JP2005314618A - Skin-patch pressure-sensitive adhesive composition and skin patch material given by using the skin-patch pressure-sensitive adhesive composition - Google Patents
Skin-patch pressure-sensitive adhesive composition and skin patch material given by using the skin-patch pressure-sensitive adhesive composition Download PDFInfo
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- JP2005314618A JP2005314618A JP2004136307A JP2004136307A JP2005314618A JP 2005314618 A JP2005314618 A JP 2005314618A JP 2004136307 A JP2004136307 A JP 2004136307A JP 2004136307 A JP2004136307 A JP 2004136307A JP 2005314618 A JP2005314618 A JP 2005314618A
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- skin
- sensitive adhesive
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- skin patch
- patch
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Abstract
Description
本発明は、皮膚貼付用粘着剤組成物及び皮膚貼付材に関し、特に、長期間貼付が可能な皮膚貼付用粘着剤組成物及び皮膚貼付材に関する。 The present invention relates to an adhesive composition for skin patch and a skin patch, and more particularly to an adhesive composition for skin patch and a skin patch that can be applied for a long period of time.
皮膚面に貼付して使用する皮膚貼付材は、通常、プラスチックフィルムや布帛などの支持体の片面に皮膚貼着用の粘着剤層が設けられており、救急絆創膏やドレッシング、皮膚面固定シート、経皮吸収薬等を含有する貼付材等として種々の用途に利用されている。これらはいずれも粘着剤層を皮膚面に直接貼付して使用するものなので、粘着剤層には、皮膚面に対する優れた接着性と共に皮膚面に対する低刺激性が要求され、また、皮膚貼付材を貼着後剥離した際に、粘着剤層の一部が皮膚等に移行しないことなども要求される。粘着剤層に要求されるこれらの特性は、皮膚貼付材を長時間にわたって貼付する場合に極めて重要である。
糊残り防止を図るために、例えば、特開平７−５２３２６号公報では、オルガノポリシロキサン系感圧粘着剤に無機充填剤を１〜１０重量％含有させて粘着剤層を形成した感圧粘着テープが開示されている。
The skin patch that is applied to the skin surface is usually provided with an adhesive layer for skin application on one side of a support such as a plastic film or fabric. It is used for various purposes as a patch containing a skin absorbent or the like. Since these are used by directly sticking the adhesive layer to the skin surface, the adhesive layer is required to have excellent adhesion to the skin surface and low irritation to the skin surface. It is also required that a part of the pressure-sensitive adhesive layer does not migrate to the skin or the like when it is peeled off after sticking. These characteristics required for the pressure-sensitive adhesive layer are extremely important when a skin patch is applied for a long time.
In order to prevent adhesive residue, for example, in Japanese Patent Application Laid-Open No. 7-52326, a pressure-sensitive adhesive tape in which an adhesive layer is formed by containing 1 to 10% by weight of an inorganic filler in an organopolysiloxane pressure-sensitive adhesive. Is disclosed.
ところが、特に皮脂が多く分泌される部位の皮膚面に皮膚貼付材を貼着する場合には、充分な接着力を長時間保持することが困難であり、しかも、分泌された皮脂の影響で粘着剤層が部分的に液状化して層形状の状態で保持することが難しくなることがあって、その結果、剥離時に粘着剤層の一部が皮膚に残存するという、所謂糊残り現象が生じやすい。このように皮脂が多く分泌される部位の皮膚面に長時間貼付するためには、上記公報に開示された粘着テープでも不十分であり、接着力の低下や糊残り現象が生じた。 However, in particular, when a skin patch is applied to the skin surface where a large amount of sebum is secreted, it is difficult to maintain a sufficient adhesive force for a long time, and adhesion due to the secreted sebum is difficult. The adhesive layer may be partially liquefied and difficult to hold in a layered state, and as a result, a so-called adhesive residue phenomenon that part of the adhesive layer remains on the skin during peeling tends to occur. . Thus, the adhesive tape disclosed in the above publication is not sufficient for applying to the skin surface where a large amount of sebum is secreted for a long time, resulting in a decrease in adhesive force and a phenomenon of adhesive residue.
本発明は上記問題点を解決すべくなされたものであり、本発明は、長時間の皮膚貼付に対して十分な接着力を有し、かつ、糊残りを生じない皮膚貼付用粘着剤組成物及びこの皮膚貼付用粘着剤組成物を用いてなる皮膚貼付材を提供することを目的とする。 The present invention has been made to solve the above-mentioned problems, and the present invention has an adhesive composition for skin patch that has sufficient adhesive force for long-time skin patching and does not cause adhesive residue. And it aims at providing the skin patch which uses this adhesive composition for skin patches.
本発明の皮膚貼付用粘着剤組成物は、オルガノシロキサン系ポリマーと、（メタ）アクリル酸エステルを主成分とするアクリル系ポリマーとを、８０重量％：２０重量％〜０：１００重量％の比率で含有し、かつ、ゲル分率がアクリル成分に対して５％〜６５％であることを特徴とする。 The pressure-sensitive adhesive composition for skin application of the present invention comprises an organosiloxane polymer and an acrylic polymer mainly composed of (meth) acrylic acid ester in a ratio of 80% by weight: 20% by weight to 0: 100% by weight. And the gel fraction is 5% to 65% with respect to the acrylic component.
本発明の皮膚貼付材は、上記皮膚貼付用粘着剤組成物を用いて形成される粘着剤層を有することを特徴とする。
ここで、粘着剤層は架橋剤を用いて架橋処理が施されており、該架橋剤がイソシアネート系化合物であることが好ましい。
The skin patch of the present invention has a pressure-sensitive adhesive layer formed using the above-mentioned pressure-sensitive adhesive composition for skin patch.
Here, the pressure-sensitive adhesive layer is subjected to a crosslinking treatment using a crosslinking agent, and the crosslinking agent is preferably an isocyanate compound.
本発明の皮膚貼付材は、さらに基材を有することができる。
また、両面に粘着剤層が露出していてもよい。
The skin patch of the present invention can further have a substrate.
Moreover, the adhesive layer may be exposed on both surfaces.
本発明の皮膚貼付材に用いられる基材は、不織布、織布、又は、フィルムであることができる。
また、この基材の材質は、ウレタン系樹脂、オレフィン系樹脂、エステル系樹脂、アクリル系樹脂、及び、アミド系樹脂からなる群から選ばれる１種であることができる。
The base material used in the skin patch of the present invention can be a nonwoven fabric, a woven fabric, or a film.
Moreover, the material of this base material can be one selected from the group consisting of urethane resins, olefin resins, ester resins, acrylic resins, and amide resins.
前記基材の厚みは１０〜２５０μｍであることができる。 The substrate may have a thickness of 10 to 250 μm.
本発明の皮膚貼付材は、さらに、剥離処理された剥離シートを粘着剤層上に有することが好ましい。 The skin patch of the present invention preferably further has a release sheet subjected to a release treatment on the pressure-sensitive adhesive layer.
本発明によれば、皮膚からの皮脂の分泌があっても十分な接着性を発揮し、また、糊残りを生じることがない皮膚貼付用粘着剤組成物、および、この皮膚貼付用粘着剤組成物を用いてなる皮膚貼付材を提供することができる。 ADVANTAGE OF THE INVENTION According to this invention, even if there is secretion of sebum from the skin, the adhesive composition for skin application that exhibits sufficient adhesiveness and does not cause adhesive residue, and the adhesive composition for skin application A skin patch using the object can be provided.
本発明の皮膚貼付用粘着剤組成物は、オルガノシロキサン系ポリマーと、（メタ）アクリル酸エステルを主成分とするアクリル系ポリマーとを含有する。ここで、オルガノシロキサン系ポリマーと、（メタ）アクリル酸エステルを主成分とするアクリル系ポリマーとの含有比率は、８０重量％：２０重量％〜０：１００重量％であることが必要であり、７５重量％：２５重量％〜２５重量％：７５重量％であることが好ましい。オルガノシロキサン系ポリマーの含有比率が８０重量％より多いと、すなわちアクリル系ポリマーの含有比率が２０重量％より少ないと、被着体である皮膚面への長時間貼付及び耐水性には優れる傾向にあるが、初期接着性に欠けるので、貼着初期に皮膚貼付材の脱落現象を生じるおそれがある。また、剥離時に皮膚面に粘着剤層の一部が残存する、所謂糊残り現象が生じるおそれがある。なお、本発明において（メタ）アクリル酸と表記する場合には、アクリル酸もしくはメタアクリル酸を指すものとする。 The pressure-sensitive adhesive composition for skin application of the present invention contains an organosiloxane polymer and an acrylic polymer mainly composed of (meth) acrylic acid ester. Here, the content ratio of the organosiloxane polymer and the acrylic polymer mainly composed of (meth) acrylic acid ester needs to be 80% by weight: 20% by weight to 0: 100% by weight, It is preferable that it is 75 weight%: 25 weight%-25 weight%: 75 weight%. When the content ratio of the organosiloxane polymer is more than 80% by weight, that is, when the content ratio of the acrylic polymer is less than 20% by weight, it tends to be excellent in long-time sticking to the skin surface and water resistance. However, since the initial adhesiveness is lacking, there is a possibility that the skin patch may fall off at the initial stage of application. In addition, a so-called adhesive residue phenomenon may occur in which a part of the pressure-sensitive adhesive layer remains on the skin surface during peeling. In the present invention, the expression (meth) acrylic acid refers to acrylic acid or methacrylic acid.
本発明において、この皮膚貼付用粘着剤組成物は所定のゲル分を有することが必要であり、形成した粘着剤層のゲル分率がアクリル成分に対して５％〜６５％であることが必要である。ゲル分率が５％未満では、皮膚への密着性に欠けたり、あるいは、皮膚に対して著しい糊残りを生じることがある。一方、ゲル分率が６５％を越えると、長時間の接着性を維持することが困難になる。このように、特定範囲のゲル分率を有する粘着剤組成物を用いれば、形成された粘着剤層は、皮膚に長時間貼付することによって皮脂が分泌されたとしても接着力が低下することがなく、しかも、分泌された皮脂によって粘着剤層が液状化して、例えば極めて緩いゼリー状態になることがないので、長時間貼付後の剥離時に糊残り現象が生じることはない。 In the present invention, this adhesive composition for skin application needs to have a predetermined gel content, and the gel fraction of the formed adhesive layer needs to be 5% to 65% with respect to the acrylic component. It is. If the gel fraction is less than 5%, adhesion to the skin may be lacking, or significant adhesive residue may be generated on the skin. On the other hand, if the gel fraction exceeds 65%, it is difficult to maintain long-time adhesion. As described above, if a pressure-sensitive adhesive composition having a gel fraction in a specific range is used, the adhesive layer formed may be less adhesive even if sebum is secreted by applying it to the skin for a long time. Moreover, since the pressure-sensitive adhesive layer is not liquefied by the secreted sebum, for example, it becomes a very loose jelly state, no adhesive residue phenomenon occurs at the time of peeling after sticking for a long time.
本発明の皮膚貼付用粘着剤組成物を構成するオルガノシロキサン系ポリマーは、その表面張力が他のポリマーに比べて特異的に低く、接着する皮膚表面との密着性を良好にすることができるものである。本発明におけるオルガノシロキサン系ポリマーとは、粘着剤としても用いることができるものであって、具体的にはオルガノシロキサン系ゴム成分とシリコーン系樹脂を縮合触媒の存在下でシラノール基を脱水縮合させたポリマーが例示される。 The organosiloxane polymer constituting the pressure-sensitive adhesive composition for skin application of the present invention has a specifically low surface tension compared to other polymers, and can improve the adhesion with the skin surface to be adhered. It is. The organosiloxane polymer in the present invention can also be used as an adhesive. Specifically, silanol groups are dehydrated and condensed in the presence of a condensation catalyst between an organosiloxane rubber component and a silicone resin. Examples are polymers.
オルガノシロキサン系ゴム成分としては、重量平均分子量が１５万〜１５０万程度、好ましくは２０万〜１００万程度のジメチルポリシロキサンを用いることができ、分子内のメチル基の一部をフェニル基やビニル基で置換したものを好適に用いることができる。 As the organosiloxane rubber component, dimethylpolysiloxane having a weight average molecular weight of about 150,000 to 1,500,000, preferably about 200,000 to 1,000,000 can be used. A part of the methyl group in the molecule is phenyl group or vinyl. Those substituted with a group can be suitably used.
シリコーン系樹脂としては、一官能性シロキサン単位と四官能性シロキサン単位からなる三次元構造体を用いることができ、通常、重量平均分子量が１，０００〜３０，０００程度、好ましくは３，０００〜１０，０００程度のものを用いることができる。本発明において、シリコーン系樹脂は粘着感を付与する機能を有する。 As the silicone resin, a three-dimensional structure composed of a monofunctional siloxane unit and a tetrafunctional siloxane unit can be used. Usually, the weight average molecular weight is about 1,000 to 30,000, preferably 3,000 to 3,000. About 10,000 can be used. In the present invention, the silicone resin has a function of imparting an adhesive feeling.
オルガノシロキサン系ポリマーとしては、例えば、ゼネラルエレクトリック社製の「ＰＳＡ６５７４」などに代表されるアルキルアリールポリシロキサン生ゴムとオルガノポリシロキサン樹脂との混合物の相互縮合物、ＧＥ東芝シリコーン社製の商品名「ＸＲ３７−Ｂ６７２２」を用いることができる。 Examples of the organosiloxane polymer include a mutual condensate of a mixture of an alkylarylpolysiloxane raw rubber and an organopolysiloxane resin represented by “PSA6574” manufactured by General Electric Co., Ltd., and a trade name “XR37” manufactured by GE Toshiba Silicone. -B6722 "can be used.
本発明の皮膚貼付用粘着剤組成物を構成するアクリル系ポリマーは、粘着剤層に対して充分な初期粘着性（タック）を付与したり、剥離時の糊残り防止機能を発揮させることができるものであり、あるいはまた、架橋したアクリル系ポリマーを含有させることによって充填剤的な機能を発揮させることもできる。アクリル系ポリマーとしては、粘着物性の調整が比較的容易な（メタ）アクリル酸エステルを主成分とするものを用いる。好ましくは、特にアクリル酸アルキルエステル若しくはメタクリル酸アルキルエステル（以下、（メタ）アクリル酸アルキルエステルという）を主成分モノマーとし、他の共重合性モノマーと共重合して得られるアクリル系ポリマーを用いることが好ましい。 The acrylic polymer constituting the pressure-sensitive adhesive composition for skin application of the present invention can impart sufficient initial pressure-sensitive adhesiveness (tack) to the pressure-sensitive adhesive layer and can exhibit a function of preventing adhesive residue at the time of peeling. Alternatively, a filler-like function can be exhibited by incorporating a cross-linked acrylic polymer. As the acrylic polymer, a polymer mainly composed of (meth) acrylic acid ester whose adhesion physical properties are relatively easy to adjust is used. Preferably, an acrylic polymer obtained by copolymerizing an acrylic acid alkyl ester or a methacrylic acid alkyl ester (hereinafter referred to as (meth) acrylic acid alkyl ester) as a main component monomer with another copolymerizable monomer is particularly preferable. Is preferred.
上記（メタ）アクリル酸アルキルエステルとしては、具体的にはブチル、ペンチル、ヘキシル、ヘプチル、オクチル、ノニル、デシル、ウンデシル、ドデシル、トリデシルなどの炭素数が４〜１３の直鎖アルキル基または分岐アルキル基などのアルキル基を有する（メタ）アクリル酸アルキルエステルを用いることができる。本発明においては（メタ）アクリル酸アルキルエステルとして、これらの一種を単独で、あるいは、これらの二種以上を併用して用いることができる。 Specific examples of the (meth) acrylic acid alkyl ester include linear alkyl groups having 4 to 13 carbon atoms such as butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl or branched alkyl. A (meth) acrylic acid alkyl ester having an alkyl group such as a group can be used. In the present invention, these (meth) acrylic acid alkyl esters can be used alone or in combination of two or more thereof.
なお、本発明に用いられる（メタ）アクリル酸アルキルエステルは上記例示のものに限定されるものではなく、粘着特性を著しく低下させない範囲であれば、炭素数１〜３の低級アルキル基を有する（メタ）アクリル酸アルキルエステル、炭素数１４以上の高級アルキル基を有する（メタ）アクリル酸アルキルエステルなどを併用しても良い。 The (meth) acrylic acid alkyl ester used in the present invention is not limited to those exemplified above, and has a lower alkyl group having 1 to 3 carbon atoms as long as the adhesive properties are not significantly reduced ( A (meth) acrylic acid alkyl ester and a (meth) acrylic acid alkyl ester having a higher alkyl group having 14 or more carbon atoms may be used in combination.
上記（メタ）アクリル酸アルキルエステルと共重合することができる他の共重合性モノマーとしては、共重合反応に関与する不飽和二重結合を分子内に少なくとも一個有すると共に、カルボキシル基（例えば（メタ）アクリル酸、イタコン酸、マレイン酸、無水マレイン酸など）、ヒドロキシル基（例えば（メタ）アクリル酸ヒドロキシエチルエステル、（メタ）アクリル酸ヒドロキシプロピルエステルなど）、スルホキシル基（たとえばスチレンスルホン酸、アリルスルホン酸、（メタ）アクリル酸スルホプロピルエステル、（メタ）アクリル酸オキシナフタレンスルホン酸、アクリルアミドメチルプロパンスルホン酸など）、アミノ基(例えば（メタ）アクリル酸アミノエチルエステル、（メタ）アクリル酸ｔｅｒｔ−ブチルアミノエチルエステルなど)、アミド基（たとえば（メタ）アクリルアミド、ジメチル（メタ）アクリルアミド、Ｎ−ブチルアクリルアミド、Ｎ−メチロール（メタ）アクリルアミド、Ｎ−メチロールプロパン（メタ）アクリルアミドなど）、アルコキシル基（例えば（メタ）アクリル酸メトキシエチルエステル、（メタ）アクリル酸エトキシエチルエステル、（メタ）アクリル酸メトキシエチレングリコールエステル、（メタ）アクリル酸メトキシジエチレングリコールエステル、（メタ）アクリル酸メトキシポリエチレングリコールエステル、（メタ）アクリル酸テトラヒドロフルフリルエステルなど）などの官能基を側鎖に有するモノマーを用いることができる。これら以外にも、共重合可能なモノマーとして、例えば、（メタ）アクリロニトリル、酢酸ビニル、プロピオン酸ビニル、Ｎ−ビニル−２−ピロリドン、メチルビニルピロリドン、ビニルピリジン、ビニルピペリドン、ビニルピリミジン、ビニルピペラジン、ビニルピラジン、ビニルピロール、ビニルイミダゾール、ビニルカプロラクタム、ビニルオキサゾール、ビニルモルホリンなどを用いることができる。 Other copolymerizable monomers that can be copolymerized with the above (meth) acrylic acid alkyl ester have at least one unsaturated double bond involved in the copolymerization reaction in the molecule and a carboxyl group (for example, (meta ) Acrylic acid, itaconic acid, maleic acid, maleic anhydride, etc.), hydroxyl group (eg (meth) acrylic acid hydroxyethyl ester, (meth) acrylic acid hydroxypropyl ester etc.), sulfoxyl group (eg styrene sulfonic acid, allyl sulfone) Acid, (meth) acrylic acid sulfopropyl ester, (meth) acrylic acid oxynaphthalenesulfonic acid, acrylamidomethylpropanesulfonic acid, etc.), amino group (for example, (meth) acrylic acid aminoethyl ester, (meth) acrylic acid tert-butyl Aminoethyl Esters, etc.), amide groups (eg (meth) acrylamide, dimethyl (meth) acrylamide, N-butylacrylamide, N-methylol (meth) acrylamide, N-methylolpropane (meth) acrylamide etc.), alkoxyl groups (eg (meth) Acrylic acid methoxyethyl ester, (meth) acrylic acid ethoxyethyl ester, (meth) acrylic acid methoxyethylene glycol ester, (meth) acrylic acid methoxydiethylene glycol ester, (meth) acrylic acid methoxypolyethylene glycol ester, (meth) acrylic acid tetrahydro A monomer having a functional group such as a furfuryl ester in the side chain can be used. Besides these, examples of copolymerizable monomers include (meth) acrylonitrile, vinyl acetate, vinyl propionate, N-vinyl-2-pyrrolidone, methylvinylpyrrolidone, vinylpyridine, vinylpiperidone, vinylpyrimidine, vinylpiperazine, vinyl. Pyrazine, vinyl pyrrole, vinyl imidazole, vinyl caprolactam, vinyl oxazole, vinyl morpholine, and the like can be used.
これらの他の共重合性モノマー（官能性モノマー）などは一種もしくは二種以上を共重合することができる。粘着特性としての接着性や凝集性、また、必要に応じて行う粘着剤層の架橋処理する際の反応性などの点から、カルボキシル基含有モノマーおよびヒドロキシル基含有モノマーからなる群から選ばれる少なくとも一種を必須成分とし、必要に応じて、上記例示の他の共重合性モノマー、共重合可能なモノマーなどを共重合することが特に好ましい。上記他の共重合性モノマーなどの共重合量は、アクリル系ポリマーを構成する全モノマー（上記（メタ）アクリル酸アルキルエステルなどを含む）中、５０重量％以下、好ましくは２〜４０重量％の範囲となるように任意に設定することができる。 These other copolymerizable monomers (functional monomers) can be copolymerized singly or in combination. At least one selected from the group consisting of a carboxyl group-containing monomer and a hydroxyl group-containing monomer from the viewpoints of adhesiveness and cohesiveness as adhesive properties, and reactivity when crosslinking treatment of the pressure-sensitive adhesive layer is performed as necessary Is an essential component, and it is particularly preferable to copolymerize other copolymerizable monomers, copolymerizable monomers, etc., as necessary, as necessary. The copolymerization amount of the other copolymerizable monomer is 50% by weight or less, preferably 2 to 40% by weight in all monomers constituting the acrylic polymer (including the (meth) acrylic acid alkyl ester and the like). It can be arbitrarily set to be in the range.
本発明の粘着剤組成物は、オルガノシロキサン系ポリマーとアクリル系ポリマーとを混合したものを含むが、混合比率によっては形成される粘着剤層が凝集性に劣ることがあり、皮膚面から剥離する際に凝集破壊を起こす恐れがある。そこで、粘着剤層の機械的強度を向上させるために、必要に応じて粘着剤層に架橋処理を施すことが好ましい。 The pressure-sensitive adhesive composition of the present invention includes a mixture of an organosiloxane polymer and an acrylic polymer, but depending on the mixing ratio, the formed pressure-sensitive adhesive layer may be inferior in cohesion and peels off from the skin surface. There is a risk of cohesive failure. Therefore, in order to improve the mechanical strength of the pressure-sensitive adhesive layer, it is preferable to perform a crosslinking treatment on the pressure-sensitive adhesive layer as necessary.
架橋方法としては、紫外線照射、電子線照射などの放射線照射による物理的架橋、イソシアネート系化合物、有機過酸化物、有機金属塩、金属アルコラート、金属キレート化合物、多官能性化合物（多官能性外部架橋剤、ジアクリレートやジメタクリレートなどの多官能性内部架橋用モノマー）などの架橋剤を用いた化学的架橋などの架橋処理などが挙げられる。これらの架橋処理のうち、架橋反応性や加工度合いの調整のしやすさ、取扱い性の容易さの点から、三官能性イソシアネートなどのイソシアネート系化合物を用いた外部架橋処理を行うことが好ましい。例えば、イソシアネート系化合物としては、日本ポリウレタン工業株式会社製の「コロネートＬ」、「コロネートＨＬ」などを用いることができる。これらの架橋剤の配合量は、粘着剤組成物の固形分１００重量部に対して０．０１〜１．０重量部程度であることが好ましい。 Crosslinking methods include physical crosslinking by irradiation with ultraviolet rays, electron beam irradiation, isocyanate compounds, organic peroxides, organometallic salts, metal alcoholates, metal chelate compounds, polyfunctional compounds (polyfunctional external crosslinking) Cross-linking treatment such as chemical cross-linking using a cross-linking agent such as an agent, a polyfunctional internal cross-linking monomer such as diacrylate or dimethacrylate). Among these crosslinking treatments, it is preferable to perform an external crosslinking treatment using an isocyanate compound such as a trifunctional isocyanate from the viewpoint of easy adjustment of crosslinking reactivity, processing degree, and ease of handling. For example, as the isocyanate compound, “Coronate L”, “Coronate HL” manufactured by Nippon Polyurethane Industry Co., Ltd. can be used. It is preferable that the compounding quantity of these crosslinking agents is about 0.01-1.0 weight part with respect to 100 weight part of solid content of an adhesive composition.
皮膚貼付用粘着剤組成物には、必要に応じて、グリセリン、ポリエチレングリコール、ポリプロピレングリコールなどの多価アルコールに代表される可塑剤、ポリアクリル酸、ポリアクリル酸架橋体、ポリビニルピロリドンなどの水溶性又は吸水性の樹脂、ロジン系、テルペン系、石油系等の粘着付与剤、各種軟化剤、充填剤、顔料などの各種添加剤を配合することができる。 If necessary, the adhesive composition for skin application may be water-soluble such as plasticizers typified by polyhydric alcohols such as glycerin, polyethylene glycol, and polypropylene glycol, polyacrylic acid, crosslinked polyacrylic acid, and polyvinylpyrrolidone. Alternatively, water-absorbing resins, rosin-based, terpene-based, petroleum-based tackifiers, various softeners, fillers, pigments, and other various additives can be blended.
本発明の皮膚貼付材は、上記皮膚貼付用粘着剤組成物を用いて形成される。例えば、剥離処理された剥離シート上に粘着剤組成物を用いて粘着剤層を形成した後、剥離シートを剥がして、粘着剤層のみからなる皮膚貼付材を形成することができる。この場合には両面に粘着剤層が露出した皮膚貼付材、すなわち、両面粘着テープのように両面が接着可能な皮膚貼付材が形成される。あるいはまた、基材上に皮膚貼付用粘着剤組成物を用いて粘着剤層を形成することにより、基材の少なくとも一方の面に粘着剤層を有する皮膚貼付材を形成してもよい。なお、本発明の皮膚貼付材は、基材及び粘着剤層の他に他の層を有してもよいし、基材が２層以上の層からなってもよい。 The skin patch of the present invention is formed using the above adhesive composition for skin patch. For example, after a pressure-sensitive adhesive composition is used to form a pressure-sensitive adhesive composition on a release sheet that has been subjected to a release treatment, the release sheet is peeled off to form a skin patch consisting only of the pressure-sensitive adhesive layer. In this case, a skin patch having an adhesive layer exposed on both sides, that is, a skin patch capable of adhering both sides, such as a double-sided adhesive tape, is formed. Or you may form the skin patch which has an adhesive layer in at least one surface of a base material by forming an adhesive layer on the base material using the adhesive composition for skin sticking. In addition, the skin patch of this invention may have another layer other than a base material and an adhesive layer, and a base material may consist of two or more layers.
粘着剤層の厚みは、１０〜１５０μｍ程度の範囲内に設定することが好ましい。粘着剤層の厚みが１０μｍ未満では、皮膚に貼着中、十分な接着性が発揮されないことがある。また、厚みが１５０μｍを超えると、皮膚貼付用粘着シートに要求されるレベルの水蒸気透過性が得られないことがあるので、耐汗性を付与しにくく、また、長期間の貼付によって皮膚刺激性を発現する場合がある。 The thickness of the pressure-sensitive adhesive layer is preferably set within a range of about 10 to 150 μm. When the thickness of the pressure-sensitive adhesive layer is less than 10 μm, sufficient adhesiveness may not be exhibited during sticking to the skin. Further, when the thickness exceeds 150 μm, the water vapor permeability required for the adhesive sheet for skin application may not be obtained. Therefore, it is difficult to impart sweat resistance, and skin irritation may be caused by long-term application. May be expressed.
粘着剤層の形成方法としては、特に限定はないが、その一例を挙げれば、皮膚貼付用粘着剤組成物を必要に応じて溶剤等に溶解して塗布液を形成し、この塗布液を基材あるいは剥離処理したシートの一方の面に刷毛塗り、スプレーコーティング、ナイフコーティングなどにより付着せしめた後、必要に応じて溶媒等を除去し、次いで、加熱して硬化させることができる。ここで用いられる溶媒としては、ベンゼン、トルエン、キシレン、ナフサなどの芳香族系有機溶媒などが挙げられる。これらの溶媒の使用量は、例えば粘着剤層を形成するための作業性、粘度等を考慮して、適宜決定されることが好ましい。 The method for forming the pressure-sensitive adhesive layer is not particularly limited. For example, the adhesive composition for skin application is dissolved in a solvent or the like as necessary to form a coating solution. After adhering to one surface of the material or the release-treated sheet by brushing, spray coating, knife coating or the like, the solvent or the like can be removed if necessary and then cured by heating. Examples of the solvent used here include aromatic organic solvents such as benzene, toluene, xylene, and naphtha. The amount of these solvents used is preferably determined as appropriate in consideration of, for example, workability and viscosity for forming the pressure-sensitive adhesive layer.
本発明の皮膚貼付材を構成する基材としては、粘着剤層を投錨性よく積層保持することができるものであることが好ましい。具体的には、ポリスチレン系の熱可塑性エラストマーフィルム、ポリエチレン、ポリプロピレン、エチレン／メタクリル酸共重合体、エチレン／メタクリル酸メチル共重合などのポリオレフィン系フィルム、エーテル系、エステル系などのポリウレタン系フィルム、ポリエステル系フィルム、各種プラスチック材料からなる織布や不織布、編布、紙などが挙げられ、その他にも、これらの積層体が挙げられ、例えば、フィルム同士の積層体、布帛や紙同士の積層体、フィルムと布帛との積層体などを用いることができる。 As the base material constituting the skin patch of the present invention, it is preferable that the pressure-sensitive adhesive layer can be laminated and held with good throwing power. Specifically, polystyrene-based thermoplastic elastomer film, polyethylene, polypropylene, ethylene / methacrylic acid copolymer, polyolefin film such as ethylene / methyl methacrylate copolymer, ether-based, ester-based polyurethane-based film, polyester, etc. Film, woven fabric and non-woven fabric made of various plastic materials, knitted fabric, paper, and the like. Besides, these laminates are mentioned, for example, laminates of films, laminates of fabrics and papers, A laminate of a film and a fabric can be used.
使用する基材の厚みは、材質、用途などによって適宜、決定することが好ましいが、通常、フィルムを基材とする場合には１０〜２５０μｍ程度であることが好ましく、更に好ましくは１０〜１００μｍ程度であり、織布や不織布などの布帛や紙などを基材とする場合には５０〜５００μｍ程度であることが好ましく、更に好ましくは１００〜３００μｍ程度である。なお、後者のように布帛、紙などを基材に用いる場合には、絶対厚みを測定することが困難であるので、坪量が８〜２００ｇ／ｍ２程度のものを用いることが好適である。 The thickness of the base material to be used is preferably determined as appropriate depending on the material, use, etc., but usually it is preferably about 10 to 250 μm, more preferably about 10 to 100 μm when a film is used as the base material. When the base material is a fabric such as a woven fabric or a non-woven fabric, or paper, the thickness is preferably about 50 to 500 μm, more preferably about 100 to 300 μm. In addition, when using cloth, paper, etc. as a base material like the latter, since it is difficult to measure absolute thickness, it is suitable to use a thing with a basis weight of about 8-200 g / m < 2 >. .
基材としては、これらのうち、感温性（温度変化に対して特性変化が少ない）や柔軟性（皮膚追従性）が良好で、適度な透湿性および引張強度を有することなどの点からポリウレタン系フィルムを用いることが好ましく、特にポリエステル系ポリウレタンフィルムまたはポリエーテル系ポリウレタンフィルムを用いることが好ましい。また、厚さが１５〜５０μｍのポリウレタン系フィルムを使用することによって、皮膚への追従性および密着性に優れ、かつ、フィルムの端縁部、すなわち皮膚との境界が目立たない皮膚貼付材とすることができる。 Among these, polyurethane is preferable from the viewpoints of temperature sensitivity (less characteristic change with respect to temperature change) and flexibility (skin followability), and appropriate moisture permeability and tensile strength. It is preferable to use a polyester film, and it is particularly preferable to use a polyester polyurethane film or a polyether polyurethane film. In addition, by using a polyurethane film having a thickness of 15 to 50 μm, a skin patch having excellent followability and adhesion to the skin, and the edge of the film, that is, the boundary with the skin is inconspicuous. be able to.
本発明の皮膚貼付材は、基材の露出表面の全部または一部に印刷を施してもよい。このように基材面に印刷を施した皮膚貼付材を皮膚に貼着すれば皮膚を装飾することができる。例えば、皮膚貼付材に刺青の模様を印刷しておけば、このような皮膚貼付材を貼着することによって、簡単に皮膚に刺青を施したように模すことができる。また、ピアスの模様を印刷した皮膚貼付材を耳朶に貼付すれば、ピアスを付けたように模すことができるし、ホクロの印刷を施した皮膚貼付材を顔面等に貼付すれば、ホクロをつけた顔ができあがる。 The skin patch of the present invention may be printed on all or part of the exposed surface of the substrate. Thus, the skin can be decorated by sticking the skin patch with the substrate surface printed on the skin. For example, if a tattoo pattern is printed on the skin patch, it can be imitated as if the skin was tattooed by sticking such a skin patch. In addition, if a skin patch with a pierced pattern printed on it is applied to the earlobe, it can be imitated with a piercing, and if a skin patch with a mole printed on it is applied to the face, the mole The attached face is completed.
基材に印刷を施すことによって形成された印刷層は、基材表面の耐磨耗性を向上させると共に、滑り性を向上させることができる。例えば滑り性が悪いと皮膚面へ貼付使用している最中に、衣服などと擦れることによって、シート端部に捲くれ（剥がれ）などが生じやすい。ところが、印刷層を熱融着や塗工処理によって支持体の露出表面に形成すれば、これらの欠点を解消することができる。 The printed layer formed by printing on the substrate can improve the wear resistance of the surface of the substrate and improve the slipperiness. For example, if the slipperiness is poor, the sheet end tends to be crushed (peeled) by rubbing against clothes during application to the skin surface. However, these defects can be eliminated if the printed layer is formed on the exposed surface of the support by heat-sealing or coating.
印刷層は、アクリル系樹脂やブチラール樹脂、ポリ塩化ビニル樹脂、塩化ビニル／酢酸ビニル共重合樹脂、エチルセルロース、ポリウレタンなどを主成分とするものを用いて形成することができる。防水性などを向上させるためには印刷層を形成したのち、その上にシリコーン系またはフッ素系の撥水処理剤などを塗布することが好ましい。 The printing layer can be formed using an acrylic resin, butyral resin, polyvinyl chloride resin, vinyl chloride / vinyl acetate copolymer resin, ethyl cellulose, polyurethane, or the like as a main component. In order to improve waterproofness, it is preferable to form a printing layer and then apply a silicone-based or fluorine-based water repellent agent or the like thereon.
基材として透湿性がないフィルムなどを用いた皮膚貼付材を皮膚面に長時間貼付すると、貼付部位にムレが生じ、その結果、皮膚カブレなどを起こすことがある。従って、透湿性がない基材を用いる場合、あるいは、透湿性を有する基材を用いる場合であっても更に透湿性を付与したい場合には、基材及び粘着剤層に穿孔処理を施すことが好ましい。穿孔処理は、穿孔ロールによる方法や、パンチング、レーザ照射などの方法を用いて施すことができる。施される穿孔の大きさは、孔径が０．２〜２ｍｍ程度であることが好ましい。 When a skin patch using a non-moisture permeable film or the like as a base material is applied to the skin surface for a long time, the applied site may become stuffy, resulting in skin fogging. Therefore, when using a base material that does not have moisture permeability, or when using a base material that has moisture permeability, if it is desired to impart moisture permeability, the base material and the pressure-sensitive adhesive layer may be subjected to perforation treatment. preferable. The perforating process can be performed by a method using a perforating roll, a method such as punching or laser irradiation. As for the size of the perforations to be applied, the hole diameter is preferably about 0.2 to 2 mm.
本発明の皮膚貼付材は、粘着剤層表面の中央域に吸液性パッドを設けて救急絆創膏としてもよい。吸液性パッドとしては、例えばガーゼ、綿布、不織布、脱脂綿と不織布との複合品、脱脂綿と編ネットとの複合品などを用いることができる。吸液パッドは、創傷部からの滲出液を吸収し、しかも創傷部を保護することができる。また、これ以外の医療用テープやシートとしても利用することができる。 The skin patch of the present invention may be provided as a first-aid adhesive bandage by providing a liquid-absorbing pad in the central area of the adhesive layer surface. As the liquid absorbent pad, for example, gauze, cotton cloth, nonwoven fabric, a composite product of absorbent cotton and nonwoven fabric, a composite product of absorbent cotton and knitted net, or the like can be used. The liquid absorption pad can absorb exudate from the wound part and protect the wound part. It can also be used as other medical tapes and sheets.
本発明の皮膚貼付材は、皮膚に物品を固定するための貼着手段として使用することもできる。例えば、両面に粘着剤層が露出している皮膚貼付材は、かつらを頭皮に固定するための貼着手段として、あるいは、装飾品などを皮膚に固定するための貼着手段として利用することができる。また、本発明の皮膚貼付材は、使い捨て用かつらの部材として利用することもできるし、金属製品が直に肌に触れないように金属製品と皮膚との間に介入させる部材として利用することもできる。 The skin patch of the present invention can also be used as a sticking means for fixing an article to the skin. For example, a skin patch with an adhesive layer exposed on both sides can be used as a sticking means for fixing a wig to the scalp or as a sticking means for fixing a decorative article to the skin. it can. Further, the skin patch of the present invention can be used as a member for a disposable wig, or can be used as a member for intervening between the metal product and the skin so that the metal product does not directly touch the skin. it can.
本発明の皮膚貼付材は、粘着剤層の表面が汚染されることを防ぐために、使用時まで粘着剤層表面をセパレータで被覆しておくことが好ましい。使用するセパレータは、オルガノシロキサン系ポリマーを含有する粘着剤層との離型性に優れたものが好ましく、かかる粘着剤層との離型性が良好なシリコーン系の離型剤で処理された表面を有するものを用いることが好ましい。 In order to prevent the surface of the pressure-sensitive adhesive layer from being contaminated, the skin patch of the present invention preferably covers the surface of the pressure-sensitive adhesive layer with a separator until use. The separator used is preferably one having excellent releasability from the pressure-sensitive adhesive layer containing the organosiloxane polymer, and the surface treated with a silicone-based release agent having good releasability from the pressure-sensitive adhesive layer. It is preferable to use one having
本発明の皮膚貼付用粘着剤組成物は、皮膚に対して刺激が少なく、かつ、皮膚からの皮脂の分泌があっても優れた接着力を長時間保持することができる。したがって、かかる皮膚貼付用粘着剤組成物を用いて形成された皮膚貼付材は、透湿性に優れた基材を使用すると、長時間貼付してもムレが生じず、皮膚に対して刺激が少なく、長期間の貼付が可能である。
The pressure-sensitive adhesive composition for skin application of the present invention has little irritation to the skin, and can retain an excellent adhesive force for a long time even when sebum is secreted from the skin. Therefore, a skin patch formed using such a pressure-sensitive adhesive composition for skin application does not cause stuffiness even when applied for a long period of time and has less irritation to the skin when a substrate with excellent moisture permeability is used. Long-term application is possible.
以下に実施例を示し、本発明をさらに具体的に説明するが、本発明はこれらに限定されるものではなく、本発明の技術的思想を逸脱しない範囲内で種々の応用が可能である。なお、以下の実施例において、「部」とあるのは「重量部」を意味する。また、以下の実施例において使用された測定方法及び評価方法を下記に示す。 The present invention will be described more specifically with reference to the following examples. However, the present invention is not limited to these examples, and various applications are possible without departing from the technical idea of the present invention. In the following examples, “part” means “part by weight”. The measurement methods and evaluation methods used in the following examples are shown below.
<測定方法及び評価方法>
（１）粘着剤層のゲル分率（アクリル系ポリマー成分に換算）の測定
乾燥後の所定量（約１ｇ）のポリマーを初期重量として測定する。これを、ポリテトラフルオロエチレン膜（日東電工株式会社製のＮＴＦ膜、平均孔径０．２μｍ）に入れて試料とする。この試料の重量を測定した後、トルエン中にて、常温で７日間抽出した後試料を取り出し、乾燥後の試料の重量を測定する。重量法にてポリマー残渣（不溶分）を求め、ポリマーの初期重量のアクリル系ポリマー成分１００に換算し、それに対する不溶分率をゲル分率として算出する。
<Measurement method and evaluation method>
(1) Measurement of gel fraction (converted to acrylic polymer component) of pressure-sensitive adhesive layer A predetermined amount (about 1 g) of polymer after drying is measured as an initial weight. This is put into a polytetrafluoroethylene membrane (NTF membrane manufactured by Nitto Denko Corporation, average pore diameter 0.2 μm) to make a sample. After measuring the weight of this sample, the sample is extracted in toluene at room temperature for 7 days, then the sample is taken out, and the weight of the dried sample is measured. A polymer residue (insoluble matter) is obtained by a weight method, converted to the acrylic polymer component 100 of the initial weight of the polymer, and the insoluble fraction relative to it is calculated as the gel fraction.
（２）皮膚接着力の評価
皮膚貼付材を１．７ｃｍ×１．３ｃｍの大きさに切断して試験用サンプルとした。この試験用サンプルをボランティア６人の額に５日間貼着して接着性の評価を行った。ただし、評価は下記基準に基づいて点数を付け、その点数の平均値を求めた。
評価基準：
５点 剥がれが生じなかった
４点 試験用サンプルの周囲に剥がれが認められたがしっかり接着していた
３点 試験用サンプルの面積の２／３以上が接着していた
２点 試験用サンプルの面積の２／３未満が接着していた
１点 剥がれた
(2) Evaluation of skin adhesive strength The skin patch was cut into a size of 1.7 cm × 1.3 cm to obtain a test sample. This test sample was attached to the forehead of 6 volunteers for 5 days to evaluate adhesion. However, the evaluation was scored based on the following criteria, and the average value of the scores was obtained.
Evaluation criteria:
5 points 4 points where peeling did not occur 3 points where peeling was observed around the test sample but firmly adhered 2 points where 2/3 or more of the area of the test sample was adhered 2 area of the test sample 1/3 of less than 2/3 was peeled off
（３）糊残り性の評価
上記「（２）皮膚接着力の評価」において、評価後に使用した試験用サンプルを剥離して糊残り性の評価を行った。すなわち、剥離後の皮膚面を肉眼で観察し、糊残りが生じたか否か評価を行った。
(3) Evaluation of adhesive residue In the above "(2) Evaluation of skin adhesive force", the test sample used after the evaluation was peeled off to evaluate the adhesive residue. That is, the skin surface after peeling was observed with the naked eye, and it was evaluated whether or not adhesive residue was generated.
（実施例１）
アクリル酸イソノニルエステル９５部とアクリル酸５部を、重合溶媒としての酢酸エチルと共に反応容器内に仕込み、重合開始剤としての過酸化ベンゾイル０．２部の存在下、常法によって重合反応を行い、アクリル系ポリマーを得た。得られるアクリル系ポリマーの固形分濃度は５５重量％であった。
一方、オルガノシロキサン系ポリマーとしては、ＧＥ東芝シリコーン社製の商品名「ＸＲ３７−Ｂ６７２２」を用いた。
Example 1
95 parts of isononyl acrylate ester and 5 parts of acrylic acid are charged into a reaction vessel together with ethyl acetate as a polymerization solvent, and a polymerization reaction is carried out in the usual manner in the presence of 0.2 part of benzoyl peroxide as a polymerization initiator. An acrylic polymer was obtained. The resulting acrylic polymer had a solid content concentration of 55% by weight.
On the other hand, the trade name “XR37-B6722” manufactured by GE Toshiba Silicone was used as the organosiloxane polymer.
次に、上記オルガノシロキサン系ポリマーとアクリル系ポリマーとを固形分比率で４０：６０の割合で混合し本発明の皮膚貼付用粘着剤組成物を作製した。この粘着剤組成物に、溶媒としてトルエンを用い、固形分濃度が３０％の粘着剤溶液を調整した。このようにして得られた粘着剤溶液を、片面をシリコーン系離型剤にて処理したセパレータの離型処理面に、乾燥後の厚みが５０μｍとなるように塗布し、乾燥して粘着剤層を形成した。
次いで、形成された粘着剤層を、３０μｍ厚のポリエステル系ポリウレタンフィルムの片面に転着して本発明の皮膚貼付材を作成した。
得られた皮膚貼付材について、ゲル分率を求めたところ、５０％であった。また、得られた皮膚貼付材について、皮膚接着性の評価と糊残り性の評価を行った。その結果を表１に示す。
Next, the above-mentioned organosiloxane polymer and acrylic polymer were mixed at a solid content ratio of 40:60 to prepare an adhesive composition for skin patch of the present invention. To this pressure-sensitive adhesive composition, toluene was used as a solvent, and a pressure-sensitive adhesive solution having a solid content concentration of 30% was prepared. The pressure-sensitive adhesive solution thus obtained was applied to a release-treated surface of a separator whose one surface was treated with a silicone-based release agent so that the thickness after drying was 50 μm, and dried to obtain a pressure-sensitive adhesive layer. Formed.
Next, the formed pressure-sensitive adhesive layer was transferred onto one side of a 30 μm thick polyester polyurethane film to prepare the skin patch of the present invention.
With respect to the obtained skin patch, the gel fraction was determined to be 50%. The obtained skin patch was evaluated for skin adhesiveness and adhesive residue. The results are shown in Table 1.
（実施例２）
アクリル酸２−エチルヘキシルエステル６５部、アクリル酸２−メトキシエチルエステル３０部、及び、アクリル酸５部を、重合溶媒としての酢酸エチルと共に反応容器内に仕込み、重合開始剤としてのアゾビスイソブチロニトリル０．２部の存在下、常法によって重合反応を行い、アクリル系ポリマーを得た。得られるアクリル系ポリマーの固形分濃度は５５重量％であった。
一方、オルガノシロキサン系ポリマーとしては、ＧＥ東芝シリコーン社製の商品名「ＸＲ３７−Ｂ６７２２」を用いた。
(Example 2)
65 parts of acrylic acid 2-ethylhexyl ester, 30 parts of acrylic acid 2-methoxyethyl ester and 5 parts of acrylic acid are charged into a reaction vessel together with ethyl acetate as a polymerization solvent, and azobisisobutyroyl as a polymerization initiator. In the presence of 0.2 part of nitrile, a polymerization reaction was performed by a conventional method to obtain an acrylic polymer. The resulting acrylic polymer had a solid content concentration of 55% by weight.
On the other hand, the trade name “XR37-B6722” manufactured by GE Toshiba Silicone was used as the organosiloxane polymer.
次に、上記オルガノシロキサン系ポリマーとアクリル系ポリマーとを固形分比率で７５：２５の割合で混合し、さらに、架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．３部配合して、本発明の皮膚貼付用粘着剤組成物を作製した。この皮膚貼付用粘着剤組成物に、溶媒としてトルエンを用い、固形分濃度が３０％の粘着剤溶液を調整した。このようにして得られた粘着剤溶液を、片面をフッ素系離型剤にて処理したセパレータの離型処理面に、乾燥後の厚みが５０μｍとなるように塗布し、乾燥して粘着剤層を形成した。
次いで、上記にて得た粘着剤層を、３０μｍ厚のポリエステル系ポリウレタンフィルム（ポリエチレンフィルム）の片面に転着して本発明の皮膚貼付材を得た。得られた粘着剤層のゲル分率は、アクリル系成分に対して８％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Next, the above-mentioned organosiloxane polymer and acrylic polymer are mixed in a solid content ratio of 75:25, and 0.3 part of polyisocyanate is added as a crosslinking agent to 100 parts of the adhesive solid content. Thus, a pressure-sensitive adhesive composition for skin application of the present invention was produced. To this adhesive composition for skin application, toluene was used as a solvent, and an adhesive solution having a solid content concentration of 30% was prepared. The pressure-sensitive adhesive solution thus obtained was applied to a release-treated surface of a separator whose one surface was treated with a fluorine-based mold release agent so that the thickness after drying was 50 μm, and dried to obtain a pressure-sensitive adhesive layer. Formed.
Next, the pressure-sensitive adhesive layer obtained above was transferred to one side of a 30 μm thick polyester polyurethane film (polyethylene film) to obtain the skin patch of the present invention. The gel fraction of the obtained adhesive layer was 8% with respect to the acrylic component.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
（実施例３）
実施例２において用いたアクリル系ポリマーとオルガノシロキサン系ポリマーとを、固形分比率で５０：５０の割合で混合し、さらに、架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．１部配合した以外は、実施例２と同様にして、皮膚貼付用粘着剤組成物を作製した。また、実施例２と同様にして皮膚貼付材を作製した。ただし、粘着剤層のゲル分率は３０％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Example 3
The acrylic polymer and organosiloxane polymer used in Example 2 were mixed at a solid content ratio of 50:50, and polyisocyanate was added as a crosslinking agent to 0.1 part of the adhesive solid content of 0.1 part. A pressure-sensitive adhesive composition for skin application was prepared in the same manner as in Example 2 except that the formulation was partially mixed. A skin patch was prepared in the same manner as in Example 2. However, the gel fraction of the pressure-sensitive adhesive layer was 30%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
（実施例４）
実施例２において用いたアクリル系ポリマーとオルガノシロキサン系ポリマーとを、固形分比率で２５：７５の割合で混合し、さらに、架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．２部配合した以外は、実施例２と同様にして、皮膚貼付用粘着剤組成物を作製した。また、実施例２と同様にして皮膚貼付材を作製した。ただし、粘着剤層のゲル分率は６２％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Example 4
The acrylic polymer and organosiloxane polymer used in Example 2 were mixed at a solid content ratio of 25:75, and polyisocyanate was added as a crosslinking agent in an amount of 0.2 with respect to 100 parts of the adhesive solid content. A pressure-sensitive adhesive composition for skin application was prepared in the same manner as in Example 2 except that the formulation was partially mixed. A skin patch was prepared in the same manner as in Example 2. However, the gel fraction of the pressure-sensitive adhesive layer was 62%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
（実施例５）
実施例２において用いたアクリル系ポリマーとオルガノシロキサン系ポリマーとを固形分比率で０：１００の比率で、すなわち、アクリル系ポリマーのみからなる比率で、さらに、架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．２部配合した以外は、実施例２と同様にして、皮膚貼付用粘着剤組成物を作製した。また、実施例２と同様にして皮膚貼付材を作製した。ただし、粘着剤層のゲル分率は５８％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
(Example 5)
The acrylic polymer and organosiloxane polymer used in Example 2 were in a solid content ratio of 0: 100, that is, a ratio consisting of only an acrylic polymer, and polyisocyanate was used as a crosslinking agent in the form of an adhesive solid content. A pressure-sensitive adhesive composition for skin application was prepared in the same manner as in Example 2 except that 0.2 part was added to 100 parts. A skin patch was prepared in the same manner as in Example 2. However, the gel fraction of the pressure-sensitive adhesive layer was 58%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
比較例１
実施例２において、粘着剤層をオルガノシロキサン系ポリマーのみで形成し、さらに架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．２部配合した以外は、実施例２と同様にして比較用の皮膚貼付材用粘着剤組成物を作製した。また、実施例２と同様にして、比較用の皮膚貼付材を作製した。ただし粘着剤層のゲル分率は０％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Comparative Example 1
In Example 2, the pressure-sensitive adhesive layer was formed only with an organosiloxane polymer, and the polyisocyanate was added as a crosslinking agent in an amount of 0.2 part with respect to 100 parts of the pressure-sensitive adhesive solid content. A comparative adhesive composition for skin patch was prepared. Further, a comparative skin patch was prepared in the same manner as in Example 2. However, the gel fraction of the pressure-sensitive adhesive layer was 0%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
比較例２
実施例２において用いたアクリル系ポリマーとオルガノシロキサン系ポリマーとの比率を、固形分比率で９０：１０とした以外は実施例２と同様にして、皮膚貼付用粘着剤組成物を作製した。また、実施例２と同様にして皮膚貼付材を作製した。ただし、粘着剤層のゲル分率は４％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Comparative Example 2
A pressure-sensitive adhesive composition for skin application was prepared in the same manner as in Example 2 except that the ratio of the acrylic polymer and the organosiloxane polymer used in Example 2 was 90:10 in terms of solid content. A skin patch was prepared in the same manner as in Example 2. However, the gel fraction of the pressure-sensitive adhesive layer was 4%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
比較例３
実施例１において用いたアクリル系ポリマーとオルガノシロキサン系ポリマーとの比率を、固形分比率で１０：９０とし、さらに架橋剤としてポリイソシアネートを粘着剤固形分１００部に対して０．２部配合した以外は実施例１と同様にして、皮膚貼付用粘着剤組成物を作製した。また、実施例１と同様にして皮膚貼付材を作製した。ただし、粘着剤層のゲル分率は８２％であった。
得られた皮膚貼付材について、実施例１と同様の評価を行った。その結果を表１に示す。
Comparative Example 3
The ratio of the acrylic polymer and the organosiloxane polymer used in Example 1 was 10:90 in terms of solid content, and 0.2 part of polyisocyanate was added as a cross-linking agent to 100 parts of adhesive solid content. Except for the above, a pressure-sensitive adhesive composition for skin application was prepared in the same manner as Example 1. A skin patch was prepared in the same manner as in Example 1. However, the gel fraction of the pressure-sensitive adhesive layer was 82%.
The obtained skin patch was evaluated in the same manner as in Example 1. The results are shown in Table 1.
表１から明らかなように、実施例１〜５の皮膚貼付材は平均値が４．０以上の優れた皮膚接着性を示し、かつ、糊残りも認められなかった。
一方、比較例１〜３の皮膚貼付材は、皮膚接着性に劣っていた。また、比較例１，２は糊残りが生じた。
As is apparent from Table 1, the skin patches of Examples 1 to 5 showed excellent skin adhesion with an average value of 4.0 or more, and no adhesive residue was observed.
On the other hand, the skin patches of Comparative Examples 1 to 3 were inferior in skin adhesiveness. In Comparative Examples 1 and 2, adhesive residue was generated.
Claims (9)
Furthermore, it has a peeling sheet by which peeling processing was carried out on an adhesive layer, The skin adhesive material of any one of Claim 2 to 8 characterized by the above-mentioned.
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| JP2004136307A JP2005314618A (en) | 2004-04-30 | 2004-04-30 | Skin-patch pressure-sensitive adhesive composition and skin patch material given by using the skin-patch pressure-sensitive adhesive composition |
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| WO2007113597A3 (en) * | 2006-04-03 | 2008-10-23 | Brightwake Ltd | Adhesive laminates and applications thereof |
| JP2010126558A (en) * | 2008-11-25 | 2010-06-10 | Nitta Ind Corp | Temperature-sensitive adhesive |
| JP2012036171A (en) * | 2010-07-12 | 2012-02-23 | Toyobo Co Ltd | Patch support for water-based plaster |
| JP2014004151A (en) * | 2012-06-25 | 2014-01-16 | Duplo Seiko Corp | Wound dressing, manufacturing method of the same, and manufacturing apparatus of the same |
| JP2016022223A (en) * | 2014-07-22 | 2016-02-08 | トイメディカル株式会社 | Medical protective film material and medical protective film product |
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| US9486553B2 (en) | 2009-07-16 | 2016-11-08 | Brightwake Limited | Method |
| KR20200016092A (en) * | 2018-08-06 | 2020-02-14 | 고세윤 | Adhesive Composition for Anti-Irritation of Skin Comprising Biomedical Polymer and Adhesive Sheet Thereof |
| US10583043B2 (en) | 2010-07-12 | 2020-03-10 | Teikoku Seiyaku Co., Ltd. | Backing having three-layer structure and aqueous patch using the backing |
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