CN106309153B - Multilayered ceramide sheet structures comprising fatty acids and neutralizing agents - Google Patents

Multilayered ceramide sheet structures comprising fatty acids and neutralizing agents Download PDF

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CN106309153B
CN106309153B CN201610483987.6A CN201610483987A CN106309153B CN 106309153 B CN106309153 B CN 106309153B CN 201610483987 A CN201610483987 A CN 201610483987A CN 106309153 B CN106309153 B CN 106309153B
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张东赫
金度勋
金俞姃
朴城逸
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Abstract

The present invention relates to a multilayered ceramide sheet-like structure, and specifically, to a multilayered ceramide sheet-like structure including a neutralizing agent and any one or more of a fatty acid and a fatty alcohol, wherein the molar ratio of the any one or more of the fatty acid and the fatty alcohol to the neutralizing agent is 9: 1-1.2: 1, the skin external composition comprising the sheet-like structure has very excellent phase stability with stabilization of ceramide by the multilayer sheet-like liquid crystal.

Description

Multilayered ceramide sheet structures comprising fatty acids and neutralizing agents
Technical Field
The present specification relates to a Multi-layer ceramide sheet structure (Multi ceramide lamellar structure) comprising a fatty acid and a neutralizing agent.
Background
The surface of human skin is formed by keratinocytes degraded from keratinocytes differentiated and matured from the basal layer. These keratinocytes are bound by a double-chain sheet structure of ceramide, which is abundantly present in the stratum corneum, thus maintaining smooth and elastic skin. In the case of ceramides, two alkyl chains arranged side by side form a column (rod) shape, and have hydroxyl (-OH) and carbonyl (C ═ O) functional groups, so that alpha crystals (α -crystals) that can be structurally implemented in a sheet shape can be formed, but the alpha crystal phase is in a metastable (meta) state and thus is easily converted into gamma crystals (γ -crystals). In addition, it is poorly soluble in most oils, and thus is difficult to store stably in the internal phase of an O/W emulsion, which has a limitation in the use in a large amount in cosmetic formulations.
Documents of the prior art
Patent document
Patent document 1: KR 10-0439932B
Patent document 2: KR 10-2013-0037899A
Disclosure of Invention
In order to solve the above problems, one aspect of the present invention provides a method for producing a ceramide-containing sheet-like dosage form, which facilitates alignment of lipids forming a sheet-like structure by using a fatty acid salt or the like, and has fusion prevention by charge repulsion (charge repulsion) ((
Figure BDA0001032558730000011
Figure BDA0001032558730000012
) Thereby being more stable and convenient.
Another aspect of the present invention provides a ceramide-containing sheet-like structure having a structure similar to that of the stratum corneum of the skin capable of retaining a large amount of water and an effective active substance and having phase stability: (
Figure BDA0001032558730000013
) Is very excellent.
Another aspect of the present invention provides a multilayered ceramide sheet structure exhibiting excellent skin moisturizing effect and skin barrier function recovery effect when applied to skin, and a skin external preparation composition comprising the same.
One aspect of the present invention provides a multilayered ceramide sheet structure comprising a fatty acid and a neutralizing agent in a ratio of 9: 1-1.2: 1 molar ratio of the fatty acid salt to the solid phase.
An aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the multilayered ceramide sheet-like structure further contains a fatty alcohol.
One embodiment of the present invention provides a multilayered ceramide sheet-like structure, wherein the fatty acid has 12 to 22 carbon atoms, and the neutralizing agent is an alkali.
An aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the fatty acid includes any one or more of lauric acid (lauric acid), myristic acid (myristic acid), palmitic acid (palmitic acid), stearic acid (stearic acid), arachidic acid (arachidic acid), and behenic acid (behenic acid), and the fatty alcohol includes any one or more of lauryl alcohol (lauryl alcohol), myristyl alcohol (myristyl alcohol), cetyl alcohol (cetyl alcohol), stearyl alcohol (stearyl alcohol), arachidyl alcohol (arachidyl alcohol), and behenyl alcohol (behenyl alcohol).
One aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the base includes one or more of tromethamine, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propylene glycol, and arginine.
In one aspect of the present invention, there is provided a multilayered ceramide sheet-like structure, wherein the fatty acid is stearic acid, and the neutralizing agent is tromethamine.
Another aspect of the present invention provides a multilayered ceramide sheet structure, wherein a molar ratio of fatty acid to neutralizing agent is 7: 1-1.5: 1.
another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the ceramide is one or more of natural ceramide and ceramide-like ceramide.
Another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the natural ceramide is at least one of ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, ceramide 7, and ceramide 8.
Another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the ceramide is one or more compounds represented by the following chemical formulae 1 to 6.
[ chemical formula 1]
Figure BDA0001032558730000031
(in the formula, R is a saturated or unsaturated aliphatic chain of C9-C21.)
[ chemical formula 2]
Figure BDA0001032558730000032
(in the above formula, n is 1 or 2, and R' are a saturated or unsaturated aliphatic chain of C9-C21.)
[ chemical formula 3]
Figure BDA0001032558730000033
(in the above-mentioned formula,
m and n are the same or different and are integers of 1-3;
k and l are the same or different and are 1 or 2;
j is 0 or 1;
r and R' are the same or different and are C1-C31 straight chain or branched chain saturated or unsaturated alkyl containing or not containing hydroxyl;
A1、A2and A3The same or different, is hydrogen or any one of the substituents of the following structures, except A1、A2And A3Case with hydrogen:
Figure BDA0001032558730000041
and
Figure BDA0001032558730000043
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.])，
[ chemical formula 4]
Figure BDA0001032558730000042
(in the above formula, R and R' are the same or different and are C10-C32 linear or branched, saturated or unsaturated alkyl groups with or without hydroxyl;
R3and R4The same or different, are hydrogen or C1-C4 alkyl or hydroxyalkyl;
R5is-A or-CH2CH2OA, wherein A is any one of substituents of the following structures.
Figure BDA0001032558730000051
And
Figure BDA0001032558730000052
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.]),
[ chemical formula 5]
Figure BDA0001032558730000053
(in the formula, m and n are the same or different and are integers of 1-4; R and R' are the same or different and are C1-C31 straight chain or branched chain saturated or unsaturated alkyl containing or not containing hydroxyl; A1And A2The same or different, is hydrogen or any one of the substituents of the following structures;
Figure BDA0001032558730000054
and
Figure BDA0001032558730000055
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.])，
[ chemical formula 6]
Figure BDA0001032558730000061
(in the formula, m and n are the same or different and are integers of 1 to 3;
k and l are the same or different and are 1 or 2;
j is 0 or 1;
A1、A2and A3The same or different, is hydrogen or any one of the substituents of the following structures;
Figure BDA0001032558730000062
and
Figure BDA0001032558730000063
[ in the above formula, M1And M2Is alkali metal or organic alkali containing nitrogen, and L is alkaline earth metal.]；
R is a substituent having the structure:
Figure BDA0001032558730000064
[ in the formula, B is a methyl group at the 5-, 7-or 8-position of tocopherol, m is an integer of 1 to 3, and D is-CH2(CH3) -CH-or-CH (CH)3)＝C-。])
Still another aspect of the present invention provides an oil-in-water type cosmetic composition comprising the above multilayered ceramide sheet-like structure.
Still another aspect of the present invention provides a method for producing a multilayered ceramide sheet-like structure, which comprises mixing an oil-phase solution containing ceramide, an aqueous-phase solution, and a fatty acid and a neutralizing agent in a ratio of 9: 1-1.2: 1, and mixing the solid-phase fatty acid salts mixed at the molar ratio of 1.
The oil-in-water type cosmetic composition comprising the sheet-like structure according to one aspect of the present invention is very excellent in phase stability with stabilization of ceramide by multilayer sheet-like liquid crystal.
The oil-in-water type cosmetic composition comprising the sheet-like structure according to one aspect of the present invention can stably contain more ceramide.
The oil-in-water type cosmetic composition comprising the sheet-like structure according to one aspect of the present invention has excellent skin moisturizing effect and barrier function recovery effect upon skin application.
Drawings
Fig. 1 is a graph comprising a molar ratio of fatty acid to neutralizing agent of the present invention of 4: 1. A photograph of the appearance of the gel form of the ceramide sheet-like structure.
Fig. 2 is a graph of the results of SAXS experiment conducted to confirm whether or not a sheet-shaped structure was formed in example 1 of the present invention.
FIG. 3 is a photograph showing whether or not the fatty acid and the neutralizing agent are precipitated when the gel state is obtained by changing the molar ratio.
Detailed Description
Hereinafter, the present invention will be described in detail so that those skilled in the art can easily carry out the present invention.
One aspect of the present invention provides a multilayered ceramide sheet structure comprising a fatty acid and a neutralizing agent in a ratio of 9: 1-1.2: 1 molar ratio of the fatty acid salt to the solid phase.
An aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the multilayered ceramide sheet-like structure further contains a fatty alcohol.
One embodiment of the present invention provides a multilayered ceramide sheet-like structure, wherein the fatty acid has 12 to 22 carbon atoms, and the neutralizing agent is an alkali.
An aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the fatty acid includes any one or more of lauric acid (lauric acid), myristic acid (myristic acid), palmitic acid (palmitic acid), stearic acid (stearic acid), arachidic acid (arachidic acid), and behenic acid (behenic acid), and the fatty alcohol includes any one or more of lauryl alcohol (lauryl alcohol), myristyl alcohol (myristyl alcohol), cetyl alcohol (cetyl alcohol), stearyl alcohol (stearyl alcohol), arachidyl alcohol (arachidyl alcohol), and behenyl alcohol (behenyl alcohol).
One embodiment of the present invention provides a multilayered ceramide sheet-like structure, wherein the base is one or more bases selected from tromethamine, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propylene glycol, and arginine.
In one aspect of the present invention, there is provided a multilayered ceramide sheet-like structure, wherein the fatty acid is stearic acid, and the neutralizing agent is tromethamine.
Another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the ceramide is one or more of natural ceramide and ceramide-like ceramide.
Another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the natural ceramide is at least one of ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, ceramide 7, and ceramide 8.
Another aspect of the present invention provides a multilayered ceramide sheet-like structure, wherein the ceramide is one or more compounds represented by the following chemical formulae 1 to 6.
[ chemical formula 1]
Figure BDA0001032558730000081
(in the formula, R is a saturated or unsaturated aliphatic chain of C9-C21.)
[ chemical formula 2]
Figure BDA0001032558730000091
(in the formula, n is 1 or 2; R and R' are saturated or unsaturated aliphatic chains of C9-C21.)
[ chemical formula 3]
Figure BDA0001032558730000092
(in the above-mentioned formula,
m and n are the same or different and are integers of 1-3;
k and l are the same or different and are 1 or 2;
j is 0 or 1;
r and R' are the same or different and are C1-C31 straight chain or branched chain saturated or unsaturated alkyl containing or not containing hydroxyl;
A1、A2and A3The same or different, is hydrogen or any one of the substituents of the following structures, except A1、A2And A3Case with hydrogen:
Figure BDA0001032558730000093
and
Figure BDA0001032558730000094
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.])，
[ chemical formula 4]
Figure BDA0001032558730000101
(in the above formula, R and R' are the same or different and are C10-C32 linear or branched, saturated or unsaturated alkyl groups with or without hydroxyl groups;
R3and R4The same or different, are hydrogen or C1-C4 alkyl or hydroxyalkyl;
R5is-A or-CH2CH2OA, wherein A is any one of substituents of the following structures.
Figure BDA0001032558730000102
And
Figure BDA0001032558730000103
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.])，
[ chemical formula 5]
Figure BDA0001032558730000111
(in the formula, m and n are the same or different and are integers of 1-4; R and R' are the same or different and are C1-C31 straight chain or branched chain saturated or unsaturated alkyl containing or not containing hydroxyl; A1And A2The same or different, is hydrogen or any one of the substituents of the following structures;
Figure BDA0001032558730000112
and
Figure BDA0001032558730000114
[ in the above formula, M, M1And M2Is selected from alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryl dimethyl benzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride, and L is alkaline earth metal.])，
[ chemical formula 6]
Figure BDA0001032558730000113
(in the formula, m and n are the same or different and are integers of 1 to 3;
k and l are the same or different and are 1 or 2;
j is 0 or 1;
A1、A2and A3The same or different, is hydrogen or any one of the substituents of the following structures;
Figure BDA0001032558730000121
and
Figure BDA0001032558730000122
[ in the above formula, M1And M2Is alkali metal or organic alkali containing nitrogen, and L is alkaline earth metal.]；
R is a substituent having the structure:
Figure BDA0001032558730000123
[ in the formula, B is a methyl group at the 5-, 7-or 8-position of tocopherol, m is an integer of 1 to 3, and D is-CH2(CH3) -CH-or-CH (CH)3)＝C-。])
Still another aspect of the present invention provides an oil-in-water type cosmetic composition comprising the above multilayered ceramide sheet-like structure.
Specifically, the oil-in-water cosmetic composition may be in the form of a gel. The oil-in-water type cosmetic composition may be in the form of cream (cream) or lotion (lotion) in which oil droplets are formed inside the gel by adding oil as appropriate.
In another embodiment of the present invention, the molar ratio of fatty acid to neutralizing agent may be 9: 1 below, 8.5: 1 below, 8: 1 below, 7.5: 1 below, 7.4: 1 below, 7.3: 1 below, 7.2: 1 below, 7.1: 1 below, 7: 1 below, 6.9: 1 below, 6.8: 1 below, 6.7: 1, 6.6: 1 below, 6.5: 1 below, 6.4: 1 below, 6.3: 1 below, 6.2: 1 below, 6.1: 1 below, 6: 1 below, 5.9: 1 below, 5.8: 1, the following, 5.7: 1, the following, 5.6: 1 below, 5.5: 1 below, 5: 1 below, 4.5: 1 below, 4: 1 below, 3.5: 1 below, 3: 1 below, 2.5: 1 below, 2.4: 1 below, 2.3: 1 below, 2.2: 1 below, 2.1: 1, the following and 2: 1, the following, 1.9: 1, 1.8: 1, 1.7: 1, 1.6: 1, 1.5: 1, 1.4: 1, the following, 1.3: 1 or less or 1.2: 1 or less.
Further, the molar ratio of fatty acid to neutralizing agent may be 1.2: 1 or more, 1.3: 1 or more, 1.5: 1 or more, 1.6: 1 or more, 1.7: 1 or more, 1.8: 1 or more, 1.9: 1 or more, 2.0: 1 or more, 2.1: 1 or more, 2.2: 1 or more, 2.3: 1 or more, 2.4: 1 or more, 2.5: 1 or more, 3: 1 or more, 4: 1 or more, 5: 1 or more, 6: 1 or more, 7: 1 or more, 8: 1 or more, 8.5: 1 or more or 9: 1 or more.
When the molar ratio of the fatty acid to the neutralizing agent is within the above range, a stable sheet-like structure containing ceramide can be obtained. In the case of a formulation using only a nonionic emulsifier, hydrogen bonding between the hydrophilic group portion of the emulsifier and the aqueous phase becomes weak at high temperatures, and the fluidity of the lipid becomes low at low temperatures, and there is a technical problem that the formation of a sheet-like structure is induced by maintaining the emulsifier in an appropriate temperature range for a certain period of time. In the case where a neutralized fatty acid is used as a surfactant, the fatty acid generates an electric charge (charge), and thus the interaction with the aqueous phase becomes stronger, and a sheet-like structure is stably formed even upon rapid cooling after the preparation of a dosage form. The charge (charge) of the neutralized fatty acid also plays a role of stably maintaining the alignment of the lamellar layer-aqueous phase-lamellar layer by generating repulsive force between the lamellar layers. In addition, the charged fatty acids induce ion-dipole interactions (ion-dipole interactions) with other fatty acids and hydrophilic portions of the amphiphilic lipids within the lamellar layer to increase the stability of the lamellar body itself.
Another embodiment of the present invention provides a multilayered ceramide sheet-like structure in which ceramide is one or more of natural ceramide and ceramide-like.
Still another aspect of the present invention provides a skin external composition comprising the above multilayered ceramide sheet-like structure. Specifically, the skin external preparation composition may be a cosmetic composition.
In one embodiment of the present invention, the multilayered ceramide sheet-like structure may further include one or more selected from the group consisting of alcohol, vegetable wax, synthetic wax, ozokerite, cetyl palmitate, beeswax, lipid, and lipopeptide. In one embodiment of the present invention, the multilayered ceramide sheet-like structure may further contain an oil, and the oil may be any general oil, and may preferably be an ester oil or a hydrocarbon oil, but is not limited thereto. Specifically, the ester oil may be isopropyl myristate, isopropyl palmitate, octyldodecanol myristate, cetyl octanoate, cetyl 2-ethylhexanoate, C14-18 alkyl ethylhexanoate, coco-octanoate/decanoate and decyl cocoate, and the diester oil may be butylene glycol dicaprylate, dicaprate, diisostearyl malate, di-C12-13 alkyl malate, neopentyl glycol diheptanoate, tridecyl stearate, neopentyl glycol dicaprylate/dicaprate, tridecyl trimellitate and dioctyl carbonate. As the hydrocarbon oil, hydrogenated polyisobutene, hydrogenated polydecene and squalane can be mentioned.
In the present specification, the ceramide may be one or more selected from natural ceramides and Pseudo (ceramide) ceramides. The natural ceramide is ceramide existing in nature, and includes ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, ceramide 7, ceramide 8, etc., and the (Pseudo) ceramide includes ceramide 104, ceramide 102, etc. In the present invention, ceramide-like is a generic term for a compound having a double-stranded sheet (lamellar) structure as a structure of natural ceramide.
Further, an aspect of the present invention provides a skin external composition comprising the above multilayered ceramide sheet-like structure. In the composition for external application to the skin, the ceramide is preferably contained in an amount of 0.01 to 20% by weight based on the total weight of the composition. More preferably, it may be contained in an amount of 0.05 to 10% by weight. In the case of satisfying the above range, the phase stability is very excellent and a large amount of moisture can be retained, and thus it is very effective in skin moisturizing and recovery of a barrier function. When the content is less than 0.01%, it is difficult to induce desired moist feeling and moisture retention, and when it exceeds 20%, it is difficult to maintain stability, so that it is preferable to maintain the above range.
The composition according to one embodiment of the present invention has a characteristic of a two-layer structure, that is, a sheet-like structure, and therefore can contain a certain amount of a poorly soluble substance in the composition, which may be usually ceramide 3B or the like.
The skin external composition according to one aspect of the present invention may be a skin external composition for moisturizing skin or increasing skin elasticity. As described above, the multilayered sheet-like liquid crystal formed of ceramide has a high moisture content and improves the skin barrier effect, and therefore, can be used favorably for skin moisturizing and skin elasticity increasing purposes.
One aspect of the present invention provides a method for producing a multilayered ceramide sheet-like structure, which comprises mixing an oil-phase solution containing ceramide, an aqueous-phase solution, and a fatty acid and a neutralizing agent in a ratio of 9: 1-1.2: 1, and mixing the solid-phase fatty acid salts mixed at the molar ratio of 1.
Further, the skin external composition according to one aspect of the present invention can be produced by the production method of the multilayered ceramide sheet-like structure of the present invention, which comprises a step of mixing an oil-phase solution containing ceramide, an aqueous-phase solution, and a fatty acid and a neutralizing agent in a solid phase.
The multilayered ceramide sheet structure may be formed from a solid phase of a fatty acid and a neutralizing agent.
The composition for external preparation for skin according to the present invention may be, for example, a pharmaceutical composition or a cosmetic composition.
The pharmaceutical composition may further contain a preservative, a stabilizer, a wettable powder or an emulsification promoter, a pharmaceutical adjuvant such as a salt for adjusting osmotic pressure and/or a buffer, and other therapeutically useful substances, and may be formulated into various forms for parenteral administration according to a conventional method. The form of parenteral administration may be a transdermal form, and may be, for example, a lotion, ointment, gel, cream, patch or spray, but is not limited thereto. The amount of the above-mentioned active ingredient to be administered varies depending on various factors such as the degree of progress of the disease, the onset of disease, the age, the health condition, and complications of the subject to be administered, but in the case of an adult, the composition is generally administered in an amount of 1 to 200mg/kg, preferably 50 to 50mg/kg, 1 to 3 times a day, and the amount of the above-mentioned active ingredient is not limited to the scope of the present invention in any way.
The formulation of the cosmetic composition is not particularly limited, and may be appropriately selected according to the purpose. For example, the cosmetic composition may be in the form of any one or more selected from the group consisting of softening lotions (skin lotions and lotions), nourishing lotions, essences, nourishing creams, massage creams, masks, gels, eye creams, eye essences, cleansing creams, cleansing foams, cleansing water, powders, body creams, body oils, and body essences, but is not limited thereto. The content of the active ingredient is not particularly limited, but may be 0.01 to 10% by weight based on the total weight of the composition. When the content of the effective ingredient satisfies the above range, the composition can exhibit excellent efficacy without side effects. The cosmetic compositions described above may also contain acceptable cosmetic excipients which act as diluents, dispersants or carriers to allow for easy distribution of the composition when applied to the skin. Preferably, the composition is an oil-in-water (O/W) emulsion, and with respect to the emulsion, it is preferred that the weight of the aqueous phase comprising water is 70% by weight or more. However, the present invention is not limited thereto, and any known excipient acceptable for cosmetic use may be used. In addition, the cosmetic composition may contain cosmetic auxiliaries commonly used in the field of the present invention, such as fatty substances, organic solvents, silicon, thickeners, emollients, supplemental sunscreens, foaming inhibitors, moisturizers, perfumes, preservatives, surfactants, fillers, chelating agents, cationic polymers, anionic polymers, nonionic polymers or amphiphilic polymers or mixtures thereof, propellants, alkalinizing or acidifying agents, dyes, pigments or nanopigments (especially those made to be capable of supplementing the effect of providing light protection by physically blocking ultraviolet radiation), or other various ingredients commonly used in cosmetics, especially in the manufacture of sunscreen compositions. Among the organic solvents, there may be mentioned lower alcohols and polyols, such as ethanol, isopropanol, propylene glycol, glycerol, sorbitol and the like. The fatty substance may be constituted by an oil or wax or a mixture thereof, a fatty acid ester, a fatty alcohol, petrolatum, paraffin, lanolin, hydrogenated lanolin or acetylated lanolin. The oil is an animal, vegetable, mineral or synthetic oil and may be chosen, in particular, from hydrogenated palm oil, hydrogenated castor oil, liquid petrolatum, liquid paraffin, tail oil (purcellin oil), volatile or non-volatile silicone oils and isoparaffins.
In the case where the cosmetic composition is a sunscreen composition for protecting the epidermis of the human body from the influence of ultraviolet rays, the cosmetic composition may be in the form of a suspension or dispersion of a solvent or a fatty substance, or may be in the form of an emulsion (emulsion) (particularly an oil-in-water (O/W) or water-in-oil (water-in-oil) type, but preferably an O/W type) such as a cream or an emulsion, or may be in the form of a vesicular (vesicular) dispersion, or in the form of an ointment, a gel, a solid stick (solid stick) or an aerosol foam. The emulsion may further contain an anionic surfactant, a nonionic surfactant, a cationic surfactant or an amphoteric surfactant.
In addition, when the cosmetic composition is used for hair protection, the composition can be used in the form of a shampoo, lotion, gel or conditioner composition before and after shampooing, before and after dyeing or bleaching (bleaching), during or before waving or direct waving, and can be used for styling or hair care (
Figure BDA0001032558730000161
) The hair dye or decolorize composition is in the form of lotion or gel, dry or hair styling lotion or gel, hair spray (hair shampoo) or wave or straight hair waving composition, or hair dye or decolorize composition.
Further, in the case of using the above cosmetic composition as a color cosmetic for eyelashes, eyebrows, skin, or hair, such as a cream for skin treatment, a foundation, a lipstick, an eye shadow, a blusher, an eyeliner, a mascara, or a coloring gel (couaring gel), etc., it may be a solid or cream (paste) type as well as an anhydrous type or an aqueous type, such as an oil-in-water (oi-in-water) or water-in-oil (water-in-oi) emulsion, suspension, or gel.
The present invention also relates to a therapeutic agent for skin diseases, which comprises the composition for external application to skin, and the skin diseases are not particularly limited, and may include, for example, acne, psoriasis, alopecia, keratosis, and the like. The present invention also relates to an external preparation for skin comprising the external preparation for skin composition, which is a generic term including any substance applied to the outside of the skin, and which may include cosmetics and drugs in various forms. The external skin preparation is not particularly limited, and may be, for example, an external skin preparation for preventing skin aging or improving skin wrinkles.
The present invention is illustrated in more detail by the following examples. The examples are intended to illustrate the invention and the scope of the invention is not limited thereto.
Example 1
[ TABLE 1]
Figure BDA0001032558730000171
The raw materials were mixed in the composition shown in Table 1 and prepared in the form of a gel. Stearic acid and tromethamine in a ratio of 4: 1 in a molar ratio. According to the composition shown in Table 1, the oil phase was heated to 80 ℃ and the aqueous phase was dissolved by heating to 70 ℃ in a separate vessel, and then the aqueous phase was mixed with the oil phase and stirred in a homomixer. The contents after stirring were degassed of air bubbles and then cooled to 30 ℃.
As a result, the resulting composition formed a stable gel as shown in FIG. 1 below.
Test example 1 formation of sheet Structure
To see if the resulting composition of example 1 formed a stable platelet structure, a SAXS (Small-angle X-ray scattering) experiment was performed. With regard to the platelet structure, the reciprocal of the corresponding distance (distance) of each peak showing meaningful scattering intensity after SAXS experiments was about 1: 2: 3, it is judged that a sheet-like structure is formed. As a result of SAXS experiments with the composition of example 1, the ratio with respect to the reciprocal of the distance was found to be about 1: 2: 3 (fig. 2). Thus, in the composition of example 1 of the present invention, the formation of a sheet-like structure was confirmed.
Test example 2 precipitation test
A gel formulation was produced in the same manner as in example 1, except that the molar ratio of stearic acid to tromethamine in the composition ratio of example 1 was set as shown in table 2 below.
[ TABLE 2]
Figure BDA0001032558730000181
The results of photographs of the appearance of the gel formulations of comparative examples 1 to 2 and examples 1 to 4 are shown in FIG. 3. As a result, it was confirmed that when the molar ratio of the fatty acid to the neutralizer was 12: 0 to 12: 1, no gel was formed and no wax precipitated, but in a range of 6: 1 or more, a gel state is formed.

Claims (9)

1. A multilayered ceramide sheet structure comprising a fatty acid and a neutralizing agent mixed at a ratio of 9.0: 1-1.2: 1 molar ratio of the solid-phase fatty acid salt,
the fatty acid is one or more of lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid and behenic acid,
the neutralizer is more than one alkali selected from tromethamine, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethyl propanol, aminomethyl propanediol and arginine.
2. The multilayered ceramide sheet structure of claim 1, wherein the multilayered ceramide sheet structure further comprises a fatty alcohol,
the fatty alcohol is one or more of lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol and behenyl alcohol.
3. The multilayer ceramide sheet structure of claim 1, wherein the fatty acid is stearic acid and the neutralizing agent is tromethamine.
4. The multilayer ceramide sheet structure of claim 1, wherein the molar ratio of fatty acid to neutralizing agent is 7.0: 1-1.5: 1.
5. the multilayer ceramide sheet-like structure according to claim 1, wherein the ceramide is a ceramide-like compound represented by the following chemical formula 2,
chemical formula 2
Figure FDA0002673301490000011
In the formula, n is 1 or 2, and R' are saturated or unsaturated aliphatic chains of C9-C21.
6. An oil-in-water type cosmetic composition comprising the ceramide sheet-like structure according to any one of claims 1 to 5.
7. The oil-in-water cosmetic composition according to claim 6, wherein the composition is in the form of a gel.
8. The oil-in-water cosmetic composition according to claim 6, wherein the composition is a cream or lotion.
9. A method for producing a multilayered ceramide sheet-like structure according to any one of claims 1 to 5, which comprises mixing an oil-phase solution containing ceramide, an aqueous-phase solution, and a fatty acid and a neutralizing agent in a ratio of 9: 1-1.2: 1, and mixing the solid-phase fatty acid salts mixed at the molar ratio of 1.
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