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
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/16—Writing inks
  • C09D11/17—Writing inks characterised by colouring agents
• • 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
  • A61K8/34—Alcohols
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/12—Esters of monohydric alcohols or phenols
  • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
  • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
  • C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/42—Colour properties
  • A61K2800/43—Pigments; Dyes
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
  • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
  • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

• the present specification relates to a marker composition for skin that can prevent color separation by using a dye having good color development and also prevent absorption of the dye into the skin or the like.
• a conventional marker composition for skin for example, (1) Using at least one component of ethyl alcohol, isopropyl alcohol, normal propyl alcohol, water, etc. as a solvent, and using at least one component of glycerin, propylene glycol, polyoxyethylene or a derivative thereof, polyoxypropylene or a derivative thereof.
• An ink composition for skin marking (see, for example, Patent Document 1), which directly marks the skin of a human body, which is characterized by adding a less toxic edible pigment or the like as a adjusting agent.
• Patent Document 1 which directly marks the skin of a human body, which is characterized by adding a less toxic edible pigment or the like as a adjusting agent.
• An ink composition for skin marking that directly marks the skin of a human body, which comprises adding one or more dyes of a basic dye using at least one or two or more components of the derivative as a modifier.
• Object see, for example, Patent Document 2
• Makeup cosmetics containing an emulsifier-free polymerized resin emulsion see, for example, Patent Document 3
• a copolymerized polymer emulsion obtained from one or more of an acrylic acid ester monomer having 4 to 18 carbon atoms in the ester portion and one or more of a methacrylic acid ester monomer is blended.
• a water-based paint composition used as a face paint, a body paint, or the like, which comprises a water-based isoprene rubber latex having an isoprene rubber component and a colorant (see, for example, Patent Document 5). Etc. are known.
• Patent Documents 3 and 4 are compositions that can also be used for body paint, and there are those that use pigments as an approach that does not absorb into the skin, but in these documents, emulsions for film formation are used.
• a resin particularly an acrylic emulsion resin
• the film forming property is good, and the scratch resistance and water resistance of these films are good, so that the film has excellent "makeup retention".
• these compositions mainly use iron oxide pigments, they have a large difference in specific gravity from the emulsion, so that so-called color separation is likely to occur, and there are problems such as difficulty in stability. ..
• Patent Document 5 a film-forming synthetic isoprene rubber latex is used to eliminate unpleasant sensations such as "tightness" of the skin, and here, a dye is also exemplified as a coloring material.
• synthetic isoprene rubber latex it is said that it exhibits excellent elasticity and flexibility, but it is considered that a "pulling feeling" is given because the rubber film tends to shrink. It is presumed that the weather resistance to direct sunlight is also inferior.
• the present disclosure is intended to solve these problems in view of the above-mentioned problems of the prior art, the current situation, etc., and prevents color separation by using a dye having good color development, and also prevents the dye from being absorbed into the skin or the like. It is an object of the present invention to provide a marker composition for skin that can be used.
• the present inventors have at least a predetermined amount of acid dye, a specific copolymer, a water-soluble organic solvent, and water, and the pH is set to less than a specific value. As a result, it has been found that the above-mentioned target skin marker composition can be obtained, and the present disclosure has been completed.
• the skin marker composition of the present disclosure contains at least 1 to 5% by mass of an acidic dye, an aminoalkyl (meth) acrylate copolymer, a water-soluble organic solvent, and water at a pH of less than 7.0.
• the aminoalkyl (meth) acrylate copolymer is a copolymer polymerized from each of the following monomers selected from the groups A and B, and the ratio of the monomers in the group B is 2 in the copolymer. It is characterized in that it is about 20% by mass.
• Group A Ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylic Sect-butyl acid, tert-butyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, n-decyl (meth) acrylate, (meth) ) Isododecyl acrylate, (meth) lauryl acrylate, (meth) palmityl acrylate, (meth) stearyl acrylate, behenyl (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (me
• cosmetic statutory pigments refer to organic synthetic pigments that can be used in pharmaceuticals, quasi-drugs and cosmetics specified by the Ministry of Health, Labor and Welfare in 1996, and are Group I (11 types), Group II (47 types), and It is classified into Group III (25 types), and there are a total of 83 types.
• the water-soluble organic solvent is preferably a lower alcohol having 3 or less carbon atoms.
• a skin marker composition capable of preventing color separation by using a dye having good color development and also preventing absorption of the dye into the skin or the like.
• the skin marker composition of the present disclosure contains at least 1-5% by mass of an acidic dye, an aminoalkyl (meth) acrylate copolymer, a water-soluble organic solvent and water, and has a pH of less than 7.0.
• the aminoalkyl (meth) acrylate copolymer is a copolymer polymerized from each of the following monomers selected from the groups A and B, and the ratio of the monomers of the group B is 2 to 20 in the copolymer. It is characterized by having a mass%.
• Group A Ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylic Sect-butyl acid, tert-butyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, n-decyl (meth) acrylate, (meth) ) Isododecyl acrylate, (meth) lauryl acrylate, (meth) palmityl acrylate, (meth) stearyl acrylate, behenyl (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (me
• Examples of the acid dye used in the present disclosure include acid dyes, and preferably at least one of the acid dyes in the cosmetic statutory dyes can be used.
• Specific examples of the acidic dyes include Red No. 2 (CI16185), Red No. 3 (CI45430), Red No. 102 (CI16255), Red No. 104 (CI45410), Red No. 105 (CI45440), Red No. 106 (CI45100), and Red No. 106 (CI45100).
• Yellow 4 (CI19140), Yellow 5 (CI15985), Green 3 (CI42053), Blue 1 (CI42090), Blue 2 (CI73015), Red 201 (CI15850), Red 206 (CI15630: 1) , Red 227 (CI17200), Red 230 (CI45380), Red 231 (CI45410), Red 232 (CI45440), Orange 205 (CI15510), Orange 207 (CI45425), Yellow 202 (CI45350), Yellow 203 (CI47005), Green 201 (CI61570), Green 204 (CI59040), Green 205 (CI42095), Blue 202 (CI42052), Blue 203 (CI42052), Blue 205 (CI42090), Brown 2011 (CI20170), Red 401 (CI45190), Red 502 (CI16155), Red 503 (CI16150), Red 504 (CI14700), Red 506 (CI15620), Orange 403 (CI12100), Orange 402 No.
• the (total) content of these acid dyes is 1 to 5% by mass (hereinafter, “mass%” is simply referred to as “%”), preferably 1 to 3%, based on the total amount of the marker composition for skin. desirable. If the content of this acid dye is less than 1%, the color development property will not be sufficient, while if it exceeds 5%, the water resistance will be insufficient and the absorption of the dye into the skin etc. will be affected. , Not desirable.
• the aminoalkyl (meth) acrylate copolymer used in the present disclosure is a component contained in order to prevent color separation while preventing color separation even when an acidic dye having good color development is used, and also to prevent the dye from being absorbed into the skin or the like.
• the aminoalkyl (meth) acrylate copolymer is contained. At least one of 2- (dimethylamino) ethyl methacrylate, 2-ethylhexyl acrylate, ethyl methacrylate copolymer, 2- (dimethylamino) ethyl methacrylate, methyl methacrylate, n-butyl methacrylate copolymer and the like can be mentioned. Be done.
• the aminoalkyl (meth) acrylate copolymer of the present disclosure is a copolymer (copolymer) polymerized from at least one monomer selected from each of the following groups A and B, and has water resistance and dye skin.
• the ratio of the amine monomer of the following group B is 2 to 20% in the copolymer (monomer of group A + monomer of group B + polymerization initiator described later, etc.). It is necessary, preferably contained in an amount of 8 to 15%. If this amine monomer is more than 20% and more, it tends to flow easily with water.
• Group A Ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylic Sect-butyl acid, tert-butyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, n-decyl (meth) acrylate, (meth) ) Isododecyl acrylate, (meth) lauryl acrylate, (meth) palmityl acrylate, (meth)
• the notation of "(meth) acrylic acid” represents “acrylic acid and / or methacrylic acid”. Particularly preferably, it is desirable to use ethyl (meth) acrylate, which further improves the adhesiveness of drawn lines to the skin or the like. In the above group B, it is particularly preferable to use 2- (dimethylamino) ethyl methacrylate.
• aminoalkyl (meth) acrylate copolymer used in the present disclosure a commercially available product can be used, and an aminoalkyl (meth) acrylate copolymer obtained by the following production method is preferable.
• the aminoalkyl (meth) acrylate copolymer used in the present disclosure is a mixed monomer containing at least one monomer selected from the above group A and at least one monomer selected from the above group B, such as n-propanol.
• the content of the monomer of Group B among the aminoalkyl (meth) acrylate copolymer components is preferably the ratio of the preferable content from the viewpoint of color development, weather resistance, stability and the like, and water resistance.
• the above content (2 to 20%) is set from the viewpoint of absorption of the dye into the skin and the like.
• a resin solid is obtained by dissolving the above-mentioned preferred embodiment, specifically, at least a mixed monomer containing the above-mentioned group A monomer and the above-mentioned group B monomer in n-propanol or the like and solution-polymerizing the mixture.
• the aminoalkyl (meth) acrylate copolymer used in the present disclosure having a fraction of 10 to 35% can be obtained.
• the obtained aminoalkyl (meth) acrylate copolymer is useful for fixing property and water resistance.
• water-soluble organic solvent used in the present disclosure examples include lower alcohols having 5 or less carbon atoms, and in particular, reducing the solubility of acid dyes and the obtained aminoalkyl (meth) acrylate copolymers and the viscosity of compositions containing these. It is preferable for outflow when it is used by filling it in an applicator. It is also preferable for the drying property of the coating film after coating. Specifically, methyl alcohol (methanol), ethyl alcohol (ethanol), n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, tert-butyl alcohol, isobutyl alcohol, pentyl alcohol, ethylene glycol, propylene.
• methanol methyl alcohol
• ethyl alcohol ethanol
• n-propyl alcohol isopropyl alcohol
• n-butyl alcohol sec-butyl alcohol
• tert-butyl alcohol isobutyl alcohol
• At least one kind such as glycol can be mentioned. It is preferable to use a lower alcohol having 3 or less carbon atoms, particularly ethyl alcohol (ethanol), n-propyl alcohol, and isopropyl alcohol from the viewpoint of safety and handleability.
• a lower alcohol having 3 or less carbon atoms particularly ethyl alcohol (ethanol), n-propyl alcohol, and isopropyl alcohol from the viewpoint of safety and handleability.
• the content of the water-soluble organic solvent used is preferably 40 to 40 with respect to the total amount of the marker composition for skin from the viewpoint of the solubility of the obtained aminoalkyl (meth) acrylate copolymer and the solubility of the acid dye. It is preferably 80%, more preferably 50 to 70%.
• the solubility of the obtained aminoalkyl (meth) acrylate copolymer can be improved and a stable solution can be obtained, and a slight antiseptic effect can be obtained.
• the content is 80% or less, the solubility of the acid dye is further improved, and the effect can be exhibited in terms of color development and water resistance.
• Distilled water, ion-exchanged water, purified water, pure water, ultrapure water, etc. can be used as the solvent as the solvent used in the present disclosure, and the solubility of the aminoalkyl (meth) acrylate copolymer and the acidic dye. From the viewpoint of solubility, it is preferably 10 to 35%, more preferably 15 to 30%, based on the total amount of the marker composition for skin.
• the skin marker composition of the present disclosure contains at least an acid dye, an aminoalkyl (meth) acrylate copolymer, a water-soluble organic solvent, and water, but further improved dispersibility, each component.
• a pH adjuster, a surfactant, a viscosity adjuster and the like can be appropriately used, if necessary.
• the skin marker composition of the present disclosure is a cone plate type viscometer standard cone rotor cone angle 1 ° 34'cone radius 24 mm, shear rate 76.6s -1 TVE manufactured by Toki Sangyo Co., Ltd. from the viewpoint of stability and applicability. It is preferable that the viscosity of -25 L at a temperature of 25 ° C. is 10 to 30 mPa ⁇ s. A more preferable range in the above viscosity range varies depending on the type of the compounding component of the marker composition for skin, but more preferably 15 to 25 mPa ⁇ s.
• this viscosity value is 10 mPa ⁇ s or more, it can be applied to the skin without causing liquid dripping, while when it is 30 mPa ⁇ s or less, it can be applied smoothly to the skin. .. Further, in order to make the viscosity range, it can be carried out by appropriately combining the amounts of each component such as an acid dye, an aminoalkyl (meth) acrylate copolymer, water and, if necessary, a viscosity modifier.
• each component such as an acid dye, an aminoalkyl (meth) acrylate copolymer, water and, if necessary, a viscosity modifier.
• the skin marker composition of the present disclosure is adjusted to have a pH of less than 7.0 in order to improve colorability, prevent skin irritation, and have solubility stability, and preferably has a pH of 4 or more and less than 7. Is desirable.
• the pH of this marker composition for skin is 7 or more, the dyeability to the skin is lowered, and when the pH is less than 4, skin irritation may occur.
• the pH can be adjusted by using an organic acid such as malic acid, citric acid or glycolic acid, an inorganic acid such as 5M hydrochloric acid or a salt thereof, or a pH adjusting agent such as aminomethylpropanol.
• the blending ratio of the aminoalkyl (meth) acrylate copolymer and the pH adjuster is 15: 5 to 15: 1 in terms of mass ratio. Particularly preferably, it is preferably 15: 3 to 15: 1. By setting this ratio to 15: 3 to 15: 1, a marker composition for skin with less irritation to the skin in a weakly acidic region having a pH of less than 7.0 can be obtained.
• the marker composition for skin of the present disclosure can be prepared by a conventional method, and each component such as at least one of the above acid dyes, an aminoalkyl (meth) acrylate copolymer, water, and a water-soluble organic solvent is contained in each of the above. It can be manufactured by blending in the range of the above and uniformly stirring and mixing. For example, after stirring the acid dye and a solvent such as water with a general-purpose disper until uniform, the aminoalkyl (meth) acrylate copolymer is mixed, and then a pH adjuster, a viscosity regulator, etc. are added as necessary. In addition, a marker composition for skin can be prepared by stirring with a homomixer or the like until it becomes uniform with a disper or the like.
• the skin marker composition of the present disclosure having such a structure
• it can be easily applied to the skin part (skin) such as an acid dye, a face surface, and a body surface to dye the skin and easily apply it to the skin part.
• the coating tool is not particularly limited as long as it can form a drawing or the like, and for example, a skin coating tool such as a container type with a brush, a container type with a spatula, a bottle type, and a tube type can be used.
• the shape, structure, etc. of the skin application tool to be used are not particularly limited.
• the skin marker composition of the present disclosure configured as described above is polymerized from a combination of at least 1 to 5% by mass of an acid dye and a specific monomer, and the ratio of the monomers is in a predetermined range.
• Meta Contains an acrylate copolymer, a water-soluble organic solvent, and water, has a pH of less than 7.0, and is color-separated by applying this skin marker composition to the desired skin area to be applied using a coating tool. The color is good, the dye can be prevented from being absorbed into the skin, etc., and a beautiful finish can be obtained.
• a marker composition for skin was obtained by a conventional method according to the compounding composition shown in Table 1 below.
• the obtained skin marker composition was evaluated for viscosity value, pH value, color development property, water resistance, and water adhesion resistance by the following methods. These results are shown in Table 1 below.
• Viscosity measurement method For each skin marker composition obtained by the above method, a cone plate type viscometer: standard cone rotor, cone angle 1 ° 34', cone radius 24 mm, shear rate 76.6s -1 , TVE- manufactured by Toki Sangyo Co., Ltd. The viscosity was measured under the condition of 25 ° C. with 25 L. (PH measurement method) The pH of each skin marker composition obtained by the above method was measured at 25 ° C. with a glass electrode pH meter.
• a marker composition is obtained. It can also be used as an eyebrow cosmetic or a temporary hair dye.

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• 2021
  • 2021-10-22 WO PCT/JP2021/039104 patent/WO2022091971A1/ja not_active Ceased
  • 2021-10-22 JP JP2022559090A patent/JPWO2022091971A1/ja active Pending
  • 2021-10-22 EP EP21886089.8A patent/EP4238612A4/en active Pending
  • 2021-10-22 KR KR1020237017752A patent/KR20230098250A/ko active Pending
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