JP2006045061A - Ceramides-containing composition, ceramides-containing aqueous preparation, and food and beverage, cosmetic and external preparation for skin, each containing the same composition or the same preparation - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide ceramides-containing composition, not having nasty taste such as bitterness, in which ceramides are stably formulated even when diluted and dispersed in a water-based or oil-based preparation, being useable in both of the soluble system and the disperse system and excellent in general-purpose properties and ceramides-containing aqueous preparation, and food and beverage, a cosmetic and an external preparation for skin each containing the composition or the aqueous preparation. <P>SOLUTION: The ceramides-containing composition comprises ceramides, an oil solution and a glycerol fatty acid ester having a 12-22C constituent fatty acid, and HLB value of the glycerol fatty acid ester in whole the system of the ceramides-containing composition is 7-16. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a ceramide-containing composition, a food and drink containing the composition, a cosmetic, and an external preparation for skin. The present invention also relates to a ceramide-containing aqueous preparation containing a ceramide-containing composition and water or an aqueous solution containing a water-soluble component, and to foods and drinks, cosmetics, and skin external preparations containing the aqueous preparation.

  Ceramide exists in the stratum corneum of skin as the main component of stratum corneum lipids, builds a lipid barrier and wraps the surface of the stratum corneum into a membrane, helps the corneum adherence, and also acts as a water retaining agent. ing. Ceramide in the stratum corneum is a product of cerebroside in the skin that has been degraded and degraded by cerebrosidase. A part of this ceramide is converted to sphingosine by ceramidase and plays an important role as a regulator of cell growth and differentiation. Is. Ceramides having a variety of different functions exist in human skin, and attempts have been made to apply these properties to foods and beverages, cosmetics, and other external preparations for skin.

  However, ceramides are highly crystalline substances, have poor solubility in water and oil, and because there are few types of oils to dissolve, they cannot be easily incorporated into foods and drinks, cosmetics, skin preparations, etc. It has been known.

For this reason, as a technique for formulating ceramides, a method of increasing solubility by using a higher fatty acid in combination, a method of dissolving using a surfactant that forms a liquid crystal state, etc. are generally used (for example, Patent Documents 1 and 2).
JP 2001-316217 A JP 2003-113393 A

However, the method using the higher fatty acid according to Patent Document 1 needs to contain an excessive amount of higher fatty acid in order to stably dissolve ceramides in the preparation, and not only has a peculiar unpleasant taste, From the viewpoint of safety (skin irritation when applied to cosmetics, skin external preparations, etc.), the amount of the compound is naturally limited.
In addition, there is a limitation in blending that it cannot be applied to a system (dispersion system) other than an emulsification system such as a solubilization system.

Moreover, about the method of using the surfactant which forms the liquid crystal state according to Patent Document 2, there is a technique in which ceramides are stably blended using a specific polyoxyethylene surfactant or polyglycerin fatty acid ester. Has been developed. Formulations using these technologies often contain ingredients that cannot be used in foods and drinks, and even those that contain ingredients that can be used in foods have an unpleasant taste such as bitterness. When it mix | blends, there existed a problem that the whole taste was impaired.
In particular, polyoxyethylene surfactants and polyglycerol fatty acid esters having 10 or less carbon atoms in the constituent fatty acids have a strong unpleasant taste and have a problem that they must be masked with other components.
Also, cosmetics and other external preparations for skin are not suitable when applied to products applied to the face and lips because they have an unpleasant taste when they enter the mouth.

When attention is paid to aspects other than taste, many inventions for containing ceramides in a water system such as a solubilizing system have been studied, but no investigations have been made to contain ceramides in an oil system. When a commercial product or a preparation corresponding to a conventional invention is actually diluted and dispersed in oil and an oily composition, there is a problem that the stable state of the ceramides is broken and the ceramides are precipitated.
Therefore, a highly versatile ceramide-containing composition that can be dispersed in both water-based and oil-based products has not been developed despite high customer needs.

In addition, in the case of a ceramide-containing aqueous preparation containing ceramides in an aqueous system, the surfactant is a concentrated system. Therefore, when stored for a long period of time, the surfactant is hydrolyzed and the pH is lowered (sour taste is reduced). However, the stability of the whole system is impaired and ceramides are precipitated.
Therefore, when such an aqueous ceramide-containing aqueous preparation is circulated as an intermediate raw material, there are problems such as difficulty in maintaining quality compared to other raw materials and inability to stock in a long term.

  In view of the above-mentioned problems of the prior art, the present invention does not have an unpleasant taste such as a bitter taste, and even if diluted or dispersed in an aqueous or oil-based preparation, ceramides are stably blended, It aims at providing the ceramides containing composition excellent in the versatility which can be used for both of dispersion systems.

  Another object of the present invention is to provide a ceramide-containing aqueous preparation containing the ceramide-containing composition, and a food / beverage, a cosmetic, and a skin external preparation containing the same.

  In view of the above situation, as a result of intensive studies, the present inventors have found that ceramides, oil agents, and ceramides containing oils and specific glycerin fatty acid esters as emulsifiers have no bitter taste and can be dispersed in water or oil. A ceramide-containing composition that can maintain a stable state of the ceramide was developed, and the above goal was achieved.

  That is, the invention according to claim 1 is a ceramide-containing composition containing a glycerin fatty acid ester having 12 to 22 carbon atoms of a constituent fatty acid as a ceramide, an oil agent, and an emulsifier, and the ceramide-containing composition The ceramide-containing composition is characterized in that the glycerin fatty acid ester in the whole system has an HLB value of 7 to 16.

  The invention according to claim 2 is the ceramide-containing composition according to claim 1, wherein the constituent fatty acid of the glycerin fatty acid ester has 16 to 22 carbon atoms.

  In the invention according to claim 3, at least one of the glycerin fatty acid esters is a glycerin fatty acid ester (A) having an HLB value of 4 to 10, and at least one other is a glycerin fatty acid having an HLB value of 11 to 16. The ceramide-containing composition according to claim 1, which is an ester (B).

  The invention according to claim 4 is the ceramide-containing composition according to claim 3, wherein the glycerin fatty acid ester (A) having an HLB value of 4 to 10 contains 70% by mass or more of a monoester. is there.

  The invention according to claim 5 is the ceramide-containing composition according to any one of claims 1 to 4, wherein the oil agent has a dielectric constant of 1.7 to 4.0.

  Invention of Claim 6 is content of the said ceramides with respect to the said whole ceramide containing composition, 0.0001-20 mass%, Any one of Claims 1-5 characterized by the above-mentioned. The ceramides-containing composition according to item.

  The invention concerning Claim 7 is the food / beverage characterized by containing the ceramide containing composition as described in any one of Claims 1-6.

  The invention according to claim 8 is a cosmetic comprising the ceramide-containing composition according to any one of claims 1 to 6.

  The invention according to claim 9 is a skin external preparation characterized by containing the ceramide-containing composition according to any one of claims 1 to 6.

  The invention according to claim 10 is a ceramide-containing aqueous preparation comprising water or a water-soluble component-containing aqueous solution and the ceramide-containing composition according to any one of claims 1 to 6. .

  The invention according to claim 11 is a food or drink comprising the ceramide-containing aqueous preparation according to claim 10.

  The invention according to claim 12 is a cosmetic comprising the ceramide-containing aqueous preparation according to claim 10.

  The invention according to claim 13 is an external preparation for skin, characterized in that it contains the ceramide-containing aqueous preparation according to claim 10.

  According to the present invention, there is no bitterness, the stable state of ceramides can be maintained even when diluted and dispersed in an aqueous system and an oil system, and it has excellent versatility that can be used in both solubilized and dispersed systems. A ceramide-containing composition having characteristics can be obtained.

  Further, according to the present invention, by blending the ceramide-containing composition, an aqueous solubilized product, an oil-based solubilized product, an aqueous solubilized product, an oil-based dispersion, in which ceramides are stably blended, are obtained. Solubilized products and dispersions that do not have an unpleasant taste such as bitterness can be prepared, and ceramides can be easily blended in foods and drinks, cosmetics, and external preparations for skin.

  Further, according to the present invention, a ceramide-containing aqueous preparation that is useful in terms of quality assurance that a certain quality is maintained even after long-term storage can be obtained.

  Hereinafter, the present invention will be described in detail.

<Ceramide-containing composition>
The ceramides used in the present invention are at least one or more long-chain carbonizations selected from the group consisting of a long-chain linear alkyl group, a long-chain branched alkyl group, a long-chain linear alkenyl group, and a long-chain branched alkenyl group. A nonionic amphiphilic substance and a derivative thereof having a hydrogen group in a molecule, two or more hydroxyl groups, and one or both of an amide group and an amino group.
Here, the derivative of the nonionic amphiphile is a substance in which one or both of phosphatidylcholine and sugar are bonded to a hydroxyl group.

  Examples of such ceramides include, for example, sphingosine, phytosphingosine, ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6I, ceramide 6II, sphingophospholipid, sphingoglycolipid, phytosphingoglycolipid, Moreover, the ceramide analog compound obtained by fermentation or chemical synthesis is mentioned, These 1 type (s) or 2 or more types can be used. As ceramides, commercially available products can be used.

Here, ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6I and ceramide 6II are long-chain fatty acid amides of sphingosine or phytosphingosine.
Examples of sphingophospholipids include sphingosine, phytosphingosine phospholipid derivatives, sphingomyelin, phytosphingomyelin, etc., and the sphingoglycolipid or phytosphingoglycolipid is a glycoside of sphingosine or phytosphingosine. Examples include cerebroside, ganglioside, and rice sphingoglycolipid.
Among them, ceramide 2 and rice bran glycosphingolipid are particularly preferable.

  The content of the ceramides is preferably 0.0001 to 20% by mass, more preferably 0.001 to 10% by mass with respect to the entire ceramides-containing composition of the present invention, 0.01 It is particularly preferably 10 to 10% by mass, and most preferably 0.1 to 10% by mass. This is because the storage stability of the ceramide-containing composition can be further improved if the content of the ceramide is within the above range.

As the oil used in the present invention, oils ordinarily used in foods and drinks, cosmetics, or skin external preparations can be used. For example, oils and fats, hydrocarbon oils, ester synthetic oils, silicone oils, animals and plants and synthetics. These essential oil components and fat-soluble vitamins can be used, and one or more of these can be used. Moreover, in the case of edible oil, what added the food additive etc. may be used.
Among these, at least one oil agent selected from fats and oils, hydrocarbon oils, and ester synthetic oils is preferable.

  Fats and oils refer to natural animal and plant oils and oils, hydrogenated oils and fractionated oils of these oils, such as avocado oil, linseed oil, almond oil, olive oil, sardine oil, egoma oil, carnauba wax, candelilla wax, beef fat , Beef leg fat, beef bone fat, hardened beef fat, chicken oil, whale oil, bonito oil, liver oil, cocoa butter, wheat germ oil, sesame oil, rice germ oil, rice bran oil, corn oil, safflower oil, mackerel oil, saury oil , Perilla oil, squalene, soybean oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, herring oil, horse fat, palm oil, palm kernel oil, castor oil, hydrogenated castor oil, sunflower oil, jojoba oil, borage Oil, macadamia nut oil, tuna oil, beeswax, mink oil, cottonseed oil, coconut oil, hydrogenated coconut oil, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin fatty acid isopropyl, and these Of hydrogenated oils and fractionated oils and the like, can be used alone or in combination of two or more thereof.

  Examples of the hydrocarbon oil include squalane, ceresin, paraffin, liquid paraffin, petrolatum, and polybutene, and one or more of these can be used.

  Examples of ester synthetic oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, isostearyl isostearate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, diethyl 2-ethylhexanoic acid neopentyl glycol, tri-2-ethylhexanoic acid trimethylolpropane, tetra-2-ethylhexanoic acid pentaerythritol, cetyl octanoate, oleyl oleate, octyldodecyl oleate, decyl oleate, didecanoic acid Neopentyl glycol, 2-ethylhexyl succinate, isocetyl stearate, butyl stearate, diisopropyl sebacate, cetyl lactate, myristyl lactate, 2-ethylhexyl palmitate, palmitic acid 2-hexyldecyl, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearate, phytosteryl oleate, diisostearyl malate, paramethoxycinnamate, pentaerythritol tetrarosinate, glyceryl triisostearate, triiso Examples thereof include glyceryl palmitate, glyceryl tri-2-ethylhexanoate, glyceryl trimyristate, di-p-methoxycinnamic acid / glyceryl monoisooctylate, and one or more of these can be used. .

  Examples of the silicone oil include higher alkoxy modified silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, stearoxysilicone, alkyl modified silicone, and higher fatty acid. Ester modified silicone etc. are mentioned, These 1 type (s) or 2 or more types can be used.

  Examples of the fat-soluble vitamin include tocopherol and derivatives thereof, retinol and derivatives thereof, and one or more of these can be used.

  In addition, the oil agent used in the present invention preferably has a dielectric constant of 1.7 to 4.0, more preferably 1.9 to 3.5. This is because if the dielectric constant of the oil is within this range, the storage stability of the ceramides in the ceramide-containing composition is further improved. This is presumably because liquid crystal in which ceramides are aligned is formed in the ceramide-containing composition when the dielectric constant of the oil is within this range.

  The content of the oil agent is preferably 1 to 98.9% by mass, more preferably 10 to 90% by mass, and 20 to 80% by mass with respect to the entire ceramide-containing composition of the present invention. Most preferably. It is because the storage stability of ceramides in the ceramide-containing composition can be further improved if the content of the oil agent is within this range.

In the present invention, glycerin fatty acid ester is used as an emulsifier. Here, the glycerin fatty acid ester means a monoglycerin fatty acid ester or a polyglycerin fatty acid ester.
The monoglycerin fatty acid ester refers to one molecule of glycerin esterified with a fatty acid. The polyglycerin fatty acid ester means a polyglycerin having an average polymerization degree of 2 or more and a fatty acid esterified. Examples of the polyglycerin having an average polymerization degree of 2 or more include diglycerin, triglycerin, tetraglycerin, pentaglycerin, hexaglycerin, decaglycerin and the like.
In addition, as a method for measuring the average degree of polymerization of polyglycerol, a terminal analysis method for hydroxyl groups is generally used. Although the value measured by this method is often used for the average degree of polymerization of polyglycerol in commercially available polyglycerol fatty acid esters, it may be measured by an analysis method other than this analysis method.
Further, in the present invention, two kinds of glycerin fatty acid esters indicate two kinds of monoglycerin fatty acid esters, two kinds of polyglycerin fatty acid esters, or one kind of monoglycerin fatty acid ester and one kind of polyglycerin fatty acid ester. .

As for the number of ester bonds of glycerol fatty acid ester, the thing of 1-12 is mentioned, for example. For example, in the case of a monoglycerin fatty acid ester, what is obtained by esterifying all three hydroxyl groups of glycerin is not an emulsifier but an oil and fat, so that it itself is not included in the glycerin fatty acid ester as an emulsifier. However, there is no problem in the role of the monoglycerin fatty acid ester as an emulsifier even if the monoglycerin fatty acid ester contains several mass% of all the three hydroxyl groups of glycerin. In fact, monoglycerin fatty acid esters which are commercially available emulsifiers include those in which all three hydroxyl groups of glycerin are esterified, that is, those containing several mass% of fats and oils.
Similarly, as for polyglycerol fatty acid ester, since all hydroxyl groups of polyglycerol are esterified are not emulsifiers but oils, they themselves are not included in glycerin fatty acid esters as emulsifiers. However, even if the polyglycerol fatty acid ester contains several mass% of all the hydroxyl groups of the polyglycerol, there is no problem in the role of the polyglycerol fatty acid ester as an emulsifier. In fact, some commercially available polyglycerin fatty acid esters of emulsifiers contain several mass% of all the hydroxyl groups of polyglycerol esterified.

The number of ester bonds of the glycerin fatty acid ester is described as, for example, a monoester in the case of a monoester of glycerin and a diester in the case of a diester of glycerin.
In general, polyglycerol fatty acid esters distributed in the market, for example, labeled as monoester, diester, or triester, have a chemical structure of the polyglycerol fatty acid ester (100 mass% monoester product, diester respectively). (100% by mass product or triester mass% product) is not necessarily expressed directly.
For example, if the component is a product labeled as triglyceryl distearate, the fatty acid ester of polyglycerin obtained by esterifying stearic acid / (triglycerin having an average polymerization degree of 3) at about 2 as the charged molar ratio. Often point to. Therefore, when the product is actually analyzed for composition by liquid chromatography, the monoester 17%, diester 34.6%, triester 31.0%, tetraester 13.0%, pentaester 2.1 It is generally a mixture of esters including components other than diesters, and is known to be distributed broadly in a state close to the indiscriminate distribution rule ("polyglycerin ester", Sakamoto Edited by Yakuhin Kogyo Co., Ltd., issued October 3, 1994).
As another analysis example, in a product labeled as triglycerin monostearate, monoester 41.0%, diester 31.2%, triester 10.5%, tetraester 1.6%, A composition of 0.1% pentaester is mentioned ("polyglycerin ester", edited by Sakamoto Yakuhin Kogyo Co., Ltd., issued on October 3, 1994).

As the polyglycerol fatty acid ester used in the present invention, a commercially available polyglycerol fatty acid ester can be used.
As the synthesis method of polyglycerin fatty acid ester, direct esterification method starting with fatty acid and transesterification method with oil or methyl ester are the mainstream, but in recent years, fatty acid anhydride or fatty acid chloride is used as a starting material instead of fatty acid. Is synthesized commercially. The production method of the polyglycerin fatty acid ester used in the present invention is not particularly limited, and any production method may be used. Moreover, what concentrated the partial ester of the polyglycerol fatty acid ester can also be used by performing distillation and column fractionation processing for the synthesized polyglycerol fatty acid ester.

The carbon number of the fatty acid (carbon number of the constituent fatty acid) constituting the glycerin fatty acid ester is 12 to 22, preferably 16 to 22, and more preferably 16 to 18. This is because it is not preferable to use a constituent fatty acid having a carbon number of less than 12, and it is difficult to obtain a constituent fatty acid having a carbon number of more than 22 because it has a bitter taste.
Examples of the fatty acid having 12 to 22 carbon atoms include saturated or unsaturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, and behenic acid. .

  The HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms of the constituent fatty acid in the entire system of the ceramide-containing composition of the present invention is 7 to 16, and preferably 8 to 15. When the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms of the constituent fatty acid in the entire system of the ceramide-containing composition is less than 7, the ceramide-containing composition is difficult to solubilize or disperse in water and oil systems. This is because, if the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms of the constituent fatty acid in the whole system exceeds 16, the storage stability of the ceramide-containing composition is lowered. . This is because if the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms of the constituent fatty acid in the entire system is out of the above range, the liquid crystal in which the ceramides are aligned is hardly formed in the ceramide-containing composition. This is probably because of this.

The HLB value used here refers to the balance between hydrophilicity and hydrophobicity usually used in the field of surfactants, and can be calculated using a commonly used calculation formula. For example, the following formula (1) (Atlas method) proposed and improved by Griffin can be mentioned.
HLB = 20 (1-S / A) (1)
In the formula, S represents a saponification value of an ester, and A represents a neutralization value of a fatty acid.

In addition, JT The following formula (2) calculated by Davis as the total sum of the atomic groups of the hydrophobic group and the hydrophilic group is exemplified.
HLB = Σ (hydrophilic group) −Σ (hydrophobic group) +7 (2)
Moreover, you may use the numerical value of the HLB value described in the catalog of the commercial item.

  In the ceramide-containing composition of the present invention, if the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms in the entire system is within the above range, the carbon number of the constituent fatty acid used as an emulsifier is It can be used even if the HLB value of the glycerin fatty acid ester of 16 to 22 deviates from 7 to 16. Specifically, a glycerin fatty acid ester having an HLB value of 3 to 17 can be used.

  Examples of the glycerin fatty acid ester having an HLB value of 7 to 16 include diglycerin monooleate (HLB value: 7.4), decaglycerin tristearate (HLB value: 9.8), and hexaglycerin monostearic acid. Ester (HLB value: 11.6), pentaglycerin monomyristic acid ester (HLB value: 13.0), hexaglycerin monolauric acid ester (HLB value: 13.5), decaglycerin monostearic acid ester (HLB value: 13) .9), decaglycerin monooleate (HLB value: 14.0), decaglycerin monoisostearate (HLB value: 14.9), and the like.

  Examples of the glycerin fatty acid ester having an HLB value outside of 7 to 16 include decaglycerin dekaoleate (HLB value: 3.5), monoglycerin monooleate (HLB value: 4.3), tetraglycerin tristearin. Acid ester (HLB value: 4.5), hexaglycerin pentaoleate (HLB value: 4.9), diglycerin monostearate (HLB value: 6.0), decaglycerin mono n-decanoate ( HLB value: 16.5) and the like.

Further, when two or more glycerin fatty acid esters are used, at least one is a glycerin fatty acid ester (A) having an HLB value of 4 to 10, and at least one other has an HLB value of 11 It is preferable that it is -16 glycerol fatty acid ester (B).
Among them, the HLB value of at least one glycerol fatty acid ester (A) is 4 to 10, preferably 4 to 9, and the HLB value of at least one other glycerol fatty acid ester (B) is 11 to 11. 16, preferably 11-15.

Examples of the glycerin fatty acid ester (A) include monoglycerin monooleate (HLB value: 4.3), tetraglycerin tristearate (HLB value: 4.5), hexaglycerin pentaoleate (HLB). Value: 4.9), diglycerol monostearate (HLB value: 6.0), diglycerol monooleate (HLB value: 7.4), decaglycerol tristearate (HLB value: 9.8) ) And the like.
The glycerin fatty acid ester (B) includes hexaglycerin monostearate (HLB value: 11.6), pentaglycerin monomyristic acid ester (HLB value: 13.0), hexaglycerin monolaurate (HLB value: 13.5), decaglycerol monostearate (HLB value: 13.9), decaglycerol monooleate (HLB value: 14.0), and decaglycerol monoisostearate (HLB value: 14.9) Etc.

Combining the glycerin fatty acid ester (A) and the glycerin fatty acid ester (B), the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms in the entire system of the ceramide-containing composition is within the above range. Thus, it is possible to further improve the solubility and dispersibility of the ceramide-containing composition in water and oil than when only one glycerin fatty acid ester is used or in combination with other glycerin fatty acid esters. In addition, the storage stability can be further improved.
This is because the structure of the aligned liquid crystal of ceramides formed in the ceramide-containing composition is more than when only one kind of glycerin fatty acid ester is used or when combined with other glycerin fatty acid esters. Since it becomes dense, it is considered that the storage stability of the ceramide-containing composition was further improved.

  Moreover, it is preferable that content of the glycerol fatty acid ester whose carbon number of a constituent fatty acid is 16-22 is 1-98.9 mass% with respect to the whole ceramides containing composition of this invention, and 10-90 mass. % Is more preferable, and 20 to 80% by mass is most preferable. This is because if the content of the glycerin fatty acid ester is within this range, the storage stability of the ceramides in the ceramide-containing composition can be further improved.

In particular, the glycerin fatty acid ester (A) having an HLB value of 4 to 10 preferably contains 70% by mass or more of monoester, more preferably 80 to 100% by mass, and 85 to 100% by mass. Is most preferred. When the glycerin fatty acid ester (A) having an HLB value of 4 to 10 contains 70% by mass or more of a monoester, the solubility and dispersibility of the ceramide-containing composition in an aqueous system is further improved, and a more stable ceramide-containing aqueous solution This is because a preparation can be obtained.
As such glycerin fatty acid ester (A), for example, diglycerin monooleate (HLB value: 7.4, monoester) obtained by further molecular distillation of diglycerin and oleic acid esterified by dehydration condensation. Ester content 87 mass%), monoglycerin monooleate (HLB value: 5.0, monoester content 98 mass%), and the like, and the former diglycerin monooleate is more preferred.
As mentioned above, glycerin fatty acid esters that are generally distributed are often widely distributed in ester composition, but products with a specific partial ester content increased by performing molecular distillation, column fractionation, etc. Is commercially available. As the glycerin fatty acid ester (A) of the present invention, a commercial product with an increased monoester content can be used.

  In the ceramide-containing composition of the present invention, ingredients blended in foods and drinks, cosmetics, and skin external preparations, such as emulsifiers, aqueous ingredients, powder ingredients, pigments, moisturizing ingredients, thickeners, stabilizers, pH Conditioners, antioxidants, seasonings, fragrances, acids, salts, sugars, transdermal absorption enhancers, dyes, water-soluble polymers, UV absorbers, UV protection agents, bioactive ingredients, solvents, preservatives, etc. It can mix | blend in the range which does not prevent the effect of this invention.

Examples of the emulsifier to be blended in the ceramide-containing composition of the present invention include lecithin, saponin, sucrose fatty acid ester, and sorbitan fatty acid ester. Examples of the aqueous component include disodium edetate, and the powder component. Examples include talc, silica, kaolin, and magnesium oxide.
Examples of the moisturizing component include sorbitol, propylene glycol, lactic acid, and polyethylene glycol. Examples of the thickening agent include carboxyvinyl polymer, carboxymethyl cellulose, polyvinyl alcohol, and carrageenan. , Lactic acid-sodium lactate, and citric acid-sodium citrate.
Examples of the antioxidant include butylhydroxytoluene and sodium hydrogen sulfite, examples of the preservative include methyl paraben and sodium benzoate, and examples of the ultraviolet protective agent include p-aminobenzoic acid and octylcinnamate. Etc.

Next, the manufacturing method of the ceramide containing composition of this invention is demonstrated.
Ceramides, oils, and glycerin fatty acid esters can be produced by uniformly mixing and stirring at 90 to 130 ° C.
In addition, when two or more glycerin fatty acid esters are contained, after mixing and stirring one glycerin fatty acid ester, ceramides, and an oil agent, mixing and stirring other glycerin fatty acid esters therein Can be manufactured.

  In addition, when components other than ceramides, oils, and glycerin fatty acid esters are contained, they can be mixed and produced at the same time as ceramides, etc., and a mixture of ceramides, oils, and glycerin fatty acid esters is prepared in advance. It may be manufactured and then added with other components.

  Furthermore, ceramides containing a large amount of oil suitable for the purpose of use by adding the produced ceramide-containing composition to the oil suitable for the purpose of use and stirring at 20 to 120 ° C. using a propeller mixer or the like. A containing composition can also be produced.

  For the stirring, a homomixer, a disperser mixer or the like can be used in addition to the propeller mixer. In addition, the stirring time is not particularly limited and depends on the production apparatus to be used. However, it is preferable to stir for 5 to 20 minutes in the production on a small scale, and in the case of producing on a large scale of 10 liters or more, 20 It is preferable to stir for minutes to 2 hours.

<Food and drink, cosmetics, external preparation for skin>
The ceramide-containing composition of the present invention can be contained in any water-based or oil-based food or drink (food or beverage), cosmetics, and skin external preparations.

Examples of food include bread and confectionery such as bread, biscuits, candy and jelly; processed milk products such as yogurt and ham; seasonings such as miso, sauce, sauce and dressing; processed foods such as tofu and noodles; Fats and oils such as oil, cooking oil; processed oils and fats such as margarine, fat spread, shortening; powdered foods such as powdered drinks and powdered soups; health foods such as capsules, tablets, powders, granules, etc. Can do.
These can be produced by a known method except that the ceramide-containing composition of the present invention is used as a raw material.

Examples of the beverage include beverages containing at least one selected from minerals such as salt, acidulants, sweeteners, alcohol, vitamins, flavors, and fruit juices. Examples include beverages, carbonated beverages, fruit juice beverages, lactic acid bacteria beverages, alcoholic beverages, vitamin / mineral beverages, processed milk, soy milk, and beverages for improving the constitution.
These can be produced by a known method except that the ceramide-containing composition of the present invention is used as a raw material.

As cosmetics, basic cosmetics such as lotion, milky lotion, cream, cosmetic liquid, pack, cosmetic oil, cleansing oil; makeup cosmetics such as lipstick, lip balm, lip gloss, foundation; facial cleanser, soap, bath preparation, Examples thereof include toiletries such as hair cream, shampoo, rinse, treatment, hair color, and medicinal cosmetics such as atopy cosmetics.
These can be produced by a known method except that the ceramide-containing composition of the present invention is used as a raw material.

Examples of the external preparation for skin include hair restorers, ointments, gels and poultices other than the above cosmetics, and quasi drugs.
These can be produced by a known method except that the ceramide-containing composition of the present invention is used as a raw material.

The content of the ceramide-containing composition with respect to the entire food is preferably 0.001 to 99.99% by mass, although it varies depending on the type of food. The content of the ceramide-containing composition with respect to the whole beverage is preferably 0.001 to 30% by mass, although it varies depending on the type of beverage.
In addition, the content of the ceramide-containing composition with respect to the entire cosmetic is preferably 0.001 to 99.99% by mass, although it varies depending on the type of cosmetic.
Further, the content of the ceramide-containing composition with respect to the entire external preparation for skin is preferably 0.001 to 99.99% by mass, although it varies depending on the type of external preparation for skin.

<Ceramide-containing aqueous preparation>
The ceramide-containing aqueous preparation of the present invention contains water or a water-soluble component-containing aqueous solution and the ceramide-containing composition.
The water of the ceramide-containing aqueous preparation is not particularly limited as long as it is water such as normal drinking water, purified water, or ion exchange water.
The water-soluble component refers to a component that dissolves in water such as sugar, salt, isomerized liquid sugar, glucose, fructose, D-sorbitol, aspartame, ascorbic acid, citric acid, tartaric acid, malic acid, and the like. The water-soluble component-containing aqueous solution refers to water containing these water-soluble components.

The content of the ceramide-containing composition is preferably 0.001 to 30% by mass, more preferably 0.01 to 20% by mass with respect to the entire ceramide-containing aqueous preparation. Most preferably, it is 1-10 mass%.
In addition, the content of water or the water-soluble component-containing aqueous solution is preferably 70 to 99.999% by mass, and more preferably 80 to 99.99% by mass with respect to the entire ceramide-containing aqueous preparation. 90 to 99.9% by mass is most preferable.

In the ceramides-containing aqueous preparation of the present invention, ingredients blended in foods and drinks, cosmetics, and external preparations for skin, such as emulsifiers, aqueous ingredients, powder ingredients, pigments, moisturizing ingredients, thickeners, stabilizers, pH Conditioners, antioxidants, seasonings, fragrances, acids, salts, sugars, transdermal absorption enhancers, dyes, water-soluble polymers, UV absorbers, UV protection agents, bioactive ingredients, solvents, preservatives, etc. It can mix | blend in the range which does not prevent the effect of this invention.
As such an emulsifier, an aqueous component, a powder component, a moisturizing component, a thickener, a pH adjuster, an antioxidant, an antiseptic, an ultraviolet protective agent, the same components as described in the ceramide-containing composition are used. Can be used.

Next, the manufacturing method of the ceramides containing aqueous formulation of this invention is demonstrated.
The ceramide-containing aqueous preparation of the present invention can be produced by adding the ceramide-containing composition to water or an aqueous solution containing a water-soluble component and stirring the mixture at 20 to 90 ° C. using a propeller mixer or the like. .

  For the stirring, a homomixer, a disperser mixer or the like can be used in addition to the propeller mixer. In addition, the stirring time is not particularly limited and depends on the production apparatus to be used. However, it is preferable to stir for 5 to 20 minutes in the production on a small scale, and in the case of producing on a large scale of 10 liters or more, 20 It is preferable to stir for minutes to 2 hours.

<Food and drink, cosmetics, external preparation for skin>
The ceramide-containing aqueous preparation of the present invention can be contained in any of water-based and oil-based food and drink (food or beverage), cosmetics, and skin external preparations.
As such foods, beverages, cosmetics, and external preparations for skin, the same components as described in the ceramide-containing composition can be used.
Moreover, these can be manufactured by a well-known method except using the ceramides containing aqueous formulation of this invention as a raw material.

The content of the ceramide-containing aqueous preparation with respect to the whole food is preferably 0.001 to 99.99% by mass, although it varies depending on the type of food. The content of the ceramide-containing aqueous preparation with respect to the whole beverage is preferably 0.001 to 30% by mass, although it varies depending on the type of beverage.
Further, the content of the ceramide-containing aqueous preparation with respect to the entire cosmetic is preferably 0.001 to 99.99% by mass, although it varies depending on the type of cosmetic.
In addition, the content of the ceramide-containing aqueous preparation with respect to the entire external preparation for skin is preferably 0.001 to 99.99 mass%, although it varies depending on the type of external preparation for skin.

  Hereinafter, the present invention will be described in more detail by way of examples. The present invention is not limited to the following examples.

<Production of ceramide-containing composition>
[Examples 1 to 15]
50 g of each of the ceramide-containing compositions 1 to 15 of Examples 1 to 15 was produced.
First, the raw material components of the blending amounts shown in Tables 1 to 3 were placed in a stainless beaker and dissolved at 100 ° C. for 30 minutes with propeller stirring. After uniformly dissolving, the mixture was cooled to room temperature to obtain ceramide-containing compositions 1-15.
All the raw materials used were commercial products. As ceramides, rice sphingoglycolipid (trade name: RSL-90K) manufactured by Okayasu Shoten Co., Ltd. and ceramide 2 (trade name: Ceramide TIC-001) manufactured by Takasago International Corporation were used.
In Tables 1-3, the HLB value of the glycerin fatty acid ester whose carbon number of the constituent fatty acid in the whole system of the blended amount of each raw material and the obtained ceramide-containing compositions 1-15 is 16-22 is shown.

  Table 4 summarizes the monoester content in the glycerin fatty acid ester (A) having an HLB value of 4 to 10 used.

[Comparative Examples 1-4]
50 g of ceramide-containing composition comparative products 1 to 4 of Comparative Examples 1 to 4 were produced.
Ceramides-containing composition comparative products 1 to 4 were obtained in the same manner as in Examples 1 to 15, using each component of the raw materials shown in Table 5.
All the raw materials used were commercial products. In addition, the same thing as used in Examples 1-15 was used for rice sphingoglycolipid, diglycerin monostearate, liquid paraffin, and soybean oil.
Table 5 shows the blending amount of each raw material and the HLB value of the glycerin fatty acid ester in the entire system of the obtained ceramide-containing composition comparative products 1 to 4, respectively.

<Evaluation test of ceramide-containing composition>
For the obtained ceramide-containing compositions 1 to 15 and ceramide-containing composition comparative products 1 to 4, (1) taste test (feeding test), (2) storage stability test, (3) dispersion in water system (4) Dispersibility test in oil system was conducted. Next, each evaluation test method will be described.

(1) Taste test (feeding test)
With respect to the ceramide-containing compositions 1 to 15 and the ceramide-containing composition comparative products 1 to 4, 0.5 g each was directly consumed by 10 panelists, and a taste test was performed according to the evaluation criteria shown in Table 6.

  The average of the results of 10 people was rounded off to give a score of 3 or less. The test results of the taste test of the ceramide-containing compositions 1 to 15 are shown in Tables 7 to 9, and the test results of the taste test of the ceramide-containing composition comparative products 1 to 4 are shown in Table 10, respectively.

  From the test results of the taste tests in Tables 7 to 10, the ceramide-containing compositions 1 to 15 (compositions of Examples 1 to 15) and the ceramide-containing composition comparative product 3 (composition of Comparative Example 3) were used. In the ceramide-containing composition containing only glycerin fatty acid ester having 12 or more carbon atoms of the constituent fatty acid, it does not have an unpleasant taste, and particularly contains ceramide containing only glycerin fatty acid ester having 16 or more carbon atoms of the constituent fatty acid It was found that compositions 1, 3-12 and 15 did not taste.

(2) Storage stability test Ceramides-containing compositions 1 to 15 and ceramide-containing composition comparative products 1 to 4 were stored at 50 ° C, 40 ° C, 25 ° C, and 5 ° C for 1 month and 2 months. The state after storage was visually observed, and the storage stability of the ceramide-containing composition was evaluated using the evaluation criteria shown in Table 11.

  The test results of the storage stability tests of the ceramide-containing compositions 1 to 15 are shown in Tables 12 to 14, and the test results of the storage stability tests of the ceramide-containing composition comparative products 1 to 4 are shown in Table 15. .

  Moreover, as a comprehensive evaluation of storage stability, scoring was performed using the evaluation criteria shown in Table 16, and 3 or less was accepted. Tables 7 to 10 show the results of comprehensive evaluation of the storage stability test.

  From the results of the storage stability tests in Tables 7 to 10 and Tables 12 to 15, the number of carbon atoms of the constituent fatty acid in the entire system of the ceramides-containing composition is 16 to 22 like the ceramides-containing compositions 1 to 15. It was found that the storage stability was excellent when the HLB value of the glycerin fatty acid ester was in the range of 7-16. Moreover, when the glycerin fatty acid ester and other emulsifiers having an HLB value exceeding this range are included as in ceramide-containing composition comparative products 1 and 4, the storage stability tends to deteriorate with time. It was.

(3) Dispersibility test in water system Ceramides-containing compositions 1 to 15 and ceramide-containing compositions comparative products 1 to 4 are each dispersed in ion-exchanged water so as to be a 1% by mass solution, and ceramides-containing aqueous solution is obtained. A formulation was prepared. The dispersion state and the state for one week after the preparation were observed, and the dispersibility and stability of the ceramide-containing composition in an aqueous system were evaluated using the evaluation criteria shown in Table 17. The test results of the dispersibility test in the aqueous system are shown in Tables 7 to 10, respectively.

(4) Dispersibility test in oil system The ceramide-containing compositions 1 to 15 and the ceramide-containing composition comparative products 1 to 4 were each prepared in capryl / capryoyl triglyceride (product name: O In the oil system of the ceramide-containing composition, the dispersion state and the state for one week after the preparation were observed, and the evaluation criteria shown in Table 18 were used. The dispersibility and stability of the product were evaluated. The test results of the dispersibility test in the oil system are shown in Tables 7 to 10, respectively.

Regarding the dispersibility in water and oil systems, from the results of Tables 7 to 10, the HLB value of the glycerin fatty acid ester in the entire system of the ceramide-containing composition is 16 or more, as in the ceramide-containing composition comparative product 1. It was found that the dispersibility in the water system was good but the dispersibility in the oil system was poor.
Further, as in the case of the ceramide-containing composition comparative product 3, when the HLB value of the glycerin fatty acid ester in the entire system of the ceramide-containing composition is less than 7, the dispersibility in the oil system is good, but the dispersion in the water system is good It turns out that the nature gets worse.
From the above results, when the HLB value of the glycerin fatty acid ester having 16 to 22 carbon atoms of the constituent fatty acid in the entire system of the ceramide-containing composition is out of the range of 7 to 16, the dispersibility in the aqueous system, the oil system While the ceramide-containing compositions 1 to 15 cannot satisfy the two functions of dispersibility in water at the same time, the HLB values are in the range of 7 to 16, so that the dispersibility in aqueous systems and the oil systems are reduced. It was found that both of these were excellent in dispersibility.
Further, it was found that the ceramide-containing composition comparative product 2 using other emulsifier has poor dispersibility in aqueous systems, and the ceramide-containing composition comparative products 1 and 4 have particularly poor dispersibility in oil systems. It was.

  From the above results, the ceramide-containing compositions 1 to 15 of the present invention do not have an unpleasant taste as compared with the ceramide-containing composition comparative products 1 to 4, have excellent storage stability, and are water-based. It was confirmed that the composition was a ceramide-containing composition having a high function of being excellent in dispersibility in an oil system.

<Manufacture of food and drink containing ceramides>
[Example 16]
Using the ceramide-containing composition 1 of the present invention (the composition of Example 1), each component other than the ceramide-containing composition 1 was heated and dissolved at 80 ° C., and then the ceramide-containing composition 1 was added. The ceramide-containing jelly beverage was obtained by stirring with a propeller for 20 minutes and cooling. Table 19 shows the blending amount of each raw material.

The taste of the obtained ceramides-containing jelly beverage was evaluated by comparing it with the blank (control product) of Comparative Example 6 in which no ceramide-containing composition was blended.
Moreover, the dispersibility at the time of preparation was evaluated in comparison with the blank of Comparative Example 6 (control product) depending on the ease of dispersion and the presence or absence of separation, ceramide precipitation, or the like. Table 19 shows the evaluation results of taste and dispersibility during preparation.

[Comparative Examples 5-6]
A ceramide-containing jelly beverage of Comparative Example 5 was produced in the same manner as in Example 16 except that the ceramide-containing composition comparative product 2 (composition of Comparative Example 2) was used. Thus, the taste and dispersibility during preparation were evaluated.
Moreover, the jelly drink of the blank (control article) of the comparative example 6 was manufactured similarly to Example 16, except not containing a ceramide containing composition, and it used for evaluation. Table 19 shows the evaluation results of taste and dispersibility during preparation.

  From the results of Table 19, the ceramide-containing jelly beverage of Example 16 was easily dispersed in water and was not separated or separated when compared with the blank of Comparative Example 6 (control product). . On the other hand, the ceramide-containing jelly beverage of Comparative Example 5 has a strong unpleasant taste due to the incorporation of a glycerin fatty acid ester having 12 or less carbon atoms in the constituent fatty acid, and a tendency such as separation is observed. It was inappropriate as a beverage.

<Manufacture of cosmetics containing ceramides>
[Example 17]
Using the ceramide-containing composition 1 of the present invention (the composition of Example 1), each component other than the ceramide-containing composition 1 was heated and dissolved at 80 ° C., and then the ceramide-containing composition 1 was added. The ceramide-containing cosmetic (baby oil) was obtained by stirring with a propeller for 20 minutes and cooling. Table 20 shows the blending amount of each raw material.

The taste of the obtained ceramide-containing cosmetic (baby oil) was compared with the blank (control product) of Comparative Example 8 in which no ceramide-containing composition was blended, and evaluation was performed.
Moreover, the stability at the time of preparation was evaluated in comparison with the blank of Comparative Example 8 (control product) depending on the ease of dispersion and the presence or absence of separation, ceramide precipitation, or the like. Table 20 shows the evaluation results of taste and stability during preparation.

[Comparative Examples 7-8]
A ceramide-containing cosmetic (baby oil) of Comparative Example 7 was produced in the same manner as in Example 17 except that the ceramide-containing composition comparative product 4 (composition of Comparative Example 4) was used. In the same manner as above, the taste and stability during preparation were evaluated.
Further, a blank (control product) cosmetic (baby oil) of Comparative Example 8 was produced and used for evaluation in the same manner as Example 17 except that it did not contain a ceramide-containing composition. Table 20 shows the evaluation results of taste and stability during preparation.

  From the results of Table 20, the ceramides-containing cosmetic (baby oil) of Example 17 is easily dispersed in oil and separated, etc., with the same taste as compared with the blank (control product) of Comparative Example 8. I couldn't see it. On the other hand, the ceramide-containing cosmetic (baby oil) of Comparative Example 7 has a strong unpleasant taste due to the influence of other emulsifiers used, and has poor dispersibility and stability in oil systems. As inappropriate.

  From the above results, the ceramide-containing food and drink and the ceramide-containing cosmetic containing the ceramide-containing composition of the present invention do not have an unpleasant taste, and are excellent in dispersibility and stability in water and oil systems. It was confirmed that

The ceramide-containing composition of the present invention does not have an unpleasant taste such as a bitter taste, has excellent dispersibility and stability in water and oil, and is widely used in the fields of foods and drinks, cosmetics and pharmaceuticals. Can do.

Claims (13)

A ceramide-containing composition containing a glycerin fatty acid ester having 12 to 22 carbon atoms of a constituent fatty acid as a ceramide, an oil agent, and an emulsifier,
The ceramide-containing composition, wherein an HLB value of the glycerin fatty acid ester in the entire system of the ceramide-containing composition is 7 to 16.   The ceramide-containing composition according to claim 1, wherein a constituent fatty acid of the glycerin fatty acid ester has 16 to 22 carbon atoms. At least one of the glycerin fatty acid esters is a glycerin fatty acid ester (A) having an HLB value of 4 to 10,
The ceramides-containing composition according to claim 1 or 2, wherein at least one other is a glycerin fatty acid ester (B) having an HLB value of 11 to 16.   The ceramide-containing composition according to claim 3, wherein the glycerin fatty acid ester (A) having an HLB value of 4 to 10 contains 70% by mass or more of a monoester.   The dielectric constant of the said oil agent is 1.7-4.0, The ceramide containing composition as described in any one of Claims 1-4 characterized by the above-mentioned.   The ceramide-containing composition according to any one of claims 1 to 5, wherein a content of the ceramide is 0.0001 to 20% by mass with respect to the entire ceramide-containing composition. object.   A food or drink comprising the ceramide-containing composition according to any one of claims 1 to 6.   A cosmetic comprising the ceramide-containing composition according to any one of claims 1 to 6.   An external preparation for skin comprising the ceramide-containing composition according to any one of claims 1 to 6.   A ceramide-containing aqueous preparation comprising water or a water-soluble component-containing aqueous solution and the ceramide-containing composition according to any one of claims 1 to 6.   A food or drink comprising the ceramide-containing aqueous preparation according to claim 10.   A cosmetic comprising the ceramide-containing aqueous preparation according to claim 10. An external preparation for skin, comprising the ceramide-containing aqueous preparation according to claim 10.