JP2021169438A - Oil-in-water emulsion composition - Google Patents

Abstract

To provide cleansing or massage cosmetics that make it easier for a user to notice the reversion of the states.SOLUTION: An oil-in-water emulsion composition contains a surfactant, an oil phase component of 30 mass% or more relative to the whole composition, an aqueous phase component, and a hydrogel forming polymer. The hydrogel forming polymer comprises at least one selected from a polymer containing at least a monomer derived from acryloyl dimethyltaurine or a salt thereof, and a polysaccharide.SELECTED DRAWING: None

Description

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

In the oil-in-water emulsified composition, an oil-soluble component and a water-soluble component can be applied at the same time, and since the outer phase is an aqueous phase, a composition having a light usability and an excellent feel can be obtained. Among these oil-in-water emulsified compositions, the high internal phase oil-in-water emulsified composition has a higher content of the oil phase, which is the internal phase, than the normal oil-in-water emulsified composition. It is a dosage form used in oils, skin care or hair care cosmetics, cleansing cosmetics, etc. However, in such a high internal phase oil-emulsified composition in water, it is difficult to invert to oil, which is a guideline for finishing rubbing, and it is difficult to understand the inversion. There was a need to improve comprehensibility.

On the other hand, it is known that acrylic acid / acryloyldimethyltaurine Na copolymer or the like is used as a thickener in the oil-in-water emulsified composition (Patent Documents 1 and 2). However, it is not known to be used in high internal phase oil emulsified compositions in water.

Japanese Unexamined Patent Publication No. 2013-028542 Japanese Unexamined Patent Publication No. 2019-137611

The present invention has been made in order to cope with the above problems, and it is an object of the present invention to provide a cleansing cosmetic or a massage cosmetic having improved intelligibility of reversal.

As a result of studies to solve the above problems, the present inventors have selected a polymer and a polysaccharide containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof in the highly internal phase oil-emulsified composition in water. The present invention has been completed by finding that a cleansing cosmetic or a massage cosmetic having improved intelligibility of inversion can be obtained by blending a hydrogel-forming polymer composed of one or more kinds.
That is, the gist of the present invention relates to the following.

[1] Surfactant,
Oil phase component of 30% by mass or more with respect to the entire composition,
Aqueous phase components and
A polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, and a hydrogel-forming polymer consisting of one or more selected from polysaccharides.
An oil-in-water emulsified composition containing and.
[2] A polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof is obtained from a copolymer of (meth) acrylic acid salt and acryloyldimethyltaurine salt, and a copolymer of (meth) acrylic acid ester and acryloyldimethyltaurine salt. The oil-in-water emulsion composition according to [1], which comprises one or more selected.
[3] At least one polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof is selected from the (Na acrylate / Na acryloyldimethyltaurin) copolymer and the (hydroxyethyl acrylate / Na acryloyldimethyltaurin) copolymer. The oil-in-water emulsion composition according to [1] or [2].
[4] Polysaccharides include one or more selected from agar, agarose, alginic acid, celluloses, dextrans, glycosaminoglycans, chitins, chitosans, and salts thereof [1] to [3]. The oil-in-water emulsion composition according to any one of.
[5] The oil-in-water emulsified composition according to any one of [1] to [4], wherein the polysaccharide comprises one or more selected from agar and sodium alginate.

[6] The oil-in-water emulsified composition according to any one of [1] to [5], wherein the content of the hydrogel-forming polymer is 0.01 to 5% by mass with respect to the entire composition.
[7] The method 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 emulsified composition is 30 to 90% by mass with respect to the entire composition. Oil-in-water emulsified composition.
[8] The surfactant contains a first surfactant and a second surfactant, and contains
First surfactant forms a L _alpha phase in an aqueous solution of at least one point of 40 to 80 wt%, and the second surfactant to form the H ₁ phase in an aqueous solution of at least one point of 40 to 80 wt% The oil-in-water emulsified composition according to any one of [1] to [7].
[9] The first surfactant contains one or more selected from surfactins and salts thereof, mannosyl erythritol lipid, polyglycerin fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipids. , [8]. The oil-in-water emulsified composition according to [8].
[10] The second surfactant is an alkyl glycoside represented by the following general formula (1), an acyl amino acid lysine and / or a salt thereof, a sucrose fatty acid ester, a polyglycerin alkyl ether, a fatty acid glycoside, and a monoalkyl phosphorus. The oil-in-water emulsified composition according to [8] or [9], which comprises one or more selected from an acid 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).
[11] The oil-in-water emulsified composition according to any one of [8] to [10], wherein the content of the first surfactant is 0.1 to 5% by mass with respect to the entire composition.
[12] The oil-in-water emulsified composition according to any one of [8] to [11], wherein the content of the second surfactant is 0.1 to 5% by mass with respect to the entire composition.
[13] Described in any one of [8] to [12], wherein the total content of the first surfactant and the second surfactant is 0.2 to 8% by mass with respect to the entire composition. Oil-in-water emulsified composition. [14] [1] to [1] containing 1 to 30% by mass of the polyhydric alcohol with respect to the entire composition.
3] The oil-in-water emulsified composition according to any one of.
[15] The oil-in-water emulsification composition according to any one of [1] to [14], wherein the oil-in-water emulsification composition is an external preparation for skin.

[16] The oil-in-water emulsified composition according to [15], wherein the skin external preparation is a cosmetic.
[17] The oil-in-water emulsified composition according to [16], wherein the cosmetic is a cleansing cosmetic or a massage cosmetic.

According to the present invention, it is possible to provide a cleansing cosmetic or a massage cosmetic with improved intelligibility of inversion.
In the present specification, the "reversal" feeling refers to the feeling when the oil-in-water emulsifier-type oil phase and the water phase are reversed and changed to an oily state, and the reversal is good and easy to understand. It is possible to obtain a pleasant feeling of change, a feeling of melting, and a comfortable feeling of use that can be used with a light touch without friction.

Hereinafter, the present invention will be described.
<Oil-in-water emulsification composition>
One aspect of the present invention is a polymer containing at least a surfactant, an oil phase component of 30% by mass or more based on the entire composition, an aqueous phase component, and a monomer derived from acryloyldimethyltaurine or a salt thereof, and a polysaccharide. The present invention relates to an oil-in-water emulsified composition containing one or more hydrogel-forming polymers selected from the above (hereinafter, may be referred to as “oil-in-water emulsified composition of the present invention”).

In the high internal phase oil-emulsified composition in water, the interface is generally hard and it is difficult to invert, so there is a problem that the inversion is difficult to understand.
The present inventors have conducted various studies in search of an oil-in-water emulsified composition having improved intelligibility of inversion. Among them, a polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, and a hydrogel-forming polymer consisting of one or more selected from polysaccharides are blended in a high internal phase oil-emulsified composition in water. Then, it was found that the comprehensibility of inversion was improved, and the present invention was completed.

≪Hydrogel-forming polymer≫
The hydrogel-forming polymer contained in the oil-in-water emulsified composition of the present invention can improve the comprehensibility of reversal of the oil-in-water emulsified composition of the present invention. One type or two or more types of hydrogel-forming polymers can be used.

Specifically, the hydrogel-forming polymer is a polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, and a hydrogel-forming polymer composed of one or more selected from polysaccharides.

<< Polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof >>
A polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof contained in the oil-in-water emulsified composition of the present invention can improve the comprehensibility of reversal of the oil-in-water emulsified composition of the present invention. One kind or two or more kinds of polymers containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof can be used.

The acryloyldimethyltaurine or a salt thereof in the monomer derived from acryloyldimethyltaurine or a salt thereof is not limited, but acryloyldimethyltaurine, sodium acryloyldimethyltaurine, potassium acryloyldimethyltaurine and the like can be used, and sodium acryloyldimethyltaurine is preferable. Is. The polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof may be a copolymer containing a monomer component other than the monomer derived from acryloyldimethyltaurine or a salt thereof.

The monomer component other than the monomer derived from acryloyldimethyltaurine or a salt thereof is not limited, and for example, (meth) acrylic acid monomer such as acrylic acid; (meth) acrylate monomer such as sodium acrylate; hydroxy acrylate. Acrylic acid ester monomers such as ethyl; acrylamide monomers such as dimethyl acrylamide and the like can be mentioned.

The polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof is not limited, and for example, a copolymer of (meth) acrylic acid and acryloyldimethyltaurine or a salt thereof, (meth) acrylate and acryloyldimethyltaurine or Copolymer with its salt, Copolymer with (meth) acrylic acid ester and acryloyldimethyltaurine or its salt, Copolymer with acrylamides and acryloyldimethyltaurine or its salt, (meth) acrylic acid and (meth) acrylate and acrylamide Examples thereof include a copolymer of acryloyldimethyltaurine or a salt thereof and a copolymer of (meth) acrylate and acrylamides and acryloyldimethyltaurine or a salt thereof. Among these, a copolymer of (meth) acrylic acid salt and acryloyl dimethyl taurine salt and a copolymer of (meth) acrylic acid ester and acryloyl dimethyl taurine salt are preferable. Specifically, for example, compounds such as (Na acrylate / Na acryloyl dimethyl taurine) copolymer and (hydroxyethyl acrylate / Na acryloyl dimethyl taurine) copolymer are preferable.

As the polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, those used in cosmetics as thickeners can be used.
As a polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, a commercially available product or the like can be used.

≪Polysaccharide≫
The polysaccharide contained in the oil-in-water emulsified composition of the present invention can improve the comprehensibility of reversal of the oil-in-water emulsified composition of the present invention. One type or two or more types of polysaccharides can be used.

Polysaccharides include, but are not limited to, agar, agarose, alginic acid, celluloses (cellulose, carboxymethylcellulose, etc.), dextrans (dextran, carboxymethyldextran, etc.), glycosaminoglycans (chondroitin sulfate, hyaluronic acid, etc.). , Chitins (chitin, deacetylated chitin, etc.), chitosans (chitosan, deacetylated chitosan, etc.), and salts thereof. Of these, agar and alginate are preferred. Examples of salts include alkali metal salts such as sodium and potassium, and alkaline earth metal salts such as magnesium and calcium.

As the polysaccharide, those used in cosmetics as thickeners can be used.
As the polysaccharide, one produced based on a conventional method, a commercially available product, or the like can be used.

In this embodiment, the content of the hydrogel-forming polymer is preferably 0.01 to 5% by mass, more preferably 0.05 to 3% by mass, and further preferably 0.1 to 2% by mass with respect to the entire composition. The above range is preferable from the viewpoint of sufficiently reversing.
As the hydrogel-forming polymer, for example, a polymer having a weight average molecular weight of about 100 to 10,000,000 can be used. The molecular weight of the hydrogel-forming polymer is a value obtained by using gel permeation chromatography (GPC).

≪Surfactant≫
The type of surfactant contained in the oil-in-water emulsified composition of the present invention is not particularly limited as long as the composition can be emulsified. Examples of the surfactant include anionic surfactants such as fatty acid soap (sodium laurate, sodium palmitate, etc.), potassium lauryl sulfate, triethanolamine alkyl sulfate ether, stearyltrimethylammonium chloride, benzalconium chloride, and laurylamine oxide. Cationic surfactants such as, imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyroxy disodium salt, etc.), amphoteric surfactants such as acylmethyltaurine, sorbitan Fatty acid esters (sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, etc.), glycerin fatty acids (glycerin monostearate, etc.), polyglycerin fatty acids (polyglyceryl-2 tetraoleate, etc.), propylene glycol fatty acid esters (Propylene glycol monostearate, etc.), hardened castor oil derivative, glycerin alkyl ether, POE sorbitan fatty acid esters (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbit fatty acid esters (POE-Solbit mono) Laurate, etc.), POE glycerin fatty acid esters (POE-glycerin monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE stearate, POE isostearate, POE distearate, etc.), POE alkyl ethers (POE alkyl ethers, etc.) POE2-octyldodecyl ether, etc.), POE alkylphenyl ethers (POE nonylphenyl ether, etc.), pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), tetronics, POE castor oil -Examples include hardened castor oil derivatives (POE castor oil, POE cured castor oil, etc.), nonionic surfactants such as sucrose fatty acid ester, alkyl glucoside, and the like.
One or more surfactants may be used in the present invention.
These surfactants may be blended in a necessary amount for maintaining emulsification, and are usually 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and usually 30% by mass or less. It is preferably 10% by mass or less, more preferably 5% by mass or less.
The production of such an oil-in-water emulsified composition can be produced based on a conventionally known method for producing an oil-in-water emulsified composition.

Another embodiment of the present invention, as the surfactant comprises a first surfactant and a second surfactant, L _alpha first surfactant in an aqueous solution of at least one point of 40 to 80 wt% the phases were formed, a second surfactant which forms an H ₁ phase in an aqueous solution of at least one point of 40 to 80 wt%, about oil-in-water emulsion composition. Such an oil-in-water emulsified composition has an emulsified skeleton capable of emulsifying various oil agents, is excellent in time and temperature stability, and exhibits a good usability, and thus can be preferably used in the present invention.

The production of such an oil-in-water emulsified composition is carried out, for example, in a step of mixing a first surfactant, a second surfactant, and water to form an intermediate phase, in which an oil phase component is added to the intermediate phase. It can be produced by a production method including a step of adding an aqueous phase component and a step of further adding an aqueous phase component. As such a manufacturing method, a conventionally known manufacturing method can be used. For example, it can be carried out using the method described in Pamphlet International Publication No. 2017/104734.

(First surfactant capable of forming the _{Lα phase)}
The first surfactant in the present invention comprises one or more selected from surfactins and salts thereof, mannosyl erythritol lipid, polyglycerin fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipids. Is preferable.

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 exerts the effect of the present invention, and known surfactins can be used. The surfactin may be a cyclic peptide produced by Bacillus 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 point) can be mentioned. Further, those in which the hydrocarbon chain is a C9-18 alkyl group, those in which L-Leu- at the terminal of the cyclic peptide is selected from leucine, isoleucine, valine and the like can be mentioned.
Examples of the surfactin salt include, but are not limited to, lithium salt, sodium salt, potassium salt and the like, and the sodium salt can be preferably used in the present invention. One or more selected from surfactins and salts thereof may be used in the present invention.
The surfactin and its salt may be a natural product extracted / purified from bacteria or the like, a chemically synthesized product, or a commercially available product (manufactured by Kaneka Corporation or the like).

Mannosyl erythritol lipid (MEL), which can be used as the first surfactant, is also available.
It is a biosurfactant, and any of MEL-A, B, C, and D can be used in the present invention, and MEL-B is particularly preferable.

The polyglycerin fatty acid ester that can be used as the first surfactant is an ester of a branched or linear saturated or unsaturated fatty acid and glycerin, and the fatty acid has preferably 8 to 20 carbon atoms. More preferably, it is 12-18. 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 more, but monoester is preferable. The HLB value of the first surfactant is not particularly limited, but those of 3 to 18 are preferable. In this specification, the HLB value refers to a value calculated from Griffin's formula.
Furthermore, it is easy to form the L _alpha phase, i.e. as a polar molecule easily aligned on a flat plate, the critical filling parameters representing the geometric proportions of the hydrophilic and hydrophobic moieties of the amphiphiles (CPP) 1/2 It is preferably ~ 1.
Preferred examples of the polyglycerin fatty acid ester include polyglyceryl monooleate, polyglyceryl monolaurate, polyglyceryl monopalmitate, polyglyceryl monoisostearate, and polyglyceryl dilaurate. More preferable examples include polyglyceryl monooleate (polyglyceryl monooleate-5, etc.), polyglyceryl monolaurate (polyglyceryl-4 monolaurinate, polyglyceryl monolaurate-6, polyglyceryl monolaurate-10, etc.) having a degree of glycerin polymerization of 4 to 10 and the like. ), And polyglyceryl monopalmitate (polyglyceryl monopalmitate-6, etc.). More preferable examples include polyglyceryl monolaurate having a degree of polymerization of 4 to 6 (polyglyceryl monolaurate-4, polyglyceryl monolaurate-6).

Sophorose lipid is a so-called biosurfactant, and refers to a glycolipid composed of sophorose or sophorose in which a hydroxyl group is partially acetylated and a hydroxyl fatty acid. In general, sophorolipid exists in the form of a mixture of a molecule having a lactone ring (lactone type) and a molecule in which the ring is opened (acid type), and in the present invention, any of them may be used, and the mixing ratio thereof is not particularly limited.

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, and more preferably a branched fatty acid having 18 carbon atoms. preferable. The average number of moles of oxyethylene added to the polyoxyethylene group is preferably 5 to 30, more preferably 10 to 25. Further, the fatty acid residue may be added to only one of the three hydroxyl groups of the glyceryl group added with polyoxyethylene, or may be added to two or three. A structure in which three are added is preferable, but a structure containing two or more selected from one adduct, two adducts, and three adducts is also preferable. Commercially available products can also be used for these.

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, and 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. Commercially available products can also be used for these.
These may be used alone or in combination of two or more.

Examples of the phospholipid that can be used as the first surfactant include glycerophospholipids and sphingolipids.
The glycerophospholipid is a substance having a glycerophosphate skeleton, and has a fatty acid ester, a long-chain alkyl ether, a vinyl ether and the like as a parent oil group. Specifically, phosphatidylcholine (lesitin), phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylinositol polyphosphate, phosphatidylglycerol, diphosphatidylglycerol (cardiolipin), phosphatidylic acid, lysophosphatidylcholine, lysophosphatiylethanolamine, lysophosphatiylethanolamine Examples thereof include serine, lysophosphatiyl inositol, lysophosphatidylglycerol, and lysophosphatidic acid.
Sphingolipids include long-chain bases or long-chain fatty acids such as sphingosine and phytosphingosine, and phosphoric acid or phosphonic acid. Specific examples thereof include a ceramide 1-phosphoric acid derivative (sphingomyelin and the like) and a ceramide 1-phosphonic acid derivative (ceramide aminoethyl phosphonic acid and the like).
In the present invention, the phospholipid may be a natural product extracted / purified from animals and plants, a chemically synthesized product, or a product subjected to processing such as hydrogenation or hydroxylation treatment. For example, hydrogenated lecithin and the like are preferably mentioned. As a natural product, lecithin, which is an extracted / purified product from soybean or egg yolk, is preferable because a commercially available product is easily available.

In a more preferred embodiment of the present invention, as the first surfactant, one having no ethylene oxide (EO) group is used.

(Second surfactant capable of forming H ₁ phase)
The second surfactant in the present invention includes an alkyl glycoside represented by the following general formula (1), an acyl amino acid lysine and / or a salt thereof, a sucrose fatty acid ester, a polyglycerin alkyl ether, a fatty acid glycoside, and a monoalkyl phosphorus. It is preferable to contain one or more selected from an acid ester and a salt thereof, and an alkyl glycoside represented by the following general formula (1) is more preferable.

(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).

As the acyl amino acid lysine and / or a salt thereof that can be used as the second surfactant, lysine diacylglutamic acid whose acyl group is derived from a fatty acid is preferable, and further, lysine dilauroyl glutamate, lysine dimyristoyl glutamate, lysine distearoyl glutamate, dilinole. Oil glutamate lysine and the like are preferably mentioned.
Examples of these salts include alkali metal salts such as sodium salt and potassium salt, organic amine salts such as triethanolamine salt, and basic amino acid salts such as arginine.
These can be obtained by a synthetic reaction of lysine hydrochloride and acylamino acid anhydride, or commercially available products can also be used.

Examples of the sucrose fatty acid ester that can be used as the second surfactant include sucrose lauric acid ester, sucrose myristic acid ester, sucrose palmitate, sucrose stearic acid ester, and sucrose oleic acid ester. Sucrose lauric acid ester is more preferable. Commercially available products can also be used for these.

Examples of the polyglycerin alkyl ether that can be used as the second surfactant include polyglycerin monolauryl ether, polyglycerin monomyristyl ether, polyglycerin monopalmityl ether, polyglycerin monostearyl ether, polyglycerin monoisostearyl ether, and polyglycerin. Monooleyl ethers are preferred, with polyglycerin monolauryl ethers being more preferred. The degree of glycerin polymerization in the polyglycerin alkyl ether is preferably 2 to 10, more preferably 3 to 6, and even more preferably 4. Commercially available products can also be used for these.

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 and an aliphatic alcohol are condensed.
The sugar residue G is a hydrophilic part in the alkyl glycoside represented by the general formula (1), and is a residue of a monosaccharide or a polysaccharide.
Preferred monosaccharides include glucose, galactose, xylose, mannose, lyxose, arabinose, and fructose. Polysaccharides are preferably disaccharides to heptasaccharides and are maltos, xylobiose, isomaltose, cellobiose, lactose, gentiobees, maltotriose, isomalttriose, cellotriose, maltotetraose, maltopentaose, maltohexaose, Examples include maltoheptaose, isomalttetraose, isomaltpentaose, isomalthexaose, and isomaltheptaose. Of these sugars, glucose, galactose, maltose, and maltotriose are more preferred, with maltose and maltotriose being particularly preferred. The sugar residue may be either an α-form or a β-form.
In the general formula (1), the sugar residue G is preferably a hydroxyl group at the 1-position of the terminal sugar and is bound (condensed) with an aliphatic alcohol.

In the general formula (1), the fat chain is a hydrophobic part in the alkyl glycoside represented by the general formula (1).
The portion of the fat chain may or may not have a branched chain, but preferably has a branched chain. That is, in the 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), the compound represented by the following general formula (2) is more preferable.
In the 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, and is more preferably a methyl group. n represents an integer of 1 to 4, more preferably 2 or 3.
Specific examples of the alkyl glycoside represented by the general formula (2) include maltose and hexahydrofarnesol glycosides (Mal ₂ Far) (N = 2, n = 2, R = methyl), maltotriose and hexahydro. Farnesol glycosides (Mal ₃ Far) (N = 3, n = 2, R = methyl), maltotriose and dihydrophytol glycosides (Mal ₃ Phyt) (N = 3, n = 3, R = methyl) And so on.

The alkyl glycoside represented by the general formula (1) is, for example, a glycosylation method using a bromide sugar, a glycosylation method using a fluoride sugar, a glycosylation method using trichloroacetoimidate, and a glycosylation method using an acetylated sugar. It can be obtained by various well-known methods such as laws, and more specifically, it is described in Japanese Patent No. 3882067, Japanese Patent No. 4817435, Japanese Patent No. 5207420, Japanese Patent Application Laid-Open No. 2013-129660, Japanese Patent Application Laid-Open No. 2012-17318, etc. Synthesis step.

In recent years, in consideration of safety and environmental load, so-called natural surfactants, which are said to be renewable and have a small environmental load, have tended to be preferred instead of conventional synthetic surfactants derived from petroleum raw materials. .. Therefore, in the present invention, it is particularly preferable, but not limited to, to use the alkyl glycoside represented by the general formula (1) as the second surfactant to meet the above demand.

As the fatty acid glycoside that can be used as the second surfactant, an ester of a branched or linear, saturated or unsaturated fatty acid having 10 to 16 carbon atoms and a residue of a monosaccharide or a polysaccharide is preferable, and a sugar is preferable. The residue is preferably one that is bonded (ester-condensed) with a fatty acid at the hydroxyl group at the 1-position of the terminal sugar. The fatty acid glycoside is more preferably having an HLB value of 12 to 18.
Preferred monosaccharides include glucose, galactose, xylose, mannose, lyxose, arabinose, and fructose. Polysaccharides are preferably disaccharides to heptasaccharides and are maltos, xylobiose, isomaltose, cellobiose, lactose, gentiobees, maltotriose, isomalttriose, cellotriose, maltotetraose, maltopentaose, maltohexaose, Examples include maltoheptaose, isomalttetraose, isomaltpentaose, isomalthexaose, and isomaltheptaose. Of these sugars, glucose, galactose, maltose, and maltotriose are more preferred, with maltose and maltotriose even more preferred. The sugar residue may be either an α-form or a β-form.
Preferred examples of fatty acid glycosides include lauroyl maltoside, nonanoyl maltoside, undecanoyl maltoside, tridecanoyl maltoside, tetradecanoyl maltoside, and the like.

The monoalkyl phosphate ester and its salt that can be used as the second surfactant are saturated, branched or linear, having preferably 8 to 20, more preferably 12 to 18, and even more preferably 12 carbon atoms. Alternatively, an ester of an unsaturated fat chain and phosphoric acid is preferable. Examples of the salt include sodium salt, potassium salt, ammonium salt, monoethanolammonium salt, diethanolammonium salt, triethanolammonium salt and arginine salt, and arginine salt is particularly preferable. Further, ethylene oxide may be added, but it is preferable that ethylene oxide is not added.

In a more preferred embodiment of the present invention, as the second surfactant, one having no ethylene oxide (EO) group is used.

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 further preferably 0.3 to 2% by mass with respect to the entire composition. .. Further, in this embodiment, the content of the second surfactant is preferably 0.1 with respect to the entire composition.
It is ~ 5% by mass, more preferably 0.1 to 3% by mass, still more preferably 0.3 to 2% by mass.

Further, 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, still 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 preferable, and from the viewpoint of film feeling when the produced composition is applied to the skin, 8% by mass or less is preferable.

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 using a surfactant having two different properties in combination in such a mass ratio, it becomes easy to form a specific intermediate phase, and it becomes easy to carry out subsequent emulsification.

≪Oil phase component≫
The oil-in-water emulsified composition of the present invention contains an oil phase component constituting the internal phase of the oil-in-water emulsified composition.
The oil phase component is usually composed of an oil component, and in the present invention, the oil component is not limited to a so-called oil agent, but is a component that is suspended in water at 25 to 65 ° C., allowed to stand for 1 hour, and then phase-separated from water (however, surface activity). (Excluding agents). As the oil phase component, one type or a combination of two or more types can be used in the present invention.

Examples of the oily component that can be blended in the oil-in-water emulsifying composition of the present invention include oils such as polar oils, natural oils, hydrocarbon oils, non-polar silicone oils, and polar silicone oils, ultraviolet absorbers, and ultraviolet rays. Examples include UV protective agents such as scattering agents and oil-soluble vitamins such as vitamins A and E (tocopherol). As the oily component, one kind or a combination of two or more kinds can be used in the present invention. Of these, polar oils, particularly low-molecular-weight polar oils, are preferably used, and when these are included in the oil phase component, preferably 50% by mass or more, more preferably 70% by mass or more, and further preferably 90% by mass or more. A refreshing feeling can be given to the composition.

Polar oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, and dimethyloctanoic acid. Hexyldecyl, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isosetyl isostearate, ethyl isostearate, cholesteryl 12-hydroxystearyl acid, ethylene glycol di-2-ethylhexylate, dipentaerythritol fatty acid ester, N monoisostearate -Alkyl glycol, neopentyl glycol dicaprate, diisostearyl malate, glyceryl di-2-heptyl undecanoate, trimethylol propane tri-2-ethylhexylate, trimethylolpropane triisostearate, pentanerythritol tetra-2-ethylhexylate , Tri-2-ethylhexylate glyceryl, trimethylolpropane triisostearate and the like.
In addition, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimyristate, glyceride tri-2-heptyl undecanoate, methyl ester of castor oil fatty acid, oleic acid oil, cetostearyl alcohol, acetoglyceride, palmitic acid 2 -Heptylundecyl, diisobutyl adipate, N-lauroyl-L-glutamate-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyllaurate, di-2-ethylhexyl sebacate, 2-hexyl myristate Examples thereof include decyl, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, amyl acetate, triethyl citrate, and octylmethoxycinnamate.
Examples of the low molecular weight polar oil include those having a molecular weight of about 300 or less, and specific examples thereof include, but are not limited to, 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, southern ka oil, castor oil, and flaxseed oil. , Saflower oil, cotton seed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnamon oil, Japanese millet oil, jojoba oil, germ oil, glyceryl trioctanoate, glyceryl triisopalmitate, bird (Capric acid / capric acid) Glyceryl and the like can be mentioned.

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

Examples of the non-polar silicone oil include cyclopentasiloxane, decamethylcyclopentasiloxane, caprylylmethicone, and dimethicone.
Examples of the polar silicone oil include diphenylsiloxyphenyl trimeticone.

In the present invention, the content of the oil phase component is 30% by mass or more with respect to the entire composition. The content of the oil phase component is more than 30% by mass, 40% by mass or more, more than 40% by mass, 50% by mass or more, more than 50% by mass, 60% by mass or more, and 60% by mass with respect to the entire composition. Super, 70% by mass or more, 70% by mass or more, 75% by mass or more, 75% by mass or more, 80% by mass or more, 80% by mass or more, 85% by mass or more or 85% by mass or more, 90% by mass or less , 85% by mass or less, 80% by mass or less, 75% by mass or less, or 70% by mass or less, and may be a consistent combination thereof. The content of the oil phase component may be, for example, 30 to 90% by mass, 40 to 80% by mass, or 50 to 70% by mass.
When the content of the oil phase component is in such a range, a composition excellent in aging and temperature stability can be obtained, and a good usability is exhibited, particularly with respect to the aqueous phase in the oil-in-water emulsified composition. Since the ratio of the oil phase (internal phase ratio) is large, it can exert a preferable effect as a skin external preparation such as a cleansing cosmetic or a massage cosmetic. Further, for example, by emulsifying a polar oil, particularly a low molecular weight polar oil, at a high internal phase ratio, it is possible to obtain a skin external preparation having both a refreshing feeling and sufficient moisturizing property.

≪Aqueous phase component≫
The oil-in-water emulsified composition of the present invention contains an aqueous phase component constituting the outer phase of the oil-in-water emulsified composition.
The aqueous phase component is usually a water-soluble component in addition to water, and refers to a component (excluding surfactants) that dissolves in water after being suspended in water at 25 to 65 ° C and allowed to stand for 1 hour. As the aqueous phase component, one type or a combination of two or more types can be used in the present invention.

≪Other ingredients≫
In addition, the oil-in-water emulsified composition of the present invention may contain other optional components as long as its effect is not impaired.
The optional ingredient is not particularly limited as long as it is an ingredient that can be usually blended in an external preparation for skin, and is not particularly limited. Preservatives, powders, organically modified clay minerals, antibacterial agents and the like can be mentioned. Preferred examples of the antibacterial agent include natural antibacterial substances such as caprylyl glycol, glyceryl caprylate, ethylhexyl glycerin, and capryl hydroxamic acid. As the optional component, one kind or a combination of two or more kinds can be used in the present invention.
Examples of the active ingredient include a moisturizing ingredient, a whitening ingredient, a wrinkle improving ingredient, an anti-inflammatory ingredient, an extract derived from animals and plants, and the like, and may contain only one kind or two or more kinds.

Of the above optional components, it is particularly preferable to contain a polyhydric alcohol. By containing the polyhydric alcohol, the holding ability of the intermediate phase to hold the oil phase component is enhanced, and the emulsification stability of the composition can be improved.
In the present invention, the content of the polyhydric alcohol is preferably added in an amount of 1 to 30% by mass, more preferably 1 to 20% by mass, still more preferably 1 to 15% by mass with respect to the entire composition.
From the viewpoint of sufficiently retaining the oil phase component in the intermediate phase, the content of the polyhydric alcohol is preferably 1% by mass or more, and from the viewpoint of easily obtaining a refreshing feel when applied to the skin, 30 It is preferably mass% or less.

The polyhydric alcohol is not particularly limited as long as it has a divalent value or higher, but a polyhydric alcohol having a trivalent value or higher is preferable.
Specifically, divalent alcohols (eg, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol (BG), tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.; trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1,2,6) -Pentaerythritol such as hexanetriol); pentavalent alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, diethylene glycol, dipropylene glycol, triethylene glycol, etc.) Polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.; divalent alcohol alkyl ethers (eg, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, Ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono2-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. ); Divalent alcohol alkyl ethers (eg, 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 monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether Dihydric alcohol ether esters (eg, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazibate, 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 monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc.; Ceraquil alcohol, batyl alcohol, etc.); Sugar alcohols (eg, sorbitol, martitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-degrading sugar, maltose, xylitos, starch-degrading sugar-reducing alcohol, etc.); Glysolid; Tetrahydrofurfuryl alcohol; POE-Tetrahydrofurfuryl alcohol; POP-butyl ether; POP / POE-butyl ether; Tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphoric acid; POP / POE-pentane Examples include erythritol ether and the like.
Of these, 1,3-butylene glycol, glycerin, diglycerin, dipropylene glycol, and polyethylene glycol having a molecular weight of 600 or less are more preferable, and 1,3-butylene glycol and glycerin are particularly preferable.

In addition, these optional components can be added at any step in the present invention or before and after. For example, depending on the solubility of any component in water, the oil phase component or the water phase component can be added to the system together in the step of adding the oil phase component or the step of adding the aqueous phase component, or the step of adding the oil phase component. Alternatively, it can be added to the system before or after the step of adding the aqueous phase component.

≪External skin preparations and cosmetics≫
The oil-in-water emulsified composition of the present invention is a high-internal phase oil-in-water emulsified composition, and is a composition with improved intelligibility of inversion. In particular, in the case of an oil-in-water emulsified composition obtained by an emulsification method such as a liquid crystal emulsification method, a D-phase emulsification method, or a phase inversion temperature emulsification method, fine emulsified particles are stably dispersed, so that the composition is stable over time and temperature. Excellent. In addition, when applied to the skin, it does not give a film feeling and gives a refreshing feel, so that it exhibits a good usability.
Therefore, the oil-in-water emulsified composition of the present invention can be preferably used as an external preparation for skin. In particular, cosmetics (including quasi-drugs) are preferable. In particular, the oil-in-water emulsified composition of the present invention has characteristics such as improved intelligibility of inversion, and therefore can be preferably applied to cleansing cosmetics, massage cosmetics and the like. As the dosage form, a milky lotion, a cream or the like is preferable.
Other than using the oil-in-water emulsified composition of the present invention, the external preparation for skin and cosmetics can be produced by using a conventionally known production method.

Hereinafter, the present invention will be specifically described with reference to Examples, but these are examples of the present invention, and the scope of the present invention is not limited thereto.

The oil-in-water emulsified compositions of Examples and Comparative Examples were prepared according to the formulations shown in Table 1, respectively. Oil-in-water emulsified compositions of Examples and Comparative Examples were prepared, respectively. Specifically, the component (b) and the component (c) heated to 80 ° C under manual stirring are added in order to the component (a) heated to 80 ° C and homogenized, and then stirred to 30 ° C. Cooled while.

The usability of the oil-in-water emulsified compositions of Examples and Comparative Examples was evaluated by a monitor test (n = 20). The evaluation criteria are easy-to-understand inversion (◎: easy to understand, 〇: somewhat easy to understand, △: slightly difficult to understand, ×: difficult to understand).

The oil-in-water emulsified compositions of Examples 1 to 3 containing a polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, a hydrogel-forming polymer such as alginate, do not contain a thickener, or another addition. Compared with Comparative Examples 1 and 2 containing a thickener, a remarkable effect of improving the intelligibility of inversion was shown.

The oil-in-water emulsified compositions of Examples and Comparative Examples were prepared according to the formulations shown in Table 2, respectively. Specifically, the component (b) and the component (c) heated to 80 ° C under manual stirring are added in order to the component (a) heated to 80 ° C and homogenized, and then stirred to 30 ° C. Cooled while.

The usability of the oil-in-water emulsified compositions of Examples and Comparative Examples was evaluated by a monitor test (n = 20). The evaluation criteria are easy-to-understand inversion (◎: easy to understand, 〇: somewhat easy to understand, △: slightly difficult to understand, ×: difficult to understand).

The oil-in-water emulsified composition of Example 4 containing a polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof is easy to understand a remarkable inversion with respect to Comparative Examples 3 to 5 containing another thickener. It showed the effect of improving the oil content.

Therefore, it can be seen that the oil-in-water emulsification composition of the present invention is an excellent oil-in-water emulsification composition having excellent intelligibility of inversion.

The present invention can be applied to external skin preparations and the like.

Claims (17)

Surfactant,
Oil phase component of 30% by mass or more with respect to the entire composition,
Aqueous phase components and
A polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof, and a hydrogel-forming polymer consisting of one or more selected from polysaccharides.
An oil-in-water emulsified composition containing and. A polymer containing at least a monomer derived from acryloyldimethyltaurine or a salt thereof is selected from a copolymer of (meth) acrylate and acryloyldimethyltaurine salt and a copolymer of (meth) acrylic acid ester and acryloyldimethyltaurine salt. The oil-in-water emulsion composition according to claim 1, which comprises one or more. A polymer containing at least a monomer derived from acryloyl dimethyl taurine or a salt thereof comprises one or more selected from the (Na acrylate / Na acryloyl dimethyl taurine) copolymer and the (hydroxyethyl acrylate / Na acryloyl dimethyl taurine) copolymer. The oil-in-water emulsion composition according to claim 1 or 2. Any one of claims 1 to 3, wherein the polysaccharide comprises one or more selected from agar, agarose, alginic acid, celluloses, dextrans, glycosaminoglycans, chitins, chitosans, and salts thereof. The oil-in-water emulsion composition according to. The oil-in-water emulsified composition according to any one of claims 1 to 4, wherein the polysaccharide comprises one or more selected from agar and sodium alginate. The content of the hydrogel-forming polymer is 0.01-5% by weight based on the total composition.
The oil-in-water emulsified composition according to any one of claims 1 to 5. The oil-in-water type according to any one of claims 1 to 6, wherein the content of the oil phase component constituting the internal phase of the oil-in-water emulsified composition is 30 to 90% by mass with respect to the entire composition. Emulsifying composition. As a surfactant, a first surfactant and a second surfactant are included.
First surfactant forms a L _alpha phase in an aqueous solution of at least one point of 40 to 80 wt%, and the second surfactant to form the H ₁ phase in an aqueous solution of at least one point of 40 to 80 wt% The oil-in-water emulsified composition according to any one of claims 1 to 7. The first surfactant comprises one or more selected from surfactins and salts thereof, mannosyl erythritol lipid, polyglycerin fatty acid ester, sophorolipid, polyoxyethylene fatty acid glyceryl, difatty acid polyethylene glycol, and phospholipids. 8. The oil-in-water emulsion composition according to 8. The second surfactant is an alkyl glycoside represented by the following general formula (1), an acyl amino acid lysine and / or a salt thereof, a sucrose fatty acid ester, a polyglycerin alkyl ether, a fatty acid glycoside, and a monoalkyl phosphate ester. The oil-in-water emulsified composition according to claim 8 or 9, which comprises one or more selected from the salts.

(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 emulsified composition according to any one of claims 8 to 10, wherein the content of the first surfactant is 0.1 to 5% by mass with respect to the entire composition. The oil-in-water emulsified composition according to any one of claims 8 to 11, wherein the content of the second surfactant is 0.1 to 5% by mass with respect to the entire composition. The oil-in-water oil according to any one of claims 8 to 12, wherein the total content of the first surfactant and the second surfactant is 0.2 to 8% by mass with respect to the entire composition. Molded emulsion composition. The oil-in-water emulsified composition according to any one of claims 1 to 13, which contains 1 to 30% by mass of a polyhydric alcohol with respect to the entire composition. The oil-in-water emulsified composition according to any one of claims 1 to 14, wherein the oil-in-water emulsified composition is an external preparation for skin. The oil-in-water emulsified composition according to claim 15, wherein the external preparation for skin is a cosmetic. The oil-in-water emulsified composition according to claim 16, wherein the cosmetic is a cleansing cosmetic or a massage cosmetic.