JP7361488B2 - Solubilized composition for water-soluble compounds and oil-soluble compounds - Google Patents

Description

The present invention relates to solubilizing compositions, particularly for solubilizing water-soluble and oil-soluble compounds in water/lower alcohol solvents.

There are many types of water-soluble or oil-soluble compounds that have various effects on living organisms, and these are usually used after being dissolved in a liquid medium.
On the other hand, it is difficult to simultaneously solubilize a water-soluble compound and an oil-soluble compound in a liquid medium, and generally, as a so-called emulsified composition, an oil-soluble compound is emulsified in an aqueous medium, or an oil-soluble compound is emulsified in an oil-based medium. Generally, a water-soluble compound is emulsified and used (Patent Document 1, Patent Document 2).

WO2009/016989 WO2013/038861

However, so-called emulsified compositions usually become cloudy, which not only causes problems in appearance, but also microscopically there are areas on the skin where the water-soluble compound is applied and areas where the oil-soluble compound is applied. It cannot be guaranteed that both compounds will act at the same site of application.
Furthermore, in order to uniformly dissolve water-soluble compounds and oil-soluble compounds in the same medium, it is necessary to use various surfactants, and they may separate due to long-term storage or temperature changes.

The present invention has been made in view of the problems of the prior art, and its purpose is to provide a solubilizing composition that stably solubilizes both water-soluble compounds and oil-soluble compounds.
In order to achieve the above object, the solubilized composition according to the present invention is a solubilized composition in which a water-soluble compound and an oil-soluble compound are dissolved in a mixed solvent system of water/lower alcohol,
The lower alcohol ratio in the mixed solvent is lower alcohol/(water + lower alcohol) from 0.4 to 0.85,
Furthermore, it is characterized by containing POE phytosterol.
Further, in the composition, it is preferable that the lower alcohol is ethyl alcohol.
Further, in the composition, it is preferable that the number of moles of POE added to the POE phytosterol is 10.
Further, the solubilized composition according to the present invention is preferably a transparent cosmetic.

Hereinafter, the configuration of the present invention will be explained in more detail.
The lower alcohol used in the present invention is an alcohol having 5 or less carbon atoms, and lower monohydric alcohol, particularly ethyl alcohol, is preferable.
In the present invention, the mixed solvent is defined as a water/lower alcohol mixed solvent, and the mass ratio of the lower alcohol in the mixed solvent (water + lower alcohol) is 0.4 to 0.85.
Furthermore, examples of the POE phytosterol used in the present invention include POE β-sitosterol, POE stigmasterol, and POE campesterol.
The number of moles of POE added is 5 to 30, preferably 5 to 20, particularly preferably 10.
The amount of POE phytosterol blended in the composition is preferably 0.1 to 5% by weight, preferably 0.5 to 2% by weight.

Examples of the water-soluble compounds used in the present invention include benzalkonium chloride, dipotassium glycyrrhizinate, monoammonium glycyrrhizinate, salicylic acid, adenosine, allantoin, resorcinol, pyridoxine hydrochloride, and nicotinamide.
The amount of the water-soluble compound added to the composition is not particularly limited, but is preferably 0.01 to 3% by mass.
In addition, the oil-soluble compounds used in the present invention include l-menthol, β-glycyrrhetinic acid, isopropylmethylphenol, dl-camphor, dl-α-tocopherol acetate, d-camphor, peppermint oil, stearyl glycyrrhetinate, d- Examples include pantothenyl alcohol and eucalyptus oil.
The amount of the oil-soluble compound added to the composition is not particularly limited, but is preferably about 0.01 to 2% by mass.

The solubilized composition according to the present invention can be mixed with one or more additives to prepare external preparations for skin, external preparations for scalp, and the like. Additives added as necessary include surfactants, metal soaps, gelling agents, powders, water-soluble polymers, and film-forming agents that are commonly used in the formulation of skin cosmetics and external pharmaceuticals. , resins, ultraviolet protection agents, clathrate compounds, antibacterial agents, fragrances, deodorants, salts, pH adjusters, coolants, animal and microbial extracts, plant extracts, blood circulation promoters, astringents, antiseborrheic agents agents, whitening agents, anti-inflammatory agents, active oxygen scavengers other than the singlet oxygen scavenger of the present invention, cell activators, humectants, chelating agents, keratolytic agents, enzymes, hormones, vitamins, and the like. The preparation for external use on the skin can be carried out according to a conventional method, and the amount of the additives to be added can also be determined according to a conventional method within a range that does not impair the effects of the present invention.

The form of the external skin preparation is not limited, and forms belonging to skin cosmetics such as emulsions, creams, lotions, serums, packs, facial cleansers, and makeup cosmetics; shampoos, hair treatments, hair styling agents, It may be in the form of hair cosmetics such as hair tonics or hair restorers; or in the form of external pharmaceuticals such as dispersions, ointments, aerosols, patches, poultices, etc.
Particularly when used as an external preparation for the skin, it is preferable to use dipropylene glycol, concentrated glycerin, or the like as a humectant.

The solubilized composition according to the present invention can solubilize various water-soluble compounds and oil-soluble compounds together by adding POE phytosterol to a water/lower alcohol mixed solvent system.

Preferred embodiments of the present invention will be described below, but the present invention is not limited thereto. In addition, the compounding amount is shown in mass %.
Naturally, water-soluble compounds have high solubility in water, while oil-soluble compounds have high solubility in lower alcohols.
Therefore, the present inventors prepared a water/ethyl alcohol mixed solvent with an ethyl alcohol concentration that would uniformly dissolve the target water-soluble compound, and investigated a solubilizing agent for dissolving the oil-soluble compound therein.
The results are shown in Table 1.

上記表１中、グリチルリチン酸ジカリウムは水溶性化合物に相当し、酢酸ｄｌ－α－トコフェロール、ｌ－メントール、香料は油溶性化合物に相当する。

In Table 1 above, dipotassium glycyrrhizinate corresponds to a water-soluble compound, and dl-α-tocopherol acetate, l-menthol, and fragrance correspond to oil-soluble compounds.

From the results in Table 1, it was found that acetic acid dl-α, an oil-soluble compound, was dissolved in a water/ethyl alcohol mixed solvent (ethyl alcohol ratio in the mixed solvent, 0.46 to 0.81) in which dipotassium glycyrrhizinate, a water-soluble compound, was dissolved. - When tocopherol and polyoxyethylene phytosterol were added, it was difficult to dissolve any of the oil-soluble compounds, and test example 1 added polyoxyethylene hydrogenated castor oil (HCO-60), which is commonly used as a solubilizer. -3, Test example 1-4 in which polyoxyethylene octyl dodecyl ether (EXALEX Theodore E-2016 manufactured by Nippon Emulsion) was added, and further polyoxyethylene polyoxypropylene decyl tetradecyl ether (NIKKOL PEN-4612 manufactured by Nikko Chemicals) was added. In Test Examples 1-5, the solubilization state was also poor.

In contrast, in Test Example 1-1 in which polyoxyethylene (10) phytosterol (NIKKOL BPS-10 manufactured by Nikko Chemicals) was added, both water-soluble compounds and oil-soluble compounds were well and stably solubilized. . In addition, polyoxyethylene (20) phytosterol (Test Example 1-6) and polyoxyethylene (30) phytosterol (Test Example 1-7) also functioned well, especially in the region where the ethanol ratio was high.

Therefore, the present inventors investigated the correlation between the ethyl alcohol concentration in a water/ethyl alcohol mixed solvent and the ability to solubilize water-soluble compounds and oil-soluble compounds in a system using polyoxyethylene phytosterol.
The results are shown in Table 2.

From the results in Table 2, high solubilization ability was observed when the ethyl alcohol ratio in the mixed solvent was 0.4 to 0.85, particularly preferably 0.45 to 0.8, and when the ethyl alcohol ratio was less than 0.4 (test In Example 2-1), it becomes cloudy due to a decrease in the ability to solubilize oil-soluble compounds, and when it exceeds 0.85 (Test Example 2-6), dipotassium glycyrrhizinate, a water-soluble compound, is not sufficiently dissolved.
Therefore, it is understood that the lower alcohol ratio in the water/lower alcohol mixed solvent is 0.4 to 0.85.

Furthermore, the present inventors investigated the amount of oil-soluble compounds that can be solubilized in the mixed solvent.
The results are shown in Table 3.

表３の結果より、油溶性化合物量については、組成物中０．１～１．４質量％で安定に配合可能であり、油溶性化合物の種類により０．０１～２質量％程度までの配合が可能である。

From the results in Table 3, the amount of oil-soluble compounds can be stably blended in the composition at 0.1 to 1.4% by mass, and depending on the type of oil-soluble compounds, it can be blended up to about 0.01 to 2% by mass. is possible.

Hereinafter, preferred formulation examples of the present invention will be explained.
Formulation example 1 Body lotion with powder Blend amount (mass%)
Ethanol 70
1,3-butylene glycol 5
Polyoxyethylene phytosterol 0.3
Sodium chloride 0.1
Hydroxypropyl-β-cyclodextrin 3
Benzalkonium chloride 0.05
Dipotassium glycyrrhizinate 0.05
l-menthol 0.9
bentonite 0.5
Nylon end 5
Lactic acid (appropriate amount) Sodium lactate solution (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 2 Hair tonic Amount (mass%)
Ethanol 65
Polyoxyethylene phytosterol 0.8
Monoammonium glycyrrhizinate 0.1
β-Glycyrrhetinic acid 0.1
l-menthol 0.8
Lactic acid (appropriate amount) Sodium lactate solution (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 3 Deodorant roll-on blending amount (mass%)
Ethanol 60
Polyoxyethylene phytosterol 0.2
Aluminum hydroxychloride 10
Salicylic acid 0.5
l-menthol 0.5
l-menthyl lactate 1
Isopropylmethylphenol 0.1
Zinc oxide composite powder 0.01
Thickener 0.05
Fragrance (appropriate amount) Purified water (remainder)

Formulation example 4 Hair growth agent Amount (mass%)
Ethanol 60
1,3-butylene glycol 5
Polyoxyethylene phytosterol 0.5
Decyltetradecyldimethylamine oxide 1
DL-α-tocopherol acetate 0.1
Adenosine 0.5
dl-camphor 0.5
Citric acid (appropriate amount) Sodium citrate (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 5 Aftershave lotion Blending amount (mass%)
Ethanol 55
Dipropylene glycol 1
glycerin 1
Polyoxyethylene phytosterol 0.6
Allantoin 0.2
l-menthol 0.2
d-camphor 0.1
Peppermint oil 0.4
Citric acid (appropriate amount) Sodium citrate (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 6 Astringent lotion ethanol 50
Dipropylene glycol 1
glycerin 2
Polyoxyethylene phytosterol 0.4
Dipotassium glycyrrhizinate 0.5
Stearyl glycyrrhetinate 0.1
l-menthol 0.2
Citric acid (appropriate amount) Sodium citrate (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 7 Powdered lotion Blend amount (mass%)
Ethanol 45
Dipropylene glycol 1
glycerin 2
Polyoxyethylene phytosterol 0.1
Resorcinol 0.1
Pyridoxine hydrochloride 0.1
D-pantothenyl alcohol 0.2
Polyethylene powder 0.1
Bentonite 0.3
Kaolin 1
Zinc sulfate 0.1
Citric acid (appropriate amount) Sodium citrate (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Formulation example 8 Body mist Blend amount (mass%)
Ethanol 40
Diglycerin 0.5
glycerin 1
Polyoxyethylene phytosterol 0.7
Nicotinic acid amide 0.2
Eucalyptus oil 0.2
DL-α-tocopherol acetate 0.15
Citric acid (appropriate amount) Sodium citrate (appropriate amount) Flavoring (appropriate amount) Purified water (remainder)

Claims (3)

One or more water-soluble compounds selected from benzalkonium chloride, dipotassium glycyrrhizinate, monoammonium glycyrrhizinate, salicylic acid, adenosine, allantoin, resorcinol, pyridoxine hydrochloride, and nicotinamide in a water/lower alcohol mixed solvent system. Compound 0.01 to 3% by mass, and l-menthol, β-glycyrrhetinic acid, isopropylmethylphenol, dl-camphor, dl-α-tocopherol acetate, d-camphor, mentha oil, stearyl glycyrrhetinate, d-pantothenyl alcohol A solubilized composition in which 0.01 to 2% by mass of one or more oil-soluble compounds selected from , and eucalyptus oil is dissolved,
The lower alcohol ratio in the mixed solvent is lower alcohol/(water + lower alcohol) from 0.4 to 0.85,
Furthermore, a solubilized composition characterized in that it contains 0.1 to 5% by mass of POE phytosterol with a POE addition mole number of 10, and does not contain other surfactants. 2. The solubilizing composition according to claim 1, wherein the lower alcohol is ethyl alcohol. 3. The solubilized composition according to claim 1, wherein the solubilized composition is a transparent cosmetic.