Method for producing fluorine-containing olefin
US-9487459-B2 · Nov 8, 2016 · US
US9422211B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9422211-B2 |
| Application number | US-201314408339-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 7, 2013 |
| Priority date | Aug 8, 2012 |
| Publication date | Aug 23, 2016 |
| Grant date | Aug 23, 2016 |
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The present invention provides a process for producing 2,3,3,3-tetrafluoropropene, comprising the steps of producing 2-chloro-3,3,3-trifluoropropene by reacting anhydrous hydrogen fluoride with a specific chlorine-containing compound in a gas phase in the presence of a fluorination catalyst while heating; and producing 2,3,3,3-tetrafluoropropene by reacting 2-chloro-3,3,3-trifluoropropene with anhydrous hydrogen fluoride in a gas phase in the presence of a fluorination catalyst while heating, the step of producing 2-chloro-3,3,3-trifluoropropene being performed after the step of producing 2,3,3,3-tetrafluoropropene. According to the process, 2,3,3,3-tetrafluoropropene can be produced with reduced energy and equipment costs in an economically advantageous manner.
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The invention claimed is: 1. A process for producing 2,3,3,3-tetrafluoropropene, comprising the steps of: producing 2-chloro-3,3,3-trifluoropropene by reacting anhydrous hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of 1,1,1,2,3-pentachloropropane, 2,3-dichloro-1,1,1-trifluoropropane, and 1,1,2,3-tetrachloropropene in a gas phase in the presence of a fluorination catalyst while heating to produce products comprising 2-chloro-3,3,3-trifluoropropene; and producing 2,3,3,3-tetrafluoropropene by reacting 2-chloro-3,3,3-trifluoropropene with anhydrous hydrogen fluoride in a gas phase in the presence of a fluorination catalyst while heating to produce products comprising 2,3,3,3-tetrafluoropropene, the step of producing 2,3,3,3-tetrafluoropropene is performed upstream of the step of producing 2-chloro-3,3,3-trifluoropropene, and wherein 2,3,3,3-tetrafluoropropene can be continuously produced by circulating 2-chloro-3,3,3-trifluoropropene obtained in the trifluoropropene-producing step to the step of producing 2,3,3,3-tetrafluoropropene. 2. The process for producing 2,3,3,3-tetrafluoropropene according to claim 1 , wherein the reaction temperature in the step of producing 2,3,3,3-tetrafluoropropene is higher than the reaction temperature in the step of producing 2-chloro-3,3,3-trifluoropropene. 3. The process for producing 2,3,3,3-tetrafluoropropene according to claim 2 , wherein the reaction temperature in the step of producing 2,3,3,3-tetrafluoropropene is 300 to 450° C., and the reaction temperature in the step of producing 2-chloro-3,3,3-trifluoropropene is 200 to 380° C. 4. The process for producing 2,3,3,3-tetrafluoropropene according to claim 2 , further comprising the step of reheating the products of the step of producing 2-chloro-3,3,3-trifluoropropene. 5. The process for producing 2,3,3,3-tetrafluoropropene according to claim 4 , wherein the step of reheating the products of the step of producing 2-chloro-3,3,3-trifluoropropene comprises elevating the temperature of a portion of the outlet side of a reactor used in the step of producing 2-chloro-3,3,3-trifluoropropene to a temperature higher than that of the other portions of the reactor. 6. The process according to claim 4 , wherein the step of reheating the products of the step of producing 2-chloro-3,3,3-trifluoropropene comprises heating the products using a reactor for reheating disposed downstream of the reactor used in the step of producing 2-chloro-3,3,3-trifluoropropene. 7. The process according to claim 1 , wherein the fluorination catalyst used in the step of producing 2,3,3,3-tetrafluoropropene comprises at least one member selected from the group consisting of chromium oxides, fluorinated chromium oxides, aluminum oxides, and fluorinated aluminum oxides. 8. The process according to claim 1 , wherein each of the fluorination catalyst used in the step of producing 2-chloro-3,3,3-trifluoropropene and the fluorination catalyst used in the step of producing 2,3,3,3-tetrafluoropropene is a chromium oxide represented by the composition formula: CrOm (1.5<m<3) or a fluorinated chromium oxide obtained by fluorinating the chromium oxide. 9. The process according to claim 4 , further comprising the steps of: separating 2,3,3,3-tetrafluoropropene from the products of the step of producing 2-chloro-3,3,3-trifluoropropene or from the products of the step of reheating the products of the step of producing 2-chloro-3,3,3-trifluoropropene; and circulating a fraction containing 2-chloro-3,3,3-trifluoropropene to the step of producing 2,3,3,3-tetrafluoropropene as a starting material. 10. The process according to claim 9 , wherein the separation of 2,3,3,3-tetrafluoropropene from the products of the step of producing 2-chloro-3,3,3-trifluoropropene or from the products of the step of reheating the products of the step of producing 2-chloro-3,3,3-trifluoropropene is performed by distillation.
Recycling of unreacted starting or intermediate materials · CPC title
by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title
of halogen atoms by other halogen atoms · CPC title
the other compound being HX · CPC title
containing fluorine · CPC title
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