IP Library Granted Patent US 7,199,271
Granted Patent B2
US 7,199,271 · App. 10/925,103 · Granted Apr 3, 2007

Method for reducing cyclohexenone content of a cyclohexenone-containing organic mixture

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Quick Facts
Patent No.
US 7,199,271
App. No.
10/925,103
Granted
Apr 3, 2007
Kind
B2
Abstract

A method for reducing the concentration of cyclohexenone in a cyclohexenone containing organic mixture is disclosed. The method includes contacting an organic mixture comprising cyclohexenone with an effective amount of at least one of sulfurous acid, a salt of sulfurous acid, an alkali hydroxide, or a mixture of two or more of these compounds.

Claims (23)

1. A method for reducing a concentration of cyclohexenone in an organic mixture comprising cyclohexenone, the method comprising treating the organic mixture with an effective amount of additive comprising at least one of sulfurous acid, a salt of sulfurous acid, or an alkali hydroxide.

2. The method of claim 1 wherein the organic mixture is treated at a temperature in the range of about 60 to about 160 degrees C.

3. The method of claim 1 wherein the organic mixture is treated for about 10 to about 90 minutes.

4. The method of claim 1 wherein the organic mixture is created with at least one of sulfurous acid, sodium hydrogen sulfite, sodium metabisulfite, sodium sulfite or a mixture of two or more of these compounds.

5. The method of claim 1 wherein the organic mixture is treated with a salt of sulfurous acid and wherein the organic mixture is further treated with sodium carbonate.

6. The method of claim 1 wherein the organic mixture is treated with sodium hydrogen sulfite.

7. The method of claim 1 wherein the organic mixture is treated with sodium hydrogen sulfite and sodium carbonate.

8. The method of claim 1 wherein the organic mixture is treated with sodium hydroxide, potassium hydroxide, or a mixture of the two.

9. The method of claim 8 wherein the organic mixture is treated with sodium hydroxide.

10. The method of claim 8 comprising adding cyclohexanone to the organic mixture.

11. The method of claim 1 wherein the organic mixture comprises cyclohexanone and cyclohexenone.

12. The method of claim 11 wherein the organic mixture further comprises cyclohexanol.

13. The method of claim 1 wherein the organic mixture is obtained by a process of oxidizing cyclohexane.

14. The method of claim 1 wherein the organic mixture comprises cyclohexanol and cyclohexenone.

15. The method of claim 14 wherein the organic mixture is treated with sulfurous acid, sodium hydrogen sulfite, sodium metabisulfite, sodium sulfite or a mixture of two or more of these compounds.

16. The method of claim 15 wherein the organic mixture is also treated with sodium carbonate.

17. The method of claim 1 wherein the organic mixture is obtained by a process of dehydrogenating a mixture comprising cyclohexenone and cyclohexanol.

18. The method of claim 1 wherein the organic mixture comprises cyclohexanol and cyclohexanone and the mixture is treated following a dehydrogenation process.

19. The method of claim 1 wherein the additive is added in amount effective to reduce the concentration of cyclohexenone by about 75%.

20. The method of claim 1 wherein the additive is added in amount effective to reduce the concentration of cyclohexenone by about 90%.

21. The method of claim 1 wherein the cyclohexenone is 2-cyclohexene-1-one.

22. The method of claim 1 wherein the organic mixture comprises cyclohexanol obtained by a process of producing cyclohexanol from phenol.

23. A method of reducing a concentration of 2-cyclohexene-1-one in an organic mixture comprising cyclohexenone and cyclohexanone, the method comprising treating the organic mixture with an effective amount of an additive selected from the group consisting of sulfurous acid, a salt of sulfurous add, an alkali hydroxide, or a mixture of two or more of these compounds.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2011
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: INVISTA NORTH AMERICA S.A.R.L.
Reel/Frame 027211/0298 →
SECURITY AGREEMENT Recorded Mar 19, 2009
From: INVISTA NORTH AMERICA S.A.R.L.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 022416/0849 →
RELEASE OF U.S. PATENT SECURITY INTEREST Recorded Mar 19, 2009
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT (F/K/A JPMORGAN CHASE BANK)
To: INVISTA NORTH AMERICA S.A.R.L. (F/K/A ARTEVA NORTH AMERICA S.A.R.L.)
Reel/Frame 022427/0001 →
SECURITY AGREEMENT Recorded Aug 4, 2005
From: INVISTA NORTH AMERICA S.A.R.L.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 016370/0156 →