Method for producing isocyanates

Patent metadata

Field	Value
Publication number	US-10280135-B2
Application number	US-201615762227-A
Country	US
Kind code	B2
Filing date	Sep 28, 2016
Priority date	Sep 30, 2015
Publication date	May 7, 2019
Grant date	May 7, 2019

Abstract

The invention relates to a continuously operated method for producing isocyanates by reacting the corresponding amines with phosgene. When changing the target production capacity starting from a starting state with a specified production capacity and ending with an end state with a different production capacity, the current excess phosgene at the time of the transition period between the starting state and the end state, the change of the amine mass flow beginning during said time, is at least equal to and preferably greater than the excess phosgene during the production period when the production capacity is in the starting state prior to the beginning of the transition period; and the average excess phosgene during the transition period is greater than the excess phosgene during the production period when the production capacity is in the starting state prior to the beginning of the transition period.

First claim

The invention claimed is:

1. A continuous process for preparing an isocyanate in a production plant with a target production capacity of isocyanate, comprising reacting the amine corresponding to the isocyanate with phosgene in a reaction space, wherein
(i) the amine is fed to the reaction space and phosgene is fed to the reaction space,
(ii) the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene fed to the reaction space are always chosen such that phosgene is present in excess relative to the primary amino groups of the amine, and
(iii) the target production capacity of isocyanate is changed at least once from a starting state of the operating production plant having a corresponding starting state amine mass flow rate and a starting state phosgene mass flow rate
via a transition period
to a final state of the operating production plant having a corresponding final state amine mass flow rate of and a final state phosgene mass flow rate,
wherein during the transition period the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene fed to the reaction space are altered so that:
(iii-1) the instantaneous phosgene excess at the point in time in the transition period at which the alteration of the amine mass flow rate from the starting state amine mass flow rate to the final state amine mass flow rate is commenced is at least as high as the phosgene excess during the period of production during the starting state of the operating production plant prior to commencement of the transition period,
and
(iii-2) the average phosgene excess during the transition period is greater than the phosgene excess during the period of production prior to commencement of the transition period.

2. The process as claimed in claim 1 , in which the target production capacity of isocyanate prior to commencement of the transition period is greater than the target production capacity of isocyanate after the end of the transition period, and in which the reduction in the amine mass flow rate fed to the reaction space is commenced prior to the reduction of the phosgene mass flow rate fed to the reaction space.

3. The process as claimed in claim 2 , in which the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene to the reaction space are altered in the transition period such that they simultaneously attain the final state amine mass flow rate and the final state phosgene mass flow rate.

4. The process as claimed in claim 2 , in which the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene to the reaction space are altered in the transition period such that the mass flow rate of amine fed to the reaction space attains the final state amine mass flow rate before the mass flow rate of phosgene to the reaction space attains the final state phosgene mass flow rate.

5. The process as claimed in claim 1 , in which the target production capacity of isocyanate prior to commencement of the transition period is less than the target production capacity of isocyanate after the end of the transition period, and in which the increase in the amine mass flow rate fed to the reaction space is commenced after the increase in the phosgene mass flow rate fed to the reaction space.

6. The process as claimed in claim 5 , in which the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene to the reaction space are altered in the transition period such that they simultaneously attain the final state amine mass flow rate and the final state phosgene mass flow rate.

7. The process as claimed in claim 5 , in which the mass flow rate of amine fed to the reaction space and the mass flow rate of phosgene fed to the reaction space are altered in the transition period such that the mass flow rate of amine fed to the reaction space attains the final state amine mass flow rate after the mass flow rate of phosgene fed to the reaction space attains the final state phosgene mass flow rate.

8. The process as claimed in claim 1 , in which the phosgene excess during the production at the production capacity prior to commencement of the transition period is equal to the phosgene excess during the production at the production capacity after the end of the transition period.

9. The process as claimed in claim 1 , in which the reaction takes place in the presence of an inert substance.

10. The process as claimed in claim 9 , in which the amine is fed to the reaction space together with the inert substance, and/or in which the phosgene is fed to the reaction space together with the inert substance.

11. The process as claimed in claim 10 , in which the average concentration of the amine in the mixture during the transition period is not more than the average concentration of the amine in the mixture during the period of production at the target production capacity of isocyanate prior to commencement of the transition period, and/or
in which the average concentration of the phosgene in the mixture during the transition period is equal to the average concentration of the phosgene in the mixture during the period of production at the target production capacity of isocyanate prior to commencement of the transition period.

12. The process as claimed in claim 10 , in which the concentration of amine in the mixture and the concentration of phosgene in the mixture is the same in each case after the end of the transition period as they were prior to the commencement of the transition period.

13. The process as claimed in claim 1 , in which the reaction of the amine with phosgene takes place in the liquid phase, and in which the inert substance, if present, is an inert solvent, and wherein the isocyanate comprises at least one of
the di- and polyisocyanates of the diphenylmethane series, tolylene diisocyanate, xylylene diisocyanate, diisocyanatobenzene, xylene 2,6-isocyanate, naphthylene 1,5-diisocyanate, diisocyanates based on aliphatic or cycloaliphatic hydrocarbons having 2 to 18 carbon atoms, such as, more particularly, butane 1,4-diisocyanate, pentane 1,5-diisocyanate, hexane 1,6-diisocyanate, octane 1,8-diisocyanate, nonane 1,9-diisocyanate, decane 1,10-diisocyanate, 2,2-dimethylpentane 1,5-diisocyanate, 2-methyl-1,5-pentane diisocyanate (MPDI), 2,4,4(or 2,2,4)-trimethylhexane 1,6-diisocyanate, cyclohexane 1,3- and 1,4-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane, 2,4- or 2,6-diisocyanato-1-methylcyclohexane, 1-isocyanato-1-methyl-4( 3 )-isocyanatomethylcyclohexane, 1,3(and/or 1,4)-bis(isocyanatomethyl)cyclohexane, bis(isocyanatomethyl)norbornane and 4,4′(and/or 2,4′)-diisocyanatodicyclohexylmethane
and
(cyclo)aliphatic triisocyanates having up to 22 carbon atoms, such as, more particularly, triisocyanatocyclohexane, tris(isocyanatomethyl)cyclohexane, triisocyanatomethylcyclohexane, 1,8-diisocyanato-4-(isocyanatomethyl)octane, undecane 1,6,11-triisocyanate, 1,7-diisocyanato-4-(3-isocyanatopropyl)heptane, 1,6-diisocyanato-3-(isocyanatomethyl)hexane and 1,3,5-tris(isocyanatomethyl)cyclohexane.

14. The process as claimed in claim 1 , in which the reaction of the amine with phosgene takes place in the gas phase, and in which the inert substance, if present, is an inert gas, and wherein the isocyanate comprises at least one of
the diisocyanates of the diphenylmethane series, tolylene diisocyanate, xylylene diisocyanate, diisocyanatobenzene, xylene 2,6-isocyanate, naphthylene 1,5-diisocyanate, diisocyanates based on aliphatic or cycloaliphatic hydrocarbons having 2 to 18 carbon atoms, such as, more particularly, butane 1,4-diisocyanate, p

Assignees

• Covestro Deutschland Ag

Inventors

• Knauf Thomas
• Manzel Dirk
• Plathen Peter
• Wershofen Stefan

Classifications

• C07C263/10 Primary

  by reaction of amines with carbonyl halides, e.g. with phosgene · CPC title

• C07C265/14

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