COMPOSITION COMPRISING TWO PARTICULAR OXIDATION DYE PRECURSORS, AND A PARTICULAR CARBOXYLIC ACID
20240050347 ยท 2024-02-15
Inventors
Cpc classification
A61K8/44
HUMAN NECESSITIES
International classification
A61K8/44
HUMAN NECESSITIES
A61K8/92
HUMAN NECESSITIES
Abstract
The invention relates to a composition comprising at least one oxidation coupler chosen from 6-hydroxybenzomorpholine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts, at least one oxidation coupler chosen from 2-amino-5-ethylphenol of formula (II), one of its addition salts, its solvates and/or the solvates of its salts, and at least one compound chosen from N, N-dicarboxymethyl glutamic acid, one of its salts, and mixtures thereof. The invention also relates to a process for dyeing keratin fibres, preferably the hair, comprising the application of the composition to said keratin fibres.
Claims
1-19. (canceled)
20. A composition comprising: i) at least one oxidation coupler chosen from 6-hydroxybenzomorpholine of formula (I), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00017## ii) at least one oxidation coupler chosen from 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00018## and iii) at least one compound chosen from N,N-dicarboxymethyl glutamic acid, salts thereof, or mixtures of two or more thereof.
21. The composition of claim 20, wherein the total amount of oxidation coupler(s) chosen from 6-hydroxybenzomorpholine of formula (I), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof ranges from 0.001% to 20% by weight, relative to the total weight of the composition.
22. The composition of claim 20, wherein the total amount of oxidation coupler(s) chosen from 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof ranges from 0.001% to 20% by weight, relative to the total weight of the composition.
23. The composition of claim 20, comprising at least one oxidation base.
24. The composition of claim 23, wherein the at least one oxidation base is chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, addition salts thereof, or mixtures of two or more thereof.
25. The composition of claim 24, wherein the at least one oxidation base is chosen from 2-methoxymethyl-para-phenylenediamine, 2--hydroxyethyl-para-phenylenediamine, 2--hydroxypropyl-para-phenylenediamine, addition salts thereof, solvates thereof, solvates of their salts thereof, or mixtures of two or more thereof.
26. The composition of claim 23, wherein the total amount of oxidation base(s) ranges from 0.001% to 20% by weight, relative to the weight of the composition.
27. The composition of claim 23, wherein the weight ratio of the total amount of oxidation base(s) to the total amount of oxidation coupler(s) chosen from i) 6-hydroxybenzomorpholine of formula (I), addition salts thereof, solvates thereof, solvates of their salts thereof, or mixtures of two or more thereof, ii) 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof, solvates of their salts thereof, or mixtures of two or more thereof, iii) or mixtures thereof ranges from 0.1 to 10.
28. The composition of claim 20, wherein the at least one compound chosen from N,N-dicarboxymethyl glutamic acid, salts thereof, or mixtures of two or more thereof is chosen from alkali metal salts.
29. The composition of claim 20, wherein the at least one compound chosen from N,N-dicarboxymethyl glutamic acid, salts thereof, or mixtures of two or more thereof is chosen from tetrasodium glutamate diacetate.
30. The composition of claim 20, wherein the total amount of compound(s) chosen from N,N-dicarboxymethyl glutamic acid, salts thereof, or mixtures of two or more thereof ranges from 0.001% to 15% by weight, relative to the total weight of the composition.
31. The composition of claim 20, further comprising at least one fatty substance chosen from liquid fatty substances, solid fatty substances, or mixtures of two or more thereof.
32. The composition of claim 31, comprising at least one liquid fatty substance chosen from liquid hydrocarbons comprising more than 16 carbon atoms, plant oils, liquid fatty alcohols, liquid fatty esters, silicone oils, or mixtures of two or more thereof.
33. The composition of claim 31, comprising at least one solid fatty substance chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes, ceramides, or mixtures of two or more thereof.
34. The composition of claim 20, further comprising at least one surfactant chosen from anionic surfactants, non-ionic surfactants, or mixtures of two or more thereof.
35. The composition of claim 20, further comprising at least one alkaline agent chosen from alkanolamines, ammonia, carbonates, bicarbonates, or mixtures of two or more thereof.
36. The composition of claim 20, wherein the composition is free or substantially free of any chemical oxidizing agent.
37. The composition of claim 20, further comprising at least one chemical oxidizing agent.
38. A method for dyeing keratin fibers, comprising: a) mixing a dyeing composition (A) with an oxidizing composition (B), wherein the dyeing composition (A) comprises: i) at least one oxidation coupler chosen from 6-hydroxybenzomorpholine of formula (I), one of addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00019## ii) at least one oxidation coupler chosen from 2-amino-5-ethylphenol of formula (II), one of addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00020## and iii) at least one compound chosen from N,N-dicarboxymethyl glutamic acid, one of salts thereof, or mixtures thereof, and wherein the oxidizing composition (B) comprises at least one chemical oxidizing agent; and b) applying the mixture to keratin fibers.
39. A multi-compartment kit comprising: (a) a first compartment comprising a dyeing composition comprising: i) at least one oxidation coupler chosen from 6-hydroxybenzomorpholine of formula (I), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00021## ii) at least one oxidation coupler chosen from 2-amino-5-ethylphenol of formula (II), addition salts thereof, solvates thereof, solvates of its salts thereof, or mixtures of two or more thereof: ##STR00022## and iii) at least one compound chosen from N,N-dicarboxymethyl glutamic acid, one of salts thereof, or mixtures thereof, and (b) a second compartment comprising an oxidizing composition comprising at least one chemical oxidizing agent.
Description
EXAMPLES
[0363] In the examples that follow, all the amounts are given as weight percentage of active material (AM) relative to the total weight of the composition (unless stated otherwise).
Example 1
[0364] Dyeing Composition
[0365] Composition A according to the present invention and comparative compositions A1 and A2 were prepared using the ingredients of which the contents are indicated in the table below:
TABLE-US-00001 TABLE 1 A A1 A2 (invention) (comparative) (comparative) 2-AMINO-5-ETHYLPHENOL HCL 2.1 mmol 4.2 mmol HYDROXYBENZOMORPHOLINE 2.1 mmol 4.2 mmol m-AMINOPHENOL 0.31 0.31 0.31 6-HYDROXYINDOLE 0.052 0.052 0.052 2-AMINO-3-HYDROXYPYRIDINE 0.04 0.04 0.04 N,N-BIS(2-HYDROXYETHYL)-p- 0.06 0.06 0.06 PHENYLENEDIAMINE SULFATE TOLUENE-2,5 DIAMINE 0.9 0.9 0.9 2,4-DIAMINOPHENOXYETHANOL 0.09 0.09 0.09 HCL MONOETHANOLAMINE 4.78 4.78 4.78 SODIUM METABISULFITE 0.45 0.45 0.45 MINERAL OIL 59.7 59.7 59.7 LIMNANTHES ALBA 0.1 0.1 0.1 (MEADOWFOAM) SEED OIL HELIANTHUS ANNUUS 0.1 0.1 0.1 (SUNFLOWER) SEED OIL PASSIFLORA INCARNATA SEED OIL 0.1 0.1 0.1 CAMELLIA OLEIFERA SEED OIL 0.1 0.1 0.1 CAPRYLYL/CAPRYL GLUCOSIDE 2.4 2.4 2.4 POLYSORBATE 21 2.4 2.4 2.4 STEARETH-20 3.88 3.88 3.88 STEARETH-2 1.13 1.13 1.13 POLYQUATERNIUM-67 0.2 0.2 0.2 TETRASODIUM GLUTAMATE 0.1 0.1 0.1 DIACETATE ASCORBIC ACID 0.25 0.25 0.25 Fragrance qs qs qs Water qs 100 qs 100 qs 100
[0366] Oxidizing Composition
[0367] The oxidizing composition B was prepared from the ingredients of which the contents are indicated in the table below:
TABLE-US-00002 TABLE 2 B HYDROGEN PEROXIDE 6 CETEARYL ALCOHOL 6 STEARETH-20 5 PEG-4 RAPESEEDAMIDE 1.3 TETRASODIUM ETIDRONATE 0.06 TETRASODIUM PYROPHOSPHATE 0.04 SODIUM SALICYLATE 0.035 PARAFFINUM LIQUIDUM 20 POLYQUATERNIUM-6 0.2 GLYCEROL 0.5 HEXADIMETHRINE CHLORIDE 0.15 TOCOPHEROL 0.1 PHOSPHORIC ACID qs pH 2.2 Water qs 100
[0368] Dyeing Protocol
[0369] The dyeing compositions A, A1 and A2 are each mixed with the oxidizing composition B in a 1+1 weight ratio.
[0370] Each of the mixtures is applied to locks of hair containing 90% natural white (NW) hair in a proportion of 5 g of mixture per 1 g of hair.
[0371] After a leave-on time of 30 minutes on a hot plate at 27 C., the hair is rinsed, washed with L'Ore{right arrow over (a)}l Professionnel Pro Classic universal concentrated shampoo, diluted to 10%, and dried.
[0372] Results
[0373] The colouring 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.
[0374] In this system, L* represents the lightness. The lower the value of L*, the darker and more powerful the colouring obtained. The chromaticity is measured by the values a* and b*, a* representing the red/green axis and b* the yellow/blue axis.
[0375] The results are shown in the table below:
TABLE-US-00003 TABLE 3 L* A + B (invention) 18.48 A1 + B (comparative) 21.02 A2 + B (comparative) 21.27
[0376] Composition A according to the invention leads to a lower value of L*, and thus to better colour strength, compared to the comparative compositions A1 and A2.
Example 2
[0377] Dyeing Compositions
[0378] Compositions A and A according to the present invention and comparative compositions A1 and A1 were prepared using the ingredients of which the contents are indicated in the tables below:
TABLE-US-00004 TABLE 4 A A1 (invention) (comparative) 2-AMINO-5-ETHYLPHENOL HCL 0.37 0.37 HYDROXYBENZOMORPHOLINE 0.32 0.32 m-AMINOPHENOL 0.31 0.31 6-HYDROXYINDOLE 0.052 0.052 2-AMINO-3-HYDROXYPYRIDINE 0.04 0.04 N,N-BIS(2-HYDROXYETHYL)-p- 0.06 0.06 PHENYLENEDIAMINE SULFATE HYDROXYETHYL-p-PHENYLENEDIAMINE 1.8 1.8 SULFATE 2,4-DIAMINOPHENOXYETHANOL HCL 0.09 0.09 MONOETHANOLAMINE 4.78 4.78 SODIUM METABISULFITE 0.45 0.45 MINERAL OIL 59.7 59.7 LIMNANTHES ALBA 0.1 0.1 (MEADOWFOAM) SEED OIL HELIANTHUS ANNUUS 0.1 0.1 (SUNFLOWER) SEED OIL PASSIFLORA INCARNATA SEED OIL 0.1 0.1 CAMELLIA OLEIFERA SEED OIL 0.1 0.1 CAPRYLYL/CAPRYL GLUCOSIDE 2.4 2.4 POLYSORBATE 21 2.4 2.4 STEARETH-20 3.88 3.88 STEARETH-2 1.13 1.13 POLYQUATERNIUM-67 0.2 0.2 TETRASODIUM GLUTAMATE DIACETATE 0.2 EDTA 0.2 ASCORBIC ACID 0.25 0.25 Fragrance qs qs Water qs 100 qs 100
TABLE-US-00005 TABLE 5 A A1 (invention) (comparative) 2-AMINO-5-ETHYLPHENOL HCL 0.37 0.37 HYDROXYBENZOMORPHOLINE 0.32 0.32 m-AMINOPHENOL 0.31 0.31 6-HYDROXYINDOLE 0.052 0.052 2-AMINO-3-HYDROXYPYRIDINE 0.04 0.04 N,N-BIS(2-HYDROXYETHYL)-p- 0.06 0.06 PHENYLENEDIAMINE SULFATE 2-METHOXYMETHYL-P-PHENYLENEDIAMINE 1.12 1.12 2,4-DIAMINOPHENOXYETHANOL HCL 0.09 0.09 MONOETHANOLAMINE 4.78 4.78 SODIUM METABISULFITE 0.45 0.45 MINERAL OIL 59.7 59.7 LIMNANTHES ALBA 0.1 0.1 (MEADOWFOAM) SEED OIL HELIANTHUS ANNUUS 0.1 0.1 (SUNFLOWER) SEED OIL PASSIFLORA INCARNATA SEED OIL 0.1 0.1 CAMELLIA OLEIFERA SEED OIL 0.1 0.1 CAPRYLYL/CAPRYL GLUCOSIDE 2.4 2.4 POLYSORBATE 21 2.4 2.4 STEARETH-20 3.88 3.88 STEARETH-2 1.13 1.13 POLYQUATERNIUM-67 0.2 0.2 TETRASODIUM GLUTAMATE DIACETATE 0.2 EDTA 0.2 ASCORBIC ACID 0.25 0.25 Fragrance qs qs Water qs 100 qs 100
[0379] Oxidizing Composition
[0380] The oxidizing composition B was prepared from the ingredients of which the contents are indicated in the table below:
TABLE-US-00006 TABLE 5 B SODIUM SALICYLATE 0.035 TETRASODIUM PYROPHOSPHATE 0.04 HYDROGEN PEROXIDE 6 CETEARYL ALCOHOL 2.28 CETEARETH-25 0.57 TETRASODIUM ETIDRONATE 0.06 TRIDECETH-2 CARBOXAMIDE MEA 0.85 GLYCEROL 0.5 PHOSPHORIC ACID QS pH 2.2 Water Qs 100
[0381] Dyeing Protocol
[0382] The dyeing compositions A, A, A1 and A1 are each mixed with the oxidizing composition B in a 1+1 weight ratio.
[0383] Each of the mixtures is applied to locks of hair containing 90% natural white (NW) hair and permanent-waved hair (PW), in a proportion of 5 g of mixture per 1 g of hair.
[0384] After a leave-on time of 30 minutes on a hot plate at 27 C., the hair is rinsed, washed with L'Oral Professionnel Pro Classic universal concentrated shampoo, diluted to 10%, and dried.
[0385] Results
[0386] The colouring 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.
[0387] In this system, L* represents the lightness. The lower the value of L*, the darker and more powerful the colouring obtained. The chromaticity is measured by the values a* and b*, a* representing the red/green axis and b* the yellow/blue axis.
[0388] The selectivity is represented by the colour difference E between the locks of dyed natural (NW) hair and dyed permanent-waved (PW) hair, E being obtained from the formula:
E={square root over ((L*L.sub.0*).sup.2+(a*a.sub.0*).sup.2+(b*b.sub.0*).sup.2)} [0389] in which L* represents the intensity and a* and b* represent the chromaticity of the dyed natural hair, and L.sub.0* represents the intensity and a.sub.0* and b.sub.0* represent the chromaticity of the dyed permanent-waved hair. The lower the value of E, the lower the selectivity and the more uniform the colouration along the hair.
[0390] The following results are obtained.
TABLE-US-00007 TABLE 6 L a b E A + B NW 20.73 1.58 0.98 1.37 (invention) PW 20.54 0.74 0.09 A1+ B NW 23.25 1.77 1.53 4.19 (comparative) PW 19.46 0.79 0.03
[0391] Composition A according to the invention leads to a lower value of E, and thus to better selectivity, compared to comparative composition A1. The coloration along the lock of hair is more homogenous with A+B.
TABLE-US-00008 TABLE 7 L a b E A + B NW 22.3 2.18 0.94 0.64 (invention) PW 21.9 1.68 0.88 A1 + B NW 23.69 2.28 1.96 3.12 (comparative) PW 20.76 1.64 1.11 Composition A according to the invention leads to a lower value of E, and thus to better selectivity, compared to comparative composition A1. The coloration along the lock of hair is more homogenous with A + B.