TWI774649B - Emulsion type cosmetic composition comprising pigment powder and method for preparing same - Google Patents

Abstract

Disclosed is an emulsion type cosmetic composition including amphiphilic anisotropic powder and pigment powder, wherein the amphiphilic anisotropic powder includes a first hydrophilic polymer spheroid and a second hydrophobic polymer spheroid, the first polymer spheroid and the second polymer spheroid are bound to each other with a structure in which one polymer spheroid at least partially penetrates into the other polymer spheroid, the first polymer spheroid has a core-shell structure, and the shell has a functional group.

Description

Emulsified cosmetic composition including pigment powder and preparation method thereof

The present invention relates to an emulsified cosmetic composition containing pigment powder and a preparation method thereof.

When a pigment used in a water-in-oil cosmetic composition is dispersed in an outer phase, the pigment in powder form attacks the emulsification interface, so it is difficult to maintain emulsification stability. In order to solve this problem, a large amount of thickener is used to avoid agglomeration of the pigment dispersed in the external phase and impact on the emulsification interface, so that the pigment is stably dispersed and the emulsified formulation can be stabilized. However, in this case, such a thickener causes a sticky feeling in use, and it is difficult to achieve smooth extensibility due to high viscosity.

In addition, the water-in-oil formulation, which is excellent in durability and water resistance, contains oil as an external phase, and thus is not suitable for providing a refreshing feeling in use.

The polymer-containing spherical microparticles have a size and shape that depends on the method of their preparation, and thus have high applicability. For example, Pickering emulsions are provided, which use spherical microparticles to form stable macroemulsion particles. The contact angle (θ) between the water phase and the oil phase varies with the hydrophilicity/hydrophobicity of the spherical particles. When the contact angle is greater than 90°, O/W emulsified particles are formed. Meanwhile, when the contact angle is less than 90°, W/O emulsified particles are formed.

Furthermore, certain attempts were made to impart amphiphilic properties (ie, both hydrophilic and hydrophobic properties) to spherical microparticles to obtain novel anisotropic powders. This can be done with asymmetric (Janus) spherical particles illustrate. However, the spherical particles are limited by their chemical anisotropy due to their morphological limitations. In other words, although the particles are morphologically anisotropic, they can be hydrophobic or hydrophilic as a whole, and thus have limited chemical anisotropy.

Therefore, some attempts were made to obtain surface-active anisotropic powders by controlling the geometry and imparting chemical anisotropy. However, a method for mass production of amphiphilic anisotropic powders has not yet been developed, although the amphiphilic anisotropic powders show high applicability. In addition, it is difficult to mass-produce uniform amphiphilic anisotropic powder on an industrial scale, resulting in impossibility of practical application.

One technical problem to be solved by the present invention is to provide a stable emulsified cosmetic composition containing pigment powder.

Another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition with excellent skin safety.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition, which includes pigment powder uniformly dispersed therein without precipitation or agglomeration and exhibits excellent formulation and emulsification stability.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition for cosmetic use, which has excellent durability and covering effect.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition, which provides a stable formulation without using excessive thickeners.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition for preventing skin irritation by avoiding the use of excessive thickeners, dispersants, surfactants, and the like. Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition with excellent water resistance and durability.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition, which exhibits a refreshing feeling of use and a moisturizing feeling by virtue of the water mixing effect of the emulsified particles.

Yet another technical problem to be solved by the present invention is to provide an emulsified cosmetic composition, which provides a matte finish and a powdery finish.

In a general aspect, an emulsified cosmetic composition containing an amphiphilic anisotropic powder and a pigment powder is provided, wherein the amphiphilic anisotropic powder comprises a first hydrophilic polymer sphere and a second Hydrophobic polymer spheres, the first polymer sphere and the second polymer sphere system are combined with each other in a structure wherein one polymer sphere at least partially penetrates into the other polymer sphere, the first polymer sphere The spherical body has a core-shell structure, and the shell has a functional group.

In one aspect, the present invention provides a stabilized emulsified cosmetic composition containing pigment powder.

In another aspect, the present invention provides an emulsified cosmetic composition with excellent skin safety.

In yet another aspect, the present invention provides an emulsified cosmetic composition comprising pigment powder uniformly dispersed therein without precipitation or agglomeration and showing excellent formulation and emulsion stability.

In yet another aspect, the present invention provides an emulsified cosmetic composition for cosmetic use, which has excellent durability and coating effect.

In yet another aspect, the present invention provides an emulsified cosmetic composition that provides a stable formulation without the use of excess thickeners.

In yet another aspect, the present invention provides an emulsified cosmetic composition for preventing skin irritation by avoiding the use of excess thickeners, dispersants, surfactants, or the like.

In yet another aspect, the present invention provides an emulsified cosmetic composition having excellent water resistance and durability.

In yet another aspect, the present invention provides an emulsified cosmetic composition, which exhibits a refreshing feeling of use and a moisturizing feel by virtue of the water-incorporating effect of the emulsified particles.

In yet another aspect, the present invention provides an emulsified cosmetic composition that provides a matte and powdery finish.

FIG. 1 is a schematic diagram illustrating the formation of an amphiphilic anisotropic powder according to an embodiment of the present invention.

FIG. 2 is an electron micrograph of the emulsified particles in the composition of Example 1 (scale bar: 50 μm).

FIG. 3 is a photograph taken immediately after application of the composition according to Example 1. FIG.

Figure 4 shows electron microscopic images of emulsified particles in the compositions of Example 2 and Comparative Example 1, taken immediately after preparation of the compositions and 4 weeks after their preparation.

best practice

Illustrative embodiments will be described more fully hereinafter with reference to the accompanying drawings, in which illustrative embodiments are shown. However, the present disclosure may be embodied in many different forms and should not be construed as limited to the illustrative embodiments set forth therein. Rather, these specific embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art. In the drawings, the shapes, sizes, regions, etc. of the drawings may be exaggerated for clarity. Also, although some constituent elements are shown for convenience of description, those skilled in the art can easily understand the remaining parts. Furthermore, it will be understood by those of ordinary skill in the art that various changes in form and details may be made therein without departing from the scope of the present disclosure as defined by the appended claims.

Unless otherwise stated, "substituted" as used herein means that at least one of the hydrogen atoms of the functional group described herein is substituted with: a halogen atom (F, Cl, Br or I), a hydroxyl group, a nitro group, imino group (=NH, =NR, wherein R is a C1-C10 alkyl group), formamidinyl group, hydrazine or hydrazone group, carboxyl group, substituted or unsubstituted A substituted C1-C20 alkyl group, a substituted or unsubstituted C3-C30 heteroaryl group, or a substituted or unsubstituted C2-C30 heterocycloalkyl group.

As used herein, "(meth)acryloyl" means acryl and/or methacryloyl.

As used herein, amphiphilic anisotropic powder particle size is determined as the maximum length, which is the maximum length of the powder particle. As used herein, the size range of the amphiphilic anisotropic powder particles present in the composition means that at least 95% of the amphiphilic anisotropic powder falls within this corresponding range.

The average particle size of the emulsified particles used herein means the average diameter of each particle. As used herein, the average particle size range of the emulsified particles means that at least 95% of the emulsified particles present in the composition fall within this corresponding range.

Pigment powder average particle size as used herein means the volume average particle size obtained by calculating the volume average based on particle size distribution by methods known for determining particle size distribution, such as observation of electron microscopic images, lightning Diffraction etc.

In one aspect, an emulsified cosmetic composition is provided, which includes a pigment powder and an amphiphilic anisotropic powder. This composition contains pigment powder and can be used as a cosmetic composition for make-up.

According to a specific embodiment, based on the total weight of the composition, the pigment powder can be used in the following amounts: 0.001wt% or more, 0.002wt% or more, 0.003wt% or more, 0.004wt% or More than that, 0.005wt% or more, 0.006wt% or more, 0.007wt% or more, 0.008 wt% or more, 0.009wt% or more, 0.1wt% or more, 0.2wt% or more, 0.3wt% or more, 0.4wt% or more, 0.5wt% or more, 0.6wt% % or more, 0.7wt% or more, 0.8wt% or more, 0.9wt% or more, or 1wt% or more; and 30wt% or less, 29wt% or less, 28wt% or more Below, 27wt% or below, 26wt% or below, 25wt% or below, 24wt% or below, 23wt% or below, 22wt% or below, 21wt% or below, 20wt% or below, 19wt% or less, 18wt% or less, 17wt% or less, 16wt% or less, 15wt% or less, 14wt% or less, 13wt% or less, 12wt% or less, 11wt% or less, 10wt% or less, 9wt% or less, 8wt% or less, 7wt% or less, 6wt% or less, or 5wt% or less. For example, based on the total weight of the composition, the pigment powder may be used in an amount of 0.001wt%-30wt%, 0.1wt%-20wt%, 0.5wt%-10wt% or 1wt%-5wt%. It is possible to provide an emulsified formulation that improves skin texture and skin tone and an excellent feeling of use, and remains stable within the above-defined range.

According to an embodiment of the present invention, it is possible to provide a soft use feeling while firmly maintaining the emulsification interface of the emulsified particles by the amphiphilic anisotropic powder without coalescence of the pigment powder.

According to another embodiment, the pigment powder is a powder conventionally used to achieve the color of cosmetic cosmetic compositions. For example, the pigment powder may include titanium dioxide, zinc oxide, talc, iron oxide, mica, alumina, polymethyl methacrylate, organic pigments, and natural pigments.

According to yet another embodiment, when the pigment powder is present in the oil phase of the emulsified composition, it is possible to use a pigment powder whose surface is hydrophobized. The surface hydrophobic treatment may be performed by using a method conventionally used in the cosmetic field. For example, the pigment powder may be treated with a silicone compound, fatty acid or amino acid, but not limited thereto.

The pigment powder may have the following average particle sizes: 0.001 μm or more, 0.005 μm or more, 0.01 μm or more, 0.05 μm or more, 0.1 μm or more, 0.2 μm or more, 0.3 μm or more more than that, 0.4μm or more, 0.5μm or more, 0.6μm or more, 0.7μm or more, 0.8μm or more, 0.9μm or more, 1μm or more, 1.5μm or more, 2 μm or more, 2.5 μm or more, 3 μm or more, 3.5 μm or more, 4 μm or more, 4.5 μm or more, or 5 μm or more; and 6 μm or less, 7 μm or less, 8μm or less, 9μm or less, 10μm or less, 11μm or less, 12μm or less, 13μm or less, 14μm or less, 15μm or less, 16μm or less, 17μm or less, 18μm or less, 19μm or less, 20μm or less, 21μm or less, 22μm or less, 23μm or less, 24μm or less, 25μm or less, 26μm or less, 27μm or less, 28 μm or less, 29 μm or less, or 30 μm or less. For example, the pigment powder may have an average particle size of 0.001-6 μm (especially 0.3 μm-6 μm). A cosmetic cosmetic composition having a coloring effect and excellent formulation stability can be provided within the above range.

According to yet another embodiment, the amphiphilic anisotropic powder comprises a first hydrophilic polymer sphere and a second hydrophobic polymer sphere, wherein the first polymer sphere and the second polymer sphere The biosphere systems are combined with each other in a structure in which a polymer sphere at least partially penetrates into other polymer spheres, the first polymer sphere has a core-shell structure and the shell has a functional group.

Spheroid as used herein means a single body formed from a polymer. For example, it may have a spherical, globoidal or elliptical shape and a millimeter or nanoscale major axis based on the maximum length of the section of the body.

According to one embodiment, the cores of the second polymer spheres and the first polymer spheres may comprise vinyl polymers, and the first polymer spheres may comprise a copolymerization of vinyl monomers A substance having a functional group-containing monomer.

According to another embodiment, the vinyl polymer may comprise a vinyl aromatic polymer, in particular polystyrene.

According to yet another embodiment, the vinyl monomer may comprise a vinyl aromatic monomer. For example, the vinyl monomer can be substituted or unsubstituted styrene.

According to yet another embodiment, the functional group may be a siloxane.

According to yet another specific embodiment, the functional group-containing monomer may be a siloxane-containing (meth)acrylate, especially at least one selected from the group consisting of: 3-(trimethoxy) 3-(trimethoxysilyl)propyl acrylate, 3-(trimethoxysilyl)propyl methacrylate, vinyltriethoxysilane and vinyltrimethylacrylate oxysilane, or a combination thereof.

According to yet another embodiment, the shell of the polymer sphere may further have a hydrophilic functional group introduced.

According to yet another specific embodiment, the hydrophilic functional group may be a negative-valent or positive-valent functional group or a polyethylene glycol (PEG)-based functional group and may include at least one selected from The group consisting of: carboxylic acid group, sulfonyl group, phosphoric acid group, amine group, alkoxy group, ester group, acetic acid group, polyethylene glycol group and hydroxyl group group.

According to yet another embodiment, the shell of the first polymer sphere may further have a sugar-containing functional group introduced.

According to yet another embodiment, the sugar-containing functional group may be derived from at least one selected from the group consisting of: N-{N-(3-triethoxysilylpropyl)aminoethyl } Glucosamide (N-{N-(3-triethoxysilylpropyl)aminoethyl}gluconamide), N-(3-triethoxysilylpropyl)gluconamide (N-(3-triethoxysilylpropyl)gluconamide) and N-{N-(3-triethoxysilylpropyl)aminoethyl}-oligo-hyaluronamide.

According to yet another embodiment, the amphiphilic anisotropic powder may have a symmetrical shape, an asymmetric snowman shape or an asymmetric inverted snowman shape, which is formed by the first polymer sphere and the second polymer sphere It is based on the junction where the bodies bind to each other. The snowman shape refers to the first polymer sphere and the second polymer sphere combined with each other and having different sizes.

According to yet another embodiment, the amphiphilic anisotropic powder may have a particle size of 100-2500 nm. In a variant, the amphiphilic anisotropic powder may have a particle size of 100-1500 nm, 100-500 nm or 200-300 nm. In particular, the amphiphilic powder may have the following particle sizes: 100 nm or more, 200 nm or more, 300 nm or more, 400 nm or more, 500 nm or more, 600 nm or more, 700 nm or more, 800nm or above, 900nm or above, 1000nm or above, 1100nm or above, 1200nm or above, 1300nm or above, 1400nm or above, or 1500nm or above; and 2500nm or below, 2400nm or above Below, 2300nm or below, 2200nm or below, 2100nm or below, 2000nm or below, 1900nm or below, 1800nm or below, 1700nm or below, 1600nm or below, 1500nm or below, 1400nm or below Below, 1300nm or below, 1200nm or below, 1100nm or below, 1000nm or below, 000nm or below, 800nm or below Below, 700nm or below, 600nm or below, 500nm or below, 400nm or below, 300nm or below, or 200nm or below.

According to yet another embodiment, the amphiphilic anisotropic powder may form macroemulsified particles, which have a size of 2-500 μm. In a variant, the amphiphilic anisotropic powder may form macroemulsion particles having a size of 5-400 μm, 10-350 μm, 30-300 μm or 50-300 μm. In particular, the amphiphilic anisotropic powder may form emulsified particles having the following sizes: 2 μm or more, 3 μm or more, 4 μm or more, 5 μm or more, 6 μm or more, 7 μm or more, 8μm or more, 9μm or more, 10μm or more, 11μm or more, 12μm or more, 13μm or more, 14μm or more, 15μm or more, 16μm or more, 17μm or more, 18μm or more, 19μm or more, 20μm or more, 21μm or more, 22μm or more, 23μm or more, 24μm or more, 25μm or more, 26μm or more, 27μm or more, 28μm or more, 29μm or more, 30μm or more, 31μm or more, 32μm or more, 33μm or more, 34μm or more, 35μm or more, 36μm or more, 37μm or more, 38μm or more, 39μm or more, 40μm or more, 41μm or more, 42μm or more, 43μm or more, 44μm or more, 45μm or more, 46μm or more, 47μm or more, 48 μm or more, 49 μm or more, or 50 μm or more; and 500 μm or less, 490 μm or less, 480 μm or less, 470 μm or less, 460 μm or less, 450 μm or less, 440 μm or less Below, 430μm or less, 420μm or less, 410μm or less, 400μm or less, 390μm or less, 380μm or less, 370μm or less, 360μm or less, 350μm or less, 340μm or less Below, 330μm or below, 320μm or below, 310μm or below, 300μm or below, 290μm or below, 280μm or below, 270μm or below, 260μm or below, 250μm or less, 240μm or less, 230μm or less, 220μm or less, 210μm or less, 200μm or less, 190μm or less, 180μm or less, 170μm or less, 160μm or less, or 150μm or less.

Since the hydrophobic part and the hydrophilic part of the amphiphilic anisotropic powder have different orientations to the interface, macroemulsion particles may be formed. With this large emulsified granule, it is possible to provide emulsified formulations having various viscosities, including formulations with less sticky feeling in use.

When the interfacial film formed by a conventional molecular-level surfactant forms a dynamic emulsion phase, the thickness of the interfacial film formed by the amphiphilic anisotropic powder will increase to several hundreds of nanometers. The strong bond forms a stable interface film. Therefore, it is possible to maintain a stable emulsified state without being affected by the pigment powder.

According to yet another embodiment, the amphiphilic anisotropic powder may be present in the following amounts based on the total weight of the composition: 0.1 wt % or more, 0.2 wt % or more, 0.3 wt % or more above, 0.4wt% or above, 0.5wt% or above, 0.6wt% or above, 0.7wt% or above, 0.8wt% or above, 0.9wt% or above, or 1.0wt% or above and above; and 20wt% or less, 19wt% or less, 18wt% or less, 17wt% or less, 16wt% or less, 15wt% or less, 14wt% or less, 13wt% or less , 12wt% or less, 11wt% or less, 10wt% or less, 9wt% or less, 8wt% or less, 7wt% or less, 6wt% or less, 5wt% or less, 4wt% % or less, or 3wt% or less. For example, the amphiphilic anisotropic powder may be present in the following amounts, based on the total weight of the composition: 0.1-20 wt%, particularly 0.5-10 wt%, more particularly 1-4 wt%, even more particularly 1-3wt%. It is possible to form stable emulsified particles and to form emulsified particles of suitable size within the above-defined ranges.

The composition may have the following viscosities: 1000cps or more, 1100cps or more, 1200cps or more, 1300cps or more, 1400cps or more, 1500cps or more, 1600cps or more, 1700cps or more, 1800cps or more, 1900cps or more, 2000cps or more, 2100cps or more, 2200cps or more, 2300cps or more, 2400cps or more, or 2500cps or more; and 30000cps or less, 29000cps or less , 28000cps or less, 27000cps or less, 26000cps or less, 25000cps or less, 24000cps or less, 23000cps or less, 22000cps or less, 21000cps or less, 20000cps or less, 19000cps or less , 18000cps or less, 17000cps or less, 16000cps or less, 15000cps or less, 14000cps or less, 13000cps or less, 12000cps or less, 11000cps or less, 10000cps or less, 8900cps or less , 8800cps or less, 8700cps or less, 8600cps or less, 8500cps or less, 8400cps or less, 8300cps or less, 8200cps or less, 8100cps or less, 8000cps or less, 7900cps or less , 7800cps or less, 7700cps or less, 7600cps or less, 7500cps or less, 7400cps or less, 7300cps or less, 7200cps or less, 7100cps or less, 7000cps or less, 6900cps or less , 6800cps or less, 6700cps or less, 6600cps or less, 6500cps or less, 6400cps or less, 6300cps or less, 6200cps or less, 6100cps or less, or 6000cps or less. For example, the viscosity may be 1000-20000cps, 1000-10000cps, 1500-7000cps or 2000-6000cps. The composition may form macroemulsified particles with a membrane-emulsified interface. Furthermore, the pigment is dispersed in the oil phase and the mono-amphiphilic anisotropic powder which does not form emulsified particles is also present so that the pigment powder is uniformly dispersed without precipitation or agglomeration. In addition, the formulation may have excellent emulsion stability.

The cosmetic composition of an embodiment of the present invention may be obtained by a method comprising: preparing the amphiphilic anisotropic powder, and using the amphiphilic anisotropic powder to emulsify an oil phase part and an aqueous phase part.

According to an embodiment, the amphiphilic anisotropic powder may be obtained by a method comprising: polymerizing a first monomer to obtain a core of a first polymer sphere; coating the first polymer sphere to obtain a first polymer sphere having a core-shell structure; and reacting the first polymer sphere having a core-shell structure with a first monomer to obtain an amphiphilic anisotropic powder, One of the second polymeric spherical systems is formed.

FIG. 1 is a schematic diagram illustrating the formation of an amphiphilic anisotropic powder according to an embodiment of the present invention. It is possible to form a second polymer sphere by having the core of the first polymer sphere penetrate the shell of the first polymer sphere and grow toward the outside by using the method described above.

According to another embodiment, the method for preparing an amphiphilic anisotropic powder may include: (1) stirring a first monomer and a polymerization initiator to form a core of a first polymer sphere (2) stirring the core forming a first polymer sphere and a first monomer, a polymerization initiator and a functional group-containing monomer to form a core-shell structure having a coated core-shell structure; a first polymer sphere; and (3) stirring the formed first polymer sphere with a core-shell structure and a second monomer and a polymerization initiator to obtain anisotropic powder, wherein a A second polymeric spherical system is formed.

In steps (1), (2) and (3), the stirring may be rotary stirring. Rotary agitation is preferred due to the need for uniform mechanical mixing and chemical modification to produce uniform particles. The rotary stirring may be performed in a cylindrical reactor, but is not limited thereto.

Here, the design of the reactor interior significantly affects powder formation. The size and position of the baffles of the cylindrical reactor and the distance from the impeller have a significant effect on the uniformity of the particles produced. Compare Preferably, the spacing between the inner vanes and the impeller vanes is minimized to make their convection and intensity uniform, to introduce the powdered reaction mixture below the length of the vanes and to maintain the impeller at high rotational speeds. The rotational speed may be 200 rpm or more, and the ratio of reactor diameter to height may be 1-3:1-5. In particular, the reactor may have a diameter of 10-30 cm and a height of 10-50 cm. The reactor may have dimensional variables proportional to the reaction capacity. Also, the cylindrical reactor may be made of ceramic, glass or the like. The stirring is preferably carried out at a temperature of 50-90°C.

Simple mixing in a cylindrical rotary reactor produces uniform particles, requires low energy consumption and provides maximized reaction efficiency, and is therefore suitable for batch production. The conventional tumbling method (including the rotation of the reactor itself) causes the entire reactor to be tilted at a certain angle and rotation at high speed, thus requiring high energy consumption and limiting the size of the reactor. Due to this limitation in reactor size, yields are limited to small quantities on the order of tens of milligrams to several grams. Therefore, the conventional rolling method is not suitable for mass production.

According to an embodiment, the first monomer and the second monomer may be the same or different, and may in particular be a vinyl monomer. Also, the first monomer added in step (2) may be the same as the first monomer used in step (1) and the starter used in each step may be the same or different.

According to another embodiment, the vinyl monomer may be a vinyl aromatic monomer. The vinyl aromatic monomer can be substituted or unsubstituted styrene.

According to yet another specific embodiment, the polymerization initiator may be a free radical polymerization initiator. In particular, the polymerization initiator may be a peroxide-based or azo-based initiator or a combination thereof. Furthermore, it is possible to use ammonium persulfate, sodium persulfate or potassium persulfate.

According to yet another specific embodiment, in step (1), the first monomer and the polymerization initiator may be mixed in a weight ratio of 100-1000:1. In a variation, the first monomer and the polymerization initiator may be mixed in a weight ratio of 100-750:1, 100-500:1, or 100-250:1.

In a variant, in step (1), a stabilizer is added together with the first monomer and the polymerization initiator, which are mixed in a weight ratio of 100-1000:1:0.001-5 The first monomer, polymerization initiator and stabilizer. The size and shape of the powder are confirmed by controlling the size of the first polymer spheres in step (1), and the size of the first polymer spheres can be determined by the first monomer, initiator and The ratio of the stabilizer is controlled. Also, it is possible to improve the uniformity of the anisotropic powder by mixing the first monomer, the polymerization initiator and the stabilizer within the above-mentioned ratio.

According to one embodiment, the stabilizer can be an ionic vinyl monomer, and it is possible to use, in particular, sodium 4-vinylbenzene sulfonate. The stabilizer prevents the particles from swelling and imparts positive or negative valence to the powder surface, thereby preventing electrostatic coalescence (bonding) of the particles.

When the amphiphilic anisotropic powder has a size of 200-250 nm, it may be obtained from the first polymer spheres containing the following ratios of the first monomer, initiator and stabilizer: 110-130:1 : 2-4, especially 115-125: 1: 2-4.

Also, when the amphiphilic anisotropic powder has a size of 400-450 nm, it may be obtained from the first polymer spheres containing the first monomer, initiator and stabilizer in the following proportions: 225- 240:1:1-3, especially 230-235:1:1-3.

In addition, when the amphiphilic anisotropic powder has a size of 1100-2500 nm, it may be obtained from the first polymer spheres obtained by reacting the first monomer, the initiator and the stabilizer in the following proportions : 110-130: 1: 0, especially 115-125: 1: 0.

Furthermore, amphiphilic anisotropic powders with asymmetric snowman shapes may be obtained from the first polymer spheres prepared by reacting the first monomer, the initiator and the stabilizer in the following ratios: 100-140 : 1: 8-12, especially 110-130: 1: 9-11.

Furthermore, amphiphilic anisotropic powders with asymmetric inverted snowman shapes may be obtained from the first polymer spheres prepared by reacting the first monomer, the initiator and the stabilizer in the following ratios: 100- 140:1:1-5, especially 110-130:1:2-4.

According to yet another specific embodiment, the functional group-containing monomer of step (2) may be a siloxane-containing (meth)acrylate, such as 3-(trimethoxysilyl)propyl acrylate (3 -(trimethoxysilyl)propyl acrylate), 3-(trimethoxysilyl)propyl methacrylate, vinyl triethoxysilane, vinyl trimethoxysilane trimethoxysilane) or a combination thereof.

According to yet another specific embodiment, in step (2), the first monomer, the polymerization initiator and the functional group-containing compound may be mixed in a weight ratio of 80-98:0.2-1.0:2-20. In a variant, the first monomer, the polymerization initiator and the functional group-containing compound may be mixed in a weight ratio of 160-200:1:6-40. It is possible to control the degree of coating according to the reaction ratio, which then determines the shape of the amphiphilic anisotropic powder. When the first monomer, the polymerization initiator and the functional group-containing compound are used within the above ratios, the coating thickness is increased by about 10-30%, especially about 20%, based on the initial thickness. In this case, the powder formation proceeds smoothly, and there are no problems such as failure to form powder due to too thick coating or multidirectional formation of powder due to too thin coating. Also, it is possible to improve the uniformity of the anisotropic powder within the above weight ratio.

In step (3), the core of the first polymer sphere penetrates the shell, and the shell protrudes from one direction of the first polymer sphere with the core-shell structure. The protruding portion can then be grown from the polymer of the second monomer to form the shape of the anisotropic powder.

According to yet another specific embodiment, in step (3), the second monomer and the polymerization initiator may be mixed in a weight ratio of 150-250:1. In a variant, the second monomer and polymerization initiator can be Weight ratio mixing: 160-250:1, 170-250:1, 180-250:1, 190-250:1, 200-250:1, 210-250:1, 220-250:1, 230-250:1 1 or 240-250:1.

In a variant, in step (3), a stabilizer may be added together with the second monomer and the polymerization initiator, which is based on the second monomer, the polymerization initiator and the stabilizer Mix in a weight ratio of 150-250:1:0.001-5. Specific examples of the stabilizer are the same as described above. The above weight ratio may improve anisotropic powder uniformity.

According to yet another specific embodiment, in step (3), the second monomer can be mixed in an amount of 40-300 parts by weight based on 100 parts by weight of the first polymer sphere having a core-shell structure. In particular, when the content of the second monomer is 40-100% based on the weight of the first polymer spheres, an asymmetric snowman-shaped powder is obtained. When the content of the second monomer is 100-150% or 110-150% based on the weight of the first polymer spheres, symmetrical powders are obtained. Also, when the content of the second monomer is 150-300% or 160-300% based on the weight of the first polymer spheres, an asymmetric inverted snowman-shaped powder is obtained. The above weight ratio may improve anisotropic powder uniformity.

According to yet another specific embodiment, the method for preparing an amphiphilic anisotropic powder may further include introducing a hydrophilic functional group to the anisotropic powder in step (4) after step (3).

According to yet another specific embodiment, the hydrophilic functional group in step (4) may be introduced by using a silane coupling agent and a reaction modifier, but is not limited thereto.

According to yet another embodiment, the silane coupling agent may be at least one selected from the group consisting of: N-[(3-(trimethoxysilyl)propyl)ethylenediamine (N- [(3-(trimethoxysilyl)propyl)ethylenediamine], N-[3-(trimethoxysilyl)propyl]ethylene diammonium chloride, (N-[3-(trimethoxysilyl)propyl]ethylene diammonium chloride -(N-succinyl-3-aminopropyl)trimethoxysilane), 1-[3-(trimethoxysilyl)propyl]urea (1-[3-(trimethoxysilyl)propyl]urea) and 3-[(trimethoxysilyl)propyloxy]-1,2- Propylene glycol (3-[(trimethoxysilyl)propyloxy]-1,2-propanediol). In particular, the silane coupling agent may be N-[(3-(trimethoxysilyl)propyl)ethylenediamine.

According to yet another specific embodiment, the silane coupling agent can be mixed in the following amount based on 100 parts by weight of the anisotropic powder obtained in step (3): 35-65 parts by weight, especially 40-60 parts by weight. Hydrophilization can be sufficiently performed within the above range.

According to yet another specific embodiment, the reaction modifier may be ammonium hydroxide.

According to yet another specific embodiment, the reaction modifier can be mixed in the following amount based on 100 parts by weight of the anisotropic powder obtained in step (3): 85-115 parts by weight, especially 90-110 parts by weight. Hydrophilization can be sufficiently performed within the above range.

According to yet another specific embodiment, the method for preparing an amphiphilic anisotropic powder may further include introducing a sugar-containing functional group to the anisotropic powder in step (4) after step (3).

In step (4), the sugar-containing functional group can be introduced using a sugar-containing silane coupling agent and a reaction modifier, but is not limited thereto.

According to yet another embodiment, the sugar-containing silane coupling agent may be at least one selected from the group consisting of: N-{N-(3-triethoxysilylpropyl)aminoethyl } Glucosamide (N-{N-(3-triethoxysilylpropyl)aminoethyl}gluconamide), N-(3-triethoxysilylpropyl)gluconamide, and N-{N-(3-triethoxysilylpropyl)aminoethyl}-oligo-hyaluronamide.

According to yet another specific embodiment, the reaction modifier may be ammonium hydroxide.

According to yet another specific embodiment, the reaction modifier can be mixed in the following amount based on 100 parts by weight of the anisotropic powder obtained in step (3): 85-115 parts by weight, especially 90-110 parts by weight. The sugar-containing functional group can be sufficiently introduced within the above range.

The methods described herein for preparing amphiphilic anisotropic powders do not use cross-linking agents, thus do not cause agglomeration and provide high yield and uniformity. Moreover, the method described herein uses a simple stirring process, which is more suitable for mass production than a tumbling process. In particular, an advantage of the methods described herein is that nano-sized particles of 300 nm size or smaller can be produced on a large scale in tens of grams and tens of kilograms.

According to yet another specific embodiment, the emulsion composition may be a water-in-oil emulsion composition. In particular, the water-in-oil (W/O) type emulsion composition may be a conventional water-in-oil (W/O) type emulsion composition or a water-in-silicone (W/S) type emulsion composition. Type emulsion composition in which silicone oil forms the external phase. For example, the composition may be a water-in-oil composition.

When the composition is a water-in-oil or water-in-silicon composition, the pigment powder is present in the outer phase of the oil phase, so it can be stably dispersed without precipitation or agglomeration of the pigment powder as described above.

The water-in-oil or water-in-silicon emulsion composition has an oil phase as an external phase, and thus exhibits excellent water repellency and durability. According to the composition, the inner phase of the macroparticles is ejected upon application to the skin to provide a refreshing feel by water entrapment. Therefore, the sticky feeling or uncomfortable feeling in use when the external phase is the oil phase can be avoided.

The compositions of the specific embodiments of the present invention are not viscous or rigid formulations of conventional water-in-oil compositions, but can form formulations with special feeling of use derived from the water mixing effect of giant powder emulsified particles. The composition may form macroemulsified particles with a hard emulsification interface, where the pigment powder is dispersed in the oil phase and mono-amphiphilic anisotropic powders that do not form emulsified particles may also be present. Therefore, the color The powder may be uniformly dispersed without settling or agglomeration. Also, a formulation having excellent emulsion stability can be provided.

According to the composition of the specific embodiment of the present invention, the pigment powder can be uniformly dispersed without using a high amount of thickener. Therefore, stickiness or skin irritation caused by thickeners can be prevented.

The composition of the embodiment of the present invention easily disintegrates the formulation when applied to the skin, thereby providing a feeling of use with smooth extensibility.

The compositions of embodiments of the present invention prevent skin irritation due to the addition of dispersants or excess surfactants.

The composition of the specific embodiment of the present invention can show excellent emulsion stability even if it contains pigment powder, so it can provide the emulsified composition with a soft feeling in use, and at the same time, it has a refreshing feeling and a watery feeling derived from the water-incorporation effect. In particular, the composition exhibits the above-mentioned effects without affecting the stability even in the presence of a high content of pigment powder.

The composition of the embodiment of the present invention can avoid the sticky finish caused by the surfactant. Furthermore, the presence of the amphiphilic anisotropic powder that does not form emulsified particles can provide a formulation with a matte finish and a powdery finish.

The compositions of embodiments of the present invention exhibit long-term emulsion stability over a wide temperature range, such as temperatures from -15°C to 60°C, particularly from -10°C to 55°C.

The composition of an embodiment of the present invention contains macroemulsified particles to provide a soft and silky feel in use.

In the compositions of the embodiments of the present invention, the water-incorporation effect occurs to the extent that it is visible to the naked eye, and the intragranular phase of the macroemulsion is ejected after application. In this way, the composition supplies water to the skin, exhibits the effect of trimming the skin texture, imparts a tint with the pigment powder, and covers the skin tone or lines. It provides a matte surface and a close contact feeling through the powdery and light use feeling derived from the amphiphilic anisotropic powder, and maintains continuity.

The compositions of embodiments of the present invention can maintain the stability of emulsified formulations even when they additionally contain excess ethanol or salts to provide formulations with a refreshing feel.

Compositions of embodiments of the present invention may be formulated by adding to them a cosmetically or dermatologically acceptable medium or base. Such formulations include any formulation suitable for topical administration and may be provided as suspensions, macroemulsions, microcapsules, microparticles or ionic (liposomes) and nonionic vesicular dispersions, or as creams, thin layers (skin), lotion (lotion), powder, ointment, spray or concealer stick (conceal stick) form. Furthermore, the composition may be used in the form of a foam or aerosol composition further comprising a pressurized propellant. This composition can be obtained by methods known to those skilled in the art.

The compositions of embodiments of the present invention may be configured as cosmetic compositions such as, but not limited to, foundations, liquid foundations, concealers, or cosmetic bases.

Compositions of embodiments of the present invention may contain supplementary ingredients conventionally used in the cosmetic or dermatological fields, such as powders, lipids, organic solvents, solubilizers, concentrates, gelling agents, emollients, antioxidants, suspending agents, Stabilizers, foaming agents, fragrances, surfactants, water, ionic or nonionic emulsifiers, fillers, metal ion sequestrants, chelating agents, preservatives, vitamins, protective agents, wetting agents, essential oils , dyes, pigments, hydrophilic or lipophilic activators, lipid vesicles or any other ingredient conventionally used for cosmetic purposes. This supplement is introduced in amounts commonly used in the cosmetic or dermatological field. The composition of an embodiment of the present invention may further comprise a skin absorption enhancer to enhance the effect of improving skin condition.

Invention Implementation Mode

Examples will now be described to illustrate the invention in detail. Those skilled in the art will understand that the following examples are for illustrative purposes only and are not intended to limit the scope of the present invention.

[Preparation Examples 1-4]

Preparation Examples 1-4 were obtained according to the compositions of Table 1 below. The preparation method will be described below.

The ingredients used to prepare Examples 1-4 are shown below.

MeOH: methanol (co-solvent)

KPS: Potassium Persulfate (Starter)

SVBS: Sodium vinyl benzene sulfonate (stabilizer)

PS: Polystyrene (polymer particles)

CS: Coated first polymer spheres with core-shell structure

DB: Amphiphilic anisotropic powder

TMSPA: Trimethoxysilyl propylacrylate (functional group)

AIBN: Azobisisobutyronitrile (polymerization initiator)

Preparation Example 1. Preparation of Polystyrene (PS) First Polymer Spheroids

First, 50 g of styrene monomer, 1.0 g of sodium 4-vinylbenzenesulfonate stabilizer and 0.5 g of azobisisobutyronitrile (AIBN) starter were mixed in aqueous phase and reacted at 75°C for 8 Hour. The reaction was carried out by stirring the reaction mixture at a speed of 200 rpm in a cylindrical reactor 11 cm in diameter and 17 cm in height and made of glass.

Preparation Example 2. Preparation of Coated First Polymer Spheroids with Core-Shell (CS) Structure

First, 300 g of polystyrene (PS) first polymer spherical particles obtained as described above were mixed with 50 g of styrene monomer to make 6 g of 3-(trimethoxysilyl) propyl acrylate (TMSPA) and 0.2 g of azo Diisobutyronitrile (AIBN) starter and the reaction mixture were reacted at 75°C for 8 hours. The reaction is carried out by stirring the reaction mixture in a cylindrical reactor.

Preparation Example 3. Preparation of Amphiphilic Anisotropic Powder (DB)

First, 240 g of the aqueous dispersion of the polystyrene-core-shell (PS-CS) dispersion obtained as described above was mixed with 40 g of styrene monomer, 0.35 g of sodium 4-vinylbenzenesulfonate stabilizer and 0.2 g of diluent. Azabutyronitrile (AIBN) starter was mixed, and the reaction mixture was heated to 75°C for 8 hours. The reaction is carried out by stirring the reaction mixture in a cylindrical reactor. In this way amphiphilic anisotropic powders are obtained.

Preparation Example 4. Preparation of Hydrophilized Amphiphilic Anisotropic Powder

First, 600 g of the aqueous dispersion of the anisotropic powder obtained as described above was reacted with 30 g of N-[3-(trimethoxysilyl)propyl]ethylenediamine)silane coupling agent and 60 g of ammonium hydroxide The modifiers were mixed, and the reaction mixture was reacted at 25°C for 24 hours to introduce hydrophilic functional groups. The reaction was carried out by stirring the reaction mixture in a cylindrical reactor to obtain a hydrophilic amphiphilic anisotropic powder.

[Examples and Comparative Examples] Preparation of emulsified composition

The water-in-oil emulsion compositions of Examples 1 and 2 and Comparative Example 1 were prepared according to the compositions of Tables 2 and 3 below. Examples 1 and 2 are emulsion compositions obtained by using the amphiphilic anisotropic powder prepared according to Preparation Example 3, and Comparative Example 1 is an emulsion composition using one of the conventional surfactants .

Specifically, the pigment was dispersed in the oil phase portion formed by mixing the oil phase components of Tables 2 and 3 at 3500 rpm for 5 minutes, and added to the water phase component formed by stirring and mixing. Then, emulsification was performed at 3500 rpm for 10 minutes, the thickener was introduced for 5 minutes at 3500 rpm, followed by cooling and degassing.

The ingredients used in the following examples and comparative examples are shown below.

(a) Oil:

Butylene glycol dicaprylate/dicaprate (Dermofeel BGC, SASOL)

Dicaprylyl carbonate (Cetiol CC, Cere Chemicals (Henkel)) Cyclopentasiloxane, cyclohexasiloxane (Dow Corning 345 Fluid, Dow Corning)

(b) Oil-dispersed amphiphilic anisotropic powder: The amphiphilic anisotropic powder of Example 3 was prepared by dispersion to obtain 13 wt % in decamethylcyclopentasiloxane based on the total oil-dispersed solution Oil dispersion in decamethyl cyclopentasiloxane (DC 345, Dow Corning).

(c) Pigment powder:

Titanium dioxide/triethoxycaprylrylsilane(OTS Coating pigment,OTS-2 TIO2 CR-50,DAITO KASEI KOGYO CO.,LTD.,0.45μm)

Iron Oxide/Triethoxyoctylsilane (OTS Coating pigment,OTS-2 Yellow LLXLO,DAITO KASEI KOGYO CO.,LTD.,0.6μm)

Iron Oxide/Triethoxyoctylsilane (OTS Coating pigment,OTS-2 Red R-516L,DAITO KASEI KOGYO CO.,LTD.,1.1μm)

Iron Oxide/Triethoxyoctylsilane (OTS Coating pigment,OTS-2 Black BL-100,DAITO KASEI KOGYO CO.,LTD.,2.5μm)

Polymethyl methacrylate (triethoxycaprylrylsilane) (Artpearl K-7P, Donjin Chemical Co. Ltd., 6.0 μm)

(d) Preservative: Phenoxyethanol (Clariant)

(e) Softener: Ethylhexylglycerin (Sensiva SC50, Schülke & Mayr)

(f) Humectant: Butylene Glycol (Daicel)

(g) Metal ion chelating agent: EDTA (E.D.T.A.-2NA, Neord Co., Ltd.)

(h) Emulsion stabilizer: sodium chloride

(i) Inorganic thickener: Bentone (Bentone 38V, Elementis Specialties, Inc)

(j) Surfactant: PEG-10 dimethicone (KF-6017, Shinetsu Silicone)

[Test Example 1] Observation of formulation and effect after preliminary application

The composition of Example 1 was observed with an electron microscope, and its image was shown in FIG. 2 . The phenomenon of water mixing during initial application was also noticed. An image illustrating the initial application is shown in FIG. 3 .

From Figure 2, it can be seen that the giant emulsified particles are stably formed. It can be seen from FIG. 3 that the aqueous phase component of the inner phase is ejected and the macroemulsification particles are exploding upon application, thereby producing water droplets of a degree that can be seen by the naked eye.

[Test Example 2] Evaluation of emulsion stability over time

The compositions of Example 2 and Comparative Example 1 were maintained at 30°C for 4 weeks to determine the emulsion stability of each formulation. Figure 4 shows electron micrographs of the composition immediately after preparation and after 4 weeks. It can be seen from FIG. 4 that Example 2 formed large emulsified particles and the emulsified particles remained stable over time without any change. However, in the case where the conventional surfactant was used in Comparative Example 1, the initial emulsified particles were formed to have a fine size and became larger emulsified particles after 4 weeks due to coalescence of the emulsified particles , resulting in a decrease in emulsion stability.

[Test Example 3] Evaluation of feeling in use

Each of the cosmetic compositions obtained in Comparative Example 1 and Example 2 was used by a panel of thirty women in their twenties to forties. Then, the panel gave evaluations based on 5 scales (Scale 1: very low-grade 5: very high) by the moisturizing feel, fresh finish, stickiness and water-infused appearance applied to the skin. The mean values of the results are shown in Table 4 below.

From the results in Table 4, it can be seen that Example 2 has excellent watery feeling, refreshing finish and low stickiness, and shows water droplets caused by the phenomenon of water mixing. However, in the case of Comparative Example 1, it had insufficient watery feeling and refreshing finish and high tackiness, and no water droplets were generated.

Claims (11)

An emulsified cosmetic composition comprising amphiphilic anisotropic powder and pigment powder, wherein the amphiphilic anisotropic powder comprises a first hydrophilic polymer sphere and a second hydrophobic polymer sphere, The first hydrophilic polymer spheres and the second hydrophobic polymer spheres are combined with each other in a structure, wherein the second hydrophobic polymer spheres of which the structure is a part partially penetrate the first hydrophilic polymer spherical body to form a core of the first hydrophilic polymer spherical body, the first hydrophilic polymer spherical body has a core-shell structure, and the shell has a functional group, the second hydrophobic polymer spherical body The core of the body and the first hydrophilic polymer sphere includes polystyrene, and the shell of the first hydrophilic polymer sphere includes a copolymer of styrene and a siloxane-containing (meth)acrylate ; wherein the amphiphilic anisotropic powder does not contain crosslinks; wherein the pigment powder is present in an amount of 1-20 wt % based on the total weight of the composition; wherein the composition is a water-in-oil or water-in-silicon composition; and wherein the pigment is dispersed in an external phase of the water-in-oil or water-in-silicon composition. The composition of claim 1, wherein the pigment powder comprises at least one selected from the group consisting of organic pigments and natural pigments. The composition of claim 2, wherein the organic pigment comprises polymethyl methacrylate, and the natural pigment comprises at least one selected from the group consisting of titanium dioxide, zinc oxide, talc, iron oxide , mica and alumina. The composition of claim 1, wherein the pigment powder has an average particle size of 0.001-6 μm. The composition of claim 1, comprising the amphiphilic anisotropic powder in an amount of 0.1-20 wt % based on the total weight of the composition. The composition according to claim 1, which has a viscosity of 1000-20000cps. The composition of claim 1, wherein the pigment is dispersed in an oil phase. The composition of claim 1, wherein the pigment is surface hydrophobized. The composition of claim 1, wherein the amphiphilic anisotropic powder has a symmetrical shape, an asymmetric snowman shape or an asymmetric inverted snowman shape based on the binding moiety, wherein the first hydrophilic polymer The spheres and the second hydrophobic polymer spheres are bonded to each other. The composition of claim 1, wherein the amphiphilic anisotropic powder has a particle size of 100-2500 nm. The composition of claim 1, wherein the amphiphilic anisotropic powder forms macroemulsion particles through an internal phase surrounding the water-in-oil or water-in-silicon type composition, and the macroemulsion particles have a thickness of 50-300 μm. The average particle size.

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