IP Library Granted Patent US 9,018,430
Granted Patent B2
US 9,018,430 · App. 14/308,753 · Granted Apr 28, 2015

Methods to separate halogentated olefins from 2-chloro-1,1,1,2-tetrafluoropropane using a solid adsorbent

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Quick Facts
Patent No.
US 9,018,430
App. No.
14/308,753
Granted
Apr 28, 2015
Kind
B2
Abstract

The present invention provides a method for separating halocarbons. In particular, the invention provides a method for separating halogenated olefin impurities from 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) using a solid adsorbent, particularly activated carbon. More particularly the invention pertains to a method for separating 2-chloro-3,3,3-trifluoro-propene (HCFO-1233xf) from HCFC-244bb, which are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).

Claims (20)

1. A method for separating halogenated olefin impurities from 2-chloro-1,1,1,2-tetrafluoropropane consisting of contacting the impure 2-chloro-1,1,1,2-trtrafluoropropane with a solid adsorbent that adsorbs the halogenated olefin impurities from the 2-chloro-1,1,1,2-tetrafluoropropane.

2. The method of claim 1 , wherein the solid adsorbent comprises activated carbon.

3. The method of claim 2 , wherein the activated carbon has a minimum Iodine Number of 900.

4. The method of claim 2 , wherein the activated carbon has a minimum Iodine Number of 1000.

5. The method of claim 2 , wherein the activated carbon has a minimum Iodine Number of 1100.

6. The method of claim 2 , wherein the activated carbon has a minimum Iodine Number of 1200.

7. The method of claim 2 , wherein the activated carbon is a coconut shell based carbon.

8. The method of claim 2 , wherein the activated carbon is a coal based carbon.

9. The method of claim 2 , wherein the halogenated olefin impurities comprise 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf).

10. A method for separating halogenated olefin impurities from a crude mixture with 2-chloro-1,1,1,2-tetrafluoropropane consisting essentially of contacting the crude mixture with a solid adsorbent that adsorbs the halogenated olefin impurities for a sufficient time to adsorb the halogenated olefin impurities from the crude mixture and wherein the halogenated olefin impurities comprise HCFO-1224 isomers.

11. The method of claim 10 , wherein the solid adsorbent comprises activated carbon.

12. The method of claim 11 , wherein the activated carbon has a minimum Iodine Number of 900.

13. The method of claim 11 , wherein the activated carbon has a minimum Iodine Number of 1000.

14. The method of claim 11 , wherein the activated carbon has a minimum Iodine Number of 1100.

15. The method of claim 11 , wherein the activated carbon has a minimum Iodine Number of 1200.

16. The method of claim 11 , wherein the activated carbon is a coconut shell based carbon.

17. The method of claim 11 , wherein the activated carbon is a coal based carbon.

18. The method of claim 11 , wherein the crude mixture is passed over the solid adsorbent for a period of time sufficient to adsorb the impurities.

19. The method of claim 11 , wherein the solid adsorbent is regenerated after use to remove the impurities adsorbed thereon.

20. The method of claim 11 , wherein the solid adsorbent is added to the mixture for a period of time sufficient to adsorb the impurities.

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 Jun 19, 2014
From: MERKEL, DANIEL C.; POKROVSKI, KONSTANTIN A.; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 033136/0168 →