WO2021210490A1 - Adhesive sheet for skin - Google Patents

Adhesive sheet for skin Download PDF

Info

Publication number
WO2021210490A1
WO2021210490A1 PCT/JP2021/014918 JP2021014918W WO2021210490A1 WO 2021210490 A1 WO2021210490 A1 WO 2021210490A1 JP 2021014918 W JP2021014918 W JP 2021014918W WO 2021210490 A1 WO2021210490 A1 WO 2021210490A1
Authority
WO
WIPO (PCT)
Prior art keywords
adhesive sheet
skin
pressure
sheet
acid
Prior art date
Application number
PCT/JP2021/014918
Other languages
French (fr)
Japanese (ja)
Inventor
英淑 権
田中 弘
文男 神山
Original Assignee
コスメディ製薬株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by コスメディ製薬株式会社 filed Critical コスメディ製薬株式会社
Priority to CN202180027886.7A priority Critical patent/CN115397401A/en
Priority to KR1020227034996A priority patent/KR20230002372A/en
Publication of WO2021210490A1 publication Critical patent/WO2021210490A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0208Tissues; Wipes; Patches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/70Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to an adhesive sheet for skin.
  • a patch for skin application such as a poultice, a cooling sheet, a tape, etc., in which a hydrophilic external adhesive composition for skin having adhesiveness on a support is spread, has been developed.
  • a preparation is required to be in close contact with the skin for a predetermined time without peeling, and it is also important to stably disperse or dissolve the drug in the pressure-sensitive adhesive layer.
  • a transdermal absorbable preparation consisting of polyacrylic acid having a 10% aqueous solution viscosity of 100 to 1000 cps, a water-soluble polymer, polyhydric alcohol, and water (Patent Document 2).
  • Patent Document 3 N-vinylacetamide / sodium acrylate copolymer, water-soluble aluminum salt, water-containing gel patch consisting of water
  • Patent Document 4 poultice to which polybutene and gelatin are added
  • the conventional hydrophilic pressure-sensitive adhesive composition and the hydrophilic patch have problems such as insufficient adhesive strength and difficulty in practical use.
  • Japanese Unexamined Patent Publication No. 60-226808 Japanese Unexamined Patent Publication No. 6-135828 Japanese Unexamined Patent Publication No. 9-143060 Japanese Unexamined Patent Publication No. 9-208462
  • An object of the present invention is to improve the solubility of the above-mentioned acrylic copolymer in a hydrophilic medium and the adhesive strength to the skin. That is, it is an object of the present invention to provide an adhesive sheet for skin using an acrylic copolymer which has sufficient adhesive strength, can stably dissolve or uniformly disperse a drug, and has excellent solubility in a hydrophilic medium. ..
  • alkyl acrylate copolymer ammonium alkyl acrylate / vinyl acetate copolymer
  • styrene / alkyl acrylate copolymer ammonium we have found that by using an adhesive, an adhesive sheet for skin having excellent adhesive strength to the skin and a good feeling of use and capable of stably dissolving or uniformly dispersing the drug can be obtained, and the present invention has been completed. I arrived.
  • the present invention is as shown below.
  • An adhesive sheet for skin containing an adhesive layer containing an acrylic resin having a "hardness” of 2.0 or less and / or an "IR strength ratio” of 2.0 or more.
  • the acrylic resin is at least one selected from the group consisting of alkyl acrylate copolymer ammonium, alkyl acrylate / vinyl acetate copolymer and styrene / alkyl acrylate copolymer ammonium.
  • the adhesive sheet for skin of the present invention has strong adhesive strength and is excellent in stable solubility or uniform dispersibility of drugs and the like.
  • Adhesive / Adhesive Layer As the adhesive layer in the present invention, an adhesive sheet prepared by using a commercially available adhesive can be used. Rubber-based adhesives are not preferable because they have low water vapor permeability and tend to accumulate sweat and cause skin irritation in summer. Silicone adhesives generally have low adhesiveness and may cause inconvenience in use. An acrylic pressure-sensitive adhesive is preferable in consideration of adhesion to the skin and adhesion to the support film.
  • the adhesive layer is exemplified by 10 ⁇ m to 800 ⁇ m. In particular, in the case of application to the skin, 50 ⁇ m to 500 ⁇ m is preferable, and 100 ⁇ m to 300 ⁇ m is more desirable in order to improve the usability.
  • these pressure-sensitive adhesives may be used by using one kind of pressure-sensitive adhesive as a sheet, but may also be used by laminating the pressure-sensitive adhesive on several layers.
  • a sheet with a thickness of 3 mm was prepared from several types of acrylic resin, and a stainless steel cylinder with a diameter of 1.5 mm was compressed from above using a small tabletop tester EZ Test EZSX (manufactured by Shimadzu Corporation) (compression speed: 0.5 mm). / min).
  • the value of the compressive stress (N: unit) at a compressive depth of 0.1 to 0.2 mm at which a stable compressive stress is obtained on the obtained compressive stress to compressive depth curve is defined as "hardness" in the present invention. ..
  • Hardness means that a sheet with a thickness of 3 mm is prepared from acrylic resin, and a stainless steel cylinder with a diameter of 1.5 mm is compressed from the top surface of the sheet using a small tabletop tester EZ Test EZSX (manufactured by Shimadzu Corporation). The value (unit: N) of the compressive stress at a compressive depth of 0.1 to 0.2 mm in the obtained compressive stress to compressive depth curve after compression at 5 mm / min.
  • the infrared absorption spectrum of the acrylic resin was further measured to determine whether it could be used as an adhesive or as a support film.
  • the ratio of the absorption intensity of the absorption intensity and 1230 cm -1 vicinity peak of 2900 cm -1 vicinity peak (Int1230cm -1 / Int2900cm -1), hereinafter referred to as "IR intensity ratio”.
  • 1230 cm -1 is derived from C-O-C bending vibration in an acrylic ester
  • 2900 cm -1 is derived from C-H, the C-H 2 stretching vibration.
  • the acrylic resin having a hardness of 4.0 or less, preferably 3.0 or less, more preferably 2.0 or less is the acrylic in the present invention. It turned out to be suitable as an adhesive.
  • an acrylic resin having an IR strength ratio of 2.0 or more is preferable as the acrylic pressure-sensitive adhesive in the present invention.
  • Vinizol 1087FT (Acrylate Cosme Ammonium, manufactured by Daido Kasei Kogyo Co., Ltd., (Hardness: 0.2) (IR intensity ratio: 2.9)
  • Iodosol GH800 F Alkyl acrylate copolymer, Axonobel Co., Ltd.
  • MASCOS registered trademark
  • 10 adhesive acrylic ester, manufactured by Cosmed Pharmaceutical Co., Ltd., (hardness: 0.4) (IR strength) Ratio: 2.24)
  • Iodosol GH41F (Styrene / Alkyl Acrylate Copolymer Ammonium, AkzoNobel Co., Ltd. (Hardness: 8.2), (IR Strength Ratio: 1.1)) can be used for hard supports, but for adhesive applications. Is unsuitable.
  • a film made of a synthetic polymer is preferable, and it is necessary that the film has excellent adhesiveness to an acrylic pressure-sensitive adhesive, can maintain strength, and can be easily formed into a thin film.
  • Conventionally used polyolefins, PET (polyethylene terephthalate), polyvinyl alcohol, polyurethane, etc. can also be used, but in the present invention, the affinity with the acrylic pressure-sensitive adhesive is good, and therefore the adhesiveness is excellent and hard.
  • Acrylic resins can be preferably used.
  • a support sheet made of an acrylic resin having a "hardness" of 5.0 or more can be preferably used, the "hardness" is 5.0 or more, and the "IR strength ratio" is 2.
  • a support sheet made of an acrylic resin of less than 0 can be more preferably used.
  • the adhesive layer may contain skin valuables in the present invention.
  • the skin valuables are not particularly limited as long as they are valuables absorbed through the skin.
  • pigmentation inhibitor, moisturizer, metabolism activator, antioxidant, active oxygen scavenger / radical scavenger, fat metabolism promoter, anti-inflammatory agent, blood flow promoter, testosterone 5 ⁇ reductase activity inhibitor, hair examples include a papillary activator, a hair growth promoter, and the like.
  • Anti-pigmentation agent can be added to the present invention.
  • the pigmentation inhibitor include p-aminobenzoic acid derivative, sartylic acid derivative, benzenesulfonamide derivative, imidazole derivative, naphthalene derivative, hydroxyanthranic acid or a salt thereof, and their derivatives, anthranic acid derivative, coumarin derivative, and allantin.
  • Derivatives, nicotinic acid derivatives, ascorbic acid or salts thereof and derivatives thereof, tocopherols or salts thereof and derivatives thereof, and the like can be mentioned.
  • moisturizers can be added to the present invention.
  • moisturizers include quince seeds, agar or derivatives thereof, casein, glucose, galactose, mannose, xylose, fructose, maltose, isomaltose, cellobiose, gentiobiose, pyrarose, 1,3-butylene glycol, glycerin, propylene glycol, etc.
  • Metabolite activator A metabolism activator can be added to the present invention.
  • Specific examples of the metabolic activator include vitamin A group: retinol or a salt thereof and a derivative thereof, retinal or a salt thereof and a derivative thereof, dehydroretinal or a salt thereof and a derivative thereof, retinoic acid or a salt thereof and a derivative thereof.
  • Vitamin C group ascorbic acid or salts thereof and their derivatives
  • Vitamin D group ergocalciferol or its salt and its derivatives
  • choleciferol and its salts and their derivatives Vitamin E group, etc .: tocopherols or salts thereof and derivatives thereof, tocotrienols or salts thereof and derivatives thereof, ubiquinone or salts thereof and derivatives thereof, linolenic acid or salts thereof and derivatives thereof, linolenic acid or salts thereof and their salts.
  • valine leucine, isoleucine, threonine, methionine, phenylalanine, tryptophan, lysine, glycine, alanine, aspartic acid, glutamine, serine, cysteine, cystine, tyrosine, proline, hydroxyproline, aspartic acid, glutamic acid, hydroxylysine, arginine.
  • Ornithine, histidine or derivatives thereof, and amino acids such as sulfates, phosphates, nitrates, citrates, or amino acid derivatives such as pyrrolidonecarboxylic acid.
  • ⁇ -Hydroxy acids such as glycolic acid, citric acid, malic acid, tartaric acid, lactic acid, succinic acid, 2-hydroxycarboxylic acids, polyhydroxycarboxylic acids or hydroxypolycarboxylic acids, lactobionic acid, photosensitizer No. 301, hinokithiol, pantothenic acid
  • a derivative thereof, allantin, trimethylglycine, proteoglycan, and the like can be mentioned.
  • Antioxidants can be added to the present invention.
  • Specific examples of antioxidants include ascorbic acid or a salt thereof and a derivative thereof, tocopherol or a salt thereof and a derivative thereof, tocotrienol or a salt thereof and a derivative thereof, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA), and the like.
  • BHT butylhydroxytoluene
  • BHA butylhydroxyanisole
  • Active oxygen scavenger / radical scavenger can be added to the present invention.
  • active oxygen scavengers and radical scavengers include superoxide dismutase, catalase, glutathione peroxidase, bilirubin, quercetin, quercitrin, catechin, catechin derivatives, rutin or derivatives thereof, gallic acid or salts thereof, and derivatives thereof, curcumin.
  • Lipid metabolism promoter An lipid metabolism promoter can be added to the present invention.
  • Specific examples of fat metabolism promoters include xanthine derivatives (caffeine, theophylline, theobromine, xanthine, aminophylline, cholineteophylline, diprophylline, proxiphyllin, oxtriphyllin, etc.), cocculus orbicula extract, cocculus orbicula extract, and cocculus orbicula.
  • xanthine derivatives caffeine, theophylline, theobromine, xanthine, aminophylline, cholineteophylline, diprophylline, proxiphyllin, oxtriphyllin, etc.
  • cocculus orbicula extract cocculus orbicula extract
  • cocculus orbicula extract examples thereof include (self-defense) extract, gajutsu ( ⁇ ) extract, Karakusakeman extract,
  • Anti-inflammatory agent can be added to the present invention.
  • anti-inflammatory agents include quinolinone derivatives, dibenzooxepine derivatives, thiotroposine, phthalimide derivatives, flurubiprofen, fervinac, bufexamac, sprofene, 1,4-diphenylpropylpiperazin derivatives, carxin compounds, chromanol glycosides ( 2- ( ⁇ -D-glucopyranosyl) methyl-2,5,7,8-tetramethylchroman-6-ol), ictamol, indomethacin, kaolin, diphenhydramine hydrochloride, d-camfur, DL-camfur, salicylic acid, sodium salicylate, Methyl salicylate, acetylsalicylic acid, hydrocortisone, guaiazulene, camazulene, chlorpheniramine maleate, diphenhydramine hydrochloride, cremastine fumarate
  • Derivatives glycylic acid or salts thereof and derivatives thereof, mephenumic acid, phenylbutazone, ibprofen, ketoprofen, allantin, calcium pantothenate, pantenol such as pantothenyl ethyl ether and salts thereof and derivatives thereof, ⁇ -aminocaproic acid, Examples thereof include sodium diclofenac, salicylic acid or a derivative thereof, sulfatide, chlorpheniramine maleate, diphenhydramine hydrochloride, and the like.
  • Blood flow promoter An blood flow promoter can be added to the present invention.
  • blood flow enhancers include tocopherol or a salt thereof and a derivative thereof, tocotrienol or a salt thereof and a derivative thereof, cepharanthin, carpronium chloride, eugenol derivative, minoxidil, tincture tincture, vanylamide nonylate, cantalis tincture, ginger.
  • Tincture L-menthol, camphor, benzyl nicotinate, ictamol, ⁇ -borneol, valenylamide nonylate, capsaicin, senburi extract, garlic extract, carrot extract, gentian extract, touki extract, ginger extract, semburi (this drug) Extracts, etc. can be mentioned.
  • Testosterone 5 ⁇ -reductase activity inhibitor / hair papilla activator / hair growth promoter can be added.
  • Specific examples of testosterone 5 ⁇ reductase activity inhibitor, hair papilla activator, and hair growth promoter include ⁇ -amino- ⁇ -hydroxybutyric acid esters, amine oxides, alkyl betaines, pyrimidine-N-oxide derivatives, and acetylcarnitine.
  • a salt thereof, geranylgeranyl acetone, a hydroxamic acid derivative or a salt thereof, proanthocyanidins, and the like can be mentioned.
  • Low molecular weight component In addition to the above-mentioned components, a low molecular weight component usually used for external preparations for skin such as cosmetics and pharmaceuticals may be added to the present invention.
  • Low molecular weight components consist of one or more other aqueous components, oily components, plant extracts, animal extracts, powders, surfactants, oils, alcohols, pH adjusters, preservatives, thickeners, pigments, fragrances, etc. Consisting of ingredients, these are part of the base and can also serve as valuable resources due to their effects on the skin.
  • a surfactant having an HLB value of 3.5 or more and 12 or less is desirable.
  • HLB value is in this range, the pressure-sensitive adhesive is easily molded and the molded pressure-sensitive adhesive sheet feels good.
  • the content of the surfactant is 1% by mass or more and 20% by mass or less, preferably 2% by mass or more and 15% by mass or less with respect to the adhesive layer.
  • a polyhydric alcohol is desirable for adjusting the viscosity of the coating liquid of the pressure-sensitive adhesive, and ethylene glycol, glycerin, propylene glycol, etc. are mentioned, and glycerin is preferable.
  • the content of the polyhydric alcohol is 0.2% by mass or more and 5% by mass or less, preferably 0.5% by mass or more and 3.0% by mass or less with respect to the adhesive layer.
  • the pressure-sensitive adhesive sheet is made by adding a plasticizer, a surfactant, etc. to the main ingredient, an acrylic pressure-sensitive adhesive (obtained in a state where the acrylic polymer is suspended in water or dissolved in an organic solvent), depending on the purpose. It is added, and a solvent (water or organic solvent) is further added for homogenization to prepare a coating liquid.
  • the coating liquid is applied onto a PET release film so that the thickness after drying becomes a predetermined thickness, and dried at about 70 to 90 ° C. for about 10 minutes to obtain an adhesive sheet.
  • the support sheet can be used as it is when a polyolefin film, PET film or the like is used.
  • the support sheet is obtained by a coating method similar to that for producing an adhesive sheet.
  • the obtained pressure-sensitive adhesive sheet can independently constitute the skin pressure-sensitive adhesive sheet of the present invention.
  • a laminated sheet obtained by laminating the obtained adhesive sheet and a support sheet is also included in the skin adhesive sheet of the present invention.
  • Example 1 Adhesive sheets and support sheets were prepared and their properties were evaluated. Then, the adhesive sheet and the support sheet were laminated. Preparation of adhesive sheet Acrylic ester emulsion type adhesive (Vinizol 1087FT, Daido Kasei Kogyo Co., Ltd., Iodosol GH800F (alkyl copolymer ammonium acrylate, AkzoNobel Co., Ltd.), and isopropyl myristate (Nakalitesk Co., Ltd.) as a plasticizer ), Octyldodecyl lactate (Esterol LOD, National Mimatsu Co., Ltd.), Aronbis AH-106X and glycerin as a solution viscosity adjuster, Saracos DG-15 as an emulsifier, and a coating solution.
  • Acrylic ester emulsion type adhesive (Vinizol 1087FT, Daido Kasei Kogyo Co., Ltd., Iodosol GH800F
  • Example 1 illustrates the composition of the pressure-sensitive adhesive as Example 1-4.
  • yodozol GH41F alkyl acrylate copolymer ammonium, AkzoNobel Co., Ltd.
  • All of the above compositions showed good adhesiveness.
  • Example 1 in Table 1 The adhesive sheet of Example 1 in Table 1 and the five types of support sheets in Table 2 were laminated to obtain an adhesive sheet with a support sheet.
  • Examples 5 and 6 having a "hardness" value of 5.0 or more had high functionality as a support sheet when laminated with an adhesive sheet, but Comparative Example 1, Comparative Example 2, and Comparison In Example 3, the sheet was soft and did not function as a support sheet.
  • Table 3 summarizes the "hardness” and “IR strength ratio” of the adhesive and support used in Tables 1 and 2.
  • Cosmetic sheet for skin The adhesive sheet of the present invention is applied as a sheet for protecting facial skin, moisturizing, etc. without containing valuable skin resources in the adhesive layer.
  • Cosmetic sheet for skin The adhesive sheet of the present invention is applied as a sheet for protecting facial skin, moisturizing, whitening, promoting blood flow, etc. with skin valuables contained in the adhesive layer.
  • Cosmetic sheet for skin The adhesive sheet of the present invention is applied as an adhesive sheet for lining a microneedle array with or without skin valuables contained in the adhesive layer.
  • Table 5 shows the skin cosmetic sheet composition.
  • Example 12 VC ethylascorbic acid was used as a pigmentation inhibitor, in Example 13, trehalose was used as a moisturizer, in Example 14, tocopheryl retinoate as a metabolic activator, and in Example 15, antioxidant.
  • An example is shown.
  • the skin cosmetic sheet compositions of Examples 12 to 18 were laminated and molded on the support sheet of Example 10.
  • the composition sheets of Examples 12 to 18 laminated on the support sheet all had a good feel of a decorative sheet.
  • the adhesive sheet for skin of the present invention has an appropriate adhesiveness to the skin, and at the same time, it is possible to blend valuable skin resources, so that a cosmetic effect on the skin can be expected.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Birds (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Medicinal Preparation (AREA)
  • Cosmetics (AREA)

Abstract

Provided is an adhesive sheet for skin, which has a satisfactory adhesion force, and in which a drug can be stably dissolved or uniformly dispersed, and which is produced using an acrylic copolymer having excellent solubility in a hydrophilic medium. The adhesive sheet for skin includes an adhesive layer comprising an acrylic resin having "hardness" of 2.0 or less and/or having "an IR intensity ratio" of 2.0 or more. The "hardness" refers to a value (unit: N) of a compressive stress at a depth of compression of 0.1 to 0.2 mm in a (compressive stress)-to-(depth of compression) curve, in which the (compressive stress)-to-(depth of compression) curve is produced by producing a sheet having a thickness of 3 mm from an acrylic resin and then compressing a stainless cylinder having a diameter of 1.5 mm from the upper surface of the sheet at a compression rate of 0.5 mm/min using a compact tabletop tester "EZ Test EZSX" (Shimadzu Corporation).

Description

皮膚用粘着シートAdhesive sheet for skin
 本発明は、皮膚用粘着シートに関するものである。 The present invention relates to an adhesive sheet for skin.
 従来より、外用剤あるいは化粧品として、支持体上に粘着性を有する親水性皮膚外用粘着剤組成物を展延したパップ剤、冷却シートやテープ剤などの皮膚適用の貼付剤が開発されている。このような製剤は、所定の時間、皮膚に剥がれることなく密着していることが必要とされ、また薬物を安定に粘着剤層中に均一分散させることや溶解させることも重要である。 Conventionally, as an external preparation or a cosmetic, a patch for skin application such as a poultice, a cooling sheet, a tape, etc., in which a hydrophilic external adhesive composition for skin having adhesiveness on a support is spread, has been developed. Such a preparation is required to be in close contact with the skin for a predetermined time without peeling, and it is also important to stably disperse or dissolve the drug in the pressure-sensitive adhesive layer.
 従来の貼付剤として、親水性粘着剤組成物を用いた貼付剤では、ポリアクリル酸ナトリウムを粘着剤として用いたものが多く、ポリアクリル酸等の脂肪族カルボン酸のアルミニウム塩を主体とする合成高分子ゲルを組成中に含むシップ薬(特許文献1)、10%水溶液粘度が100~1000cpsのポリアクリル酸と水溶性高分子、多価アルコール、水からなる経皮吸収性製剤(特許文献2)、N-ビニルアセトアミド/アクリル酸ナトリウム共重合体、水溶性アルミニウム塩、水からなる含水ゲル貼付剤(特許文献3)、ポリブテンおよびゼラチンを添加したパップ剤(特許文献4)などが知られている。しかしながら、従来の親水性粘着剤組成物および親水性貼付剤は、粘着力が充分でなかったり、実用化が困難である等の問題があった。 As conventional patches, many patches using a hydrophilic pressure-sensitive adhesive composition use sodium polyacrylate as a pressure-sensitive adhesive, and are composed mainly of aluminum salts of aliphatic carboxylic acids such as polyacrylic acid. Ship drug containing a polymer gel in its composition (Patent Document 1) A transdermal absorbable preparation consisting of polyacrylic acid having a 10% aqueous solution viscosity of 100 to 1000 cps, a water-soluble polymer, polyhydric alcohol, and water (Patent Document 2). ), N-vinylacetamide / sodium acrylate copolymer, water-soluble aluminum salt, water-containing gel patch consisting of water (Patent Document 3), poultice to which polybutene and gelatin are added (Patent Document 4), and the like are known. There is. However, the conventional hydrophilic pressure-sensitive adhesive composition and the hydrophilic patch have problems such as insufficient adhesive strength and difficulty in practical use.
特開昭60-226808号公報Japanese Unexamined Patent Publication No. 60-226808 特開平6-135828号公報Japanese Unexamined Patent Publication No. 6-135828 特開平9-143060号公報Japanese Unexamined Patent Publication No. 9-143060 特開平9-208462号公報Japanese Unexamined Patent Publication No. 9-208462
 本発明の目的は、上記のようなアクリル系共重合体の親水性媒体に対する溶解性及び皮膚に対する粘着力を改善することである。つまり、充分な粘着力を有し薬物を安定に溶解又は均一分散させることができ、さらに親水性媒体に対する溶解性にすぐれたアクリル系共重合体を用いた皮膚用粘着シートを提供することである。 An object of the present invention is to improve the solubility of the above-mentioned acrylic copolymer in a hydrophilic medium and the adhesive strength to the skin. That is, it is an object of the present invention to provide an adhesive sheet for skin using an acrylic copolymer which has sufficient adhesive strength, can stably dissolve or uniformly disperse a drug, and has excellent solubility in a hydrophilic medium. ..
 本発明者らは、上述のような問題点を解決するために鋭意研究を行った結果、アクリル酸アルキルコポリマーアンモニウム、アクリル酸アルキル/酢酸ビニルコポリマー、スチレン/アクリル酸アルキルコポリマーアンモニウムを代表例とする粘着剤を用いることで、皮膚に対する粘着力に優れ、かつ使用感も良好であり、薬物を安定に溶解又は均一分散し得る皮膚用粘着剤シートが得られることを見出し、本発明を完成するに至った。
 本発明は、以下に示す通りである。
〔1〕 「硬さ」が2.0以下である、及び/又は「IR強度比」が2.0以上であるアクリル系樹脂を含有する粘着層を含む皮膚用粘着シート。
〔2〕 前記アクリル系樹脂が、「硬さ」が2.0以下であり、かつ「IR強度比」が2.0以上である〔1〕に記載の粘着シート。
〔3〕 前記アクリル系樹脂がアクリル酸アルキルコポリマーアンモニウム、アクリル酸アルキル/酢酸ビニルコポリマー及びスチレン/アクリル酸アルキルコポリマーアンモニウムからなる群より選ばれた1種以上である、〔1〕又は〔2〕に記載の粘着シート。
〔4〕 前記粘着層にさらに界面活性剤を含むことを特徴とする、〔1〕~〔3〕のいずれかに記載の粘着シート。
〔5〕 前記界面活性剤がHLB値3.5以上12以下の界面活性剤であることを特徴とする、〔4〕に記載の粘着シート。
〔6〕 前記界面活性剤の含有量が1質量%以上20質量%以下であることを特徴とする、〔4〕又は〔5〕に記載の粘着シート。
〔7〕 前記粘着層にさらに多価アルコールを含むことを特徴とする、〔1〕~〔6〕のいずれかに記載の粘着シート。
〔8〕 前記粘着層にさらに皮膚有価物を含むことを特徴とする、〔1〕~〔7〕のいずれかに記載の粘着シート。
〔9〕 〔1〕~〔8〕のいずれかに記載の粘着シートと、「硬さ」が5.0以上であり、かつ「IR強度比」が2.0未満のアクリル系樹脂からなる支持体シートとを積層してなる皮膚用積層粘着シート。
As a result of diligent research to solve the above-mentioned problems, the present inventors have made alkyl acrylate copolymer ammonium, alkyl acrylate / vinyl acetate copolymer, and styrene / alkyl acrylate copolymer ammonium as typical examples. We have found that by using an adhesive, an adhesive sheet for skin having excellent adhesive strength to the skin and a good feeling of use and capable of stably dissolving or uniformly dispersing the drug can be obtained, and the present invention has been completed. I arrived.
The present invention is as shown below.
[1] An adhesive sheet for skin containing an adhesive layer containing an acrylic resin having a "hardness" of 2.0 or less and / or an "IR strength ratio" of 2.0 or more.
[2] The adhesive sheet according to [1], wherein the acrylic resin has a "hardness" of 2.0 or less and an "IR strength ratio" of 2.0 or more.
[3] In [1] or [2], the acrylic resin is at least one selected from the group consisting of alkyl acrylate copolymer ammonium, alkyl acrylate / vinyl acetate copolymer and styrene / alkyl acrylate copolymer ammonium. The described adhesive sheet.
[4] The pressure-sensitive adhesive sheet according to any one of [1] to [3], wherein the pressure-sensitive adhesive layer further contains a surfactant.
[5] The pressure-sensitive adhesive sheet according to [4], wherein the surfactant is a surfactant having an HLB value of 3.5 or more and 12 or less.
[6] The pressure-sensitive adhesive sheet according to [4] or [5], wherein the content of the surfactant is 1% by mass or more and 20% by mass or less.
[7] The pressure-sensitive adhesive sheet according to any one of [1] to [6], wherein the pressure-sensitive adhesive layer further contains a polyhydric alcohol.
[8] The pressure-sensitive adhesive sheet according to any one of [1] to [7], wherein the pressure-sensitive adhesive layer further contains valuable skin resources.
[9] A support made of the adhesive sheet according to any one of [1] to [8] and an acrylic resin having a "hardness" of 5.0 or more and an "IR strength ratio" of less than 2.0. A laminated adhesive sheet for skin that is made by laminating a body sheet.
 本発明の皮膚用粘着シートは、粘着力が強く、薬物等の安定溶解性又は均一分散性に優れている。 The adhesive sheet for skin of the present invention has strong adhesive strength and is excellent in stable solubility or uniform dispersibility of drugs and the like.
粘着剤・粘着層
 本発明における粘着層としては、市販の粘着剤を用いて作製する粘着性シートを使用できる。ゴム系粘着剤は、水蒸気透過性が低く夏季に汗がたまり皮膚刺激を起こしやすいので好ましくない。シリコーン系粘着剤は、一般に粘着性が低く使用に不便を生じることがある。皮膚への密着性と支持体フィルムへの付着性を考慮すると、アクリル系粘着剤が好ましい。
Adhesive / Adhesive Layer As the adhesive layer in the present invention, an adhesive sheet prepared by using a commercially available adhesive can be used. Rubber-based adhesives are not preferable because they have low water vapor permeability and tend to accumulate sweat and cause skin irritation in summer. Silicone adhesives generally have low adhesiveness and may cause inconvenience in use. An acrylic pressure-sensitive adhesive is preferable in consideration of adhesion to the skin and adhesion to the support film.
 具体的には、アクリル酸アルキルエステルの共重合体、及びアクリル酸アルキルエステルを主とするアクリル酸、アクリルアミド、酢酸ビニル、等との共重合体である。これらの粘着剤中に皮膚粘着性を改善するためグリセリン、ミリスチン酸イソプロピルあるいはパルミチン酸イソプロピルのような可塑剤を添加してもよい。粘着層の厚さは、10μm~800μmが例示される。特に、皮膚への適用の場合は使用感を良くするために、50μm~500μmが好ましく、さらに100μm~300μmが望ましい。100μm以下になると使用感的には良い感触が得られるが、薄い為に使用性が悪くなることがある。
 また、これらの粘着剤は、1種類の粘着剤をシートにして使用しても良いが、粘着剤を何層かの重層物にラミネートして使用することもできる。
Specifically, it is a copolymer of an acrylic acid alkyl ester and a copolymer of acrylic acid, acrylamide, vinyl acetate, etc. mainly containing an acrylic acid alkyl ester. Plasticizers such as glycerin, isopropyl myristate or isopropyl palmitate may be added to these adhesives to improve skin adhesion. The thickness of the adhesive layer is exemplified by 10 μm to 800 μm. In particular, in the case of application to the skin, 50 μm to 500 μm is preferable, and 100 μm to 300 μm is more desirable in order to improve the usability. When it is 100 μm or less, a good feel is obtained in terms of usability, but since it is thin, usability may deteriorate.
Further, these pressure-sensitive adhesives may be used by using one kind of pressure-sensitive adhesive as a sheet, but may also be used by laminating the pressure-sensitive adhesive on several layers.
 粘着性を有するアクリルエステル系樹脂は多く市販されており、粘着剤として使用し得る物性を有する樹脂に関して選別するために、それらの力学的物性を測定した。数種のアクリル系樹脂から厚さ3mmのシートを作製し、小型卓上試験機EZ Test EZSX(島津製作所製)を用いて直径1.5mmのステンレス円柱を上から圧縮した(圧縮速度:0.5mm/min)。得られた圧縮応力~圧縮深さ曲線において安定した圧縮応力が得られた圧縮深さ0.1~0.2mmにおける圧縮応力(N:単位)の値をもって本発明における「硬さ」と定義する。
 「硬さ」とは、アクリル系樹脂から厚さ3mmのシートを作製し、小型卓上試験機EZ Test EZSX(島津製作所製)を用いて直径1.5mmのステンレス円柱をシート上面から圧縮速度0.5mm/minで圧縮し、得られた圧縮応力~圧縮深さ曲線において圧縮深さ0.1~0.2mmにおける圧縮応力の値(単位N)をいう。
Many adhesive acrylic ester resins are commercially available, and their mechanical properties have been measured in order to select resins having physical properties that can be used as adhesives. A sheet with a thickness of 3 mm was prepared from several types of acrylic resin, and a stainless steel cylinder with a diameter of 1.5 mm was compressed from above using a small tabletop tester EZ Test EZSX (manufactured by Shimadzu Corporation) (compression speed: 0.5 mm). / min). The value of the compressive stress (N: unit) at a compressive depth of 0.1 to 0.2 mm at which a stable compressive stress is obtained on the obtained compressive stress to compressive depth curve is defined as "hardness" in the present invention. ..
"Hardness" means that a sheet with a thickness of 3 mm is prepared from acrylic resin, and a stainless steel cylinder with a diameter of 1.5 mm is compressed from the top surface of the sheet using a small tabletop tester EZ Test EZSX (manufactured by Shimadzu Corporation). The value (unit: N) of the compressive stress at a compressive depth of 0.1 to 0.2 mm in the obtained compressive stress to compressive depth curve after compression at 5 mm / min.
 アクリル系樹脂に関して、さらに赤外吸収スペクトルを測定し、粘着剤として使用可能かあるいは支持体フィルムとして使用可能かを判別した。アクリル系樹脂の赤外吸収スペクトルにおいて、2900cm-1近傍ピークの吸収強度と1230cm-1近傍ピークの吸収強度の比(Int1230cm-1/Int2900cm-1)を、以後「IR強度比」という。ちなみに、1230cm-1はアクリルエステルにおけるC-O-C変角振動に由来し、2900cm-1はC-H,C-H伸縮振動に由来する。 The infrared absorption spectrum of the acrylic resin was further measured to determine whether it could be used as an adhesive or as a support film. In the infrared absorption spectrum of the acrylic resin, the ratio of the absorption intensity of the absorption intensity and 1230 cm -1 vicinity peak of 2900 cm -1 vicinity peak (Int1230cm -1 / Int2900cm -1), hereinafter referred to as "IR intensity ratio". Incidentally, 1230 cm -1 is derived from C-O-C bending vibration in an acrylic ester, 2900 cm -1 is derived from C-H, the C-H 2 stretching vibration.
 試験した多く樹脂の硬さとその粘着性、機械的強度を評価した結果、硬さが4.0以下、好ましくは3.0以下、より好ましくは2.0以下のアクリル系樹脂が本発明におけるアクリル粘着剤として適当であることが分かった。
 試験した多く樹脂のIR強度比とその粘着性を評価した結果、IR強度比が2.0以上のアクリル系樹脂が本発明におけるアクリル粘着剤として好ましいことが分かった。
As a result of evaluating the hardness of many of the tested resins, their adhesiveness, and the mechanical strength, the acrylic resin having a hardness of 4.0 or less, preferably 3.0 or less, more preferably 2.0 or less is the acrylic in the present invention. It turned out to be suitable as an adhesive.
As a result of evaluating the IR strength ratio of many of the tested resins and their adhesiveness, it was found that an acrylic resin having an IR strength ratio of 2.0 or more is preferable as the acrylic pressure-sensitive adhesive in the present invention.
 測定例を下記に記す。
 ビニゾール1087FT(アクリレーツコポリマーアンモニウム、大同化成工業(株)製、(硬さ:0.2)(IR強度比:2.9))、ヨドゾールGH800 F(アクリル酸アルキルコポリマーアンモニウム、アクゾノーベル(株)(硬さ:0.8)(IR強度比:3.3))、MASCOS(登録商標)10粘着剤(アクリルエステル、コスメディ製薬(株)製、(硬さ:0.4)(IR強度比:2.24))、などが粘着剤として好適に使用し得る。
A measurement example is described below.
Vinizol 1087FT (Acrylate Cosme Ammonium, manufactured by Daido Kasei Kogyo Co., Ltd., (Hardness: 0.2) (IR intensity ratio: 2.9)), Iodosol GH800 F (Aluminum alkyl acrylate copolymer, Axonobel Co., Ltd.) (Hardness: 0.8) (IR strength ratio: 3.3)), MASCOS (registered trademark) 10 adhesive (acrylic ester, manufactured by Cosmed Pharmaceutical Co., Ltd., (hardness: 0.4) (IR strength) Ratio: 2.24)), etc. can be suitably used as an adhesive.
 ヨドゾールGH41F(スチレン/アクリル酸アルキルコポリマーアンモニウム、アクゾノーベル(株)(硬さ:8.2)、(IR強度比:1.1))は、硬く支持体に使用し得るが、粘着剤用途には不適である。 Iodosol GH41F (Styrene / Alkyl Acrylate Copolymer Ammonium, AkzoNobel Co., Ltd. (Hardness: 8.2), (IR Strength Ratio: 1.1)) can be used for hard supports, but for adhesive applications. Is unsuitable.
支持体
 支持体に用いるフィルムとしては、合成高分子からなるフィルムが好ましく、アクリル系粘着剤との接着性に優れ、強度を保持できて薄いフィルムに容易に成形可能なことが必要である。従来から使用されているポリオレフィン、PET(ポリエチレンテレフタレート)、ポリビニルアルコール、ポリウレタン、等も使用可能であるが、本発明においては、アクリル系の粘着剤との親和性がよく、したがって接着性に優れる固いアクリル系樹脂が好適に使用し得る。
 支持体としては、「硬さ」が5.0以上のアクリル系樹脂からなる支持体シートを好適に使用でき、「硬さ」が5.0以上であり、かつ「IR強度比」が2.0未満のアクリル系樹脂からなる支持体シートをより好適に使用し得る。
Support As the film used for the support, a film made of a synthetic polymer is preferable, and it is necessary that the film has excellent adhesiveness to an acrylic pressure-sensitive adhesive, can maintain strength, and can be easily formed into a thin film. Conventionally used polyolefins, PET (polyethylene terephthalate), polyvinyl alcohol, polyurethane, etc. can also be used, but in the present invention, the affinity with the acrylic pressure-sensitive adhesive is good, and therefore the adhesiveness is excellent and hard. Acrylic resins can be preferably used.
As the support, a support sheet made of an acrylic resin having a "hardness" of 5.0 or more can be preferably used, the "hardness" is 5.0 or more, and the "IR strength ratio" is 2. A support sheet made of an acrylic resin of less than 0 can be more preferably used.
皮膚有価物
 上記支持体と粘着層の他に、本発明においては粘着層中に皮膚有価物を含有していてもよい。皮膚有価物としては、皮膚から吸収される有価物であれば特に限定されるものではない。例えば、色素沈着抑制剤、保湿剤、代謝活性化剤、抗酸化剤、活性酸素消去剤・ラジカル消去剤、脂肪代謝促進剤、抗炎症剤、血流促進剤、テストステロン5αレダクターゼ活性阻害剤、毛乳頭活性化剤、発毛促進剤、等が挙げられる。
Skin valuables In addition to the above support and adhesive layer, the adhesive layer may contain skin valuables in the present invention. The skin valuables are not particularly limited as long as they are valuables absorbed through the skin. For example, pigmentation inhibitor, moisturizer, metabolism activator, antioxidant, active oxygen scavenger / radical scavenger, fat metabolism promoter, anti-inflammatory agent, blood flow promoter, testosterone 5α reductase activity inhibitor, hair Examples include a papillary activator, a hair growth promoter, and the like.
色素沈着抑制剤
 本発明には色素沈着抑制剤を添加することができる。色素沈着抑制剤の具体例として、p-アミノ安息香酸誘導体、サルチル酸誘導体、ベンゼンスルホンアミド誘導体、イミダゾール誘導体、ナフタレン誘導体、ヒドロキシアントラニル酸又はその塩並びにそれらの誘導体、アントラニル酸誘導体、クマリン誘導体、アラントイン誘導体、ニコチン酸誘導体、アスコルビン酸又はその塩並びにそれらの誘導体、トコフェロール又はその塩並びにそれらの誘導体、等が挙げられる。
Anti-pigmentation agent An anti-pigmentation agent can be added to the present invention. Specific examples of the pigmentation inhibitor include p-aminobenzoic acid derivative, sartylic acid derivative, benzenesulfonamide derivative, imidazole derivative, naphthalene derivative, hydroxyanthranic acid or a salt thereof, and their derivatives, anthranic acid derivative, coumarin derivative, and allantin. Derivatives, nicotinic acid derivatives, ascorbic acid or salts thereof and derivatives thereof, tocopherols or salts thereof and derivatives thereof, and the like can be mentioned.
保湿剤
 本発明には保湿剤を添加することができる。保湿剤の具体例として、クインスシード、寒天またはその誘導体、カゼイン、グルコース、ガラクトース、マンノース、キシロース、フルクトース、マルトース、イソマルトース、セロビオース、ゲンチオビオース、ピラロース、1,3-ブチレングリコール、グリセリン、プロピレングリコール、ポリエチレングリコール、ジプロピレングリコール、1,2-ペンタンジオール、1,5-ペンタンジオール、1,2-ヘキサンジオール、1,6-ヘキサンジオール、マンニトール及びソルビトール、1,2-プロパンジオール、1,3-プロパンジオール、ポリプロピレングリコール、1,2-ブタンジオール、1,3-ブタンジオール、1,4-ブタンジオール、ペンチレングリコール、ヘキシレングリコール、1,3-ペンタンジオール、1,4-ペンタンジオール、エリスリトール、ペンタエリスリトール、ジペンタエリスリトール、キシリトール、マルチトール、イノシトール、パンテノール、トレハロース又はその誘導体、デキストリン、ゼラチン、ペクチン、デンプン、カラギーナン、カルボキシメチルキチン又はキトサン、キトサン塩、硫酸化キチン又はキトサン、リン酸化キチン又はキトサン、アルギン酸又はその塩、ヒアルロン酸又はその塩、コンドロイチン硫酸又はその塩、β-1,3-グルカン、β-1,4-グルカン、β-1,6-グルカン、ヘパリン、エチルセルロース、メチルセルロース、カルボキシメチルセルロース、カルボキシエチルセルロース、カルボキシエチルセルロースナトリウム、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、ニトロセルロース、結晶セルロース、ヒドロキシプロピルメチルセルロース、ポリビニルアルコール、ポリビニルメチルエーテル、ポリビニルピロリドン、ポリアクリル酸塩、カルボキシビニルポリマー、デルマタン硫酸、ケラタン硫酸等の水溶性高分子類、ピロリドンカルボン酸又はその塩、ポリグルタミン酸又はその塩、天然保湿因子に含有されるピロリドンカルボン酸、尿素、ウロカニン酸、ベタイン、乳酸ナトリウム、アスパラギン酸、グルタミン酸、イソロイシン、ヒスチジン、フェニルアラニン、トレオニン、セリン、バリン、プロリン、グリシン、アラニン、リシン、アルギニン、セラミド1、セラミド2、セラミド3、セラミド4、セラミド5、セラミド6II、セラミド9などのセラミド類、等が挙げられる。
Moisturizer A moisturizer can be added to the present invention. Specific examples of moisturizers include quince seeds, agar or derivatives thereof, casein, glucose, galactose, mannose, xylose, fructose, maltose, isomaltose, cellobiose, gentiobiose, pyrarose, 1,3-butylene glycol, glycerin, propylene glycol, etc. Polyethylene glycol, dipropylene glycol, 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, mannitol and sorbitol, 1,2-propanediol, 1,3- Propylene glycol, polypropylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, pentylene glycol, hexylene glycol, 1,3-pentanediol, 1,4-pentanediol, erythritol , Pentaerythritol, dipentaerythritol, xylitol, martitol, inositol, pantenol, trehalose or derivatives thereof, dextrin, gelatin, pectin, starch, carrageenan, carboxymethyl chitin or chitosan, chitosan salt, sulfated chitin or chitosan, phosphorylation Chitin or chitosan, alginic acid or a salt thereof, hyaluronic acid or a salt thereof, chondroitin sulfate or a salt thereof, β-1,3-glucan, β-1,4-glucan, β-1,6-glucan, heparin, ethyl cellulose, methyl cellulose , Carboxymethyl cellulose, carboxyethyl cellulose, sodium carboxyethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, nitrocellulose, crystalline cellulose, hydroxypropylmethyl cellulose, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, polyacrylic acid salt, carboxyvinyl polymer, dermatan sulfate, Water-soluble polymers such as keratane sulfate, pyrrolidone carboxylic acid or a salt thereof, polyglutamic acid or a salt thereof, pyrrolidone carboxylic acid contained in a natural moisturizing factor, urea, urocanic acid, betaine, sodium lactate, aspartic acid, glutamate, isoleucine. , Histidine, phenylalanine, threonine, serine, valine, proline, glycine, alanine, lysine, arginine, ceramide 1, ceramide 2, ceramide 3, ceramide 4, ceramide 5, ceramide 6II, ceramides such as ceramide 9. ..
代謝活性化剤
 本発明には代謝活性化剤を添加することができる。代謝活性化剤の具体例として、ビタミンA群:レチノール又はその塩並びにそれらの誘導体、レチナール又はその塩並びにそれらの誘導体、デヒドロレチナール又はその塩並びにそれらの誘導体、レチノイン酸又はその塩並びにそれらの誘導体、カロチン又はその塩並びにそれらの誘導体、リコピン又はその塩並びにそれらの誘導体、
ビタミンB群:チアミン又はその塩並びにそれらの誘導体、リボフラビン又はその塩並びにそれらの誘導体、ピリドキシン又はその塩並びにそれらの誘導体、ピリドキサール又はその塩並びにそれらの誘導体、シアノコバラミン又はその塩並びにそれらの誘導体、葉酸又はその塩並びにそれらの誘導体、ニコチン酸又はその塩並びにそれらの誘導体、パントテン酸又はその塩並びにそれらの誘導体、ビオチン又はその塩並びにそれらの誘導体、コリン又はその塩並びにそれらの誘導体、イノシトール又はその塩並びにそれらの誘導体、
ビタミンC群:アスコルビン酸又はその塩並びにそれらの誘導体、
ビタミンD群:エルゴカルシフェロール又はその塩並びにそれらの誘導体、コレカルシフェロール及びその塩並びにそれらの誘導体、
ビタミンE群等:トコフェロール又はその塩並びにそれらの誘導体、トコトリエノール又はその塩並びにそれらの誘導体、ユビキノン又はその塩並びにそれらの誘導体、リノール酸又はその塩並びにそれらの誘導体、リノレン酸又はその塩並びにそれらの誘導体、
アミノ酸類その他:バリン、ロイシン、イソロイシン、トレオニン、メチオニン、フェニルアラニン、トリプトファン、リジン、グリシン、アラニン、アスパラギン、グルタミン、セリン、システイン、シスチン、チロシン、プロリン、ヒドロキシプロリン、アスパラギン酸、グルタミン酸、ヒドロキシリジン、アルギニン、オルニチン、ヒスチジン又はその誘導体等や、それらの硫酸塩、リン酸塩、硝酸塩、クエン酸塩、あるいはピロリドンカルボン酸等のアミノ酸誘導体等のアミノ酸類、
グリコール酸、クエン酸、リンゴ酸、酒石酸、乳酸、コハク酸等のα-ヒドロキシ酸類、2-ヒドロキシカルボン酸類、ポリヒドロキシカルボン酸又はヒドロキシポリカルボン酸類、ラクトビオン酸、感光素301号、ヒノキチオール、パントテン酸又はその誘導体、アラントイン、トリメチルグリシン、プロテオグリカン、等が挙げられる。
Metabolite activator A metabolism activator can be added to the present invention. Specific examples of the metabolic activator include vitamin A group: retinol or a salt thereof and a derivative thereof, retinal or a salt thereof and a derivative thereof, dehydroretinal or a salt thereof and a derivative thereof, retinoic acid or a salt thereof and a derivative thereof. , Carotene or its salts and their derivatives, lycopene or its salts and their derivatives,
B vitamins: thiamine or salts thereof and derivatives thereof, riboflavin or salts thereof and derivatives thereof, pyridoxine or salts thereof and derivatives thereof, pyridoxal or salts thereof and derivatives thereof, cyanocobalamine or salts thereof and derivatives thereof, folic acid Or salts thereof and derivatives thereof, nicotinic acid or salts thereof and derivatives thereof, pantothenic acid or salts thereof and derivatives thereof, biotin or salts thereof and derivatives thereof, choline or salts thereof and derivatives thereof, inositol or salts thereof. And their derivatives,
Vitamin C group: ascorbic acid or salts thereof and their derivatives,
Vitamin D group: ergocalciferol or its salt and its derivatives, choleciferol and its salts and their derivatives,
Vitamin E group, etc .: tocopherols or salts thereof and derivatives thereof, tocotrienols or salts thereof and derivatives thereof, ubiquinone or salts thereof and derivatives thereof, linolenic acid or salts thereof and derivatives thereof, linolenic acid or salts thereof and their salts. Derivatives,
Amino acids and others: valine, leucine, isoleucine, threonine, methionine, phenylalanine, tryptophan, lysine, glycine, alanine, aspartic acid, glutamine, serine, cysteine, cystine, tyrosine, proline, hydroxyproline, aspartic acid, glutamic acid, hydroxylysine, arginine. , Ornithine, histidine or derivatives thereof, and amino acids such as sulfates, phosphates, nitrates, citrates, or amino acid derivatives such as pyrrolidonecarboxylic acid.
Α-Hydroxy acids such as glycolic acid, citric acid, malic acid, tartaric acid, lactic acid, succinic acid, 2-hydroxycarboxylic acids, polyhydroxycarboxylic acids or hydroxypolycarboxylic acids, lactobionic acid, photosensitizer No. 301, hinokithiol, pantothenic acid Alternatively, a derivative thereof, allantin, trimethylglycine, proteoglycan, and the like can be mentioned.
抗酸化剤
 本発明には抗酸化剤を添加することができる。抗酸化剤の具体例として、アスコルビン酸又はその塩並びにそれらの誘導体、トコフェロール又はその塩並びにそれらの誘導体、トコトリエノール又はその塩並びにそれらの誘導体、ブチルヒドロキシトルエン(BHT)、ブチルヒドロキシアニソール(BHA)、コエンザイムQn(n=7~10)、ピロロキノリンキノン、没食子酸プロピル、セサモール、カロテノイド類等が挙げられる。
Antioxidants Antioxidants can be added to the present invention. Specific examples of antioxidants include ascorbic acid or a salt thereof and a derivative thereof, tocopherol or a salt thereof and a derivative thereof, tocotrienol or a salt thereof and a derivative thereof, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA), and the like. Examples thereof include coenzyme Qn (n = 7 to 10), pyroquinolinquinone, propyl ascorbic acid, sesamol, carotenoids and the like.
活性酸素消去剤・ラジカル消去剤
 本発明には活性酸素消去剤・ラジカル消去剤を添加することができる。活性酸素消去剤・ラジカル消去剤の具体例として、スーパーオキシドディスムターゼ、カタラーゼ、グルタチオンペルオキシダーゼ、ビリルビン、クエルセチン、クエルシトリン、カテキン、カテキン誘導体、ルチン又はその誘導体、没食子酸又はその塩並びにそれらの誘導体、クルクミン又はその塩並びにそれらの誘導体、トランスフェリン、セルロプラスミン、コエンザイムQn(n=7~10)、尿酸、ビリルビン、メタロチオネイン、等が挙げられる。
Active oxygen scavenger / radical scavenger An active oxygen scavenger / radical scavenger can be added to the present invention. Specific examples of active oxygen scavengers and radical scavengers include superoxide dismutase, catalase, glutathione peroxidase, bilirubin, quercetin, quercitrin, catechin, catechin derivatives, rutin or derivatives thereof, gallic acid or salts thereof, and derivatives thereof, curcumin. Alternatively, salts thereof and derivatives thereof, transferase, celluloplasmin, coenzyme Qn (n = 7 to 10), uric acid, bilirubin, metallothioneine, and the like can be mentioned.
脂肪代謝促進剤
 本発明には脂肪代謝促進剤を添加することができる。脂肪代謝促進剤の具体例として、キサンチン誘導体(カフェイン、テオフィリン、テオブロミン、キサンチン、アミノフィリン、コリンテオフィリン、ジプロフィリン、プロキシフィリン及びオクストリフィリン等)、アオツヅラフジ(木防巳)エキス、アザミエキス、オオツヅラフジ(防己)エキス、ガジュツ(莪朮)エキス、カラクサケマンエキス、キキョウ(桔梗、桔梗根)エキス、キヅタエキス、コショウ(胡椒)エキス、等が挙げられる。
Lipid metabolism promoter An lipid metabolism promoter can be added to the present invention. Specific examples of fat metabolism promoters include xanthine derivatives (caffeine, theophylline, theobromine, xanthine, aminophylline, cholineteophylline, diprophylline, proxiphyllin, oxtriphyllin, etc.), cocculus orbicula extract, cocculus orbicula extract, and cocculus orbicula. Examples thereof include (self-defense) extract, gajutsu (莪朮) extract, Karakusakeman extract, kikyo (kikyo, kikyo root) extract, kizuta extract, pepper (kosho) extract, and the like.
抗炎症剤
 本発明には抗炎症剤を添加することができる。抗炎症剤の具体例として、キノリノン誘導体、ジベンゾオキセピン誘導体、チオトロポシン、フタルイミド誘導体、フルルビプロフェン、フェルビナク、ブフェキサマク、スプロフェン、1,4-ジフェニルプロピルピペラジン誘導体、カルキシン化合物、クロマノール配糖体(2-(α-D-グルコピラノシル)メチル-2,5,7,8-テトラメチルクロマン-6-オール)、イクタモール、インドメタシン、カオリン、塩酸ジフェンヒドラミン、d-カンフル、DL-カンフル、サリチル酸、サリチル酸ナトリウム、サリチル酸メチル、アセチルサリチル酸、ヒドロコルチゾン、グアイアズレン、カマズレン、マレイン酸クロルフェニラミン、塩酸ジフェンヒドラミン、フマル酸クレマスチン、塩酸シプロヘプタジン、塩酸プロメタジン、ピペラジン誘導体、α-D-フェニルグリコシド誘導体、グリチルリチン酸又はその塩並びにそれらの誘導体、グリチルレチン酸又はその塩並びにそれらの誘導体、メフェナム酸、フェニルブタゾン、イブプロフェン、ケトプロフェン、アラントイン、パントテン酸カルシウム、パントテニルエチルエーテル等のパンテノール又はその塩並びにそれらの誘導体、ε-アミノカプロン酸、ジクロフェナクナトリウム、トラネキサム酸又はその誘導体、スルファチド、マレイン酸クロルフェニラミン、塩酸ジフェンヒドラミン、等が挙げられる。
Anti-inflammatory agent An anti-inflammatory agent can be added to the present invention. Specific examples of anti-inflammatory agents include quinolinone derivatives, dibenzooxepine derivatives, thiotroposine, phthalimide derivatives, flurubiprofen, fervinac, bufexamac, sprofene, 1,4-diphenylpropylpiperazin derivatives, carxin compounds, chromanol glycosides ( 2- (α-D-glucopyranosyl) methyl-2,5,7,8-tetramethylchroman-6-ol), ictamol, indomethacin, kaolin, diphenhydramine hydrochloride, d-camfur, DL-camfur, salicylic acid, sodium salicylate, Methyl salicylate, acetylsalicylic acid, hydrocortisone, guaiazulene, camazulene, chlorpheniramine maleate, diphenhydramine hydrochloride, cremastine fumarate, cyproheptazine hydrochloride, promethazine hydrochloride, piperazine derivatives, α-D-phenylglycoside derivatives, glycyrrhizic acid or salts thereof and their salts. Derivatives, glycylic acid or salts thereof and derivatives thereof, mephenumic acid, phenylbutazone, ibprofen, ketoprofen, allantin, calcium pantothenate, pantenol such as pantothenyl ethyl ether and salts thereof and derivatives thereof, ε-aminocaproic acid, Examples thereof include sodium diclofenac, salicylic acid or a derivative thereof, sulfatide, chlorpheniramine maleate, diphenhydramine hydrochloride, and the like.
血流促進剤
 本発明には血流促進剤を添加することができる。血流促進剤の具体例として、トコフェロール又はその塩並びにそれらの誘導体、トコトリエノール又はその塩並びにそれらの誘導体、セファランチン、塩化カルプロニウム、オイゲノール誘導体、ミノキシジル、トウガラシチンキ、ノニル酸バニルアミド、カンタリスチンキ、ショウキョウチンキ、L-メントール、カンフル、ニコチン酸ベンジル、イクタモール、α-ボルネオール、ノニル酸ワレニルアミド、カプサイシン、センブリエキス、ニンニクエキス、ニンジンエキス、ゲンチアナエキス、トウキエキス、ショウガ(生姜)エキス、センブリ(当薬)エキス、等が挙げられる。
Blood flow promoter An blood flow promoter can be added to the present invention. Specific examples of blood flow enhancers include tocopherol or a salt thereof and a derivative thereof, tocotrienol or a salt thereof and a derivative thereof, cepharanthin, carpronium chloride, eugenol derivative, minoxidil, tincture tincture, vanylamide nonylate, cantalis tincture, ginger. Tincture, L-menthol, camphor, benzyl nicotinate, ictamol, α-borneol, valenylamide nonylate, capsaicin, senburi extract, garlic extract, carrot extract, gentian extract, touki extract, ginger extract, semburi (this drug) Extracts, etc. can be mentioned.
テストステロン5αレダクターゼ活性阻害剤・毛乳頭活性化剤・発毛促進剤
 本発明にはテストステロン5αレダクターゼ活性阻害剤・毛乳頭活性化剤・発毛促進剤を添加することができる。テストステロン5αレダクターゼ活性阻害剤・毛乳頭活性化剤・発毛促進剤の具体例として、γ-アミノ-β-ヒドロキシ酪酸エステル類、アミンオキシド類、アルキルベタイン類、ピリミジン-N-オキシド誘導体、アセチルカルニチン又はその塩、ゲラニルゲラニルアセトン、ヒドロキサム酸誘導体またはその塩、プロアントシアニジン類、等が挙げられる。
Testosterone 5α-reductase activity inhibitor / hair papilla activator / hair growth promoter To the present invention, testosterone 5α-reductase activity inhibitor / hair papilla activator / hair growth promoter can be added. Specific examples of testosterone 5α reductase activity inhibitor, hair papilla activator, and hair growth promoter include γ-amino-β-hydroxybutyric acid esters, amine oxides, alkyl betaines, pyrimidine-N-oxide derivatives, and acetylcarnitine. Alternatively, a salt thereof, geranylgeranyl acetone, a hydroxamic acid derivative or a salt thereof, proanthocyanidins, and the like can be mentioned.
低分子量成分
 本発明には上記した構成成分の他に、通常化粧品や医薬品等の皮膚外用剤に用いられる低分子量成分を添加しても良い。低分子量成分は他の水性成分、油性成分、植物抽出物、動物抽出物、粉末、界面活性剤、油剤、アルコール、pH調整剤、防腐剤、増粘剤、色素、香料等からなる1以上の成分からなり、これらは基剤の一部でありかつその皮膚への効果により有価物としても働くことも有りうる。
Low molecular weight component In addition to the above-mentioned components, a low molecular weight component usually used for external preparations for skin such as cosmetics and pharmaceuticals may be added to the present invention. Low molecular weight components consist of one or more other aqueous components, oily components, plant extracts, animal extracts, powders, surfactants, oils, alcohols, pH adjusters, preservatives, thickeners, pigments, fragrances, etc. Consisting of ingredients, these are part of the base and can also serve as valuable resources due to their effects on the skin.
 界面活性剤としては、HLB値が3.5以上12以下の界面活性剤が望ましい。HLB値がこの範囲であると、粘着剤が成形しやすくなり、成形した粘着シートの感触もよくなる。
 界面活性剤の含有量は、粘着層に対して1質量%以上20%質量以下であり、2質量%以上15質量%以下が好ましい。
As the surfactant, a surfactant having an HLB value of 3.5 or more and 12 or less is desirable. When the HLB value is in this range, the pressure-sensitive adhesive is easily molded and the molded pressure-sensitive adhesive sheet feels good.
The content of the surfactant is 1% by mass or more and 20% by mass or less, preferably 2% by mass or more and 15% by mass or less with respect to the adhesive layer.
 アルコールとしては、粘着剤の塗工液の粘度調整のためには、多価アルコールが望ましく、エチレングリコール、グリセリン、プロピレングリコール、等が挙げられ、グリセリンが望ましい。
 多価アルコールの含有量は、粘着層に対して0.2質量%以上5質量%以下であり、0.5質量%以上3.0質量%以下が好ましい。
As the alcohol, a polyhydric alcohol is desirable for adjusting the viscosity of the coating liquid of the pressure-sensitive adhesive, and ethylene glycol, glycerin, propylene glycol, etc. are mentioned, and glycerin is preferable.
The content of the polyhydric alcohol is 0.2% by mass or more and 5% by mass or less, preferably 0.5% by mass or more and 3.0% by mass or less with respect to the adhesive layer.
粘着シートの製造方法
 粘着シートは、主剤であるアクリル系粘着剤(アクリルポリマーが水中に懸濁した状態かもしくは有機溶媒に溶解した状態で入手)に目的に応じ可塑剤、界面活性剤、その他を添加し、さらに均一化のために溶媒(水あるいは有機溶媒)をさらに添加して塗工液とする。塗工液をPET離型フィルム上に乾燥後の厚さが所定の厚さとなるように塗工し、約70~90℃で約10分間乾燥させ、粘着シートを得る。
 支持体シートは、ポリオレフィンフィルム、PETフィルム等を用いる場合はそのまま使用し得る。アクリル系樹脂を支持体とする場合は、粘着シートを製造するのと同様な塗布法により支持体シートを得る。
 得られた粘着シートは、単独で本発明の皮膚用粘着シートを構成し得る。また、得られた粘着シートと支持体シートとをラミネートした積層シートも、本発明の皮膚用粘着シートに含まれる。
Method for manufacturing the pressure-sensitive adhesive sheet The pressure-sensitive adhesive sheet is made by adding a plasticizer, a surfactant, etc. to the main ingredient, an acrylic pressure-sensitive adhesive (obtained in a state where the acrylic polymer is suspended in water or dissolved in an organic solvent), depending on the purpose. It is added, and a solvent (water or organic solvent) is further added for homogenization to prepare a coating liquid. The coating liquid is applied onto a PET release film so that the thickness after drying becomes a predetermined thickness, and dried at about 70 to 90 ° C. for about 10 minutes to obtain an adhesive sheet.
The support sheet can be used as it is when a polyolefin film, PET film or the like is used. When an acrylic resin is used as the support, the support sheet is obtained by a coating method similar to that for producing an adhesive sheet.
The obtained pressure-sensitive adhesive sheet can independently constitute the skin pressure-sensitive adhesive sheet of the present invention. Further, a laminated sheet obtained by laminating the obtained adhesive sheet and a support sheet is also included in the skin adhesive sheet of the present invention.
 以下、本発明を下記実施例によりさらに詳しく説明する。これら実施例は、単に本発明を具体的に説明するための例であり、本発明の範囲がこれら実施例に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to the following examples. These examples are merely examples for specifically explaining the present invention, and the scope of the present invention is not limited to these examples.
実施例1
 粘着シート及び支持体シートをそれぞれ作製し、それぞれの性質を評価した。その後、粘着シート及び支持体シートを積層した。
粘着シートの作製
 アクリルエステルエマルジョン型粘着剤(ビニゾール1087FT、大同化成工業(株)、ヨドゾールGH800F(アクリル酸アルキルコポリマーアンモニウム、アクゾノーベル(株))に、可塑剤としてミリスチン酸イソプロピル(ナカライテスク(株))、乳酸オクチルドデシル(エステロールLOD、ナショナル美松(株))を添加し、アロンビスAH-106X及びグリセリンを溶液粘度の調整剤として添加し、サラコスDG-15を乳化剤として添加し、塗工液を調製した。塗工液をPETフィルム上に流延し、80℃で加熱乾燥させて、40μm厚さの粘着シートとした。表1に実施例1-4として粘着剤の組成物を例示した。実施例1は、ヨドゾールGH800Fの代わりに、ヨドゾールGH41F(アクリル酸アルキルコポリマーアンモニウム、アクゾノーベル(株))を用いた。
 上記の組成物は、いずれも良好な粘着性を示した。
Example 1
Adhesive sheets and support sheets were prepared and their properties were evaluated. Then, the adhesive sheet and the support sheet were laminated.
Preparation of adhesive sheet Acrylic ester emulsion type adhesive (Vinizol 1087FT, Daido Kasei Kogyo Co., Ltd., Iodosol GH800F (alkyl copolymer ammonium acrylate, AkzoNobel Co., Ltd.), and isopropyl myristate (Nakalitesk Co., Ltd.) as a plasticizer ), Octyldodecyl lactate (Esterol LOD, National Mimatsu Co., Ltd.), Aronbis AH-106X and glycerin as a solution viscosity adjuster, Saracos DG-15 as an emulsifier, and a coating solution. The coating liquid was cast on a PET film and dried by heating at 80 ° C. to obtain a pressure-sensitive adhesive sheet having a thickness of 40 μm. Table 1 illustrates the composition of the pressure-sensitive adhesive as Example 1-4. In Example 1, yodozol GH41F (alkyl acrylate copolymer ammonium, AkzoNobel Co., Ltd.) was used instead of yodozol GH800F.
All of the above compositions showed good adhesiveness.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
支持体シートの作製
 別途、(スチレン/アクリル酸アルキル)コポリマーアンモニウム(ヨドゾールGH41F、アクゾノーベル(株))および、アクリルエステルエマルジョン型粘着剤(ビニゾール1087FT、大同化成工業(株)、ヨドゾールGH800F(アクリル酸アルキルコポリマーアンモニウム、アクゾノーベル(株))をPET離型フィルム上に流延し、80℃で加熱乾燥させてPET離型フィルムからはがし、30μm厚さの支持体シートとし、表2に実施例と比較例を例示した。
 表1の実施例1の粘着シートと、表2の5種の支持体シートを積層して支持体シート付き粘着シートを得た。「硬さ」数値が5.0以上である実施例5、実施例6は、粘着シートと積層した場合に、支持体シートとしての機能性が高かったが、比較例1、比較例2、比較例3は、シートが軟らかく支持体シートとしては機能しなかった。
Preparation of support sheet Separately, (styrene / alkyl acrylate) copolymer ammonium (Yodosol GH41F, AkzoNobel Co., Ltd.) and acrylic ester emulsion type pressure-sensitive adhesive (Vinizol 1087FT, Daido Kasei Kogyo Co., Ltd., Yodosol GH800F (acrylic acid) Alkyl copolymer ammonium, AkzoNobel Co., Ltd. was cast on a PET release film, dried by heating at 80 ° C. and peeled off from the PET release film to obtain a support sheet having a thickness of 30 μm. A comparative example was illustrated.
The adhesive sheet of Example 1 in Table 1 and the five types of support sheets in Table 2 were laminated to obtain an adhesive sheet with a support sheet. Examples 5 and 6 having a "hardness" value of 5.0 or more had high functionality as a support sheet when laminated with an adhesive sheet, but Comparative Example 1, Comparative Example 2, and Comparison In Example 3, the sheet was soft and did not function as a support sheet.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
 表1、2に使用した粘着剤と支持体の「硬さ」と、「IR強度比」を表3にまとめた。 Table 3 summarizes the "hardness" and "IR strength ratio" of the adhesive and support used in Tables 1 and 2.
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
異なるHLB値を有する界面活性剤を添加した支持体フィルムの作製と官能評価
 (スチレン/アクリル酸アルキル)コポリマーアンモニウム(ヨドゾールGH800F、アクゾノーベル(株))その他の成分をPET離型フィルム上に流延し、80℃で加熱乾燥させて粘着シートを成型した。その時のPET上での流延のしやすさ、およびシートへの成型のしやすさを判定した結果を表4に示した。
Preparation and functional evaluation of support films with surfactants with different HLB values (styrene / alkyl acrylate) Copolymer ammonium (Yodosol GH800F, AkzoNobel Co., Ltd.) Other components are cast on PET release film. Then, the pressure-sensitive adhesive sheet was molded by heating and drying at 80 ° C. Table 4 shows the results of determining the ease of casting on PET and the ease of molding into a sheet at that time.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
本発明の粘着シートの適用
1.皮膚用化粧シート
 本発明の粘着シートは粘着層中に皮膚有価物を不含有状態で顔面皮膚保護、保湿、等のシートとして適用する。
2.皮膚用化粧シート
 本発明の粘着シートは粘着層中に皮膚有価物を含有状態で顔面皮膚保護、保湿、美白、血流促進、等のシートとして適用する。
3.皮膚用化粧シート
 本発明の粘着シートは粘着層中に皮膚有価物を含有あるいは不含有状態でマイクロニードルアレイの裏打ち用粘着性シートとして適用する。
Application of the adhesive sheet of the present invention 1. Cosmetic sheet for skin The adhesive sheet of the present invention is applied as a sheet for protecting facial skin, moisturizing, etc. without containing valuable skin resources in the adhesive layer.
2. Cosmetic sheet for skin The adhesive sheet of the present invention is applied as a sheet for protecting facial skin, moisturizing, whitening, promoting blood flow, etc. with skin valuables contained in the adhesive layer.
3. 3. Cosmetic sheet for skin The adhesive sheet of the present invention is applied as an adhesive sheet for lining a microneedle array with or without skin valuables contained in the adhesive layer.
 上記皮膚用化粧シートの適用例として、表5に皮膚用化粧シート組成物を示した。実施例12には、色素沈着抑制剤としてV-Cエチルアスコルビン酸、実施例13には、保湿剤としてトレハロース、実施例14には、代謝活性化剤としてレチノイン酸トコフェリル、実施例15には、抗酸化剤としてトコフェロール、実施例16には、活性酸素消去剤としてコエンザイムQ10、実施例17には、抗炎症剤としてグリチルリチン酸ジカリウム、実施例18には、血流促進剤としてセンブリエキスを配合した組成物例を示した。実施例12~18の皮膚用化粧シート組成物は、実施例10の支持体シートに積層して成形した。
 支持体シートに積層した実施例12~18の組成物シートは、いずれも良好な化粧シートの感触が得られた。
As an application example of the above-mentioned skin cosmetic sheet, Table 5 shows the skin cosmetic sheet composition. In Example 12, VC ethylascorbic acid was used as a pigmentation inhibitor, in Example 13, trehalose was used as a moisturizer, in Example 14, tocopheryl retinoate as a metabolic activator, and in Example 15, antioxidant. A composition containing tocopherol as an agent, coenzyme Q10 as an active oxygen scavenger in Example 16, dipotassium glycyrrhizinate as an antioxidant in Example 17, and sembri extract as a blood flow promoter in Example 18. An example is shown. The skin cosmetic sheet compositions of Examples 12 to 18 were laminated and molded on the support sheet of Example 10.
The composition sheets of Examples 12 to 18 laminated on the support sheet all had a good feel of a decorative sheet.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 以上詳述したごとく、本発明の皮膚用粘着シートは、皮膚に対する適度な粘着性を有し、かつ同時に皮膚有価物の配合が可能なため、皮膚に対する美容効果も期待できるものである。 As described in detail above, the adhesive sheet for skin of the present invention has an appropriate adhesiveness to the skin, and at the same time, it is possible to blend valuable skin resources, so that a cosmetic effect on the skin can be expected.

Claims (9)

  1.  「硬さ」が2.0以下である、及び/又は「IR強度比」が2.0以上であるアクリル系樹脂を含有する粘着層を含む皮膚用粘着シート。 An adhesive sheet for skin containing an adhesive layer containing an acrylic resin having a "hardness" of 2.0 or less and / or an "IR strength ratio" of 2.0 or more.
  2.  前記アクリル系樹脂が、「硬さ」が2.0以下であり、かつ「IR強度比」が2.0以上である請求項1に記載の粘着シート。 The adhesive sheet according to claim 1, wherein the acrylic resin has a "hardness" of 2.0 or less and an "IR strength ratio" of 2.0 or more.
  3.  前記アクリル系樹脂がアクリル酸アルキルコポリマーアンモニウム、アクリル酸アルキル/酢酸ビニルコポリマー及びスチレン/アクリル酸アルキルコポリマーアンモニウムからなる群より選ばれた1種以上である、請求項1又は2に記載の粘着シート。 The pressure-sensitive adhesive sheet according to claim 1 or 2, wherein the acrylic resin is at least one selected from the group consisting of alkyl acrylate copolymer ammonium, alkyl acrylate / vinyl acetate copolymer and styrene / alkyl acrylate copolymer ammonium.
  4.  前記粘着層にさらに界面活性剤を含むことを特徴とする、請求項1~3のいずれか1項に記載の粘着シート。 The pressure-sensitive adhesive sheet according to any one of claims 1 to 3, wherein the pressure-sensitive adhesive layer further contains a surfactant.
  5.  前記界面活性剤がHLB値3.5以上12以下の界面活性剤であることを特徴とする、請求項4に記載の粘着シート。 The pressure-sensitive adhesive sheet according to claim 4, wherein the surfactant is a surfactant having an HLB value of 3.5 or more and 12 or less.
  6.  前記界面活性剤の含有量が1質量%以上20質量%以下であることを特徴とする、請求項4又は5に記載の粘着シート。 The pressure-sensitive adhesive sheet according to claim 4 or 5, wherein the content of the surfactant is 1% by mass or more and 20% by mass or less.
  7.  前記粘着層にさらに多価アルコールを含むことを特徴とする、請求項1~6のいずれか1項に記載の粘着シート。 The pressure-sensitive adhesive sheet according to any one of claims 1 to 6, wherein the pressure-sensitive adhesive layer further contains a polyhydric alcohol.
  8.  前記粘着層にさらに皮膚有価物を含むことを特徴とする、請求項1~7のいずれか1項に記載の粘着シート。 The adhesive sheet according to any one of claims 1 to 7, wherein the adhesive layer further contains valuable skin resources.
  9.  請求項1~8のいずれか1項に記載の粘着シートと、「硬さ」が5.0以上であり、かつ「IR強度比」が2.0未満のアクリル系樹脂からなる支持体シートとを積層してなる皮膚用積層粘着シート。 The adhesive sheet according to any one of claims 1 to 8, and a support sheet made of an acrylic resin having a "hardness" of 5.0 or more and an "IR strength ratio" of less than 2.0. Laminated adhesive sheet for skin made by laminating.
PCT/JP2021/014918 2020-04-13 2021-04-08 Adhesive sheet for skin WO2021210490A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202180027886.7A CN115397401A (en) 2020-04-13 2021-04-08 Adhesive sheet for skin
KR1020227034996A KR20230002372A (en) 2020-04-13 2021-04-08 Adhesive sheet for skin

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2020071728A JP2021167293A (en) 2020-04-13 2020-04-13 Adhesive sheet for skin
JP2020-071728 2020-04-13

Publications (1)

Publication Number Publication Date
WO2021210490A1 true WO2021210490A1 (en) 2021-10-21

Family

ID=78080066

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2021/014918 WO2021210490A1 (en) 2020-04-13 2021-04-08 Adhesive sheet for skin

Country Status (4)

Country Link
JP (1) JP2021167293A (en)
KR (1) KR20230002372A (en)
CN (1) CN115397401A (en)
WO (1) WO2021210490A1 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61228868A (en) * 1985-04-04 1986-10-13 積水化学工業株式会社 Resin used in medial pressure-sensitive agent and medical pressure-sensitive sheet or tape using the same
JPS61290956A (en) * 1985-06-18 1986-12-20 積水化学工業株式会社 Resin used in medical adhesive and medical adhesive sheet ortpae using the same
JP2005194402A (en) * 2004-01-07 2005-07-21 Kosumedei:Kk Adhesive composition and plaster

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60226808A (en) 1985-03-11 1985-11-12 Watanabe Yakuhin Kogyo Kk Fomentation
JP3193161B2 (en) 1992-10-23 2001-07-30 久光製薬株式会社 Transdermal absorption preparation
JPH09143060A (en) 1995-11-16 1997-06-03 Showa Denko Kk Composition for water-containing gel plaster base
JPH09208462A (en) 1996-02-07 1997-08-12 Tsumura & Co Autoadhesive cataplasm

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61228868A (en) * 1985-04-04 1986-10-13 積水化学工業株式会社 Resin used in medial pressure-sensitive agent and medical pressure-sensitive sheet or tape using the same
JPS61290956A (en) * 1985-06-18 1986-12-20 積水化学工業株式会社 Resin used in medical adhesive and medical adhesive sheet ortpae using the same
JP2005194402A (en) * 2004-01-07 2005-07-21 Kosumedei:Kk Adhesive composition and plaster

Also Published As

Publication number Publication date
KR20230002372A (en) 2023-01-05
JP2021167293A (en) 2021-10-21
CN115397401A (en) 2022-11-25

Similar Documents

Publication Publication Date Title
EP1513889B1 (en) Hydrous gel and production process and use of the hydrous gel
JP5840107B2 (en) Hyaluronic acid gel and method for producing the same
US10639266B2 (en) Water-soluble hyaluronic acid gel and method for producing same
TWI392515B (en) Skin topical composition
JP2005139070A (en) Skin cosmetic
JP4809161B2 (en) Topical skin preparation
WO2015122433A1 (en) Cosmetic gel sheet and production method therefor
CN109069393B (en) Cosmetic alcohol gel film and method for producing same
JP6975516B2 (en) External composition, cosmetics, transdermal absorption promoting composition, method for enhancing transdermal absorbability of active ingredient in external composition, transdermal pharmaceutical and eye drop composition
JP4693340B2 (en) Hydrous gel body, method for producing the hydrogel body, and use thereof
JP2008285461A (en) Self-adhesive gel sheet for living organism and sheet-like cosmetic comprising the same
JP2009256295A (en) Adhesive sheet for cosmetic
WO2021201266A1 (en) Fast-dissolving microneedle
WO2021210490A1 (en) Adhesive sheet for skin
TW201012482A (en) Thickening composition and process for production thereof
JP2004123575A (en) Gel-like composition for external use
JP2005060233A (en) External preparation for skin
WO2022019187A1 (en) External preparation for cosmetic and cosmetic
JP7356090B2 (en) Microneedles for aging care
WO2021246301A1 (en) Beauty microneedle array
JP6893944B2 (en) Topical skin agent
JP2017039696A (en) Cosmetics
JP2009046472A (en) Emulsified composition
JP2012158567A (en) Skin care composition for external use
JP2016199523A (en) Lipophilic component-containing patch

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21787791

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21787791

Country of ref document: EP

Kind code of ref document: A1