# US 2025/0084019 A1 · Process for the preparation of 2,3,3,3-tetrafluoropropene

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- Number: US 2025/0084019 A1
- Document ID: US20250084019A1
- Status: Published application
- Kind: A1
- Application number: 18/953,347
- Filed: 2024-11-20
- Published: 2025-03-13
- Earliest claimed: 2008-05-15
- Assignees: Mexichem Amanco Holdings S.A. De C.V.
- Applicants: Mexichem Amanco Holdings S.A. de C.V.
- Inventors: John W. Smith; Claire McGuinness; Andrew P. Sharratt; Andrew Taylor
- Web page: https://patentgrep.com/patent/US20250084019A1

## CPC

- C07C 17/25: by splitting-off hydrogen halides from halogenated hydrocarbons
- C07C 17/354: by hydrogenation
- C07C 21/18: containing fluorine
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The invention provides a process for the preparation of 1234yf comprising (a) contacting 1,1,2,3,3,3-hexafluoropropene (1216) with hydrogen in the presence of a hydrogenation catalyst to produce 1,1,2,3,3,3-hexafluoropropane (236ea); (b) dehydrofluorinating 236ea to produce 1,2,3,3,3-pentafluoropropene (1225ye); (c) contacting 1225ye with hydrogen in the presence of a hydrogenation catalyst to produce 1,2,3,3,3-pentafluoropropane (245eb); and (d) dehydrofluorinating 245eb to produce 1234yf.

## Claims

### Claim at position 1

1-20. (canceled)

### Claim 21

A process for the preparation of 1,2,3,3,3-pentafluoropropene (1225ye), the process comprising:
(a) contacting 1,1,2,3,3,3-hexafluoropropene (1216) with hydrogen in the presence of a hydrogenation catalyst to produce 1,1,2,3,3,3-hexafluoropropane (236ea); and
(b) dehydrofluorinating 236ea to produce 1,2,3,3,3-pentafluoropropene (1225ye);
wherein step (a) is carried out with a diluent gas stream that comprises a molar excess of about 42% to 380% of feedstock 1216.

### Claim 22 (depends on 21)

The process according to claim 21, wherein the product from step (b) is further subjected to a distillation step.

### Claim 23 (depends on 21)

The process according to claim 21, wherein step (b) is carried out in the vapor phase.

### Claim 24 (depends on 21)

The process according to claim 21, wherein step (b) is carried out in the presence of HF.

### Claim 25 (depends on 24)

The process according to claim 24, wherein the molar ratio of HF:organics is from about 0.01 to about 50:1.

### Claim 26 (depends on 21)

The process according to claim 21, wherein step (b) is carried out in a reactor so that HF is being removed from the reactor as the HF is being produced.

### Claim 27 (depends on 21)

The process according to claim 21, wherein step (a) is carried out in the vapor phase at a temperature of from about 0 to about 250° C.

### Claim 28 (depends on 21)

The process according to claim 21, wherein the hydrogenation catalyst in step (a) comprises a supported or unsupported transition metal selected from Ni, Pd, Pt, Re, Rh, Ru, and mixtures thereof, and is used in an amount of from about 0.01 to about 30% by weight based on the total weight of the components that make up step (a).

### Claim 29 (depends on 28)

The process according to claim 28, wherein the hydrogenation catalyst is supported on alumina; titania; silica; zirconia; fluorides of alumina, titania, silica, or zirconia; calcium fluoride; carbon; and/or barium sulfate.

### Claim 30 (depends on 21)

The process according to claim 21, wherein step (b) is carried out at a temperature of from about 0 to about 400° C. and a presence of from about 0.01 to about 25 bara.

### Claim 31 (depends on 21)

The process according to claim 21, wherein step (b) is carried out in the presence of a catalyst comprising activated carbon, a main group metal, and/or a transition metal.

### Claim 32 (depends on 21)

The process according to claim 21, wherein step (b) is carried out in the presence of a catalyst based on chromia.

### Claim 33 (depends on 21)

The process according to claim 21, wherein step (a) is performed in the presence of a diluent gas stream.

### Claim 34 (depends on 33)

The process according to claim 33, wherein the diluent gas stream comprises one or more gases selected from the group consisting of nitrogen, 1,1,1,2-tetrafluoroethane (134a), excess HFP, excess 1225ye, excess 236a, and mixtures thereof.

### Claim 35 (depends on 21)

The process according to claim 21, wherein the product of step (b) is subjected to an HF removal step and a drying step.

### Claim 36 (depends on 21)

The process according to claim 21, wherein the HF removal step comprises scrubbing with water and/or aqueous base.

### Claim 37

A process for the preparation of 1,2,3,3,3-pentafluoropropene (1225ye), the process comprising:
(a) contacting 1,1,2,3,3,3-hexafluoropropene (1216) with hydrogen in the presence of a hydrogenation catalyst to produce 1,1,2,3,3,3-hexafluoropropane (236a); and
(b) dehydrofluorinating 236a to produce 1,2,3,3,3-pentafluoropropene (1225ye);
wherein a product from step (a) and/or (b) is subjected to a purification step;
wherein step (b) is carried out in the presence of a base selected from sodium hydroxide and potassium hydroxide; and
wherein step (b) is carried out in the presence of water as a solvent.

### Claim 38 (depends on 37)

The process according to claim 37, wherein the purification for step (a) comprises a distillation and/or condensation step.

### Claim 39 (depends on 37)

The process according to claim 37, wherein the hydrogenation catalyst in step (a) comprises a supported or unsupported transition metal selected from Ni, Pd, Pt, Re, Rh, Ru, and mixtures thereof, and is used in an amount of from about 0.01 to about 30% by weight based on the total weight of the components that make up step (a).

### Claim 40

A process for the preparation of 1,2,3,3,3-pentafluoropropene (1225ye), the process comprising:
(a) contacting 1,1,2,3,3,3-hexafluoropropene (1216) with hydrogen in the presence of a hydrogenation catalyst to produce 1,1,2,3,3,3-hexafluoropropane (236a); and
(b) dehydrofluorinating 236a to produce 1,2,3,3,3-pentafluoropropene (1225ye);
wherein step (a) is carried out at a temperature of from about 0 to about 250° C.;
wherein a product from step (a) and/or (b) is subjected to one or more purification steps;
wherein the one or more purification steps for step (b) comprises scrubbing with water or aqueous base, and a drying step;
wherein the purification step for step (a) comprises a distillation step; and
wherein steps (a) and (b) are carried out in the vapor phase.
