WO2010026755A1 - 日焼け止め化粧料 - Google Patents
日焼け止め化粧料 Download PDFInfo
- Publication number
- WO2010026755A1 WO2010026755A1 PCT/JP2009/004344 JP2009004344W WO2010026755A1 WO 2010026755 A1 WO2010026755 A1 WO 2010026755A1 JP 2009004344 W JP2009004344 W JP 2009004344W WO 2010026755 A1 WO2010026755 A1 WO 2010026755A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil
- sunscreen cosmetic
- sunscreen
- acid
- water
- Prior art date
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- 230000000475 sunscreen effect Effects 0.000 title claims abstract description 60
- 239000000516 sunscreening agent Substances 0.000 title claims abstract description 60
- 239000002537 cosmetic Substances 0.000 title claims abstract description 55
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000010696 ester oil Substances 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 14
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000843 powder Substances 0.000 claims abstract description 12
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000011787 zinc oxide Substances 0.000 claims abstract description 11
- OGEMCJNRDGZFQF-UHFFFAOYSA-N hexyl 2-benzoyl-4-(diethylamino)-3-hydroxybenzoate Chemical compound CCCCCCOC(=O)C1=CC=C(N(CC)CC)C(O)=C1C(=O)C1=CC=CC=C1 OGEMCJNRDGZFQF-UHFFFAOYSA-N 0.000 claims abstract description 3
- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 claims description 22
- 229960001630 diethylamino hydroxybenzoyl hexyl benzoate Drugs 0.000 claims description 22
- 229960001679 octinoxate Drugs 0.000 claims description 10
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims description 9
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 claims description 8
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- 239000002245 particle Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- 239000003921 oil Substances 0.000 abstract description 8
- 238000010186 staining Methods 0.000 abstract description 7
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- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
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- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
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- QZKRHPLGUJDVAR-UHFFFAOYSA-K EDTA trisodium salt Chemical compound [Na+].[Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O QZKRHPLGUJDVAR-UHFFFAOYSA-K 0.000 description 5
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- IINDNTOWGOQSCD-UHFFFAOYSA-N ethanol 2-phenoxyethanol propane-1,2,3-triol Chemical compound O(C1=CC=CC=C1)CCO.CCO.OCC(O)CO IINDNTOWGOQSCD-UHFFFAOYSA-N 0.000 description 4
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- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
-
- 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
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
Definitions
- the present invention relates to a sunscreen cosmetic. More specifically, the present invention relates to a sunscreen cosmetic that prevents contamination due to secondary adhesion to clothes.
- UV absorption wavelength regions by sunscreen cosmetics are the UV-A region (320 to 400 nm) and the UV-B region (290 to 320 nm). UV rays in the UV-A region darken the skin, but it was thought that sunburn occurred like the ultraviolet rays in the UV-B region and did not promote skin aging.
- UV-B region In recent years, ultraviolet rays in the UV-B region stay relatively on the surface of the skin, whereas ultraviolet rays in the UV-A region reach the deep part of the skin, causing aging of the skin as well as skin cancer. It has been found to be a cause of triggering. Thus, there is an increasing demand for sunscreen cosmetics, particularly in the UV-A region.
- One of the ultraviolet absorbers useful in the UV-A region is diethylaminohydroxybenzoyl hexyl benzoate. Further, octyl methoxycinnamate (2-ethylhexyl p-methoxycinnamate) and octocrylene are known UV absorbers.
- an important problem in sunscreen cosmetics is the problem of staining (that is, dyeing property) when secondary adheres to clothes based on the coloring of the UV absorber.
- diethylaminohydroxybenzoyl hexyl benzoate is a useful UV absorber in the UV-A region, but it is contaminated by secondary adhesion. Therefore, diethylaminohydroxybenzoyl hexyl benzoate cannot be highly blended in sunscreen cosmetics.
- Patent Document 1 a technique for preventing antifouling has been developed by combining diethylaminohydroxybenzoyl hexyl benzoate and a specific benzotriazole derivative into a sunscreen cosmetic.
- octyl methoxycinnamate and octocrylene are useful UV absorbers for sunscreen cosmetics.
- octylmethoxycinnamate is easily colored and causes staining.
- by combining octyl methoxycinnamate with a specific benzotriazole derivative it is possible to prevent octyl methoxycinnamate from being stained (colorability) and to have an excellent UV absorption effect in the UV-A region.
- Patent Document 2 A technique for exhibiting the above has been developed (Patent Document 2).
- sunscreen cosmetics comprising a water-in-oil emulsion composition containing diethylaminohydroxybenzoyl hexyl benzoate are known (Patent Documents 3 and 4). And in order to raise an ultraviolet-ray protective effect, in many sunscreen cosmetics, the powder of a zinc oxide and / or a titanium oxide is mix
- An object of the present invention is to provide a sunscreen cosmetic that improves the adhesion (dyeability) of clothes in a sunscreen cosmetic containing diethylaminohydroxybenzoyl hexyl benzoate.
- the present invention is a sunscreen cosmetic containing diethylaminohydroxybenzoyl hexyl benzoate, (1) Formulating an ester oil having two or more ester bonds, (2) Without blending zinc oxide and / or titanium oxide, (3) The present invention further provides a sunscreen cosmetic characterized by being prepared into a water-in-oil or oil-in-water emulsion composition.
- the present invention also provides the sunscreen cosmetic described above, wherein the mass ratio of the ester oil to the diethylaminohydroxybenzoyl hexyl benzoate is 2 or more.
- the present invention provides the sunscreen cosmetic described above, wherein the zinc oxide and / or titanium oxide powder is an ultrafine powder having an average particle size of 10 nm to 100 nm.
- the present invention further provides (4) the sunscreen cosmetic described above, which further comprises (4) octylmethoxycinnamate and / or octocrylene.
- the present invention provides the sunscreen cosmetic described above, wherein the amount of hexyl diethylaminohydroxybenzoyl benzoate is 1 to 5% by mass based on the total amount of the sunscreen cosmetic. .
- the sunscreen cosmetic of the present invention reduces the adhesion of 4- (1,1-dimethylethyl) -4′-methoxydibenzoylmethane to clothes. Therefore, it can be highly blended in sunscreen cosmetics.
- the sunscreen cosmetic of the present invention exhibits a high ultraviolet absorption effect in a wide UV region.
- Diethylaminohydroxybenzoyl hexyl benzoate Diethylaminohydroxybenzoyl hexyl benzoate used in the present invention is an ultraviolet absorber in the UV-A region represented by the following formula.
- commercially available products Ubinar A plus: manufactured by BASF
- R ′ a linear alkyl group of C1 to C6
- R ′′ a linear alkyl group of C1 to C3
- the amount of diethylaminohydroxybenzoyl hexyl benzoate is appropriately determined, it is preferably 1 to 5% by mass based on the total amount of the sunscreen cosmetic.
- ester oil The ester oil preferably used in the present invention is diisopropyl sebacate, glyceryl tri-2-ethylhexanoate, pentaerythrityl tetra-2-ethylhexanoate, diethylhexyl succinate, cetyl 2-ethylhexanoate, alkyl having 12 to 15 carbon atoms.
- benzoate and isononyl isononanoate Particularly preferred is diisopropyl sebacate.
- the blending amount of the ester oil is 1.5 to 20% by mass, preferably 5 to 15% by mass with respect to the total amount of the sunscreen cosmetic. In the present invention, it is not necessary to add other oils. Other oil components constituting the emulsified composition can be blended within a range not impairing the effects of the present invention.
- the mass ratio of the ester oil to the diethylaminohydroxybenzoyl hexyl benzoate is preferably 2 or more (ester oil / diethylaminohydroxybenzoyl hexyl benzoate).
- Zinc oxide and / or titanium oxide In the present invention, it is a condition that no powder of zinc oxide and / or titanium oxide is blended. It is a preferable condition that an ultrafine particle powder having an average particle diameter of 10 nm to 100 nm is not blended.
- Optylmethoxycinnamate and / or octocrylene The above are well-known ultraviolet absorbers and optional ingredients, but can be added to the sunscreen cosmetics of the present invention to increase the ultraviolet absorption effect without impairing the effects of the present invention. Even if the octyl methoxycinnamate is contaminated, it can be removed by washing. In particular, octocrylene is preferable because of the ultraviolet absorption effect in the UV-B region.
- the blending amount of octylmethoxycinnamate is 0 to 15% by mass with respect to the total amount of the sunscreen cosmetic.
- the amount of octocrylene is 0 to 10% by mass based on the total amount of the sunscreen cosmetic. When both are blended simultaneously, the total amount is preferably 0 to 15% by mass with respect to the total amount of the sunscreen cosmetic.
- the sunscreen cosmetics of the present invention are usually used in cosmetics, such as whitening agents, moisturizers, antioxidants, alcohols, thickeners, colorants, various powder components, Various oily components and various aqueous components can be appropriately blended as necessary, and can be prepared into a water-in-oil emulsion composition by a conventional method.
- the compounding quantity of the water which comprises the water-in-oil type or an oil-in-water type emulsion composition is arbitrary, and is suitably determined according to a product.
- the emulsifier is optional.
- As the emulsifier POE / methyl polysiloxane copolymer, silicone chain branched POE / methyl polysiloxane copolymer, cross-linked POE / methyl polysiloxane copolymer, alkyl / POE co-modified methyl polysiloxane copolymer, silicone Examples thereof include a chain-branched alkyl / POE co-modified methyl polysiloxane copolymer, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene glycerin fatty acid ester, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester.
- an emulsifier preferable for the present invention is an alkyl / POE co-modified methyl polysiloxane copolymer or an acrylic acid / alkyl methacrylate copolymer.
- 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.
- a liquid constituting an aqueous phase such as ethanol or 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, ⁇ -tocopherol, ⁇ -tocopherol, ⁇ -tocopherol, vitamin E acetate, vitamin E nicotinate and other vitamin E, vitamin D, vitamin H, pantothenic acid, pantethine, etc.
- 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 B
- Vitamins Nicotinamide, benzyl nicotinate, ⁇ -oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid and its derivatives, hinokitiol, mucidin, bisabolol, eucalyptol, thymol, inositol, saponins (psychosaponin, carrot saponin, loofah)
- Various drugs such as saponin, muclodisaponin, etc.), pantothenyl ethyl ether, ethinyl estradiol, tranexamic acid, cephalanthin, placenta extract.
- 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.
- the sunscreen cosmetics of the present invention include product forms such as ointments, creams, emulsions, lotions and the like.
- a compounding quantity is the mass% with respect to the whole quantity unless there is particular notice.
- Sunscreen oil-in-water emulsified cosmetics shown in each table were produced by a conventional method. The cleaning removal effect against the adhesion was confirmed by the following method. However, Table 4 shows oil-in-water emulsified cosmetics (milky sunscreen).
- the sunscreen cosmetic is an oil-in-water emulsion composition
- the contamination is reduced and the anti-staining property is excellent.
- Example 13 W / O type sunscreen cosmetic (sunscreen)" Decamethylcyclopentanesiloxane 18% by mass Dimethylpolysiloxane 2 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 1.5 Trimethylsiloxysilicic acid 5 Polyoxyethylene / methylpolysiloxane copolymer 0.5 Diisopropyl sebacate 15 2-Ethylhexyl paramethoxycinnamate 7.5 Diethylaminohydroxybenzoyl hexyl benzoate 2 Dimethyl distearyl ammonium hectorite 0.2 Purified water Residual trisodium edetate 0.05 Dipropylene glycol 5 Paraben 0.25 Glycerin 2 Ethanol 2 Phenoxyethanol 0.3
- Example 14 W / O type sunscreen cosmetic (sunscreen)" Decamethylcyclopentanesiloxane 18% by mass Dimethylpolysiloxane 2 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 1.5 Trimethylsiloxysilicic acid 5 Polyoxyethylene / methylpolysiloxane copolymer 0.5 Isononyl isononanoate 15 2-Ethylhexyl paramethoxycinnamate 7.5 Diethylaminohydroxybenzoyl hexyl benzoate 2 Dimethyl distearyl ammonium hectorite 0.2 Purified water Residual trisodium edetate 0.05 Dipropylene glycol 5 Paraben 0.25 Glycerin 2 Ethanol 2 Phenoxyethanol 0.3
- Example 15 W / O type sunscreen cosmetic (sunscreen)" Decamethylcyclopentanesiloxane 18% by mass Dimethylpolysiloxane 2 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 1.5 Trimethylsiloxysilicic acid 5 Polyoxyethylene / methylpolysiloxane copolymer 0.5 Glyceryl tri-2-ethylhexanoate 1.5 Octocrylene 7.5 Diethylaminohydroxybenzoyl hexyl benzoate 0.5 Dimethyl distearyl ammonium hectorite 0.2 Purified water Residual trisodium edetate 0.5 Dipropylene glycol 5 Paraben 0.25 Glycerin 2 Ethanol 2 Phenoxyethanol 0.3
- Example 16 W / O type sunscreen cosmetic (sunscreen)" Decamethylcyclopentanesiloxane 18% by mass Dimethylpolysiloxane 2 Cetyl dimethicone copolyol 1.5 Trimethylsiloxysilicic acid 5 Polyoxyethylene / methylpolysiloxane copolymer 0.5 Diisopropyl sebacate 10 Diethylaminohydroxybenzoyl hexyl benzoate 5 Dimethyl distearyl ammonium hectorite 0.2 Dicaprylyl carbonate 10 Purified water Residual trisodium edetate 0.05 Dipropylene glycol 5 Paraben 0.25 Glycerin 2 Ethanol 2 Phenoxyethanol 0.3
- Example 17 O / W type sunscreen
- Ion exchange water Residual dipropylene glycol 3 Dynamite Glycerin 1
- Acrylic acid / alkyl methacrylate copolymer 0.05
- Carboxyvinyl polymer 0.1
- Potassium hydroxide 0.055 Diethylaminohydroxybenzoyl hexyl benzoate 2
- Octyl methoxycinnamate 5 Isostearic acid 0.2 Diisopropyl sebacate 9
- a sunscreen cosmetic containing diethylaminohydroxybenzoyl hexyl benzoate it is possible to provide a sunscreen cosmetic with improved clothing adhesion (dyeability).
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| Application Number | Priority Date | Filing Date | Title |
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| JP2008229231A JP2010059136A (ja) | 2008-09-08 | 2008-09-08 | 日焼け止め化粧料 |
| JP2008-229231 | 2008-09-08 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011122072A1 (ja) * | 2010-03-30 | 2011-10-06 | 株式会社 資生堂 | Ｏ／ｗ乳化組成物 |
| CN104768529A (zh) * | 2012-10-30 | 2015-07-08 | 株式会社资生堂 | 防晒化妆品 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5361089B2 (ja) | 2011-08-26 | 2013-12-04 | 株式会社 資生堂 | 油中水型乳化日焼け止め化粧料 |
| CN103889509A (zh) * | 2011-10-28 | 2014-06-25 | 荷兰联合利华有限公司 | 水性光防护个人护理组合物 |
| JP6022405B2 (ja) * | 2013-05-29 | 2016-11-09 | 日本メナード化粧品株式会社 | 化粧料 |
| JP6569304B2 (ja) * | 2014-06-03 | 2019-09-04 | 大正製薬株式会社 | 日焼け止め組成物 |
| EP3768227A1 (en) * | 2018-03-20 | 2021-01-27 | DSM IP Assets B.V. | Topical composition |
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| JP2007518757A (ja) * | 2004-01-22 | 2007-07-12 | ビーエーエスエフ アクチェンゲゼルシャフト | レチノイド含有組成物 |
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| WO2007138750A1 (ja) * | 2006-06-01 | 2007-12-06 | Shiseido Company, Ltd. | 日焼け止め化粧料 |
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| CN104768529A (zh) * | 2012-10-30 | 2015-07-08 | 株式会社资生堂 | 防晒化妆品 |
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