IP Library Granted Patent US 9,284,254
Granted Patent B2
US 9,284,254 · App. 14/031,836 · Granted Mar 15, 2016

Process for the continuous manufacture of aryl alkyl carbonate and/or diaryl carbonate using vapor recompression

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Quick Facts
Patent No.
US 9,284,254
App. No.
14/031,836
Granted
Mar 15, 2016
Kind
B2
Abstract

In an embodiment, a process for preparing an alkyl aryl carbonate and a diaryl carbonate, comprising: reacting a dialkyl carbonate and an aromatic hydroxy compound in a production column to form the alkyl aryl carbonate and the diaryl carbonate; directing a bottom stream of the production column to a reboiler, wherein the bottom stream comprises the alkyl aryl carbonate and the diaryl carbonate; heating the bottom stream in the reboiler with heat from an overhead stream of the production column to result in a heated bottom stream; directing a first portion of the heated bottom stream back into the production column, wherein the first portion comprises an aromatic hydroxy compound; and collecting the diaryl carbonate and the alkyl aryl carbonate from a second portion of the heated bottom stream.

Claims (55)

1. A process for preparing an alkyl aryl carbonate and a diaryl carbonate, comprising:

reacting a dialkyl carbonate and an aromatic hydroxy compound in a production column to form the alkyl aryl carbonate and the diaryl carbonate;

directing a bottom stream of the production column to a reboiler, wherein the bottom stream comprises the alkyl aryl carbonate and the diaryl carbonate;

heating the bottom stream in the reboiler with heat from an overhead stream of the production column to result in a heated bottom stream;

directing a first portion of the heated bottom stream back into the production column, wherein the first portion comprises the aromatic hydroxy compound; and

collecting the diaryl carbonate and the alkyl aryl carbonate from a second portion of the heated bottom stream.

2. The process of claim 1 , wherein the heating of the bottom stream comprises

compressing the overhead stream in a compressor resulting in a heated overhead stream; and

heating the bottom stream with the heated overhead stream.

3. The process of claim 2 , further comprising splitting the heated overhead stream after it passes through the reboiler into a reflux stream that re-enters the production column and a distillate stream I.

4. The process of claim 1 , wherein the heating comprises

heating an external fluid III with the overhead stream in a condenser;

compressing the external fluid III in a compressor; and

heating the bottom stream in the reboiler with the compressed external fluid III;

wherein the external fluid III flows in a closed loop.

5. The process of claim 2 , further comprising a supply of thermal capacity in addition to an energy supplied to the compressor.

6. The process of claim 1 , further comprising a compressor.

7. The process of claim 6 , further comprising an auxiliary equipment at an inlet and/or an outlet to the compressor, wherein the auxiliary equipment comprises one or more of a desuperheater, an intercooler between the compressor and a second compressor, a subcooler at an outlet of an expansion valve, superheater, and knock-out drums for separating any liquid particles.

8. The process of claim 1 , wherein

the diaryl carbonate comprises diphenyl carbonate;

the dialkyl carbonate comprises at least one of dimethyl carbonate, dipropyl carbonate, dibutyl carbonate, and diethyl carbonate;

the alkyl aryl carbonate comprises at least one of phenyl methyl carbonate, phenyl ethyl carbonate, propyl phenyl carbonate, and butyl phenyl carbonate; and

an aromatic hydroxy compound comprises phenol.

9. The process of claim 1 , wherein the aromatic hydroxy compound comprises at least one of cresols, ethyl phenols, propyl phenols, and butyl phenols.

10. The process of claim 1 , wherein the production column comprises a condenser, wherein a temperature difference between the condenser and the reboiler is greater than or equal to 10° C.

11. The process of claim 1 , wherein the production column comprises a condenser, wherein a temperature difference between the condenser and the reboiler is greater than or equal to 20° C.

12. The process of claim 1 , wherein the diaryl carbonate comprises diphenyl carbonate, the dialkyl carbonate comprises dimethyl carbonate, the alkyl aryl carbonate comprises phenyl methyl carbonate, and an aromatic hydroxy compound comprises phenol.

13. The process of claim 1 , wherein the dialkyl carbonate is diethyl carbonate.

14. The process of claim 1 , wherein the dialkyl carbonate comprises dibutyl carbonate.

15. A process for preparing an alkyl aryl carbonate and a diaryl carbonate comprises:

reacting a dialkyl carbonate and an aromatic hydroxy compound in a production column to form the alkyl aryl carbonate and the diaryl carbonate;

compressing an overhead stream in a compressor resulting in a heated overhead stream; directing a bottom stream of the production column and at least a portion of the heated overhead stream into a reboiler;

heating the bottom stream in the reboiler with heat from the heated overhead stream, resulting in a cooled overhead stream;

directing at least a portion of the cooled overhead stream back into the production column;

directing a first portion of the heated bottom stream back into the production column, wherein the first portion comprises phenol; and

collecting the diaryl carbonate and the alkyl aryl carbonate from a second portion of the heated bottom stream.

16. A process for preparing alkyl aryl carbonate and diaryl carbonate comprises:

reacting a dialkyl carbonate and an aromatic hydroxy compound in a production column to form the alkyl aryl carbonate and the diaryl carbonate, wherein the production column has an overhead stream and a bottom stream;

heating an external fluid III with heat from the overhead stream in a condenser; compressing the external fluid III in a compressor resulting in a heated external fluid III;

heating the bottom stream with the heated external fluid III in the reboiler to result in a heated bottom stream and a cooled external fluid III;

directing a first portion of the heated bottom stream back into the production column;

collecting the diaryl carbonate and the alkyl aryl carbonate from a second portion of the heated bottom stream; and

directing the cooled external fluid III back into the condenser such that the external fluid III flows in a closed loop.

17. A process for preparing alkyl aryl carbonate and diaryl carbonate comprises:

reacting a dialkyl carbonate and an aromatic hydroxy compound in a production column to form the alkyl aryl carbonate and the diaryl carbonate, wherein the production column has an overhead stream and a bottom stream;

heating an external fluid III with heat from the overhead stream in a condenser;

compressing the external fluid III in a compressor resulting in a heated external fluid III;

heating the bottom stream with the heated external fluid III in the reboiler to result in a heated bottom stream and a cooled external fluid III;

directing a first portion of the heated bottom stream back into the production column;

collecting the diaryl carbonate and the alkyl aryl carbonate from a second portion of the heated bottom stream; and

directing the cooled external fluid III back into the condenser such that the external fluid III flows in a closed loop;

wherein the diaryl carbonate comprises diphenyl carbonate;

wherein the dialkyl carbonate comprises at least one of dimethyl carbonate, dipropyl carbonate, dibutyl carbonate, and diethyl carbonate;

wherein the alkyl aryl carbonate comprises at least one of phenyl methyl carbonate, phenyl ethyl carbonate, propyl phenyl carbonate, and butyl phenyl carbonate; and

wherein an aromatic hydroxy compound comprises phenol.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE 12/116841, 12/123274, 12/345155, 13/177651, 13/234682, 13/259855, 13/355684, 13/904372, 13/956615, 14/146802, 62/011336 PREVIOUSLY RECORDED ON REEL 033591 FRAME 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 29, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033663/0427 →
CORRECTIVE ASSIGNMENT TO CORRECT REMOVE 10 APPL. NUMBERS PREVIOUSLY RECORDED AT REEL: 033591 FRAME: 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 28, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033649/0529 →
CHANGE OF NAME Recorded Aug 22, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033591/0673 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2013
From: NADAL, SERGIO FERRER; FERNANDEZ, IGNACIO VIC; CABALLERO, JOSE ANTONIO; ANTON, JUAN JAVALOYES
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 031580/0807 →