JP7829192B2 - Aromatic three-phase emulsion composition - Google Patents

Description

This invention relates to an aromatic three-phase emulsified composition.

Traditionally, aromatic compounds have been used in a variety of fields.

For example, Patent Document 1 describes an emulsified fragrance formulation intended to be easily added to food and to retain its aroma even when the food is heated. This emulsified fragrance formulation is a W/O type emulsified fragrance formulation containing an oil phase that is liquid at room temperature and contains oils and fats and an emulsifier, and an aqueous phase that is dispersed in the oil phase as particles and contains water, inorganic salts, ethanol, and fragrance components, with the average particle size of the aqueous phase being 10 μm or less in mode diameter.

Incidentally, as an emulsification method different from that described in Patent Document 1, there is a three-phase emulsification method in which an emulsifier for three-phase emulsification is attached to the surface of the inner phase by van der Waals forces. As an emulsification technology using the three-phase emulsification method, for example, Patent Document 2 describes a water-in-oil (W/O) type emulsion containing inverse vesicles formed by sucrose fatty acid esters as an emulsifier, wherein the emulsion contains nonionic surfactants other than sucrose fatty acid esters. In Patent Document 2, the emulsification stability of the water-in-oil (W/O) type emulsion obtained by the three-phase emulsification method is evaluated by visually observing the emulsification state of the emulsion after it has been left to stand for a predetermined time.

However, not limited to the technology disclosed in Patent Document 2, emulsification stability must be confirmed solely after the preparation of the three-phase emulsion composition. Generally, emulsifiers used in three-phase emulsions are assumed to be hydrophilic nanoparticles that are insoluble in both water and oil. However, depending on the type of oil, even if the emulsion appears stable initially, some oils have the property of dissolving these hydrophilic nanoparticles over time. If the hydrophilic nanoparticles that should have been present at the oil-water interface dissolve, the emulsion state naturally becomes unstable, and consequently, the emulsion state itself cannot be maintained.

In particular, when the oil to be emulsified is a mixture of components such as fragrances, its components and detailed composition are not clearly indicated, making it difficult to determine whether the emulsifier will dissolve in the oil. Furthermore, some fragrance components are water-soluble, and these water-soluble components are extracted into the water, potentially altering the composition of the oily components during emulsification. Considering these circumstances, this invention proposes, using indicators, the physical properties that an emulsifier should possess to maintain stable emulsification for a specific type of oil before performing three-phase emulsification.

Japanese Patent Publication No. 2021-132595 Japanese Patent Publication No. 2012-16668

The objective of this invention is to provide an aromatic three-phase emulsion composition that uses a three-phase emulsifier with stable emulsifying ability for the oil type to be emulsified, exhibits good emulsion stability, and has superior aroma characteristics compared to conventional compositions.

[1] A fragrance three-phase emulsifying composition comprising an oil phase containing fragrance components, an aqueous phase, and a three-phase emulsifying emulsifier whose dispersion obtained by dispersing 1% by mass in an oily substance constituting the oil phase has a light scattering intensity (DLS) of 950 or more at 25°C, and whose average particle size when dispersed in water is 8.0 nm or more and 400.0 nm or less.
[2] The aromatic three-phase emulsion composition according to [1] above, wherein the aromatic three-phase emulsion composition is an O/W type emulsion.
[3] The three-phase emulsifier is an aromatic three-phase emulsifier according to [1] or [2] above, which is present at the interface between the oil phase and the aqueous phase.
[4] The three-phase emulsifier is an aromatic three-phase emulsifier according to any one of [1] to [3] above, comprising dilauroyl glutamate lysine sodium and phytantriol.
[5] The three-phase emulsifier is an aromatic three-phase emulsifying composition according to any one of [1] to [3] above, comprising an unsaturated fatty acid, a basic amino acid, and at least one of ceramide and sterol.
[6] The aromatic three-phase emulsified composition according to [5] above, wherein the unsaturated fatty acid is a monounsaturated fatty acid or a polyunsaturated fatty acid.
[7] The aromatic three-phase emulsified composition according to [5] or [6], wherein the basic amino acid is at least one of lysine and L-arginine.
[8] The aromatic three-phase emulsion composition according to any one of [5] to [7] above, wherein the ceramide is one or more selected from the group consisting of human-type ceramides, plant-derived ceramides, and pseudo-ceramides.
[9] The aromatic three-phase emulsified composition according to any one of [5] to [8] above, wherein the sterol is at least one of cholesterol and phytosterol.
[10] The three-phase emulsifier is an aromatic three-phase emulsifier according to any one of [1] to [3] above, comprising dilauroyl glutamate lysine Na and cholesterol.
[11] The fragrant three-phase emulsion composition is for cosmetic use, as described in any one of [1] to [10] above.
[12] The fragrant three-phase emulsion composition is for use in fragrances, as described in any one of [1] to [10] above.

According to the present invention, by using a three-phase emulsifier that has stable emulsifying ability for the oil type to be emulsified, it is possible to provide an aromatic three-phase emulsified composition that has good emulsification stability and superior aroma characteristics compared to conventional compositions.

The following will provide a detailed explanation based on the embodiments.

As a result of diligent research, the inventors of this invention have discovered that the light scattering intensity at 25°C of a dispersion obtained by dispersing a three-phase emulsifying emulsifier in an oily substance containing aroma components to be emulsified three-phase is within a predetermined range, which serves as an indicator of the emulsification stability of the aroma three-phase emulsified composition. Furthermore, they have found that when the light scattering intensity is within the predetermined range and the average particle size of the three-phase emulsifying emulsifier when dispersed in water is also within the predetermined range, the aroma three-phase emulsified composition exhibits good emulsification stability and superior aroma characteristics compared to conventional compositions. Based on these findings, the inventors have completed the present invention.

The fragrant three-phase emulsified composition of this embodiment comprises an oil phase containing a fragrance component, an aqueous phase, and a three-phase emulsifier whose dispersion obtained by dispersing 1% by mass in the oily substance constituting the oil phase has a light scattering intensity of 950 or higher at 25°C, and whose average particle size when dispersed in water is 8.0 nm or more and 400.0 nm or less.

The aromatic three-phase emulsion composition contains an oil phase, an aqueous phase, and a three-phase emulsifier, and is an O/W type (oil-in-water) emulsion.

In an O/W (oil-in-water) type emulsion, a fragrant three-phase emulsified composition, multiple three-phase emulsifiers (hydrophilic nanoparticles) exist around the oil phase (internal phase), and the aqueous phase (external phase) exists outside of these. That is, multiple hydrophilic nanoparticles of the three-phase emulsifier are interposed at the interface between the oil and aqueous phases, while the aqueous phase is a continuous phase.

In the aromatic three-phase emulsion composition, numerous emulsion particles, each consisting of oil droplets surrounding a large number of hydrophilic nanoparticles smaller than the oil droplets, are stably dispersed in the continuous aqueous phase.

The emulsifier for three-phase emulsification is at least one of two components: an amphiphilic substance that spontaneously forms closed vesicles (hereinafter also simply referred to as "closed vesicles") and particles of a polycondensed polymer having hydroxyl groups (hereinafter also simply referred to as "polycondensed polymer particles"). The closed vesicles have the property of spontaneously forming closed vesicles in aqueous components. Furthermore, the polycondensed polymer particles include single polycondensed polymer particles and linked single polycondensed polymer particles, but do not include aggregates of polycondensed polymer (having a network structure) before they are separated into single particles.

Hydrophilic nanoparticles used as emulsifiers for three-phase emulsification (particles of closed vesicles and polycondensed polymers) are known as particles possessing so-called three-phase emulsification ability. Because the surface of hydrophilic nanoparticles is hydrophilic, repulsive forces occur between them. The method for preparing hydrophilic nanoparticles (particles of closed vesicles and polycondensed polymers) is similar to the method for preparing particles with three-phase emulsification ability, as described in Patent No. 3855203, etc.

The presence of numerous hydrophilic nanoparticles on the surface of the particulate oil phase, i.e., the surface of the oil phase being covered with numerous hydrophilic nanoparticles, generates a repulsive force between the emulsion particles. This repulsive force is greater than the attractive force between the emulsion particles. Therefore, aggregation of emulsion particles in the aqueous phase is suppressed, and the dispersibility of the emulsion particles is maintained and improved.

The three-phase emulsification method involves multiple hydrophilic nanoparticles adhering to the oil phase (internal phase) via van der Waals forces, intervening at the interface between the oil phase (internal phase) and the aqueous phase (outer phase), thereby enabling emulsification of the oil and aqueous phases. This mechanism is entirely different from the emulsification mechanism using surfactants, which maintain the emulsified state by directing hydrophilic and hydrophobic groups toward the aqueous and oil phases, respectively, thereby lowering the oil-water interfacial tension (see, for example, Japanese Patent No. 3855203).

As described above, aromatic three-phase emulsion compositions utilize a three-phase emulsification technology entirely different from the emulsification mechanism using surfactants. Therefore, aromatic three-phase emulsion compositions can maintain a stable emulsified state even without surfactants. Thus, compared to emulsions using surfactants, aromatic three-phase emulsion compositions can significantly reduce the amount of surfactant used, and in some cases, may even be surfactant-free.

Furthermore, the emulsion particles contained in the aromatic three-phase emulsion composition can be identified by observing them using an atomic force microscope (AFM) to confirm that hydrophilic nanoparticles are adhering to the surface of the oil phase, which is the inner phase.

The oil phase constituting the aromatic three-phase emulsion composition contains aromatic components. These aromatic components may be natural or synthetic, possessing an aroma. Furthermore, the aromatic components may consist of only one substance or two or more substances. For example, aromatic components include fragrances. Examples of fragrances include natural fragrances containing plant-based and animal-based fragrances such as essential oils, synthetic fragrances produced using chemical reactions from petroleum-based raw materials, and blended fragrances which are mixtures of natural and synthetic fragrances.

Examples of essential oils include lavender oil, orange oil (primarily limonene, hereafter simply referred to as orange oil), rosemary oil (such as rosemary leaf oil), and eucalyptus lemon oil (Eucalyptus citriodora).

Aromatic substances contained in essential oils include organic chemicals such as hydrocarbons (monoterpene hydrocarbons and sesquiterpene hydrocarbons), alcohols (monoterpene alcohols, sesquiterpene alcohols and diterpene alcohols), aldehydes (terpene aldehydes, aliphatic aldehydes and aromatic aldehydes), ketones (terpene ketones and cyclic ketones), phenols, phenol ethers, esters (aliphatic esters and aromatic esters), oxides, lactones, and carboxylic acids.

Examples of synthetic fragrances include Green Osmanthus AB81646, Este the Royer 57729, Afternoon Jasmine AD85639, Morning Citrus AD85640, Island Forest AD26589, and Watery Shampoo BR21010.

Furthermore, the oil phase may contain oily components other than the aroma components. These oily components may be liquid oils, solid oils, or mixtures of solid and liquid oils, but liquid oils are preferred. Liquid oils are oils that are liquid at room temperature (25°C), and solid oils are oils that are solid at room temperature.

Liquid oils include vegetable oils (olive oil, avocado oil, camellia oil, macadamia nut oil, evening primrose oil, jojoba oil, rapeseed oil, egg yolk oil, sesame oil, castor oil, safflower oil, cottonseed oil, soybean oil, tea seed oil, rice bran oil, wheat germ oil, wheat germ oil, peanut oil, sunflower oil, almond oil, turtle oil, corn oil, mink oil, peach kernel oil, sasanqua oil, linseed oil, hen oil, kaya oil, etc.), medium-chain triglycerides, hydrocarbon oils (squalene, squalane, liquid paraffin, etc.), ester oils (ethylhexyl methoxycinnamate, cetyl ethylhexanoate, diisostearyl malate, isopropyl myristate, ethylhexyl palmitate, octyl palmitate, octyl isopalmitate, isononyl isononanoate, isopropyl isononanoate) Examples include decyl, methylheptyl laurate, hexyl laurate, caprylic/capric triglyceride, triethylhexanoin, neopentyl dicaprate, cetyl octanoate, isocetyl stearate, isopropyl isostearate, isodecyl oleate, glyceryl tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, 2-ethylhexyl succinate, diethyl sebacate, etc., and silicone oils (cyclopentasiloxane, decamethylcyclopentasiloxane, methylpolysiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, dodecamethylcyclohexasiloxane, etc.).

Examples of solid oils include shea butter, coconut oil, petrolatum, beeswax, stearyl alcohol, cetanol, behenyl alcohol, macadamia nut oil fatty acid phytosteryl, dimer dilinoleate (phytosteryl/isostearyl/cetyl/stearyl/behenyl), and hydrogenated castor oil isostearate.

The proportion of the oil phase to the total mass of the aromatic three-phase emulsion composition is appropriately selected depending on the intended use of the aromatic three-phase emulsion composition. Furthermore, if the proportion of aroma components to the total mass of the aromatic three-phase emulsion composition is 5.0% by mass or more, sufficient aroma development and aroma persistence are achieved. The upper limit of the above-mentioned aroma component proportion is appropriately selected depending on the intended use of the aromatic three-phase emulsion composition, for example, 10.0% by mass or less.

The average particle size of emulsion particles in an aromatic three-phase emulsion composition is appropriately selected depending on the application of the aromatic three-phase emulsion composition. Because aromatic three-phase emulsion compositions utilize three-phase emulsification, the average particle size of emulsion particles can be controlled over a wider range compared to emulsion compositions using surfactants. For example, the average particle size of emulsion particles in an aromatic three-phase emulsion composition may be 0.10 μm or larger, and may also be 100 μm or larger. Alternatively, the average particle size may be, for example, 50.00 μm or smaller, 25.00 μm or smaller, or 10.00 μm or smaller. The average particle size of emulsion particles can be measured by dynamic light scattering using a particle size distribution analyzer (FPAR, manufactured by Otsuka Electronics Co., Ltd.) and obtained by continuous analysis.

The aqueous phase of the aromatic three-phase emulsion composition is an aqueous substance, does not mix with the oil phase, is a continuous phase, and disperses multiple emulsion particles. The aqueous phase is, for example, water.

The proportion of the aqueous phase to the total mass of the aromatic three-phase emulsion composition is appropriately selected depending on the intended use of the aromatic three-phase emulsion composition.

In the aromatic three-phase emulsion composition, the light scattering intensity at 25°C of the dispersion (hereinafter also simply referred to as the dispersion) obtained by dispersing 1% by mass of the emulsifying agent in the oily substance constituting the oil phase of the aromatic three-phase emulsion composition is 950 or higher, and the average particle size of the hydrophilic nanoparticles (hereinafter also simply referred to as the average particle size of the hydrophilic nanoparticles) when the emulsifying agent is dispersed in water is 8.0 nm or more and 400.0 nm or less. The oily substance may consist only of aromatic components, or it may consist of aromatic components and oily components other than aromatic components.

The light scattering intensity of the dispersion was measured by adding 1% by mass of a three-phase emulsifier to the oily substance constituting the oil phase of the aromatic three-phase emulsified composition and stirring for 24 hours to obtain the dispersion. The resulting dispersion had a light scattering intensity (DLS) of 950 or higher at 25°C.

The light scattering intensity of the dispersion is measured using a particle size/molecular weight measurement system (ELS-Z, manufactured by Otsuka Electronics Co., Ltd.). The dispersion is filled into a rectangular glass cell (optical path length 10 mm, optical path width 10 mm), the glass cell is set in the ELS-Z sample holder, the slit width is fully open (100%), and the dispersion temperature is set to 25°C.

Furthermore, the average particle size of hydrophilic nanoparticles when a three-phase emulsifier is dispersed in water is measured using dynamic light scattering with a particle size distribution analyzer (FPAR, manufactured by Otsuka Electronics Co., Ltd.) and determined by Contin analysis.

When the above-mentioned light scattering intensity is 950 or higher, it becomes possible to stably maintain the three-phase emulsion state when the oily substance is emulsified in three phases using a three-phase emulsifying emulsifier. In other words, by using the light scattering intensity of the dispersion as an indicator, it is possible to determine whether a stable aromatic three-phase emulsion composition can be obtained, thus avoiding situations that lead to the temporal instability of conventional three-phase emulsion compositions. Furthermore, when the above-mentioned light scattering intensity is 950 or higher, and the average particle size of the hydrophilic nanoparticles is between 8.0 nm and 400.0 nm, the aromatic three-phase emulsion composition can have good emulsification stability and superior aroma characteristics compared to conventional aromatic emulsion compositions.

From the perspective of these effects, the above light scattering intensity is 950 or higher, preferably 1000 or higher, and more preferably 1300 or higher.

Furthermore, from the viewpoint of further improving the above effects, it is preferable that the three-phase emulsifier contains dilauroyl glutamate lysine sodium and phytantriol. Such a three-phase emulsifier may consist solely of dilauroyl glutamate lysine sodium and phytantriol.

Furthermore, from the viewpoint of further improving the above effects, it is preferable that the emulsifier for three-phase emulsification, other than those mentioned above, contains an unsaturated fatty acid, a basic amino acid, and at least one of ceramide and sterol. Such a three-phase emulsifier may contain only ceramide, only sterol, or both ceramide and sterol, which are amphiphilic oils. Alternatively, such a three-phase emulsifier may consist only of an unsaturated fatty acid, a basic amino acid, and at least one of ceramide and sterol.

The unsaturated fatty acids are preferably monounsaturated or polyunsaturated fatty acids. Among these, oleic acid, linoleic acid, and linolenic acid are more preferable.

The basic amino acid is preferably at least one of lysine and L-arginine. The basic amino acid may be lysine alone, L-arginine alone, or both lysine and L-arginine.

The ceramide is preferably one or more selected from the group consisting of human-type ceramides, plant-derived ceramides, and pseudo-ceramides. More preferably, it is ceramide 2, ceramide 3, ceramide 5, glycoceramide, or pseudo-ceramide. For example, the ceramide may be human-type ceramide only, or it may be both plant-derived ceramide and pseudo-ceramide.

The sterol is preferably at least one of cholesterol and phytosterol. The sterol may be cholesterol alone, phytosterol alone, or both cholesterol and phytosterol.

Furthermore, from the viewpoint of further improving the above effects, it is preferable that the emulsifier for three-phase emulsification, other than those mentioned above, contains dilauroyl glutamate lysine sodium and cholesterol. Such a three-phase emulsifier may consist solely of dilauroyl glutamate lysine sodium and cholesterol.

Furthermore, the aromatic three-phase emulsified composition may contain various other components in addition to the above components, as long as the above-mentioned effects of this embodiment are not diminished.

Such aromatic three-phase emulsion compositions are suitable for cosmetics and fragrances because they possess excellent fragrance properties, including fragrance release, fragrance persistence, low skin irritation, and moisturizing properties.

Next, a method for producing the above-mentioned aromatic three-phase emulsion composition will be described.

In the method for producing an aromatic three-phase emulsion composition, based on a three-phase emulsification method, an emulsifier dispersion containing multiple particulate three-phase emulsifiers (hydrophilic nanoparticles) dispersed in an aqueous substance is stirred with a stirrer or the like while an oily substance is added to the emulsifier dispersion. This forms multiple emulsion particles, resulting in an aromatic three-phase emulsion composition containing multiple emulsion particles dispersed in the aqueous phase.

As for the method of preparing the emulsifier dispersion, one may obtain the emulsifier dispersion by adding a three-phase emulsifier (before it becomes particulate) to an aqueous substance while stirring it with a stirrer, thereby forming particulate three-phase emulsifier (hydrophilic nanoparticles); or by adding a particulate three-phase emulsifier (hydrophilic nanoparticles) to an aqueous substance while stirring it with a stirrer; or by using the method described in Patent No. 3855203. Furthermore, other examples of methods for preparing the emulsifier dispersion are as follows.

A dispersion of a three-phase emulsifier containing dilauroyl glutamate lysine sodium and phytantriol can be obtained as follows. Specifically, by dissolving dilauroyl glutamate lysine sodium solution, phytantriol, and pentylene glycol, and then adding and mixing water, an emulsifier dispersion containing multiple particulate three-phase emulsifiers (hydrophilic nanoparticles) is obtained.

Furthermore, a dispersion of a three-phase emulsifier containing an unsaturated fatty acid, a basic amino acid, and at least one of ceramide and sterol can be obtained by a method comprising a heating and dissolution step and a stirring step.

In the heating and dissolution step, an unsaturated fatty acid and at least one of ceramide and sterol are heated and dissolved to obtain a mixture. The mixture contains dissolved unsaturated fatty acids and at least one of ceramide and sterol. The heating and dissolution temperature in the heating and dissolution step is not particularly limited, as long as it is a temperature at which the unsaturated fatty acid and at least one of ceramide and sterol can be sufficiently dissolved without denaturing these substances.

Furthermore, in the heating and dissolution step, a mixture may be obtained by heating and dissolving the unsaturated fatty acid, at least one of ceramide and sterol, and a cosolvent. Using a cosolvent when heating and dissolving the unsaturated fatty acid and at least one of ceramide and sterol makes it easier to obtain the mixture. The cosolvent is preferably butylene glycol, dipropylene glycol, or pentanediol.

In the stirring step performed after the heating and dissolution step, the mixture obtained in the heating and dissolution step is stirred with an aqueous solution of basic amino acids to obtain an emulsifier dispersion containing multiple particulate three-phase emulsifiers (hydrophilic nanoparticles). Alternatively, the heated aqueous solution of basic amino acids may be mixed with the mixture in the stirring step. The stirring conditions, such as the stirring speed and temperature, are not particularly limited as long as hydrophilic nanoparticles can be obtained by stirring the mixture with the aqueous solution of basic amino acids.

Furthermore, a dispersion of a three-phase emulsifier containing dilauroyl glutamate lysine sodium and cholesterol can be obtained as follows: First, dilauroyl glutamate lysine sodium solution is added to an aqueous solution prepared by dissolving citric acid in water and heating it, then a heated mixture of dipropylene glycol and cholesterol is added and mixed, followed by the addition of an aqueous substance consisting of arginine and water, and then the mixture is cooled to obtain an emulsifier dispersion in which multiple particulate three-phase emulsifiers (hydrophilic nanoparticles) are dispersed.

According to the embodiments described above, by using the light scattering intensity of the dispersion obtained by dispersing a three-phase emulsifying emulsifier in an oily substance containing the aroma components to be emulsified in three phases as an indicator, it is possible to determine whether a stable aroma-containing three-phase emulsified composition can be obtained. This avoids situations that lead to the temporal instability of conventional three-phase emulsified compositions. Furthermore, if the light scattering intensity of the dispersion is within a predetermined range, and the average particle size of the three-phase emulsifying emulsifier when dispersed in water is within a predetermined range, the aroma-containing three-phase emulsified composition can have good emulsification stability and superior aroma characteristics compared to conventional aroma-containing emulsified compositions.

Although embodiments have been described above, the present invention is not limited to the embodiments described above, but includes all aspects included in the concepts and claims of this disclosure, and can be modified in various ways within the scope of this disclosure.

Next, examples and comparative examples will be described, but the present invention is not limited to these examples.

(Examples 1-1 to 1-16 and Comparative Examples 1-1 to 1-3)
Using a stirrer, the substances shown in Tables 1 and 2 were stirred at a stirring speed of 700 rpm for 24 hours to prepare dispersions. Subsequently, using a particle size and molecular weight measurement system (ELS-Z, manufactured by Otsuka Electronics Co., Ltd.), the obtained dispersion was filled into a rectangular glass cell (optical path length 10 mm, optical path width 10 mm). The glass cell was then set in the ELS-Z sample holder, and the light scattering intensity was measured 50 times under conditions of a dispersion temperature of 25°C and a fully open slit width (100%). The average value obtained by averaging the multiple measurements was calculated as the light scattering intensity (light quantity) of the dispersion. The results are shown in Tables 1 and 2.

Furthermore, the three-phase emulsifier was dispersed in water, and its particle size distribution was measured using dynamic light scattering with an FPAR particle size analyzer (manufactured by Otsuka Electronics Co., Ltd.). The average particle size of the three-phase emulsifier (hydrophilic nanoparticles) in the water was determined by Contin analysis. The results are shown in Tables 1 and 2.

(Example 2-1)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing dilauroyl glutamate lysine Na and phytantriol, which are multiple three-phase emulsifiers. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and lavender oil, which was to be emulsified, was added and stirred for 10 minutes to emulsify the lavender oil. Subsequently, phenoxyethanol, methylparaben, and ethylenediaminetetraacetate disodium dihydrate (EDTA2-Na) were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-2)
First, citric acid was dissolved in water and heated to 80°C. Dilauroyl glutamate lysine sodium solution (30% aqueous solution) was added and mixed. Subsequently, a mixture of dipropylene glycol and cholesterol (heated to 80°C) was added and mixed. Then, an aqueous substance consisting of arginine and water was added and mixed. After cooling the mixture, an emulsifier dispersion was obtained in which multiple three-phase emulsifiers containing dilauroyl glutamate lysine sodium and cholesterol were dispersed. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and lavender oil was added and stirred for 10 minutes to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Examples 2-3)
First, oleic acid, cholesterol, and ceramide 2 were heated to 150°C and dissolved to obtain a mixture. Next, an aqueous solution of L-arginine heated to 85°C was added to the mixture and mixed, and stirred at 85°C for 10 minutes. After stirring, the aqueous solution was cooled to 25°C to obtain an emulsifier dispersion containing a three-phase emulsifier composed of oleic acid, cholesterol, ceramide 2, and L-arginine. Subsequently, while stirring the emulsifier dispersion at 8000 rpm and 25°C using a homomixer, lavender oil was added and stirred for 10 minutes to obtain an aromatic three-phase emulsion composition with the composition shown in Table 3.

(Example 2-4)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing dilauroyl glutamate lysine sodium and phytantriol, which are multiple three-phase emulsifiers. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and orange oil, which was to be emulsified, was added and stirred for 10 minutes to emulsify the orange oil. Subsequently, phenoxyethanol was added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Examples 2-5)
First, citric acid was dissolved in water and heated to 80°C. Dilauroyl glutamate lysine sodium solution (30% aqueous solution) was added and mixed. Subsequently, a mixture of dipropylene glycol and cholesterol (heated to 80°C) was added and mixed. Then, an aqueous substance consisting of arginine and water was added and mixed. After cooling the mixture, an emulsifier dispersion was obtained in which multiple three-phase emulsifiers containing dilauroyl glutamate lysine sodium and cholesterol were dispersed. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and orange oil was added and stirred for 10 minutes to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-6)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing dilauroyl glutamate lysine Na and phytantriol, which are multiple three-phase emulsifiers. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and (R)-(+)-limonene, the target of emulsification, was added and stirred for 10 minutes to emulsify the limonene. Subsequently, phenoxyethanol was added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-7)
First, citric acid was dissolved in water and heated to 80°C. Dilauroyl glutamate lysine sodium solution (30% aqueous solution) was added and mixed, followed by the addition of a mixture of dipropylene glycol and cholesterol (heated to 80°C) and mixing. Then, an aqueous substance consisting of arginine and water was added and mixed. After cooling the mixture, an emulsifier dispersion was obtained in which multiple three-phase emulsifiers containing dilauroyl glutamate lysine Na and cholesterol were dispersed. Subsequently, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and (R)-(+)-limonene was added and stirred for 10 minutes to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-8)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine sodium and phytantriol. Next, the emulsifier dispersion was stirred with a homomixer at 8000 rpm and 25°C, and rosemary leaf oil, the target of emulsification, was added and stirred for 10 minutes to emulsify the rosemary leaf oil. Subsequently, phenoxyethanol was added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-9)
First, citric acid was dissolved in water and heated to 80°C. Dilauroyl glutamate lysine sodium solution (30% aqueous solution) was added and mixed. Subsequently, a mixture of dipropylene glycol and cholesterol (heated to 80°C) was added and mixed. Then, an aqueous substance consisting of arginine and water was added and mixed. After cooling the mixture, an emulsifier dispersion was obtained in which multiple three-phase emulsifiers containing dilauroyl glutamate lysine sodium and cholesterol were dispersed. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and rosemary leaf oil was added and stirred for 10 minutes to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Example 2-10)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing dilauroyl glutamate lysine Na and phytantriol, which are multiple three-phase emulsifiers. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and eucalyptus citriodora, the target of emulsification, was added and stirred for 10 minutes to emulsify the eucalyptus citriodora. Subsequently, phenoxyethanol was added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 3.

(Comparative Example 2-1)
A fragrance three-phase emulsion composition with the composition shown in Table 3 was obtained by stirring an emulsifier dispersion in an aqueous substance consisting of phenoxyethanol and water, in which multiple closed vesicles formed by a derivative of polyoxyethylene hydrogenated castor oil (HCO-10), an amphiphilic substance that spontaneously forms closed vesicles, was added to the dispersion with a homomixer at 8000 rpm and 25°C, and stirred for 10 minutes, thereby obtaining an aromatic three-phase emulsion composition with the composition shown in Table 3.

(Comparative Example 2-2)
An emulsifier dispersion containing multiple closed vesicles formed from a derivative of polyoxyethylene hydrogenated castor oil, an amphiphilic substance that spontaneously forms closed vesicles, was stirred in water using a homomixer at 8000 rpm and 25°C. Lavender oil was added and stirred for 10 minutes to obtain an aromatic three-phase emulsion composition with the composition shown in Table 3.

(Comparative Example 2-3)
An emulsifier dispersion containing multiple closed vesicles formed by decaglyceryl distearate (2S10G), an amphiphilic substance that spontaneously forms closed vesicles, was stirred in water using a homomixer at 8000 rpm and 25°C. Citronella was added and stirred for 10 minutes to obtain an aromatic three-phase emulsion composition with the composition shown in Table 3.

(Example 2-11)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and green osmanthus AB81646, the target of emulsification, was added and stirred for 10 minutes to emulsify the target. Subsequently, phenoxyethanol, methylparaben, and ethylenediaminetetraacetate disodium dihydrate were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 4.

(Example 2-12)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and EST THE ROYER 57729, the target of emulsification, was added and stirred for 10 minutes to emulsify the target. Subsequently, phenoxyethanol, methylparaben, and ethylenediaminetetraacetate disodium dihydrate were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 4.

(Example 2-13)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and AFTERNOON JASMINE AD85639, the target of emulsification, was added and stirred for 10 minutes to emulsify the target. Subsequently, phenoxyethanol, ethylenediaminetetraacetate disodium dihydrate, citric acid, and sodium citrate were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 4.

(Example 2-14)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, while stirring the emulsifier dispersion with a homomixer at 8000 rpm and 25°C, MORNING CITRUS AD85640, the product to be emulsified, was added and stirred for 10 minutes to emulsify the product. Subsequently, phenoxyethanol, ethylenediaminetetraacetate disodium dihydrate, citric acid, and sodium citrate were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 4.

(Example 2-15)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and ISLAND FOREST AD26589, the product to be emulsified, was added and stirred for 10 minutes to emulsify the product. Subsequently, phenoxyethanol, ethylenediaminetetraacetate disodium dihydrate, citric acid, and sodium citrate were added and mixed to obtain an aromatic three-phase emulsified composition with the composition shown in Table 4.

(Example 2-16)
First, dilauroyl glutamate lysine sodium solution (30% aqueous solution) and phytantriol were dissolved in pentylene glycol, and then water was added and mixed to obtain an emulsifier dispersion containing multiple three-phase emulsifiers having dilauroyl glutamate lysine Na and phytantriol. Next, the emulsifier dispersion was stirred in a homomixer at 8000 rpm and 25°C, and the target of emulsification, watery shampoo BR21010, was added and stirred for 10 minutes to emulsify the target. Subsequently, phenoxyethanol, methylparaben, and ethylenediaminetetraacetate disodium dihydrate were added and mixed to obtain a fragrant three-phase emulsified composition with the composition shown in Table 4.

In Examples 2-1 to 2-16, the light scattering intensity at 25°C of the dispersion obtained by dispersing 1% by mass of the three-phase emulsifier in the oily substance constituting the oil phase was 950 or higher, and the average particle size of the three-phase emulsifier (hydrophilic nanoparticles) in water was between 8.0 nm and 400.0 nm. On the other hand, Comparative Examples 2-1 to 2-3 did not satisfy at least one of the following conditions: a light scattering intensity of 950 or higher, and an average particle size of the three-phase emulsifier in water between 8.0 nm and 400.0 nm.

Next, the following measurements and evaluations were performed.

The emulsion stability of aromatic three-phase emulsion compositions was assessed by visual observation two weeks or two months after manufacturing at room temperature, and two weeks or two months after manufacturing maintained at 40°C. Emulsification stability was ranked as follows: excellent (◎) if no separation of the oil and aqueous phases was observed, good (○) if a very slight separation of oil was observed at the liquid surface, and poor (×) if separation of the oil and aqueous phases was observed. The results are shown in Tables 3-4.

The particle size distribution of the aromatic three-phase emulsion composition was measured using dynamic light scattering with an FPAR particle size distribution analyzer (manufactured by Otsuka Electronics Co., Ltd.). The average particle size of the emulsion particles dispersed in the aromatic three-phase emulsion composition was determined by Contin analysis. The results are shown in Tables 3-4.

As shown in Tables 1-4, the emulsification stability of the aromatic three-phase emulsion composition was good in the above examples. Regarding the relationship between the oily substance and the emulsifier for three-phase emulsification constituting the aromatic three-phase emulsion composition in these examples, the light scattering intensity of the dispersion obtained by dispersing the emulsifier in the oily substance was 950 or higher, and the average particle size of the emulsifier (hydrophilic nanoparticles) in water was between 8.0 nm and 400.0 nm. Therefore, the emulsification stability results were consistent with the prediction of the emulsification stability of the aromatic three-phase emulsion composition made in advance before manufacturing the composition. On the other hand, in the comparative example, at least one of the conditions—a light scattering intensity of 950 or higher in the dispersion and an average particle size of the emulsifier for three-phase emulsification of 8.0 nm or higher and 400.0 nm—was not met. Therefore, the emulsification stability of the oil phase and aqueous phase containing the aroma components was poor.

Next, a sensory evaluation of the aroma characteristics was performed on the aromatic three-phase emulsion composition obtained in Example 2-1 and a comparative sample consisting of lavender oil and ethanol, with the same lavender oil content as in Example 2-1. In the sensory evaluation, four participants applied one pump each of the aromatic three-phase emulsion composition and the comparative sample to their wrists and then rubbed it in.

As a result, the aromatic three-phase emulsion composition of Example 2-1 had a better fragrance (3 out of 4 people), and there was no difference in fragrance between the aromatic three-phase emulsion composition of Example 2-1 and the comparative sample (the remaining 1 person). Furthermore, the aromatic three-phase emulsion composition of Example 2-1 was perceived to have better fragrance persistence (4 people). Also, the aromatic three-phase emulsion composition of Example 2-1 was perceived as not causing skin irritation (4 people), while the comparative sample was perceived as not causing skin irritation (1 person). Additionally, the aromatic three-phase emulsion composition of Example 2-1 was perceived as having better moisturizing properties (4 people). Thus, the aromatic three-phase emulsion composition of Example 2-1 had superior fragrance characteristics compared to the comparative sample. Furthermore, since the aromatic three-phase emulsion compositions obtained in the other examples have the same structure as the aromatic three-phase emulsion composition of Example 2-1, it is suggested that they also possess excellent fragrance characteristics similar to the aromatic three-phase emulsion composition of Example 2-1.

Claims (12)

The oil phase containing aromatic components,
Water phase and
Contains a three-phase emulsifier,
The light scattering intensity (DLS) of the dispersion obtained by dispersing 1% by mass of the three-phase emulsifying agent in the oily substance constituting the oil phase is 950 or higher at 25°C, and the average particle size of the three-phase emulsifying agent when dispersed in water is 8.0 nm or more and 400.0 nm or less.
A fragrant three-phase emulsion composition that remains in an emulsified stable state at room temperature or 40°C for two weeks or more . The aromatic three-phase emulsion composition according to claim 1, wherein the aromatic three-phase emulsion composition is an O/W type emulsion. The three-phase emulsifying agent is present at the interface between the oil phase and the aqueous phase, as described in claim 1 of the fragrant three-phase emulsifying composition. The three-phase emulsifying agent comprises dilauroyl glutamate lysine sodium and phytantriol, as described in claim 1 of the fragrant three-phase emulsifying composition. The three-phase emulsifying agent comprises an unsaturated fatty acid, a basic amino acid, and at least one of ceramide and sterol, as described in claim 1. The aromatic three-phase emulsified composition according to claim 5, wherein the unsaturated fatty acid is a monounsaturated fatty acid or a polyunsaturated fatty acid. The aromatic three-phase emulsified composition according to claim 5, wherein the basic amino acid is at least one of lysine and L-arginine. The fragrant three-phase emulsion composition according to claim 5, wherein the ceramide is one or more selected from the group consisting of human-type ceramides, plant-derived ceramides, and pseudo-ceramides. The aromatic three-phase emulsified composition according to claim 5, wherein the sterol is at least one of cholesterol and phytosterol. The three-phase emulsifier for three-phase emulsification comprises dilauroyl glutamate lysine sodium and cholesterol, as described in claim 1. The fragrant three-phase emulsion composition is for cosmetic use, as described in any one of claims 1 to 10. The fragrant three-phase emulsion composition according to any one of claims 1 to 10, wherein the fragrant three-phase emulsion composition is for use in fragrances.