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
  • A61K8/89—Polysiloxanes
• • 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
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/25—Silicon; Compounds 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
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
  • A61K8/585—Organosilicon compounds
• • 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
  • A61K8/89—Polysiloxanes
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • 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 UVB region, which has not been seen in the past, and is excellent in solubility.
• UV absorber of US Pat. (wherein —OA represents an alkoxy group) as an active ingredient.
• a cosmetic composition such as a water-in-oil type cosmetic composition, containing the compound represented by the general formula I above was tried.
• the water-in-oil type cosmetic composition containing the compound represented by the general formula I has poor usability (in particular, usability based on stickiness, weight of spread, and good compatibility). There was a problem that it became worse than before.
• the present invention is intended to improve the above circumstances, and its purpose is to provide a cosmetic composition that has an ultraviolet absorption effect in the UVA and UVB regions and that has improved usability.
• a cosmetic composition comprising an ultraviolet absorber, a hydrophobized silica powder, and an oil, and wherein the ultraviolet absorber contains a compound I having the structure of the following formula (I): (Wherein, -OA represents an alkoxy group)
• the content of the hydrophobized silica powder is 0.5 to 10% by mass; and the oil content is 5.0 to 60% by mass.
• ⁇ Aspect 9> A composition according to any one of aspects 1 to 8, wherein the composition has a viscosity of from 500 mPa ⁇ s to 10,000 mPa ⁇ s when measured at a temperature of 30° C. and a rotational speed of 12 rpm.
• ⁇ Aspect 10> The composition according to any one of aspects 1-9, which is water-in-oil.
• the cosmetic composition of the present invention (hereinafter also simply referred to as “the composition of the present invention”) is A cosmetic composition comprising an ultraviolet absorber, a hydrophobized silica powder, and an oil, and wherein the ultraviolet absorber contains a compound I having the structure of the following formula (I): (Wherein, -OA represents an alkoxy group) is.
• the usability of the composition refers to the usability based on the stickiness, the weight of the spread, and the familiarity when the composition is applied to the skin. Therefore, the composition of the present invention with improved usability is a composition that does not feel sticky, does not feel heavy when applied to the skin, and gives a feeling of good compatibility.
• the composition of the invention contains a UV absorber.
• the content of the ultraviolet absorber is not particularly limited. 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, or 10% by mass or more, and 25% by mass or less, 20% by mass or less, 15% by mass or less, or 12% by mass % or less.
• the content of each component of the composition refers to the content in the entire composition.
• a UV absorber according to the present invention comprises a compound I having 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.
• compound I may have the same structure as the compound represented by general formula I disclosed in Patent Document 1.
• the composition of the present invention has an ultraviolet absorbing effect in the UVA and UVB regions.
• the content of compound I is not particularly limited, for example, 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, 2.0% by mass or more, 2.5% by mass or more, or 3.0% by mass or more, and 5.0% by mass or less; It may be 5% by mass or less, 4.0% by mass or less, 3.5% by mass or less, 3.0% by mass or less, 2.5% by mass or less, or 2.0% by mass or less.
• the UV absorber may further contain UV absorbers other than compound I described above.
• ultraviolet absorbers include, for example, benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoylmethane derivatives, ⁇ , ⁇ -diphenylacrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, and phenylbenzimidazole derivatives. , triazine derivatives, phenylbenzotriazole derivatives, anthranyl derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4-diarylbutadiene derivatives and the like, but are not limited thereto.
• benzoic acid derivatives include ethyl para-aminobenzoate (PABA), ethyl-dihydroxypropyl PABA, ethylhexyl-dimethyl PABA, glyceryl PABA, PEG-25-PABA, and hexyl diethylaminohydroxybenzoylbenzoate. It is not limited to these.
• salicylic acid derivatives include, but are not limited to, homosalate, ethylhexyl salicylate, dipropylene glycol salicylate, and TEA salicylate.
• Cinnamic acid derivatives include octyl methoxycinnamate, isopropyl methoxycinnamate, isoamyl methoxycinnamate, cinnoxate, DEA methoxycinnamate, diisopropyl methyl cinnamate, glyceryl-ethylhexanoate-dimethoxycinnamate, and di- (2-ethylhexyl)-4'-methoxybenzalmalonate and the like, but are not limited to these.
• Dibenzoylmethane derivatives include, but are not limited to, 4-tert-butyl-4'-methoxydibenzoylmethane and the like.
• ⁇ , ⁇ -diphenyl acrylate derivatives include, but are not limited to, octocrylene and the like.
• Benzophenone derivatives include benzophenone-1, benzophenone-2, benzophenone-3 or oxybenzone, benzophenone-4, benzophenone-5, benzophenone-6, benzophenone-8, benzophenone-9, and benzophenone-12, but these is not limited to
• benzylidene camphor derivatives include 3-benzylidene camphor, 4-methylbenzylidene camphor, benzylidene camphor sulfonic acid, benzalkonium methosulfate camphor, terephthalylidene dicamphor sulfonic acid, and polyacrylamidemethylbenzylidene camphor. is not limited to
• Phenylbenzimidazole derivatives include, but are not limited to, phenylbenzimidazole sulfonic acid, disodium phenyldibenzimidazole tetrasulfonate, and the like.
• triazine derivatives include anisotriazine, ethylhexyltriazone, diethihexylbutamide triazone, and 2,4,6-tris(diisobutyl-4'-aminobenzalmalonate)-s-triazine. It is not limited to these.
• Phenylbenzotriazole derivatives include, but are not limited to, drometrisoltrisiloxane, methylenebis(benzotriazolyltetramethylbutylphenol, and the like.
• Anthranyl derivatives include, but are not limited to, menthyl anthranilate.
• imidazoline derivatives include, but are not limited to, ethylhexyldimethoxybenzylidene dioxoimidazoline propionate.
• benzalmalonate derivatives include, but are not limited to, polyorganosiloxanes having benzalmalonate functional groups.
• 4,4-diarylbutadiene derivatives include, but are not limited to, 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene and the like.
• composition of the present invention further contains other ultraviolet absorbers
• the content thereof is not particularly limited. 0% by mass or more, or 10% by mass or more, and may be 20% by mass or less, 15% by mass or less, or 12% by mass or less.
• the composition of the present invention contains hydrophobized silica powder.
• hydrophobized silica powder By containing the hydrophobized silica powder, the usability of the composition as a whole can be improved.
• the hydrophobized silica powder refers to silica powder whose surface has been hydrophobized.
• the method for hydrophobizing silica powder is not particularly limited, and examples include silicone treatment, fatty acid treatment, fatty acid soap treatment, fatty acid ester treatment, higher alcohol treatment, and replacement of the liquid component of silica gel with air.
• Silylation treatment based on silica airgel which is a porous material obtained (by drying), hydrophobization treatment of wet silica sol and drying to obtain hydrophobized silica particles, hydrophilic silica particle dispersion , a method of obtaining hydrophobized silica particles by adding a silazane compound or a monofunctional silane compound to triorganosilylate the silica particle surface, and a method of obtaining a hydrophilic silica particle dispersion by hydrolyzing and condensing a tetrafunctional silane compound.
• the hydrophilic organic solvent is replaced with water, then hydrophobized with a trifunctional silane compound, the dispersion medium is further replaced with a ketone solvent, and the reactivity remaining on the silica particle surface is treated with a silazane compound or a monofunctional silane compound.
• Examples include a method of triorganosilylating a group to make it hydrophobic, and a method of adding a trifunctional silane compound to a hydrophilic silica particle dispersion to make it hydrophobic, and then adding a monofunctional silane compound to obtain hydrophobically treated silica particles.
• examples include a method of triorganosilylating a group to make it hydrophobic, and a method of adding a trifunctional silane compound to a hydrophilic silica particle dispersion to make it hydrophobic, and then adding a monofunctional silane compound to obtain hydrophobically treated silica particles.
• the silicone treatment includes silicone oils such as methylhydrogenpolysiloxane, dimethylpolysiloxane, and methylphenylpolysiloxane; methyltrimethoxysilane, ethyltrimethoxysilane, hexyltrimethoxysilane, octyltrimethoxysilane, and the like. fluoroalkylsilanes such as trifluoromethylethyltrimethoxysilane, heptadecafluorodecyltrimethoxysilane, etc., but not limited thereto.
• fatty acid treatment examples include, but are not limited to, treatment with palmitic acid, isostearic acid, stearic acid, lauric acid, myristic acid, behenic acid, oleic acid, rosin acid, 12-hydroxystearic acid, and the like.
• fatty acid soap treatment examples include, but are not limited to, treatment with aluminum stearate, calcium stearate, 12-hydroxystearic acid, and the like.
• Fatty acid ester treatment includes, but is not limited to, treatment with dextrin fatty acid ester, cholesterol fatty acid ester, sucrose fatty acid ester, starch fatty acid ester, and the like.
• silica silylate sold under the name of VM-2270 by Dow Corning can be used, but it is not limited to this.
• the particle size of the hydrophobized silica powder is not particularly limited, and may be, for example, 0.01 to 20 ⁇ m.
• the particle size can be evaluated as the area circle equivalent particle size when observed with a transmission electron microscope.
• hydrophobized silica powder in the present invention, one type or two or more types can be used.
• the content of hydrophobized silica powder is not particularly limited, and is, for example, 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, or 6.0% by mass or more, and 10% by mass or less, 9.5% by mass or less, 9.0% by mass or less, 8.5% by mass or less, 8.0% by mass or less, 7.5% by mass % or less, 7.0 mass % or less, 6.5 mass % or less, or 6.0 mass % or less.
• composition of the present invention contains oil.
• 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 60 mass% or less, 55 mass% or less, 50 mass% or less, 45 mass% or less, 40 mass% or less, 35 mass% % or less, or 30% by mass or less.
• the oil is not particularly limited, and may include, for example, polar oil, silicone oil, or hydrocarbon oil.
• the composition of the present invention preferably contains a polar oil.
• the composition of the present invention preferably contains silicone 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.
• oils with an IOB value of 0.10 or more and used as UV absorbers 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 silicone oil refers to an oil having a main skeleton formed by siloxane bonds among the oils that can be used in cosmetics.
• the silicone oil may be either volatile silicone oil or non-volatile silicone oil. From the viewpoint of usability and stability, the silicone oil is preferably a 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. From the viewpoint of usability, the silicone oil is preferably an acyclic 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. Among these, volatile acyclic silicone oils such as polydimethylsiloxane (dimethicone) and trisiloxane are particularly preferred.
• 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 may further comprise other ingredients that can be used in the cosmetic field, in addition to the ingredients mentioned above.
• Other components include, for example, arbitrary aqueous components, ultraviolet scattering particles, surfactants, water-soluble components, moisturizing agents, sequestering agents, natural and synthetic polymers, water-soluble and oil-soluble polymers, and various extracts.
• Colorants such as liquids, organic dyes, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, cooling agents, antiperspirants, bactericides, skin activators, other drugs, and various powders It may also contain other components such as, but not limited to, body.
• compositions of the invention may contain water as an aqueous component.
• the water is not particularly limited, and may be ion-exchanged water or the like.
• composition of the present invention contains an aqueous component
• the content thereof is not particularly limited. 20% by mass or more, 22% by mass or more, 25% by mass or more, 28% by mass or more, 30% by mass or more, 32% by mass or more, 35% by mass or more, 38% by mass or more, 40% by mass or more, 42% by mass or more, or 45% by mass or more, and may be 70% by mass or less, 60% by mass or less, or 50% by mass or less.
• the composition of the present invention preferably further contains 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 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, such as fatty acid treatment, fatty acid ester treatment, fatty acid soap 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.
• a known hydrophobizing surface treatment agent such as fatty acid treatment, fatty acid ester treatment, fatty acid soap 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
• 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 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, 0.5% 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 20% by mass.
• the viscosity of the composition of the present invention is 500 mPa ⁇ s or more, 800 mPa ⁇ s or more, and 1,000 mPa ⁇ s from the viewpoint of suppressing dripping during application. As described above, it may be 1,500 mPa s or more, or 2,000 mPa s or more, and from the viewpoint of improving good elongation and ease of application, 10,000 mPa s or less, 8,000 mPa s or less. s or less, 5,000 mPa ⁇ s or less, or 3,000 mPa ⁇ s or less.
• composition of the present invention is not particularly limited, and may be, for example, cream, emulsion, liquid, powder, or the like.
• compositions of the invention may also be water-in-oil.
• a water-in-oil type cosmetic composition is preferably used from the viewpoint of moisture retention, water resistance, and the like.
• composition of the present invention may be a two-layer separation type that separates into two layers when left standing and is shaken when used.
• 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.
• the composition of the present invention can be produced according to a conventional cosmetic preparation method.
• the composition of the present invention is a water-in-oil cosmetic composition
• the aqueous phase component is gradually added to the oil phase
• the composition of the present invention can be produced by emulsifying with an emulsifier or the like as necessary.
• compositions of Comparative Examples 1 and 2 containing compound I had poor usability compared to the compositions of Reference Examples 1 and 2, despite the use of untreated silica powder. I found out.
• compositions of Examples 1 and 2 containing compound I had improved usability compared to the compositions of Comparative Examples 1 and 2 by containing the hydrophobized silica powder. I was able to get good usability. This result suggested that the hydrophobized silica powder can specifically improve the usability of the composition containing Compound I.

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• Health & Medical Sciences (AREA)
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• Cosmetics (AREA)

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Citations (5)

• 2022
  • 2022-09-29 EP EP22880800.2A patent/EP4417266A4/en active Pending
  • 2022-09-29 WO PCT/JP2022/036541 patent/WO2023063104A1/ja not_active Ceased
  • 2022-09-29 CN CN202280061967.3A patent/CN117940105A/zh active Pending
  • 2022-09-29 JP JP2023555109A patent/JPWO2023063104A1/ja active Pending

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