Composition for dyeing the hair, comprising an oxidation base of para-phenylenediamine type and a 2-amino-5-ethylphenol coupler

Abstract

The present invention relates to a composition for dyeing keratin fibres, comprising: (a) at least one 2-amino-5-ethylphenol coupler, or an addition salt or solvate thereof, and (b) at least one oxidation base 3-(2,5-diaminophenyl)-1-propanol and/or the addition salts thereof or solvates thereof. The invention also relates to a process for dyeing keratin fibres using this composition. Finally, the invention relates to the use of such a composition for dyeing keratin fibres, and in particular the hair.

Claims

1. A composition for dyeing keratin fibers, wherein the composition comprises: (a) from about 0.005% to about 6% of at least one coupler chosen from 2-amino-5-ethylphenol coupler, addition salts thereof, and/or solvates thereof, and (b) from about 0.005% to about 6% of at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, addition salts thereof, and/or solvates thereof; wherein all the percentages are by weight based on the total weight of the composition.

2. The composition according to claim 1, wherein the at least one coupler is chosen from addition salts of the 2-amino-5-ethylphenol coupler with an acid, wherein the addition salts are chosen from hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates, or acetates.

3. The composition according to claim 1, wherein the at least one coupler is chosen from addition salts of the 2-amino-5-ethylphenol coupler with a base, wherein the base is chosen from sodium hydroxide, potassium hydroxide, ammonia, amines, or alkanolamines.

4. The composition according to claim 1, wherein the solvates of the at least one coupler is chosen from hydrates of the 2-amino-5-ethylphenol coupler and/or of the combination of the 2-amino-5-ethylphenol coupler with a linear or branched C.sub.1 to C.sub.4 alcohol.

5. The composition according to claim 1, wherein the at least one oxidation base is chosen from addition salts of 3-(2,5-diaminophenyl)-1-propanol with an acid, and wherein the acid is chosen from hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, methanesulfonates, phosphates, or acetates.

6. The composition according to claim 1, wherein the at least one oxidation base is chosen from the addition salts of 3-(2,5-diaminophenyl)-1-propanol with a base, and wherein the base is chosen from sodium hydroxide, potassium hydroxide, ammonia, amines, or alkanolamines.

7. The composition according to claim 1, wherein the solvates of the 3-(2,5-diaminophenyl)-1-propanol are chosen from hydrates of 3-(2,5-diaminophenyl)-1-propanol or a combination of 3-(2,5-diaminophenyl)-1-propanol with a linear or branched C.sub.1 to C.sub.4 alcohol.

8. The composition according to claim 1, further comprising at least one additional coupler and/or oxidation base.

9. The composition according to claim 1, further comprising at least one surfactant.

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

11. The composition according to claim 1, further comprising a chemical oxidizing agent.

12. The composition of claim 11, wherein the chemical oxidizing agent is hydrogen peroxide.

13. A method for dyeing keratin fibers, comprising applying to the keratin fibers a composition, wherein the composition comprises: (a) from about 0.005% to about 6% of at least one coupler chosen from 2-amino-5-ethylphenol coupler, addition salts thereof, and/or solvates thereof, and (b) from about 0.005% to about 6% of at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, addition salts thereof, and/or solvates thereof; wherein all the percentages are by weight based on the total weight of the composition.

14. A multi-compartment device for dyeing keratin fibers, comprising: at least one first compartment comprising a dye composition, wherein the dye composition comprises: (a) at least one coupler chosen from 2-amino-5-ethylphenol coupler, addition salts thereof, and/or solvates thereof, present in an amount ranging from about 0.005% to about 6% by weight, relative to the total weight of the dye composition; and (b) at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, addition salts thereof, or solvates thereof, present in an amount ranging from about 0.005% to about 6% by weight, relative to the total weight of the dye composition; and at least one second compartment comprising an oxidizing composition (B), wherein the oxidizing composition (B) comprises at least one chemical oxidizing agent.

Description

EXAMPLES

Example 1

(1) In the examples that follow, all the amounts are given as percentages by weight relative to the total weight of the composition. Unless otherwise indicated, the amounts are indicated in g % of Active Material.

(2) TABLE-US-00001 Dye composition formula 1 formula 2 SODIUM METABISULFITE 0.45 0.45 ETHANOLAMINE 4.38 4.38 EDTA 0.2 0.2 HYDROXYBENZOMORPHOLINE 0.006 — 2-METHYLRESORCINOL — 0.18 6-HYDROXYINDOLE — 0.034 2-AMINO-3-HYDROXYPYRIDINE — 0.014 RESORCINOL 0.2 0.5 m-AMINOPHENOL 0.03 0.17 4-AMINO-m-CRESOL 0.06 0.3 p-AMINOPHENOL 0.03 0.11 2-amino-5-ethylphenol. HCl 0.2 0.47 3-(2,5-diaminophenyl)-1-propanol 0.6 1.64 Mineral oil 60 60 POLYQUATERNIUM-67 0.19 0.19 water qs 100% qs 100% STEARETH-2 1.13 1.13 STEARETH-20 3.88 3.88 CAPRYLYL/CAPRYL GLUCOSIDE 2.4 2.4 POLYSORBATE 21 2.4 2.4 Ascorbic Acid 0.25 0.25

(3) TABLE-US-00002 Oxidizing composition Ox1 DIETHYLENETRIAMINEPENTAACETIC ACID 0.06 HYDROGEN PEROXIDE 6 DISODIUM TIN HEXAHYDROXIDE 0.04 TETRASODIUM PYROPHOSPHATE 10 H.sub.2O 0.03 WATER qs 100% LIQUID PETROLEUM JELLY 20 GLYCEROL 0.5 POLY[(DIMETHYLIMINO)-1,3- 0.15 PROPANEDIYL(DIMETHYLIMINO)- 1,6-HEXANEDIYL DICHLORIDE] POLYDIMETHYLDIALLYLAMMONIUM CHLORIDE 0.2 OXYETHYLENATED STEARYL ALCOHOL (20 OE) 5 CETYLSTEARYL ALCOHOL (30/70 C16/C18) 6 VITAMIN E: DL-ALPHA-ITOCOPHEROL 0.1
The dye compositions 1 and 2 are mixed with the oxidizing formula Ox1 according to the ratio 1+1.

Results Obtained

(4) The mixtures thus obtained are applied to natural hair containing 90% grey hairs. After the leave-on time of 35 minutes at ambient temperature, the hair is rinsed, washed and then dried.

(5) The locks are evaluated visually.

(6) TABLE-US-00003 Formulae Shades 1 + Ox1 Light blonde 2 + Ox1 Light golden chestnut

Example 2

(7) TABLE-US-00004 Comparative Invention Dye composition A B SODIUM METABISULFITE 0.22 0.22 ETHANOLAMINE 5.72 5.72 EDTA 0.2 0.2 2,4-DIAMINOPHENOXYETHANOL 0.04 0.04 HCl 2-METHYLRESORCINOL 0.38 0.38 4-AMINO-2-HYDROXYTOLUENE 0.01 0.01 6-HYDROXYINDOLE 0.13 0.13 2-AMINO-3-HYDROXYPYRIDINE 0.08 0.08 RESORCINOL 5 × 10.sup.−3 mol m-AMINOPHENOL 0.15 0.15 HYDROXYETHOXY 0.07 0.07 AMINOPYRAZOLOPYRIDINE HCL 2-amino-5-ethylphenol. HCl — 5 × 10.sup.−3 mol 3-(2,5-diaminophenyl)-1-propanol 2.6 2.6 MINERAL OIL 60 60 HYDROXYPROPYL GUAR 1 1 WATER qs 100 qs 100 PEG-40 HYDROGENATED CASTOR OIL 1 1 COCO-GLUCOSIDE 3 3 SODIUM LAURYL SULFATE 1.24 1.24 ASCORBIC ACID 0.12 0.12

(8) TABLE-US-00005 Composition Oxy 2 PENTASODIUM PENTETATE 0.06 HYDROGEN PEROXIDE 6 SODIUM STANNATE 0.04 PHOSPHORIC ACID Qs pH = 2 +/− 0.2 TETRASODIUM PYROPHOSPHATE 0.02 WATER qs 100 GLYCEROL 0.5 TRIDECETH-2 CARBOXAMIDE MEA 0.85 CETEARYL ALCOHOL (and) 2.85 CETEARETH-25
Compositions (A) (comparative) and (B) (invention) are mixed with the oxidizing formula Ox2 according to the ratio 1+1.5.
The mixtures thus obtained are applied to permanent-waved hair containing 90% grey hairs. After a leave-on time of 35 minutes at ambient temperature, the locks are washed with a shampoo, rinsed and then dried.
The locks thus dyed were evaluated after 12 shampooing operations according to the protocol below.

Washing Test (12 sh.)

(9) This test makes it possible to evaluate and quantify the degradation of the artificial colour of locks of hair caused by repeated washing. The dyed hair is washed 12 times with shampoo. The tests were carried out in a machine which automatically links together the 12 washes, the rinses and the drying operations on the dyed locks.
The colour of the locks is evaluated before and after washes by means of a Minolta CM2600D spectrocolorimeter (illuminant D65, observation angle of 10, specular component included) in the CIEL*a*b* system. In this L*a*b* system, the three parameters denote, respectively, the intensity (L*), a* indicates the green/red colour axis and b* the blue/yellow colour axis.
The variation in the colouration of the locks before and after washes is measured (ΔE) according to the following equation:
ΔE=√{square root over ((L*−L.sub.0*).sup.2+(a*−a.sub.o*).sup.2+(b*−b.sub.o*).sup.2)}
In this equation, L*, a* and b* represent the values measured after 12 washes and L0*, a0* and b0* represent the values measured before washes.

(10) The resistance of the dyeing of the hair to the washes is all the better the smaller the difference in colour ΔE of the locks before and after washing. The results are reported in the table below.

(11) TABLE-US-00006 L* a* b* ΔE A + Ox2 Before sh. 15.99 2.97 1.62 6.8 After 12 sh. 20.81 6 5.37 B + Ox2 Before sh. 14.85 2.36 1.26 4.4 After 12 sh. 19.2 2.68 1.89
After 12 shampooing operations, the composition according to the invention results in a much lower ΔE value, thus in a better persistence of the colour than the comparative composition.

Example 3

(12) The following compositions were prepared (amount expressed in g % of active material unless otherwise mentioned).

(13) TABLE-US-00007 C1 C2 (invention) (comparative) ETHANOLAMINE 4.83 4.83 2-AMINO-5-ETHYLPHENOL HCL 0.41 0.41 6-HYDROXYINDOLE 0.01 0.01 HYDROXYBENZOMORPHOLINE 0.01 0.01 4-AMINO-2-HYDROXYTOLUENE 0.04 0.04 ASCORBIC ACID 0.25 0.25 EDTA 0.2 0.2 2-METHYLRESORCINOL 0.08 0.08 CAPRYLYL/CAPRYL GLUCOSIDE 2.4 2.4 POLYQUATERNIUM-67 0.19 0.19 SODIUM METABISULFITE 0.45 0.45 MINERAL OIL 59.7 59.7 5-AMINO-6-CHLORO-o-CRESOL 0.01 0.01 STEARETH-2 1.13 1.13 STEARETH-20 3.88 3.88 POLYSORBATE 21 2.4 2.4 HYDROXYETHYL-p- 3.6 × 10.sup.−3 mol PHENYLENEDIAMINE SULFATE 3-(2,5- 3.6 × 10.sup.−3 mol DIAMINOPHENYL)PROPAN-1- OL-HCl WATER qs 100 qs 100

(14) TABLE-US-00008 Oxidizing compositions (in g % of active material) D Diethylenetriaminepentaacetic 0.06 acid, pentasodium salt Hydrogen peroxide 6 Disodium tin hexahydroxide 0.04 Tetrasodium pyrophosphate 0.03 decahydrate Liquid petroleum jelly 20 Poly[(dimethylimino)-1,3- 0.15 propanediyl(dimethylimino)-1,6- hexanediyl dichloride] Polydimethyldiallylammonium 0.2 chloride Glycerol 0.5 Cetylstearyl alcohol 6 (30/70: C.sub.16/C.sub.18) Oxyethylenated stearyl 5 alcohol (20 OE) PEG-4 rapeseedamide 1.2 Vitamin D: DL-alpha-tocopherol 0.1 Trideceth-2 carboxamide MEA — Ceteareth-25 — Phosphoric acid qs pH = 2.2 ± 0.2 Water qs 100
Compositions C1 and C2 are mixed with the oxidizing composition D in a 1:1 weight ratio.
The mixtures thus obtained, C1+D and C2+D, are applied to locks of natural hair containing 90% grey hairs. After a leave-on time of 35 minutes at ambient temperature, the locks are rinsed with clear water, then washed with a shampoo. Finally, the locks are dried.
The colorimetric measurements are performed using a Minolta CM2006D spectrocolorimeter (illuminant D65, angle 10°, specular components included) in the CIELab system. L* represents the lightness; the lower the value of L*, the more powerful the colouration obtained.

(15) TABLE-US-00009 L* C1 + D (invention) 31.3 C2 + D (comparative) 33.6
The mixture C1+D according to the invention results in a lower value of L*, and thus a more powerful colouration, compared with comparative mixture C2+D.

(16) The locks are then subjected to a test of 12 shampooing operations in order to evaluate the fastness with respect to washing, according to the protocol described above.

(17) The results are reported in the table below.

(18) TABLE-US-00010 L* a* b* ΔE C1 + D (invention) before test 31.3 4.6 6.9 2.3 C1 + D (invention) after test 32.2 5.7 8.7 C2 + D (comparative) before test 33.6 5.3 8.9 4.3 C2 + D (comparative) after test 36.7 2.7 7.4

(19) The mixture obtained with composition C1 according to the invention has a lower ΔE value, and thus a better fastness with respect to washing, compared with the mixture obtained with composition C2.

Example 4

(20) The following compositions were prepared (amount expressed in g % of active material unless otherwise mentioned).

(21) TABLE-US-00011 C3 C4 (Comparison) (invention) POLYGLYCERYL-2 OLEYL 4 4 ETHER POLYGLYCERYL-4 OLEYL 7.692 7.692 ETHER OLEIC ACID 3 3 PEG-2 OLEAMINE 7 7 SODIUM DIETHYLAMINOPROPYL 5.45 5.45 COCOASPARTAMIDE OLEYL ALCOHOL 5 5 TRIDECETH-2 CARBOXAMIDE 10 10 MEA ALCOHOL DENAT. 5 5 PROPYLENE GLYCOL 9.7 9.7 FRAGRANCE 0.75 0.75 HEXYLENE GLYCOL 9.3 9.3 ERYTHORBIC ACID 0.18 0.18 PENTASODIUM PENTETATE 2.4 2.4 SODIUM METABISULFITE 0.455 0.455 AMMONIUM ACETATE 0.8 0.8 HYDROXYETHYL-p- 3.6 × 10.sup.−3 mol / PHENYLENEDIAMINE SULFATE HYDROXYPROPYL-P- / 3.6 × 10.sup.−3 mol PHENYLENEDIAMINE HCL 2-AMINO-5-ETHYLPHENOL 0.41 0.41 HCL HYDROXYBENZOMORPHOLINE 0.01 0.01 2-METHYLRESORCINOL 0.08 0.08 4-AMINO-2-HYDROXYTOLUENE 0.04 0.04 6-HYDROXYINDOLE 0.01 0.01 5-AMINO-6-CHLORO-o-CRESOL 0.01 0.01 AMMONIUM HYDROXIDE 10.2 10.2 WATER 100 100

(22) TABLE-US-00012 Oxidizing compositions D4 CETEARYL ALCOHOL (and) 2.85 CETEARETH-25 TRIDECETH-2 CARBOXAMIDE MEA 0.85 Glycerine 0.5 TETRASODIUM PYROPHOSPHATE 0.02 SODIUM STANNATE 0.04 HYDROGEN PEROXIDE (50%) 12 Phosphoric acid Qs pH = 2 ± 0.2 water Qs 100
The compositions C3 and C4 are mixed with the oxidizing composition D4 in a 1:1 weight ratio.

(23) The mixtures thus obtained, C3+D4 and C4+D4, are applied to locks of natural hair containing 90% grey hairs. After a leave-on time of 35 minutes at ambient temperature, the locks are rinsed with clear water, then washed with a shampoo. Finally, the locks are dried.

(24) The colorimetric measurements are performed using a Data color SF600X spectrocolorimeter (illuminant D65, angle 10°, specular components included) in the CIELab system. L* represents the lightness; the lower the value of L*, the more powerful the colouration obtained.

(25) The fastness of the coloration was evaluated by subjecting colored locks to 3 and 6 shampoos. This evaluation is done by calculating the DE as above defined from L*a*b* of colored locks before shampoo, after 3 shampoos and after 6 shampoos.

(26) The results are reported in the table below

(27) TABLE-US-00013 L* a b* ΔE C3 + D4 Before shampoo 32.6 5 4.5 — (comparison) After 3 shampoos 35.8 3.7 4.1 3.5 After 6 shampoos 34.6 3.3 3.6 3.8 C4 + D4 Before shampoos 30.3 3.0 1.1 — (invention) After 3 shampoos 30.8 2.6 1.1 0.6 After 6 shampoos 30.7 2.8 2.1 1.1

(28) The composition according to the invention exhibits a lower ΔE value than the one obtained from the comparative composition. This shows that the composition of the invention provides a better shampoo resistance.