Process for producing 2,3,3,3-tetrafluoropropene
This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1): CClX 2 CHClCH 2 Cl, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CClY 2 CCl═CH 2 , wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ 2 ═CClCH 2 Cl, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.
1. A process for producing 2,3,3,3-tetrafluoropropene, the process comprising:
(1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1):
CClX 2 CHClCH 2 Cl, wherein each X is the same or different and is Cl or F, a chloropropene represented by Formula (2): CClY 2 CCl═CH 2 , wherein each Y is the same or different and is Cl or F, and a chloropropene represented by Formula (3): CZ 2 ═CClCH 2 Cl, wherein each Z is the same or different and is Cl or F in a gas phase in the absence of a catalyst while heating; and
(2) a second reaction step of reacting a reaction product obtained in the first reaction step with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst while heating,
wherein the second reaction step uses, as a starting material, CF 3 CCl═CH 2 (HCFO-1233xf) and at least one chlorine-containing compound selected from the group consisting of CF 2 ClCHClCH 2 Cl (HCFC-242dc) and CF 2 ClCCl═CH 2 (HCFO-1232xf), and
wherein the CF 3 CCl═CH 2 (HCFO-1233xf) and the at least one chlorine-containing compound are contained in the reaction product obtained in the first reaction step.
2. The process according to claim 1 , wherein the reaction temperature in the first reaction step is 250 to 600° C., and the reaction temperature in the second reaction step is 200 to 500° C.
3. The process according to claim 1 , wherein the amount of hydrogen fluoride in the first reaction step is 1 to 100 moles per mole of the chlorine-containing compound used as a starting material, and the amount of hydrogen fluoride in the second reaction step is 1 to 50 moles per mole of the chlorine-containing compound used as a starting material in the first reaction step.
4. The process according to claim 1 , wherein the fluorination catalyst used in the second reaction step is at least one member selected from the group consisting of chromium oxides, chromium oxyfluorides, aluminium fluorides, aluminum oxyfluorides, and metal fluorides.
5. The process according to claim 1 , wherein after removing hydrogen chloride from the reaction product obtained in the first reaction step, the CF 3 CCl═CH 2 (HCFO-1233xf) and the at least one chlorine-containing compound contained in the reaction product obtained in the first reaction step are used as a starting material in the second reaction step.
6. The process according to claim 1 , wherein after reducing the amount of hydrogen fluoride contained in the reaction product obtained in the first reaction step, the CF 3 CCl═CH 2 (HCFO-1233xf) and the at least one chlorine-containing compound contained in the reaction product obtained in the first reaction step are used as a starting material in the second reaction step.
7. The process according to claim 1 , wherein the first reaction step is conducted in a reactor made of an alloy containing 30% or more by weight of nickel.
8. The process according to claim 7 , wherein the alloy containing 30% or more by weight of nickel is at least one member selected from the group consisting of Hastelloy, Inconel, Monel, and Incoloy.