IP Library Granted Patent US 7,754,915
Granted Patent B2
US 7,754,915 · App. 10/969,704 · Granted Jul 13, 2010

Process for preparing isocyanates in the gas phase

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,754,915
App. No.
10/969,704
Granted
Jul 13, 2010
Kind
B2
Abstract

A process for preparing isocyanates in the gas phase, in which the mixing of the reactants and thus the reaction conditions are significantly improved by means of hydrodynamic measures such as increasing the turbulence of the feed stream in the central nozzle. As a consequence, the necessary residence time in the reactor and thus the length of the reactor are reduced and the formation of polymeric by-products which lead to caking in the reactor and a shortening of the operating period of the reactors is avoided.

Claims (24)

1. A process for preparing diisocyanates and triisocyanates of the general formula (I)

R(NCO) n   (I)

where

R is a (cyclo)aliphatic or aromatic hydrocarbon radical having up to 15 carbon atoms, with the proviso that at least two carbon atoms are present between two NCO groups and

n is 2 or 3,

 comprising phosgenating diamines and/or triamines of the general formula (II) in the gas phase

R(NH 2 ) n   (II)

where

R is a (cyclo)aliphatic or aromatic hydrocarbon radical having up to 15 carbon atoms, with the proviso that at least two carbon atoms are present between two amino groups and

n is 2 or 3,

wherein the phosgenating is carried out in a tube reactor having a central nozzle and an annular space between the central nozzle and a wall of the tube reactor, wherein turbulence is generated in the central nozzle and in which a feed stream containing the diamines and/or triamines is fed into the tube reactor via the central nozzle and a phosgene-containing feed stream is fed into the tube reactor via the annular space wherein round or angular oblique plates, or a helix, are used as turbulence-generating elements.

2. The process according to claim 1 , in which the feed stream containing the diamines and/or triamines and the phosgene-containing feed stream are interchanged so that the feed stream containing the diamines and/or triamines is fed into the tube reactor via the annular space and the phosgene-containing feed stream is fed into the tube reactor via the central nozzle.

3. The process according to claim 1 , wherein the turbulence of the stream conveyed through the central nozzle is increased by means of one or more turbulence-generating internal elements.

4. The process according to claim 1 , wherein diisocyanates are prepared by phosgenation of the corresponding diamines.

5. The process according to claim 1 , wherein gaseous (cyclo)aliphatic and/or aromatic diamines at from 200° C. to 600° C. are fed into the tube reactor via the central nozzle and phosgene is fed into the tube reactor in a stoichiometric excess at from 200° C. to 600° C. via the annular space.

6. The process according to claim 1 , wherein isophoronediamine (IPDA) or hexamethylenediamine (HAD) or bis(p-aminocyclohexyl)methane are used as the diamines.

7. The process according to claim 1 , wherein 2,4-/2,6-toluenediamine mixtures having isomer ratios of 80/20 to 65/35 or the pure 2,4-toluenediamine isomer are used as the diamines.

8. The process according to claim 1 , wherein triisocyanatononane is prepared.

9. The process according to claim 1 , wherein R is from 4 to 13 carbon atoms.

10. The process according to claim 3 , wherein diisocyanates are prepared by phosgenation of the corresponding diamines.

11. The process according to claim 3 , wherein gaseous (cyclo)aliphatic and/or aromatic diamines at from 200° C. to 600° C. are fed into the tube reactor via the central nozzle and phosgene is fed into the tube reactor in a stoichiometric excess at from 200° C. to 600° C. via the annular space.

12. The process according to claim 3 , wherein isophoronediamine (IPDA) or hexamethylenediamine (HAD) or bis(p-aminocyclohexyl)methane are used as the diamines.

13. The process according to claim 3 , wherein 2,4-/2,6-toluenediamine mixtures having isomer ratios of 80/20 to 65/35 or the pure 2,4-toluenediamine isomer are used as the diamines.

14. The process according to claim 3 , wherein triisocyanatononane is prepared.

Assignments (3)
CHANGE OF NAME Recorded Mar 30, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038399/0306 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY NAME, PREVIOUSLY RECORDED AT REEL 016156, FRAME 0834. Recorded Jul 5, 2005
From: HEROLD, HEIKO; MICHELE, VOLKER; KONIG, WERNER
To: BAYER MATERIALSCIENCE AG
Reel/Frame 016740/0318 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 15, 2005
From: HEROLD, HEIKO; MICHELE, VOLKER; KONIG, WERNER
To: BAYER MATERIALSCIENCE AG
Reel/Frame 016156/0834 →