WO2022119420A1 - 폴리머 카본 나이트라이드, 상기 폴리머 카본 나이트라이드의 특정 결정형, 및 이의 자외선 차단 용도 - Google Patents
폴리머 카본 나이트라이드, 상기 폴리머 카본 나이트라이드의 특정 결정형, 및 이의 자외선 차단 용도 Download PDFInfo
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Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/08—Polyhydrazides; Polytriazoles; Polyaminotriazoles; Polyoxadiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Definitions
- the present invention relates to polymeric carbon nitride, to specific crystalline forms of said polymeric carbon nitride, and to their use for UV protection.
- This patent application claims priority to Korean Patent Application No. 10-2020-0168538 and Korean Patent Application No. 10-2020-0168537 submitted to the Korean Intellectual Property Office on December 04, 2020, and the disclosure of the above patent application is incorporated herein by reference.
- UVA in the wavelength range of 320 to 400 nanometers is known to accelerate skin aging by damaging the skin lipids of the epidermis or inducing melanin pigment in the basal layer.
- UVB in the wavelength range of 280 to 320 nanometers is known to directly damage the skin by causing skin erythema, skin burns, and the like. Accordingly, the development of various materials for protecting the skin from UV rays by blocking UVA and UVB at the same time is required.
- UV radiation ultraviolet
- Two frequently used inorganic sunscreens are zinc oxide (ZnO) and titanium dioxide (TiO2), but the use of these inorganic sunscreens causes serious health problems.
- This photoactive metal oxide semiconductor sunscreen generates hydroxyl groups ( ⁇ OH) and peroxide groups (O2 ⁇ -) in the process of absorbing UV.
- ROS highly reactive oxygen species
- ROS highly reactive oxygen species
- An object of the present invention is to provide a polymer carbon nitride, a specific crystalline form of the polymer carbon nitride, and a use for blocking ultraviolet rays thereof in order to solve the above problems.
- One object of the present invention is to provide a crystalline form of a polymer carbon nitride (PCN) selected from the group consisting of crystalline forms A to G.
- PCN polymer carbon nitride
- Another object of the present invention is to provide a cosmetic composition comprising polymer carbon nitride or a specific crystalline form of the polymer carbon nitride, a composition for UV protection, and a composition for external application to the skin.
- Another object of the present invention is to provide a method for preparing a cosmetic composition, a composition for UV protection, or a composition for external application for skin, which includes the step of adding a polymer carbon nitride or a specific crystalline form of the polymer carbon nitride.
- Another object of the present invention is to provide a UV protection use of a polymer carbon nitride, a specific crystalline form of the polymer carbon nitride, or a composition comprising the same.
- the crystalline form of polymeric carbon nitride selected from the group consisting of crystalline forms A to G having the following X-ray powder diffraction pattern measured using CuK ⁇ radiation
- 22.1406 Includes a peak at one or more diffraction angles selected from the group consisting of ⁇ 0.2 °, and 27.8606 ⁇ 0.2 °, wherein
- the “polymer carbon nitride” may include a repeating unit represented by the following Chemical Formula 1:
- n is an integer, and may be, for example, an integer between 1 and 1,000,000.
- the molecular weight of the polymer carbon nitride having Formula 1 may be, for example, a polymer having a molecular weight of about 200 to 5,000,000 amu, about 400 to 4,000,000 amu, about 600 to 3,000,000 amu, or about 800 to 2,000,000 amu.
- the crystalline form of the polymer carbon nitride of one aspect is a polymer that is thermally and chemically very stable, and shows a white color to the naked eye, which has a characteristic that can be easily dispersed when included in the composition.
- the polymer carbon nitride crystal forms of A to G may have the following absorption peaks.
- the polymer carbon nitride crystal forms of A to G are 775 ⁇ 2 cm -1 , 1417 cm -1 , 1456 cm -1 , 1691 cm -1 , 1730 cm - 1 , comprising characteristic absorption peaks at 3074 cm -1 , and 3311 cm -1 ; comprising characteristic absorption peaks at 777 ⁇ 2 cm ⁇ 1 , 1677 ⁇ 2 cm ⁇ 1 , 1735 ⁇ 2 cm ⁇ 1 , 3085 ⁇ 2 cm ⁇ 1 , and 3315 ⁇ 2 cm ⁇ 1 in the IR of Form B; Characteristics at 777 ⁇ 2 cm -1 , 1467 ⁇ 2 cm -1 , 1666 ⁇ 2 cm -1 , 1734 ⁇ 2 cm -1 , 3120 ⁇ 2 cm -1 , and 3320 ⁇ 2 cm -1 in the IR of Form C those containing absorption peaks; Characteristics at 777 ⁇ 2 cm
- the crystalline forms A to G can absorb UV with high absorbance among sunlight, for example, UVA having a wavelength of about 320-400 nm and UVB having a wavelength of about 280-320 nm It can prevent skin damage. Accordingly, the polymer carbon nitride crystalline forms of the crystalline forms A to G may strongly absorb light energy in a wavelength range of, for example, about 200 to 400 nm, about 220 to 400 nm, or about 280 to 400 nm.
- the polymer carbon nitride crystal forms A to G may have an average particle diameter thereof, for example, about 1 to 10 nm, about 2 to 8 nm, about 3 to 6 nm, or about 4 to 5 nm. In one embodiment, the average particle diameter of the polymer carbon nitride crystal forms A to G was confirmed through AFM.
- the polymeric carbon nitride crystalline Forms A to G may constitute 2D nanosheets, and the thickness (height) of these nanosheets is, for example, about 1 to 10 nm, about 2 to 8 nm, about 3 to 6 nm, or It may be about 4 to 5 nm, and the thickness of these nanosheets can effectively cover the skin surface.
- the crystalline form of the polymer carbon nitride can control color and may be applicable according to skin tone. Since the crystalline form of the polymer carbon nitride has a feature that allows color adjustment according to the manufacturing method, it is possible to adjust the composition to a desired color when using it, so that it is possible to manufacture products of various colors suitable for individual skin tones. can be used appropriately.
- the polymer carbon nitride crystalline forms A to G may not exhibit cytotoxicity, and may not generate reactive oxygen species (ROS) when irradiated with UV.
- ROS reactive oxygen species
- a cosmetic composition a composition for UV protection, and a composition for external application for skin comprising a polymer carbon nitride including a repeating unit represented by the following formula (1):
- n is an integer, and may be, for example, an integer between 1 and 1,000,000.
- the molecular weight of the polymer carbon nitride having Formula 1 may be, for example, a polymer having a molecular weight of about 200 to 5,000,000 amu, about 400 to 4,000,000 amu, about 600 to 3,000,000 amu, or about 800 to 2,000,000 amu.
- the composition may include the polymer carbon nitride as an active ingredient.
- the polymer carbon nitride included in the composition may include one or more crystal types selected from the group consisting of the polymer carbon nitride crystal forms A to G.
- the polymer carbon nitride can control color and may be applicable according to skin tone. Since the polymer carbon nitride has the characteristic of being able to control the color when it is prepared by an appropriate manufacturing method in the art, it is used to adjust the desired color when preparing a cosmetic composition, a composition for UV protection, and a composition for external application for skin and manufacturing is possible.
- cosmetic composition refers to an article used in the human body to clean and beautify the human body to add attractiveness, to brighten the appearance, or to maintain or promote the health of skin and hair.
- the cosmetic composition may be for UV protection.
- the polymeric carbon nitride may be present in an amount of about 0.001 to 35% by weight, about 0.01 to 30% by weight, about 0.1 to 30% by weight, about 0.1 to 25% by weight, about 0.5 to 35% by weight, about 0.5 to 35% by weight, based on the total weight of the composition.
- the composition contains purified water, preservatives, stabilizers, surfactants, thickeners, solubilizers, humectants, emollients, ultraviolet absorbers, preservatives, bactericides, emulsifiers, antioxidants, pH adjusters, organic and inorganic pigments, fragrances, It may further include one or more selected from the group consisting of a carrier, cooling agent, and limiting agent, for example, may further include additives commonly used in the art.
- the blending amount of the additional ingredients such as the preservative can be easily selected by those skilled in the art within the range that does not impair the purpose and effect of the present invention, and the blending amount is about 0.001 to 30% by weight (w/w) based on the total weight of the composition
- the blending amount is about 0.001 to 30% by weight (w/w) based on the total weight of the composition
- one of ordinary skill in the art may select any additional ingredients and/or amounts thereof such that the advantageous properties of the composition according to the present disclosure are not adversely or substantially not adversely affected by the expected addition.
- the composition may further include an organic sunscreen and/or an inorganic sunscreen, for example, ethylhexylmethoxycinnamate, titanium dioxide, zinc oxide (zinc oxide), butylmethoxydibenzoylmethane, isoamylp -Methoxycinnamate, ethylhexyl salicylate, octocrylene, homosalate, phenylbenzimidazole sulfonic acid, diethylaminohydroxybenzoylhexyl benzoate, ethylhexyltriazone, terephthalylidene dicamphorsulfonic acid , polysilicon-15, avobenzone, and may further include one or more selected from the group consisting of oxybenzone.
- an organic sunscreen and/or an inorganic sunscreen for example, ethylhexylmethoxycinnamate, titanium dioxide, zinc oxide (zinc oxide), butylmethoxydibenz
- the additional sunscreen is about 1 to 50% by weight, about 5 to 45% by weight, about 5 to 40% by weight, about 5 to 30% by weight, about 5 to 20% by weight, about 5 to 10% by weight relative to the total weight of the composition , about 10 to 30% by weight, or about 15 to 25% by weight may be included.
- composition of one aspect further includes or uses an additional organic sunscreen and/or inorganic sunscreen
- a synergistic effect on UV protection may appear.
- “combination” means simultaneously including polymeric carbon nitride and an additional organic sunscreen and/or inorganic sunscreen in the composition.
- the polymer carbon nitride or the polymer carbon nitride crystal forms A to G included in the composition can absorb UV with high absorption among sunlight, and can strongly absorb light energy in a wavelength range of about 200 to 400 nm,
- UVA having a wavelength of about 320 to 400 nm and UVB having a wavelength of about 280 to 320 nm can be absorbed to prevent skin damage due to ultraviolet rays.
- the polymer carbon nitride or the composition including the polymer carbon nitride crystalline forms A to G may absorb light energy in a wavelength range of about 200 to 400 nm, about 220 to 400 nm, or about 280 to 400 nm.
- the composition may absorb UVA having a wavelength of about 320 to 400 nm and UVB having a wavelength of about 280 to 320 nm.
- the composition is a lotion (skin lotion), skin softener, skin toner, astringent, lotion, milk lotion, moisture lotion, nourishing lotion, massage cream, cream, sun cream, nourishing cream, moisture cream, hand cream, foundation, essence, nourishing essence , pack, soap, cleansing foam, cleansing lotion, cleansing cream, body lotion, body cleanser, suspension, gel, powder, paste, pact, mask pack or sheet, or an aerosol.
- skin lotion skin softener, skin toner, astringent, lotion, milk lotion, moisture lotion, nourishing lotion, massage cream, cream, sun cream, nourishing cream, moisture cream, hand cream, foundation, essence, nourishing essence , pack, soap, cleansing foam, cleansing lotion, cleansing cream, body lotion, body cleanser, suspension, gel, powder, paste, pact, mask pack or sheet, or an aerosol.
- the composition of such a formulation can be prepared according to a method conventional in the art.
- the external preparation for skin may be a cream, gel, ointment, skin emulsifier, skin suspension, transdermal patch, drug-containing bandage, lotion, or a combination thereof.
- the external preparation for skin is a component usually used in external preparations for skin such as cosmetics or pharmaceuticals, for example, an aqueous component, an oily component, a powder component, alcohol, a moisturizer, a thickener, an ultraviolet absorber, a whitening agent, a preservative, an antioxidant, a surfactant, a fragrance , colorant, various skin nutrients, or a combination thereof may be appropriately formulated as needed.
- the external preparation for skin includes metal sequestering agents such as disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, and gluconic acid, caffeine, tannin, belapamil, licorice extract, glablidine, and kaline.
- metal sequestering agents such as disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, and gluconic acid, caffeine, tannin, belapamil, licorice extract, glablidine, and kaline.
- Fruit hot water extracts, various herbal medicines, drugs such as tocopherol acetate, glitylic acid, tranexamic acid and derivatives or salts thereof, vitamin C, magnesium ascorbate phosphate, ascorbic acid glucoside, arbutin, kojic acid, glucose, fructose , and sugars such as trehalose may also be appropriately incorporated.
- the skin includes all skin parts of the body including the face, hands, arms, legs, feet, chest, belly, back, buttocks, and scalp.
- composition of one aspect can be applied, administered, and applied to a subject.
- the "individual” includes all mammals, such as human or non-human primates, mice, dogs, cats, horses, and cattle.
- a method for preparing a cosmetic composition, a composition for UV protection, or a composition for external application for skin comprising the step of adding a polymer carbon nitride including a repeating unit represented by the following formula (1) do:
- n is an integer, and may be, for example, an integer between 1 and 1,000,000.
- the molecular weight of the polymer carbon nitride having Formula 1 may be, for example, a polymer having a molecular weight of about 200 to 5,000,000 amu, about 400 to 4,000,000 amu, about 600 to 3,000,000 amu, or about 800 to 2,000,000 amu.
- the polymer carbon nitride may include one or more crystalline forms selected from the group consisting of polymer carbon nitride crystalline forms A to G.
- a polymer carbon nitride comprising a repeating unit represented by the following formula (1) or a composition comprising the same for UV protection:
- n is an integer, and may be, for example, an integer between 1 and 1,000,000.
- the molecular weight of the polymer carbon nitride having Formula 1 may be, for example, a polymer having a molecular weight of about 200 to 5,000,000 amu, about 400 to 4,000,000 amu, about 600 to 3,000,000 amu, or about 800 to 2,000,000 amu.
- the polymer carbon nitride may include one or more crystalline forms selected from the group consisting of polymer carbon nitride crystalline forms A to G.
- One aspect of the polymer carbon nitride and the crystalline form prepared in a specific preparation example thereof can absorb both UVA and UVB, can effectively protect the skin from UV rays, and at the same time are non-toxic, so they are suitable for the body and have no photoactivity. It can be utilized in the applied cosmetic composition, the composition for sunscreen, and the composition for external application to the skin.
- the specific crystalline form of the polymer carbon nitride since the specific crystalline form of the polymer carbon nitride has different characteristics depending on the manufacturing method, it can be used in various ways according to the characteristics thereof.
- the crystalline form of polymer carbon nitride of one aspect has a characteristic that can be adjusted to various colors depending on the manufacturing method, when using this, it is possible to control the composition of a desired color, so that various colors suitable for individual skin tones It can be suitably used to manufacture products of
- PCN polymer carbon nitride
- Figure 1b is a diagram confirming the difference in the color difference between the conventional PCN of yellow color, which is difficult to disperse, and the white PCN, which is prepared through the manufacturing method described in one aspect, and is well dispersed, and the degree of dispersion in a water-soluble solvent.
- Figure 2a is a view showing the spectrum confirmed by X-ray photoelectron spectroscopy for the CN-400-4 sample.
- Figure 2b is a view showing the spectrum confirmed by X-ray photoelectron spectroscopy for the CN-550-2 sample.
- Figure 3a is a view showing the results confirmed through X-ray diffraction analysis (XRD) of CN-400-4 and CN-550-2 selected for UV blocking application.
- XRD X-ray diffraction analysis
- 3b shows the XRD patterns of CN-350-2, CN-400-0.5, CN-400-1, CN-400-2, and CN-400-8, and the XRD pattern of CN-400-4 and CN-550-2. It is a diagram showing the result of confirming the pattern.
- Figure 3c shows the XRD of PCNs (CN-400-0.5, CN-400-1, CN-400-2, CN-400-4, and CN-400-8) prepared at a polycondensation temperature of 400 °C. It is a figure showing the confirmed result.
- 4a is a view showing the results of confirming the IR of CN-400-4 and CN-550-2 as a result of confirming the chemical structure of the prepared PCN sample by FT-IR spectroscopy.
- Figure 4b is a result of confirming the chemical structure of the prepared PCN sample by FT-IR spectroscopy, CN-350-2, CN-400-0.5, CN-400-1, CN-400-2, CN-400-8, CN It is a diagram showing the result of confirming the IR of -400-4 and CN-550-2.
- FIG. 5 is a result of confirming the surface of CN-400-4 with an SEM microscope (A), a result of confirming with a TEM microscope (B), a result of confirming with an AFM microscope (C), and a result of confirming the height of its particles (D) is the diagram shown.
- FIG. 6 is a result of confirming the surface of CN-400-2 with an SEM microscope (A), a result of confirming with a TEM microscope (B), a result of confirming with an AFM microscope (C), and a result of confirming the height of its particles (D) is the diagram shown.
- 8A is a view showing the results of confirming the ROS generation level of TiO2, ZnO, and CN-400-4 through photocatalytic decomposition analysis of RhB.
- 8B is a diagram showing the results of quantitatively analyzing the ROS generation level of TiO2, ZnO, and CN-400-4 through a fluorescent probe analysis for detecting OH radicals using coumarin.
- 8c is a view showing the results of confirming the photoluminescence effect of TiO2, ZnO, CN-400-1, CN-400-2, and CN-400-4.
- 9a is a view showing the results of confirming the UV-Vis diffuse reflection spectrum for TiO2, ZnO, and CN-400-4.
- Figure 10a is a diagram showing the result of confirming the cytotoxicity of CN-400-4 to embryonic fibroblast cells (NIH-3T3).
- 10B is a diagram showing the results of confirming the cytotoxicity of ZnO to embryonic fibroblast cells (NIH-3T3).
- 10c is a diagram showing the results of confirming the cytotoxicity of CN-400-4 to human skin fibroblasts (HS-68).
- FIG. 11 shows the results of evaluating viability in cells by Life/Dead cell imaging when CN-400-4 was used (A and B) and using dihydroxyethidium (DHE), an ROS indicator, for visualization, and confirming the results (C) is a diagram showing
- FIG. 12 is a diagram showing the results of performing H&E staining to check the degree of skin damage compared to the control group, which is an untreated group, when CN-400-4 is treated in FCM and cultured for 4 hours.
- FIG. 13 is a view showing the results of checking the cross section of the FCM by SEM in order to observe the shape of the skin surface of the untreated group as a control group and when CN-400-4 is applied.
- FIG. 14 is a diagram showing the results of evaluating skin irritation by applying a patch test of CN-400-4 to a subject.
- TiO2 (P-25, Degussa) was purchased from Degussa, and ZnO was purchased from Alfa-Aesar.
- Moisturizing cream was purchased from Nivea, and sun cream was purchased and used with Biodem lait ability hydratant SPF 15.
- DMEM Dulbecco's Modified Eagle's Medium
- PBS phosphate buffered saline
- FBS fetal bovine serum
- NVF solution neutral buffered formalin solution
- MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) was purchased from ACROS Organics. Mitotracker deep red was purchased from Thermo Fisher, USA. Artificial skin is manufactured by APURES Co., Ltd. of Korea. Ltd. Micropig ® Franz Cell Membrane (FCM) was purchased and used.
- PCN used in this example was prepared by heat-treating urea (Urea) having a concentration of 99% purchased from Aldrich under ambient pressure.
- urea Urea
- melamine dicyandiamide, cyanamide, or urea
- the precursor was placed in a heating furnace (Chamber Furnace UAF, Lenton) at a temperature of 450°C to 550°C.
- the polycondensation reaction was completed by heating it into a Muffle Furnace (Chamber Furnace UAF, Lenton) for 0.5 to 8 hours under conditions.
- the product was washed with deionized water to remove residual species, and then dried at 80° C. overnight to prepare PCN used in the following examples.
- FIGS. 1A and 1B The final confirmed PCN prepared by the method of one aspect as described above is shown in FIGS. 1A and 1B.
- FIG. 1A in the case of the crystalline form prepared by the method of one aspect, various colors could be prepared by changing the temperature conditions during the manufacturing process or adding additives during the manufacturing process.
- FIG. 1b when prepared through a method of one aspect compared to the conventional method (eg, PCN polycondensed at about 300 to 500° C.
- the structure of the prepared PCN was confirmed by X-ray photoelectron spectroscopy (XPS).
- XPS X-ray photoelectron spectroscopy
- the spectra for the CN-400-4 and CN-550-2 samples are shown in FIGS. 2A and 2B .
- the relative atomic percentages of C, N and O elements on the sample surface were calculated accordingly from the data in FIGS. 2A and 2B.
- carbon, nitrogen, and oxygen were contained in both samples through the scan spectrum.
- CN-400-4 it was confirmed that peaks appeared at 288 eV for C, 398 eV for N, and 531 eV for O.
- PCN polymeric carbon nitride
- CN-400-4 which is PCN polycondensed at 400° C. for 4 hours, showed two distinct diffraction peaks at 10.7656° and 27.4316° without other impurity phases.
- CN-550-2 which is PCN prepared by polycondensation at 550°C for 2 hours, it was confirmed that two distinct diffraction peaks appeared at 13.6516° and 27.4316° without other impurity phases.
- the weak peak at 13.6516° of the (100) plane corresponds to a planar structure packing motif with repeated units of 0.618 nm for the CN-550-2 sample, but in the XRD patterns of other prepared PCNs including CN-400-4, I could see what was missing. It could be confirmed that this was due to incomplete or partial polycondensation of urea when the calcination temperature was 400 °C or less. In the evaluation of the XRD crystal structure results, it was confirmed that the urea contained in the CN-400-4 and CN-550-2 samples was partially and completely converted into bulk g-C3N4, respectively. It was confirmed that this was mainly due to the complete thermal condensation of the elements at higher temperatures.
- CN-350-2 which is PCN polycondensed at 350 ° C. for 2 hours, showed diffraction peaks at 10.7656 °, 19.8006 °, and 29.7456 °, and polycondensation at 400 ° C. for 0.5 hour. It was confirmed that diffraction peaks appear at 10.7396° and 29.7456° for CN-400-0.5, a PCN, and CN-400-1, a PCN polycondensed at 400°C for 1 hour, at 10.7006°, 22.1406°, and 27.8606°. It was confirmed that a diffraction peak appeared, and it was confirmed that CN-400-2, which is PCN polycondensed at 400 ° C.
- CN-550-2 was confirmed to appear at peaks at 810, 890, 1240, 1317, 1410, 1456, 1560, 1635, 3250cm -1 . It was confirmed that CN-400-4 peaks at 808, 1270, 1323, 1420, 1560, 1612, 3105, and 3330 cm -1 .
- the FTIR spectrum of CN-550-2 was similar to that of bulk g-C3N4, but it was confirmed that the absorption band of the CN-400-4 sample (thermal condensation at 400 °C for 4 hours) showed a broad peak. Similar to the XRD study, the result of confirming the IR peak was confirmed that the FT-IR analysis was due to the formation of an intermediate product and the degree of incomplete polymerization.
- CN-350-2 peaks at 775, 1417, 1456, 1691, 1730, 3074, and 3311 cm -1 . It was confirmed that CN-400-0.5 peaks at 777, 1677, 1735, 3085, and 3315 cm -1 . CN-400-1 was confirmed to appear peaks at 777, 1467, 1666, 1734, 3120, 3320cm -1 . It was confirmed that CN-400-2 peaks at 777, 1465, 1660, 1734, 3085, and 3330 cm -1 . It was confirmed that CN-400-4 peaks at 810, 1270, 1420, 1612, 3105, and 3330 cm -1 .
- CN-400-8 it was confirmed that peaks appeared at 810, 1265, 1325, 1417, 1618, and 3230 cm -1 . It was confirmed that CN-550-2 peaks at 810, 1240, 1317, 1410, 1560, 1635, and 3250 cm -1 .
- SEM images were obtained by field emission (FE)-SEM (JEOL JSM-7401F, JEOL). Powder samples were coated with a thin layer of Pt by sputter (Hitachi Sputter, E-1045) and examined with a scanning electron microscope (SEM).
- FE field emission
- SEM scanning electron microscope
- the surface of the heterogeneous UV filter component particles plays an important role in preparing sunscreens that have eliminated the opacity commonly concerned with from metal oxides containing sunscreens.
- FE-SEM field emission scanning electron microscopy
- TEM transmission electron microscopy
- AFM atomic force
- the FE-SEM micrographs displayed a hierarchical polymer scaffold with a relatively rough surface morphology to the sheet structure of the two samples. It was confirmed that the contribution was confirmed, and through this, the rough surface morphology of the prepared PCN related to the polymerization conditions was confirmed. As confirmed in Fig. 5 (B), Fig. 6 (B), and Fig. 7 (B), it was confirmed that all three prepared PCN samples in the TEM image were crumpled two-dimensional nanosheets with slight ripples and wrinkles on the surface. The TEM image also confirmed that the prepared PCN sheet had high transparency with a smooth texture with a sheet size ranging from several nanometers to micrometers.
- Photocatalytic decomposition of RhB was performed in a Pyrex reactor, and a 300 W Xe lamp (Xe Arc lamp source, Oriel) equipped with 1 solar filter (Oriel) was used as the light source.
- the luminous intensity was measured at 100 mW/cm 2 using a silicon detector (Peccell Technologies, Japan). 10 mg of the powder was added to a RhB solution containing 100 mL of deionized water and 1 mg of RhB, followed by ultrasonic dispersion for 10 minutes. To check the adsorption/desorption equilibrium, the suspension was stored in the dark with continuous stirring for 24 h. After 24 hours, illumination was applied and photocatalytic degradation of RhB was performed.
- OH radicals were measured using the fluorescent probe method.
- Coumarin reacts with OH radicals to form umbelliferone with a fluorescence peak at 455 nm, so coumarin was used to detect OH radicals generated by TiO2, ZnO and PCN prepared in the sunscreen. Therefore, using this method, it was possible to determine which sample produced a higher concentration of OH radicals by comparing the fluorescence intensity at 455 nm of all samples.
- 50 mg of TiO 2 , ZnO and prepared PCN were added to 20 mL of a 0.03 mM coumarin solution. The suspension was irradiated with an intensity of 100 mW/cm 2 for 120 s in a Xe lamp with one solar filter.
- the concentration of photogenerated ROS to UV filter components plays a crucial role in the application of UV filter components in commercial sunscreens, therefore various ROS analyzes for qualitative and quantitative evaluation of O 2 * - and * OH, which exhibit a high level of sensitivity and accuracy. method was applied.
- quantitative analysis was performed by chemical analysis, direct dye degradation, photoluminescence spectroscopy by detection of fluorescent products, and UV-visible absorption spectroscopy.
- the ROS generation tendency of the prepared PCN was analyzed by analyzing the dye gradation potential value, and an experiment was performed to compare it with commercially available TiO2 and ZnO particles, and this is shown in FIG. 8a.
- Primary ROS reacted quickly with organic molecules or dyes present in the reaction solution due to its high reactivity, and compared with the prepared PCN, the tendency of photocatalytic dye decomposition of these commercially available UV filter components in aqueous solution under UV visible light irradiation (Rhodamine B ( By confirming the photolysis of rhodamine B:RhB), ROS production was evaluated.
- the reaction of ROS and RhB to the prepared PCN and commercialized UV filter components is shown in FIG. 8a.
- the slow decomposition rate of RhB dye in the prepared PCN suspension confirmed that the amount of ROS generated in the prepared PCN nanosheets upon light irradiation was significantly small.
- a commercially available UV filter component was applied, strong photochemical dye decomposition activity was confirmed.
- the dye decomposition was reduced to about 95%. As a result, it was confirmed that the ROS generation rate was high in the case of such a metal oxide.
- TiO2 and ZnO are ROS (O 2 * - and * OH), while having a suitable flat band position to generate both, the prepared PCN is inefficient to produce * OH O 2 * - It was confirmed that there is little possibility of formation.
- Photoluminescence spectroscopy and XTT colorimetric experiments were performed to further quantify *OH and O 2 * - radical concentrations for UV filter components.
- the fluorescence spectrum of the coumarin solution and the fluorescent 7-hydroxycoumarin compound produced by the reaction of coumarin with *OH was confirmed, This is shown in Figure 8b.
- the dotted arrow corresponding to ⁇ MAX 455 nm for 7-hydroxycoumarin indicates an increase in peak intensity with an increase in the concentration of *OH radicals during the photochemical reaction process. * It was confirmed that the same result as an increase in the concentration of OH radicals was obtained.
- FIGS. 8A and 8B which are the results of the dye decomposition experiment, it was confirmed that ZnO was the most photoactive material as a result of the photoluminescence experiment.
- the concentration of OH radicals was quantified using a calibration curve for 7-hydroxycoumarin in deionized water. Through these results, it was shown that the UV filter component manufactured with the PCN produced does not generate * OH radicals or has a negligible amount of * OH radicals. Confirmed.
- the PCN UV filter component prepared through the ROS analysis result generates much less ROS than the commercially available TiO2 and ZnO UV filter components, and the amount of the generated ROS can be seen as no ROS generation. Therefore, it was confirmed that surface shielding and encapsulation are not required to suppress ROS generation, and it can be used in products that can immediately block UV rays.
- Photoluminescence occurs when excited electrons and holes move to the surface and meet and recombine before participating in a chemical reaction.
- UV-Vis diffuse reflection spectra for TiO2 and ZnO were confirmed, and the results are shown in FIG. 9A.
- UV-Vis diffuse reflection spectra of the sample powder samples were obtained using a UV-Vis diffuse reflection spectrophotometer (UV-3600, Shimadzu) equipped with an integrating sphere (ISR-240A, Shimadzu), based on BaSO 4 was used.
- the band gap energy of the sample was determined by Tauc-plot due to the Kubelka-Munk transformation of the diffuse reflection spectrum.
- the entire blending process was conducted at room temperature in a dark room.
- the sunscreen includes an inorganic sunscreen (titanium dioxide) and an organic sunscreen (octocrylene, butylmethoxydibenzoylmethane, ethylhexyltriazone, terephthalylidene dicamphorsulfonic acid), which are commercially available UV filter components, and A mixed sample of the sunscreen and the prepared PCN was prepared to contain about 10% of the prepared PCN.
- the moisturizing cream mixture sample was prepared to contain about 1% and about 5% of the prepared PCN, and as a control, avobenzone, oxybenzone, ZnO, and TiO2, which are commercially available UV filter components instead of the prepared PCN, respectively, and the above A sample mixed with moisturizing cream was used.
- UV transmittance was measured using a Cary 50 UV-vis spectrophotometer equipped with a solid sample holder (Agilent Technologies, USA). Four spots were scanned for each sample and each data was measured in the range from UVB (290-320 nm) to UVA (320-400 nm). All transmittance data were collected at 1 nm intervals. After measuring the UV transmittance, an in vitro evaluation of the UV protection factor (SPF) was performed using the following equation.
- E ⁇ is the erythema spectral effect
- S ⁇ is the solar spectral effect
- T ⁇ is the spectral transmittance of the sample.
- UVA protection factor (UVA PF) evaluation was performed using the following equation.
- I ⁇ is the biological action spectrum for UVA.
- E ⁇ and I ⁇ are equal to 1 for all UVA wavelengths.
- the prepared moisturizing cream mixed samples containing each of CN-400-1, CN-400-2, CN-400-4, CN-400-8, and CN-550-2 were generally , it was confirmed that it exhibited higher SPF and UVA PF values compared to the mixed sample containing a commercially available UV filter component.
- the prepared mixed sample of CN-400-4 shows the highest SPF and UVA PF values among the prepared mixed samples of PCN, and has significantly higher SPF compared to the mixed sample of commercialized UV filter components. and UVA PF values.
- UVA PF UVA 1 wt% 5 wt% 1 wt% 5 wt% CN-400-1 2.2 3.17 1.81 2.49 CN-400-2 2.39 6.38 1.99 4.78 CN-400-4 3.36 10.79 2.66 8.1 CN-400-8 1.79 6.74 1.6 5.54 CN-550-2 1.77 4.82 1.64 4.48 titanium dioxide 1.72 7.66 1.38 3.96 zinc oxide 1.18 2.24 1.14 2.23 Avobenzone 1.37 - 1.64 - Oxybenzone 1.49 - 1.19 -
- the prepared CN-400-4 and the sample in which the sunscreen was mixed showed a better UV protection effect in the UVA region, compared to the prepared mixed sample of CN-550-2. was confirmed.
- the final SPF value was 45.4
- the final UVA PF value was 31 when the above sunscreen with an SPF value of 15 and the prepared CN-400-4 10% were mixed.
- the final SPF value was 38, and it was confirmed that the final UVA PF value was 17.5.
- the prepared PCN it was confirmed that it exhibited a more excellent UV blocking effect compared to commercially available UV filter components. It was confirmed that by mixing the prepared PCN with a commercially available UV filter component, the SPF and UVA PF values can be efficiently increased to further maximize the UV blocking effect.
- the UV radiation source was a 300W lamp solar stimulator (91160, Newport), and one solar light was irradiated.
- MTT assays were obtained on a multimode micro plate reader (SpectraMax M5e, Molecular Devices).
- NIH-3T3 cells were purchased from the American-Type Culture Collection (ATCC, USA). Cells were cultured in DMEM medium supplemented with 10% fetal bovine serum (FBS), 100 U/mL penicillin and 100 ⁇ g/mL streptomycin. All cells were cultured at 37° C. in a humidified environment of 5% CO 2 . For the MTT assay, cells were seeded in 96-well plates at a density of 5 * 10 3 cells per well. Twenty-four hours after seeding, sample solutions of a series of concentrations (5 concentrations and controls) were added to each well. After incubation for 1 hour, light was irradiated for 1 minute, and then incubated for 5 hours.
- FBS fetal bovine serum
- CSM images were obtained with an LSM 780 from ZIESS.
- NIH-3T3 cells at a density of 1 * 10 4 were seeded in 8 well Lab-tek II chamber cover glasses (Nunc) for ROS generation experiments.
- 20 ⁇ g/ml of nanoparticles were added to the cells together with the medium.
- light was irradiated to the cells for 1 minute.
- Hela cells were washed 3 times.
- Mitotracker Deep Red was used to stain mitochondria at a concentration of 1 ⁇ M for 10 min. The cells were washed with the finished medium and immediately stored in a medium for CLSM.
- Live/dead analysis Images were obtained with an evos fluorescence microscope. 5 * 10 4 density was seeded in 24 well cell culture plates for NIH-3T3 Live/dead assay. After growing NIH-3T3 cells in a cell incubator for 24 hours, 20 ⁇ g/ml of nanoparticles were added to the cells together with the medium. After incubation for 1 hour, light was irradiated to the cells for 1 minute. After culturing for an additional 5 hours, Hela cells were washed 3 times using the medium. Live/dead assay was used to stain mitochondria at 1 ⁇ M concentration for 10 min. Cells were washed with the finished medium. The medium was replaced with the LIVE/DEAD imaging solution mixture according to the manufacturer's protocol. Cell cultures were incubated for 20 min and imaged under a fluorescence microscope using green (live cells) and red (dead cells) channels.
- CN-400-4 is non-toxic to NIH-3T3 cells, and when a concentration of up to 50 ⁇ g/ml was used, even when UV irradiation was performed to culture for 24 hours, toxicity to the cells was It was confirmed that it did not appear.
- FIG. 10b as compared to CN-400-4, NIH-3T3 cells showed 50% viability at 10 ⁇ g/ml in ZnO nanoparticles as a positive control, and when UV irradiated, the viability decreased and decreased to 40 It was confirmed that the survival rate of less than % appears.
- CN-400-4 did not show toxicity even in HS-68 cells, a human skin cell line, even at a concentration of up to 10 ⁇ g/ml, confirming that the survival rate corresponds to about 90% or more.
- FIG. 11 (A and B) viability in cells was also evaluated by Life/Dead cell imaging, and is shown in FIG. 11 (A and B).
- Figure 11 (A and B) when irradiated with light including UV, CN-400-4 after culturing for 6 hours is not toxic to a similar degree even when compared to untreated NIH-3T3 cells, It was confirmed that the bright green fluorescence showed viable cells, and hardly showed red fluorescence indicative of apoptotic cells.
- ROS reactive oxygen species
- DHE dihydroxyethidium
- FIG. 11(C) it was confirmed that CN-400-4 did not generate ROS in NIH-3T3 even when irradiated with light similarly to NIH-3T3, which is a control group, which is an untreated group under light irradiation.
- FCM Micropig® Franz Cell Membrane
- Micropig ® Franz Cell Membrane (FCM) measuring 2 cm ⁇ 2 cm ⁇ 600 ⁇ m was obtained from APURES Co. Ltd. and used it. Nanoparticles were added to 12 wells containing FCM. After incubation for 1 hour, light was irradiated with a solar simulator for 30 minutes. After incubation for 3 more hours, it was washed 3 times with PBS. FCM was stored in NBF solution overnight. For histochemical staining, the fixed FCMs were dehydrated by gradient ethanol washing, embedded in paraffin blocks and sectioned, stained with H&E staining and analyzed.
- CN-400-4 nanoparticles were added to 12 wells containing FCM, and PBS solution was added to FCM. After incubation for 4 hours, it was washed 3 times with PBS. SEM was measured by freeze-drying the washed FCM. Samples were prepared by Pt sputter coating with 20 mA current for 60 s using a hitachi sputter.
- the skin surface of FCM was scanned with a scanning electron microscope (SEM) to observe the shape of the skin surface when CN-400-4 was applied on the skin surface in order to check whether it does not penetrate the skin epidermis and remains effectively on the skin surface. Confirmed.
- SEM scanning electron microscope
- the FCM was freeze-dried to confirm the SEM, which is shown in FIG. 13 . 13 , it was confirmed that CN-400-4 remained on the outermost surface of the stratum corneum in a sheet structure by improving the interaction between the stratum corneum and CN-400-4 indicated by the arrow.
- the surface of the untreated FCM showed smooth skin without uneven patterns on the surface.
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Abstract
Description
Cream + Sample (wt%) | SPF (UVB) | UVA PF (UVA) | ||
1 wt% | 5 wt% | 1 wt% | 5 wt% | |
CN-400-1 | 2.2 | 3.17 | 1.81 | 2.49 |
CN-400-2 | 2.39 | 6.38 | 1.99 | 4.78 |
CN-400-4 | 3.36 | 10.79 | 2.66 | 8.1 |
CN-400-8 | 1.79 | 6.74 | 1.6 | 5.54 |
CN-550-2 | 1.77 | 4.82 | 1.64 | 4.48 |
Titanium dioxide | 1.72 | 7.66 | 1.38 | 3.96 |
Zinc oxide | 1.18 | 2.24 | 1.14 | 2.23 |
Avobenzone | 1.37 | - | 1.64 | - |
Oxybenzone | 1.49 | - | 1.19 | - |
Claims (18)
- CuKα 방사선을 사용하여 측정한 하기 X선 분말 회절 패턴을 가지는 결정형 A 내지 G로 이루어지는 군으로부터 선택된 폴리머 카본 나이트라이드(Polymeric carbon nitride: PCN)의 결정형으로서,상기 결정형 A의 X선 분말 회절 패턴은 2θ= 10.7656±0.2°, 19.8006±0.2°, 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 B의 X선 분말 회절 패턴은 2θ= 10.7396±0.2° 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 C의 X선 분말 회절 패턴은 2θ= 10.7006±0.2°, 22.1406±0.2°, 및 27.8606±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 D의 X선 분말 회절 패턴은 2θ= 10.6356±0.2° 및 27.8216±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 E의 X선 분말 회절 패턴은 2θ= 10.7266±0.2° 및 27.5096±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 F의 X선 분말 회절 패턴은 2θ= 27.1586±0.2°의 회절각도에서의 피크를 포함하며,상기 결정형 G의 X선 분말 회절 패턴은 2θ= 13.8076±0.2° 및 27.1586±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하는 것인, 결정형.
- 청구항 1에 있어서,상기 결정형 A의 적외선 스펙트럼(IR) 중 775 ± 2 cm-1, 1417 cm-1, 1456 cm-1, 1691 cm-1, 1730 cm-1, 3074 cm-1, 및 3311cm-1에서 특성 흡수 피크를 포함하는 것;상기 결정형 B의 IR 중 777± 2 cm-1, 1677± 2 cm-1, 1735± 2 cm-1, 3085± 2 cm-1, 및 3315± 2 cm-1에서 특성 흡수 피크를 포함하는 것;상기 결정형 C의 IR 중 777± 2 cm-1, 1467± 2 cm-1, 1666± 2 cm-1, 1734± 2 cm-1, 3120± 2 cm-1, 및 3320± 2 cm-1에서 특성 흡수 피크를 포함하는 것;상기 결정형 D의 IR 중 777± 2 cm-1, 1465± 2 cm-1, 1660± 2 cm-1, 1734± 2 cm-1, 3085± 2 cm-1, 및 3330± 2 cm-1에서 특성 흡수 피크를 포함하는 것;상기 결정형 E의 IR 중 810± 2 cm-1, 1270± 2 cm-1, 1420± 2 cm-1, 1612± 2 cm-1, 3105± 2 cm-1, 및 3330± 2 cm-1에서 특성 흡수 피크를 포함하는 것;상기 결정형 F의 IR 중 810± 2 cm-1, 1265± 2 cm-1, 1325± 2 cm-1, 1417± 2 cm-1, 1618± 2 cm-1, 및 3230± 2 cm-1에서 특성 흡수 피크를 포함하는 것; 및상기 결정형 G의 IR 중 810± 2 cm-1, 1240± 2 cm-1, 1317± 2 cm-1, 1410± 2 cm-1, 1560± 2 cm-1, 1635± 2 cm-1, 및 3250± 2 cm-1에서 특성 흡수 피크를 포함하는 것;으로 이루어지는 군으로부터 선택된, 결정형.
- 청구항 1에 있어서, 상기 결정형은 X-선 광전자 분광법(XPS) 분석시,상기 결정형에서 280 eV 내지 290eV 범위 내에서 C(탄소) 피크가 존재하고, 390 eV 내지 400eV 범위 내에서 N(질소) 피크가 존재하고, 530 eV 내지 540 eV 범위 내에서 O(산소) 피크가 존재하는 것인, 결정형.
- 청구항 1에 있어서, 상기 결정형은 200nm 내지 400nm 파장 영역의 빛 에너지를 흡수하는 것인, 결정형.
- 청구항 1에 있어서, 상기 결정형의 평균입자직경이 1nm 내지 10nm인 것인, 결정형.
- 청구항 1에 있어서, 상기 결정형은 섬유아세포에서 세포 독성을 나타내지 않는 것인, 결정형.
- 청구항 1에 있어서, 상기 결정형은 UV를 조사한 경우 활성산소종(reactive oxygen species: ROS)을 생성하지 않는 것인, 결정형.
- 청구항 8에 있어서, 상기 폴리머 카본 나이트라이드는 CuKα 방사선을 사용하여 측정한 하기 X선 분말 회절 패턴을 가지는 결정형 A 내지 G로 이루어지는 군으로부터 선택된 폴리머 카본 나이트라이드의 결정형을 포함하고,상기 결정형 A의 X선 분말 회절 패턴은 2θ= 10.7656±0.2°, 19.8006±0.2°, 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 B의 X선 분말 회절 패턴은 2θ= 10.7396±0.2° 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 C의 X선 분말 회절 패턴은 2θ= 10.7006±0.2°, 22.1406±0.2°, 및 27.8606±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 D의 X선 분말 회절 패턴은 2θ= 10.6356±0.2° 및 27.8216±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 E의 X선 분말 회절 패턴은 2θ= 10.7266±0.2° 및 27.5096±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 F의 X선 분말 회절 패턴은 2θ= 27.1586±0.2°의 회절각도에서의 피크를 포함하며,상기 결정형 G의 X선 분말 회절 패턴은 2θ= 13.8076±0.2° 및 27.1586±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하는 것인, 화장료 조성물.
- 청구항 8에 있어서, 상기 화장료 조성물은 자외선 차단용인 것인, 화장료 조성물.
- 청구항 8에 있어서, 상기 폴리머 카본 나이트라이드는 조성물 총 중량에 대하여 0.001 내지 35 중량%로 포함되는 것인, 화장료 조성물.
- 청구항 8에 있어서, 상기 화장료 조성물은 유기 자외선 차단제 및 무기 자외선 차단제로 이루어진 군으로부터 선택된 1종 이상을 더 포함하는 것인, 화장료 조성물.
- 청구항 8에 있어서, 상기 폴리머 카본 나이트라이드는 색상의 조절이 가능하며, 피부톤에 따라 적용가능한 것인, 화장료 조성물.
- 청구항 8에 있어서, 상기 화장료 조성물은 200nm 내지 400nm 파장 영역의 빛 에너지를 흡수하는 것인, 화장료 조성물.
- 청구항 15에 있어서, 상기 폴리머 카본 나이트라이드는 CuKα 방사선을 사용하여 측정한 하기 X선 분말 회절 패턴을 가지는 결정형 A 내지 G로 이루어지는 군으로부터 선택된 폴리머 카본 나이트라이드의 결정형을 포함하고,상기 결정형 A의 X선 분말 회절 패턴은 2θ= 10.7656±0.2°, 19.8006±0.2°, 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 B의 X선 분말 회절 패턴은 2θ= 10.7396±0.2° 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 C의 X선 분말 회절 패턴은 2θ= 10.7006±0.2°, 22.1406±0.2°, 및 27.8606±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 D의 X선 분말 회절 패턴은 2θ= 10.6356±0.2° 및 27.8216±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 E의 X선 분말 회절 패턴은 2θ= 10.7266±0.2° 및 27.5096±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 F의 X선 분말 회절 패턴은 2θ= 27.1586±0.2°의 회절각도에서의 피크를 포함하며,상기 결정형 G의 X선 분말 회절 패턴은 2θ= 13.8076±0.2° 및 27.1586±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하는 것인, 자외선 차단용 조성물.
- 청구항 17에 있어서, 상기 폴리머 카본 나이트라이드는 CuKα 방사선을 사용하여 측정한 하기 X선 분말 회절 패턴을 가지는 결정형 A 내지 G로 이루어지는 군으로부터 선택된 폴리머 카본 나이트라이드의 결정형을 포함하고,상기 결정형 A의 X선 분말 회절 패턴은 2θ= 10.7656±0.2°, 19.8006±0.2°, 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 B의 X선 분말 회절 패턴은 2θ= 10.7396±0.2° 및 29.7456±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 C의 X선 분말 회절 패턴은 2θ= 10.7006±0.2°, 22.1406±0.2°, 및 27.8606±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 D의 X선 분말 회절 패턴은 2θ= 10.6356±0.2° 및 27.8216±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 E의 X선 분말 회절 패턴은 2θ= 10.7266±0.2° 및 27.5096±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하며,상기 결정형 F의 X선 분말 회절 패턴은 2θ= 27.1586±0.2°의 회절각도에서의 피크를 포함하며,상기 결정형 G의 X선 분말 회절 패턴은 2θ= 13.8076±0.2° 및 27.1586±0.2°으로 이루어지는 군으로부터 선택되는 1개 이상의 회절각도에서의 피크를 포함하는 것인, 피부 외용제 조성물.
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