Process for obtaining organic isocyanates from distillation residues from isocyanate preparation

Patent metadata

Field	Value
Publication number	US-9688619-B2
Application number	US-201414907591-A
Country	US
Kind code	B2
Filing date	Aug 14, 2014
Priority date	Aug 19, 2013
Publication date	Jun 27, 2017
Grant date	Jun 27, 2017

Abstract

The present invention relates to a process for obtaining organic isocyanate from a phosgenation product comprising the isocyanate, comprising the following steps: a) workup to the phosgenation product, the workup comprising at least one distillation step in which a first portion of the organic isocyanate is removed as distillate and a distillation residue comprising a second portion of the organic isocyanate is obtained, b) workup of the distillation residue obtained in a), the workup comprising at least one distillation step which is conducted at a temperature of up to 110° C. at a pressure of not more than 1 mbar, wherein at least 50% by weight of the second portion of the organic isocyanate is removed from the distillation residue.

First claim

The invention claimed is:

1. A process for obtaining an organic isocyanate from a phosgenation product comprising the isocyanate, comprising:
a) working up the phosgenation product, wherein the workup comprises at least one distillation step where a first portion of the organic isocyanate is removed as distillate and a distillation residue comprising a second portion of the organic isocyanate is obtained,
and
b) working up the distillation residue obtained in a), wherein the workup comprises at least one distillation step carried out at a temperature of up to 110° C. at a pressure of not more than 1 mbar, wherein at least 50 wt % of the second portion of the organic isocyanate is removed from the distillation residue.

2. The process of claim 1 , wherein the distillation step of the workup b) is carried out at a temperature of up to 90° C. and/or at a pressure of not more than 1 mbar.

3. The process of claim 1 , wherein the residence time of the distillation residue in the distillation step of the workup b) is not longer than 30 minutes.

4. The process of claim 1 , wherein the distillation step of the workup b) removes at least 60 wt % of the second portion of the organic isocyanate from the distillation residue.

5. The process of claim 1 , wherein during the workup b) thermally induced polymerization of the organic isocyanate is very substantially prevented so that for the change in the polydispersity ΔD of the relatively high molecular weight fraction having a weight-average molar mass of more than 500 g/mol before and after the workup b) ΔD<3.0.

6. The process of claim 1 , wherein the phosgenation product is obtained by phosgenation of a primary organic amine, wherein the phosgenation product comprises the corresponding organic isocyanate and wherein the phosgenation is carried out in the gas phase.

7. The process of claim 6 , wherein the primary organic amine is an aromatic di-, tri- or polyamine, and the organic isocyanate is an aromatic di-, tri- or polyisocyanate.

8. The process of claim 7 , wherein the aromatic di-, tri- or polyisocyanate comprises tolylene diisocyanate comprising at least 80 wt % of the 2,4-tolylene diisocyanate isomer.

9. The process of claim 1 , wherein the distillation residue obtained after the workup a) exhibits a content of hydrolyzable chlorine compounds of less than 2000 ppm without any further workup.

10. The process of claim 1 , wherein the distillation residue obtained, after step b) has an NCO content of at least 20 wt %.

11. The process of claim 1 , wherein the residual content of organic isocyanate in the distillation residue obtained after step b) is up to 30 wt %.

12. The process of claim 1 , wherein the distillation residue obtained after step b) is at least partially dissolved and removed from the distillation plant in an aprotic polar solvent having an elution power greater than 0.55 e° with Al 2 O 3 as the adsorbent.

13. The process of claim 1 , wherein the distillation step in the workup a) and/or the workup b) is carried out using as forced discharge evaporator.

14. The process of claim 12 wherein the aprotic polar solvent comprises ethyl acetate or acetone.

15. The process of claim 13 wherein the forced discharge evaporator comprises a single-pass evaporator, a falling film evaporator, a long tube evaporator, a falling tube evaporator, a thin-film evaporator or a short-path evaporator.

Assignees

• Covestro Deutschland Ag

Inventors

• Tidow Klaus
• Hecking Andreas
• Busch Jan
• Richter Frank
• Steffens Friedhelm

Classifications

• C07C263/20 Primary

  Separation; Purification · CPC title

• C07C265/14

  containing at least two isocyanate groups bound to the same carbon skeleton · CPC title