# US 2025/0375366 A1 · Process for treating keratin fibres using a carnitine salt or a carnitine derivative

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- Number: US 2025/0375366 A1
- Document ID: US20250375366A1
- Status: Published application
- Kind: A1
- Application number: 18/876,579
- Filed: 2023-06-21
- Published: 2025-12-11
- Earliest claimed: 2022-06-22
- Assignees: L'oreal
- Applicants: L'oreal
- Inventors: Nawel BAGHDADLI; Andrew GREAVES
- Web page: https://patentgrep.com/patent/US20250375366A1

## CPC

- A61K 8/44: Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K 8/22: Peroxides; Oxygen; Ozone
- A61K 8/25: Silicon; Compounds thereof
- A61K 8/36: Carboxylic acids; Salts or anhydrides thereof
- A61K 8/362: Polycarboxylic acids
- A61K 8/466: {containing sulfonic acid derivatives; Salts}
- A61K 8/55: Phosphorus compounds
- A61Q 5/002: {Preparations for repairing the hair, e.g. hair cure}
- A61Q 5/08: Preparations for bleaching the hair
- A61Q 5/10: Preparations for permanently dyeing the hair
- 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 present invention relates to a process for treating keratin fibres comprising the application to the fibres of a composition comprising at least one chemical oxidizing agent, at least one (bi)carbonate and at least one silicate, the process also using at least one carnitine salt or carnitine derivative.

## Claims

### Claim at position 1

1-29. (canceled)

### Claim 30

A method for treating keratin fibers, comprising:
a) applying to the keratin fibers at least one compound D chosen from compounds of formula (I), solvates thereof, or mixtures thereof:
wherein in formula (I):
R1, R2 and R3 are independently chosen from a (hydroxy)(C1-C4)alkyl group;
R4 is chosen from a hydrogen atom, a (C1-C4)alkyl group, or a group —C(O)R, wherein R is a (C1-C3)alkyl group;
R5 is chosen from a hydrogen atom, a (C1-C4)alkyl group, an alkali metal, or an alkaline-earth metal;
An− represents an organic anion;
x is a stoichiometric coefficient chosen to allow the electrical neutrality of the compound of formula (I);
b) applying to the keratin fibers a composition (B) comprising:
i) at least one chemical oxidizing agent chosen from hydrogen peroxide, hydrogen peroxide-generating systems other than peroxygenated salts, or mixtures thereof;
ii) at least one compound chosen from a carbonate, a carbonate-generating system, a bicarbonate, a bicarbonate-generating system, or mixtures thereof; and
iii) at least one silicate;
wherein the at least one compound (D) and composition (B) are applied simultaneously or sequentially to the keratin fibers.

### Claim 31 (depends on 30)

The method of claim 30, wherein the at least one compound (D) is in composition (B).

### Claim 32 (depends on 30)

The method of claim 30, wherein the at least one compound (D) is in a separate composition (A),
wherein composition (A) is applied to the keratin fibers before composition (B).

### Claim 33 (depends on 30)

The method of claim 30, wherein the at least one compound (D) is in a separate composition (C),
wherein composition (C) is applied to the keratin fibers after composition (B).

### Claim 34 (depends on 30)

The method of claim 30,
wherein the total amount of compound(s) D present in composition (A) ranges from 1% to 25% by weight, relative to the total weight of composition (A); and/or
wherein the total amount of compound(s) D present in composition (B) ranges from 1% to 20% by weight, relative to the total weight of composition (B); and/or
wherein the total amount of compound(s) D present in composition (C) ranges from 1% to 25% by weight, relative to the total weight of composition (C).

### Claim 35 (depends on 30)

The method of claim 30, wherein An− represents an organic anion chosen from:
a compounds of formula −O—C(O)-ALK—C(O)—OM (IIa),
wherein:
ALK represents a (C1-C6)alkylene group optionally substituted with one or more hydroxyl (—OH) groups;
M represents a hydrogen atom, a negative charge, an alkali metal, or an alkaline-earth metal;
a compound of formula (IIb), (IIIb), or (IVb):
wherein:
R6 to R10 are independently chosen from:
a hydrogen atom;
a (C1-C6)alkyl or (C1-C6)alkoxy group, the (C1-C6)alkyl or (C1-C6)alkoxy group being optionally substituted with one or more identical or different groups chosen from: —OR, —NR′R″, —C(O)OR, —O—C(O)—R, aryl and —CF3 and/or optionally interrupted with one or more groups or heteroatoms chosen from: O, NR′, CO, S, SO and SO2; R representing a hydrogen atom or a (C1-C4)alkyl group, R′ and R″ representing, independently of each other, a hydrogen atom, a (C1-C4)alkyl group or a (C1-C4)alkylcarbonyl group wherein the group —NR′R″ is other than an —NH2 group;
a halogen atom;
a group —O—X, in which X represents a hydrogen atom or a protecting group for the phenol function, wherein any two adjacent groups R6, R7, R8, R9 or R10 may form, together with the carbon atoms that bear them, a saturated, unsaturated or aromatic 5- or 6-membered heterocycle;
Ra, Rb, Rc, Rd, Re and Rf are independently chosen from:
a hydrogen atom;
a (C1-C6)alkyl group optionally substituted with one or more identical or different groups chosen from: —OR, —NR′R″, —C(O)OR, —O—C(O)—R, (hetero)cycle, —C(O)—R, —NH—C(O)—R, —C(O)—NH—R, with R, R′ and R″, wherein the group —NR′R″ is other than an —NH2 group;
a (C1-C6)alkoxy group optionally substituted with one or more identical or different groups chosen from: —OR, —NR′R″, —C(O)OR, —O—C(O)—R, aryl and —CF3 and/or optionally interrupted with one or more groups or heteroatoms chosen from: O, NR′, CO, S, SO and SO2, with R, R′ and R″, wherein the group —NR′R″ is other than an —NH2 group;
a halogen atom;
a group —O—X with X as defined previously;
wherein:
(Ra and Rb) and/or (Rc and Rd) may form, together with the carbon atom which bears them, a C═O bond;
Ra and Rb may form, together with the carbon atom which bears them, a saturated or unsaturated, 4- to 8-membered (hetero)cycle;
Ra or Rb or Rc or Rd may form with R6 or R10 and the carbon atoms that bear them a 4- to 8-membered (hetero)cycle;
represents a single bond or an ethylenic double bond, with the proviso that when represents an ethylenic double bond, Rb and Rc are absent;
p is an integer equal to 0 or 1;
r is an integer equal to 0 or 1;
R11 represents a hydrogen atom, a negative charge, an alkali metal or an alkaline-earth metal, preferably a negative charge; the compounds of formula (IIb), (IIIb) or (IVb); or
mixtures thereof.

### Claim 36 (depends on 30)

The method of claim 30, wherein An− represents an organic anion chosen from compounds of formulae 1 to 46:

### Claim 37 (depends on 30)

The method of claim 30, wherein:
R1, R2 and R3 represent a methyl group;
R4 and R5 represent a hydrogen atom.

### Claim 38 (depends on 30)

The method of claim 30, wherein the compounds of formula (I) are chosen from compounds of formulae 1′ to 46′:

### Claim 39 (depends on 30)

The method of claim 30, wherein the at least one chemical oxidizing agent in composition (B) is hydrogen peroxide.

### Claim 40 (depends on 30)

The method of claim 30, wherein the total amount of chemical oxidizing agent(s) ranges from 1% to 12% by weight, relative to the total weight of composition (B).

### Claim 41 (depends on 30)

The method of claim 30, wherein the total amount of compound(s) ii) ranges from 0.01% to 20% by weight, relative to the total weight of composition (B).

### Claim 42 (depends on 30)

The method of claim 30, wherein the carbonate is chosen from:
an alkali metal carbonate;
an alkaline-earth metal carbonate;
a lanthanide carbonate;
a transition metal carbonate;
bismuth carbonate;
cadmium carbonate;
thallium carbonate;
zinc carbonate;
a compound of formula (N+R1R2R3R4)2CO32− wherein R1, R2, R3, and R4 represent, independently of each other, a hydrogen atom or a (C1-C4)alkyl group optionally substituted with a hydroxyl group;
guanidine carbonate; or
mixtures thereof.

### Claim 43 (depends on 30)

The method of claim 30, wherein the bicarbonate is chosen from:
an alkali metal bicarbonate;
an alkaline-earth metal bicarbonate;
a compound of formula N+R1R2R3R4, ·HCO3− wherein R1, R2, R3, and R4 represent, independently of one another, a hydrogen atom or a (C1-C4)alkyl group optionally substituted by a hydroxyl group;
aminoguanidine bicarbonate; or
mixtures thereof.

### Claim 44 (depends on 30)

The method of claim 30, wherein the at least one silicate iii) is chosen from an alkali metal silicate, an alkaline-earth metal silicate, aluminium silicate, trimethylammonium silicate, or mixtures thereof.

### Claim 45 (depends on 30)

The method of claim 30, wherein the total amount of silicate(s) iii) present in composition (B) ranges from 1% to 40% by weight, relative to the total weight of composition (B).

### Claim 46 (depends on 30)

The method of claim 30, wherein composition (B) comprises a total amount of persulfates of less than 10% by weight, relative to the total weight of composition (B).

### Claim 47 (depends on 30)

The method of claim 30, wherein composition (B) further comprises iv) at least one coloring agent chosen from direct dyes, oxidation dyes, or mixtures thereof.

### Claim 48 (depends on 30)

The method of claim 30, wherein composition (B) is a mixture of a composition (B1) with a composition (B2) and optionally a composition (B3):
wherein composition (B1) comprises:
the at least one chemical oxidizing agent i) chosen from hydrogen peroxide, hydrogen peroxide-generating systems other than peroxygenated salts, or mixtures thereof; and
wherein composition (B2) comprises:
the at least one compound ii) chosen from a carbonate, a carbonate-generating system, a bicarbonate, a bicarbonate-generating system, or mixtures thereof;
the at least one silicate iii); and
optionally at least one coloring agent iv); and
wherein composition (B3) comprises the at least one coloring agent iv).

### Claim 49

A multi-compartment device comprising:
a first compartment comprising a composition (B1), wherein composition (B1) comprises at least one chemical oxidizing agent i) chosen from hydrogen peroxide, hydrogen peroxide-generating systems other than peroxygenated salts, or mixtures thereof;
a second compartment comprising a composition (B2), wherein composition (B2) comprises:
at least one compound ii) chosen from a carbonate, a carbonate-generating system, a bicarbonate, a bicarbonate-generating system, or mixtures thereof;
at least one silicate iii); and
optionally at least one coloring agent iv); and
optionally a third compartment comprising a composition (B3), wherein composition (B3) comprises the at least one coloring agent iv); and
optionally a fourth compartment comprising a composition (A); and
optionally a fifth compartment comprising a composition (C);
wherein at least one of composition (B1), composition (B2), composition (B3), composition (A) or composition (C) comprises at least one compound D chosen from compounds of formula (I), solvates thereof, or mixtures thereof:
wherein in formula (I):
R1, R2 and R3 are independently chosen from a (hydroxy)(C1-C4)alkyl group;
R4 is chosen from a hydrogen atom, a (C1-C4)alkyl group, or a group —C(O)R, wherein R is a (C1-C3)alkyl group;
R5 is chosen from a hydrogen atom, a (C1-C4)alkyl group, an alkali metal, or an alkaline-earth metal;
An− represents an organic anion;
x is a stoichiometric coefficient chosen to allow the electrical neutrality of the compound of formula (I).