Cosmetic composition

The cosmetic composition addresses the issue of crystallization in ultraviolet absorber-containing cosmetics by dissolving Compound I in a liquid polar oil with an oil phase thickener, enhancing usability and preventing crystallization over time.

WO2025126861A1PCT designated stage expired Publication Date: 2025-06-19SHISEIDO CO LTD
View PDF 7 Cites 0 Cited by

Patent Information

Application Number
PCT/JP2024/042258
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-12-15
Filing Date
2024-11-29
Publication Date
2025-06-19

AI Technical Summary

Technical Problem

Cosmetic compositions containing ultraviolet absorbers like Compound I can experience crystallization over time, leading to poor usability such as a rough feeling upon application, especially when used in oil components.

Method used

A cosmetic composition that includes Compound I, a liquid polar oil, and an oil phase thickener, where Compound I is dissolved in the oil component, and the oil phase thickener comprises at least one wax or oil gelling agent with a sugar skeleton, amide bond, or urethane bond, thereby suppressing crystallization.

Benefits of technology

The composition effectively suppresses crystallization of Compound I over time, maintaining good usability and preventing a rough feeling upon application, even after storage.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure JP2024042258_19062025_PF_FP_ABST
    Figure JP2024042258_19062025_PF_FP_ABST
Patent Text Reader

Abstract

Provided is a cosmetic composition having good usability. This cosmetic composition comprises: a compound I having a structure represented by formula (I) (in the formula, -OA represents an alkoxy group); an oil component containing a liquid polar oil; and an oil phase thickener. The compound I is dissolved in the oil component. The compound I is contained in an amount of 2.8 parts by mass or more with respect to 100 parts by mass of the liquid polar oil. The oil phase thickener contains at least one selected from the group consisting of waxes and oil gelling agents having a sugar backbone, an amide bond, or a urethane bond.
Need to check novelty before this filing date? Find Prior Art

Description

Cosmetic composition

[0001] The present invention relates to a cosmetic composition.

[0002] Protecting skin from UV rays is an important issue in skin care and body care. Not only mid-wavelength UV rays (UVB region: wavelength 290-320 nm), which are known to cause sunburn and inflammation, but also long-wavelength UV rays (UVA region: wavelength 320-400 nm), are known to have effects on the skin (such as photoaging).

[0003] For example, Patent Document 1 discloses a compound represented by the following general formula I as an ultraviolet absorber having absorption capabilities in both the UVA and UVB regions: (In the formula, —OA represents an alkoxy group.)

[0004] International Publication No. 2009 / 041098

[0005] Through extensive research by the present inventors, it has been found that when the compound represented by the above general formula I is blended into oil and used, crystals of the compound represented by general formula I may precipitate over time. If crystals precipitate from a cosmetic, the cosmetic may feel rough when applied, resulting in poor usability.

[0006] To cope with the problem of poor usability due to this crystallization, it is conceivable to take measures such as blending a relatively large amount of polar oil with respect to the compound represented by the above general formula I.

[0007] However, if the content of polar oil in a cosmetic composition is high, the cosmetic composition may feel sticky.

[0008] The present invention is intended to improve the above-mentioned circumstances, and its object is to provide a cosmetic composition that has good usability.

[0009] The present invention that achieves the above object is as follows.

[0010] <Aspect 1> Compound I having the structure of the following formula (I): A cosmetic composition comprising: an oil component containing a liquid polar oil (wherein -OA represents an alkoxy group); and an oil phase thickener, wherein Compound I is dissolved in the oil component, the amount of Compound I is 2.8 parts by mass or more per 100 parts by mass of the liquid polar oil, and the oil phase thickener comprises at least one selected from the group consisting of a wax and an oil gelling agent having a sugar skeleton, an amide bond, or a urethane bond. Aspect 2: The cosmetic composition according to Aspect 1, wherein the wax is at least one selected from the group consisting of microcrystalline wax, polyethylene, candelilla wax, sunflower seed wax, paraffin, synthetic wax, beeswax, Japan wax, rice bran wax, carnauba wax, and ceresin. <Aspect 3> The cosmetic composition according to Aspect 1 or 2, wherein the oil gelling agent is at least one selected from the group consisting of dibutyl lauroyl glutamide, polyamide-8, polyurethane-79, dextrin palmitate, dextrin palmitate / ethylhexanoate, dibutyl ethylhexanoyl glutamide, and dextrin myristate. <Aspect 4> The cosmetic composition according to any one of Aspects 1 to 3, wherein the oil phase thickener is present in an amount of 0.1 parts by mass or more and 15 parts by mass or less, relative to a total of 100 parts by mass of Compound I, the oil component, and the oil phase thickener. <Aspect 5> The cosmetic composition according to any one of Aspects 1 to 4, wherein the content of the liquid polar oil in the oil component is 10% by mass or more. <Aspect 6> The cosmetic composition according to any one of Aspects 1 to 5, wherein the compound I is present in an amount of 3.0 parts by mass or more relative to 100 parts by mass of the total of the compound I, the oil, and the oil phase thickener. <Aspect 7> An oil-based cosmetic comprising the cosmetic composition according to any one of Aspects 1 to 6. <Aspect 8> An oil-based solid cosmetic comprising the cosmetic composition according to any one of Aspects 1 to 6. <Aspect 9> A water-in-oil emulsion cosmetic comprising the cosmetic composition according to any one of Aspects 1 to 6. <Aspect 10> A sunscreen cosmetic comprising the cosmetic composition according to any one of Aspects 1 to 6.

[0011] According to the present invention, a cosmetic composition having good usability can be provided.

[0012] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described in detail below with reference to the preferred embodiments. However, the present invention is not limited to the following embodiments, and various modifications can be made within the scope of the present invention.

[0013] <<Cosmetic Composition>> The cosmetic composition of the present invention (hereinafter also simply referred to as "the composition of the present invention") comprises a compound I having a structure of the following formula (I): (wherein -OA represents an alkoxy group) An oil component containing a liquid polar oil, and an oil phase thickener, Compound I is dissolved in the oil component, and the amount of Compound I is 2.8 parts by mass or more per 100 parts by mass of the liquid polar oil, and the oil phase thickener includes at least one selected from the group consisting of a wax and an oil gelling agent having a sugar skeleton, an amide bond, or a urethane bond.

[0014] Through intensive research by the present inventors, it has been found that even when the ratio of compound I to liquid polar oil in the composition of the present invention is relatively high, the use of a specific oil phase thickener in combination can suppress crystallization of compound I, particularly crystallization over time. The phrase "suppressing crystallization over time" refers to the ability to suppress crystallization of compound I not only immediately after the composition is prepared, but also after leaving the composition at room temperature (25°C) for 4 days, preferably after leaving the composition for 1 week. The presence or absence of crystallization of compound I can be comprehensively determined by visual inspection and application of the composition; more specifically, the Examples section below can be referred to.

[0015]

[0023] In the present invention, examples of cases in which the proportion of compound I relative to the liquid polar oil is relatively high include (i) cases in which the proportion of compound I in the cosmetic composition is relatively high and the proportion of liquid polar oil in the cosmetic composition is low, (ii) cases in which the proportion of compound I in the cosmetic composition is relatively low but the proportion of liquid polar oil in the cosmetic composition is also low, or (iii) cases in which the proportion of liquid polar oil in the cosmetic composition is relatively high but the proportion of the compound represented by general formula I in the cosmetic composition is also high. In the present invention, the above cases (i) and (ii) are particularly preferred from the viewpoint of suppressing stickiness. Note that the "liquid polar oil" referred to in the present invention refers to a polar oil that is liquid at 25°C, and may be in a state in which compound I can be dissolved when the cosmetic composition is prepared.

[0016] Without being limited by theory, it is speculated that the mechanism by which crystallization of Compound I in the composition of the present invention is suppressed is that the incorporation of a specific oil phase thickener allows the formation of a three-dimensional network structure that is large enough to restrict the molecular movement of Compound I. Furthermore, it is thought that the wax used as the oil phase thickener contributes to this three-dimensional network structure by adopting a house-of-card structure, and that the oil gelling agent used as the oil phase thickener and having a sugar skeleton, amide bond, or urethane bond contributes to this three-dimensional network structure by forming hydrogen bonds.

[0017] Each component that may be contained in the composition of the present invention will be described in detail below.

[0018] <Compound I> The composition of the present invention contains Compound I. By containing Compound I, the composition has the ability to absorb ultraviolet rays in both the UVA region and the UVB region, and thus has the ability to absorb ultraviolet rays over a wide range of wavelengths.

[0019] Compound I of the present invention has the structure: (wherein —OA represents an alkoxy group)

[0020] In formula (I), -OA represents an alkoxy group, and more specific examples include, but are not limited to, a methoxy group or an ethoxy group.

[0021] In the present invention, compound I may have the same structure as the compound represented by general formula I disclosed in Patent Document 1.

[0022] In the present invention, compound I is dissolved in oil. In addition, in the present invention, "compound I is dissolved in oil" means that, when the composition of the present invention and a cosmetic containing the composition of the present invention are liquid, 99% by mass or more, preferably 100% by mass, of compound I is dissolved in liquid oil. In addition, when the composition of the present invention and a cosmetic containing the composition of the present invention are solid, this means that 99% by mass or more, preferably 100% by mass, of compound I is dissolved in liquid oil when preparing the cosmetic.

[0023] In the composition of the present invention, the content of Compound I is not particularly limited. For example, with respect to 100 parts by mass of the total of Compound I, oil, and oil phase thickener, the content of Compound I may be 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, 3.1 parts by mass or more, 3.2 parts by mass or more, 3.3 parts by mass or more, 3.4 parts by mass or more, 3.5 parts by mass or more, 3.6 parts by mass or more, 3.7 parts by mass or more, 3.8 parts by mass or more, 3.9 parts by mass or more, 4.0 parts by mass or more, 4.1 parts by mass or more, 4.2 parts by mass or more, 4.3 parts by mass or more, 4.4 parts by mass or more. Above, it may be 4.5 parts by mass or more, 4.6 parts by mass or more, 4.7 parts by mass or more, 4.8 parts by mass or more, 4.9 parts by mass or more, or 5.0 parts by mass or more, and 10 parts by mass or less, 9.5 parts by mass or less, 9.0 parts by mass or less, 8.5 parts by mass or less, 8. It may be 0 parts by weight or less, 7.5 parts by weight or less, 7.0 parts by weight or less, 6.5 parts by weight or less, 6.0 parts by weight or less, 5.5 parts by weight or less, 5.0 parts by weight or less, 4.5 parts by weight or less, 4.0 parts by weight or less, 3.5 parts by weight or less, or 3.0 parts by weight or less.

[0024] In the composition of the present invention, the amount of Compound I relative to 100 parts by mass of the liquid polar oil is 2.8 parts by mass or more, 3.0 parts by mass or more, 3.2 parts by mass or more, 3.4 parts by mass or more, 3.6 parts by mass or more, 3.8 parts by mass or more, 4.0 parts by mass or more, 4.2 parts by mass or more, 4.4 parts by mass or more, 4.6 parts by mass or more, 4.8 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.0 parts by mass or more, 5.2 parts by mass or more, 5.4 parts by mass or more, 5.2 ... .. 6 parts by mass or more, 5.8 parts by mass or more, 6.0 parts by mass or more, 6.2 parts by mass or more, 6.4 parts by mass or more, 6.6 parts by mass or more, 6.8 parts by mass or more, 7.0 parts by mass or more, 7.2 parts by mass or more, 7.4 Parts by mass or more, 7.6 parts by mass or more, 7.8 parts by mass or more, 8.0 parts by mass or more, 8.2 parts by mass or more, 8.4 parts by mass or more, 8.6 parts by mass or more, 8.8 parts by mass or more, 9.0 parts by mass or more, 9.2 parts by mass 9.4 parts by mass or more, 9.6 parts by mass or more, 9.8 parts by mass or more, 10.0 parts by mass or more, 11.0 parts by mass or more, 12.0 parts by mass or more, 13.0 parts by mass or more, 14.0 parts by mass or more, 15.0 parts by mass or more, 16.0 parts by mass or more, 17.0 parts by mass or more, 18.0 parts by mass or more, 19.0 parts by mass or more, 20.0 parts by mass or more, 21.0 parts by mass or more, or 22.0 parts by mass or more. Also, 50.0 parts by mass or less, 45.0 parts by mass or less, 40.0 parts by mass or less, 35.0 parts by mass or less, 30.0 parts by mass or less, 25.0 parts by mass or less, 20.0 parts by mass or less, 19.0 parts by mass or less 18.0 parts by weight or less, 17.0 parts by weight or less, 16.0 parts by weight or less, 15.0 parts by weight or less, 14.0 parts by weight or less, 13.0 parts by weight or less, or 12.0 parts by weight or less.

[0025] <Oil Component> The composition of the present invention contains an oil component. Here, the oil component includes a liquid polar oil.

[0026] In the composition of the present invention, the content of the oil component is not particularly limited.For example, relative to the total 100 parts by mass of compound I, the oil component, and the oil phase thickener, the oil component may be 75 parts by mass or more, 76 parts by mass or more, 77 parts by mass or more, 78 parts by mass or more, 79 parts by mass or more, 80 parts by mass or more, 81 parts by mass or more, 82 parts by mass or more, 83 parts by mass or more, 84 parts by mass or more, 85 parts by mass or more, 86 parts by mass or more, 87 parts by mass or more, 88 parts by mass or more, 89 parts by mass or more, 90 parts by mass or more, 91 parts by mass or more, or 92 parts by mass or more, or 96.9 parts by mass or less, 96.5 parts by mass or less, 96 parts by mass or less, 95.5 parts by mass or less, 95 parts by mass or less, 94.5 parts by mass or less, 94 parts by mass or less, 93.5 parts by mass or less, 93 parts by mass or less, 92.5 parts by mass or less, or 92 parts by mass or less.

[0027] (Polar Oil) In the present invention, "polar oil" refers to an oil with high polarity among oils that can be used in cosmetics other than silicone oil, and refers to, for example, an oil with an IOB value of 0.10 or more, 0.11 or more, 0.12 or more, or 0.13 or more. Furthermore, the IOB value of the polar oil according to the present invention may be 2.0 or less, 1.5 or less, 1.0 or less, 0.50 or less, 0.45 or less, or 0.40 or less. The IOB value is an abbreviation for Inorganic / Organic Balance (inorganic / organic ratio), and is a value that represents the ratio of the inorganic value to the organic value, and is an index that indicates the degree of polarity of an organic compound. Specifically, the IOB value is expressed as IOB value = inorganic value / organic value. The "inorganic value" and "organic value" are set according to the type of atom or functional group, such as 20 for one carbon atom in a molecule and 100 for one hydroxyl group. The IOB value of an organic compound can be calculated by integrating the "inorganic values" and "organic values" of all atoms and functional groups in the organic compound (see, for example, "Organic Conceptual Diagram - Fundamentals and Applications" by Yoshio Koda, pp. 11-17, Sankyo Publishing, 1984).

[0028] In the present invention, the polar oil may be at least one selected from the group consisting of ester oil, ether oil, higher alcohol, and fatty acid, each having an IOB value of 0.10 or more. Among these, a liquid polar oil capable of dissolving the above-mentioned compound I is particularly preferred.

[0029] More specifically, polar oils include, for example, polyglyceryl-10 laurate (IOB value = 1.60), PEG-20 sorbitan cocoate (IOB value = 1.49), bisethoxydiglycol cyclohexane-1,4-dicarboxylate (IOB value = 1.03), phenoxyethyl caprylate (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), isononanoic acid isononanoate, and the like. Nyl (IOB value = 0.2), Isopropyl myristate (IOB value = 0.18), Isoamyl laurate (IOB value = 0.18), PPG-2 myristyl propionate (IOB value = 0.26), Polyglyceryl-2 triisostearate (IOB value = 0.26), Polyglyceryl-2 diisostearate (IOB value = 0.41), Diethoxyethyl succinate (IOB value = 1.13), Dioctyl adipate (IOB value = 0.29), Diisopropyl adipate (IOB value = 0.55), Dioctyl sebacate (IOB value = 0.24), Di-PP adipate G-3 myristyl (IOB value = 0.55), PPG-14 butyl (IOB value = 0.41), PPG-15 stearyl (IOB value = 0.32), PPG-3 myristyl (IOB value = 0.35), octyl palmitate (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), ethylhexyl Cetyl phosphate (IOB value = 0.13), pentaerythrityl tetraethylhexanoate (IOB value = 0.35), dioctyl succinate (IOB value = 0.36), glycol distearate (IOB value = 0.16), glyceryl diisostearate (IOB value = 0.29), neopentyl glycol dicaprate (IOB value = 0.25), diisostearyl malate (IOB value = 0.28), trimethylolpropane triisostearate (IOB value = 0.16), glyceryl tri-2-ethylhexanoate (triethylhexanoin) (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-glutamic acid-2-octyldodecyl ester (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 ( The alkyl ester may be at least one selected from the group consisting of alkyl esters (IOB value = 0.2), triisostearin (IOB value = 0.16), PPG-3 dipivalate (IOB value = 0.52), tri(caprylic / capric)glyceryl (IOB value = 0.33), alkyl benzoate (having 12 to 15 carbon atoms) (IOB value = 0.18), phenethyl benzoate (IOB value = 0.3), butyloctyl salicylate (IOB value = 0.43), and neopentyl glycol diheptanoate (IOB value = 0.33), but is not limited thereto.

[0030] Further, examples of ultraviolet absorbers that can be considered polar oils include ultraviolet absorbers with an IOB of 0.10 or more. Specific examples include organic ultraviolet absorbers such as ethylhexyl methoxycinnamate, octocrylene, polysilicone-15, t-butyl methoxydibenzoylmethane, ethylhexyl triazone, bisethylhexyloxyphenol methoxyphenyl triazine, diethylaminohydroxybenzoyl hexyl benzoate, oxybenzone-3, methylene bisbenzotriazolyl tetramethylbutylphenol, homosalate, and ethylhexyl salicylate, but are not limited to these. These ultraviolet absorbers can be used alone or in combination of two or more.

[0031] In the present invention, the definition that the oil component includes a liquid polar oil does not exclude other polar oils (for example, polar oils that are solid at 25 ° C) or oils other than polar oils (for example, hydrocarbon oils, silicone oils, etc.). As long as the effects of the present invention are not impaired, the oil component may further contain oil components other than these liquid polar oils. For example, from the viewpoint of improving usability, the oil component can contain at least one selected from the group consisting of hydrocarbon oils and silicone oils, and in particular, it is preferable to contain at least one selected from the group consisting of liquid hydrocarbon oils and liquid silicone oils, and it is more preferable to contain both liquid hydrocarbon oils and liquid silicone oils. In addition, liquid hydrocarbon oil refers to hydrocarbon oils that are liquid at 25 ° C, and liquid silicone oil refers to silicone oils that are liquid at 25 ° C.

[0032] In the composition of the present invention, the content of the liquid polar oil in the oil component is not particularly limited, and may be, for example, 10% by mass or more, 11% by mass or more, 12% by mass or more, 13% by mass or more, 14% by mass or more, or 15% by mass or more, relative to the total oil component, and may be 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, or 15% by mass or less.

[0033] (Hydrocarbon Oil) In the composition of the present invention, the oil component may further contain a hydrocarbon oil. Note that the hydrocarbon oil refers to a hydrocarbon oil other than the polar oil according to the present invention.

[0034] The hydrocarbon oil may be a volatile hydrocarbon oil or a non-volatile hydrocarbon oil.

[0035] In the present invention, "volatile" oil refers to an oil that exhibits a volatile content of more than 20% when left at atmospheric pressure and 30°C for 120 minutes. Correspondingly, in the present invention, "non-volatile" oil refers to an oil that exhibits a volatile content of 20% or less when left at atmospheric pressure and 30°C for 120 minutes. The volatility can be evaluated by the following method. 2 mg / cm2 of oil is applied to a 5 mm square acrylic resin substrate. 2The weight is measured before and after leaving it on a precision balance at 30°C for 120 minutes. The amount of oil lost due to volatilization is calculated from the difference in weight before and after leaving it for 120 minutes, and the ratio (%) to the applied weight is evaluated.

[0036] Specific examples of hydrocarbon oils include, but are not limited to, liquid paraffin, hydrogenated polydecene, decane, dodecane, isododecane, isohexadecane, squalane, squalene, and mixtures of two or more thereof. Of these, liquid hydrocarbon oils are preferably used.

[0037] When the oil component of the present invention contains a hydrocarbon oil, the content of the hydrocarbon oil is not particularly limited, and may be, for example, 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, 45% by mass or more, or 50% by mass or more, relative to the total oil component, and may be 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% 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, 30% by mass or less, 25% by mass or less, 20% by mass or less, or 15% by mass or less.

[0038] (Silicone oil) Silicone oil refers to oils that can be used in cosmetics and have a main skeleton based on siloxane bonds. Note that "substances that have a main skeleton based on siloxane bonds" and that can also be used as the above-mentioned "ultraviolet absorbers" are excluded from the definition of "silicone oil" here.

[0039] In the present invention, the silicone oil may be a volatile silicone oil or a non-volatile silicone oil.

[0040] Specific examples of silicone oils include, but are not limited to, linear silicone oils such as polydimethylsiloxane (dimethicone), methylphenylpolysiloxane, and methylhydrogenpolysiloxane, cyclic silicone oils such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and mixtures of two or more thereof. Of these, liquid silicone oils are preferably used.

[0041] When the oil component of the present invention contains silicone oil, the content of the silicone oil is not particularly limited, and may be, for example, 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, 45% by mass or more, or 50% by mass or more, relative to the total oil component, or 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% 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, 30% by mass or less, 25% by mass or less, 20% by mass or less, or 15% by mass or less.

[0042] <Oil Phase Thickener> The composition of the present invention contains an oil phase thickener. Here, the oil phase thickener means a substance that thickens or solidifies oil to prevent the oil from running off.

[0043] In the present invention, the content of the oil phase thickener is not particularly limited. For example, relative to 100 parts by mass of the total of Compound I, oil, and oil phase thickener, the amount of the oil phase thickener may be 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, 7.0 parts by mass or more, 7.5 parts by mass or more, 8.0 parts by mass or more, 8.5 parts by mass or more, 9.0 parts by mass or more, or 10 parts by mass or more, and may be 15 parts by mass or less, 14 parts by mass or less, 13 parts by mass or less, 12 parts by mass or less, 11 parts by mass or less, 10 parts by mass or less, 9.0 parts by mass or less, 8.0 parts by mass or less, 7.0 parts by mass or less, 6.0 parts by mass or less, or 5.0 parts by mass or less.

[0044] In the present invention, the oil phase thickener comprises at least one selected from the group consisting of a wax and an oil gelling agent having a sugar skeleton, an amide bond, or a urethane bond. The amide bond refers to a carbon-nitrogen bond formed by dehydration condensation of a carboxylic acid and an amine, such as —C(═O)—N(R x )- (wherein R x may be a hydrogen atom or other substituents such as an alkyl group.) The urethane bond refers to a bond formed by the reaction of an isocyanate group with a hydroxyl group, and is, for example, —O—C(═O)—N(R y )- (wherein R y may be a hydrogen atom or may be another substituent such as an alkyl group).

[0045] More specifically, the wax may be, for example, at least one selected from the group consisting of microcrystalline wax, polyethylene, candelilla wax, sunflower seed wax, paraffin, synthetic wax, beeswax, Japan wax, rice bran wax, carnauba wax, and ceresin.

[0046] The oil gelling agent may be, for example, at least one selected from the group consisting of dibutyl lauroyl glutamide, polyamide-8, polyurethane-79, dextrin palmitate, dextrin (palmitate / ethylhexanoate), dibutyl ethylhexanoyl glutamide, and dextrin myristate. Among these, for example, from the viewpoint of easily contributing to a three-dimensional network structure, those having a branched chain or a substituent (preferably a bulky substituent) in the molecule are preferred, and oil gelling agents having a hydroxy group, amide bond, urethane bond, or the like for network formation are particularly preferred.

[0047] Cosmetics The composition of the present invention described above can be incorporated into various cosmetics. That is, the present invention can provide an oil-based cosmetic comprising the composition of the present invention, an oil-based solid cosmetic comprising the composition of the present invention, and a water-in-oil emulsion cosmetic comprising the composition of the present invention.

[0048] The composition of the present invention has good usability and can inhibit the crystallization of the above-mentioned Compound I over time. Therefore, these cosmetic preparations containing the composition of the present invention also have good usability.

[0049] In addition to the composition of the present invention, these cosmetics may contain various other ingredients as appropriate, provided that the effects of the present invention are not affected. The necessity and amount of other ingredients may be adjusted appropriately depending on the type of cosmetic.

[0050] Here, the various other components are not particularly limited and may be components that can be typically incorporated into cosmetics, such as water, thickeners other than the oil phase thickeners described above, surfactants, moisturizers, stabilizers, water-soluble polymers, oil-soluble polymers, film-forming agents, higher fatty acids, sequestering agents, lower alcohols, higher alcohols, various extracts, sugars, amino acids, organic amines, polymer emulsions, chelating agents, UV scattering agents, various powders, pH adjusters, skin nutrients, vitamins, water-soluble agents applicable to pharmaceuticals, quasi-drugs, cosmetics, etc., buffers, anti-fading agents, preservatives, dispersants, propellants, pigments, and fragrances.

[0051] <Oil-Based Cosmetic> In the present invention, the oil-based cosmetic refers to a cosmetic that is a single-phase oil phase. Furthermore, the oil-based cosmetic is substantially free of water, which is usually present separately from the oil phase.

[0052] In the oil-based cosmetic of the present invention, the content of the composition of the present invention is not particularly limited and may be, for example, 70% by mass or more, 75% by mass or more, 80% by mass or more, 85% by mass or more, 90% by mass or more, 95% by mass or more, or 99% by mass or more, or may be 100% by mass or less, 99% by mass or less, 98% by mass or less, 97% by mass or less, 96% by mass or less, or 95% by mass or less.

[0053] <Oily-Based Solid Cosmetic> In the present invention, an oily solid cosmetic refers to the above-mentioned oily cosmetics that are solid at 25° C. Therefore, the content of the composition of the present invention in the oily solid cosmetic of the present invention may be the same as in the above-mentioned oily cosmetic.

[0054] <Water-in-oil emulsion cosmetic> The water-in-oil emulsion cosmetic of the present invention may contain the composition of the present invention in its continuous phase (external phase).

[0055] In the water-in-oil emulsion cosmetic of the present invention, the content of the composition of the present invention is not particularly limited, and may be, for example, 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, 45% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass or more, 80% by mass or more, 85% by mass or more, or 90% by mass or more, or may be 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% by mass or less, 60% by mass or less, or 55% by mass or less.

[0056] In the water-in-oil emulsion cosmetic of the present invention, the water content is not particularly limited and may be, for example, 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, or 30% by mass or more, and may be 65% 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, 30% by mass or less, or 25% by mass or less.

[0057] <Form> Examples of the form of the cosmetic containing the composition of the present invention include, but are not limited to, solid, semi-solid, solid paste, stick, emulsion, liquid, gel, sherbet, cream, ointment, or paste.

[0058] <Uses> The composition of the present invention can be suitably used as various cosmetics or as raw materials therefor.

[0059] For example, the composition of the present invention contains Compound I, and thus has the ability to absorb ultraviolet light in both the UVA and UVB regions and over a wide range of wavelengths. Therefore, the present invention can provide a sunscreen cosmetic containing the composition of the present invention.

[0060] Other uses of the composition of the present invention include, but are not limited to, makeup base, foundation, blush, lipstick, and lip cream.

[0061] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these. In the following, unless otherwise specified, the contents are expressed in mass %.

[0062] Examples 1 to 10 and Comparative Examples 1 to 3 Oil-based cosmetic compositions of Examples 1 to 10 and Comparative Examples 1 to 3 were prepared based on the formulations in Table 1. More specifically, all raw materials were heated to 90°C or higher, mixed, and then cooled to room temperature to obtain each composition. Note that the compositions of Examples 1 to 10 and Comparative Examples 2 and 3 were solid (stick-like), while the composition of Comparative Example 1 was liquid.

[0063] The compound I used was the compound represented by the following structural formula:

[0064] It was also confirmed that each cosmetic composition had become a transparent layer during the heating process during preparation. After preparation, each composition was checked for the presence or absence of crystal precipitation by both visual inspection and application, based on the following criteria, after being left at room temperature (25°C) for 4 days and after being left for 1 week. The results are shown in Table 1.

[0065] <Evaluation criteria for the presence or absence of crystal precipitation> "A": No crystal precipitation was observed either visually or in the coating. "B": Crystal precipitation was observed in some areas visually, but was not felt in the coating. "C": Crystal precipitation was confirmed visually, and there was roughness in the coating. "D": Crystal precipitation was confirmed visually, and the crystal precipitation was more widespread than in "C" above. There was also roughness in the coating.

[0066]

[0067] As is clear from the results in Table 1, the composition of Comparative Example 1, which did not contain an oil phase thickener, did not precipitate crystals of Compound I immediately after preparation, but after being left to stand for 4 days, widespread precipitation of crystals was confirmed, and the composition felt rough when applied.

[0068] In contrast, it was found that the compositions of Examples 1 to 10 all suppressed the crystallization of Compound I not only immediately after preparation, but also after being left for 4 days and then for 1 week.

[0069] These results suggest that the compositions of Examples 1 to 3, 5 to 8, and 10 in particular can suppress the precipitation of crystals of Compound I over time while maintaining the same or a smaller amount of liquid polar oil as the composition of Comparative Example 1, and thus have good usability.

[0070] Furthermore, in Comparative Examples 2 and 3, although an oil phase thickener was blended, this was a hydroxy fatty acid-based oil gelling agent and was not selected from the group consisting of a wax and an oil gelling agent having a sugar skeleton, an amide bond, or a urethane bond, and therefore it was found that the precipitation of crystals of Compound I over time could not be suppressed.

[0071] Examples 11 to 14 and Comparative Examples 4 to 7 In the same manner as in Example 1 described above, solid oil-based cosmetic compositions (stick form) of Examples 11 to 14 and Comparative Examples 4 to 7 were prepared and evaluated based on the formulations in Table 2. The evaluation results are shown in Table 2.

[0072]

[0073] As is clear from the results in Table 2, it was found that the compositions of Examples 11 to 14 all inhibited the precipitation of crystals of Compound I not only immediately after preparation, but also after standing for 4 days and then for one week.

[0074] In contrast, in the compositions of Comparative Examples 4 to 7, although no crystals of Compound I precipitated immediately after preparation, widespread crystal precipitation was observed after leaving the composition for 4 days, and the composition gave a rough feeling when applied.

[0075] Examples 15 to 17, Comparative Example 8, and Reference Example 1 Cosmetic compositions of Examples 15 to 17, Comparative Example 8, and Reference Example 1 were prepared based on the formulations in Table 3. Based on the above criteria, the presence or absence of crystal precipitation was confirmed under the storage conditions as shown below, and the respective results are shown in Table 3. (Storage conditions) - When left at room temperature (25°C) for one week after preparation, and when continuously left for two months after preparation - When left at 0°C for one month after preparation

[0076]

[0077] As is clear from the results in Table 3, the composition of Comparative Example 8, which did not contain an oil phase thickener, did not precipitate crystals of Compound I immediately after preparation, but after leaving it at room temperature for one week, at 0°C for one month, and at room temperature for two months, widespread precipitation of crystals was confirmed, and it was also found that the composition was rough when applied.

[0078] In contrast, it was found that the compositions of Examples 15 to 17 inhibited the precipitation of crystals of Compound I not only immediately after preparation, but also after standing at room temperature for one week, at 0°C for one month, and at room temperature for two months.

[0079] As is clear from the results of Reference Example 1, when Compound I was not blended, no crystal precipitation was observed.

Claims

1. Compound I having the structure of formula (I): (wherein -OA represents an alkoxy group), an oil component containing a liquid polar oil, and an oil phase thickener, wherein compound I is dissolved in the oil component, the amount of compound I is 2.8 parts by mass or more per 100 parts by mass of the liquid polar oil, and the oil phase thickener comprises at least one selected from the group consisting of a wax and an oil gelling agent having a sugar skeleton, an amide bond, or a urethane bond.

2. The cosmetic composition according to claim 1, wherein the wax is at least one selected from the group consisting of microcrystalline wax, polyethylene, candelilla wax, sunflower seed wax, paraffin, synthetic wax, beeswax, Japan wax, rice bran wax, carnauba wax, and ceresin.

3. The cosmetic composition according to claim 1 or 2, wherein the oil gelling agent is at least one selected from the group consisting of dibutyl lauroyl glutamide, polyamide-8, polyurethane-79, dextrin palmitate, dextrin palmitate / ethylhexanoate, dibutyl ethylhexanoyl glutamide, and dextrin myristate.

4. A cosmetic composition according to any one of claims 1 to 3, wherein the oil phase thickener is present in an amount of 0.1 parts by mass or more and 15 parts by mass or less per 100 parts by mass of the total of compound I, the oil, and the oil phase thickener.

5. A cosmetic composition according to any one of claims 1 to 4, wherein the content of the liquid polar oil in the oil component is 10 mass% or more.

6. A cosmetic composition according to any one of claims 1 to 5, wherein the compound I is present in an amount of 3.0 parts by mass or more per 100 parts by mass of the total of the compound I, the oil, and the oil phase thickener.

7. An oil-based cosmetic comprising the cosmetic composition according to any one of claims 1 to 6.

8. An oily solid cosmetic comprising the cosmetic composition according to any one of claims 1 to 6.

9. A water-in-oil emulsion cosmetic comprising the cosmetic composition according to any one of claims 1 to 6.

10. A sunscreen cosmetic comprising the cosmetic composition according to any one of claims 1 to 6.

Citation Information

Patent Citations

  • External composition for skin, composition for suppressing dysfunction of ultraviolet absorber, and method for suppressing dysfunction of ultraviolet absorber

    JP2018065795A

  • Skin external composition, composition for suppressing functional deterioration of ultraviolet absorber, and method of suppressing functional deterioration of ultraviolet absorber

    JP2019108303A

  • Oil gel composition and cosmetic

    JP2021091813A

  • Solid cosmetic composition with improved high-temperature stability and usability, and preparation method therefor

    JP2022100296A

  • Ultraviolet absorber

    WO2009041098A1