WO2022145808A1 - Composition cosmétique de type huile-dans-eau comprenant un agent gélifiant dans l'huile et son procédé de préparation - Google Patents
Composition cosmétique de type huile-dans-eau comprenant un agent gélifiant dans l'huile et son procédé de préparation Download PDFInfo
- Publication number
- WO2022145808A1 WO2022145808A1 PCT/KR2021/018916 KR2021018916W WO2022145808A1 WO 2022145808 A1 WO2022145808 A1 WO 2022145808A1 KR 2021018916 W KR2021018916 W KR 2021018916W WO 2022145808 A1 WO2022145808 A1 WO 2022145808A1
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- WIPO (PCT)
- Prior art keywords
- oil
- cosmetic composition
- wax
- water
- inorganic particles
- Prior art date
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Images
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- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/33—Free of surfactant
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
Definitions
- the present invention relates to an oil-in-water cosmetic composition
- an oil-in-water cosmetic composition comprising an oil, an oil gelling agent, and inorganic particles, and more particularly, to an oil; an oil gelling agent including a polyurethane-based polymer, an amino acid-based compound, and a wax; And it relates to an oil-in-water cosmetic composition comprising inorganic particles, wherein the oil gelled by the oil gelling agent is absorbed by the inorganic particles, and the gelled oil absorbed by the inorganic particles is dispersed in an aqueous phase, and a method for preparing the same.
- Cosmetics are originally used as a means to strengthen or restore the original defense function against the influence of the external environment, for example, dust, chemicals, microorganisms, and the like, internal substances, for example, water, fat, electrolyte, and the like.
- Another purpose of cosmetics, especially basic cosmetics, is to supplement the loss of moisture and fat in the skin caused by daily washing. In particular, it can play a very important role when the skin's ability to self-heal is insufficient.
- Emulsification simply refers to a phase comprising a fine phase surrounded by an emulsifier.
- the fine phase is water particles, it is a water-in-oil emulsion, and if it is an oil particle, it is an oil-in-water emulsion.
- emulsification requires a surfactant (emulsifier) because one liquid must be semi-permanently dispersed in another.
- surfactants are molecules having an amphiphilic structure and have a hydrophilic moiety and a lipophilic moiety.
- finely dispersed particles in a single phase are covered with an emulsifying film.
- the surfactant is located at the interface between the two liquids and serves to lower the interfacial tension, and forms an oil/water interface film at the phase boundary to prevent the particles from coalescing with each other.
- surfactants Although various commercially available surfactants are used with safety approvals, chemical surfactants may nevertheless cause irritation or allergies. In addition, surfactants have a detrimental effect on the skin. Specifically, most surfactants tend to form micelles by solubilizing skin lipids like detergents, and when lipids are lost due to continued use of surfactants, the barrier layer is weakened and skin permeability is increased. The barrier layer with increased permeability loses moisture easily, resulting in dull and dry skin. In addition, penetration of foreign substances is facilitated, thereby causing a sensitive skin reaction. Because of the properties of these general surfactants, natural surfactants that can be obtained from nature were searched for, and among them, lecithin was used a lot.
- emulsification containing no surfactant there is an emulsification method using a similar surfactant or using a polymer having amphiphilic properties.
- the former is a method of making a stable emulsion by adding high-pressure energy after forming a temporary emulsification form using a similar surfactant (for example, US Patent US 6,777,450), and the latter is a method of emulsifying using a hydrophilic and lipophilic part in the polymer. way.
- these emulsification methods have the disadvantage that it is difficult to emulsify the water-in-oil type.
- Another method is pickering emulsification using organic or inorganic particles instead of surfactants.
- the particles used in place of the surfactant are well wetted by the dispersion medium but not well wetted by the dispersed phase.
- the wetting ability of the particles is directly related to the contact angle of the particles at the water-oil interface, so it is a very important property for the particles to align at the interface like the surfactant.
- Particles that wet well with water, such as silica will stabilize oil-in-water emulsification
- particles that wet well with oil, such as carbon black will stabilize water-in-oil emulsification.
- the particles are too hydrophilic or too lipophilic, the particles do not exist at the interface and are dispersed in water and oil, respectively.
- Patent Document 1 contains hydrophilic silica and lipophilic titanium dioxide in the inner layer to make oil-in-water emulsion
- Patent Document 2 Korean Patent Application No. 2002-0054603 discloses polymethylsilsesqui
- oxane an amphiphilic particle called oxane
- US Patents US 6,803,049 and US 5,833,951 have also reported on Pickering emulsification using inorganic particles.
- this Pickering emulsification has the advantage of improving the skin safety and feeling of use of the emulsion using the existing surfactant, but has the disadvantage of poor water resistance.
- the present inventors have been conducting research to develop a cosmetic that exhibits excellent effects as a cosmetic while improving skin itching or redness caused by a surfactant by not using a surfactant, and having the same feeling of use as an oil-in-water, the present invention was completed.
- an object of the present invention is to provide a method for preparing the surfactant-free cosmetic composition.
- the present invention oil; an oil gelling agent including a polyurethane-based polymer, an amino acid-based compound, and a wax; and inorganic particles, wherein the oil gelled by the oil gelling agent provides an oil-in-water cosmetic composition that is absorbed by the inorganic particles.
- the gelled oil absorbed by the inorganic particles according to the present invention can be dispersed in an aqueous phase to form an oil-in-water cosmetic composition without a surfactant.
- the oil-in-water cosmetic composition according to the present invention can be finely and stably dispersed in an aqueous phase without a surfactant. Accordingly, skin irritation such as skin itching or redness caused by the surfactant can be reduced. In addition, it is possible to obtain a cosmetic with excellent skin affinity, high skin absorption, good spreadability, and improved skin moisture while having an oil-in-water feeling. In addition, it is possible to develop a cosmetic product that makes the skin more moist because it can obtain a visually transparent effect, and it has good moisturizing power and can keep the skin flexible without surfactant.
- Example 1 is a photograph for a particle comparison test of the cosmetic composition of Example 1 and Comparative Example 1 according to Test Example 1.
- the present invention oil; an oil gelling agent including a polyurethane-based polymer, an amino acid-based compound, and a wax; And it provides an oil-in-water cosmetic composition comprising inorganic particles.
- the oil is gelled by the oil gelling agent, the oil gelled by the oil gelling agent is absorbed by the inorganic particles, and the gelled oil absorbed by the inorganic particles is dispersed in the aqueous phase.
- the gelled oil absorbed by the inorganic particles can be dispersed in the aqueous phase without a surfactant. That is, the gelled oil is absorbed by the inorganic particles, so that the oil does not coalesce with each other, thereby increasing formulation stability, and generating an electrostatic repulsive force between the inorganic particles in which the gelled oil is absorbed. As it is possible to maintain a uniform spacing between particles, it can be finely dispersed in the aqueous phase.
- Such a cosmetic composition can be applied to the skin transparently, has a feeling of use like water droplets bursting from the skin surface, and can form a formulation that can give a deep moisturizing feeling to the skin without irritation.
- the oil gelling agent may be 0.1 to 15% by weight, 0.1 to 12% by weight, 0.1 to 10% by weight, or 0.5 to 5% by weight, and most preferably 0.75 to 4.3% by weight relative to the total weight of the cosmetic composition.
- the oil gelling agent is included in an amount of less than 0.1% by weight, gelation of the oil cannot be expected, and when it contains more than 15% by weight, the hardness is too high and the oil cannot be finely dispersed.
- the polyurethane-based polymer is HDI/trimethylolhexyllactone crosspolymer; And it may be at least one selected from the group consisting of HDI/PPG/polycaprolactone crosspolymer, preferably HDI/trimethylolhexyllactone crosspolymer.
- the amino acid-based compound may be a glutamide-based compound.
- the amino acid-based compound may be dibutyllauroylglutamide, dibutylethylhexanoylglutamide, or a combination thereof, preferably dibutyllauroylglutamide and dibutylethylhexanoylglutamide. It can be a combination.
- the wax may be a hydrocarbon-based wax.
- the wax may be one or more selected from the group consisting of ceresin wax, polyethylene wax, microcrystalline wax, paraffin wax, mineral wax including ozokerite, carnauba wax, and vegetable wax including candelilla wax, preferably Preferably, it may be microcrystalline wax.
- the combination of the polyurethane-based polymer, the amino acid-based compound, and the wax may gel the oil.
- the oil gelling agent of the above combination the melting points of each raw material are different, so that formulation stability can be wide.
- the inorganic particles may be porous inorganic particles.
- the inorganic particles are from the group consisting of silica, mica, sericite, titanium dioxide, iron oxide, zinc oxide, synthetic mica, alumina, boron nitride, polymethyl methacrylate, polymethylsilsesquioxane and polypropylsilsesquioxane It may be one or more selected, and preferably, the inorganic particles may be silica. Silica can easily stabilize oil-in-water emulsification because it wets well with aqueous phase components.
- the inorganic particles may be 1 to 10% by weight, preferably 3 to 8% by weight, based on the total weight of the cosmetic composition.
- the inorganic particles When the inorganic particles are included in an amount of less than 1% by weight, the oil cannot be absorbed evenly, and when it is included in an amount of more than 10% by weight, there is a disadvantage in that the moisture and softness of the prepared contents are significantly lowered.
- the polyurethane-based polymer may be 0.01 to 1% by weight, 0.01 to 0.8% by weight, 0.03 to 0.8% by weight, 0.03 to 0.6% by weight, or 0.03 to 0.4% by weight, most preferably from 0.05 to 0.4% by weight, based on the total weight of the cosmetic composition It may be 0.3% by weight.
- the amino acid-based compound may be 0.05 to 5% by weight, 0.1 to 4.5% by weight, 0.1 to 4% by weight, or 0.1 to 3.5% by weight, most preferably 0.2 to 2% by weight, based on the total weight of the cosmetic composition .
- the dibutyl lauroyl glutamide is 0.05 to 3 wt %, 0.05 based on the total weight of the cosmetic composition to 2 wt%, or 0.1 to 1 wt%
- the dibutylethylhexanoylglutamide may be 0.05 to 3 wt%, 0.05 to 2 wt%, or 0.1 to 1 wt%.
- the wax may be 0.1 to 5% by weight, 0.3 to 4.5% by weight, 0.3 to 4% by weight, or 0.3 to 3% by weight, most preferably 0.5 to 2% by weight, based on the total weight of the cosmetic composition.
- the oil phase component can be easily gelled, and the oil phase component can be stably dispersed in the aqueous phase without a surfactant.
- the aqueous phase may further include an aqueous phase thickener.
- the aqueous thickener is cellulose gum, hydroxyethyl cellulose, gellan gum, hydroxypropyl starch phosphate, sodium polyacrylate starch, xanthan gum, hydroxyethyl acrylate / sodium acryloyl dimethyl taurate copolymer, It may include at least one selected from the group consisting of polyacrylate-13, acrylate/C10-30 alkyl acrylate crosspolymer, carbomer, sodium polyacrylate and sodium acrylate copolymer, preferably xanthan gum or It may be an acrylate/C10-30 alkyl acrylate crosspolymer, and more preferably a combination of xanthan gum and an acrylate/C10-30 alkyl acrylate crosspolymer.
- the aqueous thickener may be 0.01 to 2% by weight, 0.03 to 1.5% by weight, or 0.05 to 0.5% by weight relative to the total weight of the cosmetic composition.
- the water phase thickener comprises xanthan gum, an acrylate/C10-30 alkylacrylate crosspolymer, or a combination thereof
- the xanthan gum may be 0.01 to 1% by weight, or 0.01 to 0.5% by weight
- acrylic The rate/C10-30 alkylacrylate crosspolymer may be 0.01 to 1% by weight, or 0.05 to 0.5% by weight.
- the xanthan gum or acrylate/C10-30 alkyl acrylate crosspolymer is included in an amount of less than 0.01% by weight, an appropriate thickening effect cannot be expected, and when it contains more than 1% by weight, the viscosity of the aqueous phase becomes too high. There is a disadvantage that the feeling of use of the contents becomes stiff.
- the oil gelled by the oil gelling agent including the polyurethane-based polymer, the amino acid-based compound and the wax is absorbed by the inorganic particles, and the gelled oil absorbed by the inorganic particles is absorbed by the aqueous thickener
- the network can be distributed over the formed water phase.
- the network may include a chain structure of a three-dimensional network. Since the aqueous thickener is a polymer component, these polymers have a high molecular weight and thus can form a three-dimensional network long chain structure in which chains and chains are entangled like a net.
- the oil-in-water cosmetic composition of the present invention may include an oil phase comprising an oil gelling agent, oil, and inorganic particles; and an aqueous phase comprising an aqueous thickener, a moisturizing agent, a preservative and a neutralizing agent.
- the moisturizing agent, preservative, neutralizing agent and flavoring agent may be used without limitation as long as they are commonly used in cosmetic compositions.
- the humectant may include one or more of glycerin, butylene glycol and glycereth-26, and humectants known in the art may be used without limitation.
- the moisturizing agent may be 0.1 to 10% by weight, 1 to 8% by weight, or 1 to 5% by weight relative to the total weight of the cosmetic composition.
- the preservative may be hydroxyacetophenone, but any preservative known in the art may be used without limitation.
- the neutralizing agent may be one or more neutralizing agents selected from the group consisting of potassium hydroxide, sodium hydroxide, magnesium hydroxide, triethanolamine, tromethamine, arginine, and aminomethylpropanol, but known in the art Any neutralizing agent may be used without limitation.
- the neutralizing agent may be 0.01 to 0.5% by weight, 0.01 to 0.4% by weight, or 0.05 to 0.3% by weight relative to the total weight of the cosmetic composition.
- the oil-in-water cosmetic composition may further include an additive including a fragrance.
- the oil phase may be included in an amount of 15 to 50% by weight based on the total weight of the cosmetic composition, and the aqueous phase may be included in an amount of 50 to 85% by weight based on the total weight of the cosmetic composition.
- the oil gelled with an oil gelling agent without a surfactant can be dispersed in the aqueous phase, and the inorganic particles absorbing the gelled oil can stably and finely disperse the gelled oil in the aqueous phase.
- the oil may be included in an amount of 1 to 50% by weight, 5 to 40% by weight, or 10 to 30% by weight relative to the total weight of the cosmetic composition.
- the oil is included in an amount of less than 1% by weight, an even distribution of the oil cannot be described as a whole, and when it includes more than 50% by weight, there is a disadvantage in that the stability of the prepared contents becomes unstable.
- the oil may include one or more selected from the group consisting of vegetable oil, mineral oil, hydrocarbon oil, ester oil, silicone oil, and synthetic oil, and is not limited to the type thereof, and is limited as long as it is an oil commonly used in cosmetics doesn't happen
- the oil is a hydrocarbon-based oil comprising cetylethylhexanoate or 2-octyldodecanol; Hydrogenated polyisobutene, caprylic/capric triglyceride, C12-15 alcohol benzoate, isopropyl palmitate, 2-octyldodecyl myristate, isopropyl myristate or butyloctyl salicylate ester-based oil comprising; vegetable oils including castor oil, olive oil or jojoba oil; animal oils including horse fat, mink oil, or egg yolk oil; mineral oil, including mineral oil, isododecane, polybutene or petrolatum; And at least one selected from the group consisting of silicone oil containing phenyltrimethicone, cyclomethicone, or dimethicone may be used.
- Synthetic oils may include sunscreens in addition to ether or ester oils.
- the present invention provides oil gelation comprising HDI/trimethylolhexyllactone crosspolymer, dibutyllauroylglutamide, dibutylethylhexanoylglutamide and microcrystalline wax
- oil gelation comprising HDI/trimethylolhexyllactone crosspolymer, dibutyllauroylglutamide, dibutylethylhexanoylglutamide and microcrystalline wax
- an oil-in-water cosmetic composition in which zero gelled oil is absorbed by silica.
- the present invention provides a method for preparing an oil-in-water cosmetic composition.
- the manufacturing method of the present invention comprises the steps of (A) preparing a first aqueous phase portion comprising an aqueous phase thickener; (B) an oil gelling agent comprising a polyurethane-based polymer, an amino acid-based compound, and a wax; preparing an oil phase by mixing inorganic particles and oil; and (C) stirring and mixing the first aqueous phase part and the oil phase part.
- the step (A) may be a step of preparing the first aqueous phase by mixing an aqueous thickener, a moisturizing agent, and a preservative, and more specifically, (A) is a step of mixing an aqueous thickener, a moisturizing agent, and a preservative to 1,000 at 60 to 90°C.
- It may be a step of preparing the first aqueous phase by mixing and stirring at a speed of 3,000 to 3,000 rpm to prepare the first aqueous phase, more specifically, by dispersing the aqueous phase thickener in purified water and mixing a moisturizing agent and a preservative at 60 to 90° C., preferably may be a step of preparing the first water phase by uniformly mixing and stirring at 70 to 80° C. at a speed of 1,000 to 3,000 rpm, preferably 1,500 to 2,000 rpm for 3 to 15 minutes, preferably 5 to 10 minutes.
- a polyurethane-based polymer, an amino acid-based compound, and an oil gelling agent including a wax, inorganic particles, and oil are mixed to prepare an oil phase by heating and mixing at 60 to 150 ° C, preferably 80 to 120 ° C. can be a step.
- step (C) the first water phase prepared in step (A) and the oil phase prepared in step (B) are 1,500 to 3,000 rpm, preferably 2,000 to 2,500 rpm for 3 to 15 minutes, preferably It may be a step of stirring and mixing for 5 to 10 minutes.
- the manufacturing method of the present invention after the steps (A) to (C), further, (D) the step of mixing the second aqueous phase containing the neutralizing agent in the stirred mixture of (C); and (E) adding and mixing the additive part including the fragrance into the mixture prepared in (D) above, followed by cooling.
- step (D) the second aqueous phase containing the neutralizing agent is added to the stirred mixture of (C) at a speed of 1,500 to 3,000 rpm, preferably 2,000 to 2,500 rpm, for 3 to 15 minutes, preferably 5 It may be a step of mixing by stirring for 10 minutes, and cooling to a temperature of 30 to 50 °C, preferably 40 to 45 °C.
- the step (E) may be a step of cooling to a temperature of 20 to 40 °C, preferably 30 to 35 °C after mixing the additive part containing the fragrance into the mixture prepared in (D), , More specifically, in the step (E), the additive part containing the fragrance is added to the mixture prepared in (D) and uniformly mixed, and then added to the vacuum emulsifying tank, paddle mixer 20 to 40 rpm, preferably 25 to 30 rpm After stirring at a speed of 3 to 15 minutes, preferably 5 to 10 minutes, it may be a step of cooling to 30 to 35 °C.
- Oil, polyurethane-based polymer, amino acid-based compound, wax, oil gelling agent, inorganic particles, aqueous phase thickener, neutralizing agent, fragrance, and the like are all as described in the oil-in-water cosmetic composition of the present invention.
- oil-in-water cosmetic composition of the present invention may be in the form of basic cosmetics such as skin, lotion, essence, cream, sun lotion, sun cream, and the like, and makeup cosmetics such as lipstick, lip gloss, lip tint, primer, foundation, and base.
- the aqueous phase parts (A) and (C), the oil phase part (B) and the additive part (D) were mixed, and the preparation method is as follows.
- the water phase part (A) was put into a vacuum emulsifying tank capable of temperature control and stirring, and stirred at a speed of 1,500 to 2,000 rpm with a homomixer for 5 to 10 minutes while maintaining the temperature at 70 to 80° C. .
- aqueous phase part (C) was put into the vacuum emulsifying tank, and the mixture was stirred by a homo mixer at a speed of 2,000 to 2,500 rpm for 5 to 10 minutes, and then cooled to 40 to 45°C.
- Example 1 Example 2
- Example 3 Award Division (A) Purified water 75.32 65.69 54.31 Butylene Glycol 3.00 3.00 3.00 preservative 0.50 0.50 0.50 xanthan gum 0.05 0.10 0.15 Acrylate/C10-30 alkyl acrylate crosspolymer 0.10 0.20 0.30 Breast part (B) Hydrogenated polyisobutene 5.00 7.00 9.00 Caprylic/Capric Triglycerides 5.00 7.00 9.00 Cetylethylhexanoate 5.00 7.00 9.00 HDI/trimethylolhexyllactone crosspolymer 0.05 0.15 0.30 dibutyllauroylglutamide 0.10 0.50 1.00 Dibutylethylhexanoylglutamide 0.10 0.50 1.00 microcrystalline wax 0.50 1.00 2.00 silica 3.00 5.00 8.00 Award Division (C) Purified water 2.00 2.00 2.00 tromethamine 0.08 0.16 0.24 Additive part (D) Spices 0.20 0.
- Example 1 The cosmetic composition of the present invention prepared in Example 1 and the cosmetic composition of Comparative Example 1 were compared and evaluated for particle shape and size using an optical microscope (BX53F2, Olympus, Japan). The results are shown in FIG. 1 and Table 3 below.
- Comparative Example 1 containing the surfactant had small and dense particles, but in Example 1 without the surfactant, the particles were relatively large and dense. It can also be confirmed that the lower form compared to Comparative Example 1.
- the result of Example 1 can be analyzed as a phenomenon caused by the absence of surfactant, and when the cosmetic is applied to the skin, the particles are large and stable, so the effect of visually transparent application and immediate moisture supply to the skin and a fresh and moist feeling are realized. do.
- Example 1 which is the cosmetic of the present invention
- the skin conductivity increase rate was very excellent compared to Comparative Example 1. That is, it was found that the cosmetic of the present invention has excellent skin moisturizing effect.
- the cosmetic compositions of Examples 1 to 3 of the present invention have superior effects in improving itching, redness, skin tightness, and dryness compared to the cosmetic compositions of Comparative Examples 1 and 2 could see that
- Example 2 showed the best results in improvement of redness, skin tightening, and dryness, so that Example 2 had the visually transparent effect and moist feeling of use. was the best.
- Comparative Examples 1 and 2 both had good emulsifying power, but the feeling of use was stiff and dry, and there was no phenomenon of visually transparent application.
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Abstract
La présente invention concerne une composition cosmétique de type huile-dans-eau et son procédé de préparation, la composition comprenant : de l'huile ; un agent gélifiant dans l'huile comprenant un polymère à base de polyuréthane, un composé à base d'acide aminé, et de la cire ; et des particules inorganiques, l'huile gélifiée par l'agent gélifiant dans l'huile étant absorbée dans les particules inorganiques, et l'huile gélifiée absorbée dans les particules inorganiques étant dispersée dans la phase aqueuse. Selon la composition de la présente invention, une composition cosmétique peut être produite qui améliore les démangeaisons ou les rougeurs de la peau dues aux tensioactifs en dispersant les composants de la phase huileuse finement et de manière stable dans la phase aqueuse sans tensioactif et qui présente une affinité pour la peau, un taux d'absorption au niveau de peau, une applicabilité, un pouvoir hydratant pour la peau, ou similaires excellents tout en ayant une sensation type huile-dans-eau lorsqu'elle est utilisée.
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KR100376087B1 (ko) | 2000-12-28 | 2003-03-15 | 주식회사 태평양 | 유화제를 함유하지 않는 유중수형 화장료 조성물 및 이의제조방법 |
KR100786706B1 (ko) | 2002-02-20 | 2007-12-21 | (주)아모레퍼시픽 | 유화제를 함유하지 않으면서 워터-스플래쉬 현상을 갖는자외선 차단용 수중유형 화장료 조성물 및 이의 제조방법 |
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KR102359729B1 (ko) * | 2017-09-27 | 2022-02-09 | (주)아모레퍼시픽 | 유화 제형의 끈적임 저감 및 투명도 향상용 화장료 조성물 |
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2020
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- 2021-12-14 CN CN202180087655.5A patent/CN116710061A/zh active Pending
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JP2000178133A (ja) * | 1998-12-14 | 2000-06-27 | L'oreal Sa | ワックス高含有のo/w型エマルジョン形態の組成物、及び化粧料及び皮膚科学分野におけるその使用 |
KR20020060865A (ko) * | 2001-01-12 | 2002-07-19 | 주식회사 엘지씨아이 | 휘발성 오일이 담지된 실리카를 함유하는 색조 화장료 |
KR20100079347A (ko) * | 2008-12-31 | 2010-07-08 | 주식회사 코리아나화장품 | 샤벳-밤 타입의 유중수형 화장료 조성물 |
KR20130086779A (ko) * | 2012-01-26 | 2013-08-05 | 한국콜마주식회사 | 메이크업 화장료 조성물 및 이의 제조 방법 |
JP2020164448A (ja) * | 2019-03-29 | 2020-10-08 | 株式会社コーセー | 油性化粧料 |
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KR20220094711A (ko) | 2022-07-06 |
KR102557085B1 (ko) | 2023-07-20 |
CN116710061A (zh) | 2023-09-05 |
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