Method for dyeing keratinous material, including the application of an organosilicon compound, a dyeing compound, a sealing reagent and an alkaline pre-treatment agent

Patent metadata

Field	Value
Publication number	US-12296036-B2
Application number	US-202218577153-A
Country	US
Kind code	B2
Filing date	May 31, 2022
Priority date	Jul 6, 2021
Publication date	May 13, 2025
Grant date	May 13, 2025

Abstract

A method for dyeing keratinous material, in particular human hair, is described. An agent (v) is applied to the keratinous material. The agent (v) includes at least one polyethylene glycol having an average molecular mass of 200 to 8000 g/mol, at least one aliphatic alcohol, and at least one alkalizing reagent application of an agent (a) to the keratinous material. The agent (a) comprises at least one organosilicon compound from silanes having one, two or three silicon atoms. An agent (b) is applied to the keratinous material, where the agent (b) includes at least one sealing reagent. At least one of agents (a) and (b) additionally includes at least one dyeing compound from the group consisting of pigments and direct dyes.

First claim

The invention claimed is:

1. A method for dyeing keratinous material, the method comprising;
applying an agent (v) to the keratinous material, wherein the agent (v) comprises:
at least one polyethylene glycol having an average molecular mass of 200 to 8000 g/mol,
at least one aliphatic alcohol, and
at least one alkalizing reagent;

applying an agent (a) to the keratinous material, wherein the agent (a) comprises at least one organosilicon compound selected from silanes having one, two, or three silicon atoms; and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises at least one sealing reagent, wherein at least one of the agent (a) or the agent (b) further comprises at least one dyeing compound.

2. The method of claim 1 , wherein the agent (a) comprises at least one of organosilicon compound of formula (I) or organosilicon compound of formula (II);
R 1 R 2 N-L-Si(OR 3 ) a (R 4 ) b   (I),

where:
R 1 and R 2 represent, independently of one another, a hydrogen atom or a C 1 -C 6 alkyl group,
L represents a linear or branched divalent C1-C20 alkylene group,
R 3 and R 4 represent, independently of one another, a C 1 -C 6 alkyl group,
a represents an integer from 1 to 3, and
b represents the integer 3-a, and
(R 5 O) c (R 6 ) d Si-(A) c -[NR 7 -(A′) f -[O-(A″)] g -[NR 8 -(A′″) h -Si(R 6 ′) d′ (OR 5 ′) c′   (II),

where:
R 5 , R 5 ′, R 5 ″, R 6 , R 6 ′ and R 6 ″ represent, independently of one another, a C 1 -C 6 alkyl group,
A, A′, A″, A′″ and A″ represent, independently of one another, a linear or branched, divalent C1-C20 alkylene group, and
R 7 and R 8 represent, independently of one another, a hydrogen atom, a C 1 -C 6 alkyl group, a hydroxy C 1 -C 6 alkyl group, a C2-C6 alkenyl group, an amino C 1 -C 6 alkyl group, or a group of formula (III);
(A″″)-Si(R 6 ″) a″ (OR 5 ″) c″   (III),

where:
c, represents an integer from 1 to 3,
d represents the integer 3-c,
c′ represents an integer from 1 to 3,
d′ represents the integer 3-c′,
c″ represents an integer from 1 to 3,
d″ represents the integer 3-c″,
e represents 0 or 1,
f represents 0 or 1,
g represents 0 or 1, and
h represents 0 or 1,
wherein at least one of e, f, g, or h is different from 0.

3. The method of claim 1 , wherein the agent (a) comprises at least one organosilicon compound of formula (I):
R 1 R 2 N-L-Si(OR 3 ) a (R 4 ) b   (I),

where;
Rand R 2 both represent a hydrogen atom,
L represents a linear, divalent C 1 -C 6 alkylene group,
R 3 and R 4 represent, independently of one another, a methyl group or an ethyl group,
a represents the number 3, and
b represents the number 0.

4. The method of claim 3 , wherein the agent (a) comprises the at least one organosilicon compound of formula (I) selected from the group consisting of:
(3-aminopropyl) triethoxysilane,
(3-aminopropyl) trimethoxysilane,
1-(3-aminopropyl) silanetriol,
(2-aminoethyl) triethoxysilane,
(2-aminoethyl) trimethoxysilane,
1-(2-aminoethyl) silanetriol,
(3-dimethylaminopropyl) triethoxysilane,
(3-dimethylaminopropyl) trimethoxysilane,
1-(3-dimethylaminopropyl) silanetriol,
(2-dimethylaminoethyl) triethoxysilane,
(2-dimethylaminoethyl) trimethoxysilane, and
1-(2-dimethylaminoethyl) silanetriol.

5. The method of claim 1 , where the agent (a) comprises at least one organosilicon compound of formula (II):
(R 5 O) c (R 6 ) d Si-(A) c -[NR 7 -(A′)] f -[O-(A″)] g -[NR 8 -(A′″)] h -Si(R 6 ′) d ′(OR 5 ′) c′   (II),

where:
e and f both represent the number 1,
g and h both represent the number 0,
A and A′ represent, independently of one another, a linear, divalent C 1 -C 6 alkylene group, and
R 7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group, or a group of formula (III):
(A″″)-Si(R 6 ″) d ″(OR 5 ″) c ″  (III),

where:
c, represents an integer from 1 to 3,
d represents the integer 3-c,
c′ represents an integer from 1 to 3,
d′ represents the integer 3-c′
c″ represents an integer from 1 to 3,
d″ represents the integer 3-c″
e represents 0 or 1,
f represents 0 or 1,
g represents 0 or 1, and
h represents 0 or 1,
wherein at least one of e, f, g, or h is different from 0.

6. The method of claim 1 , wherein the agent (a) comprises at least one organosilicon compound of formula (IV):
R 9 Si(OR 10 ) k (R 11 ) m   (IV),

where;
R 9 represents a C1-C18 alkyl group,
R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group,
R 11 represents a C 1 -C 6 alkyl group,
k represents an integer from 1 to 3, and
m represents the integer 3-k.

7. The method of claim 6 , wherein the agent (a) comprises the at least one organosilicon compound of formula (IV) selected from the group consisting of:
methyltrimethoxysilane,
methyltriethoxysilane,
ethyltrimethoxysilane,
ethyltriethoxysilane,
propyltrimethoxysilane,
propyltriethoxysilane,
hexyltrimethoxysilane,
hexyltriethoxysilane,
octyltrimethoxysilane,
octyltriethoxysilane,
dodecyltrimethoxysilane,
dodecyltriethoxysilane,
octadecyltrimethoxysilane,
octadecyltriethoxysilane, and
mixtures thereof.

8. The method of claim 1 , wherein the agent (a) comprises at least two organosilicon compounds that are structurally different from one another.

9. The method of claim 1 , wherein the sealing reagent comprises a compound selected from the group consisting of a film-forming, polymer, an alkalizing, agent, an acidifying agent, and mixtures thereof.

10. The method of claim 1 , wherein the at least one polyethylene glycol comprises a polyethylene glycol having an average molecular mass of 200 to 600 g/mol.

11. The method of claim 1 , wherein the aliphatic alcohol comprises ethanol.

12. The method of claim 1 , wherein the alkalizing reagent comprises an alkali metal hydroxide.

13. The method of claim 1 , wherein the dyeing compound comprises an inorganic pigment selected from the group consisting of black iron oxide (CI 77499), yellow iron oxide (CI 77492), red iron oxide (CI 77491), and mixtures thereof.

14. A multi-component packaging unit for dyeing keratinous material, the multi-component packaging unit comprising:
a first container containing an agent (v) comprising:
at least one polyethylene glycol having an average molecular mass of 200 to 8000 g/mol,
at least one aliphatic alcohol, and
at least one alkalizing reagent; a second container having containing an agent (a′) comprising at least one organosilicon compound selected from silanes having one, two, or three silicon atoms;

a third container containing an agent (a″) comprising water and at least one dyeing compound; and
a fourth container having containing an agent (b) comprising at least one sealing reagent,
wherein the first container, the second container, the third container, and the fourth container are packaged separately from one another.

15. A multi-component packaging unit (kit of parts) for dyeing keratinous material, the multi-component packaging unit comprising:
a first container containing an agent (v) comprising:
at least one polyethylene glycol having an average molecular mass of 200 to 8000 g/mol,
at least one aliphatic alcohol, and
at least one alkalizing reagent;

a second container containing an agent (a′) comprising at least one organosilicon compound selected from silanes having one, two or three silicon atoms;
a third container containing an agent (a″) comprising water;
a fourth container containing an agent (a′″) comprising at least one dyeing compound; and
a fifth container containing an agent (b)

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Schoepgens Juergen
• Lechner Torsten
• Jaiser Phillip
• Tairi Avni
• Kruppa Carolin
• Nowottny Marc
• Mathiaszyk Carsten
• Walter Andreas

Classifications

• A61Q5/065

  Preparations for temporary colouring the hair, e.g. direct dyes · CPC title

• A61K2800/87

  Application Devices; Containers; Packaging · CPC title

• A61K2800/432

  Direct dyes · CPC title

• A61K8/8152

  Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers · CPC title

• A61K8/19

  containing inorganic ingredients · CPC title