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Synthesis of hexamethylene-1,6-dicarbamate by methoxycarbonylation of 1,6-hexamethylene diamine with dimethyl carbonate over bulk and hybrid heteropoly acid catalyst

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Abstract

Synthesis of HDC by methoxycarbonylation of HDA with DMC was carried out over the bulk and hybrid heteropoly acid (HPA) catalyst. The catalysts were systematically characterized by XRD, FTIR, SEM and NH3-TPD techniques. The by-products produced in the reaction were identified and a possible reaction pathway was proposed based on the by-products analysis. The performances of bulk and hybrid HPA catalysts were evaluated. The H4[SiW12O40] catalyst revealed high performance compared with other catalysts and its high performance was attributed to its acidic properties. Effects of reaction parameters and reusability of the H4[SiW12O40] catalyst were also investigated. Under the optimized reaction conditions, HDA conversion reached 93.2% with 64.8% HDC selectivity and only 3.8% by-product selectivity. Moreover, a possible reaction mechanism was proposed for the synthesis of HDC over H4[SiW12O40] catalyst.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (nos. 21476244 and 21406245) and Youth Innovation Promotion Association CAS.

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Authors and Affiliations

  1. Key Laboratory of Green Process and Engineering, National Engineering Laboratory for Hydrometallurgical Cleaner Production Technology, Institute of Process Engineering, CAS, Beijing, 100190, China

    Muhammad Ammar, Yan Cao, Liguo Wang, Peng He & Huiquan Li

  2. University of Chinese Academy of Sciences, Beijing, 100049, China

    Muhammad Ammar

Authors
  1. Muhammad Ammar
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  2. Yan Cao
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  3. Liguo Wang
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  4. Peng He
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  5. Huiquan Li
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Correspondence to Yan Cao or Huiquan Li.

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Ammar, M., Cao, Y., Wang, L. et al. Synthesis of hexamethylene-1,6-dicarbamate by methoxycarbonylation of 1,6-hexamethylene diamine with dimethyl carbonate over bulk and hybrid heteropoly acid catalyst. Res Chem Intermed 43, 6951–6972 (2017). https://doi.org/10.1007/s11164-017-3030-4

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  • DOI: https://doi.org/10.1007/s11164-017-3030-4

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