JP7621736B2 - Oil-in-water emulsion composition - Google Patents

Description

The present invention relates to an oil-in-water emulsion composition suitable for use in cleansing cosmetics or massage cosmetics.

In oil-in-water emulsion compositions, oil-soluble and water-soluble ingredients can be applied at the same time, and because the external phase is an aqueous phase, a composition that feels light when used and has an excellent feel is obtained. Among these oil-in-water emulsion compositions, high internal phase oil-in-water emulsion compositions have a higher content of the oil phase, which is the internal phase, compared to normal oil-in-water emulsion compositions, and are therefore used in massage cosmetics, skin care or hair care cosmetics, cleansing cosmetics, and the like. In addition, in such cosmetics, semi-solid fats or solid fats are blended, particularly when it is desired to create the thickness of the oil. However, the blending of semi-solid fats or solid fats poses the problem of sticky skin after application.

On the other hand, it is known that thickeners such as (polyethylene glycol-240/decyltetradeceth-20/hexamethylene diisocyanate) copolymers and hyaluronates are used in oil-in-water emulsion compositions (Patent Document 1). However, their use in high internal phase oil-in-water emulsion compositions is not known.

JP 2019-014709 A

The present invention was made to address the above-mentioned issues, and aims to provide a cleansing cosmetic or massage cosmetic that has the thickness of an oil and leaves the skin feeling less sticky after application.

The present inventors conducted studies to solve the above problems and discovered that by blending a hydrophobically modified polyether urethane and/or a polysaccharide with a high internal phase oil-in-water emulsion composition, it is possible to obtain a cleansing cosmetic or massage cosmetic that has the thickness of an oil and leaves the skin with little stickiness after application, without relying on semi-solid or solid fat, and thus completed the present invention.
That is, the gist of the present invention relates to the following.

[1] a surfactant,
An oil phase component in an amount of 30% by mass or more based on the total composition;
Aqueous phase components, and
Hydrophobically modified polyether urethanes and/or polysaccharides,
An oil-in-water emulsion composition comprising:
[2] The oil-in-water emulsion composition according to [1], wherein the hydrophobically modified polyether urethane is a (polyethylene glycol-240/decyltetradeceth-20/hexamethylene diisocyanate) copolymer.
[3] The oil-in-water emulsion composition according to [1] or [2], wherein the polysaccharide is a mucopolysaccharide.
[4] The oil-in-water emulsion composition according to any one of [1] to [3], wherein the polysaccharide is hyaluronic acid and/or a salt thereof.
[5] The oil-in-water emulsion composition according to any one of [1] to [4], wherein the content of the hydrophobically modified polyether urethane is 0.1 to 5 mass% based on the total mass of the composition.
[6] The oil-in-water emulsion composition according to any one of [1] to [5], wherein the content of the polysaccharide is 0.001 to 1% by mass based on the total amount of the composition.
[7] The oil-in-water emulsion composition according to any one of [1] to [6], wherein the content of the oil phase component constituting the internal phase of the oil-in-water emulsion composition is 30 to 90 mass% based on the total mass of the composition.
[8] The oil-in-water emulsion composition according to any one of [1] to [7], wherein the oil phase component is liquid at 25° C. under 1 atmosphere.
[9] A composition comprising a first surfactant and a second surfactant as surfactants,
The oil-in-water emulsion composition according to any one of [ ₁ ] to [8], wherein the first surfactant forms an L _α phase in at least one aqueous solution containing 40 to 80% by mass, and the second surfactant forms an H 1 phase in at least one aqueous solution containing 40 to 80% by mass.
[10] The oil-in-water emulsion composition according to [9], wherein the first surfactant comprises one or more selected from surfactin and a salt thereof, mannosylerythritol lipid, polyglycerol fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipid.
[11] The oil-in-water emulsion composition according to [9] or [10], wherein the second surfactant comprises one or more selected from the group consisting of an alkyl glycoside represented by the following general formula (1), an acylamino acid lysine and/or a salt thereof, a sucrose fatty acid ester, a polyglycerol alkyl ether, a fatty acid glycoside, and a monoalkyl phosphate ester and a salt thereof:

(In the formula, G represents a sugar residue, R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and n represents an integer of 1 to 4.)

[12] The oil-in-water emulsion composition according to any one of [9] to [11], wherein the content of the first surfactant is 0.1 to 5% by mass based on the total mass of the composition.
[13] The oil-in-water emulsion composition according to any one of [9] to [12], wherein the content of the second surfactant is 0.1 to 5% by mass based on the total mass of the composition.
[14] The oil-in-water emulsion composition according to any one of [9] to [13], wherein the total content of the first surfactant and the second surfactant is 0.2 to 8% by mass based on the total composition. [15] The oil-in-water emulsion composition according to [1] to [13], wherein the total content of the polyhydric alcohol is 1 to 30% by mass based on the total composition.
4. The oil-in-water emulsion composition according to any one of the preceding items.
[16] The oil-in-water emulsion composition according to any one of [1] to [15], wherein the oil-in-water emulsion composition is a skin topical preparation.
[17] The oil-in-water emulsion composition according to [16], wherein the topical skin preparation is a cosmetic.
[18] The oil-in-water emulsion composition according to [17], wherein the cosmetic is a cleansing cosmetic or a massage cosmetic.

The present invention provides a cleansing cosmetic or massage cosmetic that has the thickness of an oil and leaves the skin feeling less sticky after application.

The present invention will now be described.
<Oil-in-water emulsion composition>
One aspect of the present invention relates to an oil-in-water emulsion composition (hereinafter, sometimes referred to as the "oil-in-water emulsion composition of the present invention") containing a surfactant, an oil phase component in an amount of 30% by mass or more relative to the total amount of the composition, an aqueous phase component, and a hydrophobically modified polyether urethane and/or a polysaccharide.

The present inventors have conducted various investigations in search of an oil-in-water emulsion composition that has the thickness of oil and leaves the skin feeling less sticky after application.
In particular, the inventors discovered that by blending a hydrophobically modified polyether urethane and/or polysaccharides with a high internal phase oil-in-water emulsion composition containing 30% by mass or more of an oil phase component relative to the total composition, it is possible to create the thickness of the oil without relying on semi-solid or solid fats, and the skin feels less sticky after application, and thus completed the present invention.

<Hydrophobic modified polyether urethane>
The hydrophobically modified polyether urethane contained in the oil-in-water emulsion composition of the present invention is a water-soluble thickener having an associative thickening mechanism, and more specifically, is a water-soluble thickener having a polyethylene glycol (PEG
A copolymer of 1,2-diethylhexyl ether (DEC-240/DEC-20/HEX-240/HDI) can be preferably used. The molecular weight of the hydrophobically modified polyether urethane is not limited, but may be, for example, a weight average molecular weight (Mw) measured by a GPC method of about 10,000 to 1,000,000.
The hydrophobically modified polyether urethane may be a commercially available product. One or more types selected from the hydrophobically modified polyether urethanes may be used in the present invention.

In this embodiment, the content of the hydrophobically modified polyether urethane is preferably 0.1 to 5 mass % of the total composition, more preferably 0.1 to 3 mass %, and even more preferably 0.3 to 2 mass %. The above range is preferable from the viewpoint of providing a sufficient oil thickness and suppressing stickiness.

<Polysaccharides>
More specifically, mucopolysaccharides can be used as polysaccharides. Mucopolysaccharides are polysaccharides consisting of a repeating structure of hexosamine (glucosamine, galactosamine) and uronic acid, and examples thereof include hyaluronic acid, chondroitin sulfate, heparan sulfate, dermatan sulfate, heparin, and salts or derivatives thereof. For example, hyaluronic acid and/or its salts can be preferably used as mucopolysaccharides. The molecular weight of the polysaccharide is not limited, but may be, for example, a weight average molecular weight (Mw) measured by the GPC method of about 1,000 to 4,000,000. Polysaccharides produced by known methods or commercially available products can be used. The above salts are preferably sodium, potassium, or calcium salts, and particularly preferably sodium salts. One or more types selected from polysaccharides can be used in the present invention.

In this embodiment, the content of the polysaccharide is preferably 0.001 to 1% by mass, more preferably 0.01 to 0.1% by mass, and even more preferably 0.01 to 0.05% by mass, based on the total mass of the composition. From the viewpoint of providing a sufficient oil thickness and suppressing stickiness, the above range is preferred.

Furthermore, when the hydrophobically modified polyether urethane and polysaccharide are contained, the total content of the composition is preferably 0.1 to 10 mass%, more preferably 1 to 5 mass%, and even more preferably 1 to 2 mass%, based on the total composition.

In addition, the mass ratio of the hydrophobically modified polyether urethane to the polysaccharide used in this embodiment is preferably 200:1 to 20:1, and more preferably 100:1 to 40:1. The use of these two thickeners in combination provides a superior oil thickness and is excellent in suppressing stickiness.

<Surfactants>
The surfactant contained in the oil-in-water emulsion composition of the present invention is not particularly limited in type, etc., as long as it can emulsify the composition. Examples of the surfactant include anionic surfactants such as fatty acid soaps (sodium laurate, sodium palmitate, etc.), potassium lauryl sulfate, and alkyl sulfate triethanolamine ether, cationic surfactants such as stearyl trimethylammonium chloride, benzalkonium chloride, and laurylamine oxide, amphoteric surfactants such as imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), and acylmethyltaurine, sorbitan fatty acid esters (sorbitan monostearate, sorbitan sesquioleate, etc.), glycerin fatty acids (glycerin monostearate, etc.), propylene glycol fatty acid esters (propylene glycol monostearate, etc.), hydrogenated castor oil derivatives, glycerin alkyl ethers, and POE sorbitan fatty acids. Examples of the surfactant include esters (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbitol fatty acid esters (POE-sorbitol monolaurate, etc.), POE glycerin fatty acid esters (POE-glycerin monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate, etc.), POE alkyl ethers (POE 2-octyldodecyl ether, etc.), POE alkyl phenyl ethers (POE nonylphenyl ether, etc.), Pluronic types, POE-POP alkyl ethers (POE-POP 2-decyltetradecyl ether, etc.), Tetronics, POE castor oil/hydrogenated castor oil derivatives (POE castor oil, POE hydrogenated castor oil, etc.), sucrose fatty acid esters, nonionic surfactants such as alkyl glucosides, etc. Commercially available products can also be used.
One or more types of surfactants may be used in the present invention.
These surfactants may be added in an amount necessary to maintain emulsification, which is usually 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and usually 10% by mass or less, preferably 5% by mass or less, more preferably 2% by mass or less.
Such an oil-in-water emulsion composition can be produced based on a conventionally known method for producing an oil-in-water emulsion composition.

Another aspect of the present invention relates to an oil-in-water emulsion composition comprising a first surfactant and a second surfactant, the first surfactant forming an L _α phase in at least one aqueous solution having a concentration of 40 to 80% by mass, and the second surfactant forming an H ₁ phase in at least one aqueous solution having a concentration of 40 to 80% by mass. Such an oil-in-water emulsion composition has an emulsion backbone capable of emulsifying various oils, has excellent stability over time and at temperature, and exhibits a good feeling when used, and therefore can be preferably used in the present invention.

Such an oil-in-water emulsion composition can be produced, for example, by a production method including a step of mixing a first surfactant, a second surfactant, and water to form an intermediate phase, a step of adding an oil phase component to the intermediate phase, and a step of further adding an aqueous phase component. Such a production method can be carried out using a conventionally known production method. For example, it can be carried out using the method described in WO 2017/104734.

(L: First surfactant capable of forming _{an α-} phase)
The first surfactant in the present invention preferably contains one or more selected from surfactin and its salts, mannosylerythritol lipid, polyglycerol fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipid.

The surfactin that can be used as the first surfactant is a biosurfactant having a cyclic peptide. The surfactin is not limited as long as it exhibits the effects of the present invention, and any known surfactin can be used. The surfactin may be a cyclic peptide produced by Bacillus subtilis natto. Examples of the cyclic peptide include 2-Deamino-3-(10-methylundecyl)-cyclo[L-Ser*-L-Glu-L-Leu-D-Leu-L-Val-L-Asp-D-Leu-L-Leu-] (* indicates an optically active site). In addition, examples of the cyclic peptide include those in which the hydrocarbon chain is a C9-18 alkyl group, and those in which the terminal L-Leu- of the cyclic peptide is selected from leucine, isoleucine, and valine.
The salt of surfactin is not limited to, but may be a lithium salt, a sodium salt, a potassium salt, etc., and the sodium salt may be preferably used in the present invention. One or more types selected from surfactin and its salts may be used in the present invention.
Surfactin and its salts may be natural products extracted and purified from bacteria or the like, or chemically synthesized products, or commercially available products (manufactured by Kaneka Corporation or the like) may be used.

Mannosylerythritol lipid (MEL) which can be used as the first surfactant is also
It is a biosurfactant, and any of MEL-A, B, C and D can be used in the present invention, with MEL-B being particularly preferred.

The polyglycerol fatty acid ester that can be used as the first surfactant is an ester of a branched or straight chain, saturated or unsaturated fatty acid and glycerin, and the number of carbon atoms of the fatty acid is preferably 8 to 20, more preferably 12 to 18. The degree of polymerization of glycerin is preferably 2 to 10, more preferably 4 to 10, and even more preferably 4 to 6. The number of fatty acids added is not particularly limited, and may be mono-, di-, tri-, or higher, but monoesters are preferred. The HLB value of the first surfactant is not particularly limited, but is preferably 3 to 18. In this specification, the HLB value refers to a value calculated from Griffin's formula.
Furthermore, in order to easily form the _Lα phase, that is, to easily arrange on a plate due to the polarity of the molecules, it is preferable that the critical packing parameter (CPP), which represents the geometric ratio of the hydrophilic part and the hydrophobic part of the amphiphilic substance, is 1/2 to 1.
Preferred examples of polyglycerin fatty acid esters include polyglyceryl monooleate, polyglyceryl monolaurate, polyglyceryl monopalmitate, polyglyceryl monoisostearate, and polyglyceryl dilaurate. More preferred examples include polyglyceryl monooleate (polyglyceryl monooleate-5, etc.), polyglyceryl monolaurate (polyglyceryl monolaurate-4, polyglyceryl monolaurate-6, polyglyceryl monolaurate-10, etc.), and polyglyceryl monopalmitate (polyglyceryl monopalmitate-6, etc.) having a glycerin polymerization degree of 4 to 10. Further preferred examples include polyglyceryl monolaurate (polyglyceryl monolaurate-4, polyglyceryl monolaurate-6) having a glycerin polymerization degree of 4 to 6.

Sophorolipids are so-called biosurfactants, and refer to glycolipids consisting of sophorose or sophorose with some of the hydroxyl groups acetylated, and hydroxyl fatty acids. In general, sophorolipids exist in the form of a mixture of molecules with lactone rings (lactone type) and molecules in which the ring is opened (acid type). In the present invention, either type is acceptable, and the mixing ratio is not particularly important.

The fatty acid constituting the polyoxyethylene fatty acid glyceryl that can be used as the first surfactant is preferably a branched or linear, saturated or unsaturated fatty acid having 8 to 20 carbon atoms, more preferably a branched fatty acid having 18 carbon atoms. The average number of moles of oxyethylene added in the polyoxyethylene group is preferably 5 to 30, more preferably 10 to 25. The fatty acid residue may be added to only one of the three hydroxyl groups of the glyceryl group to which polyoxyethylene is added, or may be added to two or three of the three hydroxyl groups. A structure with three added groups is preferred, but a structure containing two or more types selected from mono-adducts, di-adducts, and tri-adducts is also preferred. These can be commercially available products.

The fatty acid constituting the difatty acid polyethylene glycol that can be used as the first surfactant is preferably a branched or linear, saturated or unsaturated fatty acid having 8 to 20 carbon atoms, more preferably a branched fatty acid having 18 carbon atoms. The average number of moles of ethylene oxide added is preferably 3 to 60, more preferably 5 to 30, and even more preferably 10 to 15. These may be commercially available products. These may be used alone or in combination of two or more types.

Examples of phospholipids that can be used as the first surfactant include glycerophospholipids and sphingophospholipids.
Glycerophospholipids are substances having a glycerophosphate skeleton and have fatty acid esters, long-chain alkyl ethers, vinyl ethers, etc. as lipophilic groups. Specific examples include phosphatidylcholine (lecithin), phosphatidylethanolamine, phosphatidylserine, phosphadiylinositol, phosphatidylinositol polyphosphate, phosphatidylglycerol, diphosphatidylglycerol (cardiolipin), phosphatidic acid, lysophosphatidylcholine, lysophosphatidylethanolamine, lysophosphatidylserine, lysophosphatidylinositol, lysophosphatidylglycerol, lysophosphatidic acid, etc.
Sphingophospholipids have a long-chain base such as sphingosine or phytosphingosine, or a long-chain fatty acid, and a phosphoric acid or a phosphonic acid. Specific examples include ceramide 1-phosphate derivatives (sphingomyelin, etc.) and ceramide 1-phosphonic acid derivatives (ceramide aminoethylphosphonic acid, etc.).
In the present invention, the phospholipid may be a natural product extracted and purified from animals and plants, a chemically synthesized product, or a product processed by hydrogenation, hydroxylation, etc. For example, hydrogenated lecithin is preferred. As a natural product, lecithin extracted and purified from soybeans or egg yolk is preferred because it is easily available commercially.

In a more preferred embodiment of the present invention, the first surfactant does not have an ethylene oxide (EO) group.

(Second surfactant capable of forming _H1 phase)
The second surfactant in the present invention preferably contains one or more selected from alkyl glycosides represented by the following general formula (1), acylamino acid lysine and/or a salt thereof, sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid glycosides, and monoalkyl phosphate esters and salts thereof, and more preferably alkyl glycosides represented by the following general formula (1):

(In the formula, G represents a sugar residue, R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and n represents an integer from 1 to 4.)

The acylamino acid lysine and/or a salt thereof that can be used as the second surfactant is preferably diacylglutamic acid lysine in which the acyl group is derived from a fatty acid, and more preferably includes dilauroylglutamic acid lysine, dimyristoylglutamic acid lysine, distearoylglutamic acid lysine, dilinoleoylglutamic acid lysine, and the like.
Examples of these salts include alkali metal salts such as sodium salts and potassium salts, organic amine salts such as triethanolamine salts, and basic amino acid salts such as arginine salts.
These can be obtained by a synthetic reaction between lysine hydrochloride and an acylamino acid anhydride, or commercially available products can be used.

Sucrose fatty acid esters that can be used as the second surfactant preferably include sucrose laurate, sucrose myristic acid ester, sucrose palmitate, sucrose stearate, and sucrose oleate, with sucrose laurate being more preferred. Commercially available products can also be used.

Preferably, polyglycerol alkyl ethers that can be used as the second surfactant include polyglycerol monolauryl ether, polyglycerol monomyristyl ether, polyglycerol monopalmityl ether, polyglycerol monostearyl ether, polyglycerol monoisostearyl ether, and polyglycerol monooleyl ether, with polyglycerol monolauryl ether being more preferable. The degree of glycerol polymerization in the polyglycerol alkyl ether is preferably 2 to 10, more preferably 3 to 6, and even more preferably 4. Commercially available products can also be used.

The alkyl glycoside represented by the general formula (1) which can be used as the second surfactant has a structure in which a sugar residue G is condensed with an aliphatic alcohol.
The sugar residue G is the hydrophilic portion of the alkyl glycoside represented by the general formula (1) and is a residue of a monosaccharide or polysaccharide.
Preferred monosaccharides include glucose, galactose, xylose, mannose, lyxose, arabinose, and fructose. The polysaccharides are preferably disaccharides to heptasaccharides, including maltose, xylobiose, isomaltose, cellobiose, lactose, gentiobiose, maltotriose, isomaltotriose, cellotriose, maltotetraose, maltopentaose, maltohexaose, maltoheptaose, isomaltotetraose, isomaltopentaose, isomaltohexaose, and isomaltoheptase. Among these saccharides, glucose, galactose, maltose, and maltotriose are more preferred, and maltose and maltotriose are particularly preferred. The sugar residue may be either α- or β-isomer.
In general formula (1), the sugar residue G is preferably bonded (condensed) with an aliphatic alcohol via the 1-position hydroxyl group of the terminal sugar.

In general formula (1), the fatty chain is the hydrophobic portion of the alkyl glycoside represented by general formula (1).
The aliphatic chain portion may or may not have a branched chain, but preferably has a branched chain. That is, in general formula (1), R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms, and more preferably a methyl group.

As the alkyl glycoside represented by the general formula (1), a compound represented by the following general formula (2) is more preferable.
In general formula (2), N represents an integer of 1 to 7. R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, more preferably a methyl group. n represents an integer of 1 to 4, more preferably 2 or 3.
Specific examples of alkyl glycosides represented by general formula (2) include the glycoside of maltose and hexahydrofarnesol (Mal ₂ Far) (N=2, n=2, R=methyl), the glycoside of maltotriose and hexahydrofarnesol (Mal ₃ Far) (N=3, n=2, R=methyl), and the glycoside of maltotriose and dihydrophytol (Mal ₃ Phyt) (N=3, n=3, R=methyl).

The alkyl glycoside represented by the general formula (1) can be obtained by various well-known methods, such as glycosylation using sugar bromide, glycosylation using sugar fluoride, glycosylation using trichloroacetimidate, glycosylation using acetylated sugar, etc. More specifically, the synthesis processes described in Japanese Patent No. 3882067, Japanese Patent No. 4817435, Japanese Patent No. 5207420, Japanese Patent Publication No. 2013-129660, Japanese Patent Publication No. 2012-17318, etc. can be mentioned.

In recent years, in consideration of safety and the burden on the environment, there has been a trend toward so-called natural surfactants, which are renewable and have a small environmental burden, rather than the conventional synthetic surfactants derived from petroleum raw materials. Therefore, in the present invention, it is particularly preferable to use an alkyl glycoside represented by general formula (1) as the second surfactant in order to meet the above demand, but the present invention is not limited to this.

The fatty acid glycoside usable as the second surfactant is preferably an ester of a branched or linear, saturated or unsaturated fatty acid having 10 to 16 carbon atoms with a residue of a monosaccharide or polysaccharide, and the sugar residue is preferably one in which the hydroxyl group at the 1-position of the terminal sugar is bonded to the fatty acid (ester condensation). More preferably, the fatty acid glycoside has an HLB value of 12 to 18.
It is.
Preferred monosaccharides include glucose, galactose, xylose, mannose, lyxose, arabinose, and fructose. Polysaccharides are preferably disaccharides to
It is a heptasaccharide, and includes maltose, xylobiose, isomaltose, cellobiose, lactose, gentiobiose, maltotriose, isomaltotriose, cellotriose, maltotetraose, maltopentaose, maltohexaose, maltoheptaose, isomaltotetraose, isomaltopentaose, isomaltohexaose, and isomaltoheptase. Among these sugars, glucose, galactose, maltose, and maltotriose are more preferred, and maltose and maltotriose are even more preferred. The sugar residue may be either α or β.
Preferred examples of fatty acid glycosides include lauroyl maltoside, nonanoyl maltoside, undecanoyl maltoside, tridecanoyl maltoside, tetradecanoyl maltoside, and the like.

As the monoalkyl phosphate ester and its salt that can be used as the second surfactant, an ester of a branched or linear, saturated or unsaturated fatty chain having preferably 8 to 20 carbon atoms, more preferably 12 to 18 carbon atoms, and further preferably 12 carbon atoms, and phosphoric acid is preferred. Examples of the salt include sodium salt, potassium salt, ammonium salt, monoethanolammonium salt, diethanolammonium salt, triethanolammonium salt, and arginine salt, of which arginine salt is preferred. Ethylene oxide may be added, but it is preferable that it is not added.

In a more preferred embodiment of the present invention, the second surfactant does not have an ethylene oxide (EO) group.

In this embodiment, the content of the first surfactant is preferably 0.1 to 5% by mass, more preferably 0.1 to 3% by mass, and even more preferably 0.3 to 2% by mass, based on the total mass of the composition. In addition, the content of the second surfactant is preferably 0.1 to 5% by mass, more preferably 0.1 to 3% by mass, and even more preferably 0.3 to 2% by mass, based on the total mass of the composition.
The content is preferably up to 5% by mass, more preferably 0.1 to 3% by mass, and even more preferably 0.3 to 2% by mass.

The total content of the first and second surfactants is preferably 0.2 to 8% by mass, more preferably 0.2 to 6% by mass, and even more preferably 0.6 to 4% by mass, based on the total composition. From the viewpoint of emulsion stability, 0.2% by mass or more is preferred, and from the viewpoint of the coating feel when the produced composition is applied to the skin, 8% by mass or less is preferred.

In addition, the mass ratio of the first surfactant to the second surfactant used in this embodiment is preferably 2:8 to 8:2, and more preferably 4:6 to 8:2. By combining two surfactants with different properties in such a mass ratio, it becomes easier to form a specific intermediate phase, which makes it easier to carry out the subsequent emulsification.

<Oily phase components>
The oil-in-water emulsion composition of the present invention contains an oil phase component that constitutes the internal phase of the oil-in-water emulsion composition.
The oil phase component is usually composed of an oily component, and in the present invention, the oily component is not limited to so-called oil agents, but refers to a component (excluding surfactants) that undergoes phase separation from water after being suspended in water at 25 to 65°C and left to stand for 1 hour. The oil-in-water emulsion composition of the present invention can also contain semi-solid fat or solid fat, but since it is possible to obtain an oil-in-water emulsion composition that has the thickness of oil and is less sticky on the skin after use without containing semi-solid fat or solid fat, it is also possible for the oil phase component to be liquid at 25°C under 1 atmosphere. When semi-solid fat or solid fat is contained, it can be, for example, 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, 10% by mass or less, or 1% by mass or less of the total amount of the oil phase component.

Oily components that can be incorporated into the oil-in-water emulsion composition of the present invention include oils such as polar oils, natural oils, hydrocarbon oils, non-polar silicone oils, polar silicone oils, UV protection agents such as UV absorbers and UV scattering agents, and oil-soluble vitamins such as vitamins A and E. One or more oily components can be used in combination in the present invention. Of these, it is preferable to use polar oils, particularly low molecular weight polar oils, and when they are included in the oil phase components, preferably at least 50% by mass, more preferably at least 70% by mass, and even more preferably at least 90% by mass, a refreshing feel can be imparted to the composition.

Polar oils include synthetic ester oils such as isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, ethyl isostearate, cholesteryl 12-hydroxystearate, and ethylene di-2-ethylhexylate. glycol, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, glyceryl di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexylate, trimethylolpropane triisostearate, pentaneerythritol tetra-2-ethylhexylate, glyceryl tri-2-ethylhexylate, trimethylolpropane triisostearate, and the like.
Further examples include cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleic acid oil, cetostearyl alcohol, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, amyl acetate, triethyl citrate, and octyl methoxycinnamate.
Examples of low molecular weight polar oils include those having a molecular weight of about 300 or less, and although not limited thereto, specific examples include isopropyl myristate, isopropyl palmitate, and diisopropyl sebacate.

Natural oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, Chinese tung oil, Japanese tung oil, jojoba oil, germ oil, glyceryl trioctanoate, glyceryl triisopalmitate, and tri(caprylic acid/capric acid)glyceryl.

Examples of hydrocarbon oils include isododecane, isohexadecane, squalane, petrolatum, hydrogenated poly(C6-12 olefin), and hydrogenated polyisobutene.

Non-polar silicone oils include cyclopentasiloxane, decamethylcyclopentasiloxane, caprylyl methicone, dimethicone, and the like.
Examples of polar silicone oils include diphenylsiloxyphenyl trimethicone.

In the present invention, the content of the oil phase component is 30% by mass or more relative to the entire composition. In addition, the content of the oil phase component is more than 30% by mass, more than 40% by mass, more than 40% by mass, more than 50% by mass, more than 50% by mass, more than 60% by mass, more than 60% by mass, more than 70% by mass, more than 70% by mass, more than 75 ...
The content of the oil phase component may be, for example, 30 to 90 mass%, 40 to 80 mass%, or 50 to 70 mass%.
By the content of the oil phase component being within such a range, a composition excellent in stability over time and temperature can be obtained, and a good feeling of use can be obtained, and in particular, since the ratio of the oil phase to the water phase (internal phase ratio) in the oil-in-water emulsion composition is large, a cosmetic can be obtained in which the thickness of the oil can be felt, and a preferable effect can be obtained as an external preparation for the skin, such as a cleansing cosmetic or a massage cosmetic. In addition, for example, by emulsifying a polar oil, particularly a low molecular weight polar oil, at a high internal phase ratio, an external preparation for the skin that has both a refreshing feeling and sufficient moisturizing properties can be obtained.

<Aqueous phase components>
The oil-in-water emulsion composition of the present invention contains an aqueous phase component that constitutes the external phase of the oil-in-water emulsion composition. The hydrophobically modified polyether urethane and the polysaccharide are contained in the aqueous phase in the oil-in-water emulsion composition of the present invention.
The aqueous phase components are usually water-soluble components other than water, and refer to components (excluding surfactants) that dissolve in water after being suspended in water at 25 to 65° C. and left to stand for 1 hour. The aqueous phase components may be used in the present invention alone or in combination of two or more.

<Other ingredients>
Furthermore, the oil-in-water emulsion composition of the present invention may contain other optional components as long as the effects of the composition are not impaired.
The optional components are not particularly limited as long as they are components that can be normally incorporated into skin external preparations, and include polyhydric alcohols, surfactants (cationic surfactants, anionic surfactants, nonionic surfactants, silicone surfactants, etc.), various active ingredients, moisturizers, pH adjusters, thickeners other than essential ingredients, preservatives, powders, organically modified clay minerals, antibacterial agents, etc. Preferred examples of antibacterial agents include natural antibacterial substances such as caprylyl glycol, glyceryl caprylate, ethylhexylglycerin, and caprylhydroxamic acid. The optional components may be used in the present invention alone or in combination of two or more.
The active ingredient may be a moisturizing ingredient, a whitening ingredient, an anti-wrinkle ingredient, an anti-inflammatory ingredient, an extract derived from an animal or plant, and the like. Only one kind may be contained, or two or more kinds may be contained.

Among the above optional components, it is particularly preferable to contain a polyhydric alcohol, which enhances the ability of the intermediate phase to hold and retain the oil phase components, thereby improving the emulsion stability of the composition.
In the present invention, the content of the polyhydric alcohol is preferably 1 to 30% by mass, more preferably 1 to 20% by mass, and even more preferably 1 to 15% by mass, based on the total mass of the composition.
From the viewpoint of sufficiently retaining the oil phase components in the intermediate phase, the polyhydric alcohol content is preferably 1% by mass or more, and from the viewpoint of easily obtaining a refreshing feeling when applied to the skin, the content is preferably 30% by mass or less.

The polyhydric alcohol is not particularly limited as long as it is dihydric or higher, but trihydric or higher alcohols are preferred.
Specifically, dihydric alcohols (e.g., ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trihydric alcohols (e.g.,
For example, glycerin, trimethylolpropane, etc.); tetrahydric alcohols (for example, pentaerythritol such as 1,2,6-hexanetriol, etc.); pentahydric alcohols (for example, xylitol, etc.); hexahydric alcohols (for example, sorbitol, mannitol, etc.); polyhydric alcohol polymers (for example, diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); dihydric alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.); dihydric alcohol alkyl ethers (e.g., diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol mono diol ether esters (e.g., ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diadipate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol butyl ether, etc.); Examples of such alcohols include glycerin monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc.; glycerin monoalkyl ethers (e.g., xyl alcohol, selachyl alcohol, batyl alcohol, etc.); sugar alcohols (e.g., sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch decomposition sugars, maltose, xylitose, starch decomposition sugar reduced alcohols, etc.); glycerin solids; tetrahydrofurfuryl alcohol; POE-tetrahydrofurfuryl alcohol; POP-butyl ether; POP.POE-butyl ether; tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphate; POP.POE-pentaneerythritol ether, etc.
Of these, glycerin, diglycerin, dipropylene glycol, and polyethylene glycol having a molecular weight of 600 or less are more preferable, and glycerin is particularly preferable.

These optional components can be added at any step in the present invention or before or after the step. For example, depending on the solubility of the optional components in water, they can be added to the system as oil phase components or aqueous phase components in the step of adding the oil phase components or the step of adding the aqueous phase components, or they can be added to the system before or after the step of adding the oil phase components or the step of adding the aqueous phase components.

<External skin preparations and cosmetics>
The oil-in-water emulsion composition of the present invention has excellent oil thickness and is less sticky on the skin after washing off. In particular, if the oil-in-water emulsion composition is made by an emulsification method such as liquid crystal emulsification, D-phase emulsification, or phase inversion temperature emulsification, fine emulsion particles are stably dispersed, so that it has excellent stability over time and temperature. In addition, when applied to the skin, it does not produce a filmy feeling and has a refreshing feeling, so that it exhibits a good feeling of use.
Therefore, the oil-in-water emulsion composition of the present invention can be preferably used as a skin external preparation. In particular, cosmetics (including quasi-drugs) are preferred. In particular, the oil-in-water emulsion composition of the present invention can be used as a skin external preparation.
Since it has an excellent oily thickness and has the property of leaving the skin less sticky after rinsing, it can be preferably applied to cleansing cosmetics, massage cosmetics, etc. As for the dosage form, a milky lotion, cream, etc. are preferable.
Except for using the oil-in-water emulsion composition of the present invention, the skin external preparation and cosmetic preparation can be produced by using a conventionally known production method.

The present invention will be described in detail below with reference to examples, but these are merely illustrative of the present invention and the scope of the present invention is not limited to these examples.

Oil-in-water emulsion compositions of Examples and Comparative Examples were prepared according to the formulations shown in Table 1. Specifically, component (a) was heated to 80°C and homogenized, and then component (b) and component (c), each of which had been heated to 80°C, were added in that order under manual stirring, and the mixture was then cooled to 30°C with stirring.

The usability of the oil-in-water emulsion compositions of the Examples and Comparative Examples was evaluated by a monitor test (n=20). The evaluation criteria were oil thickness (5: very noticeable, 4: noticeable, 3: not noticeable, 2: not noticeable, 1: not noticeable at all) and stickiness on the skin after use (5: very refreshing, 4: refreshing, 2: slightly refreshing, 3: slightly sticky, 1: very sticky).

The oil-in-water emulsion composition of Example 1 containing a hydrophobically modified polyether urethane and a polysaccharide is
Compared with Comparative Examples 1 and 2, which did not contain hydrophobically modified polyether urethane and polysaccharide but contained a different thickener, a significant improvement in oil thickness and improved non-stickiness on the skin after application were observed.
Furthermore, the oil-in-water emulsion composition of Example 2 containing hydrophobically modified polyether urethane also exhibited a significant improvement in oil thickness and improved non-stickiness on the skin after application, compared to Comparative Examples 1 and 2.
Furthermore, the oil-in-water emulsion composition of Example 3, which contained a polysaccharide, also exhibited a remarkable improvement in the thickness of the oil and in the non-stickiness of the skin after application, as compared with Comparative Examples 1 and 2.
Therefore, it can be seen that the oil-in-water emulsion composition of the present invention is an excellent oil-in-water emulsion composition that has excellent oil thickness and causes little stickiness on the skin after rinsing.

The present invention can be applied to topical skin preparations, etc.

Claims (14)

Surfactants,
An oil phase component in an amount of 30% by mass or more based on the total composition;
Aqueous phase components, and
Hydrophobically modified polyether urethanes and/or polysaccharides,
An oil-in-water emulsion composition comprising:
The polysaccharide is a mucopolysaccharide,
A cleansing cosmetic or a massage cosmetic ,
The surfactant includes a first surfactant and a second surfactant,
The first surfactant forms an L _α phase in at least one aqueous solution containing 40 to 80% by mass, and the second surfactant forms an H ₁ phase in at least one aqueous solution containing 40 to 80% by mass, in an oil-in-water emulsion composition (excluding the skin topical composition described in (1) below, the oil-in-water emulsion cosmetic described in (2) below, and the cleansing cream described in (3) below).
(1) A composition for external use on the skin, comprising a compound represented by the following general formula (3), an isomer thereof and/or a pharmacologically acceptable salt thereof, and one or more substances selected from the following:
(Plant extracts) Peach kernel extract, morning glory extract, ginseng extract, birch resin extract, Job's tears seed extract, Belamcanda chinensis extract, Coix seed extract, peony extract, lotus extract, peony extract, hydrangea extract, lemongrass extract, horsetail extract, olive fruit extract, thorn extract, astragalus extract, mugwort extract, phillyraeoides extract, shell ginger leaf extract, clove extract, centaurea cyanus extract, farrerol, hypericum extract (Compounds) Ascorbic acid glucoside, acetyl hexapeptide, sodium alginate sulfate, benzyl ursolate, dipotassium glycyrrhizinate, stearyl glycyrrhetinate, sodium chondroitin sulfate, sphingoglycolipids, tranexamic acid, sodium trehalose sulfate, urea, hydrogenated soybean phospholipid, 4-n-butylresorcinol, polymethacryloyloxyethyl phosphorylcholine, 2-methacryloyloxyethyl phosphorylcholine-butyl methacrylate copolymer, polyglucosyloxyethyl methacrylate, sodium polyglutamate, N-lauroyl-L-glutamic acid di(phytosteryl-2-octyldodecyl), golden silk extract

(Other substances) Chrysantherm indicum, conchiolin hydrolysate, terpenoids, stilbene derivatives, para-aminobenzoic acid-based UV absorbers, anthranilic acid-based UV absorbers, salicylic acid-based UV absorbers, cinnamic acid-based UV absorbers, benzophenone-based UV absorbers, sugar-based UV absorbers, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 4-methoxy-4'-t-butyldibenzoylmethane

[In the formula, R ₁ represents a linear or branched alkyl group having 1 to 4 carbon atoms substituted with a carboxyl group, or a linear or branched alkyl group having 1 to 4 carbon atoms substituted with a carboxylate group having an alkyl chain having 1 to 4 carbon atoms, and R ₂ and R ₃ each independently represent a linear or branched alkyl group having 1 to 4 carbon atoms.]
(2) An oil-in-water emulsion cosmetic comprising the following components (A) to (E), in which the content mass ratio of component (B) to component (C) [(B)/(C)] is 0.35 or more and 1.0 or less:
(A) acylamino acid salt;
(B) a paste or solid oil;
(C) liquid oil;
(D) polyalkylene glycol;
(E) Polysaccharides.
(3) A cleansing cream comprising 2.00% by weight of stearic acid, 3.00% by weight of cetanol, 10.00% by weight of petrolatum, 38.00% by weight of liquid paraffin, 10.00% by weight of isopropyl myristate, 0.10% by weight of tocopherol acetate, 2.50% by weight of glyceryl monostearate, 2.50% by weight of polyoxyethylene (20 E.O.) sorbitan monostearate, 5.00% by weight of propylene glycol, 0.10% by weight of potassium hydroxide, 0.10% by weight of methyl paraoxybenzoate, 0.05% by weight of a plant extract mixture, a plant extract, water, 0.050% by weight of a 1.0% by weight aqueous solution of keratan sulfate, and 0.10% by weight of a fragrance;
The plant extract mixture is an extract of chamomile (Matricaria chamomilla L.), an extract of fennel (Foeniculum vulgare Miller), an extract of hops (Humulus lupulus L.), an extract of yarrow (Achillea millefolium L.), an extract of melissa (Melissa officinalis L.), and an extract of mistletoe (Viscum coloratum Nakai var. lutescens Miyabe et al.
The present invention is characterized in that it comprises an extract of Viscum album L. var. Kudo or Viscum album L. var. lutescens Makino,
A cleansing cream, wherein the plant extract is any one of the following 1) to 4):
1) A plant extract consisting of an extract of Rosemary (Rosmarinus officinalis L.),
A plant extract, in which the content of Rosemary extract in the cleansing cream is 0.0200% by weight;
2) A plant extract consisting of an extract of coltsfoot (Tussilago farfara L.), an extract of althaea officinalis L., an extract of hypericum (Hypericum erectum Thunb.), and an extract of salvia (Salvia officinalis L.),
a plant extract, the content of which in the cleansing cream is 0.0100% by weight of coltsfoot extract, the content of which in the cleansing cream is 0.0100% by weight of Vitis perforatum extract, the content of which in the cleansing cream is 0.0100% by weight of Hypericum perforatum extract, and the content of which in the cleansing cream is 0.0100% by weight of Salvia serrata extract;
3) A plant extract consisting of an extract of Calendula officinalis L., an extract of Tussilago farfara L., an extract of Althaea officinalis L., an extract of Hypericum erectum Thunb., an extract of Salvia officinalis L., an extract of Lilium longiflorum Thunb., and an extract of Parsley (Petroselinum crispum (Mill.) Nym. ex AWHill.),
a plant extract, the content of which in the cleansing cream is 0.0005% by weight of calendula extract, 0.0002% by weight of coltsfoot extract, 0.0002% by weight of lavender bean extract, 0.0002% by weight of hypericum extract, 0.0002% by weight of salvia extract, 0.0002% by weight of trumpet lily extract, and 0.0010% by weight of parsley extract;
4) A plant extract comprising a cornflower (Centaurea cyanus L.) extract, an aloe arborescens Mill. var. natalensis Berg. extract, a licorice (Glycyrrhiza uralensis Fisher, Glycyrrhiza glabra L. and its variants, Glycyrrhiza echinata L., Glycyrrhiza glandulifera Reg. et Herd.) extract, a trumpet lily (Lilium longiflorum Thunb.) extract, and a parsley (Petroselinum crispum (Mill.) Nym. ex AWHill.) extract,
The content of centaurea extract in the cleansing cream is 0.0050% by weight, the content of aloe arborescens extract in the cleansing cream is 0.0100% by weight, the content of licorice extract in the cleansing cream is 0.0100% by weight, the content of trumpet lily extract in the cleansing cream is 0.0002% by weight, and the content of parsley extract in the cleansing cream is 0.0002% by weight. (Plant extracts). 2. The oil-in-water emulsion composition according to claim 1, wherein the hydrophobically modified polyether urethane is a (polyethylene glycol-240/decyltetradeceth-20/hexamethylene diisocyanate) copolymer. The oil-in-water emulsion composition according to claim 1 or 2, wherein the polysaccharide is hyaluronic acid and/or a salt thereof. The oil-in-water emulsion composition according to any one of claims 1 to 3, wherein the content of the hydrophobically modified polyether urethane is 0.1 to 5 mass% based on the total composition. The oil-in-water emulsion composition according to any one of claims 1 to 4, wherein the content of the polysaccharide is 0.001 to 1% by mass based on the total composition. The oil-in-water emulsion composition according to any one of claims 1 to 5, wherein the content of the oil phase component constituting the internal phase of the oil-in-water emulsion composition is 30 to 90% by mass based on the total composition. The oil-in-water emulsion composition according to any one of claims 1 to 6, wherein the oil phase component is liquid at 25°C under 1 atmospheric pressure. The oil-in-water emulsion composition according to any one of claims 1 to 7, wherein the first surfactant comprises one or more selected from surfactin and a salt thereof, mannosylerythritol lipid, polyglycerol fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipid. The oil-in-water emulsion composition according to any one of claims 1 to 8, wherein the second surfactant comprises one or more selected from the group consisting of alkyl glycosides represented by the following general formula (1), acylamino acid lysines and/or salts thereof , sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid glycosides, and monoalkyl phosphates and salts thereof:


(In the formula, G represents a sugar residue, R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and n represents an integer of 1 to 4.) The oil-in-water emulsion composition according to any one of claims 1 to 9 , wherein the content of the first surfactant is 0.1 to 5% by mass based on the total mass of the composition. The oil-in-water emulsion composition according to any one of claims 1 to 10 , wherein the content of the second surfactant is 0.1 to 5% by mass based on the total mass of the composition. The oil-in-water emulsion composition according to any one of claims 1 to 11 , wherein the total content of the first surfactant and the second surfactant is 0.2 to 8% by mass based on the total mass of the composition. 13. The oil-in-water emulsion composition according to claim 1, comprising 1 to 30% by mass of a polyhydric alcohol based on the total mass of the composition. The oil-in-water emulsion composition according to any one of claims 1 to 13 , wherein the content of the semi-solid fat and the solid fat is 1 mass % or less based on the total amount of the oil phase components.