IP Library Granted Patent US 10,472,442
Granted Patent B2
US 10,472,442 · App. 16/070,867 · Granted Nov 12, 2019

Copolymers and uses thereof

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Quick Facts
Patent No.
US 10,472,442
App. No.
16/070,867
Granted
Nov 12, 2019
Kind
B2
Abstract

The invention relates to a specific copolymer obtainable by co-polymerizing at least the following monomers: —more than 80 wt % of at least one bicyclic (meth)acrylate ester, —0.05 to 15% w/w styrene, and —optionally other ethylenically unsaturated monomers, as well as to the way to synthesize them and the use of such polymers to modify the rheology of a liquid in which they are soluble.

Claims (28)

1. A copolymer comprising:

83-99.95 wt % of bicyclic (meth)acrylate esters (a),

0.05 to 12 wt % of styrene (b), and

0 to 19 wt % of ethylenically unsaturated monomers that are not monomer (a) or (b),

up to a total of 100 wt %, wherein the weight percentages of the monomers are based on the total weight of all the monomers incorporated into the copolymer, and wherein the copolymer has a cloud point in 80:20 (v/v) petrodiesel:gas to liquid diesel fuel of 12.5° C. or lower.

2. A copolymer according to claim 1 , wherein the bicyclic (meth)acrylate ester is of formula

wherein R is H or —CH 3 , A is —CH 2 —, —CH(CH 3 )— or —C(CH 3 ) 2 —, and M is covalently bonded to a carbon atom of the six-membered ring and is selected from the group consisting of hydrogen and a methyl group or a plurality thereof.

3. A copolymer according to claim 1 , wherein the copolymer is a random co-polymer.

4. A copolymer according to claim 1 , comprising

85-99.95 wt % of bicyclic (meth)acrylate esters (a),

1 to 10 wt % of styrene (b), and

0 to 10 wt % of ethylenically unsaturated monomers not being a monomer (a) or (b),

up to a total of 100 wt %, wherein the weight percentages of the monomers are based on the total weight of all the monomers incorporated into the copolymer.

5. A copolymer according to claim 4 , comprising

90-99.95 wt % of bicyclic (meth)acrylate esters (a),

2.0 to 8.0 wt % of styrene (b), and

0 to 5 wt % of ethylenically unsaturated monomers not being a monomer (a) or (b),

up to a total of 100 wt %, wherein the weight percentages of the monomers are based on the total weight of all the monomers incorporated into the copolymer.

6. A copolymer according to claim 1 , comprising a total of bicyclic (meth)acrylate ester and styrene in an amount of 90 wt % or more of the total weight of all the monomers incorporated into the copolymer.

7. A copolymer according of claim 6 , comprising a total of bicyclic (meth)acrylate ester and styrene in an amount of 95 wt % or more.

8. A copolymer according to claim 7 , wherein the copolymer is produced from isobornyl methacrylate and styrene.

9. A copolymer according to claim 1 , having an average weight average molecular weight of from 100,000 to 50,000,000 D.

10. An additive package for fuel comprising the copolymer of claim 1 .

11. A method for the preparation of the copolymer of claim 1 , the method comprising the step of radically polymerizing the specified monomers.

12. A method for the preparation of an additive package for fuel, the method comprising combining the copolymer of claim 1 and one or more fuel additives.

13. A method of modifying the rheology of a fluid, the method comprising dissolving the copolymer of claim 1 into the fluid, wherein the fluid is not a fuel for combustion engines.

14. A copolymer according to claim 6 comprising a total bicyclic (meth) acrylic ether and styrene in an amount of 99 wt % or more.

15. A copolymer according to claim 1 having a cloud point in 80:20 (v/v) petrodiesel:gas to liquid diesel fuel of 0° C. or lower.

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 Jul 18, 2018
From: THOMAIDES, JOHN SOCRATES; MORALES, JOHN M.; HE, QIWEI; VADILLO, DAMIEN CHRISTIAN; PHILBIN, MICHAEL TIMOTHY
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 046386/0387 →