JP3031731B2 - Medical adhesive tape or sheet - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a medical pressure-sensitive adhesive tape or sheet comprising a support provided with a pressure-sensitive adhesive layer comprising an acrylic pressure-sensitive adhesive containing a compound having a plasticizing action, on one surface thereof. The present invention relates to a medical pressure-sensitive adhesive tape or sheet having improved adhesiveness of a pressure-sensitive adhesive layer to a support.

[0002]

2. Description of the Related Art In a medical pressure-sensitive adhesive tape or sheet in which a support and an acrylic pressure-sensitive adhesive layer are laminated, a compound having a plasticizing action is added to the pressure-sensitive adhesive layer in order to adjust the tackiness and viscosity of the pressure-sensitive adhesive layer. May be added. In this way, the acrylic pressure-sensitive adhesive layer containing the compound having a plasticizing action imparts the property that the pressure-sensitive adhesive tape is hardly peeled off the skin and the skin irritation is reduced. In addition, when a drug is contained in the pressure-sensitive adhesive layer, the release of the drug from the layer is improved, and the same layer contains a high concentration of a liquid active ingredient or water or oil, and is used for various purposes. Can be easily designed.

[0003]

However, the pressure-sensitive adhesive layer comprising a compound having a plasticizing action and an acrylic pressure-sensitive adhesive hardly exerts a large anchoring force on a support,
There is a problem that the adhesiveness of the pressure-sensitive adhesive layer to the support is insufficient.

The present invention has been made in view of the above circumstances, and an object of the present invention is to sufficiently enhance the anchoring force of a pressure-sensitive adhesive layer comprising a compound having a plasticizing action and an acrylic pressure-sensitive adhesive to a support. Another object of the present invention is to provide an improved medical adhesive tape or sheet.

[0005]

Means for Solving the Problems The present invention has been devised in order to achieve the above-mentioned object, and is characterized in that a support and a pressure-sensitive adhesive layer comprising an acrylic pressure-sensitive adhesive containing a compound having a plasticizing action are provided. By interposing an undercoat layer, the anchoring property of the pressure-sensitive adhesive layer to the support is remarkably improved, and the knowledge that a sufficient adhesive force can be exerted has been completed. That is, the medical pressure-sensitive adhesive tape or sheet according to the present invention is a medical pressure-sensitive adhesive tape or sheet in which a pressure-sensitive adhesive layer comprising a compound having a plasticizing effect and an acrylic pressure-sensitive adhesive is provided on one surface of a support. An undercoat layer composed of a copolymer of an alkyl (meth) acrylate having 4 to 12 carbon atoms and a monomer having a polar group is interposed between the support and the pressure-sensitive adhesive layer. It is characterized by the following.

The components of the medical pressure-sensitive adhesive tape or sheet according to the present invention and the method for producing the same will be described below.

A) Support The support is flexible but imparts a self-supporting property to the medical pressure-sensitive adhesive tape or sheet and, when a drug is contained in the pressure-sensitive adhesive layer, plays a role in preventing its volatilization and migration. . As the material of the support, polyethylene, polypropylene, ethylene-vinyl acetate copolymer, ethylene-propylene copolymer, polybutene, styrene / isoprene / styrene copolymer, styrene / butadiene / styrene copolymer,
Polyvinylidene chloride, vinylidene chloride-ethylene copolymer, polyvinyl chloride, vinyl chloride-ethylene copolymer,
Examples thereof include a silicone resin, polyfluorinated ethylene, polyester, and polyurethane, and particularly preferred are polyolefin-based resins such as polyethylene, polypropylene, ethylene-vinyl acetate copolymer, ethylene-propylene copolymer, and polybutene.

These materials are used, for example, as a single-layer sheet or film or a laminate of two or more sheets, or may be used as a woven or nonwoven fabric. The thickness of the support is 500
μm or less, preferably 40 to 200 μm.

The surface of the support for supporting the pressure-sensitive adhesive layer is subjected to a treatment such as a corona discharge treatment, a flame treatment, a chemical oxidation treatment and an ozone treatment as required.

B) Pressure-sensitive adhesive layer An acrylic pressure-sensitive adhesive which is a main component of the pressure-sensitive adhesive layer includes:
In particular, a homopolymer or copolymer of an alkyl (meth) acrylate obtained from an aliphatic alcohol having 1 to 18 carbon atoms and (meth) acrylic acid and / or the above-mentioned alkyl (meth) acrylate and other A copolymer with a monomer is preferably used. Here, the other monomers serve to impart functions such as drug solubility and cohesion to the pressure-sensitive adhesive layer.

The above (meth) acrylates include butyl acrylate, isobutyl acrylate, hexyl acrylate, octyl acrylate, 2-ethylhexyl acrylate, isooctyl acrylate, decyl acrylate, isodecyl acrylate, lauryl acrylate Stearyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, isooctyl methacrylate, decyl methacrylate, isodecyl methacrylate, lauryl methacrylate, stearyl methacrylate and the like. You.

As other copolymerizable monomers, vinyl acetate, styrene, α-methylstyrene, vinyl chloride, acrylonitrile, vinylpyrrolidone, diacetone acrylamide, acrylamide, ethylene, propylene, butadiene and the like can also be used. The pressure-sensitive adhesive preferably contains 50% by weight or more of (meth) acrylic acid alkyl ester as a (co) polymerization component.

In order to impart plasticity to the pressure-sensitive adhesive layer, a compound having a plasticizing action is added to the acrylic pressure-sensitive adhesive.
Compounds having a plasticizing effect include cetyl octanoate, hexyl laurate, isopropyl myristate,
Octyldodecyl myristate, isopropyl palmitate, octyl palmitate, butyl stearate, octyl stearate, octyl hydroxystearate, isotridecyl isononanoate, ethyl oleate,
Monohydric alcohol fatty acid esters such as decyl oleate, ethyl mink oil fatty acid, and myristyl lactate; dibasic acid esters such as diisopropyl adipate, dioctyl adipate, diethyl sebacate, and dioctyl succinate;
Propylene glycol dicaprate, glyceryl trioctanoate, glyceryl tri (octanoate / decanoate),
Polyhydric alcohol fatty acid esters such as glyceryl tripalmitate, sovitan oleate and glycerin neutral fatty acid fatty acid; animal and vegetable oils such as olive oil, safflower oil, coconut oil fatty acid triglyceride, cottonseed oil; squalane, α-olefin oligomer, liquid paraffin, wax, etc. Hydrocarbons such as cetanol, behenyl alcohol, 2-hexyldecanol, 2-octyldecanol, oleyl alcohol, and glycerin; ethers such as polyoxyethylene lauryl ether and polyoxyethylene oleyl ether; oleamide and monoethanolamine laurate Amide compounds such as dimethylpolysiloxane and silicone such as methylphenylpolysiloxane.

The content of the compound having a plasticizing action in the acrylic pressure-sensitive adhesive layer is preferably in the range of 70 to 1% by weight. At this time, in particular, when the content of the compound having a plasticizing action is contained in the acrylic pressure-sensitive adhesive layer at a saturation solubility or higher, the adhesion between the support and the pressure-sensitive adhesive layer is preferably achieved by the undercoat layer. Be improved.

In the above-mentioned pressure-sensitive adhesive layer, a tackifier such as rosin resin, polyterpene resin, cumarone-indene resin, petroleum resin, terpene-phenol resin, etc .; methylcellulose, titanium oxide, calcium carbonate,
Fillers such as kaolin, clay and colloidal silica; compounding agents such as antioxidants are added as required. The amount of the filler added is in the range of 0 to 30% by weight in the pressure-sensitive adhesive layer.

In general, a drug is contained in the pressure-sensitive adhesive layer to obtain a product in the form of a drug-containing pressure-sensitive adhesive tape containing a drug. The drug contained is not particularly limited, anti-inflammatory analgesics such as methyl salicylate, glycol salicylate, indomethacin, isosorbide dinitrate, anti-inflammatory agents, coronary vasodilators, and further, corticosteroids, hypnotic sedatives, tranquilizers,
Examples include antihypertensives, antibiotics, anesthetics, antibacterials, vitamins, antihistamines and the like. The content of the drug varies depending on the type of the drug and the like, but is usually in the range of 0.1 to 30% by weight in the adhesive layer.

The thickness of the pressure-sensitive adhesive layer varies depending on the purpose of use, but is usually in the range of 30 to 1000 μm. If the thickness is less than 30 μm, the required amount of drug cannot be contained, and the adhesiveness is insufficient. When the thickness exceeds 1000 μm, the drug contained in the pressure-sensitive adhesive layer near the support is not sufficiently diffused, and the drug utilization is reduced.

C) Undercoat Layer The monomer which is the main component for obtaining the undercoat agent is an alkyl (meth) acrylate having 4 to 12 carbon atoms in the alkyl group, such as butyl (meth) acrylate and (meth) acrylate. ) Pentyl acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate,
Nonyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate and the like are exemplified.

Preferably, the alkyl methacrylate is used in an amount of 60% by weight or more in the undercoat layer. When the content of the alkyl methacrylate is less than 60% by weight, self-adhesiveness of the undercoat layer tends to occur. More preferably, the alkyl methacrylate having 6 to 10 carbon atoms is used in an amount of 60% by weight or more.

The polar monomer which is another component is, for example, a monomer having a hydroxyl group, a carboxyl group, an amide group, an amino group, or an epoxy group. And hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate and hydroxypropyl (meth) acrylate. Examples of the monomer having a carboxyl group include α-β unsaturated carboxylic acids such as acrylic acid and methacrylic acid: monoalkyl esters of maleic acid such as butyl maleate: maleic acid: fumaric acid: crotonic acid. Maleic anhydride also provides the same (co) polymerization component as maleic acid. Examples of the monomer having an amide group include alkyl (meth) acrylamides such as acrylamide, dimethylacrylamide, and diethylacrylamide: alkyl ether methylol (meth) acrylamides such as butoxymethylacrylamide and ethoxymethylacrylamide, and diacetone acrylamide. . Examples of the monomer having an amino group include dimethylaminoethyl acrylate and vinylpyrrolidone, and examples of the monomer having an epoxy group include glycidyl acrylate. The content of the polar monomer is preferably 0.2 to 10% by weight in the undercoat layer,
Particularly preferably, it is in the range of 0.5 to 5% by weight. When the amount of the polar monomer exceeds 10% by weight, the adhesion between the undercoat layer and the support decreases.

The undercoating agent is constituted by a copolymer of the above-mentioned main monomer and a polar monomer. A crosslinking agent is added to the undercoating agent as needed. Examples of the crosslinking agent include polyfunctional isocyanate compounds, polyfunctional epoxy compounds, melamine resins, and the like.

The thickness of the undercoat layer is preferably in the range of 0.1 to 5 μm. If the thickness is too thin or too thick, the anchor property cannot be sufficiently improved.

D) A medical pressure-sensitive adhesive tape or sheet usually has a release paper on its surface to protect the pressure-sensitive adhesive layer surface until use. As the release paper, a polyethylene terephthalate film, a polyethylene-coated high-quality paper, a polyethylene-coated glassine paper, a polypropylene film, or the like, which is subjected to a silicon treatment, is often used. The thickness of the release paper is 300 μm or less, preferably 1 μm.
It is in the range of 0 to 200 μm.

E) Production Method In order to prepare a copolymer of an acrylic pressure-sensitive adhesive and a primer, usually, solution polymerization of required monomers is carried out in the presence of a polymerization initiator. The reaction conditions are appropriately selected mainly depending on the type of the monomer.

In order to form an undercoat layer on the support and form an adhesive layer thereon, an ordinary method for producing an adhesive tape can be applied. A typical example thereof is a solvent coating method, and in addition, a hot melt coating method, an electron beam curing emulsion coating method and the like are used.

In order to form the undercoat layer on the support by a solvent coating method, the components of the undercoat are dissolved in a solvent such as cyclohexane or ethyl acetate or dispersed in a suitable dispersant, and the resulting solution or dispersion is dispersed. The solids concentration in the liquid is usually 5
This solution or dispersion is applied directly to the surface of the support and dried to form an undercoat layer having a required thickness.

In order to form the pressure-sensitive adhesive layer on the undercoat layer by a solvent coating method, for example, the components of the pressure-sensitive adhesive layer are dissolved or dispersed in an appropriate solvent, and the resulting solution or dispersion is subjected to Apply directly to the surface of the undercoat layer formed on the support
It is dried to form a pressure-sensitive adhesive layer having a required thickness. Alternatively, this solution or dispersion may be coated on a protective release paper, and the pressure-sensitive adhesive layer obtained after drying may be adhered to the undercoat layer formed on the support.

[0028]

According to the medical pressure-sensitive adhesive tape of the present invention, the adhesiveness of the pressure-sensitive adhesive layer to the support is excellent. Although the reason is not clear, it is presumed that the undercoat layer formed on the support acts as a buffer layer for the influence of the plasticizer oozing out of the pressure-sensitive adhesive layer, thereby exhibiting excellent anchoring properties. In addition, due to this good anchoring property, the original function as an adhesive tape can be sufficiently exhibited.

[0029]

EXAMPLES Next, in order to specifically explain the present invention, some examples showing an example of the present invention and some comparative examples showing a comparison with the examples are given, and further, a performance test of each of the obtained pressure-sensitive adhesive tapes. The results are shown. In the following, all parts showing percentages are parts by weight.

Example 1 i) 2-Ethylhexyl methacrylate 80 was placed in a reactor equipped with a thermometer, a stirrer, a nitrogen inlet tube and a reflux condenser.
Parts, 2-ethylhexyl acrylate (20 parts) and ethyl acetate (60 parts) were charged, and the mixture was heated with stirring under a nitrogen stream while the reaction system reached about 70 ° C.
A polymerization initiator solution in which 0.3 part of lauroyl peroxide was dissolved in 5 parts of ethyl acetate was added dropwise over 6 hours, and a polymerization reaction was carried out for about 8 hours.

The polymer solution obtained (solid content 60% by weight)
5 parts of liquid paraffin and 20 parts of isosorbide dinitrate were added to 100 parts of the solid content of, and stirred.

Thus, an acrylic pressure-sensitive adhesive solution containing a compound having a plasticizing action was obtained.

Ii) On the other hand, 99 parts of 2-ethylhexyl methacrylate and 1 part of acrylic acid are reacted in the same manner as above to obtain a polymer, and a 10% by weight solution of this polymer in ethyl acetate is used as a primer solution. Obtained.

Iii) This undercoat agent solution is applied to the above-mentioned treated surface of a support made of a polyethylene film having a thickness of 80 μm subjected to corona discharge treatment so that the layer thickness after drying becomes 1 μm, and the temperature is 60 ° C. for 5 minutes. Heat and dry.

Thus, an undercoat layer was formed on one side of the support.

Iv) The above acrylic pressure-sensitive adhesive solution was applied on the undercoat layer so that the layer thickness after drying was 80 μm, and was heated and dried at a temperature of 60 ° C. for 30 minutes.

Thus, a medical adhesive tape was obtained.

Example 2 Methacrylic acid 2 was prepared in the same manner as in step i) of Example 1.
A polymerization reaction was carried out using 80 parts of ethylhexyl, 20 parts of butyl acrylate, and 70 parts of ethyl acetate, and 10 parts of isopropyl myristate, 20 parts of colloidal silica, and 5 parts of indomethacin per 100 parts of solid content of the obtained polymer solution. Was added and stirred to obtain an acrylic pressure-sensitive adhesive solution containing a compound having a plasticizing action.

By the same operation as in step ii) of Example 1,
95 parts of 2-ethylhexyl methacrylate and 5 of acrylic acid
To obtain a primer solution.

By the same operation as in step iii) of Example 1,
An undercoat layer was formed on one side of the support.

By the same procedure as in step iv) of Example 1,
A medical adhesive tape was obtained.

Example 3 Acrylic acid 2- was prepared in the same manner as in step i) of Example 1.
A polymerization reaction was carried out using 80 parts of ethylhexyl, 20 parts of 2-hydroxyethyl methacrylate and 40 parts of ethyl acetate, and 10 parts of glycerin and 14 parts of colloidal silica were added to 100 parts of the solid content of the obtained polymer solution. The mixture was stirred to obtain an acrylic pressure-sensitive adhesive solution containing a compound having a plasticizing action.

By the same operation as in step ii) of Example 1,
97 parts of 2-ethylhexyl methacrylate and acrylic acid 3
To obtain a primer solution.

By the same operation as in step iii) of Example 1,
An undercoat layer was formed on one side of the support.

By the same procedure as in step iv) of Example 1,
A medical adhesive tape was obtained.

Comparative Example 1 An adhesive tape was obtained in the same manner as in Example 1 except that no primer was used.

Comparative Example 2 An adhesive tape was obtained in the same manner as in Example 2 except that no primer was used.

Comparative Example 3 An adhesive tape was obtained in the same manner as in Example 3 except that no primer was used.

Performance test For each of the pressure-sensitive adhesive tapes obtained in Examples and Comparative Examples,
An anchor force test was performed by the following method.

<Anchor Force Test 1> The adhesive tape of Example and the corresponding adhesive tape of Comparative Example were used (that is, Comparative Example 1 in Example 1, Comparative Example 2 in Example 2 and Comparative Example 2 in Example 3). In Comparative Example 3), a sample cut into a square having a side of 5 cm was used as a sample, and the attached surfaces were bonded together and adhered. Next, one end of the support of each tape was grasped, and the adhesive surface was rapidly separated. Temperature condition is 35 ° C
± 6 ° C. At this time, the area where the pressure-sensitive adhesive layer was separated from the support was measured for each sample, and the anchor force was evaluated based on the size of the area.

<Anchor Force Test 2> JIS Z 023
7 (1980), and the anchor force was measured by the following method.

The adhesive tape sample was 15 mm wide and 60 m long.
m, and a sample was attached to the center of a stainless steel plate having an acrylic pressure-sensitive adhesive double-sided tape adhered to the surface.
/ Min, temperature 35 ° C. ± 6 ° C., humidity 50%), and the anchor force at the time of peeling the anchor was measured.

The results of the above test are as shown in Table 1 below.

[0054]

[Table 1]

From the above test results, according to the present invention,
It can be seen that the anchoring force of the pressure-sensitive adhesive to the support was greatly improved by the interposition of the undercoat layer.

[0056]

As described above, the medical pressure-sensitive adhesive tape or sheet according to the present invention has a specific undercoat layer interposed between a support and a pressure-sensitive adhesive layer comprising a plasticizing compound and an acrylic pressure-sensitive adhesive. Therefore, the anchoring property of the pressure-sensitive adhesive layer to the support can be significantly improved, and a stable adhesive force can be exhibited.

Therefore, it is possible to easily design medical adhesive tapes or sheets for various purposes by utilizing the excellent properties of the plasticized acrylic adhesive layer.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int.Cl. ⁷ , DB name) A61K 9/70 A61K 47/32 CA (STN)

Claims (1)

(57) [Claims] 1. A medical pressure-sensitive adhesive tape or sheet comprising a support and a pressure-sensitive adhesive layer comprising a compound having a plasticizing action and an acrylic pressure-sensitive adhesive provided on one surface thereof. In between, the alkyl group has 4 to 12 carbon atoms.
A pressure-sensitive adhesive tape or sheet for medical use, characterized by interposing an undercoat layer comprising a copolymer of an alkyl (meth) acrylate and a monomer having a polar group.