JP2001247405A - Method for controlling insect pest by thermal fumigation - Google Patents

Method for controlling insect pest by thermal fumigation

Info

Publication number
JP2001247405A
JP2001247405A JP2000061763A JP2000061763A JP2001247405A JP 2001247405 A JP2001247405 A JP 2001247405A JP 2000061763 A JP2000061763 A JP 2000061763A JP 2000061763 A JP2000061763 A JP 2000061763A JP 2001247405 A JP2001247405 A JP 2001247405A
Authority
JP
Japan
Prior art keywords
liquid
insecticidal
wick
fumigation
insecticide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP2000061763A
Other languages
Japanese (ja)
Other versions
JP4507340B2 (en
Inventor
Tomonori Iwasaki
智則 岩崎
Tadakatsu Matsunaga
忠功 松永
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP2000061763A priority Critical patent/JP4507340B2/en
Publication of JP2001247405A publication Critical patent/JP2001247405A/en
Application granted granted Critical
Publication of JP4507340B2 publication Critical patent/JP4507340B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To provide a method for controlling insect pests by thermal fumigation that can realize stabilized thermal fumigation of insecticidal liquid and cam achieve a stabilized insect resticidal effect despite a fact that, in the conventional thermal fumigation technique a liquid-absorbing wick is clogged with passage of the operating time and so it is difficult to attain the stabilized insect pesticidal effect and the stabilized thermal fumigation of the insecticidal liquid for a long time. SOLUTION: In this method for controlling insect pests by thermal fumigation of the insecticidal liquid, a part of a liquid-absorbing body (wick) is dipped in the insecticidal liquid and the insecticidal liquid is absorbed in the liquid- absorbing body and a part of the wick that is not dipped in the insecticidal liquid is heated to thermally fumigate the insecticidal liquid, in which an active ingredient included in the insecticidal liquid is represented by general formula 1 [wherein R is methyl group or methoxy group], the liquid-absorbing body (wick) is made of paper, cloth, a porous resin film or a porous resin sheet and the fumigation temperature for heating the wick is 60-150 deg.C.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は加熱蒸散害虫防除方
法に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for controlling transpiration pests by heating.

【0002】[0002]

【従来の技術】従来より、殺虫液中に棒状吸液芯の一部
を浸漬して該棒状吸液芯に殺虫液を吸液させ、該棒状吸
液芯の殺虫液中に浸漬されていない部分を加熱すること
により吸液された殺虫液を蒸散させる加熱蒸散害虫防除
方法が知られており、その際、棒状吸液芯として、数種
類の無機粉体や有機粉体を糊剤で固め棒状にした棒状成
型体、該棒状成型体を焼成したもの、該棒状成型体と棒
状の多孔質な樹脂をつぎ足したものなどが用いられてい
る。
2. Description of the Related Art Heretofore, a part of a rod-shaped absorbent core has been immersed in an insecticide to absorb the insecticide, and the rod-shaped absorbent core has not been immersed in the insecticide. A known method of controlling pests by heating is to evaporate the insecticidal liquid absorbed by heating the part.In this case, as a rod-shaped liquid absorbing core, several kinds of inorganic powders and organic powders are solidified with a glue to form a rod. A rod-shaped molded product, a product obtained by firing the rod-shaped molded product, a product obtained by adding the rod-shaped molded product and a rod-shaped porous resin are used.

【0003】[0003]

【発明が解決しようとする課題】しかしながら、従来の
加熱蒸散害虫防除方法では、使用時間の経過と共に吸液
芯の目詰まりが発生し、長時間にわたって安定した殺虫
液の蒸散を行い、安定した殺虫効果を得ることが困難で
あることから、安定した殺虫液の蒸散を可能とし、安定
した殺虫効果をあげることのできる加熱蒸散害虫防除方
法の開発が望まれていた。
However, according to the conventional method for controlling heat-evaporative insect pests, clogging of the absorbent core occurs with the elapse of use time, and stable insecticide evaporates over a long period of time to obtain a stable insecticide. Since it is difficult to obtain the effect, there has been a demand for the development of a method for controlling the heat-penetrated insect pests, which can stably evaporate the insecticidal solution and achieve a stable insecticidal effect.

【0004】[0004]

【課題を解決するための手段】本発明者らは、かかる状
況下に鋭意検討を重ねた結果、殺虫液中に吸液体の一部
を浸漬して該吸液体に殺虫液を吸液させ、該吸液体の殺
虫液中に浸漬されていない部分を加熱することにより吸
液された殺虫液を蒸散させる加熱蒸散害虫防除方法であ
って、殺虫液に含有される有効成分が、一般式 化2
Means for Solving the Problems The inventors of the present invention have conducted intensive studies under such circumstances, and as a result, have immersed a part of the liquid-absorbing liquid in the insecticidal liquid to cause the liquid-absorbing liquid to absorb the insecticide, A method for controlling a heat-penetrated insect pest in which a part of the liquid-absorbing liquid which is not immersed in the insecticide is heated to evaporate the absorbed liquid, wherein the active ingredient contained in the insecticide is represented by the general formula:

【化2】 [式中、Rはメチル基またはメトキシメチル基を表
す。]で示されるエステル化合物であり、吸液体が紙、
布、多孔質の樹脂フィルムまたは多孔質の樹脂シートで
あり、加熱温度が60〜150℃である加熱蒸散害虫防
除方法によれば、殺虫液の安定した蒸散を可能とすると
共に、長時間にわたって安定した殺虫効力を維持し得る
ことを見出し本発明に至った。即ち、本発明は、殺虫液
中に吸液体の一部を浸漬して該吸液体に殺虫液を吸液さ
せ、該吸液体の殺虫液中に浸漬されていない部分を加熱
することにより吸液された殺虫液を蒸散させる加熱蒸散
害虫防除方法であって、殺虫液に含有される有効成分
が、前記一般式 化2で示されるエステル化合物(以
下、本化合物と記す。)であり、吸液体が紙、布、多孔
質の樹脂フィルムまたは多孔質の樹脂シートであり、加
熱温度が60〜150℃である加熱蒸散害虫防除方法
(以下、本発明害虫防除方法と記す。)を提供する。
Embedded image [In the formula, R represents a methyl group or a methoxymethyl group. An ester compound represented by the formula:
According to the method for controlling transpiration and insect pests, which is a cloth, a porous resin film or a porous resin sheet and has a heating temperature of 60 to 150 ° C., it enables stable transpiration of the insecticidal solution and is stable for a long time. The present inventors have found that the insecticidal effect can be maintained, and have reached the present invention. That is, the present invention relates to a method of absorbing a liquid by absorbing a part of the liquid-absorbing liquid which is not immersed in the insecticidal liquid by immersing a part of the liquid-absorbing liquid in the pesticidal liquid. A method for controlling insect pests by heating, wherein the insecticidal solution is evaporated, wherein the active ingredient contained in the insecticidal solution is an ester compound represented by the general formula (2) (hereinafter, referred to as the present compound). Is a paper, a cloth, a porous resin film or a porous resin sheet, and has a heating temperature of 60 to 150 [deg.] C., and provides a method for controlling transpiration pests (hereinafter referred to as the pest control method of the present invention).

【0005】[0005]

【発明の実施の形態】以下、本発明につき詳細に説明す
る。本化合物は例えば以下の方法により製造することが
できる。 式 化3
DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail. This compound can be produced, for example, by the following method. Formula 3

【化3】 で示されるカルボン酸化合物またはその酸クロリドと一
般式 化4
Embedded image And a carboxylic acid compound or an acid chloride thereof represented by the general formula:

【化4】 [式中、Rは前記と同じ意味を表す。]で示されるアル
コール化合物とを反応させることにより製造する方法。
該反応は、通常有機溶媒中で、必要に応じて反応助剤の
存在下に行われる。反応時間の範囲は通常5分間〜72
時間であり、反応温度の範囲は通常−80℃から反応に
使用する溶媒の沸点または200℃までの範囲である。
式 化3で示されるカルボン酸化合物またはその酸クロ
リドと式 化4で示されるアルコール化合物との使用モ
ル比は当モルまたはそれに近い比率で行うのが好まし
い。反応助剤としては、トリエチルアミン、4−ジメチ
ルアミノピリジン、ジイソプロピルエチルアミン等の3
級アミン、ジシクロヘキシルカルボジイミド、1−エチ
ル−3−(3−ジメチルアミノプロピル)カルボジイミ
ドハイドロクロリド、ジエチルアゾジカルボキシラート
またはジイソプロピルアゾジカルボキシラートとトリフ
ェニルホスフィンとの試剤等があげられる。溶媒として
は、トルエン、ヘキサン等の炭化水素類、ジエチルエー
テル、テトラヒドロフラン等のエーテル類、ジクロロメ
タン、1,2−ジクロロエタン等のハロゲン化炭化水素
類、ジメチルホルムアミド等のアミド類、アセトン等の
ケトン類、ジメチルスルホキシド等の有機硫黄類等及び
これらの混合物があげられる。反応終了後の反応液は有
機溶媒抽出、濃縮等の通常の後処理操作を行うことによ
り本化合物を得ることができる。本化合物はクロマトグ
ラフィー等の操作により精製することもできる。尚、式
化3で示されるカルボン酸化合物は、J.Chem.
Soc.1076(1970)に記載の方法に準じて製
造することができ、一般式 化4で示されるアルコール
化合物は、特開昭57−123146号公報または特開
昭56−97251号公報に記載の方法に準じて製造す
ることができる。
Embedded image [Wherein, R represents the same meaning as described above. And an alcohol compound represented by the formula:
The reaction is usually performed in an organic solvent, if necessary, in the presence of a reaction aid. The reaction time is usually from 5 minutes to 72 minutes.
The reaction temperature is usually in the range from -80 ° C to the boiling point of the solvent used in the reaction or 200 ° C.
The molar ratio of the carboxylic acid compound represented by the formula (3) or the acid chloride thereof to the alcohol compound represented by the formula (4) is preferably equimolar or a ratio close thereto. Examples of the reaction aid include triethylamine, 4-dimethylaminopyridine, diisopropylethylamine and the like.
Secondary amine, dicyclohexylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride, diethyl azodicarboxylate or a reagent of diisopropyl azodicarboxylate with triphenylphosphine. Examples of the solvent include: hydrocarbons such as toluene and hexane; ethers such as diethyl ether and tetrahydrofuran; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; amides such as dimethylformamide; ketones such as acetone; Organic sulfurs such as dimethylsulfoxide and the like and mixtures thereof. After completion of the reaction, the compound can be obtained by performing ordinary post-treatment operations such as extraction with an organic solvent and concentration. The present compound can also be purified by an operation such as chromatography. The carboxylic acid compound represented by Formula 3 is described in J. Am. Chem.
Soc. 1076 (1970). The alcohol compound represented by the general formula (4) can be produced according to the method described in JP-A-57-123146 or JP-A-56-97251. It can be manufactured according to it.

【0006】本化合物には不斉炭素に基づく光学異性体
(R,S)や二重結合に基づく幾何異性体(E,Z)や
シクロプロパン環に基づく幾何異性体(シス,トラン
ス)が存在するが、本化合物には害虫防除活性を有する
すべての光学異性体、幾何異性体およびそれらの混合物
が含まれる。
The present compound has optical isomers (R, S) based on asymmetric carbon, geometric isomers (E, Z) based on a double bond, and geometric isomers (cis, trans) based on a cyclopropane ring. However, the present compounds include all optical isomers, geometric isomers and mixtures thereof having pest control activity.

【0007】本発明害虫防除方法において用いられる殺
虫液中の有効成分含有量は、通常、0.1〜10重量%
程度で充分な害虫防除効果が達成されるが、使用場面等
により変化させることもでき、0.1〜50重量%程度
を含有させることもできる。
[0007] The content of the active ingredient in the insecticidal solution used in the pest control method of the present invention is usually 0.1 to 10% by weight.
Although a sufficient pest control effect is achieved with the above-mentioned level, it can be changed depending on the use scene and the like, and can be contained at about 0.1 to 50% by weight.

【0008】本発明において用いられる殺虫液の溶剤と
しては、通常有機溶媒、好ましくは飽和炭化水素溶媒
(脂肪族飽和炭化水素溶媒、脂環式飽和炭化水素溶媒)
があげられ、より好ましくは、沸点が180℃〜310
℃の飽和炭化水素溶媒から選ばれる一種以上からなる溶
剤があげられる。かかる溶剤の具体例としては、例え
ば、0号ソルベントH(日本石油製)、0号ソルベント
M(日本石油製)、0号ソルベントL(日本石油製)、
ノルマルパラフィン(三石・テキサコケミカル製)、デ
オトミゾールA−1(吉富製薬製)、IPソルベント2
028(出光石油化学製)、ネオチオゾール(中央化成
製)、ノルパー12(エクソン化学製)、ノルパー13
(エクソン化学製)、ノルパー15(エクソン化学
製)、アイソパーM(エクソン化学製)、アイソパーL
(エクソン化学製)、アイソパーV(エクソン化学
製)、エクソールD80(エクソン化学製)、エクソー
ルD110(エクソン化学製)、エクソールD130
(エクソン化学製)等があげられる。また、殺虫液の蒸
散を調節するために、沸点が300℃以上の高沸点の溶
剤、例えばラウリン酸イソプロピル、フタル酸ジブチ
ル、セバシン酸ジブチル、クエン酸アセチルトリブチ
ル、中鎖脂肪酸トリグリセライドなどのエステル類ある
いは脂肪酸誘導体、オクチルドデカノールなどの高級ア
ルコール類、トウモロコシ油などの油脂類などを配合す
ることもできる。
The solvent for the insecticidal solution used in the present invention is usually an organic solvent, preferably a saturated hydrocarbon solvent (aliphatic saturated hydrocarbon solvent, alicyclic saturated hydrocarbon solvent).
And more preferably, the boiling point is from 180 ° C to 310 ° C.
And a solvent consisting of one or more solvents selected from saturated hydrocarbon solvents at ℃. Specific examples of such a solvent include, for example, No. 0 Solvent H (manufactured by Nippon Oil), No. 0 Solvent M (manufactured by Nippon Oil), No. 0 Solvent L (manufactured by Nippon Oil),
Normal paraffin (Mitsuishi / Texaco Chemical), Deotomisole A-1 (Yoshitomi Pharmaceutical), IP Solvent 2
028 (manufactured by Idemitsu Petrochemical), Neothiozole (manufactured by Chuo Kasei), Norper 12 (manufactured by Exxon Chemical), Norper 13
(Exxon Chemical), Norpar 15 (Exxon Chemical), Isopar M (Exxon Chemical), Isopar L
(Exxon Chemical), Isopar V (Exxon Chemical), Exol D80 (Exxon Chemical), Exol D110 (Exxon Chemical), Exol D130
(Made by Exxon Chemical). Further, in order to control the evaporation of the insecticidal solution, a solvent having a boiling point of 300 ° C. or higher and having a high boiling point, such as isopropyl laurate, dibutyl phthalate, dibutyl sebacate, acetyl tributyl citrate, esters such as medium-chain fatty acid triglyceride or Fatty acid derivatives, higher alcohols such as octyldodecanol, fats and oils such as corn oil and the like can also be blended.

【0009】また、殺虫液には必要に応じて、ピペロニ
ルブトキサイド、N−オクチルビシクロヘプテンジカル
ボキシミド(MGK264)などの共力剤、植物精油な
どに含まれる香気・抗菌・害虫忌避成分、ディートなど
合成害虫忌避剤、色素、ジブチルヒドロキシトルエン
(BHT)などの安定化剤、紫外線吸収剤等を添加して
もよい。
If necessary, the insecticidal solution may contain a synergist such as piperonyl butoxide, N-octylbicycloheptenedicarboximide (MGK264), or an aroma, antibacterial or insect repellent component contained in plant essential oils. And a synthetic pest repellent such as Diet, a dye, a stabilizer such as dibutylhydroxytoluene (BHT), an ultraviolet absorber and the like.

【0010】本発明において用いられる吸液体として
は、紙、布、多孔質の樹脂フィルムまたは多孔質の樹脂
シートがあげられる。より具体的には、紙としては、例
えば、上質紙、中質紙、グラビア用紙等の非塗工紙、ア
ート紙、コート紙、軽量コート紙等の塗工紙、加工原
紙、吸いとり紙、カード用紙等の雑種紙、段ボール原
紙、白板紙、黄板氏、チップボール、色板紙、建材原
紙、紙管原紙、台紙等の板紙、濾紙、包装用紙等があげ
られ、布としては、合成繊維(ナイロン、ポリエステ
ル、ポリプロピレン、ポリエチレン等)もしくは天然繊
維(羊毛、絹、綿、麻等)の織布又は合成繊維(同上)
もしくは天然繊維(同上)の不織布があげられ、多孔質
の樹脂フィルムまたは多孔質の樹脂シートとしては、例
えば、エチレン酢酸ビニル共重合体、ポリプロピレン、
ポリエチレン、ポリエチレンテレフタラート、ポリ塩化
ビニル等の樹脂に炭酸カルシウムなどの無機物を配合し
延伸して作られたフィルムまたはシ−トや、発泡ポリプ
ロピレン、発泡ウレタン等の発泡樹脂を延伸して作られ
たフィルムまたはシ−ト等があげられる。また、紙、布
などをオレフィン樹脂フィルムでラミネートしたような
複合素材も本発明における吸液体に含まれる。
The liquid absorbing material used in the present invention includes paper, cloth, a porous resin film or a porous resin sheet. More specifically, as the paper, for example, fine paper, medium paper, uncoated paper such as gravure paper, art paper, coated paper, coated paper such as lightweight coated paper, processed base paper, blotter paper, Hybrid paper such as card paper, cardboard base paper, white paperboard, yellow board, chipboard, colored paperboard, construction material base paper, paper tube base paper, paperboard such as mount paper, filter paper, packaging paper, etc., and cloth as synthetic fiber (Nylon, polyester, polypropylene, polyethylene, etc.) or natural fiber (wool, silk, cotton, hemp, etc.) woven or synthetic fiber (same as above)
Or, a non-woven fabric of natural fibers (same as above) can be used. Examples of the porous resin film or the porous resin sheet include ethylene vinyl acetate copolymer, polypropylene,
A film or sheet made by blending an inorganic substance such as calcium carbonate with a resin such as polyethylene, polyethylene terephthalate, or polyvinyl chloride, or a foamed resin such as foamed polypropylene or foamed urethane. Films or sheets are mentioned. Further, a composite material obtained by laminating paper, cloth, or the like with an olefin resin film is also included in the liquid absorption in the present invention.

【0011】本発明において、吸液体は、通常、平板状
の形態で用いるが、円型または角型の筒状にして用いる
こともできる。また細い針金を構造的な芯材として吸液
体に挿入したり、薄い金網を挟んで2枚の平板状吸液体
を貼りあわせたり、樹脂フィルムラミネート吸液体を互
いに貼りあわせるなどして物理的な強度を補強して使用
することもできる。
In the present invention, the liquid absorbing material is usually used in the form of a flat plate, but may be used in the form of a circular or square tube. In addition, a thin wire is inserted into the liquid absorbing material as a structural core material, two flat liquid absorbing materials are attached to each other with a thin wire mesh, and a resin film laminated liquid absorbing material is attached to each other to achieve physical strength. Can be reinforced and used.

【0012】本発明において、殺虫液を入れる容器は、
殺虫液を収容する空間を備えており、吸液体の一部分は
該空間に存在している。殺虫液を入れる容器の材質は、
収容する殺虫液が室温下で1年以上漏れ出さないもので
あればよく、特に限定されないが、好ましくは、殺虫液
量が外観から把握できる透明の材質がよい。そのような
材質としては、例えばポリ塩化ビニル、ポリエチレンテ
レフタラート、ポリアクリロニトリル、ポリエチレンま
たはこれらの複合材料等の合成樹脂などが挙げられる。
殺虫液を入れる容器は例えば、ポリ塩化ビニル、ポリエ
チレンテレフタラート、ポリアクリロニトリル、ポリエ
チレン、ポリプロピレンまたはこれらの複合材料等の合
成樹脂などを窪みのある形状に加工し、それらの2つ
を、間に紙、布、多孔質の樹脂フィルムまたは多孔質の
樹脂シート等からなる吸液体を挟んで、張り合わせるこ
とにより製造することができる。合成樹脂を窪みのある
形状に加工する方法としては、シート状にした該合成樹
脂を真空形成法により加工するなどの方法が挙げられ
る。また、窪みのある形状に加工した該合成樹脂を張り
合わせる方法としては、例えば、接着剤を用いて接着す
る、ヒートシールする等の方法が挙げられる。
In the present invention, the container for containing the insecticidal solution is
A space for containing the insecticidal liquid is provided, and a part of the liquid absorption is present in the space. The material of the container that holds the insecticidal solution is
The insecticide to be contained is not particularly limited as long as it does not leak out at room temperature for one year or more, and is preferably a transparent material from which the amount of the insecticide can be grasped from the exterior. Examples of such a material include synthetic resins such as polyvinyl chloride, polyethylene terephthalate, polyacrylonitrile, polyethylene, and composite materials thereof.
The container for storing the insecticide solution is, for example, a synthetic resin such as polyvinyl chloride, polyethylene terephthalate, polyacrylonitrile, polyethylene, polypropylene or a composite material thereof, etc., processed into a recessed shape, and two of them are put on paper. , A cloth, a porous resin film, a porous resin sheet, or the like, and sandwiching the liquid-absorbing material. Examples of a method of processing the synthetic resin into a recessed shape include a method of processing the sheet-shaped synthetic resin by a vacuum forming method. Examples of a method of attaching the synthetic resin processed into a concave shape include a method of bonding using an adhesive, a method of heat sealing, and the like.

【0013】本発明害虫防除方法において、吸液体は、
通常、加熱面が100〜180℃のヒ−タ−にて加熱さ
れる。この際、吸液体はヒ−タ−に接触させず、主に輻
射熱により、その表面を60〜150℃に加熱する。容
器、吸液体と寸法、形状があえば、市販の液体蚊取り装
置(リキッド)を使用することもできる。
In the pest control method of the present invention, the liquid-absorbing liquid comprises:
Usually, the heating surface is heated by a heater at 100 to 180 ° C. At this time, the surface of the liquid absorption is heated to 60 to 150 ° C. mainly by radiant heat without contacting the heater. A commercially available liquid mosquito catcher (liquid) can be used as long as the container, the liquid absorption, the size and the shape are appropriate.

【0014】本発明害虫防除方法は、家屋、倉庫、自動
車等の内部、あるいは窓などの出入り口にて行われる。
また、本発明害虫防除方法によれば、殺虫効果のみなら
ず忌避効果、吸血害虫の吸血阻害効果を得ることもでき
る。
The pest control method of the present invention is carried out inside a house, a warehouse, an automobile or the like, or at an entrance such as a window.
Further, according to the pest control method of the present invention, not only an insecticidal effect but also a repellent effect and an effect of inhibiting blood sucking of blood-feeding insects can be obtained.

【0015】本発明害虫防除方法により防除し得る害虫
としては各種の有害昆虫、ダニ類等の節足動物を挙げる
ことができ、特に有害飛翔性害虫、すなわち、アカイエ
カ、コガタアカイエカ等のイエカ類、ネッタイシマカ、
ヒトスジシマカ等のヤブカ類、シナハマダラカ等のハマ
ダラカ類、ユスリカ類、イエバエ、オオイエバエ、ヒメ
イエバエ等のイエバエ類、クロバエ類、ニクバエ類、シ
ョウジョウバエ類、チョウバエ類、ノミバエ類、アブ
類、ブユ類、サシバエ類、ヌカカ類等の双し目害虫が挙
げられる。
Examples of pests that can be controlled by the pest control method of the present invention include various pests, arthropods such as mites, and particularly harmful flying pests, ie, Culex pipiens such as Culex pipiens and Culex pipiens, Aedes aegypti ,
Aedes, such as Aedes albopictus, Anopheles, such as Anopheles chinensis, chironomid, housefly, housefly, housefly, such as house fly, blowflies, flies, Drosophila, fly, flies, flies, flies, and flies. And other dipterous insects.

【0016】[0016]

【実施例】以下に製造例、製剤例、試験例を挙げて本発
明をさらに詳細に説明するが、本発明はこれに限られる
ものではない。
EXAMPLES The present invention will be described in more detail with reference to Production Examples, Preparation Examples and Test Examples below, but the invention is not limited thereto.

【0017】製造例1 (2,3,5,6−テトラフルオロ−4−メトキシメチ
ルフェニル)メタノール2.24g、ピリジン0.87
g、テトラヒドロフラン20mlの混合溶液に、氷冷
下、(1R)−トランス−2,2−ジメチル−3−
((Z)−1−プロペニル)シクロプロパンカルボン酸
クロリド1.82gを加え、室温で8時間攪拌した。反
応液を氷水約100mlに注加し、これを酢酸エチル1
00mlで2回抽出し、あわせた酢酸エチル層を、飽和
食塩水で洗浄し、無水硫酸ナトリウムで乾燥後、減圧濃
縮した。残さをシリカゲルカラムクロマトグラフィー
(展開溶媒:ヘキサン/酢酸エチル=20/1)に付
し、(1R)−トランス−2,2−ジメチル−3−
((Z)−1−プロペニル)シクロプロパンカルボン酸
(2,3,5,6−テトラフルオロ−4−メトキシメチ
ルフェニル)メチル(本化合物1)3.17g(収率8
8%)を得た。1 H−NMR(CDCl3,TMS)δ1.15(3H,
s),1.28(3H,s),1.46(1H,d),
1.70(3H,dd),2.18(1H, dd),
3.41(3H,s),4.59(2H,s)5.08
〜5.12(1H,m),5.24(2H,s),5.
58〜5.62(1H,t,m)
Production Example 1 (2,3,5,6-tetrafluoro-4-methoxymethylphenyl) methanol 2.24 g, pyridine 0.87
g, 20 ml of tetrahydrofuran, and (1R) -trans-2,2-dimethyl-3- under ice-cooling.
1.82 g of ((Z) -1-propenyl) cyclopropanecarboxylic acid chloride was added, and the mixture was stirred at room temperature for 8 hours. The reaction solution was poured into about 100 ml of ice water, and this was added to ethyl acetate 1
The mixture was extracted twice with 00 ml, and the combined ethyl acetate layers were washed with saturated saline, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (developing solvent: hexane / ethyl acetate = 20/1) to give (1R) -trans-2,2-dimethyl-3-.
3.17 g of ((2,3,5,6-tetrafluoro-4-methoxymethylphenyl) methyl (the present compound 1) ((Z) -1-propenyl) cyclopropanecarboxylate (yield: 8)
8%). 1 H-NMR (CDCl 3 , TMS) δ 1.15 (3H,
s), 1.28 (3H, s), 1.46 (1H, d),
1.70 (3H, dd), 2.18 (1H, dd),
3.41 (3H, s), 4.59 (2H, s) 5.08
-5.12 (1H, m), 5.24 (2H, s), 5.
58-5.62 (1H, t, m)

【0018】製造例2 (2,3,5,6−テトラフルオロ−4−メトキシメチ
ルフェニル)メタノール2.69g、ピリジン1.04
g、テトラヒドロフラン30mlの混合溶液に、氷冷
下、(1R)−トランス−2,2−ジメチル−3−(1
−プロペニル(Z/E=8/1))シクロプロパンカル
ボン酸クロリド2.18gを加え、室温で8時間攪拌し
た。反応液を氷水約150mlに注加し、これを酢酸エ
チル150mlで2回抽出し、合わせた酢酸エチル層
を、飽和食塩水で洗浄し、無水硫酸ナトリウムで乾燥
後、減圧濃縮した。残さをシリカゲルカラムクロマトグ
ラフィー(展開溶媒:ヘキサン/酢酸エチル=20/
1)に付し、(1R)−トランス−2,2−ジメチル−
3−(1−プロペニル(Z/E=8/1))シクロプロ
パンカルボン酸(2,3,5,6−テトラフルオロ−4
−メトキシメチルフェニル)メチル(本化合物2)3.
68g(収率85%)を得た。1 H−NMR(CDCl3,TMS)δ1.14(3H,
s),{1.24,1.28(合わせて3H,s×
2)},1.45(1H,d),1.69(3H,d
d),{2.06,2.18(合わせて1H,dd×
2)},3.40(3H,s),4.58(2H,s)
5.08〜5.23(1H,m),5.22(2H,
s),5.56〜5.63(1H,m)
Production Example 2 (2,3,5,6-tetrafluoro-4-methoxymethylphenyl) methanol 2.69 g, pyridine 1.04
g, 30 ml of tetrahydrofuran, and (1R) -trans-2,2-dimethyl-3- (1
-Propenyl (Z / E = 8/1)) 2.18 g of cyclopropanecarboxylic acid chloride was added, and the mixture was stirred at room temperature for 8 hours. The reaction solution was poured into about 150 ml of ice water, extracted twice with 150 ml of ethyl acetate, and the combined ethyl acetate layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (developing solvent: hexane / ethyl acetate = 20 /
(1R) -trans-2,2-dimethyl-
3- (1-propenyl (Z / E = 8/1)) cyclopropanecarboxylic acid (2,3,5,6-tetrafluoro-4
-Methoxymethylphenyl) methyl (the present compound 2) 3.
68 g (85% yield) were obtained. 1 H-NMR (CDCl 3 , TMS) δ 1.14 (3H,
s), {1.24, 1.28 (3H, s ×
2)}, 1.45 (1H, d), 1.69 (3H, d
d), {2.06, 2.18 (1H, dd ×
2)}, 3.40 (3H, s), 4.58 (2H, s)
5.08 to 5.23 (1H, m), 5.22 (2H,
s), 5.56-5.63 (1H, m).

【0019】製造例3 (2,3,5,6−テトラフルオロ−4−メチルフェニ
ル)メタノール2.50g、ピリジン1.53g、テト
ラヒドロフラン30mlの混合溶液に、氷冷下、(1
R)−トランス−2,2−ジメチル−3−(1−プロペ
ニル(Z/E=8/1))シクロプロパンカルボン酸ク
ロリド2.22gを加え、室温で8時間攪拌した。反応
液を氷水約150mlに注加し、これを酢酸エチル15
0mlで2回抽出し、合わせた酢酸エチル層を、飽和食
塩水で洗浄し、無水硫酸ナトリウムで乾燥後、減圧濃縮
した。残さをシリカゲルカラムクロマトグラフィー(展
開溶媒:ヘキサン/酢酸エチル=20/1)に付し、
(1R)−トランス−2,2−ジメチル−3−(1−プ
ロペニル(Z/E=8/1))シクロプロパンカルボン
酸(2,3,5,6−テトラフルオロ−4−メチルフェ
ニル)メチル(本化合物3)3.51g(収率83%)
を得た。1 H−NMR(CDCl3,TMS)δ1.14(3H,
s),1.28(3H,s),1.45(1H,d,J
=5.3),1.70(3H,dd,7.0,1.
7),2.17(1H,br dd,J=8.4,5.
3),2.28(2H,t,J=2.1),5.11
(1H,ddq,J=10.7,8.4,1.7),
5.20(1H,t,J=1.5),5.21(1H,
t,J=1.5),5.59(1H,dqd,J=1
0.7,7.0,1.3)
Production Example 3 A mixed solution of 2.50 g of (2,3,5,6-tetrafluoro-4-methylphenyl) methanol, 1.53 g of pyridine and 30 ml of tetrahydrofuran was added with (1)
2.22 g of (R) -trans-2,2-dimethyl-3- (1-propenyl (Z / E = 8/1)) cyclopropanecarboxylic acid chloride was added, and the mixture was stirred at room temperature for 8 hours. The reaction solution was poured into about 150 ml of ice water, and this was added to 15 ml of ethyl acetate.
The mixture was extracted twice with 0 ml, and the combined ethyl acetate layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (developing solvent: hexane / ethyl acetate = 20/1),
(1R) -trans-2,2-dimethyl-3- (1-propenyl (Z / E = 8/1)) cyclopropanecarboxylate (2,3,5,6-tetrafluoro-4-methylphenyl) methyl (Compound 3) 3.51 g (83% yield)
I got 1 H-NMR (CDCl 3 , TMS) δ 1.14 (3H,
s), 1.28 (3H, s), 1.45 (1H, d, J
= 5.3), 1.70 (3H, dd, 7.0, 1..
7), 2.17 (1H, br dd, J = 8.4,5.
3), 2.28 (2H, t, J = 2.1), 5.11
(1H, ddq, J = 10.7, 8.4, 1.7),
5.20 (1H, t, J = 1.5), 5.21 (1H,
t, J = 1.5), 5.59 (1H, dqd, J = 1)
0.7, 7.0, 1.3)

【0020】製剤例1 ゼクロン(三井化学株式会社製)を真空成形法により成
形し、間にろ紙をはさんで、該成形物2つをヒートシー
ルすることにより、図1および図2に示すろ紙(吸液
体)付きの容器を作製した。また、市販のノルパー1
3、15(エクソン化学)を用いて溶剤(ノルパー13
/ノルパー15=7/3 w/w)を調製し、該溶剤を
もちいて、本化合物2の2重量%溶液を作製した。該溶
液8gを注射器にて容器に注入し、注射器によってでき
た穴をエポキシ樹脂で塞ぎ、一夜放置して該エポキシ樹
脂を乾燥させた。該容器を図3に示すように加熱装置に
設置し、加熱蒸散害虫防除器1とした。
Formulation Example 1 Zeklon (manufactured by Mitsui Chemicals, Inc.) is formed by a vacuum forming method, a filter paper is sandwiched therebetween, and the two molded products are heat-sealed to obtain a filter paper shown in FIGS. 1 and 2. A container with (liquid absorbing) was prepared. Also, commercially available Norper 1
Solvent (Norper 13) using 3, 15 (Exxon Chemical)
/ Norpar 15 = 7/3 w / w), and a 2% by weight solution of the present compound 2 was prepared using the solvent. 8 g of the solution was poured into a container with a syringe, the hole formed by the syringe was closed with an epoxy resin, and the epoxy resin was left to dry overnight. The container was installed in a heating device as shown in FIG.

【0021】製剤例2 製剤例1において、本化合物2に代えて本化合物3を用
いる以外は全て同様の操作を行い、加熱蒸散害虫防除器
2とする。
Formulation Example 2 The procedure of Preparation Example 1 is repeated except that Compound 3 of the present invention is used in place of Compound 2 of the present invention.

【0022】試験例1 アカイエカ(Culex pipiens pallens)雌成虫10頭を
入れたガラス管(高さ12cm、内径4cm、両端を1
6メッシュナイロンネットで閉じたもの)を2本準備し
た。高さ80cm、直径20cmの試験用シリンダーの
上部に直径方向、中心部分に巾7.8cmの金属製の上
記ガラス管用台座を渡した。この台座にはシリンダーの
中心より4cmの位置にガラス管内径と同じ直径4cm
の穴が対称に2個開いており、この台座にアカイエカ雌
成虫を入れた上記ガラス管を置き、試験用シリンダーの
下からの気流がガラス管内を通り抜ける状態とした。直
径20cm、高さ30cmの観察用の透明樹脂製円筒を
試験用シリンダーの上部に、両者の外径が重なるように
設置した。
Test Example 1 A glass tube (12 cm in height, 4 cm in inner diameter, 1 end on both ends) containing 10 adult female Culex pipiens pallens
(Closed with a 6-mesh nylon net). The pedestal made of the above-mentioned metal tube with a width of 7.8 cm was passed over the upper part of a test cylinder having a height of 80 cm and a diameter of 20 cm, and a center portion thereof was passed at a width of 7.8 cm. This pedestal has a diameter of 4 cm, the same as the inner diameter of the glass tube, at a position 4 cm from the center of the cylinder.
Are symmetrically opened, and the glass tube containing the adult Culex pipiens is placed on the pedestal so that the airflow from under the test cylinder passes through the glass tube. A transparent resin cylinder for observation having a diameter of 20 cm and a height of 30 cm was set on the upper part of the test cylinder so that the outer diameters of the two overlapped.

【0023】試験用シリンダーの側に小型ドラフトを準
備し、製剤例1で作成した加熱蒸散害虫防除器1(加熱
面の温度:75〜110℃)を小型ドラフト内に設置し
加熱を開始した。加熱78時間後にヒ−タ−を試験用シ
リンダー底面に移動し20分間加熱を行った。経過時間
ごとのノックダウンしたアカイエカ雌成虫数をカウント
し、供試したアカイエカ雌成虫の50%がノックダウン
する時間(KT50値)を求めた(2反復)。20分経
過後、ヒ−タ−を小型ドラフトに移し、更に加熱を継続
した。また、シリンダーよりガラス管を取り出し、餌と
して5%砂糖水を含ませたガーゼ上にガラス管を置き、
飼育条件下で1日経過後のアカイエカ雌成虫の死虫率を
観察した。加熱156時間後に再びヒ−タ−を金属製シ
リンダー底面に移動し、加熱78時間後と同様に試験を
行った。
A small draft was prepared on the side of the test cylinder, and the heated transpiration pest control device 1 (heating surface temperature: 75 to 110 ° C.) prepared in Preparation Example 1 was placed in the small draft to start heating. After heating for 78 hours, the heater was moved to the bottom of the test cylinder and heated for 20 minutes. The number of the knocked-down female Culex pipiens at every elapsed time was counted, and the time (KT50 value) at which 50% of the tested female Culex pipiens was knocked down was determined (2 repetitions). After a lapse of 20 minutes, the heater was transferred to a small draft and heating was continued. Also, remove the glass tube from the cylinder and place the glass tube on gauze containing 5% sugar water as bait,
The mortality of adult female Culex pipiens was observed after 1 day under breeding conditions. After 156 hours of heating, the heater was moved to the bottom of the metal cylinder again, and the test was performed in the same manner as after 78 hours of heating.

【0024】[0024]

【表1】 この後、更に加熱を継続したところ、殺虫液は安定して
蒸散し、加熱610時間後(一日10時間使用した場
合、2ヶ月相当)にほぼ全ての殺虫液が蒸散した。
[Table 1] After that, when the heating was further continued, the insecticide was evaporated steadily, and almost all the insecticide was evaporated 610 hours after heating (equivalent to 2 months when used for 10 hours a day).

【0025】試験例2 試験例1において加熱蒸散害虫防除器1に代えて加熱蒸
散害虫防除器2を用いる以外は全て同様に試験を行い、
優れた害虫防除効果を得ることができる。
Test Example 2 All tests were conducted in the same manner as in Test Example 1 except that the heated transpiration pest control device 1 was used instead of the heat transpiration pest control device 1.
Excellent pest control effect can be obtained.

【0026】[0026]

【発明の効果】本発明害虫防除方法によれば、殺虫液の
安定した蒸散を可能とすると共に、長時間にわたって安
定した殺虫効力を維持し得る。
According to the pest control method of the present invention, it is possible to stably evaporate the insecticidal solution and maintain a stable insecticidal effect for a long time.

【図面の簡単な説明】[Brief description of the drawings]

【図1】本発明の加熱蒸散害虫防除方法において用いら
れる容器の一例を示すものであり、該容器の投影図であ
る。
FIG. 1 shows an example of a container used in the method for controlling pest pests by heating according to the present invention, and is a projected view of the container.

【図2】図1に示した容器に薬液を入れた状態での断面
図である。
FIG. 2 is a cross-sectional view in a state where a chemical solution is placed in the container shown in FIG.

【図3】本発明の加熱蒸散害虫防除方法において用いら
れる装置の一例を示すものであり、該装置の断面図であ
る。
FIG. 3 is a cross-sectional view of an example of an apparatus used in the method for controlling pest pests by heating according to the present invention.

【図4】図3で示した装置の斜視図である。4 is a perspective view of the device shown in FIG.

【0027】[0027]

【符号の説明】[Explanation of symbols]

1…ろ紙、2…ヒーター、3…薬液 1. Filter paper, 2. Heater, 3. Chemical solution

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】殺虫液中に吸液体の一部を浸漬して該吸液
体に殺虫液を吸液させ、該吸液体の殺虫液中に浸漬され
ていない部分を加熱することにより吸液された殺虫液を
蒸散させる加熱蒸散害虫防除方法であって、殺虫液に含
有される有効成分が、一般式化1 【化1】 [式中、Rはメチル基またはメトキシメチル基を表
す。]で示されるエステル化合物であり、吸液体が紙、
布、多孔質の樹脂フィルムまたは多孔質の樹脂シートで
あり、加熱温度が60〜150℃であることを特徴とす
る加熱蒸散害虫防除方法。
1. A method of immersing a part of a liquid-absorbing liquid in an insecticide to absorb the insecticide in the liquid-absorbing liquid, and heating the part of the liquid-absorbing liquid not immersed in the insecticide to absorb the liquid. The present invention relates to a method for controlling a heat-penetrated insect pest by evaporating an insecticidal solution, wherein the active ingredient contained in the insecticide solution is represented by the following general formula 1. [In the formula, R represents a methyl group or a methoxymethyl group. An ester compound represented by the formula:
A method for controlling heat-evaporating insect pests, which is a cloth, a porous resin film or a porous resin sheet, and has a heating temperature of 60 to 150 ° C.
【請求項2】吸液体が厚さ3mm以下の平板状である請
求項1に記載の加熱蒸散害虫防除方法。
2. The method according to claim 1, wherein the liquid-absorbing liquid is a flat plate having a thickness of 3 mm or less.
【請求項3】吸液体が紙である請求項1に記載の加熱蒸
散害虫防除方法。
3. The method according to claim 1, wherein the liquid absorption is paper.
JP2000061763A 2000-03-07 2000-03-07 Heat transpiration pest control method Expired - Fee Related JP4507340B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
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Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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Publications (2)

Publication Number Publication Date
JP2001247405A true JP2001247405A (en) 2001-09-11
JP4507340B2 JP4507340B2 (en) 2010-07-21

Family

ID=18581861

Family Applications (1)

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Country Status (1)

Country Link
JP (1) JP4507340B2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002029907A (en) * 2000-07-13 2002-01-29 Fumakilla Ltd Moth-controlling agent for clothes
US8632059B2 (en) 2001-10-04 2014-01-21 Ctr Consultoria Tecnica E Representacoes, Lda Dispersing fragrances
WO2017131073A1 (en) * 2016-01-29 2017-08-03 住友化学株式会社 Aqueous pest control liquid

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JP2000007508A (en) * 1998-06-26 2000-01-11 Sumitomo Chem Co Ltd Insect pest repellent

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JP2000007508A (en) * 1998-06-26 2000-01-11 Sumitomo Chem Co Ltd Insect pest repellent

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002029907A (en) * 2000-07-13 2002-01-29 Fumakilla Ltd Moth-controlling agent for clothes
US8632059B2 (en) 2001-10-04 2014-01-21 Ctr Consultoria Tecnica E Representacoes, Lda Dispersing fragrances
WO2017131073A1 (en) * 2016-01-29 2017-08-03 住友化学株式会社 Aqueous pest control liquid
JPWO2017131073A1 (en) * 2016-01-29 2018-11-22 住友化学株式会社 Aqueous pest control solution
JP7025931B2 (en) 2016-01-29 2022-02-25 住友化学株式会社 Aqueous pest control liquid

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