JP4846300B2 - Pest repellent for human body - Google Patents

Pest repellent for human body Download PDF

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JP4846300B2
JP4846300B2 JP2005237694A JP2005237694A JP4846300B2 JP 4846300 B2 JP4846300 B2 JP 4846300B2 JP 2005237694 A JP2005237694 A JP 2005237694A JP 2005237694 A JP2005237694 A JP 2005237694A JP 4846300 B2 JP4846300 B2 JP 4846300B2
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pest repellent
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朋子 石塚
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Fumakilla Ltd
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Description

本発明は、人体用害虫忌避剤に関する。より詳細には、本発明は、害虫忌避成分と、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体を含有することを特徴とする人体用害虫忌避剤に関する。   The present invention relates to a pest repellent for human body. More specifically, the present invention relates to a pest repellent for human body, comprising a pest repellent component and a copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as constituent units.

人体の肌を蚊、アブ、ブユ、ノミ等の吸血性昆虫から守る害虫忌避剤は従来から頻繁に使用されている。例えば、N,N−ジエチル−m−トルアミド(以下、DEETと称することがある)を害虫忌避成分として含有した害虫忌避剤が多く使用されているが、DEETは揮発しやすく、また体内に吸収され易いことから、肌の表面から消失しやすく、害虫忌避効果が持続しにくいという欠点があった。これに対して、DEETの害虫忌避効果をより持続させるための技術としては、害虫忌避剤に更に脂肪酸エステルを含有させる方法等が今までに知られていた(例えば、特許文献1および特許文献2を参照)。   Insect repellents that protect the human skin from blood-sucking insects such as mosquitoes, flies, flyfish and fleas have been frequently used. For example, a pest repellent containing N, N-diethyl-m-toluamide (hereinafter sometimes referred to as DEET) as a pest repellent component is often used, but DEET is volatile and is absorbed into the body. Since it is easy, it has a drawback that it easily disappears from the surface of the skin and the pest repellent effect is difficult to be sustained. On the other hand, as a technique for further sustaining the pest repellent effect of DEET, a method of further adding a fatty acid ester to a pest repellent has been known (for example, Patent Document 1 and Patent Document 2). See).

特開平5−92905号公報Japanese Patent Laid-Open No. 5-92905 特開平4−244001号公報JP-A-4-244001

しかし、上記のような害虫忌避剤は脂肪酸エステルを含有するために、肌に塗付した際にべたつきを有する、てかりを有する等の使用感上の欠点を有していた。   However, since the insect repellents as described above contain fatty acid esters, they have drawbacks in feeling of use such as stickiness when applied to the skin and having a scale.

従って本発明は、害虫忌避効果の持続性に優れ、かつ肌に塗付した際にべたつき、てかりが少なく使用感に優れた人体用害虫忌避剤を提供することを目的とする。   Accordingly, an object of the present invention is to provide a pest repellent for human body which is excellent in sustainability of pest repellent effect, is sticky when applied to the skin, has little shine, and has a good feeling of use.

即ち、本発明は、
[1]害虫忌避成分と、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体を含有する人体用害虫忌避剤であって、前記共重合体が、更にアニオン基を有するモノマーを構成単位とすることを特徴とする、人体用害虫忌避剤;ならびに
[]前記害虫忌避成分が、N,N−ジエチル−m−トルアミドおよび/または天然精油であることを特徴とする、[1]記載の人体用害虫忌避剤
に関する。
That is, the present invention
[1] and the pest repellent component, and at least 2-methacryloyloxyethyl phosphorylcholine and human-body pest repellent you containing a copolymer as constituent units and hydrophobic monomer, the copolymer further anion A pest repellent for human body comprising a monomer having a group as a constituent unit ; and
[2] The pest repellent component, N, characterized in that it is a N- diethyl -m- toluamide and / or natural essential oils, regarding exposure for pest repellent of mounting [1] Symbol.

本発明によれば、害虫忌避効果の持続性に優れ、かつ、肌に塗付した際にべたつき、てかりが少なく使用感に優れた人体用害虫忌避剤を提供することができる。   ADVANTAGE OF THE INVENTION According to this invention, the pest repellent for human bodies which was excellent in the persistence of the insect repellent effect, was sticky when apply | coated to skin, and was excellent in the usability | use_condition with few shines can be provided.

本発明の人体用害虫忌避剤は、害虫忌避成分と、少なくとも2−メタクリロイルオキシエチルホスホリルコリン(以下、MPCと称することがある)と疎水性モノマーを構成単位とする共重合体、好ましくは、更にアニオン基を有するモノマーを構成単位とする共重合体を含有することを1つの大きな特徴とする。 For human body pest repellent of the present invention, a pest repellent component, at least 2-methacryloyloxyethyl phosphorylcholine (hereinafter sometimes referred to as MPC) and the copolymer as constituent units and hydrophobic monomer, preferably, further One major characteristic is that it contains a copolymer having a monomer having an anionic group as a structural unit.

少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体は皮膜形成機能を有することから、害虫忌避成分と共に人体用害虫忌避剤中に配合させることによって、該害虫忌避成分の揮発や肌への吸収を適度に制御することができ、よって該害虫忌避成分を肌の表面に長時間残存させることが可能となる。従って、本発明の害虫忌避剤は、揮発しやすく、また体内に吸収されやすい特性をもつ害虫忌避成分を有効成分として含有するものであっても、優れた害虫忌避効果の持続性を示すことができると考えられる。   Since a copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as a structural unit has a film-forming function, the pest repellent component is incorporated into a human pest repellent together with the pest repellent component. Volatilization and absorption to the skin can be appropriately controlled, and thus the pest repellent component can be left on the skin surface for a long time. Therefore, even if the pest repellent of the present invention contains, as an active ingredient, a pest repellent component that easily evaporates and is easily absorbed by the body, the pest repellent may exhibit excellent persistence of the pest repellent effect. It is considered possible.

また、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体は高保湿効果、および刺激緩和効果を有することから、人体用害虫忌避剤に配合することによって、べとつかず、しっとりとした好ましい使用感を付与することが可能となると考えられる。   In addition, since a copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as a structural unit has a high moisturizing effect and an irritation mitigating effect, it is not sticky by blending with a pest repellent for human body, It is considered that a moist and preferable feeling of use can be imparted.

本発明の人体用害虫忌避剤に含有される害虫忌避成分としては、例えば、N,N−ジエチル−m−トルアミド(DEET)、ジメチルフタレート、ジブチルフタレート、2−エチル−1,3−ヘキサンジオール、ジ−n−プロピルイソシンコメロネート、p−ジクロロベンゼン、ジ−n−ブチルサクシネート、カラン−3,4−ジオール、1−メチルプロピル2−(2−ヒドロキシエチル)−1−ピペリジンカルボキシラート、カプリン酸ジエチルアミド、n−プロピルアセトアニリド、β−ナフトール、カンファー、p−メンタン−3−8−ジオール、天然精油等が挙げられる。ここで、天然精油としては、例えばユーカリオイル、シトロネラオイル、レモングラスオイル、ゼラニウムオイル、シナモンリーフオイル、ピメントツリーオイル、クローブオイル、タイムオイルなどが例示される。本発明の人体用害虫忌避剤には、害虫忌避成分として、上記成分のうち1種のみが含有されていてもよく、2種以上が併せて含有されていてもよいが、これらの中では、害虫忌避効果の観点から、DEETおよび/または前記のような天然精油のうち少なくとも1種以上が含有されていることが好ましい。   Examples of the pest repellent component contained in the human pest repellent of the present invention include N, N-diethyl-m-toluamide (DEET), dimethyl phthalate, dibutyl phthalate, 2-ethyl-1,3-hexanediol, Di-n-propyl isocincomellonate, p-dichlorobenzene, di-n-butyl succinate, caran-3,4-diol, 1-methylpropyl 2- (2-hydroxyethyl) -1-piperidinecarboxylate, Examples include capric acid diethylamide, n-propylacetanilide, β-naphthol, camphor, p-menthan-3-8-diol, and natural essential oil. Here, examples of the natural essential oil include eucalyptus oil, citronella oil, lemongrass oil, geranium oil, cinnamon leaf oil, pimento tree oil, clove oil, and thyme oil. The pest repellent for human body of the present invention may contain only one of the above components as a pest repellent component, or may contain two or more in combination, From the viewpoint of a pest repellent effect, it is preferable that at least one of DEET and / or the natural essential oil as described above is contained.

本発明の人体用害虫忌避剤における上記害虫忌避成分の含有量としては、害虫忌避効果の観点から、人体用害虫忌避剤中、1〜25重量%が好ましく、5〜15重量%がより好ましい。   The content of the pest repellent component in the human pest repellent of the present invention is preferably 1 to 25% by weight, more preferably 5 to 15% by weight in the human pest repellent from the viewpoint of the pest repellent effect.

本発明の人体用害虫忌避剤に含有される共重合体は、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体であり、好ましくは更に、アニオン基を有するモノマーを構成単位とする共重合体である。更にアニオン基を有するモノマーを構成単位とする共重合体を含有する人体用害虫忌避剤は、害虫忌避成分の効力が持続する傾向にあることから、好ましい。   The copolymer contained in the pest repellent for human body of the present invention is a copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as structural units, and preferably further contains a monomer having an anionic group. It is a copolymer as a structural unit. Furthermore, a pest repellent for human body containing a copolymer having a monomer having an anionic group as a structural unit is preferable because the efficacy of the pest repellent component tends to be sustained.

本発明において使用される2−メタクリロイルオキシエチルホスホリルコリンは、公知の製造方法により得ることができる。また、本発明において使用される疎水性モノマーとしては、例えば、ブチルメタクリレート等が例示される。   The 2-methacryloyloxyethyl phosphorylcholine used in the present invention can be obtained by a known production method. Examples of the hydrophobic monomer used in the present invention include butyl methacrylate.

また、本発明の好ましい態様において使用されるアニオン基を有するモノマーとしては、例えば、メタクリル酸ナトリウム等が例示される。   Moreover, as a monomer which has an anion group used in the preferable aspect of this invention, sodium methacrylate etc. are illustrated, for example.

前記のような共重合体は、当業者にとって周知である、通常の共重合体の製造方法に従って製造することができ、例えば前記MPCと前記疎水性モノマーとを、好ましくは更に、前記アニオン基を有するモノマーとを、溶媒中で重合開始剤の存在下、反応させて得ることができる。溶媒および重合開始剤としても、通常の共重合体の製造方法に使用されるものを用いることができる。   The copolymer as described above can be produced according to an ordinary copolymer production method well known to those skilled in the art. For example, the MPC and the hydrophobic monomer are combined, and preferably the anionic group is further added. It can be obtained by reacting a monomer having the same in a solvent in the presence of a polymerization initiator. As the solvent and the polymerization initiator, those used in the usual method for producing a copolymer can be used.

本発明において使用される共重合体は、前記のように製造されてもよいが、市販のものを利用することもできる。例えば、該共重合体を5重量%含有した水溶液状態のものとして、MPCとブチルメタクリレートとメタクリル酸ナトリウムとを構成成分とする共重合体であるLipidure(登録商標)−A(日本油脂株式会社製)、MPCとブチルメタクリレートとを構成成分とする共重合体であるLipidure(登録商標)−PMB(日本油脂株式会社製)等を使用することができる。前記したように、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体は、害虫忌避成分の効力持続の観点から、更にアニオン基を有するモノマーを構成単位としていることが好ましいことから、前記共重合体の中でも、Lipidure(登録商標)−Aが好ましく使用される。   The copolymer used in the present invention may be produced as described above, but a commercially available one can also be used. For example, as an aqueous solution containing 5% by weight of the copolymer, Lipidure (registered trademark) -A (manufactured by NOF Corporation), which is a copolymer comprising MPC, butyl methacrylate and sodium methacrylate as constituent components ), Lipidure (registered trademark) -PMB (manufactured by NOF Corporation), which is a copolymer having MPC and butyl methacrylate as constituent components, can be used. As described above, the copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as structural units may further include a monomer having an anionic group as a structural unit from the viewpoint of sustained efficacy of the insect repellent component. Since it is preferable, Lipidure (registered trademark) -A is preferably used among the copolymers.

本発明の人体用害虫忌避剤における少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体の含有量としては、害虫忌避効果の持続性の観点およびべたつき感を抑制する観点から、人体用害虫忌避剤中、0.01〜1.0重量%が好ましく、0.1〜1.0重量%がより好ましい。   The content of the copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as constituent units in the pest repellent for human body of the present invention includes the viewpoint of sustaining the pest repellent effect and suppressing stickiness. Therefore, in the pest repellent for human body, 0.01 to 1.0% by weight is preferable, and 0.1 to 1.0% by weight is more preferable.

また、本発明の人体用害虫忌避剤における、害虫忌避成分と、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体との含有比としては、使用感、溶解性の観点から、重量比で、害虫忌避成分:該共重合体=1:0.2〜1:0.001が好ましく、1:0.1〜1:0.005がより好ましい。   In addition, in the pest repellent for human body of the present invention, the content ratio of the pest repellent component and the copolymer having at least 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer as a constituent unit is a feeling of use and solubility. From the viewpoint, the pest repellent component: the copolymer is preferably 1: 0.2 to 1: 0.001, and more preferably 1: 0.1 to 1: 0.005 by weight.

本発明の人体用害虫忌避剤には、その他にも、本発明の効果を損なわない範囲内で、所望により制汗剤、紫外線吸収剤、収れん剤、パウダー、保湿剤、溶剤、補助溶剤、保湿剤、防腐剤、pH調整剤、ゲル化剤、着香剤、着色剤、界面活性剤等が含有されていてもよい。   The pest repellent for human body of the present invention includes other antiperspirants, ultraviolet absorbers, astringents, powders, moisturizers, solvents, auxiliary solvents, moisturizers as long as they do not impair the effects of the present invention. Agents, preservatives, pH adjusters, gelling agents, flavoring agents, coloring agents, surfactants and the like may be contained.

本発明の人体用害虫忌避剤は、公知の製造方法に従って製造することができ、例えば、後述の実施例1〜4に記載のようにして製造することができる。すなわち例えば、前記DEETおよび前記MPC、ならびに、残部としてエタノールおよび/または水を混合することにより得ることができる。ここで、エタノールと水の混合量比は特に限定されるものではなく、いずれかのみを使用することもできる。   The pest repellent for human body of the present invention can be produced according to a known production method, for example, as described in Examples 1 to 4 described later. That is, for example, it can be obtained by mixing the DEET and the MPC, and ethanol and / or water as the balance. Here, the mixing amount ratio of ethanol and water is not particularly limited, and only one of them can be used.

本発明の人体用害虫忌避剤の使用量としては特に限定されないが、例えば皮膚の表面上に、一回あたり好ましくは0.5〜5.0g/m、より好ましくは1.0〜3.0g/mの量で塗付することによって使用することができる。 Although it does not specifically limit as the usage-amount of the insect repellent for human bodies of this invention, For example on the surface of skin, Preferably it is 0.5-5.0 g / m < 2 > per time, More preferably, it is 1.0-3. It can be used by applying in an amount of 0 g / m 2 .

本発明の人体用害虫忌避剤の剤型としては、特に限定されるものではなく、例えば、液、クリーム、エアゾール、非エアゾール型スプレー、ジェル、ティッシュ、ロールオン等として使用することができる。また、各剤型の製造には、それぞれ公知の製造方法を使用することができる。   The dosage form of the pest repellent for human body of the present invention is not particularly limited, and for example, it can be used as liquid, cream, aerosol, non-aerosol type spray, gel, tissue, roll-on and the like. Moreover, a well-known manufacturing method can be used for manufacture of each dosage form, respectively.

以下、実施例および比較例を挙げて本発明をより詳細に説明するが、本発明はこれらにのみ限定されるものではない。   EXAMPLES Hereinafter, although an Example and a comparative example are given and this invention is demonstrated in detail, this invention is not limited only to these.

実施例1〜4、比較例1〜2(但し、実施例1〜3は参考例である)
以下の表1に示すような配合量で、実施例1〜4および比較例1〜2の害虫忌避剤を処方した。
Examples 1-4 and Comparative Examples 1-2 (However, Examples 1-3 are reference examples)
The pest repellents of Examples 1 to 4 and Comparative Examples 1 and 2 were formulated with the compounding amounts as shown in Table 1 below.

実施例1〜4については、まず、DEETおよびエタノールを表1に記載のような所定量で量り込み、均一な液を得るまで混合した。該混合液に所定量の水を量り込み、均一な液を得るまで混合した。その後、5%MPC溶液を加え、供試剤とした。5%MPC水溶液としては、実施例1〜3についてはLipidure(登録商標)−PMB(日本油脂株式会社製)を、実施例4についてはLipidure(登録商標)−A(日本油脂株式会社製)を使用した。   For Examples 1 to 4, first, DEET and ethanol were weighed in predetermined amounts as shown in Table 1 and mixed until a uniform solution was obtained. A predetermined amount of water was weighed into the mixed solution and mixed until a uniform solution was obtained. Thereafter, a 5% MPC solution was added to prepare a test agent. As the 5% MPC aqueous solution, Lipidure (registered trademark) -PMB (manufactured by NOF Corporation) was used for Examples 1 to 3, and Lipidure (registered trademark) -A (manufactured by NOF Corporation) was used for Example 4. used.

比較例1についてはDEET、ミリスチン酸イソプロピルおよびエタノールを表1に記載のような所定量で量り込み、均一な液を得るまで混合した。また、比較例2については、DEETおよびエタノールを表1に記載のような所定量で量り込み、均一な液を得るまで混合し、供試剤とした。   For Comparative Example 1, DEET, isopropyl myristate, and ethanol were weighed in predetermined amounts as shown in Table 1 and mixed until a uniform solution was obtained. For Comparative Example 2, DEET and ethanol were weighed in predetermined amounts as shown in Table 1 and mixed until a uniform solution was obtained to obtain a test agent.

Figure 0004846300
Figure 0004846300

試験例1 使用感試験
実施例1〜4および比較例1〜2で得られた害虫忌避剤を2g/mの量で肌に塗付し(n=各3)、風乾させた後、触れた際のべたつき感の有無を確認した。また、目視によりてかりの有無を確認した。結果を以下の表2に示す。
Test Example 1 Usability Test The pest repellent obtained in Examples 1 to 4 and Comparative Examples 1 to 2 was applied to the skin in an amount of 2 g / m 2 (n = 3 each), air-dried, and then touched The presence or absence of stickiness when hitting was confirmed. Moreover, the presence or absence of the scale was confirmed visually. The results are shown in Table 2 below.

Figure 0004846300
Figure 0004846300

本発明の害虫忌避剤に、べたつき感およびてかりは確認されなかった。   Neither stickiness nor shine was confirmed in the pest repellent of the present invention.

試験例2 害虫忌避効果試験
実施例4、比較例1、および比較例2の害虫忌避効果を確認した。実施例4、比較例1、および比較例2の害虫忌避剤を、それぞれ被験者(n=各3)の肌に2g/mの量で塗付した。ヒトスジシマカ10匹を入れた、開口面をナイロン製ネットで覆った直径2.5cm、高さ4cmの円柱状のガラスリングを塗付部にあて、2時間おきに、それぞれの時間帯における3分間の刺咬数および吸血数をカウントした。各時間帯における忌避率を、以下の式:
忌避率(%)=(無処理区吸血数−処理区吸血数)/無処理区吸血数×100
により求めた。結果を以下の表3に示す。
Test Example 2 Pest Repellent Effect Test The pest repellent effect of Example 4, Comparative Example 1 and Comparative Example 2 was confirmed. The pest repellents of Example 4, Comparative Example 1, and Comparative Example 2 were each applied to the skin of the subjects (n = each 3) in an amount of 2 g / m 2 . A cylindrical glass ring with a diameter of 2.5 cm and a height of 4 cm, with 10 human striped mosquitoes, covered with a nylon net on the opening surface, is applied to the coating area every 3 hours for 3 minutes in each time zone. The number of bites and the number of blood sucked were counted. The repelling rate in each time zone, the following formula:
Repellent rate (%) = (No treatment area blood absorption number−treatment area blood absorption number) / no treatment area blood absorption number × 100
Determined by The results are shown in Table 3 below.

Figure 0004846300
Figure 0004846300

表3の結果により、本発明の害虫忌避剤は、時間の経過後も優れた害虫忌避効果を示すことがわかる。従って、本発明の害虫忌避剤は、優れた害虫忌避効果の持続性を有することが明らかとなった。   From the results of Table 3, it can be seen that the pest repellent of the present invention exhibits an excellent pest repellent effect even after a lapse of time. Therefore, it was revealed that the pest repellent of the present invention has excellent pest repellent durability.

本発明は、害虫忌避効果の持続性、使用感に優れた害虫忌避剤として有用に利用することができる。
INDUSTRIAL APPLICABILITY The present invention can be usefully used as a pest repellent excellent in sustainability and usability of a pest repellent effect.

Claims (2)

害虫忌避成分と、少なくとも2−メタクリロイルオキシエチルホスホリルコリンと疎水性モノマーとを構成単位とする共重合体を含有する人体用害虫忌避剤であって、前記共重合体が、更にアニオン基を有するモノマーを構成単位とすることを特徴とする、人体用害虫忌避剤A pest repellent component, and at least 2-methacryloyloxyethyl phosphorylcholine and human-body pest repellent you containing a copolymer as constituent units and hydrophobic monomer, the copolymer further comprises an anionic group A pest repellent for human bodies, characterized in that the monomer is a structural unit . 前記害虫忌避成分が、N,N−ジエチル−m−トルアミドおよび/または天然精油であることを特徴とする、請求項1記載の人体用害虫忌避剤。 Said pest repellent component, N, N-wherein the diethyl -m- is toluamide and / or natural essential oils, for human body pest repellent according to claim 1 Symbol placement.
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