ⓘ Dicyclohexylamine is a secondary amine with the chemical formula HN 2. It is a colorless liquid, although commercial samples can appear yellow. It has a fishy o ..

                                     

ⓘ Dicyclohexylamine

Dicyclohexylamine is a secondary amine with the chemical formula HN 2. It is a colorless liquid, although commercial samples can appear yellow. It has a fishy odor, typical for amines. It is sparingly soluble in water. As an amine, it is an organic base and useful precursor to other chemicals.

                                     

1. Synthesis

Dicyclohexylamine, as a mixture with cyclohexylamine, is prepared by the catalytic hydrogenation of aniline phenylamine, with a catalyst of ruthenium and/or palladium. This method produces mainly cyclohexylamine with little dicyclohexylamine. Better results have been reported when the catalyst is applied to a support of niobic acid and/or tantalic acid. It is also obtained by reductive amination of cyclohexanone with ammonia or cyclohexylamine.

Dicyclohexylamine may also be prepared by pressure hydrogenation of diphenylamine using a ruthenium catalyst, or by the reaction of cyclohexanone with cyclohexylamine in the presence of a palladium/carbon catalyst under a hydrogen pressure of about 4 mm Hg.

                                     

2. Applications

Dicyclohexylamine has applications that are similar to those of cyclohexylamine, namely the production of:

  • antioxidants in rubber and plastics
  • textile chemicals
  • agrochemicals
  • vulcanization accelerators for rubber
  • corrosion inhibitors in steam pipes and boilers
  • catalysts for flexible polyurethane foams
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