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One-step synthesis of cyclohexylamine from benzene, hydroxylamine and hydrogen over vanadium and ruthenium catalysts

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Abstract

In this study,we investigated a one-step process for synthesis of cyclohexylamine from benzene, hydroxylamine and hydrogen under mild conditions. A bi-functional supported catalyst Ru–V2O5/MCM-41 was prepared and characterized by nitrogen adsorption/desorption, XRD, SEM, ICP and XPS. The results showed that the suitable Ru and V2O5 content is 3 and 10 wt%, respectively. The one-step reaction was strongly dependent on catalyst amount, solvent, hydrogen pressure, reaction temperature and time. Relatively high yield (20%) and selectivity (77%) of the product cyclohexylamine were obtained under optimized reaction conditions.

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Abbreviations

ACAN:

Acetanilide

AN:

Aniline

CHA:

Cyclohexylamine

CYH:

Cyclohexane

CHN:

Cyclohexanol

GC-MS:

Gas chromatography-mass spectrometry

ICP:

Inductive coupled plasma emission spectrometer

SEM:

Scanning electron microscope

XPS:

X-ray photoelectron spectrometer

XRD:

X-ray diffraction

A i :

The peak area of i component

A s :

The peak area of internal standard substance

f i :

The relative mass correction factor of i component

M :

The total quality of extract liquor (g)

M B :

The quality of benzene added to the reaction medium (g)

M i :

The theoretical quality for full conversion of benzene to i component (g)

m i :

The quality of extract liquor in the sample (g)

m s :

The quality of internal standard substance in the sample (g)

S i :

The selectivity of i component (%)

w B :

The weight percentage of benzene in the products (wt%)

w i :

The weight percentage of i component in the products (wt%)

X B :

The conversion of benzene (%)

Y i :

The yield of i component (%)

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Acknowledgements

The authors are grateful for the financial support of the National Natural Science Foundation of China (21646015, 21236001 and 21576069), National Natural Science Foundation of Hebei Province (B2016202335 and B2015202369).

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Authors and Affiliations

  1. School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin, China

    Aina Yang, Tong Wang, Zhihui Li, Yuanyuan Xu, Liya Gao, Dongsheng Zhang, Shufang Wang, Xinqiang Zhao & Yanji Wang

  2. School of Energy and Environmental Engineering, Hebei University of Technology, Tianjin, China

    Zhihui Li

  3. School of Chemistry, The University of New South Wales, Sydney, Australia

    Dongsheng Zhang

Authors
  1. Aina Yang
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  2. Tong Wang
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  3. Zhihui Li
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  9. Yanji Wang
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Correspondence to Dongsheng Zhang.

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Yang, A., Wang, T., Li, Z. et al. One-step synthesis of cyclohexylamine from benzene, hydroxylamine and hydrogen over vanadium and ruthenium catalysts. Res Chem Intermed 44, 339–354 (2018). https://doi.org/10.1007/s11164-017-3107-0

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  • DOI: https://doi.org/10.1007/s11164-017-3107-0

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