Polydatin-containing stable composition

A composition combining polydatin with caffeoylquinic acid and vitamin B3 compounds in a specific ratio, enhances the thermal and photostability of polydatin, addressing the challenge of light-induced instability and maintaining the antioxidant's efficacy.

JP7684024B2Active Publication Date: 2025-05-27LOREAL SA
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Patent Information

Application Number
JP2020141567
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2020-08-25
Publication Date
2025-05-27
Estimated Expiration
2040-08-25

AI Technical Summary

Technical Problem

Polydatin, a powerful antioxidant used as a whitening active ingredient in cosmetic compositions, is challenging to stabilize, especially against light exposure, leading to instability and reduced efficacy.

Method used

A composition comprising polydatin, caffeoylquinic acid compounds, vitamin B3 compounds, and water, where the caffeoylquinic acid compound is present in an amount of 0.5% by mass or more, stabilizes polydatin against light and thermal stress.

Benefits of technology

The composition achieves excellent thermal and photostability, with 50% or more of polydatin remaining stable after light exposure, ensuring prolonged efficacy and stability of the active ingredients.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a composition that contains polydatin and is particularly stable to light.SOLUTION: A composition contains (a) polydatin, (b) at least one caffeoylquinic acid compound, (c) at least one vitamin B3 compound, and (d) water. The amount of the (b) caffeoylquinic acid compound is 0.5 mass% or more, preferably 1.0 mass% or more, more preferably 1.5 mass% or more relative to the total mass of the composition. The inventive composition is particularly stable to light.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to compositions, preferably cosmetic or dermatological compositions, which contain polydatin and are in particular photostable. [Background technology]

[0002] The formation of free radicals is widely believed to play a crucial role in the mechanism of skin aging. Free radicals are highly reactive molecular species with unpaired electrons that can directly damage various cell membranes, lipids, proteins, RNA, and DNA. The damaging effects of such free radicals, often present in the form of reactive oxygen species, are induced inside tissues and cells during normal metabolism, as well as externally through various oxidative stresses. UV exposure and environmental pollution can accelerate skin aging by generating free radicals in the skin. Antioxidants protect cells from the damage of oxidative stress by scavenging free radicals and inhibiting oxidative reactions. Topical application of antioxidants is widely used in skin care products to prevent skin aging. It has been previously shown in the field of cosmetics that polyphenols act synergistically with other antioxidants, such as vitamin E and carotenoids. [Prior art documents] [Non-patent literature]

[0003] [Non-Patent Document 1] Lee J. et al., "Hydrotropic Solubilization of Paclitaxel: Analysis of Chemical Structures for Hydrotropic Property," Pharmaceutical Research, Vol. 20, No. 7, 2003. [Non-Patent Document 2] Lee S. et al., "Hydrotropic Polymers: Synthesis and Characterization of Polymers Containing Picolylnicotinamide Moieties," Macromolecules, 36, pp. 2248-2255, 2003. [Non-Patent Document 3] Walter Noll, Chemistry and Technology of Silicones (1968), Academic Press [Non-Patent Document 4] Cosmetics and Toiletries, Vol. 91, January 1976, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics [Non-Patent Document 5] Satoshi Tomomasa et al., Oil Chemistry, Vol. 37, No. 11 (1988), pp. 48-53 Summary of the Invention [Problem to be solved by the invention]

[0004] Polydatin (also known as Piceid) is an antioxidant that can be used as a powerful whitening active ingredient. However, it is difficult for compositions containing polydatin to be stable, especially to light.

[0005] The object of the present invention is to provide a composition comprising polydatin which is particularly stable to light. [Means for solving the problem]

[0006] The above object of the present invention is to (a) polydatin, (b) at least one caffeoylquinic acid compound; (c) at least one vitamin B3 compound, and (d) water A composition comprising: (b) the amount of the caffeoylquinic acid compound is 0.5% by mass or more, preferably 1.0% by mass or more, more preferably 1.5% by mass or more, based on the total mass of the composition; This can be achieved by the composition.

[0007] (a) Polydatin may be derived from a plant.

[0008] The amount of (a) polydatin in the composition according to the present invention may be within the range of 0.01% to 3% by mass, preferably 0.05% to 2% by mass, and more preferably 0.1% to 1% by mass, relative to the total mass of the composition.

[0009] (b) The caffeoylquinic acid compound is represented by the following formula (I):

[0010] [ka]

[0011] (In the formula, R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom or a group represented by the following formula (II):

[0012] [ka]

[0013] represents a caffeoyl group represented by However, R 1 , R 2 , R 3 , and R 4 at least one of which represents a caffeoyl group of formula (II) It can be expressed as:

[0014] (b) The caffeoylquinic acid compound may be chlorogenic acid.

[0015] (b) The caffeoylquinic acid compounds may be derived from plants.

[0016] The amount of the (b) caffeoylquinic acid compound in the composition according to the present invention may be within the range of 0.5% by mass to 15% by mass, preferably 1.0% by mass to 10% by mass, and more preferably 1.5% by mass to 5% by mass, relative to the total mass of the composition.

[0017] (c) The vitamin B3 compound has the following formula (III):

[0018] [ka]

[0019] (Wherein, R is -CONH 2 , -COOH, CH 2 OH, -CO-NH-CH 2 -COOH or -CO-NH-OH) It can be expressed as:

[0020] (c) The vitamin B3 compound may be niacinamide.

[0021] The amount of the (c) vitamin B3 compound in the composition according to the present invention may be within the range of 0.1% by mass to 15% by mass, preferably 0.5% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass, relative to the total mass of the composition.

[0022] The mass ratio of the amount of (a) polydatin / (b) caffeoylquinic acid compound may be 0.1 to 1, preferably 0.2 to 0.5, and more preferably 0.3 to 0.4.

[0023] The mass ratio of the amount of (a) polydatin / (c) vitamin B3 compound may be from 0.01 to 0.5, preferably from 0.05 to 0.3, and more preferably from 0.1 to 0.2.

[0024] The mass ratio of the amount of (c) vitamin B3 compound / (b) caffeoylquinic acid compound may be 1-8, preferably 1.5-4, and more preferably 2-3.

[0025] The composition according to the invention may be in the form of an O / W emulsion, preferably a nano or micro O / W emulsion, more preferably a nano or micro O / W gel emulsion.

[0026] The present invention also relates to a cosmetic method for treating keratinous materials, such as the skin, comprising the step of applying to the keratinous materials a composition according to the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0027] As a result of extensive investigations, the present inventors have discovered that it is possible to provide a composition which contains polydatin and which is particularly stable to light.

[0028] Thus, the composition according to the invention comprises: (a) polydatin, (b) at least one caffeoylquinic acid compound; (c) at least one vitamin B3 compound, and (d) water Including, (b) The amount of the caffeoylquinic acid compound is 0.5% by mass or more, preferably 1.0% by mass or more, and more preferably 1.5% by mass or more, relative to the total mass of the composition.

[0029] The composition according to the present invention is stable to several factors, including cooling and light, particularly light such as visible light, UV light, and IR light, etc. Therefore, the composition according to the present invention can have excellent thermal stability and light stability, particularly light stability.

[0030] The term "good thermal stability" means here that after cooling to, for example, 4°C for a certain period of time, such as one month, the composition according to the invention is visually homogeneous and does not give rise to precipitation of polydatin, which may be in the form of crystalline particles.

[0031] The term "excellent photostability" as used herein means that 50% or more, preferably 55% or more, and more preferably 60% or more of the polydatin before exposure to light can remain after exposure to light.

[0032] The compositions according to the invention are described in more detail below.

[0033] [Polydatin] The composition according to the present invention comprises (a) polydatin.

[0034] Polydatin, which can also be described as 3,4',5-trihydroxystilbene-3-β-mono-D glucoside, is a stilbenoid. Stilbenoids have strong natural antioxidant properties, quenching free radicals and limiting oxidative stress. These properties can be used for skin care or sun care products, including the compositions according to the present invention. Polydatin is active in the trans conformation, but when exposed to sunlight and other radiation, it photoisomerizes to the less biologically active cis polydatin.

[0035] The amount of (a) polydatin in the composition according to the present invention may be 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, based on the total weight of the composition.

[0036] The amount of (a) polydatin in the composition according to the present invention may be 3% by weight or less, preferably 2% by weight or less, more preferably 1% by weight or less, based on the total weight of the composition, provided that the amount of (a) polydatin is not zero.

[0037] The amount of (a) polydatin in the composition according to the present invention may be within the range of 0.01% to 3% by mass, preferably 0.05% to 2% by mass, and more preferably 0.1% to 1% by mass, relative to the total mass of the composition.

[0038] [Caffeoylquinic acid compounds] The composition according to the invention comprises (b) at least one caffeoylquinic acid compound. When two or more caffeoylquinic acid compounds are used, they may be the same or different.

[0039] (b) By caffeoylquinic acid compound herein is meant a compound having a quinic acid structure with at least one caffeoyl radical or group.

[0040] (b) The caffeoylquinic acid compound is represented by the following formula (I):

[0041] [ka]

[0042] (In the formula, R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom or a group represented by the following formula (II):

[0043] [ka]

[0044] represents a caffeoyl group represented by However, R 1 , R 2 , R 3 , and R 4 at least one of which represents a caffeoyl group of formula (II) It can be expressed as:

[0045] (b) Examples of caffeoylquinic acid compounds that may be mentioned are 3-caffeoylquinic acid (chlorogenic acid), 4,5-di-caffeoylquinic acid, 3,5-di-caffeoylquinic acid, 1,3-di-caffeoylquinic acid, 3,4-di-caffeoylquinic acid, 3,4,5-tri-caffeoylquinic acid, and mixtures thereof.

[0046] (b) The caffeoylquinic acid compound is preferably chlorogenic acid.

[0047] The amount of the (b) caffeoylquinic acid compound in the composition according to the present invention may be 0.5% by mass or more, preferably 1.0% by mass or more, and more preferably 1.5% by mass or more, based on the total mass of the composition.

[0048] The amount of (b) caffeoylquinic acid compound in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, relative to the total mass of the composition, provided that the amount of (b) caffeoylquinic acid compound is not zero.

[0049] The amount of the (b) caffeoylquinic acid compound in the composition according to the present invention may be within the range of 0.5% by mass to 15% by mass, preferably 1.0% by mass to 10% by mass, and more preferably 1.5% by mass to 5% by mass, relative to the total mass of the composition.

[0050] [Vitamin B3 compounds] The composition according to the invention comprises (c) at least one vitamin B3 compound. When two or more vitamin B3 compounds are used, they may be the same or different.

[0051] Vitamin B3 compounds herein means compounds in the group of vitamin B3 and derivatives thereof.

[0052] Vitamin B3, also known as vitamin PP, is represented herein by the following formula (III):

[0053] [ka]

[0054] (Wherein, R is -CONH 2 (niacinamide), -COOH (nicotinic acid or niacin), or CH 2 OH (nicotinyl alcohol), -CO-NH-CH 2Niacinamide is preferred.

[0055] Vitamin B3 derivatives that may be mentioned include, for example, nicotinic acid esters such as tocopherol nicotinate, -CONH 2 amides derived from niacinamide by replacement of a hydrogen group; products from the reaction of carboxylic acids with amino acids; esters of nicotinyl alcohol with carboxylic acids, such as acetic acid, salicylic acid, glycolid acid, or palmitic acid.

[0056] The following derivatives may also be mentioned: 2-chloronicotinamide, 6-methylnicotinamide, 6-aminonicotinamide, N-methylnicotinamide, N,N-dimethylnicotinamide, N,N-diethylnicotinamide, N-picolylnicotinamide, N-allylnicotinamide, N-(hydroxymethyl)nicotinamide, quinolinic acid imide, nicotinanilide, N-benzylnicotinamide, N-ethylnicotinamide, nifenazone, nicotinaldehyde, isonicotinic acid, methylisonicotinic acid, thionicotinamide, nialamide, 2-mercaptonicotinic acid, nicomol and niaprazine, methyl nicotinate and sodium nicotinate.

[0057] Other vitamin B3 derivatives that may also be mentioned include inorganic salts, such as the chlorides, bromides, iodides or carbonates, and organic salts, such as the salts obtained by reaction with carboxylic acids, for example acetates, salicylates, glycolates, lactates, malates, citrates, mandelates, tartrates, etc.

[0058] The amount of the (c) vitamin B3 compound in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, based on the total weight of the composition.

[0059] The amount of the (c) vitamin B3 compound in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, and more preferably 5% by mass or less, relative to the total mass of the composition, provided that the amount of the (c) vitamin B3 compound is not zero.

[0060] The amount of the (c) vitamin B3 compound in the composition according to the present invention may be within the range of 0.1% by mass to 15% by mass, preferably 0.5% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass, relative to the total mass of the composition.

[0061] (mass ratio) The mass ratio of the amount of (a) polydatin / (b) caffeoylquinic acid compound may be 0.1 or more, preferably 0.2 or more, more preferably 0.3 or more.

[0062] The mass ratio of the amount of (a) polydatin / (b) caffeoylquinic acid compound may be 1 or less, preferably 0.5 or less, more preferably 0.4 or less.

[0063] The mass ratio of the amount of (a) polydatin / (b) caffeoylquinic acid compound may be 0.1 to 1, preferably 0.2 to 0.5, and more preferably 0.3 to 0.4.

[0064] The mass ratio of the amount of (a) polydatin / (c) vitamin B3 compound may be 0.01 or more, preferably 0.05 or more, more preferably 0.1 or more.

[0065] The mass ratio of the amount of (a) polydatin / (c) vitamin B3 compound may be 0.5 or less, preferably 0.3 or less, more preferably 0.2 or less.

[0066] The mass ratio of the amount of (a) polydatin / (c) vitamin B3 compound may be from 0.01 to 0.5, preferably from 0.05 to 0.3, and more preferably from 0.1 to 0.2.

[0067] The mass ratio of the amount of (c) vitamin B3 compound / (b) caffeoylquinic acid compound may be 1 or more, preferably 1.5 or more, more preferably 2 or more.

[0068] The mass ratio of the amount of (c) vitamin B3 compound / (b) caffeoylquinic acid compound may be 8 or less, preferably 4 or less, more preferably 3 or less.

[0069] The mass ratio of the amount of (c) vitamin B3 compound / (b) caffeoylquinic acid compound may be 1-8, preferably 1.5-4, and more preferably 2-3.

[0070] [water] The composition according to the present invention comprises (d) water.

[0071] The amount of (d) water in the composition according to the present invention may be 50% by mass or more, preferably 60% by mass or more, and more preferably 70% by mass or more, based on the total mass of the composition.

[0072] On the other hand, the amount of (d) water in the composition according to the present invention may be 95 mass% or less, preferably 90 mass% or less, and more preferably 85 mass% or less, relative to the total mass of the composition, provided that the amount of (d) water is not zero.

[0073] The amount of (d) water in the composition according to the present invention may be within the range of 50% by mass to 95% by mass, preferably 60% by mass to 90% by mass, and more preferably 70% by mass to 85% by mass, relative to the total mass of the composition.

[0074] [Solubilizer] The composition according to the invention may further comprise at least one solubilizer. If two or more solubilizers are used, they may be the same or different.

[0075] The solubilizer can further dissolve (a) polydatin in (d) water.

[0076] One or more solubilizing agents can be hydrotropes, but a solubilizing agent is not required to be a hydrotrope. Hydrotropes (or hydrotropic agents) are a diverse class of water-soluble compounds characterized by amphiphilic molecular structures and the ability to dramatically increase the solubility of poorly soluble organic molecules in water.

[0077] Many hydrotropes have aromatic structures with ionic moieties, but some of them are linear alkyl chains. Hydrotropes are very similar to surfactants and have the ability to reduce surface tension, but are distinguished as a separate class of amphiphiles by the small size of the hydrophobic units and the relatively short alkyl chains. As a result, even at high concentrations, they are not hydrophobic enough to create well-organized self-associated structures such as micelles.

[0078] Common hydrotrope molecules include sodium 1,3-benzenedisulfonate, sodium benzoate, sodium 4-pyridinecarboxylate, sodium salicylate, sodium benzenesulfonate, caffeine, sodium p-toluenesulfonate, sodium butyl monoglycol sulfate, 4-aminobenzoic acid HCl, sodium cumenesulfonate, 2-methacryloyloxyethyl phosphorylcholine, resorcinol, butylurea, pyrogallol, N-picolylacetamide 3.5, procaine HCl, proline HCl, pyridine, 3-picolylamine, sodium ibuprofen, sodium xylenesulfonate, ethyl carbamate, pyridoxal hydrochloride, sodium benzoate, 2-pyrrolidone, ethylurea, N,N-dimethylacetamide, N-methylacetamide, and isoniazid. Hydrotropes can be found in Lee J. et al., "Hydrotropic Solubilization of Paclitaxel: Analysis of Chemical Structures for Hydrotropic Property," Pharmaceutical Research, Vol. 20, No. 7, 2003, and Lee S. et al., "Hydrotropic Polymers: Synthesis and Characterization of Polymers Containing Picolylnicotinamide Moieties," Macromolecules, 36, pp. 2248-2255, 2003. Preferred hydrotropes can include caffeine, sodium PCA, sodium salicylate, urea, and dihydroxyethylurea.

[0079] The amount of solubilizer in the composition according to the invention may be at least 0.01% by weight, preferably at least 0.05% by weight, more preferably at least 0.1% by weight, relative to the total weight of the composition.

[0080] On the other hand, the amount of solubilizer in the composition according to the present invention may be 4% by weight or less, preferably 3% by weight or less, more preferably 2% by weight or less, relative to the total weight of the composition, provided that the amount of solubilizer is not zero.

[0081] The amount of solubilizer in the composition according to the present invention may be in the range of 0.01% to 4% by mass, preferably 0.05% to 3% by mass, and more preferably 0.1% to 2% by mass, relative to the total mass of the composition.

[0082] [oil] The composition according to the invention may further comprise at least one oil. If two or more oils are used, they may be the same or different.

[0083] Here, "oil" means a fatty compound or substance that is in the form of a liquid or paste (non-solid) at atmospheric pressure (760 mmHg) and at room temperature (25°C). As oils, those commonly used in cosmetics can be used, either alone or in combination. These oils can be volatile or non-volatile.

[0084] The oil may be a non-polar oil, such as a hydrocarbon oil or a silicone oil, a vegetable oil or an animal oil, and a polar oil, such as an ester oil or an ether oil, or a mixture thereof.

[0085] The oil may be selected from the group consisting of oils of vegetable or animal origin, synthetic oils, silicone oils, hydrocarbon oils, and fatty alcohols.

[0086] As examples of vegetable oils, mention may be made, for example, of linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, camellia oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil, peanut oil, and mixtures thereof.

[0087] As examples of animal oils, mention may be made, for example, of squalene and squalane.

[0088] As examples of synthetic oils, mention may be made of alkane oils, such as isododecane and isohexadecane, ester oils, ether oils, and artificial triglycerides.

[0089] The ester oil is preferably a saturated or unsaturated, linear or branched C 1 ~C 26 Aliphatic mono- or polyacids and saturated or unsaturated, linear or branched C 1 ~C 26 It is a liquid ester with an aliphatic monoalcohol or polyalcohol, and the total number of carbon atoms in these esters is 10 or more.

[0090] 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.

[0091] Among the monoesters of monoacids and monoalcohols, mention may be made of 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.

[0092] C 4 ~C 22 Dicarboxylic or tricarboxylic acids and C 1 ~C 22 Esters with alcohols, and mono-, di- or tricarboxylic acids and non-sugar C 4 ~C 26 Esters with dihydroxy, trihydroxy, tetrahydroxy, or pentahydroxy alcohols may also be used.

[0093] Mention may be made, inter alia, of: diethyl sebacate, isopropyl lauroyl sarcosine, diisopropyl sebacate, bis(2-ethylhexyl) sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis(2-ethylhexyl) adipate, diisostearyl adipate, bis(2-ethylhexyl) maleate, triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate.

[0094] As an ester oil, C 6 ~C 30 , preferably C 12 ~C 22 Sugar esters and diesters of fatty acids can be used. It should be remembered that the term "sugar" refers to oxygen-bearing hydrocarbon-based compounds containing some alcohol functional groups, with or without aldehyde or ketone functional groups, and containing at least four carbon atoms. These sugars can be monosaccharides, oligosaccharides, or polysaccharides.

[0095] Examples of suitable sugars that may be mentioned include sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, as well as derivatives thereof, especially alkyl derivatives, such as methyl derivatives, e.g. methylglucose.

[0096] Sugar esters of fatty acids are in particular those which are composed of the aforementioned sugars and linear or branched, saturated or unsaturated C 6 ~C 30 , preferably C 12 ~C 22 They can be selected from the group comprising esters or mixtures of esters with fatty acids. These compounds, when unsaturated, can have 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.

[0097] The esters according to this variant may also be chosen from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.

[0098] These esters may be, for example, oleate, laurate, palmitate, myristate, behenate, coconut acid esters, stearate, linoleate, linolenate, caprate, and arachidonic acid esters, or mixtures thereof, such as mixed esters of oleopalmitate, oleostearate, and palmitostearate, among others, and pentaerythrityl tetraethylhexanoate.

[0099] More particularly, mono- and diesters are used, especially the mono- or dioleate, stearates, behenates, oleopalmitates, linoleates, linolenates, and oleostearates of sucrose, glucose, or methylglucose.

[0100] An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is a methylglucose dioleate.

[0101] Examples of preferred ester oils include diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octanoate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexyl 2-ethylhexanoate, 2-ethylhexyl octanoate, 2-ethylhexyl caprylate / caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylate carbonate, and the like. Mention may be made of glyceryl, 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, diethyl sebacate, and mixtures thereof.

[0102] As examples of artificial triglycerides, mention may be made, for example, of capryl caprylyl glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, capric / caprylic triglyceride, and capric / caprylic / linolenic triglyceride.

[0103] As examples of silicone oils, mention may be made, for example, of linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane, cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and mixtures thereof.

[0104] Preferably, the silicone oil is chosen from polydialkylsiloxane fluids, in particular polydimethylsiloxane fluids (PDMS), and polyorganosiloxane fluids containing at least one aryl group.

[0105] These silicone oils may also be organically modified. The organically modified silicones that can be used according to the invention are silicone oils as defined above, which contain in their structure one or more organic functional groups linked via a hydrocarbon-based group.

[0106] Organopolysiloxanes are further defined in Chemistry and Technology of Silicones by Walter Noll, Academic Press, 1968. Organopolysiloxanes may be volatile or nonvolatile.

[0107] If they are volatile, the silicones are more particularly chosen from those having a boiling point between 60° C. and 260° C., and even more particularly chosen from:

[0108] (i) cyclic polydialkylsiloxanes containing 3 to 7, preferably 4 to 5, silicon atoms. These are, for example, octamethylcyclotetrasiloxane, sold in particular under the name Volatile Silicone® 7207 by Union Carbide or under the name Silbione® 70045 V2 by Rhodia, decamethylcyclopentasiloxane, sold under the name Volatile Silicone® 7158 by Union Carbide, sold under the name Silbione® 70045 V5 by Rhodia, and dodecamethylcyclopentasiloxane, sold under the name Silsoft 1217 by Momentive Performance Materials, and mixtures thereof. Mention may also be made of cyclocopolymers of the type dimethylsiloxane / methylalkylsiloxane of the following formula, such as Silicone Volatile® FZ 3109 sold by Union Carbide:

[0109] [ka]

[0110] Mention may also be made of mixtures of cyclic polydialkylsiloxanes with organosilicon compounds, such as a 50 / 50 mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol, and a mixture of octamethylcyclotetrasiloxane and oxy-1,1'-bis(2,2,2',2',3,3'-hexatrimethylsilyloxy)neopentane.

[0111] (ii) Contains 2 to 9 silicon atoms and has a molecular weight of 5 × 10 at 25 °C -6 m 2 Linear, volatile polydialkylsiloxanes with a viscosity of less than 10000 / s. An example is decamethyltetrasiloxane, sold in particular under the name SH 200 by Toray Silicone. Silicones belonging to this class are also described in the article published in Cosmetics and Toiletries, Vol. 91, January 1976, pages 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. The viscosity of the silicones is measured at 25°C according to ASTM Standard 445, Annex C.

[0112] Non-volatile polydialkylsiloxanes may also be used, which are more particularly chosen from polydialkylsiloxanes, among which mention may be made primarily of polydimethylsiloxanes containing trimethylsilyl end groups.

[0113] Among these polydialkylsiloxanes, mention may be made, without limitation, of the following commercial products: Silbione® oils of the 47 and 70 047 series or Mirasil® oils, such as the 70 047 V 500 000 oil, sold by the company Rhodia; the Mirasil® series of oils sold by the company Rhodia; - Dow Corning 200 series oils, e.g. 60000mm 2 / s viscosity DC200; and - Viscasil® oils manufactured by General Electric and certain oils of the SF series manufactured by General Electric (SF 96, SF 18).

[0114] 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.

[0115] Among the silicones containing aryl groups, mention may be made of the polydiarylsiloxanes, especially polydiphenylsiloxanes, and polyalkylarylsiloxanes, such as phenylsilicone oils.

[0116] Phenyl silicone oil has the following formula:

[0117] [ka]

[0118] (In the formula, R 1 ~R 10 are, independently of one another, saturated or unsaturated, linear, cyclic or branched C 1 ~C 30 Hydrocarbon group, preferably C 1 ~C 12 Hydrocarbon groups, more preferably C 1 ~C 6 a hydrocarbon-based group, in particular a methyl, ethyl, propyl or butyl group, m, n, p, and q each independently represent an integer of 0 to 900, inclusive, preferably 0 to 500, inclusive, and more preferably 0 to 100, inclusive; However, the sum of n+m+q is not 0.) The phenyl silicone may be selected from the group consisting of phenyl silicones.

[0119] Examples that may be mentioned include products sold under the following names: - Rhodia Silbione® oils, series 70 641; Rhodorsil® 70 633 and 763 series oils from Rhodia, - Dow Corning 556 Cosmetic Grade Fluid, an oil made by Dow Corning; - PK series silicones from Bayer, e.g. PK20 product, - Certain oils of the SF series manufactured by General Electric, such as SF 1023, SF 1154, SF 1250, and SF 1265.

[0120] As the phenyl silicone oil, phenyl trimethicone (R 1 ~R 10 is methyl, p, q, and n=0, and m=1.

[0121] The organically modified liquid silicones may contain, inter alia, polyethyleneoxy and / or polypropyleneoxy groups. Thus, mention may be made of silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd., and of the oils Silwet® L722 and L77 from Union Carbide.

[0122] The hydrocarbon oil may be chosen from: - Linear or branched, optionally cyclic C 6 ~C 16 Lower alkanes. Examples that may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, such as isohexadecane, isododecane, and isodecane; and - Linear or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petroleum jelly, polydecenes, and hydrogenated polyisobutenes, such as Parleam®, and squalane.

[0123] As preferred examples of hydrocarbon oils, mention may be made, for example, of linear or branched hydrocarbons, such as isohexadecane, isododecane, squalane, mineral oils (e.g. liquid paraffin), paraffin, vaseline or petrolatum, and naphthalene; hydrogenated polyisobutene, isoeicosane, and decene / butene copolymers; and mixtures thereof.

[0124] The term "fatty" in fatty alcohol means containing a relatively large number of carbon atoms. Thus, alcohols having 4 or more, preferably 6 or more, more preferably 12 or more carbon atoms are included within the scope of fatty alcohol. Fatty alcohols may be saturated or unsaturated. Fatty alcohols may be linear or branched.

[0125] The fatty alcohol may have the structure R-OH, where R is selected from saturated and unsaturated, linear and branched groups containing from 4 to 40 carbon atoms, preferably from 6 to 30 carbon atoms, and more preferably from 12 to 20 carbon atoms. In at least one embodiment, R is selected from C 12 ~C 20 Alkyl group and C 12 ~C 20 alkenyl groups, R may be unsubstituted or substituted with at least one hydroxyl group.

[0126] As examples of fatty alcohols, mention may be made of 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.

[0127] Preferably, the fatty alcohol is a saturated fatty alcohol.

[0128] Thus, fatty alcohols can be 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 branched, saturated C 12 ~C 20 Alcohol can be selected.

[0129] The term "saturated fatty alcohol" as used herein means an alcohol having a long, aliphatic, saturated carbon chain. A saturated fatty alcohol is any linear or branched, saturated C 6 ~C 30 Preferably, the fatty alcohol is selected from linear or branched saturated C 6 ~C 30 Among fatty alcohols, linear or branched saturated C 12 ~C 20 Fatty alcohols are preferably used. Any linear or branched saturated C 16 ~C 20 Fatty alcohols are more preferably used. 16 ~C 20 Fatty alcohols may even more preferably be used.

[0130] As examples of saturated fatty alcohols, mention may be made of 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 (e.g., cetearyl alcohol), and behenyl alcohol may be used as saturated fatty alcohols.

[0131] According to at least one embodiment, the fatty alcohols used in the compositions according to the invention are preferably chosen from cetyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof.

[0132] It is also preferred that the oil is chosen from oils having a molecular weight of less than 600 g / mol.

[0133] Preferably, the oil has a low molecular weight, such as less than 600 g / mol, and is free of short chain hydrocarbons (C 1 ~C 12 ), ester oils (e.g., isopropyl lauroyl sarcosine, isopropyl myristate, isopropyl palmitate, isononyl isononanoate, and ethylhexyl palmitate), silicone oils (e.g., volatile silicones such as cyclohexasiloxane), hydrocarbon oils (e.g., isododecane, isohexadecane, and squalane), branched and / or unsaturated fatty alcohols (C 12 ~C 30 ) type oils, such as octyldodecanol and oleyl alcohol, and ether oils such as dicaprylyl ether.

[0134] The oil is preferably selected from polar oils, more preferably from ester oils.

[0135] The amount of oil in the composition according to the invention may be greater than or equal to 0.01% by weight, preferably greater than or equal to 0.05% by weight, more preferably greater than or equal to 0.1% by weight relative to the total weight of the composition.

[0136] The amount of oil in the composition according to the invention may be less than or equal to 10% by weight, preferably less than or equal to 5% by weight, more preferably less than or equal to 1% by weight, relative to the total weight of the composition, provided that the amount of oil is not zero.

[0137] The amount of oil in the composition according to the present invention may be from 0.01% to 10% by mass, preferably from 0.05% to 5% by mass, more preferably from 0.1% to 1% by mass, relative to the total mass of the composition.

[0138] [emulsifier] The composition according to the invention may further comprise at least one emulsifier. If two or more emulsifiers are used, they may be the same or different.

[0139] The emulsifier may be a surfactant. The surfactant may be selected from cationic, anionic, amphoteric and nonionic surfactants. It may be preferred that the composition according to the invention comprises at least one anionic surfactant and at least one nonionic surfactant.

[0140] It may be preferred that the anionic surfactant is selected from amino acid type surfactants.

[0141] Non-limiting examples of amino acid type surfactants include potassium cocoyl taurate, potassium methyl cocoyl taurate, sodium caproyl methyl taurate, sodium cocoyl taurate, sodium lauroyl taurate, sodium methyl cocoyl taurate, sodium methyl lauroyl taurate, sodium methyl myristoyl taurate, sodium methyl oleoyl taurate, sodium methyl palmitoyl taurate, sodium methyl stearoyl taurate, dipotassium capryloyl glutamate, Dipotassium undecylenoyl glutamate, disodium capryloyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium capryloyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium capryloyl glutamate sodium thorium, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium olivary glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, sodium undecylenoyl glutamate, cocoyl methyl β-alanine, lauroyl β-alanine, lauroyl methyl β-alanine, myristoyl β-alanine, potassium lauroyl methyl β-alanine, sodium cocoyl alanine, sodium cocoyl methyl β-alanine and myristoyl methyl β-alanine sodium palmitoyl glycine, sodium lauroyl glycine, sodium cocoyl glycine, sodium myristoyl glycine, potassium lauroyl glycine, potassium cocoyl glycine, potassium lauroyl sarcosine, potassium cocoyl sarcosine, sodium cocoyl sarcosine, sodium lauroyl sarcosine, sodium myristoyl sarcosine and sodium palmitoyl sarcosine, and mixtures thereof.

[0142] Mention may also be made of potassium lauroyl sarcosine, potassium cocoyl sarcosine, sodium cocoyl sarcosine, sodium lauroyl sarcosine, sodium lauroyl aspartate, sodium myristoyl aspartate, sodium cocoyl aspartate, sodium caproyl aspartate, disodium lauroyl aspartate, disodium myristoyl aspartate, disodium cocoyl aspartate, disodium caproyl aspartate, potassium lauroyl aspartate, potassium myristoyl aspartate, potassium cocoyl aspartate, potassium caproyl aspartate, dipotassium lauroyl aspartate, dipotassium myristoyl aspartate, dipotassium cocoyl aspartate, dipotassium caproyl aspartate, and mixtures thereof.

[0143] The amount of amino acid type surfactant in the composition according to the invention may be at least 0.001% by weight, preferably at least 0.005% by weight, more preferably at least 0.01% by weight, relative to the total weight of the composition.

[0144] On the other hand, the amount of amino acid type surfactant in the composition according to the present invention may be 1% by mass or less, preferably 0.5% by mass or less, more preferably 0.1% by mass or less, based on the total mass of the composition, provided that the amount of amino acid type surfactant is not zero.

[0145] The amount of amino acid type surfactant in the composition according to the present invention may be in the range of 0.001% to 1% by mass, preferably 0.005% to 0.5% by mass, and more preferably 0.01% to 0.1% by mass, relative to the total mass of the composition.

[0146] It may be preferred that the composition according to the invention comprises at least one non-ionic surfactant, more preferably at least one polyglyceryl fatty acid ester, even more preferably a combination of a first and a second polyglyceryl fatty acid ester.

[0147] (First polyglyceryl fatty acid ester) The composition according to the present invention may comprise at least one first polyglyceryl fatty acid ester having an HLB value of 12.0 or more, preferably 12.5 or more, more preferably 13.0 or more. A single type of first polyglyceryl fatty acid ester may be used, but two or more different types of first polyglyceryl fatty acid esters may be used in combination.

[0148] The first polyglyceryl fatty acid ester can function as a surfactant, particularly a nonionic surfactant.

[0149] The first polyglyceryl fatty acid may have an HLB value of 12.0 to 17.0, preferably 12.5 to 16.0, and more preferably 13.5 to 15.0.

[0150] The term HLB ("hydrophilic-lipophilic balance") is well known to those skilled in the art and describes the ratio between the hydrophilic and lipophilic moieties in a molecule.

[0151] When two or more first polyglyceryl fatty acid esters are used, the HLB value is determined by the weight average of the HLB values ​​of all the first polyglyceryl fatty acid esters.

[0152] The first polyglyceryl fatty acid ester may be selected from mono-, di-, tri-, and higher esters of saturated or unsaturated fatty acids.

[0153] The first polyglyceryl fatty acid ester preferably comprises 2 to 4 glycerol units, preferably 3 or 4 glycerol units, more preferably 4 glycerol units.

[0154] The fatty acid or fatty acid moiety for the fatty acid portion of the first polyglyceryl fatty acid ester may contain 12 or less carbon atoms, preferably 11 or less carbon atoms, more preferably 10 or less carbon atoms. The fatty acid or fatty acid moiety for the fatty acid portion of the first polyglyceryl fatty acid ester may contain 4 or more carbon atoms, preferably 6 or more carbon atoms, more preferably 8 or more carbon atoms. The fatty acid or fatty acid moiety for the fatty acid portion of the first polyglyceryl fatty acid ester may have 4 to 12 carbon atoms, preferably 6 to 11, more preferably 8 to 10 carbon atoms.

[0155] The fatty acids for the fatty acid portion of the first polyglyceryl fatty acid ester may be saturated or unsaturated and may be selected from caprylic acid, capric acid, and lauric acid.

[0156] The first polyglyceryl fatty acid ester may be selected from the group consisting of PG3 caprate (HLB: about 14), PG4 caprylate (HLB: 14), PG4 laurate (HLB: about 14), PG4 caprate (HLB: 14), PG5 myristate (HLB: 15.4), PG5 stearate (HLB: 15), PG6 caprylate (HLB: 14.6), PG6 caprate (HLB: 13.1), PG6 laurate (HLB: 14.1), PG10 laurate (HLB: 15.2), PG10 myristate (HLB: 14.9), PG10 stearate (HLB: 14.1), PG10 isostearate (HLB: 13.7), PG10 oleate (HLB: 13.0), PG10 coconut fatty acid (HLB: 16), and mixtures thereof.

[0157] It may be preferred that the first polyglyceryl fatty acid ester is selected from the group consisting of PG3 caprate (HLB: about 14), PG4 caprylate (HLB: 14), PG4 laurate (HLB: about 14), PG4 caprate (HLB: 14), and mixtures thereof.

[0158] The amount of the first polyglyceryl fatty acid ester in the composition according to the invention may be greater than or equal to 0.01% by weight, preferably greater than or equal to 0.05% by weight, more preferably greater than or equal to 0.1% by weight, relative to the total weight of the composition.

[0159] On the other hand, the amount of the first polyglyceryl fatty acid ester in the composition according to the present invention may be 15% by weight or less, preferably 10% by weight or less, more preferably 5% by weight or less, relative to the total weight of the composition, provided that the amount of the first polyglyceryl fatty acid ester is not zero.

[0160] The amount of the first polyglyceryl fatty acid ester in the composition according to the present invention may be in the range of 0.01% to 15% by mass, preferably 0.05% to 10% by mass, and more preferably 0.1% to 5% by mass, relative to the total mass of the composition.

[0161] (Second polyglyceryl fatty acid ester) The composition according to the present invention may comprise at least one second polyglyceryl fatty acid ester having an HLB value of 10.0 or less, preferably 9.5 or less, more preferably 9.0 or less. A single type of second polyglyceryl fatty acid ester may be used, but two or more different types of second polyglyceryl fatty acid esters may be used in combination.

[0162] The second polyglyceryl fatty acid ester can function as a surfactant, particularly a non-ionic surfactant.

[0163] The second polyglyceryl fatty acid may have an HLB value of 5.0 to 10.0, preferably 6.0 to 9.5, and more preferably 7.0 to 9.0.

[0164] When two or more second polyglyceryl fatty acid esters are used, the HLB value is determined by the weight average of the HLB values ​​of all the second polyglyceryl fatty acid esters.

[0165] The second polyglyceryl fatty acid ester may be selected from mono-, di-, tri-, and higher esters of saturated or unsaturated fatty acids.

[0166] The second polyglyceryl fatty acid ester preferably comprises 2 to 4 glycerol units, preferably 2 or 3 glycerol units, more preferably 2 glycerol units.

[0167] The fatty acid or fatty acid moiety for the fatty acid portion of the second polyglyceryl fatty acid ester may contain 14 or more carbon atoms, preferably 16 or more carbon atoms, more preferably 18 or more carbon atoms. The fatty acid or fatty acid moiety for the fatty acid portion of the second polyglyceryl fatty acid ester may contain 30 or less carbon atoms, preferably 24 or less carbon atoms, more preferably 20 or less carbon atoms. The fatty acid or fatty acid moiety for the fatty acid portion of the second polyglyceryl fatty acid ester may have 14 to 30, preferably 16 to 24, more preferably 18 to 20 carbon atoms.

[0168] The fatty acids for the fatty acid portion of the second polyglyceryl fatty acid ester may be saturated or unsaturated and may be selected from myristic acid, stearic acid, isostearic acid, and oleic acid.

[0169] The second polyglyceryl fatty acid ester is PG2 stearate (HLB: 5.0), PG2 distearate (HLB: 4), PG2 isostearate (HLB: 8), PG2 diisostearate (HLB: 3.2), PG2 triisostearate (HLB: 3), PG2 sesquiisostearate (HLB: about 4), PG2 oleate (HLB: 8), PG2 sesquioleate (HLB: 5.3), PG3 distearate (HLB: 5), PG3 diisostearate (HLB: 5), PG3 dicocoate (HLB: 7), PG5 hexastearate (HLB: 4.0), PG5 trioleate (HLB: 7.0), PG10 pentaoleate (HLB: 6.4). ), PG2 sesquicaprylate (HLB: about 8), PG2 caprate (HLB: 9.5), PG2 laurate (HLB: 8.5), PG2 myristic acid (HLB: 10), PG2 isopalmitate (HLB: 9), PG4 oleate (HLB: 10), PG4 stearate (HLB: 9), PG4 isostearate (HLB: 8.2), PG6 distearate (HLB: 8), PG10 distearate (HLB: about 9), PG10 tristearate (HLB: 8), PG10 diisostearate (HLB: 10), PG10 triisostearate (HLB: 8), PG10 tricoconut fatty acid (HLB: 9), and mixtures thereof.

[0170] The second polyglyceryl fatty acid is PG2 stearate (HLB:5.0), PG2 distearate (HLB:4), PG2 isostearate (HLB:8), PG2 diisostearate (HLB:3.2), PG2 triisostearate (HLB:3), PG2 sesquiisostearate (HLB:about 4), PG2 oleate (HLB:8), PG2 sesquioleate (HLB:5.3), PG3 distearate (HLB:5), PG3 diisostearate (HLB:6 ... In some cases, it may be preferred to select from the group consisting of PG3 dicoconut fatty acid (HLB:7), PG2 sesquicaprylic acid (HLB:about 8), PG2 capric acid (HLB:9.5), PG2 lauric acid (HLB:8.5), PG2 myristic acid (HLB:10), PG2 isopalmitic acid (HLB:9), PG4 oleic acid (HLB:10), PG4 stearate (HLB:9), PG4 isostearic acid (HLB:8.2), and mixtures thereof.

[0171] The amount of second polyglyceryl fatty acid ester in the composition according to the invention may be greater than or equal to 0.01% by weight, preferably greater than or equal to 0.05% by weight, more preferably greater than or equal to 0.1% by weight, relative to the total weight of the composition.

[0172] On the other hand, the amount of the second polyglyceryl fatty acid ester in the composition according to the present invention may be 10% by weight or less, preferably 5% by weight or less, more preferably 1% by weight or less, relative to the total weight of the composition, provided that the amount of the second polyglyceryl fatty acid ester is not zero.

[0173] The amount of the second polyglyceryl fatty acid ester in the composition according to the present invention may be in the range of 0.01% to 10% by mass, preferably 0.05% to 5% by mass, and more preferably 0.1% to 1% by mass, relative to the total mass of the composition.

[0174] (Mass ratio for polyglyceryl fatty acid esters) According to the present invention, the mass ratio of (total amount of first polyglyceryl fatty acid ester and second polyglyceryl fatty acid ester) / amount of oil may be 4.0 or less, preferably 3.0 or less, more preferably 2.0 or less.

[0175] Conventionally, the weight ratio of the amount of glyceryl fatty acid ester / oil is much higher, for example 6.0.

[0176] Therefore, the composition according to the present invention can reduce or limit the total amount of polyglyceryl fatty acid esters.

[0177] Since the present invention can reduce the total amount of polyglyceryl fatty acid esters, the composition according to the present invention can not give a sticky feeling when touched, or the sticky feeling can be further reduced.

[0178] It may be preferred that the mass ratio of (total amount of first polyglyceryl fatty acid ester and second polyglyceryl fatty acid ester) / amount of oil is greater than 0.5, preferably greater than 1.0, more preferably greater than 1.5.

[0179] On the other hand, according to the present invention, the mass ratio of the amount of the first polyglyceryl fatty acid ester / the second polyglyceryl fatty acid ester may be 1 or more, preferably 1.5 or more, more preferably 2 or more, and may be 5 or less, preferably 4 or less, more preferably 3 or less, or may be 1 to 5, preferably 1.5 to 4, more preferably 2 to 3.

[0180] (Average HLB of polyglyceryl fatty acid ester) The average HLB value of the first polyglyceryl fatty acid ester and the second polyglyceryl fatty acid ester can be calculated as the weight average of all of the first and second polyglyceryl fatty acid esters.

[0181] The average HLB of the first polyglyceryl fatty acid ester and the second polyglyceryl fatty acid ester in the composition according to the present invention may be 11.0 or more, preferably 11.5 or more, more preferably 12.0 or more.

[0182] The average HLB of the first polyglyceryl fatty acid ester and the second polyglyceryl fatty acid ester in the composition according to the present invention may be 14.0 or less, preferably 13.5 or less, more preferably 13.0 or less.

[0183] Therefore, in one embodiment of the present invention, the average HLB of the first polyglyceryl fatty acid ester and the second polyglyceryl fatty acid ester in the composition according to the present invention may be in the range of 11.0 to 14.0, preferably 11.5 to 13.5, and more preferably 12.0 to 13.0.

[0184] [Polyol] The composition according to the invention may further comprise at least one polyol. A single type of polyol may be used, but two or more different types of polyols may also be used in combination.

[0185] The term "polyol" as used herein means an alcohol having two or more hydroxy groups and does not include sugars or their derivatives, which include sugar alcohols obtained by reducing one or more carbonyl groups of a sugar, and sugars or sugar alcohols in which the hydrogen atom in one or more hydroxy groups is replaced with at least one substituent, such as an alkyl group, a hydroxyalkyl group, an alkoxy group, an acyl group, or a carbonyl group.

[0186] The polyol contains at least two hydroxy groups, preferably from 2 to 5 hydroxy groups, 2 ~C 12 Polyol, preferably C 2 ~C 9 It may also be a polyol.

[0187] The polyol may be a natural or synthetic polyol. The polyol may have a linear, branched, or cyclic molecular structure.

[0188] The polyol may be selected from glycerin and its derivatives, and glycols and its derivatives. The polyol may be selected from the group consisting of glycerin, diglycerin, polyglycerin, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, 1,3-propanediol, 1,5-pentanediol, caprylyl glycol, polyethylene glycol (5 to 50 ethylene oxide groups), and sugars such as sorbitol.

[0189] The amount of polyol in the composition according to the invention may be greater than or equal to 0.01% by weight, preferably greater than or equal to 0.05% by weight, more preferably greater than or equal to 0.1% by weight, relative to the total weight of the composition.

[0190] On the other hand, the amount of polyol in the composition according to the present invention may be less than or equal to 25% by weight, preferably less than or equal to 20% by weight, more preferably less than or equal to 15% by weight, relative to the total weight of the composition, provided that the amount of polyol is not zero.

[0191] Thus, the polyol may be present in the composition according to the invention in an amount ranging from 0.01% to 25% by weight, preferably from 0.05% to 20% by weight, for example from 0.1% to 15% by weight, relative to the total weight of the composition.

[0192] [Other ingredients] The composition according to the invention may further comprise one or more monoalcohols that are in liquid form at room temperature (25° C.), such as linear or branched monoalcohols containing 1 to 6 carbon atoms, such as, for example, ethanol, propanol, butanol, isopropanol, isobutanol, pentanol, and hexanol.

[0193] The amount of monoalcohol in the composition according to the invention may be greater than or equal to 0.01% by weight, preferably greater than or equal to 0.1% by weight, more preferably greater than or equal to 1% by weight, relative to the total weight of the composition.

[0194] On the other hand, the amount of monoalcohol in the composition according to the invention may be up to 15% by weight, preferably up to 10% by weight, more preferably up to 5% by weight, relative to the total weight of the composition.

[0195] Therefore, the amount of monoalcohol in the composition according to the present invention may be in the range of 0.01% by mass to 15% by mass, preferably 0.1% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass, relative to the total mass of the composition.

[0196] The compositions according to the invention may also contain, in addition to the components described above, various adjuvants conventionally used in cosmetic and dermatological compositions, such as thickeners, anionic, nonionic, cationic, and amphoteric or zwitterionic polymers, additional antioxidants, colorants, chelating agents, sequestering agents, fragrances, dispersing agents, conditioning agents, film-forming agents, preservatives, co-preservatives, and mixtures thereof.

[0197] The composition according to the present invention may further comprise baicalin. When the composition according to the present invention comprises baicalin, the amount of baicalin may be preferably limited to 0.5% by weight or less based on the total weight of the composition. The composition according to the present invention may not comprise baicalin.

[0198] In one embodiment, the composition according to the present invention may not contain any UV filter, since it is stable to light.The term "free" here means that the composition according to the present invention may contain a limited amount of at least one UV filter.However, it is preferred that the amount of UV filter is limited to less than 1% by weight, more preferably less than 0.1% by weight, and even more preferably less than 0.01% by weight, based on the total weight of the composition.It may be most preferred that the composition according to the present invention does not contain any UV filter.

[0199] In another embodiment, the composition according to the present invention may not contain polyoxyethylene-based nonionic surfactant.The term "free" here means that the composition according to the present invention may contain a limited amount of polyoxyethylene-based nonionic surfactant.However, it is preferred that the amount of polyoxyethylene-based nonionic surfactant is limited to less than 1% by weight, more preferably less than 0.1% by weight, and even more preferably less than 0.01% by weight, based on the total weight of the composition.It may be most preferred that the composition according to the present invention does not contain polyoxyethylene-based nonionic surfactant.

[0200] (preparation) The composition of the present invention can be prepared by mixing the essential components described above and, if necessary, the optional components described above.

[0201] (a) Polydatin may be derived from a plant. Therefore, for example, a plant extract containing (a) Polydatin may be used as (a) Polydatin. For example, Polygonium Cuspidatum Root Extract, which is commercially available from Guilin Layn Natural Ingredients, may be used as (a) Polydatin.

[0202] The (b) caffeoyl quinic acid compound may be derived from a plant. Therefore, for example, a plant extract containing the (b) caffeoyl quinic acid compound may be used as the (b) caffeoyl quinic acid compound. For example, Eucommia Leaves Extract Chlorogenic Acid 98% commercially available from Guilin Layn Natural Ingredients may be used as the (b) caffeoyl quinic acid compound.

[0203] Thus, the composition according to the present invention can be prepared, for example, by mixing (a) polydatin and / or a first plant extract containing (a) polydatin, (b) caffeoylquinic acid compounds and / or a second plant extract containing (b) caffeoylquinic acid compounds, components (c) and (d) above, and, if necessary, the optional components described above.

[0204] The method and means for mixing the above essential components and optional components are not limited. Any conventional method and means can be used to mix the above essential components and optional components to prepare the composition according to the present invention.

[0205] The composition according to the present invention can be prepared without using a large amount of energy, such as that required by homogenizers. Therefore, the composition according to the present invention can be prepared using a small amount of energy, for example, by gently stirring the components of the composition. Therefore, the composition according to the present invention is environmentally friendly in view of its preparation method.

[0206] [form] The composition according to the present invention is not limited. For example, the composition according to the present invention may be in the form of an aqueous solution.

[0207] When the composition according to the invention comprises at least one oil, the composition according to the invention is preferably in the form of an O / W emulsion comprising an oil phase dispersed in a continuous aqueous phase. The dispersed oil phase can be oil droplets in an aqueous phase. In this case, the composition according to the invention preferably comprises at least one emulsifier as described above.

[0208] An O / W type constitution or structure consists of an oil phase dispersed in an aqueous phase, and therefore has an aqueous phase on the outside. Therefore, when the composition according to the present invention has an O / W type constitution or structure, it can provide a comfortable sensation when used due to the immediate feeling of freshness that the aqueous phase can provide.

[0209] The composition according to the invention may be in the form of a nano- or microemulsion.

[0210] "Microemulsion" can be defined in two ways, that is, broadly and narrowly. That is, one is a case where microemulsion refers to a thermodynamically stable isotropic single liquid phase containing a three-component system having three components, an oil component, an aqueous component, and a surfactant ("microemulsion in the narrow sense"); the second is a case where microemulsion further includes an emulsion that shows a transparent or translucent appearance due to smaller particle size among typical thermodynamically unstable emulsion systems ("microemulsion in the broad sense"). (Satoshi Tomomasa et al., Oil Chemistry, Vol. 37, No. 11 (1988), pp. 48-53). As used herein, "microemulsion" refers to "microemulsion in the narrow sense", that is, a thermodynamically stable isotropic single liquid phase.

[0211] A microemulsion refers to any one of the following types of microemulsions: O / W (oil-in-water) type microemulsions in which oil is solubilized by micelles; W / O (water-in-oil) type microemulsions in which water is solubilized by reverse micelles; or bicontinuous microemulsions in which the number of surfactant molecule associations is infinite, resulting in both the aqueous and oily phases having a continuous structure.

[0212] Microemulsions may have a dispersed phase with a particle size of 100 nm or less, preferably 50 nm or less, more preferably 20 nm or less, as measured by laser granulometry.

[0213] By "nanoemulsion" is meant here an emulsion characterized by a dispersed phase with a size of less than 350 nm, which is stabilized at the dispersed / continuous phase interface by a crown of nonionic surfactants (b) and (c) that can optionally form a lamellar type liquid crystal phase. In the absence of specific opacifiers, the transparency of nanoemulsions results from the small size of the dispersed phase, which is obtained by the use of mechanical energy.

[0214] Nanoemulsions can be distinguished from microemulsions by their structure. Specifically, microemulsions are thermodynamically stable dispersions formed, for example, from emulsifier-formed and oil-swollen micelles. Furthermore, microemulsions do not require substantial mechanical energy to prepare.

[0215] Nanoemulsions may have a dispersed phase with a particle size of 300 nm or less, preferably 200 nm or less, more preferably 100 nm or less, as measured by laser granulometry.

[0216] (a) When the composition according to the present invention is in the form of an O / W type emulsion, it is even more preferred that the particle size of the oil is 35 nm or less, preferably 30 nm or less, more preferably 25 nm or less. The particle size can be measured by dynamic light scattering. The particle size measurement can be carried out, for example, by a particle size analyzer ELSZ-2000 series marketed by Otsuka Electronics Co., Ltd.

[0217] The particle size can be the volume average particle diameter or the number average particle diameter, preferably the volume average particle diameter.

[0218] The composition according to the present invention may be transparent.

[0219] The transparency can be measured by measuring the turbidity. For example, the turbidity can be measured using a 2100Q (commercially available from Hach Company) with a round cell (diameter 25 mm and height 60 mm) and a tungsten filament bulb capable of emitting visible light (between 400 and 800 nm, preferably between 400 and 500 nm). The measurement can be carried out on the undiluted composition. A blank can be determined using distilled water.

[0220] The composition according to the invention has a turbidity of 150 NTU or less, preferably 130 NTU or less, more preferably 110 NTU or less.

[0221] In some cases, the composition according to the invention is more preferably in the form of a nano- or micro O / W emulsion.

[0222] It may even be more preferred that the composition according to the invention is in the form of a nano- or micro-O / W gel emulsion, for example the aqueous phase of the nano- or micro-O / W gel emulsion may comprise at least one thickening agent, such as xanthan gum.

[0223] [Method and Use] The composition according to the invention is preferably a cosmetic or dermatological composition, preferably a cosmetic composition, more preferably a dermocosmetic composition. The composition according to the invention may be in the form of a lotion, cream, serum, etc.

[0224] The compositions according to the invention can be used for non-therapeutic methods, such as cosmetic methods, for treating keratinous materials such as the skin, in particular the face, by application to the keratinous materials.

[0225] The present invention therefore also relates to a cosmetic method for treating keratinous materials, such as the skin, comprising the step of applying to the keratinous materials a composition according to the invention.

[0226] The present invention may also relate to the use of the composition according to the invention as or in a cosmetic preparation, such as a skin care product. The skin care product may be a lotion, a cream, a serum, etc.

[0227] In other words, the composition according to the present invention can be used as a cosmetic as it is. Alternatively, the composition according to the present invention can be used as one element of a cosmetic. For example, the composition according to the present invention can be added to or combined with any other element to form a cosmetic.

[0228] Another aspect of the present invention is a method for producing a (d) In a composition comprising water, Especially for light, (a) Polydatin In order to stabilize (b) at least one caffeoylquinic acid compound, and (c) at least one vitamin B3 compound This may relate to the use of.

[0229] Another aspect of the present invention is also (d) In a composition comprising water, Especially for light, (a) Polydatin As a stabilizer for (b) at least one caffeoylquinic acid compound, and (c) at least one vitamin B3 compound This may relate to the use of.

[0230] The above explanations regarding components (a) to (d) and optional components for the compositions according to the invention are applicable to those components for the uses and methods according to the invention. The explanations regarding the preparation and forms of the compositions according to the invention are also applicable to the preparation and forms of the compositions described in the above uses and methods. EXAMPLES

[0231] The present invention will now be described in more detail by examples, which should not be construed as limiting the scope of the present invention.

[0232] (Examples 1 to 3 and Comparative Examples 1 to 5) The following compositions in the form of microemulsions according to Examples 1-3 and Comparative Examples 1-5 shown in Table 1 were prepared by mixing the components shown in Table 1 below. All figures for the amounts of components shown in Table 1 are based on "mass %" as active ingredients.

[0233] [Table 1A]

[0234] [Table 1B]

[0235] [evaluation] (thermal stability) Each of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 5 was placed in a transparent glass bottle, and the glass bottle was stored for one month at a temperature of 4° C. After one month, the side of the glass bottle was visually observed and evaluated according to the following criteria. Good: No crystal particles observed Poor: Crystal grains observed

[0236] The results are shown in Table 1 in the "Thermal Stability" row.

[0237] In the compositions according to Examples 1 to 3 and Comparative Examples 1, 4, and 5, no crystal particles were formed even at low temperatures, and they were stable for a long period of time.

[0238] The compositions according to Comparative Examples 2 and 3 were unstable due to the formation of crystal particles at low temperatures. Therefore, it was found that the use of baicalin in an amount of 1.0% by mass or more is not preferable for preparing a thermally stable composition.

[0239] (Photostability) Each of the compositions according to Examples 1 to 3 and Comparative Examples 1, 4, and 5 was applied at 2 mg / cm 2 The solution was spread on two glass plates in an amount of 1000 ml. One of the two glass plates was placed under xenon light and the other was placed in the dark. They were left at a temperature of 25°C for 30 minutes. The two glass plates were then immersed in 25 g of methanol and stirred with a stirrer tip for 30 minutes to extract polydatin. The methanol solution was measured by HPLC (reverse phase) to quantify polydatin. The photostability of polydatin was calculated by the following formula:

[0240] Photostability (%) = (Polydatin with Xe light (%)) / (Polydatin without Xe light (%))

[0241] The results are shown in the "Photostability" row in Table 1. "NA" in Table 1 means not available.

[0242] The compositions according to Examples 1-3 were more stable under light with 50% of the polydatin remaining even after exposure to light.

[0243] The compositions according to Comparative Examples 1, 4, and 5 were less stable under light with a photostability of less than 50%.

Claims

1. (a) polydatin, (b) at least one caffeoylquinic acid compound; (c) at least one vitamin B3 compound, and (d) water A composition comprising: (a) the amount of polydatin is 0.01% by weight to 3% by weight, based on the total weight of the composition; (b) the amount of the caffeoylquinic acid compound is 0.5% to 15% by weight, based on the total weight of the composition; (c) A cosmetic composition, wherein the amount of the vitamin B3 compound is 0.1% by weight to 15% by weight, based on the total weight of the composition.

2. The cosmetic composition according to claim 1, wherein (a) polydatin is derived from a plant.

3. The cosmetic composition according to claim 1 or 2, wherein the amount of (a) polydatin in the composition is within the range of 0.05% by weight to 2% by weight, based on the total weight of the composition.

4. (b) The caffeoylquinic acid compound is represented by the following formula (I): 【Chemistry 1】 (In the formula, R 1 , R 2 , R 3 , and R 4 are independently a hydrogen atom or a group represented by the following formula (II): 【Chemistry 2】 represents a caffeoyl group represented by However, R 1 , R 2 , R 3 , and R 4 at least one of which represents a caffeoyl group of formula (II) The cosmetic composition according to any one of claims 1 to 3, wherein the cosmetic composition is represented by:

5. The cosmetic composition according to any one of claims 1 to 4, wherein (b) the caffeoylquinic acid compound is chlorogenic acid.

6. The cosmetic composition according to any one of claims 1 to 5, wherein (b) the caffeoylquinic acid compound is derived from a plant.

7. The cosmetic composition according to any one of claims 1 to 6, wherein the amount of the (b) caffeoylquinic acid compound in the composition is within the range of 1.0% by weight to 10% by weight, based on the total weight of the composition.

8. (c) The vitamin B3 compound is represented by the following formula (III): 【Chemistry 3】 (Wherein, R is -CONH 2 , -COOH, CH 2 OH, -CO-NH-CH 2 -COOH or -CO-NH-OH) The cosmetic composition according to any one of claims 1 to 7, wherein the cosmetic composition is represented by:

9. 9. The cosmetic composition of claim 1, wherein the (c) vitamin B3 compound is niacinamide.

10. The cosmetic composition according to any one of claims 1 to 9, wherein the amount of (c) vitamin B3 compound in the composition is within the range of 0.5% by weight to 10% by weight, based on the total weight of the composition.

11. The cosmetic composition according to any one of claims 1 to 10, wherein the mass ratio of the amount of (a) polydatin / (b) caffeoylquinic acid compound is 0.1 to 1.

12. 12. The cosmetic composition according to any one of claims 1 to 11, wherein the mass ratio of the amount of (a) polydatin / (c) vitamin B3 compound is between 0.01 and 0.

5.

13. The cosmetic composition according to any one of claims 1 to 12, wherein the mass ratio of the amount of (c) vitamin B3 compound / (b) caffeoylquinic acid compound is 1 to 8.

14. The cosmetic composition according to claim 1 , which is in the form of an O / W emulsion.

15. A cosmetic method for treating keratinous materials, comprising the step of applying a cosmetic composition according to any one of claims 1 to 14 to the keratinous materials.

Citation Information

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