Cosmetic composition

By adding ultraviolet wavelength conversion substances, compound I with a specific structure and polar oil into the cosmetic composition, the problem of incompatibility between ultraviolet protection and cell activation effects is solved, the wavelength conversion efficiency is improved, the protection effect is enhanced and skin repair is promoted.

CN120752021APending Publication Date: 2025-10-03SHISEIDO CO LTD
View PDF 10 Cites 0 Cited by

Patent Information

Application Number
CN202480015192.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-03-27
Filing Date
2024-03-13
Publication Date
2025-10-03

AI Technical Summary

Technical Problem

When existing ultraviolet wavelength conversion substances are used in combination with ultraviolet absorbers, the wavelength conversion efficiency decreases, making it difficult to achieve both ultraviolet protection effects and cell activation effects.

Method used

A cosmetic composition comprising an ultraviolet wavelength converting substance, a compound I having a specific structure (such as 2-methylphenyl 4-methoxycinnamate), and an oil component, preferably a polar oil, is used to form a water-in-oil or oil-in-water type cosmetic composition.

Benefits of technology

It improves the wavelength conversion efficiency of ultraviolet wavelength conversion substances, enhances the ultraviolet protection effect, and provides cell activation effect, relieves skin ultraviolet damage and improves skin condition.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN120752021A_ABST
    Figure CN120752021A_ABST
Patent Text Reader

Abstract

Provided is a cosmetic composition capable of improving the wavelength conversion efficiency of an ultraviolet wavelength conversion substance while having an ultraviolet protection effect. A cosmetic composition comprising (A) an ultraviolet wavelength conversion substance, (B) a compound I having a structure represented by formula (I), and (C) an oil component.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to cosmetic compositions. Background Art

[0002] Ultraviolet radiation is generally believed to generate free radicals in the body, leading to sebum oxidation and damage to cellular DNA. This harmful effect on the skin can include adverse effects such as skin cancer, photoaging, freckles, wrinkles, and inflammation, making it undesirable from a health and beauty perspective.

[0003] Examples of ultraviolet rays include medium-wavelength ultraviolet rays (UVB region: wavelength 290-320 nm) known to cause sunburn and inflammation, and long-wavelength ultraviolet rays (UVA region: wavelength 320-400 nm) known to cause photoaging.

[0004] A large number of measures have been developed to help protect the skin from UV rays.

[0005] For example, Patent Document 1 discloses a novel composition having a cell-activating effect utilizing ultraviolet light, comprising (A) an ultraviolet wavelength converter, (B) a dispersant, (C) an ultraviolet absorber and / or an ultraviolet scatterer, and (D) an oil component, wherein the dispersant (B) is blended in an amount of 1% by weight or more.

[0006] Meanwhile, Patent Document 2 discloses a UV absorber that has absorption capabilities in both the UVA and UVB regions, exhibits UV-inhibiting effects across a wide range of wavelengths, and exhibits an increasing UV-absorbing capability in both the UVA and UVB regions over time. More specifically, the UV absorber of Patent Document 2 contains a compound represented by General Formula I as an active ingredient.

[0007]

[0008] (Wherein, -OA represents an alkoxy group.)

[0009] Prior art literature

[0010] Patent Literature

[0011] Patent Document 1: International Publication No. 2020 / 204193

[0012] Patent Document 2: International Publication No. 2009 / 041098 Summary of the Invention

[0013] Problems to be solved by the invention

[0014] In order to achieve both a cell activation effect and an ultraviolet protection effect, for example, as disclosed in Patent Document 1, a cosmetic composition containing an ultraviolet wavelength conversion substance and an ultraviolet absorber can be considered.

[0015] However, when ultraviolet wavelength-shifting substances are used in combination with ultraviolet absorbers, their wavelength conversion efficiency may be reduced, which results in a problem in that both ultraviolet protection effects and cell activation effects cannot be achieved simultaneously.

[0016] The present invention aims to improve the above situation and has an object to provide a cosmetic composition which has an ultraviolet protection effect and can also improve the wavelength conversion efficiency of the ultraviolet wavelength conversion substance.

[0017] Means for solving problems

[0018] The present invention to achieve the above-mentioned objects is as follows.

[0019] <Scheme 1>

[0020] A cosmetic composition comprising: Ingredient (A): UV wavelength conversion substance; Component (B): Compound I having the structure of the following formula (I); and Ingredient (C): Oil.

[0021]

[0022] (wherein -OA represents an alkoxy group).

[0023] Option 2

[0024] The composition according to embodiment 1, wherein the component (A) is a zinc oxide phosphor.

[0025] <Scheme 3>

[0026] The composition according to embodiment 1 or 2, wherein the content of the component (B) is 0.5 to 20% by mass.

[0027] Option 4

[0028] The composition according to any one of aspects 1 to 3, wherein the component (B) is 2-methylphenyl 4-methoxycinnamate.

[0029] <Scheme 5>

[0030] The composition according to any one of aspects 1 to 4, further comprising ingredient (D): a UVA absorber.

[0031] <Scheme 6>

[0032] The composition according to any one of aspects 1 to 5, wherein the component (C) contains a polar oil.

[0033] <Scheme 7>

[0034] The composition according to any one of aspects 1 to 6 is a water-in-oil cosmetic composition.

[0035] <Scheme 8>

[0036] The composition according to any one of aspects 1 to 6 is an oil-in-water cosmetic composition.

[0037] Effects of the Invention

[0038] According to the present invention, it is possible to provide a cosmetic composition that has an ultraviolet protection effect and can also improve the wavelength conversion efficiency of an ultraviolet wavelength conversion substance. DETAILED DESCRIPTION

[0039] Hereinafter, embodiments of the present invention will be described in detail. However, the present invention is not limited to the following embodiments, and can be implemented with various modifications within the scope of the gist of the invention.

[0040] Cosmetic composition

[0041] The cosmetic composition of the present invention (hereinafter also referred to as "the composition of the present invention") comprises: Ingredient (A): UV wavelength conversion material, Component (B): Compound I having the structure of the following formula (I), and Ingredient (C): Oil Cosmetic composition.

[0042]

[0043] (wherein -OA represents an alkoxy group).

[0044] Through intensive research, the present inventors have discovered that the wavelength conversion efficiency of an ultraviolet wavelength conversion substance is improved by using the compound I having the structure of formula (I) (hereinafter also referred to as "compound I") in combination with an ultraviolet wavelength conversion substance.

[0045] Since the excitation wavelength of zinc oxide phosphor is around 365 nm (UVA wavelength region), it is considered that when the ultraviolet absorption intensity around 365 nm of the cosmetic composition is high, the wavelength conversion efficiency of the ultraviolet wavelength conversion substance decreases.

[0046] In contrast, the inventors of the present invention surprisingly discovered that the composition of the present invention containing Compound I, which can be used as a UVA and UVB absorber, and an ultraviolet wavelength converting substance significantly improves the wavelength conversion efficiency of the ultraviolet wavelength converting substance, compared to conventional cosmetic compositions containing ethylhexyl salicylate or ethylhexyl methoxycinnamate, which are general UVB absorbers, and an ultraviolet wavelength converting substance.

[0047] <Ingredient (A): UV wavelength converter>

[0048] The composition of the present invention includes an ultraviolet wavelength conversion substance as component (A). By including an ultraviolet wavelength conversion substance, a cell activation effect can be obtained. By activating cells, the damage to the skin when it is irradiated with ultraviolet rays can be alleviated or the condition of the skin can be improved more actively. Therefore, the composition of the present invention is suitable for utilizing collagen production, hyaluronic acid production, and the inhibition of damage caused by photoaging by fibroblasts, etc., and is also suitable for inhibiting oxidative stress of keratinocytes, etc., enhancing barrier function, inhibiting inflammatory reactions, and further inhibiting saccharification and angiogenesis of collagen in the skin. In addition, regarding the cell activation effect, the description of patent document 1 can be appropriately referred to.

[0049] Here, the so-called ultraviolet wavelength conversion material refers to a material that converts the wavelength of ultraviolet rays contained in the incident light and emits outgoing light with a wavelength longer than the wavelength of the above-mentioned ultraviolet rays. In addition, the ultraviolet rays used in the ultraviolet wavelength conversion material may include UVA (ultraviolet A wave, wavelength: 320nm to 400nm), UVB (ultraviolet B wave, wavelength: 280nm to 320nm), UVC (ultraviolet C wave, wavelength: 100nm to 280nm), etc. That is, in a certain embodiment, the ultraviolet rays may be light having a peak wavelength of 200nm to 400nm, and may also be ultraviolet rays in incident light such as sunlight, or artificially generated ultraviolet rays.

[0050] Furthermore, the emitted light emitted by the ultraviolet wavelength conversion material has a longer wavelength than the ultraviolet light, and preferably has a peak wavelength in the range of 500nm to 700nm. Here, the emitted light, for example, although not limited to, may have one or more peaks in any range of 510nm, 520nm, 530nm, 540nm, 550nm, 560nm, 570nm, 580nm, 590nm, 600nm, 610nm, 620nm, 630nm, 640nm, 650nm, 660nm, 670nm, 680nm, 690nm, 700nm or a combination of these numerical values. In addition, the emitted light may be red light, orange light, green light, blue light, etc. In a certain embodiment, the main wavelength of the light emitted by the ultraviolet wavelength conversion material when excited with an excitation light of 200nm to 400nm shows 500nm to 700nm.

[0051] In addition, in the present invention, the determination of fluorescence cumulative value can be, for example, as in the examples, a coating film of the composition is formed on the substrate surface, and the fluorescence intensity when irradiated with ultraviolet light is measured using a spectrofluorometer. As a substrate, inorganic plates such as resin substrates such as polymethyl methacrylate (PMMA), nylon or acrylic plates, glass, quartz, etc. can be used. For example, a PMMA plate (also referred to as "S plate": with reference to Japanese Patent No. 4453995) having a V-shaped groove on the surface can be used. Fluorescence intensity can be measured in the same manner as fluorescence cumulative value. In addition, the determination of fluorescence intensity can be the fluorescence value of a specific single wavelength or the cumulative value of a specific wavelength region.

[0052] In the present invention, as the ultraviolet wavelength converting substance, an inorganic ultraviolet wavelength converting substance, an organic ultraviolet wavelength converting substance, or a mixture thereof can be used.

[0053] The so-called inorganic ultraviolet wavelength conversion material refers to an ultraviolet wavelength conversion material that is an inorganic compound. Specific examples of inorganic ultraviolet wavelength conversion materials are not particularly limited, and examples include phosphors doped in inorganic compounds to make them fluorescent, such as the blue phosphor comprising amorphous silica particles, cerium, phosphorus and / or magnesium described in Japanese Patent No. 6424656, and the red phosphor comprising a compound activated with europium in a mixed crystal of an alkaline earth metal sulfide and a gallium compound described in Japanese Patent No. 6361416, the zinc oxide phosphor described in International Publication No. 2018 / 004006, the zinc oxide phosphor described in Japanese Patent Laid-Open No. 2018-131422, and the inorganic phosphor described in Japanese Patent Laid-Open No. 5-117127. More specifically, the inorganic phosphor is selected from the group consisting of ZnO:Zn, Zn 1+z 、ZnO 1-xThe zinc oxide described above is doped with a sulfur-containing compound such as zinc sulfide, zinc sulfate, or other sulfide and / or sulfate, as described in International Publication No. 2018 / 004006; a magnesium titanate phosphor in which magnesium titanate such as MgTiO3 or Mg2TiO4 is doped with manganese (hereinafter, a phosphor derived from magnesium titanate is referred to as a "magnesium titanate phosphor"); and a calcium phosphate phosphor in which calcium phosphate such as Ca(H2PO4)2, CaHPO4, or Ca3(PO4)2 is doped with cerium. Among these, the composition of the present invention particularly preferably contains a phosphor derived from zinc oxide (i.e., a "zinc oxide phosphor").

[0054] Furthermore, in the present invention, the inorganic ultraviolet wavelength conversion material as an inorganic phosphor may be surface treated. Examples of surface treatments include silane compound treatment (octyltriethoxysilane, etc.), organosilicon compound treatment, fluorine-modified organosilicon compound treatment, fluorine compound treatment, higher fatty acid treatment (stearic acid, etc.), higher alcohol treatment, fatty acid ester treatment, metal soap treatment, amino acid treatment, and alkyl phosphate treatment.

[0055] The organic ultraviolet wavelength converting substance refers to an ultraviolet wavelength converting substance that is an organic compound. Specific examples thereof include, but are not particularly limited to, phycobiliproteins such as phycocyanins (allophycocyanin, C-phycocyanin, and R-phycocyanin), phycoerythrocyanins, and phycoerythrins (B-phycoerythrin, b-phycoerythrin, C-phycoerythrin, and R-phycoerythrin); natural or synthetic ingredients such as vitamin A, β-carotene, vitamin K, vitamin B1, vitamin B2, vitamin B6, vitamin B12, folic acid, niacin, salicylic acid, lycopene, capsicum extract, capsicum pigment, bell pepper pigment, gardenia pigment, safflower pigment, curcumin, cochineal pigment, perilla pigment, red cabbage pigment, flavonoids, carotenoids, quinone compounds, porphyrins, anthocyanins, and polyphenols; and natural or synthetic ingredients such as Red 401, Red 227, Red 504, Red 218, Orange 205P, Yellow 4, Yellow 5, Green 201, and Pyranine. Conc, Blue No. 1, 2,4-diaminophenoxyethanol hydrochloride, Alizurine Purple SS, Purple No. 401, Black No. 401, Helindone Pink, Yellow No. 401, Benzidine Yellow G, Blue No. 404, Red No. 104, m-aminophenol and other pigments.

[0056] In addition, ultraviolet wavelength conversion substances can be obtained by methods such as extraction from natural products such as plants and algae, or by artificial methods such as chemical synthesis. For example, phycobiliproteins can be prepared by extracting algae such as cyanobacteria such as Spirulina platensis and red algae such as Porphyridium purpureum using methods described in, for example, Japanese Patent No. 4048420, Japanese Patent No. 4677250, and Japanese Patent No. 3303942. Zinc oxide phosphors can be produced by methods described in, for example, International Publication No. 2018 / 004006, Japanese Patent Unexamined Patent Application No. 2018-131422, and Japanese Patent Unexamined Patent Application No. 5-117127. Magnesium titanate phosphors can be produced by the method described in Japanese Patent Unexamined Patent Application No. 2017-88719. Calcium phosphate phosphors can be produced by the method described in International Publication No. 2018 / 117117.

[0057] In the composition of the present invention, the content of the ultraviolet wavelength conversion substance is not particularly limited. For example, the content may be 0.001 mass %, 0.005 mass %, 0.01 mass %, 0.05 mass %, 0.1 mass %, 0.5 mass %, 1.0 mass %, 1.5 mass %, 2.0 mass %, 2.5 mass %, 3.0 mass %, 3.5 mass %, 4.0 mass %, 4.5 mass %, or 5.0 mass % or more relative to the entire composition. In addition, the content may be 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 8.0 mass % or 6.0 mass % or less.

[0058] 〈Ingredient (B): Compound I〉

[0059] The compound I contained in the composition of the present invention has the structure of the following formula (I):

[0060] (wherein -OA represents an alkoxy group)

[0061] In formula (I), -OA represents an alkoxy group, and more specifically, a methoxy group or an ethoxy group can be mentioned, but the present invention is not limited thereto. This compound I can be used as a UVA and UVB absorber.

[0062] In the present invention, compound I may have the same structure as the compound represented by general formula I disclosed in Patent Document 2. In the present invention, compound I as component (B) is particularly preferably 2-methylphenyl 4-methoxycinnamate.

[0063] In the composition of the present invention, from the viewpoint of further exerting the effects of the present invention, Compound I is preferably at least partially dissolved, particularly preferably 50% by mass or more is dissolved, more particularly preferably 90% by mass or more is dissolved, further particularly preferably 99% by mass or more is dissolved, and most particularly preferably 100% by mass is dissolved.

[0064] In the composition of the present invention, the content of Compound I is not particularly limited, and for example, the content may be 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more, 2.0% by mass or more, 2.5% by mass or more, 3.0% by mass or more, 3.5% by mass or more, 4.0% by mass or more, 4.5% by mass or more, 5.0% by mass or more, 5.5% by mass or more, 6.0% by mass or more, 6.5% by mass or more, 7.0% by mass or more, 7.5% by mass or more, 8.0% by mass or more, 8.5% by mass or more, 9.0% by mass or more, 9.5% by mass or more, or 10% by mass or more, relative to the entire composition, and may be 20% by mass or less, 15% by mass or less, 10% by mass or less, 8.0% by mass or less, 5.0% by mass or less, or 2.0% by mass or less.

[0065] 〈Ingredient (C): Oil〉

[0066] The composition of the present invention contains one or more oil components. In the present invention, the oil component preferably contains an oil component capable of at least partially dissolving the compound I.

[0067] In the composition of the present invention, the content of oil is not particularly limited, and for example, it may be 5.0% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, or 50% by mass or more. In addition, it may be 99.9% by mass or less, 90% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, or 30% by mass or less. In addition, the content of oil can be appropriately adjusted according to the desired dosage form of the composition of the present invention (for example, a water-in-oil cosmetic composition or an oil-in-water cosmetic composition, etc.).

[0068] In the present invention, the oil component may include, for example, one or more of polar oil, silicone oil, hydrocarbon oil, etc. From the viewpoint of dissolving the compound I, the oil component preferably includes a polar oil.

[0069] (Polar Oil)

[0070] In the present invention, the so-called "polar oil" refers to a highly polar oil that can be used in the oil component of cosmetics other than silicone oil, for example, an oil component having an IOB value of 0.10 or more, 0.11 or more, 0.12 or more, or 0.13 or more. In addition, the IOB value of the polar oil involved in the present invention can be 1.50 or less, 1.00 or less, 0.50 or less, 0.45 or less, or 0.40 or less. In addition, the so-called IOB value is an abbreviation of Inorganic / Organic Balance, which is a value that represents the ratio of the inorganic value to the organic value and is an indicator of the degree of polarity of an organic compound. Specifically, the IOB value is expressed as IOB value = inorganic value / organic value. Regarding the "inorganic value" and "organic value", for example, the "inorganic value" corresponding to each atom or functional group is set such that the "organic value" is 20 for one carbon atom in a molecule and the "inorganic value" is 100 for one hydroxyl group. By integrating the "inorganic value" and "organic value" of all atoms and functional groups in an organic compound, the IOB value of the organic compound can be calculated (for example, see Yoshio Koda, " (Organic Concept Map - Fundamentals and Applications -), pp. 11-17, Sankyo Publishing, 1984).

[0071] In the present invention, the polar oil may be, for example, at least one selected from ester oils, ether oils, higher alcohols, and fatty acids having an IOB value of 0.10 or higher.

[0072] More specifically, the polar oil may be, for example, selected from bisethoxydiglycol cyclohexane-1,4-dicarboxylate (IOB value = 1.03), phenoxyethyl octanoate (IOB value = 0.29), PPG-30 buteth-30 (IOB value = 0.94), diisopropyl sebacate (IOB value = 0.4), neopentyl glycol diheptanoate (IOB value = 0.33), diethylhexyl succinate (IOB value = 0.32), isononyl isononanoate (IOB value = 0.2), isopropyl myristate (IOB value = 0.18), octyl palmitate (IOB value = 0. IOB value = 0.13), isopropyl palmitate (IOB value = 0.16), butyl stearate (IOB value = 0.14), hexyl laurate (IOB value = 0.17), myristyl myristate (IOB value = 0.11), decyl oleate (IOB value = 0.11), isotridecyl isononanoate (IOB value = 0.15), cetyl ethylhexanoate (IOB value = 0.13), pentaerythritol tetraethylhexanoate (IOB value = 0.35), dioctyl succinate (IOB value = 0.36), glycol distearate (IOB value = 0. value = 0.16), diisostearate glyceryl (IOB value = 0.29), neopentyl glycol dicaprate (IOB value = 0.25), diisostearyl malate (IOB value = 0.28), trimethylolpropane triisostearate (IOB value = 0.16), tri-2-ethylhexanoin (triisooctanoin) (IOB value = 0.35), trimethylolpropane trioctanoate (IOB value = 0.33), trimethylolpropane triisostearate (IOB value = 0.16), diisobutyl adipate (IOB value = 0.46), N-lauroyl-L- - At least one of 2-octyldodecyl glutamate (IOB value = 0.29), 2-hexyldecyl adipate (IOB value = 0.16), ethylhexyl methoxycinnamate (IOB value = 0.28), 2-ethylhexyl palmitate (IOB value = 0.13), 2-ethylhexyl ethylhexanoate (IOB value = 0.2), triisostearin (IOB value = 0.16), PPG-3 dipivalate (IOB value = 0.52) and tri(caprylic / capric)glyceryl (IOB value = 0.33), but is not limited to these.

[0073] In the present invention, the amount of polar oil contained in the oil component is not particularly limited. For example, it can be 5.0 parts by mass or more, 10 parts by mass or more, 15 parts by mass or more, or 20 parts by mass or less, or 90 parts by mass or less, 80 parts by mass or less, 70 parts by mass or less, 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, 30 parts by mass or less, or 20 parts by mass or less, relative to 100 parts by mass of the total oil component.

[0074] Furthermore, when the oil component of the composition of the present invention contains a polar oil, the polar oil can be mixed with the above-mentioned compound I in the following composition ratio. More specifically, the amount of compound I can be 0.01 parts by mass or more, 0.05 parts by mass or more, 0.1 parts by mass or more, 0.5 parts by mass or more, 1.0 parts by mass or more, 1.5 parts by mass or more, 2.0 parts by mass or more, 2.5 parts by mass or more, 3.0 parts by mass or more, 3.5 parts by mass or more, 4.0 parts by mass or more, 4.5 parts by mass or more, 5.0 parts by mass or more, 5.5 parts by mass or more, 6.0 parts by mass or more, 6.5 parts by mass or more, relative to 100 parts by mass of the total of the polar oil and the compound I. The amount of the present invention may be greater than or equal to 50 parts by mass, greater than or equal to 45 parts by mass, less than or equal to 40 parts by mass, less than or equal to 35 parts by mass, less than or equal to 30 parts by mass, and may be greater than or equal to 50 parts by mass, greater than or equal to 45 parts by mass, less than or equal to 40 parts by mass, less than or equal to 35 parts by mass, less than or equal to 30 parts by mass, greater than or equal to 25 parts by mass, less than or equal to 20 parts by mass, less than or equal to 15 parts by mass, or less than or equal to 10 parts by mass.

[0075] In the present invention, when a UV absorber is used as the polar oil, particularly when a UVB absorber is used, the amount of the UVB absorber in the oil component can be 50 parts by mass or less, 40 parts by mass or less, 30 parts by mass or less, 20 parts by mass or less, 10 parts by mass or less, 5.0 parts by mass or less, 1.0 part by mass or less, 0.5 part by mass or less, 0.1 part by mass or less, 0.01 part by mass or less, or 0.001 part by mass or less, relative to 100 parts by mass of the oil component.

[0076] (Silicone oil)

[0077] In the present invention, silicone oil refers to a silicone oil having a main skeleton formed of siloxane bonds among oil components that can be used in cosmetics.

[0078] In the present invention, the silicone oil may be either volatile silicone oil or non-volatile silicone oil.

[0079] In the present invention, the boiling point at 1 atmosphere (101.325 kPa) can be used as an indicator of "volatility." This boiling point can be, for example, 250°C or less, 240°C or less, or 230°C or less. Alternatively, it can be 80°C or more, 100°C or more, 120°C or more, 150°C or more, or 160°C or more. Furthermore, "non-volatile" in this disclosure means that when a sample is placed in a sufficiently large flat-bottomed dish and left at 105°C for 3 hours, the volatile content is 5% or less.

[0080] Furthermore, in the present invention, the silicone oil may be either a non-cyclic silicone oil (ie, chain silicone oil) or a cyclic silicone oil.

[0081] Specific examples of silicone oils include, but are not limited to, non-cyclic silicone oils such as dimethicone, trisiloxane, octyl polymethylsiloxane, methylphenyl polysiloxane, and methyl hydrogen polysiloxane, cyclic silicone oils such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and mixtures of two or more thereof. Furthermore, from the perspective of user experience, non-cyclic silicones are particularly preferred as silicone oils.

[0082] In the present invention, the amount of silicone oil contained in the oil component is not particularly limited. For example, relative to a total of 100 parts by mass of the oil component, it can be 5.0 parts by mass or more, 10 parts by mass or more, 15 parts by mass or more, or 20 parts by mass or less. In addition, it can be 90 parts by mass or less, 80 parts by mass or less, 70 parts by mass or less, 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, 30 parts by mass or less, or 20 parts by mass or less.

[0083] (Hydrocarbon oil)

[0084] In the present invention, hydrocarbon oil refers to hydrocarbon oil other than the above-mentioned polar oils.

[0085] The hydrocarbon oil may be a volatile hydrocarbon oil or a non-volatile hydrocarbon oil.

[0086] Specific examples of hydrocarbon oils include, but are not limited to, decane, dodecane, isododecane, isohexadecane, liquid paraffin, squalane, squalene, paraffin, hydrogenated polydecene, and mixtures of two or more thereof.

[0087] Other ingredients

[0088] The composition of the present invention may optionally contain other components in addition to the above components, as long as the effects of the present invention are not impaired. Other components are described below by way of example, but the present invention is not limited to these other components.

[0089] (Ingredient (D): UVA absorber)

[0090] The composition of the present invention preferably further comprises a UVA absorber. According to the inventors' intensive research, it has been found that the effects of the present invention can be further enhanced by using a UVA absorber in combination with the above-mentioned compound I.

[0091] In the present invention, the UVA absorber is not particularly limited. Specific examples include methylenebisbenzotriazolyltetramethylbutylphenol, tert-butyl methoxydibenzoylmethane, diethylaminohydroxybenzoyl hexyl benzoate, or bis-ethylhexyloxyphenol methoxyphenyl triazine. Preferably, the UVA absorber contains one or more selected from tert-butyl methoxydibenzoylmethane, diethylaminohydroxybenzoyl hexyl benzoate, and bis-ethylhexyloxyphenol methoxyphenyl triazine. More preferably, the UVA absorber contains at least bis-ethylhexyloxyphenol methoxyphenyl triazine, or contains bis-ethylhexyloxyphenol methoxyphenyl triazine and diethylaminohydroxybenzoyl hexyl benzoate.

[0092] In the composition of the present invention, when a UVA absorber is included, its content is not particularly limited. For example, it may be 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, or 1.0% by mass or less, relative to the entire composition. Alternatively, it may be 20% by mass or more, 15% by mass or more, 10% by mass or less, 5.0% by mass or less, or 1.0% by mass or less.

[0093] In addition, in the composition of the present invention, when a UVA absorber is included, the ratio of the content of the UVA absorber to the content of Compound I (UVA absorber: Compound I) is not particularly limited, and for example, it can be 1:100 to 1:1, 1:50 to 1:1, 1:10 to 1:2, or 1:5 to 1:2.

[0094] (water)

[0095] The composition of the present invention may further contain water. The water is not particularly limited and may be, for example, water used in cosmetics and quasi-drugs. For example, ion-exchanged water, distilled water, ultrapure water, and tap water may be used.

[0096] Furthermore, the content of water when included is not particularly limited and can be appropriately adjusted according to the desired dosage form of the composition of the present invention (e.g., a water-in-oil cosmetic composition or an oil-in-water cosmetic composition) in consideration of the balance with the oil content.

[0097] (Surfactant)

[0098] In the present invention, the surfactant may be any of a substance that functions as an emulsifier, a substance that functions as a dispersant, and a substance that functions as both an emulsifier and a dispersant. Furthermore, the surfactant may be any of an anionic surfactant, a cationic surfactant, an amphoteric surfactant, and a nonionic surfactant.

[0099] In the composition of the present invention, the content of the surfactant when included is not particularly limited, and for example, it may be 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more, or 2.0% by mass or more, relative to the entire composition. In addition, it may be 30% by mass or less, 20% by mass or less, 15% by mass or more, 10% by mass or less, 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.

[0100] (Alcohol component)

[0101] The composition of the present invention may further comprise an alcohol component. In the present invention, the term "alcohol component" encompasses both lower alcohols and polyols. These alcohol components are miscible with water and may be referred to as water-soluble components, forming an aqueous phase with water. Furthermore, some alcohol components may also have a moisturizing function, i.e., they may function as humectants.

[0102] In the present invention, the lower alcohol refers to an alcohol having 5 or less carbon atoms, and examples thereof include methanol, ethanol, propanol, isopropanol, butanol, isobutanol, and tert-butanol.

[0103] In addition, examples of the polyol include divalent alcohols (for example, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 1,5-pentanediol, 2-butene-1,4-diol, hexanediol, octanediol, etc.); trivalent alcohols (for example, glycerol, trimethylolpropane, etc.); tetravalent alcohols (for example, pentaerythritol such as 1,2,6-hexanetriol, etc.); pentavalent alcohols (for example, xylitol (also a sugar alcohol)), etc.); hexavalent alcohols (for example, sorbitol, mannitol (both also a sugar alcohol)), etc.), but are not limited to these.

[0104] In the composition of the present invention, the content of an alcohol component when included is not particularly limited, and for example, it may be 0.5% by mass or more, 1.0% by mass or more, 5.0% by mass or more, 10% by mass or more, 15% by mass or more, or 20% by mass or less, relative to the entire composition. In addition, it may be 40% by mass or less, 30% by mass or less, or 25% by mass or less.

[0105] (Further optional added ingredients)

[0106] In addition to the above-mentioned components, the composition of the present invention may also contain other optional additives commonly used in external skin preparations such as cosmetics and pharmaceuticals, such as thickeners, chelating agents, pH adjusters, antioxidants, powdered components (e.g., hydrophobized silica), and fragrances, as needed, within a range that does not impair the purpose and effects of the present invention. However, the composition is not limited to these examples.

[0107] Examples of thickeners include, but are not limited to, plant-based polymers, vinyl-based polymers, acrylic polymers, amino acid-based gelling agents, sugar fatty acid esters, waxes, fatty acids that are solid at room temperature, fatty acid esters that are solid at room temperature, and organically modified clay minerals.

[0108] Examples of the chelating agent include sodium edetate and sodium metaphosphate, but are not limited thereto.

[0109] Examples of the pH adjuster include buffers such as lactic acid-sodium lactate and citric acid-sodium citrate; and amino acids (eg, glycine). However, the pH adjuster is not limited thereto.

[0110] Examples of the antioxidant include butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA), but are not limited thereto.

[0111] <Dosage Form and Use of the Composition of the Present Invention>

[0112] The dosage form of the composition of the present invention is not particularly limited, and may be, for example, an oil-in-water emulsified cosmetic composition, a water-in-oil emulsified cosmetic composition, or an oil-based oily cosmetic composition.

[0113] Furthermore, the composition of the present invention can be used as a cosmetic or a raw material thereof. Therefore, the present invention can be used as a sunscreen cosmetic composition for base makeup, sunscreen, and the like. Furthermore, the product form of these cosmetics is not particularly limited and may be in the form of a cream, emulsion, mist, oily solid, or gel.

[0114] The method for producing the composition of the present invention is not particularly limited and can be carried out by conventional methods depending on the desired dosage form (for example, a water-in-oil cosmetic composition or an oil-in-water cosmetic composition).

[0115] Example

[0116] The present invention will be described in further detail with reference to the following examples, but the present invention is not limited thereto. In addition, unless otherwise specified, the numerical values ​​in the tables showing the formulations represent the blending amounts of the respective components, and the units are mass %.

[0117] 《Examples 1 to 4 and Comparative Examples 1 to 5》

[0118] Based on the formulation shown in Table 1, compositions of Examples 1 to 4 and Comparative Examples 1 to 5, as well as control compositions 1 and 2, were prepared as water-in-oil cosmetic compositions.

[0119] Furthermore, the fluorescence cumulative value of each of the obtained compositions was measured as follows. For Examples 1 to 3 and Comparative Examples 1 to 4, the ratio (%) of the fluorescence cumulative value relative to that of Control Composition 1 was calculated. For Example 4 and Comparative Example 5, the ratio of the fluorescence cumulative value relative to that of Control Composition 2 was calculated. The respective results are shown in Table 1.

[0120] (Measurement of fluorescence cumulative value)

[0121] Each composition was added at 2 mg / cm 2 The composition was applied to an S plate (see Patent No. 4453995) and dried to prepare a coating film. The resulting coating film was irradiated with ultraviolet light at a wavelength of 365 nm, and the integrated fluorescence value in the wavelength range of 400 to 600 nm was measured using a fluorescence spectrophotometer RF-5300PC (Shimadzu Corporation).

[0122] Furthermore, the ultraviolet absorption wavelength of each of the obtained compositions was measured as follows to confirm the ultraviolet absorbance at 365 nm. The obtained comparative results are shown in Table 1.

[0123] (Measurement of ultraviolet absorbance at 365 nm)

[0124] Each composition was applied to an S plate and dried to prepare a coating film of the composition. Then, the ultraviolet absorbance at 365 nm of each was measured using a U-3500 spectrophotometer manufactured by Hitachi, Ltd.

[0125]

[0126] The results in Table 1 clearly show that the compositions of Examples 1 to 3, which contain Compound I as a UVA and UVB absorber, all exhibited high ratios of fluorescence cumulative values ​​relative to Control Composition 1, exceeding 100%. In contrast, the ratios of fluorescence cumulative values ​​of Comparative Examples 1 to 4, which did not contain Compound I but contained other UVB absorbers, relative to Control Composition 1 were low. Furthermore, the composition of Example 4, which contained Compound I and a UVA absorber, exhibited the highest ratio of fluorescence cumulative values ​​relative to Control Composition 2, exceeding 145%. In contrast, the ratio of fluorescence cumulative values ​​of Comparative Example 5, which contained a UVB absorber other than Compound I, relative to Control Composition 2 was low.

[0127] The above results suggest that when a UV absorber other than Compound 1 (e.g., a UVB absorber) is used in combination with a zinc oxide phosphor, the wavelength conversion efficiency of the zinc oxide phosphor deteriorates compared to when these UV absorbers are not used in combination. In contrast, this suggests that by mixing Compound 1 as a UV absorber, the wavelength conversion efficiency of the zinc oxide phosphor is significantly improved.

[0128] Furthermore, it is suggested that the wavelength conversion efficiency of the zinc oxide phosphor is further improved by combining Compound I with a UVA absorber. In addition, the results of ultraviolet absorbance at 365 nm are substantially the same for all compositions.

[0129] Example 5 and Comparative Example 6

[0130] Based on the formulation shown in Table 2, compositions of Example 5 and Comparative Example 6 and a control composition 3 were prepared as oil-in-water cosmetic compositions.

[0131] For each of the obtained compositions, the fluorescence integrated value was measured in the same manner as above, and the ratio to the fluorescence integrated value of the control composition 3 was calculated. In addition, the ultraviolet absorption wavelength was measured in the same manner as above, and the ultraviolet absorbance at 365 nm was confirmed. The results are shown in Table 2.

[0132]

[0133] In addition, the details of "other components" in Table 2 are as follows: Citric acid (food) appropriate amount Sodium citrate (appropriate amount) EDTA-2Na·2H2O (appropriate amount) 5.0% by mass of ethanol · Phenoxyethanol 0.5% by mass ·Silicon dioxide 3.0 mass% BG 6.0% by mass PEG-100 hydrogenated castor oil 1.5% by mass Glycerol 3.0% by mass · Stearyloxyhydroxypropyl methylcellulose 0.1% by mass ·Succinoglycan 0.15% by mass (Dimethylacrylamide / Na acryloyldimethyltaurate) cross-linked polymer 0.25% by mass ·Alkyl (C12-15) benzoate 3.0% by mass ·Dextrin (palmitic acid / ethylhexanoate) ester 0.5% by mass ·Triethylhexanoin 3.0% by mass PPG-17 1.0 mass% As is clear from the results in Table 2, the ratio of the fluorescence cumulative value of the composition of Example 5, which contains Compound 1 as a UVA and UVB absorber, to that of the control composition 3 exceeds 110%. In contrast, the ratio of the fluorescence cumulative value of the composition of Comparative Example 6, which contains a UVB absorber other than Compound 1, to that of the control composition 3 is low.

[0134] This result suggests that when a UV absorber other than Compound 1 is used in combination with a zinc oxide phosphor, the wavelength conversion efficiency of the zinc oxide phosphor deteriorates compared to when these UV absorbers are not used in combination. In contrast, this suggests that the wavelength conversion efficiency of the zinc oxide phosphor can be significantly improved by mixing Compound 1.

[0135] Summarizing the results in Tables 1 and 2 above, it can be seen that the compositions of Examples 1 to 5 in which Compound I is used in combination with zinc oxide phosphor as an ultraviolet wavelength conversion substance all have an ultraviolet protection effect while also being able to improve the wavelength conversion efficiency of the ultraviolet wavelength conversion substance.

Claims

1. A cosmetic composition comprising: Ingredient (A): UV wavelength conversion substance; Component (B): Compound I having the structure of the following formula (I); and Ingredient (C): Oil, In the formula, -OA represents an alkoxy group. 2 . The composition according to claim 1 , wherein the component (A) is a zinc oxide phosphor. 3 . The composition according to claim 1 , wherein the content of the component (B) is 0.5 to 20% by mass. The composition according to claim 1 , wherein the component (B) is 2-methylphenyl 4-methoxycinnamate. The composition according to claim 1 , further comprising ingredient (D): a UVA absorber. The composition according to claim 1 , wherein the component (C) comprises a polar oil.

7. The composition according to any one of claims 1 to 6, which is a water-in-oil cosmetic composition.

8. The composition according to any one of claims 1 to 6, which is an oil-in-water cosmetic composition.

Citation Information

Patent Citations

  • Recording medium and its production

    JP1988061416A

  • Terminal adaptor device

    JP1989024656A

  • Fluorescent cosmetic

    JP1993117127A

  • Red phosphor

    JP2017088719A

  • Fluid rotary equipment

    JP2018004006A