Tran, Ngoc Tuan Cheong, Seokhyeon Ramadhan, Muhammad Dzulfahmi Kim, Jiyun Kim, Kyeongsu Kim, Honggon Lee, Hyunjoo 2024-04-24T07:38:21Z 2024-04-24T07:38:21Z 2024-03-13 2024-06 0256-1115 https://pubs.kist.re.kr/handle/201004/149706 Hexafluoropropylene oxide (HFPO) is a versatile fluorochemical widely used in the synthesis of various fluorinated compounds and fluorinated polymers. In this paper, we report on the successful synthesis of HFPO via the epoxidation of hexafluoropropylene (HFP) with NaOCl in a two-phase solvent system. Among the organic phase solvents tested, hydrofluoroethers such as C4F9OCH3, C4F9OC2H5, and C7F15OC2H5 showed high HFPO yields, indicating their potential to replace conventional CFCl2CF2Cl (CFC-113), which is ozone depleting and global warming chemical. When the reaction was carried out for 20 min at room temperature, the C4F9OCH3-water two-phase system produced HFPO with over 40% yield and over 70% selectivity. To optimize the reaction conditions, various reaction parameters were investigated, including the effects of NaOH and phase transition catalysts. Analysis of the by-products using 19F and 13C NMR and X-ray diffraction (XRD) showed that HFP/HFPO decomposes during oxidation to F over bar , CO2, oxalate, trifluoroacetate, etc. Density functional theory (DFT) calculations elucidated the reaction pathway of this epoxidation: with a lower E-barrier of 12.8 kcal/mol, the nucleophilic attack of OCl over bar on the beta-carbon of HFP is preferable to the alpha-carbon pathway. English 한국화학공학회 Synthesis of Hexafluoropropylene Oxide from Hexafluoropropylene and Hypochlorite Using Hydrofluoroether Solvent Article 10.1007/s11814-024-00120-6 1 Korean Journal of Chemical Engineering, v.41, no.6, pp.1833 - 1840 Korean Journal of Chemical Engineering 41 6 1833 1840 N scie scopus kci 2-s2.0-85186250370 Chemistry, Multidisciplinary Engineering, Chemical Chemistry Engineering Article; Early Access SET MODEL CHEMISTRY GAS-PHASE OXIDATION TOTAL ENERGIES EPOXIDATION OXYGEN KINETICS ATOMS Epoxidation Hydrofluoroether Green solvent Hexafluoropropylene Hexafluoropropylene oxide