Method for dyeing keratinous material, comprising the use of an organosilicon compound, a coated effect pigment and a sealing reagent I

Patent metadata

Field	Value
Publication number	US-11957771-B2
Application number	US-202017762028-A
Country	US
Kind code	B2
Filing date	Jul 6, 2020
Priority date	Sep 19, 2019
Publication date	Apr 16, 2024
Grant date	Apr 16, 2024

Abstract

The subject of the present disclosure is a process for dyeing keratinous material, in particular human hair, 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 coloring compound comprising at least one effect pigment comprising α) a substrate platelet and β) a coating, wherein the coating comprises at least one layer that has been wet-chemically prepared using a metal alkoxide and an organosilicon compound having a basic group; and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises: (b1) at least one sealing reagent.

First claim

What is claimed is:

1. The 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 chosen from silanes having one, two or three silicon atoms, and
(a2) at least one coloring compound comprising at least one effect pigment comprising α) a substrate platelet and β) a coating, wherein the coating comprises at least one layer wet-chemically prepared using a metal alkoxide and an organosilicon compound having a basic group, and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) at least one sealing reagent.

2. 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),

R 5 , R 5 ′, R 5 ″, R 6 , R 6 ′ and R 6 ″ 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 method according to claim 1 , wherein the agent (a) comprises at least one organic silicon compound (a1) of 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 agent according to claim 3 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (I) chosen from
(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
1-(2-Dimethylaminoethyl)silantriol.

5. The process according to claim 1 , 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
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 process according to claim 5 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (II) chosen from
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-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-(trimethoxysilyl)propyl]-2-propen-1-amine and
N,N-Bis[3-(triethoxysilyl)propyl]-2-propen-1-amine.

7. 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.

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

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

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

11. The process of claim 1 , wherein the metal alkoxide comprises a silicon alkoxide chosen from tetramethyl orthosilicate, tetraethyl orthosilicate, tetraisopropyl orthosilicate, and mixtures thereof.

12. The process of claim 1 , wherein the organosilicon compound having a basic group comprises a silane having one, two or three silicon atoms, which further comprises one or more basic chemical groups and one or more hydroxyl groups or hydrolysable groups per molecule.

13. The process according to claim 1 , wherein the organosilicon compound having a basic group is chosen from
(3-Aminopropyl)triethoxysilane
(3-Aminopropyl)trimethoxysilane
1-(3-Aminopropyl)silantriol
(2-Aminoethyl)triethoxysilane
(2-Aminoethyl)trimethoxysilane
1-(2-Aminoethyl)silantriol
(3-Dimethylaminopropyl)tri ethoxy silane
(3-Dimethylaminopropyl)trimethoxy silane
1-(3-Dimethylaminopropyl)silantriol
(2-Dimethylaminoethyl)triethoxysilane
(2-Dimethylaminoethyl)trimethoxysilane
1-(2-Dimethylaminoethyl)silantriol and
Mixtures of these.

14. The process according to claim 1 , wherein the agent (a) comprises at least one further coloring compound (a2) chosen from colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments, colored mica- or mica-based pigments coated with at least one metal oxide, and a metal oxychloride.

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

(a1) at least one organic silicon compound chosen from silanes having one, two or three silicon atoms, and
a second container comprising an agent (a″), the agent comprising (a″):

(a2) at least one color-imparting compound comprising at least one effect pigment comprising α) a substrate platel

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Lechner Torsten

Classifications

• A61K8/25 Primary

  Silicon; Compounds thereof · CPC title

• A61K8/0254 Primary

  Platelets; Flakes · CPC title

• A61K8/26

  Aluminium; Compounds thereof · CPC title

• A61K8/447

  containing sulfur · CPC title

• A61Q5/065

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