WO2023068777A1 - 내수상에 흡유성 폴리머를 포함하는 유중수형 화장료 조성물 - Google Patents

내수상에 흡유성 폴리머를 포함하는 유중수형 화장료 조성물 Download PDF

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WO2023068777A1
WO2023068777A1 PCT/KR2022/015898 KR2022015898W WO2023068777A1 WO 2023068777 A1 WO2023068777 A1 WO 2023068777A1 KR 2022015898 W KR2022015898 W KR 2022015898W WO 2023068777 A1 WO2023068777 A1 WO 2023068777A1
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Prior art keywords
oil
water
absorbing polymer
cosmetic composition
phase
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PCT/KR2022/015898
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English (en)
French (fr)
Korean (ko)
Inventor
한재식
맹일신
Original Assignee
주식회사 엘지생활건강
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Priority claimed from KR1020220026895A external-priority patent/KR20230056543A/ko
Application filed by 주식회사 엘지생활건강 filed Critical 주식회사 엘지생활건강
Publication of WO2023068777A1 publication Critical patent/WO2023068777A1/ko

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments

Definitions

  • the present invention relates to a water-in-oil cosmetic composition comprising an oil absorbing polymer in an inner water phase, and specifically to a makeup cosmetic composition.
  • formulations containing a lot of volatile oil have more limitations in the manufacturing process, and the feeling of use and stability of the formulation may deteriorate due to changes in physical properties over time, and the skin may become dry. If the amount of volatile oil is reduced, a larger amount of high molecular weight polymer must be blended in order to achieve the same effect, which has the disadvantage of worsening the fluidity of the formulation and increasing the feeling of use. Therefore, it is necessary to develop a makeup composition capable of providing a fresh and light feeling of use while resolving the above disadvantages caused by the combination of a conventional high molecular polymer and a volatile oil.
  • the conventional make-up cosmetic composition includes a water-dispersible oil-absorbing polymer or powder in the water-in-water type external water phase to prevent the cosmetic film from collapsing after skin application.
  • a water-dispersible oil-absorbent polymer is included in the water-in-water type outer phase, sebum is absorbed through the remaining oil absorption ability even after absorbing the oil components of the inner oil phase after application to the skin, preventing the makeup film from collapsing.
  • a water-dispersible oil-absorbing polymer is used in a water-in-oil formulation containing a large amount of oil to improve spreadability, adhesion, and durability.
  • the problem to be solved by the present disclosure is to provide a cosmetic composition, specifically a makeup cosmetic composition, which provides a fresh and light feeling of use while having excellent makeup durability.
  • the inventors of the present disclosure have made diligent research efforts to solve the problem of poor usability and formulation stability of conventional cosmetic compositions containing high molecular weight polymers and volatile oils. It was found that the adhesion and durability of the cosmetic composition can be improved without increasing the viscosity of the formulation.
  • the present disclosure provides a water-in-oil cosmetic composition comprising a water-dispersible oil-absorbing polymer in an inner water phase.
  • the cosmetic composition of the present disclosure can improve application properties while maintaining a low viscosity of the formulation by including a water-dispersible oil-absorbing polymer in the inner water phase. If an oil-dispersible oil-absorbing polymer or powder is used, the oil-dispersible oil-absorbing polymer or powder interacts with the oil to increase the viscosity of the cosmetic composition and deteriorate the application properties.
  • the cosmetic composition of the present disclosure can solve the problem of viscosity increase due to the interaction between the oil-dispersible oil-absorbing polymer or powder and oil and improve the spreadability by including the water-dispersible oil-absorbing polymer in the inner water phase.
  • the water-dispersible oil-absorbing polymer included in the inner water phase can meet and absorb oily components of the outer layer when the cosmetic composition is applied to the skin and the emulsion is broken. Through this, it is possible to maximize the adhesion and durability of the makeup cosmetic film by minimizing the residual oil remaining on the skin.
  • the water-dispersible oil-absorbing polymer is surface-treated through a hydrophilic modifier or coating component, or the component constituting the material itself is hydrophilic, so it can be dispersed in water, and it has a porous or hollow structure to effectively absorb oily components.
  • the water-dispersible oil-absorbent polymer included in the inner water phase is dispersed in the water phase to hold water, and after application, the water evaporates, thereby increasing the duration of the cooling effect.
  • the surface of the water-dispersible oil absorbing polymer may be modified to be hydrophilic by using a hydrophilic modifier.
  • hydrophilic modification of the surface of the water-dispersible oil absorbing polymer may be performed through a wet process and/or a dry process.
  • the hydrophilic modification may be performed by modifying the polymer with a hydrophilic modifier containing a hydrophilic functional group, for example, an amino group, a carboxyl group, a hydroxyl group, or a hydrogen sulfide group, but is not limited thereto.
  • an oil-absorbing polymer originally having hydrophilicity may be used.
  • a hydrophilic oil absorbing polymer prepared by polymerizing a monomer having a hydrophilic group together may be used.
  • the water-dispersible oil absorbing polymer is polymethylsilsesquioxane, polymethylmethacrylate, methylmethacrylate crosspolymer, dimethicone crosspolymer, dimethicone crosspolymer-3, vinyldimethicone/ Methicone Silsesquioxane Crosspolymer, Dimethicone/Vinyl Dimethicone Crosspolymer, Dimethicone/Phenylvinyl Dimethicone Crosspolymer, Diphenyl Dimethicone/Vinyldiphenyl Dimethicone/Silsesquioxane Crosspolymer, Dimethicone/PEG -10/15 Crosspolymer, PEG-10 Dimethicone/Vinyl Dimethicone Crosspolymer, Dimethicone/Polyglycerin-3 Crosspolymer, PEG-12 Dimethicone/PPG-20 Crosspolymer, HDI/Trimethylol At
  • the water-dispersible oil absorbing polymer may be included in an amount of 0.1 to 15% by weight, preferably 0.5 to 13% by weight, and more preferably 1 to 10% by weight, based on the total weight of the composition.
  • the water-dispersible oil absorbing polymer may be included in an amount of 5% by weight or more based on the total weight of the composition.
  • the amount of the water-dispersible oil-absorbing polymer is less than 0.1% by weight based on the total weight of the composition, the oil-absorbing ability after application is insufficient, and thus adhesion and durability may be deteriorated, and moisture sensitivity may also be deteriorated.
  • the water-dispersible oil-absorbing polymer is greater than 15% by weight based on the total weight of the composition, the stability of the water-in-oil type formulation may deteriorate.
  • the cosmetic composition may include an emulsifier, through which the water-dispersible oil absorbing polymer is dispersed in the inner water phase, and the oil can be maintained without being absorbed by the oil absorbing polymer.
  • the cosmetic composition is preferably not a Pickering emulsion.
  • emulsifier conventional emulsifiers that can be used in the field of cosmetics may be used, and PEG-10 Dimethicone, PEG-12 Dimethicone, Cetyl PG/PPG-10/1 Dimethicone, Lauryl PEG -8 dimethicone, PEG-11 methylether dimethicone, PEG-9 polydimethylsiloxyethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, PEG-30 dimethicone Polyhydroxystearate, sorbitan sesquiisostearate, sorbitan stearate, dimethicone/PEG-10/15 crosspolymer, PEG-15/lauryldimethicone crosspolymer, polyglyceryl-4isostea Lates, polyglyceryl-4 diisostearate/polyhydroxystearate/sebacate, stearic acid, dimethicone/polyglycerin-3 crosspol
  • the emulsifier may be included in an amount of 0.1 to 10% by weight, preferably 1 to 9% by weight, more preferably 2 to 8% by weight, based on the total weight of the composition. If the emulsifier is less than 0.1% by weight, it is difficult to form a water-in-oil formulation, and if it exceeds 10% by weight, formulation stability may be reduced or skin irritation may occur.
  • the water-in-oil cosmetic composition may include an oil component commonly used in the oil phase.
  • the oil component may be a polar oil, a non-polar oil, or a mixture thereof.
  • the polar oil may be ester-based oil
  • the non-polar oil may be silicone oil or hydrocarbon oil, but is not limited thereto.
  • the oil component may be a silicone-based oil, an ester-based oil, or a mixture thereof.
  • the ester-based oil is ascorbyl palmitate, ascorbilinolate, ascorbyl stearate, distearyl maleate, benzyl benzoate, benzyl laurate, butylene glycol dicaprylate/dicaprate, butylene glycol diisononanoate , Butylene glycol urate, butylene glycol stearate, butyl isostearate, cetearyl isononanoate, cetearyl nonanoate, cetyl caprylate, cetylethyl hexanoate, cetyl isononanoate, Ethylhexyl Caprylate/Caprate, Ethylhexylisononanoate, Ethylhexylisostearate, Ethylhexyllaurate, Hexyllaurate, Octyldodecylisostearate, Isopropylisostearate, Isostearyl Isononan
  • the silicone oil is cyclomethicone, cyclotetrasiloxane, cyclohexasiloxane, cycloheptasiloxane, decamethylcyclopentasiloxane, cyclotetrasiloxane, cyclotrisiloxane, dimethicone, capryldimethicone, caprylyltrimethicone, Prilylmethicone, Cetearylmethicone, Hexadecylmethicone, Hexylmethicone, Laurylmethicone, Myristylmethicone, Phenylmethicone, Stearylmethicone, Stearyldimethicone, Trifluoropropylmethicone, Cetyl At least one selected from the group consisting of dimethicone, polyphenylmethylsiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, methylc
  • the oil component may be included in an amount of 20 to 80% by weight, preferably 30 to 70% by weight, based on the total weight of the composition.
  • the oil component is less than 10% by weight, it is difficult to form an oil film on the skin and it is difficult to sufficiently include the internal water phase, so phase stability may be impaired.
  • the oil component is more than 80% by weight, the viscosity of the oil phase is lowered, which may impair formulation stability.
  • the aqueous phase forming the inner phase of the water-in-oil cosmetic composition may be included in 20 to 80% by weight, preferably 30 to 70% by weight, based on the total weight of the composition.
  • the aqueous phase is less than 20% by weight, it is difficult to sufficiently disperse the water-dispersible oil absorbing polymer, and when it is greater than 80% by weight, it is difficult to prepare a water-in-oil formulation.
  • the size of the emulsified particles in the water-in-oil cosmetic composition may be 1 to 40 ⁇ m, preferably 1 to 30 ⁇ m, and more preferably 2 to 20 ⁇ m.
  • the size of emulsified particles may be within the above range as the water-dispersible oil-absorbing polymer is collected in the inner water phase.
  • the water-in-oil cosmetic composition is a dispersing agent, a thickening agent, a film forming agent, a pigment, an emulsion stabilizer, and a preservative commonly used in a water-in-oil cosmetic composition within a range that does not impair the effects of the present invention.
  • sunscreens, moisturizers, antioxidants, alcohols, fragrances, pH adjusters, or natural extracts may be included in appropriate amounts, but are not limited thereto.
  • the thickener may include at least one selected from the group consisting of disteadimonium hectorite, bentonite, silicone crosspolymer, and silicone resin, but is not limited thereto.
  • the water-in-oil cosmetic composition may have a formulation such as foundation, concealer, makeup base, BB cream, primer, lotion, cream, or wax, but is not limited thereto.
  • the water-in-oil cosmetic composition may include a second discontinuous phase (aqueous phase), whereby the water-dispersible oil-absorbing polymer may not be included.
  • the water-in-oil cosmetic composition according to the present disclosure may be prepared according to various methods known in the art, and may be prepared, for example, by the following method, but is not limited thereto.
  • the present disclosure includes the steps of (s1) heating and mixing an oil phase component to prepare an oil phase part; And (s2) heating and mixing the water-dispersible oil-absorbing polymer and the water-phase component to prepare the water-phase part, and then adding the water-phase part to the oil phase, a water-in-oil cosmetic comprising a water-dispersible oil-absorbing polymer in the inner water phase.
  • a method for preparing the composition is provided.
  • the oil phase part of the step (s1) may include one or more oil components selected from the group consisting of oil components, emulsifiers, emulsion stabilizers, dispersants, thickeners, film formers, and pigments.
  • the oil phase portion of the step (s1) may be prepared by heating the oil phase component to 50 to 100 ° C, preferably 60 to 90 ° C.
  • the oil component, emulsifier, emulsion stabilizer, dispersant, thickener, and film forming agent are first heated and homogenized with a homomixer, and after confirming the uniform state, the pigment is added and completely dispersed.
  • At least one selected from the group consisting of water, emulsion stabilizers, and preservatives may be included in the aqueous phase of step (s2).
  • the water phase portion of step (s2) may be prepared by heating the water phase component to 50 to 90 ° C, preferably 60 to 80 ° C.
  • the aqueous phase prepared in step (s2) may be added to the oil phase in which the pigment is dispersed and emulsified with a homomixer to prepare a water-in-oil cosmetic composition.
  • the cosmetic composition according to the present disclosure includes the components according to the present invention within the content limit permitted by the relevant laws and regulations of each country.
  • the water-in-oil cosmetic composition of the present disclosure has remarkably excellent adhesion and durability without increasing the viscosity of the formulation by dispersing and emulsifying the water-dispersible oil-absorbing polymer in the inner water phase.
  • Example 1 is a view showing the results of observing the particles of the composition of Example 1 in Experimental Example 2 with an optical microscope.
  • Figure 2 is a result of comparative evaluation of the durability of Example 1 and Comparative Example 3 in Experimental Example 3.
  • Figure 3 is a result of comparative evaluation of the moisturizing properties of Example 1 and Comparative Example 3 in Experimental Example 3.
  • Example 4 is a result of evaluating the mask smear-related persistence of Example 1 and Comparative Example 3 in Experimental Example 4.
  • Example 5 is a graph showing sensory evaluation results of Example 1 and Comparative Example 3 in Experimental Example 5;
  • Table 1 below shows WSP-005 and CL PMMA-W, which are examples of water-dispersible oil-absorbing polymers.
  • Examples 1 and 2 and Comparative Examples 1 to 3 were prepared with the compositions shown in Table 2 below.
  • compositions of the Examples and Comparative Examples are as follows. First, an oil phase component, an emulsifier, an emulsion stabilizer, a dispersant, a thickener, a film forming agent, and an oil absorbing polymer (oil dispersion) are added to the oil phase tank, heated to 80 ° C, homogenized with a homomixer, and the uniform state is confirmed. Then, the pigment was added and completely dispersed.
  • oil phase component an emulsifier, an emulsion stabilizer, a dispersant, a thickener, a film forming agent, and an oil absorbing polymer (oil dispersion) are added to the oil phase tank, heated to 80 ° C, homogenized with a homomixer, and the uniform state is confirmed. Then, the pigment was added and completely dispersed.
  • Water phase components, emulsion stabilizer, preservative, and oil absorbing polymer are added to the aqueous phase tank, and after completely dissolving the raw material at 70°C, it is added to the oil phase tank where the pigment is dispersed and emulsified with a homomixer to form a water-in-oil type.
  • a foundation emulsion was prepared.
  • the dispersibility of oil-absorbent polymers with hydrophilic or lipophilic surfaces was compared in water-in-oil type.
  • the dispersibility of a general oil absorbing polymer and an oil absorbing polymer having some surface hydrophilically modified was compared as follows.
  • control group 1 control group 2
  • control group 3 control group 4
  • experimental group 2 control group 5
  • control group 6 Experiment group 3
  • SESQ-101 2g 2g 2g BELSIL PMS MK POWDER 2g 2g 2g WSP-005 2g 2g 2g Purified water
  • 40g 40g 40g 5g 5g 5g Dipropylene Glycol 40g 40g 40g 35g 35g 35g dispersion state X X O O O O O ⁇ X O
  • the dispersion medium was composed of purified water, polyol, or a combination of the two.
  • polyol dipropylene glycol, which has moderate viscosity and excellent dispersibility but may cause stickiness when used, was selected.
  • the degree of aggregation of the powder was judged.
  • Control group 3, control group 4, and experimental group 2 were well dispersed in the dispersion medium composed of dipropylene glycol, but in the dispersion medium composed of only purified water, the polymers of control group 1 and control group 2 were not dispersed and agglomerated phenomenon was observed.
  • Control 5 and Control 6 were dispersed very limitedly. From this, it can be seen that in order to secure the dispersion stability of the existing oil absorbing polymer with a hydrophobic surface in the aqueous phase, a large amount of polyol must be blended, and a thickening or specific process is required.
  • the water-dispersible oil absorbing polymer can provide an advantage of imparting a refreshing and smooth feeling while maintaining emulsion stability.
  • Comparative Example 1 Comparative Example 2
  • Example 2 Initial viscosity (after manufacturing)* 3400 cPs 2400 cPs 2300 cPs 2100 cPs Spreadability** ⁇ ⁇ ⁇ ⁇ Fit** ⁇ X ⁇ ⁇
  • Example 1 After excluding the pigment in Example 1 having excellent spreadability and adhesion, the particles were observed under an optical microscope. When looking at the optical microscope picture disclosed in FIG. 1, there were emulsified particles of various sizes of 3 to 20 ⁇ m, and a structure presumed to be a polymer was observed inside. From the above results, it can be seen that the emulsified particles increased in the process of collecting the water-dispersible oil-absorbing polymer in the inner water phase, and it was expected that the water-holding function increased like a hydrogel.
  • Example 1 In order to compare the durability and moisturizing properties depending on whether or not the water-dispersible oil absorbing polymer was applied, a comparative experiment was conducted on Example 1 and Comparative Example 3.
  • each composition was uniformly applied to waterproof paper, dried at 25 ° C. for 30 minutes, and then the oil paper was placed on the oil for 10 minutes to evaluate the degree of oil coming out and the degree of erasure of the applied cosmetic film.
  • the durability evaluation results of Example 1 and Comparative Example 3 disclosed in FIG. 2 it was confirmed that the amount of oil smeared on the oil paper in Comparative Example 3 was greater, and the applied cosmetic film was more erased. Through this, it was found that the durability was improved while absorbing residual oil after the water-dispersible oil absorbing polymer was applied in the composition of Example 1.
  • Example 1 and Comparative Example 3 were uniformly applied to the skin, set at 25° C. for 10 minutes, and then the moisture content before application, 10 minutes after application, and 30 minutes after application was measured with a Corneometer.
  • the change in moisture content over time after application of Example 1 and Comparative Example 3 was converted based on the initial moisture content and is shown in FIG. 3 . Looking at the moisturizing evaluation results of FIG. 3, it was confirmed that the moisture content was maintained high in Example 1, and the decrease in moisture content was small even after 30 minutes of application.
  • the water-dispersible oil-absorbent polymer can retain the aqueous phase component for a certain period of time, thereby remarkably improving the feeling of dryness due to rapid water evaporation.
  • the water-dispersible oil absorbing polymer absorbs residual oil after application to form a strong cosmetic film, thereby maintaining the cosmetic film for a long time from external physical factors.
  • Example 1 and Comparative Example 3 application, adhesion, stickiness, moisture, durability, and overall satisfaction were evaluated. Each item was evaluated on a 5-point scale for 20 female consumers in their 30s and 40s, and the results are shown in FIG. 5. When looking at the sensory evaluation results, the effect of Example 1 to which the water-dispersible oil-absorbing polymer was applied in all items of application, adhesion, stickiness, moisture immediately after application, moistness felt after time (cooling effect), durability, and overall satisfaction was found to be remarkably excellent.

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PCT/KR2022/015898 2021-10-20 2022-10-18 내수상에 흡유성 폴리머를 포함하는 유중수형 화장료 조성물 WO2023068777A1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20210140591 2021-10-20
KR10-2021-0140591 2021-10-20
KR10-2022-0026895 2022-03-02
KR1020220026895A KR20230056543A (ko) 2021-10-20 2022-03-02 내수상에 흡유성 폴리머를 포함하는 유중수형 화장료 조성물

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20020054603A (ko) * 2000-12-28 2002-07-08 서경배 유화제를 함유하지 않는 유중수형 화장료 조성물 및 이의제조방법
KR20040030961A (ko) * 2001-08-17 2004-04-09 더 프록터 앤드 갬블 캄파니 선스크린 조성물
US20050196363A1 (en) * 2004-03-02 2005-09-08 Miyoshi Kasei, Inc. Cosmetics
KR20130048727A (ko) * 2010-04-13 2013-05-10 가부시키가이샤 시세이도 유중수형 유화 조성물
JP2017109958A (ja) * 2015-12-17 2017-06-22 ロレアル 油中水型エマルジョン組成物

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20020054603A (ko) * 2000-12-28 2002-07-08 서경배 유화제를 함유하지 않는 유중수형 화장료 조성물 및 이의제조방법
KR20040030961A (ko) * 2001-08-17 2004-04-09 더 프록터 앤드 갬블 캄파니 선스크린 조성물
US20050196363A1 (en) * 2004-03-02 2005-09-08 Miyoshi Kasei, Inc. Cosmetics
KR20130048727A (ko) * 2010-04-13 2013-05-10 가부시키가이샤 시세이도 유중수형 유화 조성물
JP2017109958A (ja) * 2015-12-17 2017-06-22 ロレアル 油中水型エマルジョン組成物

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