IP Library Granted Patent US 9,505,788
Granted Patent B2
US 9,505,788 · App. 15/032,368 · Granted Nov 29, 2016

Process to prepare aluminoxanes by reaction of alkylaluminum with allylic alcohols

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Quick Facts
Patent No.
US 9,505,788
App. No.
15/032,368
Granted
Nov 29, 2016
Kind
B2
Abstract

The present invention relates to a process to prepare alkylaluminoxanes by reaction of alkylaluminium with a substituted allylic alcohol of the formula wherein each R1 and R2 independently are an aliphatic or aromatic hydrocarbon group, and R3, R4, and R5 each independently may be the same hydrocarbon group as R1 and R2 or a hydrogen atom in the presence of an inert organic solvent. Additionally, it relates to the alkylaluminoxanes obtainable by the above process and their use.

Claims (18)

1. Process to prepare alkylaluminoxanes by reaction of alkylaluminium with a substituted allylic alcohol of the formula

wherein each R1 and R2 independently are an aliphatic or aromatic hydrocarbon group, and R3, R4, and R5 each independently may be the same hydrocarbon group as R1 and R2 or a hydrogen atom

in the presence of an inert organic solvent,

wherein 0.1 to 0.8 molar equivalent of substituted allylic alcohol is used on 1 equivalent of alkylaluminium.

2. Process according to claim 1 wherein between 0.5 and 0.8 molar equivalent of substituted allylic alcohol is used on 1 equivalent of alkylaluminium.

3. Process according to claim 2 wherein between 0.6 and 0.75 molar equivalent of substituted allylic alcohol is used on 1 equivalent of alkylaluminium.

4. Process according to claim 1 wherein each R1 and R2 independently are a branched or unbranched alkyl or alkylene group of up to 20 carbon atoms, and wherein R3, R4, and R5 each independently may be the same alkyl or alkylene group as R1 and R2, or a hydrogen atom.

5. Process according to claim 1 wherein the substituted allylic alcohol is selected from the group of 4-methyl-3-pentene-2-ol, 3-methyl-2-pentene-1-ol, 3-methyl-2-hexene-1-ol, 3-ethyl-2-pentene-1-ol, (trans)-3,7-dimethyl-2,6-octadien-1-ol, and 3-methyl-2-butene-1-ol.

6. Process according to claim 1 wherein the alkylaluminium is a trialkylaluminium wherein the alkyl groups are alkyl groups of up to 8 carbon atoms.

7. Process of claim 6 wherein one or more of the alkyl groups on the alkylaluminium are isobutyl, ethyl or methyl.

8. Process according to claim 1 wherein the alkylaluminium is a compound wherein at least 50% of the alkyl groups are methyl.

9. Process according to claim 1 wherein the alkylaluminium contains trimethylaluminium.

10. Process according to claim 1 wherein the organic solvent is selected from the group of alkanes, such as heptanes or hexanes, or aromatics, such as toluene, xylene, ethylbenzene, cumene, or mesitylene.

11. Process according to claim 1 wherein the reaction of alkylaluminium with a substituted allylic alcohol is performed in the presence of an aluminoxane.

12. Process according to claim 1 wherein the inert organic solvent contains a carrier.

13. Process of claim 12 wherein the carrier is selected from the group of silica, magnesia, titania, zirconia, montmorillonite, phyllosilicate, alumina, silica-alumina, silica-chromium, silica-titania, magnesium chloride, graphite, magnesia, titania, zirconia, and combinations thereof.

14. Product obtainable by the process of any one of claim 1 .

15. Use of the product of claim 14 as a catalyst component in a catalyst used in an olefin polymerization or oligomerization process.

Assignments (3)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2016
From: VAN DER KRUIJS, PETER; BERGSMA, JELLE MARTIN; WOUDENBERG, RICHARD HERMAN
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 038393/0824 →