IP Library Granted Patent US 9,187,386
Granted Patent B2
US 9,187,386 · App. 14/275,934 · Granted Nov 17, 2015

Catalytic process of making 1,3,3,3-tetrafluoropropene

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Quick Facts
Patent No.
US 9,187,386
App. No.
14/275,934
Granted
Nov 17, 2015
Kind
B2
Abstract

This disclosure relates to processes of making 1,3,3,3-tetrafluoropropene. The processes involve dehydrofluorinating 1,1,1,3,3-pentafluoropropane in vapor phase in the presence of a catalyst comprising a metal compound supported on alumina to produce a product mixture comprising 1,3,3,3-tetrafluoropropene, wherein said metal compound is selected from the group consisting of salts of sodium, potassium, zinc, magnesium, calcium, cobalt, copper, and chromium, and mixtures thereof.

Claims (14)

1. A process for making 1,3,3,3-tetrafluoropropene, comprising dehydrofluorinating 1,1,1,3,3-pentafluoropropane in vapor phase in the presence of a catalyst comprising a metal compound supported on alumina to produce a product mixture comprising 1,3,3,3-tetrafluoropropene, wherein said metal compound is selected from the group consisting of salts of sodium, potassium, zinc, magnesium, calcium, cobalt, copper, and chromium, and mixtures thereof, wherein the selectivity for the production of 1,3,3,3-tetrafluoropropene is at least 99%.

2. The process of claim 1 wherein said metal compound is selected from the group consisting of halides, bicarbonates, carbonates, nitrates, oxides, and oxyfluorides of sodium, potassium, zinc, magnesium, calcium, cobalt, copper, and chromium, and mixtures thereof.

3. The process of claim 1 wherein said catalyst is pre-treated with a fluorinating agent.

4. The process of claim 3 wherein said fluorinating agent is HF.

5. The process of claim 1 , 3 or 4 , wherein said metal compound is selected from the group consisting of inorganic salts of potassium, zinc, and magnesium, and mixtures thereof.

6. The process of claim 5 , wherein said metal compound is ZnCl 2 .

7. The process of claim 6 , wherein the process is conducted at a temperature of from about 250° C. to about 350° C.

8. The process of claim 5 , wherein said metal compound is KHCO 3 .

9. The process of claim 8 , wherein the process is conducted at a temperature of from about 250° C. to about 350° C.

10. The process of claim 5 , wherein said metal compound is MgCl 2 .

11. The process of claim 1 , wherein the process is conducted in the presence of a diluent.

12. The process of claim 1 , wherein the process is conducted in the presence of oxygen or air.

13. The process of claim 1 , wherein the selectivity to 1,3,3,3-tetrafluoropropene is at least about 99.5%.

14. The process of claim 1 , further comprising recovering 1,3,3,3-tetrafluoropropene from the product mixture.

Assignments (5)
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2014
From: SUN, XUEHUI; NAPPA, MARIO JOSEPH
To: E. I. DUPONT DE NEMOURS AND COMPANY
Reel/Frame 033018/0139 →