Process of coloring keratinous material comprising the use of an organosilicon compound, an effect pigment, and a sealing reagent VI

Patent metadata

Field	Value
Publication number	US-12357554-B2
Application number	US-202418582557-A
Country	US
Kind code	B2
Filing date	Feb 20, 2024
Priority date	Mar 19, 2019
Publication date	Jul 15, 2025
Grant date	Jul 15, 2025

Abstract

The process of coloring keratinous material comprising the use of an organosilicon compound, an effect pigment, and a sealing reagent VI
Provided herein is a process for dyeing keratinous material, in particular human hair, comprising the following steps:
Application of an agent (a) to the keratinous material, wherein the agent (a) comprises: (a1) at least one organic silicon compound selected from the group of silanes having one, two or three silicon atoms, and (a2) at least one colorant compound comprising at least one substrate platelet-based pigment comprising a lamellar substrate pigment, and Application of an agent (b) to the keratinous material, wherein the agent (b) comprises: (b1) at least one sealing reagent.

First claim

The invention claimed is:

1. A method for dyeing keratinous material, comprising the following steps:
applying an agent (a) to the keratinous material, wherein the agent (a) comprises:
(a1) an organic silicon compound selected from the group of silanes having one, two or three silicon atoms, and
(a2) a colorant compound comprising a pigment, wherein the pigment comprises a substrate platelet, and the substrate platelet comprises a lamellar substrate platelet and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) a sealing reagent.

2. The method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of a formula (I) and the agent (a) comprises at least one organic silicon compound (a1) of a formula (II)
R 1 R 2 N-L-Si(OR 3 ) a (R 4 ) b   (I),

where
R 1 , R 2 independently represent a hydrogen atom or a C 1 -C 6 alkyl group,
L is a linear or branched divalent C 1 -C 20 alkylene group,
R 3 , R 4 independently of one another represent a C 1 -C 6 alkyl group,
a, stands for an integer from 1 to 3, and
b stands for the integer 3-a, and

wherein in the organic silicon compound of the formula (II)
(R 5 O) c (R 6 ) d Si-(A) e -[NR 7 -(A′)] f -[O-(A″)] g -[NR 8 -(A′″)] h —Si(R 6′ ) d′ (OR 5′ ) c′   (II),

wherein
R5, R5′, R5″, R6, R6′ and R6″ independently represent a C 1 -C 6 alkyl group,
A, A′, A″, A′″ and A″″ independently represent a linear or branched divalent C 1 -C 20 alkylene group,
R 7 and R 8 independently represent a hydrogen atom, a C 1 -C 6 alkyl group, a hydroxy C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, an amino C 1 -C 6 alkyl group or a group of a formula (III)
-(A″″)—Si(R 6 ″) d″ (OR 5″ ) c″   (III),

wherein
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 method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of a formula (I),
R 1 R 2 N-L-Si(OR 3 ) a (R 4 ) b   (I),

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

4. The method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (I) selected from the group 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 and/or
-1-(2-Dimethylaminoethyl)silantriol.

5. The method according to claim 2 , wherein the agent (a) comprises at least one organic silicon compound (a1) of the formula (II)
(R 5 O) c (R 6 ) d Si-(A) e -[NR 7 -(A′)] f -[O-(A″)] g -[NR 8 -(A′″)] h —Si(R 6′ ) d′ (OR 5′ ) c′   (II),

where
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 C 1 -C 6 alkylene 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).

6. The method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (II) selected from the group of:
-3-(Trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine
3-(Triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine
N-Methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine
N-Methyl-3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine
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-(trimethoxysilyl)propyl]-2-propen-1-amine and/or
N,N-Bis[3-(triethoxysilyl)propyl]-2-propen-1-amine.

7. The method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of a formula (IV)
R 9 Si(OR 10 ) k (R 11 ) m   (IV),

where
R 9 stands for a C 1 -C 18 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 is an integer from 1 to 3, and
m stands for the integer 3-k.

8. The method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) selected from the group of:
Methyltrimethoxysilane
Methyltriethoxysilane
Ethyltrimethoxysilane
Ethyltriethoxysilane
Hexyltrimethoxysilane
Hexyltriethoxysilane
Octyltrimethoxysilane
Octyltriethoxysilane
Dodecyltrimethoxysilane,
Dodecyltriethoxysilane,
Octyldecyltrimethoxysilane,
Octyldecyltriethoxysilane and
Mixtures of these.

9. The method according to claim 1 , wherein the agent (a) comprises at least two structurally different organic silicon compounds (a1).

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

11. The method of claim 1 , wherein the substrate platelet comprises aluminum.

12. The method according to 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 about 1.8.

13. The method 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 about 1.9.

14. The method according to 13, 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.

15. A kit-of-parts for dyeing keratinous material, comprising separately packaged
a first container containing an agent (a′), wherein the agent (a′) comprises:

(a1) an organic silicon compound selected from the group of silanes having one, two or three silicon atoms, and
a second container containing an agent (a″), the agent (a″) comprising:

(a2) a color-imparting compound comprising a pigment, wherein the pigment comprises a substrate platelet, and the substrate platelet comprises a lamellar substrate platelet, and
a third container containing an agent (b), wherein the agent (b) comprises:

(b1) a sealing reagent.

16. The kit-of-parts of claim 15 , wherein:
the agent (a) comprises at least one organic silicon compound (a1) of a formula (I) and the agent (a) comprises at least one organic silicon compound (a1) of a formula (II)
R 1 R 2 N-L-Si(OR 3 ) a (R 4 ) b   (I),

where
R 1 , R 2 independently represent a hydrogen atom or a C 1 -C 6 alkyl group,
L is a linear or branched divalent C1-C20 alkylene group,
R 3 , R 4 independently of one another represent a C 1 -C 6 alkyl group,
a stands for an integer from 1 to 3, and
b stands f

Assignees

• Henkel Ag & Co Kgaa

Inventors

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

Classifications

• A61Q5/06

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title

• A61K2800/884

  Sequential application · CPC title

• A61K8/891

  saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone · CPC title

• A61K8/8152

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

• A61K8/731

  Cellulose; Quaternized cellulose derivatives · CPC title