JP2011073992A - Ceramide-containing composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a transparent liquefied composition stably containing a ceramide, which has high crystallinity and has been scarcely incorporated into a skin external agent, with no precipitation of crystals, and to provide cosmetics exhibiting a moisturizing effect inherent to ceramides. <P>SOLUTION: The composition contains following components (A) to (F); (A) 10-50 pts.wt. of one or more polyglycerin fatty acid esters with an HLB of 10-18, obtained from a polyglycerin and a 8-22C fatty acid, (B) 1-30 pts.wt. of one or more fatty acid monoglycerides obtained from glycerin and a 8-22C fatty acid, (C) 0.1-30 pts.wt. of an oil in the form of liquid at 25°C, (D) 10-35 pts.wt. of a polyhydric alcohol, (E) 5-40 pts.wt. of water, and (F) 0.01-10 pts.wt. of a ceramide. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to a ceramide-containing transparent liquid composition used for preparing and uniformly dispersing ceramides in water or the like, and a cosmetic containing the composition.

  Ceramide is contained in intercellular lipids in the stratum corneum of the skin and is said to contribute to the skin barrier ability. However, ceramides are generally dispersed as crystalline substances because of their poor solubility in cosmetic bases. In order to contain ceramide in skin external preparations such as cosmetics, attempts have been made to combine various compounds to suppress crystallization or improve solubility. For example, a method of dissolving a glycosphingolipid in an aqueous system using lecithin, a monohydric alcohol and a dihydric alcohol (for example, see Patent Document 1), or a complex composed of ceramide, cholesterol and phospholipid contains a polyhydric alcohol. A method of mixing with an aqueous phase (see, for example, Patent Document 2), a method of using ceramide, an oil component, acrylic acid, and alkyl methacrylate (for example, see Patent Document 3). A method of dissolving in a polyhydric alcohol at a ratio of 1: 100 and then dispersing in an aqueous phase (for example, see Patent Document 4) is known. Also known is a method of solubilizing ceramides using a nonionic surfactant of HLB 9 to 20 and a liquid polyhydric alcohol (for example, see Patent Document 5). Furthermore, a dispersion having a liquid crystal structure can be obtained by dispersing ceramide, an aliphatic alcohol, and a polyglycerin fatty acid ester in an aqueous medium containing a polyhydric alcohol (see, for example, Patent Document 6), or ceramide. There are known methods using phospholipids and higher alcohols which are liquid at room temperature (for example, see Patent Document 7). As described above, various attempts have been made to stably incorporate ceramide into a skin external preparation, but the present situation is that it is still not sufficient in terms of stability over time and transparency.

Japanese Patent No. 3482775 JP 2000-229811 A JP 2000-264825 A JP 2004-161655 A Japanese Patent Laid-Open No. 2002-338459 Japanese Patent No. 4049216 JP 2007-1950 A

  The present invention provides a transparent liquid composition that stably contains ceramide that has high crystallinity and is difficult to be blended into an external preparation for skin, etc., and a cosmetic that can exhibit the original moisturizing action of ceramide. The issue is to provide.

  As a result of diligent research efforts to solve the above problems, the present inventors have solubilized ceramide using a specific polyglycerin fatty acid ester, a specific fatty acid monoglyceride, a liquid oil at 25 ° C., a polyhydric alcohol, and water. Thus, the present inventors have found that when ceramide does not precipitate crystals and is stable and blended in cosmetics, the moisturizing effect inherent in ceramide is exhibited, and the present invention has been completed.

That is, the present invention is as follows.
(1) A ceramide-containing transparent liquid composition containing the following (A) to (F).
(A) One or more polyglycerol fatty acid esters obtained from polyglycerol and a fatty acid having 8 to 22 carbon atoms having an HLB in the range of 10 to 18 or 10 to 50 parts by weight (B) Glycerin and 8 carbon atoms 1 to 30 parts by weight of fatty acid monoglyceride obtained from fatty acids of ˜22 (C) 0.1 to 30 parts by weight of oil liquid at 25 ° C. (D) 10 to 35 parts by weight of polyhydric alcohol (E ) 5 to 40 parts by weight of water (F) 0.01 to 10 parts by weight of ceramide (2) The polyglycerol fatty acid ester is a polyglycerol oleate and / or a polyglycerol isostearate (1) The ceramide-containing transparent liquid composition as described.
(3) The ceramide-containing transparent liquid composition according to (1) or (2), wherein the fatty acid monoglyceride is a medium chain fatty acid monoglyceride having 8 to 12 carbon atoms.
(4) The sphingoglycolipid-containing transparent liquid composition according to any one of (1) to (3), wherein the ceramide is a plant-derived glycosphingolipid.
(5) A cosmetic comprising the ceramide-containing transparent liquid composition according to any one of (1) to (4).

  The present invention provides a transparent liquid composition that stably contains ceramide that has high crystallinity and is difficult to be blended into an external preparation for skin, etc., and a cosmetic that can exhibit the original moisturizing action of ceramide. Can be provided.

Hereinafter, the present invention will be described in detail.
As for the polyglycerol fatty acid ester used for this invention, 3 or more and less than 100 are preferable, as for the average polymerization degree of polyglycerol, 3-30 are more preferable, and 5-10 are more preferable.
In the present specification, the average degree of polymerization of polyglycerin is represented by an average degree of polymerization obtained from a measured value of the hydroxyl value of polyglycerin obtained by saponifying and decomposing polyglycerin fatty acid ester.
For example, the theoretical hydroxyl value of triglycerin is 1169, the theoretical hydroxyl value of pentaglycerin is 1012, the theoretical hydroxyl value of decaglycerin is 888, the theoretical hydroxyl value of triacontagrine is 802, and the theoretical hydroxyl value of hectorglycerin is 772. As the polymerization degree of polyglycerin increases, its theoretical hydroxyl value decreases. Therefore, if the measured value of the hydroxyl value of the polyglycerol obtained is in the range of 773 to 1169, the average degree of polymerization is 3 or more and less than 100.

  The fatty acid which is another component of the polyglycerin fatty acid ester is a saturated or unsaturated, linear or branched fatty acid having 8 to 22 carbon atoms, that is, caprylic acid, capric acid, lauric acid, myristic acid. , Palmitic acid, palmitooleic acid, stearic acid, behenic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid having a hydroxyl group in the molecule, 12-hydroxystearic acid and condensates thereof Among them, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, and oleic acid are preferable from the viewpoint of transparency of the composition, and oleic acid and isostearic acid are particularly preferable from the viewpoint of transparency. The degree of esterification is not particularly limited, but is preferably 1 or more and 3 or less.

  The polyglycerol fatty acid ester can be produced, for example, by esterifying the polyglycerol synthesized as described above and a fatty acid at a reaction temperature of 200 ° C. or higher.

From the viewpoint of dispersibility of ceramide in water, the HLB value of the polyglycerin fatty acid ester is 10 to 18, preferably 12 to 16, and more preferably 13 to 16. In addition, the HLB value here is the following formula:
HLB = 20 × (1-S / A)
(In the formula, S: saponification value of ester, A: acid value of constituent fatty acid)
Means the value calculated by.

  The polyglycerin fatty acid ester of the present invention can be used alone or in combination of two or more that satisfy the above conditions. Content of polyglycerol fatty acid ester is 10 to 50 weight% in the composition of this invention, Preferably it is 20 to 45 weight%, More preferably, it is 25 to 40 weight%.

  The fatty acid monoglyceride used in the present invention is usually obtained by subjecting glycerin and a fatty acid to esterification by heating, and optionally performing purification such as molecular distillation. Examples of fatty acids include saturated or unsaturated, linear or branched fatty acids having 8 to 22 carbon atoms, that is, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitooleic acid, stearic acid, and behenic acid. In addition to isostearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid having a hydroxyl group in the molecule, 12-hydroxystearic acid, and the like can be mentioned, among others, from the viewpoint of solubility of ceramide and transparency of the composition Caprylic acid, capric acid and lauric acid are preferred.

  The monoglyceride content of the fatty acid monoglyceride used in the present invention is preferably 40% or more, more preferably 80% or more.

  The fatty acid monoglyceride of the present invention can be used alone or in combination of two or more. The content of the fatty acid monoglyceride in the composition of the present invention is 1 to 30% by weight, preferably 5 to 20% by weight, more preferably 5 to 15% by weight.

  Examples of the oil that is liquid at 25 ° C. used in the present invention include macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, and MCT. Hydrocarbons such as triglycerides, liquid lanolin, liquid paraffin, squalane, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate , Cetyl lactate, diisostearyl malate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, glycerin tri-2-ethylhexanoate, tri-2-ethylhexane Acid Synthetic ester oils such as methylolpropane, trimethylolpropane triisostearate, pentane erythritol tetra-2-ethylhexanoate, chain polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, octamethylcyclotetra Examples include silicone oils such as cyclic polysiloxanes such as siloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane, amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, and fluorine-modified polysiloxane. However, from the viewpoint of ceramide solubility, synthetic ester oils are preferred, and 2-ethylhexyl palmitate and cetyl 2-ethylhexanoate are more preferred. .

  The content of the liquid oil at 25 ° C. is 0.1 to 30% by weight, preferably 10 to 25% by weight, more preferably 15 to 25% by weight in the composition of the present invention.

  Examples of the polyhydric alcohol used in the present invention include glycerin, diglycerin, polyglycerin, ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, 3-methyl-1,3-butanediol, and 1,3-butanediol. Sorbitol, maltitol and the like, and glycerin, sorbitol and maltitol are preferable from the viewpoint of moisture retention.

  Content of a polyhydric alcohol is 10-35 weight% in the composition of this invention, Preferably it is 10-30 weight%, More preferably, it is 10-25 weight%.

  The ceramide used in the present invention refers to glycosphingolipid extracted from plant raw materials represented by cereals (wheat, rice, corn), oil seeds (soybean, rapeseed) and the like. Glycosphingolipid is a general term for glycolipids in which various sugars are glycosidically bonded to a primary alcohol of ceramide having a structure in which a fatty acid is acid-amide bonded to the amino group of a sphingosine base. In the present invention, any ceramide can be used as long as it has a ceramide structure, and among them, rice bran derived glycolipids are preferable from the viewpoint of solubility, and commercially available products (for example, manufactured by Nippon Flour Milling Co., Ltd.) are suitable. Can be used.

  The compounding quantity of a ceramide is 0.01 to 10 weight% in the composition of this invention, Preferably it is 0.1 to 5 weight%, More preferably, it is 0.1 to 3 weight%.

  The water used in the present invention is not particularly limited as long as it can be blended into cosmetics, and examples thereof include purified water such as ion exchange water and distilled water. The content of such water is 5 to 40% by weight, preferably 10 to 30% by weight, and more preferably 15 to 30% by weight in the composition of the present invention.

  The ceramide-containing transparent liquid composition of the present invention comprises ceramide, polyglycerin fatty acid ester, fatty acid monoglyceride, oil liquid at 25 ° C., polyhydric alcohol, and water. As a method for preparing the ceramide-containing transparent liquid composition of the present invention, for example, ceramide is added to and dissolved in a fatty acid monoglyceride, polyglycerin fatty acid ester and oil are added, and stirred and mixed at 60 to 90 ° C. It can be obtained by adding water and further stirring. The agitation herein refers to weak agitation such as manual agitation and propeller agitation, and does not require a special emulsification device such as a highly dispersible homomixer, colloid mill, or high-pressure emulsification device. .

The ceramide-containing transparent composition of the present invention can contain, in addition to the above-mentioned components, optional components that are usually used in cosmetics and skin external medicines as long as the effects of the present invention are not hindered. Such optional ingredients include hardened coconut oil, hardened oil, mole, hardened castor oil, beeswax, candelilla wax, carnauba wax, ibota wax, lanolin, reduced lanolin, hard lanolin, jojoba wax, paraffin, ceresin, petrolatum, microcrystalline wax. , Fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, cetostearyl alcohol, etc. that are not liquid at 25 ° C., fatty acid soap (sodium laurate, palmitic acid) Sodium sulfate, potassium lauryl sulfate, anionic surfactants such as alkyl sulfate triethanolamine ether, stearyltrimethylammonium chloride, benzalkonium chloride, lauryl Cationic surfactants such as minoxide, imidazoline amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), betaine surfactants (alkyl betaines, amides) Betaine, sulfobetaine, etc.), amphoteric surfactants such as acylmethyltaurine, sorbitan fatty acid esters (sorbitan monostearate, sorbitan sesquioleate, etc.), propylene glycol fatty acid esters (propylene glycol monooleate, etc.), curing Castor oil derivatives, glycerin alkyl ethers, POE sorbitan fatty acid esters (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbite fatty acid esters (POE-sorbitmo) Laurate, etc.), POE glycerin fatty acid esters (POE-glycerol monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate, etc.), POE alkyl ethers (POE2-octyldodecyl ether, etc.), POE alkyl Phenyl ethers (such as POE nonylphenyl ether), Pluronic types, POE / POP alkyl ethers (such as POE / POP2-decyltetradecyl ether), Tetronics, POE castor oil / hardened castor oil derivatives (POE castor oil, POE hydrogenated castor oil), nonionic surfactants such as sucrose fatty acid ester, alkyl glucoside, moisturizing ingredients such as sodium pyrrolidonecarboxylate, lactic acid, sodium lactate, guar gum, quince seed Carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, curdlan, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, methylhydroxypropylcellulose, chondroitin sulfate, dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, Tragacanth gum, keratan sulfate, chondroitin, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, keratosulfate, locust bean gum, succinoglucan, carolinic acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, polyvinyl pyrrolidone, Carboxyvinyl polymer, sodium polyacrylate, polyethylene glycol Thickeners such as ruthenium and bentonite, surface may be treated, powders such as mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, silicic anhydride (silica), aluminum oxide, barium sulfate , Surface may be treated, bengara, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, bitumen, titanium oxide, zinc oxide inorganic pigments, surface may be treated, titanium mica, fish Pearl agents such as phosphor foil, bismuth oxychloride, red 202, red 228, red 226, yellow 4, blue 404, yellow 5, red 505, red 230, which may be raked Organic dyes such as red 223, orange 201, red 213, yellow 204, yellow 203, blue 1, green 201, purple 201, red 204, polyethylene, etc. Powder, organic powders such as polymethyl methacrylate, nylon powder, organopolysiloxane elastomer, paraaminobenzoic acid UV absorber, anthranilic acid UV absorber, salicylic acid UV absorber, cinnamic acid UV absorber, benzophenone UV absorbers, such as UV absorbers, sugar UV absorbers, 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 4-methoxy-4′-t-butyldibenzoylmethane, Lower alcohols such as ethanol and isopropanol, vitamin A or derivatives thereof, vitamin B ₆ hydrochloride, vitamin B ₆ tripalmitate, vitamin B ₆ dioctanoate, vitamin B ₂ or derivatives thereof, vitamin B ₁₂ , vitamin B ₁₅ or derivatives thereof Vitamin B such as α-tocophero Preferable examples include vitamins such as sodium, β-tocopherol, γ-tocopherol and vitamin E acetate, vitamins such as vitamin D, vitamin H, pantothenic acid, pantethine and pyrroloquinoline quinone. By treating these according to a conventional method, the ceramide-containing transparent liquid composition of the present invention can be produced.

The dosage form of the cosmetic containing the ceramide-containing transparent liquid composition of the present invention is not particularly limited, but specifically, lotion, cream, milky lotion, milk lotion, creamy pack and the like are preferable.
EXAMPLES Hereinafter, although an Example and a test example are given and this invention is demonstrated concretely, this invention is not limited to the following Example.

Example 1
100 g of the present invention products 1 to 15 were obtained with the compositions shown in Tables 1 to 4, respectively.
Specifically, fatty acid monoglyceride and glycosphingolipid were placed in a beaker and dissolved by heating at 80 ° C., and then a surfactant and liquid oil were further placed in a beaker and mixed with stirring. After visually confirming that the obtained mixture was dissolved transparently, water and polyhydric alcohol previously heated and dissolved at 80 ° C. in another beaker were added. Stirring and mixing were continued until the solution became transparent to obtain a ceramide-containing transparent liquid composition according to the present invention.

Comparative Example 1
100 g of comparative products 1 to 8 were obtained with the compositions shown in Tables 5 and 6 in the same manner as in Example 1.

Test Example 1 Stability of the composition The inventive products 1 to 15 and the comparative products 1 to 8 obtained in Example 1 and Comparative Example 1 were filled in a 50 ml transparent bottle and then sealed. About each composition, the state after a 4-week preservation | save was confirmed visually after manufacture and in the dark place of 5 degreeC, room temperature, 40 degreeC, and 50 degreeC, and stability was evaluated by the following evaluation criteria.

[Stability criteria]
◎: Crystal precipitation and turbidity are not observed, and transparent ○: Crystals are slightly precipitated or turbidity is slightly observed ×: Crystals are precipitated a lot or completely phase-separated.
The results of evaluation are shown in Tables 7-9.

As is clear from the results in the table, the product of the present invention was transparent without crystal precipitation or turbidity immediately after production.
In the comparative product, a large amount of crystals were precipitated or the phases were completely separated.

Test Example 2 Stability of dilute aqueous solution The inventive products 1-15 and comparative products 1-8 obtained in Example 1 and Comparative Example 1 were diluted with water so that the concentration of ceramide was 0.03% to prepare an aqueous solution. . The state of the obtained water dilution was visually confirmed, and the stability was evaluated according to the following evaluation criteria.

[Stability criteria]
A: Transparent with no crystal precipitation or turbidity (characters can be confirmed through the container bottle)
○: Crystal precipitation is not observed and is transparent but slightly cloudy. ×: Many crystals are deposited or cloudiness is generated (white turbidity).
◎ and ○ are acceptable products.
The results of evaluation are shown in Tables 7-9.

As is clear from the results in the table, the product of the present invention was transparent with no crystal precipitation.
In the comparative product, a large amount of crystals precipitated or turbidity occurred.

Example 2 Lotion lotion Each component shown in Table 10 was mixed and dissolved to obtain 100 g of lotion lotion according to the present invention.

Example 3 Emulsion After the components (A) and (B) shown in Table 11 were heated and dissolved at 80 ° C., they were mixed and stirred and cooled to 30 ° C. to obtain 100 g of each of the emulsions of the present invention.

Example 4 Cream The components (A) and (B) shown in Table 12 were each dissolved by heating at 80 ° C., then mixed and stirred, and cooled to 30 ° C. to obtain 100 g of the cream according to the present invention.

  As can be seen from Examples 2 to 4, cosmetics (skin lotion, milky lotion, cream) were successfully prepared.

  As described above, according to the present invention, it is possible to provide a transparent liquid composition that stably contains ceramide, which has high crystallinity and is difficult to be blended into an external preparation for skin, and has no crystal precipitation, and a cosmetic that can exhibit the original moisturizing action of ceramide. It is possible to provide a large contribution to the industry.

Claims (5)

A ceramide-containing transparent liquid composition containing the following (A) to (F).
(A) One or more polyglycerol fatty acid esters obtained from polyglycerol and a fatty acid having 8 to 22 carbon atoms having an HLB in the range of 10 to 18 or 10 to 50 parts by weight (B) Glycerin and 8 carbon atoms 1 to 30 parts by weight of fatty acid monoglyceride obtained from fatty acids of ˜22 (C) 0.1 to 30 parts by weight of oil liquid at 25 ° C. (D) 10 to 35 parts by weight of polyhydric alcohol (E ) 5-40 parts by weight of water (F) 0.01-10 parts by weight of ceramide   The ceramide-containing transparent liquid composition according to claim 1, wherein the polyglycerol fatty acid ester is a polyglycerol oleate and / or a polyglycerol isostearate.   The ceramide-containing transparent liquid composition according to claim 1 or 2, wherein the fatty acid monoglyceride is a medium chain fatty acid monoglyceride having 8 to 12 carbon atoms.   The ceramide-containing transparent liquid composition according to any one of claims 1 to 3, wherein the ceramide is a plant-derived glycosphingolipid.   Cosmetics which mix | blended the ceramide containing transparent liquid composition in any one of Claims 1-4.