# US 11,896,701 B2 · Method for dyeing keratin material, comprising the use of an organic C1-C6 alkoxy silane and tannic acid

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- Number: US 11,896,701 B2
- Document ID: US11896701B2
- Status: Granted
- Kind: B2
- Application number: 17/785,874
- Filed: 2020-10-16
- Published: 2023-03-02
- Granted: 2024-02-13
- Earliest claimed: 2019-12-16
- Assignees: Henkel AG & Co. KGaA
- Applicants: Henkel AG & Co. KGaA
- Inventors: Phillip Jaiser; Marc Nowottny; Carsten Mathiaszyk; Gabriele Weser; Torsten Lechner; Caroline Kriener; Juergen Schoepgens; Ulrike Schumacher; Claudia Kolonko; Udo Erkens
- Web page: https://patentgrep.com/patent/US11896701B2

## CPC

- A61K 8/585: {Organosilicon compounds}
- A61Q 5/065: {Preparations for temporary colouring the hair, e.g. direct dyes}
- A61K 8/19: containing inorganic ingredients
- A61K 8/498: {having 6-membered rings or their condensed derivatives, e.g. coumarin}
- A61K 8/602: {Glycosides, e.g. rutin}
- A61Q 5/10: Preparations for permanently dyeing the hair
- A61K 2800/43: Pigments; Dyes
- A61K 2800/4322: in preparations for temporarily coloring the hair further containing an oxidizing agent
- A61K 2800/4324: in preparations for permanently dyeing the hair
- A61K 2800/884: Sequential application
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

The subject of the present disclosure is a process for dyeing keratinous material, in particular human hair. The process includes applying a first composition (A) to the keratinous material. The first composition includes (A1) one or more organic C1-C6 alkoxysilanes and/or condensation products thereof, and (A2) at least one colorant compound selected from the group of pigments and direct dyes. A second composition (B) is applied to the keratinous material. The second composition (B) includes (B1) Tannic acid.

## Claims

### Claim 1

A method of dyeing keratinous material, the method comprising the steps of:
applying a first composition (A) to the keratinous material, the first composition (A) comprising:
(A1) one or more organic C1-C6 alkoxysilanes and/or condensation products thereof, and
(A2) at least one colorant compound selected from the group of pigments, direct dyes, or combinations thereof, and
applying a second composition (B) to the keratinous material, the second composition (B) comprising:
(B1) Tannic acid.

### Claim 2 (depends on 1)

The process according to claim 1, wherein the first composition (A) comprises one or more organic C1-C6 alkoxysilanes (A1) of the formula (S-I) and/or (S-II),
R1R2N-L-Si(OR3)a(R4)b (S-I)
where
R1,R2 independently represent a hydrogen atom or a C1-C6 alkyl group,
L is a linear or branched, divalent C1-C20 alkylene group,
R3,R4 are independent of each other for a C1-C6 alkyl group,
a, represents an integer from 1 to 3, and
b is the integer 3-a, and
(R5O)c(R6)dSi-(A)e-[NR7-(A′)]f-[O-(A″)]g-[NR8-(A″)]h-Si(R6′)d′(OR5′)c′ (S-II),
where
R5, R5′, R5″, R6, R6′ and R6″ independently represent a C1-C6 alkyl group,
A, A′, A″, A′″ and A″″ independently represent a linear or branched C1-C20 divalent alkylene group,
R7 and R8 independently represent a hydrogen atom, a C1-C6 alkyl group, a hydroxy-C1-C6 alkyl group, a C2-C6 alkenylgroup, an amino-C1-C6 alkyl group or a group of formula (S-III),
(A″″)-Si(R6″)d″(OR5″)c″ (S-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,
wherein at least one of the radicals from e, f, g and h is different from 0,
and/or condensation products thereof.

### Claim 3 (depends on 1)

The process according claim 1, wherein the first composition (A) comprises at least one C1-C6 organic alkoxysilane (A1) selected from the group of
(3-Aminopropyl)triethoxysilane
(3-Aminopropyl)trimethoxysilane
(2-Aminoethyl)triethoxysilane
(2-Aminoethyl)trimethoxysilane
(3-Dimethylaminopropyl)triethoxysilane
(3-Dimethylaminopropyl)trimethoxysilane
(2-dimethylaminoethyl)triethoxysilane,
(2-Dimethylaminoethyl)trimethoxysilane
and/or condensation products thereof, or combinations thereof.

### Claim 4 (depends on 1)

The process according to claim 1, wherein the first composition (A) comprises one or more organic C1-C6 alkoxysilanes (A1) of the formula (S-IV),
R9Si(OR10)k(R11)m (S-IV),
where
R9 represents a C1-C12 alkyl group,
R10 stands for a C1-C6 alkyl group,
R11 stands for a C1-C6 alkyl group
k is an integer from 1 to 3, and
m stands for the integer 3-k,
and/or condensation products thereof.

### Claim 5 (depends on 1)

The process according to claim 1, wherein the first composition (A) comprises at least one C1-C6 organic alkoxysilane (A1) selected from the group of
Methyltrimethoxysilane
Methyltriethoxysilane
Ethyltrimethoxysilane
Ethyltriethoxysilane
Propyltrimethoxysilane
Propyltriethoxysilane
Hexyltrimethoxysilane
Hexyltriethoxysilane
Octyltrimethoxysilane
Octyltriethoxysilane
Dodecyltrimethoxysilane,
Dodecyltriethoxysilane,
Octadecyltrimethoxysilane,
Octadecyltriethoxysilane,
their mixtures
and/or condensation products thereof, or combinations thereof.

### Claim 6 (depends on 1)

The process according to claim 1, wherein the first composition (A) comprises at least one inorganic pigment (A2) selected from the group of 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/or metal oxychloride, or combinations thereof.

### Claim 7 (depends on 1)

The process according to claim 1, characterized in that the first composition (A) comprise at least one pigment (A2) chosen from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet, pigments based on a substrate platelet comprising a vacuum-metallized pigment, pigments based on a substrate platelet comprising synthetic mica, or combinations thereof.

### Claim 8 (depends on 1)

The process according to claim 1, wherein the second composition (B) further comprises at least one pigment selected from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet, pigments based on a substrate platelet comprising a vacuum metallized pigment, pigments based on a substrate platelet comprising artificial mica, or combinations thereof.

### Claim 9 (depends on 1)

The process according to claim 1, wherein the second composition (B) further comprises at least one film-forming polymer.

### Claim 10 (depends on 1)

The process according to claim 1, wherein the second composition (B) further comprises an antioxidant.

### Claim 11 (depends on 1)

The process according to claim 1, wherein the first composition (A) comprises:
at least one first pigment (A2) selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments, mica- or mica-based colored pigments coated with at least one metal oxide and/or metal oxychloride, or combinations thereof; and
at least one second pigment (A2) selected from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet, pigments based on a substrate platelet comprising a vacuum metallized pigment, pigments based on a substrate platelet comprising artificial mica, or combinations thereof.

### Claim 12

A multi-component packaging unit (kit-of-parts) for dyeing keratinous material, comprising separately prepared
a first container having a first composition (A) comprising (A1) one or more C1-C6 organic alkoxysilanes and/or condensation products thereof, and
(A2) at least one colorant compound selected from the group of pigments and direct dyes, and
a second container having a second composition (B) comprising (B1) tannic acid.

### Claim 13

A multi-component packaging unit (kit-of-parts) for dyeing keratinous material, separately assembled
a first container having a first composition (A′) comprising one or more C1-C6 organic alkoxysilanes and/or condensation products thereof,
a second container with a second composition (A″) comprising at least one colorant compound selected from the group of pigments and direct dyes, and
a third container having a third composition (B) comprising tannic acid.

### Claim 14 (depends on 13)

The multi-component packaging unit (kit-of-parts) according to claim 13 further comprising;
a fourth container having a fourth composition comprising water.