Process for the preparation of hexamethylenediamine by hydrogenation of adiponitrile with reduced formation of diaminocyclohexane
The present invention relates to a process for the preparation of hexamethylenediamine by hydrogenation of adiponitrile in the presence of a Raney nickel catalyst, wherein a Raney nickel catalyst modified by treatment with carbon monoxide or carbon dioxide in a liquid medium is used.
1. A process for the preparation of hexamethylenediamine by hydrogenation of adiponitrile in the presence of a Raney nickel catalyst, wherein the Raney nickel catalyst is modified by treatment with carbon monoxide or carbon dioxide in a liquid medium.
2. The process according to claim 1 , wherein the Raney nickel catalyst has been modified by pre-treatment with carbon monoxide in hydrogen prior to the hydrogenation.
3. The process according to claim 2 , wherein carbon monoxide is applied in a concentration of from 50 to 1000 ppm in hydrogen.
4. The process according to claim 1 , wherein the Raney nickel catalyst has been modified by pre-treatment with carbon dioxide in an inert gas prior to the hydrogenation.
5. The process according to claim 4 , wherein carbon dioxide is applied in a concentration of from 1 to 25 vol.-% in an inert gas.
6. The process according to claim 5 , wherein the inert gas is argon.
7. The process according to claim 2 , wherein the pre-treatment is carried out in water.
8. The process according to claim 2 , wherein the pre-treatment is carried out at a total pressure of from 2 to 50 bar at a temperature of from 0 to 40° C.
9. The process according to claim 1 wherein the Raney nickel catalyst is modified during hydrogenation by adding carbon monoxide to the hydrogenation gas.
10. The process according to claim 9 , wherein carbon monoxide is added in a concentration of from 50 to 1000 ppm to the hydrogenation gas.
11. The process according to claim 1 , wherein the hydrogenation is carried out at a temperature of from 50 to 150° C. at a hydrogen pressure of from 1 to 100 bar.
12. The process according to claim 4 , wherein the pre-treatment is carried out in water.