IP Library Granted Patent US 10,029,964
Granted Patent B2
US 10,029,964 · App. 15/251,468 · Granted Jul 24, 2018

Azeotropic or azeotrope-like compositions of 3,3,3-trifluoropropyne and water

Inventors: Haluk Kopkalli (Staten Island, NY); Hang T. Pham (Amherst, NY); Daniel C. Merkel (West Seneca, NY)
Assignee: Honeywell International Inc.
C07C21/22B01D3/36C07C17/383
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Quick Facts
Patent No.
US 10,029,964
App. No.
15/251,468
Granted
Jul 24, 2018
Kind
B2
Abstract

Azeotropic or azeotrope-like compositions of 3,3,3-trifluoropropyne and water, such as from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne, and methods of producing essentially water free 3,3,3-trifluoropropyne.

Claims (23)

1. An azeotropic or azeotrope-like composition consisting essentially of 3,3,3-trifluoropropyne and water.

2. The composition of claim 1 , wherein the composition consists of water and 3,3,3-trifluoropropyne.

3. The composition of claim 1 , wherein the composition comprises from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne.

4. The composition of claim 3 , wherein the composition comprises from about 0.1 to about 50 wt. % water and from about 50 to about 99.9 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne.

5. The composition of claim 1 , wherein the composition has a boiling point of about −47° C.±0.5° C. at a pressure of about 14.4 psia±2 psia.

6. The composition of claim 5 , wherein the composition has a boiling point of about −46.8° C. at a pressure of about 14.4 psia.

7. An azeotropic or azeotrope-like composition consisting essentially of from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne, which composition has a boiling point of about −47° C.±0.5° C. at a pressure of about 14.4 psia±2 psia.

8. The composition of claim 7 , wherein the composition consists of water and 3,3,3-trifluoropropyne.

9. A method of forming an azeotropic or azeotrope-like composition comprising forming a blend consisting essentially of from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne.

10. The method of claim 9 , wherein the composition consists of water and 3,3,3-trifluoropropyne.

11. The method of claim 9 , wherein said forming step comprises forming a blend consisting essentially of from about 0.1 to about 50 wt. % water from about 50 to about 99.9 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne.

12. The method of claim 9 , wherein the composition has a boiling point of about −47° C.±0.5° C. at a pressure of about 14.4 psia±2 psia.

13. The method of claim 9 , wherein the composition has a boiling point of about −46.8° C. at a pressure of about 14.4 psia.

14. A method for producing essentially water free 3,3,3-trifluoropropyne, comprising the steps of:

forming an azeotropic or azeotrope-like composition consisting essentially of from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne, the composition including a water-rich phase and a 3,3,3-trifluoropropyne rich phase;

separating the water-rich phase and the 3,3,3-trifluoropropyne rich phase; and

removing water from the 3,3,3-trifluoropropyne rich phase to produce 3,3,3-trifluoropropyne having less than 1.0 wt. % water.

15. The method of claim 14 , wherein said forming step comprises forming an azeotropic or azeotrope-like composition consisting essentially of from about 0.1 to about 50 wt. % water and from about 50 to about 99.9 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne, the composition including a water-rich phase and a 3,3,3-trifluoropropyne rich phase.

16. The method of claim 14 , wherein said removing step further comprises removing water from the 3,3,3-trifluoropropyne rich phase using at least one removal agent selected from the group consisting of a molecular sieve, calcium sulfate, silica, alumina, and combinations thereof.

17. The method of claim 14 , wherein said removing step further comprises separating the water-rich phase and the 3,3,3-trifluoropropyne rich phase by liquid-liquid phase separation.

18. The method of claim 14 , wherein said removing step further comprises removing water from the 3,3,3-trifluoropropyne rich phase to produce 3,3,3-trifluoropropyne having less than 0.5 wt. % water.

19. The method of claim 14 , wherein said removing step further comprises removing water from the 3,3,3-trifluoropropyne rich phase to produce 3,3,3-trifluoropropyne having less than 0.1 wt. % water.

20. The method of claim 14 , wherein said removing step further comprises separating the water-rich phase and the 3,3,3-trifluoropropyne rich phase by distillation.

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2016
From: KOPKALLI, HALUK; PHAM, HANG T.; MERKEL, DANIEL C.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 039585/0911 →
Continuity (1)
Related Publication 20180057434A1 · Mar 1, 2018
Cited By (3)
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