IP Library Granted Patent US 10,323,047
Granted Patent B2
US 10,323,047 · App. 15/568,507 · Granted Jun 18, 2019

Process to prepare aluminoxanes

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Quick Facts
Patent No.
US 10,323,047
App. No.
15/568,507
Granted
Jun 18, 2019
Kind
B2
Abstract

The present invention relates to a process to prepare alkylaluminoxanes by reaction of alkylaluminium with methacrylic acid or a conjugated unsaturated carbonyl-functional compound of the formula (I) wherein each R1 and R2 independently are an aliphatic hydrocarbon group, and R3 independently is the same hydrocarbon group as R1 and R2 or a hydrogen atom, and R4 isanaliphatic hydrocarbon group, a hydroxyl group 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 (15)

1. Process to prepare alkylaluminoxanes by reaction of alkylaluminium with methacrylic acid or a conjugated unsaturated carbonyl-functional compound of the formula (I)

wherein each R1 and R2 independently are an aliphatic hydrocarbon group, and R3 independently is a hydrocarbon group like R1 and R2 or a hydrogen atom, and R4 is an aliphatic hydrocarbon group, a hydrogen atom or a hydroxyl group

in a ratio of 0.1 to 0.8 molar equivalent oxygen atoms in the part C═O(R4) of the methacrylic acid or conjugated unsaturated carbonyl-functional compound to 1 equivalent of aluminium atoms in the alkylaluminium reactant, and in the presence of an inert organic solvent.

2. Process of claim 1 wherein each R1 and R2 independently are a branched or unbranched aliphatic alkyl or alkylene group of up to 20 carbon atoms, and wherein R3 independently is a branched or unbranched aliphatic alkyl or alkylene group of up to 20 carbon atoms or a hydrogen atom, and R4 independently is a branched or unbranched aliphatic alkyl or alkylene group of up to 20 carbon atoms, a hydrogen atom, or a hydroxyl group.

3. Process of claim 1 wherein methacrylic acid or one of the conjugated unsaturated carbonyl-functional compounds from the group of 3-methyl-2-butenoic acid, 2-methyl-2-propenoic acid, 4-methyl-3-pentene-2-one, 3-methyl-2-butenal is used.

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

5. Process of claim 4 wherein one or more of the alkyl groups on the alkylaluminium are selected from the group consisting of isobutyl, ethyl and methyl either individually or in combinations thereof.

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

7. Process of claim 1 wherein the alkylaluminium contains trimethylaluminium.

8. Process of claim 1 wherein the organic solvent is selected from the group consisting of alkanes and aromatics, either individually or in combinations thereof.

9. Process of claim 1 wherein the reaction of alkylaluminium with a methacrylic acid or conjugated unsaturated carbonyl-functional compound is performed in the presence of an aluminoxane.

10. Process of claim 1 wherein the inert organic solvent contains a carrier.

11. Process of claim 10 wherein the carrier is selected from the group consisting of silica, magnesia, titania, zirconia, montmorillonite, phyllosilicate, alumina, silica-alumina, silica-chromium, silica-titania, magnesium chloride, graphite, and combinations thereof.

12. Process of claim 1 wherein the organic solvent is an alkane selected from the group consisting of heptanes and hexanes either individually or in combinations thereof.

13. Process of claim 1 wherein the organic solvent is an aromatic selected from the group consisting of toluene, xylene, ethylbenzene, cumene and mesitylene either individually or in combinations thereof.

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 Dec 26, 2017
From: BERGSMA, JELLE MARTIN; VAN DER KRUIJS, PETER; WOUDENBERG, RICHARD HERMAN
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 044483/0781 →