IP Library Granted Patent US 8,436,216
Granted Patent B2
US 8,436,216 · App. 12/922,858 · Granted May 7, 2013

Process for making 1,1,1,4,4,4-Hexafluoro-2-butene

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Quick Facts
Patent No.
US 8,436,216
App. No.
12/922,858
Granted
May 7, 2013
Kind
B2
Abstract

A process is disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent and 2,2′-bipyridine. A process is also disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent and a Cu(I) salt. A process is further disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent, 2,2′-bipyridine and a Cu(I) salt.

Claims (9)

1. A process for making 1,1,1,4,4,4-hexafluoro-2-butene comprising reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent and 2,2′-bipyridine.

2. The process of claim 1 , wherein the reaction also takes place in the presence of a Cu(I) salt.

3. The process of claim 1 wherein said amide solvent is selected from the group consisting of dimethylformamide, dimethylacetamide and N-methylpyrrolidone.

4. The process of claim 3 wherein said amide solvent is dimethylformamide.

5. The process of claim 2 wherein said Cu(I) salt is selected from the group consisting of CuCl, CuBr, CuI and copper(I) acetate.

6. The process of claim 5 wherein said Cu(I) salt is CuCl.

7. The process of claim 1 wherein said process is conducted in the presence of an amine.

8. The process of claim 1 wherein said process is conducted at a temperature of from about 20° C. to about 150° C.

9. The process of claim 8 wherein said temperature is from about 60° C. to about 150° C.

Assignments (4)
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 →