IP Library Granted Patent US 7,482,493
Granted Patent B2
US 7,482,493 · App. 11/861,374 · Granted Jan 27, 2009

Method for the production of phenol and acetone

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Quick Facts
Patent No.
US 7,482,493
App. No.
11/861,374
Granted
Jan 27, 2009
Kind
B2
Abstract

A method for the production of phenol and acetone from a cumene hydroperoxide mixture comprises: decomposing the cumene hydroperoxide mixture in the presence of a catalyst mixture to form a mixture comprising phenol and acetone, wherein the method further comprises: a) forming the catalyst mixture in a catalyst formation reactor by combining sulfuric acid and phenol in a weight ratio of from 2:1 to 1:1000; b) holding the catalyst mixture in the catalyst formation reactor at a temperature of about 20 to 80° C. for about 1 to 600 minutes; and c) adding the catalyst mixture to the cumene hydroperoxide mixture to form the phenol and acetone mixture. Running the process in this manner reduces the yield of hydroxyacetone and, consequently, improves the quality of the commercial phenol. Moreover, this method reduces consumption of sulfuric acid in comparison with the process in which sulfuric acid is used as catalyst.

Claims (26)

1. A method for the production of phenol and acetone from a cumene hydroperoxide mixture comprising: decomposing the cumene hydroperoxide mixture in the presence of a catalyst mixture to form a mixture comprising phenol and acetone, wherein the method further comprises:

a) forming the catalyst mixture in a catalyst formation reactor by combining sulfuric acid and phenol in a weight ratio of from 2:1 to 1:1000;

b) holding the catalyst mixture in the catalyst formation reactor at a temperature of about 20 to 80° C. for about 1 to 600 minutes; and

c) adding the catalyst mixture to the cumene hydroperoxide mixture to form the phenol and acetone mixture.

2. The method of claim 1 , wherein the sulfuric acid is an aqueous sulfuric acid solution comprising at least 75 wt. % sulfuric acid.

3. The method of claim 1 , wherein the sulfuric acid is fuming sulfuric acid.

4. The method of claim 1 , wherein the reaction temperature for decomposing the cumene hydroperoxide is from about 60 to 90° C.

5. The method of claim 1 , wherein the sulfuric acid to phenol ratio is from 1:1 to 1:5.

6. The method of claim 1 , wherein the catalyst mixture in step b) is held at a temperature of from about 35 to 45° C.

7. The method of claim 1 , wherein the reaction time in step b) is from about 60 to about 300 minutes.

8. The method of claim 1 , wherein the phenol and acetone mixture formed has a reduced level of hydroxyacetone as compared to a phenol and acetone mixture formed using a catalyst that is only sulfuric acid.

9. A method for the production of phenol and acetone from a cumene hydroperoxide mixture comprising: decomposing the cumene hydroperoxide mixture in the presence of a catalyst mixture to form a mixture comprising phenol and acetone, wherein the method further comprises:

a) forming the catalyst mixture in a catalyst formation reactor by combining sulfuric acid and phenol in a weight ratio of from 2:1 to 1:1000, wherein the sulfuric acid is an aqueous sulfuric acid solution comprising at least 75 wt. % sulfuric acid;

b) holding the catalyst mixture in the catalyst formation reactor at a temperature of about 20 to 80° C. for about 1 to 600 minutes; and

c) adding the catalyst mixture to the cumene hydroperoxide mixture to form the phenol and acetone mixture.

10. The method of claim 9 , wherein the sulfuric acid is fuming sulfuric acid (oleum).

11. The method of claim 9 , wherein the reaction temperature for decomposing the cumene hydroperoxide is from about 60 to 90° C.

12. The method of claim 9 , wherein the catalyst mixture in step b) is held at a temperature of from about 35 to 45° C.

13. The method of claim 1 , wherein the reaction time in step b) is from about 60 to about 300 minutes.

14. The method of claim 9 , wherein the phenol and acetone mixture formed has a reduced level of hydroxyacetone as compared to a phenol and acetone mixture formed using a catalyst that is only sulfuric acid.

15. A method for the production of phenol and acetone from a cumene hydroperoxide mixture comprising: decomposing the cumene hydroperoxide mixture in the presence of a catalyst mixture to form a mixture comprising phenol and acetone, wherein the method further comprises:

a) forming the catalyst mixture in a catalyst formation reactor by combining sulfuric acid and phenol in a weight ratio of from 2:1 to 1:1000, wherein the sulfuric acid is an aqueous sulfuric acid solution comprising at least 75 wt. % sulfuric acid;

b) holding the catalyst mixture in the catalyst formation reactor at a temperature of about 35 to 45° C. for about 60 to 300 minutes; and

c) adding the catalyst mixture to the cumene hydroperoxide mixture to form the phenol and acetone mixture,

wherein the phenol and acetone mixture formed has a reduced level of hydroxyacetone as compared to a phenol and acetone mixture formed using a catalyst that is only sulfuric acid.

16. The method of claim 15 , wherein the sulfuric acid is fuming sulfuric acid (oleum).

Assignments (5)
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0830 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2007
From: NELSON, MARK; SEDEREL, WILLEM LODEWYK; DYCKMAN, ARKADY SAMUILOVICH; GREBENSHCHIKOV, ILYA NIKOLAEVICH; PINSON, VIKTOR VLADIMIROVICH; ZINENKOV, ANDREY VLADIMIROVICH
To: SABIC INNOVATIVE PLASTICS IP BV
Reel/Frame 020006/0375 →