IP Library Granted Patent US 11,685,879
Granted Patent B2
US 11,685,879 · App. 17/273,375 · Granted Jun 27, 2023

Azeotropic compositions comprising dimethyl carbonate and perfluoroalkene ethers

Inventor: Harrison K. Musyimi (Bear, DE)
Assignee: THE CHEMOURS COMPANY FC, LLC
C11D7/5086C11D11/0047
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Quick Facts
Patent No.
US 11,685,879
App. No.
17/273,375
Granted
Jun 27, 2023
Kind
B2
Abstract

The present application provides azeotrope or azeotrope-like compositions comprising dimethyl carbonate and a perfluoroheptene ether or a perfluoropentene ether, wherein the perfluoroheptene ether or perfluoropentene ether is present in the composition in an amount effective to form an azeotrope composition or azeotrope-like composition with the dimethyl carbonate. Methods of using the composition provided herein in cleaning and carrier fluid applications are also provided.

Claims (26)

1. A composition, comprising:

i) dimethyl carbonate; and

ii) a compound selected from methoxy perfluoroheptene and methoxy perfluoropentene;

wherein the methoxy perfluoroheptene or methoxy perfluoropentene is present in the composition in an amount effective to form an azeotrope composition or azeotrope-like composition with the dimethyl carbonate.

2. The composition of claim 1 , wherein the composition comprises dimethyl carbonate and methoxy perfluoroheptene, wherein the methoxy perfluoroheptene is present in the composition in an amount effective to form an azeotrope composition or azeotrope-like composition with the dimethyl carbonate.

3. The composition of claim 2 , wherein the methoxy perfluoroheptene comprises a mixture of (E)-4-methoxy-perfluorohept-3-ene, (E)-3-methoxy-perfluorohept-3-ene, (E)-5-methoxy-perfluorohept-3-ene, (E)-4-methoxy-perfluorohept-2-ene, (Z)-3-methoxy-perfluorohept-3-ene, and (Z)-4-methoxy-perfluorohept-3-ene.

4. The composition of claim 3 , wherein the composition comprises from about 80 to about 40 weight percent dimethyl carbonate and from about 20 to about 60 weight percent methoxy perfluoroheptene.

5. The composition of claim 3 , wherein the composition consists essentially of from about from about 80 to about 40 weight percent dimethyl carbonate and from about 20 to about 60 weight percent methoxy perfluoroheptene.

6. The composition of claim 3 , wherein the composition consists essentially of about 50 weight percent dimethyl carbonate and about 50 weight percent methoxy perfluoroheptene.

7. The composition of claim 6 , wherein the composition is an azeotrope composition having a boiling point of about 85° C. to about 86° C. at a pressure of about 101 kPa.

8. The composition of claim 3 , further comprising 1,1,2,2,3,3,4-heptafluorocyclopentane, wherein the methoxy perfluoroheptene and 1,1,2,2,3,3,4-heptafluorocyclopentane are each present in the composition in amounts effective to form an azeotrope composition or azeotrope-like composition with the dimethyl carbonate.

9. The composition of claim 8 , wherein the composition comprises from about 22 to about 35 weight percent dimethyl carbonate, from about 22 to about 35 weight percent methoxy perfluoroheptene and from about 30 to about 52 weight percent 1,1,2,2,3,3,4-heptafluorocyclopentane.

10. The composition of claim 8 , wherein the composition consists essentially of dimethyl carbonate, methoxy perfluoroheptene, and from about 30 to about 52 weight percent methoxy perfluoroheptene.

11. The composition of claim 8 , wherein the composition consists essentially of from about 22 to about 35 weight percent dimethyl carbonate, from about 22 to about 35 weight percent methoxy perfluoroheptene, and from about 30 to about 52 weight percent 1,1,2,2,3,3,4-heptafluorocyclopentane.

12. The composition of claim 8 , wherein the composition consists essentially of about 40 weight percent 1,1,2,2,3,3,4-heptafluorocyclopentane, about 30 weight percent dimethyl carbonate, and about 30 weight percent methoxy perfluoroheptene.

13. The composition of claim 12 , wherein the composition is an azeotrope composition having a boiling point of about 88° C. at a pressure of about 101 kPa.

14. The composition of claim 1 , wherein the composition comprises dimethyl carbonate and methoxy perfluoropentene, wherein the methoxy perfluoropentene is present in the composition in an amount effective to form an azeotrope composition or azeotrope-like composition with the dimethyl carbonate.

15. The composition of claim 14 , wherein the methoxy perfluoropentene comprises a mixture of (E)-2-methoxy-perfluoropent-2-ene, (E)-4-methoxy-perfluoropent-2-ene, (Z)-2-methoxy-perfluoropent-2-ene, (Z)-4-methoxy-perfluoropent-2-ene, (E)-3-methoxy-perfluoropent-2-ene, and (Z)-3-methoxy-perfluoropent-2-ene.

16. The composition of claim 14 , wherein the composition comprises from about 0.1 to about 12 weight percent dimethyl carbonate and from about 99.9 to about 88 weight percent methoxy perfluoropentene.

17. The composition of claim 14 , wherein the composition consists essentially of from about from about 0.1 to about 12 weight percent dimethyl carbonate and from about 99.9 to about 88 weight percent methoxy perfluoropentene.

18. The composition of claim 14 , wherein the composition consists essentially of about 8 weight percent dimethyl carbonate and about 92 weight percent methoxy perfluoropentene.

19. The composition of claim 14 , wherein the composition is an azeotrope composition having a boiling point of about 74° C. at a pressure of about 101 kPa.

20. A process for dissolving a solute, comprising contacting and mixing said solute with a sufficient quantity of the composition of claim 1 .

21. A process of cleaning a surface, comprising contacting the composition claim 1 with said surface.

22. A process for removing at least a portion of water from the surface of a wetted substrate, comprising contacting the substrate with the composition of claim 1 , and then removing the substrate from contact with the composition.

23. The process of claim 22 , wherein composition further comprises at least one surfactant suitable for dewatering or drying the substrate.

Assignments (2)
SECURITY INTEREST Recorded Mar 2, 2022
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 059552/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2021
From: MUSYIMI, HARRISON K.
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 055491/0265 →