Method for producing and purifying 2,3,3,3-tetrafluoro-1-propene

Patent metadata

Field	Value
Publication number	US-11299446-B2
Application number	US-202017121894-A
Country	US
Kind code	B2
Filing date	Dec 15, 2020
Priority date	Dec 23, 2015
Publication date	Apr 12, 2022
Grant date	Apr 12, 2022

Abstract

The invention relates to a method for producing and purifying 2,3,3,3-tetrafluoro-1-propene using a first composition comprising 2,3,3,3-tetrafluoro-1-propene, 3,3,3-trifluoropropene (1243zf), and trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), said method comprising the steps of: (a) bringing said first composition into contact with at least one organic extraction agent in order to form a second composition; (b) extractive distilaation of said second composition in order to form (i) a third composition comprising said organic extraction agent, 3,3,3-trifluoropropene (1243zf), and trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), and (ii) a stream comprising the 2,3,3,3-tetrafluoro-1-propene; and (c) recovery and separation of said third composition in order to form a stream comprising said organic extraction agent and a stream comprising 3,3,3-trifluoropropene (1243zf) and trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E).

First claim

The invention claimed is:

1. A composition comprising 2,3,3,3-tetrafluoropropene, 3,3,3-trifluoropropene (1243zf), trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E) and an organic extracting agent having:
a separation factor S 1,2 of greater than or equal to 1.40, said separation factor being calculated by the formula S 1,2 =(γ 1,S *P1)/(γ 2,S *P2) wherein γ 1,S represents the activity coefficient of 2,3,3,3-tetrafluoropropene in said organic extracting agent at infinite dilution, P1 represents the saturating vapor pressure of 2,3,3,3-tetrafluoropropene, γ 2,S represents the activity coefficient of 3,3,3-trifluoropropene (1243zf) in said organic extracting agent at infinite dilution, P2 represents the saturating vapor pressure of 3,3,3-trifluoropropene (1243zf),
a separation factor S 1,2 of greater than or equal to 1.40, said separation factor being calculated by the formula S 1,2 =(γ 1,S *P1)/(γ 2,S *P2) in which γ 1,S represents the activity coefficient of 2,3,3,3-tetrafluoropropene in said organic extracting agent at infinite dilution, P1 represents the saturating vapor pressure of 2,3,3,3-tetrafluoropropene, γ 2,S z represents the activity coefficient of trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E) in said organic extracting agent at infinite dilution, P2 represents the saturating vapor pressure of trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E), and
an absorption capacity C2,S of greater than or equal to 0.60, said absorption capacity being calculated by the formula C2,S=1/(g2,S) in which g2,S represents the activity coefficient of 3,3,3-trifluoropropene (1243zf) in said organic extracting agent at infinite dilution; and an absorption capacity C2,S of greater than or equal to 0.60, said absorption capacity being calculated by the formula C2,S=1/(g2,S) in which g2,S represents the activity coefficient of trans-1,3,3,3-tetrafluoro-1-propene (1234ze-E) in said organic extracting agent at infinite dilution, and
wherein the composition comprises at least one of the compounds chosen from the group consisting of chloromethane (40), 1,1-difluoroethane (152a), chloropentafluoroethane (115), 1,1,1,2-tetrafluoroethane (134a) and trans-1,2,3,3,3-pentafluoropropene (1225ye-E).

2. The composition as claimed in claim 1 , wherein the organic extracting agent is selected from the group consisting of acetaldehyde, methyl formate, 2-methoxy-1-propene, 1,2-epoxypropane, ethoxyethene, dimethoxymethane, 1-chloro-1,2,2-trifluoropropane, 3-chloro-1,1,1-trifluoropropane, ethanedial, 2-chloro-1,1,1,3-tetrafluoropropane, propanone, methyl acetate, 4-methoxy-2-methyl-2-butanethiol, difluorodiethylsilane, isobutanal, isopropyl formate, methylglyoxal, 2,3-dichloro-1,1,1-trifluoropropane, ethyl acetate, butanone, n-propyl formate, 1,3-dichloro-1,1,2-trifluoropropane, 1,1-dichloro-2,2,3-trifluoropropane, 1,2-dimethoxyethane, 1,3-dichloro-1,2,2-trifluoropropane, isopropyl acetate, diethyl sulfide, 1,3-dichloro-1,2,3-trifluoropropane, 2-methylbutanal, 2-allyloxyethanol, ethyl propionate, 1,2-dimethoxypropane, dioxane, 3-pentanone, 2-pentanone, trimethoxymethane, 1,3-dioxane, 3,3-dimethyl-2-butanone, pyridine, n-methylmorpholine, 4-methyl-2-pentanone, butyronitrile, 1-methoxy2-propanol, diethyl carbonate, n-butyl acetate, 2-hexanone, 5-hexen-2-one, 2-methoxyl-propanol, 1-ethoxy-2-propanol, hexanal, 2-(dimethylamino)ethanol, 2-methylpyrazine, 2-ethoxy-1-propanol, 1-methylpiperazine, n-ethylmorpholine, valeronitrile, 4-methyl-2-hexanone, 1-methoxy-2-acetoxypropane, 2,6-dimethylmorpholine, methyl hexanoate, 2-propoxyethanol and 1-propoxy-2-propanol.

3. The composition as claimed in claim 1 , wherein said organic extracting agent is selected from the group consisting of 2-methoxy-1-propene, 1,2-epoxypropane, ethoxyethene, dimethoxymethane, methyl acetate, isobutanal, isopropyl formate, ethyl acetate, butanone, n-propyl formate, 1,2-dimethoxyethane, isopropyl acetate, 2-methylbutanal, ethyl propionate, 1,2-dimethoxypropane, dioxane, 3-pentanone, 2-pentanone, trimethoxymethane, 1,3-dioxane, 3,3-dimethyl-2-butanone, 4-methyl-2-pentanone, diethyl carbonate, n-butylacetate, 2-hexanone, 5-hexen-2-one, 1-ethoxy-2-propanol, hexanal, 2-(dimethylamino)ethanol, 2-methylpyrazine, 1-methylpiperazine, valeronitrile, 4-methyl-2-hexanone, 1-methoxy-2-acetoxypropane, 2,6-dimethylmorpholine, methylhexanoate and 1-propoxy-2-propanol.

Assignees

• Arkema France

Inventors

• Baba-Ahmed Abdelatif
• Collier Bertrand
• Deur-Bert Dominique
• Wendlinger Laurent

Classifications

• C09K2205/126

  Unsaturated fluorinated hydrocarbons · CPC title

• C07C19/08

  containing fluorine · CPC title

• C07C17/383

  by distillation · CPC title

• C07C17/386 Primary

  with auxiliary compounds · CPC title

• C07C19/03

  Chloromethanes · CPC title