IP Library Granted Patent US 10,221,109
Granted Patent B2
US 10,221,109 · App. 15/245,772 · Granted Mar 5, 2019

Method for producing alpha-olefin low polymer

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Quick Facts
Patent No.
US 10,221,109
App. No.
15/245,772
Granted
Mar 5, 2019
Kind
B2
Abstract

The present invention relates to a method for producing an α-olefin low polymer through low polymerization reaction of an α-olefin in the presence of a catalyst containing a transition metal-containing compound, an aluminum-containing compound and a hydrocarbon having 2 or more carbon atoms and substituted with a halogen atom, and a solvent, which comprises a reaction step, a purification step and a circulation step of circulating the unreacted raw material α-olefin and the solvent from the purification step to the reaction step; and in which the amount of the olefin having 2 or more carbon atoms and substituted with a halogen atom that is supplied from the circulation step to the reaction step is within a range of from 0.1 to less than 200 (molar ratio) relative to the amount of the transition metal in the reaction step.

Claims (16)

1. A method for producing an α-olefin low polymer through low polymerization reaction of an α-olefin, the method comprising:

reacting the α-olefin in the presence of a catalyst comprising a transition metal-containing compound, an aluminium-containing compound and a halogenated hydrocarbon having 2 or more carbon atoms and substituted with one or more halogen atoms, and a solvent, in a reactor, to produce a reaction product comprising an α-olefin low polymer, an unreacted α-olefin, a halogenated olefin having 2 or more carbon atoms and substituted with one or more halogen atoms, and solvent, wherein the halogenated olefin is a decomposed product of the halogenated hydrocarbon;

purifying the reaction product to separate the α-olefin low polymer from the unreacted α-olefin, the halogenated olefin, and the solvent; and

circulating the unreacted α-olefin, the halogenated olefin and the solvent to the reactor,

wherein an amount of the circulated halogenated olefin relative to an amount of transition metal in the reactor is within a molar ratio range of from 1.0 to less than 200.

2. The method for producing an α-olefin low polymer according to claim 1 , wherein the catalyst further comprises a nitrogen-containing compound.

3. The method for producing an α-olefin low polymer according to claim 1 , wherein transition metal in the transition metal-containing compound is chromium.

4. The method for producing an α-olefin low polymer according to claim 1 , wherein the α-olefin is ethylene and the α-olefin low polymer is 1-hexene.

5. The method for producing an α-olefin low polymer according to claim 1 , wherein when the low polymerization reaction starts, an olefin having 2 or more carbon atoms and substituted with one or more halogen atoms, exists in a circulation line through which the halogenated olefin is circulated in an amount relative to the amount of the transition metal in the reactor that is within a molar ratio range of from 1.0 to less than 200.

6. The method for producing an α-olefin low polymer according to claim 1 , wherein the amount of the halogenated olefin relative to the amount of the transition metal in the reactor is within a molar ratio range of from 1.0 to 170.

7. The method for producing an α-olefin low polymer according to claim 1 , wherein the halogenated hydrocarbon is a hydrocarbon having 2 or more carbon atoms and substituted with 5 or more halogen atoms, and the halogenated olefin is an olefin having 2 or more carbon atoms and substituted with 3 or more halogen atoms.

8. The method for producing an α-olefin low polymer according to claim 1 , wherein the halogenated hydrocarbon is 1,1,2,2-tetrachloroethane, and the halogenated olefin is 1,2-dichloroethylene.

9. The method for producing an α-olefin low polymer according to claim 1 , wherein the halogenated hydrocarbon is hexachloroethane, and the halogenated olefin is perchloroethylene.

10. The method for producing an α-olefin low polymer according to claim 1 , wherein the halogenated hydrocarbon is hexachloroethane, and the halogenated olefin is trichloroethylene.

11. The method for producing an α-olefin low polymer according to claim 1 , wherein the halogenated hydrocarbon is perchloroethylene, and the halogenated olefin is trichloroethylene.

12. The method for producing an α-olefin low polymer according to claim 1 , wherein an amount of the halogenated hydrocarbon relative to an amount of transition metal in the reactor is within a molar ratio range of from 0.5 to 50, and the amount of the circulated halogenated olefin relative to the amount of the halogenated hydrocarbon in the reactor is within a molar ratio range of 2 or more.

Assignments (4)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
CORRECTIVE ASSIGNMENT TO CORRECT THE EXECUTION DATE PREVIOUSLY RECORDED AT REEL: 041016 FRAME: 0697. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Apr 14, 2017
From: TODA, SATOSHI
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 042254/0276 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 19, 2017
From: TODA, SATOSHI
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 041016/0697 →