COMPOSITION COMPRISING A PARTICULAR OXIDATION DYE PRECURSOR AND A PARTICULAR AMINO SILICONE

20250049671 ยท 2025-02-13

    Inventors

    Cpc classification

    International classification

    Abstract

    The invention relates to a composition comprising at least one oxidation dyeing base chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2--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

    1. A composition comprising: at least one oxidation base chosen from: i) 2-methoxymethyl-para-phenylenediamine of formula (I), an addition salt thereof, solvates thereof and/or solvates of the salts thereof: ##STR00023## ii) 2--hydroxypropyl-para-phenylenediamine of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof: ##STR00024## and at least one (poly)oxyalkylenated amino silicone.

    2. The composition as claimed in the preceding claim, in which the content of oxidation base(s) chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2--hydroxypropyl-para-phenylenediamine of formula (II), an addition salt thereof, solvates thereof and/or the solvates of the salts thereof ranges from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, more preferentially from 0.01% to 10% by weight, better still from 0.05% to 5% by weight, and even better still from 0.1% to 3% by weight, relative to the total weight of the composition.

    3. The composition as claimed in either of the preceding claims, comprising at least one oxidation coupler, preferably chosen from 6-hydroxybenzomorpholine, hydroxyethyl-3,4-methylenedioxyaniline, 2-amino-5-ethylphenol, addition salts thereof, solvates thereof and/or solvates of the salts thereof and mixtures thereof.

    4. The composition as claimed in the preceding claim, in which the total content of oxidation coupler(s) ranges from 0.001% to 20% by weight, preferably from 0.005% to 15% by weight, more preferentially from 0.01% to 10% by weight, better still from 0.05% to 5% by weight, and even better still from 0.1% to 3% by weight, relative to the total weight of the composition.

    5. The composition as claimed in either of claims 3 and 4, in which the weight ratio between the total content of the oxidation base(s) chosen from 2-methoxymethyl-para-phenylenediamine of formula (I), 2--hydroxypropyl-para-phenylenediamine of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof and the total content of oxidation coupler(s) ranges from 0.1 to 10, preferably from 0.5 to 5.

    6. The composition as claimed in any one of the preceding claims, in which 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.sub.2O).sub.xSiMe.sub.2-RN(R)RO(C.sub.2H.sub.4O).sub.a(C.sub.3H.sub.6O).sub.bRN(H)R]
    or else
    [(SiMe.sub.2O).sub.xSiMe.sub.2-RN(R)RO(C.sub.2H.sub.4O).sub.a(C.sub.3H.sub.6O).sub.b] in which: a is an integer greater than or equal to 1, preferably ranging from 5 to 200, more particularly ranging from 10 to 100; b is an integer between 0 and 200, preferably ranging from 4 to 100, more particularly between 5 and 30; x is an integer ranging from 1 to 10 000, more particularly from 10 to 5000; R is a hydrogen atom or a methyl; R, which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical optionally including one or more heteroatoms such as oxygen; preferably, R denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH2OCH2CH(OH)CH2-radical; preferentially, R denotes a CH.sub.2CH.sub.2CH.sub.2OCH.sub.2CH(OH)CH.sub.2 radical; R, which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical optionally including one or more heteroatoms such as oxygen; preferably, R denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical, or a CH.sub.2CH.sub.2CH.sub.2OCH.sub.2CH(OH)CH.sub.2-radical; preferentially, R denotes CH(CH.sub.3)CH.sub.2.

    7. The composition as claimed in any one of the preceding claims comprising a (poly)oxyalkylenated amino silicone chosen from (poly)oxyalkylenated amino silicones having the INCI name PEG-40/PPG-8 methylaminopropyl/hydroxypropyl dimethicone copolymer.

    8. The composition as claimed in any one of the preceding claims, in which the (poly)oxyalkylenated amino silicone(s) are present in a total content ranging from 0.01% to 10% by weight, preferably from 0.05% to 5% by weight, and more preferentially from 0.075% to 4% by weight, better still from 0.1% to 2% by weight, relative to the total weight of the composition.

    9. The composition as claimed in any one of the preceding claims, comprising at least one fatty substance other than (poly)oxyalkylenated amino silicones, preferably chosen from liquid fatty substances, solid fatty substances and mixtures thereof.

    10. The composition as claimed in any one of the preceding claims, comprising at least one liquid fatty substance other than (poly)oxyalkylenated amino silicones, preferably chosen from liquid hydrocarbons containing more than 16 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters and mixtures thereof, preferentially from liquid hydrocarbons comprising more than 16 carbon atoms, in particular liquid petroleum jelly, liquid fatty alcohols, liquid fatty esters and mixtures thereof, better still from liquid fatty esters.

    11. The composition as claimed in any one of the preceding claims, comprising at least one solid fatty substance, preferably chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes, ceramides, and mixtures thereof, preferentially from solid fatty acids, solid fatty alcohols and mixtures thereof.

    12. The composition as claimed in any one of the preceding claims, comprising at least one surfactant, the surfactant(s) preferably being chosen from anionic surfactants, nonionic surfactants, cationic surfactants, and mixtures thereof, preferably from anionic surfactants, nonionic surfactants and mixtures thereof, preferably from anionic surfactants.

    13. The composition as claimed in any one of the preceding claims, comprising at least one cationic polymer, preferably chosen from homopolymers of dimethyldiallylammonium chloride and copolymers of diallyldimethylammonium chloride and acrylamide, and even more preferentially the cationic polymer is the homopolymer of dimethyldiallylammonium chloride (polyquaternium-6).

    14. The composition as claimed in any one of the preceding claims, comprising at least one alkaline agent preferably chosen from alkanolamines such as monoethanolamine, diethanolamine or triethanolamine; ammonium hydroxide, sodium or potassium hydroxides, and mixtures thereof, more preferentially from ammonium hydroxide, sodium or potassium hydroxides, and mixtures thereof.

    15. The composition as claimed in any one of the preceding claims, not comprising any chemical oxidizing agent.

    16. The composition as claimed in any one claims 1 to 14, comprising at least one chemical oxidizing agent, preferably hydrogen peroxide.

    17. A process for dyeing keratin fibers, preferably the hair, comprising the application to said keratin fibers of the composition as defined in any one of the preceding claims.

    18. The process for dyeing keratin fibers, preferably the hair, as claimed in the preceding claim, in which the composition defined in claim 16 results from the mixing of at least two compositions: a) a dye composition comprising: at least one oxidation base chosen from: i) 2-methoxymethyl-para-phenylenediamine of formula (I), an addition salt thereof, solvates thereof and/or solvates of the salts thereof: ##STR00025## ii) 2--hydroxypropyl-para-phenylenediamine of formula (II), an addition salt thereof, solvates thereof and/or solvates of the salts thereof: ##STR00026## and at least one (poly)oxyalkylenated amino silicone, and b) an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.

    19. A multi-compartment device for dyeing keratin fibers, preferably the hair, comprising at least a first compartment containing a dye composition as defined in any one of claims 1 to 15 and at least a second compartment containing an oxidizing composition comprising one or more chemical oxidizing agents, preferably hydrogen peroxide.

    20. The use of a composition as defined in any one of claims 1 to 16, for dyeing keratin fibers, and in particular the hair.

    Description

    EXAMPLES

    [0386] In the examples that follow, all the amounts are given as mass percentages of active material (AM) relative to the total weight of the composition (unless otherwise mentioned).

    Dye Composition

    [0387] Composition A1 according to the present invention and comparative composition C1 were prepared using the ingredients whose contents are indicated in the table below (g %):

    TABLE-US-00001 TABLE 1 A1 C1 (Invention) (comparative) 2-Methoxymethyl-p-phenylenediamine 0.96 0.96 N,N-Bis(2-hydroxyethyl)-p-phenylenediamine sulfate 0.2 0.2 Hydroxybenzomorpholine 0.3 0.3 m-Aminophenol 0.31 0.31 2,4-Diaminophenoxyethanol HCl 0.043 0.043 Hydroxyethyl-3,4-methylenedioxyaniline HCl 0.43 0.43 PEG-40/PPG-8 methylaminopropyl/hydroxypropyl 0.33 dimethicone copolymer Amodimethicone 0.33 Isopropyl myristate 0.6 0.6 Myristic acid 0.12 0.12 Palmitic acid 1.76 1.76 Stearic acid 2.12 2.12 Cetearyl alcohol 13.5 13.5 Cetrimonium chloride 0.145 0.145 Cocamide MEA 2.5 2.5 Ceteareth-25 4 4 Sodium lauryl sulfate 0.275 0.275 Polyquaternium-6 0.4 0.4 Dipropylene glycol 0.121 0.121 Glycerol 0.374 0.374 Propylene glycol 1 1 Tetrasodium EDTA 0.051 0.051 Ammonium hydroxide 2.06 2.06 Ascorbic acid 0.4 0.4 Sodium hydroxide 0.3 0.3 Sodium sulfite 0.8 0.8 Water qs 100 qs 100

    Oxidizing Composition

    [0388] The oxidizing composition B1 was prepared from the ingredients whose contents are indicated in the table below:

    TABLE-US-00002 TABLE 2 B1 Hydrogen peroxide 5.5 Cetearyl alcohol 2.4 Sodium lauryl sulfate 0.316 Tetrasodium EDTA 0.204 Sodium benzoate 0.3 Etidronic acid 0.09 Citric acid 0.3 Water qs 100

    Dyeing Protocol

    [0389] The dye compositions A1 and C1 are each mixed respectively with the oxidizing composition B1 in a 1+1.5 weight ratio.

    [0390] Each of the mixtures is applied to locks of hair containing 90% white hairs, which are natural (NW), on the one hand, and permanent-waved (PWW), on the other hand, at a rate of 5 g of mixture per 1 g of hair.

    [0391] After a leave-on time of 30 minutes on a hotplate at 27 C., the hair is rinsed, washed with a standard shampoo, and then dried.

    Results

    [0392] The coloring of the hair is evaluated in the L*a*b* system, using a Konica Minolta CM-3600A spectrocolorimeter (illuminant D65, angle 10, specular component included) in the CIELab system.

    [0393] In this system, L* represents the lightness. The lower the value of L*, the darker and more powerful the coloring obtained. The chromaticity is measured by the values a* and b*, with a* representing the red/green axis and b* the yellow/blue axis.

    [0394] The selectivity is represented by the color difference E between the locks of dyed natural (NW) and dyed permanent-waved (PWW) hair, E being obtained from the formula:

    [00001] E = ( L * - L o * ) 2 + ( a * - a o * ) 2 + ( b * - b o * ) 2

    in which L* represents the intensity, a* and b*, the chromaticity of the dyed natural hair and L.sub.0* represents the intensity and a.sub.0* and b.sub.0* the chromaticity of the dyed permanent-waved hair. The lower the value of E, the lower the selectivity and the more uniform the coloring along the hair.

    TABLE-US-00003 TABLE 3 Composition Hair type L* a* b* E A1 (invention) NW 20.13 0.39 3.06 2.30 PWW 18.20 0.09 1.90 B1 (comparative) NW 24.63 0.04 3.56 6.70 PWW 18.42 0.13 1.05

    [0395] Composition A1 according to the invention leads to a lower E value, and thus to better selectivity, relative to the comparative composition C1.