IP Library Granted Patent US 8,927,791
Granted Patent B2
US 8,927,791 · App. 13/073,023 · Granted Jan 6, 2015

Method for producing tetrafluoropropenes

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Quick Facts
Patent No.
US 8,927,791
App. No.
13/073,023
Granted
Jan 6, 2015
Kind
B2
Abstract

The current invention relates to a process for making a tetrafluoropropene using a tetrafluorochloropropane and/or a pentafluoropropane as starting or intermediate reagents. More specifically, though not exclusively, the present invention relates to a novel method for preparing a tetrafluoropropene by dehydrohalogenating a starting or intermediate tetrafluorochloropropane and/or pentafluoropropane material in the presence of a caustic solution at a temperature range greater than 40° C. and less than or equal to 80° C.

Claims (16)

1. A process for making 2,3,3,3-tetrafluoropropene, comprising:

dehydrohalogenating 1,1,1,2-tetrafluoro-2-chloropropane and 1,1,1,2,2-pentafluoropropane in the presence of a caustic agent selected from the group consisting of KOH, NaOH, LiOH, Mg(OH) 2 , Ca(OH) 2 , CaO and combinations thereof and within a temperature range from greater than 40° C. to less than or equal to 80° C., wherein the dehydrohalogenating step results in a conversion of at least about 70% of both 1,1,1,2-tetrafluoro-2-chloropropane and 1,1,1,2,2-pentafluoropropane and a selectivity of 2,3,3,3-tetrafluoropropene of at least about 85%.

2. The process of claim 1 wherein the caustic agent is KOH.

3. The process of claim 2 wherein KOH is provided as an aqueous solution comprising from about 5% to about 62% by weight of KOH.

4. The process of claim 1 wherein a reaction pressure of the process ranges from atmospheric pressure, super- atmospheric pressure and sub-atmospheric pressure.

5. The process of claim 1 wherein the dehydrohalogenating step occurs in the presence of a phase transfer catalyst.

6. The process of claim 5 wherein the phase transfer catalyst is selected from the group consisting of crown ethers, onium salts, cryptates, polyalkylene glycols, derivatives thereof, and combinations thereof.

7. A process for preparing 2,3,3,3- tetrafluoropropene, comprising:

contacting 2-chloro-3,3,3-trifluoropropene with hydrogen fluoride in the presence of a fluorination catalyst to produce an intermediate composition comprising a 1,1,1,2-tetrafluoro-2-chloropropane and a 1,1,1,2,2-pentafluoropropane;

optionally, recovering the intermediate composition; and

contacting said intermediate composition with a caustic agent selected from the group consisiting of KOH, NaOH, LiOH, Mg(OH) 2 , Ca(OH) 2 , CaO and combinations thereof and at a temperature from greater than 40° C. to less than or equal to 80° C., which results in a conversion of at least about 70% of both 1,1,1,2-tetrafluoro-2-chloropropane and 1,1,1,2,2-pentafluoropropane and a selectivity of 2,3,3,3-tetrafluoropropene of at least about 85%.

8. The process of claim 7 wherein the caustic agent is KOH.

9. The process of claim 8 wherein KOH is provided as an aqueous solution comprising from about 5% to about 62% by weight of KOH.

10. The process of claim 7 wherein a reaction pressure of the process ranges from atmospheric pressure, super- atmospheric pressure and sub-atmospheric.

11. The process of claim 7 wherein the dehydrohalogenating step occurs in the presence of a phase transfer catalyst.

12. The process of claim 11 wherein the phase transfer catalyst is selected from the group consisting of crown ethers, onium salts, cryptates, polyalkylene glycols, derivatives thereof, and combinations thereof.

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 Apr 26, 2011
From: BEKTESEVIC, SELMA; TUNG, HSUEH S.; WANG, HAIYOU; MERKEL, DANIEL C.; JOHNSON, ROBERT C.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 026179/0634 →