Method for modifying the fluorine distribution in a hydrocarbon compound

Patent metadata

Field	Value
Publication number	US-12516005-B2
Application number	US-201816618825-A
Country	US
Kind code	B2
Filing date	Jun 5, 2018
Priority date	Jun 6, 2017
Publication date	Jan 6, 2026
Grant date	Jan 6, 2026

Abstract

The present invention relates to a process for modifying the fluorine distribution in a hydrocarbon compound, comprising a step of placing in contact between a hydrocarbon compound and a catalytic composition comprising a chromium-based catalyst, said process being performed in a reactor made of a material comprising a base layer made of a material M1 and an inner layer made of a material M2, said base layer and said inner layer being laid against each other, characterized in that the material M2 comprises at least 80% by weight of nickel on the basis of the total weight of the material M2, advantageously at least 90% by weight, preferably at least 95% by weight, in particular at least 99% by weight of nickel on the basis of the total weight of the material M2.

First claim

The invention claimed is:

1 . A process for modifying the fluorine distribution in a hydrocarbon compound, comprising a step of contacting a gas-phase hydrocarbon compound and a catalytic composition in the presence of a gas-phase fluorinating agent, wherein the catalytic composition comprises a chromium-based catalyst in a reactor, said reactor made of a material comprising a base layer made of a material M1, wherein the material M1 comprises iron and an inner layer made of a material M2, said base layer and said inner layer being laid against each other, wherein the material M2 comprises:
at least 99% by weight of nickel,
from 0.1% to 1% by weight of iron,
from 0.1% to 1% by weight of copper,
from 0.1% to 1% by weight of manganese,
from 0.1% to 1% by weight of silicon, and
from 0.005% to 0.1% by weight of carbon,
all on the basis of the total weight of the material M2.

2 . The process as claimed in claim 1 , wherein the material M1 comprises less than 0.2% of carbon on the basis of the total weight of the material M1.

3 . The process as claimed in claim 1 , wherein the material M2 comprises less than 1% of manganese on the basis of the total weight of the material M2.

4 . The process as claimed in claim 1 , wherein the material M2 comprises less than 1% by weight of titanium and/or less than 1% by weight of niobium on the basis of the total weight of the material M2.

5 . The process as claimed in claim 1 , wherein said hydrocarbon compound is of formula (I) CX(Y) 2 —CX(Y) m —CH m XY, when m=1, in which X and Y independently represent H, F or Cl and with at least one from among X or Y which is Clor F and wherein said hydrocarbon compound is of formula CX(Y) 2 —CX(Y) m ═CH m XY, when m=0, in which X and Y independently represent H, F or Cl and with at least one from among X or Y which is Cl or F.

6 . The process as claimed in claim 5 , wherein the hydrocarbon compound is selected from the group consisting of tetrachloropropene, chlorotrifluoropropene, pentachloropropane, dichlorotrifluoropropane, trichlorodifluoropropane, tetrafluorochloropropane, tetrachlorofluoropropane, dichlorodifluoropropene, trichlorofluoropropene, pentafluoropropane and mixtures thereof.

7 . The process as claimed in claim 1 , wherein the fluorine content of the hydrocarbon compound is increased by reacting said hydrocarbon compound with hydrogen fluoride in the gas phase in the presence of said catalytic composition, the hydrocarbon compound being a saturated halogenated hydrocarbon or an unsaturated halogenated hydrocarbon or an unsaturated hydrocarbon.

8 . The process as claimed in claim 1 , wherein the fluorine content of the hydrocarbon compound is reduced by dehydrofluorination of said hydrocarbon compound in the presence of said catalytic composition, said hydrocarbon compound being a fluorinated hydrocarbon compound.

9 . The process as claimed in claim 1 , wherein the fluorine distribution of the hydrocarbon compound is modified by isomerizing said hydrocarbon compound in the presence of said catalytic composition, said hydrocarbon compound being a fluorinated hydrocarbon compound.

10 . The process as claimed in claim 1 , wherein the fluorine distribution of the hydrocarbon compound is modified by dismutating said hydrocarbon compound in the gas phase in the presence of said catalytic composition, said hydrocarbon compound being a chlorofluorinated hydrocarbon compound.

11 . The process as claimed in claim 1 , wherein the fluorine content of the hydrocarbon compound is reduced by reacting said hydrocarbon compound with hydrogen chloride in the gas phase in the presence of said catalytic composition, said hydrocarbon compound being a halogenated hydrocarbon compound containing at least one fluorine atom.

12 . The process as claimed in claim 1 , wherein the fluorine content of a first hydrocarbon compound is increased by reacting said first hydrocarbon compound with hydrogen fluoride in the gas phase in the presence of a catalytic composition comprising a chromium-based catalyst, the first hydrocarbon compound being a saturated halogenated hydrocarbon or an unsaturated halogenated hydrocarbon or an unsaturated hydrocarbon, and in which the fluorine content of a second hydrocarbon compound is reduced by dehydrofluorinating said second hydrocarbon compound in the presence of said catalytic composition, said second hydrocarbon compound being a fluorinated hydrocarbon compound.

13 . The process of claim 6 , wherein the hydrocarbon compound is selected from the group consisting of 2-chloro-3,3,3-trifluoro-1-propene (HFCO-1233xf), 2,3-dichloro-1,1,1-trifluoropropane (HCFC-243 db), 1,1,1,2,3-pentachloropropane (HCC-240 db), 1,1,2,2,3-pentachloropropane (HCC-240aa), 1,1,1,3,3-pentachloropropane (HCC-240fa), 1,1,2,3-tetrachloro-1-propene (HCO-1230xa), 2,3,3,3-tetrachloro-1-propene (HCO-1230xf), 1,1,3,3-tetrachloro-1-propene (HCO-1230za), 1,3,3,3-tetrachloro-1-propene (HCO-1230zd), 1,1,1,2,2-pentafluoropropane (HFC-245cb) and 1-chloro-3,3,3-trifluoro-1-propene (HCFO-1233zd).

Assignees

• Arkema France

Inventors

• Deur-Bert Dominique
• Pigamo Anne
• Wendlinger Laurent

Classifications

• C07C21/18

  containing fluorine · CPC title

• C07C19/08

  containing fluorine · CPC title

• B01J2219/0286

  Steel · CPC title

• B01J2219/0236

  Metal based · CPC title

• B01J23/26

  Chromium · CPC title