CN116490162A - Two-phase composition - Google Patents

Abstract

The present invention relates to a two-phase composition comprising an oil phase comprising (a) at least one oil and an aqueous phase comprising: (b) At least one aromatic ketone compound represented by formula (I); (c) at least one polyglycerin fatty acid ester; and (d) water. The composition according to the invention has two visually distinct phases when not mixed. However, when mixed, the composition according to the invention may be converted into a single phase composition. Single phase compositions, such as emulsions, can provide good cosmetic benefits, such as good make-up removability, without discomfort. The single phase composition can revert to a two phase composition with a clean interface between the two reformed phases.

Description

Two-phase composition

Technical Field

The present invention relates to two-phase or dual-phase compositions which have two visually distinct phases and which are capable of being transformed into a single-phase composition which can be transformed again into a two-phase or dual-phase composition.

Background Art

Compositions having two visually distinct phases, especially an aqueous phase and an oil phase, which are not emulsified in one another at rest are often referred to as "two-phase" (or "biphasic") compositions. They differ from emulsions in that, at rest, the two phases are separate and a single interface is formed between the two phases, rather than multiple interfaces between a continuous phase and each discontinuous phase present in an emulsion.

Such two-phase compositions have been described, for example, in EP-A-370856 and EP-A-603080, in particular for removing make-up from around the eye.

Preferably the two-phase composition is stable prior to use, ie, while at rest, so that the appearance and/or odor of the composition remains unchanged over a long period of time under a variety of temperature and storage conditions.

When used, the two-phase composition needs to be mixed, such as shaken, to form a single-phase composition, such as a "temporary" emulsion, which is then applied to a keratinous material such as the skin. The single-phase composition needs to provide the desired cosmetic effect, such as good removability. It is preferred if the single-phase composition can provide the cosmetic effect without providing discomfort.

On the other hand, after use, ie at rest, a single-phase composition must recover its original state by converting into a two-phase composition, which is called "phase separation". It is preferred that the interface between the two phases that are reformed is clean so that there is no precipitation at the interface.

Therefore, there is a need for a two-phase or dual-phase composition having two visually distinguishable phases, which is stable when unmixed and can be transformed into a single-phase composition when mixed, wherein the single-phase composition can provide good cosmetic benefits, such as good make-up removability without discomfort, and can be restored to its original state, i.e., a two-phase or dual-phase composition, with a clean interface between the two reformed phases.

Invention Disclosure

The object of the present invention is to provide a two-phase composition which is stable and which can be transformed into a single-phase composition when mixed, wherein the single-phase composition can provide good cosmetic effects, such as good make-up removability without discomfort, and can be restored to a two-phase composition with a clean interface between the two reformed phases.

The above objects can be achieved by a two-phase composition comprising:

an oil phase comprising (a) at least one oil; and

an aqueous phase comprising:

(b) at least one aromatic ketone compound represented by the following chemical formula (I)

in

R ₅ , R ₆ and R ₇ each independently represent a hydrogen atom, a hydroxyl group, a C ₁ -C ₆ alkyl group or a C ₁ -C ₆ alkoxy group, provided that at least one of R ₅ , R ₆ and R ₇ represents a hydroxyl group, and

R represents a C ₁ -C ₆ alkyl group or an aryl group;

(c) at least one polyglycerol fatty acid ester; and

(d) Water.

The composition according to the invention can be transformed into a single-phase composition. A single-phase composition can be transformed into a two-phase composition.

(a) The oil may be selected from non-polar oils, preferably from hydrocarbon oils, ether oils and mixtures thereof, and more preferably from volatile hydrocarbon oils, ether oils and mixtures thereof.

The amount of (a) oil(s) in the composition according to the invention may range from 7% to 70% by weight and preferably from 15% to 65% by weight relative to the total weight of the composition.

R in the chemical formula (I) may represent a methyl group, an ethyl group or a phenyl group, preferably a methyl group or a phenyl group, and more preferably a methyl group.

(b) The aromatic ketone compound may be hydroxyacetophenone, preferably monohydroxyacetophenone, and more preferably 4-hydroxyacetophenone.

The amount of (b) one or more aromatic ketone compounds in the composition according to the invention may be from 0.1% to 3% by weight, preferably from 0.2% to 1% by weight and more preferably from 0.3% to 0.5% by weight relative to the total weight of the aqueous phase of the composition.

(c) The polyglycerol fatty acid ester may be selected from polyglycerol fatty acid diesters.

The (c) polyglycerol fatty acid ester may contain 2 to 6 polyglycerol units, preferably 4 to 6 polyglycerol units, and more preferably 5 or 6 polyglycerol units.

(c) The polyglyceryl fatty acid ester may be selected from the group consisting of polyglyceryl-6 dicaprate, polyglyceryl-6 dioleate, polyglyceryl-6 distearate and mixtures thereof.

The amount of (c) one or more polyglycerol fatty acid esters in the composition according to the invention may be from 0.001% to 0.5% by weight, preferably from 0.005% to 0.1% by weight and more preferably from 0.01% to 0.05% by weight relative to the total weight of the aqueous phase of the composition.

The amount of (d) water in the composition according to the invention may be from 30% to 93% by weight, and preferably from 35% to 85% by weight, relative to the total weight of the composition.

The composition according to the present invention may be a cosmetic composition, preferably a cleansing cosmetic composition, and more preferably a cleansing cosmetic composition for skin and eyelashes.

The present invention also relates to a cosmetic method for keratin substances, comprising:

mixing the composition according to the present invention to form a single-phase composition; and

A single-phase composition is applied to the keratinous material.

Best Mode for Carrying Out the Invention

After diligent research, the present inventors have found that it is possible to provide a two-phase composition which is stable and can be converted into a single-phase composition by mixing when used, wherein the single-phase composition can provide good cosmetic effects, such as good make-up removability without discomfort, and can be restored to a two-phase composition when not in use, with a clean interface between the two reformed phases.

Thus, one aspect of the present invention relates to a two-phase composition comprising:

an oil phase comprising (a) at least one oil; and

an aqueous phase comprising:

(b) at least one aromatic ketone compound represented by the following chemical formula (I)

in

R ₅ , R ₆ and R ₇ each independently represent a hydrogen atom, a hydroxyl group, a C ₁ -C ₆ alkyl group or a C ₁ -C ₆ alkoxy group, provided that at least one of R ₅ , R ₆ and R ₇ represents a hydroxyl group, and

R represents a C ₁ -C ₆ alkyl group or an aryl group;

(c) at least one polyglycerol fatty acid ester; and

(d) Water.

The composition according to the present invention has two visually distinct phases when unmixed. However, when mixed, the composition according to the present invention can be transformed into a single-phase composition. Single-phase compositions, such as emulsions, can provide good cosmetic effects, such as good make-up removal without discomfort. The single-phase composition can be restored to a two-phase composition with a clean interface between the two re-formed phases.

The composition according to the invention is stable so that it can maintain an oil phase and an aqueous phase separately when not mixed. Thus, during storage of the composition according to the invention, etc., the two-phase or dual-phase appearance of the composition according to the invention can be maintained.

In particular, the composition according to the invention is stable, so that the appearance and/or smell of the composition can remain unchanged for a long period of time under various temperature and storage conditions. For example, the composition according to the invention is stable at relatively low temperatures, with or without shaking. Therefore, the composition according to the invention can be stored well (especially at relatively low temperatures), even during automobile transportation that may cause vibrations, etc.

When used, the composition according to the invention is mixed. The two phases in the composition according to the invention are an oil phase comprising at least one oil and an aqueous phase comprising water. Thus, when mixing the composition according to the invention, one of the two phases may be dispersed in the other phase to form a visually homogeneous or single-phase O/W or W/O composition, such as an O/W or W/O emulsion.

The mixing of the composition according to the present invention can be easily carried out. For example, the mixing of the composition according to the present invention can be carried out by shaking by hand. After mixing the composition according to the present invention, the composition can form a single phase and maintain a single phase for a certain period of time without mixing again.

According to the present invention, the single-phase composition formed by the two-phase composition can provide good cosmetic effects, such as good makeup removability. Therefore, the composition according to the present invention can be used as a cosmetic composition, preferably a cleansing cosmetic composition, and more preferably a cleansing cosmetic composition for skin and eyelashes.

Furthermore, the single phase composition formed from the two phase composition according to the present invention can provide a good texture, such as a smooth touch. Furthermore, it can provide less skin flaking. Skin flaking reflects a relatively large loss of the outer layer of the epidermis of the skin and can make the skin surface rough. Therefore, the composition according to the present invention can provide a smooth skin finish.

Furthermore, a single phase composition formed from a two phase composition according to the invention may be more comfortable, for example, it is less irritating. Thus, the composition according to the invention may be, for example, gentle to the skin, in particular sensitive skin such as the skin around the eyes.

If the two-phase composition according to the invention is transparent before mixing, the one-phase composition formed by mixing the two-phase composition may also be transparent.

The single-phase composition formed from the two-phase composition according to the present invention can be quickly restored to a two-phase composition again after a certain period of time by causing phase separation to reform two visually distinguishable phases. According to the present invention, the interface between the two reformed phases can be clean so that there is no precipitation at the interface.

The composition according to the invention is particularly useful as a make-up remover, preferably for keratin fibres and more preferably for eyelashes, ie mascara.

Hereinafter, the composition according to the present invention will be described in a detailed manner.

[Composition]

(Oil)

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

(a) Oils form the oily phase of the compositions according to the invention.

Here, "oil" refers to a fatty compound or substance that is in a liquid or paste (non-solid) form at room temperature (25° C.) under atmospheric pressure (760 mmHg). As the oil, those generally used in cosmetology can be used alone or in combination. These oils may be volatile or nonvolatile.

The oil may be a non-polar oil such as hydrocarbon oil and symmetrical ether oil, silicone oil, etc.; a polar oil such as plant or animal oil, and ester oil and asymmetrical ether oil; or a mixture thereof.

The oil may be chosen from oils of vegetable or animal origin, synthetic oils, silicone oils, hydrocarbon oils and fatty alcohols.

As examples of vegetable oils, mention may be made, for example, of meadowfoam oil, linseed oil, camellia oil, macadamia 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.

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

As examples of synthetic oils, there may be mentioned alkane oils such as isododecane and isohexadecane, ester oils, ether oils and artificial triglycerides.

As an example of ether oil, mention may be made of dioctyl ether.

The ester oil is preferably a liquid ester of a saturated or unsaturated, linear or branched C ₁ -C ₂₆ aliphatic monoacid or polyacid and a saturated or unsaturated, linear or branched C ₁ -C ₂₆ aliphatic monohydric alcohol or polyhydric alcohol, the total carbon number of the ester is 10 or more.

Preferably, for esters of monohydric alcohols, 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, isocetyl stearate, 2-ethylhexyl isononanoate, isononyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.

Also useful are esters of C4 _{- C22} di- or tri-carboxylic acids with _C1 - _C22 alcohols and esters of mono-, di- or tri-carboxylic acids with non-sugar _C4 - _C26 di-, tri-, tetra- or penta-hydric alcohols.

Mention may be made in particular of: diethyl sebacate; isopropyl lauroyl 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; tricaprylyl; tri(octyldodecanol) citrate; trioleyl citrate; neopentyl glycol diheptanoate and diethylene glycol diisononanoate.

As ester oils, sugar esters and diesters of _C6 - _C30 fatty acids and preferably _C12 - _C22 fatty acids can be used. Recall that the term "sugar" refers to oxygen-containing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which contain at least 4 carbon atoms. These sugars can be monosaccharides, oligosaccharides or polysaccharides.

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

Sugar esters of fatty acids may be chosen in particular from esters or ester mixtures of previously described sugars with linear or branched, saturated or unsaturated C ₆ -C ₃₀ fatty acids and preferably C ₁₂ -C ₂₂ fatty acids. If they are unsaturated, these compounds may have one to three conjugated or nonconjugated carbon-carbon double bonds.

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

These esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates or mixtures thereof, such as, in particular, mixed esters of oleyl palmitate, oleostearate and palmitostearate, and pentaerythritol tetraethylhexanoate.

Use is made more particularly of the monoesters and diesters and especially of sucrose, glucose or methylglucose mono- or dioleate, stearate, behenate, olealmitate, linoleate, linolenate and oleostearate.

An example that may be mentioned is the product produced by the company Amerchol under the name A product sold by DO which is methyl glucose dioleate.

As examples of preferred ester oils, mention may be made, for example, of diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl caprylate, octyldodecyl caprylate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexyl 2-ethylhexanoate, 2-ethylhexyl caprylate, 2-ethylhexyl caprylate/caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylyl carbonate, isopropyl lauroyl sarcosinate, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate, hexyl laurate, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, glyceryl tri(2-ethylhexanoate), pentaerythritol tetra(2-ethylhexanoate), 2-ethylhexyl succinate, diethyl sebacate, and mixtures thereof.

As examples of artificial triglycerides, mention may be made, for example, of capryloctanoylglyceryl, trimyristin, tripalmitin, trilinolenic acid, trilaurin, tricaprin, tricaprylin, tri(caprylic acid/caprylic acid)glyceride (INCI name: caprylic/capric triglyceride) and tri(capric/caprylic/linolenic acid)glyceride.

As examples of silicone oils, there may be mentioned, for example, linear organopolysiloxanes such as polydimethylsiloxane (INCI name: dimethicone), 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, especially liquid polydimethylsiloxane (PDMS), and liquid polyorganosiloxanes comprising at least one aromatic group.

These silicone oils may also be organomodified.The organomodified silicones that can be used according to the invention are silicone oils as defined above and contain in their structure one or more organofunctional groups linked via hydrocarbon-based groups.

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

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

(i) Cyclic polydialkylsiloxanes containing 3 to 7 and preferably 4 to 5 silicon atoms. These are marketed, for example, by Union Carbide under the name Volatile 7207 or by Rhodia under the name Octamethylcyclotetrasiloxane sold under the name Volatile by Union Carbide 7158, by Rhodia under the name 70045 V5, and dodecamethylcyclopentasiloxane sold under the name Silsoft 1217 by Momentive Performance Materials, and mixtures thereof. Mention may also be made of cyclic copolymers (such as of the dimethylsiloxane/methylalkylsiloxane type), such as Silicone sold by the company Union Carbide. FZ 3109, with formula:

Mention may also be made of mixtures of cyclic polydialkylsiloxanes with organosilicon compounds, such as a mixture of octamethylcyclotetrasiloxane and tetrakis(trimethylsilyl)pentaerythritol (50/50), and a mixture of octamethylcyclotetrasiloxane and oxy-1,1′-bis(2,2,2′,2′,3,3′-hexatrimethylsilyloxy)neopentane; and

(ii) Linear volatile 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 decamethyltetrasiloxane sold in particular by the company Toray Silicone under the name SH 200. Silicones belonging to this class are also described in the article published in Cosmetics and Toiletries, Volume 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.

Nonvolatile polydialkylsiloxanes may also be used. These nonvolatile silicones are more particularly chosen from polydialkylsiloxanes, among which mention may mainly be made of polydimethylsiloxanes containing trimethylsilyl end groups.

Among these polydialkylsiloxanes, mention may be made in a non-limiting manner of the following commercial products:

- 47 and 70 047 series sold by Rhodia Oil or Oil, for example oil 70 047V500 000;

- Sold by the company Rhodia Series of oils;

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

-From General Electric Oils and certain oils from General Electric's SF series (SF 96, SF 18).

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

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

The phenyl silicone oil can be selected from the phenyl silicones of the following formula:

in

_R1 to _R10 are independently of one another a saturated or unsaturated linear, cyclic or branched _C1 - _C30 hydrocarbon-based group, preferably a _C1 - _C12 hydrocarbon-based group, and more preferably a _C1 - _C6 hydrocarbon-based group, in particular a methyl group, an ethyl group, a propyl group or a butyl group, and

m, n, p and q are each independently an integer from 0 to 900 (inclusive), preferably from 0 to 500 (inclusive) and more preferably from 0 to 100 (inclusive),

The condition is that the sum of n+m+q is not zero.

Examples that may be mentioned include the products sold under the names:

- From the 70641 series of Rhodia Oil;

-From Rhodia Oils of the 70633 and 763 series;

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

- Silicones from the PK series from Bayer, such as product PK20;

- Certain oils from General Electric's SF series, such as SF 1023, SF 1154, SF 1250 and SF 1265.

As the phenyl silicone oil, phenyl trimethicone (in the above formula, _R1 to _R10 are methyl groups; p, q and n=0; m=1) is preferred.

The organomodified liquid silicones may contain, in particular, polyoxyethylene and/or polyoxypropylene groups. Mention may be made, among other things, of the silicone KF-6017 proposed by Shin-Etsu and the oil VISCO from the company Union Carbide. L722 and L77.

The hydrocarbon oil may be selected 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

- straight-chain or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petroleum jelly, polydecene and hydrogenated polyisobutylene such as , and squalane.

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

The term "fatty" in fatty alcohol refers to alcohols containing a relatively large number of carbon atoms. Thus, alcohols having 4 or more, preferably 6 or more, and more preferably 12 or more carbon atoms are included within the scope of fatty alcohols. Fatty alcohols may be saturated or unsaturated. Fatty alcohols may be straight chain or branched.

The fatty alcohol may have the structure R-OH, wherein R is selected from saturated and unsaturated, linear and branched groups containing 4 to 40 carbon atoms, preferably 6 to 30 carbon atoms, and more preferably 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. R may or may not be substituted with at least one hydroxyl group.

As examples of fatty alcohols, mention may be made of lauryl alcohol, isostearyl alcohol, undecyl alcohol, octyldodecanol, hexyldecanol, oleyl alcohol, linoleyl alcohol, palmitoleyl alcohol, arachidonic alcohol and mixtures thereof.

Thus, the fatty alcohol may be selected 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 linear or branched saturated C ₁₂ -C ₂₀ alcohols.

The term "saturated fatty alcohol" herein refers to an alcohol having a long aliphatic saturated carbon chain. It is preferred that the saturated fatty alcohol is selected from any linear or branched saturated C ₆ -C ₃₀ fatty alcohol. Among the linear or branched saturated C ₆ -C ₃₀ fatty alcohols, a linear or branched saturated C ₁₂ -C ₂₀ fatty alcohol may be preferably used. Any linear or branched saturated C ₁₆ -C ₂₀ fatty alcohol may be more preferably used. A branched C ₁₆ -C ₂₀ fatty alcohol may be even more preferably used.

As examples of saturated fatty alcohols, mention may be made of lauryl alcohol, isostearyl alcohol, undecyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof. In one embodiment, octyldodecanol and hexyldecanol may be used as saturated fatty alcohols.

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

(a) The oil may be selected from non-polar oils, preferably from hydrocarbon oils, ether oils and mixtures thereof, and more preferably from volatile hydrocarbon oils, ether oils and mixtures thereof.

The volatile hydrocarbon oil may be selected from volatile branched _C8 - _C16 hydrocarbon oils, preferably selected from isohexadecane, isodecane, isododecane and mixtures thereof.

Preferably, the ether oil is non-volatile. The ether oil can be selected from the dialkyl ethers represented by the following formula:

R ¹ -OR ²

in

^R1 and ^R2 each independently represent a linear, branched or cyclic _C4-24 alkyl group, preferably a _C6-18 alkyl group, and more preferably a _C8-12 alkyl group. It may be preferred that ^R1 and ^R2 are the same.

As the straight-chain alkyl group, there may be mentioned butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, behenyl, docosyl, tricosyl and tetracosyl groups.

As the branched alkyl group, there may be mentioned a 1-methylpropyl group, a 2-methylpropyl group, a tert-butyl group, a 1,1-dimethylpropyl group, a 3-methylhexyl group, a 5-methylhexyl group, a 1-ethylhexyl group, a 2-ethylhexyl group, a 1-butylpentyl group, a 5-methyloctyl group, a 1-ethylhexyl group, a 2-ethylhexyl group, a 1-butylpentyl group, a 5-methyloctyl group, a 2-butyloctyl group, an isotridecyl group, a 2-pentylnonyl group, a 2-hexyldecyl group, an isostearyl group, a 2-heptylundecyl group, a 2-octyldodecyl group, a 1,3-dimethylbutyl group, a 1-(1-methylethyl)-2-methylpropyl group, a 1,1,3,3-tetramethylbutyl group, a 3,5,5-trimethylhexyl group, a 1-(2-methylpropyl)-3-methylbutyl group, a 3,7-dimethyloctyl group and a 2-(1,3,3-trimethylbutyl)-5,7,7-trimethyloctyl group.

As the cyclic alkyl group, there may be mentioned a cyclohexyl group, a 3-methylcyclohexyl group and a 3,3,5-trimethylcyclohexyl group.

Preferably, the ether oil is selected from dicaprylyl ether, didecyl ether, dilauryl ether, diisostearyl ether, dioctyl ether, nonylphenyl ether, dodecyl dimethyl butyl ether, cetyl dimethyl butyl ether, cetyl isobutyl ether and mixtures thereof.

More preferably, the ether oil is selected from dicaprylyl ether, didecyl ether, dilauryl ether, diisostearyl ether, dioctyl ether and mixtures thereof.

The amount of (a) oil in the composition according to the present invention may be 7% by weight or more, and preferably 15% by weight or more, relative to the total weight of the composition.

The amount of (a) oil in the composition according to the invention may be 70% by weight or less, and preferably 65% by weight or less, relative to the total weight of the composition, provided that the amount of (a) oil is not zero.

The amount of (a) oil in the composition according to the invention may range from 7% to 70% by weight and preferably from 15% to 65% by weight relative to the total weight of the composition.

(Aromatic Ketone Compounds)

The composition according to the present invention comprises (b) at least one aromatic ketone compound. If two or more (b) aromatic ketone compounds are used, they may be the same or different.

(b) The aromatic ketone compound is represented by the following chemical formula (I):

in

R ₅ , R ₆ and R ₇ each independently represent a hydrogen atom, a hydroxyl group, a C ₁ -C ₆ alkyl group or a C ₁ -C ₆ alkoxy group, provided that at least one of R ₅ , R ₆ and R ₇ represents a hydroxyl group, and

R represents a C ₁ -C ₆ alkyl group or an aryl group.

As the C ₁ -C ₆ alkyl group, there may be mentioned, for example, a methyl group, an ethyl group and a propyl group. A methyl group is preferred.

As the C ₁ -C ₆ alkoxy group, there may be mentioned, for example, a methoxy group, an ethoxy group and a propoxy group. A methoxy group is preferred.

As the aryl group, there may be mentioned, for example, a phenyl group, a substituted phenyl group, a naphthyl group and a substituted naphthyl group. As the substituent(s), there may be mentioned a hydroxyl group and a C ₁ -C ₆ alkyl group such as a methyl group. A phenyl group is preferred.

It is preferred that R in the above chemical formula (I) represents a methyl group, an ethyl group or a phenyl group, preferably a methyl group or a phenyl group, and more preferably a methyl group.

As (b) the aromatic ketone compound, there may be mentioned, for example,

2-Hydroxyacetophenone,

3-Hydroxyacetophenone,

4-Hydroxyacetophenone,

2,5-Dihydroxyacetophenone,

2,6-Dihydroxyacetophenone,

4-Hydroxy-3-methoxyacetophenone,

3,4,5-Trihydroxyacetophenone,

2',2'-Dihydroxybenzophenone,

2-Hydroxybenzophenone,

2,2',4,4'-tetrahydroxybenzophenone, and

3,4,2',4',6'-Pentahydroxybenzophenone.

The (b) aromatic ketone compound is preferably hydroxyacetophenone, more preferably monohydroxyacetophenone, and even more preferably 4-hydroxyacetophenone.

The amount of (b) aromatic ketone compound in the composition according to the present invention may be 0.1 wt % or more, preferably 0.2 wt % or more, and more preferably 0.3 wt % or more, relative to the total weight of the aqueous phase of the composition.

The amount of (b) aromatic ketone compound in the composition according to the present invention may be 3 wt % or less, preferably 1 wt % or less, and more preferably 0.5 wt % or less, relative to the total weight of the aqueous phase of the composition, provided that the amount of (b) aromatic ketone compound is not zero.

The amount of (b) aromatic ketone compound in the composition according to the invention may be from 0.1% to 3% by weight, preferably from 0.2% to 1% by weight and more preferably from 0.3% to 0.5% by weight relative to the total weight of the aqueous phase of the composition.

The amount of (b) the aromatic ketone compound in the composition according to the present invention may be 0.01 wt % or more, preferably 0.05 wt % or more, and more preferably 0.1 wt % or more, relative to the total weight of the composition.

The amount of (b) aromatic ketone compound in the composition according to the present invention may be 5 wt % or less, preferably 3 wt % or less, and more preferably 1 wt % or less, relative to the total weight of the composition, provided that the amount of (b) aromatic ketone compound is not zero.

The amount of (b) the aromatic ketone compound in the composition according to the present invention may be 0.01 to 5 wt %, preferably 0.05 to 3 wt %, and more preferably 0.1 to 1 wt %, relative to the total weight of the composition.

(Polyglycerol fatty acid ester)

The composition according to the present invention comprises (c) at least one polyglycerol fatty acid ester. If two or more (c) polyglycerol fatty acid esters are used, they may be the same or different.

(c) The polyglycerol fatty acid ester may be selected from monoesters, diesters and triesters of linear or branched saturated or unsaturated fatty acids, preferably saturated fatty acids, containing 2 to 28 carbon atoms, preferably 4 to 20 carbon atoms, and more preferably 6 to 12 carbon atoms, such as lauric acid, oleic acid, stearic acid, isostearic acid, capric acid, caprylic acid and myristic acid.

Preferably, the (c) polyglycerol fatty acid ester has a polyglycerol moiety from 2 to 6 glycerols, more preferably 4 to 6 glycerols, and even more preferably 5 or 6 glycerols. In other words, preferably, the (c) polyglycerol fatty acid ester contains 2 to 6 polyglycerol units, more preferably 4 to 6 polyglycerol units, and even more preferably 5 or 6 polyglycerol units.

In the composition according to the present invention, (c) polyglycerol fatty acid ester is present in the aqueous phase. Therefore, (c) polyglycerol fatty acid ester is relatively hydrophilic.

Therefore, (c) the HLB (hydrophile-lipophile balance) value of polyglycerol fatty acid ester can be 8.0 or greater, preferably 9.0 or greater, and more preferably 10.0 or greater. If two or more polyglycerol fatty acid esters are used, the HLB value is determined by the weighted average of the HLB values of all polyglycerol fatty acid esters.

The term HLB ("hydrophile-lipophile balance") is well known to those skilled in the art and reflects the ratio between the hydrophilic and lipophilic parts of a molecule. The HLB value can be calculated using the following formula: HLB = 20*(1-S/A), where S is the saponification value of the ester and A is the neutralization value of the fatty acid.

(c) The polyglycerol fatty acid ester may be selected from polyglycerol fatty acid monoesters.

The HLB value of the polyglycerol fatty acid monoester may be 8.0 to 17.0, preferably 9.0 to 16.0, and more preferably 10.0 to 15.0. If two or more polyglycerol fatty acid monoesters are used, the HLB value is determined by the weighted average of the HLB values of all polyglycerol fatty acid monoesters.

The polyglycerol fatty acid monoester can be selected from PG4 oleate (HLB: 8.8), PG4 laurate (HLB: 10.3), PG4 isostearate (HLB: 8.2), PG5 laurate (HLB: 10.5), PG6 isostearate (HLB: 10.8), PG4 caprylate (HLB: 14), PG4 caprate (HLB: about 15), PG5 myristate (HLB: 15.4), PG5 stearate (HLB: 15), PG5 oleate (HLB: 12.2), PG6 caprylate (HLB: 14.6), PG6 caprate (HLB: 13.1), PG6 laurate (HLB: 14.1) and mixtures thereof.

Preferably, the (c) polyglycerol fatty acid ester is selected from polyglycerol fatty acid diesters.

The HLB value of the polyglycerol fatty acid diester may be 8.0 to 13.0, preferably 9.0 to 12.0, and more preferably 10.0 to 11.0. If two or more polyglycerol fatty acid diesters are used, the HLB value is determined by the weighted average of the HLB values of all polyglycerol fatty acid diesters.

The polyglyceryl fatty acid diester may be selected from PG-6 distearate (HLB: 8), PG-6 dioleate (HLB: 9.8), PG-6 dicaprate (HLB: 10.2), and mixtures thereof.

As PG6 dicaprate, for example, Sunsoft Q-102H-C sold by Taiyo Kagaku Co., Ltd. can be used. As PG6 dioleate, Sunsoft Q-172H-C sold by Taiyo Kagaku Co., Ltd. can be used. As PG6 distearate, Emalex DSG-6 sold by Nihon Emulsion Co., Ltd. can be used.

The amount of (c) polyglycerol fatty acid ester in the composition according to the present invention may be 0.001 wt % or more, preferably 0.005 wt % or more, and more preferably 0.01 wt % or more, relative to the total weight of the aqueous phase of the composition.

The amount of (c) polyglycerol fatty acid ester in the composition according to the present invention may be 0.5 wt % or less, preferably 0.1 wt % or less, and more preferably 0.05 wt % or less, relative to the total weight of the aqueous phase of the composition, provided that the amount of (c) polyglycerol fatty acid ester is not zero.

The amount of (c) polyglycerol fatty acid ester in the composition according to the invention may be 0.001 to 0.5 wt %, preferably 0.005 to 0.1 wt %, and more preferably 0.01 to 0.05 wt %, relative to the total weight of the aqueous phase of the composition.

The amount of (c) polyglycerol fatty acid ester in the composition according to the present invention may be 0.0001 wt % or more, preferably 0.0005 wt % or more, and more preferably 0.001 wt % or more, relative to the total weight of the composition.

The amount of (c) polyglycerol fatty acid ester in the composition according to the present invention may be 1 wt % or less, preferably 0.5 wt % or less, and more preferably 0.1 wt % or less, relative to the total weight of the composition, provided that the amount of (c) polyglycerol fatty acid ester is not zero.

The amount of (c) polyglycerol fatty acid ester in the composition according to the present invention may be 0.0001 to 1 wt %, preferably 0.0005 to 0.5 wt %, and more preferably 0.001 to 0.1 wt %, relative to the total weight of the composition.

(water)

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

(d) Water may form the aqueous phase of the composition according to the invention.

The amount of (d) water in the composition according to the present invention may be 30% by weight or more, and preferably 35% by weight or more, relative to the total weight of the composition.

The amount of (d) water in the composition according to the invention may be 93 wt% or less, and preferably 85 wt% or less, relative to the total weight of the composition, provided that the amount of (d) water is not zero.

The amount of (d) water in the composition according to the invention may range from 30% to 93% by weight and preferably from 35% to 85% by weight relative to the total weight of the composition.

(Citrate)

The composition according to the invention may comprise (e) at least one citrate ester. If two or more citrate esters are used, they may be the same or different.

(e) Citrate esters can be represented by the following chemical formula (I):

in

R ₁ , R ₂ and R ₃ independently represent a hydrogen atom, a saturated or unsaturated linear or branched C ₁ -C ₃₀ hydrocarbon group, or a saturated or unsaturated cyclic C ₃ -C ₃₀ hydrocarbon group, wherein at least one of R ₁ , R ₂ and R ₃ is not a hydrogen atom, and

R ₄ represents a hydrogen atom or an R′ ₄ —CO— group, wherein R′ ₄ represents a saturated or unsaturated, linear or branched C ₁ -C ₈ hydrocarbon group, or a saturated or unsaturated cyclic C ₃ -C ₈ hydrocarbon group.

Preferably, R ₁ , R ₂ and R ₃ are all saturated or unsaturated, linear or branched C ₁ -C ₃₀ hydrocarbon groups, or saturated or unsaturated cyclic C ₃ -C ₃₀ hydrocarbon groups, more preferably saturated or unsaturated linear or branched C ₁ -C ₃₀ hydrocarbon groups, and even more preferably linear or branched C ₁ -C ₃₀ alkyl groups.

Preferably, R ₄ is a hydrogen atom or an R′ ₄ —CO— group, wherein R′ ₄ represents a saturated or unsaturated, linear or branched C ₁ -C ₈ hydrocarbon group, more preferably a hydrogen atom or an R′ ₄ —CO— group, wherein R′ ₄ represents a linear or branched C ₁ -C ₈ alkyl group, and even more preferably a hydrogen atom or an R′ ₄ —CO— group, wherein R′ ₄ represents a methyl group.

It is preferred that (e) the citrate ester is selected from triethyl citrate, tributyl citrate, trioctyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, acetyl tri(2-ethylhexyl) citrate, and mixtures thereof, more preferably triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, and mixtures thereof, and even more preferably ethyl citrate.

The amount of (e) one or more citrate esters in the composition according to the invention may be 0.1 wt% or more, preferably 0.5 wt% or more and more preferably 1 wt% or more relative to the total weight of the composition.

The amount of (e) one or more citrate esters in the composition according to the invention may be 15 wt.-% or less, preferably 10 wt.-% or less, and more preferably 5 wt.-% or less, relative to the total weight of the composition, provided that the amount of (b) one or more citrate esters is not zero.

The amount of (e) one or more citrate esters in the composition according to the invention may range from 0.1% to 15% by weight, preferably from 0.5% to 10% by weight and more preferably from 1% to 5% by weight relative to the total weight of the composition.

(Beauty active ingredients)

The composition according to the present invention may comprise at least one cosmetic active ingredient. A single type of cosmetic active ingredient, or two or more different types of cosmetic active ingredients may be used in combination.

The cosmetic active ingredient may preferably be water-insoluble or oil-insoluble.

The amount of the cosmetic active ingredient in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, and more preferably 1% by weight or more, relative to the total weight of the composition.

The amount of cosmetic active ingredient in the composition according to the present invention may be 30 wt% or less, preferably 25 wt% or less, and more preferably 20 wt% or less, relative to the total weight of the composition, provided that the amount of cosmetic active ingredient is not zero.

The amount of cosmetic active ingredient in the composition according to the invention may range from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight and more preferably from 1% to 20% by weight relative to the total weight of the composition.

(Surfactant)

The composition according to the invention may comprise at least one further surfactant different from (c) the polyglycerol fatty acid ester. If two or more further surfactants are used, they may be the same or different.

However, it may be preferred that the amount of additional surfactant is smaller.

The amount of additional surfactants may be 1 wt% or less, preferably 0.5 wt% or less and more preferably 0.3 wt% or less relative to the total weight of the composition according to the invention. It is particularly preferred that the composition according to the invention does not contain additional surfactants.

(Other ingredients)

The composition according to the invention may also comprise at least one optional or additional ingredient.

The amount of one or more optional or additional ingredients is not limited but may range from 0.01% to 30%, preferably from 0.1% to 20% and more preferably from 1% to 10% by weight relative to the total weight of the composition according to the invention.

Optional or additional ingredient(s) may be selected from anionic, cationic, nonionic or amphoteric polymers; organic or inorganic UV filters; peptides and their derivatives; protein hydrolysates; swelling agents; penetrants; thickeners; suspending agents; chelating agents; opacifiers; dyes; vitamins or provitamins; fragrances; preservatives, co-preservatives, stabilizers; and mixtures thereof.

The composition according to the invention may comprise one or more cosmetically acceptable organic solvents, which may be alcohols: in particular monovalent alcohols, such as ethanol, isopropanol, benzyl alcohol and phenylethyl alcohol; glycols, such as ethylene glycol, propylene glycol and butylene glycol; other polyols, such as glycerol, sugars and sugar alcohols; and ethers, such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether and ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether and propylene glycol monobutyl ether, and butylene glycol monomethyl ether, butylene glycol monoethyl ether and butylene glycol monobutyl ether.

The concentration of the one or more organic solvents may be from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, and more preferably from 1% to 10% by weight, relative to the total weight of the composition.

The pH of the composition according to the invention can be controlled. The pH can be, for example, 3-11, preferably 3.5-9, and more preferably 4-7. The pH can be adjusted to the desired value using at least one acidifying agent and/or at least one alkalizing agent.

The acidulant may be, for example, an inorganic or organic acid, such as hydrochloric acid, orthophosphoric acid, a carboxylic acid, such as tartaric acid, citric acid, lactic acid or a sulfonic acid.

The alkalizing agent may be, for example, ammonium hydroxide, alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal carbonates, alkanolamines such as monoethanolamine, diethanolamine and triethanolamine, and their derivatives, preferably sodium hydroxide or potassium hydroxide and compounds of the formula:

in

R represents an alkylene group such as propylene group optionally substituted with a hydroxyl group or a C ₁ -C ₄ alkyl group, and R ₁ , R ₂ , R ₃ and R ₄ independently represent a hydrogen atom, an alkyl group or a C ₁ -C ₄ hydroxyalkyl group, which can be exemplified by 1,3-propylenediamine and its derivatives. Arginine, urea and monoethanolamine may be preferred.

The acidifying agent or alkalizing agent may be present in an amount of less than 5 wt %, preferably 1 wt % or less, and more preferably 0.1 wt % or less, relative to the total weight of the composition.

(form)

The composition according to the invention may have two visually distinguishable phases. One of the two phases is an oil phase and the other is an aqueous phase.

The amount of oil phase in the composition according to the invention may be 20% by weight or more, preferably 30% by weight or more and more preferably 40% by weight or more relative to the total weight of the composition.

The amount of oil phase in the composition according to the invention may be 80 wt% or less, preferably 70 wt% or less and more preferably 60 wt% or less relative to the total weight of the composition, provided that the amount of oil phase is not zero.

The amount of oily phase in the composition according to the invention may range from 20% to 80% by weight, preferably from 30% to 70% by weight and more preferably from 40% to 60% by weight relative to the total weight of the composition.

The oil phase comprises (a) at least one oil as described above.

The amount of (a) at least one oil in the oil phase may be 85 wt % or more, preferably 90 wt % or more, and more preferably 95 wt % or more, relative to the total weight of the oil phase.

The amount of aqueous phase in the composition according to the invention may be 20% by weight or more, preferably 30% by weight or more and more preferably 40% by weight or more, relative to the total weight of the composition.

The amount of aqueous phase in the composition according to the invention may be 80% by weight or less, preferably 70% by weight or less and more preferably 60% by weight or less relative to the total weight of the composition, provided that the amount of oil phase is not zero.

The amount of aqueous phase in the composition according to the invention may range from 20% to 80% by weight, preferably from 30% to 70% by weight and more preferably from 40% to 60% by weight relative to the total weight of the composition.

The aqueous phase comprises (b) at least one aromatic ketone compound, (c) at least one polyglycerol fatty acid ester, and (d) water.

The amount of (d) water in the aqueous phase may be 85 wt % or more, preferably 90 wt % or more, and more preferably 95 wt % or more, relative to the total weight of the aqueous phase.

Furthermore, the aqueous phase may comprise at least one additional hydrophilic component.In one embodiment, the aqueous phase may comprise at least one pH adjusting agent such as acids and bases, and/or at least one organic solvent such as glycols.

When mixed, the composition according to the present invention can be converted into a single-phase composition. The mixed composition according to the present invention can be an O/W type or a W/O type, preferably an O/W or W/O liquid composition, and more preferably an O/W or W/O emulsion.

If the specific gravity of the oil phase is less than that of the water phase, then in the composition according to the invention the oil phase is present above the water phase. Typically, the oil phase is present above the stationary water phase, since the specific gravity of oil tends to be less than that of water.

[preparation]

The composition according to the present invention can be prepared by forming an oil phase by providing (a) oil or mixing ingredients containing (a) one or more oils as the oil phase, forming an aqueous phase by mixing ingredients containing (b) an aromatic ketone compound, (c) a polyglycerol fatty acid ester and (d) water as the aqueous phase, and combining the oil phase and the aqueous phase.

For example, the composition according to the present invention can be prepared by a method comprising:

(i) Provide or mix

(a) at least one oil

forming an oil phase with at least one optional ingredient;

(ii) Mixing

(b) at least one aromatic ketone compound;

(c) at least one polyglycerol fatty acid ester; and

(d) Water

forming an aqueous phase with at least one optional ingredient; and

(iii) The oil phase and the water phase are combined.

The mixing step may be performed by any conventional method.

The step of combining the oil phase and the water phase is preferably performed gently, such that the oil phase and the water phase are slowly poured into a vessel such as a container.

[Use and method]

When using the composition according to the invention, it is mixed by, for example, shaking by hand (hand shaking). After mixing the composition according to the invention, the composition can form a single-phase composition. The single-phase composition can be applied to keratin substances to perform the target cosmetic effect.

The keratinous material may be the skin, the nails, a mucous membrane such as the lips, or keratinous fibers such as the eyebrows and eyelashes.

The composition according to the present invention can be preferably used as a cosmetic composition, more preferably a cleansing cosmetic composition, and even more preferably a cleansing cosmetic composition for skin and eyelashes.

The composition according to the invention may provide a cosmetic effect, such as removing make-up.

The composition according to the present invention may also provide a good texture, such as a smooth feel, and thus, it may provide a smooth skin finish.

The composition according to the invention is comfortable because it is less irritating and it is mild on the skin, especially on sensitive skin, such as the skin around the eyes.

Skin here includes facial skin, neck skin and scalp. The composition according to the invention can also be applied to mucous membranes, such as the lips.

The composition according to the invention can be used as such (as a topical product) or can be used by impregnation into a porous substrate such as a nonwoven fabric, preferably made of cellulosic fibers such as cotton.

In particular, the composition according to the invention can be intended for application to keratin substances such as the skin, lips, eyebrows and eyelashes. Thus, the composition according to the invention can be used in a cosmetic method for keratin substances such as the skin, lips, eyebrows and eyelashes, preferably the skin and eyelashes.

The composition according to the invention can be used for the care or cleaning, rather than for making up keratin substances. Preferably, the composition according to the invention is used in skin care products such as lotions or cleaning products such as make-up removers, rather than in make-up products such as foundations. Preferably, the composition according to the invention does not contain iron oxide, or contains iron oxide in an amount of 0.5% by weight or less, more preferably 0.2% by weight or less, even more preferably 0.1% by weight or less, relative to the total weight of the composition according to the invention.

The cosmetic method for keratin substances according to the present invention may comprise at least the following steps:

mixing the composition according to the present invention to form a single-phase composition; and

A single-phase composition is applied to the keratinous material.

A single-phase composition does not have two visually distinct phases. Instead, a single-phase composition has a single phase, which is typically an emulsion phase. The emulsion phase may be opaque, but it may be translucent or opaque.

The present invention may involve

(b) at least one aromatic ketone compound, and

(c) at least one polyglycerol fatty acid ester;

In a two-phase composition comprising an aqueous phase and an oily phase, the aqueous phase comprises (d) water and the oily phase comprises (a) oil, for purposes of stabilizing the composition, particularly at lower temperatures such as 4°C, and/or making the composition less irritating.

In addition, the present invention also relates to

(b) at least one aromatic ketone compound, and

(c) at least one polyglycerol fatty acid ester;

In a two-phase composition comprising an aqueous phase and an oily phase, the aqueous phase comprises (d) water and the oily phase comprises (a) oil, for stabilizing the composition, especially at relatively low temperatures, such as 4° C., so that there is no precipitation at the interface between the oily phase and the aqueous phase, the interface being reformed after mixing the two-phase composition, and/or making the composition less irritating, especially to the skin around the eyes.

Example

The present invention will be described in more detail by way of example. However, these examples should not be construed as limiting the scope of the present invention. The following examples are given as non-limiting illustrations of the field of the present invention.

[Examples 1-7 and Comparative Examples 1-5]

The following compositions according to Examples 1 to 7 and Comparative Examples 1 to 5 shown in Table 1 were prepared by mixing the ingredients shown in Table 1 below.

(1) mixing the oil phase preparation (OP Preparation in Table 1) ingredients at about 25° C. to form a uniform mixture of the oil phase ingredients;

(2) mixing the aqueous phase preparation (AP preparation in Table 1) ingredients at about 60° C. to form a homogeneous mixture of the aqueous phase preparation ingredients; and

(3) For each composition, pour the above ingredients for the water phase preparation and then the ingredients for the oil phase preparation into the package in this order and mix them.

The actual mixing weight ratio of oil phase preparation:water phase preparation was 50:50 for Examples 1-6 and Comparative Examples 1-5, and 15:85 for Example 7.

It should be noted that "hydroxyacetophenone" refers to 4-hydroxyacetophenone.

The numerical values of the amounts of the components shown in Table 1 are all based on "weight %" as active raw materials.

Table 1

OP: oil phase AP: water phase

Table 2

[evaluate]

The compositions according to Examples 1-7 and Comparative Examples 1-5 were evaluated as follows.

(Makeup removability)

Each of the five panelists made up their eyelashes by applying a mascara product (MAYBELLINE Volum' Express Hypercurl Waterproof N 01 Black) to the eyelashes with a brush head in a total of 40 reciprocations (each time, the brush head was dipped into the bottle containing the mascara product).

4 mL of each composition according to Examples 1-7 and Comparative Examples 1-5 was shaken to form an emulsion. The emulsion was applied to the skin around the eyes by massaging with a cotton pad in circular motions around the eyes for 30 seconds.

The panelists evaluated the makeup removability using a scale of 1 (very poor) to 5 (excellent), and classified the average of the evaluations according to the following criteria.

Excellent (5.0 to 4.0): No mascara residue was observed at all.

Good (3.9 to 3.0): Almost no mascara residue was observed.

Poor (2.9 to 2.0): Mascara residue was slightly observed.

Very poor (1.9 to 1.0): Mascara residue was observed.

The results are shown in Table 2.

(transparency)

The transparency of each composition according to Examples 1 to 7 and Comparative Examples 1 to 5 was examined immediately after preparation (before shaking).

The results are shown in Table 2.

(Transparency after shaking)

The transparency of each composition according to Examples 1 to 7 and Comparative Examples 1 to 5 after shaking at 4° C. for one week was examined.

The results are shown in Table 2.

(Interface precipitation)

Each of the compositions according to Examples 1 to 7 and Comparative Examples 1 to 5 was examined for the presence of interfacial precipitation between the oil phase and the water phase after shaking at 4° C. for one week.

The results are shown in Table 2.

(Skin peeling)

4 mL of each composition according to Examples 1-7 and Comparative Examples 1-5 was shaken to form an emulsion. Using a cotton pad, the emulsion was applied to the skin around the eyes by massaging with the cotton pad in circular motions around the eyes for 30 seconds.

Panelists rated the degree of skin flaking using a scale of 1 (more noticeable skin flaking) to 5 (less noticeable skin flaking), and the scores on the scale were averaged.

The results are shown in Table 2.

(Gentle on eyes)

4 mL of each composition according to Examples 1-7 and Comparative Examples 1-5 was shaken to form an emulsion. Using a cotton pad, the emulsion was applied to the skin around the eyes by massaging with the cotton pad in circular motions around the eyes for 30 seconds.

The panelists evaluated the discomfort during the above-mentioned application using a scale of 1 (very uncomfortable) to 5 (no discomfort), and the scores of the scale were averaged.

The results are shown in Table 2.

(Demulsification speed)

Each composition according to Examples 1-7 and Comparative Examples 1-5 was filled into a transparent glass bottle. The transparent bottle was shaken very well to form an emulsion. The transparent bottle was left to stand (still), and the time for the emulsion to completely disappear to form two visually distinguishable phases was measured.

The results are shown in Table 2.

(stability)

Each composition according to Examples 1 to 7 and Comparative Examples 1 to 5 was filled into a transparent glass bottle. The transparent bottle was kept at 4° C., 25° C., and 45° C. for 2 months. At 4° C., the bottle was kept still or shaken every day.

After 2 months, each composition was examined in terms of clarity, color and odor, and evaluated according to the following criteria.

Excellent: In nearly the same condition as when manufactured.

Good: Minor changes in clarity, color, and odor were observed.

Bad: Changes in transparency, color, and odor are clearly observed. Sedimentation or turbid appearance is also clearly observed.

Very Poor: Changes in clarity, color, and odor were clearly observed. Precipitation or turbid appearance was also clearly observed.

The results are shown in Table 2.

(Smoothness)

4 mL of each composition according to Examples 1-7 and Comparative Examples 1-5 was shaken to form an emulsion. Using a cotton pad, the emulsion was applied to the skin around the eyes by massaging with the cotton pad in circular motions around the eyes for 30 seconds.

The panelists rated the smoothness of the skin after the above application using a scale of 1 (very matte = sticky) to 5 (very smooth) and averaged the scores on the scale.

The results are shown in Table 2.

(Summarize)

Examples 1-7 show that the combined use of hydroxyacetophenone (4-hydroxyacetophenone) and polyglyceryl-6 dicaprate in the aqueous phase of a two-phase composition comprising an oil phase and an aqueous phase helps the two-phase composition have good stability, especially good stability at lower temperatures; and mildness to the skin around the eyes, high makeup removal efficacy, and a smooth skin finish (and less skin flaking) of a single-phase composition formed from the two-phase composition, and the single-phase composition can be quickly restored to a two-phase composition with a clean interface between the two re-formed phases.

Comparative Example 1 shows that not using polyglyceryl-6 dicaprate deteriorates the stability at lower temperatures such as 4°C, and a small precipitate appears at the interface between the two reformed phases.

Comparative Examples 2 and 3 show that the use of hydroxyacetophenone does not cause strong discomfort around the eyes.

Comparative Examples 4 and 5 show that using other types of surfactants instead of polyglyceryl-6 dicaprate deteriorates stability at lower temperatures such as 4° C., and small precipitates appear at the interface between the two reformed phases. In addition, Comparative Examples 4 and 5 cause discomfort around the eyes.

Claims (15)

1. A two-phase composition comprising

An oil phase comprising (a) at least one oil, and

an aqueous phase comprising:

(b) At least one aromatic ketone compound represented by the following formula (I)

Wherein the method comprises the steps of

R ₅ 、R ₆ And R is ₇ Each independently represents a hydrogen atom, a hydroxyl group, or C ₁ -C ₆ Alkyl or C ₁ -C ₆ Alkoxy, provided that R ₅ 、R ₆ And R is ₇ At least one of which represents a hydroxyl group, and

r represents C ₁ -C ₆ Alkyl or aryl;

(c) At least one polyglycerin fatty acid ester; and

(d) And (3) water.

2. The composition of claim 1, wherein the composition is capable of being converted to a single phase composition.

3. The composition of claim 2, wherein the single phase composition is capable of being converted to a two phase composition.

4. A composition according to any one of claims 1 to 3, wherein (a) the oil is selected from non-polar oils, preferably from hydrocarbon oils, ether oils and mixtures thereof, and more preferably from volatile hydrocarbon oils, ether oils and mixtures thereof.

5. The composition according to any one of claims 1 to 4, wherein the amount of (a) one or more oils in the composition is from 7 to 70 wt%, and preferably from 15 to 65 wt%, relative to the total weight of the composition.

6. A composition according to any one of claims 1 to 5, wherein R in formula (I) represents methyl, ethyl or phenyl, preferably methyl or phenyl, and more preferably methyl.

7. The composition according to any one of claims 1 to 6, wherein (b) the aromatic ketone compound is hydroxyacetophenone, preferably monohydroxyacetophenone, and more preferably 4-hydroxyacetophenone.

8. The composition according to any one of claims 1 to 7, wherein the amount of (b) one or more aromatic ketone compounds in the composition is from 0.1 to 3 wt%, preferably from 0.2 to 1 wt%, and more preferably from 0.3 to 0.5 wt%, relative to the total weight of the aqueous phase of the composition.

9. The composition of any one of claims 1 to 8, wherein (c) the polyglycerin fatty acid ester is selected from polyglycerin fatty acid diesters.

10. The composition according to any one of claims 1 to 9, wherein (c) the polyglycerin fatty acid ester comprises 2-6 polyglycerin units, preferably 4-6 polyglycerin units, and more preferably 5 or 6 polyglycerin units.

11. The composition of any one of claims 1 to 10, wherein (c) the polyglyceryl fatty acid ester is selected from the group consisting of polyglyceryl-6 dicaprate, polyglyceryl-6 dioleate, polyglyceryl-6 distearate, and mixtures thereof.

12. The composition according to any one of claims 1 to 11, wherein the amount of (c) one or more polyglycerin fatty acid esters in the composition is 0.001 to 0.5 wt%, preferably 0.005 to 0.1 wt%, and more preferably 0.01 to 0.05 wt%, relative to the total weight of the aqueous phase of the composition.

13. The composition according to any one of claims 1 to 12, wherein the amount of (d) water in the composition is from 30 to 93 wt%, preferably from 35 to 85 wt%, relative to the total weight of the composition.

14. The composition according to any one of claims 1 to 13, wherein the composition is a cosmetic composition, preferably a cleansing cosmetic composition, and more preferably a cleansing cosmetic composition for skin and eyelashes.

15. A cosmetic method for keratin materials, comprising:

mixing the composition of any one of claims 1 to 14 to form a single phase composition; and

the monophasic composition is applied to keratin materials.