443748 Mn(OAc)2 as an Effective Catalyst for Synthesis of Dimethylhexane-1,6-Dicarbamate (HDC) from 1,6-Hexanediamine(HDA) and Dimethyl Carbonate (DMC)

Monday, April 11, 2016: 4:30 PM
338 (Hilton Americas - Houston)
Yan Cao1, Liyan Zhao2, Huiquan Li3 and Liguo Wang2, (1)Key Laboratory of Green Process and Engineering, Institute of Process Engineering,Chinese academy of science, Beijing, China, (2)institute of process engineering, Chinese academy of sciences, beijing, China, (3)Institute of Process Engineering, Chinese Academy of Sciences, Beijing, China

The catalytic synthesis of dimethylhexane-1,6-dicarbamate (HDC) from 1,6-hexanediamine (HDA) and dimethyl carbonate (DMC) over a series of homogeneous catalysts (e.g., metallic nitrates and acetates) were investigated. Mn(OAc)2 was screened as the most effective catalyst for this reaction. The effects of reaction temperature, DMC-to-HDA molar ratio, catalyst concentration and reaction time, were investigated. Under the optimum conditions (reaction temperature of 363K, DMC-to-HDA molar ratio of 4:1, catalyst concentration of 7wt.% (based on HDA), and reaction time of 5 h), HDC yield can reach as high as 98.0% with 100% HDA conversion. Online in situ Fourier transform infrared (FTIR) were used to investigate the interactions between Mn(OAc)2 and substrate. The results indicated that the new species, which was formed by the reaction of HDA with Mn(OAc)2, attacked carbonyl carbon of DMC to generate intermediate HMC and finally to HDC, Density Functional Theory (DFT) calculation support the results from FTIR.

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