# US 10,117,825 B2 · Oxidation coloring composition with protein-siloxane polymers

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- Number: US 10,117,825 B2
- Document ID: US10117825B2
- Status: Granted
- Kind: B2
- Application number: 15/454,679
- Filed: 2017-03-09
- Published: 2017-06-22
- Granted: 2018-11-06
- Earliest claimed: 2014-09-09
- Assignees: Henkel AG & Co. KGaA
- Applicants: Henkel AG & Co. KGaA
- Inventors: Sylvia Kerl; Camille Grosjacques
- Web page: https://patentgrep.com/patent/US10117825B2

## CPC

- A61K 8/891: saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K 8/19: containing inorganic ingredients
- A61K 8/22: Peroxides; Oxygen; Ozone
- A61K 8/23: Sulfur; Selenium; Tellurium; Compounds thereof
- A61K 8/342: {Alcohols having more than seven atoms in an unbroken chain}
- A61K 8/345: {containing more than one hydroxy group}
- A61K 8/347: {Phenols}
- A61K 8/37: Esters of carboxylic acids
- A61K 8/375: {the alcohol moiety containing more than one hydroxy group}
- A61K 8/41: Amines
- A61K 8/411: {Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus}
- A61K 8/418: {containing nitro groups}
- A61K 8/442: {substituted by amido group(s)}
- A61K 8/463: {containing sulfuric acid derivatives, e.g. sodium lauryl sulfate}
- A61K 8/466: {containing sulfonic acid derivatives; Salts}
- A61K 8/4926: {having six membered rings}
- A61K 8/55: Phosphorus compounds
- A61K 8/585: {Organosilicon compounds}
- A61K 8/645: {Proteins of vegetable origin; Derivatives or degradation products thereof}
- A61K 8/73: Polysaccharides
- A61K 8/86: Polyethers
- A61K 8/90: Block copolymers (A61K8/89 takes precedence)
- A61K 8/925: {of animal origin}
- A61K 8/9789: Magnoliopsida [dicotyledons]
- A61Q 5/065: {Preparations for temporary colouring the hair, e.g. direct dyes}
- A61Q 5/10: Preparations for permanently dyeing the hair
- A61K 2800/882: Mixing prior to application
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

A cosmetic agent for dyeing keratinous fibers, especially human hair, includes at least one specific protein-siloxane polymer and at least one oxidation dye precursor and/or a direct dye, where the use of the at least one protein-siloxane polymer leads to improved care of the keratinous fibers. A corresponding packaging unit (kit of parts) and a method for dyeing keratinous fibers include the cosmetic agent. Lastly, the cosmetic agent is used to care for keratinous fibers with an enhanced care effect.

## Claims

### Claim 1

A cosmetic agent for altering the color or whitening of keratinous fibers, comprising, in a cosmetically acceptable carrier,
a) at least one compound selected from the group consisting of oxidation dye precursors, direct dyes, and mixtures thereof,
b) at least one protein-siloxane polymer that includes at least one structural unit of formula (I) and/or at least one structural unit of formula (II)
wherein R stands for a hydrolyzed protein residue having at least one NH2 group;
X stands for a group *—CH2—CH(OH)—CH2—O—(CH2)3—* or *—CO—CH(CH2COOH)—CH—(CH2)3—*; R1 and R2 each independently of one another stand for a methyl group, a hydroxy group, an alkoxy group having 1 to 6 carbon atoms in the alkyl chain, a residue of formula (IIIa)
or a residue of formula (IIIb)
wherein R4 and R5 each independently of one another stand for a methyl group, a hydroxy group, or an alkoxy group having 1 to 6 carbon atoms in the alkyl chain;
R3 stands for a hydrogen atom or a group X—H;
n stands for an integer 1 to 101;
y stands for an integer from 0 to 1,000; and
z stands for an integer from 1 to 1,000.

### Claim 2 (depends on 1)

The cosmetic agent according to claim 1, wherein, in the structural unit of formula (I), X stands for the group *—CH2—CH(OH)—CH2—O—(CH2)3—*, R1 and R2 each stand for a hydroxy group, and R3 stands for a hydrogen atom.

### Claim 3 (depends on 1)

The cosmetic agent according to claim 1, wherein, in the structural unit of formula (II), X stands for the group *—CH2—CH(OH)—CH2—O—(CH2)3—*, R1 and R2 each stand for a hydroxy group, and R3 stands for a hydrogen atom.

### Claim 4 (depends on 1)

The cosmetic agent according to claim 1, wherein the cosmetic agent includes at least one protein-siloxane polymer containing at least one structural unit of formula (IV) and/or at least one structural unit of formula (V),
wherein:
R stands for a hydrolyzed protein residue having at least one NH2 group;
R1 and R2 each independently of one another stand for a methyl group, a hydroxy group, an alkoxy group having 1 to 6 carbon atoms in the alkyl chain, a residue of formula (VIa)
or a residue of formula (VIb)
wherein R4 and R5 each independently of one another stand for a methyl group, a hydroxy group, or an alkoxy group having 1 to 6 carbon atoms in the alkyl chain;
R3 stands for a hydrogen atom or a group *—CH2—CH(OH)—CH2—O—(CH2)3—H,
n stands for an integer from 1 to 101,
y stands for an integer from 0 to 1,000; and
z stands for an integer from 1 to 1,000.

### Claim 5 (depends on 1)

The cosmetic agent according to claim 1, wherein the at least one protein-siloxane polymer b) includes 0.1 to 0.4 molecules of siloxane per amino group of the hydrolyzed protein residue R.

### Claim 6 (depends on 1)

The cosmetic agent according to claim 1, wherein the at least one protein-siloxane polymer b) includes 5 to 30% amine groups reacted with siloxanes, and 70 to 95% free amino groups.

### Claim 7 (depends on 1)

The cosmetic agent according to claim 1, wherein the hydrolyzed protein residue R is a vegetable protein hydrolysate.

### Claim 8 (depends on 7)

The cosmetic agent according to claim 7, wherein the hydrolyzed protein residue is a protein hydrolysate isolated from the potato.

### Claim 9 (depends on 1)

The cosmetic agent according to claim 1, wherein the hydrolyzed protein residue R has an average molecular weight Mw of 295 to 40,000 Da.

### Claim 10 (depends on 1)

The cosmetic agent according to claim 1, wherein the at least one protein-siloxane polymer b) has an average molecular weight Mw of 350 to 90,000 Da.

### Claim 11 (depends on 1)

The cosmetic agent according to claim 1, wherein the cosmetic agent includes the at least one protein-siloxane polymer b) in a total amount of 0.00002 to 4.0 wt % relative to the total weight of the cosmetic agent.

### Claim 12 (depends on 1)

The cosmetic agent according to claim 1, wherein the cosmetic agent further includes at least one unfunctionalized protein hydrolysate.

### Claim 13 (depends on 12)

The cosmetic agent according to claim 12, wherein the at least one unfunctionalized protein hydrolysate includes an unfunctionalized protein hydrolysate isolated from the potato.

### Claim 14 (depends on 1)

A packaging unit, otherwise known as a kit-of-parts, comprising —prepared separately from one another—
a) at least one container (C1), containing the cosmetic agent according to claim 1; and
b) at least one container (C2) containing an oxidizing agent preparation that includes, in a cosmetically acceptable carrier, at least one oxidizing agent in a total amount of 0.5 to 7.0 wt % relative to the total weight of the oxidizing agent preparation, and at least one acid.

### Claim 15 (depends on 1)

A method for dyeing or whitening keratinous fibers, the method including:
a) preparing the cosmetic agent (M1) according to claim 1;
b) providing an oxidizing agent preparation (M2) containing, in a cosmetically acceptable carrier, at least one oxidizing agent in a total amount of 0.5 to 7.0 wt % relative to the total weight of the oxidizing agent preparation, and at least one acid;
c) mixing the cosmetic agent (M1) with the oxidizing agent preparation (M2);
d) applying the mixture obtained in step c) to the keratinous fibers and leaving this mixture on the keratinous fibers for a duration of 10 to 60 minutes at a temperature of at least 30° C.;
e) rinsing the keratinous fibers with water and/or a cleansing composition for 1 to 5 minutes; and
f) optionally applying a post-treatment agent to the keratinous fibers and rinsing out after a duration of 1 to 10 minutes.