IP Library Granted Patent US 7,038,088
Granted Patent B2
US 7,038,088 · App. 10/848,766 · Granted May 2, 2006

Hydrogenation of highly contaminated methylenedianiline

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Quick Facts
Patent No.
US 7,038,088
App. No.
10/848,766
Granted
May 2, 2006
Kind
B2
Abstract

This invention relates to a process for the catalytic hydrogenation of impurity laden methylenedianiline feedstocks commonly referred to a MDA-50 and MDA-60. The process for hydrogenating methylenedianiline containing at least 40% oligomer function by weight comprises: contacting the feedstock with hydrogen in the presence of a rhodium/ruthenium containing catalyst system carried on a lithium aluminate support under conditions for effecting ring hydrogenation.

Claims (19)

1. In a process for the catalytic hydrogenation of methylenedianiline to its ring hydrogenated counterparts, by contacting the methylenedianiline with hydrogen in the presence of a catalyst system comprised of rhodium and ruthenium carried on a support, the improvement which comprises:

utilizing a methylenedianiline feedstock having at least 40% by weight of polycyclic oligomer impurities, and,

effecting the hydrogenation in the presence of a catalyst system comprised of rhodium and ruthenium carried on a lithium aluminate support.

2. The process of claim 1 wherein the weight ratio of rhodium to ruthenium in the catalyst system is from 1 to 20 weight parts rhodium per weight part of ruthenium.

3. The process of claim 2 wherein the weight of rhodium to lithium aluminate support is from 2 to 8 weight parts per 100 weight parts lithium aluminate support plus metal.

4. The process of claim 3 wherein the weight of ruthenium to lithium aluminate is from 2 to 8 to weight parts per 100 weight parts lithium aluminate support.

5. The process of claim 4 wherein the catalyst system is a physical mixture of rhodium on lithium aluminate and ruthenium on lithium aluminate.

6. The process of claim 5 wherein weight ratio of rhodium to ruthenium in the catalyst system is from 6 to 15 weight parts rhodium per weight part of ruthenium.

7. The process of claim 6 wherein the feedstock is selected from the group consisting of MDA-50 and MDA-60.

8. The process of claim 7 wherein the hydrogenation pressure is from 200 to 4000 psig.

9. In a process for the catalytic hydrogenation of methylenedianiline to its ring hydrogenated counterparts, by contacting the methylenedianiline with hydrogen in the presence of a catalyst system comprised of rhodium and ruthenium carried on a support, the improvement which comprises:

utilizing a methylenedianiline feedstock having at least 40% by weight of polycyclic oligomers and at least 0.2% by weight of formamide byproducts,

prereacting the methylenedianiline feedstock in the presence of a catalyst comprised of ruthenium carried on a lithium aluminate support; and

effecting the hydrogenation of the prereacted methylenedianiline feedstock in the presence of a catalyst system comprised of rhodium and ruthenium carried on a lithium aluminate support.

10. The process of claim 9 wherein the weight of rhodium to lithium aluminate support is from 2 to 8 weight parts per 100 weight parts lithium aluminate support plus metal.

11. The process of claim 10 wherein the weight of ruthenium to lithium aluminate is from 2 to 8 to weight parts per 100 weight parts lithium aluminate support.

12. The process of claim 11 wherein the catalyst system is a physical mixture of rhodium on lithium aluminate and ruthenium on lithium aluminate.

13. The process of claim 12 wherein weight ratio of rhodium to ruthenium in the catalyst system is from 6 to 15 weight parts rhodium per weight part of ruthenium.

14. The process of claim 13 wherein the feedstock is selected from the group consisting of MDA-50 and MDA-60.

Assignments (2)
CHANGE OF NAME Recorded Dec 17, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051322/0583 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2017
From: AIR PRODUCTS AND CHEMICALS, INC.
To: EVONIK DEGUSSA GMBH
Reel/Frame 042491/0684 →