WO2020230691A1 - Composition containing ceramide and isobutyl oleate - Google Patents

Abstract

The present invention provides a composition containing a ceramide, into which isobutyl oleate is added, and which is capable of having the ceramide infiltrate into the living body. A composition according to the present invention contains a ceramide and isobutyl oleate. It is preferable that the ceramide content is 0.001-20 parts by mass if the isobutyl oleate content is taken as 1 part by mass. It is preferable that the present invention is in the form of an emulsion. The present invention is preferably used as a cosmetic preparation, and is more preferably used as a cosmetic preparation for skin or a cosmetic preparation for hair.

Description

Composition containing ceramides and isobutyl oleate

The present invention relates to a ceramide-containing composition containing isobutyl oleate, which can be used in cosmetics and external preparations for skin. The present invention also relates to a method for increasing or promoting the penetration of ceramides into the skin using isobutyl oleate.

Ceramide is known as a major component of intercellular lipids in the stratum corneum of the skin. Ceramides are a general term for ceramides derived from the skin and substances containing pseudo substances or derivatives of ceramides. It is known that ceramides can play a role as a barrier function that does not evaporate water in the skin by binding to the cornified envelope, which is a protein lining the cell membrane. It is also known that ceramides also have a function of imparting elasticity and elasticity to hair. Deterioration of the barrier function of the skin causes various skin problems such as reducing the water content of the skin to cause fine wrinkles, which can be said to be the initial symptom of skin aging, and reducing the resistance to external factors such as allergens. cause. Therefore, focusing on the useful functions of ceramides, cosmetics and external preparations containing ceramides have been studied.

In order to fully exert the functions of ceramides, it is required to promptly infiltrate an effective amount of ceramides into the living body. However, it is not easy to put or retain ceramides in a living body from the outside through the surface of skin or hair, and it is not easy to obtain a composition capable of effectively permeating ceramides into the living body. Further, since ceramides have high crystallinity, it may be difficult to stably mix them in cosmetics and external preparations. In particular, it is not easy to stably blend ceramides in emulsified cosmetics. Therefore, so far, a technique has been developed in which ceramides are stably blended and the functionality of the ceramides is enhanced by combining them with various components or devising a manufacturing method.

For example, Patent Document 1 discloses an oil-in-water emulsified composition in which ceramides, dextrin fatty acid esters, phospholipids, nonionic surfactants, and higher alcohols or esters are combined. This document discloses a technique for stably blending ceramides. However, it is desired to develop a technique for more effectively penetrating ceramides into the skin and hair.

Japanese Unexamined Patent Publication No. 2012-206971

An object of the present invention is to provide a ceramide-containing composition containing isobutyl oleate, which can allow ceramides to permeate into a living body such as skin and hair.

The present invention includes, but is not limited to, embodiments listed below.
[Item 1] A composition containing ceramides and isobutyl oleate (hereinafter referred to as "the present composition").
[Item 2] The composition according to Item 1, which is used for cosmetics.
[Item 3] The composition according to Item 2, which is a skin cosmetic or a hair cosmetic.
[Item 4] The composition according to any one of Items 1 to 3, wherein the ceramides are human ceramides.
[Item 4-1] The composition according to any one of Items 1 to 3, wherein the ceramides are human ceramides or natural ceramides.
[Item 5] Ceramides include ceramide NP, ceramide NG, ceramide NS, ceramide EOP, ceramide AS, ceramide AP, ceramide EOS, ceramide NDS, ceramide NH, ceramide ADS, ceramide AH, ceramide EOH, ceramide 2, and ceramide 3. Item 2. The composition according to any one of Items 1 to 4, which is one or more selected from.
[Item 6] The composition according to any one of Items 1 to 5, wherein the content of ceramides is 0.001 to 20 parts by mass when the content of isobutyl oleate is 1 part by mass. ..
[Item 7] The composition according to any one of Items 1 to 6, further containing water.
[Item 8] The composition according to any one of Items 1 to 7, further containing a surfactant.
[Item 9] The composition according to any one of Items 1 to 8, which is in the form of an emulsion.
[Item 10] The content of ceramides is 0.0001 to 50% by mass and the content of isobutyl oleate is 0.001 to 90% by mass with respect to the total mass ratio of the composition. The composition according to any one of 9.
[Item 11] The composition according to any one of Items 1 to 10, for increasing or promoting the penetration of ceramides into the skin.
[Item 12] An external preparation for skin containing ceramides and isobutyl oleate.
[Item 13] A method for increasing or promoting the penetration of ceramides into the skin using isobutyl oleate.

According to the present invention, it is possible to obtain a ceramide-containing composition (for example, a cosmetic composition) containing isobutyl oleate, which can effectively permeate ceramides into a living body such as skin and hair.

It is a graph which shows the result of DSC measurement of ceramide and a mixture of ceramide (containing isobutyl oleate). It is a graph which shows the result of DSC measurement of the intercellular lipid (IL), and the mixture of the intercellular lipid and the ceramide mixture (containing oleic acid ester). It is an image of fluorescence observation 1.5 hours after application. 3A shows the results for isobutyl oleate, FIG. 3B shows the results for methyl oleate, FIG. 3C shows the results for ethyl oleate, FIG. 3D shows the results for propyl oleate, FIG. 3E shows the results for butyl oleate, and FIG. 3F shows the results for triethylhexanoin. It is an image of fluorescence observation 3 hours after application. 4A shows the results for isobutyl oleate, FIG. 4B shows the results for methyl oleate, FIG. 4C shows the results for ethyl oleate, FIG. 4D shows the results for propyl oleate, FIG. 4E shows the results for butyl oleate, and FIG. 4F shows the results for triethylhexanoin.

The composition according to the present invention contains ceramides and isobutyl oleate as essential components.

Ceramides are a type of sphingolipid and include a group of compounds in which sphingosine and fatty acids are amide-bonded. In addition, ceramides have one or more long-chain linear and / or branched alkyl or alkenyl groups in the molecule, and at least two or more hydroxyl groups and one or more amide groups (and / or amino groups). It may be a nonionic amphipathic substance having. Further, the ceramides may be a substance (a kind of so-called ceramide derivative) in which a phosphatidylcholine residue or a sugar residue is bound to the hydroxyl group of the nonionic amphipathic substance. The ceramides used in the present composition may be commercially available, or may be produced by using a generally known synthetic method.

In the present specification, the terms "ceramide" and "ceramides" have synonyms and can be used interchangeably.
Ceramides include ceramides and their derivatives. In addition, ceramides include ceramides derived from natural products (for example, ceramides derived from animals (human ceramides, natural ceramides derived from non-human animals (for example, horses)), and ceramides derived from plants), and synthetic methods. Ceramides produced (eg, synthetic ceramides, pseudoceramides (synthetic pseudoceramides), and derivatives thereof) and the like are included, but are not limited thereto. For example, in one preferred embodiment, ceramides include human ceramides and natural ceramides. The ceramides may be natural extracts or synthetics. In addition, ceramides can be appropriately used in the present composition as long as they are in the usual form of use in the cosmetic composition.

Examples of ceramides are not particularly limited as long as they are ceramides usually used for cosmetics or external preparations for skin, and examples thereof include sphingosine, phytosphingosine and their long chain fatty acid amides. Specific examples of ceramides include ceramide 1, ceramide 2, ceramide 3, ceramide 3B, ceramide 4, ceramide 5, ceramide 6, ceramide 6I, and ceramide 6II. These are classified as natural ceramides. The number after the ceramide represents the type of ceramide. In addition, examples of ceramides include ceramide NP, ceramide NG, and ceramide NS. The alphabetical notation after ceramide represents the combination of fatty acids and sphingoids. These may be raw materials for cosmetics and the like. Examples of ceramides include sphingosine and phospholipid derivatives of phytosphingosine, that is, sphingolipids. Specific examples of sphingolipids include sphingomyelin and phytosphingomyelin. In addition, ceramides include glucosylceramide and cerebroside, which are glycosides of the above-mentioned ceramides. In addition, ceramides include glycosphingolipids such as gangliosides and glycosphingolipids. Further, the ceramides may be in the form of a mixture of arbitrary mixing ratios of isomers that each ceramide can take, or may be in the form of a specific isomer. These ceramides can be used as one of the above-mentioned specific examples or as a combination of two or more kinds of arbitrary mixing ratios.

As the ceramides, human ceramides are preferable. The ceramides are not limited to this, but when such ceramides are used, it becomes easy to obtain an increase in the effect inherent in the ceramide (for example, a moisturizing effect). Further, the human ceramide referred to here refers to a component constituting an intercellular lipid in the stratum corneum. Human-type ceramides include, for example, ceramide NP, ceramide NG, ceramide NS, ceramide EOP, ceramide AS, ceramide AP, ceramide EOS, ceramide NDS, ceramide NH, ceramide ADS, ceramide AH, ceramide EOH, ceramide 2, and ceramide 3. However, the present invention is not limited to these, and when these are used, it becomes easier to obtain an increase in the effect inherent in ceramide (for example, a moisturizing effect). By the way, as described above, ceramides have a plurality of notation methods such as notation by classification by function and origin (for example, ceramide 2) and notation by classification by structure (for example, ceramide NS). The ceramides used in the present composition are not limited by the notation, although there may be overlapping components by a plurality of notation methods for the part.

Ceramides can fulfill a barrier function that does not evaporate water from the skin and a function that gives hair firmness and elasticity. Therefore, ceramides can exert a moisturizing effect when used in preparations and applied to skin and hair. In addition, ceramides can exert an atopic improving effect (also referred to as an atopic dermatitis improving effect) in the present composition. In addition, when ceramides permeate into the living body from the outside, they may promote the synthesis of ceramide in the living body. Therefore, ceramides can exert a ceramide production promoting effect. As described above, the ceramides have various functions, but the functions of the ceramides in the present composition are not limited to one or more of the above-mentioned functions, and the functions other than these above-mentioned functions are not limited. May have.

Isobutyl oleate is a type of oil agent. Specifically, it is an ester-based oil agent. Isobutyl oleate is an ester of oleic acid and isobutyl alcohol. The isobutyl oleate used in the present composition may be commercially available, or may be produced by a generally known synthetic method, for example, a dehydration reaction between oleic acid and isobutyl alcohol. Isobutyl oleate is also referred to as isobutyl oleate, or 2-methylpropyl (Z) -9-octadecenate.

By blending isobutyl oleate together with ceramides in this composition (that is, a combination of ceramides and isobutyl oleate), ceramides can easily penetrate into the living body such as skin and hair. That is, the presence of isobutyl oleate makes it easier for ceramide to penetrate the living body than in the absence of isobutyl oleate. The composition may be a composition for increasing or promoting the penetration of ceramides into the skin. Therefore, a large amount of ceramides can penetrate into the living body. In addition, ceramides can rapidly penetrate into the living body. Furthermore, by blending isobutyl oleate together with ceramides in the present composition, the ceramides can be easily stabilized. That is, since ceramides have high crystallinity, when they are used in preparations such as cosmetics, they tend to precipitate as solids due to crystallization or the like at a normal temperature, that is, at room temperature or at a temperature at which the preparation is stored. Isobutyl suppresses solidification and precipitation. It is presumed that these effects are due to the high miscibility of isobutyl oleate with ceramide. This composition containing ceramides was developed as a result of finding that isobutyl oleate has a better penetration effect of ceramides into the living body than other esters. More specifically, although ethyl oleate and methyl oleate exist as raw materials for cosmetics and the like, the difference in function due to the difference in the structure of their oleic acid derivatives has not been clarified. In the present application, focusing on this point, an undeveloped oleic acid derivative was prepared and its function was evaluated, and the best activity was found in isobutyl oleate, which was developed. As described below, isobutyl oleate increases the affinity of ceramides with intercellular lipids, making them easier to penetrate the skin or hair and stay on the skin surface and in the skin, or in the hair surface and hair. It is considered to be.

Here, when the surface tension of the oleate ester was confirmed, the surface tension of isobutyl oleate was smaller than that of other oleate esters (methyl oleate, ethyl oleate, propyl oleate, butyl oleate, etc.). confirmed. Further, when the contact angle of the oleic acid ester on the glass plate was confirmed over time (after 2, 12, 22, 32 seconds of dropping), isobutyl oleate showed a lower contact angle than other oleic acid esters. It was. From these results, it is expected that isobutyl oleate has a high affinity for living organisms, especially skin. Therefore, it is suggested that ceramides can easily penetrate by combining with isobutyl oleate.

The above-mentioned ceramide-containing composition preferably has a ceramide content of 0.001 to 20 parts by mass when the content of isobutyl oleate is 1 part by mass. When the ceramides and isobutyl oleate have this content ratio, the ceramides are stably blended, and the permeability of the ceramides into the living body is further enhanced. From the viewpoint of ceramide stability and biopermeability, the content of ceramides when the content of isobutyl oleate is 1 part by mass is more preferably 0.005 to 10 parts by mass, 0.01. It is more preferably to 5 parts by mass. Further, the content of ceramides when the content of isobutyl oleate is 1 part by mass may be 0.05 parts by mass or more, or 0.1 parts by mass or more. Further, the content of ceramides when the content of isobutyl oleate is 1 part by mass may be 4 parts by mass or less, 3 parts by mass or less, or 2 parts by mass or less. There may be.

The above composition containing ceramides may further contain water as appropriate. The inclusion of water makes the composition more accessible as a formulation. For example, due to the presence of water, various compounding components required for the present composition can be easily blended. In addition, the content of water can improve the usability of the composition. In the above composition, in a system containing water, the ceramides are stabilized and the permeability of the ceramides into the living body is enhanced. Of course, the present composition may be a non-aqueous preparation. As the water, purified water, distilled water, tap water, groundwater, hot spring water, deep ocean water and the like can be used, but the water is not particularly limited.

The above composition containing ceramides may further contain a surfactant as appropriate. The inclusion of a surfactant makes the composition easier to use as a formulation. For example, due to the presence of a surfactant, various compounding components required for the present composition can be easily compounded. Specifically, an oil agent or an oil-soluble material can be easily blended. In particular, in a formulation containing water and an oil, the presence of the surfactant stabilizes the formulation. Specific examples of the surfactant are not particularly limited, and ordinary surfactants used for cosmetics or external preparations for skin can be used. Specific examples of the surfactant will be described later.

The present composition containing the above ceramides is preferably in the form of an emulsion. When the present composition is in the form of an emulsion, it becomes easier to use as a preparation. In the above composition, in the emulsified system, the ceramides are stabilized and the permeability of the ceramides into the living body is enhanced. Of course, the composition may be a non-emulsifying form of the preparation. The emulsification system may be in various emulsification forms such as O / W type (oil-in-water type), W / O type (water-in-oil type), and W / O / W type. In particular, an O / W type emulsified form is preferable.

One of the aspects of this composition containing the above ceramides is a form as a material for blending in a final product. This material can be used as a raw material, semi-finished product or in-process product. This material may consist only of ceramides and isobutyl oleate, or may contain other components. In this embodiment, for example, a material containing ceramides and isobutyl oleate can be obtained by mixing ceramides, isobutyl oleate, and if necessary, other components, heating and dissolving the mixture, and then cooling the mixture. .. Heating can be performed within a temperature range in which ceramides and other components are stable. If it can be melted without heating, it may not be heated. This material may be solid or liquid. In the absence of other ingredients, this material can usually be solid. The solid material is crystalline, but strictly speaking it does not have to be crystalline.

When the above composition containing ceramides is a material to be blended in a final product, water and a surfactant are exemplified as other components, but other components may be described later. This material may be in the form of an emulsion.

The ceramide-containing present composition preferably has a ceramide content of 0.0001 to 50% by mass with respect to the total mass ratio of the composition. When the content of the ceramides is within this range, the ceramides are easily stabilized in the preparation, and the above-mentioned effects (for example, moisturizing effect) of the ceramides are easily obtained. In addition, the composition can be easily used in final products such as cosmetics and external preparations for skin. That is, the content of ceramides in the present composition is preferably 0.0005 to 50% by mass when the total mass of the composition is 100% by mass. The content of ceramides is more preferably 0.0007 to 20% by mass, and even more preferably 0.001 to 10% by mass. Further, the content of ceramides may be 0.01% by mass or more, 0.05% by mass or more, or 0.1% by mass or more. Further, the content of ceramides may be 5% by mass or less, 2% by mass or less, or 1% by mass or less.

The ceramide-containing present composition preferably has an isobutyl oleate content of 0.001 to 90% by mass. When the content of isobutyl oleate is within this range, the ceramides can be easily stabilized in the preparation, and the permeability of the ceramides to the living body can be further enhanced. In addition, the composition can be easily used in final products such as cosmetics and external preparations for skin. The content of isobutyl oleate is more preferably 0.002 to 50% by mass, and even more preferably 0.003 to 30% by mass. Further, the content of isobutyl oleate may be 0.01% by mass or more, 0.1% by mass or more, 0.5% by mass or more, or 1 It may be mass% or more. The content of isobutyl oleate may be 20% by mass or less, 10% by mass or less, or 5% by mass or less.

The above-mentioned ceramide-containing composition is preferably a cosmetic. In that case, a cosmetic that is formulationally stable and has high moisturizing properties can be obtained. This composition containing the above ceramides is particularly preferably a skin cosmetic or a hair cosmetic as a cosmetic. In the case of skin cosmetics, the permeability of ceramides to the skin can be increased, and a cosmetic having a high moisturizing effect can be obtained. In the case of hair cosmetics, the permeability of ceramides to the hair can be increased, and a cosmetic that imparts firmness and elasticity to the hair can be obtained.

The skin cosmetics are not particularly limited, and can be used as cosmetics for various purposes. For example, lotions, milky lotions, creams, beauty liquids, lotions, gel creams, massage cosmetics, pack cosmetics, hand creams, eye creams, body lotions, body creams, makeup cosmetics, makeup base cosmetics, etc. Is illustrated. Examples of the method of using the skin cosmetic include a method of using it with hands, fingers and cotton, a method of impregnating it with a non-woven fabric, and a method of spraying it with a spray or mist.

The cosmetic for hair is not particularly limited, and can be used as a cosmetic for various purposes. For example, cosmetics such as hair creams, hair lotions, hair waxes, hair sprays, hair rinses, hair masks, and hair treatments are exemplified. Examples of the method of using the hair cosmetic include a method of using it with hands and fingers, and a method of spraying it with a spray or mist.

It is also a preferable aspect that the above composition containing ceramides is an external preparation for skin. In that case, it is possible to obtain a skin external preparation that is stable in preparation and has high moisturizing properties. The external preparation for skin is not particularly limited, and can be used as an external preparation for skin for various purposes. For example, an external liquid agent, an external gel agent, a cream agent, an ointment agent, a liniment agent, a lotion agent, a hap agent, a plaster agent, a spray agent, an aerosol agent and the like can be mentioned. The external preparation for skin may be a pharmaceutical product or a quasi-drug. Examples of the method of using the external preparation for skin include a method of using it with hands, fingers and cotton, a method of impregnating it with a non-woven fabric, and a method of spraying it with a spray or mist.

As the surfactant used in the above composition containing ceramides, any surfactant generally used in cosmetics or external preparations for skin can be used. For example, nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants can be mentioned. These surfactants make the formulation more stable and make it easier for the ceramides to exert their functions. The content of the surfactant is preferably 0.001 to 60% by mass when the total mass of the composition is 100% by mass. The content of the surfactant is more preferably 0.01 to 50% by mass, and the content of the surfactant is further preferably 0.1 to 40% by mass.

Specifically, the surfactant is composed of fatty acids such as stearic acid, lauric acid, myristic acid, bechenic acid, isostearic acid and oleic acid and alkaline substances such as sodium, potassium and triethanolamine as anionic surfactants. Examples thereof include fatty acid soaps formed, acylglutamates, alkyl phosphates, polyoxyalkylene-added alkyl phosphates and the like. In addition, examples of the cationic surfactant include alkylamine salts, polyamine and alkanolamine fatty acid derivatives, and alkyl quaternary ammonium salts. Examples of the amphoteric surfactant include N-alkylN, N-dimethylaminoacetic acid, lecithin, and phospholipids. In addition, as nonionic surfactants, polyoxyalkylene-modified organopolysiloxane, polyoxyalkyl and alkyl co-modified organopolysiloxane, glycerin-modified organopolysiloxane, polyglycerin-modified organopolysiloxane, glycerin fatty acid ester and its alkylene glycol addition , Polyglycerin fatty acid ester and its alkylene glycol adduct, propylene glycol fatty acid ester and its alkylene glycol adduct, sorbitan fatty acid ester and its alkylene glycol adduct, sorbitol fatty acid ester and its alkylene glycol adduct, polyalkylene glycol fatty acid ester , Citrus fatty acid ester, polyoxyalkylene alkyl ether, glycerin alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene hydrogenated castor oil, alkylene glycol adduct of lanolin and the like. The surfactant can be used alone or in combination of two or more.

The above-mentioned ceramide-containing composition may contain various components that can be blended as cosmetics or external preparations for skin. Such components include, for example, water-soluble components, oil-soluble components, oils, water-soluble polymers, moisturizers, thickeners, powders, pigments, UV absorbers, film-forming agents, pH adjusters, and anti-fading agents. Examples include agents, antioxidants, defoamers, beauty ingredients, preservatives, fragrances and the like.

The above composition containing ceramides may or may not contain an oil agent other than isobutyl oleate. It is a preferred embodiment to contain an oil agent other than isobutyl oleate. By containing the oil agent, the usability of the preparation is likely to be improved as compared with the case where isobutyl oleate alone is used as the oil agent.

The oil agent does not matter the origin of animal oil, vegetable oil, synthetic oil, etc., or the properties of solid oil, semi-solid oil, liquid oil, volatile oil, etc. Examples of the oil agent include hydrocarbons, oils and fats, waxes, hydrogenated oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorooils, lanolin derivatives, oily gelling agents and the like. Be done. Specific examples of the hydrocarbons include liquid paraffin, squalane, petrolatum, polyisobutylene, and polybutene. Examples of natural fats and oils include wax, olive oil, castor oil, mink oil, macadamia nut oil and the like. Further, examples of waxes include beeswax and gay wax. Examples of ester oils include loginate pentaerythrite ester, cholesterol fatty acid ester, phytosterol fatty acid ester, and dipentaerythrit fatty acid ester. Examples of fatty acids include stearic acid, lauric acid, myristic acid, behenic acid, isostearic acid, and oleic acid. Higher alcohols include stearyl alcohol, isostearyl alcohol, 2-octyldodecanol, 2-decyltetradecanol, cetyl alcohol, lauryl alcohol, oleyl alcohol, behenyl alcohol, cetearyl alcohol, setostearyl alcohol, cetanol, octyldodecanol, etc. Is exemplified. As silicone oils, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, trimethylsiloxysilicate, highly polymerizable methylphenylpolysiloxane, methacryl-modified organopolysiloxane, stearyl-modified organopolysiloxane , Oleyl-modified organopolysiloxane, behenyl-modified organopolysiloxane, high-polymerization degree dimethylpolysiloxane, alkoxy-modified organopolysiloxane, fluorine-modified organopolysiloxane, and the like. Moreover, triethylhexanoin may be used as an oil agent. The oil agent can be used alone or in combination of two or more.

It is a preferable aspect to use ester oils as the oil agent. Examples of ester oils include fatty acid esters. Specific examples of the fatty acid ester include those described above, isopropyl myristate, isononyl isononanoate, cetyl ethylhexanoate, neopentylene glycol di2-ethylhexanoate, and the like. Further, an oleic acid ester other than isobutyl oleate may be used. For example, methyl oleate, ethyl oleate, propyl oleate, isopropyl oleate, butyl oleate can be mentioned. However, it was found that isobutyl oleate is superior in stabilizing ceramides and has higher permeability of ceramides to living organisms than these oleic acid esters. Therefore, oleic acid esters can be used as a supplement. For example, isobutyl oleate may be blended in a larger mass than the total mass of the other oleate esters.

Here, the total mass of the oily component, that is, the oil agent and the component soluble in the oil agent is preferably 1 to 80% by mass when the total mass in the ceramide-containing composition is 100% by mass. This is one aspect. When the content of the oily component is in this range, the preparation can be stabilized and a favorable feeling of use can be obtained. The content of the oily component may be in the range of 2 to 60% by mass or 5 to 50%.

The above-mentioned ceramide-containing composition may also contain lower alcohols. Examples of such alcohols include methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, butyl alcohol and isobutyl alcohol. The use of alcohol makes the formulation easier to use. For example, the solubility of the various components is increased.

The above composition containing ceramides can also contain a polyhydric alcohol. Examples of the polyhydric alcohol include butylene glycol, propylene glycol, dipropylene glycol, glycerin, and polyethylene glycol. The use of polyhydric alcohols makes the formulation easier to use. For example, the stability of the formulation is increased. The composition can also contain esters of these polyhydric alcohols and fatty acids.

The above-mentioned ceramide-containing composition can be produced by mixing the above-mentioned components. At this time, ceramides and isobutyl oleate may be mixed in advance to prepare a material containing them, and this material and other components may be mixed to produce the present composition. Of course, the ceramides and isobutyl oleate may not be mixed in advance. When an emulsified composition is obtained, the material can be appropriately mixed under heating conditions and then cooled to obtain an emulsified composition. In the production, for example, a method of mixing a preheated and mixed aqueous component and a preheated and mixed oily component can be used. Of course, the method for producing the present composition is not limited to this.

The present specification also discloses a method for increasing or promoting the penetration of ceramides into the skin using isobutyl oleate. As described above, the use of ceramides together with isobutyl oleate facilitates the penetration of ceramides into the skin. The application method and application means are not particularly limited, but are preferably as described above.

Hereinafter, the composition according to the present invention will be described with reference to Examples, but the present invention is not limited to the Examples.

Test Example 1: DSC measurement of ceramide mixture By measuring DSC (Differential Scanning Calorimetry), the affinity (may be said to be compatible or miscible) of the composition containing ceramides and isobutyl oleate was examined. ..

Ceramides and isobutyl oleate were mixed at a mass ratio of 1: 3, heated and dissolved, and then cooled to obtain a solid ceramide mixture. As the ceramides, ceramide 2 (manufactured by Takasago International Corporation), which is a ceramide, was used. The obtained solid was used as a measurement sample, and DSC measurement was performed. The ceramide mixture can be used as a ceramide-containing composition (material).

The DSC was measured by using a DSC7000 (manufactured by Hitachi High-Tech Science Corporation) equipped with an electric cooling unit as a measuring device and performing a heating scan at a speed of 5 ° C./min. For the measurement, about 4 mg of the measurement sample was placed on an aluminum pan and sealed. The reference was air. By DSC measurement, the melting point was detected as an endothermic peak.

FIG. 1 is a graph showing the results of DSC measurement. From this graph, it can be seen that the endothermic peak of the ceramide mixture is lower than that of the ceramide alone. Specifically, the peak top of the ceramide mixture is about 92 ° C., and the peak top of the ceramide alone is about 107 ° C. That is, it can be said that the ceramide mixture has a lower melting point than the ceramide alone. The decrease in melting point indicates that isobutyl oleate is miscible with ceramide. Therefore, it is suggested that isobutyl oleate makes it difficult for ceramide to crystallize and stabilizes the preparation.

The affinity of a ceramide mixture in which methyl oleate, ethyl oleate, propyl oleate, butyl oleate, or isopropyl oleate was used as the oleate ester instead of isobutyl oleate was also confirmed. That is, in the same manner as described above, when a ceramide mixture in which ceramide 2 and each oleic acid ester were mixed was prepared and DSC measurement was carried out, the melting point of each of these ceramide mixtures was lower than that of ceramide alone. The oleic acid ester was found to be miscible with ceramide.

Test Example 2: Affinity of ceramide mixture with intercellular lipid By confirming the affinity between the ceramide mixture containing each oleic acid ester and the intercellular lipid, the ease of penetration of the ceramide mixture into the living body was examined. Was done.

As an intercellular lipid (IL; Intercellular Lipid), S. Yoshida, et al, Chem. Pharm. Bull. , Vol. 65, pseudo-intercellular lipids were prepared based on the description in the literature of pages 134-142 (2017). This pseudo-intercellular lipid was prepared from ceramide 5 (manufactured by Takasago International Corporation), cholesterol (manufactured by Sigma-Aldrich Inc.), and palmitic acid. Pseudo-intercellular lipids are similar to the intercellular lipid components of the stratum corneum of the skin, and by using the pseudo-intercellular lipids, the behavior of the original intercellular lipids can be understood. First, each sample of ceramide 5, cholesterol, and palmitic acid was weighed in 1 mmol and mixed, and the mixture was completely dissolved in a solvent of chloroform / methanol (volume ratio 2: 1). Next, the solution of the mixture was placed in a flask, the solvent was removed using a rotary evaporator, and then an acetate buffer (pH 5.0, concentration 0.1 M) was added so that the sample concentration became 10 mmol / L. .. This sample solution was incubated in a water bath at 65 ° C. and sonicated with an ultrasonic processor (manufactured by MICROTEC) for 5 minutes. As a result, a pseudo-intercellular lipid-containing solution was obtained. The simulated intercellular lipid-containing solution was stored at room temperature. In the following miscibility test, the simulated intercellular lipid-containing solution was filtered before the test, and the water content of the filtered product was evaporated by natural drying to obtain a simulated intercellular lipid for the test.

4 mg of the pseudo-intercellular lipid obtained above and 4 mg of the ceramide mixture were mixed to prepare a measurement sample. The ceramide mixture was a mixture obtained by mixing ceramide 2 and each oleic acid ester in the same manner as in Test Example 1. As the oleic acid ester, isobutyl oleate, methyl oleate, ethyl oleate, propyl oleate, butyl oleate, or isopropyl oleate was used. The measurement sample thus obtained was subjected to DSC measurement under the same conditions as in Test Example 1 (however, the sample amount was 8 mg).

FIG. 2 is a graph showing the results of DSC measurement, and Table 1 is a table showing the peak temperature based on the results of DSC measurement. From the graph, it was confirmed that the endothermic peak was between 75 and 90 ° C. for the mixture of the ceramide mixture containing each oleic acid ester and the intercellular lipid. In addition, from the graph, it was confirmed that there is an endothermic peak between 40 and 65 ° C. for the intercellular lipid alone and the mixture of the ceramide mixture and the intercellular lipid. Table 1 shows the specific temperature of the peak top for the two endothermic peaks.

In the above DSC measurement result, the peak at 75 to 90 ° C. is a peak derived from ceramide in the ceramide mixture, and the peak of ceramide is caused by each oleic acid ester as in the result of the ceramide alone and the ceramide mixture in Test Example 1. Since the temperature is shifted to a lower temperature and the peak shift width is larger than that in Test Example 1, it can be seen that each oleic acid ester has an action of mixing ceramide with the intercellular lipid. In particular, the ceramide mixture containing isobutyl oleate has a greater degree of melting point drop than the ceramide mixture of other oleate esters. Therefore, it was confirmed that isobutyl oleate is excellent in a high mixing action of inducing ceramide in the ceramide mixture into the intercellular lipid.

Further, in the above DSC measurement results, the peak at 40 to 65 ° C. is a peak derived from intercellular lipids, and when a ceramide mixture containing an oleic acid ester is used, the peak derived from intercellular lipids is intercellular. It can be seen that the temperature shifts to a lower temperature than when the lipid alone is used. In particular, when a ceramide mixture containing isobutyl oleate is used, the degree of melting point drop is larger than that of other ceramide mixtures of oleate esters. Therefore, it was confirmed that isobutyl oleate was highly miscible with the intercellular lipid component. It can be said that isobutyl oleate is particularly highly miscible with a component having a peak at 40 to 65 ° C. among the intercellular lipid components, and this component can be a ceramide in the intercellular lipid.

From the above, isobutyl oleate is highly miscible with ceramide in the ceramide mixture and is highly miscible with the intercellular lipid component, stabilizes the preparation containing ceramide, and easily penetrates the ceramide into the living body. It is suggested to do.

Test Example 3: Skin Permeability Test A skin permeability test using fluorescent ceramide was carried out, and the effect of isobutyl oleate on improving the permeability of ceramide to the skin was confirmed.

The excised skin extracted from humans was used as a skin sample. This skin sample was cut into a size of 15 mm in length × 15 mm in width with a surgical knife to prepare a skin piece, and a circle with a diameter of 11 mm was drawn on the skin piece, and this circle was used as the application area of the sample sample.

Sample The sample was prepared according to the following composition (the total amount of the composition is 100% by mass). As the oleic acid ester, isobutyl oleate, methyl oleate, ethyl oleate, propyl oleate, or butyl oleate was used. Methyl oleate is an oleate ester having the smallest molecular weight, propyl oleate has the same main chain length as an isobutyl group of a propyl group as a substituent, and butyl oleate has a butyl group as a substituent. It has the same molecular weight as the isobutyl group. In addition, as a comparison target (negative control), an oleic acid ester changed to triethylhexanoin was prepared in the following compounding composition. Triethylhexanoin is a component widely used as an oil agent. Sample The sample can be used as a ceramide-containing composition.

Sample Sample composition (ingredients) (% by mass)
Ceramide 2 0.2
Oleic acid ester 15
Surfactant 1
Ethanol 2
1,3-butylene glycol 20
Remaining amount of purified water

Here, as the above-mentioned ceramide 2, 1% by mass of all ceramides became fluorescent ceramide. Fluorescent ceramide is a product in which a fluorescent substituent is introduced into ceramide 2, and is called C6-NBD-ceramide. Fluorescent ceramide produces green fluorescence. As the surfactant, PEG-40 stearate was used.

In preparing the above sample, the components were first mixed and heated to dissolve. The mixture was then stirred by sonication with a sonicator (manufactured by MICROTEC). An emulsion was obtained by cooling the mixture. This emulsion is a sample sample. When the particle size of the micellar particles of the emulsion was measured with an LS13320 laser Coulter counter manufactured by BECKMAN COOLTER, the particle size was about 700 nm in each case. Thus, a stable emulsion was obtained.

In the skin permeability test, 5 μL of sample sample was applied to each skin piece. Then, the skin pieces coated with the sample were incubated for 1.5 hours or 3 hours under the condition of a temperature of 32 to 35 ° C. Then, the sample sample remaining on the surface of the skin piece was lightly wiped with a paper wiper moistened with PBS buffer, the skin piece was embedded in a liquid resin, and cryofixed at −100 ° C. The fixed skin pieces were sliced with a cryostat (CM3050S, Leica Microsystems) to a thickness of 20 μm to prepare skin flakes. The distribution of fluorescent ceramide (green fluorescence) in the stratum corneum was observed by fluorescence of these skin flakes using a confocal laser scanning microscope (CLSM; FLOUOVIEW FV-1000, manufactured by OLYMPUS).

Figures 3 and 4 show images of fluorescence observation. FIG. 3 shows the results 1.5 hours after application, FIG. 3A is isobutyl oleate, FIG. 3B is methyl oleate, FIG. 3C is ethyl oleate, FIG. 3D is propyl oleate, and FIG. 3E is butyl oleate. 3F is the result for triethylhexanoin. 4A shows the results 3 hours after application, FIG. 4A shows isobutyl oleate, FIG. 4B shows methyl oleate, FIG. 4C shows ethyl oleate, FIG. 4D shows propyl oleate, FIG. 4E shows butyl oleate, and FIG. 4F shows. Results for triethylhexanoin.

From the images of FIGS. 3 and 4, the fluorescence coloration of isobutyl oleate was the strongest, followed by ethyl oleate, propyl oleate, butyl oleate, triethylhexanoin, and methyl oleate, in that order. You can see that there is. In particular, the degree of fluorescence of isobutyl oleate is much higher than the degree of fluorescence of other oleate esters. It can also be seen that isobutyl oleate penetrates deep into the skin.

Table 2 shows the numerical data of the results of the fluorescence observation image. Table 2 shows the percentage (%) of the area showing fluorescence with respect to the total area in the image. From Table 2, it can be understood that the degree of permeability of isobutyl oleate is large.

As shown in the image results of FIGS. 3 and 4 and the numerical results of Table 2, in the sample using isobutyl oleate, the fluorescence was the strongest and a large amount of ceramide remained in the surface layer of the skin. Is confirmed. That is, in the sample sample containing isobutyl oleate, it is suggested that the ceramide is retained in the skin, and the ceramide easily penetrates and stays in the skin.

(Formulation example)
The following formulations that can be used as cosmetics were manufactured. In the following formulation examples, the "remaining amount" in the compounding amount (mass%) means that the total amount of the formulations is 100% by mass.

Formulation Example 1: Emulsion (ingredient) (mass%)
1. 1. Polysorbate 80 0.5
2. Hydrogenated lecithin 0.5
3. 3. Dipropylene glycol 10.0
4.1,3-butylene glycol 5.0
5. Glycosyl trehalose 0.5
6. Sodium hydroxide 0.05
7. Carbomer 0.05
8. (Acrylic acid / alkyl acrylate (C10-30)) copolymer 0.1
9. Acetyl hyaluronic acid 0.05
10. Mineral oil 5.0
11. Hydrogenated polyisobutene 5.0
12. Tocopherol 0.05
13. Ceramide NP 0.05
14. Isostearic acid 0.5
15. Cetearyl alcohol 1.5
16. Isobutyl oleate 0.5
17. Cetyl ethylcaproate 5.0
18. Cholesterol 0.5
19. Sorbitan sesquioleate 0.5
20. Glyceryl stearate 0.5
21. Stearoyl glutamic acid 0.3
22. Sorbitan palmitate 0.5
23. Ethanol 10.0
24. Fragrance 0.3
25. Remaining amount of purified water

(Production method)
A: Ingredient No. 1 to 9 and 25 were uniformly heated, mixed and dissolved.
B: Ingredient No. 10 to 22 were uniformly heated, mixed and dissolved.
C: The above B was added to the above A and emulsified and mixed.
D: The above C is cooled, and the component No. 23 and 24 were added to obtain a milky lotion.

It was confirmed that the emulsion of Formulation Example 1 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 2: Eye cream (ingredient) (mass%)
1. 1. Polyethylene glycol monostearate 2.5
2. Hydrogenated lecithin 0.5
3. 3. Glycerin 5.0
4.1,3-butylene glycol 15.0
5. Glycosyl trehalose 0.5
6. Xanthan gum 0.05
7. Diglycerin 3.0
8. Pyridoxine hydrochloride 0.1
9. D-pantothenyl alcohol 0.05
10. Macademia nut oil 3.0
11. Mineral oil 3.0
12. Tocopherol 0.05
13. Ceramide NP 0.05
14. Isostearic acid 0.5
15. Setostearyl alcohol 3.0
16. Isobutyl oleate 0.5
17. α-olefin olegomer 5.0
18. Dipentaerythrit fatty acid ester 3.0
19. Vaseline 3.0
20. Behenyl alcohol 3.0
21. Glyceryl monostearate 2.0
22. Ascorbyl Phosphate Mg 0.05
23. Fragrance 0.3
24. Remaining amount of purified water

(Production method)
A: Ingredient No. 1 to 9 and 24 were uniformly heated, mixed and dissolved.
B: Ingredient No. 10 to 21 were uniformly heated, mixed and dissolved.
C: The above A was added to the above B and emulsified and mixed.
D: The above C is cooled, and the component No. 22 and 23 were added to obtain eye cream.

It was confirmed that the eye cream of Formulation Example 2 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 3: Cream (ingredient) (% by mass)
1. 1. PCA-Na 0.05
2. Hydrogenated lecithin 1.0
3. 3. Glycerin 0.5
4.1,3-butylene glycol 2.0
5. Glycosyl trehalose 0.5
6. Narcissus polysaccharide 0.05
7. Carbomer 0.05
8. (Acrylic Acid / Alkylate Acrylic Acid (C10-30)) Copolymer 1.0
9. (Na acrylate / Na acryloyl dimethyl taurine)
Copolymer 0.5
10. Dicapric acid PG 5.0
11. Dimethicone 5.0
12. Tocopherol 0.05
13. Ceramide NP 0.05
14. Isostearic acid 0.5
15. (Dimethicone / Vinyl Dimethicone) Cross Polymer 1.0
16. Isobutyl oleate 0.5
17. Ethanol 10.0
18. Fragrance 0.3
19. Remaining amount of purified water

(Production method)
A: Ingredient No. 1 to 9 and 19 were uniformly heated, mixed and dissolved.
B: Ingredient No. 10 to 16 were uniformly heated, mixed and dissolved.
C: The above B was added to the above A and emulsified and mixed.
D: The above C is cooled, and the component No. 17 and 18 were added to obtain a cream.

It was confirmed that the cream of Formulation Example 3 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 4: Hair rinse (ingredient) (% by mass)
1. 1. Behenyl PG Trimonium Chloride 1.5
2. Behenyl trimethylammonium chloride 0.5
3. 3. Stearyl trimethylammonium chloride 0.5
4. Distearyl Chloride Dimethyl Ammonim 0.2
5. Dicocoyl ethyl hydroxyethylmonium metosulfate 0.1
6. Setostearyl alcohol 2.0
7. Cetanol 1.0
8. Stearyl alcohol 1.0
9. Behenyl alcohol 1.0
10. Octyldodecanol 1.5
11. Ceramide NP 0.1
12. Isostearyl alcohol 0.5
13. Oleyl alcohol 0.3
14. Hydrogenated coconut oil 1.8
15. Hydrogenated palm oil 0.2
16. Hydrogenated castor oil 0.2
17. Hydrogenated polyisobutene 0.5
18. Cetyl ethylcaproate 1.5
19. Triethylhexanoin 2.0
20. Isobutyl oleate 0.3
21. Olive fatty acid ethyl 0.2
22. Dimethicone (10 mPa · s at 25 ° C) 3.5
23. Dimethicone (1 million mPa · s at 25 ° C) 0.5
24. Dimethiconol (1 million mPa · s at 25 ° C) 0.5
25. Amodimethicone 0.8
26. Glycerin 1.5
27. Propylene glycol 3.5
28.1,3-butylene glycol 0.5
29.1,3-Propanediol 1.0
30. Tripropylene glycol 0.5
31. Citric acid 0.01
32. Na citrate 0.01
33. Glycine 0.1
34. Lysine dilauroyl glutamate Na 0.1
35. Phosphoryl choline glycol polyacrylate 0.1
36. Fragrance 0.3
37. Remaining amount of purified water

(Production method)
A: Ingredient No. 1 to 25 were uniformly heated, mixed and dissolved.
B: Ingredient No. 26 to 35 and 37 were uniformly heated and mixed and dissolved.
C: The above A was added to the above B and emulsified and mixed.
D: The above C is cooled, and the component No. 36 was added to obtain a hair rinse.

It was confirmed that the hair rinse of Formulation Example 4 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 5: Hair mask (ingredient) (mass%)
1. 1. Behenyl PG Trimonium Chloride 2.5
2. Behenyl trimethylammonium chloride 1.0
3. 3. Dicocoyl chloride dimethylammonim 0.5
4. Distearyl Chloride Dimethyl Ammonim 0.2
5. Dicocoyl ethyl hydroxyethylmonium metosulfate 0.1
6. Stearyl PG Trimonium Chloride 0.4
7. Setostearyl alcohol 6.0
8. Stearyl alcohol 1.0
9. Behenyl alcohol 1.5
10. Octyldodecanol 2.0
11. Decyltetradecanol 1.0
12. Isostearyl alcohol 0.2
13. Oleic acid 0.3
14. Hydrogenated coconut oil 2.0
15. Ceramide NG 0.1
16. Vaseline 0.2
17. Heavy liquid isoparaffin 0.5
18. Polypropylene 0.4
19. Dextrin isostearate 0.5
20. Isobutyl oleate 0.5
21. Olive fatty acid ethyl 0.5
22. Dimethicone (100 mPa · s at 25 ° C) 5.0
23. Dimethiconol (100,000 mPa · s at 25 ° C) 1.0
24. (Bisbutyrroxyamidimethicone / PEG-60)
Copolymer 0.5
25. Amodimethicone 0.5
26. Diglycerin 1.5
27. PEG-8 2.0
28. PEG-45M 0.2
29. Dipropylene glycol 1.0
30. Ethanol 0.5
31. Lactic acid 0.01
32. Na lactate 0.01
33. Isostearoyl Hydrolyzed Collagen AMPD 0.1
34. PCA-Na 0.05
35. Polyquaternium-51 (Note 1) 0.1
36. Polyquaternium-61 (Note 2) 0.1
37. Polyquaternium-65 (Note 3) 0.3
38. Polyquaternium-104 0.1
39. Polyquaternium-64 (Note 4) 0.1
40. Fragrance 0.3
41. Remaining amount of purified water (Note 1) LIPIDURE-PMB (BG) (manufactured by NOF CORPORATION)
(Note 2) LIPIDURE-NR (manufactured by NOF CORPORATION)
(Note 3) LIPIDURE-A (manufactured by NOF CORPORATION)
(Note 4) LIPIDURE-C (manufactured by NOF CORPORATION)

(Production method)
A: Ingredient No. 1 to 25 were uniformly heated, mixed and dissolved.
B: Ingredient No. 26 to 39 and 41 were uniformly heated and mixed and dissolved.
C: The above A was added to the above B and emulsified and mixed.
D: The above C is cooled, and the component No. 40 was added to obtain a hair mask.

It was confirmed that the hair mask of Formulation Example 5 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 6: Hair Treatment (Ingredients) (% by Mass)
1. 1. Behenyl PG Trimonium Chloride 2.0
2. Behenyl trimethylammonium chloride 0.5
3. 3. Distearyl Chloride Dimethyl Ammonim 0.5
4. Setostearyl alcohol 4.5
5. Behenyl alcohol 1.5
6. Octyldodecanol 1.0
7. Hydrogenated coconut oil 4.0
8. Isobutyl oleate 1.0
9. Phytosteryl oleate 1.5
10. Dimerge Linoleil Hydrogenated Rosin Condensate 0.3
11. Dimer dilinoleic acid dimer dilinoleyl bisisostearyl 0.1
12. Dimer dilinoleate di (isostearyl /
Phytosteryl) 0.2
13. Ceramide NS 0.1
14. Pentaerythrityl tetraisosterate 1.0
15. Pentaerythrityl tetraethylcaproate 0.2
16. Hexa (hydroxystearic acid / stearic acid /
Rosinic acid) Dipentaerythrityl 0.2
17. Cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol 0.2
18. (Icosanedioic acid / tetradecanedioic acid)
Polyglyceryl-10 0.3
19. Isononyl isononanoate 0.5
20. Isotridecyl isononanoate 0.5
21. Phenyltrimethicone 5.0
22. Dimethicone (10 million mPa · s at 25 ° C) 0.2
23. Diphenylsiloxyphenyltrimethicone 1.0
24. (Bisisobutyl PEG-14 / Amodimethicone)
Copolymer 0.5
25. Bis (Hydroxy / Methoxy) Amodimethicone 0.5
26. Methylgluces-10 1.5
27. PPG-10 Methyl Glucose 2.0
28. Glucosyl trehalose 0.2
29. PPG-52 Butyl 1.0
30. Isopropanol 0.5
31. Malic acid 0.01
32. Na malate 0.01
33. (Dihydroxymethylsilylpropoxy)
Hydroxypropyl hydrolyzed silk 0.1
34. Diglucosyl gallic acid 0.05
35. Polyquaternium-6 (Note 5) 0.1
36. Polyquaternium-7 (Note 6) 0.1
37. Polyquaternium-22 (Note 7) 0.1
38. Polyquaternium-39 (Note 8) 0.1
39. Gua-hydroxypropyltrimonium chloride (Note 9) 0.1
40. Fragrance 0.3
41. Remaining amount of purified water (Note 5) Merquat 100 Polymer (manufactured by Japan Lubrizol)
(Note 6) Merquat 550 Polymer (manufactured by Japan Lubrizol)
(Note 7) Merquat 295 Polymer (manufactured by Japan Lubrizol)
(Note 8) Merquat 3330PR Polymer (manufactured by Japan Lubrizol)
(Note 9) JAGUAR C-14S (manufactured by Solvay SA)

(Production method)
A: Ingredient No. 1 to 25 were uniformly heated, mixed and dissolved.
B: Ingredient No. 26 to 39 and 41 were uniformly heated and mixed and dissolved.
C: The above A was added to the above B and emulsified and mixed.
D: The above C is cooled, and the component No. 40 was added to obtain a hair treatment.

It was confirmed that the hair treatment of Formulation Example 6 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 7: Toner (ingredient) (% by mass)
1. 1. Polyglyceryl laurate-10 1.5
2. Ethanol 20.0
3. 3. Dipropylene glycol 4.0
4. Fragrance 0.5
5. Ceramide NP 0.05
6. Isobutyl oleate 0.5
7. Tocopherol 0.05
8. Citric acid 0.02
9. Na citrate 0.1
10. Sorbitol 0.1
11. Acetyl hyaluronic acid 0.05
12. Remaining amount of purified water

(Production method)
A: Ingredient No. 1 to 7 were uniformly heated, mixed and dissolved.
B: Ingredient No. 8 to 12 were uniformly mixed and dissolved.
C: The above A was added to the above B and mixed to obtain a lotion.

It was confirmed that the lotion of Formulation Example 7 had a stable formulation, high moisturizing property, and a good usability.

Formulation Example 8: Gel cream (ingredient) (mass%)
1. 1. (Acrylate / alkyl acrylate (C10-30))
Cross polymer 0.05
2. Carbomer 0.3
3. 3. Remaining amount of purified water 4. AMP 0.1
5. BG 0.5
6. Ethanol 50.0
7. Ceramide NP 0.05
8. Isostearic acid 0.5
9. Fragrance 0.05
10. Isobutyl oleate 0.5
11. PEG-50 hydrogenated castor oil isostearate 0.05

(Production method)
A: Ingredient No. 1 to 6 were uniformly mixed and dissolved.
B: Ingredient No. 7 to 11 were uniformly heated, mixed and dissolved.
C: The above B was added to the above A and emulsified and mixed to obtain a gel cream.

It was confirmed that the gel cream of Formulation Example 8 had a stable formulation, high moisturizing property, and a good usability.

Claims (13)

1. A composition containing ceramides and isobutyl oleate.
2. The composition according to claim 1, which is for cosmetics.
3. The composition according to claim 2, which is a skin cosmetic or a hair cosmetic.
4. The composition according to any one of claims 1 to 3, wherein the ceramides are human ceramides.
5. Ceramides are selected from ceramide NP, ceramide NG, ceramide NS, ceramide EOP, ceramide AS, ceramide AP, ceramide EOS, ceramide NDS, ceramide NH, ceramide ADS, ceramide AH, ceramide EOH, ceramide 2 and ceramide 3 1 The composition according to any one of claims 1 to 4, which is more than a species.
6. The composition according to any one of claims 1 to 5, wherein the content of ceramides is 0.001 to 20 parts by mass when the content of isobutyl oleate is 1 part by mass.
7. The composition according to any one of claims 1 to 6, further containing water.
8. The composition according to any one of claims 1 to 7, further containing a surfactant.
9. The composition according to any one of claims 1 to 8, which is in the form of an emulsion.
10. Any of claims 1 to 9, wherein the content of ceramides is 0.0001 to 50% by mass and the content of isobutyl oleate is 0.001 to 90% by mass with respect to the total mass ratio of the composition. The composition according to item 1.
11. The composition according to any one of claims 1 to 10, for increasing or promoting the penetration of ceramides into the skin.
12. An external preparation for the skin containing ceramides and isobutyl oleate.
13. A method for increasing or promoting the penetration of ceramides into the skin using isobutyl oleate.

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