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
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/86—Polyethers
• • 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
  • A61K8/36—Carboxylic acids; Salts or anhydrides 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
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
  • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/37—Esters of carboxylic acids
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • 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
  • 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 was blended in an ointment as it was, and the ultraviolet absorption ability was investigated. As a result, it was found that the UV absorbing capacity in the UVA and UVB regions in the ointment containing the compound represented by general formula I increases with increasing UV exposure time.
• An object of the present invention is to improve the above circumstances, and an object of the present invention is to provide a cosmetic composition having an increased UV or sunlight irradiation time and a significantly improved UV absorption capacity at least in the UVA range. to provide.
• the degree of increase in the effect of improving the ultraviolet absorption capacity in at least one of the UVA region and the UVB region by ultraviolet irradiation or sunlight irradiation is determined by the ultraviolet absorbance after irradiation and the ultraviolet light before irradiation. It can be evaluated by the absorbance ratio (ultraviolet absorbance after irradiation/ultraviolet absorbance before irradiation).
• ⁇ Aspect 1> A cosmetic composition comprising a polar oil and a compound I having the structure of formula (I) below, (Wherein, -OA represents an alkoxy group)
• the compound I is 0.01 parts by mass or more and 50 parts by mass or less with respect to a total of 100 parts by mass of the polar oil and the compound I.
• ⁇ Aspect 2> A composition according to aspect 1, wherein said Compound I is at least partially in solution.
• the polar oil consists of bisethoxydiglycol cyclohexane-1,4-dicarboxylate, phenoxyethyl caprylate, PPG-30 buteth-30, diisopropyl sebacate, neopentyl glycol diheptanoate, diethylhexyl succinate, and isononyl isononanoate.
• composition of aspect 4 wherein the polar oil is at least one selected from the group consisting of bisethoxydiglycol cyclohexane-1,4-dicarboxylate, phenoxyethyl caprylate, and PPG-30 buteth-30. .
• polar oil is at least one selected from the group consisting of bisethoxydiglycol cyclohexane-1,4-dicarboxylate, phenoxyethyl caprylate, and PPG-30 buteth-30.
• the present invention it is possible to provide a cosmetic composition in which the effect of improving the ability to absorb ultraviolet rays in at least the UVA region is enhanced by irradiation with ultraviolet rays or sunlight.
• the cosmetic composition of the present invention (hereinafter also simply referred to as “the composition of the present invention”) is A cosmetic composition comprising a polar oil and a compound I having the structure of formula (I) below, (Wherein, -OA represents an alkoxy group) Compound I is 0.01 parts by mass or more and 50 parts by mass or less with respect to a total of 100 parts by mass of polar oil and compound I. It is a cosmetic composition.
• the present inventors have found that by blending a polar oil and a compound I in a composition at a specific composition ratio, it is possible to further increase the effect of improving the ultraviolet absorption ability by ultraviolet irradiation or sunlight irradiation, at least in the UVA region. rice field.
• the specific composition ratio of the polar oil and the compound I is more specifically as follows:
• the compound I is , 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, 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; 5 parts by mass or more, 10 parts by mass or more, 15 parts by mass or more, or 20 parts by mass or more; , 25 parts by mass or less, 20 parts by mass or less, 15 parts by mass or less, or 10
• the composition of the invention comprises a polar oil.
• polar oil refers to an oil with a high polarity among oils that can be used in cosmetics, other than silicone oil, and has an IOB value of 0.10 or more, 0.11 or more, or 0.12. or more, or 0.13 or more.
• 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. It will be.
• various The “inorganic value” and “organic value” are set according to the atom or functional group, and the "inorganic value” and “organic value” of all atoms and functional groups in the organic compound are accumulated. (See, for example, Yoshio Koda, "Organic Conceptual Diagram-Basics and Applications-", pp. 11-17, Sankyo Publishing, 1984).
• the polar oil may be at least one selected from the group consisting of ester oils,
• IOB an IOB of 0.10 or more.
• examples of UV absorbers that can be regarded as polar oils include UV absorbers with an IOB of 0.10 or more.
• ethylhexyl methoxycinnamate, octocrylene, polysilicone-15, t-butylmethoxydibenzoylmethane, ethylhexyltriazone, bisethylhexyloxyphenol methoxyphenyltriazine, hexyl diethylaminohydroxybenzoylbenzoate, oxybenzone-3 examples include, but are not limited to, organic UV absorbers such as methylenebisbenzotriazolyltetramethylbutylphenol, homosalate, and ethylhexyl salicylate. These ultraviolet absorbers can be used alone or in combination of two or more.
• the polar oils include, for example, bisethoxydiglycol cyclohexane-1,4-dicarboxylate (IOB 1.03), phenoxyethyl caprylate ( IOB 0.29), PPG-30 buteth-30 (IOB 0.94), diisopropyl sebacate (IOB 0.4), neopentyl glycol diheptanoate (IOB 0.33), diethylhexyl succinate (IOB 0.32), isononyl isononanoate It is preferably at least one selected from the group consisting of (IOB0.2), and from the viewpoint of further exhibiting the effects of the present invention, for example, the group consisting of neopentyl glycol diheptanoate and diethylhexyl succinate It is preferable that it is at least one more selected.
• the polar oil is, for example, cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol. , phenoxyethyl caprylate, and PPG-30 buteth-30.
• the content of the polar oil is not particularly limited. 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 8.0% 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; 5% by mass or more, 9.0% by mass or more, 9.5% 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, 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 It may be 90% by mass or more,
• a compound I according to the invention has the structure of the formula: (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.
• compound I may have the same structure as the compound represented by general formula I disclosed in Patent Document 1.
• the compound I is at least partially dissolved, particularly 50% by mass or more is dissolved, more particularly 90% by mass. % is in solution, even more in particular 99% by weight or more is in solution, most especially 100% by weight is in solution.
• the content of compound I 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 7.0% 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; 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, and 50% by mass or less, It may be 40% by mass or less, 30% by mass or less, 20% by mass or less, 10% by mass or less, or 8.0% by mass or less.
• 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, oils other than the above-described polar oils, ultraviolet scattering agent particles, ultraviolet absorbers, 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,
• other ingredients such as various powders may be further included, but are not limited to these.
• composition of the present invention may further contain an oil component other than the polar oil described above as long as it does not impair the effects of the present invention.
• oil component other than the polar oil described above with respect to a total of 100 parts by mass of polar oil and oil other than polar oil, 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 of oil other than polar oil 40 parts by mass or less, 30 parts by mass or less, or 20 parts by mass or less; , or 10 parts by mass or more.
• oils other than polar oils include, but are not limited to, silicone oils and hydrocarbon oils.
• Silicone oil refers to an oil that can be used in cosmetics and has a main skeleton formed by siloxane bonds.
• the term "silicone oil” as used herein does not include those that "have a main skeleton formed by siloxane bonds” and that can be used as the above-described "ultraviolet absorber”.
• 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 is preferably 250° C. or lower, 240° C. or lower, or 230° C. or lower from the viewpoint of good dispersion of the ultraviolet scattering agent, and is 80° C. or higher, 100° C. or higher, 120° C. or higher, and 150° C. or higher. , or preferably 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 linear silicone oils such as polydimethylsiloxane (dimethicone), methylphenylpolysiloxane, and methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexa Cyclic silicone oils such as siloxanes, mixtures of two or more thereof, and the like, but are not limited thereto.
• linear silicone oils such as polydimethylsiloxane (dimethicone), methylphenylpolysiloxane, and methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexa Cyclic silicone oils such as siloxanes, mixtures of two or more thereof, and the like, but are not limited thereto.
• hydrocarbon oil refers to hydrocarbon oil other than the polar oil described 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 may further contain ultraviolet scattering agent particles, for example, from the viewpoint of improving the ultraviolet protection effect.
• the ultraviolet scattering agent particles are not particularly limited, and may be, for example, at least one 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 hydrophobization treatment may be performed using a known surface treatment agent that is hydrophobized. Examples include fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, and 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.
• treatment with silicone or silicone resin, treatment with silane compound or silazane compound, and treatment with metal soap such as aluminum isostearate are preferable from the viewpoint of dispersion stability.
• 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, and irregular shapes.
• composition of the present invention may further contain an ultraviolet absorber, for example, from the viewpoint of improving the ultraviolet protection effect.
• the ultraviolet absorber is not particularly limited, and for example, UV absorbers having a camphor group such as terephthalylidene dicamphorsulfonic acid, UV absorbers having a sulfonic acid group such as phenylbenzimidazole sulfonic acid, UV absorbers having a triazine group such as bisethylhexyloxyphenol methoxyphenyltriazine and ethylhexyltriazone; UV absorbers having cinnamic acid such as cresyl methoxycinnamate, UV absorbers having a silicone group such as methylbis(trimethylsiloxy)silylisopentyl trimethoxycinnamate and drometrisol trisiloxane; UV absorbers having a carbonyl group such as t-butylmethoxydibenzoylmethane, benzophenone-3 and benzophenone-5; UV absorbers having a benzotriazole group such as a
• Comparative Example 1 and Examples 1 to 12 Compositions of Comparative Example 1 and Examples 1 to 6 were prepared based on the compositions in Table 1 below. Also, compositions of Examples 7 to 12 were prepared based on the compositions in Table 2 below.

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Citations (4)

• 2022
  • 2022-09-29 WO PCT/JP2022/036513 patent/WO2023063100A1/ja not_active Ceased
  • 2022-09-29 EP EP22880796.2A patent/EP4417184A4/en active Pending
  • 2022-09-29 CN CN202280061982.8A patent/CN117940106A/zh active Pending
  • 2022-09-29 US US18/691,620 patent/US20240374491A1/en active Pending
  • 2022-09-29 JP JP2023555106A patent/JPWO2023063100A1/ja active Pending

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