IP Library Granted Patent US 9,012,702
Granted Patent B2
US 9,012,702 · App. 13/370,337 · Granted Apr 21, 2015

Catalytic dehydrochlorination of hydrochlorofluorocarbons

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Quick Facts
Patent No.
US 9,012,702
App. No.
13/370,337
Granted
Apr 21, 2015
Kind
B2
Abstract

A dehydrochlorination process is disclosed. The process involves contacting R f CFClCH 2 X with a catalyst in a reaction zone to produce a product mixture comprising R f CF═CHX, wherein said catalyst comprises MY supported on carbon, and wherein R f is a perfluorinated alkyl group, X ═H, F, Cl, Br or I, M=K, Na or Cs, and Y═F, Cl or Br.

Claims (13)

1. A dehydrochlorination process comprising contacting R f CFClCH 2 X with a catalyst in a reaction zone to produce a product mixture comprising R f CF═CHX, wherein said catalyst comprises an alkali metal halide salt represented by the formula MY which is supported on carbon, and wherein R f is a perfluorinated alkyl group, X═H, F, Cl, Br or I, M=K, Na or Cs, and Y═F, Cl or Br, and wherein the catalyst contains from about 5 wt % to about 40 wt % of alkali metal halide salt based on the total amount of alkali metal halide salt and carbon.

2. The dehydrochlorination process of claim 1 wherein the carbon is an activated carbon.

3. The dehydrochlorination process of claim 2 wherein the carbon is an acid washed activated carbon.

4. The dehydrochlorination process of claim 1 wherein M is K and Y is F or Cl.

5. The dehydrochlorination process of claim 1 wherein the temperature in the reaction zone is from about 200° C. to about 500° C.

6. The dehydrochlorination process of claim 5 wherein the temperature in the reaction zone is from about 320° C. to about 380° C.

7. The dehydrochlorination process of claim 1 wherein the product selectivity to R f CF═CHX is at least 90 mole %.

8. The dehydrochlorination process of claim 1 wherein the product selectivity to R f CF═CHX is at least 96 mole %.

9. The dehydrochlorination process of claim 1 wherein R f CFClCH 2 X is CF 3 CFClCH 2 Cl, and R f CF═CHX is CF 3 CF═CHCl.

10. The dehydrochlorination process of claim 1 wherein R f CFClCH 2 X is CF 3 CFClCH 3 , and R f CF═CHX is CF 3 CF═CH 2 .

11. The dehydrochlorination process of claim 1 , further comprising regenerating said catalyst by purging the catalyst with an inert gas.

12. The dehydrochlorination process of claim 11 wherein the inert gas is N 2 .

13. The dehydrochlorination process according to claim 1 where in the catalyst contains from about 10 wt % to about 30 wt % alkali metal halide salt based on the total amount of alkali metal halide salt and carbon.

Assignments (5)
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 INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
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 Mar 24, 2012
From: SUN, XUEHUI; NAPPA, MARIO JOSEPH
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 027922/0134 →