A polymer for SPF boosting with excellent usability.

Abstract

The present invention provides an SPF boosting polymer that provides an SPF boosting effect while having an excellent non-sticky feel, and a UV blocking composition containing the SPF boosting polymer. [Solution] The UV-blocking cosmetic composition containing the amphiphilic copolymer of the present invention exhibits values ​​equivalent to or better than conventionally used SPF boosting film formers, has less stickiness and a superior feel compared to formulations using conventional film formers, and can be usefully used in UV-blocking cosmetic compositions as an SPF boosting polymer in the cosmetics field.

Description

Technical Field

[0001] The present invention relates to a polymer for SPF boosting, and more particularly to a polymer for SPF boosting having excellent usability.

Background Art

[0002] Ultraviolet blockers contain chemical and physical components and play a role in protecting the skin by absorbing or reflecting ultraviolet rays, blocking ultraviolet A (UVA) and ultraviolet B (UVB). Polymers are sometimes used to improve the physical properties and ultraviolet blocking ability of ultraviolet blockers, but are mainly used for stabilizing ultraviolet blocking components, improving elongation, improving durability, forming a skin protection film, and improving touch and usability.

[0003] In order to improve the ultraviolet blocking effect in sun / makeup products, a method of increasing the amount of ultraviolet blocker used is employed. In this case, there is a disadvantage that the usability becomes sticky and heavy, and there is also a disadvantage that the usability is lowered by an emulsifier or the like used for stabilizing the ultraviolet blocking component.

[0004] In order to compensate for such disadvantages, amphiphilic polymers or water-soluble polymers that play a role in enhancing dosage form stability and usability are used. However, conventional polymers used for such purposes do not have an SPF boosting effect. In addition, a film former may be used as an oil-soluble polymer. Although it exhibits an SPF boosting effect, due to the film layer formed after the dosage form dries, there is a disadvantage that the product usability becomes heavy and feels like it rubs off.

[0005] Therefore, there is a demand for an SPF boosting raw material that functions to increase the SPF value and does not reduce the usability when the product is applied.

Summary of the Invention

Problems to be Solved by the Invention

[0006] The problem that this invention aims to solve is to provide an SPF boosting polymer that provides an SPF boosting effect while also having excellent usability.

[0007] Furthermore, the problem that the present invention aims to solve is to provide an ultraviolet blocking composition containing the SPF boosting polymer.

[0008] The problems that this invention aims to solve are not limited to those described above, and other technical problems can be clearly understood by an ordinary person from the description of the invention below. [Means for solving the problem]

[0009] To solve the above-mentioned problems, one aspect of the present invention provides an amphiphilic copolymer represented by the following chemical formula 1.

[0010] [ka]

[0011] In chemical formula 1, A is C 12-22 Alkyl acrylate or C 12-22 It is an alkyl methacrylate, B is 2-acrylamido-2-methyl-1-propanesulfonic acid, X and Y represent the weight percentage (%) of each monomer contained in the copolymer. X ranges from 0.001% by weight to 99.999% by weight. Y ranges from 0.001% by weight to 99.999% by weight.

[0012] The amphiphilic copolymer of the present invention is C as a hydrophobic monomer. 12-22 Alkyl acrylate or C 12-22 It is composed of alkyl methacrylate and 2-acrylamido-2-methyl-1-propanesulfonic acid (taurate-based) as a hydrophilic monomer, and has amphiphilic properties.

[0013] In one embodiment, X is 50 wt% to 99.999 wt%, and Y is 0.001 wt% to 50 wt%. Preferably, X is 60 wt% to 99.999 wt%, and Y is 0.001 wt% to 40 wt%. More preferably, X is 80 wt% to 99.999 wt%, and Y is 0.001 wt% to 20 wt%. Most preferably, X is 85 wt% to 99.999 wt%, and Y is 0.001 wt% to 15 wt%.

[0014] Also, in one embodiment, X may be 85 wt% to 95 wt% and Y may be 5 wt% to 15 wt%, or X may be 80 wt% to 90 wt% and Y may be 10 wt% to 20 wt%.

[0015] In one embodiment, the molecular weight of the amphiphilic copolymer may be 10 kDa to 100 kDa, preferably 20 kDa to 80 kDa, more preferably 30 kDa to 60 kDa, and most preferably 40 kDa to 50 kDa, but is not limited thereto.

[0016] In one embodiment, the melting point of the amphiphilic copolymer according to the present invention may be 40°C to 45°C, but is not limited thereto. Such a melting point range may have a better usability.

[0017] In one embodiment, the amphiphilic copolymer of Chemical Formula 1 may be the amphiphilic copolymer of the following Chemical Formula 2.

[0018]

Chemical Formula

[0019] [[ID=着31]]In Chemical Formula 2, R1 is hydrogen or methyl, and R2 is C 12-22 alkyl, X and Y represent the weight percentages (%) of the respective monomers contained in the copolymer, X is from 0.001% to 99.999% by weight, Y is from 0.001% to 99.999% by weight.

[0020] The amphiphilic copolymer represented by the following Chemical Formula 1 of the present invention is C 12-22 a monomer A that is an alkyl acrylate or C 12-22 an alkyl methacrylate, and a monomer B that is 2-acrylamido-2-methyl-1-propanesulfonic acid are reacted in a reaction solvent, and can be produced by a production method including this step.

[0021]

Chemical formula

[0022] In Chemical Formula 1, X and Y respectively indicate the weight percentages (%) of the respective monomers contained in the copolymer, X is from 0.001% to 99.999% by weight, Y is from 0.001% to 99.999% by weight.

[0023] In the production method of the amphiphilic copolymer of the present invention, the reaction solvent and reaction conditions usually used in the copolymer synthesis method can be used, and preferably it can be produced as follows.

[0024] A reaction solvent commonly used in polymer synthesis methods (e.g., t-BuOH) is added in an appropriate amount (for example, about 6 times the weight of the monomer), and the monomers are added to the solvent in their respective weight ratios. Then, if necessary, an auxiliary solvent to dissolve the monomers (e.g., aqueous ammonia for AMPS dissolution (25% to 28 wt% ammonia)) is added in an appropriate amount (for example, 0.33 times the weight of the monomer). After heating to a temperature suitable for polymer formation (e.g., 75°C) to dissolve the monomer, an appropriate amount of polymerization initiator (e.g., ACVA [4,4'-azobis(4-cyanobarrate)]) is added (e.g., 1.625% relative to the monomer weight, dissolved in approximately 20 times the amount of acetone relative to the initiator weight), and the reaction is allowed to proceed for an appropriate time (e.g., 4 hours) while maintaining a suitable temperature (e.g., 70°C to 75°C). An appropriate solvent (e.g., ethanol) is added in an amount approximately 3 times the amount of the reaction solvent to obtain a precipitate and the final polymer.

[0025] Another aspect of the present invention provides a cosmetic composition for blocking ultraviolet light, comprising the amphiphilic copolymer. The amphiphilic copolymer of the present invention is contained in the oil phase of the cosmetic composition for blocking ultraviolet light, and the final dosage form is preferably oil-based (O / W).

[0026] The UV-blocking cosmetic composition of the present invention may contain an active UV-blocking ingredient. The active UV-blocking ingredient may include an inorganic UV-blocking agent and / or an organic UV-blocking agent.

[0027] The inorganic ultraviolet blocking agent may be at least one selected from the group consisting of titanium dioxide and zinc oxide.

[0028] The aforementioned organic ultraviolet blocking agent may be at least one selected from the group consisting of ethylhexyl methoxycinnamate, ethylhexyl salicylate, octocrylene, butyl methoxydibenzoylmethane, oxybenzone, octyl triazone, menthyl anthranylate, methylene bis-benzotriazolyltetramethylbutylphenol, homosalate, ethylhexyl triazone, 3,4-methylbenzylidene camphor, isoamyl-p-methoxycinnamate, bis-ethylhexyloxyphenol methoxyphenyl triazine, polysilicone-15, diethylamino hydroxybenzoylhexyl benzoate, and phenylbenzimidazole sulfonic acid.

[0029] The inorganic ultraviolet blocking agent may be included in an amount of 2% to 30% by weight relative to the total weight of the cosmetic composition, preferably 3% to 25% by weight, and more preferably 5% to 20% by weight.

[0030] The organic ultraviolet blocking agent may be included in an amount of 1% to 30% by weight relative to the total weight of the cosmetic composition, preferably 3% to 25% by weight, and more preferably 5% to 20% by weight.

[0031] The UV-blocking cosmetic composition according to the present invention may contain the amphiphilic copolymer and the UV-blocking active ingredient in a ratio of 1:100 by weight. Preferably, it may contain them in a ratio of 1:80 to 1:60, and more preferably in a ratio of 1:40 to 1:20. The effects of the present invention can be further exhibited within the above ratio range.

[0032] The UV-blocking cosmetic composition containing the amphiphilic copolymer of the present invention is equivalent to or superior to conventional SPF-boosting film formers used in the industry. Therefore, it has been confirmed that the amphiphilic copolymer of the present invention can be used as an SPF-boosting polymer.

[0033] Furthermore, the UV-blocking cosmetic composition containing the amphiphilic copolymer of the present invention exhibits less stickiness and superior usability compared to conventional formulations using SPF-boosting film formers. It has been confirmed that it provides an excellent non-sticky feel while still delivering an SPF-boosting effect. This solves the problem of usability being hindered by UV-blocking raw materials and emulsifiers used together, and delivers an SPF-boosting effect that allows the desired SPF effect to be obtained even when using relatively small amounts of UV-blocking raw materials.

[0034] In this specification, "SPF" refers to the standard ultraviolet protection index used in the cosmetics field and can be measured by the following method: After exposing a test subject's skin area to ultraviolet light without applying a UV-blocking product, erythema in the skin area is assessed 16 to 24 hours later. Then, after exposing a test subject's skin area with a UV-blocking product applied to ultraviolet light, erythema in the skin area is assessed 16 to 24 hours later. Next, the SPF is calculated by determining the ratio of the UV irradiation dose at which minimum erythema appeared in the skin area without the product to the UV irradiation dose at which minimum erythema appeared in the skin area without the product.

[0035] In this specification, "SPF boosting" means further increasing the SPF value of the ultraviolet blocking agent calculated as described above. In other words, the SPF boosting of the present invention means that the second SPF value measured after applying the ultraviolet blocking cosmetic composition containing the amphiphilic copolymer according to the present invention is greater than the first SPF value measured after applying the ultraviolet blocking cosmetic composition containing the amphiphilic copolymer according to the present invention.

[0036] The cosmetic composition according to the present invention may further contain all kinds of additives that can be used in ordinary cosmetics, such as preservatives, fragrances, pigments, powders, thickeners, opacifiers, binders, viscosity modifiers, colorants, fragrances, film-forming agents, etc. These are readily available commercially.

[0037] Preferably, all components described in this invention do not exceed the maximum usage amounts stipulated in relevant laws and regulations in countries such as Korea, China, Europe, and Japan (for example, regulations concerning cosmetic safety standards (Korea), cosmetic safety technical standards (China), and hygiene standards (China)). In other words, preferably, the cosmetic composition according to the present invention contains the components according to the present invention at content limits permitted by the relevant laws and regulations of each country.

[0038] The method for producing the UV-blocking cosmetic composition of the present invention can be produced by conventional methods used in the industry for producing UV-blocking compositions.

[0039] Furthermore, the amount of the UV-blocking cosmetic composition according to one embodiment of the present invention applied to the skin can be selected in various ways depending on the condition of the skin, the degree of the skin's reaction to UV light, the UV index, and so on. Application may be performed once a day or in several separate applications.

[0040] The dosage form of the UV-blocking cosmetic composition according to one embodiment of the present invention is not particularly limited and may be provided in the form of a skincare or bodycare cosmetic that can be used on the skin, for example, a lotion, essence, cream, gel, balm, pack, patch, etc.; a base makeup or body makeup cosmetic that includes a makeup primer, makeup base, liquid foundation, concealer, etc.; or a tinted makeup cosmetic that includes a lip gloss, blusher, etc. [Effects of the Invention]

[0041] The UV-blocking cosmetic composition containing the amphiphilic copolymer of the present invention exhibits SPF values ​​equivalent to or even better than those of conventional SPF-boosting film formers used in the industry, and has been confirmed to be usable as an SPF-boosting polymer. Furthermore, it has been confirmed to exhibit a less sticky and superior feel compared to formulations using conventional film formers, providing an excellent non-sticky feel while still delivering an SPF-boosting effect.

[0042] Therefore, the amphiphilic copolymer of the present invention can be usefully used in the cosmetics field as an SPF boosting polymer in cosmetic compositions for UV protection.

[0043] The effects of the present invention are not limited to those described above, but are understood to include all effects that can be inferred from the structure of the invention as described in the description or claims. [Modes for carrying out the invention]

[0044] The present invention will be described in more detail below with reference to examples. However, the following examples are for illustrative purposes only, and the scope of the present invention is not limited to them. [Examples]

[0045] Example 1. Synthesis of polymer for SPF boosting t-BuOH (6 times the weight of the monomer) was added as the reaction solvent. The monomers were then added to the solvent in the following ratios by weight: 85% SMA (stearyl methacrylate) and 15% AMPS (2-acrylamido-2-methyl-1-propanesulfonic acid) or HEA (hydroxyethyl acrylate). To dissolve the AMPS, aqueous ammonia (25 wt% to 28 wt% ammonia) was added at a ratio of 0.33 times the weight of the AMPS monomer (ammonia was not added when HEA was added). The mixture was heated to 75°C to confirm whether the monomers had dissolved.

[0046] The initiator ACVA [4,4'-azobis(4-cyanovaleric acid)] (1.625% of the monomer weight) was dissolved in acetone at a volume 20 times its weight and slowly added. The reaction was carried out for 4 hours at a temperature of 70°C to 75°C. Ethanol was added at a volume 3 times that of t-BuOH to obtain a precipitate. The components used during polymerization are shown in Table 1 below.

[0047] [Table 1]

[0048] Example 2. Measurement of the molecular weight of the polymerized polymer. The molecular weight was determined using gel permeation chromatography (GPC) as follows.

[0049] The polymer was mixed with tetrahydrofuran to a concentration of 10 mg / ml. This mixture (sample) was left in a 54°C oven for 10 minutes, and then placed in a shaking shaker for 60 minutes to promote dissolution. A detailed visual examination revealed that the sample appeared to be completely dissolved in the solvent.

[0050] The prepared samples were analyzed using two polypore 300 × 7.5 mm columns (Agilent Technologies), a Waters 2695 chromatography system, a tetrahydrofuran mobile phase, and refractive index detection. After filtering the samples through a 0.45 μm nylon filter, they were injected into liquid chromatography. The calibration standards used were Agilent Technologies' EasiVial polystyrene (PS) standards. Polystyrene standards ranging from 2520000 to 162 Da were used for calibration.

[0051] The system is equipped with a PSS SECcurity 1260 RI detector. The average molecular weight was determined using a polystyrene calibration curve.

[0052] The diagrams were recorded and various molecular weights were determined using the Win GPC Unichrom 81 program.

[0053] A polymer with an 85% SMA and 15% AMPS ratio was measured to have an average molecular weight of 46 kDa.

[0054] Example 3. Melting point measurement of monomers and polymers The melting point was measured using a differential scanning calorimetry (DSC) as follows.

[0055] 5 mg polymer samples (SMA 95% / AMPS 5%; SMA 90% / AMPS 10%; SMA 85% / AMPS 15%) placed in crucibles were exposed to a first temperature rise from -20°C to 100°C at a heating rate of 10°C / min, then cooled from 100°C to -20°C at a cooling rate of 10°C / min, and finally exposed to a second temperature rise from -20°C to 100°C at a heating rate of 5°C / min. During the second temperature rise, the difference in power absorbed by the empty crucible and by the crucible containing the polymer samples was measured as a function of temperature. The melting points of the compounds (monomers and polymers) correspond to the temperature values ​​at the top of the peaks on the curve representing the difference in absorbed power as a function of temperature.

[0056] The melting point measurement results are shown in Table 2 below.

[0057] [Table 2]

[0058] Example 4. Measurement of SPF boosting effect The SPF boosting effect was measured in vitro by applying a synthesized polymer to a UV-blocking cream formulation.

[0059] Specifically, the experimental sample was placed on a PMMA plate (HelioScreen Labs, HD6) at a concentration of 1.3 mg / cm³. 2 After coating and drying at room temperature for 15 minutes, the in vitro SPF was measured using SPF-290AS (Solar Light, USA).

[0060] The formulations used in the test are as follows. The following formulations were prepared by uniformly mixing and dissolving the aqueous phase, uniformly mixing and heating and dissolving the oil phase, adding the oil phase to the aqueous phase, emulsifying it using a homomixer, and then degassing it.

[0061] A: No SPF polymer added (control group) B: Tego SP 13-1 (INCI: C10-30 Alkyl Polyacrylate) C: Tego SP 13-6 (INCI: C10-30 Alkyl Polyacrylate) D: Stearyl methacrylate 85%, AMPS 15% copolymer E: Stearyl methacrylate 85%, HEA 15% copolymer

[0062] [Table 3]

[0063] As shown in Table 3, formulations D and E, which use synthetic polymers, were confirmed to have an SPF boosting effect equivalent to or better than conventionally used SPF boosting film formers (B and C).

[0064] Example 5. Measurement of user experience A synthetic polymer was applied to a UV-blocking cream formulation (the same formulation as in Example 4), and a user experience test was conducted.

[0065] Twenty panelists were selected to apply formulations B, D, and E to their skin, followed by a sensory evaluation. The evaluation criteria for usability were as follows, and the average values ​​for usability are shown in Table 5 below.

[0066] [Evaluation Criteria] 1 point: Very bad 2 points: Bad 3 points: Average 4 points: Good 5 points: Very good

[0067] [Table 4]

[0068] As shown in Table 4, it was confirmed that the dosage form using a copolymer polymer of SMA and AMPS had a superior feel compared to the dosage form using conventional film formers. Furthermore, it was confirmed that when the hydrophilic group is AMPS, it exhibits a less sticky and superior feel compared to HEA.

[0069] Example 6. Confirmation of SPF effect of dosage forms according to AMPS content. The SPF boosting effect was confirmed by adding polymers with the same dosage form as in Example 4, but with the AMPS monomer content varied from 5% to 15%. The formulations are shown in Table 5 below.

[0070] A: Control group (no polymer added) F: SMA 95%, AMPS 5% G: SMA 90%, AMPS 10% D: SMA 85%, AMPS 15%

[0071] [Table 5]

[0072] As shown in Table 5, the SPF boosting effect was confirmed by adding polymers with varying AMPS monomer content from 5% to 15%. The results confirmed that the SPF boosting effect is achieved within this polymer content range.

[0073] The above description of the present invention is illustrative and should be understood to be easily modified into other specific forms by a person skilled in the art to which the invention pertains, without altering the technical idea or essential features of the invention. Accordingly, the above embodiments are illustrative in all respects and should not be understood restrictively. For example, each component described as a single type may be implemented in a distributed manner, and similarly, components described as distributed may be implemented in a combined manner.

[0074] The scope of this invention is expressed in the claims described below, and all modifications or altered forms derived from the meaning and scope of the claims and the concept of equivalents thereof are to be interpreted as being included within the scope of this invention.

Claims

1. Chemical formula 1 below: 【Chemistry 1】 It is represented as, In chemical formula 1, A is C １２－２２ Alkyl acrylate or C １２－２２ It is an alkyl methacrylate, B is 2-acrylamido-2-methyl-1-propanesulfonic acid, X and Y represent the weight percentage (%) of each monomer contained within the copolymer. X is between 0.001% by weight and 99.999% by weight. Y is between 0.001% by weight and 99.999% by weight. Amphiphilic copolymer.

2. The amphiphilic copolymer according to claim 1, wherein X is 50% to 99.999% by weight and Y is 0.001% to 50% by weight.

3. The amphiphilic copolymer according to claim 1, wherein the molecular weight of the amphiphilic copolymer is 10 kDa to 100 kDa.

4. The amphiphilic copolymer according to claim 1, wherein the melting point of the amphiphilic copolymer is 40°C to 45°C.

5. The aforementioned chemical formula 1 is the following chemical formula 2: 【Chemistry 2】 And, In chemical formula 2, R １ is hydrogen or methyl, R ２ is C １２－２２ It is alkyl, X and Y represent the weight percentage (%) of each monomer contained in the copolymer. X is between 0.001% by weight and 99.999% by weight. Y is between 0.001% by weight and 99.999% by weight. The amphiphilic copolymer according to claim 1.

6. A cosmetic composition for blocking ultraviolet rays, comprising the amphiphilic copolymer according to any one of claims 1 to 5.

7. The cosmetic composition for blocking ultraviolet rays according to claim 6, further comprising an active ingredient for blocking ultraviolet rays.

8. C １２－２２ Alkyl acrylate or C １２－２２ The following chemical formula 1 includes the step of reacting monomer A, which is an alkyl methacrylate, with monomer B, which is 2-acrylamido-2-methyl-1-propanesulfonic acid, in a reaction solvent: 【Transformation 3】 It is represented as, In chemical formula 1, X and Y represent the weight percentage (%) of each monomer contained within the copolymer. X is between 0.001% by weight and 99.999% by weight. Y is between 0.001% by weight and 99.999% by weight. A method for producing amphiphilic copolymers.

9. The manufacturing method according to claim 8, wherein the reaction solvent is t-BuOH.

10. The manufacturing method according to claim 8, wherein 4,4'-azobis(4-cyanovaleric acid) is used as an initiator.

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