WO2022210145A1 - 化粧料 - Google Patents
化粧料 Download PDFInfo
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- WO2022210145A1 WO2022210145A1 PCT/JP2022/013395 JP2022013395W WO2022210145A1 WO 2022210145 A1 WO2022210145 A1 WO 2022210145A1 JP 2022013395 W JP2022013395 W JP 2022013395W WO 2022210145 A1 WO2022210145 A1 WO 2022210145A1
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- 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
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
Definitions
- the present invention relates to a cosmetic comprising an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane, butyloctyl salicylate, and an alkylene oxide derivative.
- UV care cosmetics which are a type of UV care cosmetics, block UVA and UVB from reaching the skin by blending ultraviolet absorbers and ultraviolet scattering agents to protect the skin from damage caused by ultraviolet rays. . Therefore, there is still a demand for a UV care cosmetic that has a UV protection effect even under severe UV conditions in outdoor activities such as swimming in the pool or the sea in the summer and skiing in the winter.
- UV absorbers there are several types of UV absorbers, such as ethylhexyl methoxycinnamate and octocrylene.
- Ethylhexyl methoxycinnamate and octocrylene are liquid ultraviolet absorbers having absorption wavelengths mainly in the UVB region, and are used in a large number of sunscreen cosmetics due to their excellent ultraviolet absorption ability and availability.
- UV absorbers are known to irritate the skin of users with sensitive skin.
- the ultraviolet absorber moves on the skin due to sebum, sweat, etc., and enters the eyes from the corners of the eyes, etc., and can cause painful eyes. It's a problem.
- Patent Document 1 discloses a sunscreen composition containing an ultraviolet absorber, diisopropyl sebacate, and at least one oil agent selected from ethylhexylmethoxycrylene and butyloctyl salicylate. Cosmetics containing derivatives are not disclosed at all, and when a UV absorber with poor photostability is blended, its UV protection ability is reduced by light irradiation (hereinafter also referred to as "photodegradation"). ) can be improved.
- photodegradation light irradiation
- the present inventors surprisingly found that by using a cosmetic containing an ultraviolet absorber containing t-butylmethoxydibenzoylmethane, butyloctyl salicylate, and an alkylene oxide derivative, an ultraviolet protective effect, particularly It was found that a cosmetic that can improve photodegradation can be obtained.
- the present invention is based on these findings.
- the present invention discloses a cosmetic comprising (A) an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane, (B) butyloctyl salicylate, and (C) an alkylene oxide derivative.
- an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane
- a cosmetic comprising (B) butyloctyl salicylate and (C) an alkylene oxide derivative.
- the cosmetic of the present invention it is advantageous in that it is possible to obtain a cosmetic that can improve ultraviolet protection effects, particularly photodegradation.
- the present invention (A) an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane; A cosmetic comprising (B) butyloctyl salicylate and (C) an alkylene oxide derivative.
- the cosmetic of the present invention contains (A) an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane.
- an ultraviolet absorber comprising t-butylmethoxydibenzoylmethane.
- the UV absorber contained in the cosmetic of the present invention in addition to t-butylmethoxydibenzoylmethane, those commonly used in sunscreen cosmetics can be used.
- UV absorbers are not particularly limited, but a wide range of UV absorbers commonly used in cosmetics can be mentioned. Specific examples include benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoylmethane derivatives, ⁇ , ⁇ -diphenylacrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranil derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4-diarylbutadiene derivatives and the like.
- Benzoic acid derivatives include ethyl para-aminobenzoate (PABA), ethyl-dihydroxypropyl PABA, ethylhexyl-dimethyl PABA, glyceryl PABA, PEG-25-PABA, hexyl diethylaminohydroxybenzoylbenzoate, and the like.
- PABA ethyl para-aminobenzoate
- ethyl-dihydroxypropyl PABA ethylhexyl-dimethyl PABA
- glyceryl PABA glyceryl PABA
- PEG-25-PABA hexyl diethylaminohydroxybenzoylbenzoate
- salicylic acid derivatives include homosalate, ethylhexyl salicylate (ethylhexyl salicylate), dipropylene glycol salicylate, and TEA salicylate.
- octyl methoxycinnamate isopropyl methoxycinnamate, isoamyl methoxycinnamate, cinnoxate, DEA methoxycinnamate, diisopropyl methyl cinnamate, glyceryl-ethylhexanoate-dimethoxycinnamate, di-(2-ethylhexyl) -4'-Methoxybenzalmalonate and the like.
- Dibenzoylmethane derivatives include 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one and the like.
- ⁇ , ⁇ -diphenyl acrylate derivatives include ethocrylene and the like.
- Benzophenone derivatives include benzophenone-1, benzophenone-2, benzophenone-3 or oxybenzone, benzophenone-4, benzophenone-5, benzophenone-6, benzophenone-8, benzophenone-9, and benzophenone-12.
- benzylidene camphor derivatives include 3-benzylidene camphor, 4-methylbenzylidene camphor, benzylidene camphor sulfonic acid, benzalkonium methosulfate camphor, terephthalylidene dicamphor sulfonic acid, and polyacrylamidemethylbenzylidene camphor.
- Phenylbenzimidazole derivatives include phenylbenzimidazole sulfonic acid, disodium phenyldibenzimidazole tetrasulfonate, and the like.
- Triazine derivatives include bisethylhexyloxyphenolmethoxyphenyltriazine, ethylhexyltriazone, diethylhexylbutamide triazone, 2,4,6-tris(diisobutyl-4'-aminobenzalmalonate)-s-triazine, 2, 4,6-tris[4-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-triazine and the like.
- Phenylbenzotriazole derivatives include drometrisoltrisiloxane and methylenebis(benzotriazolyltetramethylbutylphenol).
- anthranyl derivatives examples include menthyl anthranilate.
- imidazoline derivatives include ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.
- benzalmalonate derivatives include polyorganosiloxanes having benzalmalonate functional groups.
- 4,4-diarylbutadiene derivatives include 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene and the like.
- the amount of the (A) ultraviolet absorber blended in the cosmetic according to the present invention is not particularly limited, but is 5 to 40% by mass, more preferably 6 to 40% by mass, based on the total amount of the cosmetic. %, still more preferably 7 to 30 mass %.
- the ultraviolet absorbent (A) may be used alone or in combination of two or more.
- the blending amount of t-butylmethoxydibenzoylmethane in (A) the ultraviolet absorber blended in the cosmetic according to the present invention is not particularly limited, but is 0.5 to 0.5 with respect to the total amount of the cosmetic. 5 mass %, more preferably 0.5 to 4 mass %, still more preferably 1 to 2.5 mass %.
- the content of ethylhexyl methoxycinnamate in the cosmetic of the present invention is 2% by mass or less, more preferably 1% by mass or less, relative to the total amount of the cosmetic. and more preferably 0.5% by mass or less.
- the cosmetic of the present invention also includes an aspect in which it does not contain ethylhexyl methoxycinnamate or does not substantially contain it.
- the content of octocrylene in the cosmetic of the present invention is 2% by mass or less, more preferably 1% by mass or less, relative to the total amount of the cosmetic, More preferably, it is 0.5% by mass or less.
- the cosmetics of the present invention also include embodiments that do not contain or substantially do not contain octocrylene.
- the total content of ethylhexyl methoxycinnamate and octocrylene in the cosmetic of the present invention is 3% by mass or less, more preferably 2% by mass, based on the total amount of the cosmetic. % by mass or less, more preferably 1% by mass or less.
- the cosmetic of the present invention contains (B) butyloctyl salicylate.
- Commercial products such as HALLBRITE BHB (trade name: manufactured by HallStar) can be used as butyloctyl salicylate used in the cosmetic of the present invention.
- the amount of (B) butyloctyl salicylate contained in the cosmetic of the present invention is not particularly limited, but is preferably 1 to 10% by mass, more preferably 1 to 10% by mass, based on the total amount of the cosmetic. , 2 to 8% by mass with respect to the total amount of the cosmetic.
- the cosmetic of the present invention includes (C) an alkylene oxide derivative.
- the (C) alkylene oxide derivative contained in the cosmetic of the present invention is not particularly limited, but is preferably a compound represented by the following formula (I).
- AO is an oxyalkylene group having 3 to 4 carbon atoms
- EO is an oxyethylene group
- p and q are an oxyalkylene group having 3 to 4 carbon atoms, and the average number of added moles of oxyethylene groups, respectively, 1 ⁇ p ⁇ 70, 1 ⁇ q ⁇ 70, and the ratio of the oxyethylene group to the total of the oxyalkylene group and the oxyethylene group is 20 to 80 mass%
- the oxyalkylene group and the oxyethylene group may be added in block form or in random form
- R 1 and R 2 may be the same or different and each is a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom, and the ratio of the number of hydrogen atoms to the
- AO is an oxyalkylene group having 3 to 4 carbon atoms, and examples thereof include oxypropylene group, oxybutylene group, oxyisobutylene group, trimethylene group, tetramethylene group and the like. , preferably an oxypropylene group or an oxybutylene group.
- p is the average number of added moles of oxyalkylene groups having 3 to 4 carbon atoms, and satisfies 1 ⁇ p ⁇ 70, preferably 2 ⁇ p ⁇ 20.
- q is the average number of added moles of oxyethylene groups, and satisfies 1 ⁇ q ⁇ 70, preferably 2 ⁇ q ⁇ 20.
- (p+q) is preferably 8 to 100.
- the ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is preferably 20 to 80% by mass.
- the order of addition of ethylene oxide and alkylene oxide having 3 to 4 carbon atoms is not particularly limited.
- the oxyethylene group and the oxyalkylene group having 3 to 4 carbon atoms may be added in a block form or in a random form, preferably in a random form.
- the block shape includes not only two-stage blocks but also three-stage blocks.
- R 1 and R 2 Even if each of R 1 and R 2 is the same type, a hydrocarbon group having 1 to 4 carbon atoms and a hydrogen atom may be mixed, or different hydrocarbon groups having 1 to 4 carbon atoms may be mixed. may However, among the hydrocarbon groups of R 1 and R 2 , the abundance ratio of the hydrocarbon group and the hydrogen atom is such that the ratio Y/X of the number of hydrogen atoms (Y) to the number of hydrocarbon groups (X) is 0.15 or less, preferably 0.06 or less.
- alkylene oxide derivatives include, for example, polyoxyethylene (10 mol) polyoxypropylene (10 mol) dimethyl ether, polyoxyethylene (9 mol) polyoxypropylene (2 mol) dimethyl ether, polyoxyethylene (14 mol) Polyoxypropylene (7 mol) dimethyl ether, Polyoxyethylene (6 mol) Polyoxypropylene (14 mol) dimethyl ether, Polyoxyethylene (15 mol) Polyoxypropylene (5 mol) dimethyl ether, Polyoxyethylene (25 mol) Polyoxy Propylene (25 mol) dimethyl ether, polyoxyethylene (9 mol) polyoxybutylene (2 mol) dimethyl ether, polyoxyethylene (14 mol) polyoxybutylene (7 mol) dimethyl ether, polyoxyethylene (10 mol) polyoxypropylene ( 10 mol) diethyl ether, polyoxyethylene (10 mol) polyoxypropylene (10 mol) dipropyl ether, polyoxyethylene (10 mol) polyoxypropylene (10 mol) dibutyl ether,
- the alkylene oxide derivative of the present invention can be produced by a known method. For example, it can be obtained by subjecting a compound having a hydroxyl group to addition polymerization of ethylene oxide and an alkylene oxide having 3 to 4 carbon atoms, followed by an ether reaction with an alkyl halide in the presence of an alkali catalyst.
- the amount of the (C) alkylene oxide derivative contained in the cosmetic of the present invention is not particularly limited, but is preferably 1 to 15% by mass, more preferably 1 to 15% by mass, based on the total amount of the cosmetic. , 8 to 12% by mass with respect to the total amount of the cosmetic.
- the blending amount of the alkylene oxide derivative is set to 1 to 15% by mass based on the total amount of the cosmetic, it is possible to further improve the UV protection effect, particularly photodegradation.
- (D) Ester oil The cosmetic composition of the present invention preferably contains (D) an ester oil from the viewpoint of improving photodegradation.
- (D) ester oil means an ester oil other than butyloctyl salicylate and an ultraviolet absorber.
- Ester oil contained in the cosmetic of the present invention is not particularly limited, but examples include diethylhexyl succinate, alkyl benzoate (C12-15), phenethyl benzoate, diisopropyl sebacate, 2- Cetyl ethylhexanoate, glyceryl tri-2-ethylhexanoate, dibutyl adipate, 2-ethylhexyl palmitate, isopropyl palmitate, isopropyl myristate, isopropyl stearate, isobutyl stearate, 2-ethylhexyl stearate, isopropyl isostearate , butyl isostearate, decyl isostearate, lauryl isostearate, isodecyl isodecanoate, isodecyl isononanoate, isotridecyl isononanoate, isononyl isononan
- diethylhexyl succinate diethylhexyl succinate, alkyl (C12-15) benzoate, or diethylhexyl sebacate, more preferably a combination of diethylhexyl succinate and alkyl (C12-15) benzoate.
- the amount of the (D) ester oil contained in the cosmetic of the present invention is not particularly limited, but is preferably 5 to 30% by mass relative to the total amount of the cosmetic, more preferably It is 5 to 25% by mass with respect to the total amount of the cosmetic.
- the (D) ester oil contained in the cosmetic of the present invention contains diethylhexyl succinate and/or alkyl benzoate (C12-15), diethylhexyl succinate and/or alkyl benzoate (C12-15)
- the blending amount (the sum of the respective blending amounts when both are included) is preferably 5 to 10% by mass relative to the total amount of the cosmetic. This makes it possible to further improve the UV protection effect, particularly photodegradation.
- the cosmetic of the present invention may contain other optional components such as inorganic powder, organic powder, water-soluble polymer, oil-soluble polymer, waxes, alcohols, hydrocarbon oils, fatty acids, higher Alcohols, fatty acid esters, silicone oils, surfactants, drugs and the like may be included.
- the inorganic powder that may be contained in the cosmetics of the present invention is not particularly limited as long as it is powder used in the field of cosmetics. Specific examples include one or Two or more types are mentioned.
- the ultraviolet scattering agent it is particularly preferable to use powders having a refractive index of 1.5 or more, such as zinc oxide, titanium oxide, and cerium oxide, from the viewpoint of optical properties.
- the ultraviolet scattering agent may preferably contain a surface-hydrophobicized ultraviolet scattering agent, because surface-hydrophobicizing treatment improves dispersibility in oil and water resistance.
- surface treatment methods include silicone treatment with methylhydrogenpolysiloxane, methylpolysiloxane, etc.; alkylsilane treatment; fluorine treatment with perfluoroalkyl phosphate, perfluoroalcohol, etc.; amino acid treatment with N-acylglutamic acid, etc.; , lecithin treatment; metal soap treatment; fatty acid treatment; alkyl phosphate treatment, and the like.
- the UV scattering agent that may be contained in the cosmetic of the present invention is not particularly limited, it is usually preferred that the average primary particle size is 100 nm or less, more preferably 80 nm or less. When the average primary particle size greatly exceeds 100 nm, it tends to cause whitening and white residue.
- the average primary particle size in the present invention is, for example, a value obtained as an arithmetic mean of the long axis and short axis of particles from a transmission electron microscope photograph.
- the particle shape of the ultraviolet scattering agent is not particularly limited, and it may be in the state of primary particles or in the form of aggregated secondary aggregates. Also, the shapes such as spherical, elliptical, and crushed shapes are not particularly limited.
- water-soluble polymers examples include homopolymers and copolymers of 2-acrylamido-2-methylpropanesulfonic acid (hereinafter abbreviated as "AMPS").
- Copolymers are copolymers consisting of comonomers such as vinylpyrrolidone, acrylamide, sodium acrylate, hydroxyethyl acrylate and the like. That is, AMPS homopolymer, vinylpyrrolidone/AMPS copolymer, dimethylacrylamide/AMPS copolymer, acrylamide/AMPS copolymer, sodium acrylate/AMPS copolymer and the like are exemplified.
- carboxyvinyl polymer ammonium polyacrylate, sodium polyacrylate, sodium acrylate/alkyl acrylate/sodium methacrylate/alkyl methacrylate copolymer, carrageenan, pectin, mannan, curdlan, chondroitin sulfate, starch, Glycogen, gum arabic, sodium hyaluronate, tragacanth gum, xanthan gum, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, guar gum, dextran, kerato sulfate, locust bean gum, succinoglucan, chitin, chitosan, carboxymethyl chitin, agar, etc. exemplified.
- oil-soluble polymers examples include trimethylsiloxysilicate, alkyl-modified silicone, polyamide-modified silicone, dimethicone crosspolymer, (dimethicone/vinyl dimethicone) crosspolymer, and polymethylsilsesquioxane.
- waxes examples include beeswax, candelilla wax, carnauba wax, and jojoba wax.
- alcohols examples include lower alcohols such as ethanol and isopropanol, and polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol and polybutylene glycol.
- hydrocarbon oils examples include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, polyethylene wax, and Fischer-Tropsch wax.
- fatty acids examples include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, and arachidonic acid.
- Higher alcohols include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, arachyl alcohol, batyl alcohol, chimyl alcohol, carnavir alcohol, ceryl alcohol, kolyanyl alcohol, myricyl alcohol, laxeryl alcohol, Dyl alcohol, isostearyl glyceryl ether, octyl alcohol, triacontyl alcohol, selachyl alcohol, cetostearyl alcohol, oleyl alcohol, lanolin alcohol, hydrogenated lanolin alcohol, isostearyl alcohol, hexyldecanol, octyldecanol and the like are exemplified.
- silicone oils examples include methylpolysiloxane, octamethylsiloxane, decamethyltetrasiloxane, methylhydrogenpolysiloxane, methylphenylpolysiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, and decamethylcyclopentasiloxane. be able to.
- Preferred examples include octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane.
- Surfactants include anionic, cationic, nonionic, or amphoteric surfactants, including silicone-based or hydrocarbon-based surfactants.
- powder components other than UV scattering agents include nylon and acrylic polymer spherical powder, silica powder, silicone powder, and metal oxide powder surface-treated with a surface treatment agent that does not contain metal.
- drugs include salts of L-ascorbic acid and its derivatives, dipotassium glycyrrhizinate, glycyrrhizic acid and its derivatives such as monoammonium glycyrrhizinate, glycyrrhetic acid and its derivatives such as stearyl glycyrrhetinate, salts of allantoin, tranexamic acid and its derivatives. , alkoxysalicylic acid and its derivative salts, glutathione and its derivative salts, allantoin, azulene and the like.
- the cosmetic of the present invention is an oily cosmetic.
- the oil-based cosmetic means a one-phase (anhydrous) oil-based cosmetic or a water-in-oil type cosmetic.
- a more preferred embodiment of the cosmetic of the present invention is a water-in-oil emulsified cosmetic.
- the cosmetic of the present invention is a sunscreen cosmetic, which may be an oil-based cosmetic or a water-in-oil emulsified cosmetic.
- Specific dosage forms include sunscreen emulsions and sunscreen creams, and can be produced using conventional methods suitable for each dosage form.
- the present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the blending amount is expressed in mass %.
- Examples 1 to 6 and Comparative Examples 1 to 6 having the compositions shown in Tables 1 and 2 below were prepared by a conventional method, and the residual rate (%) was calculated based on the method below. In addition, Tables 1 and 2 describe the calculated residual rate (%).
- Residual rate after light irradiation (%) (absorbance integrated value after light irradiation) / (absorbance integrated value before light irradiation) ⁇ 100
- Residual rate is 90% or more
- Residual rate is 85% or more and less than 90%
- C Residual rate is 80% or more and less than 85%
- D Residual rate is less than 80%
- Formulation Example 1 Sunscreen An example of a sunscreen included in the cosmetics of the present invention is shown below as Formulation Example 1.
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Abstract
Description
(1)(A)t-ブチルメトキシジベンゾイルメタンを含んでなる紫外線吸収剤、
(B)サリチル酸ブチルオクチル、および
(C)アルキレンオキシド誘導体
を含んでなる、化粧料。
(2)前記(C)アルキレンオキシド誘導体が下記式(I)で表される化合物である、(1)に記載の化粧料:
AOは炭素数3~4のオキシアルキレン基、EOはオキシエチレン基、pおよびqはそれぞれ炭素数3~4のオキシアルキレン基、オキシエチレン基の平均付加モル数で、1≦p≦70および1≦q≦70であり、オキシアルキレン基とオキシエチレン基の合計に対するオキシエチレン基の割合が、20~80質量%であり、
オキシアルキレン基とオキシエチレン基とがブロック状に付加していてもランダム状に付加していてもよく、
R1およびR2は同一もしくは異なっていてもよい炭素数1~4の炭化水素基または水素原子であり、R1およびR2の炭化水素基数に対する水素原子数の割合が0.15以下である)。
(3)前記(C)アルキレンオキシド誘導体において、オキシアルキレン基とオキシエチレン基とがランダム状に付加しているものである、(2)に記載の化粧料。
(4)化粧料中のメトキシケイヒ酸エチルヘキシルの配合量が、化粧料の全量に対して、2質量%以下である、(1)~(3)のいずれかに記載の化粧料。
(5)化粧料中のオクトクリレンの配合量が、化粧料の全量に対して、2質量%以下である、(1)~(4)のいずれかに記載の化粧料。
(6)油性化粧料である、(1)~(5)のいずれかに記載の化粧料。
(7)油中水型乳化化粧料である、(1)~(6)のいずれかに記載の化粧料。
(8)日焼け止め化粧料である、(1)~(7)のいずれかに記載の化粧料。
(A)t-ブチルメトキシジベンゾイルメタンを含んでなる紫外線吸収剤、
(B)サリチル酸ブチルオクチル、および
(C)アルキレンオキシド誘導体
を含んでなる、化粧料である。
本発明の化粧料には(A)t-ブチルメトキシジベンゾイルメタンを含んでなる紫外線吸収剤が含まれる。本発明の化粧料に含まれる紫外線吸収剤には、t-ブチルメトキシジベンゾイルメタンの他に日焼け止め化粧料に通常用いられるものを使用することができる。
本発明の化粧料には(B)サリチル酸ブチルオクチルが含まれる。本発明の化粧料に用いられるサリチル酸ブチルオクチルは、HALLBRITE BHB(商品名:HallStar製)等の市販品を利用することができる。
本発明の化粧料には(C)アルキレンオキシド誘導体が含まれる。本発明の化粧料に含まれる(C)アルキレンオキシド誘導体は、特に限定されるものではないが、好ましくは下記式(I)で表される化合物である。
AOは炭素数3~4のオキシアルキレン基、EOはオキシエチレン基、pおよびqはそれぞれ炭素数3~4のオキシアルキレン基、オキシエチレン基の平均付加モル数で、1≦p≦70、1≦q≦70であり、オキシアルキレン基とオキシエチレン基の合計に対するオキシエチレン基の割合が、20~80質量%であり、
オキシアルキレン基とオキシエチレン基とがブロック状に付加していてもランダム状に付加していてもよく、
R1およびR2は同一もしくは異なっていてもよい炭素数1~4の炭化水素基または水素原子であり、R1およびR2の炭化水素基数に対する水素原子数の割合が0.15以下である)。
本発明の化粧料には、(D)エステル油が含まれることが光劣化の改善の観点から好ましい。本発明において、(D)エステル油は、サリチル酸ブチルオクチルおよび紫外線吸収剤以外のエステル油を意味する。本発明の化粧料に含まれる(D)エステル油は、特に限定されるものではないが、例えば、コハク酸ジエチルヘキシル、安息香酸アルキル(C12~15)、安息香酸フェネチル、セバシン酸ジイソプロピル、2-エチルヘキサン酸セチル、トリ-2エチルヘキサン酸グリセリル、アジピン酸ジブチル、パルミチン酸-2-エチルヘキシル、パルミチン酸イソプロピル、ミリスチン酸イソプロピル、ステアリン酸イソプロピル、ステアリン酸イソブチル、ステアリン酸-2-エチルヘキシル、イソステアリン酸イソプロピル、イソステアリン酸ブチル、イソステアリン酸デシル、イソステアリン酸ラウリル、イソデカン酸イソデシル、イソノナン酸イソデシル、イソノナン酸イソトリデシル、イソノナン酸イソノニル、ジオクタン酸ネオペンチルグリコ-ル、トリ-2-エチルヘキサン酸グリセリル、ジカプリン酸プロピレングリコ-ル、ジカプリン酸プロピレングリコ-ル、トリ(カプリル・カプリン)酸グリセリン、トリイソステアリン酸トリメチロールプロパン、テトラ-2-エチルヘキサン酸ペンタエリスリット、ジペンタエリスリット脂肪酸エステルが挙げられ、これらの中でも、コハク酸ジエチルヘキシル、安息香酸アルキル(C12~15)、またはセバシン酸ジエチルヘキシルを含むことが好ましく、コハク酸ジエチルヘキシルおよび安息香酸アルキル(C12~15)を組み合わせを含むことがより好ましい。
本発明の化粧料に含まれる(D)エステル油がコハク酸ジエチルヘキシルおよび/または安息香酸アルキル(C12~15)を含む場合に、コハク酸ジエチルヘキシルおよび/または安息香酸アルキル(C12~15)の配合量(両方含む場合はそれぞれの配合量の和)が、化粧料の全量に対して、5~10質量%とすることが好ましい。これにより、紫外線防御効果、特に光劣化を更に改善することができる。
各化粧料(実施例1~6および比較例1~6)について、以下の方法で日焼け止め化粧料の光安定性(紫外線吸収能の安定性)を評価した。各試料について、PMMA基板にサンプルを塗布し、500-280nmの吸光度を測定した。その基板にSPF測定装置「SPF MASTER」(登録商標)(資生堂)でUVを紅斑UV光度16MED(Minimal Erythema dose)(最小紅斑量)/分/cm2の紫外線量を照射した後、同様に吸光度を測定し、照射前後の前記波長領域における吸光度積算値の変化(光照射後の紫外線吸収能の残存率)(in vitro)を次式に従って算出した。
光照射後の残存率(%)=(光照射後の吸光度積算値)/(光照射前の吸光度積算値)×100
<評価基準>
A:残存率が90%以上である
B:残存率が85%以上90%未満である
C:残存率が80%以上85%未満である
D:残存率が80%未満である
Claims (8)
- (A)t-ブチルメトキシジベンゾイルメタンを含んでなる紫外線吸収剤、
(B)サリチル酸ブチルオクチル、および
(C)アルキレンオキシド誘導体
を含んでなる、化粧料。 - 前記(C)アルキレンオキシド誘導体が下記式(I)で表される化合物である、請求項1に記載の化粧料:
(式中、
AOは炭素数3~4のオキシアルキレン基、EOはオキシエチレン基、pおよびqはそれぞれ炭素数3~4のオキシアルキレン基、オキシエチレン基の平均付加モル数で、1≦p≦70および1≦q≦70であり、オキシアルキレン基とオキシエチレン基の合計に対するオキシエチレン基の割合が、20~80質量%であり、
オキシアルキレン基とオキシエチレン基とがブロック状に付加していてもランダム状に付加していてもよく、
R1およびR2は同一もしくは異なっていてもよい炭素数1~4の炭化水素基または水素原子であり、R1およびR2の炭化水素基数に対する水素原子数の割合が0.15以下である)。 - 前記(C)アルキレンオキシド誘導体において、オキシアルキレン基とオキシエチレン基とがランダム状に付加しているものである、請求項2に記載の化粧料。
- 化粧料中のメトキシケイヒ酸エチルヘキシルの配合量が、化粧料の全量に対して、2質量%以下である、請求項1~3のいずれか一項に記載の化粧料。
- 化粧料中のオクトクリレンの配合量が、化粧料の全量に対して、2質量%以下である、請求項1~4のいずれか一項に記載の化粧料。
- 油性化粧料である、請求項1~5のいずれか一項に記載の化粧料。
- 油中水型乳化化粧料である、請求項1~6のいずれか一項に記載の化粧料。
- 日焼け止め化粧料である、請求項1~7のいずれか一項に記載の化粧料。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18/279,536 US20240148626A1 (en) | 2021-03-30 | 2022-03-23 | Cosmetic |
| EP22780360.8A EP4316602A4 (en) | 2021-03-30 | 2022-03-23 | Cosmetic |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021057854A JP7682670B2 (ja) | 2021-03-30 | 2021-03-30 | 化粧料 |
| JP2021-057854 | 2021-03-30 |
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| WO2022210145A1 true WO2022210145A1 (ja) | 2022-10-06 |
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ID=83455349
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| Application Number | Title | Priority Date | Filing Date |
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| PCT/JP2022/013395 Ceased WO2022210145A1 (ja) | 2021-03-30 | 2022-03-23 | 化粧料 |
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| EP (1) | EP4316602A4 (ja) |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004083541A (ja) * | 2001-09-28 | 2004-03-18 | Shiseido Co Ltd | 皮膚外用剤 |
| JP2004292343A (ja) * | 2003-03-26 | 2004-10-21 | Shiseido Co Ltd | 整髪剤 |
| JP2008088127A (ja) * | 2006-10-04 | 2008-04-17 | Shiseido Co Ltd | ニキビ肌用皮膚外用組成物 |
| JP2016011290A (ja) | 2014-06-03 | 2016-01-21 | 大正製薬株式会社 | 日焼け止め組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090035234A1 (en) * | 2007-07-31 | 2009-02-05 | Kimberly-Clark Worldwide, Inc. | Continuous spray sunscreen compositions |
| US20150202139A1 (en) * | 2014-01-21 | 2015-07-23 | Md Solarciences Corp. | Anti-aging skincare products |
| KR102480670B1 (ko) * | 2014-10-31 | 2022-12-23 | 가부시키가이샤 시세이도 | 유중 수형 유화 자외선 차단 화장료 |
| TW201717901A (zh) * | 2015-09-30 | 2017-06-01 | Shiseido Co Ltd | 防曬化妝料 |
| EP3658108A1 (en) * | 2017-07-28 | 2020-06-03 | Dow Global Technologies LLC | Suncare compositions |
| WO2020032242A1 (ja) * | 2018-08-10 | 2020-02-13 | 株式会社 資生堂 | 油性化粧料 |
| EP4079286B1 (en) * | 2019-12-16 | 2026-01-21 | Shiseido Company, Ltd. | Sunscreen cosmetic |
-
2021
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2022
- 2022-03-23 US US18/279,536 patent/US20240148626A1/en active Pending
- 2022-03-23 WO PCT/JP2022/013395 patent/WO2022210145A1/ja not_active Ceased
- 2022-03-23 EP EP22780360.8A patent/EP4316602A4/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004083541A (ja) * | 2001-09-28 | 2004-03-18 | Shiseido Co Ltd | 皮膚外用剤 |
| JP2004292343A (ja) * | 2003-03-26 | 2004-10-21 | Shiseido Co Ltd | 整髪剤 |
| JP2008088127A (ja) * | 2006-10-04 | 2008-04-17 | Shiseido Co Ltd | ニキビ肌用皮膚外用組成物 |
| JP2016011290A (ja) | 2014-06-03 | 2016-01-21 | 大正製薬株式会社 | 日焼け止め組成物 |
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| Title |
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| See also references of EP4316602A4 |
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| JP2022154698A (ja) | 2022-10-13 |
| EP4316602A1 (en) | 2024-02-07 |
| US20240148626A1 (en) | 2024-05-09 |
| EP4316602A4 (en) | 2025-04-16 |
| JP7682670B2 (ja) | 2025-05-26 |
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