HFO-1234ZE, HFO-1225ZC and HFO-1234YF containing compositions and processes for producing and using the compositions
US-11718775-B2 · Aug 8, 2023 · US
High purity HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) and methods for producing same
US12116332B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12116332-B2 |
| Application number | US-202218071610-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 29, 2022 |
| Priority date | Dec 3, 2021 |
| Publication date | Oct 15, 2024 |
| Grant date | Oct 15, 2024 |
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Abstract
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The present disclosure provides high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze). More specifically, the present disclosure provides E-1,3,3,3-tetrafluoropropene (HFO-234ze) in at least 99.99% purity, containing less than 3 ppm 1,1,3,3,3-pentafluoropropene (HFO-1225zc). The present disclosure further provides a method of making high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze).
First claim
Opening claim text (preview).
The invention claimed is: 1. A method of making HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze), the method comprising: (a) purifying a stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa); (b) dehydrofluorinating the purified stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa) to thereby produce a result comprising HFO-Z-1,3,3,3-tetrafluoropropene (cis-HFO-1234ze), HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze), and hydrogen fluoride; (c) isomerizing at least a portion of the HFO-Z-1,3,3,3-tetrafluoropropene (cis-HFO-1234ze) into HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze); (d) passing the HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) through a water scrubber, a caustic scrubber and a sulfuric acid drier; (e) passing the HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) through at least one distillation column; and (f) recovering purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) of at least 99.99% purity and including 5 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 2. The method of claim 1 , wherein step (a) further comprises passing a stream of a stream 1,1,1,3,3-pentafluoropropane (HFC-245fa) through one or more distillation columns to produce a purified stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa). 3. The method of claim 1 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1-chloro-1,1,3,3,3-pentafluoropropane (HFC-235fa) in an amount of about 50 ppm or less. 4. The method of claim 1 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 2-chloro-1,1,3,3,3-pentafluoropropane (HFC-235da) in an amount of about 50 ppm or less. 5. The method of claim 1 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1,1,1,3,3,3-hexafluoropropane (HFC-236fa) in an amount of about 50 ppm or less. 6. The method of claim 1 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1,1,2,3,3,3-hexafluoropropane (HFC-236ea) in an amount of 50 ppm or less. 7. The method of claim 1 , wherein the purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) is at least 99.999% pure and includes 3 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 8. The method of claim 1 , wherein the purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) is at least 99.9995% pure and includes 3 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 9. A method of making HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze), the method comprising: (a) purifying a stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa) by passing through one or more distillation columns to produce a purified stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa) having a content of at least one of 1-chloro-1,1,3,3,3-pentafluoropropane (HFC-235fa), 2-chloro-1,1,3,3,3-pentafluoropropane (HFC-235da), 1,1,1,3,3,3-hexafluoropropane (HFC-236fa), and 1,1,2,3,3,3-hexafluoropropane (HFC-236ea) of about 50 ppm or less; (b) dehydrofluorinating the purified stream of 1,1,1,3,3-pentafluoropropane (HFC-245fa) to thereby produce a result comprising HFO-Z-1,3,3,3-tetrafluoropropene (cis-HFO-1234ze), HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze), and hydrogen fluoride; (c) isomerizing at least a portion of the HFO-Z-1,3,3,3-tetrafluoropropene (cis-HFO-1234ze) into HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze); (d) passing the HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) through at least one distillation column; and (e) recovering purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) including 5 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 10. The method of claim 9 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1-chloro-1,1,3,3,3-pentafluoropropane (HFC-235fa) in an amount of about 50 ppm or less. 11. The method of claim 9 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 2-chloro-1,1,3,3,3-pentafluoropropane (HFC-235da) in an amount of about 50 ppm or less. 12. The method of claim 9 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1,1,1,3,3,3-hexafluoropropane (HFC-236fa) in an amount of about 50 ppm or less. 13. The method of claim 9 , wherein the purified 1,1,1,3,3-pentafluoropropane (HFC-245fa) comprises 1,1,2,3,3,3-hexafluoropropane (HFC-236ea) in an amount of 50 ppm or less. 14. The method of claim 9 , wherein the purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) is at least 99.999% pure and includes 3 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 15. The method of claim 9 , wherein the purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) is at least 99.9995% pure and includes 3 ppm or less 1,1,3,3,3-pentafluoropropene (HFO-1225zc). 16. The method of claim 9 , further comprising the additional step, prior to step (d), of passing the HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) through at least one of a water scrubber, a caustic scrubber and a sulfuric acid drier. 17. The method of claim 9 , wherein the purified HFO-E-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze) is at least 99.999% pure.
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Separation; Purification; Stabilisation; Use of additives · CPC title
by treatment giving rise to a chemical modification of at least one compound · CPC title
by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title
by isomerisation · CPC title
by distillation · CPC title
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- What does patent US12116332B2 cover?
- The present disclosure provides high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze). More specifically, the present disclosure provides E-1,3,3,3-tetrafluoropropene (HFO-234ze) in at least 99.99% purity, containing less than 3 ppm 1,1,3,3,3-pentafluoropropene (HFO-1225zc). The present disclosure further provides a method of making high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze).
- Who is the assignee on this patent?
- Honeywell Int Inc
- What technology area does this patent fall under?
- Primary CPC classification C07C21/18. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Oct 15 2024 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 4 related publications on this page (citations in our corpus or others sharing the same primary CPC).