Method for producing isocyanate

Patent metadata

Field	Value
Publication number	US-9714215-B2
Application number	US-201414781192-A
Country	US
Kind code	B2
Filing date	Mar 28, 2014
Priority date	Mar 29, 2013
Publication date	Jul 25, 2017
Grant date	Jul 25, 2017

Abstract

A method for producing an isocyanate, comprising: a carbamation step of generating an N-substituted carbamate from an organic primary amine, urea and an organic hydroxy compound according to a carbamation reaction, and then recovering a first gaseous phase component containing the urea and/or a compound having a carbonyl group derived from the urea, the organic hydroxy compound, and ammonia; a condensation step of condensing the first gaseous phase component with a condenser; an isocyanate production step of producing an isocyanate by subjecting the N-substituted carbamate to pyrolysis; an ammonia absorption step of allowing a second gaseous phase component containing ammonia recovered as a gaseous phase component from the condenser as a main component, to be absorbed by absorption water, and generating gas-absorbed water; and an ammonia stripping step of heating the gas-absorbed water to separate ammonia from the gas-absorbed water.

First claim

The invention claimed is:

1. A method of producing an isocyanate, from using an organic primary amine, urea and an organic hydroxy compound as raw materials, comprising:
a carbamation step of generating an N-substituted carbamate from the organic primary amine, the urea and the organic hydroxy compound according to a carbamation reaction, and then recovering a first gaseous phase component comprising the urea and/or a compound having a carbonyl group derived from the urea, the organic hydroxy compound, and ammonia;
a condensation step of condensing the first gaseous phase component with a condenser;
an isocyanate production step of producing an isocyanate by subjecting the N-substituted carbamate to pyrolysis;
an ammonia absorption step of absorbing a second gaseous phase component recovered as a gaseous phase component from the condenser by absorption water to generate gas-absorbed water, wherein
the second gaseous phase component comprises ammonia as a main component, urea and/or isocyanic acid, and an organic hydroxy compound, and
the gas-absorbed water comprises ammonia, urea and/or isocyanic acid, and an organic hydroxy compound;

an ammonia stripping step of heating the gas-absorbed water to separate the ammonia from the gas-absorbed water;
an organic hydroxy compound separation step of separating an organic hydroxy compound and a water phase, both contained in a liquid phase component obtained after the separation of the ammonia in the ammonia stripping step; and
a liquid phase blow-down step of substituting a portion of an aqueous solution obtained in the organic hydroxy compound separation step with water.

2. The method according to claim 1 , wherein a liquid phase component obtained after the separation of the ammonia in the ammonia stripping step is used as the absorption water in the ammonia absorption step.

3. The method according to claim 1 , wherein a liquid phase component obtained after the separation of the ammonia in the ammonia stripping step comprises an organic hydroxy compound and a water phase, and the organic hydroxy compound is separated from the water phase according to phase separation.

4. The method according to claim 1 , wherein ammonia obtained in the ammonia stripping step is further burned to recover heat, and the thus recovered heat is used as a heat source in the carbamation step and/or the isocyanate production step.

5. The method according to claim 1 , wherein ammonia obtained in the ammonia stripping step is recovered as liquid ammonia.

6. A method of producing an isocyanate, from using an organic primary amine, urea and an organic hydroxy compound as raw materials, comprising:
a carbamation step of generating an N-substituted carbamate from the organic primary amine, the urea and the organic hydroxy compound according to a carbamation reaction, and then recovering a first gaseous phase component comprising the urea and/or a compound having a carbonyl group derived from the urea, the organic hydroxy compound, and ammonia;
a condensation step of condensing the first gaseous phase component with a condenser;
an isocyanate production step of producing an isocyanate by subjecting the N-substituted carbamate to pyrolysis;
a regeneration step of allowing a part or the whole of a first residual liquid, from which low-boiling components comprising the isocyanate and the organic hydroxy compound obtained in the isocyanate production step have been separated, to react with urea and an organic hydroxy compound;
a separation step of subjecting a reaction solution in the regeneration step to a pyrolytic reaction, so as to separate the generated isocyanate from a second residual liquid comprising a non-regeneratable by-product; and
a blow-down step of heating the first residual liquid and/or the second residual liquid to recover low-boiling components comprising an organic hydroxy compound, recycling the low-boiling components to at least one of the carbamation step, the isocyanate production step and the regeneration step, and removing high-boiling components comprising non-regeneratable by-products from the system.

7. The method according to claim 6 , wherein, in the blow-down step, the first residual liquid and/or the second residual liquid are heated by using at least one device selected from the group consisting of:
(a) a paddle type dryer comprising a forced transfer device;
(b) an extruder comprising a degassing function; and
(c) a vertical thin film evaporator comprising a forced transfer device.

8. The method according to claim 7 , wherein, in the blow-down step, the first residual liquid and/or the second residual liquid are heated by using either one device of:
(a) a paddle type dryer comprising a forced transfer device; and
(c) a vertical thin film evaporator comprising a forced transfer device.

9. The method according to claim 6 , wherein a viscosity of the first residual liquid and/or the second residual liquid is 1000 mPa·s or less.

Assignees

• Asahi Kasei Chemicals Corp

Inventors

• Shinohata Masaaki
• Takeuchi Kouji
• Fujimoto Naoki
• Miyake Nobuhisa

Classifications

• C07C263/04 Primary

  from or via carbamates or carbamoyl halides · CPC title

• C07C271/06

  Esters of carbamic acids · CPC title

• C07C269/04 Primary

  from amines with formation of carbamate groups · CPC title

• C07C269/08

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07C265/14

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