Process for the neutralization of a catalytic system for the dimerization of olefins containing at least one halogenated derivative

Patent metadata

Field	Value
Publication number	US-10662133-B2
Application number	US-201715850622-A
Country	US
Kind code	B2
Filing date	Dec 21, 2017
Priority date	Dec 22, 2016
Publication date	May 26, 2020
Grant date	May 26, 2020

Abstract

The invention concerns a process for the neutralization of a catalytic system for the oligomerization of olefins, said catalytic system comprising at least one halogenated derivative, characterized in that the reaction effluent is brought into contact with at least one nitrile compound.

First claim

The invention claimed is:

1. A process comprising neutralization of a catalytic system from oligomerization of olefins, said catalytic system comprising at least one halogenated derivative that is an alkyl aluminium halide with formula AlR′ m X 3−m in which R′ is a hydrocarbyl radical containing 1 to 12 carbon atoms, X is an atom of chlorine or bromine, and m is a number in a range of from greater than 0 to 2, by contacting a reaction effluent from the oligomerization of olefins comprising said catalytic system with at least one nitrile compound RC≡N comprising at least one carbonitrile compound —C≡N, R being a hydrocarbyl group containing 1 to 20 carbon atoms, which is saturated or unsaturated, linear or branched, cyclic or aromatic, and optionally comprises a heteroatom, at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 30, whereby the catalytic system is neutralized due to said contacting, and obtaining a neutralized effluent.

2. The process as claimed in claim 1 , in which the hydrocarbyl group R contains 1 to 15 carbon atoms.

3. The process as claimed in claim 1 , in which the nitrile compound is acetonitrile, propionitrile, butanenitrile, butyronitrile, hexanenitrile, cyclohexanenitrile, acrylonitrile, benzonitrile, or cyclopentanecarbonitrile.

4. The process as claimed in claim 1 , comprising contacting the reaction effluent from the oligomerization of olefins with the at least one nitrile compound is carried out at a temperature of −20° C. to 100° C.

5. The process as claimed in claim 1 , in which the oligomerization of olefins is a process for dimerization of olefins.

6. The process as claimed in claim 1 , in which the halogenated derivative is ethylaluminium sesquichloride (Et 3 Al 2 Cl 3 ), methylaluminium dichloride (MeAlCl 2 ), ethylaluminium dichloride (EtAlCl 2 ), isobutylaluminium dichloride (iBuAlCl 2 ), or diethylaluminium chloride (Et 2 AlCl), used alone or as a mixture.

7. The process as claimed in claim 1 , in which olefins used in the oligomerization of olefins are olefins containing 2 to 10 carbon atoms.

8. The process as claimed in claim 1 , comprising contacting the reaction effluent from the oligomerization of olefins with the at least one nitrile compound at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 15.

9. The process as claimed in claim 1 , comprising contacting the reaction effluent from the oligomerization of olefins with the at least one nitrile compound at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 10.

10. The process as claimed in claim 1 , comprising contacting the reaction effluent from the oligomerization of olefins with the at least one nitrile compound at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 5.

11. The process as claimed in claim 1 , comprising contacting the reaction effluent from the oligomerization of olefins with the at least one nitrile compound at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 2.5.

12. The process according to claim 1 , further comprising treating the neutralized effluent with water, sodium hydroxide, or acid, followed by fractionation.

13. A process consisting of neutralization of a catalytic system from oligomerization of olefins, said catalytic system comprising at least one halogenated derivative that is an alkyl aluminium halide with formula AlR′ m X 3−m in which R′ is a hydrocarbyl radical containing 1 to 12 carbon atoms, X is an atom of chlorine or bromine, and m is a number in a range of from greater than 0 to 2, by contacting a reaction effluent from the oligomerization of olefins comprising said catalytic system with at least one nitrile compound RC≡N comprising at least one carbonitrile compound —C≡N, R being a hydrocarbyl group containing 1 to 20 carbon atoms, which is saturated or unsaturated, linear or branched, cyclic or aromatic, and optionally comprises a heteroatom, at a molar ratio between the nitrile compound and the halogenated derivative (nitrile compound/halogenated derivative) of 1 to 30, whereby the catalytic system is neutralized due to said contacting, and obtaining a neutralized effluent.

Assignees

• Ifp Energies Now

Inventors

• Olivier-Bourbigou Helene
• Hugues Francois
• Pellier Emmanuel

Classifications

• C07C2/22

  Metal halides; Complexes thereof with organic compounds · CPC title

• C07C2/32

  as complexes, e.g. acetyl-acetonates {(complexes of salts of acids of halogen C07C2/20)} · CPC title

• C07C2531/14

  of aluminium or boron · CPC title

• C07C7/20

  Use of additives, e.g. for stabilisation · CPC title

• C07C7/14875 Primary

  with organic compounds (organo-metallic compounds C07C7/173) · CPC title