CARE COMPOSITION OF KERATINOUS MATERIALS

FR3141855B1Active Publication Date: 2025-08-22LOREAL SA
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Patent Information

Application Number
FR2022011864
Authority / Receiving Office
FR · FR
Patent Type
Patents
Current Assignee / Owner
Priority Date
2022-09-30
Filing Date
2022-11-15
Publication Date
2025-08-22
Estimated Expiration
2042-11-15
Patent Text Reader

Abstract

COMPOSITION FOR CARE OF KERATINOUS MATERIALS The present invention relates to a composition for care of keratinous materials, comprising: (i) carrageenan; (ii) at least one alkoxylated silicone phosphate; and (iii) at least one C-glycoside. The present invention also relates to a non-therapeutic method for caring for keratinous materials, comprising the application of said composition to the keratinous materials. Figure for abstract: none
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Description

Title of the invention: CARE COMPOSITION FOR KERATINOUS MATERIALS Technical field

[0001] The present invention relates to a cosmetic composition. In particular, the present invention relates to a composition for caring for keratinous materials. The present invention also relates to a non-therapeutic method for caring for keratinous materials. STATE OF THE ART

[0002] The skin is the protective barrier of the human body. It protects the inside of the body from physical injuries (such as trauma) and biological injuries (such as those caused by bacteria, viruses, or fungi).

[0003] The development of formulations dedicated to skin and / or lip care is ongoing.

[0004] In the cosmetic industry, hydroxypropyl tetrahydropyrantriol is a well-known ingredient that can immediately improve skin quality, achieve good hydration and rejuvenate skin after prolonged use.

[0005] For example, WO2013034855A2 discloses a combination of carrageenan and C-glycoside and uses thereof. The combination can be used to improve the barrier function or biomechanical properties of the skin.

[0006] Recently, consumers have become increasingly demanding when it comes to improving skin quality.

[0007] In order to meet the higher requirement, a higher concentration of hydroxypropyl tetrahydropyrantriol is added to some cosmetic products to achieve higher anti-aging efficacy, but it will bring unpleasant skin feeling during application.

[0008] It is desirable to have cosmetic products that are effective against aging while being able to provide a good skin feel during application. Summary of the invention

[0009] The inventors have now discovered that it is possible to formulate compositions that are effective against aging while being able to provide a good skin sensation during application.

[0010] Consequently, according to a first aspect, the present invention provides a composition for caring for keratinous materials, comprising:

[0011] (i) carrageenan;

[0012] (ii) at least one alkoxylated silicone phosphate; and

[0013] (iii) at least one C-glycoside selected from the compounds of formula (I): X—R (I) C--- / ©

[0014] in which:

[0015] - R represents a saturated C 1 to C 10 alkyl radical, in particular C 1 to C 4 which can optionally be substituted by at least one radical selected from OH, COOH or COOR"2, R"2 being a saturated C1-C4 alkyl radical,

[0016] - S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in the form of pyranose and / or furanose and of the L and / or D series, said monosaccharide or polysaccharide possibly being substituted by a hydroxyl group which is necessarily free and optionally one or more optionally protected amine functional groups, and

[0017] - X represents a radical selected from the groups -CO-, -CH(OH)-, -CH(NH2)-, -CH(NHCH2CH2CH2OH)-, -CH(NHPh)- and -CH(CH3)- and in particular a radical -CO-, -CH(OH)- or -CH(NH2)- and more particularly a radical -CH(OH)-,

[0018] the S-CH2-X bond represents a bond of C-anomeric nature, which can be a or [3,

[0019] as well as their physiologically acceptable salts, their solvates, such as hydrates and their optical and geometric isomers.

[0020] The inventors have discovered that the composition of the present invention is effective against aging while being able to provide a good skin sensation during application.

[0021] According to a second aspect, the present invention provides a non-therapeutic method for caring for keratinous materials, comprising applying the composition according to the first aspect of the present invention to the keratinous materials.

[0022] Other advantages of the present invention will appear more clearly on reading the description and examples which follow. DETAILED DESCRIPTION OF THE INVENTION

[0023] Unless otherwise indicated, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art in the field to which the present invention relates. Where the definition of a term in the present invention conflicts with the meaning commonly understood by those skilled in the art in the field to which the present invention relates, the definition described herein shall apply.

[0024] In the following and unless otherwise indicated, the limits of a range of values ​​are included in this range, in particular in the expressions “between...and...” and “from... to .. ».

[0025] Furthermore, the expression “at least one” used in the present description is equivalent to the expression “one or more”.

[0026] Throughout the present application, the term "comprising" should be interpreted to encompass all specifically mentioned features as well as optional, additional, and unspecified features. As used herein, the term "comprising" also discloses the embodiment in which no features other than the specifically mentioned features are present (i.e., "consisting of").

[0027] Unless otherwise indicated, all numerical values ​​expressing an amount of ingredients and the like that are used in the description and claims are to be understood as being modified by the term "about". Accordingly, unless otherwise indicated, the numerical values ​​and parameters described herein are approximate values ​​that may be changed depending on the desired objective, if necessary.

[0028] For the purposes of the present invention, the term "keratinous materials" is intended to cover human skin and mucous membranes such as the lips. Facial skin is most particularly studied according to the present invention.

[0029] In the present invention, all percentages, unless otherwise indicated, denote a percentage by weight.

[0030] According to the first aspect, the present invention provides a composition for caring for keratinous materials, comprising:

[0031] (i) carrageenan;

[0032] (ii) at least one alkoxylated silicone phosphate; and

[0033] (iii) at least one C-glycoside. Carrageenan

[0034] According to the first aspect, the composition of the present invention comprises carrageenan.

[0035] Carrageenans are sulfated polysaccharides that constitute the cell walls of various red algae, from which they can be obtained. Among these red algae, mention may be made, but are not limited to, Kappaphycus alvarezii, Eucheuma denticulatum, Eucheuma spinosum, Chondrus crispus, Be-taphycus gelatinum, Gigartina skottsbergii, Gigartina canaliculata, Sarcothalia crispata, Mazzaella laminaroides, Hypnea musciformis, Mastocarpus stellatus and Irea cordata.

[0036] Carrageenans comprise long galactan chains formed by disaccharide units. These polysaccharides are composed of alternating (1 —>3) [3-D-galactopyranose (G unit) and (1—>4) a-galactopyranose (D unit) or 3,6-anhydro-a-galactopyranose (AnGal unit). Each sugar unit can be sulfated one or more times in position 2, 3, 4, or 6. Methyl and pyruvic acid groups, as well as other sugar units, can also be found grafted onto the basic structures described above. Carrageenans were first subdivided into subfamilies based on their solubility in KCl, then according to the number and position of sulfate groups and the presence of 3', 6'-anhydro bridges on galacto-pyranosyl residues. At least 15 carrageenans are listed, the structure of which depends on the original seaweed and the extraction method.Among the most common, we can mention the following carrageenans: q-carrageenan ((1—>3) [3-D-galactopyranose-4-sulfate-( 1 —>4)-aD- galactopyranose-6-sulfate), K-carrageenan ((1—>3) [3-D-galactopyranose-4-sulfate-(l—>4) 3,6- anhydro-aD-galactopyranose), v-carrageenan ((1—>3) [3-D-galactopyranose-4-sulfate-( 1 —>4)- aD-galactopyranose-2,6-disulfate), r-carrageenan ((1—>3) [3-D-galactopyranose-4-sulfate- (1—>4) 3,6-anhydro-aD-galactopyranose-2-sulfatesulfate)), [3-D-galactopyranose-2-sulfate-(1 —> 4) 3,6 anhydro-aD-galactopyranose-2-sulfate.

[0037] These carrageenans can be obtained in the form of mixtures of different structures such as, in a non-limiting manner, mixtures of the forms k[3, kl and Kq.

[0038] The carrageenans which can be used can be selected in particular from carrageenans of type q, K, v, l or X, and their mixtures in all proportions, preferably of type X.

[0039] Carrageenans which are particularly suitable for use in the invention are lambda, kappa or iota form carrageenans, their hybrids and their mixtures in all proportions. In particular, X-form, K-form and / or l-form carrageenans, or their mixtures, will be used.

[0040] The carrageenans of the present invention may be used in acid form or in salified form. Acceptable salts which may be mentioned in a non-limiting manner include lithium, sodium, potassium, calcium, zinc and ammonium salts or salts obtained with an organic base counterion, such as a primary, secondary or tertiary alkylamine (C1-C6), in particular triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may thus comprise, for example, one or more alcohol functions; in particular, amino-2-methyl-2-propanol, triethanolamine and dimethylamino-2-propanol may be mentioned. Lysine or 3-(dimethylamino)propylamine may also be mentioned. These sulfated polysaccharides may also comprise a mixture of counterions among those defined above in a non-limiting manner.

[0041] The molecular weight of the carrageenans which are useful for the present invention is between 300 and 100 x 106 daltons. Their molecular weight is preferably between 10 x 103 Da and 10 x 106 Da.

[0042] The sulfur content of the carrageenans is preferably between 5% and 25% (calculated on a weight basis relative to the total weight of the carrageenan) and more preferably between 7% and 20%. The carrageenans may in particular have a sulfur content of approximately 15% to 20%.

[0043] Preferably, the carrageenans used in the invention mainly comprise lambda (X) forms, or are in lambda (X) form. The term "mainly" means that the percentage of this type of chain in the composition of the product is greater than or equal to 50%, this proportion possibly being greater than or equal to 80% in certain embodiments. These carrageenans may be those sold under the names SATIAGUM™ VPC 410 by the company Cargill.

[0044] Preferably, the carrageenan is present in the composition according to the present invention in an amount ranging from 0.05% by weight to 15% by weight, preferably from 0.1% by weight to 10% by weight, and more preferably from 0.1% by weight to 5% by weight, relative to the total weight of the composition. Alkoxylated silicone phosphates

[0045] According to the first aspect, the composition of the present invention comprises at least one alkoxylated silicone phosphate.

[0046] Alkoxylated silicone phosphates suitable for use in the composition of the present invention are selected from silicone compounds comprising at least one phosphate group and at least one alkoxylated chain. Such silicone phosphates may be selected from those which are water-soluble, oil-soluble, water-dispersible and / or soluble in organic solvents.

[0047] The at least one phosphate group in the alkoxylated silicone phosphates of the present invention may be selected from terminal phosphate groups and pendant phosphate groups.

[0048] Further, the at least one phosphate group may be selected from groups of the formula -OP(O)(OH)2, groups of the formula -OP(O)(OH)(OR) and groups of the formula -OP(O)(OR)2, where R may be selected from H, inorganic cations and organic cations. Non-limiting examples of inorganic cations include alkali metals, such as potassium, lithium, and sodium. A non-limiting example of an organic cation is at least one additional silicone compound which may be the same as or different from the at least one silicone compound bonded to the other oxygen of the phosphate group.

[0049] Preferably, the alkoxylated silicone phosphate is selected from: silicone compounds of formula (A) and their salts: ÇH3 ch3' çh3“ çh3 R-Si— 1 0~Si O-Si— -O-Si-R CH3 RR' ch3 ab (HAS) (Vil)

[0050] in which:

[0051] a is an integer ranging from 0 to 200;

[0052] b is an integer ranging from 2 to 500;

[0053] R is selected from -OH, and alkyl groups containing from 1 to 9 atoms of carbon;

[0054] R' is represented by the formula (B):

[0055] -R"-(EO)C -(PO)d -(EO)e -R”' (B)

[0056] in which

[0057] R" is selected from alkylene groups containing from 1 to 10 carbon atoms

[0058] c, d and e, which may be the same or different, are each integers ranging from 0 to 20 provided that the sum c + d + e is at least equal to 1;

[0059] R'" is a phosphate group selected from groups of formula -OP(O)(OH)2, groups of formula -OP(O)(OH)(OR1) and groups of formula -OP(O)(OR1)2, where RI is selected from hydrogen, inorganic cations and organic cations.

[0060] More preferably, the alkoxylated silicone acid is selected from dimethicone PEG-8 phosphate, dimethicone PEG-7 phosphate and combinations thereof.

[0061] Non-limiting examples of suitable alkoxylated silicone phosphates include those commercially available from Phoenix Chemical, Inc. of New Jersey under the name Pecosil®, such as Pecosil® PS-100, Pecosil® PS-112, Pecosil® PS-150, Pecosil® PS-200, Pecosil® WDS-100, Pecosil® WDS-200, Pecosil® PS-100 B and Pecosil® PS-100 K, those commercially available from LUBRIZOL Company under the name SILSENSE PE-200L SILICONE, and those commercially available from Siltech Company under the name Silphos A-100 and Silphos A-150. Other non-limiting examples of suitable alkoxylated silicone phosphates include those described in U.S. Pat. Nos. 5,070,171, 5,093,452 and 5,149,765, the disclosures of which are incorporated herein by reference.

[0062] Advantageously, the alkoxylated silicone phosphate is present in the composition according to the present invention in an amount ranging from 0.1% by weight to 20% by weight, preferably from 0.5% by weight to 10% by weight, and more preferably from 1% by weight to 5% by weight, relative to the total weight of the composition. C-glycosides

[0063] According to the first aspect, the composition of the present invention comprises at least one C-glycoside selected from the components of formula (I):

[0064] in which:

[0065] - R represents a saturated C 1 to C 10 alkyl radical, in particular C 1 to C 4 which can optionally be substituted by at least one radical selected from OH, COOH or COOR"2, R"2 being a saturated C1-C4 alkyl radical,

[0066] - S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in the form of pyranose and / or furanose and of the L and / or D series, said monosaccharide or polysaccharide possibly being substituted by a hydroxyl group which is necessarily free and optionally one or more optionally protected amine functional groups, and

[0067] - X represents a radical selected from the groups -CO-, -CH(OH)-, -CH(NH2)-, -CH(NHCH2CH2CH2OH)-, -CH(NHPh)- and -CH(CH3)- and in particular a radical -CO-, -CH(OH)- or -CH(NH2)- and more particularly a radical -CH(OH)-,

[0068] the S-CH2-X bond represents a bond of C-anomeric nature, which can be α or [3,

[0069] as well as their physiologically acceptable salts, their solvates, such as hydrates and their optical and geometric isomers.

[0070] The C-glycosides used for implementing the invention are in particular those for which R denotes a saturated linear alkyl radical of C1 to C6, in particular C1 to C4, preferably C1 to C2 and more preferably, a methyl radical.

[0071] Among the alkyl groups suitable for implementing the invention, mention may in particular be made of methyl, ethyl, isopropyl, n-propyl, n-butyl, t-butyl, isobutyl, sec-butyl, pentyl, n-hexyl, cyclopropyl, cyclopentyl or cyclohexyl groups.

[0072] According to one embodiment of the invention, it is possible to use a C-glycoside corresponding to formula (I) for which S can represent a monosaccharide or a polysaccharide comprising up to 6 sugar units, in the form of pyranose and / or furanose and of the L and / or D series, said monosaccharide or polysaccharide having at least one necessarily free hydroxyl functional group and / or optionally one or more necessarily protected amine functional groups, X and R retaining moreover all the definitions given above.

[0073] Advantageously, a monosaccharide of the invention may be selected from D-glucose, D-galactose, D-mannose, D-xylose, D-lyxose or L-fucose, L-arabinose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, D-iduronic acid, N-acetyl-D-glucosamine or N-acetyl-D-galactosamine and advantageously denotes D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose and in particular D-xylose.

[0074] More particularly, a polysaccharide of the invention comprising up to 6 sugar units may be selected from D-maltose, D-lactose, D-cellobiose, D-maltotriose, a disaccharide combining a uronic acid selected from D-iduronic acid or D-glucuronic acid with a hexosamine selected from D-galactosamine, D-glucosamine, N-acetyl-D-galactosamine or N-acetyl-D-glucosamine, an oligosaccharide comprising at least one xylose which may advantageously be selected from xylobiose, methyl-[3-xylobioside, xy-lotriose, xylotetraose, xylopentaose and xylohexaose, and in particular xylobiose, which is composed of two xylose molecules linked by a 1-4 bond.

[0075] More particularly, S may represent a monosaccharide selected from D-glucose, D-xylose, L-fucose, D-galactose or D-maltose and in particular D-xylose.

[0076] Preferably, a C-glycoside of formula (I) is used for which:

[0077] - R denotes an unsubstituted linear Cr C4 alkyl radical, in particular Cr C2, in particular a methyl radical;

[0078] - S represents a monosaccharide as described above and selected in particular among D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose, and in particular D-xylose;

[0079] - X represents a group selected from a group -CO-, -CH(OH)- or -CH(NH2 )- and, preferably, a group - CH(OH)-.

[0080] Acceptable salts of the compounds described in the present invention include conventional non-toxic salts of said compounds, such as those formed from organic or inorganic acids. Examples that may be mentioned are salts of inorganic acids such as sulfuric acid, hydrochloric acid. Also that may be mentioned are salts of organic acids, which may comprise one or more carboxylic, sulfonic or phosphonic acid groups. Also that may be mentioned are propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.

[0081] When the compound of formula (I) comprises an acid group, the neutralization of the acid group(s) may be carried out with an inorganic base, such as LiOH, NaOH, KOH, Ca(OH)2, NH4OH, Mg(OH)2 or Zn(OH)2, or with an organic base, such as a primary, secondary or tertiary alkylamine, for example triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may thus comprise, for example, one or more alcohol functional groups; in particular, mention may be made of 2-amino-2-methylpropanol, triethanolamine, 2-(dimethylamino)propanol or 2-amino-2-(hydroxymethyl)-1,3-propanediol. Mention may also be made of lysine or 3-(dimethylamino)propylamine.

[0082] Solvates that are acceptable for the compounds described in the present invention include conventional solvates, such as those formed during the final stage of preparation of said compounds due to the presence of solvents. Mention may be made, by way of example, of solvates due to the presence of water or linear or branched alcohols, such as ethanol or isopropanol.

[0083] Of course, according to the invention, a C-glycoside corresponding to formula (I) can be used alone or in a mixture with other C-glycosides and in any proportion.

[0084] A C-glycoside which is suitable for the invention can in particular be obtained by the synthetic method described in WO 02 / 051828.

[0085] In particular, by way of non-limiting illustration of the C-glycoside compounds which are particularly suitable for the invention, the following compounds may be mentioned:

[0086] - C-[3-D-xylopyranoside-n-propane-2-one,

[0087] - CaD-xylopyranoside-n-propane-2-one,

[0088] - C-[3-D-xylopyranoside-2-hydroxypropane,

[0089] - Ca-D-xylopyranoside-2-hydroxypropane,

[0090] - l-(C-[3-D-fucopyranoside)propane-2-one,

[0091] - l-(CaD-fucopyranoside)propan-2-one,

[0092] - l-(C-[3-L-fucopyranoside)propane-2-one,

[0093] - l-(C-a-L-fucopyranoside)propane-2-one,

[0094] - l-(C-[3-D-fucopyranoside)-2-hydroxypropane,

[0095] - l-(C-a-D-fucopyranoside)-2-hydroxypropane,

[0096] - l-(C-[3-L-fucopyranoside)-2-hydroxypropane,

[0097] - l-(C-a-L-fucopyranoside)-2-hydroxypropane,

[0098] - l-(C-[3-D-glucopyranosyl)-2-hydroxypropane,

[0099] - l-(C-a-D-glucopyranosyl)-2-hydroxypropane,

[0100] - l-(C-[3-D-galactopyranosyl)-2-hydroxypropane,

[0101] - l-(C-a-D-galactopyranosyl)-2-hydroxypropane,

[0102] - l-(C-[3-D-fucofuranosyl)propane-2-one,

[0103] - l-(C-a-D-fucofuranosyl)propane-2-one,

[0104] - l-(C-[3-L-fucofuranosyl)propane-2-one,

[0105] - l-(C-a-L-fucofuranosyl)propane-2-one,

[0106] - C-P-D-maltopyranoside-n-propane-2-one,

[0107] - C-a-D-maltopyranoside-n-propane-2-one,

[0108] - C-[3-D-maltopyranoside-2-hydroxypropane,

[0109] - CaD-maltopyranoside-2-hydroxypropane, their isomers and their mixtures.

[0110] According to one embodiment, C-[3-D-xylopyranoside-2-hydroxypropane or CaD-xylopyranoside-2-hydroxypropane and better still C-[3-D-xylopyranoside-2-hydroxypropane can advantageously be used for the preparation of a composition according to the invention.

[0111] According to a specific embodiment, the C-glycoside may be C-[3-D-xylopyranoside-2-hydroxypropane (or hydroxypropyl tetrahydropyrantriol) provided as a solution containing 70% by weight of active material in water and propylene glycol.

[0112] Advantageously, the C-glycoside is present in the composition according to the present invention in an amount ranging from 0.1% by weight to 40% by weight, preferably from 0.5% by weight to 25% by weight, and more preferably from 1% by weight to 15% by weight, relative to the total weight of the composition.

[0113] Unexpectedly, the inventors discovered that carrageenan and alkoxylated silicone phosphate, in particular, dimethicone PEG-7 phosphate, work together to enhance the anti-aging efficacy of C-glycoside, in particular hydroxypropyl tetrahydropyrantriol, to provide better anti-aging efficacy, while this combination may further provide better skin feel during application. Anti-redness active ingredients

[0114] Preferably, the composition according to the present invention comprises an anti-redness active ingredient.

[0115] Examples of anti-redness active ingredients include madecassoside, saccharide isomerate, palmitoyl tripeptide-8, panthenol, olea europaea (olive) leaf extract, mentha piperita (peppermint) extract, leontopodium alpinum extract, dipotassium glycyrrhizate, acetyl dipeptide-1 cetyl ester, acetyl tetrapeptide-15, boswellia serrata extract, sodium palmitoyl proline (and) nymphaea alba flower extract.

[0116] In some embodiments, the composition of the present invention comprises at least one anti-redness active ingredient selected from madecassoside, saccharide isomerate, palmitoyl tripeptide-8, panthenol, olea europaea (olive) leaf extract, Mentha piperita (peppermint) extract, leontopodium alpinum extract, dipotassium glycyrrhizate, acetyl cetyl ester dipeptide-1, acetyl tetrapeptide-15, boswellia serrata extract, sodium palmitoyl proline (and) nymphaea alba flower extract, and a combination thereof.

[0117] In some embodiments, the composition of the present invention comprises a leontopodium alpinum extract, in particular, a leontopodium alpinum callus culture extract, as an anti-redness active ingredient.

[0118] If present, advantageously, the anti-redness active ingredient is present in the composition according to the present invention in an amount ranging from 0.01% by weight to 20%, preferably from 0.1% by weight to 10% by weight, and more preferably from 0.5% by weight. % to 5% by weight, relative to the total weight of the composition. Truffle extracts

[0119] Preferably, the composition of the present invention comprises a truffle extract.

[0120] Truffle is the common name given to the edible fruiting body of an ectomycorrhizal ascomyscete fungus that takes a more or less globular shape. The fungus can produce several truffles.

[0121] The truffle(s) that can be used in the context of the invention are preferably truffles of the genus Tuber, of the Tuberaceae family, of the Pezizales order. There are more than a hundred species. Among these, we can mention in particular the black truffle (Périgord) (Tuber melanosporum), the white truffle (Piedmont) (Tuber magnatum), the white truffle (summer) (Tuber aestivum), the winter truffle (Tuber Brumale), the bianchetto truffle (Tuber borchiï) or even Chinese truffles (Tuber sinensis clTuber indicum).

[0122] According to a particular embodiment, the truffle(s) used in the context of the invention are selected from white truffles and black truffles. According to a preferred embodiment, the truffle(s) used in the context of the invention are the black truffle (Périgord) (Tubermelanosporum), the white truffle (summer) (Tube-raestivum), or a mixture of the two.

[0123] In the context of the invention, the truffle extract(s) may in particular be obtained from an extraction solvent using an extraction technique selected from among the extraction techniques well known in the prior art.

[0124] Generally, the extraction solvent is chosen from water, water-soluble or water-miscible solvents (hydrophilic solvents) and mixtures thereof.

[0125] Among the hydrophilic solvents, mention may be made in particular of substantially linear or branched lower monoalcohols having from 1 to 8 carbon atoms, such as ethanol, propanol, butanol, isopropanol or isobutanol; polyols, such as propylene glycol, isoprene glycol, butylene glycol, propylene glycol, glycerol, sorbitol, polyethylene glycols and their derivatives; and mixtures thereof.

[0126] When the extraction solvent is water, the truffle extract is said to be aqueous.

[0127] When the extraction solvent is a substantially linear or branched lower monoalcohol having from 1 to 8 carbon atoms, the truffle extract is said to be alcoholic.

[0128] When the extraction solvent is a polyol, the truffle extract is said to be glycolic.

[0129] When the extraction solvent is a mixture of water and one or more mo substantially linear or branched lower alcohols having from 1 to 8 carbon atoms, the extract is said to be aqueous-alcoholic.

[0130] When the extraction solvent is a mixture of water and one or more polyols, the extract is said to be aqueous-glycolic.

[0131] In the context of the invention, the truffle extract(s) are obtained from an extraction solvent comprising water. The truffle extract(s) are then aqueous, aqueous-alcoholic or aqueous-glycolic. Preferably, the truffle extract(s) are aqueous or aqueous-glycolic.

[0132] If it is present, advantageously, the truffle extract is present in the composition according to the present invention in an amount ranging from 0.01% by weight to 15%, preferably from 0.05% by weight to 10% by weight and more preferably from 0.05% by weight to 5% by weight, relative to the total weight of the composition. Aqueous phase

[0133] The composition of the present invention may comprise an aqueous phase.

[0134] Said aqueous phase comprises water.

[0135] Preferably, the aqueous phase comprises an organic solvent miscible with water (at room temperature at 25°C) selected from ethanol, glycols and polyols having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, and preferably having from 2 to 6 carbon atoms, such as glycerin, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, diethylene glycol; and mixtures thereof, so as to provide a hydration effect.

[0136] If it is present, advantageously, the water-miscible organic solvent selected from ethanol, glycols and polyols is present in the composition in an amount ranging from 0.5% by weight to 20% by weight, preferably from 1% by weight to 10% by weight, relative to the total weight of the composition.

[0137] Preferably, the aqueous phase of the composition of the present invention comprises water, ethanol and glycerin.

[0138] If it is present, advantageously, the aqueous phase is present in an amount ranging from 50% by weight to 95% by weight, preferably from 70% by weight to 90% by weight, relative to the total weight of the composition. Oily phase

[0139] The composition of the present invention may comprise an oily phase.

[0140] Said oily phase comprises an oil.

[0141] The oil may be volatile or non-volatile.

[0142] The term "oil" means a non-aqueous, water-immiscible compound that is liquid at room temperature (25°C) and atmospheric pressure (760 mmHg). The term "non-volatile oil" means an oil that can remain on keratinous materials at room temperature and atmospheric pressure for at least several hours and that in particular has a vapor pressure of less than 103 mmHg (0.13 Pa). A non-volatile oil may also be defined as having an evaporation rate such that, under the conditions defined above, the amount evaporated after 30 minutes is less than 0.07 mg / cm2.

[0143] Oils can be of vegetable, mineral or synthetic origin.

[0144] Said oil can be selected from hydrocarbon, silicone or fluorinated oils.

[0145] The term "hydrocarbon-based oil" means an oil formed essentially, or even consisting of, carbon and hydrogen atoms, and optionally of O and N atoms, and free of Si and F heteroatoms. Such an oil may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.

[0146] The expression "silicone oil" means an oil containing at least one silicon atom, in particular containing Si-O groups.

[0147] The expression "fluorinated oil" means an oil containing at least one fluorine atom.

[0148] Preferably, the oil is selected from hydrocarbon-based oils and silicone oils, such as dimethicone.

[0149] If it is present, advantageously, the oily phase is present in the composition of the present invention in an amount ranging from 1% by weight to 20% by weight, preferably from 2% by weight to 10% by weight, relative to the total weight of the composition of the present invention. Additional cosmetic active ingredients

[0150] The composition of the present invention may comprise one or more additional cosmetic active ingredients other than C-glycoside, anti-redness active ingredients and truffle extract.

[0151] As examples of cosmetic active ingredients, mention may be made of vitamins such as vitamin A (retinol), vitamin E (tocopherol), vitamin C (ascorbic acid), vitamin B5 (panthenol), vitamin B3 (niacinamide), and derivatives of said vitamins (in particular esters) and mixtures thereof; urea; caffeine; salicylic acid and derivatives thereof; alpha-hydroxy acids such as lactic acid or glycolic acid and derivatives thereof; sunscreens; extracts algae, fungi, plants, yeasts and bacteria; enzymes; other moisturizing agents such as hydroxyethylurea, agents acting on microcirculation and their mixtures.

[0152] It is easy for a person skilled in the art to adjust the amount of the additional cosmetic active ingredient based on the end use of the composition according to the present invention. Additional adjuvants or additives

[0153] The composition of the present invention may also comprise conventional cosmetic adjuvants or additives, for example, surfactants, perfumes, preservatives (for example, chlorophenesin and phenoxyethanol) and bactericides, pH regulators (for example, citric acid), thickeners (such as xanthan gum and a carbomer), and mixtures thereof.

[0154] A person skilled in the art can select the amount of additional adjuvants or additives so as not to negatively impact the final use of the composition according to the present invention.

[0155] According to a particularly preferred embodiment, the present invention provides a care composition for keratinous materials comprising, relative to the total weight of the composition:

[0156] i) from 0.1% by weight to 5% by weight of carrageenan;

[0157] (ii) from 1% by weight to 5% by weight of at least one alkoxylated silicone phosphate selected from dimethicone PEG-8 phosphate, dimethicone PEG-7 phosphate and combinations thereof;

[0158] (iv) from 1% by weight to 15% by weight of at least one C-glycoside selected from C-[3-D-xylopyranoside-2-hydroxypropane or CaD-xylopyranoside-2-hydroxypropane, and combinations thereof;

[0159] (iv) from 0.5% by weight to 5% by weight of leontopodium alpinum callus culture extract; and

[0160] (iv) from 0.05% by weight to 5% by weight of tuber aestivum extract. Dosage form and process

[0161] The composition of the present invention may be in the form of an emulsion, such as a gel, cream or lotion.

[0162] The composition of the present invention can be used for the care of keratinous materials.

[0163] According to the second aspect, the present invention provides a non-therapeutic method for caring for keratinous materials, comprising applying the composition according to the first aspect of the present invention to the keratinous materials.

[0164] The following examples serve to illustrate the present invention without, however, being limiting nature. EXAMPLES

[0165] The main raw materials used, trade names and their suppliers are listed in Table 1.

[0166] [Tables 1] INCI name Trade name Supplier HYDROXYPROPYL TETRAHY- DROPYRANTRIOL MEXORYL SCS NOVEAL CARRAGEENAN SATIAGUM™ VPC 410 CARGILL DIMETHICONE PEG-7 PHOSPHATE SILSENSE® PE-200L SILICONE LUBRIZOL LEONTOPODIUM ALPINUM CALLUS CULTURE EXTRACT MAJESTEM™ SEDERMA (CRODA) TUBER AESTIVUM EXTRACT WHITE TRUFFEE EXTRACT PG CRODAROM DIMETHICONE BELSIL® DM 350 WACKER CARBOMER SYNTHALEN® K 3V SQUALANE NEOSSANCE™ SQUALANE AMYRIS PHENOXYETHANOL PROTECTOL® PE CO BASF ETHANOL ABSOLUTE ETHANOL ANHUI ANTE FOOD GLYCERIN BP GLYCERIN ORGANIC CHEMICAL COR PORATION TRIETHANOL AMINE TRIETANOLAMINA 99 OXITENO Inventive Example 1 and Comparative Examples 1-2

[0167] The compositions of inventive examples (E1.) 1 and comparative examples (EC.) 1 to 2 were prepared according to the amounts given in Table 2. The amount of each component is given in % by weight of the total weight of the composition containing it.

[0168] [Tables2] INCI NAME Cosmetic type ELI EC.l EC.2 DIMETHICONE Silicon 2.00 2.00 2.00 GLYCERIN Solvent 5.00 5.00 5.00 CARBOMER Polymer 0.30 0.30 0.30 SQUALANE Fatty compound 0.50 0.50 0.50 PHENOXYETHANOL Preservative 0.50 0.50 0.50 ETHANOL Solvent 5.00 5.00 5.00 CARRAGEENAN Polymer 0.10 / 0.10 DIMETHICONE PEG-7 PHOSPHATE Surfactant 2.00 2.00 / HYDROXYPROPYL TE- TRAHYDROPYRANTRIOL Active compound 7.00 7.00 7.00 LEONTOPODIUM ALPINUM CALLUS CULTURE EXTRACT Active compound 1 1 1 TUBER AESTIVUM EXTRACT Active compound 0.101 0.101 0.101 TRIETHANOL AMINE Neutralizer 0.25 0.25 0.25 WATER Solvent QS100 QS100 QS100

[0169] The composition of inventive example 1 is the composition according to the present invention.

[0170] The composition of Comparative Example 1 does not include carrageenan.

[0171] The composition of Comparative Example 2 does not include silicone phosphate. alkoxylated.

[0172] Preparation process:

[0173] The compositions listed above were prepared as follows, taking as an example the composition of Inventive Example 1:

[0174] 1). addition of water, glycerin, phenoxyethanol, carbomer and carrageenan in a main container and heating to 75°C with stirring to obtain a uniform mixture;

[0175] 2). cooling the uniform mixture to about 60°C in the main container;

[0176] 3). premix of dimethicone and squalane in another container with stirring to obtain a uniform oily phase; and transfer of the oily phase into the main container when the temperature of the uniform mixture in the main container is about 60°C, stirring for 10 minutes to obtain a uniform combination;

[0177] 4). cooling the uniform combination from 60°C to 30°C;

[0178] 5). adding triethanolamine to the main container when the temperature in the main container is 40°C;

[0179] 6). addition of hydroxypropyl tetrahydropyrantriol, dimethicone PEG-7 phosphate, of Leontopodium alpinum callus culture extract, of Tuber aestivum extract in the container at a temperature below 40 °C with stirring,

[0180] 7). addition of ethanol below 30°C with stirring to obtain the composition of inventive example 1. Assessment Viscosity

[0181] The viscosity of a composition was measured at 25°C during preparation using a Rheomat 100 Plus viscometer equipped with an M2 spindle, the measurement being carried out after 10 minutes of rotation of the spindle in a composition (time after which stabilization of the viscosity and the rotation speed of the spindle is observed), at a shear rate of 200 revolutions per minute. Stability

[0182] Stability was assessed as follows:

[0183] 1) pouring 40 ml of the sample into a 60 ml glass bottle and pre preparation of 7 bottles for each composition to be tested;

[0184] 2) placing a bottle under UV light (for a UV test), a bottle at room temperature, one bottle in a refrigerator at 4^C, one bottle in an oven at 37 ^C, one bottle in an oven at 45^ and one bottle in an oven at 55 (for stability tests at different temperatures), and one bottle in an oven with temperature cycling from -20 to 20^C (for cycle stability); and

[0185] 3) observation of the appearance of the samples after 24 hours for the stability test UV, 2 months for stability tests at room temperature, 4^C, 37 and 45 ^C, 1 week for stability test at 55 ^C, or 10 days for cycle stability test.

[0186] The stability of a composition will be evaluated as stable if its appearance, color and odor do not show any visible change, and if its viscosity and pH as well as the particle sizes of emulsified droplets do not change by more than 7% after all the stability tests mentioned above, otherwise it will be evaluated as unstable.

[0187] The results on viscosity and stability of each composition prepared above were summarized in Table 3.

[0188] [Tables3] Properties ELI EC. 1 EC. 2 Viscosity (UD) 40 40 40 Stability Stable Stable Stable

[0189] Cosmetic performance (anti-aging efficacy and skin sensation)

[0190] 10 consumers were invited to use the composition to be evaluated once the morning and once in the evening for one day and to evaluate the composition in terms of anti-aging efficacy (including radiant skin, firm skin and softer skin touch) and skin feel (including better penetration and better affinity with the skin), then gave the scores (1-10) based on the following standard. The average of the scores was calculated.

[0191] [Tables4] Consumer Evaluation Standard Rating Product Performance Level >9 Excellent 7-9 Good 4-6 Poor 1-3 No evident effectiveness

[0192] The results of cosmetic performance have been summarized in Table 5 below.

[0193] [Tables5] ELI EC.l EC.2 Anti-aging efficacy Rating Radiant skin 7 5.8 5.4 Firm skin 7.3 6 6.2 Skin feels softer 7.3 5.9 5.8 Sensation Rating Better penetration 7.9 6.3 5.5 Better affinity with the skin 7.5 6.2 5.7

[0194] It can be seen from Table 3 that during application, the composition of Inventive Example 1 performed better on penetration and skin affinity, compared to the compositions of Comparative Examples 1 and 2.

[0195] It can also be seen from Table 3 that after use, the composition of inventive example 1 performed better on anti-aging efficacy in terms of more radiant / firm / soft skin, compared to the compositions of comparative examples 1 and 2.

Claims

Claims

1. A composition for caring for keratinous materials, comprising: (i) carrageenan; (ii) at least one alkoxylated silicone phosphate; and (iii) at least one C-glycoside selected from the compounds of formula (I): X—R (I) s— / (I) in which: - R represents a saturated C1-C10, in particular C1-C4 alkyl radical which may optionally be substituted by at least one radical selected from OH, COOH or COOR"2, R"2 being a saturated C1-C4 alkyl radical, - S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in the form of pyranose and / or furanose and of the L and / or D series, said monosaccharide or polysaccharide being able to be substituted by a hydroxyl group which is necessarily free and optionally one or more optionally protected amine functional groups, and - X represents a radical selected from the groups -CO-, -CH(OH)-, -CH(NH2)-, -CH(NHCH2CH2CH2OH)-,-CH(NHPh)- and -CH(CH3)- and in particular a radical -CO-, -CH(OH)- or -CH(NH2)- and more particularly a radical -CH(OH)-, the S-CH2-X bond represents a bond of C-anomeric nature, which can be a or [3, as well as their physiologically acceptable salts, their solvates, such as hydrates and their optical and geometric isomers.,

2. Composition according to claim 1, in which the carrageenan is selected from carrageenans of type q, K, v, i or X, and their mixtures in all proportions, preferably carrageenans of type X.

3. Composition according to claim 1 or 2, in which the carrageenan is present in an amount ranging from 0.05% by weight to 15% by weight, preferably from 0.1% by weight to 10% by weight, and more preferably from 0.1% by weight to 5% by weight, relative to the total weight of the composition.

4. Composition according to any one of claims 1 to 3, in in which the alkoxylated silicone phosphate is selected from silicone compounds of formula (A) and their salts: _ _ (A) çh3 çh3 çh3 çh3 R-Si— 1 O-Si— 0~Si— -O-Si-R ch3 RR' CHj - ab (SEEN) in which: a is an integer ranging from 0 to 200; b is an integer ranging from 2 to 500; R is selected from -OH and alkyl groups containing from 1 to 9 carbon atoms; R' is represented by the formula (B): -R"-(EO)C -(PO)d -(EO)e -R”' (B) in which R" is selected from alkylene groups containing from 1 to 10 carbon atoms; c, d and e, which may be the same or different, are each integers ranging from 0 to 20 provided that the sum c + d + e is at least equal to 1; R'" is a phosphate group selected from groups of formula -OP(O)(OH)2, groups of formula -OP(O)(OH)(OR1) and groups of formula -OP(O)(OR1)2, in which RI is selected from hydrogen, inorganic cations and organic cations.

5. A composition according to any one of claims 1 to 3, wherein the alkoxylated silicone acid is selected from dimethicone PEG-8 phosphate, dimethicone PEG-7 phosphate and combinations thereof.

6. A composition according to any one of claims 1 to 5, wherein the C-glycoside is selected from - C-[3-D-xylopyranoside-n-propan-2-one, - CaD-xylopyranoside-n-propan-2-one, - C-[3-D-xylopyranoside-2-hydroxypropane, - Ca- D-xylopyranoside-2-hydroxypropane, - l-(C-[3-D-fucopyranoside)propan-2-one, - l-(CaD-fucopyranoside)propan-2-one, - l-(C-[3-L-fucopyranoside)propane-2-one, - l-(CaL-fucopyranoside)propane-2-one, - l-(C-[3-D-fucopyranoside)-2-hydroxypropane, - l-(CaD-fucopyranoside)-2-hydroxypropane, - l-(C-[3-L-fucopyranoside)-2-hydroxypropane, - l-(CaL-fucopyranoside)-2-hydroxypropane, - l-(C-[3-D-glucopyranosyl)-2-hydroxypropane, - l-(CaD-glucopyranosyl)-2-hydroxypropane, - l-(C-[3-D-galactopyranosyl)-2-hydroxypropane, - l-(CaD-galactopyranosyl)-2-hydroxypropane, - l-(C-[3-D-fucofuranosyl)propan-2-one, - l-(CaD-fucofuranosyl)propan-2-one, - l-(C-[3-L-fucofuranosyl)propan-2-one, - l-(CaL-fucofuranosyl)propan-2-one, - C-[3-D-maltopyranoside-n-propan-2-one, - CaD-maltopyranoside-n-propan-2-one, - C-[3-D-maltopyranoside-2-hydroxypropane, - CaD-maltopyranoside-2-hydroxypropane, their isomers and their mixtures.

7. A composition according to any one of claims 1 to 6, further comprising an anti-redness active ingredient selected from madecassoside, saccharide isomerate, palmitoyl tripeptide-8, panthenol, olea europaea (olive) leaf extract, mentha piperita (peppermint) extract, leontopodium alpinum extract, dipotassium glycyrrhizate, acetyl dipeptide-cetyl ester, acetyl tetrapeptide-15, boswellia serrata extract, sodium palmitoyl proline (and) nymphaea alba flower extract, leontodium alpinumum culture extract and a combination thereof.

8. A composition according to any one of claims 1 to 7, further comprising a truffle extract, wherein the truffle is selected from white truffles and black truffles such as the black truffle (Périgord) (Tubermelanosporum), the white truffle (summer) (Tuberaestivum) and mixtures thereof.

9. Composition according to claim 1, comprising, relative to the total weight of the composition: i) from 0.1% by weight to 5% by weight of carrageenan; (ii) from 1% by weight to 5% by weight of at least one alkoxylated silicone phosphate selected from dimethicone PEG-8 phosphate, di- methicone PEG-7 phosphate and combinations thereof; (iv) from 1% by weight to 15% by weight of at least one C-glycoside selected from C-[3-D-xylopyranoside-2-hydroxypropane or CaD-xylopyranoside-2-hydroxypropane, and combinations thereof; (iv) from 0.5% by weight to 5% by weight of leon-topodium alpinum callus culture extract; and (iv) from 0.05% by weight to 5% by weight of tuber aestivum extract.

10. Non-therapeutic method for caring for keratinous materials, comprising applying the composition according to any one of claims 1 to 9 to the keratinous materials.