KR102387520B1 - Cosmetic composition for blocking ultraviolet rays and/or infrared rays based on polymer encapsulation technology - Google Patents

Abstract

The present invention relates to a cosmetic composition for blocking ultraviolet and/or infrared rays based on a polymer supporting technology.
In particular, in the present invention, core-shell particles are manufactured based on a technology of supporting conjugated polymer particles on a core, and have UV and infrared blocking function, and through this, photoaging and thermal aging can be prevented in a complex way.

Description

Cosmetic composition for blocking ultraviolet rays and/or infrared rays based on polymer encapsulation technology

The present invention relates to a cosmetic composition for blocking ultraviolet and/or infrared rays based on a polymer supporting technology.

As modern society gradually transforms into an aging society, aging is spreading not only in developed countries, but also as a global phenomenon. As the demand for anti-aging is rapidly increasing due to this global aging trend, the market for cosmetics to prevent skin aging is continuously expanding.

The domestic functional cosmetics market is increasing every year, and in particular, the global market for anti-aging cosmetics is spotlighted as a field with great growth potential. In addition, as the economic level improves and interest in health and appearance increases, the demand for the anti-aging industry is also increasing among young people. According to this trend, the development of cosmetics capable of blocking infrared rays that cause thermal aging is required.

Existing infrared-blocking cosmetics were developed as a cosmetic composition capable of simultaneously blocking ultraviolet and infrared rays based on infrared-blocking raw materials using natural extracts extracted from nature and inorganic raw materials. First of all, infrared blocking raw materials using natural extracts are difficult to introduce into Korea and have a short shelf life as they are easily altered depending on the external environment. In the case of an inorganic-based infrared blocker, the manufacturing process is more complicated, the raw material cost is high, and it has the disadvantages of heavy feeling and white turbidity for consumers to use.

Republic of Korea Patent Publication No. 2016-0094341

In the present invention, in order to solve the above-mentioned problems, core-shell particles are manufactured based on a technology of supporting polymer particles on a core, and have UV and/or infrared blocking function, and through this, photoaging and thermal aging can be prevented complexly. It aims to provide a core-shell particle harmless to the human body and a cosmetic composition comprising the same.

The present invention relates to a core comprising an ultraviolet and/or infrared blocking component; and

Provided is a core-shell particle for blocking ultraviolet and/or infrared rays comprising a biocompatible polymer shell.

The present invention also comprises the steps of high-pressure homogenization of an aqueous solution containing ultraviolet and / or infrared blocking component; and

It comprises the step of reacting by adding a biocompatible monomer,

The ultraviolet and/or infrared blocking component provides a method for producing a core-shell particle for blocking ultraviolet and/or infrared rays, which is a conjugated polymer particle.

The present invention also provides a cosmetic composition comprising the aforementioned core-shell particles for blocking ultraviolet and/or infrared rays.

In the present invention, a core-shell particle is prepared based on a technology of supporting a polymer, particularly, a conjugated polymer particle on a core.

These core-shell particles have ultraviolet and/or infrared blocking function, and through this, photoaging and thermal aging can be prevented in combination.

In addition, functional particles are supported inside, and a biocompatible polymer harmless to the human body is applied to the outside, and while maintaining the ultraviolet and/or infrared blocking rate by the core component, it is eco-friendly and can minimize harm to the human body.

In addition, it is possible to solve the problem that the conventional sunscreen ingredients are difficult to blend when applied to a cosmetic composition.

1 is a schematic diagram and a TEM photograph of a core-shell particle according to an example of the present invention.
2 and 3 show optical properties measured using a UV-vis-NIR spectrometer for core-shell particles according to an example of the present invention.
4 shows an SEM photograph of core-shell particles according to an example and a comparative example of the present invention.

Since the present invention can have various changes and can have various embodiments, specific embodiments are illustrated in the drawings and described in detail in the detailed description.

However, this is not intended to limit the present invention to specific embodiments, and it should be understood to include all modifications, equivalents and substitutes included in the spirit and scope of the present invention.

The present invention relates to a core comprising an ultraviolet and/or infrared blocking component; and

It relates to a core-shell particle for blocking ultraviolet and/or infrared rays comprising a biocompatible polymer shell.

In an embodiment of the present invention, a core comprising an ultraviolet and/or infrared blocking component; And a core-shell particle for blocking ultraviolet and / or infrared rays including a biocompatible polymer shell was prepared. In addition, it was confirmed that the core-shell particles including the ultraviolet and/or infrared blocking component had excellent light blocking effect in the ultraviolet region and/or infrared region.

Hereinafter, the core-shell particles for blocking ultraviolet and/or infrared rays according to the present invention will be described in more detail.

The core-shell particle for blocking ultraviolet and/or infrared rays according to the present invention includes a core comprising an ultraviolet and/or infrared blocking component; and a biocompatible polymer shell.

In the present invention, the core includes an ultraviolet and/or infrared blocking component.

In one embodiment, the ultraviolet and/or infrared blocking component is a conjugated polymer particle, bemotrizinol, avobenzone, p-aminobenzoic acid, benzophenone-9 (benzophenone-9) ), bexophenome-3, bisoctrizole, 3- (4-methylbenzylidene)-camphor (3- (4-methylbenzylidene)-camphor), cinoxate, diethyl Amino hydroxybenzoyl hexyl benzoate (diethylamino hydroxybenzoyl hexyl benzoate), dioxybenzone (dioxybenzone), drometrizole trisiloxane (drometrizole trisiloxane), ecamsule (ecamsule), ethylhexyl triazone (ethylhexyl triazone), homosalate ( homosalate), menthyl anthranilate, octocrylene, octyl salicylate, iscotrizinol, isopentenyl-4-methoxycinnamate (isopentenyl-4) -methoxycinnamate), octyl-dimethyl-p-aminobenzoic acid, octyl-methoxycinnamate, oxybenzone, polysilicone-15 , trolamine salicylate, Ethylhexyl Salicylate, Phenylbenzimidazole Sulfonic Acid, Ethylhexyl Methoxycinnamate, Ethylhexyl Methoxycinnamate Ethylhexyl Palmitate), Butyl Methoxydibenzoylmethane, Bis-Ethylhexyloxyphenol Methoxyphenyltriazine (Bi s-ethylhexyloxyphenolmethoxyphenyltriazine (BEMT)), Tinuvin ^® DW Series, and Eversorb ^® AQ Series may be at least one selected from the group consisting of.

In particular, the conjugated polymer particles have ultraviolet and infrared blocking effects.

Solar rays are largely divided into ultraviolet rays, visible rays, and infrared rays, and infrared rays are further divided into near infrared rays and far infrared rays. Among them, about 6% of ultraviolet rays, about 46% of visible rays, and about 48% of infrared rays are composed of, and when the skin is exposed to ultraviolet rays and infrared rays for a long time, it causes skin aging and cancer.

In the present invention, by using the conjugated polymer particles as the core material, it is possible to effectively block light in the infrared region and also effectively block light in the ultraviolet region.

In the present invention, the conjugated polymer is a polymer characterized by a repeating structure of double bonds and single bonds, and has a lower bandgap energy than conventional polymers.

In one embodiment, the average particle diameter of the conjugated polymer particles may be 30 to 100 nm, or 40 to 50 nm.

In one embodiment, the type of the conjugated polymer particles is not particularly limited, for example, polythiophene, polyalkalthiophene, polyaniline, polyfluorene, polyparaphenylenevinylene, polyphenylene, polyparaphenyl It may include at least one selected from the group consisting of ene, polydialkylfluorene, polyfluorenebenzothiadiazole, and derivatives thereof.

Specifically, in the present invention, PEDOT:PSS (Poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate)) may be used as the conjugated polymer particles. The PEDOT:PSS is a type of a typical conjugated polymer, has good transmittance in the visible light region, is dissolved in water, and thus can be environmentally friendly solution process, and has excellent stability. Accordingly, many studies have been conducted on the optical and electrical properties of 　PEDOT:PSS for the past several decades, and it has been used as an electrode material. In the present invention, it is possible to provide a cosmetic composition having excellent ultraviolet and infrared blocking effect by using the PEDOT:PSS as a core material.

Also, in one embodiment, the average particle diameter of the core may be 30 to 150 nm or 40 to 70 nm.

In one embodiment, the content of the ultraviolet and/or infrared blocking component may be 30 to 60 parts by weight based on the total weight (100 parts by weight) of the core-shell particles. It may have an excellent ultraviolet and/or infrared blocking effect in the above content range, and may provide stable particles.

In the present invention, the shell includes a biocompatible polymer. The core material can be stably supported through the shell including the biocompatible polymer, and harm to the human body can be minimized. In addition, when applied to a cosmetic composition, it has the advantage of excellent product formulation easiness.

In particular, since the aforementioned core component, that is, the ultraviolet and/or infrared blocking component has a nano size, there is a fear that it may be absorbed into the human body, and the core component is acidic and may be harmful to the human body. In addition, the color of the raw material is important for the cosmetic composition, and the existing core component has excellent infrared blocking ability, but has a disadvantage of having its own color. Therefore, in the present invention, harm to the human body can be minimized by supporting the core component as a biocompatible shell, and the cosmetic color can be adjusted to a desired color.

In one embodiment, the biocompatible polymer may be one or more selected from the group consisting of polyvinylpyrrolidone (PVP), polyethylene glycol (PEG), polyvinyl alcohol (PVA), polyethylene oxide (PEO), polyacrylic acid and polystyrene. there is.

In one embodiment, the thickness of the shell may be between 10 and 100 nm or between 30 and 50 nm.

In one embodiment, the content of the shell component may be 40 to 70 parts by weight based on the total weight (100 parts by weight) of the core-shell particles.

The core-shell particles for blocking ultraviolet and/or infrared rays according to the present invention have excellent ultraviolet stability and/or infrared stability, and through this, skin aging such as thermal aging and photoaging can be prevented.

In one embodiment, the average particle diameter of the core-shell particles may be 100 to 250 nm. It is easy to blend into the cosmetic composition in the above particle size range.

In one embodiment, the light transmittance in the wavelength range of 780 to 1440 nm of the core-shell particles may be 20% or less, or 15% or less. In addition, the light transmittance in the wavelength range of 290 to 400 nm may be 20% or less. Such light transmittance can be confirmed through Examples, and it can be confirmed that the core-shell particles of the present invention have excellent light blocking effect in the ultraviolet and/or infrared region. In particular, the core-shell particles according to the present invention can effectively block infrared rays in the 780 to 1440 nm region, which are the main infrared wavelengths for skin thermal aging, and thus are effective in preventing skin aging due to heat.

In addition, the present invention relates to a method for producing the aforementioned core-shell particles for blocking ultraviolet and/or infrared rays.

The core-shell particles may be prepared by reacting a core material, an ultraviolet and/or infrared blocking component, and a biocompatible monomer constituting the shell.

In this case, the above-mentioned component may be used as the ultraviolet and/or infrared blocking component.

In one embodiment, when a conjugated polymer is used as a UV and/or IR blocking component, the core-shell particles for blocking UV and/or IR may include (A) homogenizing an aqueous solution containing the conjugated polymer at high pressure; and

(B) it can be prepared through the step of reacting by adding a biocompatible monomer.

In the present invention, step (A) is a high-pressure homogenization of an aqueous solution containing a conjugated polymer. Through the above step, nano-size, specifically, conjugated polymer particles of 30 to 100 nm can be prepared.

Since the conjugated polymer dispersed in an aqueous solvent is relatively hydrophobic compared to polystyrene, etc., it is not synthesized in a core-shell structure, but is synthesized alone or in a polystyrene core-conjugated polymer shell structure. Therefore, in the present invention, by dispersing the conjugated polymer in an aqueous solvent and then homogenizing the conjugated polymer to a nano size by high pressure homogenization, the core-shell structure desired by the present invention can be configured.

In one embodiment, the above-mentioned type may be used as the conjugated polymer.

In one embodiment, the aqueous solvent may be water, alcohol, or a mixed solvent thereof.

In one embodiment, the content of the conjugated polymer in the aqueous solution may be 5 to 20 parts by weight, or 10 to 20 parts by weight based on 100 parts by weight of the aqueous solvent.

In one embodiment, the high pressure homogenization may be performed in 5 to 10 cycles or 5 to 7 cycles at 700 to 1500 bar using a high pressure homogenizer.

Through the above steps, it is possible to prepare a solution containing the conjugated polymer particles having a nano size of 30 to 100 nm.

In the present invention, after performing step (A), a step of stabilizing the homogenized aqueous solution before performing step (B) may be additionally performed.

In the above step, a surfactant may be added, and the surfactants are sodium dodecylbenzenesulfonate (SDBS), sodium dodecyl sulfate (SDS), polyvinyl alcohol (PVA), polyvinylpyrrolidone (PVP), and cetyltrimethylammonium ium. Bromide (CTAB), polyoxyethylene alkyl ether, polyoxyethylene/polyoxypropylene alkyl ether, polyoxyethylene sorbitan fatty acid ester (trade name: Tween Series), polyoxyethylene p-t-octylphenyl ether (trade name: Triton Series) and At least one selected from the group consisting of polyoxyethylene p-t-nonylphenyl ether (trade name: Triton N Series) may be used.

In the present invention, step (B) is a step of reacting by adding a biocompatible monomer to the solution of step (A). Through the above steps, it is possible to prepare a core-shell particle composed of a core of the conjugated polymer particle and a shell of a biocompatible polymer.

In one embodiment, at least one selected from the group consisting of vinylpyrrolidone, polyethylene glycol, vinyl alcohol, ethylene oxide, acrylate-based monomers and styrene-based monomers may be used as the biocompatible monomer.

In one embodiment, the content of the biocompatible monomer may be 50 to 200 parts by weight, or 100 to 150 parts by weight based on 100 parts by weight of the conjugated polymer particles.

In one embodiment, in the above step, a crosslinking agent may be additionally added together with the biocompatible monomer. Allyl, such as divinylbenzene (DVB), 1,4-divinyloxybutane, divinyl sulfone, diallyl phthalate, diallyl acrylamide, triallyl (iso) cyanurate, triallyl trimellitate, as the crosslinking agent Compound, hexanediol diacrylate, ethylene glycol dimethacrylate, diethylene glycol methacrylate, triethylene glycol dimethacrylate, trimethylene propane trimethacrylate, 1,3-butanediol methacrylate, 1,6 - hexanediol dimethacrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol tri (meth) acrylate, and at least one selected from the group consisting of pentaerythritol di (meth) acrylate can be used

In one embodiment, the step may be performed at 70 to 100° C. for 3 to 12 hours, or 3 to 7 hours.

In addition, in one embodiment, the core-shell particles can be prepared through the step of adding and mixing ultraviolet and / or infrared blocking component to an aqueous solution containing the biocompatible monomer.

The aqueous solution may further include a surfactant and a crosslinking agent, and the aforementioned components may be used as the surfactant and crosslinking agent.

In addition, the present invention relates to a cosmetic composition comprising the aforementioned core-shell particles for blocking ultraviolet and/or infrared rays.

Since the cosmetic composition according to the present invention contains core-shell particles for blocking ultraviolet and/or infrared rays, it has an excellent ultraviolet and infrared blocking effect and is harmless to the human body.

In one embodiment, the core-shell particles may be included in an amount of 0.1 to 20 parts by weight based on 100 parts by weight of the total cosmetic composition. Specifically, based on 100 parts by weight of the total cosmetic composition, the core-shell particles may be included in an amount of 0.1 to 15 parts by weight, 0.1 to 10 parts by weight, 0.1 to 5 parts by weight, or 0.1 to 2 parts by weight. As such, the cosmetic composition according to the present invention can implement excellent ultraviolet and infrared blocking effects while including a small amount of core-shell particles.

The cosmetic composition according to the present invention may further mix cosmetic raw materials as needed, and may include infrared blocking agents such as sunscreens; base make cosmetics such as foundation; It can be applied as a point make cosmetic such as lip rouge.

The cosmetic composition may be prepared in any form of oil-based cosmetics, water-based cosmetics, O/W-type cosmetics, and W/O-type cosmetics.

In the present invention, the cosmetic composition may use any aqueous and oily ingredients that can be used in the cosmetic field. The type of the water-based component and the oil-based component is not particularly limited, and for example, an oil agent, a surfactant, a moisturizing agent, a higher alcohol, a metal ion sequestrant, a natural and synthetic polymer, a water-soluble and oil-soluble polymer, a UV shielding agent, an organic dye, etc. It may include components such as colorants, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, cooling agents, limiting agents, bactericides, skin revitalizing agents, and various powders.

The emulsion is not particularly limited, and includes, for example, natural animal and plant oils and fats (eg, olive oil, mink oil, castor oil, palm oil, tallow, moonshine colostrum, palm oil, castor oil, cacao oil, macadamia nut oil, etc.); wax (eg, jojoba oil, beeswax, lanolin, carnauba lab, candelilla lab, etc.); higher alcohols (eg, lauryl alcohol, stearyl alcohol, cetyl alcohol, oleyl alcohol, etc.); higher fatty acids (e.g., lauric acid, palmitic acid, stearic acid, oleic acid, behenic acid, lanolin fatty acid, etc.; higher aliphatic hydrocarbons such as liquid paraffin, solid paraffin, squalane, petrolatum, ceresin, microcrystalline wax Etc); Synthetic ester oils (for example, butyl stearate, hexyllaurate, diisopropyl adipate, diisopropyl sebacate, octyldodecyl myristate, isopropyl myristate, isopropyl palmitate, isopropyl myristate, cetyl isooctanoate, neopentyl glycol dicaprate); silicone derivatives (eg, silicone oils such as methyl silicone and methylphenyl silicone) and the like can be used. In addition, oil-soluble vitamins, preservatives, whitening agents, etc. may be blended.

As the surfactant, a lipophilic nonionic surfactant, a hydrophilic nonionic surfactant, or the like may be used. The lipophilic nonionic surfactant is not particularly limited, and for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan Sorbitan fatty acid esters such as sesquioleate, sorbitan trioleate, penta-2-ethylhexylate diglycerol sorbitan, and tetra-2-ethylhexyl acid diglycerol sorbitan; , glycerin polyglycerol fatty acids such as glycerin sesquioleate, glycerin monostearate, glycerin α,α′-oleate pyroglutamic acid, glycerol monostearate malic acid, propylene glycol fatty acid esters such as propylene glycol monostearate, hydrogenated castor oil Derivatives, glycerin alkyl ethers, etc. can be used.

The hydrophilic nonionic surfactant is not particularly limited, and for example, POE sorbitan fatty acid esters such as POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan tetraoleate, and POE sorbitan monolaurate. , POE sorbit fatty acid esters such as POE sorbit monooleate, POE sorbit pentaoleate, POE sorbit monostearate, POE glycerin monostearate, POE glycerin monoisostearate, POE glycerin triisostearate, etc. POE fatty acid esters of POE glycerin, POE monooleate, POE distearate, POE monodioleate, POE fatty acid esters such as ethylene glycol distearate, POE lauryl ether, POE oleyl ether, POE stearyl ether, POE POE alkyl ethers such as behenyl ether, POE2-octyldodecyl ether, and POE cholestanol ether, POE alkylphenyl ethers such as POE octylphenyl ether, POE nonylphenyl ether, and POE dinonylphenyl ether, Bluronic, etc. POE/POP alkyl ethers such as POE·POP cetyl ether, POE·POP2-decyltetradecyl ether, POE·POP monobutyl ether, POE·POP hydrogenated lanolin, POE·POP glycerin ether, tetronic tetraPOE/tetraPOP ethylenediamine condensates such as POE castor oil, POE hydrogenated castor oil, POE hydrogenated castor oil monoisostearate, POE hydrogenated castor oil triisostearate, POE hydrogenated castor oil monopyroglutamic acid monoisostearate Esters, POE hydrogenated castor oil, POE hydrogenated castor oil derivatives such as maleic acid, POE beeswax/lanolin derivatives such as POE sorbit beeswax, alkanols such as palm oil fatty acid diethanolamide, lauric acid monoethanolamide, and fatty acid isopropanolamide Amide, POE propylene glycol fatty acid ester, POE alkylamine, POE fatty acid amide, sucrose fatty acid ester, POE nonylphenyl formaldehyde condensate, alkylethoxydimethylamine oxide, trioleyl phosphoric acid, etc. can be used.

Other surfactants include, for example, fatty acid soaps, higher alkyl sulfate salts, POE lauryl sulfate triethanolamine, anionic surfactants such as alkyl ether sulfate ester salts, alkyl trimethyl ammonium salts, alkyl pyridinium salts, alkyl quaternary ammonium salts, Cationic surfactants such as alkyldimethylbenzylammonium salt, POE alkylamine, alkylamine salt, and polyamine fatty acid derivatives, and amphoteric surfactants such as imidazoline-based amphoteric surfactants and betaine-based surfactants for stability and skin irritation It can be blended in a range where there is no problem.

The moisturizing agent is not particularly limited, and for example, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, aterocollagen, cholesteryl-12-hydroxystearate, sodium lactate, Bile acid salt, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO)PO adduct, Izayoibara extract, Yarrow extract, melilot extract and the like can be used.

The higher alcohol is not particularly limited, and for example, straight chain alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, and monostearyl glycerin ether (batyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, branched chain alcohols such as octyldodecanol, and the like can be used.

The sequestering agent is not particularly limited, and for example, 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, sodium citrate, sodium polyphosphate , sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid, and the like can be used.

The natural water-soluble polymer is not particularly limited, and for example, gum arabic, gum tragacanth, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), Plant-based polymers such as algae colloid (brown algae extract), starch (rice, corn, potato, wheat), glycyrrhizic acid, microbial polymers such as xanthan gum, dextran, succinoglucan, pullulan, collagen, casein, Animal-based polymers such as albumin and gelatin may be used.

The semi-synthetic water-soluble polymer is not particularly limited, and for example, starch-based polymers such as carboxymethyl starch and methyl hydroxypropyl starch, methyl cellulose, nitrocellulose, ethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl cellulose, cellulose Cellulosic polymers such as sodium sulfate, hydroxypropyl cellulose, sodium carboxymethylcellulose (CMC), crystalline cellulose, and cellulose powder, and alginic acid polymers such as sodium alginate and propylene glycol alginate can be used.

Synthetic water-soluble polymers are not particularly limited, and for example, vinyl-based polymers such as polyvinyl alcohol, polyvinylmethyl ether, and polyvinylpyrrolidone, polyoxyethylene-based polymers such as polyethylene glycol 20,000, 40,000, and 60,000, poly oxyethylene polyoxypropylene copolymer copolymer polymer, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc. acrylic polymer, polyglycerin, polyethyleneimine, cationic polymer, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, (acrylic acid Hydroxyethyl/acryloyldimethyltaurine Na) copolymer, (acrylic acid Na/acryloyldimethyltaurine Na) copolymer, (acryloyldimethyl taurine ammonium/vinylpyrrolidone) copolymer, (acryloyldimethyltaurine Na) copolymer Ammonium methacrylate behenes-25) cross polymer and the like can be used.

The inorganic water-soluble polymer is not particularly limited, and for example, bentonite, AlMg silicate (veegum), laponite, hectorite, silicic anhydride, and the like may be used.

The UV shielding agent is not particularly limited, and for example, para-aminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N,N-dipropoxy PABA ethyl ester, N,N-diethoxy PABA ethyl ester, N , Benzoic acid-based sunscreen agents such as N-dimethyl PABA ethyl ester and N, N-dimethyl PABA butyl ester; anthranilic acid-based sunscreen agents such as homomenthyl-N-acetylanthranilate; salicylic acid-based sunscreen agents such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, and p-isopropanol phenyl salicylate; Octylcinnamate, ethyl-4-isopropylcinnamate, methyl-2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, methyl-2,4-diisopropylcinnamate, propyl -p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate , ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate, etc. masking agent; 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2', 4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzo Phenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy- benzophenone-based sunscreen agents such as 3-carboxybenzophenone; 3-(4'-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,l-camphor, urocanic acid, urocanic acid ethyl ester, 2-phenyl-5-methylbenzoxazole, 2,2' -hydroxy-5-methylphenylbenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, Dibenzalazine, dianisoylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one, etc. can be used

Other pharmaceutical ingredients are not particularly limited, and for example, vitamin A oil, retinol, retinol palmitate, inosit, pyridoxine hydrochloride, benzyl nicotinate, nicotinic acid amide, nicotinic acid DL-α-tocopherol, magnesium ascorbate phosphate, 2 vitamins such as -O-α-D-glucopyranosyl-L-ascorbic acid, vitamin D2 (ergocalciferol), dl-α-tocopherol, dl-α-tocopherol acetate, pantothenic acid, and biotin; hormones such as estradiol and ethinylestradiol; amino acids such as arginine, aspartic acid, cystine, cysteine, methionine, serine, leucine, and tryptophan; anti-inflammatory agents, such as allantoin and azulene, and whitening agents, such as arbutin; astringents such as tannic acid; Cooling agents, such as L-menthol and camphor, sulfur, lysozyme chloride, pyridoxine chloride, etc. can be used.

The various powders are not particularly limited, and bright colored pigments such as bengala, iron sulfate, black iron oxide, mica titanium, iron oxide coated mica titanium, titanium oxide coated glass flakes, mica, talc, kaolin, sericite, titanium dioxide, silica Inorganic powders, such as organic powders, such as polyethylene powder, nylon powder, crosslinked polystyrene, a cellulose powder, and a silicone powder, etc. can be used. Preferably, in order to improve sensory properties and improve makeup durability, a part or all of the powder components may be hydrophobized by a known method with substances such as silicones, fluorine compounds, metal soaps, oil agents, and acylglutamates.

In addition, other composite powders that do not fall under the present invention may be mixed and used.

Hereinafter, preferred examples are presented to help the understanding of the present invention. The following examples are merely illustrative of the present invention, and it is apparent to those skilled in the art that various changes and modifications are possible within the scope and spirit of the present invention, and it is natural that such changes and modifications fall within the appended claims.

Example

Example 1. Preparation of core-shell particles for UV protection

In the reaction vessel, 1.5 g of SDBS (Sodium dodecylbenzenesulfonate, Surfacatnt) was dissolved in 350 g of distilled water, and stirred using an impeller for 1 hour under the injection of nitrogen gas. Then, 150 g of styrene, 1.5 g of DVB (Divinylbenzene, crosslinker), and AQ3 (Eversorb ^® , Hydroxyphenyl-benzotrialzole based compounds), which is a sunscreen with a content of 5-7% compared to the styrene, were mixed (mixture preparation). The mixture was poured into the reactor and stirred. After uniform stirring, the reaction temperature was adjusted to 90° C., and 100 g of an aqueous solution in which 6.3 g of potassium persulfate was dissolved was added. After that, polymerization was performed for 6 hours to synthesize core-shell particles.

Example 2. Preparation of core-shell particles for infrared and ultraviolet blocking

50 g of PEDOT:PSS treated with a high-pressure homogenizer and 300 g of distilled water were put in the reaction vessel, and stirred using an impeller for 1 hour under the injection of nitrogen gas. 0.5 g of SDBS (Sodium dodecylbenzenesulfonate, Surfacatnt) was dissolved in 50 g of distilled water, which was injected into the reaction vessel and then stabilized.

로 맞추고, 과황산칼륨(Potassium persulfate)을 녹인 수용액 50 g을 투입하였다. 그 후, 6시간 동안 중합반응을 진행하여, 코어-쉘 입자를 합성하였다.Then, styrene and DVB (Divinylbenzene, crosslinker) were injected into the reactor and stirred. After uniform stirring, the reaction temperature is 90

and 50 g of an aqueous solution in which potassium persulfate was dissolved was added. After that, polymerization was performed for 6 hours to synthesize core-shell particles.

At this time, the content of each component was described in the table below.

Sample Styrene addition amount (g) DVB content (g) Potassium persulfate addition amount (g) IA60 60 0.6 0.8 IA80 80 4.5 6

Comparative Example 1. Particle Preparation

50 g of PEDOT:PSS and 300 g of distilled water were placed in a reaction vessel (not treated with a high-pressure homogenizer), and stirred using an impeller for 1 hour under the injection of nitrogen gas. 0.5 g of SDBS (Sodium dodecylbenzenesulfonate, Surfacatnt) was dissolved in 50 g of distilled water, which was injected into the reaction vessel and then stabilized.

Then, 60 g of styrene and 0.6 g of DVB (Divinylbenzene, crosslinker) were injected into the reactor and stirred. After uniform stirring, the reaction temperature was adjusted to 90° C., and 50 g of an aqueous solution in which 4.5 g of potassium persulfate was dissolved was added. Thereafter, the polymerization reaction was carried out for 6 hours to synthesize particles.

Example 3. Preparation of core-shell particles for blocking ultraviolet and infrared rays

50 g of PEDOT:PSS treated with a high-pressure homogenizer and 300 g of distilled water were put in the reaction vessel, and stirred using an impeller for 1 hour under the injection of nitrogen gas. 0.5 g of SDBS (Sodium dodecylbenzenesulfonate, Surfacatnt) was dissolved in 50 g of distilled water, which was injected into the reaction vessel and then stabilized.

Then, 60 g of styrene, 0.6 g of DVB (divinylbenzene, crosslinker), and AQ3, which is a sunscreen with a content of 5 to 7% compared to the styrene, were mixed (mixture preparation). The mixture was poured into the reactor and stirred. After uniform stirring, the reaction temperature was adjusted to 90° C., and 50 g of an aqueous solution in which 4.5 g of potassium persulfate was dissolved was added. After that, the polymerization reaction was carried out for 6 hours to synthesize core-shell particles.

Experimental Example 1. Confirmation of production of core-shell particles

(1) method

The core-shell particles prepared in Examples 1 to 3 were photographed using a transmission electron microscope (TEM).

(2) Results

The results are shown in FIG. 1 .

In FIG. 1, I is Example 1, II is Example 2, and III is a TEM photograph of the core-shell particles prepared in Example 3.

As shown in FIG. 1, it can be confirmed that the UV and/or UV blocking components including the conjugated polymer particles are stably supported in the shell made of the biocompatible polymer.

Experimental Example 2. UV-vis-NIR measurement of cosmetic composition

(1) method

The optical properties of the core-shell particles prepared in Examples 1 and 2 were measured using a UV-vis-NIR spectrometer.

(2) Results

2 and Table 2 below show transmittance and blocking rate according to wavelength of the core-shell particles having UV blocking properties prepared in Example 1.

Sample Amount of UV absorber added to styrene (wt%) UV blocking rate based on major wavelengths
(%, 280-400 nm) The coatign amount
(g, 2×2 cm ² ) UA 3 3 81.20 0.008 UA 5 5 82.97 0.008

As shown in FIG. 2 and Table 2, the transmittance to light at a wavelength of 280 to 400 nm is less than 20%, and it can be confirmed that the blocking rate for light in the ultraviolet region is excellent.

In addition, FIG. 3 and Table 3 below show the transmittance and blocking rate according to wavelength of the core-shell particles having infrared and ultraviolet blocking properties prepared in Example 2.

Sample Styrene addition amount (g) compared to PEDOT:PSS 50g UV blocking rate based on major wavelengths
(%, 280-400 nm) Infrared blocking rate based on main wavelength
(%, 780 nm to 1440 nm) The coatign amount (g, 2×2 cm ² ) IA60 60 91.72 97.17 0.008 IA80 80 84.85 90.52 0.008

3 and Table 3, in the case of IA60 and IA80, transmittance for light in a wavelength range of 780 to 1440 nm is less than 20%, and transmittance to light in a wavelength of 280 to 400 nm is also less than 20% As a result, it can be confirmed that it has an excellent UV blocking effect as well as an infrared blocking effect.

Experimental Example 3. Comparison of particle shapes according to high-pressure homogenization treatment

(1) method

The core-shell particles prepared in Example 2 and the particles prepared in Comparative Example 1 were photographed using a scanning electron microscope (SEM).

(2) Results

The results are shown in FIG. 4 .

In FIG. 4 , the left photograph is the core-shell particle prepared in Example 2, and the right photograph is an SEM photograph of the particles prepared in Comparative Example 1.

As shown in FIG. 4 , it can be confirmed that core-shell particles of uniform size are produced when high-pressure homogenization is performed. The core-shell particle according to the present invention is a form in which a conjugated polymer is encased in polystyrene, has excellent stability, has a smooth particle surface, and may have uniform particles.

On the other hand, in Comparative Example 1 in which high-pressure homogenization was not performed, it can be confirmed that the core-shell structure was not formed. The particles prepared in Comparative Example 1 have a form in which a conjugated polymer and styrene are aggregated together, and have poor stability.

Claims (5)

High-pressure homogenizing the aqueous solution containing the conjugated polymer particles; and
It comprises the step of reacting by adding a biocompatible monomer,
After performing the high-pressure homogenization step, before adding the biocompatible monomer to the aqueous solution to further perform the stabilization step by adding a surfactant to the ultraviolet and / or infrared blocking core-shell particle manufacturing method.
The method of claim 1,
Conjugated polymers include polythiophene, polyalkalthiophene, polyaniline, polyfluorene, polyparaphenylenevinylene, polyphenylene, polyparaphenylene, polydialkylfluorene, polyfluorenebenzothiadiazole, and these A method for producing a core-shell particle for blocking ultraviolet rays and/or infrared rays comprising at least one selected from the group consisting of derivatives of
The method of claim 1,
The average particle diameter of the conjugated polymer prepared by the high-pressure homogenization step is 30 to 100 nm, which is a method for producing a core-shell particle for blocking ultraviolet rays and/or infrared rays.
The method of claim 1,
The biocompatible polymer includes at least one selected from the group consisting of polyvinylpyrrolidone (PVP), polyethylene glycol (PEG), polyvinyl alcohol (PVA), polyethylene oxide (PEO), polyacrylic acid and polystyrene. and/or a method for producing core-shell particles for blocking infrared rays.
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