Amination of cyclohexanol



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A continuous-flow microreactor was constructed for the investigation of the cyclohexanol dehydrogenation and amination reactions. It was found that, for the cyclohexanol dehydrogenation reaction, the product distribution depends upon whether hydrogen or helium is used as a carrier gas. Cyclohexanone and phenol are formed in the absence of hydrogen, while cyclohexane, benzene and cyclohexanediol are produced when hydrogen serves as the carrier. The dehydrogenative amination reaction on Pt/C or Pt/Al[subscript 2]O[subscript 3] are equilibrium limited, first-order reactions. The rate constants for each case have been derived. Reaction mechanisms have been deduced from the product distributions. The catalystic activity for Pt/C is moderately higher than Pt/Al[subscript 2]O[subscript 3] but the latter is poisoned less rapidly. Deactivation is apparently due to poisoning by the heavy residue products, e.g. aniline or its derivatives. Regeneration of the Pt/C catalyst was only slightly effective.