Process for producing 2,3,3,3-tetrafluoropropene
View Patent ↗The instant invention relates to a process and method for manufacturing 2,3,3,3-tetrafluoropropene by dehydrohalogenating a reactant stream of 2-chloro-1,1,1,2-tetrafluoropropane that is substantially free from impurities, particularly halogenated propanes, propenes, and propynes.
1. A process for making a 2,3,3,3-tetrafluoropropene product having greater than 99.5 weight percent purity and containing less than about 500 parts per million of any saturated and unsaturated impurity comprising:
providing a distillation inseparable feed stream of 2-chloro-1,1,1,2-tetrafluoropropane and at least one impurity in an amount greater than about 500 parts per million;
treating the feed stream until it is substantially free from the at least one impurity; and
dehydrohalogenating the feed stream to produce 2,3,3,3-tetrafluoropropene.
2. The process of claim 1 wherein the treated feed stream contains less than 5% total weight of impurities, based on a total weight of 2-chloro-1,1,1,2-tetrafluoropropane in the feed stream.
3. The process of claim 1 wherein the treated feed stream contains less than 3% total weight of impurities, based on a total weight of 2-chloro-1,1,1,2-tetrafluoropropane in the feed stream.
4. The process of claim 1 wherein the treated feed stream contains less than 1% total weight of impurities, based on a total weight of 2-chloro-1,1,1,2-tetrafluoropropane in the feed stream.
5. The process of claim 1 wherein the treated feed stream contains less than 0.5% total weight of impurities, based on a total weight of 2-chloro-1,1,1,2-tetrafluoropropane in the feed stream.
6. The process of claim 1 wherein the impurity includes one or more compounds of formula I:
wherein a is 1, 2, or 3, and b is 0, 1, or 2, and wherein each individual X, Y, and Z are independently Cl, I, Br, F, or H, subject to the proviso that Formula I does not include 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene.
7. The process of claim 1 wherein the impurities include one or more compounds selected from the group consisting of halogenated propanes, halogenated propenes, and halogenated propynes.
8. The process of claim 7 wherein the impurities are selected from the group consisting of 1,1,1,2,2-pentafluoropropane (HFC-245cb), 1,1,1,2-tetrafluoropropane (HFC-254eb), 1,1,1,3-tetrafluoropropane (HFC-254fb), 3,3,3-trifluoropropene (HFO-1243zf), 2,3-dichloro-3,3-difluoropropene (HCFO-1232x0,2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), 1,2-dichloro-3,3,3-trifluoropropene (HCFO-1223xd), chlorotetrafluoropropenes (HCFO-1224 isomers), 1,2,3,3,3-pentafluoropropene (HFO-1225ye (cis and trans isomers)), 1,3,3,3-tetrafluoropropene (HFO-1234ze (cis and trans isomers)), and 3,3,3-trifluoropropyne and combinations thereof.
9. The process of claim 8 wherein the impurities are provided in the feed stream in the following amounts: from 0 to about 400 part per million (ppm) of 3,3,3-trifluoropropene (HFO-1243zf), from 0 to about 200 ppm of 2,3-dichloro-3,3-difluoropropene (HCFO-1232xf), from 0 to about 200 ppm of 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), from 0 to about 200 ppm 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), from 0 to about 200 ppm 1,2-dichloro-3,3,3-trifluoropropene (HCFO-1223xd), from 0 to about 200 ppm chlorotetrafluoropropenes (HCFO-1224 isomers), from 0 to about 200 ppm 1,2,3,3,3-pentafluoropropene (HFO-1225ye (cis and trans isomers)), from 0 to about 200 ppm 1,3,3,3-tetrafluoropropene (HFO-1234ze (cis and trans isomers)), from 0 to about 200 ppm 1,1,1,2,2-pentafluoropropane (HFC-245cb), from 0 to about 200 ppm 1,1,1,2-tetrafluoropropane (HFC-254eb), from 0 to about 200 ppm 1,1,1,3-tetrafluoropropane (HFC-254fb), and from 0 to about 200 ppm of 3,3,3-trifluoropropyne.
10. The process of claim 1 wherein the treating step comprises subjecting the feed stream to a photochlorination reaction.
11. The process of claim 1 wherein the treating step comprises subjecting the feed stream to a hydrogenation reaction.