Skin laminated adhesive sheet

The laminated adhesive sheet with a specific three- or four-layer structure addresses the challenge of balancing skin affinity and occlusive dressing therapy by combining high moisture permeability with low moisture permeability, achieving effective drug delivery and cosmetic absorption while maintaining skin health.

JP7656310B2Active Publication Date: 2025-04-03COSMED PHARMA
View PDF 10 Cites 0 Cited by

Patent Information

Application Number
JP2019238646
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2019-01-07
Filing Date
2019-12-27
Publication Date
2025-04-03
Estimated Expiration
2039-12-27

AI Technical Summary

Technical Problem

Existing adhesive sheets for skin applications face challenges in achieving a balance between high water vapor permeability for skin affinity and low water vapor permeability for effective occlusive dressing therapy, while also maintaining elasticity and preventing moisture evaporation.

Method used

A laminated adhesive sheet with a three- or four-layer structure, comprising a skin adhesive layer with high moisture permeability, a protective adhesive layer with low moisture permeability, a highly stretchable support, and optionally an intermediate layer, which enhances adhesion and elasticity while controlling water vapor permeability.

Benefits of technology

The adhesive sheet achieves excellent skin affinity, occlusive dressing effect, and elasticity, ensuring effective drug delivery and cosmetic absorption while minimizing skin irritation and moisture loss.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 0007656310000003
    Figure 0007656310000003
  • Figure 0007656310000001
    Figure 0007656310000001
  • Figure 0007656310000002
    Figure 0007656310000002
Patent Text Reader

Abstract

To provide a topical skin application sheet having high affinity for the skin and having an excellent occlusive dressing therapy (ODT) effect and excellent stretchability.SOLUTION: Provided are: a laminated adhesive sheet for skin that comprises, laminated in order therein, a skin adhesion layer, a protective adhesive layer, and a highly stretchable support body; and a laminated adhesive sheet for skin that comprises, laminated in order therein, a skin adhesion layer, an intermediate layer, a protective adhesive layer, and a highly stretchable support body.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

[Technical field]

[0001] The present invention relates to a skin-applied sheet for medical or cosmetic use, and more particularly to an adhesive sheet in which an adhesive and a film are laminated together. [Background technology]

[0002] Various adhesive sheets for skin application have been developed and used with various properties according to the purpose. On the one hand, the development of products with enhanced water vapor permeability has been promoted (Patent Document 1), while on the other hand, occlusive dressing therapy (ODT) is also performed to enhance percutaneous absorption. In ODT, an ointment is applied to the affected area, and the area is covered with a thin film made of polyethylene, polyvinylidene chloride, etc., and sealed with a bandage, thereby enhancing percutaneous absorption of the drug and curing the lesion in a short period of time. For this purpose, materials with low water vapor permeability are useful.

[0003] In recent years, a technology has been developed that uses tiny needles, i.e., microneedles, to perforate the stratum corneum, thereby significantly improving drug permeation efficiency compared to the application method. A microneedle array is a substrate on which a large number of these microneedles are integrated. A microneedle array that is made easy to use by adding an adhesive tape for attaching the microneedle array to the skin and a cover sheet for maintaining a sterile state until use is called a microneedle patch.

[0004] If microneedles are made from materials that dissolve in the body and disappear through metabolism, such as carbohydrates, even if the needle breaks and remains in the skin, it will not cause an accident. Moreover, if a drug is contained in the carbohydrate, the inserted microneedle will dissolve in the body, making it easy to administer the drug intradermally or subcutaneously (Patent Document 2). In particular, when a microneedle made of a biosoluble polymer such as hyaluronic acid or collagen is inserted into the skin, moisture in the skin diffuses into the microneedle, causing the needle part inserted into the skin to swell and then dissolve. As a result, the hyaluronic acid or collagen diffuses into the skin and exerts an anti-wrinkle effect, or drugs or valuable substances previously dissolved in the needle part diffuse into the skin (Patent Documents 3 and 4).

[0005] In order for the microneedles to swell and dissolve within the skin, the microneedle array needs to be stably held on the skin surface during that time. Usually, an adhesive protective tape with an area larger than the microneedle array is placed over the microneedle array and pressed against the skin surface, and the adhesiveness of the protective tape is used to hold the array in close contact.

[0006] However, this adhesive protective tape has a large effect on the solubility of the microneedles in the skin. If a protective adhesive tape with high water vapor permeability is used, the moisture that enters the microneedle array from the skin evaporates, the microneedles do not swell sufficiently, and the rate at which the drug dissipates into the skin slows down. Therefore, it is important that the tape suppresses the evaporation of moisture from the skin. As described above, it is important that the adhesive sheet for skin or the protective adhesive sheet for microneedles has low water vapor permeability. If a support with low water vapor permeability is used to achieve this, the rigidity of the entire sheet increases, and the sheet cannot follow the movement of the skin when applied, which is a drawback that the sheet is likely to cause skin irritation. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Special Publication No. 2012-532903 [Patent Document 2] JP 2003-238347 A [Patent Document 3] JP 2009-273872 A [Patent Document 4] JP 2010-029634 A Summary of the Invention [Problem to be solved by the invention]

[0008] A sheet for topical application to the skin is required to have an adhesive effect for fixing the sheet to the skin for a certain period of time, as well as an ODT effect and stretchability of the sheet. An object of the present invention is to provide a sheet for topical application to the skin that has high affinity to the skin, an ODT effect, and excellent stretchability. [Means for solving the problem]

[0009] The present inventors have confirmed that a three-layer sheet using an adhesive layer such as an acrylic adhesive, which has high affinity with the skin and is excellent in long-term application but has high moisture permeability and is difficult to exhibit ODT effect, and a rubber adhesive, which has low moisture permeability and excellent ODT effect, and a highly elastic film such as a urethane film as a laminated support, can achieve both ODT effect and elasticity, and have created the present invention. Since the adhesiveness between the rubber adhesive and the acrylic adhesive is not always good and may sometimes peel off, the inventors have succeeded in creating an adhesive sheet with excellent elasticity, skin affinity, and ODT effect by interposing a polyurethane sheet between the rubber adhesive layer and the acrylic adhesive layer to further improve the physical properties, and have completed the present invention.

[0010] The present invention is as follows. [1] A laminated adhesive sheet for skin comprising a skin adhesive layer, a protective adhesive layer, and a highly elastic support layer laminated in that order. [2] A laminated adhesive sheet for skin, comprising a skin adhesive layer, an intermediate layer, a protective adhesive layer, and a highly elastic support layer laminated in that order. [3] The adhesive sheet according to [1] or [2], wherein the skin adhesive layer comprises an acrylic adhesive or a urethane adhesive. [4] The adhesive sheet according to any one of [1] to [3], wherein the highly elastic support comprises a polyurethane film, an ethylene vinyl acetate film, a urethane nonwoven fabric, or a polyester nonwoven fabric. [5] The adhesive sheet according to any one of [1] to [4], wherein the protective adhesive layer contains a rubber-based adhesive. [6] The adhesive sheet according to any one of [2] to [5], wherein the intermediate layer comprises a polyurethane film or an ethylene vinyl acetate film. [7] The adhesive sheet according to any one of [1] to [6], having a tensile modulus of elasticity of 30 N or less. [8] Water vapor permeability of 200g / m 2 The adhesive sheet according to any one of [1] to [7], wherein the adhesive sheet has a shelf life of 24 hours or less. [9] The adhesive sheet according to any one of [1] to [8], wherein the thickness of the skin adhesive layer is 20 to 80 μm.

[10] The adhesive sheet according to any one of [1] to [9], wherein the highly elastic support has a thickness of 5 μm or more.

[11] The adhesive sheet according to any one of [1] to

[10] , which has a release sheet on the surface of the skin adhesive layer.

[12] The adhesive sheet according to any one of [1] to

[11] , wherein the skin adhesive layer contains a drug or a valuable substance.

[13] The adhesive sheet according to

[12] , wherein the drug is selected from the group consisting of antipyretic and anti-inflammatory analgesics, antiepileptic drugs, antipsychotic drugs, antidepressants and anti-anxiety drugs, anti-Parkinson's drugs, antimanic drugs, anti-dementia drugs, hypnotics, sedatives, antispasmodics, muscle relaxants, autonomic nervous system acting drugs, cerebral circulation and metabolism improving agents, cardiac stimulants, antianginal drugs, drugs for hypertension and arrhythmia, vasodilators, blood pressure lowering agents, hypertensive drugs, diuretics, respiratory stimulants, antitussive and expectorant drugs, bronchodilators, drugs for asthma and nasal allergies, respiratory system drugs, cold drugs, antiemetics, antacids and antiulcer drugs.

[14] The adhesive sheet according to

[12] , wherein the valuable substance is selected from the group consisting of whitening ingredients, anti-wrinkle ingredients, anti-inflammatory ingredients, blood circulation promoting ingredients, antibacterial ingredients, anti-pruritic ingredients, various vitamins and their derivatives, antioxidant ingredients, anti-allergic ingredients, and fragrances.

[15] An adhesive sheet comprising a laminated adhesive of an acrylic adhesive, a urethane adhesive, or a silicone adhesive and a rubber adhesive.

[16] An adhesive sheet comprising an acrylic adhesive, a urethane adhesive, or a silicone adhesive, a rubber adhesive, and an elastic support laminated together. Effect of the Invention

[0011] The adhesive sheet of the present invention is an adhesive sheet for skin having the following three-layer or preferably four-layer structure, where the smaller number indicates the layer closest to the skin. 1. High moisture permeability and therefore high skin affinity adhesive layer (skin adhesive layer) Preferred are acrylic adhesives, urethane adhesives, silicone adhesives, etc. By attaching the sheet to the skin as the skin contact surface, the sheet has excellent long-term adhesion to the skin. 2. Low moisture permeability adhesive layer (protective adhesive layer) The low moisture permeability, excellent adhesion and moisture retention properties of the microneedle array promote swelling or dissolution, and in the case of patch-type medicines and cosmetics, enhances the absorption of valuable ingredients into the skin. A rubber-based adhesive is preferably used. 3. Elastic support film (highly elastic support) Suitable are urethane film, EVA film, etc. A film with high elasticity and good adhesion to the protective adhesive layer. The present invention relates to an adhesive sheet for skin comprising the above three layers. 4. Elastic intermediate layer film (intermediate layer) When the skin adhesive layer and the protective adhesive layer have different polarities and their mutual adhesion is improved to obtain a better skin adhesive sheet, it is effective to laminate an intermediate layer film (intermediate layer) having elasticity between the two layers. This embodiment is also a completed form of the present invention. That is, the intermediate layer is sandwiched between the skin adhesive layer and the protective adhesive layer. Suitable are urethane film, EVA film, etc. A film with high elasticity and good adhesion between the skin adhesive layer and the protective adhesive layer. The thickness is preferably 5 to 100 μm. [Brief description of the drawings]

[0012] [Figure 1]1 is a cross-sectional view showing the structure of the adhesive sheet of the present invention, which shows four layers, but may not have an intermediate layer. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0013] 1.Skin adhesive layer The skin adhesive layer constituting the adhesive sheet of the present invention is highly moisture permeable and is the surface that comes into contact with the skin, and contains a drug or valuable substance as necessary.

[0014] The adhesive contained in the skin adhesive layer is a highly moisture-permeable adhesive, for example, an acrylic adhesive, a urethane adhesive, or a silicone adhesive. Of these, acrylic adhesives and urethane adhesives are preferred, and acrylic adhesives are most preferred.

[0015] Examples of acrylic adhesives include homopolymers and copolymers of alkyl (meth)acrylates obtained from aliphatic alcohols having 1 to 18 carbon atoms, particularly preferably 4 to 18 carbon atoms, and (meth)acrylic acid, and copolymers of alkyl (meth)acrylates and other functional monomers.

[0016] Examples of functional monomers include monomers having a hydroxyl group, monomers having a carboxyl group, monomers having an amide group, monomers having an amino group, etc., and examples of copolymerizable monomers that can be used include vinyl acetate, styrene, α-methylstyrene, vinyl chloride, acrylonitrile, ethylene, propylene, butadiene, etc. The adhesive preferably contains 50% by mass or more of alkyl (meth)acrylate as a (co)polymerization component.

[0017] The urethane-based adhesive is an adhesive having a urethane group (-NCHCOO-), and is produced by reacting a polyester polyol or a polyether polyol with a polyvalent isocyanate, or is made of a polyurethane polyol. A urethane-based adhesive made of a polyurethane polyol is preferable. As with the acrylic adhesive, the urethane-based adhesive can be made into an adhesive that is gentle on the skin and leaves no adhesive residue by mixing a plasticizer and further crosslinking it.

[0018] Silicone-based adhesives are adhesives made of polymers with siloxane bonds in the main skeleton. They have good adhesive properties but are expensive.

[0019] If necessary, additives such as a plasticizer, a filler, and an antioxidant may be added to the pressure-sensitive adhesive.

[0020] Furthermore, the adhesive may contain a drug or a valuable substance, if necessary.

[0021] To prepare an acrylic pressure sensitive adhesive, a required monomer is usually solution polymerized in the presence of a polymerization initiator. However, the polymerization form is not limited to this. The polymerization reaction conditions are appropriately selected mainly depending on the type of monomer. The urethane-based adhesive can be prepared in accordance with the description in JP 2016-65238 A.

[0022] The skin adhesive layer has a water vapor permeability of 500g / m 2 The adhesive layer must have a durability of at least 24 hours and must be able to absorb moisture from the skin. The water vapor transmission rate measurement method is described below. The thickness of the skin adhesive layer should be 20 to 80 μm.

[0023] 4. Elastic intermediate layer film (intermediate layer) The intermediate layer is used to reinforce the adhesion between the skin adhesive layer and the protective adhesive layer. It is necessary that the film has high elasticity and good adhesion between the skin adhesive layer and the protective adhesive layer. Preferably, a urethane film, an EVA film, a urethane nonwoven fabric, a polyester nonwoven fabric, etc. can be used. The intermediate layer film must be able to stretch with a small force without breaking. As the corresponding mechanical parameters, it is desirable that the tensile modulus of the intermediate layer is 0.1 or less and the breaking elongation is 100% or more. The unit of the tensile modulus is 10 4 kg / cm 2 The methods for measuring mechanical properties of films, such as tensile modulus and breaking elongation, are in accordance with ASTM D638. Specifically, a dumbbell-shaped film with a total length of 65 mm and a narrow parallel section length of 57 mm is set in a tensile tester (Shimadzu Corporation) and pulled at a speed of 5 mm / min to obtain a stress-strain curve. The tensile modulus is calculated from the tangent of the initial slope, and the breaking elongation is measured from the elongation at break.

[0024] 2. Low moisture permeability adhesive layer (protective adhesive layer) The protective adhesive layer constituting the adhesive sheet of the present invention has a role of imparting waterproof (low moisture permeability) function to the adhesive sheet by laminating it with the skin adhesive layer. A rubber-based adhesive can be suitably used. Examples of rubber-based adhesives include those obtained by adding 20 to 200 parts by mass of a tackifier such as a rosin-based resin, a polyterpene resin, a coumarone-indene resin, a petroleum-based resin, or a terpene-phenol resin to 100 parts by mass of a rubber elastic body such as natural rubber, styrene-isoprene-styrene block copolymer, styrene-butadiene-styrene block copolymer, styrene-olefin-styrene block copolymer, polyisoprene, polybutene, polyisobutylene, or ethylene-vinyl acetate copolymer, and, if necessary, a suitable amount of a softener such as liquid polybutene, mineral oil, lanolin, liquid polyisoprene, or liquid polyacrylate, a filler such as titanium oxide, or an anti-aging agent such as butylhydroxytoluene.

[0025] In the above adhesive, compounding agents such as plasticizers, fillers, and antiaging agents may be added as necessary. For example, it is well known that a styrene-isoprene-styrene block copolymer alone does not become an adhesive, but is made into an adhesive by mixing with a tackifier, an oil component, etc. As the oil component, liquid paraffin is generally used, but olive oil, jojoba oil, squalane, etc. can be used.

[0026] The thickness of the protective adhesive layer is preferably 5 to 200 μm.

[0027] 3.High elastic support The properties required for the highly elastic support are the same as those required for the intermediate layer film, and the same film as the intermediate layer film can be used for the highly elastic support. Specifically, urethane film, EVA film, urethane nonwoven fabric, polyester nonwoven fabric, etc. can be used. By adjusting the protective adhesive layer components, it is possible to reduce adhesion to an extremely low level, and by using such a protective adhesive layer, it is possible to make it function as a highly elastic support. The thickness of the highly elastic support is usually 3 to 100 μm, preferably 5 to 60 μm, from the viewpoint of flexibility.

[0028] The above three- or four-layer laminated adhesive sheet for skin (skin adhesive layer, intermediate layer, protective adhesive layer, and highly elastic support) has a water vapor permeability of 300 g / cm 2 24h or less, preferably 200 g / cm 2 24h or less, preferably 100 g / cm 2 The tensile modulus of elasticity of the laminated adhesive sheet for skin is desirably 30N or less.

[0029] Release sheet The adhesive sheet of the present invention may have a release sheet on the surface of the skin adhesive layer in order to protect the adhesive strength of the surface of the skin adhesive layer. The release sheet is removed from the adhesive sheet before application to the skin. As the release sheet, any release sheet that is normally used in adhesive preparations can be used without limitation, for example, a silicone resin-coated polyester film.

[0030] Drugs and valuable substances The drug and valuable substance contained in the skin adhesive layer may be any substance capable of permeating a biological membrane transdermally.

[0031] Examples of drugs include antipyretic and anti-inflammatory analgesics, antiepileptic drugs, antipsychotic drugs, antidepressants and anti-anxiety drugs, anti-Parkinson's drugs, antimanic drugs, anti-dementia drugs, hypnotics, sedatives, antispasmodics, muscle relaxants, autonomic nervous system acting drugs, cerebral circulation and metabolism improving drugs, cardiac stimulants, antianginal drugs, hypertension and arrhythmia drugs, vasodilators, blood pressure lowering drugs, hypertensive drugs, diuretics, respiratory stimulants, antitussive and expectorant drugs, bronchodilators, asthma and nasal allergy treatment drugs, respiratory system drugs, cold drugs, antiemetics, antacids, and antiulcer drugs.

[0032] Since the product of the present invention has a high affinity for flexed parts of the skin, examples of drugs that include antipyretic, anti-inflammatory and analgesic agents and are suitable for application to flexed parts such as elbows include indomethacin, salicylic acid, glycol salicylate, aspirin, acetaminophen, diclofenac sodium, ibuprofen, sulindac, naproxen, and ketoprofen.

[0033] Examples of ingredients that can be blended as valuable substances in cosmetics include whitening ingredients, anti-wrinkle ingredients, anti-inflammatory ingredients, blood circulation promoting ingredients, antibacterial ingredients, anti-pruritic ingredients, various vitamins and their derivatives, antioxidant ingredients, anti-allergic ingredients, fragrances, etc.

[0034] Examples of whitening ingredients include, but are not limited to, magnesium ascorbyl phosphate, ascorbyl glucoside and its salts and acylated derivatives, vitamin C derivatives such as ethyl ascorbic acid and ascorbyl palmitate, α-arbutin, β-arbutin, kojic acid, placenta extract, cysteine, glutathione, ellagic acid, rucinol, tranexamic acid, baicalein, adenosine and its sodium phosphate salt, astaxanthin, antler reishi, oil-soluble licorice, lavender, lumpuyan, sanguisorba officinalis, resveratrol, reishi and extracts thereof, astaxanthin, tinctures, and ingredients contained therein.

[0035] Anti-wrinkle ingredients include, but are not limited to, retinoids such as retinol, retinoic acid, retinol acetate, and retinol palmitate, α-hydroxy acids such as citric acid, fruit acids, glycolic acid, and lactic acid, α-hydroxy acid cholesterol, rutin sugar derivatives, N-methylserine, elastin, collagen, sericin, Centella asiatica extract, and golden extract.

[0036] Anti-inflammatory ingredients include, but are not limited to, glycyrrhetinic acid, dipotassium glycyrrhetinate, allantoin, epsilon-aminocaproic acid, azulene, shikonin, tranexamic acid, and coptis jasmine, licorice, terminalia, yarrow, lithospermum root, comfrey, aloe, butcher's broom, horse chestnut, peach leaves, loquat leaves, and extracts, tinctures, or ingredients contained therein.

[0037] Examples of blood circulation promoting ingredients include, but are not limited to, vitamin E, nicotinic acid, nicotinamide, benzyl nicotinate, nicomol, caffeine, capsaicin, nonanoic acid vanillylamide, shogaol, gingerol, and the like.

[0038] Examples of antibacterial components include, but are not limited to, cationic surfactants such as isopropylmethylphenol, triclosan, triclocarban, trichlorohydroxyphenol, halocarban, benzalkonium chloride, and benzethonium chloride, photosensitizers, zinc oxide, titanium oxide, chitin, chitosan, hinokitiol, and anise.

[0039] The anti-itching ingredient is not particularly limited, but examples thereof include diphenhydramine hydrochloride, chlorpheniramine maleate, crotamiton, glycyrrhizic acids, menthol, camphor, rosemary oil, capsaicin, nonanoic acid vanillylamide, dibucaine, and the like.

[0040] Vitamins and derivatives thereof are not particularly limited, but examples thereof include oil-soluble vitamins such as vitamin A oil, liver oil, retinol acetate, retinol palmitate, retinol, dehydroretinol, vitamin A3, retinoic acid, vitamin D, vitamin D2 (ergocalciferol), vitamin D3 (cholecalciferol), vitamin derivatives, vitamin E (tocopherol), dl-α-tocopherol acetate, dl-α-tocopherol, tocopherol butyrate, tocopherol nicotinate, nicotinic acid benzyl ester, natural vitamin E, vitamin K, and vitamin U. Water-soluble vitamins include vitamin B1 (thiamine), vitamin B2 (riboflavin butyrate ester), vitamin B6 (fatty acid esters such as pyridoxine dicaprylate and pyridoxine dipalmitate), vitamin B 12 (Cobalamin), Vitamin B 13 , Vitamin B 14 , Vitamin B 15 (pangamic acid), etc.

[0041] Examples of antioxidant components include, but are not limited to, polyphenols such as anthocyanin, catechin, green tea polyphenol, and apple polyphenol; carotenoids such as ascorbic acid, sodium ascorbate, sodium ascorbyl sulfate, β-carotene, and astaxanthin; tocopherols, tocopherol acetate, natural vitamin E, β-diketones such as tocomonoenol, tocotrienol, and curcumin; lignans such as sesamin and sesamolin; and phenols such as eugenol.

[0042] Examples of anti-allergic components include, but are not limited to, glycyrrhizin derivatives such as glycyrrhetinic acid and dipotassium glycyrrhetinate, licorice, chlorella, comfrey, moutan tree, Tilia cordata, Enmeiso, sage, perilla, mugwort, and extracts, tinctures, or components contained therein.

[0043] Fragrances include musk, cypress, thyme oil, cinnamon bark oil, and the like.

[0044] Manufacturing method of adhesive sheet In one example of the method for producing the adhesive sheet of the present invention, an ethyl acetate solution of an acrylic adhesive is applied to a release PET film and dried to form a skin adhesive layer, which is then laminated to one side of the intermediate layer. A urethane film with a thickness of about 5 μm is used for the intermediate layer. A protective adhesive layer is formed by applying a rubber adhesive solution to a release PET film and drying it, and then laminating it to the same urethane film used for the intermediate layer, thereby backing the highly elastic support. The release PET film is then peeled off, and the resulting protective adhesive layer surface is laminated to the opposite side of the intermediate layer to form a product. Adhesive sheets of other configurations can also be produced by the same procedure.

[0045] Water vapor permeability The water vapor permeability is measured in accordance with JIS0208 [Test method for moisture permeability of moisture-proof packaging materials (cup method)].

[0046] Tensile modulus A Shimadzu tensile tester (small tabletop tester EZ Test EZ-SX) is used. A dumbbell piece with a width of 10 mm and a length of 50 mm and both ends widened is used as the sample. The specimen is pulled at a tensile speed of 10 mm / min, and the elastic modulus is calculated from the slope of the linear part of the stress-strain curve. The elastic modulus in this invention is the value of the stress (N) at a strain of 10 mm. EXAMPLES

[0047] The present invention will be described below by way of examples, but the present invention is not limited to these examples.

[0048] Example 1 A solution of HiPAS adhesive (acrylic adhesive, manufactured by Cosmedi Pharmaceutical Co., Ltd.) in ethyl acetate was applied and dried on a PET release film to obtain a film with a thickness of 50 μm (skin adhesive layer). The obtained adhesive film was laminated on a urethane sheet (manufactured by Kyowa Kogyo Co., Ltd., thickness 50 μm) (intermediate layer). Separately, 100 parts by mass of styrene / isoprene triblock copolymer (SIS) (styrene content 30% by mass, manufactured by Clayton Polymer Japan Co., Ltd.) and 100 parts by mass of liquid paraffin were dissolved in toluene, and the solution was applied and dried on a PET release film to obtain a film with a thickness of 80 μm (protective adhesive layer). The obtained adhesive film was laminated on a urethane sheet (thickness 7 μm) (highly elastic support). The protective adhesive layer surface and the intermediate layer surface were laminated to obtain a four-layer laminated adhesive sheet.

[0049] Example 2 A three-layer laminated pressure-sensitive adhesive sheet was produced in the same manner as in Example 1, except that a urethane sheet was not used as the intermediate layer.

[0050] Example 3 A four-layer laminated adhesive sheet was produced in the same manner as in Example 1, except that 20% by mass of octyldodecyl lactate relative to the HiPAS adhesive was added to the skin adhesive layer and the thickness of the urethane sheet support was 10 μm.

[0051] Example 4 A four-layer laminated adhesive sheet was produced in the same manner as in Example 1, except that an EVA (ethylene-vinyl acetate copolymer resin) film was used as the intermediate layer and the thickness of the urethane sheet of the support was set to 10 μm.

[0052] Example 5 A four-layer laminated adhesive sheet was manufactured in the same manner as in Example 1, except that in Example 1, 20% by mass of octyldodecyl lactate and 1.0% by mass of ascorbyl palmitate (Riken Vitamin Co., Ltd.) were added to the skin adhesive layer relative to the HiPAS adhesive, and jojoba oil (NIKKOL Jojoba Oil S, Nikko Chemicals Co., Ltd.) was added to the protective adhesive layer instead of liquid paraffin.

[0053] Example 6 A four-layer laminated adhesive sheet was produced in the same manner as in Example 1, except that a urethane nonwoven fabric was used as the intermediate layer and the thickness of the urethane sheet of the support was set to 50 μm.

[0054] Example 7 A four-layer laminated adhesive sheet was produced in the same manner as in Example 1, except that the protective adhesive layer was made of polyisobutylene (PIB)+liquid paraffin.

[0055] Comparative Example 1 A four-layer laminated pressure-sensitive adhesive sheet was produced in the same manner as in Example 1, except that a PET film was used as the intermediate layer.

[0056] Comparative Example 2 A four-layer laminated adhesive sheet was produced in the same manner as in Example 1, except that a HiPAS adhesive was used instead of the SIS adhesive for the protective adhesive layer.

[0057] [Table 1]

[0058] The characteristics of the produced laminated pressure-sensitive adhesive sheet are shown in Table 1. The water vapor permeability, tensile modulus and breaking elongation of the obtained laminated pressure-sensitive adhesive sheet were measured. The water vapor permeability was measured in accordance with JIS0208 [Test method for moisture permeability of moisture-proof packaging materials (cup method)]. The tensile modulus was measured by cutting the laminated adhesive sheet into a dumbbell shape with a width of 10 mm and a length of 50 mm, widening both ends, setting it in a tensile tester (Shimadzu Corporation, small tabletop tester EZ Test EZ-SX), and pulling it at a speed of 10 mm / min to obtain a stress-strain curve. The tensile modulus was calculated from the slope of the initial straight line section. The measurement results (single measurement) are shown in Table 2.

[0059] [Table 2] [Explanation of symbols]

[0060] 1 Skin adhesive layer 2 Protective adhesive layer 3 High elastic support 4. Middle Tier

Claims

1. A laminated adhesive sheet for skin, comprising a skin adhesive layer, a protective adhesive layer, and a highly elastic support layer laminated in that order, the skin adhesive layer comprises an acrylic adhesive; the protective adhesive layer comprises a rubber-based adhesive, The highly elastic support is made of a polyurethane film, an ethylene vinyl acetate film, or a urethane nonwoven fabric, The water vapor permeability of the skin adhesive layer is 500 g / m 2 24h or more, and the water vapor permeability of the laminated adhesive sheet is 200g / m 2 A laminated adhesive sheet for skin lasting less than 24 hours.

2. A laminated adhesive sheet for skin, comprising a skin adhesive layer, an intermediate layer, a protective adhesive layer, and a highly elastic support laminated in that order, the skin adhesive layer comprises an acrylic adhesive; The intermediate layer is made of a polyurethane film, an ethylene vinyl acetate film, or a urethane nonwoven fabric. the protective adhesive layer comprises a rubber-based adhesive, The highly elastic support is made of a polyurethane film, an ethylene vinyl acetate film, or a urethane nonwoven fabric, The water vapor permeability of the skin adhesive layer is 500 g / m 2 24h or more, and the water vapor permeability of the laminated adhesive sheet is 200g / m 2 A laminated adhesive sheet for skin lasting less than 24 hours.

3. 3. The adhesive sheet according to claim 1, having a tensile modulus of elasticity of 30 N or less.

4. The adhesive sheet according to any one of claims 1 to 3, wherein the thickness of the skin adhesive layer is 20 to 80 µm.

5. The adhesive sheet according to any one of claims 1 to 4, wherein the highly elastic support has a thickness of 5 to 60 µm.

6. The adhesive sheet according to any one of claims 1 to 5, which has a release sheet on the surface of the skin adhesive layer.

7. The adhesive sheet according to any one of claims 1 to 6, wherein the skin adhesive layer comprises a drug or a valuable substance.

8. 8. The adhesive sheet according to claim 7, wherein the drug is selected from the group consisting of antipyretic and anti-inflammatory analgesics, antiepileptic drugs, antipsychotic drugs, antidepressants and anti-anxiety drugs, anti-Parkinson's drugs, antimanic drugs, anti-dementia drugs, hypnotics, sedatives, antispasmodics, muscle relaxants, autonomic nervous system acting drugs, cerebral circulation and metabolism improving agents, cardiac stimulants, antianginal drugs, hypertension and arrhythmia drugs, vasodilators, blood pressure lowering agents, hypertensive drugs, diuretics, respiratory stimulants, antitussive and expectorant drugs, bronchodilators, asthma and nasal allergy treating drugs, respiratory system drugs, cold drugs, antiemetics, antacids and antiulcer drugs.

9. The valuable substance is selected from the group consisting of whitening ingredients, anti-wrinkle ingredients, anti-inflammatory ingredients, blood circulation promoting ingredients, antibacterial ingredients, anti-pruritic ingredients, various vitamins and their derivatives, antioxidant ingredients, anti-allergic ingredients, and fragrances, wherein the various vitamins and their derivatives are selected from the group consisting of vitamin A oil, liver oil, retinol acetate, retinol palmitate, retinol, dehydroretinol, vitamin A 3 , retinoic acid, vitamin D, vitamin D 2 , Vitamin D 3 , Vitamin E, dl-α-tocopherol acetate, dl-α-tocopherol, tocopherol butyrate, tocopherol nicotinate, nicotinic acid benzyl ester, natural vitamin E, vitamin K, vitamin U, vitamin B 1 , Vitamin B 2 , Vitamin B 6 , Vitamin B 13 , Vitamin B 14 , or vitamin B 15 The adhesive sheet according to claim 7 ,

Citation Information

Patent Citations

  • Melatonin-containing plaster

    JP1998029934A

  • Film for cataplasm

    JP2003192580A

  • Functional micropile and method for producing the same

    JP2003238347A

  • Laminated sheet

    JP2007159603A

  • Skin patch sheet

    JP2008037798A