FR3123209A1 - COMPOSITION COMPRISING TWO POLYGLYCERYL ESTERS OF FATTY ACIDS WITH HYALURONIC ACID - Google Patents

Abstract

COMPOSITION COMPRISING TWO POLYGLYCERYL ESTERS OF FATTY ACIDS WITH HYALURONIC ACID The present invention relates to a composition comprising: (a) at least one optional oil; (b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0; (c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0; (d) at least one hyaluronic acid ingredient, (e) at least one polyol with 5 or more carbon atoms; and (f) water, under certain specific conditions, wherein the composition comprises a continuous phase and dispersed phases and the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and more preferred 100 nm or less. The composition according to the present invention may have a turbidity of 50 NTU or less, preferably 30 NTU or less, and more preferably 10 NTU or less. Figure for abstract: NONE

Description

COMPOSITION COMPRISING TWO POLYGLYCERYL ESTERS OF FATTY ACIDS WITH HYALURONIC ACID

The present invention relates to a composition, preferably a cosmetic or dermatological composition, which comprises at least two different types of fatty acid polyglyceryl esters.

art background

Oil-in-water (O/W) or water-in-oil (W/O) emulsions are well known in the field of cosmetics and dermatology, in particular for the preparation of cosmetic products, such as milks, creams, toners, serums or eau de toilette.

In particular, a fine emulsion such as an O/W nano- or micro-emulsion is particularly advantageous in cosmetic products due to its transparent or slightly translucent appearance.

On the other hand, compositions including a fatty acid polyglyceryl ester are known in the fields of cosmetics and dermatology. Polyglyceryl esters of fatty acids can act as surfactants and can therefore be used to prepare, typically, emulsions such as oil-in-water (O/W) or water-in-oil (W/O) emulsions. ). Polyglyceryl fatty acid esters are preferred for environmental reasons, such as low environmental loading, over polyoxyethylene-based surfactants.

Document WO 2020/110716 discloses a composition in the form of a nano- or micro-emulsion including two fatty acid polyglyceryl esters, having a transparent or slightly translucent appearance.

On the other hand, hyaluronic acid ingredients such as sodium hyaluronate are known to provide moisturizing effects.

disclosure of the invention

However, it has been found that a composition including two classes of fatty acid polyglyceryl esters, such as that disclosed in WO 2020/110716, has difficulty including a hyaluronic acid ingredient, as it has tend not to be transparent or slightly translucent.

An object of the present invention is to provide a transparent or slightly translucent composition, even if the composition includes a combination of a hyaluronic acid ingredient and both classes of fatty acid polyglyceryl esters.

The above object of the present invention can be achieved by a composition comprising:

(a) at least one optional oil;

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0;

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0;

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof;

(e) at least one polyol with 5 or more carbon atoms; and

(f) water,

in which

the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,

the weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is less than 0, 3,

the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2,

the weight ratio of (the amount of (e) polyol with 5 or more carbon atoms)/(the total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester ) is greater than 0.1 and less than 5, and

the composition comprises a continuous phase and dispersed phases and the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less.

The (a) oil can be chosen from polar oils.

The amount of (a) oil in the composition according to the present invention may be less than 0.7 wt%, preferably less than 0.6 wt%, and more preferably less than 0.5 wt%. , relative to the total weight of the composition.

The (b) first fatty acid polyglyceryl ester may comprise 2 to 4 glycerol units, preferably 3 or 4 glycerol units, and more preferably 4 glycerol units.

The fatty acid moiety of (b) first fatty acid polyglyceryl ester may comprise 12 carbon atoms or less, preferably 11 carbon atoms or less, and more preferably 10 carbon atoms or less.

The amount of (b) first fatty acid polyglyceryl ester in the composition according to the present invention may be from 0.01% to 5% by weight, preferably from 0.1% to 4% by weight, and in such a way more preferably from 1% to 3% by weight, based on the total weight of the composition.

The (c) second fatty acid polyglyceryl ester may comprise 2 to 4 glycerol units, preferably 2 or 3 glycerol units, and more preferably 2 glycerol units.

The fatty acid moiety of (c) second fatty acid polyglyceryl ester may comprise 14 or more carbon atoms, preferably 16 or more carbon atoms, and more preferably 18 or more carbon atoms.

The amount of (c) second fatty acid polyglyceryl ester in the composition according to the present invention may be from 0.001% to 0.5% by weight, preferably from 0.01% to 0.4% by weight, and more preferably from 0.1% to 0.3% by weight, based on the total weight of the composition.

The (d) hyaluronic acid ingredient may be selected from hyaluronic acid, hydrolyzed hyaluronic acid, acetylated hyaluronic acid, cationic hyaluronic acid, salts thereof and mixtures thereof.

The amount of hyaluronic acid ingredient(s) in the composition according to the present invention may be from 0.001% to 5% by weight, preferably from 0.01% to 4% by weight, and from more preferably from 0.1% to 3% by weight, based on the total weight of the composition.

The (e) polyol with 5 or more carbon atoms can be chosen from diols with 5 or more carbon atoms, preferably C ₅ -C ₁₀ diols, and more preferably pentylene glycol, hexylene glycol, and mixtures of these.

The amount of (e) polyol having 5 or more carbon atoms in the composition according to the present invention can range from 0.01% to 7% by weight, preferably from 0.1% to 6% by weight, more preferably from 1% to 5% by weight, relative to the total weight of the composition.

The present invention also relates to a cosmetic process for treating a keratinous substance, comprising the step of applying the composition according to the present invention to the keratinous substance.

BEST MODE FOR IMPLEMENTING THE INVENTION

After diligent research, the inventors have found that it is possible to provide a transparent or slightly translucent composition, even if the composition includes a combination of hyaluronic acid or a salt thereof and two classes of esters of polyglyceryl fatty acids.

Thus, one aspect of the present invention is a composition comprising:

(a) at least one optional oil;

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0;

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0;

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof;

(e) at least one polyol with 5 or more carbon atoms; and

(f) water,

in which

the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,

the weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is less than 0, 3,

the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2,

the weight ratio of (the amount of (e) polyol with 5 or more carbon atoms)/(the total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester ) is greater than 0.1 and less than 5, and

the composition comprises a continuous phase and dispersed phases and the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less.

The composition according to the present invention can be transparent or slightly translucent because it comprises dispersed phases of small size. The composition according to the present invention may have a turbidity of 50 NTU or less, preferably 30 NTU or less, and more preferably 10 NTU or less.

The composition according to the present invention may be in the form of a nano- or micro-emulsion, if it includes oil(s), although it includes hyaluronic acid(s). or a salt(s) thereof.

The surfactant system used in the composition according to the present invention can be characterized by a combination of:

at least one first fatty acid polyglyceryl ester having a higher HLB value; and

at least one second fatty acid polyglyceryl ester having a lower HLB value.

The upper HLB value of the first fatty acid polyglyceryl ester may belong to a higher HLB number range,

the lower HLB value of the second fatty acid polyglyceryl ester may belong to a lower HLB number range,

and

the upper HLB numeric range and the lower HLB numeric range do not overlap.

The composition according to the present invention can be less sticky, and therefore can provide a reduced sticky feeling to the touch. Therefore, the composition according to the present invention can provide excellent feeling during use, in particular, the skin feeling after applying the composition.

The term "sticky" here refers to a property that provides a feeling of adhesion to the skin.

The composition according to the present invention can be prepared without a large amount of energy such as that required by a homogenizer. Thus, the composition according to the present invention can be prepared using a small amount of energy such as gentle agitation of the ingredients of the composition. Therefore, the composition according to the present invention can be environmentally friendly due to its method of preparation.

Hereinafter, the composition according to the present invention will be explained in more detail.

[Oil]

The composition according to the present invention may comprise (a) at least one oil. If two or more oils are used, they may be the same or different.

By “oil”, we mean here a compound or a fatty substance which is in the form of a liquid or a paste (not solid) at room temperature (25°C) under atmospheric pressure (760 mmHg). As oils, those generally used in cosmetics can be used alone or in combination. These oils can be volatile or non-volatile.

The (a) oil can be a non-polar oil such as hydrocarbon oil, silicone oil, or the like; a polar oil such as a vegetable or animal oil and an ester oil or an ether oil; or a mixture of these.

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

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

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

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

The ester oils are preferably liquid esters of C ₁ -C ₂₆ aliphatic monoacids or polyacids, saturated or unsaturated, linear or branched, and of aliphatic C ₁ -C ₂₆ monoalcohols or polyalcohols, saturated or unsaturated, linear or branched, the total number of carbon atoms of the esters being greater than or equal to 10.

Preferably, for monoalcohol esters, at least one of the alcohol and the acid from which the esters of the present invention are derived is branched.

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, stearate of isocetyl, 2-ethylhexyl isononanoate, isononyl isononanoate, isodecyl neopentanoate, and isostearyl neopentanoate.

It is also possible to use esters of C ₄ -C ₂₂ dicarboxylic or tricarboxylic acids and C ₁ -C ₂₂ alcohols, as well as esters of monocarboxylic, dicarboxylic or tricarboxylic acids and C ₄ unsweetened alcohols. -C ₂₆ dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy.

Mention may in particular be made of: diethyl sebacate; isopropyllauroyl sarcosinate; 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; neopentylglycol diheptanoate; diethylene glycol diisononanoate.

As ester oils, it is possible to use sugar esters and diesters of C ₆ -C ₃₀ and preferably C ₁₂ -C ₂₂ fatty acids. It is recalled that the term “sugar” denotes oxygenated hydrocarbon compounds comprising several alcohol functions, with or without aldehyde or ketone functions, and which comprise at least 4 carbon atoms. These sugars can be monosaccharides, oligosaccharides or polysaccharides.

Examples of suitable sugars which may be mentioned include sucrose (or sucrose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, including alkyl derivatives, such as methylated derivatives, for example methylglucose.

The sugar esters of fatty acids can be chosen in particular from the group comprising the esters or mixtures of sugar esters described above and of linear or branched, saturated or unsaturated, C ₆ -C ₃₀ and preferably C 6 -C 30 fatty acids. _C12 - _C22 . If unsaturated, these compounds may have one to three conjugated or unconjugated carbon-carbon double bonds.

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

These esters can be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, and arachidonates, or mixtures thereof such that, in particular, the mixed esters of oleopalmitate, of oleostearate, and of palmitostearate, as well as pentaerythrityl tetraethyl hexanoate.

More particularly, monoesters and diesters are used, and in particular sucrose, glucose or methylglucose mono- or dioleates, stearates, behenates, oleopalmitates, linoleates, linolenates and oleostearates.

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

Examples of preferable ester oils include, for example, diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octanoate, isodecyl neopentanoate, myristyl, 2-ethylhexyl 2-ethylhexanoate, 2-ethylhexyl octanoate, 2-ethylhexyl caprylate/caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylyl carbonate, isopropyl lauroyl sarcosinate, isononanoate d isononyl, ethylhexyl palmitate, isohexyl laurate, hexyl laurate, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, glyceryl tri(2-ethylhexanoate), tetra(2 pentaerythrithyl -ethylhexanoate), 2-ethylhexyl succinate, diethyl sebacate, and mixtures thereof.

Examples of artificial triglycerides include, for example, capryl caprylyl glycerides, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, tri(caprate/caprylate) glyceryl, and glyceryl tri(caprate/caprylate/linolenate).

Examples of silicone oils include, for example, linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane and the like; cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and the like; and mixtures thereof.

Preferably, the silicone oil is chosen from liquid polydialkylsiloxanes, in particular liquid polydimethylsiloxanes (PDMS) and liquid polyorganosiloxanes comprising at least one aryl group.

These silicone oils can also be organomodified. The organomodified silicones which can be used according to the present invention are silicone oils as defined above and contain in their structure one or more organofunctional groups attached via a hydrocarbon group.

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

When they are volatile, the silicones are more particularly chosen from those having a boiling point of between 60°C and 260°C, and even more particularly from:

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

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

1. volatile linear polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity less than or equal to 5×10 ^-6 m ² /s at 25°C. An example is the decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones belonging to this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, p. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics . The viscosity of silicones is measured at 25°C according to the ASTM 445 Annex C standard.

Non-volatile polydialkylsiloxanes can also be used. These non-volatile silicones are more particularly chosen from polydialkylsiloxanes, among which there may be mentioned mainly polydimethylsiloxanes containing terminal trimethylsilyl groups.

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 marketed by Rhodia, for example oil 70 047 V 500 000;

- the oils of the Mirasil ^® series sold by the company Rhodia;

- 200 series oils from Dow Corning, such as DC200, the viscosity of which is 60,000 mm ² /s; and

- Viscasil ^® oils from General Electric and certain oils of the SF series (SF 96, SF 18) from General Electric.

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

Among silicones containing aryl groups, mention may be made of polydiarylsiloxanes, in particular polydiphenylsiloxanes and polyalkylarylsiloxanes such as phenyl silicone oil.

The phenylsilicone oil can be chosen from the phenylsilicones of the following formula:

in which

R ₁ to R ₁₀ , independently of each other, are C ₁ -C ₃₀ hydrocarbon radicals, saturated or unsaturated, linear, cyclic or branched, preferably C ₁ -C ₁₂ hydrocarbon radicals, and more preferably C ₁ -C ₆ hydrocarbon radicals, in particular methyl, ethyl, propyl or butyl radicals, and

m, n, p and q are, independently of each other, integers from 0 to 900 inclusive, preferably from 0 to 500 inclusive, and more preferably from 0 to 100 inclusive,

provided that the sum n+m+q is different from 0.

Examples include products sold under the following names:

- Silbione ^® oils of the 70 641 series from Rhodia;

- the oils of the ^Rhodorsil® 70 633 and 763 series from Rhodia;

- Dow Corning 556 Cosmetic Grade Fluid oil from Dow Corning;

- Bayer's PK series silicones, such as the PK20 product;

- certain General Electric SF series oils, such as SF 1023, SF 1154, SF 1250 and SF 1265.

As the phenylsilicone oil, phenyltrimethicone (R ₁ to R ₁₀ are methyl groups; p, q and n = 0; m = 1 in the above formula) is preferable.

The organomodified liquid silicones may in particular contain polyethyleneoxy and/or polypropyleneoxy groups. Mention may thus be made of the KF-6017 silicone offered by Shin-Etsu, and the ^Silwet® L722 and L77 oils from Union Carbide.

The hydrocarbon oils can be chosen from:

- C ₆ -C ₁₆ lower alkanes, linear or branched, optionally cyclic. Examples which may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, for example isohexadecane, isododecane and isodecane; and

- linear or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffins, liquid petroleum jelly, polydecenes and hydrogenated polyisobutenes such as Parleam, and squalane.

As preferable examples of hydrocarbon oils, there can be mentioned, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (for example, liquid paraffin), paraffin, petroleum jelly or petrolatum, naphthalenes and the like; hydrogenated polyisobutene, isoeicosan and decene/butene copolymer; and mixtures thereof.

The term "fatty" in fatty alcohol means the inclusion of a relatively large number of carbon atoms. Thus, alcohols that have 4 or more, preferably 6 or more, and more preferably 12 or more carbon atoms fall within the scope of fatty alcohols. Fatty alcohol can be saturated or unsaturated. Fatty alcohol can be linear or branched.

The fatty alcohol can have the R-OH structure in which R is chosen from saturated and unsaturated, linear and branched radicals, 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 may be selected from C ₁₂ -C ₂₀ alkyl and C ₁₂ -C ₂₀ alkenyl groups. R may or may not be substituted with at least one hydroxyl group.

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

It is preferred that the fatty alcohol be a saturated fatty alcohol.

Thus, the fatty alcohol can be chosen from linear or branched, saturated or unsaturated C ₆ -C ₃₀ alcohols, preferably linear or branched, saturated C ₆ -C ₃₀ alcohols, and more preferably alcohols in C ₁₂ -C ₂₀ linear or branched, saturated.

The term "saturated fatty alcohol" herein means an alcohol having a saturated long aliphatic carbon chain. It is preferable for the saturated fatty alcohol to be chosen from all saturated C ₆ -C ₃₀ fatty alcohols, linear or branched. Among the C ₆ -C ₃₀ saturated fatty alcohols, linear or branched, the C ₁₂ -C ₂₀ saturated fatty alcohols, linear or branched, can preferably be used. All saturated C ₁₆ -C ₂₀ fatty alcohols, linear or branched, can be used more preferably. Branched C ₁₆ -C ₂₀ fatty alcohols can be used more preferably.

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

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

It is also preferable for (a) oil to be chosen from oils with a molecular weight of less than 600 g/mol.

Preferably, the (a) oil has a low molecular weight such as less than 600 g/mol, is chosen from ester oils with one or more short (C ₁ -C ₁₂ ) hydrocarbon chains (for example, sarcosinate d isopropyl lauroyl, isopropyl myristate, isopropyl palmitate, isonyl isononanoate, and ethylhexyl palmitate), silicone oils (eg, volatile silicones such as cyclohexasiloxane), hydrocarbon oils (eg, isododecane, isohexadecane and squalane), branched and/or unsaturated (C ₁₂ -C ₃₀ ) fatty alcohol type oils such as octyldodecanol and oleyl alcohol, and ether oils such as dicaprylic ether.

The (a) oil can be chosen from polar oils, preferably from ester oils, and more preferably isopropyl myristate, and from non-polar oils, preferably ether oils, and from more preferably dicaprylic ether.

The amount of the oil(s) in the composition according to the present invention may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0 1% by weight or more, relative to the total weight of the composition.

The amount of the oil(s) in the composition according to the present invention may be less than 0.7% by weight, preferably less than 0.6% by weight, and more preferably less than 0.5% by weight, relative to the total weight of the composition.

The amount of the oil(s) in the composition according to the present invention may be from 0.001% to less than 0.7% by weight, preferably from 0.01% to less than 0.6% by weight, and more preferably from 0.1% to less than 0.5% by weight, based on the total weight of the composition.

[Primary fatty acid polyglyceryl ester]

The composition according to the present invention comprises (b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0. Only one type of (b) first fatty acid polyglyceryl ester can be used, but two or more different types of (b) first fatty acid polyglyceryl ester can be used in combination.

The (b) first fatty acid polyglyceryl ester can function as a surfactant, especially a nonionic surfactant.

The (b) first fatty acid polyglyceryl ester may have an HLB value of greater than 11.0 to 17.0, preferably greater than 12.0 to 16.0, and more preferably greater than 13.0. .0 to 15.0.

The term HLB (“hydrophilic-lipophilic balance”) is well known to those skilled in the art, and reflects the ratio between the hydrophilic part and the lipophilic part in the molecule.

If two or more (b) first polyglyceryl fatty acid esters are used, the HLB value is determined by the weighted average of the HLB values of all (b) first polyglyceryl fatty acid esters.

The (b) first fatty acid polyglyceryl ester can be chosen from mono, di, tri and more esters of saturated or unsaturated fatty acid(s).

It is preferred that (b) the first fatty acid polyglyceryl ester comprises 2 to 4 glycerol units, preferably 3 or 4 glycerol units, and more preferably 4 glycerol units.

The fatty acid for the fatty acid moiety or fatty acid moiety of (b) first fatty acid polyglyceryl ester may comprise 12 carbon atoms or less, preferably 11 carbon atoms or less, and more preferably 10 carbon atoms or less. The fatty acid for the fatty acid moiety or fatty acid moiety of (b) first fatty acid polyglyceryl ester may comprise 4 or more carbon atoms, preferably 6 or more carbon atoms, and more preferably 8 or more carbon atoms. The fatty acid for the fatty acid moiety or fatty acid moiety of (b) first fatty acid polyglyceryl ester may have carbon atoms 4 to 12, preferably 6 to 11, and more preferably 8 to 10 carbon atoms.

The fatty acid for the fatty acid moiety of (b) first fatty acid polyglyceryl ester can be saturated or unsaturated, and can be selected from caprylic acid, capric acid and lauric acid.

The first polyglyceryl fatty acid ester(s) may be selected from the group consisting of PG3 caprate (HLB: about 14), PG4 caprylate (HLB PG4 laurate (HLB: approx. 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), stearate of PG10 (HLB: 14.1), PG10 isostearate (HLB: 13.7), PG10 oleate (HLB: 13.0), PG10 cocoate (HLB: 16), and mixtures thereof.

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

The amount of the first fatty acid polyglyceryl ester(s) in the composition according to the present invention may be 0.01% by weight or more, preferably 0.1% by weight. weight or more, and more preferably 1% by weight or more, based on the total weight of the composition.

On the other hand, the amount of the first fatty acid polyglyceryl ester(s) in the composition according to the present invention may be 5% by weight or less, preferably 4% by weight or less, and more preferably 3% by weight or less, based on the total weight of the composition.

The amount of the first fatty acid polyglyceryl ester(s) in the composition according to the present invention can range from 0.01% to 5% by weight, preferably from 0.1% to 4% by weight, and more preferably from 1% to 3% by weight, based on the total weight of the composition.

[Second fatty acid polyglyceryl ester]

The composition according to the present invention comprises (c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0. Only one type of (c) second fatty acid polyglyceryl ester can be used, but two or more different types of (c) second fatty acid polyglyceryl ester can be used in combination.

The (c) second fatty acid polyglyceryl ester can function as a surfactant, especially a nonionic surfactant.

The (c) second fatty acid polyglyceryl ester may have an HLB value of 5.0 to less than 11.0, preferably 6.0 to less than 10.0, and more preferably 7.0 less than 9.0.

If two or more (c) second polyglyceryl fatty acid esters are used, the HLB value is determined by the weighted average of the HLB values of all (c) second polyglyceryl fatty acid esters.

The (c) second fatty acid polyglyceryl ester can be selected from mono, di, tri and more esters of saturated or unsaturated fatty acid(s).

It is preferable that the (c) second fatty acid polyglyceryl ester comprises 2 to 4 glycerol units, preferably 2 or 3 glycerol units, and more preferably 2 glycerol units.

The fatty acid for the fatty acid moiety or fatty acid moiety of (c) second fatty acid polyglyceryl ester may comprise 14 or more carbon atoms, preferably 16 or more carbon atoms, and more preferably 18 or more carbon atoms. The fatty acid for the fatty acid moiety or fatty acid moiety of (c) second fatty acid polyglyceryl ester may comprise 30 carbon atoms or less, preferably 24 carbon atoms or less, and more preferably 20 carbon atoms or less. The fatty acid for the fatty acid moiety or the fatty acid moiety of (c) second fatty acid polyglyceryl ester may have from 14 to 30, preferably from 16 to 24, and more preferably from 18 to 20 carbon atoms.

The fatty acid for the fatty acid moiety of (c) second fatty acid polyglyceryl ester can be saturated or unsaturated, and can be selected from myristic acid, stearic acid, isostearic acid and oleic acid.

The second fatty acid polyglyceryl ester(s) may be selected from the group consisting of 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), PG 2 sesquioleate (HLB: 5.3), PG3 distearate (HLB: 5), PG3 diisostearate (HLB: 5), PG3 dicocoatate (HLB: 7), PG5 hexastearate (HLB: 4, 0), PG5 trioleate (HLB: 7.0), PG10 pentaoleate (HLB: 6.4), PG2 sesquicaprylate (HLB: approximately 8), PG2 caprate (HLB: 9.5), PG2 laurate ( HLB: 8.5), PG2 myristate (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: approximately 9), PG10 tristearate (HLB: 8), PG10 diisostearate (HLB: 10), PG10 triisostearate (HLB: 8), PG10 tricocoate (HLB: 9) e t mixtures thereof.

It may be preferred that the (c) second fatty acid polyglyceryl ester is selected from the group consisting of 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), PG2 sesquicaprylate (HLB: about 8), PG2 caprate (HLB: 9.5) , PG2 laurate (HLB: 8.5), PG2 myristate (HLB: 10), PG2 isopalmitate (HLB: 9), PG4 oleate (HLB: 10), PG4 stearate (HLB: 9), isostearate of PG4 (HLB: 8.2), and mixtures thereof.

The amount of the second fatty acid polyglyceryl ester(s) in the composition according to the present invention may be 0.001% by weight or more, preferably 0.01% by weight or more. more, and more preferably 0.1% by weight or more, based on the total weight of the composition.

On the other hand, the amount of the second fatty acid polyglyceryl ester(s) in the composition according to the present invention may be 0.5% by weight or less, preferably 0.4% by weight or less, and more preferably 0.3% by weight or less, based on the total weight of the composition.

The amount of the second fatty acid polyglyceryl ester(s) in the composition according to the present invention can range from 0.001% to 0.5% by weight, preferably from 0.01% to 0.4% by weight, more preferably from 0.1% to 0.3% by weight, based on the total weight of the composition.

[Hyaluronic Acid Ingredient]

The composition according to the present invention comprises (d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures of these. Only one type of hyaluronic acid ingredient can be used, but two or more different types of hyaluronic acid ingredients can be used in combination.

Hyaluronic acid is a predominant glucosaminoglycan found in the skin. Thus, fibroblasts mainly synthesize collagens, matrix glycoproteins other than collagens (fibronectin, laminin), proteoglycans and elastin. Keratinocytes, on the other hand, mainly synthesize sulfated glycosaminoglycans and hyaluronic acid. Hyaluronic acid is also called hyaluronan.

Hyaluronic acid is present in the free state in the epidermis and in the dermis and is responsible for the turgidity of the skin. This polysaccharide can indeed retain a large volume of water, corresponding to up to 1,000 times its weight. In this sense, hyaluronic acid plays an important role in increasing the amounts of water fixed in the tissues, but also in the mechanical properties of the skin and in the formation of wrinkles.

Hyaluronic acid can be represented by the following chemical formula.

In the context of the present invention, the term "hyaluronic acid" covers in particular the basic unit of hyaluronic acid of formula:

It is the smallest fraction of hyaluronic acid comprising a disaccharide dimer, namely D-glucuronic acid and N-acetylglucosamine.

Hyaluronic acid derivatives can be selected from the group consisting of hydrolyzed hyaluronic acid, acetylated hyaluronic acid, cationic hyaluronic acid, and mixtures thereof.

The cationic hyaluronic acid comprises at least one cationic moiety. The cationic moiety can be a trialkylammonium group such as -N ⁺ (CH ₃ ) ₃ . The cationic moiety can include at least one hydroxyl group. Examples of a cationic group include -CH ₂ -CH(OH)-CH ₂ -N ⁺ (CH ₃ ) ₃ .

Examples of cationic hyaluronic acid include hydroxypropyl trimonium hyaluronate.

As hyaluronic acid salts or salts of hyaluronic acid derivatives, mention may be made of alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as magnesium salts, ammonium salts and mixtures thereof.

The molecular weight of hyaluronic acid ingredient is not limited. The molecular weight of the hyaluronic acid ingredient may be 5 kDa or more, preferably 20 kDa or more, and more preferably 100 kDa or more. The molecular weight of the hyaluronic acid ingredient may be 20 MDa or less, preferably 10 MDa or less, and more preferably 2000 kDa or less. Thus, the molecular weight of the hyaluronic acid ingredient may be 5 kDa to 20 MDa, preferably 20 kDa to 10 MDa, and more preferably 100 kDa to 2000 kDa.

Unless otherwise defined in the descriptions, "molecular weight" can mean a number average molecular weight.

The hyaluronic acid ingredient may in particular be hyaluronic acid supplied by the company Hyactive under the trade name CPN (MW: 10 to 150 kDa), by the company Soliance under the trade name Cristalhyal (MW: 1 to 1.4 MDa), by the company Bioland under the name Nutra HA (MW: 820,000 Da), by the company Bioland under the name Nutra AF (MW: 69,000 Da), or by the company Bioland under the name Oligo HA (MW: 6,100 Da).

One can use a single hyaluronic acid ingredient with a single molecular weight, or a combination of two or more hyaluronic acid ingredients with different molecular weights.

The amount of hyaluronic acid ingredient(s) in the composition according to the present invention may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

The amount of hyaluronic acid ingredient(s) in the composition according to the present invention may be less than or equal to 5% by weight, preferably less than or equal to 4% by weight, and more preferably less than or equal to 3% by weight, relative to the total weight of the composition.

Thus, the amount of the hyaluronic acid ingredient(s) in the composition according to the present invention can range from 0.001% to 5% by weight, preferably from 0.01% to 4% by weight, and more preferably from 0.1% to 3% by weight, based on the total weight of the composition.

[Polyol with 5 or more carbon atoms]

The composition according to the present invention comprises (e) at least one polyol with 5 or more carbon atoms. Only one type of this polyol can be used, but two or more different types of this polyol can be used in combination.

The polyol with 5 or more carbon atoms can be chosen from diols with 5 or more carbon atoms, preferably C ₅ -C ₁₀ diols, and more preferably pentylene glycol, hexylene glycol, and mixtures thereof. .

Pentylene glycol encompasses its isomers. Thus, the pentylene glycol can be 1,2-pentylene glycol, 1,3-pentylene glycol, 1,4-pentylene glycol, 1,5-pentylene glycol, 2,3-pentylene glycol and 2,4-pentylene glycol. 1,2-pentylene glycol may be preferable.

Hexylene glycol encompasses its isomers. Thus, the hexylene glycol can be 1,2-hexylene glycol, 1,3-hexylene glycol, 1,4-hexylene glycol, 1,5-hexylene glycol, 1,6-hexylene glycol, 2,3-hexylene glycol, 2,4-hexylene glycol, 2,5-hexylene glycol and 2-methyl-2,4-pentanediol. 2-Methyl-2,4-pentanediol may be preferable.

The amount of polyol(s) with 5 or more carbon atoms in the composition according to the present invention may be 0.01% by weight or more, preferably 0.1% by weight or more. , and more preferably 1% by weight or more, based on the total weight of the composition.

On the other hand, the quantity of polyol(s) with 5 or more carbon atoms in the composition according to the present invention may be less than or equal to 7% by weight, preferably less than or equal to 6 % by weight, and more preferably less than or equal to 5% by weight, based on the total weight of the composition.

Thus, the amount of polyol(s) with 5 carbon atoms or more in the composition according to the present invention can range from 0.01% to 7% by weight, preferably from 0.1% to 6% by weight, and more preferably from 1% to 5% by weight, based on the total weight of the composition.

[Water]

The composition according to the present invention comprises (f) water.

The amount of (f) water in the composition according to the present invention may be 50% by weight or more, preferably 60% by weight or more, and more preferably 70% by weight or more, with respect to the total weight of the composition.

On the other hand, the amount of (f) water in the composition according to the present invention may be less than or equal to 95% by weight, preferably less than or equal to 90% by weight, and more preferably less than or equal to 85% by weight, relative to the total weight of the composition.

The amount of (f) water in the composition according to the present invention may range from 50% to 95% by weight, preferably from 60% to 90% by weight, more preferably from 70% to 85% by weight, per relative to the total weight of the composition.

[Quantities required]

The total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester in the composition according to the present invention is from 0.01% to 5% by weight, preferably from 0.02% to 4.5% by weight, and more preferably 1% to 4% by weight, based on the total weight of the composition.

The weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) in the composition according to present invention is less than 0.3, preferably less than 0.2, and more preferably less than 0.1.

The composition according to the present invention may not include (a) oil. In this case, the (b) first polyglyceryl fatty acid ester and the (c) second polyglyceryl fatty acid ester can form micelles, which can form dispersed phases in the composition according to the present invention, not including no (a) oil.

The composition according to the present invention may include (a) oil. In this case, the (b) first polyglyceryl fatty acid ester and the (c) second polyglyceryl fatty acid ester can form micelles, which can form dispersed phases in the composition according to the present invention, including the (a) oil. The micelle including the (a) oil can be thought of as an "oil" droplet.

The weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) in the composition according to the present invention is greater than 0.01 and less than 0.2, preferably greater than 0.02 and less than 0.19, and more preferably greater than 0.03 and less than 0.18.

The weight ratio of (the amount of (e) polyol with 5 or more carbon atoms)/(the total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester ) in the composition according to the present invention is greater than 0.1 and less than 5, preferably greater than 0.15 and less than 4.5, and more preferably greater than 0.2 and less than 4.0.

[Additional polyol]

The composition according to the present invention may comprise at least one additional polyol other than the (e) polyol with 5 or more carbon atoms. Only one type of this additional polyol can be used, but two or more different types of this additional polyol can be used in combination.

The term "polyol" herein means an alcohol having two or more hydroxy groups, and does not include a saccharide or a derivative thereof. The derivative of a saccharide includes a sugar alcohol which is obtained by reducing one or more carbonyl groups of a saccharide, as well as a saccharide or a sugar alcohol in which the hydrogen atom or atoms in one or more plural hydroxy groups thereof have been replaced with at least one substituent such as alkyl group, hydroxyalkyl group, alkoxy group, acyl group or carbonyl group.

The polyol may be a C ₂ -C ₄ polyol, preferably a C ₂ -C ₄ polyol, comprising at least 2 hydroxy groups, and preferably 2 to 5 hydroxy groups.

The polyol can be a natural or synthetic polyol. The polyol can have a linear, branched or cyclic molecular structure.

The polyol can be selected from glycerins and mixtures thereof, and glycols and mixtures thereof. The polyol can be selected from the group consisting of glycerin, ethylene glycol, propylene glycol and butylene glycol.

The amount of additional polyol(s) in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, and more preferably 10% by weight. weight or less, relative to the total weight of the composition.

The amount of the additional polyol(s) in the composition according to the present invention may be from 1% to 20% by weight, preferably from 3% to 15% by weight, and more preferably from 5 % to 10% by weight, relative to the total weight of the composition.

It may be preferable that the composition according to the present invention does not include butylene glycol.

[Other ingredients]

The composition according to the present invention may contain one or more monoalcohols which are in the form of a liquid at room temperature (25° C.), such as, for example, linear or branched monoalcohols comprising from 1 to 6 carbon atoms, such as ethanol, propanol, butanol, isopropanol, isobutanol, pentanol and hexanol.

The amount of the monoalcohol(s) in the composition according to the present invention may be equal to or greater than 0.01% by weight, preferably equal to or greater than 0.1% by weight, and more preferably equal to or greater than greater than 1% by weight, relative to the total weight of the composition.

On the other hand, the amount of the monoalcohol(s) in the composition according to the present invention may be less than or equal to 15% by weight, preferably less than or equal to 10% by weight, and more preferably less or equal to 5% by weight, relative to the total weight of the composition.

Thus, the amount of the monoalcohol(s) in the composition according to the present invention can range from 0.01% to 15% by weight, preferably from 0.1% to 10% by weight, and more preferably from 1% to 5% by weight, relative to the total weight of the composition.

The composition according to the present invention may also include various adjuvants conventionally used in cosmetic and dermatological compositions, such as thickeners, anionic, nonionic, cationic, and amphoteric or zwitterionic polymers, additional anionic, nonionic, cationic and amphoteric surfactants , antioxidants, coloring agents, chelating agents, sequestering agents, fragrances, dispersing agents, conditioning agents, film formers, preservatives, co-preservatives and mixtures thereof, exception of the ingredients explained above.

In one embodiment, the composition according to the present invention is free of a fatty acid polyglyceryl ester comprising 5 or more glycerol units, such as PG5 laurate. The term "free of" here means that the composition according to the present invention may contain a limited amount of a fatty acid polyglyceryl ester comprising 5 or more glycerol units. However, it is preferable that the amount of the fatty acid polyglyceryl ester comprising 5 or more glycerol units be limited such that it is less than 1% by weight, more preferably less than 0.1% by weight. by weight, and even more preferably less than 0.01% by weight, based on the total weight of the composition. Most preferably, the composition according to the present invention does not comprise any fatty acid polyglyceryl ester comprising 5 or more glycerol units.

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

(Preparation)

The composition according to the present invention can be prepared by mixing the essential ingredient(s) as explained above, and the optional ingredient(s), if necessary, as explained below. above.

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

The composition according to the present invention can be prepared without a large amount of energy such as that required by a homogenizer. Thus, the composition according to the present invention can be prepared using a small amount of energy such as gentle agitation of the ingredients of the composition. Therefore, the composition according to the present invention is environmentally friendly from the point of view of its preparation.

[Shape]

The composition according to the present invention comprises a continuous phase and dispersed phases. The dispersed phases are dispersed in the continuous phase. Thus, the dispersed phase can be in the form of a particle.

The continuous phase may comprise (f) water. The dispersed phase may comprise, at least, the (b) first fatty acid polyglyceryl ester and the (c) second fatty acid polyglyceryl ester. The dispersed phase may also include (a) oil, if the composition includes (a) oil. If the dispersed phase includes (a) oil, the dispersed phase can be recognized as an oil droplet. If the dispersed phase does not include (a) oil, the dispersed phase includes the (b) first polyglyceryl fatty acid ester and the (c) second polyglyceryl fatty acid ester, wherein the two polyglyceryl esters of fatty acids can form a micelle.

The size of the dispersed phase is 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less. Size can be measured as an average size based on volume. The size can be measured by dynamic light scattering with, for example, an ELSZ-2000 dynamic light scattering particle size analyzer (Otsuka Electronics Co. Ltd.). The minimum size of the dispersed phase is not limited, but it can be 1 nm or more, 5 nm or more, or 10 nm or more.

The composition according to the present invention may be in the form of a nano- or micro-emulsion, if the composition comprises (a) oil.

"Micro-emulsion" can be defined in two ways, namely, broadly and narrowly. That is, there is a case ("micro-emulsion in the strict sense") in which micro-emulsion refers to a thermodynamically stable isotropic single liquid phase containing a ternary system having three ingredients of a oily component, an aqueous component and a surfactant, and there is the second case ("micro-emulsion in the broad sense") in which, among the typically thermodynamically unstable emulsion systems, the micro-emulsion emulsion further includes such emulsions which exhibit a transparent or slightly translucent appearance due to their smaller particle size (Satoshi Tomomasa, et al., Oil Chemistry, Vol. 37, No. 11 (1988), pp. 48 to 53). “Micro-emulsion” as used herein refers to a “micro-emulsion in the strict sense”, i.e. a single thermodynamically stable isotropic liquid phase.

Microemulsion refers to either of the following states: an O/W (oil in water) type microemulsion in which the oil is solubilized by micelles, a W/O type microemulsion (water-in-oil) in which the water is solubilized by reverse micelles, or a bicontinuous microemulsion in which the number of associations of surfactant molecules is made infinite so that the aqueous phase and the oily phase both have a continuous structure.

The microemulsion may have a dispersed phase with a particle size of 100 nm or less, preferably 80 nm or less, and more preferably 60 nm or less, measured by laser particle sizing.

The term “nano-emulsion” is understood here to mean an emulsion characterized by a dispersed phase with a size of less than 350 nm, the dispersed phase being stabilized by a crown of nonionic surfactants (b) and (c) which can optionally form a phase of crystals lamellar type liquids, at the dispersed phase/continuous phase interface. In the absence of specific opacifiers, the transparency of nano-emulsions comes from the small size of the dispersed phase, this small size being obtained through the use of mechanical energy.

Nano-emulsions are distinguished from microemulsions by their structure. More specifically, microemulsions are thermodynamically stable dispersions formed, for example, of micelles formed by ingredients (b) and (c) and swollen by ingredient (a). Furthermore, the microemulsions do not require substantially large mechanical energy to be prepared.

The nano-emulsion may have a dispersed phase with a particle size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less, measured by laser particle sizing.

It is preferable for the composition according to the present invention to be in the form of an O/W emulsion which comprises oily phases dispersed in a continuous aqueous phase. The dispersed oily phases can be oil droplets in the aqueous phase.

The O/W architecture or structure, which consists of oily phases dispersed in an aqueous phase, has an external aqueous phase, and therefore if the composition according to the present invention has the O/W architecture or structure, it can provide a pleasant sensation during use due to the immediate sensation of freshness that the aqueous phase can provide.

The particle size of the (a) oil may be 100 nm or less, preferably 75 nm or less, and more preferably 50 nm or less. Particle size can be measured by a dynamic light scattering method. Particle size measurement can be performed, for example, by the ELSZ-2000 series particle size analyzer, marketed by Otsuka Electronics Co., Ltd.

The particle size may be volume average particle diameter or number average particle diameter, preferably volume average particle diameter.

The composition according to the present invention can be transparent or slightly translucent.

Transparency can be measured by measuring turbidity (for example, turbidity can be measured with a 2100Q (marketed by Hach Company) having a round cell (25 mm in diameter and 60 mm in height) and a tungsten filament lamp which can emit visible light (400-800nm, preferably 400-500nm) Measurement can be made on the undiluted composition Blank can be determined with distilled water.

The composition according to the present invention may exhibit a turbidity of less than or equal to 50 NTU, preferably less than or equal to 30 NTU and more preferably less than or equal to 10 NTU.

[Process and Use]

It is preferable that the composition according to the present invention be a cosmetic or dermatological composition, preferably a cosmetic composition, and more preferably a cosmetic composition for a keratinous substance such as the skin.

The composition according to the present invention can be used for a non-therapeutic process, such as a cosmetic process, to treat a keratinous substance such as skin, hair, mucous membranes, nails, eyelashes, eyebrows and/or scalp, by being applied to the keratinous substance.

Thus, the present invention also relates to a cosmetic process for treating a keratinous substance, comprising the step of applying the composition according to the present invention to the keratinous substance.

The present invention may also relate to a use of the composition according to the present invention as a cosmetic product or in a cosmetic product such as care products, cleansing products, make-up products, make-up remover products, for the skin of the body and/or face and /or the mucous membranes and/or the scalp and/or the hair and/or the nails and/or the eyelashes and/or the eyebrows.

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

The care product can be a lotion, cream, hair tonic, hair conditioner, sunscreen agent, and the like. The wash product can be a shampoo, a face wash, a hand wash, and the like. The makeup product can be foundation, mascara, lipstick, lip gloss, blush, eye shadow, nail polish, and the like. The make-up remover may be a make-up remover and the like.

According to the present invention, the composition according to the present invention includes at least one hyaluronic acid or a salt thereof, the composition according to the present invention can preferably be used to moisturize a keratinous substance such as the skin.

Another aspect of the present invention may relate to a use of:

(e) at least one polyol with 5 or more carbon atoms

for the manufacture of a composition comprising a continuous phase and dispersed phases in which the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less, the composition comprising

(a) at least one optional oil,

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0,

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0,

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof, and

(f) water,

under the following conditions

the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,

the weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is less than 0, 3,

the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2, and

the weight ratio of (the amount of (e) polyol)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is greater than 0.1 and less than 5.

Another aspect of the present invention may also relate to a process for preparing a composition comprising a continuous phase and dispersed phases in which the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and of more preferably 100 nm or less, comprising a step of mixing:

(a) at least one optional oil;

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0;

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0;

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof;

(e) at least one polyol with 5 or more carbon atoms; and

(f) water,

under the following conditions

the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,

the weight ratio of (the amount of (a) oil)/(the total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester) is less than 0, 3,

the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2, and

the weight ratio of (the amount of (e) polyol)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is greater than 0.1 and less than 5.

It is preferable that the mixing step be carried out by a so-called low-energy process without a particular mechanical agitator, such as a homogenizer which uses a large amount of energy. The low energy process can be achieved by simply and gently stirring ingredients (a) through (f).

It is preferred that the above composition in the use and process according to the present invention be in the form of an O/W nano- or micro-emulsion, if the above composition comprises (a) an oil.

The present invention may also relate to a use of:

(e) at least one polyol with 5 or more carbon atoms

in an O/W emulsion comprising

(a) at least one oil,

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0,

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0,

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof, and

(f) water,

under the following conditions

the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,

the weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is less than 0, 3,

the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2, and

the weight ratio of (the amount of (e) polyol)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is greater than 0.1 and less than 5,

so that the oil droplets of (a) oil have a particle size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less.

The present invention may also relate to a process for manufacturing oil droplets in an O/W nano- or micro-emulsion comprising

(a) at least one oil,

(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0,

(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0,

(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof, and

(f) water

with a particle size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less, comprising a step of adding to the O/W nano- or micro-emulsion or using in the O/W nano- or micro-emulsion

(e) at least one polyol with 5 or more carbon atoms.

The above explanations regarding ingredients (a) to (f), as well as optional ingredients, for the composition according to the present invention can be applied to those for the uses and processes according to the present invention. The explanations concerning the preparation and the forms of the composition according to the present invention can also apply to those of the composition cited in the uses and processes above.

EXAMPLES

The present invention will be described in more detail using examples which should not, however, be interpreted as limiting the scope of the present invention.

[Example 1 and Comparative Examples 1 to 3]

The following compositions according to Example 1 and Comparative Examples 1 to 3, shown in Table 1, were prepared by mixing the components shown in Table 1. The numerical values of the amounts of components shown in Table 1 are all based on "% by weight" of raw materials.

The compositions according to Example 1 and Comparative Examples 1 to 3 were in the form of an O/W emulsion.

[Table 1] Table 1 Ingredients Example 1 e.g. comp. 1 e.g. comp. 2 e.g. comp. 3 surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 1.8 1.8 1 1 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) 0.2 0.2 0.33 0.33 Sodium lauroyl glutamate - - 0.2 0.2 Oil Isopropyl myristate 0.2 0.2 1 1 Polyol Glycerine 10 10 10 10 Propylene glycol 3 3 3 3 Pentylene glycol 3 - - - Butylene glycol - 3 - - Phenoxyethanol 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 Polymer xanthan gum 0.1 0.1 0.2 - Sodium hyaluronate* 1.4 1.4 - 1.5 Water qsp 100 qsp 100 qsp 100 qsp 100 Turbidity (NTU) 9 NT 60.9 NT Droplet size (nm) 38.8 NT 20.2 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Example 1 and Comparative Example 2 was measured at room temperature using a turbidimeter (2100Q portable, Hach Company).

The results are shown in Table 1 as "NTU". The smaller the NTU value, the more transparent the composition.

The composition according to example 1 was transparent or slightly translucent.

The turbidity of the compositions according to Comparative Examples 1 and 3 was not measured because they were obviously opaque (not transparent or not slightly translucent).

(Droplet Size)

The size of the dispersed phase in the compositions according to Example 1 and Comparative Example 2 was measured with an ELSZ-2000 dynamic light scattering particle size analyzer (Otsuka Electronics Co. Ltd.).

The size of the dispersed phase of the compositions according to Comparative Examples 1 and 3 was not measured because they were obviously opaque.

Example 1 shows that the use of polyol with 5 or more carbon atoms can provide a transparent composition even if the composition includes hyaluronic acid or a salt thereof.

Comparative example 1 shows that the use of polyol with less than 5 carbon atoms cannot provide a transparent composition if the composition includes hyaluronic acid or a salt thereof.

Comparative example 2 corresponds to the formulation according to example 1 disclosed in document WO 2020/110716.

Comparative example 3 shows that the addition of hyaluronic acid or a salt thereof to the formulation according to example 1 disclosed in document WO 2020/110716 cannot provide a transparent composition.

[Examples 2 to 5 and Comparative Example 4]

The following compositions according to Examples 2 to 5 and Comparative Example 4, shown in Table 2, were prepared by mixing the components shown in Table 2. The numerical values of the amounts of components shown in Table 2 are all based on "% by weight" of raw materials.

The compositions according to Examples 2 to 5 and Comparative Example 4 were in the form of an O/W emulsion.

[Table 2] Table 2 Ingredients Example 2 Example 3 Example 4 Example 5 e.g. comp. 4 surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 1.8 0.018 2.7 3.6 5.4 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) 0.2 0.002 0.3 0.4 0.6 Oil Isopropyl myristate 0.3 0.001 0.45 0.6 0.9 Polyol Glycerine 10 10 10 10 10 Propylene glycol 3 3 3 3 3 Pentylene Glycol 3 0.03 4.5 6 9 Phenoxyethanol 0.5 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate* 1.5 1.5 1.5 1.5 1.5 Water qsp 100 qsp 100 qsp 100 qsp 100 qsp 100 Amount of surfactant 1.82 0.02 2.73 3.64 5.46 Turbidity (NTU) 3.9 32.2 4.9 3.9 NT Droplet size (nm) 47.5 11.1 39.7 38.8 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to examples 2 to 5 was measured at room temperature using a turbidimeter (2100Q portable, Hach Company).

The results are shown in Table 2 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 2 to 5 were transparent or slightly translucent.

The NTU value of the composition according to Comparative Example 4 was not tested because it was opaque.

(Droplet Size)

The size of the dispersed phase in the compositions according to Examples 2 to 5 and Comparative Example 4 was measured with a dynamic light scattering particle size analyzer ELSZ-2000 (Otsuka Electronics Co. Ltd.).

The results are shown in Table 2.

The size of the droplets of the dispersed phase in the composition according to Comparative Example 4 was not tested because it was opaque.

Examples 2-5 show that the total amount of a first fatty acid polyglyceryl ester having an HLB value greater than 11.0 and a second fatty acid polyglyceryl ester having an HLB value less than 11, 0 in a composition should be between 0.01% and 5% by weight, based on the total weight of the composition.

Comparative Example 4 shows that if the total amount of the first and second fatty acid polyglyceryl esters in a composition is greater than 5% by weight based on the total weight of the composition, the composition cannot be transparent or slightly translucent.

[Examples 6 and 7 and Comparative Example 5]

The following compositions according to Examples 6 and 7 and Comparative Example 5, shown in Table 3, were prepared by mixing the components shown in Table 3. The numerical values of the amounts of components shown in Table 3 are all based on "% by weight" of raw materials.

The composition according to Example 6 was a composition comprising micelles formed by PG-4 caprate and PG-2 oleate.

The compositions according to Example 7 and Comparative Example 5 were in the form of an O/W emulsion.

[Table 3] Table 3 Ingredients Example 6 Example 7 Ex. Comp. 5 Surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 1.8 1.8 1.8 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) 0.2 0.2 0.2 Oil Isopropyl myristate - 0.5 0.7 Polyol Glycerine 10 10 10 Propylene glycol 3 3 3 Pentylene Glycol 3 3 3 Phenoxyethanol 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 Polymer Sodium hyaluronate* 1.5 1.5 1.5 Water qsp 100 qsp 100 qsp 100 Oil/surfactant weight ratio 0 0.27 0.38 Turbidity (NTU) 1.8 6.7 NT Droplet size (nm) 30.9 53.6 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Examples 6 and 7 was measured at room temperature using a turbidimeter (2100Q portable, Hach Company).

The results are shown in Table 3 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 6 and 7 were transparent or slightly translucent.

The NTU value of the composition according to Comparative Example 5 was not tested because it was opaque.

(Droplet Size)

The size of the dispersed phase in the compositions according to examples 6 and 7 was measured using an ELSZ-2000 dynamic light scattering particle size analyzer (Otsuka Electronics Co. Ltd.).

The results are shown in Table 3.

The size of the droplets for the composition according to example 6 corresponds to the average size of the micelles not including oil in the composition.

The droplet size for the composition according to Example 7 means the average size of the oil droplets which can be considered as micelles including the oil in the composition.

The size of the droplets of the dispersed phase in the composition according to Comparative Example 5 was not tested because it was opaque.

Examples 6 and 7 show that the weight ratio of (the amount of oil)/(the total amount of a first fatty acid polyglyceryl ester having an HLB value greater than 11.0 and a second ester of polyglyceryl fatty acid having an HLB value of less than 11.0) in a composition should be less than 0.3.

Comparative Example 5 shows that if the total amount of the weight ratio of (the amount of oil)/(the total amount of a first fatty acid polyglyceryl ester having an HLB value greater than 11.0 and a second fatty acid polyglyceryl ester having an HLB value of less than 11.0) in a composition is 0.3 or more, the composition cannot be transparent or slightly translucent.

[Examples 8 and 9 and Comparative Examples 6 and 7]

The following compositions according to Examples 8 and 9 and Comparative Examples 6 and 7, shown in Table 4, were prepared by mixing the components shown in Table 4. The numerical values of the amounts of components shown in Table 4 are all based on "% by weight" of raw materials.

The compositions according to Examples 8 and 9 and Comparative Examples 6 and 7 were in the form of an O/W emulsion.

[Table 4] Table 4 Ingredients Ex. Comp. 6 Example 8 Example 9 Ex. Comp. 7 surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 2 1.9 1.7 1.6 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) - 0.1 0.3 0.4 Oil Isopropyl myristate 0.3 0.3 0.3 0.3 Polyol Glycerine 10 10 10 10 Propylene glycol 3 3 3 3 Pentylene Glycol 3 3 3 3 Phenoxyethanol 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate* 1.5 1.5 1.5 1.5 Water qsp 100 qsp 100 qsp 100 qsp 100 PG-4 caprate/PG-2 oleate weight ratio - 0.05 0.16 0.22 Turbidity (NTU) NT 3.2 11.2 NT Droplet size (nm) NT 38.6 82.5 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Examples 8 and 9 was measured at room temperature using a turbidimeter (2100Q portable, Hach Company).

The results are shown in Table 4 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 8 and 9 were transparent or slightly translucent.

The NTU value of the compositions according to Comparative Examples 6 and 7 was not tested because they were opaque.

(Droplet Size)

The size of the dispersed phase in the compositions according to examples 8 and 9 was measured using an ELSZ-2000 dynamic light scattering particle size analyzer (Otsuka Electronics Co. Ltd.).

The results are shown in Table 4.

The size of the droplets of the dispersed phase in the compositions according to Comparative Examples 6 and 7 was not tested because they were opaque.

Examples 8 and 9 show that the weight ratio of (the amount of a second polyglyceryl fatty acid ester having an HLB value of less than 11.0)/(the amount of a first polyglyceryl fatty acid ester having an HLB value greater than 11.0) in a composition should be greater than 0.01 and less than 0.2.

Comparative Examples 6 and 7 show that if the weight ratio of (the amount of a second fatty acid polyglyceryl ester having an HLB value of less than 11.0)/(the amount of a first fatty acid polyglyceryl ester fatty acid having an HLB value greater than 11.0) in a composition is 0.01 or less or 0.2 or more, the composition cannot be transparent or slightly translucent.

[Examples 10 and 11 and Comparative Examples 8 and 9]

The following compositions according to Examples 10 and 11 and Comparative Examples 8 and 9, shown in Table 5, were prepared by mixing the components shown in Table 5. The numerical values of the amounts of components shown in Table 5 are all based on "% by weight" of raw materials.

The compositions according to Examples 10 and 11 and Comparative Examples 8 and 9 were in the form of an O/W emulsion.

[Table 5] Table 5 Ingredients Ex. Comp. 8 Example 10 Ex.11 Ex. Comp. 9 Surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 1.8 1.8 1.8 1.8 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) 0.2 0.2 0.2 0.2 Oil Isopropyl myristate 0.3 0.3 0.3 0.3 Polyol Glycerine 10 10 10 10 Propylene glycol 3 3 3 3 Pentylene glycol - 0.5 7 10 Phenoxyethanol 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate* 1.5 1.5 1.5 1.5 Water qsp 100 qsp 100 qsp 100 qsp 100 Pentylene glycol/surfactant weight ratio - 0.27 3.85 5.49 Turbidity (NTU) NT 6.7 2.5 NT Droplet size (nm) NT 58.5 36.7 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Examples 10 and 11 was measured at room temperature using a turbidimeter (portable 2100Q, Hach Company).

The results are shown in Table 5 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 10 and 11 were transparent or slightly translucent.

The NTU value of the compositions according to Comparative Examples 8 and 9 was not tested because they were opaque.

(Droplet Size)

The size of the dispersed phase in the compositions according to examples 10 and 11 was measured with an ELSZ-2000 dynamic light scattering particle size analyzer (Otsuka Electronics Co. Ltd.).

The results are shown in Table 5.

The size of the droplets of the dispersed phase in the compositions according to Comparative Examples 8 and 9 was not tested because they were opaque.

Examples 10 and 11 show that the weight ratio of (the amount of polyol with 5 or more carbon atoms)/(the total amount of a first fatty acid polyglyceryl ester having an HLB value greater than 11.0 and of a second fatty acid polyglyceryl ester having an HLB value of less than 11.0) in a composition should be greater than 0.1 and less than 5.

Comparative Examples 8 and 9 show that if the weight ratio of (the amount of polyol with 5 or more carbon atoms)/(the total amount of a first fatty acid polyglyceryl ester having an HLB value greater than 11, 0 and a second fatty acid polyglyceryl ester having an HLB value of less than 11.0) in a composition is 0.1 or less or 5 or more, the composition cannot be transparent or slightly translucent.

[Examples 12 to 15]

The following compositions according to Examples 12 to 15, shown in Table 6, were prepared by mixing the components shown in Table 6. The numerical values of the amounts of components shown in Table 6 are all based on "% by weight " of raw materials.

The compositions according to Examples 12 to 15 were in the form of an O/W emulsion.

[Table 6] Table 6 Ingredients Example 12 Example 13 Ex. 14 Example 15 Surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 1.8 1.8 1.8 1.8 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) 0.2 0.2 0.2 0.2 Oil Isopropyl myristate 0.3 0.3 0.3 0.3 Polyol Glycerine 10 10 10 10 Propylene glycol 3 3 3 3 Pentylene glycol 3 3 3 3 Phenoxyethanol 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate* 0.2 3 1.4 1 Sodium hyaluronate** - - 0.1 0.5 Water qsp 100 qsp 100 qsp 100 qsp 100 Turbidity (NTU) 3.7 4.2 5.7 9.5 Droplet size (nm) 20.9 73 46.9 47

AM: Active ingredient

* 20kDa to 50kDa

** 1100 kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Examples 12 to 15 was measured at room temperature using a turbidimeter (portable 2100Q, Hach Company).

The results are shown in Table 6 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 12 to 14 were transparent or slightly translucent.

(Droplet Size)

The size of the dispersed phase in the compositions according to Examples 12 and 15 was measured using a dynamic light scattering particle size analyzer ELSZ-2000 (Otsuka Electronics Co. Ltd.).

The results are shown in Table 6.

Examples 12 to 15 show that the composition according to the present invention can be transparent or slightly translucent even if it includes a variety of amounts of hyaluronic acid or a salt thereof, independent of the molecular weight of the hyaluronic acid. .

[Examples 16 to 18 and Comparative Example 10]

The following compositions according to Examples 16 to 18 and Comparative Example 10, shown in Table 7, were prepared by mixing the components shown in Table 7. The numerical values of the amounts of components shown in Table 7 are all based on "% by weight" of raw materials.

The compositions according to examples 16 to 18 and comparative example 10 were in the form of an O/W emulsion.

[Table 7] Table 7 Ingredients Ex. 16 Ex. 17 Ex. 18 Ex. Comp.
10 Surfactant Caprate of PG-4 (HLB: 14)
(AM: 90% by weight) 2.6 1.8 1.8 1.8 PG-2 oleate (HLB: 8)
(AM: 99.92% by weight) - 0.2 0.2 0.2 PG-2 Isostearate (HLB: 8)
(AM: 100% by weight) 0.2 - - - Oil Isopropyl myristate 0.3 0.3 - 0.3 Dicaprylyl ether - - 0.3 - Polyol Glycerine 10 10 10 10 Propylene glycol 3 3 3 3 Butylene glycol - - - 0.5 Pentylene glycol 3 - 3 - Hexylene glycol - 0.5 - - Phenoxyethanol 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate* 0.2 3 1.5 1.4 Water qsp 100 qsp 100 qsp 100 qsp 100 Turbidity (NTU) 4.2 25.9 53.3 NT Droplet size (nm) 42 62.1 48 NT

AM: Active ingredient NT: Not tested

* 20kDa to 50kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to Examples 16 to 18 was measured at room temperature using a turbidimeter (2100Q portable, Hach Company).

The results are shown in Table 7 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 16 to 18 were transparent or slightly translucent.

The NTU value of the composition according to Comparative Example 10 was not tested because it was opaque.

(Droplet Size)

The size of the dispersed phase in the compositions according to examples 16 to 18 was measured using a dynamic light scattering particle size analyzer ELSZ-2000 (Otsuka Electronics Co. Ltd.).

The results are shown in Table 7.

The size of the droplets of the phase dispersed in the composition according to comparative example 10 was not tested because it was opaque.

Example 16 shows that the type of fatty acid polyglyceryl ester is not limited.

Example 17 shows that the type of polyol with 5 or more carbon atoms is not limited.

Example 18 shows that the type of oil is not limited.

Comparative example 10 shows that if a polyol having less than 5 carbon atoms is used in a composition, this cannot be transparent or slightly translucent.

[Examples 19 to 25]

The following compositions according to Examples 19 to 25, shown in Table 8, were prepared by mixing the components shown in Table 8. The numerical values of the amounts of components shown in Table 8 are all based on "% by weight " of raw materials.

The compositions according to examples 19 to 25 were in the form of an O/W emulsion.

[Table 8] Table 8 Ingredients Ex. 19 Example 20 Ex. 21 Example 22 Ex. 23 Example 24 Example 25 Surfactant PG-4 caprate (HLB: 14) (AM: 90 wt%) 1.8 1.8 1.8 1.8 1.8 1.8 1.8 PG-2 oleate (HLB: 8) (AM: 99.92 wt%) 0.2 0.2 0.2 0.2 0.2 0.2 0.2 Oil Isopropyl myristate 0.3 0.3 0.3 0.3 0.3 0.3 0.3 Polyol Glycerine 10 10 10 10 10 10 10 Propylene glycol 3 3 3 3 3 3 3 Pentylene glycol 3 3 3 3 3 3 3 Phenoxyethanol 0.5 0.5 0.5 0.5 0.5 0.5 0.5 Conservative Disodium EDTA 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Polymer Sodium hyaluronate** 1.5 - - - - - - Hydrolyzed hyaluronic acid (50 kDa) - 1.5 - - - - - Acetylated sodium hyaluronate (3 to 25 kDa) - - 1.5 - - - - Acetylated sodium hyaluronate (30 to 100 kDa) - - - 1.5 - - - Sodium hyaluronate (10 to 150 kDa) - - - - 1.5 - - Sodium hyaluronate (0.4 to 5 kDa) - - - - - 1.5 - Hydroxypropyl trimonium hyaluronate (500-800 kDa) - - - - - - 1.5 Water qsp 100 qsp 100 qsp 100 qsp 100 qsp 100 qsp 100 qsp 100 Turbidity (NTU) 47.2 7.5 4.1 4.6 10.9 5.8 9.3 Droplet size (nm) 51.1 26.4 33.4 16.6 39.9 25.7 37.4

AM: Active material ** 1100 kDa

[Ratings]

(Turbidity)

The turbidity of the compositions according to examples 19 to 25 was measured at room temperature using a turbidimeter (portable 2100Q, Hach Company).

The results are shown in Table 8 as "NTU". The smaller the NTU value, the more transparent the composition.

The compositions according to examples 19 to 25 were transparent or slightly translucent.

(Droplet Size)

The size of the dispersed phase in the compositions according to examples 19 to 25 was measured using a dynamic light scattering particle size analyzer ELSZ-2000 (Otsuka Electronics Co. Ltd.).

The results are shown in Table 8.

Examples 19 to 25 show that the type of hyaluronic acid or its salt is not limited.

Claims (10)

Composition, comprising:
(a) at least one optional oil;
(b) at least one first fatty acid polyglyceryl ester having an HLB value greater than 11.0, preferably greater than 12.0, and more preferably greater than 13.0;
(c) at least one second fatty acid polyglyceryl ester having an HLB value of less than 11.0, preferably less than 10.0, and more preferably less than 9.0;
(d) at least one hyaluronic acid ingredient selected from the group consisting of hyaluronic acid, salts of hyaluronic acid, derivatives of hyaluronic acid, salts of derivatives of hyaluronic acid, and mixtures thereof,
(e) at least one polyol with 5 or more carbon atoms; and
(f) water,
in which
the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester is from 0.01% to 5% by weight, based on the total weight of the composition,
the weight ratio of (the amount of (a) oil)/(the total amount of (b) first polyglyceryl fatty acid ester and (c) second polyglyceryl fatty acid ester) is less than 0, 3,
the weight ratio of (the amount of (c) second fatty acid polyglyceryl ester)/(the amount of (b) first fatty acid polyglyceryl ester) is greater than 0.01 and less than 0.2,
the weight ratio of (the amount of (e) polyol with 5 or more carbon atoms)/(the total amount of (b) first fatty acid polyglyceryl ester and (c) second fatty acid polyglyceryl ester ) is greater than 0.1 and less than 5, and
the composition comprises a continuous phase and dispersed phases and the dispersed phase has a size of 300 nm or less, preferably 200 nm or less, and more preferably 100 nm or less. Composition according to Claim 1, in which the (a) oil is chosen from polar oils. A composition according to claim 1 or 2, wherein the amount of (a) oil in the composition is less than 0.7% by weight, preferably less than 0.6% by weight, and more preferably less than 0 5% by weight, relative to the total weight of the composition. A composition according to any of claims 1 to 3, wherein (b) the first fatty acid polyglyceryl ester comprises 2 to 4 glycerol units, preferably 3 or 4 glycerol units, and more preferably 4 glycerol units. A composition according to any one of claims 1 to 4, wherein the amount of (b) first fatty acid polyglyceryl ester in the composition is 0.01% to 5% by weight, preferably 0.1% to 4% by weight, and more preferably from 1% to 3% by weight, based on the total weight of the composition. A composition according to any of claims 1 to 5, wherein (c) the second fatty acid polyglyceryl ester comprises 2 to 4 glycerol units, preferably 2 or 3 glycerol units, and more preferably 2 glycerol units. A composition according to any of claims 1 to 6, wherein the amount of (c) second fatty acid polyglyceryl ester in the composition is 0.001% to 0.5% by weight, preferably 0.01% to 0.4% by weight, and more preferably from 0.1% to 0.3% by weight, based on the total weight of the composition. A composition according to any one of claims 1 to 7, wherein the amount of hyaluronic acid ingredient(s) in the composition is 0.001% to 5% by weight, preferably 0.01 % to 4% by weight, and more preferably from 0.1% to 3% by weight, based on the total weight of the composition. Composition according to any one of Claims 1 to 8, in which the quantity of (e) polyol having 5 or more carbon atoms in the composition ranges from 0.01% to 7% by weight, preferably from 0.1% to 6% by weight, more preferably from 1% to 5% by weight, based on the total weight of the composition. Composition according to any one of Claims 1 to 9, in which the composition comprises (a) oil and is in the form of an O/W emulsion.