Isolation and characterization of intermediate catalytic species in the Zn-catalyzed glycerolysis of urea

[Display omitted] ► ZnCl2 showed the highest catalytic activity. ► Zinc glycerolate (Zn(C3H6O3)) and NH4Cl were formed from ZnCl2 via Zn(NH3)2Cl2. ► Zn(C3H6O3) plays a role in activating urea and NH4Cl functions to activate glycerol. Homogeneous zinc-catalyzed synthesis of glycerol carbonate from th...

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Bibliographic Details
Published in:Applied catalysis. A, General General, 2012-08, Vol.433-434, p.35-40
Main Authors: Park, Jong-Ho, Choi, Ji Sik, Woo, Soo Kyoung, Lee, Sang Deuk, Cheong, Minserk, Kim, Hoon Sik, Lee, Hyunjoo
Format: Article
Language:English
Subjects:
Carbonates
Catalysis
Catalysts
Glycerol
Glycerol carbonate
Glycerols
Glycerolysis
Homogeneous catalysis
Ingredients
Synthesis
Urea
Ureas
Zinc
Zinc halides
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Summary:[Display omitted] ► ZnCl2 showed the highest catalytic activity. ► Zinc glycerolate (Zn(C3H6O3)) and NH4Cl were formed from ZnCl2 via Zn(NH3)2Cl2. ► Zn(C3H6O3) plays a role in activating urea and NH4Cl functions to activate glycerol. Homogeneous zinc-catalyzed synthesis of glycerol carbonate from the reaction of glycerol with urea was investigated. Among the zinc-based catalysts tested, ZnCl2 showed the highest catalytic activity. Spectroscopic and elemental analyses of the zinc species, isolated from the reaction conducted in the presence of ZnCl2, revealed that Zn(NH3)Cl2 was generated first as an intermediate species, which in turn reacted with glycerol to produce zinc glycerolate, Zn(C3H6O3) and NH4Cl. The activity of Zn(C3H6O3) was considerably lower than that of ZnCl2, but the activity was greatly enhanced by the combined use of NH4Cl, implying that both Zn(C3H6O3) and NH4Cl were functioning as essential ingredients for the carbonylation of glycerol by urea. The formation of Zn(C3H6O3) was also observed when ZnBr2, ZnI2, ZnF2, Zn(NO3)2, Zn(CH3CO2)2, or ZnO was used as the catalyst.
ISSN:0926-860X
1873-3875
DOI:10.1016/j.apcata.2012.04.031