Method for producing asymmetric conjugated diyne compound and method for producing Z,Z-conjugated diene compound using the same
US-9845304-B2 · Dec 19, 2017 · US
US9315432B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9315432-B2 |
| Application number | US-201414486143-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 15, 2014 |
| Priority date | Mar 14, 2012 |
| Publication date | Apr 19, 2016 |
| Grant date | Apr 19, 2016 |
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To provide an economically advantageous process for producing HFO-1234yf useful as a new refrigerant in sufficiently high yield by one reaction involving thermal decomposition. A process for producing HFO-1234yf and VdF from raw material containing R22, R40 and TFE, by a synthetic reaction involving thermal decomposition, which comprises (a) a step of supplying the R22, the R40 and the TFE to a reactor, as preliminarily mixed or separately, (b) a step of supplying a heat medium to the reactor, and (c) a step of bringing the heat medium in contact with the R22, the R40 and the TFE in the reactor to form the HFO-1234yf and the VdF.
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What is claimed is: 1. A process for producing 2,3,3,3-tetrafluoropropene and 1,1-difluoroethylene from chlorodifluoromethane, chloromethane and tetrafluoroethylene, the process comprising: (a) supplying chlorodifluoromethane, chloromethane and tetrafluoroethylene to a reactor, as preliminarily mixed or separately, (b) supplying a heat medium to the reactor, and (c) contacting the heat medium with chlorodifluoromethane, chloromethane and tetrafluoroethylene in the reactor to form a reaction product comprising 2,3,3,3-tetrafluoropropene and 1,1-difluoroethylene. 2. The process according to claim 1 , wherein a molar ratio of tetrafluoroethylene to chlorodifluoromethane supplied to the reactor ranges from 0.01 to 100. 3. The process according to claim 1 , wherein a molar ratio of chloromethane to chlorodifluoromethane and tetrafluoroethylene in total supplied to the reactor ranges from 0.1 to 10. 4. The process according to claim 1 , wherein chloromethane is supplied to the reactor at a temperature of from 0 to 1,200° C. 5. The process according to claim 1 , wherein chlorodifluoromethane is supplied to the reactor at a temperature of from 0 to 600° C. 6. The process according to claim 1 , wherein tetrafluoroethylene is supplied to the reactor at a temperature of from 0 to 1,200° C. 7. The process according to claim 1 , wherein a temperature in the reactor in said contacting (c) is adjusted to be from 400 to 1,200° C. 8. The process according to claim 1 , wherein the heat medium is supplied to the reactor at a temperature of from 100 to 1,200° C. 9. The process according to claim 1 , wherein the heat medium is at least one selected from the group consisting of steam, nitrogen and carbon dioxide. 10. The process according to claim 1 , wherein the heat medium is supplied at an amount of from 20 to 98 vol % in an entire gas supplied to the reactor. 11. The process according to claim 1 , wherein gas supplied to the reactor has a contact time in the reactor of from 0.01 to 10 seconds. 12. The process according to claim 1 , wherein a pressure in the reactor is from 0 to 2 MPa by gauge pressure. 13. The process according to claim 1 , wherein at least one selected from the group consisting of chlorotrifluoroethylene, trifluoroethylene, hexafluoropropene and octafluorocyclobutane, is further supplied to the reactor. 14. The process according to claim 1 , wherein the reaction product further comprises chlorotrifluoroethylene, and a molar ratio of 2,3,3,3-tetrafluoropropene to chlorotrifluoroethylene in the reaction product is ≧9.0. 15. The process according to claim 1 , further comprising: (d) after said contacting (c), withdrawing from the reactor a reaction mixture comprising 2,3,3,3-tetrafluoropropene and 1,1-difluoroethylene formed in the reactor, wherein said supplying (a), said supplying (b), and said withdrawing (d) are continuously carried out.
by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title
of only halogenated hydrocarbons · CPC title
containing fluorine · CPC title
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