IP Library Granted Patent US 12,415,775
Granted Patent B2
US 12,415,775 · App. 17/913,175 · Granted Sep 16, 2025

Process for the preparation of hexamethylenediamine by hydrogenation of adiponitrile with reduced formation of diaminocyclohexane

Inventors: Maxime Huchede (Lyons, FR); Sandra Chouzier (Deaux, FR)
Assignee: BASF SE
C07C209/26C07C209/28C07C211/12
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Quick Facts
Patent No.
US 12,415,775
App. No.
17/913,175
Granted
Sep 16, 2025
Kind
B2
Abstract

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.

Claims (12)

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.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2024
From: HUCHEDE, MAXIME; CHOUZIER, SANDRA
To: RHODIA OPERATIONS S.A.S.
Reel/Frame 067064/0751 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2024
From: RHODIA OPERATIONS S.A.S.
To: BASF FRANCE S.A.S.
Reel/Frame 067064/0966 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2024
From: BASF FRANCE S.A.S.
To: BASF SE
Reel/Frame 067065/0110 →
Priority Claims (1)
EP 20165605 · Mar 25, 2020 · regional
Continuity (1)
Related Publication 20230150918A1 · May 18, 2023
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