JP7150429B2 - Composition for increasing silicone deposition on keratin fibers - Google Patents

Description

The present invention relates to compositions for increasing silicone deposition on keratin fibers, particularly hair, comprising glutaric acid, at least one aromatic alcohol and at least one silicone.

In the field of hair cosmetics, the hair conditioning effect is a very important property. It is well known that silicones impart conditioning benefits to hair. So far, several prior art documents related to rinse-off type hair care cosmetics containing silicone have been published.

WO2014/104340 describes component (A), a cationic polymer having a cationic charge density ranging from 4 meq/g to 10 meq/g, inclusive, component (B), a fatty acid, component (C), That is, a rinse-off type hair cosmetic composition containing a cationic surfactant, component (D), i.e. silicone, and component (E), i.e., either an organic acid or an inorganic acid, wherein component ( The mass ratio ((A)/(B)) of A) to component (B) is in the range of 0.1 to 9 (both values are included), and component (A) and component (B) form a water-insoluble complex. and the pH of the composition (at 25° C.) when diluted 20 times is in the range of 2 to 5 (inclusive).

However, there is still a need for hair care cosmetics with improved cosmetic effects such as smoothness, straightening efficiency and volume reduction efficiency. In particular, there is a need for hair care cosmetics that increase silicone deposition on keratin fibers, such as hair, to ensure improved cosmetic effects resulting from silicone deposition on the surface of keratin fibers.

WO2014/104340 EP0095238 U.S. Pat. No. 4,185,087 EP-A-0530974

Walter Noll, "Chemistry and Technology of Silicones" (1968), Academic Press CTFA Dictionary

It is an object of the present invention to provide compositions for increasing silicone deposition on keratin fibers, such as hair. In view of the increased amount of silicone deposited on keratin fibers, the compositions according to the present invention are able to achieve improved cosmetic effects on keratin fibers, such as hair, such as smoothness, straightening efficiency and volume reduction efficiency. can.

The above objects of the present invention are
(a) glutaric acid;
(b) at least one aromatic alcohol;
(c) at least one silicone and a composition for treating keratinous fibers, preferably hair.

Aromatic alcohols have the general formula (I):

(In the formula,
- a represents an integer of 0 to 5, preferably 0 to 2, more preferably 0 or 1;
- b indicates an integer of 0 or 1,
- R represents H, halogen, C1 _- C6 alkyl, C1 _{- C6} alkoxy or C1 _{- C6 alkenyl} group;
- X represents a C1 _{- C4} alkylene or C1 _{- C4} alkynylene group,
- Y represents a single bond, C ₁ -C ₄ alkylene or C ₁ -C ₄ alkynylene group)
can be represented by

Preferably, in general formula (I),
- a indicates an integer of 0 or 1,
- b indicates an integer of 0 or 1,
- R represents H, halogen, or a C1 _{- C6} alkyl group;
- X represents a C1 _{- C4} alkylene group,
-Y represents a single bond or a C1 _{- C4} alkylene group.

More preferably, in general formula (I),
- a is 0;
- b is 1,
- X represents a C1 _{- C4} alkylene group,
- Y indicates a single bond.

In one preferred embodiment of the invention, the aromatic alcohol is phenoxyethanol.

Silicones include organopolysiloxanes such as polydialkylsiloxanes (PDMS), polydiarylsiloxanes and polyalkylarylsiloxanes, amino-modified silicones, polyether-modified silicones, carboxyl-modified silicones, fatty acid-modified silicones, alcohol-modified silicones, aliphatic alcohol-modified silicones. , epoxy-modified silicones, fluorine-modified silicones, cyclic silicones, aminopolyether-modified silicones, and mixtures thereof.

Silicones can preferably be selected from organopolysiloxanes such as polydialkylsiloxanes (PDMS), polydiarylsiloxanes and polyalkylarylsiloxanes, amino-modified silicones, and mixtures thereof.

Glutaric acid is present in a content ranging from 0.05% to 20%, preferably from 0.1% to 15%, more preferably from 0.5% to 10% by weight relative to the total weight of the composition. be able to.

The aromatic alcohol is present in a content ranging from 0.05% to 10%, preferably from 0.1% to 5%, more preferably from 0.2% to 3% by weight relative to the total weight of the composition. can do.

The silicone should be present in a content ranging from 0.1% to 30%, preferably from 0.5% to 20%, more preferably from 1% to 15% by weight, relative to the total weight of the composition. can be done.

The composition according to the invention may further comprise at least one surfactant selected from cationic, anionic, nonionic and amphoteric surfactants.

The composition according to the invention may further comprise at least one oil.

In one embodiment of the invention, the composition according to the invention is a rinse-off type cosmetic composition.

The present invention also relates to a cosmetic method of caring for or conditioning keratinous fibres, preferably hair, comprising applying a composition according to the invention to the keratinous fibres.

As a result of intensive studies, the inventors surprisingly found that the combination of glutaric acid, at least one aromatic alcohol, and at least one silicone in the hair cosmetic composition is effective for keratin fibers, such as hair. It has been found that they can provide an improved amount of silicone deposition on the surface and so they complete the invention.

Therefore, the composition according to the invention for treating keratinous fibers, preferably hair,
(a) glutaric acid;
(b) at least one aromatic alcohol;
(c) at least one silicone;

By "keratin fiber" is meant herein a fiber containing at least one keratin substance. Preferably, at least part of the surface of the keratin fibers is formed by keratin substances. Examples of keratin fibers include hair, eyebrows, eyelashes, and the like. Preferably, the invention is used to treat hair.

In particular, the compositions according to the invention have an excellent effect of increasing the amount of silicone deposition on keratin fibers, eg hair. Thus, compositions according to the present invention can provide improved cosmetic benefits such as smoothness, straightening efficiency and volume reduction efficiency that can result from silicone deposition on the surface of keratin fibers. Furthermore, the composition according to the invention can impart a long lasting cosmetic effect to the keratin fibres, since the amount of silicone deposited on the keratin fibres is increased.

Compositions according to the present invention are described in detail herein below.
[Composition]
A composition for treating keratinous fibers, preferably hair, according to the present invention comprises (a) glutaric acid, (b) at least one aromatic alcohol and (c) at least one silicone.

(glutaric acid)
The composition according to the invention comprises (a) glutaric acid.

Glutaric acid has the following general formula:

can be represented by

The inventors have surprisingly found that a combination of glutaric acid and an aromatic alcohol provides superior hair care and/or conditioning benefits compared to any other combination using another dicarboxylic acid instead of glutaric acid. , as well as excellent hair waving performance in hair permanent waving treatments.

(a) glutaric acid is present in a content of 0.05% or more, preferably 0.1% or more, more preferably 0.2% or more, even more preferably 0.5% or more, relative to the total weight of the composition; be able to. Glutaric acid may be present in a content of 20% by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, even more preferably 5% by weight or less, relative to the total weight of the composition. .

(a) glutaric acid content in the range of 0.05% to 15% by weight, preferably 0.1% to 10% by weight, more preferably 0.2% to 5% by weight, relative to the total weight of the composition; can exist in In other preferred embodiments, glutaric acid ranges from 0.05% to 20%, preferably from 0.1% to 15%, more preferably from 0.5% to 10% by weight relative to the total weight of the composition. It is present in a content of

(aromatic alcohol)
The composition according to the invention comprises (b) at least one aromatic alcohol. Two or more (b) aromatic alcohols may be used in combination. Therefore, a single type of aromatic alcohol or a combination of different types of aromatic alcohols can be used.

As used herein, the term "aromatic alcohol" refers to at least one aromatic ring and at least one alcohol function either directly attached to the aromatic ring or attached to at least one substituent on the aromatic ring. means any compound containing a group, i.e., -OH group.

(b) Aromatic alcohols may be monoalcohols with one —OH group, or polyols with two or more —OH groups, such as dialcohols. Preferably the aromatic alcohol is a monoalcohol.

(b) Aromatic alcohols preferably contain one or more benzene, naphthalene or furan rings. More preferably, the aromatic alcohol contains one or more benzene rings. Specifically, the aromatic alcohol can contain one benzene ring.

In one preferred embodiment of the invention, the (b) aromatic alcohol comprises one benzene ring and one -OH group linked to a substituent on the benzene ring.

(b) Aromatic alcohols can be primary, secondary or tertiary alcohols. Preferentially, the aromatic alcohol is a primary alcohol.

In one preferred embodiment of the invention, the aromatic alcohol has the following general formula (I):

(In the formula,
- a represents an integer of 0 to 5, preferably 0 to 2, more preferably 0 or 1;
- b indicates an integer of 0 or 1,
- R represents H, halogen, C1 _- C6 alkyl, C1 _{- C6} alkoxy or C1 _{- C6 alkenyl} group;
- X represents a C1 _{- C4} alkylene or C1 _{- C4} alkynylene group,
- Y represents a single bond, C ₁ -C ₄ alkylene or C ₁ -C ₄ alkynylene group)
can be shown by

Each of said alkyl, alkoxy, alkenyl, alkylene and alkynylene groups may be linear or branched and is selected from halogen, amine groups ( _-NH2 ) and oxo groups (=O). may be substituted with one or more substituents.

Halogen can be selected from F, Cl, Br and I, preferably the halogen is Cl.

According to a preferred embodiment of the present invention, in general formula (I)
- a indicates an integer of 0 or 1,
- b indicates an integer of 0 or 1,
- R represents H, halogen, or a C1 _{- C6} alkyl group;
- X represents a C1 _{- C4} alkylene group,
-Y represents a single bond or a C1 _{- C4} alkylene group.

According to a particularly preferred embodiment of the present invention, in general formula (I)
- a is 0;
- b is 1,
- X represents a C1 _{- C4} alkylene group,
- Y indicates a single bond.

In another embodiment of the invention, the (b) aromatic alcohol used herein is benzyl alcohol, benzyl glycol, phenoxyethanol, dichlorobenzyl alcohol, methylphenylbutanol, phenoxyisopropanol, 1-phenyl-1-propanol , 1-phenyl-2-propanol, 2-phenyl-1-propanol, 2-phenyl-2-propanol, 3-phenyl-1-propanol, 1-phenylethyl alcohol, 2-phenylethyl alcohol, benzyloxyethanol, thinner It can be selected from myyl alcohol, 4-methoxybenzyl alcohol, 4-methylbenzyl alcohol, and mixtures thereof. Particularly preferably, the aromatic alcohol is phenoxyethanol.

(b) the aromatic alcohol may be present in a content of 0.05% by weight or more, preferably 0.1% by weight or more, more preferably 0.2% by weight or more, relative to the total weight of the composition. The aromatic alcohol may be present in a content of 10% by weight or less, preferably 5% by weight or less, more preferably 3% by weight or less, relative to the total weight of the composition.

(b) the aromatic alcohol is contained in the range of 0.05% to 10% by mass, preferably 0.1% to 5% by mass, more preferably 0.2% to 3% by mass, relative to the total mass of the composition; can be present in quantity.

(silicone)
The compositions of the present invention comprise (c) at least one silicone. Two or more (c) silicones may be used in combination. As such, a single type of silicone or a combination of different types of silicone may be used.

In the context of the present invention, the term “silicone” as used herein, according to generally accepted definitions, is a linear or It is understood to mean all organosilicon polymers or oligomers having a cyclic, branched or crosslinked structure, which essentially consist of main groups whose silicon atoms are linked together through oxygen atoms. units (=Si--O--Si=siloxane linkages) and optionally substituted hydrocarbon-based groups are directly bonded to said silicon atom via a carbon atom. The most common hydrocarbon radicals are alkyl radicals, in particular C ₁ -C ₁₀ alkyl radicals, especially methyl radicals, fluoroalkyl radicals and aryl radicals, especially phenyl radicals.

The (c) silicone used in the present invention can be a volatile silicone, a non-volatile silicone, or a combination thereof. Preferably (c) the silicone is a non-volatile silicone.

For simplicity, (c) the dynamic viscosity of the silicone is denoted as "viscosity". The viscosity of (c) silicone at 25° C. is not particularly limited, but is generally 5 mm ² /sec to 30,000,000 mm ² /sec, preferably 100 mm ² /sec to 20,000,000 mm ² /sec, more preferably 10,000 mm ² /sec. seconds to 1,000,000 mm ² /s. The viscosity of the (c) silicone according to the invention is preferably measured using a Poiseuille rheometer at a temperature of 25° C. according to the ASTM-D445-97 standard. When silicones are used as mixtures in solvents or in the form of emulsions, the viscosity of the silicone alone is measured independently as the viscosity of the mixed solvent.

(c) The mass average molecular weight (Mw) of the silicone is not particularly limited, but generally ranges from 10,000 to 4,000,000, preferably from 50,000 to 3,000,000, and more preferably from 100,000 to 2,000,000. The weight average molecular weight (Mw) of the (c) silicones according to the invention is measured at room temperature by Gel Permeation Chromatography (GPC) as polystyrene equivalents. The columns used are microstilagel columns. The eluent is THF and the flow rate is 1 ml/min. 200 μl of a solution containing 0.5% by weight silicone in THF are injected. Detection is performed by refractive index and UV measurements.

(c) Silicones are organopolysiloxanes such as polydialkylsiloxanes (PDMS), polydiarylsiloxanes and polyalkylarylsiloxanes, amino-modified silicones, polyether-modified silicones, carboxyl-modified silicones, fatty acid-modified silicones, alcohol-modified silicones, aliphatic It can be selected from, but not limited to, alcohol-modified silicones, epoxy-modified silicones, fluorine-modified silicones, cyclic silicones, aminopolyether-modified silicones, and mixtures thereof. The silicones can preferably be selected from polydialkylsiloxanes, such as polydimethylsiloxanes and amino-modified silicones, in particular from amino-modified silicones.

In one preferred embodiment, (c) silicone comprises a combination of organopolysiloxane and amino-modified silicone.

Organopolysiloxanes are defined in more detail by Walter Noll, "Chemistry and Technology of Silicones" (1968), Academic Press. Among the polydialkylsiloxanes, mention may be made, for example, of linear polydimethylsiloxanes with trimethylsilyl end groups and polydimethylsiloxanes with hydroxydimethylsilyl end groups. Among the polydialkylarylsiloxanes, mention may be made, for example, of linear and branched polydimethylmethylphenylsiloxanes and polydimethyldiphenylsiloxanes.

According to one embodiment, (c) silicone may be selected from non-volatile polydialkylsiloxanes, for example polydimethylsiloxanes with trimethylsilyl end groups, known under the trade name Dimethicone.

Non-limiting examples of commercial equivalents of such polydialkylsiloxanes include BY22-029 (a product of Dow Corning Toray Co., Ltd., a non-ionic emulsion of dimethicone oil), BY22-060 (Dow Corning Toray Co., Ltd.). BY22-019 (product of Dow Corning Toray Co., Ltd., obtained by diluting highly polymerized dimethicone with cyclic silicone). BY22-020 (a product of Dow Corning Toray Co., Ltd., a cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with light liquid isoparaffin) , KM902 (product of Shin-Etsu Chemical Co., Ltd., nonionic emulsion of highly polymerized dimethicone), KM903 (product of Shin-Etsu Chemical Co., Ltd., cation containing solution obtained by diluting highly polymerized dimethicone with low viscosity silicone X-52-2127 (product of Shin-Etsu Chemical Co., Ltd., cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low-viscosity silicone), X-52-2162 (Shin-Etsu Chemical EMU101, a product of Momentive Performance Materials, Inc., a nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low-viscosity silicone XS65-B3803 (a product of Momentive Performance Materials, Inc., a nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with a low viscosity silicone ) and DC 7-3100 (a product of Dow Corning Toray Silicone Co., Ltd.).

According to the present invention, the term "amino-modified silicone" or aminosilicone comprises at least one primary, secondary or tertiary amine or one quaternary ammonium, more particularly at least one primary Any silicone is indicated, including class amines.

The amino-modified silicone used in the present invention has the following formula (II):

[In the formula,
D is a hydrogen atom or a phenyl, hydroxyl ₍ -OH) or C1 _- C8 alkyl group, preferably methyl, or a C1 _{- C8} alkoxy group, preferably a methoxy group;
i is the number 0 or an integer from 1 to 3, preferably 0;
k is 0 or 1, specifically 1;
j and l are numbers such that the sum (j+l) can lie in particular in the range from 1 to 2000, in particular from 50 to 150, and j denotes a number from 0 to 1999, in particular from 49 to 149; and l can represent a number from 1 to 2000, specifically from 1 to 10,
R ₂ is of the formula -C _q H _2q L {wherein q is a number from 2 to 8, one or more hydrogen atoms can be substituted with hydroxyl groups, and L is
- N(R3) _{-CH2 - CH2} -N( _R'3 ) ₂ ,
- N _{(R3)2 ,}
- N ⁺ (R3) ₃ Q ^- ,
-N ⁺ (R3) ₍ H) _2Q- ^,
-N ⁺ ₍ R3) _2HQ- ^,
-N(R3) _{-CH2 - CH2} ^- N ⁺ ( _R'3 )(H) _2Q-
(wherein R ₃ and R' ₃ can represent a hydrogen atom, phenyl, benzyl or a saturated monovalent hydrocarbon group such as a C ₁ -C ₂₀ alkyl group, Q and Q ^- are for example , represents anions such as fluoride ion, chloride ion, bromide ion or iodide ion)
is an optionally quaternized amino group selected from the group of
is a monovalent radical of]
of silicones to choose from.

Specifically, amino-modified silicones corresponding to the definition of formula (II) are represented by the following formula (III):

(wherein R ₄ , R ₅ and R ₆ , 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, the sum of which is 1 to 2000)
can be selected from compounds corresponding to

According to a first possible option, R ₄ , R ₅ and R ₆ , which may be identical or different, represent a C ₁ -C ₄ alkyl group, preferably methyl, or a hydroxyl group, and E represents a C ₁ -C ₈ , preferably C ₃ -C ₄ alkylene group, m and n are such that the weight average molecular weight of the compound is between approximately 5000 and 500,000. This type of compound is called "amodimethicone" in the CTFA dictionary.

According to a second possible option, R ₄ , R ₅ and R ₆ , which may be identical or different, represent C ₁ -C ₄ alkoxy or hydroxyl groups, and R ₄ or R ₅ groups At _least one 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 such that the weight average molecular weight of the compound is between 2000 and 1,000,000. 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. Among the compounds of this category, mention may be made, inter alia, of the product Belsil® ADM 652 marketed by the company Wacker.

According to a third possible option, R ₄ or R ₆ are different and represent C ₁ -C ₄ alkoxy or hydroxyl groups, at least one of the R ₅ or R ₆ groups is an alkoxy group, _R5 represents a methyl group and E represents a _C3 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. Additionally, 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 the company Wacker and the product Xiameter® MEM-8299 Emulsion sold by the company Dow Corning.

The amino-modified silicone used in the composition according to the invention preferably has the following general formula (IV):

[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 ₇ and R ₈ 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 hydroxy group; A number such that the molecular weight (Mw) is greater than or equal to 75,000. Preferably the _R7 groups are identical and represent a hydroxyl group]
have

Preferably, the viscosity of the amino-modified silicone according to the invention is greater than 25,000 mm ² /s measured at 25°C. More preferentially, the viscosity of the amino-modified silicone is between 30,000 and 200,000 ^mm2 /s at 25°C, even more preferentially between 50,000 and 150,000 ^mm2 /s measured at 25°C. Yes, and even better between 70,000 and 120,000 mm ² /sec.

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

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

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

A product corresponding to the definition of formula (II) is in particular the polymer called "trimethylsilyl amodimethicone" in the CTFA dictionary, which has the following formula (V):

[wherein n and m have the meanings given above according to formula (III)]
corresponds to

Such compounds are described, for example, in EP0095238 and the compound of formula (V) is marketed, for example, by the company OSI under the name Q2-8220.

Other aminosilicones according to the present invention are quaternized aminosilicones, in particular:
(a) Formula (VI) below:

[In the formula,
R ₈ represents a C ₁ -C ₁₈ alkyl group, such as methyl,
R ₉ represents a divalent hydrocarbon-based group, in particular a C ₁ -C ₁₈ alkylene group,
Q ⁻ is an anion, specifically the chloride ion,
o represents an average statistic between 2 and 20, specifically between 2 and 8;
p represents the mean statistic between 20 and 200, specifically between 20 and 50]
A compound corresponding to Such compounds are described in more detail in US Pat. No. 4,185,087. A compound that falls into this class is the product sold under the name Ucar Silicone ALE 56 by Union Carbide.
(b) Formula (VII):

[In the formula,
R ₁₀ , which may be the same or different, represents a monovalent hydrocarbon-based group containing 1 to 8 carbon atoms, in particular a C ₁ -C ₈ alkyl group, such as methyl;
R ₁₂ is a divalent hydrocarbon-based group, especially a C ₁ -C ₁₈ alkylene group, or a divalent C ₁ -C ₁₈ , such as a C ₁ -C ₈ alkyleneoxy group, linked to Si through a SiC bond represents
R ₁₁ , which may be the same or different, is a hydrogen atom, a monovalent hydrocarbon group containing 1 to 18 carbon atoms, particularly a C ₁ -C ₁₈ alkyl group, a C ₂ -C ₁₈ alkenyl group or -R ₁₂ -NHCOR ₁₀ 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)
of quaternary ammonium silicones. These silicones are described, for example, in application EP-A-0530974.
(c) Formula (VIII):

(In the formula,
- R ₁₃ , R ₁₄ , R ₁₅ and R ₁₆ , which may be the same or different, represent a C ₁ -C ₄ alkyl group or a phenyl group;
- R ₁₇ represents a C1 _{- C4} alkyl group or a 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 and 1 meq/g)
amino-modified silicone.

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

Preferably, the amino-modified silicone of the present invention is amodimethicone, for example amodimethicone sold under the name KF 8020 by the supplier Shin-Etsu Chemical Co., Ltd. or under the trade name SILSOFT 253 by the supplier MOMENTIVE PERFORMANCE MATERIALS. . Another preferred amino-modified silicone is amodimethicone of formula (F) sold under the trade name XIAMETER® MEM-8299 Cationic Emulsion by Dow Corning. Another preferred amino-modified silicone is amodimethicone sold under the tradename Dow Corning® 969 EMULSION by Dow Corning.

Another preferred amino-modified silicone that may be used in the compositions of the present invention is aminopropyl dimethicone, such as aminopropyl dimethicone sold by Shin-Etsu Chemical Co., Ltd. under the name KF-8015.

In another embodiment, the amino-modified silicone according to the present invention is selected from bis-cetearyl amodimethicones (sold under the name SILSOFT AX by Momentive).

Another preferred aminosilicone that may be used in the compositions of the present invention is aminopropyl dimethicone, such as aminopropyl dimethicone sold by Shin-Etsu Chemical Co., Ltd. under the name KF-8015.

Particularly preferred (c) silicones according to the invention are polysiloxanes containing amino groups, such as aminodimethicone or trimethylsilylaminodimethicone, in particular compounds of formulas (III), (IV) and (V).

The (c) silicone used in the present invention can also be a silicone gum. As used herein, the term "silicone gum", used alone or containing volatile silicones, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, methylene chloride, pentane, or means polyorganosiloxanes having a weight average molecular weight (Mw) of 200,000 to 2,000,000, used as a mixture in a solvent selected from mixtures of : Polydimethylsiloxane, poly[(dimethylsiloxane)/(methylvinylsiloxane)], poly[(dimethylsiloxane)/(vinylhydrogenosiloxane)], poly[(dihydrogenodimethylsiloxane)/(divinylsiloxane)], poly [(dimethylsiloxane)/(diphenylsiloxane)], poly[(dimethylsiloxane)/(phenylmethylsiloxane)], and poly[(dimethylsiloxane)/(diphenylsiloxane)/(methylvinylsiloxane)].

(c) Silicones can be used as such, or in the form of solutions in organic solvents, or else in the form of emulsions or microemulsions. Preferably the silicone is in the form of an aqueous emulsion. The term "aqueous emulsion" is intended to mean an oil-in-water type emulsion in which the silicone copolymer is dispersed in the form of particles or droplets within the aqueous phase forming the continuous phase of the emulsion. The silicone emulsion can have a silicone droplet size or particle size ranging from 10 nm to 50 μm, preferably from 0.3 nm to 20 μm. Particle size is measured by laser granulometry. This emulsion can be stabilized with conventional emulsifying systems. The emulsifying system includes surfactants commonly used in silicone emulsions. These surfactants can be nonionic, cationic, anionic or amphoteric surfactants, or mixtures thereof.

(c) Silicones may be present in a content of 0.1% by weight or more, preferably 1% by weight or more, more preferably 2% by weight or more, relative to the total weight of the composition. The aromatic alcohol may be present in a content of 30% by weight or less, preferably 20% by weight or less, more preferably 15% by weight or less, relative to the total weight of the composition.

(c) silicone in a content ranging from 0.1% to 30% by weight, preferably from 0.5% to 20% by weight, more preferably from 1% to 15% by weight, relative to the total weight of the composition; can exist.

In one preferred embodiment, (c) the silicone comprises organopolysiloxanes such as polydialkylsiloxanes (PDMS), polydiarylsiloxanes and polyalkylarylsiloxanes in an amount of 0.1% to 30% by weight relative to the total weight of the composition. , preferably 0.5% to 20% by mass, more preferably 1% to 15% by mass.

In one preferred embodiment, (c) the silicone is an amino-modified silicone in an amount of 0.1% to 30% by weight, preferably 0.5% to 20% by weight, more preferably 1% by weight, relative to the total weight of the composition. It can be included in a content ranging from ˜15% by mass.

(other ingredients)
- Surfactant The composition according to the invention can preferably comprise at least one surfactant. Surfactants used in the present invention include cationic, anionic, nonionic and amphoteric surfactants.

Nonionic surfactants can include:
- polyethoxylated or polyglycerolated fatty alcohols, such as ethylene oxide adducts of lauryl alcohol, in particular containing 9 to 50 oxyethylene units (CTFA names laureth-9 to laureth-50); ethylene oxide of behenyl alcohol; Adducts, especially those containing 9 to 50 oxyethylene units (CTFA names beheneth-9 to beheneth-50); ethylene oxide adducts of cetyl alcohol, especially those containing 10 to 30 oxyethylene units ( Ceteth-10 to Ceteth-30 under the CTFA names); Ethylene oxide adducts of stearyl alcohol, especially those containing 2 to 20 oxyethylene units (Steareth-2 to Steareth-20 under the CTFA names); Ethylene oxide additions of oleyl alcohol. compounds, especially those containing 10 to 30 oxyethylene units (CTFA names Oleth-10 to Oleth-30, e.g. Oleth-20); and mixtures thereof,
- Esters of sugars with C8 _{- C24} fatty acids and oxyalkylenated derivatives thereof, such as polyethoxylated sorbitol esters of C8 _{- C24} fatty acids, in particular the product sold under the name "TWEEN 80" by Croda. polysorbate ₈₀ ; ethers of sugars with C8- _C24 fatty alcohols, e.g.
- esters of fatty acids, especially C8 _{- C24} , preferably _C16 -C22 fatty acids, with polyols, especially glycerol or sorbitol, such as glyceryl stearate sold under the name Tegin _M® by the company Goldschmidt, Polyglyceryl diisostearate, polyglyceryl isostearate, polyglyceryl monostearate, diglyceryl tetraisostearate, polyethylene glycol diisostearate, polyglyceryl-10 pentastearate, glyceryl monooleate, glyceryl laurate, for example the product Imwitor 312 (registered trademark) by Hills ), diethylene glycol (di)laurate, decaglyceryl pentaoleate, decaglyceryl pentadisisostearate, glyceryl caprate/caprylate, polyglyceryl-2 (iso)stearate and polyglyceryl-2 (poly)ricinoleate,
- oxyalkylenated alcohols, in particular oxyethylenated and/or oxypropylenenated alcohols, in particular ethoxylated C8 _{- C24} , which can contain from 1 to 15 oxyethylene and/or oxypropylene units, preferably C ₁₂ -C ₁₈ fatty alcohols, for example stearyl alcohol ethoxylated with two oxyethylene units (CTFA name: Steareth-2, eg Brij 72 sold by Uniqema), or oxyethylenated oleyl alcohol.

Anionic surfactants can include:
- salts of _C16 - _C30 fatty acids, especially amine salts such as triethanolamine stearate or 2-amino-2-methylpropane-1,3-diol stearate,
- polyoxyethylenated fatty acid salts, especially aminated salts or salts of alkali metals, and mixtures thereof,
- phosphate esters and salts thereof, such as DEA oleth-10 phosphate (Crodafos N ION from Croda) or monopotassium monocetyl phosphate (Amphisol K from Givaudan or Arlatone MAP 160K from Uniqema),
- sulfosuccinates, such as PEG-5 lauryl citrate disodium sulfosuccinate and ricinoleamide MEA disodium sulfosuccinate,
- alkyl ether sulfates, e.g. sodium lauryl ether sulfate,
- Isethionate,
- acylglutamates, such as disodium hydrogenated tallow glutamate (Amisoft HS-21 R® marketed by Ajinomoto Co.), and mixtures thereof.

Cationic surfactants can include:
- alkylimidazolidiniums, such as isostearylethylimidonium ethosulfate,
- ammonium salts such as (C ₁₂ -C ₃₀ alkyl)tri ₍ C _1-4 alkyl)ammonium halides such as N,N,N-trimethyl-1-docosaminium chloride or behentrimonium chloride.

Amphoteric surfactants can include N-acylamino acids such as N-alkylaminoacetates and disodium cocoamphodiacetate, and amine oxides such as stearamine oxide and lauramine oxide.

The surfactant is present in a content ranging from 0.01% to 30%, preferably from 0.1% to 20%, more preferably from 1% to 15% by weight relative to the total weight of the composition. can do.

- Oil The composition according to the invention may preferably comprise at least one oil. Oils can be volatile or non-volatile. Preferably, the oil can be a non-volatile oil.

Non-volatile hydrocarbon-based oils can be selected from:
- hydrocarbon-based oils of animal origin, e.g. perhydrosqualene,
- Hydrocarbon oils of plant origin, e.g. phytostearyl esters, e.g. phytostearyl oleate, phytostearyl isostearate and lauroyl/octyldodecyl/phytostearyl glutamate, triglycerides formed from fatty acid esters of glycerol, in particular fatty acids thereof. may have chain lengths ranging from _C4 to _C36 , especially _C18 to _C36 , these oils are optionally linear or branched, saturated or unsaturated; These oils are in particular heptanoic or octanoic triglycerides, shea oil, alfalfa oil, poppy oil, winter squash oil, millet oil, barley oil, quinoa oil, rye oil, kukui oil, passionflower oil, shea butter, aloe vera oil. , sweet almond oil, peach kernel oil, peanut oil, argan oil, avocado oil, baobab oil, borage oil, broccoli oil, calendula oil, camelina oil, canola oil, carrot oil, safflower oil, linseed oil, rape seed oil, Cottonseed oil, coconut oil, squash seed oil, wheat germ oil, jojoba oil, lily oil, macadamia oil, corn oil, meadowfoam oil, monoi oil, hazelnut oil, apricot kernel oil, walnut oil, olive oil, evening primrose oil, palm oil, Black currant seed oil, kiwi seed oil, grape seed oil, pistachio oil, winter squash oil, pumpkin oil, quinoa oil, musk rose oil, sesame oil, soybean oil, sunflower oil, castor oil and watermelon oil, and mixtures thereof, or capryl can be acid/capric triglycerides,
- linear or branched hydrocarbons of mineral or synthetic origin, such as liquid paraffin and its derivatives, petroleum jelly, mineral oil, polydecene, polybutene, hydrogenated polyisobutene, such as Parleam, and squalane,
- synthetic ethers containing 10 to 40 carbon atoms,
- synthetic esters, eg of the formula R ₁ COOR ₂ , where R ₁ represents a linear or branched fatty acid residue containing 1 to 40 carbon atoms and R ₂ is 1 to 40 (R ₁ +R ₂ ≧10) representing a hydrocarbon-based chain containing, in particular, branched, containing 10 carbon atoms. Esters are in particular fatty acid esters of alcohols, such as cetyl esters, in particular cetostearyl octanoate, isopropyl alcohol esters, such as isopropyl myristate, isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate, isostearin. Isopropyl acid, isostearyl isostearate, octyl stearate, hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, diisopropyl adipate, heptanoates, especially isostearyl heptanoate, octanoic alcohols or polyalcohols, decane acid esters or ricinoleic acid esters such as propylene glycol dioctoate, cetyl octanoate, tridecyl octanoate, 2-ethylhexyl 4-diheptanoate, 2-ethylhexyl palmitate, alkyl benzoate, polyethylene glycol diheptanoate, propylene glycol 2-diethyl Hexanoates, and mixtures thereof, C ₁₂ -C ₁₅ alcohol benzoates, hexyl laurate, neopentanoic acid esters such as isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neopentanoate, isononanoic acid esters , for example isononyl isononanoate, isotridecyl isononanoate, octyl isononanoate, hydroxylated esters, for example isostearyl lactate and diisostearyl malate,
- optionally partially hydrocarbon-based and/or silicone-based fluoro oils, such as fluorosilicone oils, fluoropolyethers and fluorosilicones,
- fatty alcohols, saturated or unsaturated, linear or branched, containing 6 to 30 carbon atoms, more particularly 8 to 30 carbon atoms: mention may be made of cetyl alcohol, stearyl alcohol and mixtures thereof (cetylstearyl alcohol), octodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleyl alcohol or linoleyl alcohol, and
- these mixtures.

The oil should be present in a content ranging from 0.1% to 30%, preferably from 0.5% to 20%, more preferably from 1% to 15% by weight relative to the total weight of the composition. can be done.

- Aqueous medium The composition according to the invention can preferably comprise an aqueous medium. The aqueous medium is made from water; or from water and C1 _{- C4} lower alcohols such as ethanol, isopropanol, tert-butanol or n-butanol; polyols such as glycerin, propylene glycol and polyethylene glycol; and mixtures thereof. It is preferably made from a mixture with at least one selected cosmetically acceptable solvent.

The aqueous medium is present in a content ranging from 20% to 99%, preferably from 30% to 95%, more preferably from 40% to 90% by weight relative to the total weight of the composition. be able to.

- pH adjuster The composition according to the invention can preferably comprise at least one pH adjuster. Adjustment of the pH to a desired value can be carried out conventionally by adding pH adjusting agents, such as organic or inorganic bases, or organic or inorganic acids, or salts thereof, to the composition. Bases include for example ammonium hydroxide, sodium hydroxide, sodium carbonate or primary, secondary or tertiary (poly)amines such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or 1,3 - Propanediamine. Organic acids include, for example, carboxylic acids, citric acid and lactic acid. Inorganic acids include, for example, hydrochloric acid, nitric acid, orthophosphoric acid and sulfonic acid. Salts include, for example, sodium phosphate and trisodium phosphate.

The content of the pH adjuster is sufficient to adjust the pH of the composition to a desired value, for example, 0.01% to 10% by mass, preferably 0.1% to 5% by mass, relative to the total mass of the composition. %, more preferably in a content ranging from 0.5% to 3% by weight.

- Additives The composition according to the invention may contain all the usual adjuvants encountered in the field of compositions for treating keratin fibers, such as hydrophilic solvents, perfumes, fragrances, thickeners, chlorhexidine digluconate, etc. Preservatives, sequestering agents such as EDTA (ethylenediaminetetraacetic acid) and salts thereof, foam control agents, coloring agents, moisturizing agents, anti-dandruff agents, anti-seborrhoeic agents, sunscreens and the like may further be contained.

The amount of additive contained in the composition according to the invention is not limited, but can be from 0.01 to 30% by weight relative to the total weight of the composition according to the invention.

The compositions according to the invention can exist in any form such as lotions, gels, thickened or non-thickened W/O or O/W emulsions, foams or creams. The compositions according to the invention can be contained in any container such as a spray bottle, pump bottle or aerosol can.

The composition according to the invention can be used as a composition for treating keratin fibres. For example, the compositions are used in shampoos, conditioners, hair treatment creams, gels, mousses, pump hairsprays, aerosol hairsprays, setting lotions, blow styling lotions, hair coloring lotions, hair straightening compositions, for permanent waving. It can be incorporated into reducing agents, neutralizing agents for permanent waving, and coloring compositions.

In particular, the composition according to the present invention has an excellent hair straightening effect, a hair volume reduction effect, and a smoothness imparting effect on the hair, in view of an increase in the amount of silicone deposited on the surface of the hair. are suitable for hair care treatment compositions. Preferably, the composition according to the invention can be a rinse-off type hair care treatment composition.

The pH of the compositions according to the invention can generally be, for example, 2-12. When the composition is used as a hair care treatment composition, the composition can have a pH ranging from 3.0 to 6.0, preferably from 3.5 to 5.0.

Compositions according to the present invention can be prepared through routine techniques in the art, for example by mixing (a) glutaric acid, (b) aromatic alcohol and (c) silicone. Other ingredients mentioned above can be mixed with glutaric acid, aromatic alcohols and (c) silicones. While mixing these ingredients, they can be heated if desired.

[Beauty method]
The present invention also provides a method, preferably a cosmetic method of treating keratin fibers, preferably a method of conditioning or caring for hair, comprising applying a composition according to the invention to keratin fibers, preferably hair. , also relates to the method.

The composition can be applied to the hair by first applying to the hands and then contacting the hair with the hands; in other embodiments, the composition is applied directly to the hair, such as by spraying. can be applied. The composition may also be delivered to the hair through the use of an applicator or device such as a brush. The composition may be applied to the hair as a leave-on treatment or a rinse-off treatment.

In one embodiment of the invention, the composition can be used as a hair care composition or a hair conditioning composition. The invention therefore also relates to the use of a combination of glutaric acid, an aromatic alcohol and a silicone as a hair care or hair conditioning composition.

In view of the excellent curly hair straightening effect, hair volume-reducing effect, and smoothness-imparting effect of the composition according to the present invention, the cosmetic method according to the present invention can impart an attractive appearance to the hair. can. Furthermore, since the amount of silicone deposited on the keratin fibers is increased, the cosmetic method according to the present invention can impart permanence of the cosmetic effect to the keratin fibers.

The invention will be explained in more detail by means of examples. However, these examples should not be construed as limiting the scope of the invention.

In the examples, the glutaric acid used was obtained from Tokyo Chemical Industry Co., Ltd. (reagent grade), the phenoxyethanol used was obtained from SEPPIC, and the amino-modified silicone used was from DOW CORNING under the name "DOW CORNING® 969 EMULSION and the polydimethylsiloxane used was obtained from Shin-Etsu Chemical Co., Ltd. under the name "X-52-2127". Shin-Etsu's X-52-2127 contains 75% polydimethylsiloxane and Dow Corning 969 Emulsion contains 30% amodimethicone.

(Examples 1 and 2 and Comparative Examples 1-6)
[Composition]
Compositions according to Examples 1 and 2 and Comparative Examples 1-6 were prepared according to the following preparation protocol. The composition is shown in Table 1 below. In Table 1, all ingredients are based on "% by weight" of active ingredients.

[Preparation protocol]
1) Glycerin, cetyl esters, mineral oil, stearyl alcohol and glutaric acid (if present) were added to deionized water at 80°C in a beaker and mixed.
2) Behentrimonium chloride was added to obtain an emulsified mixture, which was then cooled to about 45°C.
3) Polydimethylsiloxane and amodimethicone (if present) were added to this mixture.
4) Phenoxyethanol (if present), chlorhexidine digluconate and fragrance were added to this mixture.
5) The pH of the resulting mixture was adjusted to 4.0 with sodium hydroxide.
6) The total volume was adjusted with deionized water. The resulting mixture was mixed to homogeneity.

[evaluation]
(measurement of silicone deposition)
Three hair swatches (1 g, 27 cm) were prepared for each experiment. Each swatch was washed with a clarifying shampoo and then placed on a hot plate at 30°C. 0.4 g each of the compositions according to Examples 1 and 2 and Comparative Examples 1-6 were brushed onto each swatch. The hair swatches were then wrapped, held at 30°C and ambient humidity for 5 minutes, rinsed off under running water, and then allowed to dry naturally under ambient conditions to obtain treated hair swatches. The treated swatches were cut into short sections for measurement. The amount of silicone deposited on the sample was measured by X-ray fluorescence analysis (XRF) using a wavelength dispersive X-ray fluorescence spectrometer (Manufacturer: Thermo Fisher Scientific KK, Model: WDXRF ARL Optim'x Thermofisher 2104 (Wavelength Dispersion) XRF system) was used. Average values were calculated on three swatches for each composition.

The results are shown in Table 1.

As can be seen from the results of measuring the amount of silicone deposits on hair swatches in Table 1, the composition according to Example 1 containing the combination of glutaric acid, aromatic alcohol and silicone was found to contain glutaric acid and/or or imparted more silicone deposits on the hair swatch compared to the compositions according to Comparative Examples 1-3, which did not contain aromatic alcohol. Similarly, the composition according to Example 2, which contains a combination of glutaric acid, an aromatic alcohol, and a silicone, contains more , gave a silicone deposit on the hair swatch. It is noted that the composition according to Example 2, which contains amino-modified silicone as silicone, gave a very high amount of silicone deposition on the hair swatch.

(Example 3 and Comparative Examples 7 to 13)
[Composition]
Compositions according to Example 3 and Comparative Examples 7-13 were prepared according to the following preparation protocol. The composition is shown in Table 2 below. In Table 2, all ingredients are based on "% by weight" of active ingredients. Each amount of dicarboxylic acid was set at 0.015 moles.

[Preparation protocol]
1) Glycerin, cetyl esters, mineral oil, stearyl alcohol and different dicarboxylic acids (if present) were added to deionized water at 80°C in a beaker and mixed.
2) Behentrimonium chloride was added to obtain an emulsified mixture, which was then cooled to about 45°C.
3) Polydimethylsiloxane and Amodimethicone were added to this mixture.
4) Phenoxyethanol (if present), chlorhexidine digluconate and fragrance were added to this mixture.
5) The pH of the resulting mixture was adjusted to 4.0 with sodium hydroxide.
6) The total volume was adjusted with deionized water. The resulting mixture was mixed to homogeneity.

[evaluation]
(Curly hair straightening efficiency and volume reduction efficiency)
Three hair swatches (1 g, 27 cm) were prepared for each experiment. Hair swatches were washed with a clarifying shampoo and then placed on a hot plate at 30°C. 0.4 g each of the compositions according to Example 3 and Comparative Examples 7-13 were brushed onto the swatches. The hair swatches were then wrapped, molded at 30°C and ambient humidity for 5 minutes, rinsed off under running water, and then allowed to dry naturally under ambient conditions to obtain the treated hair swatches.

The length and width of the hair swatches before and after treatment were measured by vernier calipers. The length was measured from the root to the tip of the hair swatch, and the width was measured at a position 20 cm from the root of the hair swatch by placing a vernier caliper at right angles to the axis of the vertically hung hair swatch. The curly hair straightening efficiency and volume down efficiency were each determined according to the following equations. Average values were calculated on three swatches for each composition.
Curly hair straightening efficiency = ( _after L - _before L) / _before L x 100%
_Before L: Length of hair swatch before treatment
_After L: length of hair swatch after treatment A higher value (%) of hair straightening efficiency means that the composition has better hair straightening efficiency.
Volume down efficiency = ( _after W - _before W)/ _before W x 100%
_Before W: Width of hair swatch before treatment
_After W: Width of hair sample after treatment A smaller volume-down efficiency value (%) means that the composition has an excellent volume-down efficiency.

(smoothness)
Three hair swatches (1 g, 27 cm) were prepared for each experiment. Hair swatches were washed with a clarifying shampoo and then placed on a hot plate at 30°C. 0.4 g each of the compositions according to Example 3 and Comparative Examples 7-13 were brushed onto the swatches. The hair swatches were then wrapped, held at 30°C and ambient humidity for 5 minutes, rinsed off under running water, and then allowed to dry naturally under ambient conditions to obtain treated hair swatches. The treated hair swatch was placed on the plate and the root side was fixed on the plate with a hair clip. The smoothness of the treated hair swatches was measured by scanning the hair swatches from root to tip with a sensor (Handy Rub Tester (type TL701) from Trinity Lab). This measurement was performed three times per treated hair swatch. The same procedure was followed on two more hair swatches to give a total of 9 results per composition and the mean value was calculated for each composition. A lower score indicates a better smoothing effect.

The results are shown in Table 2.

Example 3 containing a combination of glutaric acid, an aromatic alcohol and a silicone, as seen from the results of the evaluation of the hair cosmetic effects of hair straightening efficiency, volume down efficiency and smoothness in Table 2. exhibited the best performance among the compositions tested in all cosmetic attributes evaluated.

(Example 4)
The permanence of the silicone deposit was evaluated using hair swatches treated with the composition according to Example 3 above as samples. Hair swatches were washed with the shampoo composition for a predetermined number of times. The washed swatches were cut into short sections for measurement. The amount of silicone deposited on the sample after shampooing was measured by X-ray fluorescence analysis (XRF) using a wavelength dispersive X-ray fluorescence spectrometer (Manufacturer: Thermo Fisher Scientific KK, Model: WDXRF ARL Optim'x Thermofisher 2104 (Wavelength Dispersion) XRF system). The composition of the shampoo composition is shown in Table 3 below. In Table 3, all ingredients are based on "% by weight" of active ingredients.

The results are shown in Table 4.

As can be seen from the results of measuring the amount of silicone deposits on hair swatches, the hair swatches treated with the composition according to the present invention, even after shampooing them 3 times and 10 times respectively, lost their initial level of silicone deposits. About 1/3 times and about 1/20 times were maintained. It can therefore be said that the compositions according to the invention are capable of imparting improved permanence of the cosmetic effect to keratin fibers, eg hair, resulting from silicone deposition.

Therefore, the compositions according to the present invention are designed to reduce the amount of silicone deposited on keratin fibers, e.g. It can be concluded that it can be highly desirable to use to increase the

Claims (9)

(a) glutaric acid , present in a content ranging from 0.5% to 10% by weight relative to the total weight of the composition ;
(b) at least one aromatic alcohol present in a content ranging from 0.2% to 3% by weight relative to the total weight of the composition ;
(c) at least one silicone present in a content ranging from 1% to 15% by weight relative to the total weight of the composition, and
The aromatic alcohol has the general formula (I):

(In the formula,
- a indicates an integer of 0 or 1,
- b indicates an integer of 0 or 1,
- R represents H, halogen, or a C1 _{- C6} alkyl group;
- X represents a C1 _{- C4} alkylene group,
- Y represents a single bond or a C1 _{- C4} alkylene group;
Composition. In general formula (I),
- a is 0;
- b is 1;
- X represents a C1 _{- C4} alkylene group,
- Y denotes a single bond;
A composition according to claim 1 . 2. The composition according to claim 1, wherein the aromatic alcohol is phenoxyethanol. Silicone is polydialkylsiloxane, polydiarylsiloxane and polyalkylarylsiloxane, amino-modified silicone, polyether-modified silicone, carboxyl-modified silicone, fatty acid-modified silicone, alcohol-modified silicone, aliphatic alcohol-modified silicone, epoxy-modified silicone, fluorine-modified silicone , cyclic silicones, aminopolyether-modified silicones, and mixtures thereof. 5. A composition according to any one of claims 1 to 4, wherein the silicone is selected from polydialkylsiloxanes, polydiarylsiloxanes and polyalkylarylsiloxanes, amino-modified silicones, and mixtures thereof. 6. The composition according to any one of claims 1 to 5 , further comprising at least one surfactant selected from cationic, anionic, nonionic and amphoteric surfactants. 7. The composition according to any one of claims 1 to 6 , further comprising at least one oil. 8. The composition according to any one of claims 1 to 7 , which is a rinse-off type cosmetic composition. 9. A cosmetic method for caring for or conditioning hair, comprising the step of applying a composition according to any one of claims 1 to 8 to keratin fibers.