•  
  •  
 

Corresponding Author

Jia-xing LU(jxlu@chem.ecnu.edu.cn)

Abstract

Glycerol carbonate was obtained from glycerol and carbon dioxide under room temperature and normal pressure by electrochemical method. The effects of synthesis conditions, such as cathode, charge, current density and temperature, on the reaction of glycerol and carbon dioxide have been investigated. The yields of 73% were produced by electrosynthesis of carbonate under the optimized condition, which is much higher than that by common catalysis method. The electrochemical behavior of the reaction system has been studied by cyclic voltammetry, through which the reaction process has been proposed.

Graphical Abstract

Keywords

glycerol, carbon dioxide, electrosynthesis, organic carbonate

Publication Date

2013-08-28

Online Available Date

2013-01-27

Revised Date

2013-01-22

Received Date

2012-12-25

References

Zhang L, Niu D. F, Zhang K, et al. Electrochemical activation of CO2 in ionic liquid ( BMIMBF4): Synthesis of organic carbonates under mild conditions[J]. Green Chemistry, 2008, 10(2): 202-206.
Wang H, Wu L X, Lan Y C, et al. Electrosynthesis of cyclic carbonates from CO2 and diols in ionic liquids under mild conditions[J]. International Journal of Electrochemical Science, 2011, 6(9): 4218-4227.
Wu L X, Wang H, He L, et al. Direct electrosynthesis of organic carbonates from CO2 with alcohols under mild condition[J]. International Journal of Electrochemical Science, 2012, 7(6): 5616-5625.
Niu D F, Zhang L, Xiao L P, et al. Nickel-catalyzed coupling of CO2 and amines: Improved synthesis of carbamates[J]. Applied Organometallic Chemistry, 2007, 21(11): 941-944.
Wang H, Zhang G R, Liu Y Z, et al. Electrocarboxylation of activated olefins in ionic liquid BMIMBF4[J]. Electrochemistry Communications, 2007, 9(9): 2235-2239.
Zhang K, Xiao Y J, Lan Y C, et al. Electrochemical reduction of aliphatic conjugated dienes in the presence of carbon dioxide[J]. Electrochemistry Communications, 2010, 12(12): 1698-1702.
Wang H, Zhang K, Liu Y Z, et al. Electrochemical carboxylation of cinnamate esters in MeCN[J]. Tetrahedron, 2008, 64(2): 314-318.
Wang H, Zhang K, Chen B L, et al. Study on electrocarboxylation of [(4-methoxy-benzylidene)-amino] - acetic acid ester[J]. International Journal of Electrochemical Science, 2011, 6(5): 1720-1729.
Zhang K, Wang H, Zhao S F, et al. Asymmetric electrochemical carboxylation of prochiral acetophenone: An efficient route to optically active atrolactic acid via selective fixation of carbon dioxide[J]. Journal of Electroanalytical Chemistry, 2009, 630(1/2): 35-41.
Zhao S F, Wang H, Lan Y C, et al. Influences of the operative parameters and the nature of the substrate on the electrocarboxylation of benzophenones[J]. Journal of Electroanalytical Chemistry, 2012, 664: 105-110.
Kovvali A S, Sirkar K K. Carbon dioxide separation with novel solvents as liquid membranes[J]. Industrial & Engineering Chemistry Research, 2002, 41(9): 2287-2295.
Chen C H, Hyung Y E, Vissers D R, et al. Lithium ion battery with improved safety US2003157413 (A1), 2003.
Ueno K, Mizushima H. Glycerol Carbonate Glycoside US2007213517 (A1), 2007.
Schmitt B, Caspari M. Method for producing glycerol carbonate methacrylate. US2007106044, 2007.
Selva M, Fabris M. The reaction of glycerol carbonate with primary aromatic amines in the presence of Y- and X-faujasites: The synthesis of N-(2,3-dihydroxy)propyl anilines and the reaction mechanism[J]. Green Chemistry, 2009, 11(8): 1161-1172.
Mouloungui Z, Pelet S. Study of the acyl transfer reaction: Structure and properties of glycerol carbonate esters[J]. European Journal of Lipid Science and Technology, 2001, 103(4): 216-222.
Kim S C, Kim Y H, Lee H, et al. Lipase-catalyzed synthesis of glycerol carbonate from renewable glycerol and dimethyl carbonate through transesterification[J]. Journal of Molecular Catalysis B: Enzymatic, 2007, 49(1/4): 75-78.
Vieville C, Yoo J W, Pelet S, et al. Synthesis of glycerol carbonate by direct carbonatation of glycerol in supercritical CO2 in the presence of zeolites and ion exchange resins[J]. Catalysis Letters, 1998, 56(4): 245-247.
George J, Patel Y, Pillai S M, et al. Methanol assisted selective formation of 1,2-glycerol carbonate from glycerol and carbon dioxide using (Bu2SnO)-Bu-n as a catalyst[J]. Journal of Molecular Catalysis A-Chemical, 2009, 304(1/2): 1-7.
Aresta M, Dibenedetto A, Nocito F, et al. A study on the carboxylation of glycerol to glycerol carbonate with carbon dioxide: The role of the catalyst, solvent and reaction conditions[J]. Journal of Molecular Catalysis A-Chemical, 2006, 257(1/2): 149-153.
Zhang L, Luo Y W, Niu D F, et al. Electrochemical behaviorof CO2 on copper electrode[J]. Chemical Journal of Chinese Universities, 2007, 28(9): 1660-1662.

Share

COinS
 
 

To view the content in your browser, please download Adobe Reader or, alternately,
you may Download the file to your hard drive.

NOTE: The latest versions of Adobe Reader do not support viewing PDF files within Firefox on Mac OS and if you are using a modern (Intel) Mac, there is no official plugin for viewing PDF files within the browser window.