Method for producing an oil-in-water emulsion composition
A method combining (eicosanedioic acid/tetradecanedioic acid) polyglyceryl-10 with a polyhydric alcohol and mechanical stirring forms stable oil-in-water emulsions, addressing the need for surfactant-free cosmetic formulations by achieving high stability and small particle size.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- POLA CHEMICAL INDUSTRIES INC
- Filing Date
- 2024-11-08
- Publication Date
- 2026-05-20
AI Technical Summary
There is a lack of techniques for forming stable oil-in-water emulsions without surfactants, particularly using (eicosanedioic acid/tetradecanedioic acid) polyglyceryl-10, which are needed to address the increasing demand for safe and effective cosmetic formulations.
A method involving mixing (eicosanedioic acid/tetradecanedioic acid) polyglyceryl-10 with a polyhydric alcohol, followed by mechanical stirring and emulsification with an aqueous component, ensuring a mass ratio of 2.50 or more of the combined content to water, and maintaining conditions below 8000 rpm to form an emulsion with small particle size and high stability.
The method produces an oil-in-water emulsion with high stability and small particle size, suitable for cosmetic applications, without the use of surfactants.
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Figure 2026083706000001_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to a method for producing an oil-in-water type emulsion composition.
Background Art
[0002] An oil-in-water emulsion used in cosmetics and the like stably mixes an aqueous component and an oily component by the emulsifying action of the added surfactant. On the other hand, in recent years, due to the increase in sensitive skin and the growing trend towards safety, there has been an increasing demand for oil-in-water emulsions that do not contain surfactants or contain a small amount of surfactants.
[0003] In addition, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is used as an oil component blended in external preparations for the skin such as cosmetics to suppress stickiness during application and improve the feeling of use (Patent Document 1).
Prior Art Documents
Patent Documents
[0004]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0005] On the other hand, in an oil-in-water emulsion composition that does not contain a surfactant, a technique for forming an emulsion using (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is not known. Therefore, an object of the present invention is to provide a technique for producing an oil-in-water emulsion composition that forms an emulsion with high emulsion stability.
Means for Solving the Problems
[0006] The present invention for solving the above problems is as follows. [1] A method for producing an oil-in-water emulsion composition, comprising: Mixing step 1 involves mixing (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 and a polyhydric alcohol. Mixing step 2 involves mixing the mixture 1 obtained in the mixing step 1 with an oily component, and Emulsification step: Mix the mixture 2 obtained in the mixing step 2 with the aqueous component to emulsify it. Includes, The polyhydric alcohol is one or more selected from the group consisting of glycerin, diglycerin, and sorbitol. The aforementioned mixture 1 does not contain water, or A method for producing an oil-in-water emulsion composition, wherein the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content in the mixture 1 is 2.50 or more. [2] The method for producing the oil-in-water emulsion composition according to [1], wherein the average emulsion particle size of the oil-in-water emulsion composition is 1000.0 nm or less. [3] The manufacturing method according to [1] or [2], wherein the mixing in the mixing step 2 is performed by mechanical stirring. [4] The manufacturing method according to any one of [1] to [3], wherein the mixing in the mixing step 2 is performed under conditions of 2000 rpm to 8000 rpm. [5] The method for producing the oil-in-water emulsion composition according to any one of [1] to [4], wherein the oil-in-water emulsion composition substantially does not contain a surfactant. [6] The method for producing the oily component according to any one of [1] to [5], wherein the oil-in-water emulsion composition has a mass ratio of the content of the oily component to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 of 0.10 to 20.00. [7] The manufacturing method according to any one of [1] to [6], wherein the oil-in-water emulsion composition is a composition for external use on the skin. [8] The manufacturing method according to any one of [1] to [7], wherein the oil-in-water emulsion composition is a cosmetic. [Effects of the Invention]
[0007] The present invention provides a technology for producing an oil-in-water emulsion composition that forms an emulsion with small emulsion particle size and high emulsion stability, without the use of surfactants. [Brief explanation of the drawing]
[0008] [Figure 1] Microscopic images of emulsion droplets from the compositions of each example and comparative example are shown. The bar in the lower right of each microscopic image represents a 20 μm scale bar. [Figure 2] Microscopic images of emulsion droplets from the compositions of each example are shown. The bar in the lower right of each microscopic image represents a 20 μm scale bar. [Figure 3] Microscopic images of emulsion droplets from the compositions of each example are shown. The bar in the lower right of each microscopic image represents a 20 μm scale bar. [Modes for carrying out the invention]
[0009] [Method for producing oil-in-water emulsion composition] The present invention is a method for producing an oil-in-water emulsion composition, Mixing step 1 involves mixing (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 and a polyhydric alcohol. Mixing step 2 involves mixing the mixture 1 obtained in the mixing step 1 with an oily component, and Emulsification step: Mix the mixture 2 obtained in the mixing step 2 with the aqueous component to emulsify it. Includes, The polyhydric alcohol is one or more selected from the group consisting of glycerin, diglycerin, and sorbitol. The aforementioned mixture 1 does not contain water, or This is a method for producing an oil-in-water emulsion composition, wherein the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content in the mixture 1 is 2.50 or more.
[0010] <Mixing process 1> Mixing step 1 is a step of mixing (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and a polyhydric alcohol. Through Mixing step 1, a mixture 1 containing (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and a polyhydric alcohol is obtained.
[0011] (Eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 may be a commercially available product or a product prepared by a known method. Examples of commercially available products include "Neosolue-Aqua (trade name)", "Neosolue-AquaS (trade name)" manufactured by Nippon Fine Chemical Co., Ltd.
[0012] The polyhydric alcohol is one or more selected from the group consisting of glycerin, diglycerin, and sorbitol (also collectively referred to as "polyhydric alcohol"). By using the polyhydric alcohol, an emulsion with a small emulsion particle size and high emulsion stability can be formed.
[0013] Mixture 1 obtained in Mixing step 1 does not contain water, or if it contains water, the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and the polyhydric alcohol to the water content in mixture 1 is 2.50 or more. In other words, in Mixing step 1, water is not mixed, or if water is mixed, water, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, and the polyhydric alcohol are mixed so that the mass ratio of the total mixing amount of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and the polyhydric alcohol to the mixing amount of water is 2.50 or more. In Mixture 1, the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content is 2.50 or more, and may be 2.60 or more, 2.70 or more, 2.80 or more, 3.00 or more, 10.00 or more, 20.00 or more, 30.00 or more, 40.00 or more, 50.00 or more, 100.00 or more, 200.00 or more, 300.00 or more, 400.00 or more, or 500.00 or more, may be 5000.00 or less, 4000.00 or less, 3000.00 or less, 2000.00 or less, or 1000.00 or less, and may be combinations thereof. When Mixture 1 does not contain water, or when the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content in Mixture 1 is 2.50 or more, an emulsion with a small emulsion particle size and high emulsion stability can be formed. Generally, it is presumed that the emulsification efficiency improves when amphiphilic components are dispersed and dissolved in monomer units and then oriented to the oily component. When the mass ratio is less than 2.50, the water content is high relative to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol, so the amphiphilic (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 micelle associates in the aqueous environment and does not become a monomer-dispersed state, presumably resulting in a decrease in emulsification efficiency. On the other hand, when water is not mixed in Mixing Step 1, or when the mass ratio is 2.50 or more, the water content is sufficiently low relative to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol. Therefore, in Mixing Step 1, (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is dispersed and dissolved in the polyhydric alcohol in monomer units and efficiently oriented to the oily component mixed in the subsequent Mixing Step 2, presumably enabling the formation of an emulsion with a small emulsion particle size and high emulsion stability.
[0014] The amount of (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 mixed in mixing step 1 is not particularly limited, but may be 0.010% by mass or more, 0.050% by mass or more, 0.100% by mass or more, 0.300% by mass or more, 0.500% by mass or more, 1.000% by mass or more, or 3.000% by mass or more, relative to the total amount of the oil-in-water emulsion composition produced by the present invention, or it may be 15.000% by mass or less, 10.000% by mass or less, 8.000% by mass or less, 5.000% by mass or less, 3.000% by mass or less, or 1.000% by mass or less, and any non-inconsistent combination of these may be used. Specifically, for example, the amount of (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 mixed in mixing step 1 may be 0.010% to 15.000% by mass, 0.050% to 10.000% by mass, 0.100% to 8.000% by mass, 0.300% to 5.000% by mass, 0.500% to 3.000% by mass, 1.000% to 15.000% by mass, 3.000% to 10.000% by mass, or 0.010% to 1.000% by mass, relative to the entire oil-in-water emulsion composition.
[0015] The amount of polyhydric alcohol mixed in mixing step 1 is not particularly limited, but for example, it may be 1,000% by mass or more, 2,000% by mass or more, 3,000% by mass or more, 4,000% by mass or more, or 5,000% by mass or more relative to the entire oil-in-water emulsion composition produced by the present invention, or it may be 20,000% by mass or less, 15,000% by mass or less, 13,000% by mass or less, 10,000% by mass or less, or 8,000% by mass or less, or a combination thereof. Specifically, for example, the amount of polyhydric alcohol mixed in mixing step 1 is 1,000% by mass to 20,000% by mass relative to the entire oil-in-water emulsion composition. It may also be mass%, 2.000 mass% to 15.000 mass%, 3.000 mass% to 13.000 mass%, 4.000 mass% to 10.000 mass%, or 5.000 mass% to 8.000 mass%.
[0016] The amount of water mixed in mixing step 1 is not particularly limited, but may be 4.000% by mass or less, 3.000% by mass or less, 2.500% by mass or less, 2.000% by mass or less, 1.500% by mass or less, 1.000% by mass or less, 0.500% by mass or less, 0.100% by mass or less, 0.050% by mass or less, 0.010% by mass or less, or 0% by mass relative to the total amount of the oil-in-water emulsion composition produced by the present invention, or 0% by mass or more, 0.001% by mass or more, 0.005% by mass or more, 0.010% by mass or more, or 0.050% by mass or more, and any non-inconsistent combination thereof may be used. Specifically, for example, the amount of water mixed in mixing step 1 may be 0% to 4.000% by mass, 0% to 3.000% by mass, 0.001% to 2.500% by mass, 0.001% to 2.000% by mass, 0.005% to 1.500% by mass, 0.010% to 1.000% by mass, 0.010% to 0.500% by mass, 0.050% to 0.100% by mass, 0% to 0.050% by mass, or 0.001% to 0.010% by mass, relative to the entire oil-in-water emulsion composition.
[0017] The mass ratio of the polyhydric alcohol content to the (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 content in mixture 1 (in other words, the mass ratio of the amount of polyhydric alcohol mixed to the amount of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 mixed in mixing step 1) is not particularly limited, but may be, for example, 3.00 or more, 5.00 or more, 7.00 or more, or 10.00 or more, or 50.00 or less, 40.00 or less, 30.00 or less, or 20.00 or less, or a combination thereof. Specifically, for example, it may be 3.00 to 50.00, 5.00 to 40.00, 7.00 to 30.00, or 10.00 to 20.00.
[0018] Mixing step 1 can be carried out at any temperature. Furthermore, stirring in mixing step 1 may be done manually or mechanically.
[0019] <Mixing process 2> Mixing step 2 is a step in which the mixture 1 obtained in mixing step 1 is mixed with an oily component. Mixing step 2 yields a mixture 2 containing (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, a polyhydric alcohol, and an oily component. Here, "oil-based components" refer to so-called oils or oil-soluble components, specifically components that separate from water after being suspended in water at 25-65°C and allowed to stand for one hour. Oil-based components are usually oils, but essential oils and oily fragrances may also be included. Components that do not separate from water (usually excluding surfactants) are defined as "aqueous components." Note that (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is not included in either "oil-based components" or "aqueous components."
[0020] The oily components are not particularly limited, but examples include the following: Apricot kernel oil, camellia oil, argan oil, soybean oil, olive oil, castor oil, coconut oil, palm oil, palm kernel oil, sesame oil, jojoba oil, cottonseed oil, rapeseed oil, linseed oil, rosehip oil, sunflower oil, essential oils, avocado oil, almond oil, rice bran oil, safflower oil, corn oil, grapeseed oil, coconut oil, argania spisano kernel oil, wheat germ oil, rice germ oil, kukui nut oil, cranbe abyssinica seed oil, hemp seed oil, peanut oil, sasanqua oil, evening primrose oil, pistachio oil, macadamia nut oil, meadowfoam oil, cocoa butter, shea butter, and other vegetable oils; Emu oil, horse oil, beef tallow, pork tallow, sheep tallow, mink oil, egg yolk fat oil, carp tallow, tuna tallow, Animal fats and oils such as lentil fat; Light isoparaffins, squalane, liquid paraffin, mineral oil, petrolatum, dodecane, tetradecane, ozokerite, microcrystalline wax, isoparaffins, ceresin, alpha-olefin oligomers, polybutene, hydrogenated polyisoparaffins, limonene, turpentine oil, and other hydrocarbon oils; Fatty acids (preferably with 6 to 40 carbon atoms, more preferably with 12 to 30 carbon atoms) such as lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, behenic acid, oxystearic acid, palmitoleic acid, linoleic acid, linolenic acid, ricinoleic acid, and undecylenic acid; Higher alcohols such as caproyl alcohol, caprylyl alcohol, caprylic alcohol, lauryl alcohol, isostearyl alcohol, myristyl alcohol, cetanol, stearyl alcohol, arachidodecanol, behenyl alcohol, oleyl alcohol, hexyldecanol, octyldodecanol, decyltetradecanol, cholesterol, and phytosterols; Esters of linear fatty acids and lower alcohols such as isopropyl myristate, isopropyl palmitate, and ethyl oleate, Esters of linear fatty acids and linear higher alcohols such as hexyl laurate, myristyl myristate, decyl oleate, and stearyl stearate. Esters of linear fatty acids such as octyldodecyl myristate, isostearyl palmitate, and ethylhexyl stearate with branched-chain alcohols. Esters of branched fatty acids such as ethyl isostearate and isopropyl isostearate with lower alcohols. Esters of branched fatty acids such as cetyl ethylhexanoate and hexyl isostearate with linear higher alcohols, PG dicaprylate, triethylhexanoin, esters of fatty acids such as tri(caprylic / capric acid) glyceryl with polyhydric alcohols, Esters of branched fatty acids and branched alcohols such as 2-octyldodecyl neopentanoate, isostearyl isostearate, and isononyl isononanoate. Esters of hydroxycarboxylic acids such as lauryl lactate, tri-2-ethylhexyl citrate, trioctyldodecyl citrate, and diisostearyl malate with alcohols, Ester oils such as diisopropyl adipate and diethyl sebacate, which are esters of dibasic acids; Wax esters such as jojoba oil, jojoba fat, carnauba wax, candelilla wax, rice bran wax, shellac, lanolin, beeswax, montan wax, whale wax, orange roughy oil, sugarcane wax, palm wax, insect white wax, and wool fat; Other oily components include ethers of polyhydric alcohols and monohydric alcohols such as chymyl alcohol, batyl alcohol, and ceracyl alcohol; batyl isostearate, batyl stearate; and silicone oils such as alkyl-modified polysiloxanes (dimethylpolysiloxane (dimethicone)), methylphenylpolysiloxane, and fluorine-modified polysiloxanes. Oily active ingredients such as UV absorbers (diethylamino hydroxybenzoyl hexyl benzoate, ethylhexyl methoxycinnamate, polysilicone-15), DEET, and fragrance. Oily components can be used alone or in combination of two or more types.
[0021] The oily component is preferably one or more selected from the group consisting of vegetable oils and fats, animal oils and fats, hydrocarbon oils, fatty acids, higher alcohols, ester oils, wax esters, silicone oils, and oily active ingredients, and more preferably one or more selected from the group consisting of hydrocarbon oils, ester oils, and silicones.
[0022] The amount of oily component to be mixed in mixing step 2 is not particularly limited, but for example, it may be 0.100% by mass or more and 0.500% by mass relative to the total amount of the oil-in-water emulsion composition produced by the present invention. The amount may be % by mass or more, 1.000% by mass or more, or 1.500% by mass or more, or 10.000% by mass or less, 7.000% by mass or less, 5.000% by mass or less, or 3.000% by mass or less, or a combination thereof. Specifically, for example, the amount of oily component mixed in mixing step 2 may be 0.100% by mass to 10.000% by mass, 0.500% by mass to 7.000% by mass, 1.000% by mass to 5.000% by mass, or 1.500% by mass to 3.000% by mass, relative to the entire oil-in-water emulsion composition.
[0023] The mass ratio of the oily component content to the (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 content in mixture 2 (in other words, the mass ratio of the amount of oily component mixed to the amount of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 mixed in mixing step 2) is not particularly limited, but may be, for example, 0.10 or more, 0.30 or more, 0.50 or more, 1.00 or more, or 3.00 or more, or 20.00 or less, 17.00 or less, 15.00 or less, 10.00 or less, or 5.00 or less, or a combination thereof. Specifically, for example, it may be 0.10 to 20.00, 0.30 to 17.00, 0.50 to 15.00, 1.00 to 10.00, or 3.00 to 5.00.
[0024] Mixing step 2 can be carried out at any temperature, but it is preferable to mix at a temperature of 20°C to 40°C. Furthermore, mixing in mixing step 2 may be carried out by hand stirring or by mechanical stirring, with mechanical stirring being preferred. The method of mechanical stirring is not particularly limited, and examples include high-speed stirring methods using homomixers, disper mixers, ultramixers, etc., ultrasonic methods using ultrasonic homogenizers, and high-pressure homogenizer methods that apply high shear force using high-pressure homogenizers. In particular, stirring by rotating blades, such as with disper mixers, is preferred.
[0025] The mixing in mixing step 2 may be carried out under conditions (rotational speeds) of, for example, 2000 rpm or more, 3000 rpm or more, or 4000 rpm or more, or under conditions (rotational speeds) of 8000 rpm or less, 7000 rpm or less, or 6000 rpm or less, or any non-contradictory combination thereof. Specifically, for example, it may be carried out under conditions (rotational speeds) of 2000 rpm to 8000 rpm, 3000 rpm to 7000 rpm, or 4000 rpm to 6000 rpm.
[0026] <Emulsification process> The emulsification step is a process of mixing the mixture 2 obtained in mixing step 2 with an aqueous component to create an emulsification. Mixing step 2 yields an oil-in-water emulsion composition containing (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, a polyhydric alcohol, an oily component, and an aqueous component.
[0027] The water-based components are not particularly limited, but examples include the following: water; Organic acids such as citric acid, malic acid, tartaric acid, fumaric acid, succinic acid, lactic acid, oxalic acid, pyrrolidone carboxylic acid, ascorbic acid, and glycyrrhizic acid, and their potassium salts, sodium salts, and other salts; Salts of inorganic acids such as sodium chloride, potassium chloride, sodium sulfate, sodium phosphate, sodium hydrogen phosphate, potassium phosphate, and zinc sulfate; Lower alcohols such as ethanol, propanol, isopropanol, isobutyl alcohol, and t-butyl alcohol; Glycerin, diglycerin, sorbitol (i.e., polyhydric alcohols); Dipropylene glycol (DPG), 1,3-butylene glycol (BG), ethylene glycol, 1,3-propanediol (trimethylene glycol), 1,2-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene Glycols, 2-butene-1,4-diol, hexylene glycol, octylene glycol, trimethylolpropane, erythritol, xylitol, and other polyhydric alcohols; Phenoxyethanol. Water-based components can be used alone or in combination of two or more types.
[0028] The amount of aqueous component mixed in the emulsification process is not particularly limited, but may be 70.000% by mass or more, 80.000% by mass or more, or 90.000% by mass or more, or 98.000% by mass or less, or 95.000% by mass or less, or any combination thereof, relative to the entire oil-in-water emulsion composition produced by the present invention. Specifically, for example, the amount of aqueous component mixed in the emulsification process may be 70.000% to 98.000% by mass, 80.000% to 98.000% by mass, or 90.000% to 95.000% by mass, relative to the entire oil-in-water emulsion composition.
[0029] The aqueous component preferably contains water. The amount of water mixed in the emulsification process is not particularly limited, but may be 70.000% by mass or more, 80.000% by mass or more, or 90.000% by mass or more, or 98.000% by mass or less, or 95.000% by mass or less, or any combination thereof, relative to the entire oil-in-water emulsion composition produced by the present invention. Specifically, for example, the amount of water mixed in the emulsification process may be 70.000% to 98.000% by mass, 80.000% to 98.000% by mass, or 90.000% to 95.000% by mass, relative to the entire oil-in-water emulsion composition.
[0030] The emulsification step is preferably a step of emulsifying by stirring. The stirring in the emulsification step may be done by hand or by machine. The emulsification step can be carried out at any temperature, but it is preferably carried out at a temperature of 20°C to 40°C.
[0031] Furthermore, in the emulsification process, other components such as various active ingredients, humectants, pH adjusters, antioxidants / antioxidant aids, UV absorbers, preservatives, antibacterial agents, powders, and surfactants can be optionally mixed in, as long as they do not impair the effects of the present invention.
[0032] Active ingredients include skin whitening ingredients, wrinkle-improving ingredients, anti-inflammatory ingredients, and plant and animal extracts. As for whitening ingredients, there are no particular limitations as long as they are commonly used in topical skin compositions such as cosmetics. For example, 4-n-butylresorcinol, ascorbic acid glucoside, 3-O-ethyl ascorbic acid, tranexamic acid, arbutin, ellagic acid, kojic acid, linoleic acid, nicotinamide, 5,5'-dipropylbiphenyl-2,2'-diol, disodium 5'-adenylate, cetyl tranexamate, potassium 4-methoxysalicylate Examples include monoxide, hydroquinone, and pantothenic acid.
[0033] As for wrinkle-improving ingredients, there are no particular limitations as long as they are commonly used in topical skin compositions such as cosmetics. Examples include sodium trifluoride isopropyl oxopropylaminocarbonylpyrrolidinecarbonylmethylpropylaminocarbonylbenzoylaminoacetate, nicotinamide, vitamin A or its derivatives (retinol, retinal, retinoic acid, tretinoin, isotretinoin, retinoic acid tocopherol, retinyl palmitate, retinyl acetate, etc.), benzyl ursolate, ursolic acid phosphate, benzyl betulinate, and benzyl acid phosphate.
[0034] There are no particular limitations on the plant and animal-derived extracts, as long as they are commonly used in pharmaceuticals, cosmetics, foods, etc. For example, Akebia extract, Thujopsis dolabrata extract, Asparagus extract. Avocado extract, Amacha extract, Almond extract, Arnica extract, Aloe extract, Aronia extract, Apricot extract, Ginkgo extract, Indian kino extract, Fennel extract, Udo extract, Rosehip extract, Eleutherococcus senticosus extract, Enmeisou extract, Scutellaria baicalensis extract, Phellodendron bark extract, Coptis japonica extract, Panax ginseng extract, St. John's wort extract, Lamium album extract, Orange extract, Kakyo extract, Pueraria lobata extract, Chamomile extract, Carrot extract, Artemisia capillaris extract, Licorice extract, Kiwi extract, Cucumber extract, Guava extract Kiss, Sophora flavescens extract, Gardenia extract, Sasa veitchii extract, Sophora flavescens extract, Walnut extract, Grapefruit extract, Black rice extract, Chlorella extract, Mulberry extract, Ligusticum thunbergii extract, Alpinia speciosa extract, Gentian extract, Geranium thunbergii extract, Black tea extract, Burdock extract, Rice extract, Rice fermentation extract, Rice bran fermentation extract, Rice germ oil, Lingonberry extract, Salvia extract, Soapwort extract, Bamboo grass extract, Hawthorn extract, Sunflower extract, Japanese pepper extract, Shiitake mushroom extract, Rehmannia glutinosa extract, Lithospermum erythrorhizon extract, Perilla extract, Linden extract, Moss Keso extract, peony extract, ginger extract, calamus root extract, birch extract, horsetail extract, stevia extract, stevia ferment, ivy extract, hawthorn extract, elderflower extract, yarrow extract, peppermint extract, sage extract, mallow extract, chuanxiong extract, swertia japonica extract, mulberry bark extract, rhubarb extract, soybean extract, jujube extract, thyme extract, dandelion extract, tea extract, clove extract, citrus peel extract, sweet tea extract, chili pepper extract, angelica extract, cinnamon Calendula extract, peach kernel extract, spruce extract, Houttuynia cordata extract, tomato extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract, Ophiopogon extract, lotus extract, parsley extract, birch extract, witch hazel extract, Isodon japonicus extract, cypress extract, loquat extract, coltsfoot extract, butterbur extract, Poria cocos extract, butcher's broom extract, grape extract, grape seed extract, loofah extract, safflower extract, peppermint extract, linden extract, peony extract, hop extract, pine extract,Preferred extracts include marjoram extract, horse chestnut extract, skunk cabbage extract, soapberry extract, lemon balm extract, seaweed extract, peach extract, cornflower extract, eucalyptus extract, saxifrage extract, yuzu extract, lily extract, coix seed extract, mugwort extract, lavender extract, green tea extract, apple extract, rooibos tea extract, reishi mushroom extract, lettuce extract, lemon extract, forsythia extract, astragalus extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract, and Sanguisorba officinalis extract.
[0035] Examples of anti-inflammatory components include clarinon, glabridin, glycyrrhizic acid, glycyrrhetinic acid, and pantothenyl alcohol, with glycyrrhizic acid and its salts being preferred, alkyl glycyrrhetinate and its salts, and glycyrrhetinic acid and its salts.
[0036] Examples of humectants include polyethylene glycol, propylene glycol, 1,3-butylene glycol, xylitol, maltitol, carotenoid acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO)PO adduct, Rosa rugosa extract, Achillea millefolium extract, and Melilotus extract. Examples of pH adjusting agents include buffering agents such as lactate-sodium lactate, citrate-sodium citrate, and succinate-sodium succinate. Examples of antioxidants include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, and gallic acid esters. Examples of antioxidant auxiliary agents include phosphoric acid, citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphorate, phytic acid, and ethylenediaminetetraacetic acid. Examples of UV absorbers include sodium pyrrolidone carboxylate, lactic acid, and sodium lactate. Moisturizing ingredients such as um; para-aminobenzoic acid-based UV absorbers; anthranilic acid-based UV absorbers; salicylic acid-based UV absorbers; cinnamic acid-based UV absorbers; benzophenone-based UV absorbers; sugar-based UV absorbers; 2-(2'-hydroxy-5'-t-octylphenyl)benzotri Examples include azoles and 4-methoxy-4'-t-butyldibenzoylmethane. Examples of preservatives include methylparaben, ethylparaben, butylparaben, phenoxyethanol, and hydroxyacetophenone. As antibacterial agents, synthetic agents such as 1,3-butylene glycol and parahydroxybenzoic acid esters are preferred, as are natural antibacterial substances such as caprylyl glycol, glyceryl caprylate, ethylhexylglycerin, and caprylhydroxamic acid. Examples of powders include powders such as mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, aluminum oxide, and barium sulfate, which may have surface treatments; inorganic pigments such as red iron oxide, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, Prussian blue, titanium dioxide, and zinc oxide, which may have surface treatments; pearlescent agents such as titanium mica, fish scale foil, and bismuth oxychloride, which may have surface treatments; organic dyes such as Red 202, Red 228, Red 226, Yellow 4, Blue 404, Yellow 5, Red 505, Red 230, Red 223, Orange 201, Red 213, Yellow 204, Yellow 203, Blue 1, Green 201, Violet 201, and Red 204, which may be lake-formed; polyethylene powder, polymethyl methacrylate, nylon powder, and organopolysiloxane elastomers.
[0037] Examples of surfactants include anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants. Note that (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is not included in the definition of "surfactant".
[0038] As for anionic surfactants, Fatty acid soaps such as potassium coconut oil fatty acid (e.g., potassium cocoyl glutamate), potassium myristate, and potassium laurate; Alkyl sulfates such as potassium lauryl sulfate, sodium lauryl sulfate, triethanolamine lauryl sulfate, and sodium myristyl sulfate; Sodium polyoxyethylene lauryl ether sulfate, such as POE(2) sodium lauryl ether sulfate; Polyoxyethylene alkyl ether sulfates such as polyoxyethylene lauryl ether sulfate triethanolamine; Alkyl phosphates such as lauryl phosphate; Amino acid-based surfactants such as acylmethyltaurate and sodium lauroylmethylalanine; Examples include sulfonates such as sodium lauryl sulfoacetate; and others.
[0039] Cationic surfactants include, Alkylammonium salts such as cetyltrimethylammonium chloride, stearyltrimethylammonium chloride (steartrimonium chloride), behenyltrimethylammonium chloride, lauryltrimethylammonium chloride, and stearoxypropyltrimonium chloride; Alkylbenzylammonium salt; Stearylamine acetate; Polyoxyethylene alkylamines such as polyoxyethylene laurylamine and polyoxyethylene stearylamine; Stearamidopropyldimethylamine; Examples include benzalkonium chloride.
[0040] Nonionic surfactants include, Polyoxyethylene sorbitan fatty acid esters such as POE(20) sorbitan monolaurate, POE(20) sorbitan monopalmitate, POE(6) sorbitan monostearate, POE(20) sorbitan monostearate, POE(20) sorbitan tristearate, POE(6) sorbitan monooleate, POE(20) sorbitan monooleate, POE(20) sorbitan trioleate, and POE(20) sorbitan monoisostearate; Polyethylene glycol fatty acid esters such as POE(10) monostearate, POE(25) monostearate, POE(40) monostearate, POE(55) monostearate, POE(10) monolaurate, POE(10) monooleate, and PEG-20 sorbitan cocoate; Polyoxyethylene alkyl ethers such as POE(4) lauryl ether, POE(9) lauryl ether, POE(21) lauryl ether, POE(150) cetyl ether, POE(20) cetyl ether, POE(2) cetyl ether, POE(10) cetyl ether, POE(25) cetyl ether, POE(30) cetyl ether, POE(10) oleyl ether, POE(15) oleyl ether, POE(7) oleyl ether, POE(20) oleyl ether, POE(50) oleyl ether, POE(5) behenyl ether, POE(10) behenyl ether, POE(20) behenyl ether, POE(30) behenyl ether, and POE(20) stearyl ether; Polyoxyethylene polyoxypropylene alkyl ethers such as POE(20)POP(4) cetyl ether, POE(20)POP(8) cetyl ether, and POE(30)POP(6) decyltetradecyl ether; Polyoxyethylene sorbitan fatty acid esters such as POE(60) sorbitan tetrastearate, POE(6) sorbitan tetraoleate, POE(30) sorbitan tetraoleate, POE(60) sorbitan tetraoleate, and POE(6) sorbitan monolaurate; Polyoxyethylene glycerin fatty acid esters such as POE(15) glyceryl monostearate, POE(5) glyceryl monostearate, and POE(15) glyceryl monooleate; Polyoxyethylene castor oil / hydrogenated castor oil such as POE(40) castor oil, POE(20) hydrogenated castor oil, POE(40) hydrogenated castor oil, POE(50) hydrogenated castor oil, POE(60) castor oil, POE(60) hydrogenated castor oil, POE(80) hydrogenated castor oil, POE(100) hydrogenated castor oil, etc. Polyoxyethylene lanolin alcohols such as POE(10) lanolin alcohol, POE(20) lanolin alcohol, and POE(40) lanolin alcohol; Sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquistearate, sorbitan monooleate, sorbitan sesquioleate, and sorbitan trioleate; Glycerin fatty acid esters such as glyceryl monooleate, glyceryl monostearate, and glyceryl monomyristate; Diglycerin fatty acid esters such as diglyceryl monostearate, diglyceryl monooleate, and diglyceryl monoisostearate; triglycerin fatty acid esters such as triglyceryl monolaurate, triglyceryl monomyristate, triglyceryl monooleate, and triglyceryl monostearate; tetraglycerin fatty acid esters such as tetraglyceryl monostearate and tetraglyceryl monooleate; pentagglyceryl trimyristate, pentagglyceryl trioleate, pentagglyceryl monolaurate, pentagglyceryl monomyristate, pentagglyceryl monooleate, and pentagglyceryl monostearate; hexaglyceryl monooleate, hexaglyceryl monostearate, hexaglyceryl tristearate, hexaglyceryl monolaurate, hexaglyceryl monomyristate, and others. Decaglycerin fatty acid esters, and polyglycerin fatty acid esters such as decaglyceryl monostearate, decaglyceryl distearate, decaglyceryl diisostearate, decaglyceryl dioleate, decaglyceryl tristearate, decaglyceryl trioleate, decaglyceryl monolaurate, decaglyceryl monomyristate, decaglyceryl monooleate, decaglyceryl distearate, and other decaglycerin fatty acid esters; Alkyl glucosides such as lauryl glucoside; Fatty acid alkylolamides such as coconut oil fatty acid diethanolamide; Examples include alkyldimethylamine oxide solutions such as lauryldimethylamine oxide solution.
[0041] As for amphoteric surfactants, Betaine-type betaines such as lauryldimethylaminoacetic acid betaine (lauryl betaine), stearyl betaine, lauric acid amidopropyl betaine, lauryl hydroxysulfobetaine, stearyldimethylaminoacetic acid betaine, dodecylaminomethyldimethylsulfopropyl betaine, octadecylaminomethyldimethylsulfopropyl betaine, and other alkyl betaines; cocamidopropyl betaine, cocamidopropyl fatty acid amidopropyl betaine, cocamidopropyl fatty acid amidopropyl dimethylaminoacetic acid betaine (cocamidopropyl betaine), cocamidopropyl hydroxysultaine, and other fatty acid amidopropyl betaines; Alkylimidazole types such as 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine; Amine oxide types such as lauryldimethylamine N-oxide, oleyldimethylamine N-oxide, and lauramine oxide; Examples include lecithin such as egg yolk lecithin, soy lecithin, hydroxylated lecithin, and hydrogenated lecithin.
[0042] The present invention can be applied, for example, to a method for producing a topical skin composition. Examples of topical skin compositions include cosmetics (including quasi-drugs) and pharmaceuticals. Examples of cosmetics include lotions, creams, serums, sunscreens, and liquid foundations.
[0043] [Oil-in-water emulsion composition] The oil-in-water emulsion composition produced according to the present invention is an oil-in-water emulsion composition containing (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10, a polyhydric alcohol, an oily component, and an aqueous component.
[0044] The content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is not particularly limited, but may be, for example, 0.010% by mass or more, 0.050% by mass or more, 0.100% by mass or more, 0.300% by mass or more, 0.500% by mass or more, 1.000% by mass or more, or 3.000% by mass or more, relative to the total oil-in-water emulsion composition, or 15.000% by mass or less, 10.000% by mass or less, 8.000% by mass or less, 5.000% by mass or less, 3.000% by mass or less, or 1.000% by mass or less, and any non-inconsistent combination thereof is also acceptable. Specifically, the content of (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 may be 0.010% to 15.000% by mass, 0.050% to 10.000% by mass, 0.100% to 8.000% by mass, 0.300% to 5.000% by mass, 0.500% to 3.000% by mass, 1.000% to 15.000% by mass, 3.000% to 10.000% by mass, or 0.010% to 1.000% by mass, relative to the total oil-in-water emulsion composition.
[0045] The polyhydric alcohol content is not particularly limited, but for example, it may be 1,000% by mass or more, 2,000% by mass or more, 3,000% by mass or more, or 4.0% by mass relative to the entire oil-in-water emulsion composition. The amount may be 0% by mass or more, or 5.000% by mass or more, or 20.000% by mass or less, 15.000% by mass or less, 13.000% by mass or less, 10.000% by mass or less, or 8.000% by mass or less, or any combination thereof. Specifically, for example, the polyhydric alcohol content may be 1.000% to 20.000% by mass, 2.000% to 15.000% by mass, 3.000% to 13.000% by mass, 4.000% to 10.000% by mass, or 5.000% to 8.000% by mass, relative to the entire oil-in-water emulsion composition.
[0046] The content of aqueous components is not particularly limited, but may be, for example, 70.000% by mass or more, 80.000% by mass or more, or 90.000% by mass or more, or 98.000% by mass or less, or 95.000% by mass or less, or any combination thereof, relative to the entire oil-in-water emulsion composition. Specifically, for example, the content of aqueous components may be 70.000% to 98.000% by mass, 80.000% to 98.000% by mass, or 90.000% to 95.000% by mass, relative to the entire oil-in-water emulsion composition.
[0047] The water content is not particularly limited, but may be 70.000% by mass or more, 80.000% by mass or more, or 90.000% by mass or more, or 98.000% by mass or less, or 95.000% by mass or less, or any combination thereof, relative to the entire oil-in-water emulsion composition. Specifically, for example, the water content may be 70.000% to 98.000% by mass, 80.000% to 98.000% by mass, or 90.000% to 95.000% by mass, relative to the entire oil-in-water emulsion composition.
[0048] The mass ratio of the polyhydric alcohol content to the (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 content in the oil-in-water emulsion composition is not particularly limited, but may be, for example, 3.00 or more, 5.00 or more, 7.00 or more, or 10.00 or more, or 50.00 or less, 40.00 or less, 30.00 or less, or 20.00 or less, or a combination thereof. Specifically, for example, it may be 3.00 to 50.00, 5.00 to 40.00, 7.00 to 30.00, or 10.00 to 20.00.
[0049] In an oil-in-water emulsion composition, the mass ratio of the oily component to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 is not particularly limited, but may be, for example, 0.10 or more, 0.30 or more, 0.50 or more, 1.00 or more, or 3.00 or more, or 20.00 or less, 17.00 or less, 15.00 or less, 10.00 or less, or 5.00 or less, or a combination thereof. Specifically, for example, it may be 0.10 to 20.00, 0.30 to 17.00, 0.50 to 15.00, 1.00 to 10.00, or 3.00 to 5.00.
[0050] The oil-in-water emulsion composition may contain any of the optional components described in the section above [Method for producing the oil-in-water emulsion composition].
[0051] Oil-in-water emulsion compositions may contain surfactants, but it is preferable that they are substantially free of surfactants. Here, "substantially free" means that the surfactant content is 1% by mass or less of the total oil-in-water emulsion composition. The surfactant content may be 0.5% by mass or less, 0.1% by mass or less, 0.01% by mass or less, or 0% by mass of the total oil-in-water emulsion composition.
[0052] The average emulsion particle size of the oil-in-water emulsion composition is not particularly limited, but for example, it could be 1000.0 nm or less, 900.0 nm or less, 800.0 nm or less, 700.0 nm or less, 600.0 nm or less. The particle size may be less than or equal to nm, less than or equal to 500.0 nm, less than or equal to 400.0 nm, less than or equal to 300.0 nm, or less than or equal to 200.0 nm, or it may be 50.0 nm or greater, or 100.0 nm or greater, or a combination thereof. It may also be 50.0 nm to 1000.0 nm, 50.0 nm to 900.0 nm, 50.0 nm to 800.0 nm, 50.0 nm to 700.0 nm, 100.0 nm to 600.0 nm, 100.0 nm to 500.0 nm, 100.0 nm to 400.0 nm, 100.0 nm to 300.0 nm, or 100.0 nm to 200.0 nm. The average emulsion particle size is the average particle size of the oil droplets. This average emulsified particle size is a cumulant analysis value based on light scattering intensity. More specifically, it was determined by cumulant analysis from light scattering intensity measured at 25°C using a dynamic light scattering measurement device (e.g., ELSZ-2000 (manufactured by Otsuka Electronics)). The average particle size can be controlled by factors such as the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohols to the water content in mixture 1, the dispersion strength during emulsification, and the content of each component of the oil-in-water emulsion composition. [Examples]
[0053] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples unless it exceeds the essence of the invention.
[0054] <Examples 1-19, Comparative Examples 1-6> The compositions for the examples and comparative examples were prepared to match the formulations (mass%) shown in Tables 1-6. Specifically, component A was mixed by hand stirring, then component B was gradually added and mixed while dispersing at 5000 rpm using TKROBOMICS (PRIMIX). Subsequently, component C was added and mixed until homogenized by hand stirring.
[0055] (1) Evaluation of whether or not emulsion formation occurs. Each composition from the above examples and comparative examples was observed under a microscope, and whether or not an emulsion had formed was evaluated according to the following criteria. In addition, each composition from the above examples and comparative examples was observed under a microscope to confirm the size of the emulsion droplets (microscopic images are shown in Figures 1-3). ○: Emulsion is formed ×: No emulsion has formed.
[0056] (2) Measurement of average emulsion particle size For each of the compositions in the above examples and comparative examples, the light scattering intensity at 25°C was measured using a dynamic light scattering measuring device (ELSZ-2000 (manufactured by Otsuka Electronics)) and the average emulsion particle size was determined by cumulant analysis.
[0057] (3) Presence or absence of creaming After preparing each of the above examples and comparative compositions, they were left to stand at room temperature for one day, and then visually inspected for the presence or absence of creaming. They were evaluated according to the following criteria. ○: No creaming occurred. ×: Creaming is occurring.
[0058] The results are shown in Tables 1-6 and Figures 1-3. In each example composition, an emulsion was formed, the average emulsion particle size was small, and creaming did not occur, resulting in excellent emulsion stability. On the other hand, in each comparative example composition, either no emulsion was formed, or even if an emulsion was formed, the average emulsion particle size was large, resulting in creaming.
[0059] [Table 1]
[0060] [Table 2]
[0061] [Table 3]
[0062] [Table 4]
[0063] [Table 5]
[0064] [Table 6]
[0065] In Tables 1-6, "((eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 + polyhydric alcohol) / water" indicates the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content in Mixture 1. Also, "Polyhydric alcohol / (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10" indicates the mass ratio of the content of polyhydric alcohol to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 in Mixture 1 (or the entire composition). Furthermore, "Oily component / (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10" indicates the mass ratio of the content of oily component to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 in Mixture 2 (or the entire composition). [Industrial applicability]
[0066] The present invention provides a technology for producing an oil-in-water emulsion composition that forms an emulsion with high emulsification stability. Furthermore, because the surfactant content can be reduced, it is possible to produce an oil-in-water emulsion composition that offers greater formulation flexibility and appeals to consumers' safety and health consciousness. The present invention is highly industrially useful because it provides a technology for producing an oil-in-water emulsion composition that can be suitably used as a topical skin preparation, particularly a cosmetic.
Claims
1. A method for producing an oil-in-water emulsion composition, Mixing step 1 involves mixing (eicosanedioic acid / tetradecanediic acid) polyglyceryl-10 and a polyhydric alcohol. Mixing step 2 involves mixing the mixture 1 obtained in the mixing step 1 with an oily component, and Emulsification step: Mix the mixture 2 obtained in the mixing step 2 with the aqueous component to emulsify it. Includes, The polyhydric alcohol is one or more selected from the group consisting of glycerin, diglycerin, and sorbitol. The aforementioned mixture 1 does not contain water, or A method for producing an oil-in-water emulsion composition, wherein the mass ratio of the total content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 and polyhydric alcohol to the water content in the mixture 1 is 2.50 or more.
2. The manufacturing method according to claim 1, wherein the average emulsion particle size of the oil-in-water emulsion composition is 1000.0 nm or less.
3. The manufacturing method according to claim 1 or 2, wherein the mixing in the mixing step 2 is performed by mechanical stirring.
4. The manufacturing method according to claim 1 or 2, wherein the mixing in the mixing step 2 is performed under conditions of 2000 rpm to 8000 rpm.
5. The manufacturing method according to claim 1 or 2, wherein the oil-in-water emulsion composition substantially does not contain a surfactant.
6. The manufacturing method according to claim 1 or 2, wherein the oil-in-water emulsion composition has a mass ratio of the content of the oily component to the content of (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10 of 0.10 to 20.
00.
7. The manufacturing method according to claim 1 or 2, wherein the oil-in-water emulsion composition is a composition for external use on the skin.
8. The manufacturing method according to claim 1 or 2, wherein the oil-in-water emulsion composition is a cosmetic.