# US 10,870,776 B2 · Curable aqueous composition

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- Number: US 10,870,776 B2
- Document ID: US10870776B2
- Status: Granted
- Kind: B2
- Application number: 15/574,906
- Filed: 2015-05-19
- Published: 2018-06-14
- Granted: 2020-12-22
- Earliest claimed: 2015-05-19
- Assignees: Rohm and Haas Company
- Applicants: Rohm and Haas Company
- Inventors: Miao Yang; Zhaohui Qu; Yin Xue
- Web page: https://patentgrep.com/patent/US10870776B2

## CPC

- C08F 220/1804: {C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate}
- C08F 220/1802: {C2-(meth)acrylate, e.g. ethyl (meth)acrylate}
- C08F 220/1808: {C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate}
- C08K 5/0025: {Crosslinking or vulcanising agents; including accelerators}
- C08K 5/1515: Three-membered rings
- C08L 35/02: Homopolymers or copolymers of esters (C08L35/06, C08L35/08 take precedence)
- C08L 71/02: Polyalkylene oxides
- C09D 7/65: macromolecular (C09D7/41-C09D7/48 take precedence)
- C09D 133/04: Homopolymers or copolymers of esters {(C09D143/04 takes precedence)}
- C09D 135/00: Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D 135/02: Homopolymers or copolymers of esters (C09D135/06, C09D135/08 take precedence)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- 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)

## Abstract

The present invention provides a curable aqueous composition comprising a (co)polymer and an epoxy crosslinker. The (co)polymer comprises, as (co)polymerized units, from 0.05% to 10% by dry weight, based on total monomers of the (co)polymer, ethylenically unsaturated acidic monomers having at least two carboxylic acid groups, and the epoxy crosslinker is an aliphatic compound having at least two reactive oxirane groups. It further provides a method for forming a treated substrate and a substrate formed by the method.

## Claims

### Claim 1

A curable aqueous composition comprising a (co)polymer and an epoxy crosslinker, wherein the (co)polymer comprises, as (co)polymerized units, from 0.05% to 10% by dry weight, based on total monomers of the (co)polymer, ethylenically unsaturated acidic monomers having at least two carboxylic acid groups, wherein said (co)polymer further comprises less than 2% by dry weight, based on total monomers of the (co)polymer, a (co)polymerized multi-ethylenically unsaturated monomer, and the epoxy crosslinker is an aliphatic compound having at least two reactive oxirane groups, wherein the epoxy crosslinker is selected from glycidyl ether, which is the reaction product of epichlorohydrin and aliphatic polyols, and glycidyl ester, which is the reaction product of epichlorohydrin and aliphatic dicarboxylic acids.

### Claim 2 (depends on 1)

The curable aqueous composition according to claim 1 wherein the ethylenically unsaturated acidic monomers having at least two carboxylic acid groups are selected from itaconic acid, fumaric acid, maleic acid, aconitic acid, their salts, and mixtures thereof.

### Claim 3 (depends on 1)

The curable aqueous composition according to claim 1 wherein the ethylenically unsaturated acidic monomers have two carboxylic acid groups.

### Claim 4 (depends on 1)

The curable aqueous composition according to claim 1 wherein the (co)polymer further comprises up to 99.95% by dry weight, based on total monomers of the (co)polymer, one or more other (co)polymerized ethylenically unsaturated monomers.

### Claim 5 (depends on 1)

The curable aqueous composition according to claim 1 wherein the (co)polymer excludes monomers generating formaldehyde on polymerization or during subsequent processing.

### Claim 6 (depends on 1)

The curable aqueous composition according to claim 1 wherein the (co)polymer excludes N-alkylol(meth)acrylamide.

### Claim 7 (depends on 1)

The curable aqueous composition according to claim 1 wherein the oxirane groups are present in the epoxy crosslinker in the range of from 0.23% to 10% by dry weight, based on total dry weight of the (co)polymer.

### Claim 8 (depends on 1)

The curable aqueous composition according to claim 1 wherein the aliphatic polyol is selected from monomeric polyols and polymeric polyols.

### Claim 9 (depends on 8)

The curable aqueous composition according to claim 8 wherein the aliphatic polyol is selected from polyethylene glycol, polypropylene glycol, their copolymers, and mixtures thereof.

### Claim 10 (depends on 1)

The curable aqueous composition according to claim 1 wherein the epoxy crosslinker has a viscosity less than 10000 mPa·s.

### Claim 11

A method for forming a treated substrate comprising the steps of:
i) forming a curable aqueous composition comprising a (co)polymer and an epoxy crosslinker, wherein said (co)polymer comprises, as (co)polymerized units, from 0.05% to 10% by dry weight, based on total monomers of the (co)polymer, ethylenically unsaturated acidic monomers having at least two carboxylic acid groups, wherein said (co)polymer further comprises less than 2% by dry weight, based on total monomers of the (co)polymer, a (co)polymerized multi-ethylenically unsaturated monomer, said epoxy crosslinker is an aliphatic compound having at least two reactive oxirane groups, wherein said epoxy crosslinker is selected from glycidyl ether, which is the reaction product of epichlorohydrin and aliphatic polyols, and glycidyl ester, which is the reaction product of epichlorohydrin and aliphatic dicarboxylic acids;
ii) contacting a flexible substrate with the curable aqueous composition; and
iii) heating the curable aqueous composition at a temperature of from 80° C. to 250° C.

### Claim 12 (depends on 11)

The method according to claim 11 wherein the flexible substrate is a woven or nonwoven fabric.

### Claim 13 (depends on 11)

A substrate formed by the method of claim 11.