Acyllysine-containing spherical powder, method for producing same, and cosmetic and topical skin preparation containing same

Abstract

The present invention addresses the problem of providing a powder composition that can be used in cosmetics or topical skin preparations and that serves as an alternative to plastic powders such as nylon powder, acrylic powder, or urethane powder. The present invention pertains to an acyllysine-containing spherical powder, and a cosmetic or a topical skin preparation containing the same.

Description

Spherical powder containing acyl lysine, method for producing the same, and cosmetic and external preparation for skin containing the same 【0001】 The present invention relates to a spherical powder containing acyl lysine, a method for producing the same, and a cosmetic and an external preparation for skin containing the same. 【0002】 For the purpose of improving the feel and slipperiness during application, plastic powders such as nylon powder, acrylic powder, and urethane powder may be blended in cosmetics. However, in recent years, there has been an increasing interest in environmental load, and there has been a movement to seek products that replace these. For example, Japanese Patent Application Laid-Open No. 2020-97552 discloses a makeup for unevenness correction that does not contain microplastic beads and contains (a) 6 to 10% by weight of fumed hydrophobic silica, (b) 5 to 20% by weight of octamethyltrisiloxane and / or decamethyltetrasiloxane, (c) butyl alcohol, and (d) 10 to 30% by weight of powder other than (a) that does not contain microplastic beads. Japanese Patent Application Laid-Open No. 2020-50840 discloses a cosmetic containing porous cellulose particles formed by aggregation of specific crystalline cellulose. Japanese Patent Application Laid-Open No. 2020-152851 discloses a cosmetic composition containing specific cellulose derivative particles. However, there is still a need for an excellent powder composition that can replace plastic powders such as nylon powder, acrylic powder, or urethane powder. 【0003】 Japanese Patent Application Laid-Open No. 2020-97552 Japanese Patent Application Laid-Open No. 2020-50840 Japanese Patent Application Laid-Open No. 2020-152851 【0004】 An object of the present invention is to provide a powder composition that can be used in cosmetics and external preparations for skin and that can replace plastic powders such as nylon powder, acrylic powder, or urethane powder. 【0005】In view of the above problems, the inventors diligently conducted research and succeeded in sphericalizing acyllysine powder, which is normally in the form of a plate. They discovered for the first time that the above problems can be solved by using sphericalized acyllysine, and thus completed the present invention. That is, the present invention is as follows: [1] Spherical powder containing acyllysine. [2] Spherical powder according to [1], wherein the circularity is 0.5 or more. [3] Spherical powder according to [1] or [2], wherein the median diameter is 1 to 100 μm. [4] Spherical powder according to any one of [1] to [3], wherein the [specular reflectance (+45°) / diffuse reflectance (0°)] is 1.3 or less. [5] Spherical powder according to any one of [1] to [4], wherein the acyllysine content is 10% by mass or more. [6] A cosmetic or topical skin preparation comprising the spherical powder described in any one of [1] to [5] above. [7] A method for producing spherical powder, comprising forming spherical powder containing acyllysine using a spray-drying method. [8] The method for producing spherical powder according to [7] above, wherein the spray-drying method is a spray-drying method using a multi-fluid nozzle with three or more fluids. [9] The method for producing spherical powder according to [8] or [9] above, wherein in the spray-drying method, (a) spherical powder containing acyllysine is formed by spraying an acyllysine solution obtained by dissolving acyllysine in a basic solvent and neutralizing it with an acidic solvent, or (b) spherical powder containing acyllysine is formed by spraying an acyllysine solution obtained by dissolving acyllysine in an acidic solvent and neutralizing it with a basic solvent.

[10] A method for producing spherical powder, comprising forming spherical powder containing acyllysine using a thin-film swirling method.

[11] The manufacturing method according to

[10] , wherein the thin-film swirling method forms spherical powder containing acylidine from a dispersion of acylidine in a solvent.

[12] The manufacturing method according to

[10] , wherein in the thin-film swirling method, (a) spherical powder containing acylidine is formed by neutralizing by adding an acidic solvent dropwise while mixing an acylidine solution obtained by dissolving acylidine in a basic solvent, or (b) spherical powder containing acylidine is formed by neutralizing by adding a basic solvent dropwise while mixing an acylidine solution obtained by dissolving acylidine in an acidic solvent. 【0006】According to the present invention, it is possible to provide a powder composition that can be used in cosmetics and topical skin preparations, as an alternative to plastic powders such as nylon powder, acrylic powder, or urethane powder. 【0007】 This is an electron microscope image of the powder sample obtained in Example 1-1. 【0008】The spherical powder of the present invention contains acyllysine. The acyllysine content in the spherical powder of the present invention is preferably 10% by mass or more, and may be 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 85% by mass or more, 90% by mass or more, 95% by mass or more, or 97% by mass or more. In one embodiment of the present invention, the acyllysine content is preferably 40% by mass or more, and may be 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more. In one embodiment of the present invention, the spherical powder of the present invention may be a spherical powder mainly composed of acyllysine, or a spherical powder consisting only of acyllysine. Note that composite powders in which the surface of a spherical powder consisting of components other than acyllysine is treated with acyllysine are not included in the spherical powder of the present invention. The acyl group of acyllysine preferably has 8 to 22 carbon atoms, more preferably a saturated or unsaturated fatty acid acyl having 8 to 22 carbon atoms, and may also be a linear fatty acid acyl having 8 to 22 carbon atoms. Examples of the acyl group of acyllysine include octanoyl, lauroyl, myristoyl, palmitoyl, stearoyl, octyldodecyl, oleyl, behenyl, coconut oil fatty acid acyl, palm kernel oil fatty acid acyl, beef tallow fatty acid acyl, etc., but it is preferable that it be one or more selected from the group consisting of lauroyl and octanoyl in terms of general availability. That is, acyllysine is preferably lauroyllysine or octanoyllysine, and more preferably lauroyllysine. In one embodiment of the present invention, the spherical powder of the present invention is substantially salt-free. In the substantially salt-free embodiment, it may or may not contain additives other than acyllysine and salts, as described later. "Substantially salt-free" means that the salt content in the spherical powder is 3% by weight or less, 2.5% by weight or less, 2% by weight or less, 1.5% by weight or less, 1% by weight or less, 0.5% by weight or less, 0.3% by weight or less, or 0.1% by weight or less.In such embodiments, the acyllysine content in the spherical powder of the present invention is preferably 10% by mass or more, and may be 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 85% by mass or more, 90% by mass or more, 95% by mass or more, or 97% by mass or more. In one embodiment of the present invention, the acyllysine content is preferably 40% by mass or more, and may be 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more. In one embodiment of the present invention, the spherical powder of the present invention contains a salt. In embodiments containing a salt, the powder may or may not contain additives other than acyllysine and the salt, as described later. In the salt-containing embodiment, the acyllysine content in the spherical powder of the present invention is preferably 5% by mass or more, and may be 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, 45% by mass or more, 50% by mass or more, 60% by mass or more, 70% by weight, 75% by weight or more, 80% by weight or more, 85% by weight or more, 90% by weight or more, or 95% by weight or more. In the salt-containing embodiment, the salt content in the spherical powder of the present invention is preferably 60% by weight or less, and may be 50% by weight or less, 45% by weight or less, 40% by weight or less, 35% by weight or less, 30% by weight or less, 25% by weight or less, 20% by weight or less, 15% by weight or less, 10% by weight or less, 8% by weight or less, 6% by weight or less, or 5% by weight or less. Within a range that does not contradict the upper limit, the salt content in the spherical powder of the present invention may be 4% by weight or more, 5% by weight or more, 8% by weight or more, 10% by weight or more, 15% by weight or more, 20% by weight or more, 25% by weight or more, 30% by weight or more, 35% by weight or more, 40% by weight or more, or 45% by weight or more.Examples of salts contained in the spherical powder include salts with inorganic bases (e.g., lithium salts, sodium salts, potassium salts, magnesium salts, calcium salts, ammonium salts), salts with organic bases (e.g., monoethanolamine salts, diethanolamine salts, triethanolamine salts, morpholine salts, piperidine salts), salts with inorganic acids (e.g., hydrochloride salts, hydrobromide salts, hydroiodide salts, sulfate salts, nitrate salts, phosphate salts), salts with organic acids (e.g., formate salts, acetate salts, propane salts, oxalate salts, malonate salts, succinate salts, maleate salts, fumarate salts, aconitate salts, α-ketoglutarate salts, citrate salts), and salts with amino acids (e.g., alanine salts, tyrosine salts, lysine salts, aspartate salts, glutamate salts, pyroglutamate salts), with NaCl, trisodium citrate, and sodium citrate being particularly preferred. 【0009】The spherical powder of the present invention may contain various additives in addition to acyllysine. In one embodiment of the present invention, the additive can be dispersed inside and / or on the surface of the acyllysine particles. "Dispersed on the surface" includes both being dispersed in a region near the surface and being attached to the surface. The additive may include at least one selected from surfactants, organic powders, and inorganic powders. In one embodiment of the present invention, the spherical powder of the present invention may be a spherical powder consisting of acyllysine and an additive. Furthermore, if the additive is a dispersant, in one embodiment of the present invention, the spherical powder of the present invention may be a spherical powder consisting of acyllysine and a dispersant. There are no particular limitations on the surfactants, but examples include anionic surfactants such as fatty acid salts, alkyl sulfate salts, alkyl ether carboxylates, alkyl ether sulfate salts, alkyl phosphate salts, polyoxyalkylene alkyl ether acetates, alkylbenzene sulfonates, polyoxyalkylene alkyl ether sulfates, higher fatty acid amide sulfonates, higher fatty acid alkali metal salts, alkyl phosphates, polyoxyalkylene alkyl ether phosphate salts, long-chain sulfosuccinates, and N-acyl amino acid salts; cationic surfactants such as quaternary ammonium salts and alkylamine salts; polyoxyalkylene oxide-added alkyl ethers, polyoxyalkylene styrene-added phenyl ethers, polyhydric alcohols, and monohydric fats. Nonionic surfactants such as ester compounds with acids, polyoxyalkylene alkylphenyl ethers, polyoxyalkylene fatty acid esters, polyoxyalkylene sorbitan fatty acid esters, glycerin fatty acid esters, PEG-hydrogenated castor oil, polyoxyalkylene castor oil, polyoxyalkylene hydrogenated castor oil, higher fatty acid PEG glyceryls, higher fatty acid sorbitans, polyoxyalkylene sorbitol fatty acid esters, polyglycerin fatty acid esters, alkylglycerin ethers, polyoxyalkylene cholesteryl ethers, alkyl polyglucosides, sucrose fatty acid esters, and polysorbates; amphoteric surfactants such as amino acid-based, betaine-type, hydrogenated lecithin, and lecithin; and silicone-based surfactants such as dimethicone. The above surfactants may be used individually or in combination of two or more.The inorganic powder is not particularly limited, but examples include warlastenite, sericite, kaolin, mica, clay, talc, bentonite, aluminasilicate, pyrophyllite, montmorillonite, calcium silicate, calcium carbonate, magnesium carbonate, dolomite, calcium sulfate, boron nitride, silicon carbide, silica, alumina, mica, titanium dioxide, zinc oxide, magnesium oxide, zinc oxide, hydrosaltite, etc. One or more of the above inorganic powders may be used. The inorganic powder preferably has a median diameter of 50 μm or less, but may also be 30 μm or less, 20 μm or less, 10 μm or less, 5 μm or less, 1 μm or less, or 0.1 μm or less. Furthermore, the inorganic powder preferably has a median diameter of 0.01 μm or more, but may also be 0.03 μm or more or 0.05 μm or more. The median diameter of the spherical powder of the present invention is preferably 1 to 100 μm, but may also be 1 to 50 μm, 5 to 50 μm, or 5 to 30 μm. The organic powder is not particularly limited, but examples include starch, cellulose, fatty acid salts, bamboo or wood powder, carnauba wax, candelilla wax, higher alcohols, higher fatty acids, synthetic waxes, paraffin, and other waxes; and oils such as almond oil, olive oil, rice bran oil, squalane, silicone oil, mineral oil, and alkyl benzoate. The above organic powders may be used individually or in combination of two or more. The organic powder preferably has a median diameter of 50 μm or less, but may also be 30 μm or less, 20 μm or less, 10 μm or less, 5 μm or less, 1 μm or less, or 0.1 μm or less. Furthermore, the organic powder preferably has a median diameter of 1 μm or more, but may also be 5 μm or more or 10 μm or more. The median diameter of the spherical powder of the present invention is preferably 1 to 100 μm, but may also be 1 to 50 μm, 5 to 50 μm, or 5 to 30 μm. 【0010】The spherical powder of the present invention preferably has a circularity of 0.5 or higher. Having such a circularity, the spherical powder of the present invention can provide a superior soft-focus effect (wrinkle blurring effect) in cosmetics or topical skin preparations. The circularity of the spherical powder is more preferably 0.50 or higher, even more preferably 0.55 or higher, and may also be 0.60 or higher, 0.65 or higher, or 0.7 or higher. The circularity of the spherical powder of the present invention can be calculated from the area (S) and perimeter (L) of the planar shape of the spherical powder using the following formula: Circularity = 4πS / L 2 The data necessary for calculating circularity can be obtained, for example, by extracting regions of spherical powder from observation images of spherical powder using image analysis and measurement software such as "WinRoof 2015" (manufactured by Mitani Corporation), and then measuring the area and perimeter of each spherical powder region. The Watershed algorithm is preferably used for extracting the regions of spherical powder. Because this algorithm divides regions based on brightness gradient information, it is possible to separate the regions of individual spherical powder with high precision. 【0011】The spherical powder of the present invention preferably has a median diameter of 100 μm or less, but may also be 80 μm or less, 70 μm or less, 60 μm or less, 50 μm or less, 40 μm or less, or 30 μm or less. Furthermore, the spherical powder of the present invention preferably has a median diameter of 1 μm or more, but may also be 2 μm or more, or 3 μm or more. The median diameter of the spherical powder of the present invention is preferably 1 to 100 μm, but may also be 1 to 70 μm, 1 to 50 μm, 1 to 40 μm, 1 to 30 μm, 2 to 100 μm, 2 to 70 μm, 2 to 50 μm, 2 to 40 μm, 2 to 30 μm, 3 to 100 μm, 3 to 70 μm, 3 to 50 μm, 3 to 40 μm, or 3 to 30 μm. The median diameter of spherical powder can be determined by measuring the volume-based particle size distribution using a laser diffraction / scattering particle size distribution analyzer. The median diameter refers to the particle size at the point where the distribution curve of the cumulative percentage of particles passing through intersects the 50% horizontal axis. "Volume-based distribution" refers to the particle size distribution calculated by counting the volume of particles assumed to be spherical and using that value as the basis for calculating the frequency of each particle size in the particle size distribution. 【0012】 The spherical powder of the present invention preferably has a [specular reflectance (+45°) / diffuse reflectance (0°)] of 1.3 or less. More preferably, the [specular reflectance (+45°) / diffuse reflectance (0°)] is 1.2 or less, even more preferably 1.1 or less, and particularly preferably 1.0 or less. The specular reflectance (+45°) and diffuse reflectance (0°) of the spherical powder can be measured using devices such as a declination photometer (goniophotometer), haze meter, or UV-Vis-NIR spectrophotometer. Specifically, double-sided tape is attached to matte black felt paper, each powder sample is spread evenly on the adhesive surface, and pressed down with a puff or the like to ensure that it adheres to the adhesive surface without any gaps, and excess powder is tapped off to create a sample. The amount of reflected light is measured using a declination photometer (for example, a goniophotometer GP700 (Murakami Color Technology Research Institute Co., Ltd.)). Light is incident from -45°, and measurements are performed with a light reception angle of -90° to 90°. By calculating the specular reflection intensity (+45°), diffuse reflection intensity (+0°), and [specular reflection intensity (+45°) / diffuse reflection intensity (0°)], the strength of diffuse reflection (blur) can be measured relative to the specular reflection intensity (gloss). 【0013】 The spherical powder of the present invention can be used by incorporating it into cosmetics or topical skin preparations. The cosmetics or topical skin preparations can be formulated in any form applicable to desired areas (e.g., skin, hair, scalp, lips, eyes, eyelashes, eyelids, nails) according to conventional methods. Examples of cosmetics or topical preparations for skin, lips, eyelashes, and nails include sunscreens such as sunscreens, body powders, and sprays; makeup cosmetics such as foundations, face powders, primers, BB creams, body colors, bronzers, face powders, loose powders, nail polishes, blushes, makeup bases, and concealers; lip cosmetics such as lip colors, lip liners, and lipsticks; eye makeup cosmetics such as eyeliners, eyeshadows, eyebrow products, and mascaras; leave-on cosmetics such as emulsions, lotions, creams, gels, and serums; and face masks. Examples of cosmetics or topical preparations for hair include hair styling products, hair emulsions, hair treatments, hair conditioners, and hair lotions. Examples of cosmetics or topical preparations for the scalp include hair growth stimulants. Preferred cosmetics include, for example, makeup cosmetics, eye makeup cosmetics, lip cosmetics, and leave-on cosmetics. Preferred topical preparations include, for example, ointments, creams, mousses, and gels. A particularly preferred use of the present invention is in makeup cosmetics. 【0014】 The spherical powder of the present invention may be formed by any method that yields spherical powder. For example, the spherical powder of the present invention can be formed using a spray drying method, a thin-film swirling method, a mechanochemical method, a high-speed stirring type powder spheroidization method, and the like. The formed spherical powder may be subjected to a further purification step to remove salts and other impurities. Purification steps include stirring the powder with a solvent such as water. In addition, purification by centrifugation, dialysis, drying, reprecipitation, or a combination of these steps can also be performed as appropriate. 【0015】The spray drying method is not particularly limited, but it is preferable to use a spray dryer with an ultrasonic nozzle or a multi-fluid nozzle that sprays fluid using compressed air. The multi-fluid nozzle that sprays fluid using compressed air is preferably a three-fluid nozzle or a four-fluid nozzle. When using a two-fluid nozzle, a solution of acyllysine dissolved in an acidic or basic solvent and compressed air are flowed through two channels to atomize the powder solution, which is then rapidly heated and dried to produce a powder. In this case, the resulting spherical powder is amorphous (non-crystalline). When using a multi-fluid nozzle with three or more fluids, the spherical powder of the present invention can be obtained by spraying and impacting (neutralizing) a nucleus material and a coating material. When using a multi-fluid nozzle with three or more fluids, acyllysine can be dissolved in a basic solvent and rapidly dried while neutralizing with acid at the tip of the spray nozzle, or acyllysine can be dissolved in an acidic solvent and rapidly dried while neutralizing with a base at the tip of the spray nozzle, thereby producing a stable spherical powder. Furthermore, the spherical powder maintains a pH near neutral and can be used as a cosmetic raw material. In this case, the basic solution and the acidic solution are mixed at the nozzle tip and atomized (spherical droplets) while simultaneously drying at a high temperature, resulting in aggregates of fine crystals (spherical fine crystals). When spherical powder is obtained by rapidly drying while neutralizing during spraying using a multi-fluid nozzle with three or more fluids, a subsequent neutralization step is not required. As a nucleus material, an acyllysine solution is prepared by dissolving acyllysine in a basic solvent (aqueous solution) or an acidic solvent. The base used in the basic solvent may be either an organic base or an inorganic base, such as an aqueous solution of sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium carbonate, ammonia, triethylamine, triethanolamine, monoethanolamine, pyridine, arginine, and lysine. The base used in the basic solvent is preferably sodium hydroxide. The concentration of the base in the basic solvent is preferably 1 mol / L or more, and may be 2 mol / L or more. Furthermore, the concentration of the base in the basic solvent is preferably 14 mol / L or less, but may also be 10 mol / L or less or 6 mol / L or less.The concentration of acyllysine in the basic solvent is not particularly limited as long as acyllysine is dissolved in the basic solvent, and may be 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, or 6% by mass or more, and may also be 60% by mass or less, 50% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, or 18% by mass or less. The acidic solvent may be either an organic acid or an inorganic acid, such as sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, citric acid, lactic acid, glutamic acid, pyrrolidone carboxylic acid, formic acid, oxalic acid, gluconic acid, ascorbic acid, tartaric acid, phytic acid, and acetic acid. From the viewpoint of corrosion (rusting) of equipment, a weak acid is preferred as the acidic solvent, such as citric acid or acetic acid. The concentration of the acidic solvent is preferably 5% by mass or more, and may be 10% by mass or more or 20% by mass or more. Furthermore, the concentration of the acidic solvent is preferably 30% by mass or less, but may be 20% by mass or less, or 10% by mass or less. The concentration of acyllysine in the acidic solvent is not particularly limited as long as acyllysine is dissolved in the acidic solvent, and may be 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, or 6% by mass or more, and may be 60% by mass or less, 50% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, or 18% by mass or less. In addition, an acidic solvent or a basic solvent (aqueous solution) is prepared as the coating material. The acidic solvent may be either an organic acid or an inorganic acid, and examples include sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, citric acid, lactic acid, glutamic acid, pyrrolidone carboxylic acid, formic acid, oxalic acid, gluconic acid, ascorbic acid, tartaric acid, phytic acid, and acetic acid. The acidic solvent should preferably be a weak acid from the viewpoint of preventing corrosion (rusting) of the equipment, such as citric acid, acetic acid, lactic acid, or phosphoric acid. The concentration of the acidic solvent is preferably 5% by mass or more, and may be 10% by mass or more, or 20% by mass or more. Alternatively, the concentration of the acidic solvent is preferably 30% by mass or less, and may be 20% by mass or less, or 10% by mass or less.The base used in the basic solvent can be either an organic or inorganic base, and examples include aqueous sodium hydroxide solution, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium carbonate, ammonia, triethylamine, triethanolamine, monoethanolamine, pyridine, arginine, and lysine. The base used in the basic solvent is preferably sodium hydroxide. The concentration of the base in the basic solvent is preferably 1 mol / L or more, and may be 2 mol / L or more. Alternatively, the concentration of the base in the basic solvent is preferably 14 mol / L or less, and may be 10 mol / L or less or 6 mol / L or less. When using a three-fluid nozzle, the nucleating material, coating material, and air are flowed through three channels. When using a four-fluid nozzle, the air channels can be reduced to two, and finer particles can be obtained compared to when using a three-fluid nozzle. When using a two-fluid nozzle, the powder obtained from an acyllysine solution (in which acyllysine is dissolved in a basic solvent (aqueous solution) or an acidic solvent) is added to an acidic solvent or a basic solvent (aqueous solution), and neutralization crystallization is performed in the liquid. This can cause plate-like crystals to precipitate from the surface to the interior of the spherical powder, potentially disrupting the spherical structure. When using a three-fluid nozzle or a four-fluid nozzle, acyllysine can be dissolved in a basic solvent (aqueous solution) or an acidic solvent, and then rapidly dried while neutralizing with an acidic solvent or a basic solvent (aqueous solution) to produce spherical powder, enabling the stable production of spherical lauroyllysine powder. 【0016】In the thin-film swirling method, acyllysine is dispersed in a solvent, and spherical particles of the present invention can be obtained from the dispersion using a thin-film swirling high-speed mixer. Specifically, the dispersion is introduced into a thin-film swirling high-speed mixer and mixed. Examples of dispersions for dispersing acyllysine include water, alcohol, polyhydric alcohol, and acetone. Preferably, the dispersion contains alcohol, especially lower alcohol. In the present invention, lower alcohol means alcohol with 4 or fewer carbon atoms, and examples include ethanol, methanol, propanol, butanol, and isopropanol, with methanol and ethanol being particularly preferred. A surfactant may also be added to reduce surface tension. While a higher solid content concentration (acyllysine concentration) in the dispersion is more efficient from a productivity standpoint, if the concentration is too high, it may become impossible to prepare a thin film even with centrifugal force. A solid content concentration of approximately 50% by mass or less is appropriate. The concentration of acyllysine in the dispersion may be 50% by mass or less, 45% by mass or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 32% by mass or less, or 30% by mass or less, and may also be 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, 6% by mass or more, 10% by mass or more, 12% by mass or more, 15% by mass or more, or 18% by mass or more. This method can generally produce spherical powders with larger particle sizes compared to the method using a spray dryer with a multifluid nozzle. Furthermore, in the thin-film swirling method, an acyllysine solution obtained by dissolving acyllysine in a basic solvent (aqueous solution) or an acidic solvent and an acidic solvent or a basic solvent (aqueous solution) are prepared, and the spherical particles of the present invention can be obtained by neutralizing the acidic solvent or basic solvent (aqueous solution) by dropwise adding the acidic solvent or a basic solvent (aqueous solution) while mixing the acyllysine solution using a thin-film swirling high-speed mixer. The base used in the basic solvent can be either an organic or inorganic base, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium carbonate, ammonia, triethylamine, triethanolamine, monoethanolamine, pyridine, arginine, or lysine. Sodium hydroxide is preferred as the base used in the basic solvent. The concentration of the base in the basic solvent is preferably 1 to 2 mol / L.The acidic solvent can be either an organic or inorganic acid, such as sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, citric acid, lactic acid, glutamic acid, pyrrolidone carboxylic acid, acetic acid, and hydrochloric acid. From the viewpoint of preventing corrosion (rusting) of equipment, a weak acid is preferred as the acidic solvent, such as citric acid or acetic acid. The concentration of the acidic solvent is preferably 5 to 15% by mass. This method can be carried out at an appropriate pH and low temperature to obtain small aggregates (closer to spherical). 【0017】 The mechanochemical method is a method for obtaining fine particles by applying mechanical stress to particles, and it is possible to change the physicochemical properties of the particles at the same time as fine particle formation. Examples of mechanical stress include shear stress, compressive stress, impact stress, and shear stress. The equipment used to carry out the mechanochemical method is not limited to a specific structure or principle, as long as it is an equipment that can apply mechanical stress. For example, equipment from Hosokawa Micron Corporation (MechanoFusion®), Hosokawa Micron Corporation (Hosokawa / Alpine Picoline®, Nobilta® NOB series, Nobilta Belcom NOB-VC), Seishin Corporation (NSM series high-speed stirring type powder spheroidization equipment), Taiheiyo Tech Co., Ltd. (fluidized mixer type compounding machine), Kurimoto Iron Works (high-speed planetary mill Hygie), rotary ball mills and other ball-type kneaders, and wheel-type kneaders such as edge runners can be used. The conditions for carrying out the mechanochemical method should be set appropriately according to the specifications of the equipment used. 【0018】 Example 1-1: 180 g of 1N sodium hydroxide solution was heated to 60°C, 20 g of Amihope LL was dissolved in it, and the solution was returned to room temperature to obtain Amihope LL solution. 12 g of anhydrous citric acid was dissolved in 188 g of MilliQ water to obtain a citric acid solution. A powder sample was obtained using a Nippon Buch mini spray dryer B-290 (spray dryer). Specifically, using a three-fluid nozzle, 5 g / min of Amihope LL solution and 5 g / min of citric acid solution (total 10 g / min) were sprayed at an air supply temperature of 170°C to obtain approximately 20 g of powder sample. An electron microscope image of the obtained powder sample is shown in Figure 1. 【0019】Example 1-2: 360 g of 1N sodium hydroxide solution was heated to 60°C, 40 g of Amihope LL was dissolved in it, and the solution was returned to room temperature to obtain Amihope LL solution. 24 g of anhydrous citric acid was dissolved in 176 g of MilliQ water to obtain a citric acid solution. A powder sample was obtained using a micro-mist spray dryer (MDL-050M) from GF Corporation. Specifically, using a four-fluid nozzle, 20 g / min of Amihope LL solution and 20 g / min of citric acid solution (total 40 g / min) were sprayed at an air supply temperature of 200°C to obtain approximately 40 g of powder sample. 【0020】 Examples 1-3 136 g of 50% methanol and 36 g of Amihope LL were pre-mixed using a three-one motor (300 rpm, 3 minutes) to obtain an Amihope LL dispersion. A powder sample was obtained using a thin-film swirling high-speed mixer (Filmix® 80 model) from Primix Corporation. Specifically, the Amihope LL dispersion was added to the Filmix® 80 model and mixed at a peripheral speed of 30 m / s for 30 seconds to obtain a powder sample. 【0021】 Example 1-4: 80 g of 1N sodium hydroxide solution was heated to 60°C, 20 g of Amihope LL was dissolved in it, and the solution was returned to room temperature to obtain Amihope LL solution. 6 g of anhydrous citric acid was dissolved in 44 g of MilliQ water to obtain a citric acid solution. A powder sample was obtained using a thin-film swirling high-speed mixer (Filmix® 80) manufactured by Primix Corporation. Specifically, the Amihope LL solution was added to the Filmix® 80, and the citric acid solution was added dropwise using a peristaltic pump while mixing at a peripheral speed of 30 m / s to obtain the powder sample. The entire amount of citric acid solution was added dropwise. 【0022】 Example 1-5: 1000 g of Amihope LL was placed in a Hosokawa Micron Corporation apparatus (Mechanofusion® AMS-LAB) and mixed at 2634 rpm (46.7 Hz) for 10 minutes to obtain a powder sample. 【0023】Example 1-6 Lauroyl lysine was placed in a small-scale research and development benchtop laboratory instrument (Hosokawa / Alpine Picoline (trademark) Picobond (Novirta)) manufactured by Hosokawa Micron Corporation, and stirred at 10,000 rpm for 40 minutes to obtain a powder sample. 【0024】 Example 1-7 A powder sample was obtained by adding 15.7 g of lauroyl lysine and 1.57 g of fine-particle titanium dioxide (TTO-51) manufactured by Ishihara Sangyo Co., Ltd. to a small-scale research and development benchtop laboratory instrument (Hosokawa / Alpine Picoline (trademark) Picobond (Novilta)) manufactured by Hosokawa Micron Corporation, and stirring at 10,000 rpm for 20 minutes. 【0025】 Example 2-1: 360 g of 1N sodium hydroxide solution was heated to 60°C, 40 g of Amihope OL was dissolved in it, and the solution was returned to room temperature to obtain Amihope OL solution. 24 g of anhydrous citric acid was dissolved in 176 g of MilliQ water to obtain a citric acid solution. A powder sample was obtained using a micro-mist spray dryer (MDL-050M) from GF Corporation. Specifically, using a four-fluid nozzle, 20 g / min of Amihope OL solution and 20 g / min of citric acid solution (total 40 g / min) were sprayed at an air supply temperature of 200°C to obtain approximately 40 g of powder sample. 【0026】Sensory Evaluation Method: Six expert panel members were interviewed regarding four evaluation items: moistness, rolling ability, adhesion to skin, and softness. As a comparison, fine particles made of nylon-12 (Toray Industries, Inc. SP-500), which excelled in moistness and rolling ability, were given a score of 5. Each evaluation item was scored using the following method, and the score for that item was determined by the average score of the six panel members. Furthermore, the average score for each evaluation item was used to determine a rating from A to D. The results are shown in Tables 1-1 and 1-2. Comparative Example 1-1 used Amihope LL as the powder sample, and Comparative Example 2-1 used Amihope OL as the powder sample. The powders used in the sensory evaluation underwent the following purification process: 140 g of MilliQ water per 10 g of powder was stirred with the powder in a separatory funnel, and the process of removing the aqueous layer was repeated five times. The powder was then dried under vacuum, and the sensory evaluation was performed using the resulting powder. (Rating): (Evaluation) 6: Excellent 5: Good 4: Fair 3: Fair 2: Poor 1: Very Poor (Judgment): (Average Rating) A: 5.0 or higher B: 4.5-4.9 C: 4.0-4.4 D: 3.9 or lower 【0027】 【0028】 【0029】 Measurement Method for Various Particle Sizes of Acyllysine: A laser diffraction / scattering particle size distribution analyzer (Partica LA-950, HORIBA Corporation) was used to measure the particle size distribution using the volume cumulative value. The results obtained from the measurements were analyzed using the software attached to the instrument to determine the various particle sizes of the volume-based distribution. 20 mg of the powder sample to be measured was added to 5 g of isopropyl alcohol and disintegrated and dispersed by exposing it to ultrasonic waves with a 300 Watt output for 30 minutes while stirring. An appropriate amount of this dispersion was added to 500 mL of isopropyl alcohol according to the instrument's procedure, and a dispersion sample of appropriate concentration was prepared while checking the transparency. This sample was dispersed to primary particles by applying ultrasonic waves for 30 minutes while circulating at a flow rate of 10 mL / min, and after degassing, the particle size distribution and various particle sizes of the powder sample in the sample were determined using a flow cell. 【0030】 【0031】 [Measurement of Circularity] The area circularity of Comparative Example 1-1, Example 1-1, Example 1-2, and Example 1-3 was evaluated using a fully automated image-based particle size distribution analyzer (Malvern, Morfologi G3). Specifically, the measurement sample was 7 mm 3 The powder was dispersed using weighing (leveling with a spatula) and under the following dispersion conditions (dispersion pressure: 5.0 bar, dispersion time: 20 ms). Measurements were taken using a 10x objective lens. The circularity of each of the 20,000 particles was analyzed using image analysis, and the average value was adopted as the circularity of each sample. The results are shown in Table 3. 【0032】 【0033】 [Soft Focus Effect] Sample Preparation: A piece of double-sided tape (Daikyo Co., Ltd. B-115, 6cm x 3cm) was attached to the center of a piece of matte black felt paper (10cm x 5cm), and each powder sample was sprinkled onto the adhesive surface. The powder was spread gently by tapping it with a puff. It was made to adhere completely to the adhesive surface and become saturated. Then, the sample was held vertically and tapped 3-4 times to remove excess powder, thereby preparing samples for the powder samples of Examples 1-2, 1-3, 1-4 and Comparative Example 1-1. As a reference example, samples of nylon-12, PMMA, spherical cellulose, and cellulose acetate were prepared in the same manner. Measurement Method: The amount of reflected light was measured using a goniophotometer GP700 (Murakami Color Technology Research Institute Co., Ltd.). Light was incident from -45°, and measurements were performed with a receiving angle of -90° to 90°. Table 4 shows the specular reflectance (+45°), diffuse reflectance (+0°), and [specular reflectance (+45°) / diffuse reflectance (0°)]. The greater the diffuse reflectance (+0°) relative to the specular reflectance (+45°) (the closer the reflectance distribution is to a circle), the more the light is diffused in all directions, indicating a higher soft-focus effect. In other words, [specular reflectance (+45°) / diffuse reflectance (0°)] represents the psychological glossiness, so the smaller this value, the higher the soft-focus effect. 【0034】 【0035】 (Formulation Example 1) As a cosmetic or topical skin preparation using the powder composition of the present invention, a lip cosmetic was prepared as follows using the components shown in Table 4. Component A was heated and dissolved at 105 ± 5°C, component B was added to component A and heated and dissolved at 90°C. Further, component C was added and heated and mixed at 90°C, then dispersed with a three-roll mill, and then component D was added. After adding component E and heating and mixing at 90°C, defoaming was performed. It was filled into a flow type at a filling temperature of 90°C and loaded into a container after cooling. The lip cosmetic of Formulation Example 1 had less color unevenness and good color uniformity. Furthermore, there was no sweating, etc., and the stability was also good. 【0036】 【0037】 (Formulation Example 2) As a leave-on cosmetic or topical skin preparation using the powder composition of the present invention, a leave-on cosmetic was prepared as follows using the components shown in Table 5. Component A and component B were each heated to 80°C and dissolved, and then component A was added to component B while stirring. It was emulsified with a homomixer (3000 rpm, 3 minutes, 80°C) and cooled to room temperature to obtain a leave-on cosmetic. The leave-on cosmetic of Formulation Example 2 was excellent in the moist feeling after application and had good gloss when applied. Furthermore, the stability and antiseptic property were good. 【0038】 【0039】 (Formulation Example 3) As a loose powder as a cosmetic or topical skin preparation using the powder composition of the present invention, a loose powder was prepared as follows using the components shown in Table 6. Component A was mixed and micronized using a micronizer. Component B was put into component A and stirred and mixed. The mixture of component C was added and stirred and mixed. Further, the mixture of component D was added and stirred and mixed to obtain a loose powder. The loose powder of Formulation Example 3 was excellent in slipperiness, adhesiveness, and uniformity during application, and also excellent in the moist feeling and soft focus effect after application. 【0040】 【0041】(Formulation Example 4) An eye makeup cosmetic as a cosmetic or a topical skin preparation using the powder composition of the present invention was prepared as follows using the components shown in Table 7. After mixing Component A for 10 minutes, Component B was added to Component A and further mixed for 20 minutes. Component C was mixed for 10 minutes using a mixer (FM 10C / I manufactured by Nippon Coke Industry Co., Ltd.), then added to the mixture of Component A and Component B, and further mixed for 5 minutes. The obtained mixture was filled into a container and compressed using a press machine to obtain the target eye makeup cosmetic. The eye makeup cosmetic of Formulation Example 4 had good pearl feeling, gloss, tone, and color development after application. 【0042】 【0043】 (Formulation Example 5) A sunscreen emulsion as a cosmetic or a topical skin preparation using the powder composition of the present invention was prepared as follows using the components shown in Table 8. The B phase in which xanthan gum was dispersed was added to the A phase. The A phase and the B phase were mixed until the xanthan gum swelled. Component C was added to the mixture of the A phase and the B phase and mixed until it became uniform. In a separate container, the D phase was mixed until the solid content was completely dissolved. The D phase was added to the mixture of the A phase, the B phase, and the C phase and mixed until it became uniform. Further, the E phase was added and mixed until it became uniform. Further, the F phase was added and mixed until it became uniform. The sunscreen emulsion of Formulation Example 5 had a smooth feel during application, was easy to spread, and had no stickiness after application. 【0044】

Claims

1. Spherical powder containing acyllysine.

2. The spherical powder according to claim 1, wherein the circularity is 0.5 or greater.

3. The spherical powder according to claim 1, wherein the median diameter is 1 to 100 μm.

4. The spherical powder according to claim 1, wherein the [specular reflectance (+45°) / diffuse reflectance (0°)] is 1.3 or less.

5. The spherical powder according to claim 1, wherein the acyllysine content is 10% by mass or more.

6. A cosmetic or topical skin preparation comprising the spherical powder described in any one of claims 1 to 5.

7. A method for producing spherical powder, comprising forming spherical powder containing acyllysine using a spray-drying method.

8. The manufacturing method according to claim 7, wherein the spray drying method is a spray drying method using a multi-fluid nozzle with three or more fluids.

9. The manufacturing method according to claim 8, wherein in the spray-drying method, (a) spherical powder containing acyllysine is formed by spraying an acyllysine solution obtained by dissolving acyllysine in a basic solvent and neutralizing it with an acidic solvent, or (b) spherical powder containing acyllysine is formed by spraying an acyllysine solution obtained by dissolving acyllysine in an acidic solvent and neutralizing it with a basic solvent.

10. A method for producing spherical powder, comprising forming spherical powder containing acyllysine using a thin-film swirling method.

11. The manufacturing method according to claim 10, wherein the thin-film swirling method forms spherical powders containing acyllysine from a dispersion of acyllysine in a solvent.

12. The manufacturing method according to claim 10, wherein in the thin-film swirling method, (a) spherical powder containing acyllysine is formed by neutralizing the mixture by adding an acidic solvent dropwise while mixing an acyllysine solution obtained by dissolving acyllysine in a basic solvent, or (b) spherical powder containing acyllysine is formed by neutralizing the mixture by adding a basic solvent dropwise while mixing an acyllysine solution obtained by dissolving acyllysine in an acidic solvent.

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