JP2022133154A - Compositions containing lipid membrane structures and production methods thereof - Google Patents

Abstract

To provide compositions containing lipid membrane structures to enable easy preparation of minute lipid membrane structures and production methods thereof.SOLUTION: The composition containing lipid membrane structures contains: (a) a phospholipid whose PC content is 55 mass% or more; (b) one or more components selected from (ascorbyl/tocopheryl) phosphate and a salt thereof and anionic surfactants; (c) a C5-C6 alkanediol, where the mass ratio of the component (a) and the component (b) is from 80:20 to 99:1; the component (a) is a hydrogenated phospholipid; and the component (b) is one or more components selected from (ascorbyl/tocopheryl) phosphate, N-acylamino acid salt, fatty acid salt, N-acyltaurine salt and alkyl sulfate.SELECTED DRAWING: Figure 1

Description

TECHNICAL FIELD The present invention relates to a composition containing a lipid membrane structure and a method for producing the same, which is used in cosmetics, external preparations for skin, and the like.

Lipid membrane structures are widely used in fields such as cosmetics. For example, bicelles and liposomes are known as lipid membrane structures. A bicelle is considered to be the smallest lipid bilayer model and has a disk-like (disk-like) single-layer lamellar structure. Liposomes, on the other hand, are spherical closed endoplasmic reticulum composed of lipid bilayer membranes. These lipid membrane structures have skin care effects such as moisturizing, and can contain active ingredients.

Conventionally, the liposome-containing composition disclosed in Patent Document 1 is known as a composition to be blended in, for example, skin cosmetics. The composition contains phospholipids, ceramides, and branched alcohols to enhance the flexibility of the liposome membrane. The improved flexibility maintains the shape of the liposomes without collapsing, resulting in excellent storage stability.

Japanese Unexamined Patent Application Publication No. 2011-032230

By the way, in order to form fine lipid membrane structures in the preparation of lipid membrane structures, emulsification using a high-pressure homogenizer or the like is generally required. However, workability and cost tend to increase. On the other hand, the Bangham method is known as a method for preparing a bicelle, which is a lipid membrane structure. However, since this method uses an organic solvent such as chloroform, it is necessary to remove the organic solvent in the manufacturing process, and it cannot be said that it is suitable for mass production.

An object of the present invention is to provide a composition containing a lipid membrane structure and a method for producing the same from which a fine lipid membrane structure can be obtained easily.

A composition containing the lipid membrane structure of the present invention (hereinafter simply referred to as composition) comprises
(a) Phospholipids having a PC content of 55% by mass or more (b) (ascorbyl/tocopheryl) phosphoric acid and salts thereof, and one or more selected from anionic surfactants (c) having 5 to 6 carbon atoms containing an alkanediol,
The mass ratio of the component (a) and the component (b) is 80:20 to 99:1.

The component (a) is characterized by being a hydrogenated phospholipid. Further, the component (a) is characterized by having an acid value of less than 5 mgKOH/g.

The component (b) is one or more selected from (ascorbyl/tocopheryl) phosphate, N-acyl amino acid salt, fatty acid salt, N-acyl taurine salt, and alkyl sulfate. do.

Further, the component (b) is one or more selected from N-acyl amino acid salts and N-acyl taurine salts, and has an acyl group derived from a fatty acid having 14 to 18 carbon atoms. do.

Furthermore, it is characterized by containing glycerin as a component (d).

Furthermore, it is characterized by containing one or more selected from phytosterol, cholesterol, phytosteryl ester, and cholesteryl ester as component (e).

The mass ratio of the component (e) to the component (a) ((e)/(a)) is 1/100 to 1/50.

A composition containing the lipid membrane structure is a cosmetic or an external preparation for skin.

The production method of the present invention is a method for producing the lipid membrane structure of the present invention, wherein the component (a), the component (b), and the component (c) are heated and dissolved, and then mixed with water. It is characterized by being obtained by stirring.

Since the composition of the present invention contains the above components (a) to (c), it does not require emulsification using a high-pressure homogenizer or other means for refining, nor does it require removal of the organic solvent. Therefore, a composition containing fine lipid membrane structures can be easily obtained. Moreover, the composition of the present invention is useful as a cosmetic or an external preparation for skin.

1 is a photograph of the composition of Example 1-1 observed with a transmission electron microscope. 1 is a photograph of the composition of Example 2-4 observed with a transmission electron microscope. 1 is a photograph of the composition of Example 11 observed with a transmission electron microscope.

The present invention will be described in detail below. In this specification, "-" shall mean a range including numerical values before and after it.

<Component (a)>
Component (a) in the present invention is a phospholipid having a PC (phosphatidylcholine) content of 55% by mass or more. From the viewpoint of formation of a lipid membrane structure, a higher PC content is preferable, specifically, a PC content of 65% by mass or more is preferable, and a PC content of 75% by mass or more is more preferable. Moreover, the PC content is, for example, 99.5% by mass or less.

Examples of phospholipids include natural phospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol, lysophosphatidylcholine, sphingomyelin, egg yolk lecithin, and soybean lecithin; synthetic phospholipids such as dilauroylphosphatidylcholine and dimyristoylphosphatidylcholine; Hydrogenated phospholipids such as hydrogenated soybean lecithin, hydrogenated egg yolk lecithin, hydrogenated phosphatidylcholine, and hydrogenated phosphatidylserine are included. 1 type(s) or 2 or more types can be used for these. In the case of using two or more kinds of phospholipids, the total PC content of the phospholipids used in combination should be 55% by mass or more, and less than 55% by mass of phospholipids may be used.

Component (a) preferably contains hydrogenated phospholipids, more preferably hydrogenated soybean phospholipids, from the viewpoint of storage stability and the like.

The acid value of component (a) (the value of the entire phospholipid when two or more phospholipids are used) is not particularly limited, and can be, for example, less than 15 mgKOH/g or less than 5 mgKOH/g. Acid number is mg of potassium hydroxide (KOH) required to neutralize 1 g of sample. The acid value can be measured according to the Japanese Pharmacopoeia (17th revision) general test method, test method for oils and fats, and acid value.

The content of component (a) is not particularly limited, but from the viewpoint of storage stability and dispersibility, it is preferably 0.05 to 3% by mass, more preferably 0.05 to 2% by mass, based on the total amount of the composition. , 0.1 to 1.5 mass % is more preferable.

<Component (b)>
Component (b) in the present invention is one or more selected from (ascorbyl/tocopheryl) phosphoric acid and salts thereof and anionic surfactants.

(Ascorbyl/tocopheryl) phosphate and its salts have various functions such as antioxidant action, active oxygen scavenging action, moisturizing action, and normalization of stratum corneum generation cycle. For example, as a commercial product of (ascorbyl/tocopheryl) phosphate, EPC (SENJU) manufactured by Senju Pharmaceutical can be used. EPC (SENJU) is an alkali metal salt containing 1-2 moles of potassium per mole of dl-α-tocopherol 2-L-ascorbic acid phosphate.

An anionic surfactant is a general term for surfactants having an anionic hydrophilic group, and includes, for example, carboxylic acid-type surfactants, phosphate-type surfactants, sulfate-type surfactants, A sulfonic acid-type surfactant or the like can be used.

Carboxylic acid-type surfactants are surfactants having one or more carboxyl groups in the molecule. Carboxylic acid surfactants include, for example, N-acylamino acids, alkyl ether carboxylic acids, polyoxyethylene alkyl ether carboxylic acids, N-acylmethylalanine, diacylamino acids and their salts, and fatty acid salts. Counterions for the salts include alkali metals (sodium, potassium, etc.), alkaline earth metals (calcium, magnesium, etc.), ammonium, and the like. The counter ion of the salt is the same for other surfactants described later.

Phosphate ester type surfactants are surfactants having one or more phosphate ester bonds in the molecule. Examples thereof include alkyl phosphates, polyoxyethylene alkyl ether phosphates, polyoxyethylene alkylphenyl ether phosphates and salts thereof.

Sulfate-type surfactants include alkyl sulfates, polyoxyethylene alkyl sulfates, alkyl ether sulfates, polyoxyethylene alkyl ether sulfates and salts thereof.

A sulfonic acid type surfactant is a surfactant having a sulfonic acid group. Examples of sulfonic acid-type surfactants include alkanesulfonic acids, alkylbenzenesulfonic acids, α-olefinsulfonic acids, α-sulfo fatty acid methyl esters, N-acyl taurine and salts thereof.

In particular, component (b) preferably contains one or more selected from (ascorbyl/tocopheryl) phosphates, N-acyl amino acid salts, fatty acid salts, N-acyl taurine salts, and alkyl sulfates. . Further, N-acylamino acid salts and N-acyl taurine salts preferably have an acyl group derived from a fatty acid having 14 to 18 carbon atoms in the molecular structure.

N-acyl amino acid salts include N-lauroyl-L-glutamate, N-myristoyl-L-glutamate, N-stearoyl-L-glutamate, N-coconut fatty acid acyl-L-glutamate, N-acyl - N-acyl glutamate such as L-glutamate, N-acyl glycinate such as N-coconut fatty acid acyl glycinate, N-acyl sarcosinate such as lauroyl sarcosinate, myristoylmethylaminoacetate, palmitoyl sarcosinate etc. Fatty acid salts include myristate, laurate, palmitate, stearate, oleate and the like.

The N-acyl taurine salts include lauroylmethyltaurate, myristoylmethyltaurate, N-stearoyl-N-methyltaurate and the like. Examples of alkyl sulfates include lauryl sulfate, myristyl sulfate, cetyl sulfate, hardened coconut oil fatty acid glyceryl sulfate, and the like.

The content of component (b) is not particularly limited, but is preferably 0.005 to 0.5% by mass, more preferably 0.01 to 0.3% by mass, and 0.01 to 0 0.05% by weight is more preferred.

In the present invention, the weight ratio of component (a) and component (b) is from 80:20 to 99:1. If the content of component (b) exceeds a certain amount relative to the content of component (a), formation of the lipid membrane structure tends to be difficult. The mass ratio is preferably 90:10 to 99:1, more preferably 90:10 to 95:5.

<Component (c)>
Component (c) in the present invention is an alkanediol having 5 to 6 carbon atoms. This alkanediol has a structure in which two hydroxyl groups are added to a linear or branched alkane having 5 to 6 carbon atoms. As shown in Examples below, it is difficult to form a fine lipid membrane structure when the number of carbon atoms is 4 or less and 7 or more.

Examples of alkanediols having 5 to 6 carbon atoms include 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, isopentanediol, 1,2-hexanediol, 1,3-hexanediol, 1,4-hexanediol, 1,5-hexanediol, 1,6-hexanediol, 3-methyl-1,5-pentanediol, 2-methyl-2,4-pentanediol, etc. is mentioned. Among these, it is preferable to use one or two selected from 1,2-pentanediol and 1,2-hexanediol.

The content of component (c) is not particularly limited, but is preferably 1 to 5% by mass, more preferably 2 to 5% by mass, based on the total amount of the composition.

<Component (d)>
The composition of the present invention may further contain glycerin as component (d). The content of glycerin is preferably 1 to 5% by mass, more preferably 2 to 5% by mass, based on the total amount of the composition. Also, component (d) is preferably included in the same amount as component (c). Specifically, the mass ratio of component (d) and component (c) is preferably 40:60 to 60:40, more preferably 45:55 to 55:45.

<Component (e)>
The composition of the present invention may further contain a fat-soluble compound as component (e). Fat-soluble compounds include sterols such as phytosterol and cholesterol; sterol esters such as phytosteryl ester and cholesteryl ester; higher fatty acids such as oleic acid and behenic acid; ceramide EOS, ceramide NG (ceramide 2), ceramide NP (ceramide ceramides such as 3); fat-soluble vitamins such as retinol and tocopherol; and hydrocarbons such as limonene, vaseline and squalane. Sterols and ceramides are also known as active ingredients for improving skin barrier function.

Phytosterols are a kind of sterols and are also called plant sterols. Phytosterols include, for example, β-sitosterol, campesterol, stigmasterol, brassicasterol and the like. Moreover, cholesterol is a kind of sterol.

Phytosteryl esters are obtained, for example, by esterification of fatty acids with phytosterols. Examples of fatty acids include fatty acids having 4 to 32 carbon atoms. Specific examples include butyric acid, caproic acid, caprylic acid, nonanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, and linolenic acid.
As fatty acids, mixtures extracted from natural products such as lanolinic acid and macadamia nut fatty acids may be used. Hydroxyl fatty acids such as hydroxystearic acid and amino acid derivatives such as N-lauroylglutamic acid may also be used.

Cholesteryl esters are obtained, for example, by esterification of fatty acids with cholesterol. Examples of fatty acids include fatty acids having 4 to 32 carbon atoms as described above. As fatty acids, mixtures extracted from natural products such as lanolinic acid and macadamia nut fatty acids may be used. Hydroxyl fatty acids such as hydroxystearic acid and amino acid derivatives such as N-lauroylglutamic acid may also be used.

Phytosterol, cholesterol, phytosteryl ester, and cholesteryl ester may be used alone or in combination of two or more. For example, commercially available sterol ester mixtures can be used.

The content of component (e) is preferably 0.001-3% by mass, more preferably 0.005-1% by mass, and still more preferably 0.005-0. 5% by mass. The mass ratio of component (e) to component (a) ((e)/(a)) is preferably 1/100 to 1/10, more preferably 1/100 to 1/50.

<Component (f)>
The compositions of the present invention may further contain water as component (f). In this case, component (f) is used as a dispersion medium for the lipid membrane structure. Component (f) can be used without any particular limitation as long as it is commonly used in the fields of cosmetics, pharmaceuticals and the like. As the component (f), for example, purified water, tap water, hot spring water, deep sea water, etc. can be used, and one or more of these can be used as appropriate. The content of component (f) is not particularly limited, but is preferably 70 to 95% by mass, more preferably 80 to 95% by mass.

<Component (g)>
The composition of the present invention may further contain a polyhydric alcohol other than components (c) and (d) as component (g). Component (g) functions as a solvent for the oily component during production of the composition. As component (g), for example, one or more selected from propylene glycol, dipropylene glycol, and 1,3-butylene glycol can be used.

Although the content of component (g) is not particularly limited, it is preferably 3 to 20% by mass, more preferably 3 to 10% by mass, based on the total amount of the composition.

In addition to the above components (a) to (g), the composition of the present invention may also contain optional components that are blended in ordinary cosmetics and external skin preparations as other components. For example, oils, water-soluble polymers, amino acids, organic acids, inorganic salts, chelating agents, preservatives, pH adjusters, dyes, water-soluble chemicals, etc., are appropriately blended as necessary.

The composition of the invention comprises a lipid membrane structure. A lipid membrane structure refers to particles having a lipid bilayer membrane (lamellar) structure, in which lipid molecules are arranged with the hydrophilic groups facing outward and the hydrophobic groups facing inward. Specific forms of the lipid membrane structure include liposomes and bicelles. In the composition of the present invention, liposomes and bicelles may be mixed, and the lamellar structure may be composed of a single layer or multiple layers.

In the present invention, the formation of lipid membrane structures can finally be confirmed using a transmission electron microscope (TEM). However, in the examples described later, from the viewpoint of screening performance, the formation of lipid membrane structures is primarily judged based on the average particle diameter measured using a dynamic light scattering measurement device. Specifically, it is determined that a lipid membrane structure is formed when the average particle size is 200 nm or less. The average particle size is preferably 150 nm or less, more preferably 100 nm or less, and even more preferably 80 nm or less, from the viewpoints of dispersibility and skin permeability. Also, the average particle size is, for example, 15 nm or more. In the present invention, the average particle size of the lipid membrane structure conforms to the particle size analysis-photon correlation method of JIS Z8826:2005.

In the present invention, the lipid membrane structure preferably contains a unilamellar lamellar structure, and more preferably contains a bicelle. A bicelle is a fine disk-shaped single-layer lamellar structure, and is excellent in compound encapsulation efficiency and skin permeability. Formation of bicelle can be confirmed by observing a disc-shaped image using a transmission electron microscope (TEM). In the form in which the composition contains bicelles, the ratio of bicelles (the number of disk images/the number of total particle images in the field of observation by an electron microscope) is preferably 50% or more, more preferably 80% or more. .

The composition of the present invention is preferably in a transparent state from the viewpoint of appearance and storage stability. This transparency can be evaluated by the transmittance measured at a specific wavelength using an ultraviolet/visible spectrophotometer, as shown in the examples below. The transmittance of the composition of the present invention is preferably 80% or higher, more preferably 85% or higher, even more preferably 90% or higher.

The composition of the present invention is prepared by heating and dissolving component (a), component (b), and component (c) (and optionally component (d) and/or component (e)), It can be obtained by mixing and stirring while adding the substance to a warmed aqueous phase, and performing purification, cooling, etc. as necessary. The aqueous phase contains component (f) (and optionally component (g)). The heating temperature is not particularly limited, but is preferably 50 to 90°C, more preferably 70 to 90°C. The mixing time is, for example, about 1 minute to 30 minutes.

The mixing means for mixing is not particularly limited, and usual mixing means such as a magnetic stirrer such as a hot stirrer, a paddle mixer, and a propeller mixer can be used. Agitation mixing using these mixing means is performed under non-pressurized conditions and does not require high mechanical shear forces. In the present invention, as described above, by combining specific components, a fine lipid membrane structure can be easily formed without using a fine-refining means such as a high-pressure homogenizer.

The composition of the present invention may be used as it is as a cosmetic or topical skin preparation, or after preparing the composition, it may be used as a cosmetic or topical skin preparation in combination with other ingredients. The dosage form is not particularly limited, and may be gel, paste, liquid, cream, solid, or the like.

EXAMPLES The present invention will be specifically described below with reference to Examples, but the present invention is not limited to these Examples.

Compositions having compositions shown in Tables 1 to 11 were prepared. Specifically, phases A and B were weighed and dissolved by heating at 80° C., then phase B was heated with a hot stirrer and stirred with a stirrer, and phase A was gradually added thereto. After adding the entire amount of phase A, the mixture was stirred for about 1 minute. After that, the mixture was cooled with water to 35° C. while stirring with a stirring rod to obtain a composition.

<Average particle size>
The average particle size of the particles in the resulting composition was measured using a dynamic light scattering measurement device (Zetasizer Nano ZS). The average particle size (Z-Average) obtained by cumulant analysis was used as the average particle size. In the examples, it was determined that a lipid membrane structure was formed when the average particle size was 200 nm or less. Furthermore, in some examples, TEM was used to actually confirm the formation of lipid membrane structures. The results are also shown in Tables 1 to 11.

<Transmittance>
In order to evaluate the transparency of the resulting composition, the transmittance at a wavelength of 700 nm was measured using an ultraviolet/visible spectrophotometer (UV-1600). The results are also shown in Tables 1 to 11.

First, in Tables 1 to 4, each component of component (a), component (b), and component (c) was examined. In Tables 1 to 4, the ingredients other than the study item ingredients and their compounding amounts are common.

In Table 1, the phospholipids of component (a) were examined. As shown in Table 1, lipid membrane structures were formed when the PC content was 55% by mass or more. Moreover, when the PC content increased, the average particle size increased and the transmittance tended to decrease. When observing the appearance of the compositions of Examples 1-1 to 1-5, they all showed a microemulsion-like appearance. The acid value of the hydrogenated soybean phospholipids with a PC content of 90% in Table 1 is less than 5 mgKOH/g, and the acid value of the hydrogenated soybean phospholipids with a PC content of 75-85% is 10 mgKOH/g or more and 15 mgKOH. /g.
The composition of Example 1-1 was microscopically observed using a transmission electron microscope (JEM-1400Plus). The observed photograph is shown in FIG. As shown in FIG. 1, many rod-shaped images were observed, confirming the formation of bicelles.

In Tables 2 and 3, the anionic surfactant and the like of component (b) were examined. As shown in Table 2, no lipid membrane structure was formed when the composition did not contain component (b) (Comparative Example 2-1). From the results in Tables 2 and 3, (ascorbyl/tocopheryl) phosphate, or carboxylic acid-type, sulfate-type, and sulfonate-type anionic surfactants are combined with component (a) and component (c). A lipid membrane structure was formed by blending with
Further, when the composition of Example 2-4 was observed under a transmission electron microscope, the formation of bicelles was confirmed (see FIG. 2). Similarly, the composition of Example 3-2 was also confirmed to form bicelles by microscopic observation.

In Table 4, the polyhydric alcohol of component (c) was examined. As shown in Table 4, lipid membrane structures were formed when 1,2-pentanediol and 1,2-hexanediol were used as the component (c) (Examples 4-1 and 4-2).
On the other hand, when the number of carbon atoms was 4 or less (Comparative Examples 4-1 and 4-2), the average particle size increased and the transmittance decreased significantly. In the case of 7 or more carbon atoms (Comparative Examples 4-5), a precipitate was formed, resulting in separation of the composition. Also, even when the number of carbon atoms was 6, the average particle size increased when the side chain had an ether bond (Comparative Examples 4-3 and 4-4).

Next, in Tables 5 and 6, the mass ratio of component (a) and component (b) was examined. Potassium (ascorbyl/tocopheryl) phosphate was used for component (b). In Tables 5 and 6 (including Tables 7 to 11 described later), only (f) purified water was used as the B phase.

As shown in Table 5, fine lipid membrane structures were formed when the mass ratio of component (a) to component (b) was 80:20 to 99:1. Furthermore, the average particle size tended to decrease as the content ratio of component (b) to component (a) increased within the mass ratio range. On the other hand, when the mass ratio of component (a) and component (b) was 70:30 (Comparative Example 5-1), the average particle size increased. When the component (d) glycerin was added (Examples 5-6 to 5-8), almost no effect on the average particle size and transmittance was observed.
In addition, microscopic observation confirmed the formation of bicelles in the compositions of Examples 5-2 to 5-5.

In Table 6, (b) the content of potassium (ascorbyl/tocopheryl) phosphate was fixed at 0.035% by mass, and the content of (a) phospholipid was changed from 0.4 to 1% by mass, and the mass ratio It was investigated. As shown in Examples 6-1 to 6-7, the larger the content ratio of component (b) to component (a) in the mass ratio (a:b) range of about 97:3 to 92:8, the average A tendency for the particle size to decrease was observed. Also, the transmittance increased as the average particle size decreased.
In addition, microscopic observation confirmed the formation of bicelles in the compositions of Examples 6-8 and 6-9.

Subsequently, in Tables 7 to 10, the fat-soluble compound of component (e) was examined. Specifically, the content of (a) phospholipid was fixed at 0.7% by mass, and the mass ratio of component (e) to component (a) was examined in the range of 1/700 to 1/5.

In Table 7, cholesteric liquid crystal was used as component (e). The sterol ester mixture in Table 7 is a mixture of dihydrocholesteryl oleate, cholesteryl nonanoate, dihydrocholesteryl butyrate, cholesteryl butyrate, and phytosteryl oleate. That is, the compositions shown in Table 7 use a mixture of phytosteryl esters and cholesteryl esters as component (e).
As shown in Table 7, when the mass ratio ((e)/(a)) was in the range of 1/100 to 1/14, both the average particle size and the transmittance were good, and no significant difference was observed. . On the other hand, in appearance observation, oil floating was observed in Examples 7-6 to 7-8, confirming a decrease in uniformity.
In addition, microscopic observation confirmed the formation of bicelles in the composition of Example 7-5.

In Table 8, phytosterols were used as component (e). In Table 8, when the mass ratio ((e)/(a)) is in the range of 1/70 to 1/5, the larger the content ratio of component (e) to component (a), the larger the average particle size. A tendency for the transmittance to decrease was observed.
In addition, microscopic observation confirmed the formation of bicelles in the compositions of Examples 8-3, 8-5, and 8-6.

In Table 9, cholesterol was used as component (e). Also in Table 9, the same results as in Table 8 were obtained.

In Table 10, higher fatty acids, ceramides, and hydrocarbons were used as component (e). Also in Table 10, there was a tendency that the larger the mass ratio ((e)/(a)), the larger the average particle size and the lower the transmittance.
In addition, microscopic observation confirmed the formation of bicelles in the compositions of Examples 10-9.

Next, two types of compositions were compared between a manufacturing method (method A) using a hot stirrer and a manufacturing method (method B) using a high-pressure homogenizer (emulsifying and dispersing device). The production method using a hot stirrer is a production method in which phases A and B are usually stirred as described above. Moreover, the production method using a high-pressure homogenizer is a production method in which phase A (and phase B) are stirred with a microfluidizer. Table 11 shows the results.

As shown in Table 11, in Example 11, even with the hot stirrer, results comparable to those with the high-pressure homogenizer were obtained. In particular, the hot stirrer was superior in terms of transmittance. Further, when the compositions obtained by methods A and B of Example 11 were observed under a microscope using a transmission electron microscope, the formation of bicelles was confirmed. FIG. 3 shows a micrograph of the composition obtained by method B as a reference.
On the other hand, Comparative Example 11 did not contain component (c), and no lipid membrane structure was formed by normal stirring. However, a lipid membrane structure was formed by using a high-pressure homogenizer.

From the results of the above examples, according to the present invention, by using at least the components (a) to (c) in combination, a lipid membrane structure can be easily made into fine particles without using a fine-size means such as a high-pressure homogenizer. can be formed.

Claims (10)

(a) Phospholipids having a PC content of 55% by mass or more (b) (ascorbyl/tocopheryl) phosphoric acid and salts thereof, and one or more selected from anionic surfactants (c) having 5 to 6 carbon atoms containing an alkanediol,
A composition comprising a lipid membrane structure, wherein the mass ratio of component (a) and component (b) is 80:20 to 99:1. 2. A composition comprising a lipid membrane structure according to claim 1, wherein said component (a) is a hydrogenated phospholipid. 3. A composition comprising a lipid membrane structure according to claim 1, wherein said component (a) has an acid value of less than 5 mgKOH/g. The component (b) is one or more selected from (ascorbyl/tocopheryl) phosphates, N-acyl amino acid salts, fatty acid salts, N-acyl taurine salts, and alkyl sulfates. A composition comprising the lipid membrane structure according to any one of claims 1 to 3. wherein said component (b) is one or more selected from N-acyl amino acid salts and N-acyl taurine salts and has an acyl group derived from a fatty acid having 14 to 18 carbon atoms; A composition comprising the lipid membrane structure according to any one of claims 1 to 3. 6. A composition comprising a lipid membrane structure according to any one of claims 1 to 5, further comprising glycerin as component (d). 7. The composition according to any one of claims 1 to 6, further comprising, as component (e), one or more selected from phytosterol, cholesterol, phytosteryl ester, and cholesteryl ester. A composition comprising a lipid membrane structure of The composition containing the lipid membrane structure according to claim 7, wherein the mass ratio ((e)/(a)) of said component (e) to said component (a) is 1/100 to 1/50. thing. A composition comprising the lipid membrane structure according to any one of claims 1 to 8, which is a cosmetic or an external skin preparation. A method for producing a composition comprising the lipid membrane structure according to any one of claims 1 to 5,
A method for producing a composition containing a lipid membrane structure, characterized in that the component (a), the component (b), and the component (c) are heated and dissolved, and then mixed with water and stirred.

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