Dye composition comprising a para-phenylenediamine oxidation base and a heterocyclic oxidation base

10568821 ยท 2020-02-25

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Abstract

The present invention relates to a composition for dyeing keratin fibres, in particular keratin fibres such as the hair, comprising: a) at least one oxidation base 3-(2,5-diaminophenyl)-1-propanol acid salts thereof or solvates thereof such as hydrates; b) at least one heterocyclic oxidation base; c) at least one coupler; d) optionally at least one fatty substance; e) optionally at least one basifying agent; and f) 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, solvates thereof, or mixtures thereof; b) at least one heterocyclic oxidation base chosen from oxidation bases of pyridine, pyrazolone of formula (I), addition salts thereof, solvates thereof, or mixtures thereof: ##STR00014## wherein: R.sub.1 is chosen from an amino group, a C.sub.1 to C.sub.4 alkyl group optionally substituted with at least one hydroxyl or amino group, or a C.sub.1 to C.sub.4 alkoxy group optionally substituted with at least one hydroxyl or amino group; c) at least one coupler; d) optionally at least one fatty substance; e) optionally at least one basifying agent; and f) optionally at least one chemical oxidizing agent.

2. The composition of claim 1, wherein the composition comprises at least one fatty substance, wherein the at least one fatty substance is 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.

3. The composition of claim 1, wherein the composition comprises at least one fatty substance, wherein the at least one fatty substance is liquid at room temperature and at atmospheric pressure.

4. The composition of claim 1, wherein the composition comprises at least one fatty substance, wherein the at least one fatty substance is chosen from C.sub.6-C.sub.16 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, triglycerides, fatty alcohols, esters of fatty acids, esters of fatty alcohols other than triglycerides, or mixtures thereof.

5. The composition of claim 1, wherein the composition comprises at least one fatty substance, wherein the at least one fatty substance is chosen from liquid petroleum jelly, polydecenes, liquid fatty alcohols, liquid esters of fatty acids, liquid esters of fatty alcohols, or mixtures thereof.

6. The composition of claim 1, wherein the at least one coupler is chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers, heterocyclic couplers, addition salts thereof, or mixtures thereof.

7. The composition of claim 1, wherein the at least one heterocyclic base is an oxidation base of formula (I) chosen from 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, addition salts thereof, solvates thereof, or mixtures thereof.

8. The composition of claim 1, wherein the at least one heterocyclic oxidation base is chosen from compounds according to formula (II) or (III), addition salts thereof, solvates thereof, or mixtures thereof: ##STR00015## wherein: R.sub.2 is chosen from an amino group, a C.sub.1 to C.sub.4 alkyl group optionally substituted with at least one hydroxyl or amino group, a C.sub.1 to C.sub.4 alkoxy group optionally substituted with at least one hydroxyl or amino group; and Z.sub.1 is chosen from a covalent bond, a radical NR.sub.6(CH.sub.2).sub.q or a radical O(CH.sub.2).sub.p with R.sub.6 representing a hydrogen atom, a C.sub.1-C.sub.6 alkyl radical optionally substituted with at least hydroxyl group, wherein p is an integer ranging from 0 to 6, q is an integer ranging from 0 to 6, and R.sub.1 is a cationic radical; further wherein the radicals R.sub.3, R.sub.4, and R.sub.5 are independently chosen from a hydrogen atom or a C.sub.1-C.sub.4 alkyl radical which may be substituted, wherein R.sub.4 and R.sub.5 may together form a partially saturated or unsaturated 5- or 8-membered ring.

9. The composition of claim 8, wherein the at least one heterocyclic oxidation base is an oxidation base according to formula (II) wherein R.sub.2 is a C.sub.1 to C.sub.4 alkoxy group optionally substituted with at least one hydroxyl group.

10. The composition of claim 8, wherein the at least one heterocyclic oxidation base is an oxidation base according to formula (II) chosen from 2-[(3-aminopyrazolo[1,5-a]pyrid-2-yl)oxy]ethanol, addition salts thereof, solvates thereof, or mixtures thereof.

11. The composition of claim 8, wherein the at least one heterocyclic oxidation base is an oxidation base according to formula (III) chosen from 4-(3-aminopyrazolo[1,5-a]pyridin-2-yl)-1,1-dimethylpiperazin-1-ium, addition salts thereof, solvates thereof, or mixtures thereof.

12. The composition of claim 1, wherein the at least one oxidation base is chosen from 3-(2,5-diaminophenyl)-1-propanol, acid salts thereof, or solvates thereof, and the at least one heterocyclic oxidation base is present in an amount ranging from about 0.0001% to about 20% by weight, relative to the total weight of the composition.

13. The composition of claim 1, comprising at least one basifying agent chosen from ammonia, alkali metal carbonates, alkali metal bicarbonates, sodium hydroxide, potassium hydroxide, organic amines, oxyethylenated ethylenediamines, oxypropylenated ethylenediamines, amino acids, compounds according to formula (T), or mixtures thereof: ##STR00016## wherein: W is a divalent C.sub.1-C.sub.6 alkylene radical optionally substituted with at least one hydroxyl group or a C.sub.1-C.sub.6 alkyl radical, or optionally interrupted with at least one heteroatom; and R.sub.x, R.sub.y, R.sub.z, and R.sub.t, which may be identical or different, are chosen from a hydrogen atom, a C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 hydroxyalkyl, or C.sub.1-C.sub.6 aminoalkyl radical.

14. The composition of claim 1, wherein the at least one basifying agent is chosen from ammonia, alkanolamines, neutral amino acids, or ionic amino acids.

15. The composition of claim 1, wherein the compositions comprises at least one chemical oxidizing agent.

16. 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, solvates thereof, or mixtures thereof; b) at least one heterocyclic oxidation base chosen from oxidation bases of pyridine, pyrazolone of formula (I), addition salts thereof, solvates thereof, or mixtures thereof: ##STR00017## wherein: R.sub.1 is chosen from an amino group, a C.sub.1 to C.sub.4 alkyl group optionally substituted with at least one hydroxyl or amino group, or a C.sub.1 to C.sub.4 alkoxy group optionally substituted with at least one hydroxyl or amino group; c) at least one coupler; d) optionally at least one fatty substance; e) optionally at least one basifying agent; and f) optionally at least one chemical oxidizing agent.

17. The process of claim 16, 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 heterocyclic oxidation base; and a second composition (B) comprising the at least one chemical oxidizing agent.

18. The process of claim 17, wherein at least one of the compositions (A) or (B) comprises the at least one fatty substance, wherein the amount of the at least one fatty substance in the composition resulting from the mixing of compositions (A) and (B) is greater than 10% by weight, relative to the weight of the composition derived from the mixing of (A) and (B).

19. The process of claim 17, wherein the composition applied to the keratin fibers is obtained by mixing the first composition (A), the second composition (B), and a third composition comprising at least one fatty substance, wherein the third composition is anhydrous.

20. A multi-compartment device comprising: a first compartment containing composition (A) comprising the at least one oxidation base chosen from 3-(2,5-diaminophenyl)-1-propanol, acid salts thereof, solvates thereof, or mixtures thereof; and at least one heterocyclic oxidation base chosen from oxidation bases of pyridine, pyrazolone of formula (I), addition salts thereof, solvates thereof, or mixtures thereof: ##STR00018## wherein: R.sub.1 is chosen from an amino group, a C.sub.1 to C.sub.4 alkyl group optionally substituted with at least one hydroxyl or amino group, or a C.sub.1 to C.sub.4 alkoxy group optionally substituted with at least one hydroxyl or amino group; and a second compartment containing composition (B) comprising at least one chemical oxidizing agent.

Description

EXAMPLES

Example 1

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

(2) Dye Compositions (g %)

(3) TABLE-US-00001 Ingredients Composition A Composition B Sodium metabisulfite in power form 0.45 0.45 Pure monoethanolamine 5.1 4.93 Ethylenediaminetetraacetic acid 0.2 0.2 6-Hydroxybenzomorpholine 0.16 1-Methyl-2-hydroxy-4--hydroxyethylaminobenzene 0.22 1--Hydroxyethyloxy-2,4-diaminobenzene 0.19 dihydrochloride 2-Methyl-1,3-dihydroxybenzene (2-methylresorcinol) 0.3 0.05 Purified 5-amino-6-chloro-o-cresol 0.2 0.03 2,3-Diamino-6,7-dihydro-1H,5H-pyrazolo[1,2- 1.2 A]pyrazol-1-one dimethane sulfonate 2-[(3-Aminopyrazolo[1,5-a]pyridin-2-yl)oxy]ethanol 0.1 hydrochloride 3-(2,5-Diaminophenyl)propan-1-ol hydrochloride 0.2 0.57 4-(3-Aminopyrazolo[1,5-a]pyridin-2-yl)-1,1- 0.01 dimethylpiperazin-1-ium, HCl Mineral oil (INCI name) 60 60 Perfume 0.72 0.72 Cationic hydroxyethylcellulose (Polyquaternium-67) 0.19 0.19 marketed under the name Softcat Polymer SL-100 by Dow Chemical Deionized water qs 100 qs 100 Oxyethylenated stearyl alcohol (2 OE) 1.13 1.13 Oxyethylenated stearyl alcohol (20 OE) 3.88 3.88 Caprylyl/capryl glucoside (alkyl (C8/C10 50/50) 2.4 2.4 polyglucoside (2) in 60% buffered aqueous solution) Oxyethylenated sorbitan monolaurate (4 OE) 2.4 2.4 Vitamin C: ascorbic acid 0.25 0.25

(4) Oxidizing Composition C (g %)

(5) TABLE-US-00002 Ingredients Composition C Pentasodium pentetate 0.06 Hydrogen peroxide 6 Sodium stannate 0.04 Phosphoric acid qs pH = 2.2 Tetrasodium pyrophosphate 0.03 Mineral oil 20 Hexadimethrine chloride 0.15 Polyquaternium-6 0.2 Water qs 100 Glycerol 0.5 Cetearyl alcohol 6 Steareth-20 5 PEG-4 Rapeseedamide 1.2 Tocopherol 0.1

(6) At the time of use, each of the compositions A and B is mixed with one time its own weight of oxidizing composition C.

(7) The mixtures thus obtained are applied to natural hair containing 90% white hairs.

(8) After a leave-on time of 35 minutes at room temperature, the hair is rinsed and washed with a standard shampoo.

(9) After drying, an attractive Coppery Red Dark Blonde shade of hair is obtained with formula A and a Dark natural shade of hair is obtained with formula B.

Example 3

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

(11) TABLE-US-00003 C (inv) C (comp) Ethanolamine 4 4 Sodium LAURYL ETHER SULFATE (2.2 EO) in 2.5 2.5 an aqueous solution (70%) HYDROXYETHYL CELLULOSE (PM: 2.5 2.5 1.300.000) ANTI-OXYDANT 0.5 0.5 1-METHYL-2-HYDROXY-4-BETA- 0.5 0.5 HYDROXYETHYLAMINOBENZENE 1-METHYL-2-HYDROXY-4-AMINO-BENZENE 0.5 0.5 1,3-DIHYDROXYBENZENE (RESORCINOL) 0.2 0.2 2,3-DIAMINO-6,7-DIHYDRO-1H,5H- 4.04.10.sup.3 mol 4.04.10.sup.3 mol PYRAZOLO[1,2-A]PYRAZOL-1-ONE DIMETHANESULFONATE 3-(2,5-DIAMINOPHENYL)PROPAN-1-OL- 3.43 10.sup.3 mol HYDROCHLORIDE (2,5-diaminophenyl)ethanol 3.43 10.sup.3 mol SEQUESTRANT 2 2 Coco-betaine 3 ma 3 ma REDUCTEUR (Sodium meta bisulphite) 0.5 0.5 Mineral Oil 60 60 PEG-40 hydrogenated castor oil 1 1 water Qsp 100 Qsp 100

(12) TABLE-US-00004 Oxyidizing composition Ox2 Hydrogen peroxide in an aqueous solution 50% 6 ETIDRONIC Acid, TETRA sodium salt in an aqueous 0.2 solution (30%) Tetra sodium PYROPHOSPHATE, 10 H.sub.2O 0.04 SODIUM Salycilate 0.035 DIMETHYL DIALLYL AMMONIUM CHLORIDE/ 0.74 ACRYLIC ACID COPOLYMERE (80/20) IN AN AQUEOUS SOLUTION (Merquat 280) GLYCEROL 4 CAPRYLYL/CAPRYL GLUCOSIDE (ALKYL (C8/ 3 C10 50/50) POLYGLUCOSIDE IN AN AQUEOUS SOLUTION (60%) WATER qsp 100

(13) At the time of use, each composition C and C is mixed with the oxidizing composition Ox2 at a weight ratio of 1/1.

(14) The resulting mixture are each applied on natural locks with 90% of white hair (BN) and on permed hair locks with 90% of white hair (BP in an amount of 10 g of the resulting mixture 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'Oreal 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 permed hair and L0*, a0* and b0* represent the values measured on natural hair.

(22) The selectivity is represented by the difference of color between the colored natural hair representative of the hair roots and permed hair representative of hair tips: the more is the E value, the more the difference of color between natural and permed hair is important. A lesser selectivity is representative of an homogeneity of the coloration between the roots and the tips along the lock of hair.

(23) The following results are obtained:

(24) TABLE-US-00005 Hair type L* a* b* E C + O2 (inv) BN 26.9 15.2 10.6 9.3 BP 20.9 10.6 5.0 C + O2 BN 29.6 18.4 13.7 12 (comp) BP 21.8 12.8 6.5

(25) The resulting composition C+O2 according to the invention exhibits a E value lesser than the one obtained with the C+O2 comparative mixture. The hair coloration resulting from the use of C+O2 provides on hair an improved homogeny coloration along the hair fibers.