JP6842366B2 - Pest repellent - Google Patents
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- JP6842366B2 JP6842366B2 JP2017098197A JP2017098197A JP6842366B2 JP 6842366 B2 JP6842366 B2 JP 6842366B2 JP 2017098197 A JP2017098197 A JP 2017098197A JP 2017098197 A JP2017098197 A JP 2017098197A JP 6842366 B2 JP6842366 B2 JP 6842366B2
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- 241000607479 Yersinia pestis Species 0.000 title claims description 78
- 239000005871 repellent Substances 0.000 title claims description 77
- 230000002940 repellent Effects 0.000 title claims description 77
- 230000007794 irritation Effects 0.000 claims description 16
- 239000002202 Polyethylene glycol Substances 0.000 claims description 11
- 229920001223 polyethylene glycol Polymers 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- HWJAMLIFNZMKEW-UHFFFAOYSA-N diethyl sulfate;2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCOS(=O)(=O)OCC.CN(C)CCOC(=O)C(C)=C HWJAMLIFNZMKEW-UHFFFAOYSA-N 0.000 claims description 8
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 8
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 6
- LMXFTMYMHGYJEI-UHFFFAOYSA-N p-menthane-3,8-diol Chemical compound CC1CCC(C(C)(C)O)C(O)C1 LMXFTMYMHGYJEI-UHFFFAOYSA-N 0.000 claims description 5
- 238000005507 spraying Methods 0.000 claims description 5
- OUWIIJRSBLYGPO-UHFFFAOYSA-N 2-butan-2-yl-2-(2-hydroxyethyl)piperidine-1-carboxylic acid Chemical compound CCC(C)C1(CCO)CCCCN1C(O)=O OUWIIJRSBLYGPO-UHFFFAOYSA-N 0.000 claims description 4
- 229930006948 p-menthane-3,8-diol Natural products 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims 1
- 229920006317 cationic polymer Polymers 0.000 description 16
- 210000004400 mucous membrane Anatomy 0.000 description 13
- 239000007921 spray Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 8
- 239000003595 mist Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000443 aerosol Substances 0.000 description 4
- -1 amine salt Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229920002907 Guar gum Polymers 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 229920000688 Poly[(2-ethyldimethylammonioethyl methacrylate ethyl sulfate)-co-(1-vinylpyrrolidone)] Polymers 0.000 description 2
- 229920002535 Polyethylene Glycol 1500 Polymers 0.000 description 2
- 229920000289 Polyquaternium Polymers 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000000665 guar gum Substances 0.000 description 2
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- 239000000203 mixture Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- VUYXVWGKCKTUMF-UHFFFAOYSA-N tetratriacontaethylene glycol monomethyl ether Chemical compound COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO VUYXVWGKCKTUMF-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- 208000001490 Dengue Diseases 0.000 description 1
- 206010012310 Dengue fever Diseases 0.000 description 1
- 208000016604 Lyme disease Diseases 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 229920000691 Poly[bis(2-chloroethyl) ether-alt-1,3-bis[3-(dimethylamino)propyl]urea] Polymers 0.000 description 1
- 208000003152 Yellow Fever Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- QLHULAHOXSSASE-UHFFFAOYSA-N butan-2-yl 2-(2-hydroxyethyl)piperidine-1-carboxylate Chemical compound CCC(C)OC(=O)N1CCCCC1CCO QLHULAHOXSSASE-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920006319 cationized starch Polymers 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 208000025729 dengue disease Diseases 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 229960001673 diethyltoluamide Drugs 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003915 liquefied petroleum gas Substances 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、粘膜に対する刺激が抑制された害虫忌避剤に関する。 The present invention relates to a pest repellent that suppresses irritation to mucous membranes.
蚊類、ブユ類、ダニ類などの吸血害虫は、種々の感染症（例えば、マラリア、黄熱、ライム病、デング熱など）を媒介する。従来、これらの吸血害虫による被害を防止するために、害虫忌避剤が開発されている。このような害虫忌避剤に含まれる害虫忌避成分としては、例えば、３−［アセチル（ブチル）アミノ］プロピオン酸エチル、Ｎ，Ｎ−ジエチル−ｍ−トルアミド（ＤＥＥＴ）などが挙げられる。これらの害虫忌避成分は、例えば特許文献１に記載のようにエアゾール形態の害虫忌避剤として使用される。 Blood-sucking pests such as mosquitoes, gnats and mites carry a variety of infectious diseases (eg, malaria, yellow fever, Lyme disease, dengue fever, etc.). Conventionally, pest repellents have been developed in order to prevent damage caused by these blood-sucking pests. Examples of the pest repellent component contained in such a pest repellent include ethyl 3- [acetyl (butyl) amino] propionate and N, N-diethyl-m-toluamide (DEET). These pest repellent components are used, for example, as an aerosol-form pest repellent as described in Patent Document 1.
このような害虫忌避剤は、通常、手足や腕などに直接塗布したり、衣服の上から塗布したりして使用される。害虫忌避剤には、十分な忌避効果を発揮させるために、ある程度の濃度で害虫忌避成分が含有されている。このような害虫忌避成分には人体にも刺激を与えるものがある。そのため、噴霧して塗布すると、ミスト状に散布された害虫忌避成分が眼、鼻および喉の粘膜に付着して刺激を与える場合がある。 Such pest repellents are usually used by being applied directly to limbs, arms and the like, or by being applied over clothing. The pest repellent contains a pest repellent component at a certain concentration in order to exert a sufficient repellent effect. Some of these pest repellent components also irritate the human body. Therefore, when sprayed and applied, the pest repellent component sprayed in the form of mist may adhere to the mucous membranes of the eyes, nose and throat and cause irritation.
本発明の課題は、害虫忌避剤を問題なく噴射することができ、害虫忌避剤を噴霧して使用しても、粘膜に対して刺激をほとんど与えない害虫忌避剤を提供することである。 An object of the present invention is to provide a pest repellent that can spray a pest repellent without any problem and that does not irritate the mucous membrane even when the pest repellent is sprayed and used.
本発明者は、上記課題を解決するべく鋭意検討を行った結果、以下の構成からなる解決手段を見出し、本発明を完成するに至った。
（１）３−［アセチル（ブチル）アミノ］プロピオン酸エチル、２−（２−ヒドロキシエチル）ピペリジン−１−カルボン酸１−メチルプロピル、およびｐ−メンタン−３，８−ジオールからなる群より選択される少なくとも１種の害虫忌避成分と、カチオン性ポリマーとを含有することを特徴とする害虫忌避剤。
（２）カチオン性ポリマーが、Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体である上記（１）に記載の害虫忌避剤。
（３）害虫忌避成分が、５ｗ／ｖ％以上の濃度で含有される上記（１）または（２）に記載の害虫忌避剤。
（４）３−［アセチル（ブチル）アミノ］プロピオン酸エチル、２−（２−ヒドロキシエチル）ピペリジン−１−カルボン酸１−メチルプロピル、およびｐ−メンタン−３，８−ジオールからなる群より選択される少なくとも１種の害虫忌避成分を含む害虫忌避剤にカチオン性ポリマーを添加して、害虫忌避剤を噴霧することを特徴とする害虫忌避成分の刺激緩和方法。
As a result of diligent studies to solve the above problems, the present inventor has found a solution means having the following configuration and has completed the present invention.
(1) Selected from the group consisting of ethyl 3- [acetyl (butyl) amino] propionate, 1-methylpropyl 2- (2-hydroxyethyl) piperidine-1-carboxylic acid, and p-menthane-3,8-diol. A pest repellent that contains at least one pest repellent component and a cationic polymer.
(2) The pest repellent according to (1) above, wherein the cationic polymer is an N, N-dimethylaminoethyl methacrylate diethyl sulfate / N, N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer.
(3) The pest repellent according to (1) or (2) above, which contains a pest repellent component at a concentration of 5 w / v% or more.
(4) Selected from the group consisting of ethyl 3- [acetyl (butyl) amino] propionate, 1-methylpropyl 2- (2-hydroxyethyl) piperidine-1-carboxylic acid, and p-menthan-3,8-diol. A method for alleviating irritation of a pest repellent component, which comprises adding a cationic polymer to a pest repellent containing at least one pest repellent component and spraying the pest repellent component.
本発明の害虫忌避剤によれば、害虫忌避剤を問題なく噴射することができ、噴霧して使用しても、粘膜に対して刺激をほとんど与えない。さらに、本発明に係る害虫忌避成分の刺激緩和方法によれば、優れた害虫忌避効果を維持しながら、害虫忌避成分の刺激が緩和される。 According to the pest repellent of the present invention, the pest repellent can be sprayed without any problem, and even if it is sprayed and used, it hardly irritates the mucous membrane. Furthermore, according to the method for alleviating the irritation of the pest repellent component according to the present invention, the irritation of the pest repellent component is alleviated while maintaining an excellent pest repellent effect.
本発明の害虫忌避剤は、３−［アセチル（ブチル）アミノ］プロピオン酸エチル、２−（２−ヒドロキシエチル）ピペリジン−１−カルボン酸１−メチルプロピル、およびｐ−メンタン−３，８−ジオールからなる群より選択される少なくとも１種の害虫忌避成分と、カチオン性ポリマーとを含有する。 The pest repellents of the present invention include ethyl 3- [acetyl (butyl) amino] propionate, 1-methylpropyl 2- (2-hydroxyethyl) piperidine-1-carboxylate, and p-menthan-3,8-diol. It contains at least one pest repellent component selected from the group consisting of, and a cationic polymer.
３−［アセチル（ブチル）アミノ］プロピオン酸エチルは、下記の式（Ａ）に示される構造を有している。 Ethyl 3- [acetyl (butyl) amino] propionate has a structure represented by the following formula (A).
２−（２−ヒドロキシエチル）ピペリジン−１−カルボン酸１−メチルプロピルは、下記の式（Ｂ）に示される構造を有している。 2- (2-Hydroxyethyl) piperidine-1-carboxylate 1-methylpropyl has a structure represented by the following formula (B).
ｐ−メンタン−３，８−ジオールは、下記の式（Ｃ）に示される構造を有している。 The p-mentane-3,8-diol has a structure represented by the following formula (C).
これらの特定の害虫忌避成分の含有量は特に限定されない。本発明の害虫忌避剤中に、これらの特定の害虫忌避成分は、好ましくは５ｗ／ｖ％以上の濃度、より好ましくは１０ｗ／ｖ％以上の濃度で含有される。濃度の上限は特に限定されないが、通常３０ｗ／ｖ％程度であり、３０ｗ／ｖ％を超えて使用することもできる。特定の害虫忌避成分をこのような濃度で含有させることによって、十分な害虫忌避効果が発揮される。本発明の害虫忌避剤は、これらの特定の害虫忌避成分を単独で含んでいてもよく、２種以上を含んでいてもよい。 The content of these specific pest repellent components is not particularly limited. In the pest repellent of the present invention, these specific pest repellent components are preferably contained at a concentration of 5 w / v% or more, more preferably 10 w / v% or more. The upper limit of the concentration is not particularly limited, but is usually about 30 w / v%, and can be used in excess of 30 w / v%. By containing a specific pest repellent component at such a concentration, a sufficient pest repellent effect is exhibited. The pest repellent of the present invention may contain these specific pest repellent components alone or may contain two or more of them.
本発明の害虫忌避剤に含まれるカチオン性ポリマーは、分子中にカチオン性の官能基を有するポリマーであれば、特に限定されない。カチオン性ポリマーとしては、例えば、４級アンモニウム塩基を有するポリマー、アミン塩型のポリマー、これらを組み合わせた構造を有するポリマーなどが挙げられる。具体的には、Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体（ポリクオタニウム−５２）、ジアリルジアルキルアンモニウム塩の重合体（単独重合体または共重合体）、ビニルピロリドンの第４級化共重合体、カチオン化セルロース、カチオン化澱粉、カチオン化多糖（例えば、カチオン化グアーガムなど）、ポリクオタニウム−２、ポリクオタニウム−１７、ポリクオタニウム−１８、ポリクオタニウム−３４などが挙げられる。これらの中でも、人体への使用時に感触がよい点から、Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体が、特に好ましい。このようなカチオン性ポリマーは、市販されているものを用いてもよい。例えば、Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体は、「ソフケアＫＧ−３０１Ｗ」として花王（株）より市販されている。本発明の害虫忌避剤は、これらのカチオン性ポリマーを単独で含んでいてもよく、２種以上を含んでいてもよい。 The cationic polymer contained in the pest repellent of the present invention is not particularly limited as long as it is a polymer having a cationic functional group in the molecule. Examples of the cationic polymer include a polymer having a quaternary ammonium base, an amine salt type polymer, and a polymer having a structure in which these are combined. Specifically, a polymer of N, N-dimethylaminoethyl methacrylate diethylsulfate, N, N-dimethylacrylamide, polyethylene glycol dimethacrylate (polyquaternium-52), and diallyldialkylammonium salt (homogeneous polymer). Or copolymer), quaternized copolymer of vinylpyrrolidone, cationized cellulose, cationized starch, cationized polysaccharide (eg, cationized guar gum), polyquaternium-2, polyquaternium-17, polyquaternium-18, polyquaternium -34 and the like can be mentioned. Among these, N, N-dimethylaminoethyl methacrylate diethylsulfate / N, N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer is particularly preferable because it feels good when used on the human body. As such a cationic polymer, a commercially available one may be used. For example, the N, N-dimethylaminoethyl methacrylate diethyl sulfate / N, N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer is commercially available from Kao Corporation as “Softcare KG-301W”. The pest repellent of the present invention may contain these cationic polymers alone or may contain two or more of them.
カチオン化セルロースとしては、例えば、塩化Ｏ−〔２−ヒドロキシ−３−（トリメチルアンモニオ）プロピル〕ヒドロキシエチルセルロース（ポリクオタニウム−１０）、ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド（ポリクオタニウム−４）などが挙げられる。ポリクオタニウム−１０は、例えば、レオガードＧ、レオガードＧＰ（いずれもライオン（株）製）、ユーケアポリマーＪＲ−１２５、ユーケアポリマーＪＲ−４００、ユーケアポリマーＪＲ−３０Ｍ（いずれもダウ・ケミカル社製）などとして市販されている。ポリクオタニウム−４は、例えば、カチナールＨＣ１００、カチナールＨＣ２００、カチナールＬＣ１００、カチナールＬＣ２００（いずれも東邦化学工業（株）製）などとして市販されている。 Examples of the cationized cellulose include O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethyl cellulose (polyquaternium-10) and hydroxyethyl cellulose dimethyldiallylammonium chloride (polyquaternium-4). Polyquaternium-10 is, for example, Leoguard G, Leoguard GP (all manufactured by Lion Corporation), Ucare Polymer JR-125, Ucare Polymer JR-400, and Ucare Polymer JR-30M (all manufactured by Dow Chemical Co., Ltd.). ) Etc. are commercially available. Polyquaternium-4 is commercially available, for example, as Katinal HC100, Katinal HC200, Katinal LC100, Katinal LC200 (all manufactured by Toho Chemical Industry Co., Ltd.).
カチオン化グアーガムとしては、例えば、グアーヒドロキシトリモニウムクロリドなどが挙げられる。グアーヒドロキシトリモニウムクロリドは、例えば、ジャガーＣ−１３Ｓ、ジャガーＣ−１４Ｓ、ジャガーＣ−１７（いずれもローディア社製）などとして市販されている。 Examples of the cationized guar gum include guar hydroxytrimonium chloride and the like. Guar hydroxytrimonium chloride is commercially available as, for example, Jaguar C-13S, Jaguar C-14S, Jaguar C-17 (all manufactured by Rhodia) and the like.
ジアリルジアルキルアンモニウム塩の重合体としては、例えば、ポリジメチルジアリルアンモニウムクロリド（ポリクオタニウム−６）、ジメチルジアリルアンモニウムクロリド・アクリルアミド共重合体（ポリクオタニウム−７）、ジメチルジアリルアンモニウムクロリド・アクリル酸共重合体（ポリクオタニウム−２２）などが挙げられる。ポリクオタニウム−６は、例えば、ポリ塩化ジメチルメチレンピペリジニウム（マーコート１００、ルーブリゾール社製）などとして市販されている。ポリクオタニウム−７は、例えば、マーコート５５０（ルーブリゾール社製）などとして市販されている。ポリクオタニウム−２２は、例えば、マーコート２８０、マーコート２９５（いずれもルーブリゾール社製）などとして市販されている。 Examples of the polymer of diallyldialkylammonium salt include polydimethyldiallylammonium chloride (polyquaternium-6), dimethyldialylammonium chloride / acrylamide copolymer (polyquaternium-7), and dimethyldialylammonium chloride / acrylic acid copolymer (polyquaternium). -22) and the like. Polyquaternium-6 is commercially available, for example, as polydimethylmethylene piperidinium chloride (Mercoat 100, manufactured by Lubrizol). Polyquaternium-7 is commercially available, for example, as Marcourt 550 (manufactured by Lubrizol). Polyquaternium-22 is commercially available, for example, as Marcourt 280 and Marcourt 295 (both manufactured by Lubrizol).
ビニルピロリドンの第４級化共重合体としては、例えば、ポリクオタニウム−１１、ポリクオタニウム−１６、ポリクオタニウム−２８などが挙げられる。ポリクオタニウム−１１は、例えば、ガフカット７３４、ガフカット７５５、ガフカット７５５Ｎ（いずれもＩＳＰ社製）などとして市販されている。ポリクオタニウム−１６は、例えば、ルビカットＦＣ３０７、ルビカットＦＣ５５０、ルビカットＦＣ９０５（ＢＡＳＦ社製）などとして市販されている。ポリクオタニウム−２８は、例えば、ガフカットＨＳ−１００（ＩＳＰ社製）などとして市販されている。 Examples of the quaternized copolymer of vinylpyrrolidone include polyquaternium-11, polyquaternium-16, and polyquaternium-28. Polyquaternium-11 is commercially available, for example, as Gaffcut 734, Gaffcut 755, Gaffcut 755N (all manufactured by ISP) and the like. Polyquaternium-16 is commercially available, for example, as Rubicut FC307, Rubicut FC550, Rubicut FC905 (manufactured by BASF) and the like. Polyquaternium-28 is commercially available, for example, as Gaffcut HS-100 (manufactured by ISP).
カチオン性ポリマーの含有量は特に限定されない。本発明の害虫忌避剤中に、カチオン性ポリマーは、好ましくは０．０００１ｗ／ｖ％以上、より好ましくは０．００５ｗ／ｖ％以上の濃度で含有され、好ましくは０．１ｗ／ｖ％以下、より好ましくは０．０５ｗ／ｖ％以下の濃度で含有される。 The content of the cationic polymer is not particularly limited. In the pest repellent of the present invention, the cationic polymer is preferably contained at a concentration of 0.0001 w / v% or more, more preferably 0.005 w / v% or more, preferably 0.1 w / v% or less. More preferably, it is contained at a concentration of 0.05 w / v% or less.
本発明の害虫忌避剤には、上述の特定の害虫忌避成分およびカチオン性ポリマー以外に、溶剤が含まれていてもよい。溶剤は特に限定されず、例えば、エタノール、イソプロピルアルコール、グリセリン、グリコール、アルコール類、エステル類、エーテル類、水などが挙げられる。溶剤の含有量は特に限定されないが、溶剤は、例えば、特定の害虫忌避成分の濃度が５ｗ／ｖ％以上となるように添加される。 The pest repellent of the present invention may contain a solvent in addition to the specific pest repellent component and the cationic polymer described above. The solvent is not particularly limited, and examples thereof include ethanol, isopropyl alcohol, glycerin, glycol, alcohols, esters, ethers, and water. The content of the solvent is not particularly limited, but the solvent is added so that the concentration of the specific pest repellent component is, for example, 5 w / v% or more.
本発明の害虫忌避剤には、本発明の効果を阻害しない範囲で、必要に応じて一般に害虫忌避剤に添加される添加剤が含まれていてもよい。このような添加剤としては、例えば、香料、酸化防止剤、消臭剤、色素、キレート剤、界面活性剤、保留剤、ｐＨ調整剤、殺菌剤、防カビ剤、増粘剤などが挙げられる。 The pest repellent of the present invention may contain an additive generally added to the pest repellent, if necessary, as long as the effect of the present invention is not impaired. Examples of such additives include fragrances, antioxidants, deodorants, pigments, chelating agents, surfactants, fixatives, pH adjusters, bactericides, fungicides, thickeners and the like. ..
本発明の害虫忌避剤を製造する方法は特に限定されない。例えば、上述の特定の害虫忌避成分およびカチオン性ポリマー、必要に応じて溶剤や添加剤を混合して撹拌し、特定の害虫忌避成分やカチオン性ポリマーを溶剤に溶解あるいは分散させればよい。 The method for producing the pest repellent of the present invention is not particularly limited. For example, the above-mentioned specific pest repellent component and cationic polymer, and if necessary, a solvent or an additive may be mixed and stirred to dissolve or disperse the specific pest repellent component or the cationic polymer in the solvent.
本発明の害虫忌避剤の使用方法は、特に限定されない。本発明の害虫忌避剤は、通常、手足や腕あるいは衣服の上に噴霧する形態で使用される。具体的には、本発明の害虫忌避剤は、エアゾール形態、ポンプ形態（スプレー形態）などで使用される。 The method of using the pest repellent of the present invention is not particularly limited. The pest repellent of the present invention is usually used in the form of spraying on limbs, arms or clothing. Specifically, the pest repellent of the present invention is used in an aerosol form, a pump form (spray form), and the like.
エアゾール形態の場合、エアゾール缶に、本発明の害虫忌避剤と噴射剤とを封入して使用すればよい。噴射剤としては、例えば、液化石油ガス、ジメチルエーテル、１，３，３，３−テトラフルオロプロペン、窒素ガス、炭酸ガスなどが挙げられる。一方、スプレー形態の場合、ハンドスプレーなどの容器に本発明の害虫忌避剤を封入して使用すればよい。エアゾール形態およびスプレー形態のいずれの場合も、ミスト状に噴射された液滴の平均粒子径は特に限定されない。例えば、噴口から３０ｃｍ離れた位置における５０％平均粒子径は１０〜１０００μｍ程度である。 In the case of the aerosol form, the pest repellent and the propellant of the present invention may be encapsulated in an aerosol can for use. Examples of the propellant include liquefied petroleum gas, dimethyl ether, 1,3,3,3-tetrafluoropropene, nitrogen gas, carbon dioxide gas and the like. On the other hand, in the case of the spray form, the pest repellent of the present invention may be sealed in a container such as a hand spray and used. In both the aerosol form and the spray form, the average particle size of the droplets ejected in the form of mist is not particularly limited. For example, the 50% average particle size at a position 30 cm away from the nozzle is about 10 to 1000 μm.
このように、特定の害虫忌避成分を含む害虫忌避剤にカチオン性ポリマーを添加することによって、害虫忌避剤を問題なく噴射することができ、ミスト状に散布された害虫忌避成分の刺激が緩和される。そのため、ミスト状に散布された害虫忌避成分が、例えば眼、鼻および喉の粘膜に付着したとしても、痛みなどの刺激が感じられにくい。 In this way, by adding the cationic polymer to the pest repellent containing a specific pest repellent component, the pest repellent can be sprayed without any problem, and the irritation of the pest repellent component sprayed in the form of mist is alleviated. To. Therefore, even if the pest repellent component sprayed in the form of mist adheres to the mucous membranes of the eyes, nose, and throat, it is difficult to feel irritation such as pain.
以下、実施例および比較例を挙げて本発明を具体的に説明するが、本発明はこれらの実施例に限定されるものではない。 Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples, but the present invention is not limited to these Examples.
（実施例１）
害虫忌避成分として２０ｇの３−［アセチル（ブチル）アミノ］プロピオン酸エチル、０．０１ｇのソフケアＫＧ−３０１Ｗ（Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体４質量％とポリエチレングリコール（ＰＥＧ）とを含む水溶液：花王（株）製）、および４０ｇの精製水を混合した。得られた混合物に、調製物の全量が１００ｍＬとなるように無水エタノールを添加して撹拌し、検体１を調製した。検体１に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Example 1)
20 g of 3- [acetyl (butyl) amino] ethyl propionate and 0.01 g of Sofcare KG-301W (N, N-dimethylaminoethyl methacrylate diethylsulfate / N, N-dimethylacrylamide / dimethacrylic) as pest repellent components An aqueous solution containing 4% by mass of the polyethylene glycol acid copolymer and polyethylene glycol (PEG): manufactured by Kao Co., Ltd., and 40 g of purified water were mixed. Absolute ethanol was added to the obtained mixture so that the total volume of the preparation was 100 mL, and the mixture was stirred to prepare Specimen 1. The concentration of the pest repellent component contained in Specimen 1 was 20 w / v%.
（実施例２）
ソフケアＫＧ−３０１Ｗを０．０５ｇ用いた以外は、実施例１と同様の手順で検体２を調製した。検体２に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Example 2)
Specimen 2 was prepared in the same procedure as in Example 1 except that 0.05 g of Sofcare KG-301W was used. The concentration of the pest repellent component contained in the sample 2 was 20 w / v%.
（実施例３）
ソフケアＫＧ−３０１Ｗを０．１ｇ用いた以外は、実施例１と同様の手順で検体３を調製した。検体３に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Example 3)
Specimen 3 was prepared in the same procedure as in Example 1 except that 0.1 g of Sofcare KG-301W was used. The concentration of the pest repellent component contained in Specimen 3 was 20 w / v%.
（実施例４）
ソフケアＫＧ−３０１Ｗを０．５ｇ用いた以外は、実施例１と同様の手順で検体４を調製した。検体４に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Example 4)
Specimen 4 was prepared in the same procedure as in Example 1 except that 0.5 g of Sofcare KG-301W was used. The concentration of the pest repellent component contained in the sample 4 was 20 w / v%.
（比較例１）
ソフケアＫＧ−３０１Ｗを用いなかった以外は、実施例１と同様の手順で検体５を調製した。検体５に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Comparative Example 1)
Specimen 5 was prepared in the same procedure as in Example 1 except that Softcare KG-301W was not used. The concentration of the pest repellent component contained in the sample 5 was 20 w / v%.
（比較例２）
ソフケアＫＧ−３０１Ｗの代わりに、ＰＥＧ−１５００（ポリエチレングリコール）を０．０１ｇ用いた以外は、実施例１と同様の手順で検体６を調製した。検体６に含まれる害虫忌避成分の濃度は２０ｗ／ｖ％であった。
(Comparative Example 2)
Specimen 6 was prepared in the same procedure as in Example 1 except that 0.01 g of PEG-1500 (polyethylene glycol) was used instead of Softcare KG-301W. The concentration of the pest repellent component contained in Specimen 6 was 20 w / v%.
次いで、実施例１〜４ならびに比較例１および２で得られた検体１〜６について、噴射性および刺激性について評価した。 Next, the samples 1 to 6 obtained in Examples 1 to 4 and Comparative Examples 1 and 2 were evaluated for jetting property and irritation.
（噴射性）
検体１〜６を、それぞれハンドスプレー（１回噴射量：約０．３ｍＬ）に封入した。ハンドスプレーに封入された検体を、それぞれ数回ずつ噴射して、下記の基準で評価した。結果を表１に示す。
＜基準＞
Ａ+：検体が微細なミスト状に散布され、違和感なく噴射された場合。
Ａ：軽微な抵抗感など僅かな違和感を有するものの、検体が微細なミスト状に散布され、噴射の際に実用上問題がない場合。
Ｂ：検体がミスト状に散布されない、あるいは噴射の際に明らかな抵抗感など実用に耐えない違和感を有していた場合。
(Injectability)
Specimens 1 to 6 were each sealed in a hand spray (single injection amount: about 0.3 mL). The sample enclosed in the hand spray was sprayed several times each and evaluated according to the following criteria. The results are shown in Table 1.
<Criteria>
A + : When the sample is sprayed in the form of a fine mist and sprayed without discomfort.
A: When the sample is sprayed in the form of a fine mist and there is no practical problem during injection, although there is a slight sense of discomfort such as a slight resistance.
B: When the sample is not sprayed in the form of mist, or when there is a feeling of discomfort that cannot be put into practical use, such as a clear resistance when spraying.
（刺激性）
検体１〜６を、それぞれハンドスプレー（１回噴射量：約０．３ｍＬ）に封入した。男女各５名（合計１０名）のパネラーに、ハンドスプレーに封入された検体を、肩に１５ｃｍ離した位置から１回噴射してもらった。噴射後、眼、鼻および喉の粘膜に感じた刺激について、下記の基準で評価してもらった。１０名のパネラーの合計点を算出し、比較例１の合計点を基準（１００）とした場合の各実施例の相対値を算出した。この相対値が低いほど、刺激が緩和されていると評価できる。結果を表１に示す。
＜基準＞
１点：粘膜に刺激をほとんど感じなかったか、または無刺激の場合。
２点：粘膜に実用上気にならない程度の刺激を感じた場合。
３点：粘膜に刺激を感じた場合。
４点：粘膜に強い刺激を感じた場合。
５点：粘膜に許容範囲を超える著しく強い刺激を感じた場合。
(Irritation)
Specimens 1 to 6 were each sealed in a hand spray (single injection amount: about 0.3 mL). We asked 5 male and 5 female panelists (10 in total) to spray the sample enclosed in the hand spray once from a position 15 cm away from the shoulder. After the injection, the irritation felt on the mucous membranes of the eyes, nose and throat was evaluated according to the following criteria. The total score of 10 panelists was calculated, and the relative value of each example was calculated when the total score of Comparative Example 1 was used as a reference (100). It can be evaluated that the lower the relative value, the more relaxed the stimulus. The results are shown in Table 1.
<Criteria>
1 point: When the mucous membrane is hardly irritated or is not irritated.
2 points: When the mucous membrane is irritated to the extent that it is not practically noticeable.
3 points: When the mucous membrane is irritated.
4 points: When a strong irritation is felt on the mucous membrane.
5 points: When the mucous membrane feels extremely strong irritation beyond the permissible range.
表１に示すように、実施例１〜４で得られた検体１〜４は低刺激性であり、噴射性についても、実用上全く問題ないことがわかる。特に実施例４では、カチオン性ポリマーを含まない比較例１と比べて、刺激性が５０％以上低下しており、実施例１でも１０％程度低下していることがわかる。一方、ソフケアＫＧ−３０１Ｗの代わりにＰＥＧ−１５００を用いた検体６（比較例２）は、噴射性については問題がないものの、基準である比較例１と比べて粘膜に強い刺激を与えていることがわかる。これにより、カチオン性ポリマーであるＮ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体は害虫忌避剤を問題なく噴射させ、害虫忌避剤を噴霧して使用しても、粘膜に対して刺激をほとんど与えないことがわかった。 As shown in Table 1, it can be seen that the samples 1 to 4 obtained in Examples 1 to 4 are hypoallergenic, and there is no practical problem in terms of jetting property. In particular, in Example 4, it can be seen that the irritation is reduced by 50% or more as compared with Comparative Example 1 which does not contain the cationic polymer, and in Example 1 as well, it is reduced by about 10%. On the other hand, Specimen 6 (Comparative Example 2) in which PEG-1500 was used instead of Softcare KG-301W gave a stronger irritation to the mucous membrane than the standard Comparative Example 1 although there was no problem in jettability. You can see that. As a result, the N, N-dimethylaminoethyl methacrylate diethyl sulfate / N, N-dimethylacrylamide / dimethacrylate polyethylene glycol copolymer, which is a cationic polymer, sprays the pest repellent without any problem, and the pest repellent is released. It was found that spraying and using it causes almost no irritation to the mucous membrane.
Claims (3)
Ｎ，Ｎ−ジメチルアミノエチルメタクリル酸ジエチル硫酸塩・Ｎ，Ｎ−ジメチルアクリルアミド・ジメタクリル酸ポリエチレングリコール共重合体と
を含有することを特徴とする害虫忌避剤。 At least selected from the group consisting of ethyl 3- [acetyl (butyl) amino] propionate, 1-methylpropyl 2- (2-hydroxyethyl) piperidine-1-carboxylic acid, and p-menthane-3,8-diol. One kind of pest repellent ingredient and
A pest repellent containing N, N-dimethylaminoethyl methacrylate diethyl sulfate / N, N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer.
At least selected from the group consisting of ethyl 3- [acetyl (butyl) amino] propionate, 1-methylpropyl 2- (2-hydroxyethyl) piperidine-1-carboxylic acid, and p-menthane-3,8-diol. To a pest repellent containing one kind of pest repellent component, an N, N-dimethylaminoethyl methacrylate diethylsulfate / N, N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer is added to obtain a pest repellent. A method for alleviating irritation of pest repellent components, which is characterized by spraying.
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