KR102429854B1 - Multi ceramide lamellar structure comprising fatty acid and neutralizing agent - Google Patents

Abstract

The present invention relates to a multi-ceramide lamellar structure, specifically, any one or more of fatty acids and fatty alcohols; and a neutralizing agent thereof, comprising a multi-layered ceramide lamellar structure with a molar ratio of at least one of the fatty acid and fatty alcohol; and the neutralizing agent; The phase stability is very good according to the stabilization of the ceramide using the multilayer lamellar liquid crystal.

Description

Multi-ceramide lamellar structure comprising fatty acid and neutralizing agent

The present specification relates to a multi-layered ceramide lamellar structure comprising a fatty acid and a neutralizing agent.

The surface of the human skin is composed of keratinocytes that are differentiated from the basal layer and mature keratinocytes are degenerated. These keratinocytes are bound by the double-chain lamellar structure of ceramides present in large amounts in the stratum corneum, thereby maintaining smooth and elastic skin. Ceramides have two parallel alkyl chains in the form of a rod and have alcohol (-OH) and carbonyl (C=O) functional groups to form α-crystals that can form a lamellar structure. However, since this alpha crystal phase is in a metastable state, it is easily converted to a gamma crystal (γ-crystal). In addition, since it is difficult to dissolve in most oils, it is difficult to stably lock it in the inner chamber of the O/W emulsion, so it is difficult to use it in large amounts in cosmetic formulations.

US 10-0439932 B US 10-2013-0037899 A

In order to solve this problem, one aspect of the present invention facilitates the formation of an arrangement of lipids constituting a lamellar structure by using a fatty acid salt, etc. It is intended to provide a manufacturing method.

Another aspect of the present invention is to provide a ceramide-containing lamellar structure having a structure similar to that of the stratum corneum of the skin capable of retaining a large amount of moisture and useful active substances and excellent stability.

Another aspect of the present invention is to provide a multi-layered ceramide lamellar structure that exhibits excellent skin moisturizing effect and skin barrier function recovery effect when applied to the skin, and a composition for external application for skin including the same.

One aspect of the present invention provides a multi-layered ceramide lamellar structure comprising a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 9:1 to 1.2:1.

One aspect of the present invention provides a multilayer ceramide lamellar structure in which the multilayer ceramide lamellar structure further comprises a fatty alcohol.

One aspect of the present invention provides a multi-layered ceramide lamellar structure in which the fatty acid has 12 to 22 carbon atoms.

In one aspect of the present invention, the fatty acid is lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. (behenic acid) comprising any one or more; The fatty alcohol is lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol, and behenyl alcohol. comprising any one or more of; A multi-layered ceramide lamellar structure is provided.

One aspect of the present invention provides a multi-layered ceramide lamellar structure in which the neutralizing agent is a neutralizing agent including any one or more of tromethamine, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethylpropanol, aminomethylpropanediol, and arginine.

One aspect of the present invention provides a multi-layered ceramide lamellar structure wherein the fatty acid is stearic acid, and the neutralizing agent is tromethamine.

Another aspect of the present invention provides a multi-layered ceramide lamellar structure having a molar ratio of fatty acid and neutralizing agent of 7:1 to 1.5:1.

Another aspect of the present invention provides a multi-layered ceramide lamellar structure in which the ceramide is at least one of natural ceramide and similar ceramide.

Another aspect of the present invention provides an oil-in-water makeup cosmetic composition 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 an oil-in-water makeup cosmetic composition wherein the pseudo ceramide is at least one of the compounds represented by the following Chemical Formulas 1 to 6.

[Tue 1]

(Wherein, R is a C9-C21 saturated or unsaturated aliphatic chain.)

[Tue 2]

(Wherein n is 1 or 2; R and R' are C9-C21 saturated or unsaturated aliphatic chains.)

[Tuesday 3]

(In the above formula,

m and n are the same or different and are an integer from 1 to 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 represent a C1-C31 straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;

A ¹ , A ² and A ³ are the same or different and are hydrogen or any one of the substituents of the following structure, except when A ¹ , A ² and A ³ are simultaneously hydrogen:

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, where L is a calico metal]),

[Tue 4]

(Wherein, R and R' are the same or different, and are a C ₁₀ -C ₃₂ straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;

R ³ and R ⁴ are the same or different and are hydrogen or a C1-C4 alkyl group or hydroxyalkyl group;

R ⁵ is -A or -CH2CH2OA, wherein A is any one of the substituents of the following structure.

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),

[Tue 5]

(wherein m and n are the same or different and are integers from 1 to 4; R and R' are the same or different, and are C1-C31 straight-chain or branched saturated or unsaturated alkyl groups with or without a hydroxy group; ; A1 and A2 are the same or different and are either hydrogen or a substituent of the following structure;

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),

[Tue 6]

(wherein m and n are the same or different and are integers from 1 to 3;

k and l are the same or different and are 1 or 2;

j is 0 or 1;

A ¹ , A ² and A ³ are the same or different, and are hydrogen or any one of a substituent of the following structure;

[Wherein, M. M ¹ and M ² are an alkali metal or an organic base containing nitrogen, and L is an alkaline earth metal];

R is a substituent having the structure:

[Wherein, B is a methyl group at the 5-, 7- or 8-position of tocopherol, m is an integer from 1 to 3, and D is -CH2(CH3)-CH- or -CH(CH3)=C- .])

Another aspect of the present invention provides an oil-in-water cosmetic composition comprising the multi-layered ceramide lamellar structure.

Another aspect of the present invention is an oily solution containing ceramide; aqueous solution; and a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 9:1 to 1.2:1; provides a method for producing a multi-layered ceramide lamellar structure comprising the step of mixing.

The oil-in-water cosmetic composition comprising a lamellar structure according to an aspect of the present invention has excellent phase stability according to the stabilization of ceramide using a multi-layered lamellar liquid crystal.

The oil-in-water cosmetic composition comprising a lamellar structure according to an aspect of the present invention may contain more ceramide stably.

The oil-in-water cosmetic composition comprising a lamellar structure according to an aspect of the present invention has excellent skin moisturizing effect and barrier function recovery effect when applied to the skin.

1 is a photograph of the appearance of a gel formulation containing a ceramide lamellar structure having a molar ratio of a fatty acid and a neutralizing agent of the present invention of 4:1.
2 is a graph showing the results of the SAXS experiment in order to confirm that Example 1 of the present invention forms a lamellar structure.
3 is a photograph showing whether precipitation occurs during preparation in a gel form while varying the molar ratio of fatty acid and neutralizing agent.

Hereinafter, in order to enable those of ordinary skill in the art to easily practice the present invention, the present invention will be described in detail.

One aspect of the present invention provides a multi-layered ceramide lamellar structure comprising a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 9:1 to 1.2:1.

One aspect of the present invention provides a multilayer ceramide lamellar structure in which the multilayer ceramide lamellar structure further comprises a fatty alcohol.

One aspect of the present invention provides a multi-layered ceramide lamellar structure in which the fatty acid has 12 to 22 carbon atoms.

In one aspect of the present invention, the fatty acid is lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. (behenic acid) comprising any one or more; The fatty alcohol is lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol, and behenyl alcohol. comprising any one or more of; A multi-layered ceramide lamellar structure is provided.

One aspect of the present invention provides a multi-layered ceramide lamellar structure in which the neutralizing agent is a neutralizing agent including any one or more of tromethamine, triethanolamine, sodium hydroxide, potassium hydroxide, aminomethylpropanol, aminomethylpropanediol, and arginine.

One aspect of the present invention provides a multi-layered ceramide lamellar structure wherein the fatty acid is stearic acid, and the neutralizing agent is tromethamine.

Another aspect of the present invention provides a multi-layered ceramide lamellar structure in which the ceramide is at least one of natural ceramide and similar ceramide.

Another aspect of the present invention provides an oil-in-water makeup cosmetic composition 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 an oil-in-water makeup cosmetic composition wherein the pseudo ceramide is at least one of the compounds represented by the following Chemical Formulas 1 to 6.

[Tue 1]

(Wherein, R is a C9-C21 saturated or unsaturated aliphatic chain.)

[Tue 2]

(Wherein n is 1 or 2; R and R' are C9-C21 saturated or unsaturated aliphatic chains.)

[Tuesday 3]

(In the above formula,

m and n are the same or different and are an integer from 1 to 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 represent a C1-C31 straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;

A ¹ , A ² and A ³ are the same or different and are hydrogen or any one of the substituents of the following structure, except when A ¹ , A ² and A ³ are simultaneously hydrogen:

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, where L is a calico metal]),

[Tue 4]

(Wherein, R and R' are the same or different, and are a C ₁₀ -C ₃₂ straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;

R ³ and R ⁴ are the same or different and are hydrogen or a C1-C4 alkyl group or hydroxyalkyl group;

R ⁵ is -A or -CH2CH2OA, wherein A is any one of the substituents of the following structure.

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),

[Tue 5]

(wherein m and n are the same or different and are integers from 1 to 4; R and R' are the same or different, and are C1-C31 straight-chain or branched saturated or unsaturated alkyl groups with or without a hydroxy group; ; A1 and A2 are the same or different and are either hydrogen or a substituent of the following structure;

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),

[Tue 6]

(wherein m and n are the same or different and are integers from 1 to 3;

k and l are the same or different and are 1 or 2;

j is 0 or 1;

A ¹ , A ² and A ³ are the same or different, and are hydrogen or any one of a substituent of the following structure;

[Wherein, M. M ¹ and M ² are an alkali metal or an organic base containing nitrogen, and L is an alkaline earth metal];

R is a substituent having the structure:

[Wherein, B is a methyl group at the 5-, 7- or 8-position of tocopherol, m is an integer from 1 to 3, and D is -CH2(CH3)-CH- or -CH(CH3)=C- .])

Another aspect of the present invention provides a water-in-oil cosmetic composition comprising the multi-layered ceramide lamellar structure.

Specifically, the water-in-oil cosmetic composition may be in the form of a gel. In addition, the water-in-oil cosmetic composition may be in the form of a cream or lotion by appropriately adding oil to form an oil drop inside the gel.

In another aspect of the present invention, the molar ratio of the fatty acid and the neutralizing agent is 9:1 or less, 8.5:1 or less, 8:1 or less, 7.5:1 or less, 7.4:1 or less, 7.3:1 or less, 7.2:1 or less, 7.1:1 or less or less, 7:1 or less, 6.9:1 or less, 6.8:1 or less, 6.7:1 or less, 6.6:1 or less, 6.5:1 or less, 6.4:1 or less, 6.3:1 or less, 6.2:1 or less, 6.1:1 or less or less, 6:1 or less, 5.9:1 or less, 5.8:1 or less, 5.7:1 or less, 5.6:1 or less, 5.5:1 or less, 5:1 or less, 4.5:1 or less, 4:1 or less, 3.5:1 or less or less, 3:1 or less, 2.5:1 or less, 2.4:1 or less, 2.3:1 or less, 2.2:1 or less, 2.1:1 or less, 2:1 or less, 1.9:1 or less, 1.8:1 or less, 1.7:1 or less or less, 1.6:1 or less, 1.5:1 or less, 1.4:1 or less, 1.3:1 or less, or 1.2:1 or less.

In addition, the molar ratio of the fatty acid and the neutralizing agent is 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 and the neutralizing agent is within the above range, a stable lamellar structure including ceramide can be obtained. In the case of formulations using only nonionic emulsifiers, the hydrogen bond between the hydrophilic part of the emulsifier and the aqueous phase is weakened at high temperatures, and the fluidity of lipids is lowered at low temperatures. There is this. When a neutralized fatty acid is used as a surfactant, the interaction with the aqueous phase becomes stronger by making the fatty acid have a charge, so that a lamellar structure is stably formed even after rapid cooling after formulation. The charge of the neutralized fatty acid causes a repulsive force between the lamellar layers, and also serves to stably maintain the arrangement of the lamellar layer-water phase-lamellar layer. In addition, the charged fatty acid induces an ion-dipole interaction with the hydrophilic part of other fatty acids and amphoteric lipids in the lamellar layer, thereby increasing the stability of the lamellar itself.

Another aspect of the present invention provides a multi-layered ceramide lamellar structure in which the ceramide is at least one of natural ceramide and similar ceramide.

Another aspect of the present invention provides an external composition for skin including the multi-layered ceramide lamellar structure. Specifically, the composition for external application for skin may be a cosmetic composition.

In one aspect of the present invention, the multi-layered ceramide lamellar structure may further include at least one selected from the group consisting of alcohol, vegetable wax, synthetic wax, ozokerite, cetyl palmitate, beeswax, lipids and lipid peptides. . In addition, in one aspect of the present invention, the multi-layered ceramide lamellar structure may further include an oil, and the oil is not limited as long as it is a general oil, but may preferably be an ester oil or a hydrocarbon oil. Specifically, the ester oil is isopropyl myristate, isopropyl palmitate, octyl-dodecyl myristate, cetyl octanoate, cetyl 2-ethyl hexanoate, C14-18 alkyl ethylhexatoate, coco-caprylate / Caprate and decyl cocoate, the di-ester oil is butylene glycol dicaprylate, dicaprate, diisostearyl maleate, di-C12-13 alkyl maleate, neopentyl glycol diheptanoate, tri decyl stearate, neopentyl glycol dicaprylate/dicaprate, tridecyl trimellitate and dicapryl carbonate. Hydrocarbon oils may be hydrogenated polyisobutene, hydrogenated polyisobutene, hydrogenated polydecene and squalane.

In the present specification, the term "ceramide" may be one or more selected from the group consisting of natural ceramides and pseudo-ceramides. The natural ceramide is a ceramide existing in nature, and includes ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, ceramide 7, ceramide 8, and the like, and the pseudo ceramide is ceramide 104 and ceramide. 102, etc. In the present invention, pseudo ceramide refers to a compound having a double-chain lamellar structure, which is a structure of natural ceramide.

In addition, one aspect of the present invention provides a composition for external application to the skin comprising the multi-layered ceramide lamellar structure. In the composition for external application for 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. When the above range is satisfied, the phase stability is very good and a large amount of moisture can be retained, so it is very effective in moisturizing the skin and restoring the barrier function. When the content is less than 0.01%, it is difficult to induce a desired feeling of moisture and moisturizing power, and when it exceeds 20%, it is difficult to maintain stability, so it is preferable to maintain the above range.

The composition according to one aspect of the present invention may contain a certain amount of a sparingly soluble material in the composition due to the nature of the lamellar structure, which is a double layered structure, which may be usually ceramide 3B or the like.

The composition for external application for skin according to one aspect of the present invention may be a composition for external application for skin moisturizing or enhancing skin elasticity. As described above, the moisture content is increased by the multi-layered lamellar liquid crystal formed by the ceramide and the skin barrier effect is improved, so it can be used excellently for skin moisturizing and skin elasticity enhancement purposes.

In one aspect of the present invention, an oily solution containing ceramide; aqueous solution; and a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 9:1 to 1.2:1; provides a method for producing a multi-layered ceramide lamellar structure comprising the step of mixing.

In addition, the composition for external application for skin according to one aspect of the present invention may be prepared by a method for manufacturing a multi-layered ceramide lamellar structure comprising mixing an oily solution containing ceramide, an aqueous solution, and a solid fatty acid and a neutralizing agent. have.

The multi-layered ceramide lamellar structure may be formed by a solid fatty acid and a neutralizing agent.

The composition for external application for skin according to the present invention may be, for example, a pharmaceutical composition or a cosmetic composition.

The pharmaceutical composition may further contain pharmaceutical adjuvants and other therapeutically useful substances such as preservatives, stabilizers, wetting agents or emulsification accelerators, salts and/or buffers for regulating osmotic pressure, and various parenteral agents according to conventional methods. It can be formulated in oral dosage forms. The parenteral dosage form may be a transdermal dosage form, for example, a lotion, ointment, gel, cream, patch or spray dosage form, but is not limited thereto. Determination of the dosage of the active ingredient is within the level of those skilled in the art, and the daily dosage of the drug varies depending on various factors such as the degree of sub-progression of the subject to be administered, the onset time, age, health status, complications, etc., but In general, 1 μg/kg to 200 mg/kg of the composition, preferably 50 μg/kg to 50 mg/kg, can be administered in divided doses 1 to 3 times a day, and the dosage can be determined by any method. It is not intended to limit the scope of the present invention.

The formulation of the cosmetic composition is not particularly limited, and may be appropriately selected according to the purpose. For example, softening lotion (skin lotion and milk lotion), nourishing lotion, essence, nourishing cream, massage cream, pack, gel, essence, eye cream, eye essence, cleansing cream, cleansing foam, cleansing water, pack, powder, It may be prepared in any one or more formulations selected from the group consisting of body lotion, body cream, body oil and body essence, but is not limited thereto. The content of the active ingredient is not particularly limited, but may be included in an amount of 0.01 to 10% by weight based on the total weight of the composition. When the active ingredient satisfies the content, excellent efficacy may be exhibited without side effects. The cosmetic composition may also contain cosmetically acceptable excipients that act as diluents, dispersants or carriers to facilitate distribution when the composition is applied to the skin. Preferably, the composition is an oil-in-water (O/W) emulsion, wherein the emulsion preferably contains at least 70% by weight of an aqueous phase comprising water. However, the present invention is not limited thereto, and any known cosmetically acceptable excipient may be used. In addition, the cosmetic composition may include cosmetic aids commonly used in the field of the present invention, such as fatty substances, organic solvents, silicon, thickeners, emollients, supplemental sunscreens, foam inhibitors, humectants, fragrances, preservatives, surfactants, Guns, sequestrants, cationic, anionic, non-ionic or amphoteric polymers or mixtures thereof, propellants, basifying or acidifying agents, dyes, pigments or nanopigments (in particular, UV irradiation physically It is made to provide supplementary light protection effect by blocking), or various other ingredients commonly used in cosmetics, particularly used in the manufacture of sun protection compositions. Among the organic solvents, lower alcohols and polyols such as ethanol, isopropanol, propylene glycol, glycerol and sorbitol can be mentioned. Fatty substances may consist of oils or waxes or mixtures thereof, fatty acids, fatty acid esters, fatty alcohols, petrolatum, paraffin, lanolin, hydrogenated lanolin or acetylated lanolin. The oil may be animal, vegetable, mineral or synthetic oil, in particular hydrogenated palm oil, hydrogenated castor oil, liquid petrolatum, liquid paraffin, purcellin oil, volatile or non-volatile silicone oil and isoparaffin.

When the cosmetic composition is a sunscreen composition for protecting the epidermis of the human body from ultraviolet rays, it may take the form of a suspension or dispersion of a solvent or a fatty substance, or alternatively, an emulsion such as a cream or an emulsion (especially oil-in-water) -in-water, O/W) or in the form of water-in-oil, but preferably in the form of O/W), or in the form of a vesicle dispersion, or in the form of an ointment, gel, solid stick or aerosol It can take the form of bubbles. The emulsion may further comprise anionic, nonionic, cationic or amphoteric surfactants.

In addition, when the cosmetic composition is used for hair protection, it is used in the form of shampoo, lotion, gel, or rinse composition before and after washing hair, before and after dyeing or bleaching, during or before wave perming or straight perming. and may take the form of lotions or gels for styling or treatment, lotions or gels for dryers or hair setters, hair lacquers or compositions for waving or straightening hair, and compositions for dyeing or bleaching hair. can be

In addition, the cosmetic composition is used as a makeup product for eyelashes, eyebrows, skin or hair, such as a skin treatment cream, foundation cream, lipstick, eye shadow, rouge, eyeliner, mascara or coloring gel. , solid or paste and anhydrous or aqueous, such as oil-in-water or water-in-oil emulsions, suspensions or gels.

The present invention also relates to a therapeutic agent for a skin disease comprising the composition for external application for the skin, and the skin disease is not particularly limited, but may be, for example, acne, psoriasis, hair loss or keratin abnormality. Furthermore, the present invention relates to an external preparation for skin including the composition for external application for skin, and the external preparation for skin is a generic term that can include anything applied outside the skin, and various formulations of cosmetics and pharmaceuticals can be included therein. The external preparation for skin is also not particularly limited, but may be, for example, an external preparation for skin anti-aging or skin wrinkle improvement.

The present invention will be described in more detail through the following practice. However, the examples are provided to illustrate the present invention, and the scope of the present invention is not limited thereto.

Example 1

ingredient Content (wt%) paid Ceramide PC-102 3.50 Ceramide PC-104 4.00 Cholesterol 2.50 Stearic acid 7.50 Cetearyl alcohol 5.00 Behenyl alcohol 2.00 Awards Butylene Glycol 10.00 Glycerin 5.00 Capryl Glycol 0.10 Tromethamine 0.80 Water To 100.00

The raw materials were mixed with the composition shown in Table 1 to prepare a gel formulation method. Stearic acid and tromethamine were prepared in a molar ratio of 4:1. According to the composition of Table 1, the oil phase was heated to 80° C., and the aqueous phase was heated to 70° C. in a separate container to dissolve, and the aqueous phase was mixed with the oil phase and stirred with a homomixer. The stirred contents were cooled to 30° C. after removing air bubbles. As a result, the resulting composition formed a stable gel as shown in FIG. 1 below.

Experimental Example 1 - Whether lamellar structure is formed

A small-angle X-ray scattering (SAXS) experiment was performed to determine whether the resulting composition of Example 1 forms a stable lamellar structure. After the SAXS experiment, it was determined that the lamellar structure was formed when the reciprocal of the corresponding distance of each peak representing the significant scattering intensity was in a ratio of about 1:2:3. As a result of the SAXS experiment with the composition of Example 1, a main peak having a ratio of about 1:2:3 to the reciprocal of the distance was found ( FIG. 2 ). Therefore, the formation of the lamellar structure was confirmed in the composition of Example 1 of the present invention.

Experimental Example 2 - Precipitation Experiment

A gel formulation was prepared in the same manner as in Example 1, except that the molar ratio of stearic acid and tromethamine in the composition ratio of Example 1 was shown in Table 2 below.

Comparative Example 1 Comparative Example 2 Example 2 Example 1 Example 3 Example 4 Stearic acid: tromethamine
molar ratio of 12:0 12:1 6:1 4:1 2:1 1.3:1

The results of taking external photos of the gel formulations of Comparative Examples 1 to 2 and Examples 1 to 4 are shown in FIG. 3 . As a result, when the molar ratio of the fatty acid and the neutralizing agent was 12:0 to 12:1, gel was not formed and wax was precipitated, whereas at a weight of 6: 1 or more, it was confirmed to form a gel.

Claims (9)

It contains a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 7.0:1 to 2.1:1,
The fatty acid is stearic acid, and the neutralizing agent is tromethamine, a multi-layered ceramide lamellar structure. The method of claim 1,
The multi-layered ceramide lamellar structure further comprises a fatty alcohol. The method of claim 1,
The ceramide is any one or more of natural ceramide and similar ceramide, multi-layered ceramide lamellar structure. 4. The method of claim 3,
The natural ceramide is any one or more of ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6, ceramide 7 and ceramide 8, multi-layered ceramide lamellar structure. 4. The method of claim 3,
The pseudo ceramide is at least one of the compounds represented by the following formulas 1 to 6, a multi-layered ceramide lamellar structure.
[Tue 1]

(Wherein, R is a C ₉ -C ₂₁ saturated or unsaturated aliphatic chain.)
[Tue 2]

(Wherein, n is 1 or 2; R and R' are C ₉ -C ₂₁ saturated or unsaturated aliphatic chains.)
[Tuesday 3]

(In the above formula,
m and n are the same or different and are an integer from 1 to 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 a C ₁ -C ₃₁ straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;
A ¹ , A ² and A ³ are the same or different and are hydrogen or any one of the substituents of the following structure, except when A ¹ , A ² and A ³ are simultaneously hydrogen:

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),
[Tue 4]

(Wherein, R and R' are the same or different, and are a C ₁₀ -C ₃₂ straight-chain or branched saturated or unsaturated alkyl group with or without a hydroxy group;
R ³ and R ⁴ are the same or different and are hydrogen or a C ₁ -C ₄ alkyl group or hydroxyalkyl group;
R ⁵ is -A or -CH ₂ CH ₂ OA, wherein A is any one of the substituents of the following structure.

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),
[Tue 5]

(wherein m and n are the same or different and are integers from 1 to 4; R and R' are the same or different, and C ₁ -C ₃₁ straight or branched chain saturated or unsaturated with or without a hydroxy group an alkyl group: A1 and A2 are the same or different and are either hydrogen or a substituent of the following structure;

[Wherein, M, M ¹ and M ² are alkali metal, lysine, arginine, histidine, triethanolamine, ammonia, polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride, L is an alkaline earth metal]),
[Tue 6]

(wherein m and n are the same or different and are integers from 1 to 3;
k and l are the same or different and are 1 or 2;
j is 0 or 1;
A ¹ , A ² and A ³ are the same or different, and are hydrogen or any one of a substituent of the following structure;

[Wherein, M. M ¹ and M ² are an alkali metal or an organic base containing nitrogen, and L is an alkaline earth metal];
R is a substituent having the structure:

[Wherein, B is a methyl group at the 5-, 7- or 8-position of tocopherol, m is an integer from 1 to 3, and D is -CH ₂ (CH ₃ )-CH- or -CH(CH ₃ )= C-.]) [Claim 6] An oil-in-water cosmetic composition comprising the ceramide lamellar structure according to any one of claims 1 to 5. 7. The method of claim 6,
The composition is a gel, oil-in-water cosmetic composition. 7. The method of claim 6,
The composition is a cream or lotion, oil-in-water cosmetic composition. oily solutions containing ceramides; aqueous solution; and a solid fatty acid salt mixed with a fatty acid and a neutralizing agent in a molar ratio of 7.0:1 to 2.1:1;
[Claim 6] The method for manufacturing a multi-layered ceramide lamellar structure according to any one of claims 1 to 5.

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