Cyclic ketone peroxide composition

Patent metadata

Field	Value
Publication number	US-9938251-B2
Application number	US-201515123418-A
Country	US
Kind code	B2
Filing date	Mar 9, 2015
Priority date	Mar 11, 2014
Publication date	Apr 10, 2018
Grant date	Apr 10, 2018

Abstract

A composition comprising at least two trimeric cyclic ketone peroxides: a trimeric cyclic methyl ethyl ketone peroxide (3MEK-cp) of formula (I) and at least one peroxide satisfying formula (II) wherein R 1 through R 3 are independently selected from alkyl and alkoxyalkyl groups, said groups having 2 to 5 carbon atoms, the total number of carbon plus oxygen atoms of R 1 −R 2 +R 3 is in the range 7-15, and the molar ratio of 3MEK-cp to the total amount of peroxides satisfying formula (II) being in the range of from 10:90 to 80:20.

First claim

The invention claimed is:

1. A composition comprising at least two trimeric cyclic ketone peroxides: a trimeric cyclic methyl ethyl ketone peroxide (3MEK-cp) of formula (I)

and at least one peroxide satisfying formula (II)

wherein R 1 through R 3 are independently selected from alkyl and alkoxyalkyl groups, said groups having 2 to 5 carbon atoms, the total number of carbon plus oxygen atoms of R 1 +R 2 +R 3 is in the range 7-15, and the molar ratio of 3MEK-cp to the total amount of peroxides satisfying formula (II) being in the range of from 10:90 to 80:20.

2. The composition according to claim 1 wherein R 1 through R 3 are alkyl groups having 2 to 5 carbon atoms, the total number of carbon atoms of R 1 +R 2 +R 3 is in the range 7-15.

3. The composition according to claim 2 wherein the alkyl groups are linear alkyl groups.

4. The composition according to claim 1 wherein the molar ratio of 3MEK-cp to the total amount of peroxides satisfying formula (II) is in the range of from 40:60 to 80:20.

5. The composition according to claim 1 wherein the composition further comprises a diluent in an amount of 45-85 wt %, based on the weight of the composition.

6. The composition according to claim 1 wherein the total amount of trimeric cyclic ketone peroxides according to formulae (I) and (II) is in the range 15-55 wt %, based on the weight of the composition.

7. The composition according to claim 1 wherein at least one of the peroxides satisfying formula (II) is 3,6-diethyl-3,6,9-trimethyl-9-(n-propyl)-1,2,4,5,7,8-hexaoxonane.

8. The composition according to claim 1 wherein at least one of the peroxides satisfying formula (II) is 3-ethyl-3,6,9-trimethyl-6,9-di(n-propyl)-1,2,4,5,7,8-hexaoxonane.

9. The composition according to claim 1 wherein at least one of the peroxides satisfying formula (II) is 3,6,9-tri(n-propyl)-3,6,9-trimethyl-1,2,4,5,7,8-hexaoxonane.

10. A process for preparing a cyclic ketone peroxide composition, the method comprising reacting, in the presence of acid, hydrogen peroxide with a mixture of ketones comprising methyl ethyl ketone (MEK) and at least one ketone of formula CH 3 —C(═O)—R wherein R is an alkyl group with 3 to 5 carbon atoms or an alkoxyalkyl group with 2 to 5 carbon atoms, the molar ratio of MEK to the total amount of ketones of formula CH 3 —C(═O)—R being in the range 25:75 to 95:5.

11. The process according to claim 10 , wherein R is an alkyl group.

12. The process according to claim 11 , wherein R is n-propyl.

13. The process according to claim 10 , wherein the molar ratio of MEK to the total amount of ketones of formula CH 3 —C(═O)—R is in the range of from 50:50 to 70:30.

14. A peroxide composition obtained by the process of claim 10 .

15. The process of claim 13 wherein R is an alkyl group with 3 to 5 carbon atoms.

16. The process of claim 13 wherein R is n-propyl.

17. The peroxide composition of claim 14 wherein R is an alkyl group with 3 to 5 carbon atoms.

18. The peroxide composition of claim 14 wherein R is n-propyl.

19. The peroxide composition of claim 14 wherein the molar ratio of MEK to the total amount of ketones of formula CH 3 —C(═O)—R is in the range of from 50:50 to 70:30.

Assignees

• Akzo Nobel Chemicals Int Bv

Inventors

• Van Der Schuur Jan Martijn
• Nuysink Johan
• Millet Renaud Charles Joseph
• Fischer Bart

Classifications

• C08L23/12

  Polypropene · CPC title

• C07D323/00 Primary

  Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms · CPC title

• C08K5/14

  Peroxides · CPC title

• C10L1/1811

  peroxides; ozonides · CPC title

• C08F4/38

  Mixtures of peroxy-compounds · CPC title