Russian Journal of Applied Chemistry, 2011, Vol. 84, No. 4, pp. 655−660.
Pleiades Publishing, Ltd., 2011.
Original Russian Text © V.A. Pozdeev, S.V. Levanova, E.L. Krasnykh, 2011, published in Zhurnal Prikladnoi Khimii, 2011, Vol. 84, No. 4, pp. 618−623.
AND INDUSTRIAL ORGANIC CHEMISTRY
Treatment of X-Oil Waste of Caprolactam Manufacture
by Catalytic Hydrogenation
V. A. Pozdeev, S. V. Levanova, and E. L. Krasnykh
Samara State Technical University, Samara, Russia
Received July 5, 2010
Abstract—Deep hydrogenation of products of cyclohexane condensation, dianons: 2-cyclohexylidene
cyclohexanone and 2-cyclohexylene cyclohexanone, containing in waste of caprolactam manufacture, to saturated
alcohol, 2-cyclohexyl cyclohexanol that can be used in synthesis of ester plasticizers for polymer compositions.
In synthesis of caprolactam according to oxidation
as a side product X-oil is formed: 100–150 kg per 1 t
of caprolactam. Its main component is dianon, product
of aldol–crotonic condensation of cyclohexanone
Earlier X-oil was subjected to thermal neutralization
since isolation of individual substances from it caused
technologically difﬁ culties and was economically not
feasible. However due to participation of Russia in vari-
ous international programs aimed at reducing waste and
environmental pollution, requirements for contemporary
manufactures became tougher.
Nowadays, caprolactam producers prefer to sell the
waste without appropriate treatment as a raw material for
tanning, drying oil, corrosion inhibitors. This way is less
expensive and allows disposal of harmful waste.
At the same time compounds, which form X-oil com-