JP7106262B2 - Composition with cooling effect - Google Patents

Description

The present invention relates to a composition, in particular a cosmetic composition for the skin, comprising a combination of specific ingredients, and a cosmetic method using the same.

Heat, or the sensation of high temperatures, is one of the enemies of beauty, as it causes the production of sweat and sebum that can ruin makeup, for example. Several proposals have therefore been made to provide cosmetics with a cooling effect.

One of the suggestions is to include chemicals such as menthol, which can cause a cooling sensation. This chemical can provide an immediate cooling effect. However, the cooling effect does not last long.

Therefore, there is a need for cosmetics that can provide not only an immediate cooling effect, but also a long-lasting cooling effect.

There is also a need for cosmetics that can provide a re-cooling effect, for example, when the user of the cosmetic is sweating after the initial cooling effect of the cosmetic is lost after an extended period of time.

USP 5240975 EP-669,323 U.S. Pat. No. 2,463,264 U.S. Patent No. 5,237,071 U.S. Patent No. 5,166,355 GB-2,303,549 DE-197,26,184 EP-893,119 WO 93/04665 DE-19855649 U.S. Patent No. 2,528,378 U.S. Patent No. 2,781,354 U.S. Patent No. 4,874,554 U.S. Patent No. 4,137,180 US-A-5364633 US-A-5411744

Walter Noll, Chemistry and Technology of Silicones (1968), Academic Press Cosmetics and Toiletries, Vol. 91, Jan. 76, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics ASTM Standard 445 Annex C Cosmetics & Toiletries, February 1990, Vol. 105, pp. 53-64 CTFA International Cosmetic Ingredient Dictionary & Handbook, 15th Edition, 2014 CTFA dictionary, 3rd edition, 1982 CTFA dictionary, 5th edition, 1993 CTFA, 1997 "Handbook of Surfactants", M. R. Porter, Blackie & Son Publishers (Glasgow and London), 1991, pp. 116-178

SUMMARY OF THE INVENTION It is an object of the present invention to provide compositions capable of providing sufficient immediate, long lasting cooling and re-cooling effects.

The purpose of the above is
(a) at least one endothermic substance;
(b) at least one compound selected from menthol and its derivatives;
(c) a composition, preferably a cosmetic composition, more preferably a skin cosmetic composition, comprising at least one compound selected from cyclodextrins and derivatives thereof.

(a) Endothermic substances can be selected from sugar alcohols.

(a) the endothermic substance can be selected from the group consisting of mannitol, erythritol, xylitol, sorbitol, arabitol, pentaerythritol, and mixtures thereof.

The amount of (a) the endothermic substance in the composition according to the invention should be 0.01-30% by weight, preferably 0.1-20% by weight, more preferably 1-10% by weight, relative to the total weight of the composition. can.

The (b) compound may be selected from esters and ethers of menthol, preferably carboxylate and glyceryl ethers, more preferably menthoxypropanediol.

The amount of compound (b) in the composition according to the invention can be 0.001-20% by weight, preferably 0.01-10% by weight, more preferably 0.1-1% by weight relative to the total weight of the composition. .

(c) The compound may be selected from α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin and mixtures thereof, preferably β-cyclodextrin.

The amount of compound (c) in the composition according to the invention can be 0.01-30% by weight, preferably 0.1-20% by weight, more preferably 1-10% by weight relative to the total weight of the composition. .

The composition according to the invention may further comprise (d) water.

The amount of (d) water in the composition according to the invention is 10% to 80%, preferably 20% to 70%, more preferably 30% to 60% by weight relative to the total weight of the composition. Can be in % range.

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

The composition according to the invention may further comprise (f) at least one UV filter, preferably an organic UV filter.

The composition according to the invention may be in the form of an emulsion, preferably an O/W emulsion.

The present invention also relates to a cosmetic method for keratinous substances, preferably skin, comprising the step of applying a composition according to the invention to the keratinous substances.

The present invention also provides
(a) at least one endothermic substance;
(b) at least one compound selected from menthol and its derivatives;
(c) the use of the combination with at least one compound selected from cyclodextrin and its derivatives in a composition, wherein the composition has sufficient immediate cooling effect, long lasting cooling effect and replenishment; It also relates to the use for being able to provide a cooling effect.

As a result of extensive research, the present inventors have provided a composition, preferably a cosmetic composition, more preferably a skin cosmetic composition, capable of providing sufficient immediate cooling effect, long-lasting cooling effect, and re-cooling effect. discovered that it is possible to

Accordingly, the composition according to the invention is
(a) at least one endothermic substance;
(b) at least one compound selected from menthol and its derivatives;
(c) at least one compound selected from cyclodextrins and derivatives thereof.

Compositions according to the present invention can provide sufficient immediate cooling effect, long-lasting cooling effect and re-cooling effect. All three cooling effects are sufficient.

The term "cooling effect" means here not only the sensation of cooling, but also the actual temperature reduction of the object, eg the keratinous material, preferably the skin, to which the composition according to the invention is applied.

The term "re-cooling" is used herein when the composition according to the invention is applied to an object, e.g. keratinous substances, preferably skin, after the initial cooling effect has been lost. Even if there is, it means that when water is supplied to the object, for example by sweating or getting wet with water or wet conditions, the cooling effect will be exerted again.

The cooling effect provided by the composition according to the present invention is the combination of components (a), (b) and (c), considering all of the immediate cooling effect, the long-lasting cooling effect and the re-cooling effect. It may be superior to the cooling effect provided by compositions lacking either one. For example, one of the three cooling effects provided by the composition according to the invention is provided by the composition excluding any one of components (a), (b) and (c). The other two of the three cooling effects provided by the former improve compared to the other two cooling effects provided by the latter, even if the cooling effects are the same or similar. or can be improved. Also, two of the three cooling effects provided by the composition according to the invention are provided by the composition excluding any one of components (a), (b) and (c). The other one of the three cooling effects provided by the former is improved compared to the other one provided by the latter, even if the cooling effects are the same or similar. or can be improved.

Furthermore, the cooling effect provided by the composition according to the present invention is the combination of components (a), (b) and (c), considering all of the immediate cooling effect, the long-lasting cooling effect, and the re-cooling effect. can be enhanced or improved, preferably synergistically, compared to the cooling effect provided by a composition lacking any one of them.

The compositions according to the invention are described in detail below.

[Endothermic substance]
The composition according to the invention comprises at least one (a) endothermic substance. When two or more (a) endothermic substances are used, they may be the same or different.

(a) Endothermic substance means herein a substance capable of causing an endothermic reaction.

(a) The endothermic material may be in powder, paste, or liquid form at room temperature and atmospheric pressure.

(a) There are no restrictions on the type of endothermic material. Therefore, any organic and inorganic compound can be used as (a) the endothermic material, as long as it can cause an endothermic reaction.

(a) Examples of endothermic substances include inorganic salts such as sodium chloride and potassium chloride, nitrogen-containing compounds such as urea, and sugar alcohols.

(a) The endothermic substance may preferably be selected from sugar alcohols.

The term "sugar alcohol" means herein a compound obtained by reducing a potential ketone or aldehyde group of a sugar to an alcohol group. Thus, sugar alcohols have several alcohol functional groups.

The term "sugar" is used herein to refer to any oxygen-containing hydrocarbon compound containing at least 4 carbon atoms containing some alcohol functionality, with or without an aldehyde or ketone functionality. means. These sugars may be monosaccharides, oligosaccharides or polysaccharides.

Examples of suitable sugars that may be mentioned are sucrose (or saccharose), glucose, galactose, ribose, fructose, maltose, mannose, arabinose, xylose, trehalose and lactose and derivatives thereof, especially alkyl derivatives such as methyl derivatives. , examples include methyl glucose.

Examples of suitable sugar alcohols that may be mentioned therefore include mannitol, erythritol, xylitol, sorbitol, arabitol, pentaerythritol, and mixtures thereof.

The amount of (a) the endothermic substance in the composition according to the present invention is 0.01% by weight or more, preferably 0.1% by weight or more, more preferably 1% by weight or more, even more preferably 2% by weight, relative to the total weight of the composition. % or more.

On the other hand, the amount of (a) endothermic material in the composition according to the invention is 30% by weight or less, preferably 20% by weight or less, more preferably 10% by weight or less, even more preferably 10% by weight or less, relative to the total weight of the composition. Preferably, it can be 5% by mass or less.

The amount of (a) endothermic substance in the composition according to the invention is 0.01% to 30%, preferably 0.1% to 20%, more preferably 1% to 10% by weight relative to the total weight of the composition. % by weight, even more preferably in the range of 2% to 5% by weight.

[Menthol and its derivatives]
The composition according to the invention comprises at least one compound selected from (b) menthol and its derivatives. When two or more (b) compounds are used, they may be the same or different.

As menthol, 1-menthol or dl-menthol can be used.

Derivatives of menthol may be esters and ethers.

Esters of menthol include monoesters of menthol and monocarboxylic acids such as menthyl acetate and menthylpyrrolidone carboxylate; monoesters of menthol and monohydroxycarboxylic acids such as menthyl lactate and menthyl hydroxybutyrate; menthol and dicarboxylic acids. such as monomenthyl succinate and monomenthyl glutarate; menthol and diesters of dicarboxylic acids such as dimenthyl succinate and dimenthyl glutarate; menthyl ethyl amide oxalate; and even mixtures thereof. good.

Ethers of menthol may be monoethers of menthol and glycerol, such as menthyl glyceryl ether (menthoxypropanediol); monoethers of menthol and glucose, such as menthyl glucoside; and mixtures thereof.

The (b) compound may be selected from esters and ethers of menthol, preferably carboxylate and glyceryl ethers, more preferably menthoxypropanediol.

The amount of compound (b) in the composition according to the invention is 0.001% by weight or more, preferably 0.01% by weight or more, more preferably 0.1% by weight or more, even more preferably 0.3% by weight, relative to the total weight of the composition. can be more than

On the other hand, the amount of compound (b) in the composition according to the invention is 20% by weight or less, preferably 10% by weight or less, more preferably 1% by weight or less, even more preferably, relative to the total weight of the composition. can be 0.7% by mass or less.

The amount of compound (b) in the composition according to the invention is 0.001% to 20%, preferably 0.01% to 10%, more preferably 0.1% to 1% by weight relative to the total weight of the composition. %, still more preferably in the range 0.3% to 0.7% by weight.

[Cyclodextrins and their derivatives]
The composition according to the invention comprises at least one compound selected from (c) cyclodextrin and its derivatives. When two or more (c) compounds are used, they may be the same or different.

Any type of cyclodextrin and its derivatives can be used as the (c) compound. Cyclodextrins that can be used can be selected, for example, from oligosaccharides of the formula:

(where x is selected from 4 (corresponding to α-cyclodextrin), 5 (corresponding to β-cyclodextrin) and 6 (corresponding to γ-cyclodextrin)).

Accordingly, the (c) compound can be selected from α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin and mixtures thereof.

In one embodiment the cyclodextrin can be selected from β-cyclodextrin and γ-cyclodextrin, preferably β-cyclodextrin.

For example, the β-cyclodextrin sold under the name CAVAMAX W7 PHARMA by the company WACKER and the γ-cyclodextrin sold under the name CAVAMAX W8 by the company WACKER can be used. In another embodiment, the derivative of cyclodextrin can be selected, for example, from methyl cyclodextrin, for example methyl-β-cyclodextrin sold under the name CAVASOL W7 by the company WACKER.

The amount of compound (c) in the composition according to the invention is 0.01% by weight or more, preferably 0.1% by weight or more, more preferably 1% by weight or more, even more preferably 2% by weight, relative to the total weight of the composition. can be more than

On the other hand, the amount of compound (c) in the composition according to the invention is 30% by weight or less, preferably 20% by weight or less, more preferably 10% by weight or less, even more preferably can be 5% by mass or less.

The amount of compound (c) in the composition according to the invention is 0.01% to 30%, preferably 0.1% to 20%, more preferably 1% to 10% by weight relative to the total weight of the composition. %, even more preferably in the range 2% to 5% by weight.

[water]
The composition according to the invention may further comprise (d) water.

The amount of (d) water in the composition according to the invention is 10% or more, preferably 20% or more, more preferably 30% or more, even more preferably 40% by weight relative to the total weight of the composition. can be more than

On the other hand, the amount of (d) water in the composition according to the invention is 80% by weight or less, preferably 70% by weight or less, more preferably 60% by weight or less, even more preferably, relative to the total weight of the composition. can be 50% by mass or less.

The amount of (d) water in the composition according to the invention is 10% to 80%, preferably 20% to 70%, more preferably 30% to 60% by weight relative to the total weight of the composition. %, even more preferably in the range 40% to 50% by weight.

[oil]
The composition according to the invention may further comprise at least one (e) oil. If more than one (e) oil is used, they may be the same or different.

As used herein, "oil" means a fatty compound or substance that is usually in liquid or paste form at room temperature (25°C) under atmospheric pressure (760mmHg). As oils, those commonly used in cosmetics can be used alone or in combination. These oils may be volatile or non-volatile.

(e) Oils can be non-polar oils such as hydrocarbon oils, silicone oils, etc.; polar oils such as vegetable or animal oils and ester or ether oils; or mixtures thereof.

(e) Oils may be selected from the group consisting of oils of vegetable or animal origin, synthetic oils, silicone oils, hydrocarbon oils, and fatty alcohols.

Examples of vegetable oils include, for example, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil. , sesame oil, soybean oil, peanut oil, and mixtures thereof.

Examples of animal oils include, for example, squalene and squalane.

Examples of synthetic oils include alkane oils such as isododecane and isohexadecane, ester oils, ether oils, and artificial triglycerides.

The ester oils are preferably saturated or unsaturated, linear or branched C ₁ -C ₂₆ aliphatic mono- or polyacids and saturated or unsaturated, linear or branched C Liquid esters with ₁ to C ₂₆ aliphatic monoalcohols or polyalcohols, where the total number of carbon atoms in the ester is 10 or more.

Preferably, in the case of esters of monoalcohols, at least one of the alcohols and acids from which the esters of the invention are derived is branched.

Among the monoesters of monoacids and monoalcohols: ethyl palmitate, ethylhexyl palmitate, isopropyl palmitate, dicaprylyl carbonate, alkyl myristates, such as isopropyl myristate or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate , isononyl isononanoate, isodecyl neopentanoate, and isostearyl neopentanoate.

Esters of C ₄ -C ₂₂ dicarboxylic or tricarboxylic acids with C ₁ -C ₂₂ alcohols, and monocarboxylic, dicarboxylic, or tricarboxylic acids with non-sugar C ₄ -C ₂₆ dihydroxy, trihydroxy, tetrahydroxy, or pentahydroxy acids. Esters with hydroxy alcohols can also be used.

Among others, diethyl sebacate, isopropyl lauroyl sarcosine, diisopropyl sebacate, bis(2-ethylhexyl) sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis(2-ethylhexyl) adipate, adipic acid Diisostearyl, bis(2-ethylhexyl) maleate, triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, neodiheptanoate Mention may be made of pentyl glycol, diethylene glycol diisononanoate.

As ester oils sugar esters and diesters of C ₆ -C ₃₀ , preferably C ₁₂ -C ₂₂ fatty acids can be used. It is recalled that the term "sugar" means an oxygen-containing hydrocarbon-based compound containing at least 4 carbon atoms containing some alcohol functionality, with or without an aldehyde or ketone functionality. be. These sugars can be monosaccharides, oligosaccharides, or polysaccharides.

Examples of suitable sugars that may be mentioned are sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose and derivatives thereof, especially alkyl derivatives such as methyl Derivatives, such as methyl glucose, are included.

Sugar esters of fatty acids are inter alia esters or mixtures of esters of the previously mentioned sugars with linear or branched, saturated or unsaturated C ₆ -C ₃₀ , preferably C ₁₂ -C ₂₂ fatty acids. can be selected from the group comprising When they are unsaturated, these compounds can have 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.

Esters according to this variant can also be selected from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.

These esters are, for example, oleates, laurates, palmitates, myristates, behenates, coconut fatty acid esters, stearates, linoleates, linolenates, caprates, and arachidonic acid esters. Esters, or mixtures thereof, such as mixed esters of oleopalmitic acid, oleostearic acid, and palmitostearic acid, among others, and pentaerythrityl tetraethylhexanoate.

More particularly mono- and diesters, especially monooleate or dioleate esters of sucrose, glucose or methylglucose, stearates, behenates, oleopalmitates, linoleates, linolenates and oleates A stearic acid ester is used.

An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is methylglucose dioleate.

Examples of preferred ester oils include, for example, diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octanoate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexanoate. 2-ethylhexyl, 2-ethylhexyl octanoate, 2-ethylhexyl caprylate/caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylyl carbonate, isopropyl lauroyl sarcosine, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate, Hexyl Laurate, Isocetyl Stearate, Isopropyl Isostearate, Isopropyl Myristate, Isodecyl Oleate, Glyceryl Tri(2-ethylhexanoate), Pentaerythrityl Tetra(2-ethylhexanoate), 2-Ethylhexyl Succinate, Sebacic Acid Mention may be made of diethyl, and mixtures thereof.

Examples of artificial triglycerides include, for example, caprylic caprylyl glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, tri(capric/caprylic)glyceryl , and tri(capric/caprylic/linolenic)glyceryl.

Examples of silicone oils include linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, etc.; cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, deca methylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.; and mixtures thereof.

Preferably, the silicone oil is selected from liquid polydialkylsiloxanes, especially liquid polydimethylsiloxanes (PDMS), and liquid polyorganosiloxanes containing at least one aryl group.

These silicone oils may also be organically modified. The organomodified silicones that can be used according to the invention are the silicone oils defined above, which contain in their structure one or more organic functional groups linked via hydrocarbon-based groups.

Organopolysiloxanes are defined in more detail in Walter Noll, Chemistry and Technology of Silicones (1968), Academic Press. They may be volatile or non-volatile.

If they are volatile, the silicones are more particularly selected from those having a boiling point between 60°C and 260°C, more particularly selected from:
(i) cyclic polydialkylsiloxanes containing 3 to 7, preferably 4 to 5, silicon atoms; These are, for example, octamethylcyclotetrasiloxane, sold inter alia by the company Union Carbide under the name Volatile Silicone® 7207 or by the company Rhodia under the name Silbione® 70045 V2, Volatile by the company Union Carbide Decamethylcyclopentasiloxane, sold under the name Silicone® 7158, by Rhodia under the name Silbione® 70045 V5, and dodecamethyl, sold under the name Silsoft 1217 by Momentive Performance Materials cyclopentasiloxane, and mixtures thereof. Cyclocopolymers of the type dimethylsiloxane/methylalkylsiloxane of the formula:

Mixtures of cyclic polydialkylsiloxanes and organosilicon compounds, such as mixtures of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50), and octamethylcyclotetrasiloxane and oxy-1,1'-bis(2,2 ,2',2',3,3'-Hexatrimethylsilyloxy)neopentane mixtures may also be mentioned;
(ii) a linear volatile polydialkylsiloxane containing from 2 to 9 silicon atoms and having a viscosity at 25° C. of 5×10 ⁻⁶ m ² /s or less; An example is the decamethyltetrasiloxane marketed inter alia under the name SH 200 by Toray Silicones. Silicones belonging to this category are also described in an article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. Viscosity of silicones is measured at 25° C. according to ASTM Standard 445 Annex C.

Nonvolatile polydialkylsiloxanes can also be used. These non-volatile silicones are more particularly selected from polydialkylsiloxanes, among which polydimethylsiloxanes containing trimethylsilyl end groups may be mentioned primarily.

Among these polydialkylsiloxanes, mention may be made, without limitation, of the following commercial products:
- Silbione® or Mirasil® oils of the 47 and 70047 series sold by the company Rhodia, for example oil 70047 V 500000,
- the Mirasil® series of oils sold by Rhodia,
- Dow Corning 200 series oils, e.g. DC200 with a viscosity of ^60000mm2 /s, and
- Viscasil® oils from General Electric and certain oils from the SF series from General Electric (SF 96, SF 18).

Mention may also be made of polydimethylsiloxanes containing dimethylsilanol end groups known under the name dimethiconol (CTFA), such as the 48 series oils from Rhodia.

Among the silicones containing aryl groups, mention may be made of polydiarylsiloxanes, especially polydiphenylsiloxanes and polyalkylarylsiloxanes such as phenylsilicone oils.

Phenyl silicone oil has the following formula

[In the formula,
R ₁ to R ₁₀ are independently of each other a saturated or unsaturated, linear, cyclic or branched C ₁ -C ₃₀ hydrocarbon group, preferably a C ₁ -C ₁₂ hydrocarbon group, more preferably a C ₁ to C ₆ hydrocarbon group, especially a methyl, ethyl, propyl or butyl group,
m, n, p, and q are each independently an integer of 0 to 900, preferably 0 to 500, more preferably 0 to 100,
However, the sum n+m+q must be non-zero]
phenyl silicones.

Examples that may be mentioned include products marketed under the following names:
- 70641 series Silbione® oils from Rhodia,
- Rhodorsil® 70633 and 763 series oils from Rhodia,
- oil Dow Corning 556 Cosmetic Grade Fluid from Dow Corning,
- PK series silicones from Bayer, e.g. product PK20,
- Certain oils from the SF series manufactured by General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.

Phenyl trimethicone (wherein R ₁ to R ₁₀ are methyl, p, q and n=0 and m=1) is preferred as the phenyl silicone oil.

Organically modified liquid silicones may contain, inter alia, polyethyleneoxy and/or polypropyleneoxy groups. Thus, mention may be made of the silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd., and the oils Silwet® L722 and L77 from Union Carbide.

Hydrocarbon oils can be selected from:
- C6 _{- C16} lower alkanes, linear or branched, optionally cyclic. Examples that may be mentioned include hexane, undecane, dodecane, tridecane and isoparaffins, such as isohexadecane, isododecane and isodecane; and
- straight or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petrolatum, polydecene and hydrogenated polyisobutene, such as Parleam®, and squalane.

Preferred examples of hydrocarbon oils include, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oils (e.g. liquid paraffin), paraffin, petrolatum or petrolatum, naphthalene, etc.; hydrogenated polyisobutene; , isoeicosane, and decene/butene copolymers; and mixtures thereof.

The term "fat" in fatty alcohols means containing a relatively large number of carbon atoms. Thus alcohols with 4 or more, preferably 6 or more, more preferably 12 or more carbon atoms are included within the scope of fatty alcohols. Fatty alcohols may be saturated or unsaturated. Fatty alcohols may be linear or branched.

Fatty alcohols have the structure R-OH, where R is a saturated and unsaturated selected from linear and branched groups. In at least one embodiment, R can be selected from C ₁₂ -C ₂₀ alkyl and C ₁₂ -C ₂₀ alkenyl groups. R may or may not be substituted with at least one hydroxyl group.

Examples of fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, oleyl alcohol, linoleyl alcohol, palmitoleyl alcohol, arachidonyl alcohol. , erucyl alcohol, and mixtures thereof.

Preferably, the fatty alcohol is a saturated fatty alcohol.

Fatty alcohols are therefore linear or branched, saturated or unsaturated C ₆ -C ₃₀ alcohols, preferably linear or branched, saturated C ₆ -C ₃₀ alcohols, more preferably linear or It can be selected from branched, saturated _{C12-C20 alcohols} .

The term "saturated fatty alcohol" is used herein to mean alcohols with long aliphatic saturated carbon chains. The saturated fatty alcohol is preferably selected from any linear or branched, saturated C6 _{- C30} fatty alcohol. Among the linear or branched, saturated C ₆ -C ₃₀ fatty alcohols, preferably linear or branched, saturated C ₁₂ -C ₂₀ fatty alcohols can be used. More preferably, any linear or branched saturated C ₁₆ -C ₂₀ fatty alcohol can be used. More preferably, branched C ₁₆ -C ₂₀ fatty alcohols can be used.

Examples of saturated fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof. In one embodiment, cetyl alcohol, stearyl alcohol, octyldodecanol, hexyldecanol, or mixtures thereof (eg, cetearyl alcohol) and behenyl alcohol can be used as saturated fatty alcohols.

According to at least one embodiment, the fatty alcohol used in the composition according to the invention is preferably selected from cetyl alcohol, octyldodecanol, hexyldecanol and mixtures thereof.

(e) Oils are preferably selected from hydrocarbon oils, ester oils, silicone oils, and mixtures thereof.

The amount of (e) oil in the composition according to the invention is from 0.01% to 25%, preferably from 0.1% to 20%, more preferably from 1% to 15% by weight relative to the total weight of the composition. %, more preferably in the range from 5% to 15% by weight.

[UV filter]
The composition according to the invention may contain at least one UV filter.

There are no restrictions on the type of UV filter. More than one type of UV filter may be used in the compositions of the invention. Therefore, a single type of UV filter or a combination of different types of UV filters can be used.

UV filters can be selected from inorganic UV filters, organic UV filters, and mixtures thereof.

The composition according to the invention contains (f) a UV filter in the range of 1% to 30% by weight, preferably in the range of 3% to 25% by weight, more preferably 5% by weight, relative to the total weight of the composition. It can be included in an amount ranging from to 20% by weight, even more preferably from 7% to 15% by weight.

(organic UV filter)
The composition according to the invention may contain at least one organic UV filter. If two or more organic UV filters are used, they may be the same or different, preferably the same.

The organic UV filters used in the present invention may have activity in the UV-A and/or UV-B region. Organic UV filters may be hydrophilic and/or lipophilic, preferably lipophilic.

Organic UV filters can be solid or liquid. The terms "solid" and "liquid" mean solid and liquid, respectively, at 25°C under 1 atmosphere.

Organic UV filters include anthranil compounds; dibenzoylmethane compounds; cinnamic compounds; salicylic acid compounds; camphor compounds; benzophenone compounds; compounds; benzimidazole compounds; imidazoline compounds; bis-benzazolyl compounds; p-aminobenzoic acid (PABA) compounds; methylenebis(hydroxyphenylbenzotriazole) compounds; benzoxazole compounds; dimers; 4,4-diarylbutadiene compounds; and mixtures thereof.

As examples of organic UV filters, mention may be made of those indicated below under their INCI names, and mixtures thereof.

- anthranyl compounds: menthyl anthranilate marketed under the trademark "Neo Heliopan MA" by the company Haarmann and Reimer.
- Dibenzoylmethane compounds: Butylmethoxydibenzoylmethane, marketed inter alia under the trademark "Parsol 1789" by the company Hoffmann-La Roche; and isopropyldibenzoylmethane.
- cinnamic compounds: especially ethylhexylmethoxycinnamate marketed under the trademark "Parsol MCX" by Hoffmann-La Roche; isopropylmethoxycinnamate; isopropoxymethoxycinnamate; "Neo Heliopan E 1000" by Haarmann and Reimer. cinoxate (2-ethoxyethyl-4-methoxycinnamate); DEA methoxycinnamate; diisopropylmethylcinnamate; and glyceryl ethylhexanoate dimethoxycinnamate.
- Salicylates: homosalate (homomenthyl salicylate) marketed under the trademark "Eusolex HMS" by Rona/EM Industries; ethylhexyl salicylate marketed under the trademark "Neo Heliopan OS" by Haarmann and Reimer; butyl octyl salicylate; phenyl salicylate; dipropylene glycol salicylate marketed under the trademark "Dipsal" by Scher; and "Neo Heliopan TS" by Haarmann and Reimer. TEA salicylate marketed under its trademark.
- camphor compounds, especially benzylidene camphor derivatives: 3-benzylidene camphor manufactured under the trademark "Mexoryl SD" by the company Chimex; 4-methylbenzylidene camphor marketed under the trademark "Eusolex 6300" by the company Merck; benzylidene camphor sulfonic acid manufactured under the trademark "Mexoryl SL" by Chimex; camphor benzalkonium methosulfate manufactured under the trademark "Mexoryl SO" by Chimex; manufactured under the trademark "Mexoryl SX" by Chimex terephthalylidene dicamphorsulfonic acid, which is manufactured by Chimex;
- Benzophenone compounds: Benzophenone-1 (2,4-dihydroxybenzophenone) marketed by BASF under the trademark "Uvinul 400"; Benzophenone-2 (tetrahydroxybenzophenone) marketed by BASF under the trademark "Uvinul D50"benzophenone); benzophenone-3 (2-hydroxy-4-methoxybenzophenone) or oxybenzone, marketed under the trademark "Uvinul M40" by BASF; benzophenone-4, marketed under the trademark "Uvinul MS40" by BASF. (hydroxymethoxybenzophenone sulfonic acid); benzophenone-5 (sodium hydroxymethoxybenzophenone sulfonate); benzophenone-6 (dihydroxydimethoxybenzophenone) marketed under the trademark "Helisorb 11" by Norquay; Benzophenone-8, marketed under the trademark "Sorb UV-24"; Benzophenone-9 (disodium dihydroxydimethoxybenzophenonedisulfonate), marketed under the trademark "Uvinul DS-49" by BASF Corporation; Benzophenone-12, and n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (UVINUL A+ by BASF).
- β,β-diphenyl acrylate compounds: octocrylene marketed in particular under the trademark "Uvinul N539" by BASF; and ethocrylene marketed in particular under the trademark "Uvinul N35" by BASF.
- Triazine compound: diethylhexylbutamide triazone marketed under the trademark "Uvasorb HEB" by the company Sigma 3V; 2,4,6-tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine, Ciba Bis-ethylhexyloxyphenol methoxyphenyltriazine marketed under the trademark "TINOSORB S" by Geigy and ethylhexyl triazone marketed under the trademark "UVINUL T150" by BASF.
- Benzotriazole compounds, especially phenylbenzotriazole derivatives: branched and linear 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylphenol and those described in USP 5240975.
- benzalmalonate compounds: dineopentyl 4'-methoxybenzalmalonate and polyorganosiloxanes containing benzalmalonate functional groups, such as the polysilicones marketed under the trademark "Parsol SLX" by Hoffmann-LaRoche -15.
- Benzimidazole compounds, especially phenylbenzimidazole derivatives. In particular phenylbenzimidazole sulfonic acid, marketed under the trademark "Eusolex 232" by Merck, and disodium phenyldibenzimidazole tetrasulfonate, marketed under the trademark "Neo Heliopan AP" by Haarmann and Reimer.
- Imidazoline compound: Ethylhexyldimethoxybenzylidenedioxoimidazoline propionate.
- Bis-benzazolyl compounds: derivatives described in EP-669,323 and US Pat. No. 2,463,264.
- para-aminobenzoic acid derivatives: PABA (p-aminobenzoic acid), ethyl PABA, ethyldihydroxypropyl PABA, pentyldimethyl PABA, in particular ethylhexyldimethyl PABA marketed under the trademark "Escalol 507" by the company ISP, glyceryl PABA, and PEG-25 PABA marketed under the trademark "Uvinul P25" by BASF.
- methylenebis-(hydroxyphenylbenzotriazole) compounds, such as 2,2'-methylenebis[6-(2H-benzotriazol-2-yl, marketed in solid form by Fairmount Chemical Company under the trademark "Mixxim BB/200" )-4-methyl-phenol], marketed in micronized form in an aqueous dispersion by BASF under the trademark "Tinosorb M" or by Fairmount Chemical under the trademark "Mixxim BB/100"2,2 '-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol] and U.S. Pat. Nos. 5,237,071 and 5,166,355, GB- 2,303,549, DE-197,26,184 and EP-893,119, and marketed under the trademark "Silatrizole" by Rhodia Chimie or by L'Oreal under the trademark "Mexoryl XL", as indicated below. Drometrizol trisiloxane.

- benzoxazole compound: 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6- marketed under the trade name "Uvasorb K2A" by Sigma 3V (2-Ethylhexyl)imino-1,3,5-triazine.
- Occlusive polymers and occluded silicones: silicones according to WO 93/04665.
- α-alkylstyrene-derived dimers: dimers according to DE-19855649.
- 4,4-diarylbutadiene compounds: 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

Organic UV filters are preferably selected from the group consisting of:
Butyl methoxydibenzoylmethane, ethylhexyl methoxycinnamate, homosalate, ethylhexyl salicylate, octocrylene, phenylbenzimidazole sulfonic acid, benzophenone-3, benzophenone-4, benzophenone-5, n-hexyl 2-(4-diethylamino-2- Hydroxybenzoyl)benzoate, 1,1'-(1,4-piperazinediyl)bis[1-[2-[4-(diethylamino)-2-hydroxybenzoyl]phenyl]-methanone, 4-methylbenzylidene camphor, terephthali Redenedicamphorsulfonic Acid, Disodium Phenyldibenzimidazole Tetrasulfonate, Ethylhexyl Triazone, Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Diethylhexylbutamide Triazone, 2,4,6-Tris(Dineopentyl 4'-Aminobenzal) malonate)-s-triazine, 2,4,6-tris(diisobutyl 4'-aminobenzalmalonate)-s-triazine, 2,4-bis-(n-butyl 4'-aminobenzalmalonate) -6-[(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyloxy]disiloxanyl}propyl)amino]-s-triazine, 2,4,6-tris-(diphenyl)-triazine , 2,4,6-tris-(terphenyl)-triazine, methylenebis-benzotriazolyltetramethylbutylphenol, drometrisol trisiloxane, polysilicone-15, dineopentyl 4'-methoxybenzalmalonate, 1,1 -dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene, 2,4-bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6- (2-Ethylhexyl)imino-1,3,5-triazine, camphorbenzalkonium methosulfate and mixtures thereof.

(inorganic UV filter)
The compositions according to the invention may also contain inorganic UV filters. The inorganic UV filters used in the invention may be active in the UV-A and/or UV-B region.

Inorganic UV filters are generally selected from metal oxides, preferably titanium oxide, zinc oxide or iron oxide, or mixtures thereof, more particularly titanium dioxide (amorphous or rutile and/or anatase crystalline), zinc oxide and mixtures thereof. Particularly preferably, the inorganic UV-screening agent is _TiO2 .

These metal oxides may be in the form of particles having an average primary particle size generally less than 200 nm. Advantageously, the metal oxide particles used have an average primary particle size of 0.15 μm or less.

These metal oxides may also be in the form of layers, preferably multilayers, generally having an average thickness of less than 0.2 μm.

The inorganic UV filters according to the invention preferably have an average primary particle size of >5 nm and <200 nm. According to one particularly preferred embodiment of the invention, the particle size preferably ranges from 10 nm to 150 nm.

According to one embodiment of the invention, the inorganic UV filter may be a nanopigment based on titanium oxide.

Inorganic UV filters may be coated or uncoated.

Coated inorganic UV filters are pigments which have undergone one or more surface treatments of chemical, electronic, mechanochemical and/or mechanical properties, which surface treatments are, for example, Cosmetics & Toiletries, 1990 February, 105, 53-64, such as amino acids, beeswax, fatty acids, fatty alcohols, anionic surfactants, lecithin, sodium, potassium, zinc, iron or aluminum salts of fatty acids, Metal alkoxide (titanium or aluminum alkoxide), polyethylene, silicone, protein (collagen, elastin), alkanolamine, silicon oxide, metal oxide or sodium hexametaphosphate.

Preferably, the inorganic UV filter can be selected from coated or uncoated titanium dioxide.

[Surfactant]
The composition according to the invention may further comprise at least one surfactant. Two or more surfactants can be used. Thus, a single type of surfactant or a combination of different types of surfactants can be used.

Any surfactant can be used for the present invention. Surfactants can be selected from the group consisting of anionic surfactants, amphoteric surfactants, cationic surfactants, and nonionic surfactants. Two or more surfactants can be used in combination. Thus, a single type of surfactant or a combination of different types of surfactants can be used.

According to one embodiment of the invention, the amount of surfactant is 0.01-20% by weight, preferably 0.05-10% by weight, more preferably It can range from 0.1 to 5% by weight.

(i) Anionic Surfactant The composition may contain at least one anionic surfactant. Two or more anionic surfactants may be used in combination.

Anionic surfactants include (C6 _{- C30} ) alkyl sulfates, (C6 _{- C30} ) alkyl ether sulfates, (C6 _{- C30} ) alkyl amide ether sulfates, alkylaryl polyether sulfates, Monoglyceride Sulfonates; (C6 _{- C30} ) Alkyl Sulfonates, (C6 _{- C30} ) Alkyl Amido Sulfonates, (C6 _{- C30} ) Alkyl Aryl Sulfonates, α-Olefin Sulfonates, Paraffin Sulfonates; (C6 _{- C30} ) (C6-C30) alkyl phosphates; (C6 _{- C30} ) alkyl sulfosuccinates, (C6 _{- C30} ) alkyl ether sulfosuccinates, (C6 _{- C30} ) alkyl amide sulfosuccinates; (C6 _- C30) alkyl sulfosuccinates; ₃₀ ) Alkyl sulfoacetate; (C6 _{- C24} ) acyl sarcosinate; (C6 _{- C24} ) acyl glutamate; (C6 _{- C30} ) alkyl polyglycoside carboxylic acid ether; (C6 _{- C30} ) alkyl Polyglycoside sulfosuccinates; (C6 _{- C30} ) alkyl sulfosuccinamates; (C6 _{- C24} ) acyl isethionates; N- ₍ C6 _{- C24} ) acyl _taurate ; fatty acid salts; coconut oil salts or hydrogenated coconut oil salts; (C8 _{- C20} ) acyl lactylates; (C6- _C30 ) alkyl-D _- galactoside _uronates ; C ₃₀ ) alkyl ether carboxylates; polyoxyalkylenated (C ₆ -C ₃₀ ) alkyl aryl ether carboxylates; and polyoxyalkylenated (C ₆ -C ₃₀ ) alkyl amide ether carboxylates; and corresponding acids. is preferably selected from the group consisting of the form

In at least one embodiment, the anionic surfactant is in the form of salts such as salts of alkali metals, such as sodium; salts of alkaline earth metals, such as magnesium; ammonium salts; amine salts; be. Depending on the conditions, they may also be in the acid form.

Anionic surfactants are (C6 _{- C30} ) alkyl sulfates, (C6 _{- C30} ) alkyl ether sulfates or chlorinated or non-chlorinated polyoxyalkylenated (C6 _{- C30} ) More preferably it is selected from alkyl ether carboxylic acids.

(ii) Amphoteric Surfactant The composition may comprise at least one amphoteric surfactant. Two or more amphoteric surfactants may be used in combination.

Amphoteric or zwitterionic surfactants are for example (non-limiting list) amine derivatives, such as aliphatic secondary or tertiary amines, and optionally quaternized amine derivatives. wherein the aliphatic group contains from 8 to 22 carbon atoms and contains at least one water-solubilizing anionic group (e.g., carboxylate, sulfonate, sulfate, phosphate, or phosphonate). A chain or branched chain.

Amphoteric surfactants can preferably be selected from the group consisting of betaines and amidoamine carboxylated derivatives.

The amphoteric surfactant is preferably selected from betaine-type surfactants.

Betaine-type amphoteric surfactants are preferably alkylbetaines, alkylamidoalkylbetaines, sulfobetaines, phosphobetaines and alkylamidoalkylsulfobetaines, especially (C ₈ -C ₂₄ )alkylbetaines, (C ₈ -C ₂₄ ) selected from the group consisting of alkylamido(C ₁ -C ₈ )alkylbetaines, sulfobetaines, and (C ₈ -C ₂₄ )alkylamido(C ₁ -C ₈ )alkylsulfobetaines; In one embodiment, the betaine-type amphoteric surfactants are (C8- _C24 )alkylbetaines, ₍ C8 _{- C24} )alkylamido ₍ C1 _- C8)alkylsulfobetaines, sulfobetaines, and phosphobetaines. is selected from

Non-limiting examples that may be mentioned include cocobetaine, laurylbetaine, cetylbetaine, coco/oleamidopropylbetaine, cocamidopropylbetaine, palmitamidopropylbetaine, stearamidopropylbetaine, alone or as a mixture. , under the names cocamidoethylbetaine, cocamidopropylhydroxysultaine, oleamidopropylhydroxysultaine, cocohydroxysultaine, laurylhydroxysultaine, and cocosultaine, CTFA International Cosmetic Ingredient Dictionary & Handbook, 15th Edition, 2014. Includes compounds classified in

Betaine-type amphoteric surfactants are preferably alkylbetaines and alkylamidoalkylbetaines, especially cocobetaines and cocamidopropylbetaines.

Among the amidoamine carboxylated derivatives are those sold under the name Miranol, described in U.S. Pat. Products classified in 1982 (the disclosure of which is incorporated herein by reference) can be mentioned and have the following respective structures:
R1 _- CONHCH2CH2 _- N ⁺ ( _R2 )(R3) _{( CH2COO-} ⁾ M ₊ X- ⁽ B1 ⁾
[In the formula,
R ₁ represents the alkyl group, heptyl, nonyl or undecyl group of the acid R ₁ -COOH present in the hydrolyzed coconut oil,
R ₂ represents a β-hydroxyethyl group,
R ₃ represents a carboxymethyl group,
M ⁺ denotes cationic ions derived from alkali metals such as sodium; ammonium ions; or ions derived from organic amines,
X ⁻ is an organic or inorganic anionic ion such as halide, acetate, phosphate, nitrate, alkyl (C ₁ -C ₄ ) sulfate, alkyl (C ₁ -C ₄ )- or alkyl ( C ₁ -C ₄ ) aryl-sulfonate ions, in particular methyl sulfate and ethyl sulfate ions, or M ⁺ and X ⁻ are absent];
R1' _{- CONHCH2CH2 -} N(B)(C) (B2)
[In the formula,
R ₁ ' is an alkyl group of the acid R ₁ '-COOH present in coconut oil or hydrolyzed linseed oil, an alkyl group such as a _C7 , _C9 , _C11 or _C13 alkyl group, a _C17 alkyl group and isoform, or showing an unsaturated C ₁₇ group,
_B represents _-CH2CH2OX ',
C represents -( _CH2 ) _z -Y', z = 1 or 2,
X' represents a _{-CH2 -} COOH group, _{-CH2 - COOZ} ', -CH2CH2-COOH, -CH2CH2 _- COOZ' or a hydrogen atom;
Y' represents -COOH, -COOZ', -CH2-CHOH- _SO3Z ', _-CH2 -CHOH- _SO3H group or _{-CH2 -} CH(OH)-SO3 _- Z'group; ,
Z' represents an ion of an alkali or alkaline earth metal such as sodium, an ion derived from an organic amine, or an ammonium ion];
as well as
_Ra'' -NH-CH(Y'')-( _CH2 ) _n -C(O)-NH-( _CH2 ) _n' -N(Rd)(Re) (B'2)
[In the formula,
Y'' is -C(O)OH, -C(O)OZ'', _-CH2 -CH(OH)-SO3H or _{-CH2 -} CH(OH)-SO3 _- Z'' where Z'' represents a cationic ion derived from an alkali metal or alkaline earth metal such as sodium, an ion derived from an organic amine, or an ammonium ion,
Rd and Re represent a C ₁ -C ₄ alkyl or C ₁ -C ₄ hydroxyalkyl group,
R _a″ represents an acid-derived C ₁₀ -C ₃₀ alkyl group or alkenyl group,
n and n' independently denote an integer from 1 to 3].

Amphoteric surfactants having formulas B1 and B2 are (C8- _C24 )-alkylamphomonoacetates, (C8 _{- C24} ) _{alkylamphodiacetates} , (C8 _{- C24} )alkylamphomonopropionates , and (C ₈ -C ₂₄ )alkyl amphodipropionates.

These compounds are disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphopropionate, disodium caprylamphodipropionate, capryloane disodium It is classified in the CTFA dictionary, 5th edition, 1993 under the names disodium hodipropionate, lauroamphodipropionic acid, and cocoamphodipropionic acid.

As an example, mention may be made of the cocoamphodiacetate sold under the trade name Miranol® C2M Concentrate by the company Rhodia Chimie.

Among the compounds of formula (B'2), mention may be made of diethylaminopropyl cocoaspartamide sodium (CTFA) marketed under the name CHIMEXANE HB by the company CHIMEX.

(iii) Cationic surfactant The composition may contain at least one cationic surfactant. Two or more cationic surfactants may be used in combination.

Cationic surfactants can be selected from the group consisting 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 include, but are not limited to:
of the following general formula (B3):

[In the formula,
R ₁ , R ₂ , R ₃ and R ₄ may be the same or different and contain from 1 to 30 carbon atoms and optionally heteroatoms such as oxygen, nitrogen, sulfur and halogen. straight and branched chain aliphatic groups including, for example, alkyl, alkoxy, C ₂ -C ₆ polyoxyalkylene, alkylamido, (C ₁₂ -C ₂₂ )alkylamido (C ₂ -C ₆ ) aliphatic groups, which can be selected from alkyl, (C ₁₂ -C ₂₂ )alkyl acetate, and hydroxyalkyl groups; and aromatic groups such as aryl and alkylaryl, where X ⁻ is a halide ion, acid ions, acetate ions, lactate ions, (C ₂ -C ₆ )alkylsulphate ions, and alkyl- or alkylaryl-sulphonate ions];
Quaternary ammonium salts of imidazolines, for example those of formula (B4) below:

[In the formula,
R5 is selected from alkenyl and alkyl groups containing ₈ to 30 carbon atoms, such as beef tallow or coconut fatty acid derivatives,
R ₆ is selected from hydrogen, C ₁ -C ₄ alkyl groups, and alkenyl and alkyl groups containing 8 to 30 carbon atoms;
_R7 is selected from C1 _{- C4} alkyl groups,
R ₈ is selected from hydrogen and C ₁ -C ₄ alkyl groups;
X ⁻ is selected from halide, phosphate, acetate, lactate, alkylsulfate, alkylsulfonate, and alkylarylsulfonate. _In one embodiment R ₅ and R ₆ are a mixture of groups selected from alkenyl and alkyl groups, e.g. containing 12 to 21 carbon atoms, e.g. , R ₈ is hydrogen. Examples of such products include Quaternium-27 (CTFA, 1997) and Quaternium-83 (CTFA, 1997) sold under the name "Rewoquat®" W75, W90, W75PG and W75HPG by Witco. years)];
Di- or tri-quaternary ammonium salts of formula (B5):

[In the formula,
R9 is selected from aliphatic groups containing ₁₆ to 30 carbon atoms,
R ₁₀ is selected from hydrogen or an alkyl group containing 1 to 4 carbon atoms or a -(CH ₂ ) ₃ (R _16a )(R _17a )(R _18a )N ⁺ X- _- group;
R ₁₁ , R ₁₂ , R ₁₃ , R ₁₄ , R _16a , R _17a and R _18a , which may be the same or different, are selected from hydrogen and alkyl groups containing 1 to 4 carbon atoms; is,
X ⁻ is selected from halide, acetate, phosphate, nitrate, ethylsulfate, and methylsulfate]
An example of such a diquaternary ammonium salt is FINQUAT CT-P (Quaternium-89) or FINQUAT CT (Quaternium-75) from FINETEX;
and quaternary ammonium salts containing at least one ester function, such as those of formula (B6) below:

[In the formula,
R ₂₂ is selected from C ₁ -C ₆ alkyl groups and C ₁ -C ₆ hydroxyalkyl and dihydroxyalkyl groups;
_R23 is
The following groups:

, linear and branched, saturated and unsaturated C ₁ -C ₂₂ hydrocarbon-based radicals R ₂₇ , and hydrogen;
_R25 is
The following groups:

, linear and branched, saturated and unsaturated C ₁ -C ₆ hydrocarbon-based radicals R ₂₉ , and hydrogen;
R ₂₄ , R ₂₆ and R ₂₈ , which may be the same or different, are selected from linear and branched, saturated and unsaturated C ₇ -C ₂₁ hydrocarbon-based radicals;
r, s, and t, which may be the same or different, are selected from integers ranging from 2 to 6;
each of r1 and t1, which may be the same or different, is 0 or 1, r2+r1=2r and t1+t2=2t,
y is selected from integers ranging from 1 to 10,
x and z, which may be the same or different, are selected from integers ranging from 0 to 10;
X ⁻ is selected from simple and complex, organic and inorganic anions, provided that the sum x+y+z ranges from 1 to 15, and when x is 0, R ₂₃ is R ₂₇ and z is 0, R ₂₅ is provided that R ₂₉ is shown. R ₂₂ can be selected from linear and branched alkyl groups. In one embodiment, R ₂₂ is selected from linear alkyl groups. In another embodiment R ₂₂ is selected from methyl, ethyl, hydroxyethyl and dihydroxypropyl groups, such as methyl and ethyl groups. In one embodiment, the sum x+y+z ranges from 1 to 10. When _R23 is a hydrocarbon-based group _R27 , it may be long-chain and contain 12 to 22 carbon atoms, or short-chain and contain 1 to 3 carbon atoms. good too. When _R25 is a hydrocarbon-based group R29, it may contain, for example, ₁ to 3 carbon atoms. As a non-limiting example, in one embodiment, R ₂₄ , R ₂₆ and R ₂₈ can be the same or different, linear and branched, saturated and unsaturated C ₁₁ -C ₂₁ hydrocarbon-based radicals, such as linear and branched, saturated and unsaturated C ₁₁ -C ₂₁ alkyl and alkenyl radicals. In another embodiment, x and z are the same or different and are 0 or 1. In one embodiment, y is equal to one. In another embodiment r, s and t may be the same or different and are equal to 2 or 3, eg equal to 2. The anions X ⁻ can be selected, for example, from halide ions, such as chloride, bromide and iodide; and C ₁ -C ₄ alkylsulphates, such as methylsulphate. However, methanesulfonate, phosphate, nitrate, tosylate, anions derived from organic acids such as acetate and lactate, and all other anions compatible with ammonium containing ester functional groups may be used in the present invention. Other non-limiting examples of anions that can be used in accordance with the invention. In one embodiment, the anion X ⁻ is selected from chloride and methylsulfate].

In another embodiment, the ammonium salt of formula (B6) [wherein
R ₂₂ is selected from methyl and ethyl groups,
x and y are equal to 1,
z is equal to 0 or 1,
r, s, and t are equal to 2,
_R23 is
The following groups:

, methyl, ethyl, and _C14 - _C22 hydrocarbon-based radicals, hydrogen;
_R25 is
The following groups:

, and hydrogen,
R ₂₄ , R ₂₆ and R ₂₈ , which may be the same or different, are linear and branched, saturated and unsaturated C ₁₃ -C ₁₇ hydrocarbon-based radicals, such as linear chain. selected from linear and branched, saturated and unsaturated C ₁₃ -C ₁₇ alkyl and alkenyl groups] can be used.

In one embodiment, the hydrocarbon-based group is linear.

Non-limiting examples of compounds of formula (B6) that may be mentioned include diacyloxyethyl-dimethylammonium, diacyloxyethyl-hydroxyethyl-methylammonium, monoacyloxyethyl-dihydroxyethyl-methylammonium, triacyloxyethyl- Included are salts of methylammonium, monoacyloxyethyl-hydroxyethyl-dimethyl-ammonium, such as chlorides and methylsulfates, and mixtures thereof. In one embodiment, the acyl group may contain 14 to 18 carbon atoms and may be derived, for example, from vegetable oils such as palm oil and sunflower oil. If the compound contains several acyl groups, these groups may be the same or different.

These products are, for example, the direct esterification of optionally oxyalkylenated triethanolamine, triisopropanolamine, alkyldiethanolamine, or alkyldiisopropanolamine to fatty acids or to mixtures of fatty acids of vegetable or animal origin. or by transesterifying their methyl esters. This esterification is followed by alkyl halides such as methyl and ethyl halides; dialkyl sulfates such as dimethyl and diethyl sulfate; methyl methanesulfonate; methyl para-toluenesulfonate; glycol chlorohydrin; It may be quaternized using an alkylating agent selected from hydrins.

Such compounds are known, for example, by Cognis under the name Dehyquart®, by Stepan under the name Stepanquat®, by Ceca under the name Noxamium® and by Rewo-Goldschmidt It is marketed under the name "Rewoquat® WE 18".

Other non-limiting examples of ammonium salts that can be used in compositions according to the present invention include ammonium salts containing at least one ester functionality as described in U.S. Pat. Nos. 4,874,554 and 4,137,180. is included.

Among the abovementioned quaternary ammonium salts that can be used in the compositions according to the invention are those corresponding to formula (I), for example tetraalkylammonium chlorides, such as dialkyldimethylammonium chlorides and alkyltrimethyl chlorides. ammonium (the alkyl group of which contains about 12 to 22 carbon atoms) such as behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride and benzyldimethylstearylammonium chloride; palmitylamidopropyltrimethylammonium chloride; and stearamidopropyldimethyl(myristyl acetate) ammonium chloride sold under the name "Ceraphyl® 70" by Van Dyk.

According to one embodiment, the cationic surfactants that can be used in the composition according to the invention are behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, quaternium-83, quaternium-87, quaternium-22, behenyl chloride is selected from amidopropyl-2,3-dihydroxypropyldimethylammonium, palmitylamidopropyltrimethylammonium chloride, and stearamidopropyldimethylamine;

(iv) Nonionic surfactant The composition comprises at least one nonionic surfactant. Two or more nonionic surfactants may be used in combination.

Nonionic surfactants are compounds that are well known per se (see, for example, in this regard, "Handbook of Surfactants" by MR Porter, Blackie & Son Publishers, Glasgow and London, 1991, 116-1991). See page 178). They can thus be chosen, for example, from alcohols, α-diols, alkylphenols and esters of fatty acids, these compounds being ethoxylated, propoxylated or glycerolated, for example from 8 to 30 carbon atoms, the number of ethylene oxide or propylene oxide groups can range from 2 to 50, and the number of glycerol groups can range from 1 to 30. Maltose derivatives may also be mentioned. copolymers of ethylene oxide and/or propylene oxide; condensates of ethylene oxide and/or propylene oxide with fatty alcohols; polyethoxylated fatty amides containing, for example, 2 to 30 mol of ethylene oxide; Polyglycerolated fatty amides containing glycerol groups; ethoxylated fatty acid esters of sorbitan containing ₂ to ₃₀ mol of ethylene oxide; ethoxylated oils of vegetable origin; fatty acid esters of sucrose; fatty acid esters of polyethylene glycol; polyethoxylated fatty acid mono- or diesters of alkyl polyglycosides; N-(C6 _{- C24} )alkylglucamine derivatives; amine oxides such as ₍ C10 _- C14)alkylamine oxides or N- ₍ C10 _- C14). Acylaminopropyl morpholine oxide; silicone surfactants; and mixtures thereof can also be mentioned without limitation.

The nonionic surfactant can preferably be selected from monooxyalkylenated, polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants. The oxyalkylene units are more particularly oxyethylene or oxypropylene units or combinations thereof, preferably oxyethylene units.

Examples of monooxyalkylenated or polyoxyalkylenated nonionic surfactants that may be mentioned include the following, alone or in mixtures:
monooxyalkylenated or polyoxyalkylenated (C8 _{- C24} ) alkylphenols,
saturated or unsaturated, linear or branched, _{monooxyalkylenated} or polyoxyalkylenated C8- _C30 alcohols,
saturated or unsaturated, linear or branched, _{monooxyalkylenated} or polyoxyalkylenated C8- _C30 amides,
Esters of saturated or unsaturated, linear or branched C8 _{- C30} acids with polyalkylene glycols,
monooxyalkylenated or polyoxyalkylenated esters of saturated or unsaturated, linear or branched C8 _{- C30} acids with sorbitol,
saturated or unsaturated, monooxyalkylenated or polyoxyalkylenated vegetable oils;
Especially condensates of ethylene oxide and/or propylene oxide.

The surfactant preferably contains between 1 and 100, most preferably between 2 and 50 moles of ethylene oxide and/or propylene oxide. According to one embodiment of the invention, the polyoxyalkylenated nonionic surfactants are polyoxyethylenated fatty alcohols (polyethylene glycol ethers of fatty alcohols) and polyoxyethylenated fatty esters (polyethylene glycol of fatty acids). esters).

Examples of polyoxyethylenated saturated fatty alcohols ₍ or C8- _C30 alcohols) that may be mentioned include ethylene oxide adducts of lauryl alcohol, especially those containing from 9 to 50 oxyethylene units, more particularly 10 to 12 oxyethylene units (CTFA names laureth-10 to laureth-12); ethylene oxide adducts of behenyl alcohol, especially those containing 9 to 50 oxyethylene units (CTFA names beheneth -9 to beheneth-50); ethylene oxide adducts of cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol), especially those containing from 10 to 30 oxyethylene units (CTFA names ceteareth-10 to ceteareth-30); ); ethylene oxide adducts of cetyl alcohol, especially those containing 10 to 30 oxyethylene units (CTFA names ceteth-10 to ceteth-30); ethylene oxide adducts of stearyl alcohol, especially those containing 10 to 30 oxyethylene units. containing ethylene units (CTFA names steareth-10 to steareth-30); ethylene oxide adducts of isostearyl alcohol, especially those containing 10 to 50 oxyethylene units (CTFA names isosteareth-50); and mixtures thereof.

Examples of polyoxyethylenated unsaturated fatty alcohols ₍ or C8- _C30 alcohols) that may be mentioned include ethylene oxide adducts of oleyl alcohol, especially those containing from 2 to 50 oxyethylene units, more particularly those containing 10 to 40 oxyethylene units (CTFA names Oleth-10 through Oleth-40); and mixtures thereof.

As examples of monoglycerolated or polyglycerolated nonionic surfactants, monoglycerolated or polyglycerolated C ₈ -C ₄₀ alcohols are preferably used.

In particular monoglycerolated or polyglycerolated C ₈ -C ₄₀ alcohols correspond to the formula:
RO-[ _CH2 -CH( _CH2OH )-O] _m -H or RO-[CH( _CH2OH ) _-CH2O ] _m -H
[wherein R represents a linear or branched C ₈ -C ₄₀ , preferably C ₈ -C ₃₀ alkyl or alkenyl group, m ranges from 1 to 30, preferably from 1.5 to 10; represents a number].

Examples of suitable compounds in connection with the present invention are lauryl alcohol (INCI name: polyglyceryl-4 lauryl ether) containing 4 mol of glycerol, lauryl alcohol containing 1.5 mol of glycerol, oleyl containing 4 mol of glycerol Alcohol (INCI name: polyglyceryl-4 oleyl ether), oleyl alcohol containing 2 mol of glycerol (INCI name: polyglyceryl-2 oleyl ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol , oleocetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.

Alcohol may represent a mixture of alcohols in the same way that the value of m represents a statistic, which means that in commercial products several species of polyglycerolated fatty alcohols may coexist in the form of mixtures. means that

Among monoglycerolated or polyglycerolated alcohols, C8/ _C10 alcohols containing _{1 mol} glycerol, C10/C12 alcohols containing ₁ mol glycerol, and _C12 alcohols containing 1.5 mol glycerol. It is preferred to use

Monoglycerolated or polyglycerolated C8 _{- C40} fatty esters have the formula
R'O-[ _CH2 -CH ₍ CH2OR''')-O] _m -R'' or R'O-[CH(CH2OR''')- _CH2O ] _{m -} R''
[wherein each of R′, R″ and R′″ is independently a hydrogen atom or a linear or branched C ₈ -C ₄₀ , preferably C ₈ -C ₃₀ alkyl represents a -CO- or alkenyl-CO- group with the proviso that at least one of R', R'' and R''' is not a hydrogen atom and m is from 1 to 30, preferably represents a number in the range 1.5 to 10]
can be equivalent to

Examples of polyoxyethylenated fatty esters that may be mentioned are ethylene oxide adducts of esters of lauric acid, palmitic acid, stearic acid or behenic acid, and mixtures thereof, especially containing from 9 to 100 oxyethylene units. PEG-9 to PEG-50 laurate (CTFA name: PEG-9 to PEG-50 laurate); PEG-9 to PEG-50 palmitate (CTFA name: PEG-9 to PEG-50 palmitate) PEG-9 to PEG-50 stearate (CTFA name: PEG-9 stearate to PEG-50 stearate); PEG-9 to PEG-50 palmitostearate; PEG-9 to PEG behenate -50 (CTFA name: PEG-9 behenate to PEG-50 behenate); polyethylene glycol 100 EO monostearate (CTFA name: PEG-100 stearate); and mixtures thereof.

According to one embodiment of the invention, the nonionic surfactant comprises a polyol and a saturated or unsaturated chain containing, for example, 8 to 24 carbon atoms, preferably 12 to 22 carbon atoms. and polyoxyalkylenated derivatives thereof containing preferably 10 to 200, more preferably 10 to 100 oxyalkylene units, such as C ₈ -C ₂₄ , preferably C ₁₂ -C _{22 Glyceryl esters} of fatty acids and polyoxyalkylenated derivatives thereof containing preferably ₁₀ to 200, more preferably ₁₀ to 100 oxyalkylene units; Sorbitol esters and polyoxyalkylenated derivatives thereof containing preferably 10 to 200, more preferably ₁₀ to 100 oxyalkylene units; sugars of C8 _{- C24} , preferably C12- _C22 fatty acids ( sucrose, maltose, glucose, fructose and/or alkylglyco) esters and polyoxyalkylenated derivatives thereof containing preferably 10 to 200, more preferably 10 to 100 oxyalkylene units; ethers of fatty alcohols ethers of sugars and _{C8-C24, preferably C12-C22 fatty alcohols ;} and mixtures thereof.

As glyceryl esters of fatty acids, list glyceryl stearate (mono-, di-, and/or glyceryl tristearate) (CTFA name: glyceryl stearate), glyceryl laurate or glyceryl ricinoleate, and mixtures thereof. and their polyoxyalkylenated derivatives include mono-, di-, or tri-esters of fatty acids with polyoxyalkylenated glycerols (mono-, di-, or tri-esters of fatty acids with polyalkylene glycol ethers of glycerol). ester), preferably polyoxyethylenated glyceryl stearate (mono-, di-, and/or tristearate), such as PEG-20 glyceryl stearate (mono-, di-, and/or tristearate) can do.

Mixtures of these surfactants, such as products containing glyceryl stearate and PEG-100 stearate, marketed under the name ARLACEL 165 by the company Uniqema, and stearins, marketed under the name TEGIN by the company Goldschmidt. Products containing glyceryl acid (glyceryl mono- and distearate) and potassium stearate (CTFA name: glyceryl stearate SE) and the like can also be used.

Sorbitol esters of C8 _{- C24} fatty acids and their polyoxyalkylenated derivatives include sorbitan palmitate, sorbitan isostearate, sorbitan trioleate, and esters of fatty acids and alkoxylated sorbitan containing, for example, 20 to 100 EO, such as sorbitan monostearate (CTFA name: sorbitan stearate) marketed by the company ICI under the name Span 60, sorbitan monopalmitate marketed under the name Span 40 by the company ICI (CTFA name: sorbitan palmitate), and sorbitan tristearate 20 EO sold under the name Tween 65 by ICI (CTFA name: Polysorbate 65), polyethylene sorbitan trioleate (Polysorbate 85), or under the trade name Tween 20 or Tween 60 by Uniqema. It can be selected from commercially available compounds.

Esters of fatty acids and glucose or alkylglucose include glucose palmitate, alkylglucose sesquistearate, such as methylglucose sesquistearate, alkylglucose palmitate, such as methylglucose palmitate or ethylglucose palmitate, methylglucoside fatty esters, methyl Diesters of glucoside and oleic acid (CTFA name: methylglucose dioleate), mixed esters of methylglucoside and a mixture of oleic acid/hydroxystearate (CTFA name: methylglucose dioleate/hydroxystearate), of methylglucoside and isostearic acid Ester (CTFA name: methyl glucose isostearate), ester of methylglucoside and lauric acid (CTFA name: methyl glucose laurate), mixture of mono- and diesters of methylglucoside and isostearic acid (CTFA name: methyl glucose sesqui-isostearate) ), mixtures of mono- and diesters of methyl glucoside and stearic acid (CTFA name: methyl glucose sesquistearate), in particular the product marketed under the name Glucate SS by the company AMERCHOL, and mixtures thereof. .

Ethoxylated ethers of fatty acids and glucose or alkylglucose include, for example, ethoxylated ethers of fatty acids and methylglucose, in particular polyethylene glycol ethers of diesters of methylglucose and stearic acid having about 20 mol of ethylene oxide (CTFA name: PEG distearate -20 methyl glucose), for example the product marketed under the name Glucam E-20 distearate by the company AMERCHOL, a polyethylene glycol ether (CTFA) of a mixture of mono- and diesters of methyl-glucose and stearic acid with about 20 moles of ethylene oxide. name: PEG-20 methyl glucose sesquistearate), in particular the product marketed under the name Glucamate SSE-20 by the company AMERCHOL and that marketed under the name Grillocose PSE-20 by the company GOLDSCHMIDT, and mixtures thereof can be enumerated.

Sucrose esters may include, for example, saccharose palmito-stearate, saccharose stearate, and saccharose monolaurate.

As sugar ethers alkyl polyglucosides can be used, for example decyl glucosides, such as the product marketed under the name MYDOL 10 by Kao Chemicals, the product marketed under the name PLANTAREN 2000 by Henkel, and the product marketed under the name ORAMIX NS 10 by the company Seppic, caprylyl/capryl glucoside, for example the product marketed under the name ORAMIX CG 110 by the company Seppic or LUTENSOL GD 70 by the company BASF, lauryl glucoside, e.g. the products marketed under the names PLANTAREN 1200 N and PLANTACARE 1200 by the company Henkel, coco-glucosides, e.g. the products marketed under the name PLANTACARE 818/UP by the company Henkel, optionally mixed with cetostearyl alcohol. cetostearyl glucosides, such as those marketed by the company Seppic under the name MONTANOV 68, by Goldschmidt under the name TEGO-CARE CG90 and by Henkel under the name EMULGADE KE3302, arachidyl glucosides, such as MONTANOV 202 by the company Seppic. in the form of a mixture of arachidyl and behenyl alcohols and arachidyl glucosides marketed under the name of Cocoyl ethyl glucoside, e.g. a mixture with cetyl and stearyl alcohols marketed under the name MONTANOV 82 by Seppic (35/65) and mixtures thereof may be mentioned in particular.

Mixtures of glycerides of alkoxylated vegetable oils such as mixtures of ethoxylated (200 EO) palm and copra (7 EO) glycerides may also be mentioned.

Nonionic surfactants according to the invention preferably contain alkenyl or branched C ₁₂ -C ₂₂ acyl chains, eg oleyl or isostearyl groups. More preferably, the nonionic surfactant according to the invention is PEG-20 glyceryl triisostearate.

According to one embodiment of the invention, the nonionic surfactant is a copolymer of ethylene oxide and propylene oxide, in particular of the formula
HO _{( C2H4O} ) _{a ( C3H6O} ) _{b ( C2H4O} ) _cH
[wherein a, b, and c are integers such that a+c ranges from 2 to 100 and b ranges from 14 to 60]
and mixtures thereof.

According to one embodiment of the invention, the nonionic surfactant can be selected from silicone surfactants. Non-limiting mention may be made of those disclosed in documents US-A-5364633 and US-A-5411744.

The silicone surfactant preferably has formula (I)

[In the formula,
R ₁ , R ₂ and R ₃ are each independently a C ₁ -C ₆ alkyl group or -(CH ₂ ) _x -(OCH ₂ CH ₂ ) _y -(OCH ₂ CH ₂ CH ₂ ) _z -OR ₄ groups, wherein at least one of the R ₁ , R ₂ , or R ₃ groups is not an alkyl group and R ₄ is hydrogen, an alkyl group, or an acyl group;
A is an integer in the range 0 to 200,
B is an integer in the range 0 to 50, provided that A and B are not simultaneously equal to 0;
x is an integer in the range 1 to 6,
y is an integer in the range 1 to 30,
z is an integer in the range 0 to 5]
may be a compound of

According to one preferred embodiment of the invention, in the compound of formula (I), the alkyl group is a methyl group, x is an integer ranging from 2 to 6, y is is an integer.

Examples of silicone surfactants of formula (I) include formula (II)

[Where A is an integer ranging from 20 to 105, B is an integer ranging from 2 to 10, and y is an integer ranging from 10 to 20]
can be mentioned.

Examples of silicone surfactants of formula (I) include formula (III)
H-( _OCH2CH2 ) _y- ( _CH2 ) ₃ -[( _CH3 ) _2SiO ] _A' -( _CH2 ) _{3- ( OCH2CH2} ) _{y -} OH(III)
[wherein A' and y are integers ranging from 10 to 20]
can also be mentioned.

Compounds of the invention that can be used are those marketed by Dow Corning under the names DC 5329, DC 7439-146, DC 2-5695 and Q4-3667. Compounds DC 5329, DC 7439-146, and DC 2-5695 are compounds of formula (II) wherein A is 22, B is 2, and y is 12; compounds of formula (II) wherein A is 27, B is 3 and y is 12;

Compound Q4-3667 is a compound of formula (III) where A is 15 and y is 13.

[Other ingredients]
Compositions according to the invention may also comprise at least one optional or additional ingredient.

Optional or additional ingredients include anionic, cationic, nonionic or amphoteric polymers; thickeners; inorganic UV filters; peptides and their derivatives; protein hydrolysates; antidandruff agents; natural or synthetic oil thickeners; suspending agents; sequestering agents; opacifiers; dyes; vitamins or provitamins; can be selected from the group.

The compositions according to the invention may comprise one or more cosmetically acceptable organic solvents, which are alcohols, especially monohydric alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol and phenylethyl alcohol. diols such as ethylene glycol, propylene glycol, and butylene glycol; other polyols such as glycerol, sugars, and beta; and ethers such as ethylene glycol monomethyl, monoethyl, and monobutyl ether, propylene glycol monomethyl, monoethyl, and monobutyl ether, and butylene glycol monomethyl, monoethyl, and monobutyl ether.

In this case, the organic solvent may be present in a concentration of 0.01% to 20%, preferably 0.1% to 10%, more preferably 1% to 5% by weight relative to the total weight of the composition. .

[form]
The form of the composition according to the present invention is not particularly limited, and can take various forms such as W/O emulsion, O/W emulsion, aqueous gel, and aqueous solution. The composition according to the invention is preferably in the form of an emulsion, more preferably an O/W emulsion.

[Preparation]
Compositions according to the present invention can be prepared by conventionally mixing the above essential and optional ingredients.

[Cosmetic method and use]
The compositions according to the invention can preferably be used as cosmetic compositions. The cosmetic composition may be any one of skin cosmetics, hair cosmetics, make-up cosmetics, cosmetics for use on mucous membranes such as lips, etc., and is preferably skin cosmetics.

In particular, the composition according to the invention may be intended for application to keratinous substances such as the skin, scalp and/or lips, preferably the skin. The compositions according to the invention can therefore be used for cosmetic procedures for the skin.

Since the composition according to the invention comprises components (a), (b) and (c), it can provide a cooling effect.

A cosmetic method or use for keratinous material, such as skin, according to the invention comprises at least the step of applying a composition according to the invention to the keratinous material.

In one embodiment, the present invention provides a method for providing a long-lasting cooling or re-cooling effect on a keratinous material, such as the skin, comprising the step of applying a composition according to the present invention onto the keratinous material. for a method comprising at least

In one embodiment, the present invention provides a method for providing sufficient immediate, long-lasting cooling, and re-cooling effects on a keratinous material, e.g., the skin, comprising: to a method comprising at least the step of applying a composition according to

The present invention also provides
(a) at least one endothermic substance;
(b) at least one compound selected from menthol and its derivatives;
(c) the use of a combination with at least one compound selected from cyclodextrin and its derivatives in a composition, wherein the composition has a long-lasting cooling or re-cooling effect, preferably sufficient It also relates to the use to be able to provide immediate cooling effect, long lasting cooling effect and re-cooling effect.

The cooling effect provided by the composition according to the present invention is the combination of components (a), (b) and (c), considering all of the immediate cooling effect, the long-lasting cooling effect and the re-cooling effect. It may enhance or improve, preferably synergistically, compared to the cooling effect provided by a composition lacking either one.

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. The following examples are presented as non-limiting illustrations of the field of the invention.

(Example 1 and Comparative Examples 1 to 3)
The following compositions according to Example 1 and Comparative Examples 1-3 shown in Table 1 were prepared by mixing the ingredients shown in Table 1 at room temperature. All numerical values for amounts of ingredients given in Table 1 are based on "% by weight" as active ingredients.

[evaluation]
The compositions according to Example 1 and Comparative Examples 1-3 were evaluated as follows.

(sensory evaluation)
Four expert panelists demonstrated "immediate cooling effect", "sustained cooling effect" and "re-cooling effect" by using equal amounts of each of the compositions according to Example 1 and Comparative Examples 1-3. evaluated.

The term "immediate cooling effect" means a cooling sensation immediately after application of each of the compositions according to Example 1 and Comparative Examples 1-3 to the skin.

The term "long-lasting cooling effect" means a cooling sensation that lasts for a certain period of time, eg several hours, after application of each of the compositions according to Example 1 and Comparative Examples 1-3 to the skin.

The term "re-cooling effect" means a cooling sensation that is restored by spraying an equal amount of water in the form of a mist onto the skin after the cooling effect has been lost.

After the panelists rated the above effects from 0 (poor) to 3 (very good), they were classified into the following 3 categories based on the average of the ratings.
Good: 2.0 to 3.0
Fair: 1.0 to less than 2.0 Poor: 0 to less than 1.0

Table 1 shows the results.

(Temperature drop effect)
Each of the compositions according to Example 1 and Comparative Examples 1-3 was coated on a polypropylene sheet to form a layer with a thickness of 200 μm. The layer on the polypropylene sheet was dried at room temperature for 24 hours. The initial temperature of the dried film was measured with an infrared thermal imaging camera (InfReC R300SR manufactured by Nippon Avionics Co., Ltd.). After spraying 0.07 g of water onto the dry film three times, the temperature of the film was measured again with the same infrared thermal imaging camera to determine the temperature of the film after water spraying. The temperature difference was obtained by the formula: initial temperature of dry membrane - temperature of membrane after spraying with water. The temperature difference (lowering temperature) is shown in the row of "temperature lowering effect" in Table 1.

The composition according to Example 1, containing all of the above components (a), (b) and (c), exhibited sufficient and good immediate cooling effect, sustained cooling effect and re-cooling effect, and the composition Greatly reduces the temperature of the object to which it is applied.

The composition according to Comparative Example 1, which contained only components (a) and (c) above and no component (b) above, exhibited less immediate cooling and re-cooling effects. Although the composition according to Comparative Example 1 contained cyclodextrin and xylitol, the sustained cooling effect provided by this composition was poor.

The composition according to Comparative Example 2, which contained only components (a) and (b) above, but did not contain component (c) above, exhibited poor sustained cooling and re-cooling effects.

The composition according to Comparative Example 3, which contained only components (b) and (c) above, but did not contain component (a) above, exhibited a lesser recooling effect. Although the composition according to Comparative Example 2 contained menthoxypropanediol, the sustained cooling effect provided by this composition was poor.

Claims (12)

(a) at least one endothermic substance ;
(b) menthoxypropanediol, and
(c) at least one compound selected from cyclodextrin and its derivatives
including
(a) the endothermic substance is selected from the group consisting of mannitol, erythritol, xylitol, and mixtures thereof;
The amount of the (a) endothermic substance is 0.01 to 30% by mass relative to the total mass of the composition,
The amount of (b) menthoxypropanediol is 0.001 to 20% by mass relative to the total mass of the composition,
The amount of the (c) compound is 0.01 to 30% by mass relative to the total mass of the composition,
cosmetic composition . The composition according to claim 1 , wherein the amount of (a) endothermic material in the composition is 0.1-20% by weight relative to the total weight of the composition. The composition according to claim 1 or 2 , wherein the amount of (b) menthoxypropanediol in the composition is from 0.01 to 10% by weight relative to the total weight of the composition. A composition according to any one of claims 1 to 3 , wherein (c) the compound is selected from α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin and mixtures thereof, preferably β-cyclodextrin. thing. A composition according to any one of claims 1 to 4 , wherein the amount of compound (c) in the composition is 0.1-20% by weight relative to the total weight of the composition. 6. The composition of any one of claims 1-5 , further comprising (d) water. 7. The composition according to claim 6 , wherein the amount of (d) water in the composition is from 10% to 80% by weight relative to the total weight of the composition. 8. The composition according to any one of claims 1 to 7 , further comprising (e) at least one oil. 9. The composition of any one of claims 1-8 , further comprising (f) at least one UV filter. 10. A composition according to claim 8 or 9 in the form of an emulsion. A cosmetic method for keratinous substances , comprising the step of applying a composition according to any one of claims 1 to 10 to keratinous substances. (a) at least one endothermic substance ;
(b) menthoxypropanediol, and
(c) at least one compound selected from cyclodextrin and its derivatives
in a composition to enable the composition to provide sufficient immediate cooling, long lasting cooling and re-cooling effects , comprising:
(a) the endothermic substance is selected from the group consisting of mannitol, erythritol, xylitol, and mixtures thereof;
The amount of the (a) endothermic substance is 0.01 to 30% by mass relative to the total mass of the composition,
The amount of (b) menthoxypropanediol is 0.001 to 20% by mass relative to the total mass of the composition,
Use wherein the amount of the compound (c) is 0.01 to 30% by mass relative to the total mass of the composition .