IP Library Granted Patent US 8,741,828
Granted Patent B2
US 8,741,828 · App. 13/355,965 · Granted Jun 3, 2014

Azeotrope and azeotrope-like compositions useful for the production of haloolefins

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Quick Facts
Patent No.
US 8,741,828
App. No.
13/355,965
Granted
Jun 3, 2014
Kind
B2
Abstract

The present invention pertains to ternary azeotrope and azeotrope-like composition including 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), HF, and either 1,1,2,3-tetrachloropropene (TCP) or 1,1,1,2,2-pentafluoropropane (HFC-245cb). The present invention also relates to binary azeotropes of 2,3,3,3-tetrachloropropene and HF. Such azeotropic and azeotrope-like compositions are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).

Claims (15)

1. A ternary azeotrope or azeotrope-like composition consisting essentially of hydrogen fluoride, 2-chloro-3,3,3-trifluoropropene, and a third component selected from the group consisting of 1,1,2,3-tetrachloropropene and 1,1,1,2,2-pentafluoropropane, wherein

when the third component is 1,1,2,3-tetrachloropropene, hydrogen fluoride is present in an amount from about 3.0 to about 28.0 weight percent, 2-chloro-3,3,3-trifluoropropene is present in an amount from about 68.0 to about 93.0 weight percent, and 1,1,2,3-tetrachloropropene is present in an amount from about 2.5 to about 4.3 weight percent, and

when the third component is 1,1,1,2,2-pentafluoropropane, hydrogen fluoride is present in an amount, from about 3.0 to about 22.0 weight percent, 2-chloro-3,3,3-trifluoropropene is present in an amount from about 65.0 to about 83.5 weight percent, and 1,1,1,2,2-pentafluoropropane is present in an amount from about 11.1 to about 15.5 weight percent.

2. The ternary azeotropic or azeotrope-like composition of claim 1 wherein the third component is 1,1,2,3-tetrachloropropene.

3. The ternary azeotropic or azeotrope-like composition of claim 2 wherein hydrogen fluoride is present in an amount from about 5.9 to about 25 weight percent; 2-chloro-3,3,3-trifluoropropene is present in an amount from about 72 to about 90.3 weight percent, and 1,1,2,3-tetrachloropropene is present in an amount from about 3.0 to about 3.8 weight percent.

4. The ternary azeotropic or azeotrope-like composition of claim 2 having a boiling point between about 0 to about 61° C. at a pressure between about 15 to about 110 psia.

5. The ternary azeotropic or azeotrope-like composition of claim 2 having a boiling point of about 0° C. at a pressure of about 16.2 psia.

6. The ternary azeotropic or azeotrope-like composition of claim 2 having a boiling point of about 24.9° C. at a pressure of about 39.9 psia.

7. The ternary azeotropic or azeotrope-like composition of claim 2 having a boiling point of about 59.8° C. at a pressure of about 109.7 psia.

8. The ternary azeotropic or azeotrope-like composition of claim 1 wherein the third component is 1,1,1,2,2-pentafluoropropane.

9. The ternary azeotropic or azeotrope-like composition of claim 8 wherein hydrogen fluoride is present in an amount from about 4.5 to about 20.5 weight percent; 2-chloro-3,3,3-trifluoropropene is present in an amount from about 67.4 to about 81 weight percent, and 1,1,1,2,2-pentafluoropropane is present in an amount from about 12.1 to about 14.5 weight percent.

10. The ternary azeotropic or azeotrope-like composition of claim 8 having a boiling point between about 0 to about 61° C. at a pressure between about 15 to about 110 psia.

11. The ternary azeotropic or azeotrope-like composition of claim 8 having a boiling point of about 0° C. at a pressure of about 18.0 psia.

12. The ternary azeotropic or azeotrope-like composition of claim 8 having a boiling point of about 24.9° C. at a pressure of about 44.8 psia.

13. The ternary azeotropic or azeotrope-like composition of claim 8 having a boiling point of about 59.7° C. at a pressure of about 120.0 psia.

Assignments (3)
NUNC PRO TUNC ASSIGNMENT Recorded Apr 13, 2026
From: HONEYWELL INTERNATIONAL INC.
To: SOLSTICE ADVANCED MATERIALS US, INC.
Reel/Frame 074351/0018 →
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 Feb 15, 2012
From: HULSE, RYAN; PHAM, HANG T.; TUNG, HSUEH SUNG; POKROVSKI, KONSTANTIN; MERKEL, DANIEL C.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 027709/0198 →