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-11992546-B2
Application number	US-202017441265-A
Country	US
Kind code	B2
Filing date	Mar 13, 2020
Priority date	Mar 19, 2019
Publication date	May 28, 2024
Grant date	May 28, 2024

Abstract

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 vacuum metallized pigment, andApplication 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 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 colorant compound comprising at least one substrate platelet-based pigment comprising a vacuum metallized pigment, and
applying an agent (b) to the keratinous material, wherein the agent (b) comprises:
(b1) at least one sealing reagent.

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 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 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 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 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, divalent 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)
-(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 e, f, g, and h is different from 0.

6. The process according to claim 2 , wherein the agent (a) comprises at least one organic silicon compound (a1) of formula (II) selected from the group of
3-(Trimethoxysilyl)-N43-(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)-N43-(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/or
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
R9 stands for a C 1 -C 18 is 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) selected from the group of:
Methyltrimethoxysilane,
Methyltriethoxysilane,
Ethyltrimethoxysilane,
Ethyltriethoxysilane,
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 according to claim 1 , wherein the substrate platelet comprises a material selected from the group of metals, metal alloys and metal oxides.

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

12. The process 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 process according to 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 process 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 comprising an agent (a′), 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
a second container comprising an agent (a″), the agent (a″) comprising:
(a2) at least one colorant compound comprising at least one substrate platelet-based pigment comprising a vacuum metallized pigment,
a third container containing an agent (b), wherein the agent (b) comprises:
(b1) at least one sealing reagent.

16. The process according to claim 3 , wherein L represents a propylene group (—CH 2 —CH 2 —CH 2 —) or an ethylene group (—CH 2 —CH 2 —).

17. The process according to claim 1 , wherein th

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

• A61K8/585 Primary

  Organosilicon compounds · CPC title

• A61K8/26

  Aluminium; Compounds thereof · CPC title

• A61K8/731

  Cellulose; Quaternized cellulose derivatives · CPC title

• A61K8/8152

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

• A61K8/891

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