# US 5,708,087 A · Carboxylic acid-containing polymer/resole stain-resists

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- Number: US 5,708,087 A
- Document ID: US5708087A
- Status: Granted
- Kind: A
- Application number: 08/856,214
- Filed: 1997-05-14
- Granted: 1998-01-13
- Earliest claimed: 1996-02-23
- Assignees: E. I. Du Pont de Nemours and Company
- Inventors: Robert Craig Buck; Engelbert Pechhold
- Web page: https://patentgrep.com/patent/US5708087A

## CPC

- D06M 15/347: of unsaturated ethers, acetals, hemiacetals, ketones or aldehydes
- D06M 15/227: of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
- D06M 15/233: aromatic, e.g. styrene
- D06M 15/263: of unsaturated carboxylic acids; Salts or esters thereof
- D06M 15/41: Phenol-aldehyde or phenol-ketone resins
- D06M 2101/34: Polyamides
- D06M: TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS

## Abstract

A composition which provides polyamide substrates with resistance to staining by acid dyes comprising (A) carboxylic acid-containing stain-resist polymers selected from: (i) methacrylic acid polymers, or (ii) hydrolyzed copolymers of maleic anhydride with ethylenically unsaturated aromatics, alpha-olefins, alkyl vinyl ethers or alkyl allyl ethers or (iii) mixtures of (i) and (ii), and (B) resole condensates prepared by reacting bis(hydroxyphenyl)sulfone which contains no sulfonate or carboxylate groups with formaldehyde in the presence of an alkali metal hydroxide, at a bis(hydroxyphenyl)sulfone resole resin:carboxylic acid-containing stain-resist polymer weight ratio in the range between about 1:20 and 2.5:1.0 is disclosed.

## Claims

### Claim 1

A composition which provides polyamide substrates with resistance to staining by acid dyes comprising
(A) carboxylic acid-containing stain-resist polymers selected from:
(i) methacrylic acid polymers, or
(ii) hydrolyzed copolymers of maleic anhydride with ethylenically unsaturated aromatics, alpha-olefins, alkyl vinyl ethers or alkyl allyl ethers, or
(iii) mixtures of (i) and (ii), and
(B) resole condensates which contain no sulfonate groups prepared by reacting bis(hydroxyphenyl)sulfone which contains no sulfonate or carboxylate groups with formaldehyde in the presence of an alkali metal hydroxide, at a bis(hydroxyphenyl)sulfone resole resin:carboxylic acid-containing stain-resist polymer weight ratio in the range between about 1:20 and 2.5:1.0.

### Claim 2 (depends on 1)

The composition of claim 1 wherein said resole condensate is prepared at a formaldehyde:bis(hydroxyphenyl)sulfone molar ratio in the range between 0.6:1.0 and 1.1:1.0 and an alkali metal hydroxide:bis(hydroxyphenyl)sulfone molar ratio in the range between 0.1:1.0 and 3.5:1.0.

### Claim 3 (depends on 1)

The composition of claim 1 wherein said carboxylic acid-containing polymer is a methacrylic acid polymer which is a copolymer of methacrylic acid.

### Claim 4 (depends on 1)

The composition of claim 1 wherein said carboxylic acid-containing polymer is a methacrylic acid polymer which is polymethacrylic acid.

### Claim 5 (depends on 1)

The composition of claim 1 wherein said carboxylic acid-containing polymer is a methacrylic acid polymer which is prepared in said presence of a resole condensate.

### Claim 6 (depends on 1)

The composition of claim 1 wherein said carboxylic acid-containing polymer is a hydrolyzed copolymer of maleic anhydride with ethylenically unsaturated aromatics, alpha-olefins, alkyl vinyl ethers or alkyl allyl ethers which is a copolymer of maleic anhydride with ethylenically unsaturated aromatics or alpha-olefins.

### Claim 7 (depends on 6)

The composition of claim 6 wherein said ethylenically unsaturated alpha-olefin is a 1-alkene containing 4 to 12 carbon atoms.

### Claim 8 (depends on 6)

The composition of claim 6 wherein said ethylenically unsaturated alpha-olefin comprises 1-octene.

### Claim 9 (depends on 6)

The composition of claim 6 wherein said ethylenically unsaturated aromatics are those represented by the formula: ##STR2##

### Claim 10 (depends on 6)

The composition of claim 6 wherein said ethylenically unsaturated aromatic comprises styrene.

### Claim 11 (depends on 1)

A polyamide substrate having resistance to staining by acid dyes comprising a polyamide substrate having applied thereto the composition of claim 1.

### Claim 12 (depends on 1)

A method for imparting to a polyamide substrate stain-resistance to acid dye colorants comprising contacting a polyamide substrate with an aqueous solution comprising the composition of claim 1 and recovering a polyamide substrate having resistance to staining by acid dyes.