Classifications

• • 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
  • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
• • 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
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/04—Dispersions; Emulsions
  • A61K8/06—Emulsions
  • A61K8/062—Oil-in-water emulsions
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/04—Dispersions; Emulsions
  • A61K8/06—Emulsions
  • A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
• • 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
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
• • 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
  • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
  • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
• • 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

Definitions

• the present invention relates to cosmetic compositions.
• UVB region wavelength 290-320 nm
• UVA region wavelength 320-400 nm
• UVA region wavelength 320-400 nm
• P-2-ethylhexyl p-methoxycinnamate is commonly used as a UV absorber in conventional UV protection cosmetics.
• 2-Ethylhexyl p-methoxycinnamate has the effect of absorbing ultraviolet rays in the UVB region, but there is a demand for an ultraviolet absorber having a better ability to absorb ultraviolet rays in the UVA region.
• the ultraviolet absorber disclosed in Patent Document 1 has the ability to absorb both the UVA region and the UVB region, has an ultraviolet suppression effect in a wide range of wavelengths, and with the passage of time of ultraviolet irradiation, UVA and a property not found in the prior art, that is, the ability to absorb ultraviolet light increases in the UVB region.
• UV absorber of US Pat. (wherein —OA represents an alkoxy group) as an active ingredient.
• Patent Document 1 the compound represented by the general formula I is blended as it is in an ointment or in a liquid medium to exert its ability to absorb ultraviolet rays in the UVA and UVB regions.
• Patent Document 1 still has room for improvement in terms of ultraviolet absorption ability in the UVA and UVB regions.
• the present invention is intended to improve the above circumstances, and the purpose thereof is to provide a cosmetic composition with further improved ultraviolet absorbing ability in the UVA and UVB regions.
• a cosmetic composition containing the following components (i) and (ii) and an oil capable of at least partially dissolving these components: (i) a first compound having the structure of formula (I): (Wherein, -OA represents an alkoxy group) (ii) having a structure represented by any one of the following formulas (II-1), (II-2), (II-3), and (II-4) and having a molecular weight of 250 or more; A second compound other than the compound of: (In the formula, the benzene ring may have a substituent).
• the second compound is ethylhexyl methoxycinnamate, octocrylene, ethylhexyl salicylate, homosalate, bisethylhexyloxyphenol methoxyphenyltriazine, diethylaminohydroxybenzoylhexylbenzoate, ethylhexyltriazone, polysilicone-15, t-butylmethoxydibenzoylmethane , phenylbenzimidazole sulfonic acid, and terephthalylidenedicanefursulfonic acid.
• ⁇ Aspect 3> 3 The composition of aspect 1 or 2, wherein the oil comprises a polar oil.
• the cosmetic composition of the present invention (hereinafter also simply referred to as "the composition of the present invention") is A cosmetic composition containing the following components (i) and (ii) and an oil capable of at least partially dissolving these components: (i) a first compound having the structure of formula (I): (Wherein, -OA represents an alkoxy group) (ii) a first having a structure represented by any one of the following formulas (II-1), (II-2), (II-3), and (II-4) and having a molecular weight of 250 or more; A second compound other than the compound:
• composition of the present invention in combination with a first compound having ultraviolet absorption capabilities in the UVA and UVB regions, a compound having a structural moiety similar to that of the first compound and having a predetermined molecular weight (250
• a compound having a structural moiety similar to that of the first compound and having a predetermined molecular weight 250
• the second compound having the above molecular weight a remarkable effect was obtained in improving the ultraviolet absorption effect.
• the first compound has the structure of formula (I): (Wherein, -OA represents an alkoxy group)
• —OA represents an alkoxy group, and more specifically includes, but is not limited to, a methoxy group, an ethoxy group, or the like.
• the first compound may have the same structure as the compound represented by general formula I disclosed in Patent Document 1.
• the first compound is at least partially dissolved, particularly 50% by mass or more is dissolved, more particularly Preferably 90% by weight or more are in solution, even more particularly 99% by weight or more are in solution and most especially 100% by weight are in solution.
• the content of the first compound is not particularly limited. 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, or 50% by mass 40% by mass or less, 30% by mass or less, 20% 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.
• the second compound is other than the above-described first compound and has the following formulas (II-1), (II-2), (II-3), and (II-4) and having a molecular weight of 250 or more: (In the formula, the benzene ring may have a substituent).
• the second compound includes, in its structural formula, any structure of the above formulas (II-1), (II-2), (II-3), and (II-4) and may further have one or more substituents on the benzene ring of the structures of formulas (II-1), (II-2), (II-3), and (II-4). .
• the substituents include, for example, an alkyl group or an alkyl group optionally substituted with another substituent, a cycloalkyl group or a cycloalkyl group optionally substituted with another substituent , an alkenyl group or an alkenyl group optionally substituted by other substituents, an alkynyl group or an alkynyl group optionally further substituted by other substituents, an aryl group or further substituted by another substituent an aryl group, a carbonyl group, a hydroxyl group, an alkoxyl group, an amino group or an amino group optionally substituted by another substituent, a heterocyclic group or a heterocyclic ring optionally substituted by another substituent
• Examples include, but are not limited to, sulfonic acid groups, halogen atoms, and the like.
• the molecular weight of the second compound is, for example, 250 or more, 260 or more, 270 or more, 280 or more, 290 or more, 300 or more, 310 or more, 320 or more, 330 or more, 340 or more, 350 or more, 360 or more , 370 or more, 380 or more, 390 or more, 400 or more, 450 or more, 500 or more, 550 or more, 600 or more, 650 or more, 700 or more, 750 or more, or 800 or more, and the upper limit is not particularly limited , for example 10000 or less, 8000 or less, 7000 or less, 6000 or less, 5000 or less, 4000 or less, 3000 or less, 2000 or less, or 1000 or less.
• the second compound is, for example, ethylhexyl methoxycinnamate (molecular weight: 290), octocrylene (molecular weight: 361), ethylhexyl salicylate (molecular weight: 250), homosalate (molecular weight: 262), bisethylhexyloxyphenol methoxyphenyltriazine.
• ethylhexyl salicylate molecular weight: 250
• bisethylhexyloxyphenol methoxyphenyltriazine molecular weight: 628
• ethylhexyl triazone molecular weight: 823
• polysilicone-15 molecular weight: about 6000
• t-butyl It is preferably at least one compound selected from the group consisting of methoxydibenzoylmethane (molecular weight: 310), phenylbenzimidazole sulfonic acid (molecular weight: 274), and terephthalylidene dicamphorsulfonic acid (molecular weight: 563).
• polysilicone-15 (molecular weight: about 6000), phenylbenzimidazole sulfonic acid (molecular weight: 274), and terephthalylidene dicamphorsulfonic acid (molecular weight: 563). is more preferred.
• the second compound when it is solid, it should be at least partially dissolved, particularly 50% by mass or more of the dissolved state. more particularly 90% by weight or more are in the dissolved state, even more particularly 99% by weight or more are in the dissolved state, and most particularly 100% by weight is in the dissolved state.
• the content of the second compound is not particularly limited. 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, or 50% by mass 40% by mass or less, 30% by mass or less, 20% 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.
• the composition of the present invention contains oil.
• the oil contained in the composition of the present invention is an oil capable of at least partially dissolving the first compound and the second compound described above, and therefore these components (i.e., the first compound and the second compound) can be at least partially dissolved.
• the oil content is not particularly limited, 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, 30% by mass or more , 35 mass% or more, 40 mass% or more, or 50 mass% or more, and 99.9 mass% or less, 90 mass% or less, 80 mass% or less, 70 mass% or less, 60 mass% or less, It may be 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.
• the oil is not particularly limited as long as it can at least partially dissolve the above-described first compound and second compound. More specifically, the oil may include, for example, one or more of polar oils, silicone oils, hydrocarbon oils, and the like. From the viewpoint of dissolving the first compound described above, the oil preferably contains a polar oil.
• polar oil refers to an oil with high polarity among oils other than silicone oil that can be used in cosmetics. or more, or 0.13 or more.
• the IOB value of the polar oil according to the present invention may be 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. It will be.
• the first compound and the second compound having an IOB value of 0.10 or more are excluded from the term "polar oil".
• the polar oil may be, for example, at least one selected from the group consisting of ester oils, ether oils, higher alcohols, and fatty acids having an IOB value of 0.10 or more.
• the amount of polar oil contained in the oil is not particularly limited. parts or more, and 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. you can
• the polar oil and the above-described first compound may be blended in the following composition ratio. More specifically, with respect to a total of 100 parts by mass of the polar oil and the first compound, the first compound is 0.01 parts by mass or more, 0.05 parts by mass or more, 0.1 parts by mass or more, 0 4.5 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; 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, 9.5 parts by mass or more, 10 parts by mass or more, 15 parts
• the silicone oil refers to an oil having a main skeleton formed by siloxane bonds among the oils that can be used in cosmetics.
• the second compound having a main skeleton formed by siloxane bonds is excluded from the term "silicone oil”.
• the silicone oil may be either volatile silicone oil or non-volatile silicone oil.
• the boiling point under 1 atmosphere (101.325 kPa) can be used as a guideline for "volatility".
• the boiling point may be, for example, 250° C. or lower, 240° C. or lower, or 230° C. or lower, or 80° C. or higher, 100° C. or higher, 120° C. or higher, 150° C. or higher, or 160° C. or higher.
• non-volatile intends to exhibit a volatile content of 5% or less when a sample is placed in a sufficiently large flat-bottomed dish and left at 105° C. for 3 hours.
• the silicone oil may be an acyclic silicone oil (that is, a chain silicone oil) or a cyclic silicone oil.
• silicone oils include acyclic silicone oils such as polydimethylsiloxane (dimethicone), trisiloxane, caprylyl methicone, methylphenylpolysiloxane, and methylhydrogenpolysiloxane; octamethylcyclotetrasiloxane; Examples include, but are not limited to, siloxanes and cyclic silicone oils such as dodecamethylcyclohexasiloxane, and mixtures of two or more thereof. In addition, from the viewpoint of feel in use, non-cyclic silicone is particularly preferable as the silicone oil.
• the amount of silicone oil contained in the oil is not particularly limited. parts or more, and 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. you can
• hydrocarbon oil refers to hydrocarbon oils other than the polar oils mentioned above.
• the hydrocarbon oil may be a volatile hydrocarbon oil or a non-volatile hydrocarbon oil.
• hydrocarbon oils include, but are not limited to, decane, dodecane, isododecane, isohexadecane, liquid paraffin, squalane, squalene, paraffin, and mixtures of two or more of these.
• composition of the present invention can be suitably used as a cosmetic or its raw material. That is, the present invention particularly provides a sunscreen cosmetic composition.
• composition of the present invention is not particularly limited. good.
• the cosmetic composition of the present invention may further contain any aqueous component or other component that can be used in the cosmetics field, in addition to the components mentioned above.
• Other components include, for example, ultraviolet scattering agent particles, surfactants, moisturizing agents, sequestering agents, natural and synthetic polymers, water-soluble and oil-soluble polymers, various extracts, colorants such as organic dyes, Preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, cooling agents, antiperspirants, bactericides, skin activators, other agents, and other ingredients such as various powders.
• ultraviolet scattering agent particles for example, ultraviolet scattering agent particles, surfactants, moisturizing agents, sequestering agents, natural and synthetic polymers, water-soluble and oil-soluble polymers, various extracts, colorants such as organic dyes, Preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, cooling agents, antiperspirants, bactericides, skin activators, other agents, and other ingredients such as various powder
• the composition of the present invention may further contain ultraviolet scattering agent particles from the viewpoint of enhancing the ultraviolet protection effect.
• the ultraviolet scattering agent particles are not particularly limited, and may be, for example, at least one kind of metal oxide particles selected from the group consisting of titanium oxide, zinc oxide, iron oxide, and cerium oxide.
• the ultraviolet scattering agent particles may be hydrophobically treated.
• the hydrophobizing treatment may be performed using a known hydrophobizing surface treatment agent, and examples include fatty acid treatment, fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, Titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, polyacrylic acid treatment, metallic soap treatment, amino acid treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, silane compound treatment, silazane compound treatment and the like. .
• the average primary particle size of the ultraviolet scattering agent particles is not particularly limited, and may be, for example, 5 nm or more, 10 nm or more, or 15 nm or more, or may be 200 nm or less, 100 nm or less, or 50 nm or less.
• the "average primary particle diameter" may be obtained as the projected area circle equivalent diameter of the primary particles in the SEM image.
• the shape of the ultraviolet scattering agent particles is not particularly limited, and examples thereof include spherical, plate-like, rod-like, spindle-like, needle-like, irregular shapes, and the like.
• composition of the present invention contains ultraviolet scattering agent particles
• the content thereof is not particularly limited, and is, for example, 1.0% by mass or more and 15% by mass or less.
• the surfactant may be one that functions as a dispersant, one that functions as an emulsifier, or one that combines these functions.
• Surfactants are not particularly limited, and examples thereof include isostearic acid, PEG-10 dimethicone, PEG-9 polydimethylsiloxyethyl dimethicone, and lauryl PEG-9 polydimethylsiloxyethyl dimethicone, but are not limited to these. do not have.
• composition of the present invention contains a surfactant
• its content is not particularly limited, and is, for example, 1.0% by mass or more and 10% by mass or less.
• compositions of the invention may further comprise water-soluble ingredients such as lower alcohols.
• lower alcohols include, but are not limited to, ethanol, propanol, butanol, pentanol, and hexanol.
• a water-soluble component when included, its content is not particularly limited, and may be, for example, 1.0 to 10% by mass.
• Example 1 ⁇ Preparation of water-in-oil cosmetic composition>> ⁇ Example 1, Comparative Examples 1-1 and 1-2> Compositions of Example 1 and Comparative Examples 1-1 and 1-2 were prepared based on the compositions (% by mass) shown in Table 1 below.
• Example 1 In Example 1 and Examples 2 to 11 described later, compound I represented by the following structural formula was used as the first compound:
• Table 1 shows the boost rate results obtained.
• Example 1 containing the first and second compounds has an ultraviolet absorbing ability in the UVA and UVB regions. found to be greatly improved.
• Comparative Example 1-2 which does not contain the first compound and contains two types of the second compound, had a slightly improved ultraviolet absorption ability compared to Comparative Example 1-1, but the composition of Example 1 did not. It was found that the range of improvement in the ultraviolet absorption capacity of the composition was not sufficient.
• Examples 2 to 11 and Comparative Examples 2 to 13 Compositions of Examples 2 to 11 and Comparative Examples 2 to 13 were prepared based on the compositions (% by mass) in Tables 2 and 3 below.
• the compositions of Comparative Examples 3 to 12 are the same as the compositions of Examples 2 to 11, respectively, except that the "first compound” is not included and the amount of water is increased accordingly.
• the composition of Comparative Example 13 has the same composition as the composition of Comparative Example 2, except that the "first compound” is not included and instead the amount of water is increased accordingly.
• Comparative Examples 3 to 13 were used as references for Examples 2 to 11 and Comparative Example 2, respectively.
• Comparative Example 2 containing the first and third compounds had a smaller boost rate (i.e., UVA and UVB There was no significant improvement in UV absorption capacity in the region). From this, it is understood that the combination of the first compound and the third compound does not produce a synergistic effect.
• compositions of Examples 12 to 20 and Comparative Examples 14 to 24 were prepared based on the compositions (% by mass) in Tables 5 and 6 below.
• the compositions of Comparative Examples 15 to 23 are the same as the compositions of Examples 12 to 20, respectively, except that the "first compound” is not included and the oil content is increased accordingly.
• the composition of Comparative Example 24 has the same composition as the composition of Comparative Example 14 except that the "first compound” was not included and instead the oil content was increased accordingly.
• Comparative Examples 15 to 24 were used as references for Examples 12 to 20 and Comparative Example 14, respectively.
• Comparative Example 14 containing the first and third compounds had a smaller boost rate (i.e., UVA and UVB There was no significant improvement in UV absorption capacity in the region). From this, it is understood that the combination of the first compound and the third compound does not produce a synergistic effect.
• compositions of Examples 21-31 and Comparative Examples 25-37 were prepared.
• the compositions of Comparative Examples 26 to 36 did not contain the "first compound", respectively, and instead increased the amount of water corresponding to the "first compound” of Examples 21 to 31.
• the composition of Comparative Example 37 has the same composition as the composition of Comparative Example 25, except that the "first compound” is not included and instead the amount of water is increased accordingly.
• Comparative Examples 26 to 37 were used as references for Examples 21 to 31 and Comparative Example 25, respectively.
• Comparative Example 25 containing the first and third compounds had a smaller boost rate (i.e., UVA and UVB There was no significant improvement in UV absorption capacity in the region). From this, it is understood that the combination of the first compound and the third compound does not produce a synergistic effect.

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• 2022
  • 2022-09-29 JP JP2023555108A patent/JPWO2023063102A1/ja active Pending
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