JP7250835B2 - Composition for caring for keratin fibers and its use for cleansing and conditioning keratin fibers - Google Patents

Description

The present invention relates to the field of hair care cosmetics, and more particularly, the present invention relates to new compositions with improved cleansing and conditioning properties.

In the art, detergent and conditioning hair care compositions essentially based on surfactants, especially surfactants of anionic, nonionic and/or amphoteric type, more particularly anionic surfactants. , or shampoos in combination with conditioning agents.

Surfactants for cleansing and washing hair, especially surfactants of the anionic type, are known to have good detergency due to their ability to remove various stains initially present on the hair. ing. However, said surfactants, together with this property, can lead to damage to the hair due to the harsh nature of such cleansing treatments, which leads to significant damage to the hair, such as those contained in or on the hair surface. Causes enhanced removal of lipids or proteins.

More particularly, hair that has been sensitized, i.e. damaged or weakened, especially through the chemical action of environmental agents and/or hair treatments such as permanent waving, dyeing or bleaching. In order to improve the cosmetic properties of cleansing compositions for application to the hair, it is known to incorporate conditioning agents into these compositions. The primary purpose of these conditioning agents is to correct or limit the undesirable effects induced by various treatments or certain deposits to which the hair fibers are exposed more or less repeatedly, and of course: They can also improve the cosmetic behavior of natural hair.

The conditioning agents most commonly used in shampoos to date are cationic polymers, silicones and/or silicone derivatives, which are significantly enhanced compared to those obtained with corresponding cleansing compositions that do not contain them. It also imparts anti-tangle, softness and smoothness to washed dry or wet hair.

Moreover, it is also known to combine two or more conditioning agents in shampoos in order to achieve a better conditioning effect on hair, especially on sensitized hair. Various types of silicones and their derivatives are most commonly combined to achieve this goal.

Despite current advances in the field of shampoos based on combinations of specific and appropriately selected types of silicones and/or derivatives thereof with cationic polymers, they are not entirely satisfactory. It was found that Accordingly, there remains a need for new products that exhibit improved performance with respect to one or more of the cosmetic properties listed above.

The present invention aims to meet this need.

U.S. Patent No. A-4874554 U.S. Patent No. A-4137180 French Patent No. 2320330 French Patent No. 2270846 French Patent No. 2316271 French Patent No. 2336434 French Patent No. 2413907 U.S. Patent No. 2273780 U.S. Patent No. 2375853 U.S. Patent No. 2,388,614 U.S. Patent No. 2,454,547 U.S. Patent No. 3206462 U.S. Patent No. 2261002 U.S. Patent No. 2271378 U.S. Patent No. 3874870 U.S. Patent No. 4001432 U.S. Patent No. 3,929,990 U.S. Patent No. 3966904 U.S. Patent No. 4005193 U.S. Patent No. 4,025,617 U.S. Patent No. 4,025,627 U.S. Patent No. 4,025,653 U.S. Patent No. 4,026,945 U.S. Patent No. 4,027,020 French Patent No. 2080759 French Patent No. 2190406 EP-A-122324 U.S. Pat. No. 4,185,087 EP-A-0530974

CTFA Dictionary, 5th Edition, 1993 ASTM 445 Appendix C

One of the objects of the present invention is, in particular, to reduce tangles and to impart volume, tension, smoothness, softness and suppleness, as well as foam volume. To obtain a composition for cleansing and simultaneously conditioning keratin fibers, especially hair, which has a remarkable treatment effect which it exhibits.

This object of the present invention provides that, in an aqueous medium, A) at least one surfactant, B) at least one cationic polymer with a charge density greater than 4 meq/g, preferably greater than 5 meq/g, C) at least one aminated silicone, D) at least one This is achieved by a hair care composition comprising a seed insoluble nonaminated silicone.

Another object of the present invention is a method for cleansing and conditioning keratinous fibers, especially hair, comprising the steps of applying to said fibers in a wet state an effective amount of the composition described above, followed by an optional exposure period. followed by rinsing with water.

Yet another subject of the present invention is the use of the above compositions in cleansing and conditioning keratinous fibers, especially hair.

The present invention therefore makes it possible to obtain compositions that have good cleansing and conditioning properties and at the same time are stable over a long period of time. These properties are namely improved foam volume, good anti-tangle, and good volume, firmness, smoothness, softness and suppleness.

As used herein, the term "at least one" is synonymous with "one or more."

Other characteristics and advantages of the invention will become more apparent on reading the following description and examples.

As mentioned above, the essential ingredients of the composition according to the invention are A) selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants, cationic surfactants, or mixtures thereof. B) at least one cationic polymer with a charge density greater than 4 meq/g, preferably greater than 5 meq/g, C) at least one aminated silicone, D) at least one is an insoluble nonaminated silicone.

A) Surfactants The hair shampoo compositions according to the present invention contain surfactants selected from the group consisting of cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, or mixtures thereof. Contains active agents.

i) Anionic Surfactants According to one embodiment of the invention, the at least one surfactant is selected from anionic surfactants or "surface active agents".

In anionic surfactants, the hydrophobic part generally carries an anionic hydrophilic group with a metallic cationic counterion (an alkali metal such as Na or K) or ammonium, so that the hydrophilic group is polar. is understood to mean an amphiphilic compound capable of dissociating in aqueous solution to give an anion.

More specifically, the anionic portion of the anionic surfactant is -C(O)OH, -C(O) ^O- , _-SO3H , -S(O) _2O- ^, -OS(O ) ₂ OH, -OS(O) ₂ O ^- , -P(O)OH ₂ , -P(O) ₂ O ^- , -P(O)O ₂ ^- , -P(OH) ₂ , =P(O )OH, —P(OH)O ⁻ , =P(O)O ⁻ , =POH, =PO ^{− ,} wherein the anionic moiety comprises a cationic counter anion such as an alkali metal or alkaline earth metals, or organic cationic counteranions such as ammonium. Anionic surfactants include carboxylates, sulfates, sulfonates, sulfoacetates, sulfosuccinates, phosphates, isethionates, sarcosinates, glutamates, lactates or taurates. Surface active agents can be mentioned, including anionic groups, salts of fatty acids, salts of galactoside uronic acids, salts of ethercarboxylic acids, and mixtures thereof.

More specifically, anionic surfactants according to the invention are selected from:
( _C6 - _C30 ) alkyl sulfate, ( _C6 - _C30 ) alkyl ether sulfate, ( _C6 - _C30 ) alkylamide ether sulfate, alkylaryl polyether sulfate or monoglyceride sulfate ( _C6 - _C30 ) Alkyl Sulfonates, (C ₆ -C ₃₀ ) Alkyl Amidosulfonates, (C ₆ -C ₃₀ ) Alkyl Aryl Sulfonates, α-Olefin Sulfonates, Paraffin Sulfonates/(C ₆ -C ₃₀ ) Alkyl Phosphates (C ₆ - _C30 ) Alkyl sulfosuccinate, ( _C6 - _C30 ) alkyl sulfosuccinate ether or ( _C6 - _C30 ) alkyl sulfosuccinate ( _C6 - _C30 ) alkyl sulfoacetate ( _C6 - _C24) ) acyl sarcosinate, ( _C6 - _C24 ) acyl glutamate, ( _C6 - _C30 ) alkyl polyglycoside carboxylic acid ether, ( _C6 - _C30 ) alkyl polyglycoside sulfosuccinate, ( _C6 - _C30 ) Alkyl sulfosuccinate, (C ₆ -C ₂₄ ) acyl isethionate, N-[(C ₆ -C ₂₄ ) acyl taurate]
- fatty acid salts - ( _C8 - _C20 ) acyl lactate - ( _C6 - _C30 ) alkyl-D-galactoside uronic acid salts - ( _C6 - _C30 ) alkyl polyoxyalkylenated ether carboxylic acid salts, Salts of (C ₆ -C ₃₀ )alkylaryl polyoxyalkylenated ether carboxylic acids or salts of (C ₆ -C ₃₀ )alkylamide polyoxyalkylenated ether carboxylic acids, and mixtures thereof.

These anionic surfactants are advantageously present in the compositions according to the invention in the form of salts, in particular salts of alkali metals such as sodium; form; ammonium salt form; amine salt form, or aminoalcohol salt form. They may also occur in their acid form under certain conditions.

It should be noted that the alkyl or acyl groups of these various compounds preferably contain from 12 to 20 carbon atoms. Preferably, an aryl group denotes a phenyl group or a benzyl group.

Furthermore, polyoxyalkylenated anionic surfactants preferably contain 2 to 50 alkylene oxide groups, especially ethylene oxide groups, or sulfates.

According to one preferred embodiment of the invention, the anionic surfactant is selected from salts of fatty acids.

Preferably, the anionic surfactants of the present invention are sulfate salts, more particularly (C ₆ -C ₃₀ ) alkyl sulfates, (C 6 -C 30 ) alkyl ether sulfates, (C ₆ -C ₃₀ ) alkyl ether sulfates, (C ₆ -C 30 ) ₃₀ ) selected from alkylamide ether sulfates, alkylaryl polyether sulfates and monoglyceride sulfates, their salts such as alkali salts such as sodium, and mixtures thereof.

More preferably, the anionic surfactants of the present invention are ( _{C6 - C30} ) alkyl sulfates such as ( _{C6-C30) alkyl sulfates, (C6 - C30} ) alkyl ether sulfates, especially lauryl ether sulfate. selected from ethers, their salts such as sodium laureth sulfate.

ii) Nonionic surfactants According to one embodiment of the invention, at least one surfactant is selected from nonionic surfactants.

Among the nonionic surfactants according to the invention, mention may be made, alone or in mixtures, of fatty alcohols, α-diols and alkylphenols, these three types of compounds being oxyalkylated, e.g. are polypropoxylated and/or polyglycerolated and contain fatty chains containing, for example, 6 to 40 carbon atoms, the number of alkylene oxides such as ethylene oxide or propylene oxide groups being in particular 2 to 50. Possibly ranges and/or the number of glycerol groups in particular possibly ranges from 2 to 30. Mention may also be made of copolymers of ethylene oxide and propylene oxide, condensates of ethylene oxide and propylene oxide with fatty alcohols; polyethoxylated fatty amides, preferably with 2-30 mol of ethylene oxide, on average 1-5 , specifically polyglycerolated fatty amides containing 1.5 to 4 glycerol groups, ethoxylated fatty acid esters of sorbitan containing 2 to 30 mol of ethylene oxide, fatty acid esters of sucrose, fatty acid esters of polyethylene glycol, alkylpoly glycosides, N-alkylglucamine derivatives, amine oxides such as (C ₁₀ -C ₁₄ )alkylamine oxides or N-acylaminopropylmorpholine oxides.

Preferably, the nonionic surfactant is selected from:
- (Poly)ethoxylated fatty alcohols - Glycerolated fatty alcohols - Alkyl polyglycosides where "fatty chain" is linear or branched containing 6 to 30 carbon atoms, preferably 8 to 30 carbon atoms is meant a hydrocarbon-based chain, saturated or unsaturated.

As regards alkyl polyglycosides or APG, these compounds are well known to those skilled in the art.

These compounds are more specifically represented by the following general formula:

[In formula (I),
- R ₁ represents a saturated or unsaturated, linear or branched alkyl and/or alkenyl group or an alkylphenyl group containing 8 to 24 carbon atoms, wherein the linear or branched alkyl groups contain 8 to 24 carbon atoms,
- _R2 represents an alkylene group containing approximately 2 to 4 carbon atoms;
- G represents a sugar unit containing 5-6 carbon atoms;
- a represents a value ranging from 0 to 10, preferably 0 to 4;
- b indicates a value ranging from 1 to 15].

Preferred alkylpolyglucosides useful in the compositions of the invention are compounds of formula (I), wherein R ₁ more particularly contains 8 to 18 carbon atoms, saturated or unsaturated represents a linear or branched alkyl group, a represents a value ranging from 0 to 3 and even more particularly equal to 0, G represents glucose, fructose or galactose, preferably glucose It is the above compound that can show

The degree of polymerization, ie the value of b in formula (I), can range from 1-15, preferably from 1-4. The average degree of polymerization is more particularly between 1 and 2, even more preferentially between 1.1 and 1.5.

The glycosidic linkages between the sugar units are of the 1-6 or 1-4 type, preferably of the 1-4 type.

The compounds of formula (I) are specifically sold by the company COGNIS under the name Plantaren® (600 CS/U, 1200 and 2000) or under the name Plantacare® (818, 1200 and 2000). Represented by a product. Also may be used are the products sold by Seppic under the name Triton CG 110 (or Oramix CG 110) and Triton CG 312 [or Oramix® NS 10], by BASF under the name Lutensol GD 70 or by Chem Y under the name AG10 LK.

Also may be used are, for example, _C8 - _C16 alkyl 1,4-polyglucosides in 53% aqueous solution sold under the reference Plantacare® 818 UP by the company Cognis.

As regards mono- or polyglycerolated surfactants, they preferably contain on average from 1 to 30 glycerol groups, more particularly from 1 to 10 glycerol groups, especially from 1.5 to 5 glycerol groups.

Monoglycerolated or polyglycerolated surfactants are preferably selected from compounds of the formula:
RO[ _CH2CH ( _CH2OH )O] _mH
RO[ _CH2CH (OH) _CH2O ] _mH , or
RO[CH( _CH2OH ) _CH2O ] _mH
(In the formula,
- R represents a saturated or unsaturated, linear or branched, hydrocarbon-based radical containing 8 to 40 carbon atoms, preferably 10 to 30 carbon atoms;
- m is an integer between 1 and 30, preferably between 1 and 10, more particularly between 1.5 and 6;
• R may optionally contain heteroatoms such as oxygen and nitrogen. In particular, R may optionally contain one or more hydroxyl groups and/or ether groups and/or amide groups. R preferably denotes mono- or polyhydroxylated C ₁₀ -C ₂₀ alkyl and/or alkenyl groups).

May be used, for example, the polyglycerolated (3.5 mol) hydroxyl lauryl ether sold under the name Chimexane® NF by the company Chimex.

(Poly)ethoxylated fatty alcohols suitable in the practice of the present invention are more particularly selected from alcohols containing 8 to 30 carbon atoms, preferably 12 to 22 carbon atoms.

(Poly)ethoxylated fatty alcohols more particularly contain 8 to 30 carbon atoms, optionally substituted with one or more (especially 1 to 4) hydroxyl groups, in particular one or It contains a plurality of linear or branched, saturated or unsaturated hydrocarbon-based groups. When they are unsaturated, the compounds may contain 1-3 conjugated or non-conjugated carbon-carbon double bonds.

The (poly)ethoxylated fatty alcohol preferably has the following formula (II):

(In the formula,
- R ₃ is a linear or branched C8 _{- C40} alkyl or alkenyl group, preferably a _C8 - _C30 alkyl or alkenyl group, optionally substituted with one or more hydroxyl groups and
- c is an integer between 1 and 200 inclusive, preferably an integer between 2 and 50, more particularly an integer between 8 and 30, eg 20).

(Poly)ethoxylated fatty alcohols are more particularly fatty alcohols containing 8 to 22 carbon atoms and oxyethylenated with 1 to 30 mol of ethylene oxide (1-30 OE). Among these, mention may be made more specifically of 2 OE of lauryl alcohol, 3 OE of lauryl alcohol, 3 OE of decyl alcohol, 5 OE of decyl alcohol and 20 OE of oleyl alcohol.

Mixtures of these (poly)oxyethylenated fatty alcohols may also be used.

Among the nonionic surfactants preferably used are C ₆ -C ₂₄ alkyl polyglucosides and (poly)ethoxylated fatty alcohols, more particularly C ₆ -C ₁₆ alkyl polyglucosides. be.

iii) Amphoteric Surfactants According to one embodiment of the invention, the at least one surfactant is selected from amphoteric surfactants.

Amphoteric or zwitterionic surfactants that may be used in the present invention contain at least one anionic group, such as a carboxylic acid group, a sulphonic acid group, a sulphate group, a phosphate group or a phosphonic acid group, It may also be a quaternized secondary or tertiary aliphatic amine derivative, wherein the aliphatic group, or at least one of the aliphatic groups, contains from 8 to 22 carbon atoms. A straight or branched chain containing

Specifically, (C ₈ -C ₂₀ )alkylbetaines, sulfobetaines, (C ₈ -C ₂₀ alkyl)amido(C ₂ -C ₈ alkyl)betaines and (C ₈ -C ₂₀ alkyl)amido(C ₂ - Mention may be made of C ₈ alkyl)sulfobetaines.

Of the optionally quaternized secondary or tertiary aliphatic amine derivatives defined above that may be used, mention may also be made of compounds of structural formulas (III) and (IV) below, respectively: You can:

[In formula (III),
- R ₄ preferably represents a C ₁₀ -C ₃₀ alkyl or alkenyl group derived from the acid R ₄ -C(O)-OH present in hydrolyzed coconut oil, or a heptyl, nonyl or undecyl group ,
- R ₅ represents a β-hydroxyethyl group,
・R ₆ represents a carboxymethyl group]
as well as

[In formula (IV),
・A represents -CH ₂ CH ₂ OX',
- A' represents -( _CH2 )z-Y', where z = 1 or 2;
・X' is _-CH2 -C(O)-OH, _-CH2 -C(O)-OZ', _{-CH2CH2 -} C(O)-OH, -CH2 _{- CH2-} C( O)-OZ' group, or represents a hydrogen atom,
- Y' is -C(O)-OH, -C(O)-OZ', or _-CH2 -CH(OH) _-SO3H group or _-CH2 -CH(OH) _-SO3Z ' represents the group,
- Z' is an ion derived from an alkali or alkaline earth metal, such as sodium, potassium or magnesium; or an ammonium ion; or an organic amine, especially an amino alcohol, such as mono-, di- and triethanolamine, mono-, represents ions derived from di- or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol and tris(hydroxymethyl)aminomethane,
R ₇ is preferably a C ₁₀ -C ₃₀ alkyl or alkenyl group of the acid R ₇ C(O)-OH present in coconut oil or in hydrolyzed linseed oil, especially C ₁₇ and its iso type, or represents an unsaturated _C17 group].

Preferred are compounds corresponding to formula (IV). These compounds are also listed in the CTFA Dictionary, 5th Edition, 1993, disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium caprylamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodiacetate It is also classified under the names disodium propionate, disodium caprylamphonipropionate, disodium caprylamphonipropionate, lauroamphonipropionic acid, and cocoamphonipropionic acid.

Examples are N-cocoylamide carboxymethyl glycinate of alkali metals such as sodium, or cocoamphodiaacetic acid sold, for example, by the company Rhodia under the trade name Miranol® C2M concentrate.

Among all iii) amphoteric or zwitterionic surfactants listed above, preferably used are cocoylamidopropylbetaine, cocoylbetaine, and N-cocoylamidocarboxymethyl glycinate of alkali metals such as sodium. be.

According to one particular embodiment of the invention, the above-mentioned iii) amphoteric surfactant is cocoyl betaine.

i) Cationic surfactants According to one embodiment of the invention, at least one surfactant is selected from cationic surfactants. Mention may be made, for example, of optionally polyoxyalkylenated primary, secondary or tertiary fatty amine salts, quaternary ammonium salts and mixtures thereof.

Examples of quaternary ammonium salts that may be mentioned in particular are:
a) corresponding to the following general formula (V):

[In formula (V), R ₈ to R ₁₁ groups may be the same or different and are straight or branched aliphatic or aromatic groups containing 1 to 30 carbon atoms. group groups such as aryl or alkylaryl, at least one of the R ₈ to R ₁₁ groups containing 8 to 30 carbon atoms, preferably 12 to 24 carbon atoms. Aliphatic groups may contain heteroatoms such as, among others, oxygen, nitrogen, sulfur and halogen].

Aliphatic groups are, for example, C ₁ -C ₃₀ alkyl, C ₁ -C ₃₀ alkoxy, polyoxy(C ₂ -C ₆ )alkylene, C ₁ -C ₃₀ alkylamido, (C ₁₂ -C 22 )alkylamido (C 12 -C ₂₂ )alkylamido (C is selected from ₂ - _C6 ) alkyl, ( _C12 - _C22 ) alkyl acetate, _C1 - _C30 hydroxyalkyl, and ^X- is halide, phosphate, acetate, lactate, ( _C1- an anionic counterion selected from C ₄ ) alkyl sulfate and (C ₁ -C ₄ ) alkyl- or (C ₁ -C ₄ ) alkylaryl sulfonate.

Among the quaternary ammonium salts of formula (V), the following are preferably mentioned: first, tetraalkylammonium halides, such as tetraalkylammonium chlorides, such as tetraalkylammonium or alkyltrimethylammonium halides; such as dialkyldimethylammonium or alkyltrimethylammonium chloride (wherein the alkyl group contains approximately 12 to 22 carbon atoms), specifically behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, Halides such as benzyldimethylstearylammonium chloride, secondly alkoxy sulfates, especially distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate. etc. or else, finally, palmitoylamidopropyltrimethylammonium halides, specifically stearamidopropyldimethyl(myristyl acetate)ammonium chloride sold under the name Ceraphyl® 70 by the company Van Dyk;
- b) quaternary ammonium salts of imidazolines, e.g. of formula (VI) below:

[In formula (VI),
- R ₁₂ represents an alkenyl or alkyl group containing 8 to 30 carbon atoms, for example a fatty acid derivative of tallow;
- R ₁₃ represents a hydrogen atom, a C ₁ -C ₄ alkyl group, or an alkenyl or alkyl group containing 8 to 30 carbon atoms;
- _R14 represents a _C1 - _C4 alkyl group,
- _R15 represents a hydrogen atom or a _C1 - _C4 alkyl group;
^—X— is specifically a halide ion, phosphate ion, acetate ion, lactate ion, (C ₁ -C ₄ )alkyl sulfate ion, (C ₁ -C ₄ )alkyl- or (C ₁ -C ₄ ) represents an anionic counterion selected from alkylarylsulfonate ions,
wherein R ₁₂ and R ₁₃ preferably represent a mixture of alkyl or alkenyl groups containing 12 to 21 carbon atoms, for example derived from tallow fatty acid, R ₁₄ preferably represents a methyl group, R ₁₅ preferably represents a hydrogen atom. Such products are for example sold under the name Rewoquat® W 75 by the company Rewo];
- c) quaternary diammonium salts or quaternary terammonium salts, in particular of formula (VII) below:

[In formula (VII),
- R ₁₆ represents an alkyl group containing about 16-30 carbon atoms, optionally hydroxylated and/or interrupted with one or more oxygen atoms;
- R ₁₇ is selected from hydrogen, an alkyl group containing 1 to 4 carbon atoms, or a -(CH ₂ ) ₃ -N ⁺ (R _16a )(R _17a )(R _18a ) group, R _16a , R _17a , R _18a , R ₁₈ , R ₁₉ , R ₂₀ and R ₂₁ , which may be the same or different, are selected from hydrogen and alkyl groups containing 1 to 4 carbon atoms;
^—X— is specifically a halide ion, acetate ion, phosphate ion, nitrate ion, (C ₁ -C ₄ )alkyl sulfate ion, (C ₁ -C ₄ )alkyl- or (C ₁ -C ₄ ) Represents an anionic counterion selected from alkylarylsulfonate ions, especially methylsulfate and ethylsulfate ions, such compounds being, for example, Finquat CT-P (Quaternium 89) available from Finetex, and Finetex Finquat CT (Quaternium 75) available from
- d) quaternary ammonium salts containing one or more ester functions, such as those of formula (VIII) below:

[In formula (VIII),
- _R22 is selected from _C1 - _C6 alkyl groups and _C1 - _C6 hydroxyalkyl or dihydroxyalkyl groups;
- R ₂₃ is selected from
- group

- linear or branched, saturated or unsaturated _C1 - _C22 hydrocarbon-based radicals _R27
- the hydrogen atom R ₂₅ is selected from:
- group

- linear or branched, saturated or unsaturated C ₁ -C ₆ hydrocarbon-based radicals R ₂₉
- hydrogen atom
- _R24 , _R26 and _R28 , which may be the same or different, are selected from linear or branched, saturated or unsaturated _C7 - _C21 hydrocarbon-based radicals;
- r, s and t, which may be the same or different, are integers ranging from 2 to 6;
- r1 and t1, which may be the same or different and are equal to 0 or 1, where r2+r1=2r, t1+t2=2t;
- y is an integer ranging from 1 to 10;
- x and z, which may be the same or different, are integers ranging from 0 to 10;
^-X- represents an organic or inorganic anionic counterion,
provided that the sum x+y+z is from 1 to 15, and when x is 0, R ₂₃ indicates R ₂₇ , and when z is 0, R ₂₅ indicates R ₂₉ ].

The alkyl group R ₂₂ may be linear or branched, more particularly linear.

Preferably R ₂₂ represents a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, more particularly a methyl or ethyl group.

Advantageously, the sum x+y+z is between 1 and 10.

When R ₂₃ is a hydrocarbon-based group R ₂₇ it may contain at most 12 to 22 carbon atoms, or at most 1 to 3 carbon atoms.

When R ₂₅ is a hydrocarbon-based group R ₂₉ it preferably contains 1 to 3 carbon atoms.

Advantageously, R ₂₄ , R ₂₆ and R ₂₈ , which may be the same or different, are selected from linear or branched, saturated or unsaturated C ₁₁ -C ₂₁ hydrocarbon-based radicals. , more particularly linear or branched, saturated or unsaturated C ₁₁ -C ₂₁ alkyl and alkenyl groups.

Preferably, x and z are the same or different and equal to 0 or 1.

Advantageously, y is equal to one.

Preferably, r, s and t, which may be the same or different, are equal to 2 or 3, even more particularly equal to 2.

The anionic counterion X ⁻ is preferably a halide ion, preferably for example chloride, bromide or iodide, (C ₁ -C ₄ )alkylsulphate or (C ₁ -C ₄ )alkyl- or (C ₁ -C ₄ )alkylaryl-sulfonate ions. However, methanesulfonate, phosphate, nitrate, tosylate, anions derived from organic acids such as acetate or lactate, or any other anion compatible with ammonium containing an ester function. may be used.

The anionic counterion X ⁻ is even more particularly chloride, methylsulphate or ethylsulphate.

More particularly may be used in the compositions according to the invention are the ammonium salts of formula (VIII):
[In formula (VIII),
- _R22 represents a methyl group or an ethyl group,
- x and y are equal to 1;
- z is equal to 0 or 1;
- r, s and t are equal to 2;
- R ₂₃ is selected from
- group

- methyl, ethyl or _C14 - _C22 hydrocarbon-based radicals
- a hydrogen atom R ₂₅ is selected from
- group

- hydrogen atom
- R ₂₄ , R ₂₆ and R ₂₈ , which may be the same or different, are selected from linear or branched, saturated or unsaturated C ₁₃ -C ₁₇ hydrocarbon-based radicals, more particularly typically selected from linear or branched, saturated or unsaturated C ₁₃ -C ₁₇ alkyl and alkenyl groups].

Advantageously, the hydrocarbon-based radical is linear.

Among the quaternary ammonium salts containing one or more ester functions of formula (VIII), examples include diacyloxyethyldimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyloxyethyldihydroxyethylmethylammonium, tri Mention may be made of salts of acyloxyethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, especially chloride or methyl sulfate, and mixtures thereof. Acyl groups preferably contain 14 to 18 carbon atoms and are more particularly derived from vegetable oils such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be the same or different.

These products directly esterify, for example, optionally oxyalkylenated triethanolamine, triisopropanolamine, alkyldiethanolamine or alkyldiisopropanolamine with fatty acids or fatty acid mixtures of vegetable or animal origin. or by transesterification of their methyl esters. This esterification is followed by alkyl halides, preferably methyl or ethyl halides, dialkyl sulfates, preferably methyl sulfate or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin. quaternarization using an alkylating agent such as

Such compounds are known, for example, by Henkel under the name Dehyquart®, by Stepan under the name Stepanquat®, by Ceca under the name Noxamium® or by Rewo-Witco under the name Rewoquat®. ) WE 18.

Compositions according to the invention may, for example, contain a mixture of quaternary ammonium salts of mono-, di- and triesters, with the diester salts predominate in mass.

It is also possible to use ammonium salts containing at least one ester function, as described in US-A-4874554 and US-A-4137180.

Behenoylhydroxypropyltrimethylammonium chloride sold under the name Quatarmin BTC 131 by Kao Corporation may be used.

Preferably, an ammonium salt containing at least one ester function contains two ester functions.

Among the cationic surfactants that may be present in the composition according to the invention, more particularly preferred choices are cetyltrimethylammonium salts, behenyltrimethylammonium salts and dipalmitoylethylhydroxyethylmethylammonium salts, and Mixtures thereof, more particularly behenyltrimethylammonium chloride, cetyltrimethylammonium chloride and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof. Preferably, the surfactant is selected from anionic surfactants and amphoteric surfactants. According to this particular embodiment, surfactants useful in the present invention are combinations of anionic surfactants and amphoteric surfactants.

More preferably, the surfactants of the present invention contain a combination of a sulfate anionic surfactant and a betaine surfactant, preferably sodium laureth sulfate and cocoyl betaine.

Advantageously, the content of at least one surfactant is between 4% and 50% by weight relative to the weight of the composition, preferably between 6% and 40% by weight relative to the weight of the composition, more preferably It accounts for 10% to 20% by weight, even more preferably 12% to 16% by weight.

B) Cationic Polymer with Charge Density Above 4 meq/g The hair shampoo composition according to the invention comprises at least one cationic polymer with a charge density above 4 meq/g, preferably above 5 meq/g.

It is first noted that for the purposes of the present invention, the term "cationic polymer" denotes any polymer containing cationic groups and/or groups that can be ionized into cationic groups.

In the aspect of the invention, the charge density of the cationic polymer according to the invention is above 4 meq/g, even more preferentially above 5 meq/g.

This charge density is determined in particular by the Kjeldahl method.

This charge density can also be calculated from the chemical properties of the polymer.

These polymers preferably have number average molecular masses generally between 1,000 and 100,000,000.

Polymers of this type are described in FR 2320330, FR 2270846, FR 2316271, FR 2336434, FR 2413907, US 2273780, US 2375853, US2388614, US2454547, US3206462, US2261002, US2271378, US3874870, US4001432, US3929990 , US Pat. No. 3,966,904, US Pat. No. 4,005,193, US Pat. No. 4,025,617, US Pat. No. 4,025,627, US Pat. No. 4,025,653, US Pat.

More particularly, the cationic polymer is selected from:
a) Cationic cyclopolymers of alkyldiallylamine or dialkyldiallylammonium Said cationic cyclopolymers are homopolymers or copolymers containing units corresponding to the following formulas (IX) or (X) as major constituents of the chain: good:

(wherein d and e are equal to 0 or 1, the sum d+e is equal to 1, R ₃₂ represents a hydrogen atom or a methyl group, R ₃₀ and R ₃₁ independently of each other, C ₁ represents a _-C8 alkyl group, a hydroxyalkyl group (wherein the alkyl group is a _C1 - _C5 alkyl group), an amidoalkyl group (wherein the alkyl group is a _C1 - _C4 alkyl group), or R Together with the nitrogen atom to which ₃₀ and R ₃₁ are attached, they can also represent a heterocyclic group such as piperidyl or morpholinyl, and R ₃₀ and R ₃₁ independently of each other are preferably C ₁ -C ₄ alkyl groups. is an organic or inorganic anion such as ^bromide , chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, sulfate or phosphate. be). These polymers are described in detail in FR 2080759 and FR 2190406.

The cationic cyclopolymers of the present invention are water-soluble polymers with charge densities greater than 4 meq/g. In terms of smoothness during lathering and smoothness during rinsing, the charge density is preferably greater than 5 meq/g. The charge density of water-soluble cationic cyclopolymers can be measured by colloid titration using, for example, potassium polyvinyl sulfate as the titrant solution.

Among the polymers defined above, more particularly homopolymers of dimethyldiallylammonium chloride (and homologues thereof with lower weight average molecular weights) sold, for example, by the company Nalco under the name "Merquat 100", and the name Merquat 550, a copolymer of diallyldimethylammonium chloride and acrylamide.

b) Polyquaternary ammonium polymers composed of units of formula (XI):

[In the formula,
- R ₃₃ , R ₃₄ , R ₃₅ and R ₃₆ may be the same or different and may be a hydrogen atom, methyl, ethyl, propyl, b-hydroxyethyl, b-hydroxypropyl or CH ₂ CH ₂ ( _OCH2CH2 ) represents a pOH group, where p is equal to 0 or an integer between 1 _and 6, with the proviso that _R33 , _R34 , _R35 and _R36 simultaneously represent a hydrogen atom; Not,
f and g, which may be the same or different, are integers between 1 and 6;
h is equal to 0 or an integer between 1 and 34,
X ^- represents an anion such as a halide ion,
P represents a dihalide group or preferably _-CH2 - _CH2 -O- _CH2 - _CH2- ]. Such compounds are described in detail in patent application EP-A-122324.

Among these, mention may be made, for example, of the products Mirapol® A 15, Mirapol® AD1 and Mirapol® AZ1 and Mirapol® 175 sold by the company Miranol. be.

Advantageously, the cationic cyclopolymers used in the present invention are present in the composition in an amount of 0.01% to 3% by weight, preferably 0.1% to 2% by weight, relative to the total weight of the composition. More preferably it is present between 0.3% and 1% by weight.

C) aminated silicones According to the present invention, the term "aminated silicone" or aminosilicone denotes at least one primary, secondary or tertiary amine or at least one quaternary ammonium and more Specifically refers to any silicone containing at least one primary amine. Aminosilicones do not contain any quaternary ammonium groups.

Aminated silicones used in cosmetic compositions according to the present invention are selected from silicones of formula (XII) below:

{In the formula,
D is a hydrogen atom or a phenyl, hydroxyl (-OH) or _C1 - _C8 alkyl group, preferably a methyl group, or a _C1 - _C8 alkoxy group, preferably a methoxy group;
i represents the number 0 or an integer of 1 to 3, preferably 0,
k represents 0 or 1, specifically 1,
j and l are numbers such that the sum (n+m) can range in particular from 1 to 2000, in particular from 50 to 150, and n is from 0 to 1999, in particular from 49 to It is possible to indicate a number of 149, m to indicate a number from 1 to 2000, specifically from 1 to 10,
_R37 is _{a monovalent group of formula -CqH2qL :}
[In the formula,
q is a number from 2 to 8, and one or more hydrogen atoms can be replaced with hydroxyl groups;
- L is an optionally quaternized amino group selected from
- N( _R38 ) _-CH2 - _CH2 -N( _R'38 ) ₂
- N( _R38 ) ₂
-N ^{+ (} _R38 ) _3Q-
-N ⁺ ( _R38 )( ^H ) _2Q-
-N ^{+ (} _R38 ) _2HQ-
-N( _R38 ) _-CH2 - _CH2 -N ^{+ (} _R'38 )(H) _2Q-
(Wherein R ₃₈ and R' ₃₈ can represent a hydrogen atom, phenyl, benzyl or a monovalent saturated hydrocarbon group such as a C ₁ -C ₂₀ alkyl group, Q and Q ^- are for example , representing anions such as fluoride, chloride, bromide or iodide)]}.

Specifically, aminated silicones corresponding to the definition of formula (XII) are selected from compounds corresponding to formula (XIII) below:

(wherein R ₃₉ , R ₄₀ and ₄₁ , which may be the same or different, are C ₁ -C ₄ alkyl groups, preferably CH ₃ ; C ₁ -C ₄ alkoxy groups, preferably methoxy; or OH, E represents a linear or branched C ₃ -C ₈ , preferably C ₃ -C ₆ alkylene group, m and n are integers depending on the molecular weight, and their sum is 1 to 2000).

According to a first possibility, R ₃₉ , R ₄₀ and R ₄₁ , which may be the same or different, represent a C ₁ -C ₄ alkyl group, preferably a methyl group or a hydroxyl group, and E is , C ₁ -C ₈ , preferably C ₃ -C ₄ alkylene groups, where m and n are integers such that the weight average molecular weight of the compound is approximately between 5000 and 500,000. Compounds of this type are called "aminodimethicone" in the CTFA dictionary.

According to a second possibility, R ₃₉ , R ₄₀ and R ₄₁ , which may be the same or different, represent C ₁ -C ₄ alkoxy groups or hydroxyl groups, R ₃₉ groups or R ₄₁ groups is an alkoxy group and E represents a _C3 alkylene group. The hydroxy/alkoxy molar ratio is preferably between 0.2/1 and 0.4/1 and is advantageously equal to 0.3/1. Furthermore, m and n are integers such that the weight average molecular weight of the compound is between 2000 and 106. More specifically, n is between 0 and 999, m is between 1 and 1000, and the sum of n and m is between 1 and 1000.

A compound of this category that may be mentioned in particular is the product Belsil® ADM 652 marketed by the company Wacker.

According to a third possibility, R ₃₉ or R ₄₁ each independently represent a C ₁ -C ₄ alkoxy group or a hydroxyl group and at least one of the R ₄₀ or R ₄₁ groups is an alkoxy group. , R ₄₀ represents a methyl group and E represents a C ₃ alkylene group. The hydroxy/alkoxy molar ratio is preferably between 1/0.8 and 1/1.1 and is advantageously equal to 1/0.95. Furthermore, m and n are such that the weight average molecular weight of the compound is between 2000 and 200,000. More specifically, n is between 0 and 999, m is between 1 and 1000, and the sum of n and m is between 1 and 1000.

More specifically, mention may be made of the product Fluid WR® 1300 sold by Wacker and the product Xiameter® MEM-8299 Emulsion sold by Dow Corning.

The aminosilicone used in the composition according to the invention preferably has the following general formula (XIV):

[In the formula,
F represents a C ₂ -C ₈ , preferably C ₂ -C ₆ , even better C ₃ , linear or branched alkylene group,
R ₄₂ and R ₄₃ independently of each other represent a C ₁ -C ₄ alkyl group, preferably a methyl group, or a C ₁ -C ₄ alkoxy group, preferably a methoxy group, or a hydroxyl group,
m and n are numbers such that the weight average molecular weight (Mw) is greater than or equal to 75,000].

Preferably, the R ₄₂ groups are identical and denote a hydroxyl group.

Preferably, the aminosilicone according to the invention has a viscosity of more than 25,000 mm ² /s measured at 25°C. More preferentially, the aminosilicone has a viscosity of between 30,000 mm ² /s and 200,000 mm ² /s at 25°C, even more preferentially between 50,000 mm ² /s and 150,000 measured at 25°C. between mm ² /s, and even better between 70,000 mm ² /s and 120,000 mm ² /s. The viscosity of silicones is measured, for example, according to standard "ASTM 445 Appendix C".

Preferably, the cationic charge of the aminated silicone according to the invention is less than or equal to 0.5 meq/g, preferably in the range 0.01 to 0.1 meq/g, even better in the range 0.03 to 0.06 meq/g. do.

Preferably, the aminosilicones according to the invention have a weight average molecular weight (Mw) in the range 75,000 to 1,000,000, even more preferentially in the range 100,000 to 200,000.

The weight average molecular weight of the aminosilicones according to the invention is measured by gel permeation chromatography (GPC) at ambient temperature as polystyrene equivalents. The columns used are μ-stilagel columns. The eluent is THF and the flow rate is 1 ml/min. 200 μl of a solution containing 0.5% by weight of silicone in THF are injected. Detection is performed by refractive index and UV measurements.

A particularly preferred aminosilicone corresponding to formula (XIV) is, for example, Dow Corning 2-8299 Cationic Emulsion from Dow Corning.

A product corresponding to the definition of formula (XII) is specifically the polymer called "trimethylsilyl amodimethicone" in the CTFA dictionary and corresponds to the following formula (XV):

[In the formula,
- n and m have the meanings given above for formula (XIII)].

Such compounds are described, for example, in EP95238 and the compound of formula (XIV) is marketed, for example, by the company OSI under the name Q2-8220.

Other aminosilicones according to the invention are quaternized aminosilicones, in particular:
(a) a compound corresponding to formula (XVI):

(In the formula,
R ₄₃ represents a C ₁ -C ₁₈ alkyl group, such as methyl,
R ₄₄ represents a divalent hydrocarbon-based group, in particular a C ₁ -C ₁₈ alkylene group,
Q ^- is an anion, especially the chloride ion,
o represents an average statistic between 2 and 20, specifically between 2 and 8;
r represents the average statistic between 20 and 200, specifically between 20 and 50).

Such compounds are described in more detail in US Pat. No. 4,185,087.

Compounds included in this class are the products sold under the name Ucar Silicone ALE 56 by Union Carbide.

(b) a quaternary ammonium silicone of formula (XVII):

(In the formula,
R ₄₅ , which may be the same or different, represents a monovalent hydrocarbon-based group containing 1 to 8 carbon atoms, particularly a C ₁ -C ₈ alkyl group, such as methyl,
R ₄₇ is a divalent hydrocarbon-based group, particularly a C ₁ -C ₁₈ alkylene group, or a divalent C ₁ -C ₁₈ , such as C ₁ -C ₈ , linked to Si via a SiC bond. represents an alkyleneoxy group with
R ₄₆ , which may be the same or different, is a hydrogen atom, a monovalent hydrocarbon group containing 1 to 18 carbon atoms, especially a C ₁ -C ₁₈ alkyl group, a C ₂ -C ₁₈ represents an alkenyl group or a _-R47 - _NHCOR45 group,
X ⁻ is an anion such as a halide ion, particularly a chloride ion, or an organic acid salt (such as acetate),
r represents the average statistic between 2 and 200, specifically between 5 and 100).

These silicones are described, for example, in patent application EP-A-0530974.

(c) an aminated silicone of formula (XVIII):

(In the formula,
- R ₄₈ , R ₄₉ , R ₅₀ and R ₅₁ , which may be the same or different, represent a C ₁ -C ₄ alkyl group or a phenyl group;
- _R52 represents a C1 _{- C4} alkyl or hydroxyl group,
- r is an integer ranging from 1 to 5;
- s is an integer ranging from 1 to 5;
where t is chosen such that the amine value is between 0.01 meq/g and 1 meq/g).

Preferably, the aminosilicones of the present invention are non-quaternized, ie they do not contain nitrogen atoms with a permanent charge.

Particularly preferred silicones according to the invention are polysiloxanes containing amino groups, such as amodimethicone or trimethylsilyl amodimethicone, in particular compounds of formulas (XIII), (XIV) and (XV).

When the aminated silicones of the invention are used, a particularly advantageous embodiment is their use in conjunction with cationic and/or nonionic surfactants.

By way of example, it is possible to use the product sold under the name Cationic Emulsion DC 929 by Dow Corning, which, in addition to amodimethicone, contains a cation containing a mixture of products corresponding to the formula Contains surfactants:

[In the formula,
R ₅₃ is a C ₁₄ -C ₂₂ alkenyl and/or alkyl group derived from a tallow fatty acid and known by the CTFA name tallow trimonium uclolide, of the formula C ₉ H known by the CTFA name nonoxynol 10 ₁₉ - _C6H4- ( _OC2H4 ) ₁₀ -OH in combination with nonionic _{surfactants .}

Also may be used, for example, is the product sold under the name Cationic Emulsion DC 939 by the company Dow Corning, which, in addition to amodimethicone, contains a cationic surfactant which is trimethylcetylammonium chloride, and Nonionic surfactants of _the formula _C13H27- ( _OC2H4 ) ₁₂ -OH (known by the CTFA _name Trideceth-12).

When these aminosilicones are used, one particularly advantageous embodiment consists in using them in the form of oil-in-water emulsions.

Oil-in-water emulsions may include one or more surfactants. Surfactants may be of any nature, but are preferably cationic and/or nonionic.

The silicone particles in said emulsion have a volume average diameter [D4. 500 nanometers is a common range. These particle sizes can be specifically determined using a laser particle sizer, such as a Malvern Mastersizer 2000 particle sizer.

According to the invention, all silicones can also be used in the form of emulsions or microemulsions.

According to the present invention, the aminated silicone of the present invention comprises 0.01% to 7% by weight, preferably 0.1% to 5% by weight, more particularly 0.4% to 0.4% by weight, relative to the total weight of the composition. It can account for 2% by mass.

D) Insoluble, non-aminated silicone In the context of the present invention, the term "insoluble" is understood to mean insoluble in the final composition.

In the context of the present invention, the term “silicone” means a linear or cyclic, branched silicone of variable molecular weight, obtained by polymerization and/or condensation polymerization of suitably functionalized silanes, according to the generally accepted definitions. is intended to mean any organosilicon polymer or oligomer having a structure that is either linear or crosslinked, which essentially consists of the main units whose silicon atoms are linked together by oxygen atoms (siloxane linkages ≡Si—O—Si ≡) and optionally substituted hydrocarbon groups are directly bonded to said silicon atom via a carbon atom. The most common hydrocarbon groups are alkyl groups, especially C ₁ -C ₁₀ alkyl groups, especially methyl groups, fluoroalkyl groups and aryl groups, especially phenyl.

According to the invention, silicones of suitable viscosity are preferably selected from:
(i) Polydialkylsiloxane
(ii) a polydiarylsiloxane, and
(iii) polyalkylaryl siloxanes;

Among the polydialkylsiloxanes, mention may preferably be made of linear polydimethylsiloxanes containing terminal trimethylsilyl groups, for example, without limitation implied, the 70047 series of SILBIONE oils marketed by the company RHONE-POULENC. , a linear polydimethylsiloxane containing terminal hydroxydimethylsilyl groups, such as the 48V series oils from RHONE-POULENC, the product Xiameter® PMX-200 silicone fluid 60000CS sold by Dow Corning, or A mixture of them.

Among this class of polydialkylsiloxanes, more preferably mentioned are those sold by the company GOLDSCHMIDT under the trade names ABILWAX 9800 and ABILWAX 9801, which are poly(C ₁ -C ₂₀ )alkylsiloxanes. is.

Among the polyalkylarylsiloxanes, preference may be given to linear or branched polydimethylmethylphenylsiloxanes or polydimethyldiphenylsiloxanes, such as the product DC 556 COSMETIC GRAD FLUID from the company DOW CORNING.

Preferably, the insoluble non-aminated silicone according to the invention is polydimethylsiloxane.

Advantageously, the amount of insoluble nonaminated silicone of the present invention is from 0.01% to 7%, preferably from 0.1% to 5%, more preferably from 0.5% to 7% by weight, relative to the total weight of the composition. 3% by weight, even more preferably 1% to 2% by weight.

In addition to these, the compositions according to the invention may of course contain all standard auxiliaries encountered in the field of shampoos, e.g. perfumes, preservatives, sequestering agents, thickeners , hydrating agents, anti-dandruff or anti-seborrheic agents, vitamins, sunscreens, suspending agents and the like.

Of course, those skilled in the art will be careful with these possible supplemental compounds and/or their amounts so that the advantageous properties according to the invention are not, or substantially are, compromised by the contemplated additions. will be selected to

Compositions according to the invention may take the form of thickened liquids, creams or gels. They may also take the form of lotions to be rinsed off.

Another aspect of the present invention is a method of cleansing and conditioning keratinous fibers, particularly hair, comprising the steps of applying to said fibers in a wet state an effective amount of the composition described above, followed by an optional exposure period. and rinsing with water.

Yet another aspect of the present invention is the use of the above compositions of the present invention for cleansing and conditioning keratinous fibers, especially hair.

Non-limiting examples that illustrate the invention are described.

Three hair shampoos were prepared, one according to the invention (Invention A) and two comparative examples (Comparative Examples B and C).

All examples are evaluated using a wet combing method and a dry combing method.

Wet combing after rinsing 0.4 g samples of invention A and comparative examples B, C were each applied onto 1 g of bleached Chinese hair. The conditioning composition was then left on the hair for 5 minutes. Rinse the hair with warm water for 10 seconds. The frictional force between the hair and the comb is measured with an instrument named Texture Analyzer provided by Texture Technologies (Scarsdale, USA).

The hair combing force is listed below.

The combing force of the hair when using the sample of invention A was significantly reduced compared to when using comparative examples B and C.

Dry combing after rinsing
0.4 g of samples of A and Comparative Examples B, C are applied on 6 g of Chinese natural black hair and Chinese damaged hair respectively. The conditioning composition is then left on the hair for 5 minutes. The hair is then rinsed with warm water for 10 seconds and left overnight at room temperature. After 5 repeated applications using the method described herein, the combing force between the hair stress and the comb is measured by an apparatus named Combing Tester JC45A-001 sold by JAU CHUNG. . The reduction in combing force is measured according to the following formula:

Decrease in Combing Force (%) = [Combing Force of Control (9% Sodium Laureth Sulfate) - Combing Force of Example/Combing Force of 9% Sodium Laureth Sulfate] x 100%

The dry combing force of the hair was significantly reduced when using the invention A examples.

Panel Test Shampooing was performed by applying approximately 10 g of compositions A, B and C to previously damp hair. The foam was applied with shampoo and then the hair was rinsed copiously with water.

A panel of 6 experts evaluated wet hair tangle resistance, hair shapeability, softness, smoothness and suppleness. Each performance is sorted by level 0-5, where 0 represents poor performance and 5 represents excellent performance. The higher the number, the better the performance.

The evaluation results are listed.

Based on the evaluations made by the panel, the present invention is significantly improved over Comparative Examples B and C in all of these properties.

Claims (16)

in the aqueous phase,
A) at least one surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants, cationic surfactants, or mixtures thereof;
B) at least one cationic polymer having a charge density greater than 4 meq/g as measured by colloidal titration;
C) at least one aminated silicone;
D) at least one water-insoluble non-aminated silicone;
E) optionally consisting of one or more of perfumes, preservatives, sequestering agents, hydrating agents, anti-dandruff agents, anti-seborrheic agents, vitamins, sunscreens and suspending agents;
The surfactant is present in the composition at 4% to 16% by mass,
The amount of the cationic polymer is 0.3% by mass to 3% by mass,
A composition for caring for keratin fibers, wherein the amount of said water-insoluble non-aminated silicone is from 1% to 7% by weight. 2. The composition of Claim 1, wherein the surfactant is selected from the group consisting of anionic surfactants, amphoteric surfactants, or mixtures thereof. 3. A composition according to claim 1 or 2, wherein the surfactant is a combination of an anionic surfactant and an amphoteric surfactant. 4. The composition of Claim 3, wherein the surfactant is a combination of a sulfate surfactant and a betaine surfactant. 5. The composition of claim 4, wherein the surfactant is a combination of sodium laureth sulfate and cocoyl betaine. A composition according to any one of claims 1 to 5, wherein the at least one surfactant is present in the composition in an amount of 12 % to 16 % by weight relative to the total weight of the composition. . wherein said at least one cationic polymer is selected from the group consisting of cationic cyclopolymers of alkyldiallylamine or dialkyldiallylammonium, cationic diquaternary ammonium polymers, polyquaternary ammonium polymers, or mixtures thereof. 7. The composition of any one of paragraphs 1-6. The at least one cationic polymer has the formula (IX) or (X):

[In the formulas (IX) and (X),
d and e are the same or different and equal to 0 or 1;
d+e=1 and
R ₃₂ represents a hydrogen atom or a methyl group,
R ₃₀ and R ₃₁ are, independently of each other, C ₁ -C ₈ alkyl groups, hydroxyalkyl groups (where alkyl groups are C ₁ -C ₅ ), amidoalkyl groups (where alkyl is C ₁ -C ₄ or represents a heterocyclic group together with the nitrogen atom to which R ₃₀ and R ₃₁ are bonded,
Y ^- is an organic or mineral anion]
selected from cationic cyclopolymers of alkyldiallylamine or dialkyldiallylammonium having units of
8. A cationic cyclopolymer of alkyldiallylamine or dialkyldiallylammonium according to any one of claims 1 to 7, wherein said cationic cyclopolymer of alkyldiallylamine or dialkyldiallylammonium having units of formula (IX) or (X) has a charge density greater than 4 meq/g. composition. 9. The composition according to claim 7 or 8 , wherein the at least one cationic cyclopolymer of alkyldiallylamine or dialkyldiallylammonium is polydiallyldimethylammonium chloride. Composition according to any one of the preceding claims, wherein the amount of cationic polymer is between 0.3 % and 1 % by weight relative to the total weight of the composition. 11. A composition according to any preceding claim, wherein the at least one aminated silicone is an aminated polydimethylsiloxane. A composition according to any one of the preceding claims, wherein the amount of aminated silicone is from 0.01% to 7% by weight relative to the total weight of the composition. 13. Any one of claims 1 to 12, wherein the at least one water-insoluble non-aminated silicone is selected from the group consisting of polydialkylsiloxanes, polydiarylsiloxanes, polyalkylarylsiloxanes, or mixtures thereof. Composition. A composition according to any one of claims 1 to 13 , wherein the amount of water-insoluble non-aminated silicone is from 1 % to 2 % by weight relative to the total weight of the composition. 15. A method of cleaning and conditioning keratinous fibers comprising applying to said fibers in a wet state an effective amount of a composition according to any one of claims 1 to 14, followed by an optional period of exposure. and rinsing with water after 15. Use of the composition according to any one of claims 1 to 14 for caring for keratin fibres.