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The first synthesis of a cyclic carbonate from a ketal in SC-CO2
Affiliation:1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, PR China;2. Key Laboratory of Mesoscopic Chemistry of Ministry of Education, Nanjing University, Nanjing 210023, PR China;3. The Chemical Industry and Engineering Society of China (CIESC), PR China;4. School of Materials Science and Engineering, Suzhou University of Science and Technology, Suzhou 215009, PR China;1. Key Laboratory for Advanced Materials, Research Institute of Industrial Catalysis, East China University of Science and Technology, Shanghai 200237, China;2. Department of Chemical and Environmental Engineering, Xinjiang Institute of Engineering, Urumqi 830011, China;1. Department of Materials-Oriented Chemical Engineering, School of Chemical Engineering, Fuzhou University, Fuzhou 350116, China;2. Qingyuan Innovation Laboratory, Quanzhou 362801, China;3. Fujian Key Laboratory of Advanced Manufacturing Technology of Specialty Chemicals, Fuzhou University, Fuzhou 350116, China;1. Faculty of Chemical Engineering, Kunming University of Science and Technology, Kunming 650500, China;2. School of Metallurgy,Kunming University of Science and Technology, Kunming 650500, China;3. Guangxi Liugang Zhongjin Stainless Steel Co., Ltd, Yulin 537624, China;1. College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, China;2. College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425199, China;3. College of Chemical Engineering, Huaqiao University, Xiamen 361021, China
Abstract:In this paper the synthesis of a cyclic organic carbonate by a halogen-free route is described. The ketal formed from cyclohexanone and 1,2-ethanediol was reacted with carbon dioxide, either in SC-CO2 or in organic solvents under CO2 pressure. Transition-metal complexes with functionalized fluorinated di-ketone ligands were used as catalyst. The synthetic methodology based on SC-CO2 is effective for the synthesis of ethylene carbonate. The use of methanol as co-solvent in SC-CO2 prevents the formation of the ethylene carbonate and only the alcoholysis of the ketal is observed. In organic solvents, no reaction takes place.
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