IP Library Granted Patent US 7,288,668
Granted Patent B2
US 7,288,668 · App. 11/281,823 · Granted Oct 30, 2007

Process for making diaryl carbonate

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Quick Facts
Patent No.
US 7,288,668
App. No.
11/281,823
Granted
Oct 30, 2007
Kind
B2
Abstract

Diphenyl carbonate is produced by reacting phenol with diethyl carbonate in a series of fixed bed reactors each of which is connected at different position on a distillation column via side draw and return streams. The composition of material in a distillation column varies along the length of the column, which is predictable under a given set of conditions of temperature and pressure, thus withdrawing streams at different stages in the column, allows the reactor receiving the feed from a particular stage to be operated under conditions to maximize the desired reaction, while allowing the unreacted or byproduct to go back into the distillation and be sent to a stage (by the equilibrium of the distillation) where they are favorably treated in a reactor.

Claims (25)

1. A process for the production of diaryl carbonate comprising the steps of feeding aromatic hydroxy and dialkyl carbonate to a distillation zone having a plurality of stages, withdrawing liquid comprising aromatic hydroxy and dialkyl carbonate from a first distillation stage to a first reaction zone to contact the liquid with a transesterification catalyst under conditions conducive to transesterification, returning a product from the first reaction zone to the distillation zone, withdrawing liquid comprising aryl alkyl carbonate from a second distillation stage which is positioned below said first distillation stage to a second reaction zone to contact the liquid with a disproportation catalyst under conditions conducive to disproportation, returning a product from the second reaction zone to the distillation zone, and separating diaryl carbonate as bottoms and alkyl alcohol as overheads.

2. The process according to claim 1 wherein each of the reaction zones is operated at conditions independent of the distillation zone.

3. The process according to claim 1 wherein the distillation zone includes separation zones positioned above and below the distillation stages from which the liquid is withdrawn and said aromatic hydroxy and dialkyl carbonate are fed to the top most distillation stage from which liquid is withdrawn.

4. The process according to claim 1 wherein the aromatic hydroxy is phenol and the dialkyl carbonate diethyl carbonate.

5. The process according to claim 4 wherein the ratio of phenol to diethyl carbonate in the feed is about 2:1 and the total ratio of phenol to diethyl carbonate is about 4:1.

6. A process of the production of diaryl carbonate comprising:

(a) distillation zone having an upper end, a lower end and a plurality of distillation stages arrayed along said distillation zone;

(b) a plurality of reaction zones arrayed along said distillation zone and associated with different distillation stages;

(c) supplying dialkyl carbonate and an aromatic hydroxy compound to said distillation zone;

(c) withdrawing a stream comprising dialkyl carbonate and an aromatic hydroxy compound from a first distillation stage to a first reaction zone;

(d) maintaining said first reaction zone under reaction conditions conducive for the transesterification of dialkyl carbonate and an aromatic hydroxy compound to produce alkyl aryl carbonate;

(e) transesterifing the dialkyl carbonate with the aromatic hydroxy compound in the presence of a catalyst to form alkyl aryl carbonate;

(f) returning a product stream from said first reaction zone to said distillation zone;

(g) withdrawing a stream comprising alkyl aryl carbonate and an aromatic hydroxy compound from a second distillation stage to a second reaction zone;

(h) maintaining the second reaction zone under reaction conditions conducive for the disproportionation of alkyl aryl carbonate to dialkyl carbonate;

(i) disproportionating the alkyl aryl carbonate in the presence of a catalyst to produce diaryl carbonate;

(j) returning a product stream from said secondary reaction zone to said distillation zone;

(k) removing vaporous alkyl alcohol and liquid diaryl carbonate from the distillation zone.

7. The process according to claim 6 comprising successive distillation stages and successive reaction zones associated with said distillation stages between the upper end and the bottom end of the distillation zone.

8. The process according to claim 7 comprising a plurality of first reaction zones and a plurality of second reaction zones.

9. The process according to claim 6 wherein the dialkyl carbonate comprises diethyl carbonate and an aromatic hydroxy compound comprises phenol.

10. The process according to claim 6 wherein said transesterification catalyst is solid catalyst composition selected from the group consisting of oxides, hydroxides, oxyhydroxides or alkoxides of two to four elements from Group IV, V and VI of the Periodic Table supported on porous material which have surface hydroxyl groups.

11. The process according to claim 6 wherein said disproportionation catalyst is a solid catalyst composition selected from the group consisting of oxides, hydroxides, oxyhydroxides or alkoxides of two to four elements from Group IV, V and VI of the Periodic Table supported on porous material which have surface hydroxyl groups.

12. The process according to claim 6 wherein said primary reaction zone is toward the upper end of said reaction zone.

13. The process according to claim 6 wherein said secondary reaction zone is toward the lower end of said reaction zone.

Assignments (3)
CHANGE OF NAME Recorded Mar 7, 2022
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 059694/0819 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2011
From: CATALYTIC DISTILLATION TECHNOLOGIES
To: SHELL OIL COMPANY
Reel/Frame 026504/0745 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2005
From: RYU, J. YONG; GELBEIN, ABRAHAM P.
To: CATALYTIC DISTILLATION TECHNOLOGIES
Reel/Frame 017229/0056 →