Process for the preparation of hexafluoro-2-butyne
View Patent ↗Disclosed is a process for making hexafluoro-2-butyne comprising the steps of: (a) providing a composition comprising CF 3 CX═CXCF 3 , where X=halogen; and (b) treating CF 3 CX═CXCF 3 with a dehalogenation catalyst in the presence of a halogen acceptor compound Y, where Y is not hydrogen. The halogen acceptor compound Y is a material capable of being halogenated, preferably a compound having a multiple bond, such as an alkyne, alkene, allene, or carbon monoxide. Another suitable material capable of being halogenated is a cyclopropane. A catalyst effectively transfers halogen from CF 3 CX═CXCF 3 to the halogen acceptor compound. Since Y is not hydrogen, the formation of CF 3 CX═CHCF 3 is greatly reduced or eliminated.
1. A process for making hexafluoro-2-butyne comprising the steps of:
(a) providing a composition comprising CF 3 CX═CXCF 3 , where X=halogen; and
(b) treating CF 3 CX═CXCF 3 with a dehalogenation catalyst in the presence of a halogen acceptor compound Y, where Y is alkyne, alkene, allene, carbon monoxide or cyclopropane.
2. The process of claim 1 , wherein the halogen X is chlorine.
3. The process of claim 1 , wherein the halogen acceptor compound Y is an alkyne compound.
4. The process of claim 1 , wherein the halogen acceptor compound Y is an alkene compound.
5. The process of claim 1 , wherein the halogen acceptor compound Y is an allene compound.
6. The process of claim 1 , wherein the halogen acceptor compound Y is carbon monoxide.
7. The process of claim 1 , wherein the halogen acceptor compound Y is a cyclopropane compound.
8. The process of claim 1 , wherein the catalyst comprises a material capable of transferring chlorine from one molecule to another.
9. The process of claim 8 , wherein the catalyst comprises a dehalogenation catalyst.
10. The process of claim 8 , wherein the catalyst comprises an oxychlorination catalyst.
11. The process of claim 8 , wherein the catalyst further comprises a catalyst modifier or promoter.
12. The process of claim 8 , wherein the catalyst further comprises a catalyst support.
13. The process of claim 1 , further comprising step (c) in which the product alkyne is further converted to cis-hexafluoro-2-butene.
14. The process of claim 13 , wherein the conversion is a catalytic reduction with a Lindlar catalyst.
15. The process of claim 13 , wherein the conversion is a chemical reduction with a borane compound.