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Highly efficient synthesis of diethyl carbonate via one-pot reaction from carbon dioxide, epoxides and ethanol over KI-based binary catalyst system
Alternative TitleAppl. Catal. A-Gen.
Wang, Liguo1; Li, Huiquan1; Xin, Shumin1; He, Peng1; Cao, Yan1; Li, Fengjiao1,2; Hou, Xinjuan1
2014-02-10
Source PublicationAPPLIED CATALYSIS A-GENERAL
ISSN0926-860X
Volume471Issue:1Pages:19-27
AbstractThe synthesis of diethyl carbonate (DEC) directly from carbon dioxide, ethylene oxide (EO), and ethanol via one-pot reaction is reported for the first time. The effects of catalyst species and reaction variables on the synthetic performance of DEC were systematically studied. The integration of easily available KI and sodium ethoxide as homogeneous binary catalyst system was found to be very active for the one-pot reaction, and 63.6% of the DEC yield could be achieved under relatively mild reaction conditions (443 K, 3 MPa CO2 initial pressure, 2 h). The byproduct of 2-ethoxyethanol, which is predominantly formed via alcoholysis of EO by ethanol through ring-opening reaction, was produced with small amount (<5%) under optimized conditions. Additionally, the thermodynamic evaluation reveals that the standard molar enthalpy of one-pot reaction is exothermic (Delta H-r(m)theta = -19.70 kcal/mol < 0). In comparison with the direct synthesis of DEC from CO2 and ethanol, the involvement of EO facilitates the formation of DEC, simultaneously with glycol produced. This strategy could also be successfully expanded to terminal epoxide substrates. Furthermore, a possible mechanism of the reaction was proposed on the basis of experimental results. This method provides a highly effective way to produce DEC via directly chemical utilization of CO2 and shows promising application in the manufacture of diethyl carbonate on an industrial scale. (C) 2013 Elsevier B.V. All rights reserved.; The synthesis of diethyl carbonate (DEC) directly from carbon dioxide, ethylene oxide (EO), and ethanol via one-pot reaction is reported for the first time. The effects of catalyst species and reaction variables on the synthetic performance of DEC were systematically studied. The integration of easily available KI and sodium ethoxide as homogeneous binary catalyst system was found to be very active for the one-pot reaction, and 63.6% of the DEC yield could be achieved under relatively mild reaction conditions (443 K, 3 MPa CO2 initial pressure, 2 h). The byproduct of 2-ethoxyethanol, which is predominantly formed via alcoholysis of EO by ethanol through ring-opening reaction, was produced with small amount (<5%) under optimized conditions. Additionally, the thermodynamic evaluation reveals that the standard molar enthalpy of one-pot reaction is exothermic (Delta H-r(m)theta = -19.70 kcal/mol < 0). In comparison with the direct synthesis of DEC from CO2 and ethanol, the involvement of EO facilitates the formation of DEC, simultaneously with glycol produced. This strategy could also be successfully expanded to terminal epoxide substrates. Furthermore, a possible mechanism of the reaction was proposed on the basis of experimental results. This method provides a highly effective way to produce DEC via directly chemical utilization of CO2 and shows promising application in the manufacture of diethyl carbonate on an industrial scale. (C) 2013 Elsevier B.V. All rights reserved.
KeywordDiethyl Carbonate Ethanol Carbon Dioxide Binary Catalyst System
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Life Sciences & Biomedicine
DOI10.1016/j.apcata.2013.11.031
URL查看原文
Indexed BySCI
Language英语
WOS KeywordMETAL-OXIDE CATALYSTS ; DIMETHYL CARBONATE ; ORGANIC CARBONATES ; DIALKYL CARBONATES ; PROPYLENE-OXIDE ; ETHYLENE-OXIDE ; BUTYLENE OXIDE ; CO2 ; METHANOL ; TRANSESTERIFICATION
WOS Research AreaChemistry ; Environmental Sciences & Ecology
WOS SubjectChemistry, Physical ; Environmental Sciences
WOS IDWOS:000331481600003
Citation statistics
Cited Times:22[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Version出版稿
Identifierhttp://ir.ipe.ac.cn/handle/122111/8114
Collection研究所(批量导入)
Affiliation1.Chinese Acad Sci, Inst Proc & Engn, Natl Engn Lab Hydromet Cleaner Prod Technol, Key Lab Green Proc & Engn, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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GB/T 7714
Wang, Liguo,Li, Huiquan,Xin, Shumin,et al. Highly efficient synthesis of diethyl carbonate via one-pot reaction from carbon dioxide, epoxides and ethanol over KI-based binary catalyst system[J]. APPLIED CATALYSIS A-GENERAL,2014,471(1):19-27.
APA Wang, Liguo.,Li, Huiquan.,Xin, Shumin.,He, Peng.,Cao, Yan.,...&Hou, Xinjuan.(2014).Highly efficient synthesis of diethyl carbonate via one-pot reaction from carbon dioxide, epoxides and ethanol over KI-based binary catalyst system.APPLIED CATALYSIS A-GENERAL,471(1),19-27.
MLA Wang, Liguo,et al."Highly efficient synthesis of diethyl carbonate via one-pot reaction from carbon dioxide, epoxides and ethanol over KI-based binary catalyst system".APPLIED CATALYSIS A-GENERAL 471.1(2014):19-27.
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