Method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane) and composition containing stabilized perfluoro(2-methylene-4-methyl-1,3-dioxolane)

Patent metadata

Field	Value
Publication number	US-11840522-B2
Application number	US-201917416206-A
Country	US
Kind code	B2
Filing date	Dec 20, 2019
Priority date	Dec 20, 2018
Publication date	Dec 12, 2023
Grant date	Dec 12, 2023

Abstract

A method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane) (hereinafter simply referred to as a “stabilization method”), including incorporating at least one selected from the group consisting of a hydroxy group-containing fluoroaromatic compound represented by General Formula (1) below and a hydroxy group-containing fluoroaromatic compound represented by General Formula (2) below into a composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane):

(in the formula, R 1 to R 6 each independently represent one selected from the group consisting of a fluorine atom, a perfluoroalkyl group and a hydroxy group, and at least one of R 1 to R 6 is a hydroxy group);

(in the formula, R 7 to R 14 each independently represent one selected from the group consisting of a fluorine atom, a perfluoroalkyl group and a hydroxy group, and at least one of R 7 to R 14 is a hydroxy group).

First claim

The invention claimed is:

1. A method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane), comprising:
incorporating, into a composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane), at least one fluorine-containing compound selected from the group consisting of Compound 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, 1-9 and 1-10,

2. The method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 1 , wherein the at least one fluorine-containing compound includes perfluoro hydroquinone.

3. The method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 1 , further comprising:
maintaining a temperature at 0° C. or lower.

4. A composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane), comprising:
perfluoro(2-methylene-4-methyl-1,3-dioxolane); and
at least one fluorine-containing compound selected from the group consisting of Compound 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, 1-9 and 1-10,

5. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein an amount of the at least one fluorine-containing compound is in a range of 1 to 1,000 ppm in terms of weight ratio with respect to the perfluoro(2-methylene-4-methyl-1,3-dioxolane).

6. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound includes perfluoro hydroquinone.

7. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound includes perfluoro hydroquinone.

8. The method of stabilizing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 2 , further comprising:
maintaining a temperature at 0° C. or lower.

9. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein an amount of the at least one fluorine-containing compound is in a range of 5 to 600 ppm in terms of weight ratio with respect to the perfluoro(2-methylene-4-methyl-1,3-dioxolane).

10. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 6 , wherein an amount of the at least one fluorine-containing compound is in a range of 5 to 600 ppm in terms of weight ratio with respect to the perfluoro(2-methylene-4-methyl-1,3-dioxolane).

11. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound includes Compound 1-6,

12. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound is at least one compound selected from the group consisting of Compound 1-6,

13. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound includes at least one compound selected from the group consisting of Compound 1-6,

14. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound is at least one compound selected from the group consisting of Compound 1-6,

15. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound is at least one compound selected from the group consisting of Compound 1-4,

16. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound includes at least one compound selected from the group consisting of Compound 1-4 and 1-6,

17. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 4 , wherein the at least one fluorine-containing compound is at least one compound selected from the group consisting of Compound 1-4 and 1-6,

18. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound includes at least one compound selected from the group consisting of Compound 1-4 and 1-6,

19. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound is at least one compound selected from the group consisting of Compound 1-4 and 1-6,

20. The composition containing perfluoro(2-methylene-4-methyl-1,3-dioxolane) according to claim 5 , wherein the at least one fluorine-containing compound is perfluoro hydroquinone.

Assignees

• Tosoh Corp
• Tosoh Finechem Corp

Inventors

• Miyauchi Hideki
• Nishida Shota
• Inoue Daisuke
• Shigeta Yusuke
• Kondo Norihisa
• Watanabe Makoto
• Yumino Shohei
• Shimono Tomoya

Classifications

• C07D317/42 Primary

  Halogen atoms or nitro radicals · CPC title

• C07B63/04

  Use of additives {(anti-oxidant compositions or compositions inhibiting chemical change in general C09K15/00)} · CPC title