IP Library Granted Patent US 9,586,874
Granted Patent B2
US 9,586,874 · App. 14/128,352 · Granted Mar 7, 2017

Method for the isolation of olefin oligomerization products and the decomposition of oligomerization catalyst residues

Inventors: Timur Mikhailovich Zilbershtein (Kazan, RU); Maxim Vladimirovich Lipskikh (Tomsk, RU); Vladislav Alexandrovich Kardash (Kurlek, RU); Vladlena Vladimirovna Suvorova (Tymen, RU)
Assignee: Public Joint Stock Company “Sibur Holding”
C07C7/04C07C2/32B01J31/143B01J31/181B01J2231/20B01J2531/62C07C2531/14C07C2531/22C07C2531/34Y02P20/52Y02P20/584
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Quick Facts
Patent No.
US 9,586,874
App. No.
14/128,352
Granted
Mar 7, 2017
Kind
B2
Abstract

The invention relates to the production of olefin oligomers by a method of oligomerization of olefins, and, in particular, to a method of isolating olefin oligomerization products and decomposing the oligomerization catalyst residues. The method of isolating products of an oligomerization reaction of olefins including a terminal double bond, in which the reaction is carried out by the action of a catalyst having chromium compounds, a nitrogen-containing ligand and organoaluminum compounds, includes a step of isolating independent olefin products and a step of treating catalyst residues. Further, the method includes the following sequential steps: a) isolating at least one liquid product of the oligomerization reaction of olefins from an output stream of an oligomerization reactor; b) treating a residue with an aqueous solution of an acid; and c) separating an organic layer and an aqueous layer.

Claims (24)

1. A method for isolating products of an oligomerization reaction of olefins comprising a terminal double bond, wherein the reaction is carried out in an aliphatic hydrocarbon solvent, by the action of a catalyst comprising chromium compounds, a nitrogen-containing ligand and organoaluminum compounds, said method comprising a step of isolating individual olefin products and a step of treating catalyst residues, characterized in that the method comprises the following sequential steps:

a) isolating at least one liquid product of the oligomerization reaction of olefins from an output stream of an oligomerization reactor;

b) treating a residue formed in the isolating step of a) with an aqueous solution of an acid, the residue comprising a bottom residue after isolation of the liquid product and optionally the solvent; and

c) separating an organic layer, and an aqueous layer that are formed in the treating step of b), the organic layer comprising heavy reaction products and optionally the solvent, and the aqueous layer comprising catalyst residues.

2. The method according to claim 1 , characterized in that any acids having aluminum and chromium salts with the water solubility of not less than 10 g/l are used as the acid.

3. The method according to claim 1 , characterized in that the catalyst prepared with using SHF-radiation exposure of organoaluminum compounds is used.

4. The method according to claim 1 , characterized in that the olefin comprising a terminal double bond is ethylene, propylene, butene-1 or hexene-1.

5. The method according to claim 1 , characterized in that the olefin comprising a terminal double bond is ethylene.

6. The method according to claim 1 , characterized in that the hydrocarbon solvent is used that is a saturated compound and is not the oligomerization product or the initial olefin.

7. The method according to claim 1 , characterized in that the organoaluminum compounds are an alkylaluminum compound.

8. The method according to claim 1 , characterized in that the output stream of the oligomerization reactor is separated from a solid phase before the isolation of the liquid oligomerization product.

9. The method according to any of claims 1 to 8 , characterized in that isolating the liquid product of oligomerization and isolating the solvent are carried out before the treatment with the aqueous solution of the acid.

10. A method of isolating products of an oligomerization reaction of olefins comprising a terminal double bond, wherein the reaction is carried out in an aliphatic hydrocarbon solvent, by the action of a catalyst comprising chromium-compounds, a nitrogen-containing ligand and organoaluminum compounds, said method comprising a step of isolating individual olefin products and a step of treating catalyst residues, characterized in that the method comprises the following sequential steps:

d) isolating at least one liquid product of the olefin oligomerization reaction from an output stream of an oligomerization reactor;

e) treating a residue formed in the isolating step of d) with an aqueous solution of an acid that does not form complex ions with chromium, the residue comprising a bottom residue after isolation of the liquid product and optionally the solvent;

f) separating an organic layer, and an aqueous layer that are formed in the treating step of e), the organic layer comprising heavy reaction products and optionally the solvent, and the aqueous layer comprising catalyst residues;

h) passing the aqueous layer through a cathion-exchange resin for regenerating the acid and separating aluminum and chromium ions.

11. The method according to claim 10 , characterized in that a catalyst prepared with using SHF-radiation exposure of organoaluminum compounds is used.

12. The method according to claim 10 , characterized in that the olefin comprising a terminal double bond is ethylene, propylene, butene-1 or hexene-1.

13. The method according to claim 10 , characterized in that the olefin comprising a terminal double bond is ethylene.

14. The method according to claim 10 , characterized in that the hydrocarbon solvent is used that is a saturated compound and is not the oligomerization product or the initial olefin.

15. The method according to claim 10 , characterized in that the organoaluminum compounds are an alkylaluminum compound.

16. The method according to claim 10 , characterized in that the output stream of the oligomerization reactor is separated from a solid phase before the isolation of the liquid product of oligomerization.

17. The method according to any of claims 10 to 16 , characterized in that isolating the liquid product of oligomerization and isolating the solvent are carried out before the treatment with an aqueous solution of acid.

Assignments (2)
CHANGE OF NAME Recorded Jan 22, 2015
From: OPEN JOINT STOCK COMPANY "SIBUR HOLDING"
To: PUBLIC JOINT STOCK COMPANY "SIBUR HOLDING"
Reel/Frame 034795/0376 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2014
From: ZILBERSHTEIN, TIMUR MIKHAILOVICH; LIPSKIKH, MAXIM VLADIMIROVICH; KARDASH, VLADISLAV ALEXANDROVICH; SUVOROVA, VLADLENA VLADIMIROVNA
To: OPEN JOINT STOCK COMPANY "SIBUR HOLDING"
Reel/Frame 032183/0092 →
Priority Claims (1)
RU 2011125946 · Jun 22, 2011 · national
Continuity (1)
Related Publication 20140121435A1 · May 1, 2014