IP Library › Granted Patent US 12,622,853
Granted Patent B2
US 12,622,853 · App. 18/717,326 · Granted May 12, 2026

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

Inventors: Julie Blanc (Saint-Ouen, FR); Laurence Cottard-Mei (Saint-Ouen, FR)
Assignee: L'OREAL
A61K8/411A61Q5/10A61K2800/43A61K2800/5422A61K2800/591
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Quick Facts
Patent No.
US 12,622,853
App. No.
18/717,326
Granted
May 12, 2026
Kind
B2
Abstract

The invention relates to a composition comprising at least one oxidation dyeing base chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof, 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 (68)

1 . A composition comprising:

at least one oxidation base chosen from:

i) 2-methoxymethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof or solvates of the salts thereof:

and

ii) 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), addition salts thereof, solvates thereof or solvates of the salts thereof:

and

at least one (poly)oxyalkylenated amino silicone 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 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;

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, 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 oxidation base(s) chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), 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.

4 . The composition according to claim 3 , wherein the at least one oxidation coupler is chosen from 6-hydroxybenzomorpholine, hydroxyethyl-3,4-methylenedioxyaniline, 2-amino-5-ethylphenol, addition salts thereof, solvates thereof, solvates of the salts thereof or mixtures thereof.

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

6 . The composition according to claim 1 , wherein the weight ratio between the total content of the oxidation base(s) chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), 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.

7 . The composition according to claim 1 , comprising a (poly)oxyalkylenated amino silicone 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, wherein the fatty substance is chosen from liquid fatty substances, solid fatty substances or mixtures thereof.

10 . The composition according to claim 9 , wherein the at 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.

11 . The composition according to claim 9 , 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 , further comprising at least one cationic polymer.

14 . The composition according to claim 1 , further comprising at least one alkaline agent.

15 . The composition according to claim 1 , further comprising wherein the composition does not contain 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 1 .

18 . A process for dyeing keratin fibers, comprising preparing a mixture by mixing 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:

i) 2-methoxymethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof/or solvates of the salts thereof:

and

ii) 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), addition salts thereof, solvates thereof or solvates of the salts thereof:

and

at least one (poly)oxyalkylenated amino silicone 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 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;

 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, 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 multi-compartment device for dyeing keratin fibers, comprising at least a first compartment and a second compartment, wherein the first compartment comprises a) a dyeing composition and the second compartment comprises b) an oxidizing composition, wherein:

a) the dyeing composition comprises:

at least one oxidation base chosen from:

i) 2-methoxymethyl-para-phenylenediamine of formula (I), addition salts thereof, solvates thereof and/or solvates of salts thereof:

and

ii) 2-γ-hydroxypropyl-para-phenylenediamine of formula (II), addition salts thereof, solvates thereof and/or solvates of salts thereof:

and

at least one (poly)oxyalkylenated amino silicone 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 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;

 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, 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 Jan 29, 2025
From: BLANC, JULIE; COTTARD-MEI, LAURENCE
To: L'OREAL
Reel/Frame 070052/0618 →
Priority Claims (1)
FR FR2113296 · Dec 10, 2021 · national
Continuity (1)
Related Publication 20250049671A1 · Feb 13, 2025
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