JP5083856B2 - Sunscreen cosmetics - Google Patents

Description

  The present invention relates to a sunscreen cosmetic. More specifically, the present invention relates to a sunscreen cosmetic that has improved dyeability due to secondary adhesion to clothes.

  When ultraviolet absorbers blended in sunscreen cosmetics are classified according to their absorption regions, there are UV-A region (320 to 400 nm) and UV-B region (290 to 320 nm) ultraviolet absorbers. In addition, the ultraviolet absorbers that have been used up to now are classified according to their structural aspects. For example, (1) benzoic acid derivatives, (2) cinnamic acid derivatives, (3) benzophenone derivatives, (4) dibenzoyl There exist methane derivatives, (5) salicylic acid derivatives, and the like.

In particular, ultraviolet absorbers used in recent years are various as exemplified in the sunscreen cosmetics of Patent Documents 1 to 3. Specific ultraviolet absorbers are exemplified below.
(1) Benzoic acid ultraviolet absorbers For example, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N-dimethyl PABA ethyl ester and the like.
(2) Anthranilic acid-based UV absorbers such as homomenthyl-N-acetylanthranilate.
(3) Salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, and the like.
(4) Cinnamic acid UV absorbers For example, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4- Diisopropyl cinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxy Ethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl -Diparamethoxycinnamate.
(5) Triazine-based ultraviolet absorber, for example, bisresorcinyl triazine.
More specifically, bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) 1,3,5-triazine, 2,4,6-tris { 4- (2-ethylhexyloxycarbonyl) anilino} 1,3,5-triazine and the like.
(6) Other UV absorbers For example, 3- (4'-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor, 2-phenyl-5-methylbenzoxazole, 2,2 '-Hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenylbenzotriazole, dianisoylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one, pyridazine derivatives such as dimorpholinopyridazinone.

  From the viewpoint of UV absorption effect, the above UV absorber must be present in cosmetics uniformly and in a stable state without precipitation over time. Sunscreen cosmetics are produced by blending them.

  In contrast, Patent Document 4 discloses triazine or benzotriazole derivatives, amides having a vinyl group, cinnamic acid derivatives, sulfonated benzimidazoles, Fischer base derivatives, diphenylmalonitriles, oxaliamides. , UV absorbers selected from camphor derivatives, diphenyl acrylates, paraaminobenzoic acid (PABA) and their derivatives, salicylates and benzophenones are used in a finely divided manner to give skin and hair shine It is described. Specific compounds of the ultraviolet absorber are exemplified in [0007] to [0112].

And, [0150] to [0152] of Patent Document 4 describe various methods as a method for pulverizing the ultraviolet absorber, and that ultrafine particles having an average particle diameter of 0.02 to 2 nm are obtained. There is a description. Specifically, “for example—wet milling with hard grinding media, water or a suitable organic solvent, for example zirconium silicate, and protective surface or protective polymer; —with a suitable solvent, for example solvent Spray drying from true solutions such as water, ethanol or dichloroethane, toluene, N-methylpyrrolidone; -RESS method (by Rapid Expansion of Supercritical Solutions) expansion of the supercritical fluid (e.g. CO ₂₎ (where, UV filter (s) is dissolved), or expansion of the appropriate liquid carbon with UV filters one or more solutions in organic solvents; - supercritical Reprecipitation from a suitable solvent containing a liquid (GASR method = Gas Anti-Solvent Recrystalization / PCA method = precipitation with a compressed anti-solvent). Grinding devices that can be used for the production of V absorbents are, for example, jets, balls, vibrations or hammer mills, preferably high speed rotary mills, preferably grinding aids such as alkylated vinylpyrrolidone polymers. , Vinyl pyrrolidone / vinyl acetate copolymer, acyl glutamate, alkyl polyglucoside, ceteares-25 or especially phospholipids.
Patent Document 4 does not describe 4- (tert-butyl) -4′-methoxydibenzoylmethane. Moreover, in the Examples 1-11, the aqueous suspension of the fine particle pigment of a 190,300 nm ultraviolet absorber is obtained, and it mix | blended with O / W lotion.

JP 2005-255669 A JP 2004-224704 A JP 2003-277248 A JP 2001-48764 A

  When the present inventor blends 4- (tert-butyl) -4′-methoxydibenzoylmethane into sunscreen cosmetics from among many ultraviolet absorbers, the clothes adhere to the clothes in the actual use process. I found the problem of dyeing. As a result of intensive research in view of this problem, when 4- (tert-butyl) -4'-methoxydibenzoylmethane is finely divided and blended as a powder, the dyeing property on clothes is extremely improved. As a result, the present invention has been completed.

  An object of the present invention is to solve the problem that sunscreen cosmetics containing 4- (tert-butyl) -4′-methoxydibenzoylmethane as an ultraviolet absorber adhere to and dye on clothes. .

That is, the present invention relates to a sunscreen cosmetic containing 4- (tert-butyl) -4′-methoxydibenzoylmethane , and 4- (tert-butyl) -4 ′ having an average particle diameter of 0.01 to 50 μm. 4-Methoxydibenzoylmethane is dissolved in a supercritical fluid, then sprayed to form fine particles and blended as a powder, thereby blending 4- (tert-butyl) -4'-methoxydi in the sunscreen cosmetic. The present invention provides a method for improving the stainability of benzoylmethane on clothes .

  The sunscreen cosmetic of the present invention is greatly improved in the dyeing property on clothes. And the sunscreen cosmetics of this invention mix | blended as powder do not reduce the ultraviolet-ray absorption effect largely compared with the case where it mix | blends by melt | dissolving in oil. Therefore, the suitable sunscreen cosmetics which mix | blend 4- (tert- butyl) -4'-methoxy dibenzoylmethane as a ultraviolet absorber can be provided.

  Hereinafter, the present invention will be described in detail.

“4- (tert-butyl) -4′-methoxydibenzoylmethane”
The ultraviolet absorber used in the present invention is 4- (tert-butyl) -4′-methoxydibenzoylmethane {4- (1,1-dimethylethyl) -4′-methoxydibenzoylmethane} represented by the following formula. Yes, it is a UV absorber that has always been dissolved in oil and mixed into the base. In the present invention, a commercially available product (Pulsol 1789: manufactured by DSM Nutritional Products) can be used.
Molecular weight: 310
Melting point: 81-84 ° C

  The blending amount of 4- (tert-butyl) -4′-methoxydibenzoylmethane is appropriately determined according to the target product, but about 0.01 to 10% by weight is blended with respect to the total amount of the sunscreen cosmetic. 0.1 to 5% by mass is preferable, and 2 to 3% by mass is more preferable. In the sunscreen cosmetics of the prior art not according to the present invention, the problem of dyeing property increases as the amount is increased. Therefore, the significance of the present invention is particularly great when the amount is 2% by mass or more.

  A feature of the present invention is that 4- (tert-butyl) -4′-methoxydibenzoylmethane is granulated and blended in the base of a sunscreen cosmetic as a powder. In the present invention, “pulverized into powder” means that 4- (tert-butyl) -4′-methoxydibenzoylmethane powder is treated with fine particles having an average particle size of 50 μm or less, preferably 30 μm or less, It means that the fine particle powder is blended in the base. That is, the finely divided powder can be dispersed in the base oil phase as it is, or after being hydrophobized and then dispersed in the oil phase. It is also possible to disperse in the aqueous phase of the base after the hydrophilic treatment.

  In the prior art, it has been common knowledge of those skilled in the art that 4- (tert-butyl) -4′-methoxydibenzoylmethane is dissolved in an oil and blended into a sunscreen cosmetic. Sunscreen cosmetics are manufactured by mixing UV and UV absorbers in oil and ethanol and mixing them with a base in order to ensure the stability that does not precipitate over time. is there. In particular, 4- (tert-butyl) -4′-methoxydibenzoylmethane is a poorly soluble ultraviolet absorber, and therefore, it was necessary to dissolve it in an oil component in order not to precipitate it. The present invention is contrary to this common sense, and is characterized in that fine powder is directly blended into a base without being dissolved in oil.

On the other hand, when 4- (tert-butyl) -4′-methoxydibenzoylmethane is blended in the base as it is in the form of a commercially available powder without making it into fine particles, the particles are large, resulting in roughness. In addition, 4- (tert-butyl) -4′-methoxydibenzoylmethane has a low melting point of 81 to 84 ° C. and is melted by generated heat in mechanical pulverization such as a jet mill pulverizer. It was difficult. Therefore, in the present invention, by dissolving in a supercritical fluid and then reducing the pressure and spraying it, it has become possible to make fine particles that were impossible until now. In the supercritical fluid as a solvent, an auxiliary solvent such as ethanol, dichloroethane, or toluene can be added to increase the yield.
In the present invention, a particularly preferred method is a method of spraying after dissolving in a supercritical fluid composed of carbon dioxide and then reducing the pressure. Although a method for finely pulverizing a powder using a supercritical fluid is known, it cannot be predicted whether or not individual ultraviolet absorbers can actually be made fine, and the present invention adopts this method. , 4- (tert-butyl) -4′-methoxydibenzoylmethane was successfully formed into fine particles. Specifically, 4- (tert-butyl) -4′-methoxydibenzoylmethane powder and carbon dioxide gas are charged into a reaction vessel, and the pressure is increased to 7.38 Mpa (31 degrees) or more, which is the critical point of carbon dioxide. Then, it is dissolved in a supercritical fluid of carbon dioxide and sprayed into the atmosphere. The sprayed fine particle powder can be collected by a filter, and this fine particle powder is blended into a sunscreen cosmetic.

  The size of the fine particles is preferably an average particle size of 0.01 to 50 μm, more preferably 0.1 to 30 μm. If it is this range, it can adjust easily with the micronization method by the supercritical fluid mentioned above. If it exceeds 50 μm, roughness will occur, which is not preferable.

The remarkable effect of the present invention is that dyeing property to clothes is greatly improved by blending 4- (tert-butyl) -4′-methoxydibenzoylmethane into the base as a finely divided powder. is there.
That is, sunscreen cosmetics containing 4- (tert-butyl) -4′-methoxydibenzoylmethane have a problem of secondary adhesion and dyeing on clothes. The degree of dyeing is reduced. The reduction effect is particularly remarkable as compared with the case where it is dissolved and blended in an oil, and the dyeing property to clothes which is not desired in the use of sunscreen cosmetics is greatly improved.
On the other hand, the present inventors have found that the ultraviolet absorption effect of 4- (tert-butyl) -4′-methoxydibenzoylmethane is not significantly impaired even when blended in the form of fine particles.

  In addition to the above essential components, the sunscreen cosmetics of the present invention are usually used in cosmetics, such as whitening agents, moisturizers, antioxidants, oily components, other UV absorbers, surfactants, thickening agents. An agent, alcohol, powder component, colorant, aqueous component, water, various skin nutrients, and the like can be appropriately blended as necessary to produce by a conventional method. Specifically, the following compounding components are mentioned.

Oils such as squalene, liquid paraffin, beef tallow, owl, beeswax, candelilla wax, carnauba wax, whale wax, lanolin, cyclomethicone, dimethylpolysiloxane, diphenylpolysiloxane.
Higher alcohols such as capryl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, cholesterol, phytosterol.
Higher fatty acids such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, lanolin fatty acid, linoleic acid, linolenic acid.
Moisturizers such as polyethylene glycol, glycerin, sorbitol, xylitol, maltitol, mucopolysaccharide, hyaluronic acid, chondroitin sulfate and chitosan.
Thickeners such as methylcellulose, ethylcellulose, gum arabic, and polyvinyl alcohol.
Organic solvents such as ethanol and 1,3-butylene glycol.
Antioxidants such as butylhydroxytoluene, tocopherol and phytic acid.
Antibacterial preservatives such as benzoic acid, salicylic acid, sorbic acid, paraoxybenzoic acid esters (such as ethylparaben and butylparaben), and hexachlorophene.
Amino acids and hydrochlorides such as glycine, alanine, valine, leucine, serine, threonine, phenylalanine, tyrosine, aspartic acid, asparagine, glutamine, taurine, arginine, histidine.
Organic acids such as acyl sarcosine acid (eg, lauroyl sarcosine sodium), glutathione, citric acid, malic acid, tartaric acid, lactic acid.
Vitamin A and its derivatives, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 and its derivatives, vitamin B such as vitamin B12, vitamin B15 and its derivatives, ascorbic acid, ascorbic acid phosphate ( Salt), vitamin C such as ascorbic acid dipalmitate, α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E acetate, vitamin E nicotinate and other vitamin E, vitamin D, vitamin H, pantothenic acid, pantethine, etc. Vitamins.
Nicotinamide, benzyl nicotinate, γ-oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid and its derivatives, hinokitiol, mucidin, bisabolol, eucalyptol, thymol, inositol, saponins (psychosaponin, carrot saponin, loofima) Various drugs such as saponin, muclodisaponin, etc.), pantothenyl ethyl ether, ethinyl estradiol, tranexamic acid, cephalanthin, placenta extract.
Bark, Clara, Kouhone, Orange, Sage, Thyme, Yarrow, Zeni-oyster, Senkyu, Assembly, Spruce, Spruce, Birch, Sugina, Loofah, Maronie, Yukinoshita, Arnica, Lily, Mugwort, Peonies, Aloe, Gardenia, Sawara Natural extract extracted with solvent, alcohol, polyhydric alcohol, water, aqueous alcohol.
Cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride, and laurylamine oxide.
Metal sequestering agents such as disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate and gluconic acid.
Fragrance, scrub agent, purified water, etc.

Preferred bases for the sunscreen cosmetics of the present invention are decamethylcyclopentasiloxane, dimethylpolysiloxane, heptamethyloctyltrisiloxane, trimethylsiloxysilicic acid, squalane, cetyl isooctanoate, triglyceride isooctanoate, di-2-ethylhexyl succinate. It is a base containing an oil component. In particular, a W / O or O / W emulsion base containing decamethylcyclopentasiloxane as the main component of the oil phase is preferred.
In addition, it is preferable not to mix | blend the oil component which 4- (tert-butyl) -4'-methoxydibenzoylmethane melt | dissolves, such as isonononyl isononanoate.

  Examples of the sunscreen cosmetics of the present invention include product forms such as ointments, creams, emulsions, lotions and the like. The dosage form is not particularly limited, but is preferably used as a W / O sunscreen or an O / W sunscreen.

  The present invention will be specifically described below with reference to examples. The present invention is not limited to these examples.

<Particulate treatment>
A powder of 4- (tert-butyl) -4′-methoxydibenzoylmethane (Pulsol 1789: made by DSM Nutritional Products) is charged into a reaction vessel, carbon dioxide is fed into the reaction vessel, and the pressure is increased to 20 Mpa (35 degrees). After confirming that 4- (tert-butyl) -4′-methoxydibenzoylmethane was dissolved in carbon dioxide as a supercritical fluid, crystals were precipitated by spraying under atmospheric pressure through a nozzle to obtain fine powder (average The particle diameter was about 5 μm).
FIG. 1 shows an electron micrograph of 300 times of the powder before the micronization treatment. 2 and 3 show electron micrographs of the finely divided powder. FIG. 2 is an electron micrograph at 300 × magnification, and FIG. 3 is an electron micrograph at 2000 × magnification.

  The powder finely divided as described above was blended with Example 1 and Comparative Example 1 described below to produce a W / O sunscreen, and the dyeing property due to secondary adhesion was examined. Example 1 was produced by blending the above powder directly into a base. In Comparative Example 1, the powder was dissolved in an oil of isononyl isononanoate and blended into the base.

Example 1: W / O sunscreen
(1) Silicone-treated fine particle titanium dioxide 15
(2) 4- (tert-butyl) -4′-methoxydibenzoylmethane
3
(3) Decamethylcyclopentasiloxane 30
(4) Dimethylpolysiloxane 20
(5) POE-modified dimethylpolysiloxane 2
(6) Fragrance 0.1
(7) 1,3-butylene glycol 8
(8) Phenoxyethanol 0.3
(9) Ion exchange water Residual production method: (3) to (6) are mixed to obtain an oil phase. Separately, (7) to (9) were mixed to obtain an aqueous phase. Add (1) and (2) to the oil phase and mix with a homomixer. The aqueous phase is added to this and emulsified, and filled into a container.

Comparative Example 1: W / O sunscreen
(1) Silicone-treated fine particle titanium dioxide 15
(2) 4- (tert-butyl) -4′-methoxydibenzoylmethane
3
(3) Isononyl isononanoate 15
(4) Decamethylcyclopentasiloxane 25
(5) Dimethylpolysiloxane 10
(6) POE-modified dimethylpolysiloxane 2
(7) Fragrance 0.1
(8) 1,3-butylene glycol 8
(9) Phenoxyethanol 0.3
(10) Ion-exchange water Residual production method: (3) is mixed with (2) and heated and dissolved, and then (4) to (7) are mixed to obtain an oil phase. Separately, (8) to (10) are mixed to obtain an aqueous phase. Add (1) to the oil phase and mix with a homomixer. The aqueous phase is added to this and emulsified, and filled into a container.

"Evaluation of dyeing properties"
Apply a certain amount (2 mg / cm ² ) of the above-mentioned sunscreen cosmetic on a cotton cloth, leave it for one day, wash it with a normal detergent for clothes, and use a spectrocolorimeter (Minolta Co., Ltd .: present Konica) The ΔE and ΔYI of the coated part relative to the non-coated part were measured with CM-2002 manufactured by Minolta Sensing Co., Ltd. Moreover, the dyeing property of the external appearance was evaluated visually. The results are shown in “Table 1” and “FIG. 4”.
The washing machine was washed with laundry detergent. After drying, the sample was measured with a colorimeter.

  From the above results, it can be seen that the dyeing property of the present invention of Example 1 is significantly lower than that of Comparative Example 1. Therefore, the dyeing property of 4- (tert-butyl) -4′-methoxydibenzoylmethane, which is undesirable for sunscreen cosmetics, is improved.

Next, the ultraviolet absorption effect of Example 1 and Comparative Example 1 was compared. FIG. 5 shows the transmittance of the PMMA plate coated with a certain amount (1 mg / cm ² ) of each sunscreen cosmetic. It can be seen from FIG. 5 that the transmittances of Example 1 and Comparative Example 1 are substantially the same. Therefore, according to the present invention, it is possible to reduce the dyeability on clothes without reducing the ultraviolet absorption effect.

  Below, the prescription example of the sunscreen cosmetics which mix | blended said micronized 4- (tert-butyl) -4'-methoxydibenzoylmethane is given. Both are sunscreen cosmetics with reduced dyeing properties on clothes and exhibiting excellent ultraviolet absorbing ability.

Example 2: W / O sunscreen Compounding ingredients Mass%
(1) Silicone-treated fine particle titanium dioxide 15
(2) 4- (tert-butyl) -4′-methoxydibenzoylmethane
2
(3) Decamethylcyclopentasiloxane 35
(4) Dimethylpolysiloxane 15
(5) POE-modified dimethylpolysiloxane 3
(6) Fragrance 0.1
(7) 1,3-butylene glycol 5
(8) Phenoxyethanol 0.3
(9) Ion exchange water Residual production method: (3) to (6) are mixed to obtain an oil phase. Separately, (7) to (9) are mixed to obtain an aqueous phase. Add (1) and (2) to the oil phase and mix with a homomixer. The aqueous phase is added to this and emulsified, and filled into a container.

Example 3: O / W sunscreen Ingredients Mass%
(1) Silicone-treated fine particle titanium dioxide 5
(2) 4- (tert-butyl) -4′-methoxydibenzoylmethane
2
(3) Decamethylcyclopentasiloxane 12
(4) POE-modified dimethylpolysiloxane 3
(5) Fragrance 0.1
(6) PEG-60 hydrogenated castor oil 2
(7) Dynamite glycerin 5
(8) Succinoglycan 0.3
(9) Carboxymethylcellulose 0.3
(10) Ethanol 5
(11) Ion-exchanged water Residual production method: (1) to (5) are mixed, dispersed and crushed by a bead mill, and then added to a water phase in which (6) to (11) are dissolved while applying a homomixer To do.

Example 4: O / W / O sunscreen
mass%
(1) Polyoxyethylene (50) Polyoxypropylene (40)
Block copolymer dimethyl ethyl 0.5
(2) Isostearic acid 0.2
(3) Squalane 5.0
(4) 4- (tert-butyl) -4′-methoxydibenzoylmethane
2.0
(5) Decamethylcyclopentasiloxane 35
(6) Polyoxybutylene polyoxypropylene glycol 2.0
(7) Dimethyl distearyl ammonium hectorite 0.5
(8) Hydrophobized titanium oxide 12.0
(9) Citric acid 0.04
(10) Sodium citrate 0.06
(11) Dipropylene glycol 2.0
(12) Methyl glucose 1.0
(13) Dynamite glycerin 1.0
(14) Salt 0.1
(15) Methylparaben Appropriate amount (16) Phenoxyethanol Appropriate amount (17) Ion-exchange water Residual production method The oil phase of (1) to (4) is gradually added to the aqueous phase of (9) to (17) to form an O / W preparation Get. This preparation is gradually added to the oil phases (5) to (8), and then stirred with a homomixer to obtain the desired emulsion.

Example 5: Self-tanning cosmetic
mass%
Part A (1) 1,3-butylene glycol 5.0
(2) Glycerin 2.0
(3) Dihydroxyacetone 5.0
(4) Edetate disodium 0.05
(5) Paraben appropriate amount (6) Ion exchange water Residual part B (7) Glyceryl stearate 4.0
(8) Behenyl alcohol 3.0
(9) Stearyl alcohol 2.0
(10) Silicone oil 1.0
(11) Hardened palm oil 2.0
(12) Liquid paraffin 7.0
(13) 4- (tert-Butyl) -4′-methoxydibenzoylmethane
2.0
(14) Fragrance Appropriate amount production method Paraben dissolved by heating in disodium edetate, dihydroxyacetone, glycerin, and 1,3-butylene glycol is added to the ion exchange water of Part A and dissolved. After sufficiently heating and dissolving (7) to (12) of part B, (13) and (14) are further added to form part B and emulsified by adding to part A. This is cooled to obtain a self-tanning cream.

  ADVANTAGE OF THE INVENTION According to this invention, the sunscreen cosmetics which the dyeing | staining property with respect to clothes of 4- (tert-butyl) -4'-methoxydibenzoylmethane reduces, and were excellent also in the ultraviolet-ray absorption characteristic can be provided. According to the present invention, since the dyeing property to clothes is reduced, it becomes possible to highly blend 4- (tert-butyl) -4′-methoxydibenzoylmethane, SPF (Sun Protection Factor: UVB protection ability), PA (Protection Grade of UVA) can be improved.

It is an electron micrograph of 4- (tert-butyl) -4′-methoxydibenzoylmethane powder before fine particle treatment (300 times). It is an electron micrograph of 4- (tert-butyl) -4'-methoxydibenzoylmethane powder after fine particle treatment (300 times). It is an electron micrograph of 4- (tert-butyl) -4′-methoxydibenzoylmethane powder after fine particle treatment (2000 times). It is a graph which shows the measurement result of dyeing property. It is an ultraviolet absorption spectrum of Example 1 and Comparative Example 1.

Claims (1)

In sunscreen cosmetics containing 4- (tert-butyl) -4′-methoxydibenzoylmethane, 4- (tert-butyl) -4′-methoxydibenzoylmethane having an average particle size of 0.01 to 50 μm After dissolving in a supercritical fluid, spraying to form fine particles and blending the powder as it is, the 4- (tert-butyl) -4′-methoxydibenzoylmethane blended into the sunscreen cosmetic is applied to the clothes. A method to improve dyeing properties.