Process for producing 2,3,3,3-tetrafluoropropene
View Patent ↗The object is to provide a process whereby it is possible to produce 2,3,3,3-tetrafluoropropene at a high conversion ratio constantly for a long period of time. A process for producing 2,3,3,3-tetrafluoropropene, which comprises reacting a raw material compound of at least one of 1,1-dichloro-2,3,3,3-tetrafluoropropene and 1-chloro-2,3,3,3-tetrafluoropropene, and hydrogen, in the presence of a catalyst, wherein the catalyst is a noble metal catalyst supported on a metal oxide having a Hammett acidity function value (H 0 ) of at least −5.6.
1. A process for producing 2,3,3,3-tetrafluoropropene, which comprises reacting a raw material compound of at least one of 1,1-dichloro-2,3,3,3-tetrafluoropropene and 1-chloro-2,3,3,3-tetrafluoropropene, and hydrogen, in the presence of a catalyst, wherein the catalyst is a noble metal catalyst supported on a metal oxide having a Hammett acidity function value (H 0 ) of at least −5.6.
2. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein the noble metal is palladium.
3. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 or 2 , wherein the metal oxide is silicon dioxide, titanium dioxide or zirconium dioxide.
4. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 or 2 , wherein the metal oxide is silicon dioxide.
5. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 or 2 , wherein the noble metal catalyst-supporting metal oxide has a specific surface area of from 10 to 1,000 m 2 /g.
6. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 or 2 , wherein to a catalyst layer packed with the catalyst-supporting metal oxide, the raw material compound and the hydrogen are introduced and reacted in a gas phase.
7. The process for producing 2,3,3,3-tetrafluoropropene according to claim 6 , wherein the raw material compound and the hydrogen are introduced to a gas inlet portion of the catalyst layer, and hydrogen is introduced from at least one position between the-gas inlet portion and a gas outlet portion of the catalyst layer.
8. The process for producing 2,3,3,3-tetrafluoropropene according to claim 6 , wherein the ratio of the hydrogen to the raw material compound to be introduced to the catalyst layer is at most 0.7 as represented by the ratio of the number of moles of the hydrogen to the number of moles of chlorine atoms in the raw material compound (H 2 /Cl).
9. The process for producing 2,3,3,3-tetrafluoropropene according to claim 6 , wherein the linear velocity u of the raw material compound gas represented by the following formula (I) in the catalyst layer is from 1 to 30 cm/sec:
u =( W/ 100)× V/S (I)
(in the formula (I), W is the concentration (mol %) of the raw material compound gas in the entire gas flowing through the catalyst layer, V is the flow rate (cm 3 /sec) of the entire gas flowing through the catalyst layer, and S is the cross-sectional area (cm 2 ) of the catalyst layer to the flow direction of the gas).
10. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 or 2 , wherein the raw material compound is 1,1-dichloro-2,3,3,3tetrafluoropropene, or a mixture of 1,1-dichloro-2,3,3,3-tetrafluoropropene and 1-chloro-2,3,3,3-tetrafluoropropene, wherein based on the total number of moles of the two, the proportion of 1,1-dichloro-2,3,3,3-tetrafluoropropene is at least 50 mol %.
11. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein the noble metal is palladium or a palladium alloy.
12. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein the noble metal comprises palladium, rhodium, platinum, iridium, ruthenium, osmium or gold.
13. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein a metal other than a noble metal is supported on the metal oxide.
14. The process for producing 2,3,3,3-tetrafluoropropene according to claim 13 , wherein the metal other than a noble metal is at least one of iron, cobalt and nickel.
15. The process for producing 2,3,3,3-tetrafluoropropene according to claim 13 , wherein the catalyst is in the form of a layer and the maximum temperature of the layer is 130° C.
16. The process for producing 2,3,3,3-tetrafluoropropene according to claim 6 , wherein the ratio of the hydrogen to the raw material compound to be introduced to the catalyst layer is at most 0.6 as represented by the ratio of the number of moles of the hydrogen to the number of moles of chlorine atoms in the raw material compound (H 2 /Cl).
17. The process for producing 2,3,3,3-tetrafluoropropene according to claim 6 , wherein the ratio of the hydrogen to the raw material compound to be introduced to the catalyst layer is at most 0.5 as represented by the ratio of the number of moles of the hydrogen to the number of moles of chlorine atoms in the raw material compound (H 2 /Cl).
18. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein the noble metal is palladium or a palladium alloy and wherein the metal oxide is silicon dioxide.