IP Library Granted Patent US 7,019,164
Granted Patent B2
US 7,019,164 · App. 10/316,749 · Granted Mar 28, 2006

Process for the production of (poly)isocyanates in the gas phase

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Quick Facts
Patent No.
US 7,019,164
App. No.
10/316,749
Granted
Mar 28, 2006
Kind
B2
Abstract

The present invention relates to a process for the production of an isocyanate corresponding to the formula R(NCO) n wherein R represents a (cyclo)aliphatic or aromatic hydrocarbon residue having up to 15 carbon atoms, preferably 4 to 13 carbon atoms, provided that there are at least 2 carbon atoms arranged between each of the nitrogens and n represents the number 2 or 3, by a) separately heating an amine corresponding to the formula R(NH 2 ) n , wherein R and n are as previously defined, in vapor form, optionally diluted with an inert gas or the vapors of an inert solvent, and phosgene to temperatures of 200° C. to 600° C., b) continuously reacting the optionally diluted amine and phosgene in a reactor which has a reaction chamber that does not have moving parts, wherein the reactor has a diameter D and centrally located in the reactor is a nozzle having an orifice diameter d, i) by introducing the optionally diluted amine into the reactor through the nozzle and by introducing phosgene through the annular space around the nozzle such that the amine and phosgene flow in parallel through the reactor and ii) mixing and reacting the amine and phosgene to form the isocyanate of formula I) by introducing the amine through the orifice into a stream of phosgene in the reaction chamber, wherein the gas velocity of the optionally diluted amine is higher than the gas velocity of phosgene and the ratio of the narrower nozzle diameter d to the reactor diameter D is from 5% to 45%.

Claims (17)

1. A process for the production of an isocyanate corresponding to formula I)

R(NCO) n   (I),

wherein

R represents a (cyclo)aliphatic or aromatic hydrocarbon residue having up to 15 carbon atoms, provided that there are at least 2 carbon atoms arranged between each of the nitrogens in the (NCO) of formula 1 and

n represents the number 2 or 3,

which comprises

a) separately heating amines corresponding to formula II)

R(NH 2 ) n   (II),

 wherein R and n are as previously defined, in vapor form, optionally diluted with an inert gas or the vapors of an inert solvent, and phosgene to temperatures of 200° C. to 600° C.,

b) continuously reacting the optionally diluted amine and phosgene in a reactor which has a reaction chamber that does not have moving parts, wherein the reactor has a diameter D and centrally located in the reactor is a nozzle having an orifice diameter d,

i) by introducing the optionally diluted amine into the reactor through the nozzle and by introducing phosgene through the annular space around the nozzle such that the amine and phosgene flow in parallel through the reactor and

ii) mixing and reacting the amine and phosgene to form the isocyanate of formula I) by introducing the amine through the orifice into a stream of phosgene in the reaction chamber,

wherein the gas velocity of the optionally diluted amine is higher than the gas velocity of phosgene and the ratio of the narrower nozzle diameter d to the reactor diameter D is from 10% to 25%.

2. The process of claim 1 wherein n is 2.

3. The process of claim 1 wherein the amines in a) are isophorone diamine, hexamethylene diamine or bis(4-aminocyclohexyl)methane.

4. The process of claim 1 wherein the amines in a) are 2,4-tolylene diamine or a mixture of 2,4- and 2,6-tolylene diamine at an 80/20 or 65/35 isomer ratio by weight.

5. The process of claim 1 wherein the isocyanates of formula (I) are triisocyanatononane.

Assignments (3)
CHANGE OF NAME Recorded Apr 6, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038365/0392 →
CHANGE OF NAME Recorded Mar 22, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038399/0358 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2016
From: BAYER AG
To: BAYER MATERIALSCIENCE AG
Reel/Frame 038044/0799 →