Method for manufacturing 2,3,3,3-tetrafluoropropene
View Patent ↗The present invention relates to a method for manufacturing 2,3,3,3-tetrafluoropropene from halopropanes having the formula CX 3 CHCICH 2 X and halopropenes having the formulas CX 3 CCI═CH 2 CCIX 2 CCI═CH 2 and CX 2 ═CCICH 2 X, where X is independently a fluorine or chlorine atom. The invention specifically relates to a method including at least one step during which 2-chloro-3,3,3-trifluoro-1-propene, optionally mixed with at least one halopropane having the formula CX 3 CHCICH 2 X and/or at least one halopropene having the formulas CCIX 2 CCI═CH 2 and CX 2 ═CCICH 2 X, where X is independently a fluorine or chlorine atom, reacts with HF in the gaseous phase in the presence of a fluoridation catalyst at a temperature of between 320 and 420° C. with a molar ratio of oxygen to 2-chloro-3,3,3-trifluoro-1-propene of more than 1 but no more than 2.5, and a molar ratio of HF to the total amount of organic compounds to be reacted of between 5 and 40.
1. A process for manufacturing 2,3,3,3-tetrafluoropropene, comprising reacting 2-chloro-3,3,3-trifluoro-1-propene with HF in the gas phase in the presence of a fluorination catalyst in a reaction vessel at a temperature of between 320 and 420° C., wherein a molar ratio of oxygen to 2-chloro-3,3,3-trifluoro-1-propene in the reaction vessel is greater than 1 and less than or equal to 2.5 and a molar ratio of HF to all of the compounds to be reacted is between 5 and 40.
2. The process of claim 1 , wherein 2-chloro-3,3,3-trifluoro-1-propene is mixed with at least one halopropane of formulae CX 3 CHClCH 2 X and CX 3 CFXCH 3 and/or at least one halopropene of formulae CClX 2 CCl═CH 2 and CX 2 ═CClCH 2 X, where X is independently a fluorine or chlorine atom.
3. The process as claimed in claim 1 , wherein the molar ratio of oxygen to 2-chloro-3,3,3-trifluoro-1-propene is between 1.25 and 2.5.
4. The process as claimed in claim 2 , wherein the molar ratio of HF to the organic compounds to be reacted is between 10 and 40.
5. The process as claimed in claim 1 , wherein the fluorination temperature is between 340 and 400° C.
6. The process as claimed in claim 1 , wherein the reaction is carried out at a pressure of between 0.5 and 20 bar.
7. The process as claimed in claim 2 , wherein 2-chloro-3,3,3-trifluoro-1-propene represents at least 20% by weight of organic compound(s) present in the reaction.
8. The process as claimed in claim 1 , wherein the catalyst is a bulk or supported catalyst.
9. The process as claimed in claim 1 , wherein the catalyst is chromium-based.
10. The process as claimed in claim 1 , wherein the catalyst comprises a co-catalyst.
11. The process as claimed in claim 10 , wherein the co-catalyst is selected from the group consisting of nickel, magnesium and zinc.
12. The process as claimed in claim 1 , further comprising subjecting the catalyst to at least one activation step using a stream comprising oxygen and/or HF.
13. The process as claimed in claim 12 , wherein the activation is continued via a fluorination reaction in the presence of an oxidizing agent, HF and at least one compound selected from the group consisting of halopropanes of formulae CX 3 CHClCH 2 X and CX 3 CFXCH 3 and halopropenes of formulae CX 3 CCl═CH 2 , CClX 2 CCl═CH 2 and CX 2 ═CClCH 2 X, where X is independently a fluorine or chlorine atom.
14. The process as claimed in claim 13 , wherein the temperature is between 300 and 400° C. and the duration between 6 and 100 hours.
15. The process as claimed in claim 2 , wherein the halopropanes or halopropenes are selected from the group consisting of 2,3-dichloro-1,1,1-trifluoropropane, 1,1,1,2,3-pentachloropropane, 2-chloro-3,3,3-trifluoro-1-propene and 1,1,2,3-tetrachloropropene.
16. A process for manufacturing 2,3,3,3-tetrafluoropropene comprising reacting 1,1,1,2,3-pentachloropropane with HF in the gas phase in the presence of a catalyst to yield an intermediate stream comprising 2-chloro-3,3,3-trifluoro-1-propene, 2,3,3,3-tetrafluoropropene and, optionally, 1,1,1,2,2-pentafluoropropane;
separating 2,3,3,3-tetrafluoropropene from the intermediate stream to form a second intermediate stream comprising 2-chloro-3,3,3-trifluoro-1-propene and, optionally, 1,1,1,2,2-pentafluoropropane, and
reacting the second intermediate stream with HF in the gas phase in the presence of a fluorination catalyst at a temperature of between 320 and 420° C. in a reaction vessel, wherein a molar ratio of oxygen to 2-chloro-3,3,3-trifluoro-1-propene in the reaction vessel is greater than 1 and less than or equal to 2.5 and a molar ratio of HF to all of the compounds to be reacted is between 5 and 40.