KR100963091B1 - Polymer capsule containing a ultraviolet absorber and a manufacturing method thereof, and a cosmetic composition containing the same - Google Patents

Abstract

The present invention relates to a polymer capsule for collecting the ultraviolet absorber and a method for manufacturing the same, and more particularly, it is difficult to maintain the UV blocking effect due to instability in heat and light, and also difficult to apply to various formulations due to poor solubility. The present invention relates to a polymer capsule prepared by collecting a UV absorber into a polymer wall, and a method of manufacturing the same.

The present invention also relates to a cosmetic composition for sunscreen containing a ultraviolet absorbent-containing polymer capsule as an active ingredient.

UV absorbers, polymer capsules, cosmetic compositions, polyesters, polyacrylates, polyvinyl ethers, unsaturated carboxylic acids

Description

Polymer capsules containing ultraviolet absorbers and a method for manufacturing the same, and a cosmetic composition containing the same

1 is a scanning electron micrograph of a polymethyl methacrylate capsule containing a ultraviolet absorbent (butylmethoxy dibenzoylmethane).

FIG. 2 shows X-ray diffraction analysis spectra of butylmethoxy dibenzoylmethane (a), butylmethoxy dibenzoylmethane / polymethylmethacrylate capsule (b), and polymethylmethacrylate capsule (c).

The present invention relates to a polymer capsule for collecting the ultraviolet absorber and a method for manufacturing the same, and more particularly, it is difficult to maintain the UV blocking effect due to instability in heat and light, and also difficult to apply to various formulations due to poor solubility. The present invention relates to a polymer capsule prepared by collecting a UV absorber into a polymer wall, and a method of manufacturing the same.

The present invention also relates to a sunscreen cosmetic composition containing a UV absorber-containing polymer capsule as an active ingredient.

The sunscreen penetrates deep into skin burns, erythema, or deep skin to change the melanin pigment to blacken the skin, and to modify the elastic fibers called collagen and elastin in the skin to block UV rays that cause skin aging. And UV scattering agent, respectively, or a combination of properly formulated to play a role in blocking the direct contact with UV light.

Typical UV absorbers have electron-conjugating groups such as amines or methoxyl groups at the ortho- or para- position of the aromatic ring structure, and have a pi-conjugation molecular structure, which are derived from p-aminobenzoic acid (PABA) derivatives. Cinnamate derivatives, salicylic acid derivatives, benzophenones, anthranilates and the like belong to this.

When ultraviolet light stimulates a material of this structure, they absorb ultraviolet light and become photochemically excited, and when returning to the original energy state, the excess absorbed energy is released as modified secondary energy, and thus has UV blocking ability. However, these UV absorbers do not withstand the energy accumulated in the photochemical excitation state and are decomposed by the light, or decomposed by heat, and do not exhibit the UV blocking effect. Also, some UV absorbers have limitations due to the toxicity of the compounds. have.                         

In order to solve the problem of light stability and thermal stability of the sunscreen, a compound of hydroxypropyl-beta-cyclodextrin and a UV absorber having modified physicochemical properties of cyclodextrin is complexed (S Scalia, S. Villani, A. Scatturin, MA Vandelli, F. Forni, Int. J. Pharm., 175 (1998) 205) How to prevent photolysis to improve light stability and energy in the excited state of ultraviolet absorbers To be converted to molecules such as octocrylene, methylbenzylidene camphor, diethylhexyl 2,6-naphtalate (T. Wunsch, H. Westenfelder) , New aspects in sunscreen, (1998) 56, C. Bonda, DC Steinberg, Cosmet.Toil., 115 (2000) 37, USP 5,587,150.USP 6,033,649), but did not yield satisfactory results in light and thermal stability. I couldn't.

Korean Patent Publication No. 2001-49883 (June 15, 2001) describes a method of manufacturing a soft microcapsule by using an O / W / O emulsion method, but the microcapsule has a crystallinity like an ultraviolet absorber. If you collect strong substances, all of them will precipitate out. In addition, it is not easy to use, and it is difficult to apply to various formulations based on the resulting capsule, and during the manufacturing process, a hydrophilic polymer gelling agent such as agar or carrageenan undergoes heating and cooling process. It was denatured at the time of manufacture and could not be manufactured other than the soft capsule with low hardness.

Therefore, there is an urgent need for the development of a stabilization system capable of preventing and stabilizing light and thermal decomposition of such sunscreens.

Accordingly, the present inventors have studied to overcome the difficulties in formulating or absorbing the ultraviolet absorbent into the formulation or introduction into cosmetics, and even after the ultraviolet absorbent-containing polymer capsule prepared by collecting the ultraviolet absorbent into the polymer wall is encapsulated, The present invention has been found to be excellent in the ultraviolet ray blocking effect.

Accordingly, it is an object of the present invention to provide an ultraviolet absorbent-containing polymer capsule which is excellent in thermal stability and light stability by capturing an ultraviolet absorber into a polymer wall and a method of manufacturing the same.

Another object of the present invention is to provide a cosmetic composition containing the ultraviolet absorbent-containing polymer capsule.

In order to achieve the above object, in the present invention, by absorbing the ultraviolet absorbent into the polymer wall and encapsulating it, it is stable against heat and light, and is present as an amorphous domain in the capsule to exhibit its own energy transfer to exhibit ultraviolet absorbing ability. It provides a method for stabilizing, and provides a heat and light stabilization of the ultraviolet absorber, and the ultraviolet absorbent-containing polymer capsule prepared for use in a capsule form irrespective of the formulation.

That is, the present invention provides a polymer capsule that can be usefully used in cosmetic formulations while overcoming the limited usability of the formulation due to heat and light instability and low solubility of the ultraviolet absorbent while maintaining the ultraviolet blocking effect of the ultraviolet absorbent. It is done.

In the polymer capsule according to the present invention, the UV absorber does not grow into crystals in the polymer matrix in the capsule, and the UV absorber is amorphous by forming amorphous domains of several hundred nanometers in size. If the crystalline ultraviolet absorber is present as a crystalline phase, such crystalline phases lower the electron flowability and thus are unable to effectively absorb ultraviolet rays and transfer absorbed energy. Therefore, the ultraviolet absorber present in amorphous form in the polymer capsule absorbs ultraviolet rays from the outside and becomes photochemically excited, and then transfers the excess absorbed energy to the surrounding ultraviolet absorbent in the amorphous domain when returning to the original energy state. This results in a self-energy transfer system, which stabilizes the UV absorber and increases the UV absorbing capacity.

The ultraviolet absorbent-containing polymer capsule according to the present invention may be prepared in various sizes in nanometer units or micrometer units, and preferably in a size of 0.01 to 1,000 μm.

In another aspect, the present invention provides a method for producing a polymer capsule containing the ultraviolet absorber.

Method for producing a polymer capsule containing the ultraviolet absorbent according to the present invention                     

(1) dissolving the polymeric material in a solvent;

(2) uniformly dispersing the ultraviolet absorbent in the polymer solution;

(3) obtaining an emulsion by emulsifying the ultraviolet absorbent-containing polymer solution in the presence of a dispersion stabilizer; And

(4) solidifying the emulsion to recover hard polymer capsules;

It includes.

Hereinafter, a method of manufacturing the polymer capsule containing the ultraviolet absorbent will be described in more detail.

First, the ultraviolet absorber is uniformly dispersed in the polymer solution. When the UV absorber / polymer solution in which the UV absorber is uniformly dispersed is obtained through an emulsification process using a homogenizer in the presence of an appropriate dispersion stabilizer, the UV absorbers form domains in the emulsion. Solidification gives a hard polymer capsule. The polymer capsule containing the ultraviolet absorber thus formed increases heat and light stability by isolating the ultraviolet absorbent.

The ultraviolet absorber used in the present invention has an electron-donating group such as an amine or methoxyl group at the ortho- or para- position of the aromatic ring structure, and has a pi-conjugation molecular structure, which is PABA (p-aminobenzoic acid). Cinnamate derivatives, salicylic acid derivatives, benzophenones, anthranilates, and the like.                     

The ultraviolet absorbent that may be contained in the polymer capsule is preferably 0.01 to 90% by weight relative to the total capsule weight. At concentrations below this, the content is too low, making it difficult to exhibit the sunscreen effect. At concentrations above this, the concentration of the ultraviolet absorbent is too high and can be spilled out of the capsule during the manufacturing process.

The polymer material which can be used as a wall of the polymer capsule in the step (1) is a polyester, polyacrylate, polyvinyl ether, unsaturated carboxylic acid, copolymers thereof and derivatives thereof having a molecular weight of 10,000 to 1,000,000 g / mol. And, the polymer materials may be used alone or in combination of two or more.

Specific examples of the hydrophobic polymer used in the present invention include acrylic polymer, vinyl polymer, and copolymers or mixtures thereof include polystyrene, poly p- or m-methyl styrene, poly p- or m-ethyl styrene, poly p- Or m-chlorostyrene, poly p- or m-chloromethylstyrene, polystyrene sulfonic acid, poly p- or m- or t-butoxystyrene, polymethyl (meth) acrylate, polyethyl (meth) acrylate, polypropyl (Meth) acrylate, poly n-butyl (meth) acrylate, polyisobutyl (meth) acrylate, poly t-butyl (meth) acrylate, poly 2-ethylhexyl (meth) acrylate, poly n-octyl (Meth) acrylate, polylauryl (meth) acrylate, polystearyl (meth) acrylate, poly 2-hydroxyethyl (meth) acrylate, polyethylene glycol (meth) acrylate, methoxypolyethyl Glycol (meth) acrylate, polyglycidyl (meth) acrylate, polydimethylaminoethyl (meth) acrylate, polydiethylaminoethyl (meth) acrylate, polyvinylacetate, polyvinylpropionate, polyvinyl Unsaturated carboxylic acids such as butyrate, poly vinyl ether, poly allyl butyl ether, polyallyl glycidyl ether, poly (meth) acrylic acid or poly maleic acid, polyalkyl (meth) acrylamide, poly (meth) acrylonitrile, etc. Can be used interchangeably.

In addition, the polyester used as the polymer material in the present invention includes biodegradable hydrophobic aliphatic polyester, and specific examples thereof include poly-L-lactic acid, poly-D, L-glycolic acid, and poly-L-lactic acid-co- Copolymers prepared from glycolic acid, poly-D, L-lactic acid-co-glycolic acid, polycaprolactone, poly valerolactone, poly hydroxy butyrate, poly hydroxy valerate, poly orterester and monomers thereof Can be mentioned.

Among the above materials, hydrophobic polymers such as polymethyl (meth) acrylate, polyethyl (meth) acrylate, poly-L-lactic acid, poly-L-lactic acid-co-glycolic acid, polycaprolactone and the like are preferably used. It is good.

The polymer material is a polymer listed in the CTFA for use in cosmetics, it is preferable to use a bio-friendly polymer, it is recommended to use a polymer material having a molecular weight of about 10,000 ~ 1,000,000 g / mol. Such polymer capsule wall is preferably contained in an amount of 10 to 99.99% by weight based on the total capsule weight. It is difficult to form the capsule at a concentration below this, and at a concentration above this, the UV absorber content is so low that the sunscreen effect is unlikely to appear.

Solvents used in the above process (1) are all chemical substances having similar solubility parameters as the polymer material selected, and specifically, linear alkanes such as hexane, heptane, octane, nonane, decane, butanol, linear or branched form. C4-C10 alcohols such as pentanol, hexanol, heptanol, octanol, nonanol, tecanol, n-hexyl acetate, 2-ethylhexyl acetate, methyl oleate, dibutyl sebacate, dibutyl adipate (adipate), alkyl esters having 7 or more carbon atoms such as 2-butyl carbamate, aliphatic ketones such as methyl isobutyl ketone, isobutyl ketone, etc., aromatic hydrocarbons such as benzene, toluene, o- or p-xylene, methylene chloride, chloroform, Chlorine compounds such as carbon tetrachloride may be used, but is not limited thereto. Preferably, it is preferable to use methylene chloride, chloroform, acetone, or the like, which has a low boiling point and easily evaporates to facilitate the formation of capsules.

The dispersion stabilizer used in the above step (3) is a polymer that can be dissolved in an aqueous phase, specifically, gelatin, starch, hydroxyethyl cellulose, carboxymethylcellulose, polyvinylpyrrolidone, polyvinyl alkyl ether, polyvinyl Alcohols, polydimethylsiloxane / polystyrene block copolymers and the like can be used. The amount of the dispersion stabilizer is preferably used to the extent that the deposition of the polymer particles produced during the emulsification process can be suppressed by gravity deposition and intergranular aggregation, 0.1 to 30% by weight relative to the total reactants. . At concentrations below this, the dispersion stability due to interfacial adsorption rapidly decreases, and above this, the viscosity of the system rapidly increases and the process becomes impossible.

In addition, the present invention provides a cosmetic composition containing the ultraviolet absorbent-containing polymer capsule as an active ingredient.                     

In the case where the ultraviolet absorbent is diluted in the general formulation, when the ultraviolet light is irradiated, the ultraviolet absorber molecule receives energy, accumulates energy, and becomes photochemically excited. This accumulated energy must be transferred to other molecules or heat in the surroundings and be in a low energy state. In a general formulation, the UV absorber is diluted, and other molecules in the surroundings are difficult to accumulate. As a result, in the general formulation, the absorbed UV absorber is difficult to absorb energy and releases energy and loses UV blocking ability through its molecular structure modification, in which the molecule is broken or transformed into other forms. However, as in the present invention, when the ultraviolet absorber is polymerized, the ultraviolet absorber forms an amorphous domain in the capsule, and the self-energy transfer system is absorbed into other molecules rich in accumulated energy that is excited by absorbing ultraviolet light. It is possible to return to the low energy state before energy absorption without decomposing photodegradation or pyrolysis as the molecular structure is deformed and exhibit excellent UV blocking ability while maintaining light stability and thermal stability.

In addition, due to the low solubility of UV absorbers or specific solubility in specific oils, it was not easy to apply to various formulations, and precipitation of recrystallization was observed in the applied formulations. However, when the polymer capsule containing the ultraviolet absorbent through the polymer encapsulation is used, it is possible to maintain the stability of the ultraviolet absorbent, to prevent precipitation by recrystallization, and to be easily formulated so that it can be applied to various compositions as a sunscreen cosmetic. have.                     

In other words, the ultraviolet absorbent-containing polymer capsule according to the present invention overcomes the heat and light instability of the ultraviolet absorbent and is manufactured by encapsulation, thereby enhancing the inherent ultraviolet blocking effect of the ultraviolet absorbent, and being easily formulated to block ultraviolet rays. As a cosmetic, there is a feature that can be applied to various compositions.

The ultraviolet absorbent-containing polymer capsule according to the present invention can be added to various formulations of the cosmetic composition, and the content thereof is suitably about 0.01 to 20% by weight based on the total weight of the cosmetic composition.

In addition, in the preparation of the cosmetic composition according to the present invention, in addition to the ultraviolet absorbent-containing polymer capsule according to the present invention, a commonly used ultraviolet scattering agent may be used together. Generally, the type of ultraviolet scattering agent is in the form of powders such as ZnO (zinc oxide), TiO ₂ (titanium dioxide), silicates and talc, and the content in the formulation is usually used less than 5% by weight, up to 10% by weight Should not exceed If it exceeds 10% by weight, it is difficult to formulate and the clouding phenomenon is severe when used.

Formulation of the cosmetic composition according to the present invention may include softening cream, nutrient cream, massage cream, nutrition cream, gel, pack, essence, lipstick, makeup base, foundation, lotion, ointment, cream, patch and spray It is not limited to this.

Hereinafter, the present invention will be described in more detail with reference to Examples and Experimental Examples. However, these examples are intended to illustrate the present invention, it is apparent to those skilled in the art that the scope of the present invention is not limited to these embodiments.

Example 1 Preparation of Butylmethoxy Dibenzoylmethane-Containing Polymer Capsule

Polymethylmethacrylate having a molecular weight of 34,000 g / mol was introduced at 15% by weight relative to methylene chloride and then stirred at room temperature to completely dissolve. The butylmethoxy dibenzoylmethane / polymethylmethacrylate / methylene chloride solution was completely dissolved by introducing butylmethoxy dibenzoylmethane as an ultraviolet absorber at 15% by weight relative to the polymethylmethacrylate / methylene chloride solution. Was added to an aqueous solution in which 1% polyvinyl alcohol (average saponification degree 89%) was dissolved and emulsified at 5,000 rpm using a mechanical homogenizer for 5 minutes. At this time, the butylmethoxy dibenzoylmethane / polymethylmethacrylate / methylenechloride solution has a concentration of 30% by weight in the water phase. After the completion of the emulsification, the emulsion was transferred to a vacuum evaporator, and the mixture was stirred under reduced pressure at room temperature for 30 minutes to completely remove methylene chloride as a solvent. After completion of the vacuum evaporation process, only the butylmethoxy dibenzoylmethane-containing polymer capsule was recovered by passing the dispersion through a filter paper. The recovered capsule was dried for 1 day at room temperature under reduced pressure to prepare a polymer capsule in the form of a solid fine powder.

Example 2 Preparation of Octylmethoxy Cinnamate-Containing Polymer Capsule

An octylmethoxy cinnamate-containing polymer capsule was prepared in the same manner as in Example 1, except that octylmethoxy cinnamate was used instead of butylmethoxy dibenzoylmethane in Example 1.

[Formulation Example 1 and Comparative Formulation Example 1]

In order to check the thermal stability, light stability, and UV blocking ability in the formulation of the butylmethoxy dibenzoylmethane-containing polymer capsule prepared in Example 1, as shown in Table 1 using the butylmethoxy dibenzoylmethane-containing polymer capsule Formulated in O / W emulsion form. In addition, in order to compare the stability and the ultraviolet ray blocking ability was added to the non-encapsulated butylmethoxy dibenzoylmethane prepared in Comparative Formulation Example 1. The content of the ultraviolet absorbent in the composition was prepared in the same amount. At this time, in the case of the polymer capsule prepared in Example 1, because it consists of 50% by weight of the ultraviolet absorber and the polymer wall, respectively, use the same amount of ultraviolet absorber as the amount of the ultraviolet absorber of Comparative Formulation Example 1 (2% by weight) To this end, polymer capsules were added in twice the amount (4% by weight).

Formulation Example 2 and Comparative Formulation Example 2

Instead of the butylmethoxy dibenzoylmethane-containing polymer capsules used in Formulation Example 1 and Comparative Formulation Example 1 and the butylmethoxy dibenzoylmethane-containing octylmethoxy cinnamate-containing polymer capsules and octylmethoxy cinnamate Except that each was used, Formulation Example 2 and Comparative Formulation Example 2 in the O / W emulsion form was prepared in the same manner as in Formulation Example 1 and Comparative Formulation Example 1 as shown in Table 1. In this case, in the case of the polymer capsule prepared in Example 2, since the 50% by weight of the ultraviolet absorber and the polymer wall, respectively, use the same amount of ultraviolet absorber as the amount of the ultraviolet absorber of Comparative Formulation Example 2 (2% by weight) To this end, polymer capsules were added in twice the amount (4% by weight).

Furtherance Content (% by weight) Formulation Example 1 Comparative Formulation Example 1 Formulation Example 2 Comparative Formulation Example 2  Beads wax 2.0 2.0 2.0 2.0  Stearyl alcohol 1.5 1.5 1.5 1.5  Stearic acid 0.5 0.5 0.5 0.5  Squalane 10.0 10.0 10.0 10.0 Propylene glycol
Monostearate 4.0 4.0 4.0 4.0  Polyoxyethylene ethyl ether 1.0 1.0 1.0 1.0  Panaven 0.1 0.1 0.1 0.1 Butylmethoxy dibenzoylmethane /
Polymer Capsule (Example 1) 4 - - -  Butylmethoxy Dibenzoylmethane - 2 - - Octylmethoxy cinnamate /
Polymer Capsule (Example 2) - - 4 -  Octylmethoxy cinnamate - - - 2  Propylene glycol 10 10 10 10  glycerin 6.0 6.0 6.0 6.0  Preethylamine 1.0 1.0 1.0 1.0  water 59.9 61.9 59.9 61.9

Formulation Example 3 and Comparative Formulation Example 3

In order to confirm the thermal stability and light stability, and UV blocking ability in the formulation of the butylmethoxy dibenzoylmethane-containing polymer capsules prepared in Example 1 as shown in Table 2 using the butylmethoxy dibenzoylmethane-containing polymer capsules Formulated in the form of a W / O emulsion. In addition, to compare the stability and the ultraviolet ray blocking ability was prepared in Comparative Formulation Example 3, the case was put butylmethoxy dibenzoylmethane unencapsulated. The content of the ultraviolet absorbent in the composition was prepared in the same amount.

Formulation Example 4 and Comparative Formulation Example 4

Instead of the butylmethoxy dibenzoylmethane-containing polymer capsules used in Formulation Example 3 and Comparative Formulation Example 3 and butylmethoxy dibenzoylmethane, the octylmethoxy cinnamate-containing polymer capsules prepared in Example 2 and octylmethoxy cinnamate were used. Except for using each, Formulation Example 4 and Comparative Formulation Example 4 in the form of W / O emulsion were prepared in the same manner as in Formulation Example 3 and Comparative Formulation Example 3 as shown in Table 2.

Furtherance Content (% by weight) Formulation Example 3 Comparative Formulation Example 3 Formulation Example 4 Comparative Formulation Example 4  Micro Crystalline Wax 3.0 3.0 3.0 3.0  Liquid paraffin 7.0 7.0 7.0 7.0  Silicone oil 7.0 7.0 7.0 7.0  Cyclopentasilicone 7.0 7.0 7.0 7.0  Parabens 0.1 0.1 0.1 0.1  Cetyl Dimethicone Copolyol 2.0 2.0 2.0 2.0 Butylmethoxy dibenzoylmethane /
Polymer Capsule (Example 1) 4 - - -  Butylmethoxy Dibenzoylmethane - 2 - - Octylmethoxy cinnamate /
Polymer Capsule (Example 2) - - 4 -  Octylmethoxy cinnamate - - - 2  Butylene Glycol 7.0 7.0 7.0 7.0  water 62.9 64.9 62.9 64.9

[Test Example 1] Characterization of the prepared ultraviolet absorbent (butylmethoxy dibenzoylmethane) containing polymer capsules

The morphology of the butylmethoxy dibenzoylmethane-containing polymer capsules prepared in Example 1 was observed using a scanning electron microscope, and the results are shown in FIG. 1. As can be seen in Figure 1, the prepared butylmethoxy dibenzoylmethane-containing polymer capsule is a spherical body in the form of a solid fine powder having an average particle size of 10 ± 2 ㎛, the surface is smooth surface without holes or bends Formed, it was confirmed that the polymer capsule containing butylmethoxy dibenzoylmethane was formed.

In order to confirm the phase characteristics of the butylmethoxy dibenzoylmethane-containing polymer capsules prepared as described above, the glass transition temperature was measured using a differential scanning calorimeter (DSC). As a result, the butylmethoxy dibenzoylmethane has a melting point of 83.5 ° C. Showed a strong endothermic peak. However, in the case of the butylmethoxy dibenzoylmethane-containing polymer capsule, the endothermic peak disappeared at 83.5 ° C., and instead, a weak endothermic peak appeared over 20-50 ° C. This indicates that the crystalline butylmethoxy dibenzoylmethane does not exist as a crystal in the capsule. In order to confirm the crystallization behavior of butylmethoxy dibenzoylmethane in the polymer capsule from the differential scanning calorimetry results, the crystallization pattern was measured using an X-ray diffraction analyzer (XRD), and the results are shown in FIG. 2. That is, butylmethoxy dibenzoylmethane having high crystallinity has a number of inherent crystal peaks, but the polymer capsule of the present invention containing butylmethoxy dibenzoylmethane has no characteristic peak of butylmethoxy dibenzoylmethane. Rather, it was confirmed that the crystal pattern of the polymethyl methacrylate, which is an amorphous polymer used for encapsulation, was followed. The results of the differential scanning calorimetry and X-ray diffraction analysis showed that the crystalline butylmethoxy dibenzoylmethane does not exist as a crystal in the polymer capsule but forms an amorphous domain.

[Test Example 2] Check the thermal stability in the formulation of the ultraviolet absorbent / polymer capsule

Thermal stability of the formulations prepared according to Formulation Examples 1 to 4 and Comparative Formulation Examples 1 to 4 was confirmed to confirm thermal stability in the formulation of the UV absorber-containing polymer capsule. The formulations prepared with the same amount of UV absorber were stored in an oven at 25 ° C. and 40 ° C., respectively, and samples were taken after a certain period of time to confirm thermal stability through the remaining amount of UV absorber using liquid chromatography. The results are shown in Table 3.

Storage temperature
(℃) Initial concentration retention (%) 1 week later after 2 weeks 4 weeks later 8 weeks later  Formulation Example 1 25 100 100 100 100 40 100 99 95 90  Comparative Formulation Example 1 25 100 95 91 75 40 100 89 71 48  Formulation Example 2 25 100 100 100 100 40 100 100 96 91  Comparative Formulation Example 2 25 100 96 89 76 40 100 94 82 59  Formulation Example 3 25 100 100 100 100 40 100 100 95 91  Comparative Formulation Example 3 25 100 94 91 72 40 100 90 73 52  Formulation Example 4 25 100 100 100 100 40 100 100 93 90  Comparative Formulation Example 4 25 100 95 90 75 40 100 93 83 61

As can be seen from the results of Table 3, the ultraviolet absorber contained in the polymer capsule showed excellent stability while maintaining an initial amount of 90% or more even after 8 weeks. This result indicates that the UV absorber was stabilized in the polymer capsule by not only sequestration from the outside by the polymer wall but also its own energy transfer inside the UV absorber amorphous domain. In addition, no change in formulation was observed even after long-term storage (8 weeks).

[Test Example 3] Check the light stability of the ultraviolet absorbent / polymer capsule

The light stability of the ultraviolet absorbent / polymer capsule was confirmed by confirming the difference in absorbance before and after ultraviolet irradiation using a UV spectrometer. After preparing a butylmethoxy dibenzoylmethane solution and a butylmethoxy dibenzoylmethane / polymer capsule solution, respectively, the initial absorbance was measured using a UV spectrometer. The solution of the initial absorbance was irradiated with ultraviolet A for 30 minutes using an ultraviolet irradiator (UVA tech.). Table 4 shows the results obtained by measuring the absorbance of each solution after UV irradiation using a UV spectrometer.

Light stability = (absorbance after UV irradiation / absorbance before UV irradiation) x 100

Absorbance before UV irradiation Absorbance after ultraviolet irradiation Optical stability Butylmethoxy Dibenzoylmethane One 0.56 56% Butylmethoxy dibenzoylmethane /
Polymer capsules One 0.91 91%

As can be seen in Table 4, the ultraviolet absorber contained in the polymer capsule maintains the initial absorbance of more than 90% even after ultraviolet irradiation, and showed excellent light stability. This means that the ultraviolet absorbent / encapsulation is effectively stabilized by encapsulating the ultraviolet absorbent, thereby producing an ultraviolet absorbent / polymer capsule having excellent thermal and light stability.

Test Example 4 UV-blocking ability test

In order to examine the UV blocking ability of the present invention, the UV protection ability was measured by the SPF (Sun Protection Factor) 290 analyzer of OptoMatrix (USA) to observe the effect. As a result, Formulation Example 1 and Formulation Example 2 prepared using the ultraviolet absorber-containing polymer capsule are about 35 to 40% higher PF (Protection Factor) than Comparative Formulation Example 1 and Comparative Formulation Example 2 using the same amount of ultraviolet absorber. Values and SPF (Sun Protection Factor) index values.

From the above results, it was confirmed that the ultraviolet absorbent present in the ultraviolet absorbent / polymer capsule of the present invention shows excellent stability against heat and light in the cosmetic formulation, and excellent in UV blocking ability. In addition, by solving the precipitation problems due to solubility and crystallization through the polymer capsule was applicable to various formulations.

Therefore, since the ultraviolet absorbent-containing polymer capsule according to the present invention is distributed in the capsule by forming ultraviolet light absorbents form a micro amorphous domain, it is easy to transfer energy between molecules during ultraviolet absorption, so that the absorbed energy is transferred to heat or other molecules. Easily transitioned and dissipated, it has excellent stability and UV blocking ability.

As described above, the ultraviolet absorbent-containing polymer capsule according to the present invention is excellent in stability in cosmetic formulations while maintaining the ultraviolet blocking effect of the ultraviolet absorbent, and is useful for the preparation of various sunscreen cosmetics that block UV rays because the formulation is easily introduced. Can be used. In addition, it can be usefully used as a stabilization system that can stabilize the active ingredients difficult to be applied to various formulations due to poor solubility and solve solubility problems.

Claims (10)

An ultraviolet absorbent-containing polymer capsule prepared by trapping an ultraviolet absorbent inside at least one hydrophobic polymer material selected from the group consisting of polyacrylate, polyvinyl ether, unsaturated carboxylic acid, and copolymers thereof. According to claim 1, wherein the ultraviolet absorber containing the ultraviolet absorber polymer capsules, characterized in that containing 0.01 to 90% by weight relative to the total capsule weight. The method of claim 1, wherein the size of the polymer capsule is characterized in that the UV absorber-containing polymer capsule, characterized in that 0.01 to 1,000㎛. According to claim 1, wherein the polymer capsule inside the ultraviolet absorber-containing polymer capsule, characterized in that the hard domain with an amorphous domain formed. (1) dissolving at least one hydrophobic polymer material selected from the group consisting of polyacrylates, polyvinyl ethers, unsaturated carboxylic acids and copolymers thereof in a solvent; (2) uniformly dissolving and dispersing the ultraviolet absorbent in the polymer solution; (3) emulsifying the polymer solution containing the ultraviolet absorber in the presence of a dispersion stabilizer to obtain an emulsion; And (4) removing the solvent of the emulsion and recovering the hard polymer capsule; Method for producing a UV absorber-containing polymer capsule comprising a. delete 6. The dispersion stabilizer according to claim 5, wherein the dispersion stabilizer is made of gelatin, starch, hydroxyethylcellulose, carboxymethylcellulose, polyvinylpyrrolidone, polyvinyl alkyl ether, polyvinyl alcohol and polydimethylsiloxane / polystyrene block copolymer. Method for producing a ultraviolet absorbent-containing polymer capsule, characterized in that at least one selected from the group. A sunscreen cosmetic composition comprising the ultraviolet absorbent-containing polymer capsule according to any one of claims 1 to 4 as an active ingredient. According to claim 8, wherein the cosmetic composition is a UV absorber-containing polymer capsule 0.01 to 20% by weight relative to the total weight of the composition Cosmetic composition for sunscreen, characterized in that it contains. 9. The cosmetic composition according to claim 8, wherein the cosmetic composition is formulated with softening cream, nourishing cream, massage cream, nutrition cream, gel, pack, essence, lipstick, makeup base, foundation, lotion, ointment, cream, patch or spray. Cosmetic composition for UV protection.

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