# US 2019/0375698 A1 · Compositions based on 1,1,3,3-tetrachloropropene

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2019/0375698 A1
- Document ID: US20190375698A1
- Status: Published application
- Kind: A1
- Application number: 16/545,294
- Filed: 2019-08-20
- Published: 2019-12-12
- Earliest claimed: 2015-05-22
- Assignees: Arkema France
- Applicants: Arkema France
- Inventors: Anne PIGAMO; Bertrand COLLIER
- Web page: https://patentgrep.com/patent/US20190375698A1

## CPC

- C07C 17/206: {the other compound being HX}
- C07C 17/093: by replacement by halogens
- C07C 17/25: by splitting-off hydrogen halides from halogenated hydrocarbons
- C07C 17/266: of hydrocarbons and halogenated hydrocarbons
- C07C 17/269: of only halogenated hydrocarbons
- C07C 17/383: by distillation
- C09K 5/044: {comprising halogenated compounds}
- C09K 5/045: {containing only fluorine as halogen}
- C09K 2205/126: Unsaturated fluorinated hydrocarbons
- C09K 2205/24: Only one single fluoro component present
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

Compositions based on F-1230za (1,1,3,3-tetrachloropropene), or on a mixture consisting of F-1230za and F-1230zd (1,3,3,3-tetrachloropropene), the manufacture thereof, and also the use thereof in particular for the production of F-1233zdE (trans-1-chloro-3,3,3-trifluoropropene), F-1234zeE (trans-1,3,3,3-tetrafluoropropene), and/or F-245fa (1,1,1,3,3-pentafluoropropane). A process for manufacturing the composition, the process including the following steps: reaction of carbon tetrachloride with ethylene to produce 1,1,1,3-tetrachloropropane (F-250fb); chlorination of F-250fb to obtain 1,1,1,3,3-pentachloropropane (F-240fa); dehydrochlorination of F-240fa to obtain 1,1,3,3-tetrachloropropene (F-1230za); one or more steps for separating out the F-1230za.

## Claims

### Claim 1

A composition comprising at least 99.5% by weight of 1,1,3,3-tetrachloropropene (F-1230za), or a mixture of 1,1,3,3-tetrachloropropene and of 1,3,3,3-tetrachloropropene (F-1230zd), and at least one additional compound chosen from a list of compounds consisting of pentachloropropanes, tetrachloropropenes other than F-1230za and F-1230zd, chlorobutenes, chlorobutanes and oxygenated compounds, said compound and/or the total amount of said compounds being present in the composition in a content of less than or equal to 0.5% by weight.

### Claim 2 (depends on 1)

The composition as claimed in claim 1, in which said additional compound represents a content of less than or equal to 1000 ppm; or less than or equal to 500 ppm; or less than or equal to 450 ppm; or less than or equal to 400 ppm; or less than or equal to 350 ppm; or less than or equal to 300 ppm; or less than or equal to 250 ppm; or less than or equal to 200 ppm; or less than or equal to 150 ppm; or less than or equal to 100 ppm; or less than or equal to 75 ppm; or less than or equal to 50 ppm; or less than or equal to 25 ppm; or less than or equal to 10 ppm; or less than or equal to 5 ppm, in the composition.

### Claim 3 (depends on 2)

The composition as claimed in claim 2, in which said additional compound is or are chosen from 1,1,1,3,3-pentachloropropane (F-240fa), 1,1,1,2,3-pentachloropropane (F-240db) and 1,1,2,3-tetrachloropropene (F-1230xa).

### Claim 4 (depends on 1)

A process for manufacturing the composition as claimed in claim 1, comprising the following steps:
reaction of carbon tetrachloride with vinyl chloride to produce 1,1,1,3,3-pentachloropropane (F-240fa);
dehydrochlorination of F-240fa to obtain 1,1,3,3-tetrachloropropene (F-1230za);
one or more steps for separating out the F-1230za.

### Claim 5 (depends on 1)

A process for manufacturing the composition as claimed in claim 1, comprising the following steps:
reaction of carbon tetrachloride with ethylene to produce 1,1,1,3-tetrachloropropane (F-250fb);
chlorination of F-250fb to obtain 1,1,1,3,3-pentachloropropane (F-240fa);
dehydrochlorination of F-240fa to obtain 1,1,3,3-tetrachloropropene (F-1230za);
one or more steps for separating out the F-1230za.

### Claim 6 (depends on 4)

The process as claimed in claim 4, in which the separation is performed by distillation or extraction, and/or by physicochemical separation on molecular sieves, alumina or active charcoal, and/or by membrane separation, optionally in the gas phase.

### Claim 7 (depends on 6)

The process as claimed in claim 6, in which a first separation step is performed via one or more distillations and a second separation step is performed by adsorption on molecular sieves, on active charcoal or on a mixture thereof.

### Claim 8 (depends on 6)

The process as claimed in claim 6, in which the separation step is performed by adsorption on zeolite, of the type such as 4A, 5A, 10× or 13× molecular sieves, and optionally followed by gas-phase membrane separation.

### Claim 9 (depends on 6)

The process as claimed in claim 6, in which the step of separation by adsorption is performed at a temperature of between 0 and 120° C. and preferably between 20 and 80° C.

### Claim 10 (depends on 1)

The use of the composition as claimed in claim 1 in the manufacture of 1-chloro-3,3,3-trifluoropropene (F-1233zd), 1,3,3,3-tetrafluoropropene (F-1234ze) or 1,1,1,3,3-pentafluoropropane (F-245fa).

### Claim 11 (depends on 1)

A process for manufacturing 1-chloro-3,3,3-trifluoropropene (F-1233zd), and/or 1,3,3,3-tetrafluoropropene (F-1234ze) and/or 1,1,1,3,3-pentafluoropropane (F-245fa), by fluorination performed in the liquid phase and in the absence of catalyst, comprising the steps:
of introducing into a fluorination reactor a stream comprising the composition as in claim 1.

### Claim 12 (depends on 11)

The process as claimed in claim 11 for forming trans-1-chloro-3,3,3-trifluoropropene (F-1233zdE) or trans-1,3,3,3-tetrafluoropropene (F-1234zeE).

### Claim 13 (depends on 11)

The process as claimed in claim 11, followed by one or more steps for separating 1-chloro-3,3,3-trifluoropropene (F-1233zd), and/or 1,3,3,3-tetrafluoropropene (F-1234ze) and/or 1,1,1,3,3-pentafluoropropane (F-245fa) from the stream of products.
