergistic effect between the organocatalyst and the most efficient cocatalysts. These kinetics studies, followed by IR spectroscopy under pressure, enabled optimization of the reaction conditions and to provide quantitative formation of the cyclocarbonated vegetable oil in a short reaction time without using any organic solvent. Optimal conditions deduced from in situ FTIR kinetic studies provide quantitative conversion of epoxidized linseed oil into carbonated linseed oil using a bi-component organocatalyst.