Process for the continuous preparation of 1,2-propylene diamine (1,2-PDA) and dimethyldiethylene triamine (DMDETA)

Patent metadata

Field	Value
Publication number	US-11274072-B2
Application number	US-201816768505-A
Country	US
Kind code	B2
Filing date	Nov 19, 2018
Priority date	Nov 30, 2017
Publication date	Mar 15, 2022
Grant date	Mar 15, 2022

Abstract

A process for the continuous preparation of 1,2-propylenediamine (1,2-PDA) and dimethyldiethylenetriamine (DMDETA) via reaction of monoisopropanolamine (MIPOA) with ammonia in the presence of hydrogen and a supported heterogeneous hydrogenation catalyst (catalyst), wherein the reaction is effected in the liquid phase at an absolute pressure in the range from 60 to 170 bar.

First claim

The invention claimed is:

1. A process for the continuous preparation of 1,2-propylenediamine (1,2-PDA) and dimethyldiethylenetriamine (DMDETA) via reaction of monoisopropanolamine (MIPOA) with ammonia in the presence of hydrogen and a supported heterogeneous hydrogenation catalyst (catalyst), wherein the reaction is effected in a reactor in the liquid phase at an absolute pressure in the range from 60 to 170 bar and the reactor output is separated by distillation, wherein
(1) the reactor output is supplied to a first distillation column K1 in which ammonia is removed at a side draw or overhead,
(2) the bottoms output from K1 is supplied to a second distillation column K2 in which water is removed at a side draw or overhead,
(3) the bottoms output from K2 is supplied to a third distillation column K3 in which 1,2-PDA is removed at a side draw or overhead,
(4) the bottoms output from K3 is supplied to a fourth distillation column K4 in which DMDETA is removed in the bottoms, MIPOA is removed at a side draw and low boilers are removed overhead.

2. The process according to claim 1 , wherein the ammonia obtained in step (1) and/or the MIPOA obtained in step (4) are recycled into the reaction.

3. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises oxygen-containing compounds of aluminum and oxygen-containing compounds of copper, of nickel and/or of cobalt.

4. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises oxygen-containing compounds of aluminum, of copper, of nickel and of cobalt and in the range from 0.2% to 5.0% by weight of oxygen-containing compounds of tin, calculated as SnO.

5. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises in the range from 0.4% to 4.0% by weight of oxygen-containing compounds of tin, calculated as SnO.

6. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises in the range from 5.0% to 35% by weight of oxygen-containing compounds of cobalt, calculated as CoO.

7. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises in the range from 10% to 30% by weight of oxygen-containing compounds of cobalt, calculated as CoO.

8. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises in the range from 15% to 80% by weight of oxygen-containing compounds of aluminum, calculated as Al 2 O 3 , 1.0% to 20% by weight of oxygen-containing compounds of copper, calculated as CuO, and 5.0% to 35% by weight of oxygen-containing compounds of nickel, calculated as NiO.

9. The process according to claim 1 , wherein the catalytically active composition of the catalyst, prior to the reduction thereof with hydrogen, comprises in the range from 30% to 70% by weight of oxygen-containing compounds of aluminum, calculated as Al 2 O 3 , 2.0% to 18% by weight of oxygen-containing compounds of copper, calculated as CuO, and 10% to 30% by weight of oxygen-containing compounds of nickel, calculated as NiO.

10. The process according to claim 1 , wherein the catalytically active composition of the catalyst does not comprise any rhenium and/or ruthenium.

11. The process according to claim 1 , wherein the catalytically active composition of the catalyst does not comprise any iron and/or zinc.

12. The process according to claim 1 , wherein the catalytically active composition of the catalyst does not comprise any oxygen-containing compounds of silicon and/or of zirconium.

13. The process according to claim 1 , wherein the absolute pressure is in the range from 70 to 145 bar.

14. The process according to claim 1 , wherein the reaction temperature during the reaction is 160-195° C.

15. The process according to claim 1 , wherein the reaction is effected in the presence of 1.2% to 4.5% by weight of hydrogen, based on the amount of MIPOA used.

16. The process according to claim 1 , wherein the ammonia is used in a 5-fold to 30-fold molar amount based on MIPOA.

Assignees

• Basf Se

Inventors

• Eidamshaus Christian
• Melder Johann-Peter
• Pastre Joerg
• Pallasch Hans-Juergen

Classifications

• B01J21/04

  Alumina · CPC title

• C07C211/11

  Diaminopropanes · CPC title

• B01J23/75

  Cobalt · CPC title

• C07C209/84

  Purification · CPC title

• B01J23/72

  Copper · CPC title