JPH08119856A - Skin plaster sheet - Google Patents

Abstract

PURPOSE: To obtain a skin plaster sheet by laminating an adhesive agent layer containing a medicine and further containing a water-soluble polymeric substance as a main component to a film comprising a thermoplastic resin through a prescribed primer layer. CONSTITUTION: A primer comprising the aqueous dispersion of a water- dispersible modified polyester resin is applied on a film comprising a thermoplastic resin such as a vinyl chloride resin, and subsequently dried to form a primer layer. The primer layer comprises a water-dispersible modified saturated polyester resin produced by polymerizing 55-20wt.% of a vinylic monomer in the presence of 45-80wt.% of a water-dispersible saturated polyester resin in an aqueous medium. An adhesive agent layer containing a water-soluble polymeric substance such as gelatin or casein as a main component and further containing a medicine is laminated to the laminated primer layer to obtain the objective sheet. Thus, the skin plaster sheet to which the adhesive layer is strongly bonded and which is excellent in touch and flexibility on adhesion to skin and does not give a feeling of physical disorder to the skin is obtained.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a skin patch sheet, more specifically, on a film made of a thermoplastic resin such as vinyl chloride resin, with a predetermined primer layer interposed therebetween.
For example, the present invention relates to a skin patch sheet in which a pressure-sensitive adhesive layer composed of a so-called hydrophilic gel containing a necessary drug as a main component and a water-soluble polymer substance such as gelatin or casein is laminated and formed as a plaster.

[0002]

2. Description of the Related Art A skin patch sheet is an adhesive containing a drug such as a skin stimulant or an anti-inflammatory analgesic, that is, a plaster laminated on a non-woven fabric or a knitted substrate, and is widely used in medical applications. ing. In such a skin patch sheet,
Not only does it have good tackiness and elasticity when the sheet is applied to the skin, but it does not irritate the skin at the time of peeling, so that it can be easily peeled off Then, an aqueous adhesive containing a moisturizing agent, an inorganic filler, a cross-linking agent, etc., and further containing various agents is laminated on the substrate as a plaster. It is said that such a plaster has a hydrophilic gel structure in which the mixture of the above components becomes a two-phase that is a homogeneous phase or a heterogeneous phase close to a kind of solid.

In such a conventional skin patch sheet, the water-soluble polymer substance is, for example, a natural water-soluble polymer substance such as gelatin or casein, dextrin, carboxymethyl starch, methyl cellulose, ethyl cellulose, Hydroxyethyl cellulose,
Examples thereof include semi-synthetic water-soluble polymer substances such as carboxymethyl cellulose and synthetic water-soluble polymer substances such as polyvinyl alcohol, sodium polyacrylate, and polyvinylpyrrolidone.

As a moisturizer composed of polyhydric alcohol,
For example, glycerin, propylene glycol, sorbitol and the like can be mentioned, inorganic fillers can include, for example, kaolin, bentonite, titanium dioxide and the like, and viscosity modifiers can include, for example, polybutene and polyisobutylene. And other synthetic polymers. Further, examples of the cross-linking agent include aldehydes and ketones such as acetaldehyde, glutaraldehyde, glyoxal, dialdehyde starch, and dimethyl ketone, and inorganic compounds such as aluminum chloride, aluminum sulfate, aluminum nitrate, and potassium alum. .

As a drug, depending on the desired drug effect,
For example, methyl salicylate, 1-menthol, camphor, peppermint oil, thymol, diphenhydramine, chlorpheniramine maleate, etc. are usually used in combination. Thus, when using a non-woven fabric or a knitted substrate as the substrate in the skin patch sheet, it has the advantages of good air permeability and good elongation, but on the other hand, the moisture in the adhesive and the volatilization of volatile agents Furthermore, since the base material has a direction of elongation, when it is attached to the skin, a feeling of discomfort remains and the operation is impaired. Furthermore, since a substrate such as a non-woven fabric or a knitted fabric usually has a thickness of 200 to 300 μm, it is easily attached to the skin and then caught on a finger or an end of clothes and easily peeled from the skin.

On the other hand, in general, in a skin patch sheet, as a base material, a film made of various thermoplastic resins, especially a film made of a vinyl chloride resin which is soft and conforms to the skin is preferable. On the other hand, in general, a film made of a thermoplastic resin is usually lipophilic, so that it has a poor affinity with the pressure-sensitive adhesive having a water-soluble polymer substance such as gelatin or casein as a main component. As a result, even if a pressure-sensitive adhesive containing a water-soluble polymer substance as a main component is directly applied onto a film made of a thermoplastic resin,
When the above-mentioned pressure-sensitive adhesive does not adhere sufficiently to the substrate and the skin patch sheet is peeled from the skin, the adhesive transfer to the skin easily occurs.

[0007]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, in which a thermoplastic resin film is used as a base material and a water-soluble resin film is formed on the base material through a predetermined primer layer. An object of the present invention is to provide a skin patch sheet in which a layer of a pressure-sensitive adhesive containing a polymer substance is firmly adhered, and when it is adhered to the skin, it has excellent feeling and flexibility and does not cause discomfort.

[0008]

A skin patch sheet according to the present invention is obtained by polymerizing a vinyl monomer on a film made of a thermoplastic resin in an aqueous medium in the presence of a water-dispersible saturated polyester resin. A primer layer made of a water-dispersible modified saturated polyester resin is laminated, and a pressure-sensitive adhesive layer containing a water-soluble polymer substance as a main component and containing a drug is laminated thereon.

In such a skin patch sheet, a primer made of an aqueous dispersion of the above water-dispersible modified saturated polyester resin is applied onto a film made of a thermoplastic resin and dried to form a primer layer, and then the primer layer is formed. It can be obtained by laminating an adhesive layer containing a water-soluble polymer substance as a main component and containing a drug.

In the present invention, the water-soluble polymer substance and the drug are as described above, and the adhesive layer is
As described above, if necessary, a moisturizer, an inorganic filler,
A crosslinking agent or the like may be included.

In the skin patch sheet according to the present invention, a film made of a thermoplastic resin is used as the base material, and a film made of a vinyl chloride resin is particularly preferably used. The vinyl chloride-based resin is, in addition to polyvinyl chloride, a vinyl chloride copolymer, for example, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-propylene copolymer, vinyl chloride- Polyurethane copolymers and the like and mixtures thereof are included, and among these, the average degree of polymerization is 400 to 200.
0, particularly polyvinyl chloride having an average degree of polymerization of 700 to 1400 is preferably used.

The vinyl chloride resin is generally a so-called soft film containing 50 to 100 parts by weight of a plasticizer per 100 parts by weight of polyvinyl chloride or its copolymer so that the film has flexibility. Or preferable. The plasticizer used is preferably a polyester high molecular weight plasticizer having a molecular weight of about 800 or more, preferably 1000 or more. Preferred specific examples of the polyester high molecular weight plasticizer include polyalkylene glycol diesters such as polyethylene glycol diester of phthalic acid, polypropylene glycol diester, polyethylene glycol polypropylene glycol diester, and the like,
Examples thereof include polyalkylene glycol diesters such as polyethylene glycol diesters of aliphatic dibasic acids such as adipic acid and sebacic acid, polypropylene glycol diesters, polyethylene glycol polypropylene glycol diesters and the like.

However, in the present invention, the resin film as the base material is not limited to the vinyl chloride resin film, and for example, polyethylene terephthalate resin, polyethylene resin, acrylic resin or the like can be used.

In the present invention, the thickness of the resin film used as the substrate is usually in the range of 20 to 200 μm. Thus, according to the present invention, since a thin resin film is used as a substrate, when the obtained skin patch sheet is attached to the skin, there is no discomfort, and even when it is attached to the joint part, Since it stretches freely, its operation is not limited. Of course, it does not get caught on the finger or the edge of clothes, and does not unnecessarily peel from the skin.

In order to firmly adhere and laminate a pressure-sensitive adhesive layer containing the above water-soluble polymer substance as a main component on such a resin film and containing a desired drug, in the present invention, first, on the resin film, A primer layer composed of a water-dispersible modified saturated polyester resin obtained by polymerizing a vinyl monomer in the presence of a water-dispersible saturated polyester resin in an aqueous medium is laminated, and a water-soluble polymer substance as a main component is laminated thereon. age,
A pressure-sensitive adhesive layer containing a drug is laminated and adhered as a plaster.

Here, a primer comprising an aqueous dispersion of a water-dispersible modified saturated polyester resin obtained by polymerizing a vinyl monomer in the presence of the water-dispersible saturated polyester resin has a carboxyl group and an amino group in the molecule. Group, a quaternary ammonium group, a hydroxyl group, a hydrophilic group such as a sulfonic acid group, and the like, in a water dispersion liquid of a saturated polyester resin made water-dispersible, in the presence of a surfactant and a radical polymerization initiator. A composition comprising an aqueous dispersion of a water-dispersible modified saturated polyester resin obtained by polymerizing a vinyl monomer. For example, as the water-dispersible saturated polyester resin, a saturated polyester resin having a hydrophilic group such as a sulfonic acid group, particularly an acidic group, can be mentioned as a preferable example.

In the present invention, the primer is a water-dispersible modified saturated polyester resin obtained by polymerizing 55 to 20% by weight of a vinyl monomer in the presence of 45 to 80% by weight of a water-dispersible saturated polyester resin. It is preferably a dispersion.

As the vinyl monomer, those having a functional group are preferable, and in particular, unsaturated carboxylic acid, unsaturated carboxylic acid ester, unsaturated carboxylic acid amide, vinyl ester, allyl compound, unsaturated nitrile and the like are mentioned. be able to.

The unsaturated carboxylic acid may be a monocarboxylic acid or a dicarboxylic acid, and examples of the unsaturated monocarboxylic acid include acrylic acid and methacrylic acid, and unsaturated dicarboxylic acids such as maleic acid, fumaric acid and itacone. An acid etc. can be mentioned. In the case of unsaturated dicarboxylic acid, it may be a half ester (acidic ester),
Examples of such half ester include maleic acid half ester, fumaric acid half ester, itaconic acid half ester, and the like.

Examples of the unsaturated carboxylic acid ester include methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, butyl maleate, octyl maleate. , Butyl fumarate, octyl fumarate, glycidyl acrylate, glycidyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, allyl acrylate, methacrylic acid Allyl, diallyl itaconic acid, ethylene glycol diacrylate, ethylene glycol dimethacrylate,
Examples thereof include polyethylene glycol diacrylate and polyethylene glycol dimethacrylate.

Examples of unsaturated carboxylic acid amides include acrylamide, methacrylamide, methylol acrylamide, butoxymethylol acrylamide and the like. Examples of vinyl ester include vinyl acetate and vinyl propionate.

Examples of unsaturated nitriles include acrylonitrile and methacrylonitrile. Examples of the allyl compound include allyl acetate and allyl glycidyl ether. Furthermore, if necessary, as a part of the vinyl monomer,
A polymerizable silane coupling agent such as γ-methacryloxypropyldimethoxysilane can also be used.

Among the above, the vinyl monomer is particularly an acrylic acid ester or a methacrylic acid ester,
A mixture of acrylic acid amide or methacrylic acid amide is preferable, and in particular, by using a mixture of methyl methacrylate and acrylamide, a primer having excellent adhesion to the resin film and the pressure-sensitive adhesive layer can be obtained. According to one of the most preferred embodiments, the water dispersibility obtained by polymerizing 5 to 15 wt% of methyl methacrylate and 5 to 50 wt% of acrylamide in the presence of 45 to 80 wt% of the water dispersible saturated polyester resin. It is preferable to use a primer made of a modified saturated polyester resin. Polyester resin and methyl methacrylate are useful for increasing the adhesion of the primer to the resin film, and acrylamide is useful for increasing the adhesion of the primer to the adhesive layer.

To obtain the water-dispersible modified saturated polyester resin by polymerizing the vinyl monomer as described above in the presence of the water-dispersible saturated polyester resin, the water-dispersible saturated polyester resin is dispersed in water, Or water-soluble such as aliphatic lower monohydric alcohols such as methanol and ethanol, glycols such as ethylene glycol and propylene glycol, cellosolves such as methyl cellosolve, ethyl cellosolve and n-butyl cellosolve, ethers such as dioxane and tetrahydrofuran. It can be obtained by dispersing in an aqueous medium containing an organic solvent and polymerizing a vinyl monomer in the presence of a radical polymerization initiator and a surfactant. In the present invention, the above water is also included in the aqueous medium.

Furthermore, according to the present invention, the primer has a hydrophilic group such as an ammonium carboxylate group in the molecule together with the above water-dispersible modified saturated polyester resin in order to improve the adhesion to the resin film. It preferably contains a water-dispersible polyurethane. In particular, according to the present invention, the primer is preferably composed of 50 to 90% by weight of water-dispersible modified saturated polyester resin and 50 to 10% by weight of water-dispersible polyurethane resin in terms of solid content. When the primer contains such a water-dispersible polyurethane, the primer has better adhesion to the pressure-sensitive adhesive layer.

The primer may be used together with or instead of the water-dispersible polyurethane resin, an acrylic resin emulsion, a silane coupling agent, an epoxy resin, a melamine resin, a phenol resin, an isocyanate compound, a surfactant, a viscosity improving agent, It may contain an appropriate amount of a filler, an anti-blocking agent, an antistatic agent, an ultraviolet absorber, an antioxidant and the like.

According to the present invention, such a primer is applied to the resin film in a thickness of 0.2 to 20 μm, preferably 0.5 to 10 μm, and particularly preferably 1 to 5 μm, and dried. Then, a skin patch sheet according to the present invention can be obtained by applying a pressure-sensitive adhesive containing the above water-soluble polymer as a main component and a desired drug thereon. The thickness of the pressure-sensitive adhesive layer is usually in the range of 200 to 2000 μm, preferably in the range of 500 to 1000 μm.

[0028]

INDUSTRIAL APPLICABILITY As described above, in the skin patch sheet according to the present invention, a thermoplastic resin film, preferably a film made of vinyl chloride resin, is used as the base material, and further, in a water-based medium. Laminating a primer layer composed of a water-dispersible modified saturated polyester resin obtained by polymerizing a vinyl monomer in the presence of a water-dispersible saturated polyester resin, and further having a water-soluble polymer substance as a main component thereon, Since the pressure-sensitive adhesive layers containing the required chemicals are laminated and adhered, the pressure-sensitive adhesive layers can be firmly adhered to the base material made of the resin film.

Further, according to the skin patch sheet of the present invention, unlike the conventional skin patch sheet using a non-woven fabric or a knitted substrate, it is possible to suppress the evaporation of water or the drug contained in the adhesive layer, Thus, a skin patch sheet having a high residual ratio of the drug over time can be obtained.

[0030]

The present invention will be described below with reference to examples.
The present invention is not limited to these examples.

Reference Example 1 540 parts by weight of an aqueous dispersion of a water-dispersible saturated polyester resin having a sulfonic acid group (Pethresin A-120, solid content 25%, manufactured by Takamatsu Yushi Co., Ltd.), 295 parts by weight of ion-exchanged water, 2 parts by weight of lauroyl peroxide and 3 parts by weight of a nonionic surfactant were added and uniformly dispersed. Nitrogen gas was blown into the resulting mixture for 20 minutes for sufficient deoxidation, and then the temperature was gradually raised until the liquid temperature reached 72 ° C., the mixture was mixed with 15 parts by weight of methyl methacrylate and 50 parts of acrylamide. Parts by weight were added dropwise at 70 to 80 ° C. over 1 hour. Then, the liquid temperature was kept at 75 to 80 ° C. and the reaction was continued for 3 hours. After completion of the reaction, a stable aqueous dispersion of a water-dispersible modified saturated polyester resin having a solid content of 20%, a pH of 5.0 and a viscosity of 120 centipoise was obtained.

Examples 1 to 3 In the same manner as in Reference Example 1, water dispersions of water-dispersible modified saturated polyester resin were prepared according to the formulations shown in Table 1 and used as primers. The above primer was gravure coated to a dry thickness of 5 μm on a soft vinyl chloride resin film having a thickness of 50 μm, which was prepared by mixing 100 parts by weight of polyvinyl chloride with 50 parts by weight of a polyester plasticizer, and this was coated at 100 ° C. Heat dried for 1 minute. A 100 μm-thick adhesive consisting of a hydrophilic gel containing a water-soluble polymer as a main component was applied thereon to give a skin patch sheet.

The obtained skin patch sheet was cut into 10 cm square pieces, attached to human skin, pressure-bonded with fingers, and then peeled off, and the adhesive residue on the skin was visually examined. In all cases, there was no adhesive residue on the skin. Further, the adhesion state between the primer and the film and between the primer and the pressure-sensitive adhesive was examined, and when there was no peeling between them, it is indicated by ◯, and when slightly observed, is indicated by Δ.

[0034]

[Table 1]

The above-mentioned adhesive property is 40
There was virtually no change even after standing for 6 months at ° C.

Reference Example 2 39 parts by weight of ion-exchanged water was added to 882 parts by weight of an aqueous dispersion of a water-dispersible saturated polyester resin having a sulfonic acid group (Pethresin 4000, solid content 16%, manufactured by Takamatsu Yushi Co., Ltd.). An emulsion of a polymerization initiator consisting of 2 parts by weight of benzoyl peroxide, 14.4 parts by weight of ion-exchanged water and 3.6 parts by weight of a surfactant was added thereto with stirring, and nitrogen purging by bubbling was performed for 20 minutes.

Then, when the temperature was gradually raised to 70 ° C., 15 parts by weight of methyl methacrylate and 44 parts by weight of acrylamide were added dropwise over 1 hour while maintaining the temperature at 75 to 85 ° C. Then, the mixture was stirred for 2 hours while maintaining the temperature at 75 to 85 ° C. After completion of the reaction, stirring was continued until the temperature reached 25 ° C. to obtain an aqueous dispersion of a water-dispersible modified saturated polyester resin having a solid content of about 20% by weight. An aqueous polyurethane resin (solid content 20% by weight) was added to this to obtain a primer having a solid content of 20% by weight, which is a modified saturated polyester resin / aqueous polyurethane resin weight ratio of 70/30 in terms of solid content. Was diluted to 10% by weight to obtain a primer.

Example 4 100 parts by weight of polyvinyl chloride and 50 parts of polyester plasticizer
On a soft vinyl chloride resin film having a thickness of 70 μm prepared by blending parts by weight, the primer obtained in Reference Example 2 was gravure coated to a dry thickness of 3 μm, and this was heated and dried at 110 ° C. for 1 minute. It was

A pressure sensitive adhesive comprising a hydrophilic gel containing a water-soluble polymer as a main component was applied thereon to a thickness of 800 μm to obtain a skin patch sheet. In this skin patch sheet, the adhesive force between the polyvinyl chloride film and the adhesive was strong and almost constant over a long period of time.

Claims (6)

[Claims] 1. A primer layer comprising a water-dispersible modified saturated polyester resin obtained by polymerizing a vinyl monomer in an aqueous medium in the presence of a water-dispersible saturated polyester resin, on a film comprising a thermoplastic resin. A skin patch sheet, which is laminated and has a water-soluble polymeric substance as a main component and an adhesive layer containing a drug. 2. A water of a water-dispersible modified saturated polyester resin obtained by polymerizing 55 to 20 wt% of a vinyl monomer as a primer in the presence of 45 to 80 wt% of a water-dispersible saturated polyester resin in an aqueous medium. The skin patch sheet according to claim 1, which is a dispersion liquid. 3. The skin patch sheet according to claim 1, wherein the water-dispersible saturated polyester resin has an acidic group. 4. The skin patch sheet according to claim 1, wherein the vinyl monomer is a mixture of methyl methacrylate and acrylamide. 5. A water dispersion obtained by polymerizing 5 to 15% by weight of methyl methacrylate and 5 to 50% by weight of acrylamide in an aqueous medium as a primer in the presence of 45 to 80% by weight of a water-dispersible saturated polyester resin. The skin patch sheet according to claim 1, which is an aqueous dispersion of a modified polyester resin having a modified nature. 6. The skin patch sheet according to claim 1, wherein the film is made of vinyl chloride resin.