Process of dyeing keratinous material comprising the use of an organosilicon compound, an effect pigment, and a film-forming polymer I

Patent metadata

Field	Value
Publication number	US-11701318-B2
Application number	US-202017439784-A
Country	US
Kind code	B2
Filing date	Mar 13, 2020
Priority date	Mar 19, 2019
Publication date	Jul 18, 2023
Grant date	Jul 18, 2023

Abstract

A process and a kit-of-parts for dyeing keratinous material are provided. In an exemplary embodiment, a process for dyeing keratinous material includes applying an agent (a) to the keratinous material, wherein the agent (a) comprises at least one organic silicon compound. The process further includes applying an agent (b) to the keratinous material, wherein the agent (b) comprises (b1) at least one colorant compound comprising at least one pigment based on a lamellar substrate platelet, and (b2) at least one film-forming polymer.

First claim

The invention claimed is:

1. A process for dyeing keratinous material comprising:
applying an agent (a) to the keratinous material, the agent (a) comprising at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV),

wherein in the organic silicon compound of formula (I)
R1R2N-L-Si(OR3) a (R4) b   (I),

R1, R2 independently represent a hydrogen atom or a C1-C8 alkyl group;
L represents a linear or branched, branched C1-C20 alkyl group;
R3 represents a hydrogen atom or a C1-C8 alkyl group;
R4 represents a C1-C8 alkyl group;
a is an integer from 1 to 3; and
b is the integer (3−a); and
wherein in the organic silicon compound of formula (IV),
R9Si(OR10) k (R11) m   (IV),

R9 represents a C1-C18 alkyl group;
R10 represents a hydrogen atom or for a C1-C8 alkyl group;
R11 represents a C1-C6 alkyl group;
k is an integer from 1 to 3; and
m is the integer 3−k, and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) at least one colorant compound comprising at least one pigment based on a lamellar substrate platelet, and
(b2) at least one film-forming polymer.

2. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound of the formula (II)
(R5O) c (R6) d Si-(A) e -[NR7-(A′)] f -[O-(A″)] g -[NR8-(A′″)] h -Si(R6′) d ′(OR5′) c′    (II),

where
R5, R5′, R5″ independently represent a hydrogen atom or a C16 alkyl group,
R6, R6′ and R6″ independently represent a C16 alkyl group,
A, A′, A″, A′″ and A″” independently represent a linear or branched divalent C1-C20 alkylene group, and
R7 and R8 independently represent a hydrogen atom, a C1-C6 alkyl group, a hydroxy C1-C6 alkyl group, a C2-C6 alkenyl group, an amino C1-C6 alkyl group or a group of formula (III),
(A″″)-Si(R6″) d ″(OR5″) c″   (III),

where
c stands for an integer from 1 to 3,
d stands for the integer 3−c,
c′ stands for an integer from 1 to 3,
d′ stands for the integer 3−c′,
c″ stands for an integer from 1 to 3,
d″ stands for the integer 3−c″,
e stands for 0 or 1,
f stands for 0 or 1,
g stands for 0 or 1,
h stands for 0 or 1,
provided that at least one of e, f, g, and h is different from 0.

3. The process according to claim 1 , wherein in the organic silicon compound of formula (I),
R1, R2 both represent a hydrogen atom,
L represents a linear, divalent C1-C6-alkylene group,
R3 represents a hydrogen atom, an ethyl group, or a methyl group,
R4 represents a methyl group or an ethyl group,
a stands for the number 3, and
b stands for the number 0.

4. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound selected from the group consisting of:
(3-Aminopropyl)triethoxysilane;
(3-Aminopropyl)trimethoxysilane;
1-(3-Aminopropyl)silantriol;
(2-Aminoethyl)triethoxysilane;
(2-Aminoethyl)trimethoxysilane;
1-(2-Aminoethyl)silantriol;
(3-Dimethylaminopropyl)triethoxysilane;
(3-Dimethylaminopropyl)trimethoxysilane;
1-(3-Dimethylaminopropyl)silantriol;
(2-Dimethylaminoethyl)triethoxysilane;
(2-Dimethylaminoethyl)trimethoxysilane;
1-(2-Dimethylaminoethyl)silantriol; and
mixtures thereof.

5. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound of formula (II),
(R5O) c (R6) d Si-(A) e -[NR7-(A′)] f -[O-(A″)] g -[NR8-(A′″)] h -Si(R6′) d ′(OR5′) c′    (II),

where
c stands for an integer from 1 to 3,
d stands for the integer 3−c,
c′ stands for an integer from 1 to 3,
d′ stands for the integer 3−c′,
e and f both stand for the number 1,
g and h both stand for the number 0,
A and A′ independently represent a linear, divalent C1-C6 alkylene, and
R7 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).

6. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound selected from the group consisting of:
3-(Trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine;
3-(Triethoxysilyl)-N-[3-(triethoxysilyl) propyl]-1-propanamine;
N-Methyl-3-(trimethoxysilyl)-N43-(trimethoxysilyl)propyl]-1-propanamine;
N-Methyl-3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propane amine;
2-[Bis[3-(trimethoxysilyl) propyl]amino]-ethanol;
2-[Bis[3-(triethoxysilyl) propyl]amino]-ethanol;
3-(Trimethoxysilyl)-N,N-bis[3-(trimethoxysilyl) propyl]-1-propanamine;
3-(Triethoxysilyl)-N,N-bis[3-(triethoxysilyl) propyl]-1-propanamine;
N1,N1-bis [3-(trimethoxysilyl)propyl]-1,2-ethanediamine;
N1,N1-bis [3-(triethoxysilyl)propyl]-1,2-ethanediamine;
N,N-bis [3-(trimethoxy silyl)propyl]-2-propen-1-amine;
N,N-bis [3-(triethoxy silyl)propyl]-2-propen-1-amine; and
mixtures thereof.

7. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound selected from the group consisting of:
Methyltrimethoxysilane;
Methyltriethoxysilane;
Ethyltrimethoxysilane;
Ethyltriethoxysilane;
Hexyltrimethoxysilane;
Hexyltriethoxysilane;
Octyltrimethoxysilane;
Octyltriethoxysilane;
Dodecyltrimethoxysilane;
Dodecyltriethoxysilane;
Octadecyltrimethoxysilane;
Octadecyltriethoxysilane; and
mixtures thereof.

8. The process of claim 1 , wherein the substrate platelet comprises a material selected from the group consisting of metals, metal alloys and metal oxides.

9. The process of claim 1 , wherein the substrate platelet comprises aluminum.

10. The process of claim 1 , wherein the substrate platelet comprises a coating A of at least one low refractive index metal oxide and/or metal oxide hydrate having a refractive index of at most 1.8.

11. The process of claim 1 , wherein the substrate platelet comprises a coating B of at least one highly refractive metal oxide having a refractive index of at least 1.9.

12. The process according to claim 11 , wherein the substrate platelet has a further coating C of at least one metal oxide and/or metal oxide hydrate which is different from the underlying coating B.

13. A kit-of-parts for dyeing keratinous material, comprising separately packaged
a first container comprising an agent (a), wherein the agent (a) comprises at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV),

wherein in the organic silicon compound of formula (I)
R1R2N-L-Si(OR3) a (R4) b   (I),

R1, R2 independently represent a hydrogen atom or a C1-C8 alkyl group;
L represents a linear or branched, branched C1-C20 alkyl group;
R3 represents a hydrogen atom or a C1-C8 alkyl group;
R4 represents a C1-C8 alkyl group;
a is an integer from 1 to 3; and
b is the integer (3−a); and
wherein in the organic silicon compound of formula (IV),
R9Si(OR10) k (R11) m   (IV),

R9 represents a C1-C18 alkyl group;
R10 represents a hydrogen atom or for a C1-C8 alkyl group;
R11 represents a C1-C6 alkyl group;
k is an integer from 1 to 3; and
m is the integer 3−k; and
a second container containing an agent (b), wherein the agent (b) comprises:
(b1) at least one colorant compound comprising at least one pigment based on a lamellar substrate platelet, and
(b2) at least one film-forming polymer.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Lechner Torsten
• Weser Gabriele
• Kolonko Claudia
• Kriener Caroline
• Nowottny Marc
• Schoepgens Juergen
• Jaiser Phillip
• Schumacher Ulrike
• Mathiaszyk Carsten

Classifications

• A61K8/585 Primary

  Organosilicon compounds · CPC title

• A61K8/26

  Aluminium; Compounds thereof · CPC title

• A61K8/8158

  Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers · CPC title

• A61K8/8176

  Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers · CPC title

• A61Q5/065 Primary

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