Process for the preparation of isophoronediamine

Details Process for the preparation of isophoronediamine Process for the preparation of isophoronediamine

1994-12-22

1996-04-02

Robinson, Allen J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564445, 564448, 564461, C07C20922

Patent

active

055042546

ABSTRACT:
A process is disclosed for the continuous preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine (isophoronediamine) in high yield and high purity from 3-cyano-3,5,5-trimethylcyclohexanone (isophoronenitrile) by aminating hydrogenation with hydrogen and ammonia in the presence of a fixed bed catalyst. The aminating hydrogenation is carried out by allowing a mixture of isophoronenitrile, ammonia and a C.sub.1 -C.sub.3 -alcohol, in the presence of hydrogen, to trickle over a trickle bed reactor provided with a Co and/or Ru fixed bed catalyst, at 3 to 8 MPa and at a temperature of 40.degree. to 150.degree. C., preferably 90 to 130.degree. C., and working up the reaction mixture by distillation. Preferably, a high-boiling by-product fraction, containing a bicyclic amidine, is added to the mixture to be hydrogenated, thereby appreciably increasing the yield.

REFERENCES:
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patent: 4419337 (1983-12-01), Jagodzinskl et al.
patent: 4429157 (1984-01-01), Disteldorf et al.
patent: 5091554 (1992-02-01), Huthmacher et al.
SRI International Report No. 1D, "Isocyanates", Supplement D, by Yu-Ren Chin (Jul. 1983).
auf der Heyde, W., et al., Die Angewandte Makromolekulare Chemie 153 (1987) 1-13, No. 2502.
CA 118:101555v (1993, Feb.).

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