WO2017090990A1 - Silicone-in-water type emulsified cosmetic composition comprising silicone oil, and method for preparing same - Google Patents

Abstract

The present invention relates to a silicone-in-water type emulsified cosmetic composition comprising an amphiphilic anisotropic powder and a silicone oil, wherein the amphiphilic anisotropic powder comprises a first polymeric spheroid which is hydrophilic and a second polymeric spheroid which is hydrophobic, wherein the first polymeric spheroid and the second polymeric spheroid are at least partially combined in a structure that permeates the counterpart polymeric spheroid, wherein the first polymeric spheroid has a core-shell structure, and wherein the shells comprise functional groups.

Description

Water-in-silicone emulsified cosmetic composition containing silicone oil and method for producing same

The present specification relates to an oil-in-water emulsified cosmetic composition containing a silicone oil and a method of manufacturing the same.

Silicone oil is used to give a light feeling in cosmetics. When silicone oils are used in emulsion formulations, water-in-silicone (W / S) formulations are used, mainly in terms of ease of selection of surfactants for emulsification and silicone oils in the outer phase.

In the case of silicone-in-water (S / W) in which the inner phase is silicone oil and the outer wound is water, the silky feel of silicone and the freshness of water in the outer wound can be added to maximize the fresh feeling. The interfacial film of the emulsion particles is unstable. Therefore, it is necessary to add a thickener, wax, etc. to the outer phase to increase the viscosity or hardness of the outer phase, and to use a specific surfactant for strengthening the interfacial film. Accordingly, the formulation prepared with a high viscosity by the surfactant and the thickener has a problem that can not fully exhibit the freshness to be implemented was limited in the use of the S / W formulation.

As the spherical fine particles made of a polymer are controlled in size and shape according to the production method, the application possibilities are expanded. One such application is a pickling emulsion that can form stabilized large emulsified particles using fine spherical particles. Depending on the degree of hydrophilicity / hydrophobicity of the spherical particles, the contact angle θ is different between the aqueous phase and the oil phase. O / W emulsified particles are formed at a contact angle of 90 ° or more, and W / O emulsified particles are formed at 90 ° or less.

Attempts have been made to produce new anisotropic powders by imparting amphiphilic properties having both hydrophilicity and hydrophobicity to the fine spherical particles. An example is Janus spherical particles. However, these spherical morphological limitations limit chemical anisotropy. That is, although morphologically anisotropic, it is hydrophobic or hydrophilic as a whole, so that there is a limit to chemical anisotropy.

This has been attempted to produce anisotropic powders having an interfacial activity by providing chemical anisotropy with geometrical shape control, but the production method that can be mass-produced so far despite the advantage that the amphipathic anisotropic powders have great applicability This has not been specifically developed, there is a problem that it is difficult to mass-produce industrially uniformly, and practical industrial applications have not been achieved.

In one aspect, the problem to be solved by the present invention is to provide an S / W type oil-in-water emulsion cosmetics excellent in emulsion stability.

In another aspect, the problem to be solved by the present invention is to provide an emulsified cosmetics maximized freshness without stickiness.

In another aspect, the problem to be solved by the present invention is to provide an emulsified cosmetic with a light feeling of use.

In another aspect, the problem to be solved by the present invention is to provide an emulsified cosmetic that can give a silky and matte finish.

In another aspect, the problem to be solved by the present invention is to provide an emulsion cosmetic having excellent stability while having a low viscosity flow.

In another aspect, the problem to be solved by the present invention is to provide an emulsified cosmetic having excellent emulsification stability while including powder for sebum adsorption.

In one aspect, the present invention is an oil-in-water silicone emulsion cosmetic composition comprising an amphiphilic anisotropic powder and silicone oil,

The amphipathic anisotropic powder,

A hydrophilic first polymer spheroid and a hydrophobic second polymer spheroid,

The first polymer spheroid and the second polymer spheroid are combined at least partially in a structure that penetrates the relative polymer spheroid,

The first polymer spheroid has a core-shell structure, and the shell provides an emulsified cosmetic composition.

In one aspect, the present invention can provide an S / W type emulsion cosmetic having excellent emulsion stability.

In another aspect, the present invention can provide an emulsified cosmetic that maximizes freshness without stickiness.

In another aspect, the present invention can provide an emulsified cosmetic with a light feeling of use.

In another aspect, the present invention can provide an emulsified cosmetic that can give a silky and matte finish.

In another aspect, the present invention can provide an emulsified cosmetic having excellent stability while having a low viscosity flowability.

In another aspect, the present invention can provide an emulsified cosmetic having excellent emulsification stability while including a sebum adsorbing powder.

1 is a schematic diagram of forming an amphipathic anisotropic powder according to an embodiment of the present invention.

2 is a photograph of the underwater silicone emulsion compositions of Example 1 and Comparative Example 1 observed with an optical microscope. (a) is immediately after manufacture, (b) is a photograph after 4 weeks storage at 30 degreeC.

3 is a photograph of the underwater silicone emulsion compositions of Example 2 and Comparative Example 2 observed with an optical microscope. (a) is immediately after manufacture, (b) is a photograph after 4 weeks storage at 30 degreeC.

4 is a photograph of appearance after storing the compositions of Examples 1 and 2 and Comparative Examples 1 and 2 at 60 ° C. for 3 days.

Hereinafter, with reference to the accompanying drawings, it will be described embodiments of the present application in more detail. However, the technology disclosed in the present application is not limited to the embodiments described herein and may be embodied in other forms. It is merely to be understood that the embodiments introduced herein are provided so that the disclosure can be made thorough and complete, and that the spirit of the present application can be fully conveyed to those skilled in the art. In order to clearly express each component in the drawings, the size, such as the width or thickness of the component, is shown to be somewhat enlarged. In addition, although only a part of the components are shown for convenience of description, those skilled in the art will be able to easily understand the rest of the components. In addition, one of ordinary skill in the art may implement the spirit of the present application in various other forms without departing from the technical spirit of the present application.

As used herein, unless otherwise defined, "substituted" means that one or more hydrogen atoms of the functional groups of the present invention are halogen (F, Cl, Br or I), hydroxy, nitro, imino (= NH, = NR, R Is an alkyl group having 1 to 10 carbon atoms), amidino group, hydrazine or hydrazone group, carboxyl group, substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, substituted or unsubstituted It may mean substituted with a heterocycloalkyl group having 2 to 30 ring carbon atoms.

As used herein, "(meth) acryl" may mean acryl and / or methacryl.

The particle size of the amphipathic anisotropic powder herein is a measure of the maximum length, which is the longest length of the powder particles. The particle size range of the amphipathic anisotropic powder herein means that at least 95% of the amphipathic anisotropic powder present in the composition falls within this range.

In the present specification, the average particle diameter of the emulsified particles means an average value of the diameters of the single particles. In the present specification, the average particle diameter range of the emulsified particles means that at least 95% of the emulsified particles present in the composition fall within the range.

In the present specification, the average particle diameter of sebum adsorption powder means a volume average particle diameter obtained by calculating the volume average based on the particle size distribution measured by a known particle size distribution measurement method such as electron microscope image observation and laser diffraction method. .

According to an embodiment of the present invention, it provides a silicone in water (S / W) type emulsion cosmetic composition comprising an amphiphilic anisotropic powder and silicone oil.

In this embodiment, the silicone oil is 5% by weight, 6% by weight, 7% by weight, 8% by weight, 9% by weight, or 10% by weight or more, and 45% by weight or less based on the total weight of the composition. , 44 wt% or less, 43 wt% or less, 42 wt% or less, 41 wt% or less, 40 wt% or less, 39 wt% or less, 38 wt% or less, 37 wt% or less, 36 wt% or less, 35 wt% or less , 34 wt% or less, 33 wt% or less, 32 wt% or less, 31 wt% or less, or 30 wt% or less, for example, 5 wt% to 45 wt%, for example 5 wt% It may include from 40% by weight. It is possible to form an oil-in-water emulsion formulation within the above range.

Silicone oils can impart a silky and light feel to the formulation and can form an internal wound in the emulsion formulation. Since the emulsion cosmetic according to the present embodiment can form large emulsion particles as described below, the silicone oil inside the emulsion particles is discharged during use such as coating, thereby providing a unique feeling of use.

In one embodiment, the silicone oil may be dimethicone (cyclomethicone), cyclomethicone (cyclomethicone), alkyltrimethicone (alkyltrimethicone), methylphenylsiloxane (methylphenylsiloxane, trisiloxane, etc.), for example cyclomethicone Specifically, decamethylcyclopentasiloxane, trimethylsiloxysilicate, and the like may be used, but is not limited thereto.

According to this embodiment, it is possible to stably form an underwater silicone type emulsion composition including a silicone oil as an inner phase, thereby providing a maximum fresh feeling.

In one example, the viscosity of the composition may represent a flowable formulation of 7000 cps or less. Such flexible low viscosity formulations can be realized because stable emulsion formulations can be formed without including excessive thickeners, waxes, and surfactants. The viscosity is, for example, at least 1000 cps, at least 1100 cps, at least 1200 cps, at least 1300 cps, at least 1400 cps, at least 1500 cps, at least 1600 cps, at least 1700 cps, at least 1800 cps, at least 1900 cps, at least 2000 cps. , 2100 cps or more, 2200 cps or more, 2300 cps or more, 2400 cps or more, 2500 cps or more, 20000 cps or less, 19000 cps or less, 18000 cps or less, 17000 cps or less, 16000 cps or less, 15000 cps or less, 14000 cps or less , 13000 cps or less, 12000 cps or less, 11000 cps or less, 10000 cps or less, 8900 cps or less, 8800 cps or less, 8700 cps or less, 8600 cps or less, 8500 cps or less, 8400 cps or less, 8300 cps or less, 8200 cps or less, 8100 cps or less, 8000 cps or less, 7900 cps or less, 7800 cps or less, 7700 cps or less, 7600 cps or less, 7500 cps or less, 7400 cps or less, 7300 cps or less, 7200 cps or less, 7100 cps or less, 7000 cps or less, 6900 cps or less , 6800 cps or less, 6700 cps or less, 6600 cps or less, 6500 cps or less, 6400 cps or less, 6300 cps or less, 6200 cps or less, 6100 cps Or less than or 6000 cps. For example, the viscosity may be 1,000 to 20,000 cps, 1,000 cps to 10,000 cps, 1,500 cps to 7,000 cps, or 2,000 cps to 6,000 cps. For example, it may be 1000 cps to 10000 cps, 1000 cps to 3000 cps, or 5000 cps to 7000 cps.

In this embodiment, the amphiphilic anisotropic powder comprises a hydrophilic first polymer spheroid and a hydrophobic second polymer spheroid, wherein the first polymer spheroid and the second polymer spheroid are at least partially counterpart polymer spheroids. Combined into a structure that penetrates, the first polymer spheroid has a core-shell structure, the shell may include a functional group.

In this embodiment, the spheroid is a body composed of a polymer, and may be, for example, a sphere, globoid or oval shape, and based on the longest length in the cross section of the body, It can have a long axis length of units or nano units.

In one example, the core of the first polymer spheroid and the second polymer spheroid may include a vinyl polymer, and the shell of the first polymer spheroid may include a copolymer of a vinyl monomer and a monomer containing a functional group.

In one embodiment, the vinyl polymer may be a vinyl aromatic polymer, for example, may be polystyrene.

In one example, the vinyl monomer may be vinyl aromatic. In one example, the vinyl monomer may be substituted or unsubstituted styrene.

In one embodiment, the functional group may be a siloxane.

In one embodiment, the monomer containing a functional group may be a siloxane-containing (meth) acrylate, specifically, 3- (trimethoxysilyl) propyl acrylate, 3- (trimethoxysilyl) propyl methacrylate, vinyl Triethoxysilane, vinyltrimethoxysilane or mixtures thereof.

In one embodiment, the shell of the first polymer spheroid may be further introduced with a hydrophilic functional group.

In one embodiment, the hydrophilic functional group may be a negatively charged or positively charged functional group or polyethylene glycol (PEG) series, carboxylic acid group, sulfone group, phosphate group, amino group, alkoxy group, ester group, acetate group, polyethylene glycol group and hydride It may be at least one selected from the group consisting of a hydroxyl group.

In one embodiment, the shell of the first polymer spheroid may be further introduced with a functional group containing a sugar.

In one embodiment, the sugar-containing functional group is N- {N- (3-triethoxysilylpropyl) aminoethyl} gluconamide, N- (3-triethoxysilylpropyl) gluconamide and N- {N It may be derived from one or more selected from the group consisting of-(3-triethoxysilylpropyl) aminoethyl} -oligo-hyaluronamide.

In one embodiment, the amphipathic anisotropic powder may have a symmetrical shape, an asymmetrical snowman shape or an asymmetrical inverse snowman shape based on the bonding portion where the first polymer spheroid and the second polymer spheroid are combined. The snowman shape means that the first and second polymer spheroids having different sizes are bonded to each other.

In one embodiment, the amphipathic anisotropic powder may have a particle size of 100 to 2500 nm. In another aspect, the amphipathic anisotropic powder may have a particle size of 100 to 1500 nm, 100 to 500 nm, or 200 to 300 nm. Specifically, the amphiphilic anisotropic powder has a particle size of 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, 800 nm or more, 900 nm or more, 1000 nm Or more, 1100 nm or more, 1200 nm or more, 1300 nm or more, 1400 nm or more, or 1500 nm or more, 2500 nm or less, 2400 nm or less, 2300 nm or less, 2200 nm or less, 2100 nm or less, 2000 nm or less, 1900 nm 1800 nm or less, 1700 nm or less, 1600 nm or less, 1500 nm or less, 1400 nm or less, 1300 nm or less, 1200 nm or less, 1100 nm or less, 1000 nm or less, 900 nm or less, 800 nm or less, 700 nm or less, 600 nm or less, 500 nm or less, 400 nm or less, 300 nm or less, or 200 nm or less.

In one example, the amphiphilic anisotropic powder may form a large emulsion particles of 2 to 200 ㎛. In another aspect, the amphipathic anisotropic powder may be to form large emulsified particles of 5 to 200 ㎛, 10 to 100 ㎛, 10 to 50 ㎛, or 25 ㎛. Specifically, the amphiphilic anisotropic powder is at least 2 μm, at least 5 μm, at least 10 μm, at least 15 μm, at least 20 μm, at least 25 μm, at least 30 μm, at least 40 μm, at least 50 μm, at least 80 μm, 100 200 µm or less, 180 µm or less, 150 µm or less, 130 µm or less, 100 µm or less, 80 µm or less, 50 µm or less, 40 µm or less, 30 µm or more, 130 µm or more, 150 µm or more or 180 µm or more Hereinafter, emulsified particles of 25 µm or less, 20 µm or less, 15 µm or less, 10 µm or less, or 5 µm or less can be formed.

The hydrophobic portion and the hydrophilic portion of the amphiphilic anisotropic powder can form large emulsion particles by having different orientations to the interface. It is possible to provide an emulsion formulation of a flexible usability having a low viscosity by the large emulsion particles as described above.

While the interfacial film formed by the general molecular level surfactant forms a dynamic emulsification state, the emulsified particles formed by the amphipathic anisotropic powder increase the thickness of the interfacial film to several hundred nm and form a strong interfacial film through strong bonding between the powders. Done. Through such an interfacial film formation, a stable emulsified state can be maintained.

In one embodiment, the composition comprises the amphiphilic anisotropic powder, for example, based on the total weight of the composition, for example, 0.1% by weight, 0.2% by weight, 0.3% by weight, 0.4% by weight, 0.5% by weight, 0.6% by weight or more , At least 0.7 wt%, at least 0.8 wt%, at least 0.9 wt%, at least 1.0 wt%, at least 1.5 wt%, or at least 2.0 wt%, at most 20 wt%, at most 19 wt%, at most 18 wt%, 17 wt% % Or less, 16% or less, 15% or less, 14% or less, 13% or less, 12% or less, 11% or less, 10% or less, 9% or less, 8% or less, 7% or less Up to 6 wt%, up to 5 wt%, up to 4 wt%, or up to 3 wt%. For example, the amphiphilic anisotropic powder may be included in an amount of 0.1 wt% to 10 wt%, for example, 2 wt% to 6 wt%, based on the total weight of the composition. Stable emulsion particles can be formed within the above range, and emulsion particles of appropriate size can be formed.

In one embodiment, the composition of the silicone-based oil and the amphiphilic anisotropic powder is a ratio of 1 to 9: 9 to 1, for example 1 to 9: 1, for example 3: 1 in the weight ratio of the silicone-based oil: amphiphilic anisotropic powder. It may include. Within this range, emulsion particles of appropriate size can be formed, and a stable emulsion state can be maintained.

In another embodiment of the present invention, the oil-in-silicone emulsified composition may further include sebum adsorption powder in the oil-in-silicone composition according to the embodiment of the present invention described above.

In this embodiment, the sebum adsorbing powder adsorbs sebum secreted from the skin and can give a matte feeling. Sebum adsorption powder affects the thickening agent added for conventional emulsification stability in the silicone oil-in-water emulsification composition, thus preventing the increase. Therefore, in order to use such powder in the oil-in-water emulsion composition, it is necessary to maintain the increase as an additive. Or need to perform a specific process. Since the oil-in-water emulsified composition according to the present embodiment can maintain the emulsion stability without increasing by using amphiphilic anisotropic powder, there is no adverse effect on the emulsion formulation even if such sebum adsorption powder is included.

The sebum adsorption powder may be polymethyl methacrylate (PMMA), silica, or the like, and for example, one or more selected from polymethyl methacrylate and silica may be used.

The sebum adsorption powder has an average particle diameter of 0.1 µm or more, 0.5 µm or more, 0.6 µm or more, 0.7 µm or more, 0.8 µm or more, 0.9 µm or more, 1.0 µm or more, 1.5 µm or more, 2.0 µm or more, 2.5 µm or more, 3.0 Or more, 3.5 or more, 4.0 or more, or 4.5 or more, 6.5 or less, 6.0 or less, 5.5 or less, 5.0 or less, 4.5 or less, 4.0 or less, 3.5 or less, 3.0 or less, 2.5 or less Or less, or less than or equal to 2.0 μm, such as from 0.5 μm to 6 μm, for example from 1 μm to 5 μm, for example from 1.5 μm to 4 μm. Formulation stability and matte finish can be maintained while maintaining a light usability within this range.

The sebum adsorption powder may be included in an amount of 0.1 wt% to 5 wt%, for example, 0.5 wt% to 3 wt%, based on the total weight of the composition. While maintaining the formulation stability within the above range can exhibit a matte finish and sebum adsorption effect.

The oil-in-water silicone emulsion composition comprising sebum adsorption powder according to the present embodiment has a viscosity of 400 cps or more, 500 cps or more, 600 cps or more, 700 cps or more, 800 cps or more, 900 cps or more, 1000 cps or more, 1100 cps 1200 cps or more, 1300 cps or more, 1400 cps or more, 1500 cps or more, 1600 cps or more, 1700 cps or more, 1800 cps or more, 1900 cps or more, 2000 cps or more, 2100 cps or more, 2200 cps or more, 2300 cps or more, 2400 cps or more, or 2500 cps or more, 4000 cps or less, 3900 cps or less, 3800 cps or less, 3700 cps or less, 3600 cps or less, 3500 cps or less, 3400 cps or less, 3300 cps or less, 3200 cps or less, 3100 cps or less, 3000 cps or less, 2900 cps or less, 2800 cps or less, or 2700 cps or less, for example, 500 cps to 3000 cps, 1000 cps to 3000 cps. The sebum adsorption powder can inhibit the increase of the formulation to show very low viscosity, but can maintain a stable emulsified state to provide a feeling of unique flexibility and freshness.

The method of manufacturing a cosmetic composition according to an embodiment of the present invention may include preparing the amphiphilic anisotropic powder and emulsifying the oil phase part and the water phase using the prepared amphipathic anisotropic powder.

In one embodiment of the present invention, the amphipathic anisotropic powder is prepared by polymerizing a first monomer to prepare a core of a first polymer spheroid, and coating a core of the first polymer spheroid to the first polymer sp of the core-shell structure It may be prepared to prepare the Lloyd, and reacting the first polymer spheroid and the first monomer of the core-shell structure to prepare an amphiphilic anisotropic powder in which the second polymer spheroid is formed.

1 is a schematic diagram showing the principle of formation of amphipathic anisotropic powder according to an embodiment of the present invention. According to the manufacturing method, the core of the first polymer spheroid may be penetrated through the shell of the first polymer spheroid, and then powdered to form a second polymer spheroid.

In one embodiment, the amphiphilic anisotropic powder may be prepared by (1) stirring a first monomer and a polymerization initiator to prepare a core of a first polymer spheroid; (2) stirring the core of the prepared first polymer spheroid with a monomer containing a first monomer, a polymerization initiator, and a functional group to prepare a coated core-shell structured first polymer spheroid; (3) stirring the first polymer spheroid of the core-shell structure prepared above with the second monomer and the polymerization initiator to prepare an amphiphilic anisotropic powder in which the second polymer spheroid is formed.

In the steps (1), (2) and (3), the stirring may be rotary stirring. Rotational agitation is preferred because uniform mechanical mixing is required along with chemical modification to produce uniform particles. The rotary stirring may be rotary stirring in a cylindrical rotary reactor, but the rotary stirring method is not limited thereto.

At this time, the design inside the reactor has a great influence on the powder formation. The size and location of the baffles in the cylindrical rotary reactor and the degree of spacing with the impeller greatly affect the uniformity of the particles produced. It is desirable to minimize the blade gap between the inner wing and the impeller to equalize the convective flow and its strength, and to supply the powder reaction liquid below the wing length and maintain the impeller rotation speed at a high speed. It may be rotated at a highway of 200 rpm or more, and the ratio of the length of the diameter and the height of the reactor may be 1 to 3: 1 to 5, more specifically, 10 to 30 cm in diameter and 10 to 50 cm in height. The reactor size can vary in proportion to the reaction capacity. In addition, the material of the cylindrical rotary reactor may be a ceramic, glass, and the like, the temperature of the stirring is preferably 50 to 90 ℃.

In the cylindrical rotary reactor, the simple rotary method enables the production of uniform particles and is a low energy method that requires less energy, and has a characteristic of enabling mass production by maximizing reaction efficiency. The tumbling method in which the reactor itself rotates in the related art requires high energy and rotates the reactor at a predetermined angle, thus requiring high energy and restricting the size of the reactor. Due to the limitations of the reactor size, the amount produced is also limited to small amounts of about several hundred mg to several g, making it unsuitable for mass production.

In one embodiment, the first monomer and the second monomer may be the same or different, specifically, may be a vinyl monomer. In addition, the first monomer added in step (2) is the same as the first monomer used in step (1), the polymerization initiator used in each step may be the same or different.

In one example, the vinyl monomer may be vinyl aromatic. In one example, the vinyl monomer may be substituted or unsubstituted styrene.

In one example, the polymerization initiator may be a radical polymerization initiator, specifically, may be a peroxide-based, azo-based or a mixture thereof. Moreover, ammonium persulfate, sodium persulfate, potassium persulfate can also be used.

In one example, in step (1), the first monomer and the polymerization initiator may be mixed in a weight ratio of 100 to 1000: 1. In another aspect, the first monomer and the polymerization initiator may be mixed in a weight ratio of 100 to 750: 1, or 100 to 500: 1, or 100 to 250: 1.

In another aspect, in the step (1), a stabilizer may be added together with the first monomer and the polymerization initiator to mix the first monomer, the polymerization initiator, and the stabilizer in a weight ratio of 100 to 1000: 1: 0.001 to 5. The powder size and shape are determined according to the size adjustment of the first polymer spheroid in the initial stage (1), and the first polymer spheroid size can be adjusted according to the weight ratio of the first monomer, the polymerization initiator and the stabilizer. Moreover, by mixing in the weight ratio of the said range, there exists an effect which can raise the uniformity of anisotropic powder.

In one example, the stabilizer may be an ionic vinyl monomer, specifically sodium 4-vinylbenzenesulfonate may be used. Stabilizers prevent swelling of the resulting particles and impart positive or negative charges to the surface of the powder to electrostatically prevent mutual coalescence (bonding) during particle generation.

When the amphiphilic anisotropic powder has a size of 200 to 250 nm, the weight ratio of the first monomer, the polymerization initiator, and the stabilizer is 110 to 130: 1: 1 to 5, specifically 115 to 125: 1: 1 to 2-4 It can be prepared from 1 polymer spheroid.

In addition, when the amphiphilic anisotropic powder has a size of 400 to 450 nm, the weight ratio of the first monomer, the polymerization initiator and the stabilizer is 225 to 240: 1: 1 to 3, specifically 230 to 235: 1: 1 to 3 It can be prepared from the first polymeric spheroid.

In addition, when the amphiphilic anisotropic powder has a size of 1100 to 2500 nm, the first polymer having a weight ratio of the first monomer, the polymerization initiator, and the stabilizer is 110 to 130: 1: 0, specifically 115 to 125: 1: 0 It can be prepared from spheroids.

In addition, the amphipathic anisotropic powder of the asymmetrical snowman shape has a weight ratio of the first monomer, the polymerization initiator, and the stabilizer of 100 to 140: 1: 8 to 12, specifically 110 to 130: 1: 9 to 11 It can be prepared from polymeric spheroids.

In addition, the amphipathic anisotropic powder of the asymmetric inverse snowman shape is made of a weight ratio of the first monomer, the polymerization initiator, and the stabilizing agent is 100 to 140: 1: 1 to 5, specifically 110 to 130: 1: 1 to 2-4 It can be prepared from 1 polymer spheroid.

In one embodiment, the monomer containing a functional group in the step (2) may be a siloxane-containing (meth) acrylate, specifically, 3- (trimethoxysilyl) propyl acrylate, 3- (trimethoxysilyl) propyl Methacrylate, vinyltriethoxysilane, vinyltrimethoxysilane or mixtures thereof.

In one example, the monomer containing the first monomer, the polymerization initiator and the functional group in the step (2) may be mixed in a weight ratio of 80 to 98: 0.2 to 1.0: 1 to 20. In another aspect, the first monomer, the polymerization initiator and the monomer containing a functional group may be mixed in a weight ratio of 160 to 200: 1: 6 to 40. The degree of coating can be adjusted according to the weight ratio, and the shape of the amphipathic anisotropic powder is subsequently determined according to the degree of coating, and when reacting with the weight ratio, the coating thickness increases to about 10-30%, specifically 20%, relative to the initial thickness. The coating is too thick so that powdering does not proceed or is too thin so that the powdering proceeds well without the problem of powdering in multiple directions. Moreover, by mixing in the weight ratio of the said range, there exists an effect which can raise the uniformity of anisotropic powder.

By the step (3), a part of the core of the first polymer spheroid protrudes through the shell from one direction of the first polymer spheroid of the core-shell structure, and the protrusion grows by the polymer of the second monomer to form an anisotropic powder. It can form the form of.

In one example, in the step (3), the second monomer and the polymerization initiator may be mixed in a weight ratio of 150 to 250: 1. In another aspect, the second monomer and the polymerization initiator are 160 to 250: 1, or 170 to 250: 1, or 180 to 250: 1, or 190 to 250: 1, or 200 to 250: 1, or 210 to 250 It can be mixed in a weight ratio of: 1, or 220 to 250: 1, or 230 to 250: 1, or 240 to 250: 1.

In another aspect, in step (3), the second monomer, the polymerization initiator and the stabilizer may be added together with the second monomer and the polymerization initiator to mix the second monomer, the polymerization initiator and the stabilizer in a weight ratio of 150 to 250: 1: 1: 0.001 to 5. The specific kind of stabilizer is as above-mentioned. By mixing in the weight ratio of the said range, there exists an effect which can raise the uniformity of anisotropic powder.

In one example, the second monomer content in the step (3) may be mixed to 40 to 300 parts by weight when the weight of the first polymer spheroid of the core-shell structure is 100 parts by weight. Specifically, when the second monomer content is 40 to 100 parts by weight when the weight of the first polymer spheroid of the core-shell structure is 100 parts by weight, an asymmetric snowman type powder is obtained, and 100 to 150 parts by weight, or 110 to 150 parts by weight. In the case of parts by weight, a symmetrical powder is obtained, and in the case of 150 to 300 parts by weight, or in the case of 160 to 300 parts by weight, an asymmetric inverse snowman type powder is obtained. Moreover, by mixing in the weight ratio of the said range, there exists an effect which can raise the uniformity of anisotropic powder.

In another embodiment of the present invention, when preparing the amphipathic anisotropic powder according to an embodiment of the present invention, after the step (3), (4) may further include introducing a hydrophilic functional group into the prepared anisotropic powder. have.

In one example, the hydrophilic functional group in step (4) is not limited thereto, but may be introduced using a silane coupling agent and a reaction regulator.

In one embodiment, the silane coupling agent is (3-aminopropyl) trimethoxysilane, N- [3- (trimethoxysilyl) propyl] ethylenediamine, N- [3- (trimethoxysilyl) propyl] ethylenedi Ammonium chloride, (N-succinyl-3-aminopropyl) trimethoxysilane, 1- [3- (trimethoxysilyl) propyl] urea and 3-[(trimethoxysilyl) propyloxy] -1,2 It may be one or more selected from the group consisting of propanediol, specifically N- [3- (trimethoxysilyl) propyl] ethylenediamine.

In one example, the silane coupling agent may be mixed in an amount of 35 to 65 parts by weight, for example 40 to 60 parts by weight, based on 100 parts by weight of the anisotropic powder prepared in step (3). Hydrophilization can be suitably made within the said range.

In one embodiment, the reaction modifier may be ammonium hydroxide.

In one example, the reaction regulator may be mixed in an amount of 85 parts by weight to 115 parts by weight, for example 90 parts by weight to 110 parts by weight, based on 100 parts by weight of the anisotropic powder prepared in step (3). Hydrophilization can be suitably made within the said range.

In another embodiment of the present invention, when preparing the amphipathic anisotropic powder according to an embodiment of the present invention, after the step (3), (4) introducing a functional group containing a sugar into the prepared anisotropic powder It may further include.

The functional group containing sugar in step (4) is not limited thereto, but may be introduced using a sugar-containing silane coupling agent and a reaction regulator.

According to one exemplary embodiment, the sugar-containing silane coupling agent is N- {N- (3-triethoxysilylpropyl) aminoethyl} gluconamide, N- (3-triethoxysilylpropyl) gluconamide And N- {N- (3-triethoxysilylpropyl) aminoethyl} -oligo-hyaluronamide.

According to one exemplary embodiment, the reaction modifier may be ammonium hydroxide.

In one example, the reaction regulator may be mixed in an amount of 85 parts by weight to 115 parts by weight, for example 90 parts by weight to 110 parts by weight, based on 100 parts by weight of the anisotropic powder prepared in step (3). Introduction of the functional group containing a sugar in the said range can be made suitably.

Amphiphilic anisotropic powder according to the above method does not use a crosslinking agent, there is no entanglement in production, the yield is high and uniform, and it is easy to mass-produce compared to the tumbling method using a simple stirring method. In particular, there is an advantage that can be mass-produced in the size of several tens g to several tens of kg nano size of 300 nm or less.

The composition according to the embodiments of the present invention may further include a thickener to exhibit an appropriate viscosity. The thickener may be used as conventional in the cosmetic field.

The composition according to the embodiments of the present invention may provide a fresh feeling without stickiness in the silicone-in-water emulsion formulation.

The composition according to the embodiments of the present invention is excellent in emulsification stability in an emulsion formulation without using a surfactant, and can simultaneously impart a soft feeling of use as an emulsion composition and a silky and matte finish due to silicone oil. In particular, even in the presence of sebum adsorption powder has no effect on the stability and can exhibit the above-described effect.

Compositions according to embodiments of the invention may exhibit emulsion stability over time over a wide temperature range.

The composition according to the embodiments of the present invention may include a large emulsified particle to provide a flexible and soft feeling.

The composition according to the embodiments of the present invention can stabilize the silicone-in-water emulsion formulation to a low viscosity to give a non-sticky, light usability and silky and matte finish in the flowable formulation.

Cosmetic compositions according to embodiments of the present invention may be formulated containing a cosmetically or dermatologically acceptable medium or base. It is any formulation suitable for topical application, in the form of suspensions, microemulsions, microcapsules, microgranules or ionic (liposomal) and nonionic vesicle dispersants or creams, skins, lotions, powders, ointments, sprays or concealers. It may be provided in the form of a stick. It may also be used in the form of a foam or in the form of an aerosol composition further containing a compressed propellant. These compositions can be prepared according to conventional methods in the art.

In addition, the cosmetic composition according to the embodiments of the present invention may be a powder, a fatty substance, an organic solvent, a dissolving agent, a thickening agent, a gelling agent, a softening agent, an antioxidant, a suspending agent, a stabilizer, a foaming agent, a fragrance, a surfactant. Commonly used in water, ionic or nonionic emulsifiers, fillers, metal ion sequestrants, chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or cosmetics It may contain adjuvants conventionally used in the cosmetic or dermatological fields, such as any other ingredients used. Such adjuvants are introduced in amounts generally used in the cosmetic or dermatological arts. The cosmetic composition according to the embodiments of the present invention may further contain a skin absorption promoting substance to increase the skin improving effect.

Hereinafter, the present invention will be described in more detail with reference to Examples. These examples are only for illustrating the present invention, it will be apparent to those skilled in the art that the scope of the present invention is not to be construed as limited by these examples.

[Manufacture example 1-4]

According to the composition of Table 1, Preparation Examples 1 to 4 were prepared. Specific methods are described below.

The component used by the following preparation example is as follows.

PS (1L shake reactor)		CS		DB
Water	300	PS	300	CS	240
MeOH	40	Water	250	Water	350
Styrene	50	TMSPA	6	AIBN	0.2
KPS	0.5	Styrene	50	Styrene	40
SVBS	1.0	AIBN	0.2	SVBS	0.35

MeOH: Methanol cosolvent

KPS: Potassium persulfate (initiator)

SVBS: Sodium vinyl benzene sulfonate (stabilizer)

PS: Polystyrene

CS: coated first polymer spheroid of core-shell structure

DB: anisotropic powder

TMSPA: Trimethoxysilyl propylacrylate (functional group)

AIBN: Azobisisobutyronitrile (polymerization initiator)

Production Example  1.Polystyrene (PS) first polymer Spheroid  Produce

50 g of styrene as a monomer, 1.0 g of sodium 4-vinylbenzenesulfonate as a stabilizer, and 0.5 g of azobisisobutyronitrile (AIBN) as a polymerization initiator were mixed in an aqueous phase to 75 ° C. The reaction was carried out for 8 hours. The reaction was stirred in a cylindrical rotary reactor, the cylindrical rotary reactor was 11 cm in diameter, 17 cm in height, glass, and was rotated at a speed of 200 rpm.

Preparation Example 2 Preparation of Coated First Polymer Spheroid of Core-Shell (CS) Structure

To 300 g of the polystyrene (PS) first polymer spheroid obtained above, 50 g of styrene as a monomer, 6 g of TMSPA (3- (trimethoxysilyl) propylacrylate), and 0.2 g of azobisisobutyronitrile as a polymerization initiator (Azobisisobutyronitrile, AIBN) ) Was mixed and reacted at 75 ° C. for 8 hours. The reaction was stirred in a cylindrical rotary reactor.

Production Example  3. Amphipathic  Anisotropy Powder  (DB) manufacturing

To 240 g of polystyrene-coreshell (PS-CS) aqueous dispersion solution obtained as a result of the reaction, 40 g of styrene as a monomer, 0.35 g of sodium 4-vinylbenzenesulfonate as a stabilizer, and azo as a polymerization initiator 0.2 g of bisisobutyronitrile (Azobisisobutyronitrile, AIBN) was mixed and heated to 75 ° C. for 8 hours. The reaction was stirred in a cylindrical rotary reactor to prepare amphiphilic anisotropic powder.

Production Example  4. Hydrophilized Amphipathic  Anisotropy Powder  Produce

30 g of N- [3- (trimethoxysilyl) propyl] ethylenediamine (N- [3- (trimethoxysilyl) propyl] ethylenediamine) as a silane coupling agent in 600 g of the aqueous dispersion solution of the anisotropic powder thus obtained, and ammonium hydroxide as the reaction regulator. 60 g of ammonium hydroxide was mixed and reacted at 25 ° C. for 24 hours to introduce a hydrophilic functional group. The reaction was stirred in a cylindrical rotary reactor to produce hydrophilized amphiphilic anisotropic powder.

Specific components used in the following Examples and Comparative Examples are as follows.

(a) Water Dispersion Amphiphilic Anisotropic Powder: A solution prepared by dissolving 10% by weight of amphiphilic anisotropic powder in Preparation Example 3 in 55% by weight of purified water and 35% by weight of butylene glycol.

(b) Surfactant: Glyceryl Stearate and PEG-100 Stearate, Arlacel 170-PA- (SG), Uniquema

(c) Silicone oil: decamethyl cyclopentasiloxane (DC345, Dow Corning)

(d) Moisturizers:

1,3-butylene glycol (1,3-butylene glycol, Butylene glycol, Daicel)

Glycerin (Glycerin, Glycerin, PALM-OLEO)

(e) Preservatives: Phenoxyethanol (Phenoxyethanol, Clariant)

(f) Emollient: Ethylhexylglycerin, Sensiva SC50, Schulke & Mayr

(g) Neutralizer: Tromethamine (Tromethamine, Tris amino ultra PC, Dow Chemicals)

(h) Thickener: Polyacrylate polymer (Flogel 700, SNF S.A.)

(i) sebum adsorption powder: silica (Silica, Silnos 3m, NanoTech, average particle diameter 3㎛)

[Example 1 and Comparative Example 1] Preparation of water-type silicone composition

In accordance with the composition of Table 2 to prepare a water-in-silicone emulsion composition of Example 1 and Comparative Example 1. Example 1 is prepared using amphiphilic anisotropic powder prepared according to Preparation Example 3, Comparative Example 1 is using a general surfactant.

Unit (% by weight)	Example 1	Comparative Example 1
Deionized water	61.70	65.70
Amphiphilic Anisotropic Powder	5.00	-
1,3- butylene glycol	5.00	5.00
glycerin	2.00	2.00
Phenoxyethanol	0.20	0.20
Ethylhexylglycerin	0.05	0.05
Glyceryl Stearate / Pig-100 Stearate	0.00	1.00
Decamethylcyclopentasiloxane	15.00	15.00
Deionized water	10.00	10.00
Polyacrylate polymer	1.00	1.00
Tromethamine	0.05	0.05

Test Example 1 Formulation Stability Evaluation with time

The compositions according to Example 1 and Comparative Example 1 were stored at 30 ° C. for 4 weeks to observe stability of the emulsified particles. The results are shown in FIG.

In the results of FIG. 2, in the case of Example 1, it can be seen that even in the case of low viscosity formulations, large S / W emulsion particles are formed, and these emulsion particles are stably maintained even after 4 weeks. On the other hand, the composition of Comparative Example 1 is small in emulsified particles and the viscosity is not good to use, it is possible to maintain the stability up to 4 weeks, but in the longer period as shown in the following viscosity evaluation, the viscosity change occurs to ensure stability Not full yet.

Example 2 and Comparative Example 2] A composition prepared, including for sebum absorption powder

In accordance with the composition of Table 3 to prepare a water-in-silicone emulsion composition of Example 2 and Comparative Example 2.

Unit (% by weight)	Example 2	Comparative Example 2
Deionized water	60.20	65.20
Amphiphilic Anisotropic Powder	5.00	-
1,3- butylene glycol	5.00	5.00
glycerin	2.00	2.00
Silica	0.50	0.50
Phenoxyethanol	0.20	0.20
Ethylhexylglycerin	0.05	0.05
Glyceryl Stearate / Pig-100 Stearate	1.00	1.00
Decamethylcyclopentasiloxane	15.00	15.00
Deionized water	10.00	10.00
Polyacrylate polymer	1.00	1.00
Tromethamine	0.05	0.05

[Test Example 2] Evaluation of the formulation stability including for sebum absorption powder

The composition according to Example 2 and Comparative Example 2 was stored for 4 weeks at 30 ℃ to observe the stability of the emulsified particles. The results are shown in FIG.

In the results of FIG. 3, in the case of Example 2, the emulsion stability and low viscosity were maintained even after 4 weeks even though the incremental system collapsed due to the inclusion of silica powder, and in the case of Comparative Example 2, the emulsion was It can be seen that the emulsion particles become unstable, and after 4 weeks, the emulsion particles are coalesced to completely collapse the emulsion system.

Formulation stability Evaluation of Test Example 3] Temperature

The compositions of Examples 1 and 2 and Comparative Examples 1 and 2 were stored at 60 ° C. for 3 days and the appearance of each sample was confirmed. The external photograph after 3 days storage is shown in FIG.

When the composition was stored at 60 ° C. for 3 days, the emulsified state was maintained in a stable manner while maintaining a clean appearance in Examples 1 and 2, whereas in Comparative Example 2, the phases were completely separated by unity between emulsified particles. have.

[Test Example 4] Evaluation The viscosity change with time

Viscometer (LVDV-II + PRO, BROOKFIELD, USA) while maintaining the composition according to Examples 1 and 2 and Comparative Examples 1 and 2 for 14 weeks to measure the change in viscosity of the composition over time, The results are shown in Table 4.

(Unit: cps)	Example 1	Example 2	Comparative Example 1	Comparative Example 2
Next day	6406	1980	7078	3210
1 week	6616	1790	6895	1510 (Phase Separation)
4 Weeks	6225	1879	7578	X
14 Weeks	6516	1798	7758	X

In the results of Table 4, for Examples 1 and 2, a low viscosity formulation is formed and maintains a constant viscosity over 14 weeks, while Comparative Example 1 exhibits relatively high viscosity and viscosity change, and time for Comparative Example 2 As a result, the change in viscosity was very large and phase separation appeared after 1 week, and emulsification collapsed at 4 and 14 weeks, making it impossible to measure the viscosity.

[Test Example 4] Sensory evaluation

Thirty males aged 20 to 40 were used in the compositions of Comparative Examples 1,2 and 1,2, and the five-point scale for freshness and matte (one point: very poor, two points: poor, 3 points: normal, 4 points: excellent, 5 points: very excellent), and the results are shown in Table 5 below.

	Freshness	Matt
Example 1	4.2	4.0
Example 2	4.5	4.2
Comparative Example 1	3.5	3.5
Comparative Example 2	3.7	3.6

In the results of Table 5, the composition of the Example it can be seen that the freshness and matte appear better than the comparative example.

Claims (21)

1. It is an oil-in-water silicone emulsion cosmetic composition comprising an amphiphilic anisotropic powder and silicone oil,

   The amphipathic anisotropic powder,

   A hydrophilic first polymer spheroid and a hydrophobic second polymer spheroid,

   The first polymer spheroid and the second polymer spheroid are combined at least partially in a structure that penetrates the relative polymer spheroid,

   The first polymer spheroid has a core-shell structure, the shell comprises a functional group, an emulsified cosmetic composition.
2. The method of claim 1,

   The silicone oil is 5 to 40% by weight based on the total weight of the composition.
3. The method of claim 1,

   The silicone oil is a composition selected from dimethicone (dimethicone), cyclomethicone (cyclomethicone), alkyltrimethicone (alkyltrimethicone) and methylphenylsiloxane (methylphenylsiloxane).
4. The method of claim 1,

   The composition has a viscosity of 1000 cps to 10000 cps.
5. The method of claim 1,

   The composition further comprises a sebum adsorbing powder.
6. The method of claim 5,

   The sebum adsorbing powder is at least one selected from polymethyl methacrylate and silica.
7. The method of claim 5,

   The sebum adsorption powder is an average particle diameter of 1㎛ 5㎛, composition.
8. The method of claim 5,

   The sebum adsorbing powder is contained in 0.1% by weight to 5% by weight based on the total weight of the composition.
9. The method of claim 5,

   The composition has a viscosity of 1000 cps to 3000 cps.
10. The method of claim 1,

    Wherein said functional group is a siloxane.
11. The method of claim 1,

    The core and the second polymer spheroid of the first polymer spheroid includes a vinyl polymer,

    The shell of the first polymer spheroid is a vinyl monomer; And a compound comprising a functional group.
12. The method of claim 11,

    The vinyl polymer is a vinyl aromatic polymer, composition.
13. The method of claim 11,

    Wherein said vinyl monomer is a vinyl aromatic monomer.
14. The method of claim 11,

    The monomer containing the said functional group is a siloxane containing (meth) acrylate.
15. The method of claim 1,

    The shell of the first polymer spheroid is that the hydrophilic functional group is further introduced.
16. The method of claim 15,

    Wherein said hydrophilic functional group is at least one selected from the group consisting of a carboxylic acid group, a sulfone group, a phosphate group, an amino group, an alkoxy group, an ester group, an acetate group, a polyethylene glycol group, and a hydroxyl group.
17. The method of claim 1,

    The shell of the first polymer spheroid is a composition wherein a sugar-containing functional group is further introduced.
18. The method of claim 17,

    The sugar-containing functional groups are N- {N- (3-triethoxysilylpropyl) aminoethyl} gluconamide, N- (3-triethoxysilylpropyl) gluconamide and N- {N- (3 -Triethoxysilylpropyl) aminoethyl} -oligo-hyaluronamide, wherein the composition is derived from one or more selected from the group consisting of.
19. The method of claim 1,

    The amphipathic anisotropic powder has a symmetrical shape, an asymmetrical snowman shape or an asymmetrical inverse snowman shape based on the bonding portion of the first polymer spheroid and the second polymer spheroid.
20. The method of claim 1,

    The amphipathic anisotropic powder has a particle size of 100 to 2500 nm.
21. The method of claim 1,

    The amphipathic anisotropic powder forms a large emulsion particles having an average particle diameter of 2 to 200㎛.

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