IP Library Granted Patent US 7,307,190
Granted Patent B2
US 7,307,190 · App. 11/482,404 · Granted Dec 11, 2007

Process for the preparation of toluenediamine

Assignee: Bayer MaterialScience AG
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Quick Facts
Patent No.
US 7,307,190
App. No.
11/482,404
Granted
Dec 11, 2007
Kind
B2
Abstract

Toluenediamine is produced and separated from by-products of the reaction by: a) hydrogenating dinitrotoluene in the presence of a catalyst, b) separating the catalyst, water and optionally solvent from the hydrogenation reaction mixture to give crude toluenediamine, and c) separating by distillation the crude toluenediamine in a separating wall column into at least four product streams P 1 , P 2 , P 3 and P 4 . The product stream P 1 is a stream containing low boilers. The product stream P 2 is a stream containing o-toluenediamine. The product stream P 3 is a stream containing m-toluenediamine. The product stream P 4 is a stream containing high boilers and m-toluenediamine.

Claims (21)

1. A process for the preparation of m-toluenediamine comprising:

a) hydrogenating dinitrotoluene in the presence of a catalyst,

b) separating the catalyst, water and optionally solvent from the product of a) to obtain crude toluenediamine, and

c) distilling the crude toluenediamine in a distillation column having a separating wall to separate the crude toluenediamine into at least four product streams P 1 , P 2 , P 3 and P 4 wherein

(i) the product stream P 1 comprises low boilers,

(ii) the product stream P 2 comprises o-toluenediamine,

(iii) the product stream P 3 comprises m-toluenediamine, and

(iv) the product stream P 4 comprises high boilers and m-toluenediamine.

2. The process of claim 1 in which the crude toluenediamine is introduced into the distillation column in a region near the separating wall.

3. The process of claim 1 in which the crude toluenediamine is introduced into the distillation column from above the separating wall for preliminary separation of the crude toluenediamine.

4. The process of claim 1 in which the crude toluenediamine is introduced into the distillation column at a side of the separating wall.

5. The process of claim 4 in which the crude toluenediamine is introduced into a separating segment of the distillation column with the separating segment having (a) an upper edge which is below the separating wall's upper edge by a distance which is at least 10% of the total height of the separating wall and (b) a lower edge which is above the separating wall's lower edge by a distance which is at least 10% of the total height of the separating wall.

6. The process of claim 1 in which the stream P 4 is withdrawn from the distillation column's bottom.

7. The process of claim 1 in which the stream P 3 is withdrawn from the distillation column in a region of the separating wall.

8. The process of claim 1 in which the product stream P 2 withdrawn from the distillation column as a side stream.

9. The process of claim 1 in which a vapor stream withdrawn from the top of the distillation column is condensed, and one portion of this condensate is withdrawn as the product stream P 2 and another portion of this condensate is introduced into the distillation column as reflux.

10. The process of claim 9 in which only a portion of the vapor stream is condensed.

11. The process of claim 1 in which the product stream P 4 is withdrawn from the distillation column's bottom and further treated to remove m-toluenediamine.

12. The process of claim 11 in which the m-toluenediamine is removed from stream P 4 by evaporation in a kneader dryer.

13. The process of claim 11 in which withdrawn product stream P 4 is introduced into a second distillation column at its top and at least a portion of product stream P 2 is introduced into the second distillation column at a point below that where the product stream P 4 is introduced, and a stream S is withdrawn from the second distillation column and recycled into the distillation column with the separating.

14. A process for the production of m-toluene diisocyanate comprising phosgenating m-toluenediamine prepared by the process of claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Mar 30, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038399/0306 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2006
From: PENNEMANN, BERND; BRADY, BILL; BUSE, RAINER; GREGER, GERD
To: BAYER MATERIALSCIENCE AG
Reel/Frame 018093/0314 →
Priority Claims (1)
DE 10 2005 032 430 · Jul 12, 2005 · national
Continuity (1)
Related Publication 20070015940A1 · Jan 18, 2007