IP Library › Granted Patent US 12,558,301
Granted Patent B2
US 12,558,301 · App. 18/717,308 · Granted Feb 24, 2026

Composition comprising a particular oxidation dye precursor and a particular amino silicone

Inventors: Valérie Nicou (Saint-Ouen, FR); Laurence Corn-Gourinel (Saint-Ouen, FR)
Assignee: L'Oréal
A61K8/415A61K8/4973A61Q5/10A61K2800/43A61K2800/54
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Quick Facts
Patent No.
US 12,558,301
App. No.
18/717,308
Granted
Feb 24, 2026
Kind
B2
Abstract

The invention relates to a composition comprising at least one oxidation coupler chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (I), 2-amino-5-ethylphenol of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof, at least one oxidation base and at least one (poly)oxyalkylenated amino silicone. The invention also relates to a process for dyeing keratin fibers, preferably the hair, which comprises the application of the composition to said keratin fibers.

Claims (49)

1 . A composition comprising:

at least one oxidation coupler chosen from:

(i) hydroxyethyl-3,4-methylenedioxyaniline of formula (I), an addition salt thereof, solvates thereof and/or solvates of the salts thereof:

(ii) 2-amino-5-ethylphenol of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof:

at least one oxidation base, and

at least one (poly)oxyalkylenated amino silicone.

2 . The composition according to claim 1 , wherein the total content of oxidation coupler(s) chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (I), 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof or the solvates of the salts thereof ranges from 0.001% to 20% by weight, relative to the total weight of the composition.

3 . The composition according to claim 1 , wherein the at least one oxidation base is chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, corresponding addition salts, solvates thereof, salts of the solvates thereof, or mixtures thereof.

4 . The composition as claimed according to claim 1 , wherein the total content of oxidation base(s) ranges from 0.001% to 20% by weight, relative to the total weight of the composition.

5 . The composition according to claim 1 , wherein the weight ratio between the total content of the oxidation base(s) and the total content of oxidation coupler(s) chosen from hydroxyethyl-3,4-methylenedioxyaniline of formula (I), 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof or solvates of the salts thereof ranges from 0.1 to 10.

6 . The composition according to claim 1 , wherein the (poly)oxyalkylenated amino silicone(s) are chosen from (AB) n type multiblock (poly)oxyalkylenated amino silicones, A being a polysiloxane block and B being a (poly)oxyalkylene block, including at least one amine group, said silicones consisting of repeating units having the following general formulae:

[—(SiMe 2 O) x SiMe 2 -R—N(R″)—R′—O(C 2 H 4 O) a (C 3 H 6 O) b —R′—N(H)—R—]

or else

[—(SiMe 2 O) x SiMe 2 -R—N(R″)—R′—O(C 2 H 4 O) a (C 3 H 6 O) b —]

herein:

a is an integer greater than or equal to 1;

b is an integer between 0 and 200;

x is an integer ranging from 1 to 10 000,

R″ is a hydrogen atom or a methyl;

R, which may be identical or different, represent a linear or branched divalent C 2 -C 12 hydrocarbon-based radical optionally including one or more heteroatoms; and

R′, which may be identical or different, represent a linear or branched divalent C 2 -C 12 hydrocarbon-based radical optionally including one or more heteroatoms.

7 . The composition according to claim 1 , wherein the at least one (poly)oxyalkylenated amino silicone is chosen from (poly)oxyalkylenated amino silicones having the INCI name PEG-40/PPG-8 methylaminopropyl/hydroxypropyl dimethicone copolymer.

8 . The composition according to claim 1 , wherein the (poly) oxyalkylenated amino silicone(s) are present in a total content ranging from 0.01% to 10% by weight, relative to the total weight of the composition.

9 . The composition according to claim 1 , further comprising at least one fatty substance other than (poly) oxyalkylenated amino silicones.

10 . The composition according to claim 9 , wherein the at least one fatty substance other than (poly) oxyalkylenated amino silicones is a liquid fatty substance chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters, or mixtures thereof.

11 . The composition according to claim 1 , further comprising at least one solid fatty substance chosen substance from solid fatty acids, solid fatty alcohols, solid esters of fatty acids, solid esters of fatty alcohols, waxes, ceramides, or mixtures thereof.

12 . The composition according to claim 1 , further comprising at least one surfactant chosen from anionic surfactants, nonionic surfactants, cationic surfactants, or mixtures thereof.

13 . The composition according to claim 1 , further comprising at least one cationic polymer chosen from homopolymers of dimethyldiallylammonium chloride or copolymers of diallyldimethylammonium chloride and acrylamide.

14 . The composition according to claim 1 , further comprising at least one alkaline agent chosen from alkanolamines, ammonium hydroxide, sodium hydroxide, potassium hydroxide, or mixtures thereof.

15 . The composition according to claim 1 , wherein the composition does not comprise any chemical oxidizing agent.

16 . The composition according to claim 1 , further comprising at least one chemical oxidizing agent.

17 . A process for dyeing keratin fibers comprising applying to said keratin fibers the composition according to claim 16 .

18 . The process for dyeing keratin fibers according to claim 17 , wherein the composition is prepared by mixing at least a) a dyeing composition and b) an oxidizing composition, wherein:

a) the dyeing composition comprises:

at least one oxidation coupler chosen from:

(i) hydroxyethyl-3,4-methylenedioxyaniline of formula (I), addition salts thereof, solvates thereof or solvates of the salts thereof:

(ii) 2-amino-5-ethylphenol of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof:

at least one oxidation base, and

at least one (poly)oxyalkylenated amino silicone, and

b) an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.

19 . The process according to claim 18 , wherein the (poly) oxyalkylenated amino silicone is chosen from (poly)oxyalkylenated amino silicones having the INCI name PEG-40/PPG-8 methylaminopropyl/hydroxypropyl dimethicone copolymer.

20 . A multi-compartment device, comprising a first compartment comprising a) a dyeing composition and a second compartment comprising b) an oxidizing composition: wherein

a) the dying composition comprises:

at least one oxidation coupler chosen from:

(i) hydroxyethyl-3,4-methylenedioxyaniline of formula (I), addition salts thereof, solvates thereof or solvates of the salts thereof:

(ii) 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof or solvates of the salts thereof:

at least one oxidation base, and

at least one (poly) oxyalkylenated amino silicone, and wherein

b) the oxidizing composition comprises one or more chemical oxidizing agents.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2025
From: NICOU, VALÉRIE; CORN-GOURINEL, LAURENCE
To: L'OREAL
Reel/Frame 071833/0927 →
Priority Claims (1)
FR 2113298 · Dec 10, 2021 · national
Continuity (1)
Related Publication 20250041182A1 · Feb 6, 2025
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