# US 2021/0332005 A1 · Ch-acidic methacrylic esters for the preparation of aqueous polymer dispersions

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- Number: US 2021/0332005 A1
- Document ID: US20210332005A1
- Status: Published application
- Kind: A1
- Application number: 17/260,223
- Filed: 2019-07-08
- Published: 2021-10-28
- Earliest claimed: 2018-07-17
- Assignees: Evonik Operations GmbH
- Applicants: Evonik Operations GmbH
- Inventors: Marcel TRESKOW; Maik CASPARI; Thorben SCHÜTZ; Steffen KRILL
- Web page: https://patentgrep.com/patent/US20210332005A1

## CPC

- C09D 133/26: Homopolymers or copolymers of acrylamide or methacrylamide
- C07C 255/19: containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
- C08F 212/08: Styrene
- C08F 220/603: {and containing oxygen in addition to the carbonamido oxygen and nitrogen}
- C08F 2800/20: as weight or mass percentages
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

The present invention relates to CH-acidic methacrylic esters and also copolymers obtainable from CH-acidic methacrylic esters. Furthermore, the present invention relates to coating compositions comprising these copolymers.

## Claims

### Claim at position 1

1-11. (canceled)

### Claim 12

A compound of formula (I):
wherein R1 is selected from a hydrogen atom and a methyl group; and
R2 is an optionally substituted alkylene group of formula CnHm, wherein n=2 to 4 and m=2 to 8.

### Claim 13 (depends on 12)

The compound of claim 12, wherein the alkylene group R2 is selected from the group consisting of: 1,2-ethylene; 1,3-propylene; 1,2-propylene; 1,4-butylene; 1,3-(2-hydroxy)propylene; and 1,3-(2,2-dimethyl)propylene.

### Claim 14 (depends on 12)

The compound of claim 12, wherein R1 is a methyl group.

### Claim 15 (depends on 13)

The compound of claim 13, wherein R1 is a methyl group.

### Claim 16

A copolymer obtainable by polymerization of a monomer mixture comprising a compound of formula (I):
wherein R1 is selected from a hydrogen atom and a methyl group; and
R2 is an optionally substituted alkylene group of formula CnHm, wherein n=2 to 4 and m=2 to 8;
and wherein the monomer mixture comprises at least 0.5 wt % of the compound of formula I based on the weight of the monomer mixture.

### Claim 17 (depends on 16)

The copolymer of claim 16, wherein the alkylene group R2 of said compound of formula I is selected from the group consisting of: 1,2-ethylene; 1,3-propylene; 1,2-propylene; 1,4-butylene; 1,3-(2-hydroxy)propylene; and 1,3-(2,2-dimethyl)propylene.

### Claim 18 (depends on 16)

The copolymer of claim 16, wherein R1 of said compound of formula I is a methyl group.

### Claim 19 (depends on 17)

The copolymer of claim 17, wherein R1 of said compound of formula I is a methyl group.

### Claim 20 (depends on 16)

The copolymer of claim 16 wherein said monomer mixture comprises at least 1 wt %, of said compound of formula I based on the weight of the monomer mixture.

### Claim 21 (depends on 16)

The copolymer of claim 16, wherein the monomer mixture comprises:
0.5 to 90 wt % of said compound of formula I;
10 to 95 wt % of at least one monomer comprising ester groups;
0 to 10 wt % of at least one monomer with an acid group; and
0 to 50 wt % of at least one styrene monomer, based on the weight of the copolymer.

### Claim 22 (depends on 21)

The copolymer of claim 21, wherein the alkylene group R2 of said compound of formula I is selected from the group consisting of: 1,2-ethylene; 1,3-propylene; 1,2-propylene; 1,4-butylene; 1,3-(2-hydroxy)propylene; and 1,3-(2,2-dimethyl)propylene.

### Claim 23 (depends on 21)

The copolymer of claim 21, wherein R1 of said compound of formula I is a methyl group.

### Claim 24 (depends on 22)

The copolymer of claim 22, wherein R1 of said compound of formula I is a methyl group.

### Claim 25

A coating, obtainable by applying an aqueous dispersion to an article to be coated and subsequently drying and curing the article, wherein said aqueous dispersion comprises 0.1 to 90 wt % of a copolymer based on the weight of the aqueous dispersion; wherein said copolymer is obtainable by polymerization of a monomer mixture comprising a compound of general formula (I):
wherein R1 is selected from a hydrogen atom and a methyl group; and
R2 is an optionally substituted alkylene group formula CnHm, wherein n=2 to 4 and m=2 to 8;
and wherein the monomer mixture comprises at least 0.5 wt %, of the compound of formula I based on the weight of the monomer mixture.

### Claim 26 (depends on 25)

The coating of claim 25, wherein the alkylene group R2 of the compound of formula I is selected from the group consisting of: 1,2-ethylene; 1,3-propylene; 1,2-propylene; 1,4-butylene; 1,3-(2-hydroxy)propylene; and 1,3-(2,2-dimethyl)propylene.

### Claim 27 (depends on 25)

The coating of claim 25, wherein R1 of the compound of formula I is a methyl group.

### Claim 28 (depends on 26)

The coating of claim 26, wherein R1 of said compound of formula I is a methyl group.

### Claim 29 (depends on 25)

The coating of claim 25, wherein the monomer mixture comprises:
0.5 to 90 wt % of the compound of formula I;
10 to 95 wt % of at least one monomer comprising ester groups;
0 to 10 wt % of at least one monomer with an acid group; and
0 to 50 wt % of at least one styrene monomer, based on the weight of the copolymer.

### Claim 30 (depends on 25)

The coating of claim 25, wherein the aqueous dispersion contains an aldehyde or a ketone which enters into a condensation reaction with the copolymer during the curing.

### Claim 31 (depends on 4, 5, 25)

The coating of claim 25, wherein the aqueous dispersion contains an isocyanate which enters into addition reactions with the copolymer according to claim 4 or 5 during the curing.
