# US 2020/0399564 A1 · Polymers For The Treatment Of Surfaces

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- Number: US 2020/0399564 A1
- Document ID: US20200399564A1
- Status: Published application
- Kind: A1
- Application number: 16/905,523
- Filed: 2020-06-18
- Published: 2020-12-24
- Earliest claimed: 2019-06-18
- Assignees: Henkel AG & Co. KGaA
- Applicants: Henkel AG & Co. KGaA
- Inventors: Nils Wedler; Christian Kropf; Laura Hartmann; Stefan Schmidt; Lukas Fischer; Alexander Strzelczyk
- Web page: https://patentgrep.com/patent/US20200399564A1

## CPC

- C08G 69/30: Solid state polycondensation
- C11D 3/0036: {Soil deposition preventing compositions; Antiredeposition agents}
- C08G 69/48: Polymers modified by chemical after-treatment
- C11D 3/3719: {Polyamides or polyimides}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL

## Abstract

Catechol-group-containing polymers with amine or amide functionality, containing at least one repeating unit of the formula (I) and at least one repeating unit of the formula (II) and optionally further repeating units The repeating units of the formula (II) are different from the repeating units of the formula (I) and the molar ratio of the units of the formula (I) to the units of the formula (II) is in the range from 0.5-to-1 to 4-to-1, are suitable for the dirt-repellent finishing of substrate surfaces, particularly surfaces of textiles, glass, ceramics or plastics. The polymers have an excellent adhesion to these surfaces, so that during cleaning of a substrate surface they adsorb to the substrate surface from the aqueous cleaning or washing liquor and realize their effect.

## Claims

### Claim 1

A polymer containing at least one repeating unit of the formula (I) and at least one repeating unit of the formula (II) and, where applicable, further repeating units,
where
G1 and G2 independently of one another represent a structural unit which contributes to the polymer backbone,
A and A4 independently of one another denote a spacer group of a side chain of the polymer or a direct bond,
A1 denotes a linking group of the catechol radical from formula (I) to the spacer group A or a direct bond,
A3 denotes a linking group of the group X to the spacer group A4 or a direct bond,
R2 and R3 independently represent a hydrogen atom, a C1-C4-alkyl group, a C2-C4 hydroxyalkyl group, a C1-C4-alkoxy group, a halogen atom, a sulfonic acid group, a C1-C10-alkylcarbonyloxy group, a C1-C10-alkoxycarbonyl group, a C6-C10-aryloxycarbonyl group, a C6-C10-arylcarbonyloxy group, C2-C10-alkenylcarbonyloxy group, a C2-C10-alkenyloxycarbonyl group, a hydroxyl group,
an amino group, an ammonium group,
X represents an amino group —N(R5)(R6) or an ammonio group —N+(R5)(R6)(R7) 1/n Ann-,
where R5, R6 and R7 each independently represent a hydrogen atom, a C1-C4-alkyl group or a C2-C4 hydroxyalkyl group and 1/n An′ represents an equivalent of an n-valent anion,
with the proviso that the repeating units of the formula (II) are different from the repeating units of the formula (I) and the molar ratio of the units of the formula (I) to the units of the formula (II) is in the range from 0.5-to-1 to 4-to-1.

### Claim 2 (depends on 1)

The polymer according to claim 1, wherein at least one of A and A1 and/or at least one of A3 and A4 represents a spacer group.

### Claim 3 (depends on 1)

The polymer according to claim 1, wherein
(1) A according to formula (I) represents a carbonyl group, a carbonyloxy group, a carbonylimino group, an imino group, a C1-C4-alkyleneoxy group or a C1-C4-alkyleneimino group; and/or
(2) A4 according to formula (II) represents a carbonyl group, a carbonyloxy group, a carbonylimino group, an imino group, a C1-C4-alkyleneoxy group, a C2-C6-α,ω-(dioxo)alkane-α,ω-diyl group, a C1-C4-alkyleneimino group or a C1-C4-alkyleneiminocarbonyl group.

### Claim 4 (depends on 1)

The polymer according to claim 1, wherein
(1) A1 according to formula (I) represents a direct bond, a C1-C4-alkanediyl group, a C1-C4-alkyleneoxycarbonyl group; and/or
(2) A3 according to formula (II) represents a direct bond, a C1-C6-alkanediyl group, a C2-C6-α,ω-(dioxo)alkane-α,ω-diyl group.

### Claim 5 (depends on 1)

The polymer according to claim 1, wherein G1 and/or G2 are polyamide units or structural units derived from polyamide.

### Claim 6 (depends on 1)

The polymer according to claim 1, wherein
(1) G1 according to formula (I) has the formula *—(C═O)—Z—(C═O)—NR′—CH2CH2—(N-radical)-CH2CH2—NR′—*, where each R′ independently represents H or C1-C4-alkyl, Z represents a C2-C8-alkanediyl group, and “radical” represents the dihydroxyphenyl radical bonded via A/A1 according to formula (I); and/or
(2) G2 according to formula (II) has the formula *—(C═O)—Z1—(C═O)—NR—CH2CH2—(N-radical)-CH2CH2—NR′—*, where each R′ independently represents H or C1-C4-alkyl, Z represents a C2-C8-alkanediyl group, and “radical” represents -A4-A3-X according to formula (II).

### Claim 7 (depends on 1)

The polymer according to claim 1, wherein it contains at least one repeating unit of the formula (I-a) as the repeating unit of the formula (I),
where
A1 represents a C1-C4-alkanediyl group,
Z represents a C2-C8-alkanediyl group,
R2 and R3 independently of one another represent a hydrogen atom, a C1-C4-alkyl group, a C2-C4 hydroxyalkyl group, a C1-C4-alkoxy group, a halogen atom, a sulfonic acid group.

### Claim 8 (depends on 1)

The polymer according to claim 1, wherein, as a repeating unit of the formula (II),
(1) it contains at least one repeating unit of the formula (II-a),
where
A3 represents a C1-C6-alkanediyl group,
Z1 represents a C2-C8-alkanediyl group,
X represents an amino group —N(R5)(R6) or an ammonio group —N+(R5)(R6)(R7) 1/n Ann-,
where R5, R6 and R7 each independently represent a hydrogen atom, a C1-C4-alkyl group or a C2-C4 hydroxyalkyl group and 1/n An′ is an equivalent of an n-valent anion; and/or
(2) it contains at least one repeating unit of the formula (II-b),
wherein A6 represents a (C2 to C6)-alkanediyl group; and/or
(3) it contains at least one repeating unit of the formula (II-c),
where
A3 represents a C1-C6-alkanediyl group,
Z1 represents a C2-C8-alkanediyl group,
X represents an amino group —N(R5)(R6) or an ammonio group —N+(R5)(R6)(R7) 1/n Ann-,
where R5, R6 and R7 each independently represent a hydrogen atom, a C1-C4-alkyl group or a C2-C4 hydroxyalkyl group and 1/n An′ is an equivalent of an n-valent anion; and/or
(4) it contains at least one repeating unit of the formula (II-d),
where A6 represents a (C2 to C6)-alkanediyl group,
Z3 represents a C2-C8-alkanediyl group.

### Claim 9 (depends on 1)

The polymer according to claim 1, wherein it contains at least one structural unit of the formula (III),
where n denotes a number from 1 to 10 and Z2 denotes a C2-C8-alkanediyl group.

### Claim 10 (depends on 1)

The polymer according to claim 1, wherein it contains at least one repeating unit of the formula (I-c) as the repeating unit of the formula (I),
where
R1 represents a hydrogen atom or a methyl group,
A2 represents an oxygen atom or a group —NH—,
R2, R3, and A1 are as defined in formula (I).

### Claim 11 (depends on 1)

The polymer according to claim 1, wherein it is used as a repeating unit of the formula (II),
(1) it contains at least one repeating unit of the formula (II-e),
where
R4 represents a hydrogen atom or a methyl group,
A5 represents an oxygen atom or a group —NH—,
A3 represents a C2-C6-alkanediyl group,
X represents an amino group —N(R5)(R6) or an ammonio group —N+(R5)(R6)(R7) 1/n Ann-,
where R5, R6 and R7 each independently represent a hydrogen atom, a C1-C4-alkyl group or a C2-C4 hydroxyalkyl group and 1/n Ann- is an equivalent of an n-valent anion; and/or
(2) it contains at least one repeating unit of the formula (II-g),
where
R4 represents a hydrogen atom or a methyl group.

### Claim 12 (depends on 1)

The polymer according to claim 1, wherein it contains at least one structural unit of the formula (IV) as the further repeating unit,
where
R8 represents a hydrogen atom or a methyl group,
A5 represents an oxygen atom or a group —NH—,
R9 represents a hydroxy-terminated polyalkylene oxide group, a C1-C4-alkyl-terminated polyalkylene oxide group, a C2-C6 hydroxyalkyl group, a C3-C6 polyhydroxyalkyl group, a C1-C6-alkyl group, a C1-C4-alkoxy-C2-C4-alkyl group, a 2-hydroxyethyl group, a 2-hydroxypropyl group, a 2-methyl-1-propanesulfanoic acid group and its sodium salt, an N-[tris(hydroxymethyl)methyl] group, a 2-carboxyethyl group and/or a 3-sulfopropyl group.

### Claim 13 (depends on 1)

An agent for the treatment of surfaces wherein it contains at least one polymer according to claim 1 and at least one surfactant.

### Claim 14 (depends on 1)

A method for the treatment of substrate surfaces wherein at least polymers according to claim 1 are applied to the surface.

### Claim 15 (depends on 13)

The method for the treatment of substrate surfaces wherein at least one agent according to claim 13 is applied to the surface.