JP2016017047A - Clothing pest control agent - Google Patents
Clothing pest control agent Download PDFInfo
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- JP2016017047A JP2016017047A JP2014140440A JP2014140440A JP2016017047A JP 2016017047 A JP2016017047 A JP 2016017047A JP 2014140440 A JP2014140440 A JP 2014140440A JP 2014140440 A JP2014140440 A JP 2014140440A JP 2016017047 A JP2016017047 A JP 2016017047A
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- clothing
- pest control
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- pests
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- 241000607479 Yersinia pestis Species 0.000 title claims abstract description 58
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- -1 4-ethynyl-2,3,5,6-tetrafluorobenzyl Chemical group 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims description 7
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Abstract
Description
本発明は、常温揮散性を有するピレスロイド系化合物の衣料害虫防除剤への用途に関するものである。 The present invention relates to the use of a pyrethroid compound having room temperature volatility as a pest control agent for clothing.
現在、衣料害虫を防除するためにエンペントリンやプロフルトリンなどのピレスロイド系殺虫剤が使用されている(非特許文献1参照)。しかしながら、エンペントリンの衣料害虫防除効力は必ずしも満足のいくものではなく、またプロフルトリンの衣料害虫防除効力は高いものの、価格が高価であり、対価格の衣料害虫防除効力は必ずしも満足いくものではない。これまで数多くのピレスロイド系殺虫剤が実用化されており、農業用および家庭・防疫用の害虫防除剤として使用されている。しかし、常温揮散性を有する衣料害虫防除剤として実用化されているピレスロイド系殺虫剤は極めて少なく上記の2点に限られている。特許文献1にはフルオロベンジルエステル、その製造法およびこれを有効成分とする殺虫剤組成物が記載されている。しかしながら、特許文献1には衣料害虫は対象害虫に含まれておらず、また常温での揮散性に由来した衣料害虫防除効力については全く知られていない。 Currently, pyrethroid insecticides such as empentrin and profluthrin are used to control clothing pests (see Non-Patent Document 1). However, although the effect of controlling insect pests on empentrin is not always satisfactory, and the effect of controlling insect pests on profluthrin is high, the price is expensive and the effect of controlling insect pests on clothes is not always satisfactory. Many pyrethroid insecticides have been put to practical use so far and are used as pest control agents for agriculture, household and epidemics. However, there are very few pyrethroid insecticides in practical use as clothing pest control agents having room temperature volatility and are limited to the above two points. Patent Document 1 describes a fluorobenzyl ester, a method for producing the same, and an insecticide composition containing the same as an active ingredient. However, Patent Document 1 does not include clothing pests as target pests, and is not known at all about clothing pest control effects derived from volatility at room temperature.
本発明は、常温揮散性を有する新規なピレスロイド系衣料害虫防除成分を用いた衣料害虫剤及びこれを用いた衣料害虫防除方法を提供することを課題とする。 An object of the present invention is to provide a clothing pesticide using a novel pyrethroid-based clothing pest control component having a room temperature volatility and a clothing pest control method using the same.
本発明者は、鋭意検討を行った結果、下記式〔化1〕で示されるテトラメチルシクロプロパンカルボン酸エステル化合物が常温揮散性に基づく優れた衣料害虫防除効力を有することを見出し、本発明を完成するに至った。 As a result of intensive studies, the present inventor has found that the tetramethylcyclopropanecarboxylic acid ester compound represented by the following formula [Chemical Formula 1] has an excellent clothing pest control effect based on room temperature volatility. It came to be completed.
即ち、本発明は、以下の発明に係るものである。
(1)
下記式
(2)(1)に記載のテトラメチルシクロプロパンカルボン酸エステル化合物の有効量を衣料害虫又は衣料害虫の生息場所に施用する衣料害虫の防除方法。
That is, the present invention relates to the following inventions.
(1)
Following formula
(2) A method for controlling clothing pests, which comprises applying an effective amount of the tetramethylcyclopropanecarboxylic acid ester compound according to (1) to clothing pests or habitats of clothing pests.
本発明化合物は常温揮散性を持ち、さらに優れた衣料害虫防除効力を有することから、衣料害虫防除剤の有効成分として有用である。 The compound of the present invention is useful as an active ingredient of a clothing pest control agent because it has a room temperature volatility and an excellent clothing pest control effect.
衣料害虫防除剤中の本発明化合物の配合量は、一個の衣料用防虫剤につき、本発明化合物が20〜2000mg程度とすることが好ましく、20〜1000mgとすることがより好ましい。 The compounding amount of the compound of the present invention in the pest control agent is preferably about 20 to 2,000 mg, more preferably 20 to 1,000 mg per compound of the pesticidal agent for clothing.
本発明の衣料害虫防除剤は、本発明化合物の他に、各種添加剤を含有し得る。例えば、防黴剤として2−フェニルフェノール(OPP)、4−イソプロピル−3−メチルフェノール(IPMP)、2−n−オクチル−4−イソチアゾリン−3−オン、イソプロピルメチルフェノール、オルソフェニールフェノール等、抗菌剤として、ヒノキチオール、オイゲノール、アリルイソチオシアネート等、芳香剤として、リモネン、α−ピネン、フェニルエチルアルコール、アミルシンナミックアルデヒド、ベンジルアセテート等、除菌成分、BHT等の安定化剤を用いることが出来る。
また、pH調整剤、着色剤、炭化水素系化合物であるヘキサン、パラフィン等、各種石油系溶剤等を適宜含有し得る。
また、「緑の香り」と呼ばれる青葉アルコールや青葉アルデヒド等の香料を適宜使用することが出来る。衣料用防虫剤に緑の香りを添加することにより、衣類の収納容器を開封したときに使用者に対してリラックス効果を付与することもできる。
The pest control agent of the present invention can contain various additives in addition to the compound of the present invention. For example, antifungal agents such as 2-phenylphenol (OPP), 4-isopropyl-3-methylphenol (IPMP), 2-n-octyl-4-isothiazolin-3-one, isopropylmethylphenol, orthophenylphenol as antifungal agents As agents, hinokitiol, eugenol, allyl isothiocyanate, etc., and as fragrances, limonene, α-pinene, phenylethyl alcohol, amylcinnamic aldehyde, benzyl acetate, etc., sterilizing components, stabilizers such as BHT can be used. .
Moreover, various petroleum solvents, such as a pH adjuster, a coloring agent, and hexane and paraffin which are hydrocarbon compounds, may be contained appropriately.
Moreover, fragrance | flavors, such as green leaf alcohol and green leaf aldehyde called "green fragrance", can be used suitably. By adding a green scent to the insect repellent for clothing, a relaxing effect can be imparted to the user when the clothing storage container is opened.
〔衣料害虫防除剤の剤形〕
本発明化合物を含有する衣料害虫防除剤の剤形は、液状物、ゲル状物、固形状物など、使用場面に応じて、種々の状態が選択され得る。
[Dosage form of clothing pest control agent]
Various forms of the dosage form of the garment pest control agent containing the compound of the present invention can be selected depending on the use scene, such as a liquid, a gel or a solid.
液状物を調製する場合は、溶媒として、水、アルコール系溶剤としてエタノール、イソプロパノール等、グリコール系溶剤として1,3−ブチレングリコール、プロピレングリコール、ジプロピレングルコール等、グリコールエーテル系溶剤としてジエチレングリコールモノブチルエーテル、プロピレングリコールモノメチルエーテル等、脂肪族炭化水素系溶剤、界面活性剤(可溶化剤)などが適宜使用され得る。このうち、界面活性剤としては、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレン高級アルキルエーテル(ポリオキシエチレンラウリルエーテル、ポリオキシエチレンオレイルエーテル等)、ポリオキシエチレン高級脂肪酸エステル、非イオン系界面活性剤(ポリオキシエチレンポリオキシプロピレンアルキルエーテル等)、高級アルキルアミンオキサイド系界面活性剤(ラウリルアミンオキサイド、ステアリルアミンオキサイド、ラウリル酸アミドプロピルジメチルアミンオキサイド等)などが挙げられる。 When preparing a liquid material, water, ethanol, isopropanol, etc. as an alcohol solvent, 1,3-butylene glycol, propylene glycol, dipropylene glycol, etc. as a glycol solvent, diethylene glycol monobutyl ether as a glycol ether solvent, etc. , Propylene glycol monomethyl ether, aliphatic hydrocarbon solvents, surfactants (solubilizers), and the like can be used as appropriate. Among these, as the surfactant, polyoxyethylene hydrogenated castor oil, polyoxyethylene higher alkyl ether (polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, etc.), polyoxyethylene higher fatty acid ester, nonionic surfactant (Polyoxyethylene polyoxypropylene alkyl ether and the like), higher alkylamine oxide surfactants (laurylamine oxide, stearylamine oxide, lauric acid amidopropyldimethylamine oxide and the like) and the like.
ゲル状物を調製する場合は、ゲル化剤として、カラギーナン、キサンタンガム、ジェランガム、ゼラチン、オクチル酸アルミニウム、12−ヒドロキシステアリン酸などが適宜使用され得る。 When preparing a gelled material, carrageenan, xanthan gum, gellan gum, gelatin, aluminum octylate, 12-hydroxystearic acid and the like can be appropriately used as a gelling agent.
固形状物を調製する場合は、固形担体に液状物又はゲル状物として調製した本発明化合物を含浸又は保持させる。固形担体から本発明化合物が揮散することで、衣料害虫に対する殺虫効果や防虫効果が発揮される。固形担体としては、繊維質担体であるパルプ、リンター、レーヨン等、セルロース又は再生セルロース製のビーズ及び発泡体、無機多孔質担体であるケイ酸塩、シリカ、ゼオライト等、昇華性担体であるトリオキサン、アダマンタン等が挙げられる。繊維質担体を使用する場合、厚さ1〜3mm程度のマット状又はシート状のものが好ましい。セルロース製のビーズを使用する場合、これに炭等の多孔質材料を配合することにより、衣料害虫防除剤に消臭効果を付与することができる。 When preparing a solid product, a solid carrier is impregnated or held with the compound of the present invention prepared as a liquid or gel. When the compound of the present invention is volatilized from the solid carrier, an insecticidal effect and an insecticidal effect against clothing pests are exhibited. Examples of solid carriers include pulp, linter, rayon, etc., which are fibrous carriers, beads and foams made of cellulose or regenerated cellulose, silicates, silica, zeolite, etc., which are inorganic porous carriers, trioxane, which is a sublimable carrier, Adamantane and the like. When a fibrous carrier is used, a mat or sheet having a thickness of about 1 to 3 mm is preferable. When cellulose beads are used, a deodorizing effect can be imparted to the pest control agent by adding a porous material such as charcoal to the beads.
〔衣料害虫防除剤の使用形態〕
本発明化合物を含有する衣料害虫防除剤は、通気性袋、通気性ケース等の容器に収容した状態にして製品化される。例えば、固形担体に本発明化合物を含浸させて製造したペレットやビーズを通気性袋に封入し、袋入り衣料害虫防除剤を構成する。この袋入り衣料害虫防除剤を、タンス、クローゼット、引き出し、衣類収納箱等に設置し、通気性袋を介して、衣料害虫防除剤に含まれる本発明化合物を周囲に揮散させる。衣料害虫防除剤の使用個数は、設置環境によっても異なるが、通常の使用では1箇所につき1〜3個程度で十分である。袋入り衣料害虫防除剤に使用する通気性袋としては、不織布袋、織布袋、綿袋、紙袋、ネットケース等が挙げられ、これらのうち特に不織布袋が好ましい。不織布袋の材質は、ポリエステル(PET)、ポリエチレン(PE)、ポリプロピレン(PP)、ポリアミド(PA)、ポリ乳酸(PL)、レーヨンなどが挙げられる。不織布袋を構成する繊維は、単一繊維であるか混紡品であるかは問わない。また、繊維シートに多孔質性シート(例えば、紙、多孔質樹脂シート等)を積層した積層品で不織布袋を構成しても構わない。このような積層品であれば、衣料害虫防除剤に含まれる本発明化合物が不織布袋を通過する際に多孔質性シートに一部吸着され、その結果、揮散成分の揮散量を二次的に調整することが可能となる。
[Usage forms of clothing pest control agents]
The pest control agent containing the compound of the present invention is commercialized in a state of being accommodated in a container such as a breathable bag or a breathable case. For example, pellets and beads produced by impregnating the compound of the present invention into a solid carrier are enclosed in a breathable bag to constitute a pest-control garment pest control agent. This bag-containing garment pest control agent is placed in a chiffon, closet, drawer, clothing storage box, etc., and the compound of the present invention contained in the garment pest control agent is volatilized around through a breathable bag. The number of clothing pest control agents used varies depending on the installation environment, but about 1 to 3 per site is sufficient for normal use. Examples of the breathable bag used for the pest control agent for bags include non-woven bags, woven bags, cotton bags, paper bags, net cases, etc. Among these, non-woven bags are particularly preferable. Examples of the material of the nonwoven fabric bag include polyester (PET), polyethylene (PE), polypropylene (PP), polyamide (PA), polylactic acid (PL), and rayon. It does not matter whether the fibers constituting the nonwoven fabric bag are single fibers or blended products. Moreover, you may comprise a nonwoven fabric bag with the laminated goods which laminated | stacked the porous sheet (for example, paper, a porous resin sheet, etc.) on the fiber sheet. If it is such a laminated product, the compound of the present invention contained in the clothing pest control agent is partially adsorbed on the porous sheet when passing through the nonwoven fabric bag, and as a result, the volatilization amount of the volatilization component is secondarily It becomes possible to adjust.
本発明の衣料害虫防除剤を通気性ケースに入れて使用する場合は、衣料害虫防除剤をそのままの状態で、又は上記の通気性袋に封入した状態で通気性ケースに収納する。通気性ケースには、揮散成分が通過可能な通気孔を複数形成しておく。通気性ケースは、例えば、熱可塑性樹脂を成形して作製することができる。樹脂成形を行う場合、通気性ケースは一体物として成形され得るが、複数のパーツを樹脂成形し、これらを組み合わせて通気性ケースを構成しても構わない。通気性ケースには、クローゼットのハンガーパイプ等に掛けるためのフックを同時に形成しておくことも可能である。通気性ケースの成形法としては、熱板圧空成形、射出成形、ブロー成形、モールド成形、インサート成形等が挙げられる。成形に使用する熱可塑性樹脂としては、ポリエステル(PET)、ポリエチレン(PE)、ポリプロピレン(PP)、ポリアミド(PA)、ポリ乳酸(PL)、ポリスチレン(PS)、ポリ塩化ビニル(PVC)、ポリ酢酸ビニル(PVAc)、ポリカーボネート(PC)などが挙げられる。 When the garment pest control agent of the present invention is used in a breathable case, the garment pest control agent is stored in the breathable case as it is or enclosed in the above-described breathable bag. A plurality of vent holes through which the volatile component can pass are formed in the breathable case. The breathable case can be produced, for example, by molding a thermoplastic resin. When resin molding is performed, the breathable case may be molded as a single body, but a plurality of parts may be molded with resin and the breathable case may be configured by combining them. A hook for hanging on a hanger pipe or the like of a closet can be formed at the same time in the breathable case. Examples of the molding method for the breathable case include hot plate pressure molding, injection molding, blow molding, mold molding, and insert molding. The thermoplastic resin used for molding is polyester (PET), polyethylene (PE), polypropylene (PP), polyamide (PA), polylactic acid (PL), polystyrene (PS), polyvinyl chloride (PVC), polyacetic acid. Examples include vinyl (PVAc) and polycarbonate (PC).
上記のように構成した衣料害虫防除剤は、衣料害虫(イガ、コイガ、ヒメカツオブシムシ、ヒメマルカツオブシムシ、シミ類等)に対し、使用初期段階から使用末期段階までの3〜12ヵ月の長期間に亘って実用的な程度で殺虫効果や防虫効果を発揮することができる。 The pest control agent configured as described above is used for a long period of 3 to 12 months from the initial use stage to the final use stage for clothes pests (Iga, Koiga, Himekatsuobushimushi, Himemarukatsubushimushi, worms, etc.). It can exert insecticidal and insecticidal effects to a practical extent.
式[化1]で示されるエステル化合物は、特開昭64−66146号公報記載の化合物であり、該特許に記載の方法で製造することができる。 The ester compound represented by the formula [Chemical Formula 1] is a compound described in JP-A No. 64-66146, and can be produced by the method described in the patent.
薬剤担持体に担持させる本発明組成物の薬剤量は、担持体の材質、使用場所、使用期間などを考慮して適宜決定すればよいが、通常20〜2000mgが適当である。組成物の担持量が20mgより少ないと、衣料害虫防除効果の持続性に不足を生じる場合があり、一方、2000mgを超えても使用期間が必要以上に延長されるだけで格別のメリットはない。なお、薬剤担持量と連動する着色剤を担持させ、薬剤の揮散終了を示すインジケーターとして利用することも可能である。 The amount of the drug of the composition of the present invention to be carried on the drug carrier may be appropriately determined in consideration of the material of the carrier, the place of use, the period of use, etc., but usually 20 to 2000 mg is appropriate. If the amount of the composition supported is less than 20 mg, the sustainability of the garment pest control effect may be insufficient. On the other hand, if it exceeds 2000 mg, the period of use is only extended more than necessary, and there is no particular merit. In addition, it is also possible to carry a colorant linked to the amount of the drug carried and use it as an indicator that indicates the end of volatilization of the drug.
こうして得られた本発明の製剤は、タンスやクローゼットのような風通しの少ない場面でも有効に衣料害虫防除効果を発揮しうるものである。ここで、衣料害虫防除効果とは致死に至る殺虫作用を必然とせず、衣類に対する食害防止効果を含めた広義の防虫効果を意味する。なお、有効成分の揮散量は使用場所や使用条件等にもよるが、1日当たり0.01〜5mgが好ましく、さらに好ましくは0.02mg〜1mgが例示される。
なお、本発明の式[化1]で示されるエステル化合物は単独で使用することもできるが、既存の各種の衣料用防虫剤を加えて使用することも可能である。例えば、ピレスロイド系防虫剤であるエムペントリン、プロフルトリンやトランスフルトリンを使用したり、パラジクロロベンゼン、樟脳等の化合物を使用して効力の増強を図ったりすることも可能である。
この中では、ピレスロイド系防虫剤は匂いがほとんどないことから併用するには適している。
The preparation of the present invention thus obtained can effectively exert a clothing pest control effect even in scenes with little ventilation such as chiffon and closet. Here, the pest control effect of clothing means a broad insect control effect including an effect of preventing food damage to clothing, without necessitating an insecticidal action leading to lethality. In addition, although the amount of volatilization of an active ingredient is based on a use place, use conditions, etc., 0.01-5 mg per day is preferable, More preferably, 0.02 mg-1 mg is illustrated.
In addition, although the ester compound shown by the formula [Chemical Formula 1] of the present invention can be used alone, it can also be used by adding various existing insect repellents for clothing. For example, pyrethroid insecticides such as empentrin, profluthrin, and transfluthrin can be used, and compounds such as paradichlorobenzene and camphor can be used to enhance efficacy.
Among these, pyrethroid insecticides are suitable for combined use because they have almost no odor.
本発明の衣料害虫防除方法によれば、屋内はもちろん屋外においても、衣料害虫のイガやカツオブシムシなどをはじめ、前記した各種衣料害虫に対し、簡便でしかも長期間にわたり優れた防除効果を示すので極めて実用性が高い。 According to the method for controlling pests of clothes of the present invention, it exhibits a simple and excellent control effect over a long period of time against the above-mentioned various pests of clothes, including garlic pests and cutworms, both indoors and outdoors. High practicality.
以下、製剤例及び試験例等により本発明をさらに詳しく説明するが、本発明はこれらの例に限定されるものではない。
製剤例
本発明化合物10mgを適量のアセトンに溶解し、5cm×5cm、厚さ0.3mmの不織布に均一に塗布した後、アセトンを風乾して、衣料害虫防除剤を得る。
Hereinafter, the present invention will be described in more detail with reference to formulation examples and test examples, but the present invention is not limited to these examples.
Formulation Example 10 mg of the compound of the present invention is dissolved in an appropriate amount of acetone and uniformly applied to a non-woven fabric having a size of 5 cm × 5 cm and a thickness of 0.3 mm, and then the acetone is air-dried to obtain a clothing pest control agent.
次に、本発明化合物が衣料害虫防除剤の有効成分として有効であることを試験例として示す。 Next, it shows as a test example that this invention compound is effective as an active ingredient of a garment pest control agent.
直径9センチのガラスシャーレの身を2枚合わせて図1のような装置(容量242cm3)とした。シャーレの上面内側(64cm2)に、アセトンで希釈した供試薬剤を塗布して風乾し、供試薬剤がフィルム状に塗布されている状態にした(ドライフィルム)。ウールモスリン布とともに供試虫(イガ幼虫あるいはヒメカツオブシムシ幼虫20匹)を入れて密閉し、その後、経時的にノックダウンおよび死虫数を観察した。試験は各2回繰り返して行い、その平均値(ノックダウン+致死)%を算出した。
(2反復平均)。
Two pieces of a glass petri dish having a diameter of 9 centimeters were combined to obtain an apparatus (capacity 242 cm 3 ) as shown in FIG. A reagent agent diluted with acetone was applied to the upper surface inside the petri dish (64 cm 2 ) and air-dried, so that the reagent agent was applied in the form of a film (dry film). Test worms (20 larvae or 20 long-eared beetle larvae) were put together with a wool muslin cloth and sealed, and then knockdown and the number of dead insects were observed over time. The test was repeated twice, and the average value (knockdown + lethal)% was calculated.
(2 repeated averages).
また、比較対照として下記式[化2]
で示される4−エチニル−2,3,5,6−テトラフルオロベンジル=3− (2、2−ジクロルビニル)−2,2−ジメチルシクロプロパンカルボキシレート(特開昭64−66146号公報に記載の化合物。以下、比較化合物(化2)と記す。)を用い、同様に試験を行った。
イガ幼虫に対する結果を表1に、ヒメカツオブシムシ幼虫に対する結果を表2に示す。本発明化合物(化1)は、イガ幼虫に対しエンペントリンよりやや上回る効力を示し、プロフルトリンとほぼ同等の効力を示した。また、ヒメカツオブシムシ幼虫に対しては、エンペントリンを上回る効力を示し、プロフルトリンとほぼ同等の効力を示した。比較化合物(化2)はいずれの衣料害虫に対しても殆ど効力を示さなかった。
Further, as a comparative control, the following formula
4-ethynyl-2,3,5,6-tetrafluorobenzyl = 3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate represented by the formula (Japanese Patent Laid-Open No. 64-66146) The same test was conducted using a compound (hereinafter referred to as a comparative compound (Chemical Formula 2)).
The results for the moth larvae are shown in Table 1, and the results for the Himekatsuushimushi larvae are shown in Table 2. The compound of the present invention (Chemical Formula 1) showed a slightly higher potency than empentrin against moth larvae, and showed almost the same potency as profluthrin. Moreover, it showed a potency higher than that of empentrin, and was almost the same as that of profluthrin. The comparative compound (Chemical Formula 2) showed little efficacy against any clothing pest.
本発明化合物は優れた衣料害虫防除効力を有することから、衣料害虫防除剤の有効成分として有用である。 Since the compound of the present invention has an excellent clothing pest control effect, it is useful as an active ingredient of a clothing pest control agent.
Claims (2)
で示されるテトラメチルシクロプロパンカルボン酸エステル化合物を有効成分として含有する衣料害虫防除剤。 Formula [Chemical Formula 1]
A pest control agent for clothing containing a tetramethylcyclopropanecarboxylic acid ester compound represented by the formula:
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JPS6466146A (en) * | 1987-08-06 | 1989-03-13 | Ici Plc | Fluorobenzyl ester, manufacture and insecticidal composition |
JP2001302591A (en) * | 2000-04-28 | 2001-10-31 | Dainippon Jochugiku Co Ltd | Benzyl alcohol ester derivative, method for producing the same and insecticide and insect preventing agent containing the same |
JP2007031401A (en) * | 2005-07-29 | 2007-02-08 | Sumitomo Chemical Co Ltd | Method of controlling clothing insect pest |
JP2007116967A (en) * | 2005-10-27 | 2007-05-17 | Dainippon Jochugiku Co Ltd | Chemical vaporizer |
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JPS6466146A (en) * | 1987-08-06 | 1989-03-13 | Ici Plc | Fluorobenzyl ester, manufacture and insecticidal composition |
JP2001302591A (en) * | 2000-04-28 | 2001-10-31 | Dainippon Jochugiku Co Ltd | Benzyl alcohol ester derivative, method for producing the same and insecticide and insect preventing agent containing the same |
JP2007031401A (en) * | 2005-07-29 | 2007-02-08 | Sumitomo Chemical Co Ltd | Method of controlling clothing insect pest |
JP2007116967A (en) * | 2005-10-27 | 2007-05-17 | Dainippon Jochugiku Co Ltd | Chemical vaporizer |
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JP2018172372A (en) * | 2017-03-31 | 2018-11-08 | 住化エンバイロメンタルサイエンス株式会社 | Insecticidal aerosol composition |
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