Dye composition comprising a para-phenylenediamine oxidation base and a particular coupler

Abstract

The present invention relates to a composition for dyeing keratin fibres, in particular keratin fibres such as the hair, comprising: at least one oxidation base 3-(2,5-diaminophenyl)-1-propanol and/or acid salts thereof and/or solvates thereof such as hydrates; at least one particular coupler; optionally at least one fatty substance; optionally at least one basifying agent; and optionally at least one chemical oxidizing agent. The invention also relates to a process for dyeing keratin fibres such as the hair using the composition of the invention, and to a multi-compartment device for using the composition of the invention.

Claims

1. A composition comprising: a) at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, acid salts thereof, or solvates thereof; b) at least one coupler chosen from: I) resorcinol (1,3-hydroxybenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, II) meta-aminophenol (1-hydroxy-3-aminobenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, III) meta-phenylenediamine and 2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof, or solvates of salts thereof, IV) heterocyclic couplers chosen from: 6-hydroxybenzomorpholine, 2-amino-3-hydroxypyridine, addition salts thereof, solvates thereof, solvates of salts thereof, and mixtures thereof, c) optionally at least one fatty substance, d) optionally at least one basifying agent; and e) optionally at least one chemical oxidizing agent.

2. The composition of claim 1, wherein the at least one coupler is chosen from resorcinol (1,3-hydroxybenzene), 2-methylresorcinol, 4-chlororesorcinol, meta-aminophenol, 2-methyl-5-aminophenol, 2-methyl-5-hydroxyethylaminophenol, 5-amino-6-chloro-2-methylphenol, 2,4-diaminophenoxyethanol, 6-hydroxybenzomorpholine, 2-amino-3-hydroxypyridine, addition salts thereof, solvates thereof, solvates of salts thereof, and mixtures thereof.

3. The composition of claim 1, wherein the at least one coupler is chosen from 5-amino-6-chloro-2-methylphenol, 6-hydroxybenzomorpholine, 2-methyl-5-hydroxyethylaminophenol, 2-amino-3-hydroxypyridine, 2-methylresorcinol, 2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof, solvates of salts thereof, and mixtures thereof.

4. The composition of claim 1, wherein the at least one coupler is present in an amount ranging from 0.001% to 10% by weight, relative to the total weight of the composition.

5. The composition of claim 1, wherein the at least one oxidation base is present in an amount ranging from 0.0001% to 20% by weight, relative to the total weight of the composition.

6. The composition of claim 1, comprising at least one fatty substance chosen from C.sub.6-C.sub.16 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, non-silicone oils of animal origin, plant oils of triglyceride type, synthetic triglycerides, fluoro oils, fatty alcohols, esters of fatty acids and/or of fatty alcohols other than triglycerides and plant waxes, non-silicone waxes, silicones, or mixtures thereof.

7. The composition of claim 1, comprising at least one fatty substance that is liquid at ambient temperature and atmospheric pressure.

8. The composition of claim 1, comprising at least one fatty substance chosen from C.sub.6-C.sub.16 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, triglycerides, fatty alcohols, esters of fatty acids and/or of fatty alcohols other than triglycerides, or mixtures thereof.

9. The composition of claim 1, comprising at least one fatty substance present in an amount of greater than or equal to 10% by weight, relative to the total weight of the composition.

10. The composition of claim 9, wherein the amount of the at least one fatty substance ranges from about 15% to about 80% by weight, relative to the total weight of the composition.

11. The composition of claim 1, comprising at least one basifying agent chosen from ammonia, alkali metal carbonates or bicarbonates, sodium hydroxide or potassium hydroxide, organic amines chosen from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds of formula (II), or mixtures thereof: ##STR00025## wherein in formula (II): W is a divalent C.sub.1-C.sub.6 alkylene radical optionally substituted with one or more hydroxyl groups or a C.sub.1-C.sub.6 alkyl radical, and/or optionally interrupted with one or more heteroatoms such as O, or NR.sub.u; and R.sub.x, R.sub.y, R.sub.z, R.sub.t and R.sub.u, which may be identical or different, represent hydrogen atoms or C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 hydroxyalkyl, or C.sub.1-C.sub.6 aminoalkyl radicals.

12. The composition of claim 1, wherein the basifying agent is chosen from ammonia or alkanolamines, and neutral or ionic amino acids.

13. The composition of claim 1, wherein the chemical oxidizing agent is chosen from hydrogen peroxide.

14. A process for dyeing keratin fibers comprising: applying to the keratin fibers a composition comprising: a) at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, acid salts thereof, or solvates thereof; b) at least one coupler chosen from: I) resorcinol (1,3-hydroxybenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, II) meta-aminophenol (1-hydroxy-3-aminobenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, III) meta-phenylenediamine and 2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof, or solvates of salts thereof, IV) heterocyclic couplers chosen from: 6-hydroxybenzomorpholine, 2-amino-3-hydroxypyridine, addition salts thereof, solvates thereof, solvates of salts thereof, and mixtures thereof, c) optionally at least one fatty substance, d) optionally at least one basifying agent; and e) optionally at least one chemical oxidizing agent.

15. The process of claim 14, wherein the composition is obtained by mixing at least two compositions, a first composition (A) comprising the at least one oxidation base and the at least one coupler, and a second composition (B) comprising at least one chemical oxidizing agent.

16. A multi-compartment device comprising: a first compartment containing a composition (A) comprising at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, an acid salt thereof or a solvate thereof, and at least one coupler chosen from I) resorcinol (1,3-hydroxybenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, II) meta-aminophenol (1-hydroxy-3-aminobenzene) and derivatives thereof, addition salts thereof, solvates thereof, or solvates of salts thereof, III) meta-phenylenediamine and 2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof, or solvates of salts thereof, IV) heterocyclic couplers chosen from: 6-hydroxybenzomorpholine, 2-amino-3-hydroxypyridine, addition salts thereof, solvates thereof, solvates of salts thereof, and mixtures thereof, and a second compartment containing a composition (B) comprising at least one chemical oxidizing agent.

Description

EXAMPLE 1

(1) The following compositions are prepared in which the amounts are expressed in grams of active materials.

(2) Dye Compositions A and B (g %)

(3) TABLE-US-00001 Chemical name A B SODIUM METABISULFITE 0.22 0.22 MONOETHANOLAMINE 4.43 4.93 ETHYLENEDIAMINETETRAACETIC ACID 0.2 0.2 6-HYDROXYBENZOMORPHOLINE 0.4 1-B-HYDROXYETHYLOXY-2,4-DIAMINOBENZENE 1 DIHYDROCHLORIDE 2-METHYL-1,3-DIHYDROXYBENZENE (2- 0.18 METHYLRESORCINOL) 1-METHYL-2-HYDROXY-4-AMINOBENZENE 0.02 6-HYDROXYINDOLE 0.034 2-AMINO-3-HYDROXYPYRIDINE 0.014 1,3-DIHYDROXYBENZENE (RESORCINOL) 0.8 0.64 1-HYDROXY-3-AMINOBENZENE 0.19 4,5-DIAMINO-1H-PYRAZOLE-1-ETHANOL SULFATE 0.0345 1-HYDROXY-4-AMINOBENZENE 0.38 3-(2,5-DIAMINOPHENYL)PROPAN-1-OL 1.72 3 HYDROCHLORIDE MINERAL OIL (PETROLEUM JELLY) 60 60 CETYL PALMITATE 2 2 CROSSLINKED ACRYLIC ACID HOMOPOLYMER 0.1 0.1 (CARBOPOL 980 from Lubrizol) DEIONIZED WATER Qs 100 Qs 100 MIXTURE OF LINEAR C18-24 FATTY ALCOHOLS 4.6 4.6 OXYETHYLENATED OLEYL ALCOHOL (10 OE) 1 1 OXYETHYLENATED OLEYL ALCOHOL (20 OE) 4 4 OXYETHYLENATED DECYL ALCOHOL (5 OE) 1.1 1.1 MYRISTYL GLYCOL ETHER OF OXYETHYLENATED (60 0.01 0.01 OE) CETYLSTEARYL (C16-18) ALCOHOL GLYCEROL 5 5 VITAMIN C: ASCORBIC ACID 0.12 0.12

(4) Dye Composition C (g %)

(5) TABLE-US-00002 Chemical name C POWDERED SODIUM METABISULFITE 0.45 PURE MONOETHANOLAMINE 5.1 ETHYLENEDIAMINETETRAACETIC ACID 0.2 1-METHYL-2-HYDROXY-4-B- 0.22 HYDROXYETHYLAMINOBENZENE 2-METHYL-1,3-DIHYDROXYBENZENE (2- 0.3 METHYLRESORCINOL) PURIFIED 5-AMINO-6-CHLORO-O-CRESOL 0.2 2,3-DIAMINO-6,7-DIHYDRO-1H,5H-PYRAZOLO[1,2- 1.2 A]PYRAZOL-1-ONE DIMETHANESULFONATE 2-[(3-AMINOPYRAZOLO[1,5-A]PYRIDIN-2- 0.1 YL)OXY]ETHANOL HYDROCHLORIDE 3-(2,5-DIAMINOPHENYL)PROPAN-1-OL 0.2 HYDROCHLORIDE MINERAL OIL (PETROLEUM JELLY) 60 FRAGRANCE 0.72 POLYQUATERNIUM-67 (SOFTCAT POLYMER SL-100 0.19 FROM AMERCHOL) DEIONIZED WATER Qs 100 OXYETHYLENATED STEARYL ALCOHOL (2 OE) 1.13 OXYETHYLENATED STEARYL ALCOHOL (20 OE) 3.88 (50/50 C.sub.8/C.sub.10) ALKYL (2)-POLYGLUCOSIDE AS A 60% 2.4 AQUEOUS SOLUTION (ORAMIX CG 110 from SEPPIC) OXYETHYLENATED SORBITAN MONOLAURATE (4 OE) 2.4 VITAMIN C: ASCORBIC ACID 0.25

(6) Oxidizing Composition D (g %)

(7) TABLE-US-00003 D PENTASODIUM PENTETATE 0.06 HYDROGEN PEROXIDE 6 SODIUM STANNATE 0.04 PHOSPHORIC ACID Qs pH = 2.2 TETRASODIUM PYROPHOSPHATE 0.03 MINERAL OIL (PETROLEUM JELLY) 20 HEXADIMETHRINE CHLORIDE (MEXOMERE 0.15 PO from CHIMEX) POLYQUATERNIUM-6 (MERQUAT-100 from NALCO) 0.2 WATER Qs 100 GLYCEROL 0.5 CETEARYL ALCOHOL 6 STEARETH-20 5 PEG-4 RAPESEEDAMIDE 1.2 TOCOPHEROL 0.1

(8) Each of compositions A, B and C are mixed with oxidizing composition D in a 1:1 weight ratio.

(9) The mixtures thus obtained are applied to natural hair containing 90% grey hairs. After a leave-on time of 30 minutes at ambient temperature, the hair is rinsed and washed with a standard shampoo.

(10) After drying, an attractive Golden light Chestnut shade is obtained on hair with the mixture A+D, a Dark Fundamental shade is obtained on hair with the mixture B+D and a Coppery Red Dark Blonde natural shade is obtained on hair with the mixture C+D.

EXAMPLE 2

(11) The following compositions have been prepared in which the amounts are expressed in grams of active materials.

(12) TABLE-US-00004 B B invention comparative Sodium metabisulfite 0.45 0.45 Monoethanolamine 4 4 Ethylenediaminetetraacetic acid 0.2 0.2 6-HYDROXY BENZOMORPHOLINE 0.04 0.04 1-BETA-HYDROXYETHYLOXY-2,4- 0.16 0.16 DIAMINOBENZENE 2 Hcl 2-METHYL-1,3-DIHYDROXYBENZENE (2-METHYL 0.17 0.17 RESORCINOL) Para aminophenol 0.13 0.13 1,3-DIHYDROXYBENZENE (RESORCINOL) 0.21 0.21 1-HYDROXY-3-AMINO-BENZENE 0.16 0.16 3-(2,5-DIAMINOPHENYL)PROPAN-1-OL HCl 4.18 10.sup.3 mol 2-2 hydroxyethyl para phenylenediamine 4.18 10.sup.3 mol MINERAL OIL 60 60 PERFUME 0.72 0.72 Cationic Hydroxyethylcellulose (Polyquaternium-67) 0.19 am* 0.19 am SOFTCAT SL-100 WATER qs qs Oxyethylenated stearyl alcohol (2 OE) 1.13 1.13 Oxyethylenated stearyl alcohol (20 OE) 3.88 3.88 (50/50 C.sub.8/C.sub.10) Alkyl (2)-polyglucoside as a 60% 2.4 am 2.4 am aqueous solution (Oramix CG 110 from SEPPIC) Oxyethylentated sorbitan monolaurate (4 OE) 2.4 2.4 Vitamin C 0.25 0.25 *Active material

(13) At the time of use, each composition B and B is mixed with the oxidizing composition C of example 1 at a weight ratio of 1/1.

(14) The resulting mixture are each applied on natural hair locks (BN), which represents the hair root, and permed hair locks (BP), which represents the hair tips, in an amount of 10 g of composition per 1 g of hair, and left for 35 minutes at room temperature (25 C.).

(15) Then the hair was rinsed with water, washed with the Pro Classics concentrated shampoo (L'Oral Professionnel), diluted at 10%, and dried.

(16) Selectivity Evaluation

(17) The color of the hair was determined using the CIE L*a*b* system with a Minolta CM2006D spectrophotometer (illuminant D65, angle 10, specular component included) in the CIELab system.

(18) According to this system, L* indicates the lightness of the color of the hair.

(19) The chromaticity coordinates are expressed by the parameters a* and b*, a* indicating the axis of red/green shades and b* the axis of yellow/blue shades.

(20) The selectivity of the dyeing is measured by calculating the variation of E according to the formula:
E={square root over ((L*L.sub.o*).sup.2+(a*a.sub.o*).sup.2+(b*b.sub.o*).sup.2)}

(21) In which L, a* and b* represent the values measured on medium sensibilized hair and L0*, a0* and b0* represent the values measured on highly sensibilized hair.

(22) The selectivity is represented by the difference of color between the colored natural hair and sensibilized hair: the more is the E value, the more the difference of color between natural and sensibized hair is important, which is representative of the homogeneity of the coloration between the raw and the tips along the lock of hair.

(23) The following results are obtained:

(24) TABLE-US-00005 Hair type L* a* b* E B + C BN 22.14 1.16 0.36 3.85 (invention) BP 18.39 0.54 0.24 B + C BN 26.24 2.18 2.04 5.94 (comparative) BP 20.64 1.28 0.28

(25) The mixtures B+C according to the invention provide less selective colorations (lower E value) than the mixture of compositions B+C (comparative): the difference between the raw and the tips is lower with B+C than with B+C: the coloration along the lock of hair is more homogenous with B+C.