WO2016108567A1 - Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation - Google Patents

Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation Download PDF

Info

Publication number
WO2016108567A1
WO2016108567A1 PCT/KR2015/014387 KR2015014387W WO2016108567A1 WO 2016108567 A1 WO2016108567 A1 WO 2016108567A1 KR 2015014387 W KR2015014387 W KR 2015014387W WO 2016108567 A1 WO2016108567 A1 WO 2016108567A1
Authority
WO
WIPO (PCT)
Prior art keywords
emulsion composition
particles
polymer spheroid
polymer
spheroid
Prior art date
Application number
PCT/KR2015/014387
Other languages
English (en)
Korean (ko)
Inventor
피봉수
남진
박성일
안순애
강병영
한상훈
Original Assignee
(주)아모레퍼시픽
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from KR1020150187717A external-priority patent/KR101889327B1/ko
Application filed by (주)아모레퍼시픽 filed Critical (주)아모레퍼시픽
Priority to CN201580077182.5A priority Critical patent/CN107405287B/zh
Priority to US15/540,720 priority patent/US10912720B2/en
Priority to EP15875661.9A priority patent/EP3241542B1/fr
Priority to JP2017535073A priority patent/JP2018506517A/ja
Publication of WO2016108567A1 publication Critical patent/WO2016108567A1/fr

Links

Images

Classifications

    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • hybrid emulsion compositions and methods for their preparation wherein different emulsion particle sizes coexist stably in an emulsion system and exhibit respective emulsion particle characteristics.
  • nano-sized (hundreds of nm) emulsified particles exhibit moist and nutritious characteristics
  • micro-sized (several ⁇ m) which is the emulsified particle size of most cosmetic compositions, exhibits smooth application.
  • the present disclosure solves the problem of instability of coalescence and emulsion particles resulting from non-uniformity of different emulsion particle sizes, and coexistence of emulsion particles having different sizes in one formulation to simultaneously realize two or more usability or physical properties. It is an object to provide a hybrid emulsion composition which can be obtained.
  • the technology disclosed herein is an emulsified composition, wherein the emulsified composition comprises large emulsified particles of 1 ⁇ m to 100 ⁇ m and nano emulsified particles of 100 nm to 900 nm, wherein the large emulsified particles are amphiphilic anisotropic Contains powder,
  • the amphiphilic anisotropic powder includes 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 penetrating the relative polymer spheroid.
  • the first polymeric spheroid has a core-shell structure and the shell comprises a functional group to provide a hybrid emulsion composition containing various emulsified particle sizes.
  • the ratio of the large emulsion particles and nano emulsion particles may be 5 to 9: 5 to 1.
  • the core of the first polymer spheroid and the second polymer spheroid may include a vinyl polymer
  • the shell of the first polymer spheroid may include a copolymer of a vinyl monomer and a functional group.
  • the vinyl polymer may include polystyrene.
  • the functional group may be a siloxane.
  • the shell of the first polymer spheroid may be further introduced with a hydrophilic functional group.
  • the hydrophilic functional group may be at least one selected from the group consisting of carboxylic acid group, sulfone group, phosphate group, amino group, alkoxy group, ester group, acetate group, polyethylene glycol group and hydroxyl group. .
  • the amphiphilic 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 bonded to each other. Can be.
  • the amphiphilic anisotropic powder may have a particle size of 100 to 1500 nm.
  • the technology disclosed herein is a method for producing the hybrid emulsion composition
  • the method is 100 nm to 900 emulsified composition comprising an amphiphilic anisotropic powder for the preparation of large emulsion particles of 1 ⁇ m to 100 ⁇ m It provides a method for producing a hybrid emulsion composition characterized in that each of the emulsion composition comprising a surfactant for preparing nano-emulsified particles of nm and then mixed.
  • the technology disclosed herein is a method for producing the hybrid emulsion composition, wherein the preparation method (a) is injected into the amphiphilic anisotropic powder for the preparation of large emulsion particles of 1 ⁇ m to 100 ⁇ m Dispersing; (b) adding the oil to the first emulsification; (c) adding and dispersing thickeners and neutralizing agents; It provides a method for producing a hybrid emulsion composition, characterized in that it comprises a; and (d) a second emulsification by adding a surfactant and oil for the production of nano emulsified particles of 100 nm to 900 nm.
  • the technique disclosed in the present specification by mixing the pickling surfactant system using amphiphilic anisotropic powder and the emulsification system using a conventional surfactant to implement a heterogeneous emulsification system without mutual influence, thereby producing emulsion particles having different sizes It is effective to provide a hybrid emulsion composition which can coexist in one formulation to simultaneously realize two or more feelings or physical properties.
  • the technique disclosed herein does not allow the presence of another type of emulsified particles in the emulsified particles, such as multiple emulsified systems, but rather emulsified particles of different sizes may be present in one formulation independently of each other, There is an effect that can implement two feelings.
  • Each of the emulsified particles coexist in unison with each other, and in terms of stability, it is possible to obtain a much better stability compared to the existing multiple emulsification system is applicable to a variety of formulations and products.
  • FIG. 1 is a microscopic image of a hybrid emulsion composition according to the separation emulsion mixing method according to the present embodiment, (a) immediately after preparation, emulsified particles using anisotropic powder (size of about several tens of micrometers) and nanoemulsified particles using a common surfactant (size (B) and (c) are images showing emulsified particle size after 2 and 4 weeks storage at 45 ° C. high temperature, respectively. (d) is the result obtained by fluorescence imaging the nano emulsified image in the sample of (c).
  • FIG. 2 is a particle distribution image of the hybrid emulsion composition according to the separation emulsion mixing method according to the present embodiment, (a) particle distribution measured immediately after preparation (about 200nm average) (b) particle distribution measured after 4 weeks (about 190nm average ), No difference was found.
  • Figure 3 shows the viscosity change with time of the hybrid emulsion composition according to the separation emulsion mixing method according to the present embodiment. Formulation stability was maintained over time even at various temperature distributions (-15-60 ° C.) without viscosity changes.
  • (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.
  • the average particle diameter of the emulsified particles means an average value of the diameters of the single particles.
  • 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.
  • the technology disclosed herein is an emulsified composition
  • an emulsified composition comprising an emulsified particle having an average particle diameter of 100 nm to 100 ⁇ m in an emulsified composition
  • the amphiphilic anisotropic powder is a hydrophilic first polymer spheroid and a hydrophobic second polymer A spheroid, wherein the first polymer spheroid and the second polymer spheroid are combined at least partially in a structure that penetrates the relative polymer spheroid, wherein the first polymer spheroid has a core-shell structure and the shell
  • a hybrid emulsion composition containing various emulsified particle sizes, including functional groups.
  • the emulsion composition may include emulsified particles having an average particle diameter of 100nm to 90 ⁇ m, the emulsified particles may be, for example, an average particle diameter of 100nm to 1000nm, or 100nm to 900nm.
  • the emulsion composition comprises a large emulsion particles having an average particle diameter of 1 ⁇ m to 100 ⁇ m and nano-emulsified particles having an average particle diameter of 100 nm to 900 nm, the large emulsion particles include an amphiphilic anisotropic powder, the parent
  • the 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 bound at least partially to penetrate the relative polymer spheroid,
  • the first polymer spheroid has a core-shell structure, and the shell provides a mixed emulsion composition containing various emulsified particle sizes, including functional groups.
  • the hybrid emulsion composition means an emulsion composition containing emulsion particles having different sizes.
  • the hybrid emulsion composition exhibits characteristics of each emulsion particle by including emulsion particles having different sizes.
  • the cosmetic composition in which nano emulsion particles (hundreds of nm) are mixed with basic emulsion particles (a few ⁇ m) Firstly, it shows soft spreadability by several ⁇ m emulsified particles and moist and nutritious finish by hundreds of nm nanoemulsified particles.
  • the emulsified composition includes amphiphilic anisotropic powder to maximize the size difference of the emulsified particles to stably mix the large emulsified particles in the range of 1 ⁇ m to 100 ⁇ m and the nano emulsified particles in the range of 100 nm to 1 ⁇ m, respectively.
  • the effective 2-in-1 or 3-in-1 formulation of the effective dual use feeling can realize the moisture by the water burst of the large emulsified particles and the nutrients by the applicability of the small emulsified particles.
  • the hydrophobic and hydrophilic portions of the amphiphilic anisotropic powder have different orientations with respect to the interface, it is possible to form a large emulsified particle and implement a formulation having excellent usability.
  • Conventional molecular-level surfactants have made it difficult to produce stabilized large emulsion particles having a particle diameter of several tens of micrometers, and the surface thickness of the surfactant was about several nm, whereas the surface thickness of the amphiphilic anisotropic powder disclosed herein Is increased to about several hundred nm and the emulsion stability can be greatly improved as the stabilized interfacial film is formed due to the strong bonding between the powders.
  • the spheroid is a body composed of a polymer, for example, may be a spherical body or an ellipsoid, and may have a long axis length of micro units or nano units based on the longest length in the body cross section.
  • the amphiphilic anisotropic powder may be contained 0.1 to 15% by weight based on the total weight of the hybrid emulsion composition.
  • the chemically anisotropic powder may be contained 1 to 5% by weight based on the total weight of the emulsion composition.
  • the chemically anisotropic powder is at least 1% by weight, at least 2% by weight at least 4% by weight, at least 6% by weight, at least 8% by weight, at least 10% by weight, or at least 12% by weight, based on the total weight of the emulsion composition.
  • the emulsified particle size can be adjusted from several ⁇ m to several tens or hundreds of ⁇ m.
  • the ratio of the large emulsion particles and nano-emulsion particles may be 5 to 9: 5 to 1, or 7 to 9: 3 to 1.
  • the core of the first polymer spheroid and the second polymer spheroid may include a vinyl polymer
  • the shell of the first polymer spheroid may include a copolymer of a vinyl monomer and a functional group.
  • the vinyl polymer may be a vinyl aromatic polymer, specifically, may be polystyrene.
  • the functional group may be a siloxane.
  • the shell of the first polymer spheroid may be further introduced with a hydrophilic functional group.
  • the hydrophilic functional group may be a negative or positive charge functional group or PEG-based, carboxylic acid group, sulfone group, phosphate group, amino group, alkoxy group, ester group, acetate group, polyethylene glycol group and It may be one or more selected from the group consisting of hydroxyl groups.
  • the amphiphilic 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 bonded to each other. Can be.
  • the amphiphilic anisotropic powder may have a particle size of 100 to 1500 nm.
  • the amphipathic powder may have a particle size of 100 to 500 nm, or 200 to 300 nm.
  • the particle size means the length of the longest portion of the amphipathic powder.
  • the amphiphilic 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, or 1000 nm or more.
  • the technology disclosed herein is a method for producing the hybrid emulsion composition
  • the method is 100 nm to 900 emulsified composition comprising an amphiphilic anisotropic powder for the preparation of large emulsion particles of 1 ⁇ m to 100 ⁇ m
  • It provides a method for producing a hybrid emulsion composition characterized in that each of the emulsion composition comprising a surfactant for preparing nano-emulsified particles of nm and then mixed.
  • This is a separate emulsion mixing method in which each of the prepared emulsion compositions is simply mixed, and each emulsion composition mixing ratio can be adjusted relatively freely.
  • the thickener may be at least one selected from the group consisting of carbomer, carbopol, gelatin, xanthan gum, natural cellulose, high cell and methyl cellulose.
  • the neutralizing agent may be one or more selected from the group consisting of triethylamine (TEA), sodium hydroxide (NaOH), potassium hydroxide (KOH), and cationic metals.
  • TAA triethylamine
  • NaOH sodium hydroxide
  • KOH potassium hydroxide
  • the surfactants are lecithin, polysorbate 80, sorbitan stearate, sorbitan sesquioleate, polyoxyethylene phytosterol, glyceryl monostearate, hydrogenated soybean phosphide, fiji-10 dimethicone, cetyl Fiji / Fiji-10 / 1 dimethicone, polyoxyethylene methylpolysiloxane copolymer, poly (oxyethyleneoxypropylene) methyl polysiloxane copolymer and polyoxypropylene methylpolysiloxane copolymer may be one or more selected from the group consisting of .
  • the hybrid emulsion composition may be a cosmetic composition.
  • the cosmetic composition may be one of oil-in-water type (O / W), water-in-oil type (W / O), W / O / W or O / W / O.
  • the cosmetic composition may be an oil-in-water (O / W) formulation having an amphipathic anisotropic powder, oil phase and water phase content ratio of 0.1 to 15: 5 to 60: 10 to 80 by weight.
  • the cosmetic composition may be an oil-in-water (O / W) formulation having an amphipathic anisotropic powder, oil phase and water phase content ratio of 0.1 to 5: 15 to 40: 50 to 80 by weight.
  • the cosmetic composition may be a water-in-oil (W / O) formulation having an amphipathic anisotropic powder, oil phase and water phase content ratio of 1 to 15: 50 to 80: 10 to 30 by weight.
  • the oil phase portion may include one or more selected from the group consisting of liquid fats, solid fats, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils and silicone oils.
  • the amphiphilic anisotropic powder may be added together with the aqueous phase to prepare a cosmetic composition.
  • the technique disclosed herein comprises the steps of (1) stirring a first monomer and a polymerization initiator to prepare a core of a first polymeric spheroid; (2) preparing a first polymer spheroid having a core-shell structure coated by stirring the core of the first polymer spheroid prepared above with a monomer including a first monomer, a polymerization initiator, and a functional group; (3) stirring the prepared first polymer spheroid having a core-shell structure with a second monomer and a polymerization initiator to prepare an anisotropic powder having a second polymer spheroid formed thereon; And (4) introducing a hydrophilic functional group into the prepared anisotropic powder.
  • 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 the cylindrical reactor, but the rotary stirring method is not limited thereto.
  • the size and location of the baffles in the cylindrical 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.
  • the material of the cylindrical reactor may be ceramic, glass, etc., the temperature at the time of stirring is preferably 50 to 90 °C.
  • 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.
  • the first monomer and the second monomer may be the same or different, specifically, may be a vinyl monomer.
  • the first monomer added in step (2) is the same as the first monomer used in step (1), the initiator used in each step may be the same or different.
  • the vinyl monomer may be a vinyl aromatic monomer.
  • the vinyl aromatic monomer may be substituted or unsubstituted styrene, and may be, for example, one or more selected from the group consisting of styrene, alphamethylstyrene, alphaethylstyrene, and paramethylstyrene.
  • the polymerization initiator may be a radical polymerization initiator, specifically, at least one of a peroxide-based and azo-based. Moreover, ammonium persulfate, sodium persulfate, potassium persulfate can also be used.
  • the peroxide radical polymerization initiator is benzoyl peroxide, lauryl peroxide, cumene hydroperoxide, methyl ethyl ketone peroxide, t- butyl hydroperoxide, o-chlorobenzoyl peroxide, o- methoxy benzoyl peroxide, t-butylperoxy-2-ethylhexanoate and t-butylperoxyisobutyrate may be one or more selected from the group consisting of, the azo radical polymerization initiator is 2,2'- azobisisobutyronitrile, 2,2'-azobis (2-methylisobutyronitrile) and 2,2'-zobis (2,4-dimethylvaleronitrile).
  • the first monomer and the polymerization initiator may be mixed in a weight ratio of 100 to 250: 1.
  • the first monomer, the polymerization initiator and the stabilizer may be added together to mix the first monomer, the polymerization initiator, and the stabilizer in a weight ratio of 100 to 250: 1: 1: 0.001 to 5.
  • the powder size and shape are determined according to the first polymer spheroid size control in the initial step (1), and the first polymer spheroid size can be adjusted according to the reaction ratio of the first monomer, initiator and stabilizer.
  • the weight ratio of the said range there exists an effect which can raise the uniformity of anisotropic powder.
  • 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.
  • the ratio of the first monomer, the initiator and the stabilizer is 110 to 130: 1: 2 to 4, specifically 115 to 125: 1: 2 to 4, more specifically 120 It can be prepared from a first polymer spheroid of 1: 3.
  • the ratio of the first monomer, the initiator and the stabilizer is 225 to 240: 1: 1 to 3, specifically 230 to 235: 1: 1 to 3, more specifically 235: 1: 2 can be prepared from the first polymer spheroid.
  • the ratio of the first monomer, the initiator and the stabilizer is 110 to 130: 1: 0, specifically 115 to 125: 1: 0, more specifically 120: 1 : Can be prepared from a first polymer spheroid that is zero.
  • the asymmetric snowman-like amphiphilic powder has a ratio of the first monomer, the initiator, and the stabilizer 100 to 140: 1: 8 to 12, specifically 110 to 130: 1: 9 to 11, more specifically 120: 1: It may be prepared from the first polymer spheroid prepared at a reaction ratio of 10.
  • the asymmetric inverse snowman-like amphiphilic powder has a ratio of the first monomer, the initiator, and the stabilizer 100 to 140: 1: 1 to 5, specifically 110 to 130: 1: 1 to 4, more specifically 120: 1. It can be prepared from the first polymer spheroid prepared at a reaction ratio of 3 :.
  • the monomer containing a functional group in the step (2) may be a compound containing siloxane.
  • it may be a siloxane-containing (meth) acrylate polymer, 3- (trimethoxysilyl) propyl acrylate, 3- (trimethoxysilyl) propyl methacrylate, vinyltriethoxysilane and vinyltrimethoxy It may be at least one selected from the group consisting of silanes.
  • the monomer including 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 0.8: 2 to 20.
  • the monomer including the first monomer, the polymerization initiator, and the 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 reaction ratio, and the amphipathic anisotropic powder is formed after the degree of coating. When the reaction ratio is reacted, the coating thickness increases to about 10 to 30%, specifically 20%, relative to the initial thickness. The coating is too thick so that the 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.
  • the second monomer and the polymerization initiator may be mixed in a weight ratio of 200 to 250: 1.
  • the stabilizer in step (3), 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 200 to 250: 1: 1: 0.001 to 5.
  • the specific kind of stabilizer is as above-mentioned.
  • the second monomer content may be mixed to 40 to 300 parts by weight when the first polymer spheroid of the core-shell structure is 100 parts by weight.
  • the second monomer content is 40 to 100% by weight of the weight of the first polymer spheroid of the core-shell structure, an asymmetrical snowman type powder is obtained, and when it is 100 to 150%, or 110 to 150%, a symmetrical shape
  • the powder of is obtained, and when it is 150 to 300% or 160 to 300%, an asymmetric inverse snowman type powder is obtained.
  • by mixing in the weight ratio of the said range there exists an effect which can raise the uniformity of anisotropic powder.
  • the hydrophilic functional group in step (4) is not limited thereto, but may be introduced using a silane coupling agent and a reaction modifier.
  • the silane coupling agent is (3-aminopropyl) trimethoxysilane, N- [3- (trimethoxysilyl) propyl] ethylenediamine, N- [3- (trimethoxysilyl ) Propyl] ethylenediammonium chloride, (N-succinyl-3-aminopropyl) trimethoxysilane, 1- [3- (trimethoxysilyl) propyl] urea and 3-[(trimethoxysilyl) propyloxy ] -1,2-propanediol may be one or more selected from the group consisting of, specifically N- [3- (trimethoxysilyl) propyl] ethylenediamine.
  • the reaction modifier may be ammonium hydroxide.
  • Styrene as a monomer, sodium 4-vinylbenzenesulfonate as a stabilizer, and azobisisobutyronitrile (AIBN) as an initiator were mixed and reacted at 75 ° C. for 8 hours. .
  • the reaction was stirred in a cylindrical reactor, which was 11 cm in diameter, 17 cm in height, glass, and was rotated at a speed of 200 rpm.
  • Styrene as a monomer, sodium 4-vinylbenzenesulfonate as a stabilizer, and azobisisobutyronitrile as an initiator in a polystyrene-coreshell (PS-CS) aqueous dispersion solution obtained as a result of the reaction.
  • PS-CS polystyrene-coreshell
  • AIBN Azobisisobutyronitrile
  • N- [3- (trimethoxysilyl) propyl] ethylenediamine (N- [3- (trimethoxysilyl) propyl] ethylenediamine) as a silane coupling agent in the aqueous dispersion solution of the anisotropic powder obtained above and ammonium hydroxide as a reaction regulator ( Ammmonium hydroxide) was mixed and reacted to introduce a hydrophilic functional group. The reaction was stirred in a cylindrical reactor.
  • the macroemulsion composition according to the composition of Table 1 and the nanoemulsion composition using the conventional surfactant according to the composition of Table 2 were prepared, respectively. Thereafter, the macroemulsion composition and the nanoemulsion composition were mixed at a weight ratio of 9: 1 to prepare the composition of Example 1.
  • Ingredient Name Content (% by weight) Water To 100 Amphiphilic Anisotropic Powder 2.5 Preservative 1 (PhenoxyEthanol) 0.3 Preservative 2 (Ethylhexylglycerine) 0.05 Moisturizer (Butylene Glycerol) 8 Oil (Hydrogenated polydecane) 10
  • Ingredient Name Content (% by weight) Surfactant (Hydrogenated lecithin) 0.8 Oil (Cetyl octanoate) 10 Oil (Squalane) 10 Skin Conditioning Agent Cholesterol 0.8 Skin Conditioning Agent (Hydroxypropyl bispalmitamide MEA) 0.05 Water 65.85 Moisturizer (Butylene glycol) 8 Moisturizer (glycerin) 4 Preservative (Phenoxyethanol) 0.3 Preservative (Ethylhexylglycerin) 0.05 Thickener (Xanthan gum) 0.15
  • Example 1 After sampling the composition of Example 1, emulsified particles were observed under a microscope and stored at 45 ° C. for 5 days at a high temperature, followed by particle change.
  • the hybrid emulsion composition may implement various characteristics of feeling according to the ratio of the emulsion composition to be mixed.
  • Example 1 is a micrograph of the emulsified particles of the composition of Example 1, (a) is immediately after production, (b) is stored for two weeks at 45 °C and (c) is stored for four weeks at 45 °C, (d ) Is a fluorescence image of the nano emulsified particle image in the sample.
  • the prepared hybrid emulsion composition has no variation in particle size or coalescence between different particles even after storage at 45 ° C. for 4 weeks, without oscillating life without separation, precipitation, or creaming. (Ostwald ripening) phenomenon was not observed, it was confirmed that both particles coexist independently stably.
  • Emulsified particle size was measured using Zetasizer Nano (Malvern) immediately after preparation and after 4 weeks at 45 ° C. according to Example 1, and the distribution of particle sizes is shown in FIG. 2.
  • Example 3 shows a graph of viscosity change over time when Example 1 was maintained at 30 ° C. for 18 weeks to confirm stability over time. Viscosity was measured using a Viscometer (LVDV-II + PRO, BROOKFIELD, USA). In the results of Figure 3, it can be confirmed that even in 30 °C no significant viscosity change for a long time excellent formulation stability.
  • the hybrid emulsion composition according to the embodiments of the present invention can be seen that the large emulsion particles and nano-emulsified particles are independently maintained while maintaining the particle size independently at various temperatures and long time observation.
  • emulsions using anisotropic powders and general emulsion emulsions have different emulsification systems, so that less interaction occurs between the two emulsion particle interfaces, and emulsion particles of the emulsions using anisotropic powders maintain the emulsified interface firmly, thereby preventing the coalescence between particles. It is because it is possible.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition co-émulsifiée contenant différentes tailles de particule d'émulsification, et son procédé de préparation. La composition co-émulsifiée contient une poudre anisotrope amphipathique et un tensioactif, ce qui permet à des particules d'émulsification ayant différentes tailles de coexister dans une forme posologique et, de ce fait, une composition co-émulsifiée peut être fournie et mettre en œuvre simultanément au moins deux sensations d'utilisation ou caractéristiques physiques.
PCT/KR2015/014387 2014-12-31 2015-12-29 Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation WO2016108567A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN201580077182.5A CN107405287B (zh) 2014-12-31 2015-12-29 包含不同乳化粒子尺寸的混合乳液组合物及其制备方法
US15/540,720 US10912720B2 (en) 2014-12-31 2015-12-29 Co-emulsification composition containing various emulsification particle sizes and method for preparing same
EP15875661.9A EP3241542B1 (fr) 2014-12-31 2015-12-29 Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation
JP2017535073A JP2018506517A (ja) 2014-12-31 2015-12-29 多様な乳化粒子サイズを含有する混成乳化組成物およびその製造方法

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20140194546 2014-12-31
KR10-2014-0194546 2014-12-31
KR10-2015-0187717 2015-12-28
KR1020150187717A KR101889327B1 (ko) 2014-12-31 2015-12-28 다양한 유화 입자 사이즈를 함유하는 혼성 유화 조성물 및 그 제조방법

Publications (1)

Publication Number Publication Date
WO2016108567A1 true WO2016108567A1 (fr) 2016-07-07

Family

ID=56284626

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2015/014387 WO2016108567A1 (fr) 2014-12-31 2015-12-29 Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation

Country Status (1)

Country Link
WO (1) WO2016108567A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20090073368A (ko) * 2007-12-31 2009-07-03 (주)아모레퍼시픽 안정하고 균일한 입도분포를 가지는 나노에멀젼
KR101299148B1 (ko) * 2010-07-21 2013-08-22 (주)바이오제닉스 Ｅｇｃｇ를 함유하는 마이크로에멀젼의 제조방법
KR20140073211A (ko) * 2012-12-06 2014-06-16 삼성정밀화학 주식회사 왁스 분산액
KR20140091556A (ko) * 2011-11-16 2014-07-21 모멘티브 퍼포먼스 머티리얼즈 인크. 아미노 관능 소수성 폴리머와 산기 함유 친수성 폴리머의 연합 생성물, 이의 제조방법 및 이를 이용한 용품
WO2015183042A1 (fr) * 2014-05-30 2015-12-03 (주)아모레퍼시픽 Composition cosmétique contenant une poudre anisotrope amphiphile, et son procédé de préparation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20090073368A (ko) * 2007-12-31 2009-07-03 (주)아모레퍼시픽 안정하고 균일한 입도분포를 가지는 나노에멀젼
KR101299148B1 (ko) * 2010-07-21 2013-08-22 (주)바이오제닉스 Ｅｇｃｇ를 함유하는 마이크로에멀젼의 제조방법
KR20140091556A (ko) * 2011-11-16 2014-07-21 모멘티브 퍼포먼스 머티리얼즈 인크. 아미노 관능 소수성 폴리머와 산기 함유 친수성 폴리머의 연합 생성물, 이의 제조방법 및 이를 이용한 용품
KR20140073211A (ko) * 2012-12-06 2014-06-16 삼성정밀화학 주식회사 왁스 분산액
WO2015183042A1 (fr) * 2014-05-30 2015-12-03 (주)아모레퍼시픽 Composition cosmétique contenant une poudre anisotrope amphiphile, et son procédé de préparation

Similar Documents

Publication Publication Date Title
WO2015183042A1 (fr) Composition cosmétique contenant une poudre anisotrope amphiphile, et son procédé de préparation
KR20150138096A (ko) 양친매성 이방성 분체를 포함하는 화장료 조성물 및 이의 제조방법
WO2017090998A1 (fr) Composition en émulsion à phase bi-continue contenant une poudre anisotrope amphiphile
KR101889327B1 (ko) 다양한 유화 입자 사이즈를 함유하는 혼성 유화 조성물 및 그 제조방법
KR20170062126A (ko) 무기 자외선 차단제를 포함하는 유화 화장료 조성물 및 그 제조방법
KR101924410B1 (ko) 화학적 이방성 분체 및 이를 함유하는 화장료 조성물
WO2016108567A1 (fr) Composition de co-émulsification contenant diverses tailles de particule d'émulsification, et son procédé de préparation
KR102088803B1 (ko) 실리콘 오일을 포함하는 수중실리콘형 유화 화장료 조성물 및 그 제조방법
WO2016108579A1 (fr) Poudre chimiquement anisotrope, et composition cosmétique contenant celle-ci
KR102067055B1 (ko) 세라마이드를 포함하는 유화 화장료 조성물 및 그 제조방법
WO2018056750A1 (fr) Composition de matière cosmétique de type huile dans l'eau comprenant un sel inorganique et son procédé de préparation
WO2016108659A1 (fr) Poudre anisotrope amphiphile modifiée en surface, composition en émulsion la contenant, et procédé pour sa préparation
WO2015183040A1 (fr) Poudre anisotrope amphiphile et son procédé de fabrication
KR102080035B1 (ko) 피그먼트 분체를 포함하는 유화 화장료 조성물 및 그 제조방법
WO2016108583A1 (fr) Poudre anisotrope chimiquement asymétrique et composition d'émulsification eau-dans-huile (w/o) contenant cette dernière
WO2016108661A1 (fr) Poudre anisotrope chimique et composition cosmétique, contenant celle-ci, avec un matériau de départ efficace stabilisé
WO2018199594A1 (fr) Composition en émulsion de type huile dans eau contenant des agrégats de particules en émulsion et son procédé de préparation
WO2017091038A1 (fr) Poudre anisotrope amphipathique (méth)acrylique et composition cosmétique la comprenant
KR20170062042A (ko) 광 간섭 안료를 포함하는 유화 화장료 조성물 및 그 제조방법
KR20170062037A (ko) 광 간섭 안료를 포함하는 유화 화장료 조성물 및 그 제조방법
WO2019108008A1 (fr) Composition d'émulsion comprenant une poudre anisotrope amphiphile et présentant une stabilité améliorée
KR102050397B1 (ko) 극성 유기용매를 포함하는 유화 화장료 조성물 및 그 제조방법
KR20170061945A (ko) 미세 왁스 입자를 포함하는 유화 화장료 조성물 및 그 제조방법
CN111447911A (zh) 具有改善的稳定性的包含两亲性各向异性粉末的乳化组合物
KR20170062387A (ko) 고형 버터를 포함하는 유화 화장료 조성물 및 그 제조방법

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 15875661

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2017535073

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 15540720

Country of ref document: US

NENP Non-entry into the national phase

Ref country code: DE

REEP Request for entry into the european phase

Ref document number: 2015875661

Country of ref document: EP