my-server
← Wiki

Dicyclohexylamine

Dicyclohexylamine is a secondary amine with the chemical formula HN(C<sub>6</sub>H<sub>11</sub>)<sub>2</sub>. 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.

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&nbsp;mm Hg.

Applications

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

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

References

External links