Process for producing 2,3,3,3-tetrafluoropropene
View Patent ↗The present invention discloses a manufacturing process to produce high purity 1234yf from 245eb, which preferably includes the removal of impurities present in 245eb raw material, the dehydrofluorination of 245eb, and the removal of impurities present in final crude product. The disclosed manufacturing process allows the production of a 1234yf product with lower the levels of 1225ye and/or trifluoropropene, preferably in amounts of less than about 500, and 50 ppm, respectively.
1. A method for producing 2,3,3,3-tetrafluoropropene (1234yf) comprising:
(a) providing a raw stream comprising 1,1,1,2,3-pentafluoropropane (245eb) and greater than about 2% by weight of each of 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb in the raw stream,
(b) treating said raw stream to form a reactor feed stream such that the reactor feed stream contains not more than about 2% by weight of the compounds 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s) wherein said treating comprises photochlorination; and
(c) dehydrohalogenating said treated reactor feed stream to form 2,3,3,3-tetrafluoropropene (1234yf).
2. The method of claim 1 wherein said treating step comprises treating said raw stream such that it contains not more than about 0.5% by weight of at least one of the compounds 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s).
3. The method of claim 1 wherein said method produces a 1234yf product comprising not more than about 500 part per million (ppm) of 1,2,3,3,3-pentafluoropropene and not more than about 50 ppm of trifluoropropyne.
4. The method of claim 1 wherein said treating step comprises treating said reactor feed stream such that it contains not more than about 1% by weight of either 1,1,1,2,3,3-hexafluoropropane (236ea) or 1,2,3,3,3,-penatfluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s).
5. A method for producing 2,3,3,3-tetrafluoropropene (1234yf) comprising:
(a) providing a raw feed stock comprising a majority of 1,1,1,2,3-pentafluoropropane (245eb) and greater than about 2% by weight of 1,2,3,3,3-pentafluoropropene, and 1,1,1,2,3,3-hexafluoropropane;
(b) treating said raw feed stock to produce a high purity feed stock, wherein said treating comprises photochlorination and wherein said high purity feed stock comprises not more than about 2% by weight of compound 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb;
(c) subjecting said high purify feed stock to conditions effective to dehydro fluorinate at least a portion of said 1,1,1,2,3-pentafluoropropane to produce a reaction product comprising more 2,3,3,3-tetrafluoropropene compared to the amount of said 2,3,3,3-tetrafluoropropene in said high purity feed stock; and
(d) processing said reaction product to produce a final product comprising a majority of 2,3,3,3-tetrafluoropropene, and not greater than about 500 part per million (ppm) of 1,2,3,3,3-pentafluoropropene.
6. The method of claim 5 wherein said photochlorination comprises reacting at least a portion of said raw feed stock with Cl 2 in presence of ultraviolet light to yield 2,3-dichloro-1,1,1,2,3-pentafluoropropane.
7. The method of claim 5 wherein said high purity feed stream comprises at least about 99.9 weight percent 1,1,1,2,3-pentafluoropropane.
8. The method of claim 5 wherein said final product comprises from 0 to about 200 part per million of 1,2,3,3,3-pentafluoropropene.
9. The method of claim 5 wherein said final product comprises from 0 to about 100 part per million of 1,2,3,3,3-pentafluoropropene.
10. A method for producing 2,3,3,3-tetrafluoropropene (1234yf) comprising:
(a) dehydrohalogenating 1,1,1,2,3,3-hexafluoropropane (236ea) to form a first composition comprising 1,2,3,3,3-pentafluoropropene (1225ye) and 1,1,1,2,3,3-hexafluoropropane (236ea);
(b) hydrogenating said first composition to form a second composition comprising 1,1,1,2,3-pentafluoropropane (245eb) and greater than about 2% by weight of 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye),
(c) treating said second composition to form a third composition having not more than about 2% by weight of 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s) wherein said treating comprises photochlorination; and
(d) dehydrohalogenating said third composition to form a product composition comprising 2,3,3,3-tetrafluoropropene (1234yf).
11. The method of claim 10 wherein said treating step comprises treating said second composition such that the third composition contains not more than about 1% by weight of 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3,-penatfluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s).
12. The method of claim 10 wherein said treating step comprises treating said second composition such that the third composition contains not more than about 0.5% by weight of compound 1,1,1,2,3,3-hexafluoropropane (236ea) and 1,2,3,3,3-pentafluoropropene (1225ye), based on the total weight of 245eb in the reactor feed stream(s).
13. The method of claim 10 wherein said photochlorination comprises reacting at least a portion of said second composition with Cl 2 in presence of ultraviolet light to yield 2,3-dichloro-1,1,1,2,3-pentafluoropropane.
14. The method of claim 10 wherein said third composition comprises at least about 99.9 weight percent 1,1,1,2,3-pentafluoropropane.
15. The method of claim 10 further comprising processing said product composition to produce a final product comprising a majority of 2,3,3,3-tetrafluoropropene, and not greater than about 500 part per million (ppm) of 1,2,3,3,3-pentafluoropropene.
16. The method of claim 15 wherein said final product comprises from 0 to about 200 part per million of 1,2,3,3,3-pentafluoropropene.
17. The method of claim 15 wherein said final product comprises from 0 to about 100 part per million of 1,2,3,3,3-pentafluoropropene.