IP Library › Granted Patent US 12,605,319
Granted Patent B2
US 12,605,319 · App. 18/717,311 · Granted Apr 21, 2026

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

Inventors: Valérie Nicou (Saint-Ouen, FR); Laurence Corn-Gourinel (Saint-Ouen, FR)
Assignee: L'Oréal
A61K8/411A61Q5/10A61K2800/43A61K2800/5422A61K2800/591
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Quick Facts
Patent No.
US 12,605,319
App. No.
18/717,311
Granted
Apr 21, 2026
Kind
B2
Abstract

The invention relates to a composition comprising at least one oxidation base chosen from 2-β-hydroxyethyl-para-phenylenediamine of formula (I), an addition salt thereof, solvates thereof and/or solvates of the salts thereof, at least one (poly)oxyalkylenated amino silicone and at least one polyol. 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 (62)

1 . A composition comprising:

at least one oxidation base chosen from 2-β-hydroxyethyl-para-phenylenediamine of formula (I), addition salt thereof, solvates thereof/or solvates of the salts thereof:

at least one (poly)oxyalkylenated amino silicone, and

at least one polyol,

wherein at least one (poly) oxyalkylenated amino silicone is 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 having repeating units of the following general formulae (X) and/or (Y):

[-(SIMe 2 O) x SiMe, 2 -R-N(R″)-R′-O(C 2 H 4 O) a (C 3 H 5 O) b -R′-N (H)-R-]  (X)

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

wherein in (X) and (Y):

a is an integer greater than or equal to 1;

b is an integer ranging from 4 and 200, inclusive;

x is an integer ranging from 1 to 10,000, inclusive;

R″ is a hydrogen atom or a methyl;

R, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms; and

R′, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms.

2 . The composition according to claim 1 , wherein the total content of the oxidation base(s) chosen from 2-β-hydroxyethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof or 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 , further comprising at least one oxidation coupler chosen from 6-hydroxybenzomorpholine, hydroxyethyl-3,4- methylenedioxyaniline, 2-amino-5-ethylphenol, addition salts thereof, solvates thereof or solvates of the salts thereof, or mixtures thereof.

4 . The composition according to claim 3 , wherein the total content of oxidation coupler(s) ranges from 0.001% to 20% by weight, relative to the total weight of the composition.

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

6 . The composition according to claim 1 , 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.

7 . 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.

8 . The composition according to claim 1 , wherein the at least one polyol is chosen from diglycerol, glycerol, propylene glycol, propane-1,3-diol, 1,3-butylene glycol, pentane-1,2-diol, octane-1,2-diol dipropylene glycol, hexylene glycol, ethylene glycol, polyethylene glycols, sorbitol, sugars, or mixtures thereof.

9 . The composition according to claim 1 , wherein the polyol(s) are present in a total content ranging from 0.1% to 20% by weight, relative to the total weight of the composition.

10 . The composition according to claim 1 , further comprising at least one fatty substance other than (poly) oxyalkylenated amino silicones, chosen from liquid fatty substances, solid fatty substance or mixtures thereof.

11 . The composition according to claim 10 , wherein the least one liquid fatty substance other than (poly) oxyalkylenated amino silicones is chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters, or mixtures thereof, and wherein the at least one solid fatty substance is chosen 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 , futher 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 dying keratin fibers comprising applying to the keratin fibers the composition according to claim 16 .

18 . A process for dyeing keratin fibers comprising preparing a mixture by mixing at least a) a dyeing composition and b) an oxidizing composition and subsequently applying the mixture to the hair, wherein:

a) the dyeing composition comprises:

at least one oxidation base chosen from 2-β-hydroxyethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof or solvates of the salts thereof:

at least (poly)oxyalkylenated amino silicone, and

at least one polyol,

wherein at least one (poly)oxyalkylenated amino silicone is 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 having repeating units of the following general formulae (X) and/or (Y):

[-(SIMe 2 O) x SiMe 2 -R-N(R″)-R′-O(C 2 H 4 O) a (C 3 H 5 O) b -R′-N(H)-R-]  (X)

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

wherein in (X) and (Y):

a is an integer greater than or equal to 1;

b is an integer ranging from 4 and 200, inclusive;

x is an integer ranging from 1 to 10,000, inclusive;

R″ is a hydrogen atom or a methyl;

R, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms; and

R′, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms, and

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

19 . A multicompartment device for dyeing kerating fibers comprising a first compartment comprising a) a dyeing composition and a second compartment comprising b) an oxidizing composition, wherein:

a) the dyeing composition comprises:

at least one oxidation base chosen from 2-β-hydroxyethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof or solvates of the salts thereof:

at least (poly)oxyalkylenated amino silicone, and

at least one polyol,

wherein at least one (poly)oxyalkylenated amino silicone is 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 having repeating units of the following general formulae (X) and/or (Y):

[-(SiMe 2 O) x SiMe 2 -R-N(R″)-R′-O(C 2 H 5 O) b (C 3 H 6 O) b -R′-N(H)-R-]  (X)

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

wherein in (X) and (Y):

a is an integer greater than or equal to 1;

b is an integer ranging from 4 and 200, inclusive;

x is an integer ranging from 1 to 10,000, inclusive;

R″ is a hydrogen atom or a methyl;

R, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms; and

R′, which may be identical or different, represents a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms, and

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2025
From: NICOU, VALÉRIE; CORN-GOURINEL, LAURENCE
To: L'OREAL
Reel/Frame 071331/0387 →
Priority Claims (1)
FR 2113301 · Dec 10, 2021 · national
Continuity (1)
Related Publication 20250049670A1 · Feb 13, 2025
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