Supported Ni Catalyst for Liquid Phase Hydrogenation of Adiponitrile to 6-Aminocapronitrile and Hexamethyenediamine

Molecules. 2018 Jan 4;23(1):92. doi: 10.3390/molecules23010092.

Abstract

Supported Ni catalysts prepared under different conditions, for liquid phase hydrogenation of adiponitrile (ADN) to 6-aminocapronitrile (ACN) and hexamethyenediamine (HMD), were investigated. The highly reactive imine intermediate can form condensation byproducts with primary amine products (ACN and HMD), which decreased the yield coefficient of primary amines. The catalysts support, condition of catalyst preparation and dosage of additive were studied to improve the yield. A highly dispersed Ni/SiO₂ catalyst prepared by the direct reduction of Ni(NO₃)₂/SiO₂ suppressed the condensation reactions by promoting the hydrogenation of adsorbed imines, and it gave the improved hydrogenation activity of 0.63 mol·kgcat-1·min-1 and primary amine selectivity of 94% when NaOH was added into the reactor.

Keywords: 6-aminocapronitrile; adiponitrile hydrogenation; hexamethyenediamine; supported Ni catalyst.

MeSH terms

  • Amines / chemistry
  • Catalysis
  • Diamines / chemical synthesis*
  • Hydrogenation
  • Microscopy, Electron, Transmission
  • Nickel / chemistry*
  • Nitriles / chemistry*
  • Silicon Dioxide / chemistry
  • Temperature
  • X-Ray Diffraction

Substances

  • Amines
  • Diamines
  • Nitriles
  • Silicon Dioxide
  • Nickel
  • adiponitrile
  • 1,6-diaminohexane