Method for dyeing keratinous material, comprising the use of an organosilicon compound, a phosphoric acid ester and a dyeing compound

Patent metadata

Field	Value
Publication number	US-12201712-B2
Application number	US-202118005837-A
Country	US
Kind code	B2
Filing date	May 27, 2021
Priority date	Jul 17, 2020
Publication date	Jan 21, 2025
Grant date	Jan 21, 2025

Abstract

The subject of the present disclosure 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 phosphoric acid ester,
application of an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) at least one sealing reagent,

wherein at least one of the agents (a) and (b) further comprises at least one colorant compound selected from the group of pigments and/or direct dyes.

First claim

The invention claimed is:

1. A process for dyeing keratinous material comprising the following steps:
applying 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 phosphoric acid ester,
after applying the agent (a) to the keratinous material, applying an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) at least one sealing reagent,

wherein at least one of the agents (a) and (b) further comprises at least one colorant compound selected from the group of pigments and/or direct dyes.

2. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of the formula (I) and/or (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 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),

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 formula (III)
(A′″)—Si(R 6 ″) d ″(OR 5 ″) c ″  (III),

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 the radicals e, f, g, and h is different from 0.

3. The process according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of the 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, bivalent 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 process according to claim 2 , 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 process according to claim 2 , wherein the agent (a) comprises at least one organic silicon compound (a1) of 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, bivalent C 1 -C 6 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 (a1) of 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.

7. The process according to claim 6 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (IV) selected from the group of
Methyltrimethoxysilane,
Methyltriethoxysilane,
Ethyltrimethoxysilane,
Ethyltriethoxysilane,
Propyltrimethoxysilane,
Propyltriethoxysilane,
Hexyltrimethoxysilane,
Hexyltriethoxysilane,
Octyltrimethoxysilane,
Octyltriethoxysilane,
Dodecyltrimethoxysilane,
Dodecyltriethoxysilane,
Octadecyltrimethoxysilane,
Octadecyltriethoxysilane, and
Mixtures of these.

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

9. The process of claim 1 , wherein the sealing reagent comprises a compound selected from the group of film-forming polymers, alkalizing agents, acidifying agents, and mixtures thereof.

10. The process according to claim 1 , wherein the agent (a) comprises, as phosphoric acid ester (a2), an ester of orthophosphoric acid with an aliphatic alcohol.

11. The process according to claim 1 , wherein the agent (a) comprises, as phosphoric acid ester (a2), an ester of orthophosphoric acid with an ethoxylated aliphatic alcohol having 1 to 22 carbon atoms.

12. The process according to claim 1 , wherein the agent (a) and the agent (b) each further comprise at least one colorant compound selected from the group of pigments and/or direct dyes.

13. The process according to claim 1 , wherein the agent (b) further comprises a colorant compound selected from the group of pigments and/or direct dyes comprising at least one pigment selected from the group of lamellar metallic substrate platelet-based pigments, lenticular metallic substrate platelet-based pigments lenticular metallic substrate platelet, pigments based on a metallic substrate platelet comprising “vacuum metallized pigment” (VMP) at least one pigment based on natural or synthetic mica coated with at least one metal oxide and/or a metal oxychloride; and mixtures thereof.

14. The process according to claim 1 , wherein the agent (a) further comprises a coloring compound selected from the group of pigments and/or direct dyes comprising at least one organic pigment selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments having the Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments having the Color Index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800, CI 15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915, CI 75470 at least one inorganic pigment selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments; and and mixtures thereof; and wherein the agent (a) further comprises a coloring compound selected from the group of pigments and/or direct dyes which comprises at least one pigment selected from the group of pigments based on a lamellar metallic substrate platelet, pigments based on a lenticular metallic substrate platelet, pigments based on

Assignees

• Henkel Ag & Co Kgaa

Inventors

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

Classifications

• A61Q5/065

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

• A61K2800/884

  Sequential application · CPC title

• A61K2800/87

  Application Devices; Containers; Packaging · CPC title

• A61K2800/43

  Pigments; Dyes · CPC title

• A61K8/55

  Phosphorus compounds · CPC title