PROCESS FOR TREATING KERATIN FIBERS, COMPRISING A (POLY)CARBODIIMIDE COMPOUND, AN AQUEOUS DISPERSION OF PARTICLES OF POLYMER(S)AND A COLORING AGENT

Abstract

The present invention relates to a process for treating keratin fibers, comprising the application to the keratin fibers of a composition (C) comprising at least one (poly)carbodiimide compound, at least one aqueous dispersion of particles of polymer(s) chosen from polyurethanes, acrylic polymers, and mixtures thereof, optionally at least one silicone, and at least one coloring agent chosen from pigments, direct dyes, and mixtures thereof.

Claims

1. A process for treating keratin fibers, comprising the application to the keratin fibers of a composition (C) comprising: a) at least one (poly)carbodiimide compound, b) at least one aqueous dispersions of particles of polymer(s) chosen from polyurethanes, acrylic polymers, and mixtures thereof, c) optionally at least one silicone, and d) at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.

2. The process as claimed in claim 1, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (I) below: ##STR00037## in which: X.sub.1 and X.sub.2 independently represent an oxygen atom O, a sulfur atom S or an NH group, R.sub.1 and R.sub.2 independently represent a hydrocarbon-based radical, preferably alkyl, optionally interrupted with one or more heteroatoms, n denotes an integer ranging from 1 to 100, and A is a monomer chosen from the compounds below: ##STR00038##

3. The process as claimed in claim 1, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (II) below: ##STR00039## in which formula (II): X.sub.1 and X.sub.2 independently represent an oxygen atom O, a sulfur atom S or a nitrogen atom NH; R.sub.1 and R.sub.2 independently represent a hydrocarbon-based radical optionally interrupted with one or more heteroatoms, n and z denote an integer ranging from 1 to 20, with n+z≥2 and w denotes an integer ranging from 1 to 3; L.sub.1 independently represents a C.sub.1-C.sub.18 divalent aliphatic hydrocarbon-based radical, a C.sub.3-C.sub.15 cycloalkylene radical, a C.sub.3-C.sub.12 heterocycloalkylene group or a C.sub.6-C.sub.14 arylene group, and mixtures thereof; E independently represents a group chosen from: —O—R.sub.3—O—; —S—R.sub.4—S—; —R.sub.5—N(R.sub.6)—R.sub.4—N(R.sub.6)—R.sub.5—; in which R.sub.3 and R.sub.4 independently represent a divalent hydrocarbon-based radical optionally interrupted with one or more heteroatoms, R.sub.5 independently represents a covalent bond or a saturated divalent hydrocarbon-based radical, optionally interrupted with one or more heteroatoms; R.sub.6 independently represents a hydrogen atom or a hydrocarbon-based radical, optionally interrupted with one or more heteroatoms.

4. The process as claimed in claim 3, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (II) in which: X.sub.1 and X.sub.2 independently represent an oxygen atom; R.sub.1 and R.sub.2 are independently chosen from dialkylamino alcohols, alkyl esters of hydroxycarboxylic acid and monoalkyl ethers of (poly)alkylene glycol, in which a hydroxyl group has been removed, and mixtures thereof; n and z denote an integer ranging from 1 to 20, with n+z≥2 and w is equal to 1; L.sub.1 is chosen from a C.sub.1-C.sub.18 divalent aliphatic hydrocarbon-based radical, a C.sub.3-C.sub.15 cycloalkylene radical, a C.sub.3-C.sub.12 heterocycloalkylene group or a C.sub.6-C.sub.14 arylene group, and mixtures thereof; E independently represents a group chosen from: —O—R.sub.3—O—; —S—R.sub.4—S—; —R.sub.5—N(R.sub.6)—R.sub.4—N(R.sub.6)—R.sub.5—; in which R.sub.3 and R.sub.4 are independently chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof; when R.sub.5 is not a covalent bond, R.sub.5 is chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof; and R.sub.6 is chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof.

5. The process as claimed in either of claims 3 and 4, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (II) in which: X.sub.1 and X.sub.2 independently represent an oxygen atom; R.sub.1 and R.sub.2 are, independently, monoalkyl ethers of (poly)alkylene glycol, in which a hydroxyl group has been removed; n and z denote an integer ranging from 1 to 20, with n+z≥2 and w is equal to 1; L.sub.1 is a C.sub.3-C.sub.15 cycloalkylene radical; E independently represents a group chosen from: —O—R.sub.3—O—; —S—R.sub.4—S—; —R.sub.5—N(R.sub.6)—R.sub.4—N(R.sub.6)—R.sub.5—; in which R.sub.3 and R.sub.4 are independently chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof; when R.sub.5 is not a covalent bond, R.sub.5 is chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof; and R.sub.6 is chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof.

6. The process as claimed in any one of claims 3 to 5, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (II) in which: X.sub.1 and X.sub.2 independently represent an oxygen atom; R.sub.1 and R.sub.2 independently represent the compound of formula (VI) below:
R.sub.13—[O—CH.sub.2—C(H)(R.sub.14)].sub.q—  (VI) in which R.sub.13 represents a C.sub.1-C.sub.4 alkyl group or a phenyl, preferably a C.sub.1-C.sub.4 alkyl group, more preferentially a methyl, R.sub.14 represents a hydrogen atom or a C.sub.1-C.sub.4 alkyl group, preferably a hydrogen atom and q denotes an integer ranging from 4 to 30; n and z denote an integer ranging from 2 to 20, with n+z ranging from 4 to 10 and w is equal to 1; L.sub.1 is an C.sub.3-C.sub.15 cycloalkylene radical such as cyclopentylene, cycloheptylene, cyclohexylene and 4,4-dicyclohexylenemethane; and E represents a group —O—R.sub.3—O— in which R.sub.3 is chosen from a C.sub.6-C.sub.14 arylene radical, a C.sub.3-C.sub.12 cycloalkylene radical, a linear or branched C.sub.1-C.sub.18 alkylene radical, optionally interrupted with one or more heteroatoms, and mixtures thereof.

7. The process as claimed in any one of claims 3 to 6, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (II) in which: X.sub.1 and X.sub.2 independently represent an oxygen atom; R.sub.1 and R.sub.2 independently represent the compound of formula (VI) below:
R.sub.13—[O—CH.sub.2—C(H)(R.sub.14)].sub.q—  (VI) in which R.sub.13 represents a C.sub.1-C.sub.4 alkyl group or a phenyl, preferably a C.sub.1-C.sub.4 alkyl group, more preferentially a methyl, R.sub.14 represents a hydrogen atom or a C.sub.1-C.sub.4 alkyl group, preferably a hydrogen atom and q denotes an integer ranging from 4 to 30; n and z denote an integer ranging from 1 to 20, with n+z ranging from 4 to 10 and w is equal to 1; L.sub.1 is an C.sub.3-C.sub.15 cycloalkylene radical such as cyclopentylene, cycloheptylene, cyclohexylene and 4,4-dicyclohexylenemethane, preferably 4,4-dicyclohexylenemethane; and E represents a group —O—R.sub.3—O— in which R.sub.3 represents a linear or branched C.sub.1-C.sub.18 alkylene radical such as methylene, butylene, propylene or ethylene, optionally interrupted with one or more heteroatoms.

8. The process as claimed in any one of claims 3 to 7, characterized in that the (poly)carbodiimide compound(s) are chosen from the compounds of formula (XII) below: ##STR00040## in which L.sub.1 is 4,4-dicyclohexylenemethane, n and z denote an integer ranging from 1 to 20, with n+z ranging from 4 to 10, E represents a group —O—R.sub.3—O— in which R.sub.3 represents a linear or branched C.sub.1-C.sub.18 alkylene radical such as methylene, propylene, butylene or ethylene, optionally interrupted with one or more heteroatoms, and r and s denote an integer ranging from 4 to 30.

9. The process as claimed in any one of the preceding claims, characterized in that the total amount of the (poly)carbodiimide compound(s) ranges from 0.01% to 40% by weight, preferably from 0.1% to 30% by weight, better still from 0.5% to 25% by weight and even better still from 1% to 10% by weight, relative to the total weight of composition (C).

10. The process as claimed in any one of the preceding claims, characterized in that the aqueous dispersion(s) of particles of polymer(s) are chosen from aqueous dispersions of acrylic polymer particles, and preferably from aqueous dispersions of film-forming acrylic polymer.

11. The process as claimed in any one of the preceding claims, characterized in that the acrylic polymer(s) comprise one or more units derived from the following monomers: a) (meth)acrylic acid; and b) C.sub.1 to C.sub.30, more preferentially C.sub.1 to C.sub.20, better still C.sub.1 to C.sub.10, and even more particularly C.sub.1 to C.sub.4, alkyl (meth)acrylates.

12. The process as claimed in any one of the preceding claims, characterized in that the total amount of the aqueous dispersion(s) of polymer particles present in the composition ranges from 0.1% to 40% by weight, more preferentially from 0.1% to 35% by weight and better still from 0.2% to 30% by weight, relative to the total weight of composition (C).

13. The process as claimed in any one of the preceding claims, characterized in that the silicone(s) are chosen from non-amino silicones, amino silicones and mixtures thereof.

14. The process as claimed in any one of the preceding claims, characterized in that said silicone(s) are present in a total amount ranging from 0.01% to 20% by weight relative to the total weight of the composition, preferably from 0.05% to 15% by weight, more preferentially from 0.1% to 10% by weight and even more preferentially from 0.1% to 5% by weight relative to the total weight of composition (C).

15. The process as claimed in any one of the preceding claims, characterized in that it also comprises a step of applying to the keratin fibers a composition (D) comprising at least one silicone compound comprising at least one carboxylic group.

16. The process as claimed in any one of the preceding claims, characterized in that the silicone compound(s) comprising at least one carboxylic group are chosen from the organosiloxanes of formula (XXVII) below: ##STR00041## in which: R1 independently represent an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms; a hydroxyl group; an alkoxy group containing from 1 to 20 carbon atoms or an aryl group containing from 6 to 12 carbon atoms; R2 independently represents a group R4-COOM with R4 representing a linear or branched alkylene group containing from 1 to 20 carbon atoms, preferably from 4 to 16 carbon atoms, and M representing a hydrogen atom; an alkali metal or alkaline-earth metal or a quaternary ammonium NR′3, with R′, which may be identical or different, representing H or alkyl containing from 1 to 4 carbon atoms; a pyrrolidone radical comprising a carboxylic group COOH or a group R.sub.a—(OR.sub.b).sub.x—COOM with R.sub.a representing a linear or branched alkylene group containing from 1 to 4 carbon atoms, R.sub.b representing an alkyl group containing from 1 to 4 carbon atoms, x being an integer ranging from 1 to 200; and M representing a hydrogen atom, an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or an alkyl containing from 1 to 4 carbon atoms; R3 independently represent an alkyl group containing from 1 to 20 carbon atoms; a hydroxyl group; a group R4-COOM with R4 representing a linear or branched alkylene group containing from 1 to 20 carbon atoms, preferably from 4 to 16 carbon atoms, and M representing a hydrogen atom; an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or alkyl containing from 1 to 4 carbon atoms; an alkoxy group containing from 1 to 20 carbon atoms; an aryl group containing from 6 to 12 carbon atoms or a group R.sub.a—(OR.sub.b).sub.x—COOM with R.sub.a representing a linear or branched alkylene group containing from 1 to 4 carbon atoms, R.sub.b representing an alkyl group containing from 1 to 4 carbon atoms, x being an integer ranging from 1 to 200; and M representing a hydrogen atom, an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or an alkyl containing from 1 to 4 carbon atoms; n denotes an integer ranging from 1 to 1000; p denotes an integer ranging from 0 to 1000; it being understood that at least one of the radicals R2 and/or R3 comprises a carboxylic group COOH or COOM with M representing an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or an alkyl containing from 1 to 4 carbon atoms.

17. The process as claimed in either of claims 15 and 16, characterized in that the silicone compound(s) comprising at least one carboxylic group are chosen from the organosiloxanes of formula (XXVIII) below: ##STR00042## in which: R1 independently represents a linear or branched alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms and better still from 1 to 6 carbon atoms, preferentially methyl; R4 independently represents a linear or branched alkylene group containing from 1 to 20 carbon atoms, preferably from 4 to 16 carbon atoms; or a divalent group R.sub.a—(OR.sub.b).sub.x— with R.sub.a representing a linear or branched alkylene group containing from 1 to 4 carbon atoms, R.sub.b representing an alkylene group containing from 1 to 4 carbon atoms, and x being an integer ranging from 1 to 200; M independently represents a hydrogen atom, an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or an alkyl containing from 1 to 4 carbon atoms; n denotes an integer ranging from 1 to 1000.

18. The process as claimed in either of claims 15 and 16, characterized in that the silicone compound(s) comprising at least one carboxylic group are chosen from the organosiloxanes of formula (XXIX) below: ##STR00043## in which: R1 independently represents an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 6 carbon atoms, more preferentially a methyl; R4 represents a saturated or unsaturated, linear or branched alkylene group containing from 1 to 20 carbon atoms, preferably from 4 to 16 carbon atoms; or a divalent group R.sub.a—(OR.sub.b).sub.x— with R.sub.a representing a linear or branched alkylene group containing from 1 to 4 carbon atoms, R.sub.b representing an alkylene group containing from 1 to 4 carbon atoms, and x being an integer ranging from 1 to 200; M represents a hydrogen atom, an alkali metal or alkaline-earth metal or a quaternary ammonium NR′.sub.3, with R′, which may be identical or different, representing H or an alkyl containing from 1 to 4 carbon atoms; p denotes an integer ranging from 1 to 1000; n denotes an integer ranging from 1 to 1000.

19. The process as claimed in any one of claims 15 to 18, characterized in that the total amount of the silicone compound(s) comprising at least one carboxylic group present in composition (D) ranges from 0.01% to 20% by weight, more preferentially from 0.1% to 15% by weight and better still from 0.5% to 10% by weight, relative to the total weight of composition (D).

20. The process as claimed in any one of claims 15 to 19, characterized in that composition (D) comprises one or more oil(s), preferably chosen from C.sub.8-C.sub.16 alkanes, more preferentially from isododecane, isohexadecane, tetradecane and/or mixtures thereof.

21. The process as claimed in any one of claims 15 to 20, characterized in that composition (C) and opposition (B) are applied simultaneously to the keratin fibers.

22. The process as claimed in any one of claims 15 to 20, characterized in that composition (D) is applied to the keratin fibers after the application of composition (C) to the keratin fibers.

23. A device for treating keratin fibers, comprising one or more compartments containing: in a first compartment (E1), a composition (C) as defined in any one of claims 1 to 14; and optionally, in a second compartment (E2), a composition (D) as defined in any one of claims 15 to 20.

24. A device for treating keratin fibers, comprising at least two compartments containing: in a first compartment (F1), a composition (C1) comprising a) at least one (poly)carbodiimide compound as defined in any one of claims 1 to 8; and in a second compartment (F2), a composition (C2) comprising at least one aqueous dispersion of particles of polymer(s) chosen from polyurethanes, acrylic polymers, and mixtures thereof, as defined in either of claims 10 and 11; composition (C1) and/or composition (C2) comprising at least one coloring agent chosen from pigments, direct dyes, and mixtures thereof, and optionally comprising at least one silicone as defined in claim 13; and optionally, in a third compartment (F3), a composition (D) as defined in any one of claims 15 to 20.

Description

EXAMPLE

Example 1: Process for Synthesizing the (Poly)carbodiimide Compound

[0739] 50 g of 4,4′-dicyclohexylmethane diisocyanate and 0.5 g of 4,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide were placed with stirring in a 500 mL three-necked round-bottomed flask equipped with a thermometer, a stirrer and a reflux tube.

[0740] The reaction medium was heated at 140° C. under nitrogen for 4 hours, the reaction being monitored by infrared spectroscopy by means of the absorption of the isocyanate functions between 2200 and 2300 cm.sup.−1, and then cooled to 120° C.

[0741] A mixture of 5.3 g of polyethylene glycol monomer methyl ether and 1.2 g of 1,4-butanediol are introduced with stirring into the reaction medium. The temperature of 120° C. is maintained until the isocyanate functions have totally disappeared, monitored by infrared spectroscopy at 2200-2300 cm.sup.−1, and is then cooled to room temperature.

[0742] After cooling to room temperature, the reaction medium is poured dropwise with vigorous stirring into a 500 mL glass beaker containing 85 g of distilled water, to give the desired product in the form of a translucent yellow liquid.

Example 2

[0743] Base Coat Composition: amounts expressed in g of active material as obtained/100 g

TABLE-US-00001 TABLES 1 Composition C1 Polycarbodiimide.sup.(1) 24 Amodimethicone (and) Trideceth-5 (and) 5 Trideceth-10 .sup.(2) Preserving agent(s), optionally neutralized qs thickener Water qs 100 .sup.(1)synthesized according to the synthetic process described in example 1 (containing 40% active material in water), .sup.(2) sold by the company Wacker under the name Belsil ADM LOG 1

TABLE-US-00002 TABLES 2 Composition C2 Acrylates copolymer.sup.(3) 40 Amodimethicone (and) Trideceth-5 (and) 5 Trideceth-10 .sup.(2) Iron oxide (CI 77491) 12 Preserving agent(s), optionally neutralized qs thickener Water qs 100 .sup.(3) sold by the company Daito Kasei Kogyo under the trade name Daitosol 3000SLPN-PE1 (aqueous dispersion containing 30% active material)

[0744] Composition C1 is mixed with composition C2 in a 50/50 ratio to obtain composition C.

[0745] Top Coat Composition: amounts expressed in g of active material as obtained/100 g

TABLE-US-00003 TABLES 3 Composition D Organopolysiloxane bearing carboxylic groups.sup.(4) 2 Isododecane qs 100 .sup.(4)sold by the company Shin-Etsu under the trade name X-22-3701E

[0746] Protocol:

[0747] Composition C (base coat composition) is applied to locks of natural dry hair containing 90% white hairs, in a proportion of 0.5 g of composition per gram of lock.

[0748] The locks of hair are then dried with a hairdryer with a comb, and then combed.

[0749] Next, two different protocols are then applied to the locks of hair thus treated: [0750] composition D (top coat composition) is applied to said locks of dry hair treated with composition C, in a proportion of 0.5 g of composition per gram of lock; or [0751] no composition D (top coat composition) is applied to the locks of hair treated with composition C.

[0752] The locks of hair treated with composition C and composition C+D are then combed and dried with a hairdryer. The locks of hair are left at room temperature for 24 hours.

[0753] Results:

[0754] The locks of hair treated with composition C+D show smooth, uniform, colored coating of the hair and have good cosmetic properties, notably in terms of softness, feel and good hair strand separation.

[0755] The locks of hair treated with composition C alone show colored coating of the hair but have poorer cosmetic properties, notably in terms of softness and feel, than the locks of hair treated with composition C+D.

Example 3

[0756] Composition C as described in example 2 is prepared.

[0757] The compositions below are prepared.

[0758] Base Coat Composition: amounts expressed in g of active material as obtained/100 g

TABLE-US-00004 TABLES 4 Composition C1′ Polycarbodiimide.sup.(1) 24 Preserving agent(s), optionally neutralized qs thickener Water qs 100 .sup.(1)synthesized according to the synthetic process described in example 1 (containing 40% active material in water).

TABLE-US-00005 TABLES 5 Composition C2′ Acrylates copolymer.sup.(2) 40 Iron oxide (CI 77491) 12 Preserving agent(s), optionally neutralized qs thickener Water qs 100 .sup.(2)sold by the company Daito Kasei Kogyo under the trade name Daitosol 3000SLPN-PE1

[0759] Composition C1′ is mixed with composition C2′ in a 50/50 ratio to obtain composition C′.

[0760] Protocol:

[0761] Compositions C and C′ (base coat composition) are applied to locks of natural dry hair containing 90% white hairs, in a proportion of 0.5 g of composition per gram of lock.

[0762] The locks of hair are then dried with a hairdryer with a comb, and then combed.

[0763] Next, composition D (top coat composition) described in example 2 is applied to said locks of dry hair treated with composition C and with composition C′, in a proportion of 0.5 g of composition per gram of lock.

[0764] The locks of hair treated with composition D are then combed and dried with a hairdryer. The locks of hair are left at room temperature for 24 hours.

[0765] The locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the fastness (persistence) of the coloring obtained with respect to shampoo washing, according to the shampoo wash protocol described below.

[0766] Shampoo Wash Protocol:

[0767] The locks of dyed hair are combed and moistened with water at 35° C. before being passed between the fingers five times for 5 seconds. The locks of hair are then drained between two fingers.

[0768] A standard shampoo (Garnier Ultra Doux) is applied uniformly to the dyed locks, in a proportion of 0.4 g of standard shampoo per gram of locks, the locks of hair being massaged gently along the length (6 passes) for 15 seconds, from the root to the end.

[0769] The locks of hair are then placed in a watch glass and left to stand for 1 minute.

[0770] Next, the locks of hair are rinsed with water while passing the lock between the fingers (15 passes). The locks of hair are then drained between two fingers before the next shampoo wash.

[0771] Once the tests of several shampoo washes have been performed, the locks of hair are combed and dried with a hairdryer.

[0772] Results:

[0773] The persistence of the color of the locks was evaluated in the CIE L* a* b* system, using a Minolta Spectrophotometer CM3600A colorimeter (illuminant D65, angle 10°, specular component included).

[0774] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green/red color axis and b* the blue/yellow color axis.

[0775] The persistence of the coloring is evaluated by the color difference ΔE between the dyed locks before shampooing, then after having undergone five shampoo washes according to the protocol described above. The lower the ΔE value, the more persistent the color with respect to shampoo washing.

[0776] The ΔE value is calculated according to the following equation:

ΔE=√{square root over ((L*−L.sub.o*).sup.2+(a*−a.sub.o*).sup.2+(b*−b.sub.o*).sup.2)}  [Math.1]

[0777] In this equation, L*a*b* represent the values measured after dyeing the hair and after performing the shampoo washes, and L*.sub.0a.sub.0*b.sub.0* represent the values measured after dyeing the hair but before shampoo washing.

TABLE-US-00006 TABLES 6 Number of shampoo Compositions washes L* a* b* ΔE Composition 0 35.2 29.5 22.9 0 C + D 5 37.0 27.7 21.5 2.9 Composition 0 34.8 28.1 21.9 — C′ + D 5 42.9 21.4 16.8 11.7

[0778] The locks of hair dyed with composition C+D according to the invention and washed with five shampoo washes have low ΔE values. Thus, the colored coating of the keratin fibers obtained with compositions C+D shows good persistence with respect to shampoo washing.

[0779] The locks of hair dyed with composition C′+D according to the invention and washed with five shampoo washes also show good persistence with respect to shampoo washing.

Example 4

[0780] Base Coat Composition: amounts expressed in g of active material as obtained/100 g

TABLE-US-00007 TABLES 7 Composition C″ Polycarbodiimide.sup.(1) 12 Amodimethicone (and) Trideceth-5 (and) 5 Trideceth-10 .sup.(2) Acrylates copolymer.sup.(3) 20 Iron oxide (CI 77491) 6 Preserving agent(s), optionally neutralized qs thickener Water qs 100 .sup.(1)synthesized according to the synthetic process described in example 1 (containing 40% active material in water). .sup.(2) sold by the company Wacker under the name Belsil ADM LOG 1 .sup.(3)sold by the company Daito Kasei Kogyo under the trade name Daitosol 3000SLPN-PE1 (aqueous dispersion containing 30% active material)

[0781] Protocol:

[0782] Composition C″ (base coat composition) is applied to locks of natural dry hair containing 90% white hairs, in a proportion of 0.5 g of composition per gram of lock.

[0783] The locks of hair are then dried with a hairdryer with a comb, and then combed.

[0784] Next, composition D (top coat composition) described in example 2 is applied to said locks of dry hair treated with composition C″, in a proportion of 0.5 g of composition per gram of lock.

[0785] The locks of hair treated with composition D are then combed and dried with a hairdryer. The locks of hair are left at room temperature for 24 hours.

[0786] Results:

[0787] The locks of hair treated with composition C″+D show smooth, uniform, colored coating of the hair and have good cosmetic properties, notably in terms of softness, feel and good hair strand separation. The colored coating of the keratin fibers shows good persistence with respect to shampoo washing.