JPH0764687B2 - Insecticidal composition - Google Patents

Insecticidal composition

Info

Publication number
JPH0764687B2
JPH0764687B2 JP2109840A JP10984090A JPH0764687B2 JP H0764687 B2 JPH0764687 B2 JP H0764687B2 JP 2109840 A JP2109840 A JP 2109840A JP 10984090 A JP10984090 A JP 10984090A JP H0764687 B2 JPH0764687 B2 JP H0764687B2
Authority
JP
Japan
Prior art keywords
parts
compound
acid ester
musca domestica
cis
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.)
Expired - Lifetime
Application number
JP2109840A
Other languages
Japanese (ja)
Other versions
JPH049306A (en
Inventor
一伸 堂原
光康 牧田
八洲男 安部
Original Assignee
住友化学工業株式会社
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 住友化学工業株式会社 filed Critical 住友化学工業株式会社
Priority to JP2109840A priority Critical patent/JPH0764687B2/en
Priority to AU74201/91A priority patent/AU636471B2/en
Priority to FR9104478A priority patent/FR2661070B1/en
Priority to CA002040370A priority patent/CA2040370C/en
Priority to GB9107920A priority patent/GB2243297B/en
Priority to CH1136/91A priority patent/CH682706A5/en
Priority to BE9100352A priority patent/BE1004726A3/en
Priority to NL9100673A priority patent/NL9100673A/en
Priority to ZA912907A priority patent/ZA912907B/en
Priority to ITRM910273A priority patent/IT1244979B/en
Priority to YU73691A priority patent/YU47780B/en
Priority to MX025480A priority patent/MX172672B/en
Priority to HU911351A priority patent/HU209631B/en
Priority to BR919101639A priority patent/BR9101639A/en
Priority to PT97450A priority patent/PT97450B/en
Priority to ES9101021A priority patent/ES2035768B1/en
Priority to SI9110736A priority patent/SI9110736A/en
Priority to SU914895311A priority patent/RU2035142C1/en
Priority to DE4113383A priority patent/DE4113383C2/en
Priority to KR1019910006610A priority patent/KR0161534B1/en
Publication of JPH049306A publication Critical patent/JPH049306A/en
Priority to US07/856,557 priority patent/US5190745A/en
Priority to HR920865A priority patent/HRP920865A2/en
Priority to LVP-92-387A priority patent/LV10158B/en
Priority to LTIP1063A priority patent/LT3606B/en
Priority to SG156894A priority patent/SG156894G/en
Publication of JPH0764687B2 publication Critical patent/JPH0764687B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

【発明の詳細な説明】 <産業上の利用分野> 本発明は殺虫組成物に関する。DETAILED DESCRIPTION OF THE INVENTION <Field of Industrial Application> The present invention relates to an insecticidal composition.

<従来の技術および解決すべき課題> で示される2,4−ジオキソ−1−(2−プロピニル)イ
ミダゾリジン−3−イルメチル クリサンテマート(以
下、化合物Aと記す。)は特公昭60−9715号公報に記載
の化合物であり、殺虫剤の有効成分として使用できるこ
とは知られているが、殺虫効力において必ずしも充分で
あるとは言えない。
<Conventional technology and problems to be solved> 2,4-dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate (hereinafter referred to as compound A) is a compound described in JP-B-60-9715, It is known that it can be used as an active ingredient of an agent, but it is not always sufficient in insecticidal efficacy.

<課題を解決するための手段> 本発明者らは、化合物Aの殺虫力増強について鋭意検討
した結果、(a)化合物Aに、(b)1種以上の、炭素
数16〜19個のモノカルボン酸エステルまたは/および炭
素数16〜19個のジカルボン酸エステルを(a)と(b)
の重量比が3:1〜1:100になるように加えた時に、化合物
Aの殺虫力が著しく増強されることを見い出し、本発明
に至った。すなわち、本発明は、 (a) 2,4−ジオキソ−1−(2−プロピニル)イミ
ダゾリジン−3−イルメチル クリサンテマート(化合
物A) と (b) 1種以上の、炭素数16〜19個のモノカルボン酸
エステルまたは/および炭素数16〜19個のジカルボン酸
エステル を含み、(a)と(b)の重量比が3:1〜1:100であるこ
とを特徴とする殺虫組成物を提供するものである。
<Means for Solving the Problems> As a result of intensive studies on the enhancement of the insecticidal activity of the compound A, the present inventors have found that (a) the compound A, (b) one or more mono C16-19 mono compounds. Carboxylic acid ester and / or dicarboxylic acid ester having 16 to 19 carbon atoms (a) and (b)
It was found that the insecticidal activity of Compound A is remarkably enhanced when added in a weight ratio of 3: 1 to 1: 100 to achieve the present invention. That is, the present invention provides (a) 2,4-dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate (Compound A) and (b) one or more kinds having 16 to 19 carbon atoms. An insecticidal composition comprising a monocarboxylic acid ester of (1) or / and a dicarboxylic acid ester having 16 to 19 carbon atoms in a weight ratio of (a) and (b) of 3: 1 to 1: 100. It is provided.

化合物Aには各種の光学異性体や幾何異性体が存在する
が、本発明ではそれらのうち殺虫活性を有する任意の異
性体およびその混合物が使用できる。化合物Aの本発明
組成物中の含量は、通常重量比で0.001%〜75%であ
る。
Compound A has various optical isomers and geometrical isomers, but in the present invention, any isomer having insecticidal activity and a mixture thereof can be used. The content of the compound A in the composition of the present invention is usually 0.001% to 75% by weight.

本発明の組成物において、用いられる炭素数16〜19個の
モノカルボン酸エステルまたは炭素数16〜19個のジカル
ボン酸エステルとしては、たとえば、フタル酸ジブチ
ル,パルミチン酸イソプロピル,ミリスチン酸イソプロ
ピル,ラウリン酸ヘキシル等が挙げられる。これらは2
種以上混合して用いることもでき、本発明の組成物中
に、通常重量比で0.0003%〜75%配合して用いられる。
Examples of the monocarboxylic acid ester having 16 to 19 carbon atoms or the dicarboxylic acid ester having 16 to 19 carbon atoms used in the composition of the present invention include dibutyl phthalate, isopropyl palmitate, isopropyl myristate, and lauric acid. Hexyl and the like can be mentioned. These are 2
It is also possible to mix and use one or more kinds, and it is usually used by blending 0.0003 to 75% by weight in the composition of the present invention.

本発明の組成物にはさらに他の殺虫剤、共力剤、香料、
殺菌剤、溶剤、噴射剤、固体担体等を1種以上配合する
こともできる。
The composition of the present invention further comprises other insecticides, synergists, fragrances,
One or more kinds of germicides, solvents, propellants, solid carriers and the like may be blended.

他の殺虫剤としては、例えば、 (RS)−3−アリル−2−メチル−4−オキソシクロペ
ント−2−エニル(IRS)−シス,トランス−クリサン
テメート〔アレスリン〕 3,4,5,6−テトラヒドロフタルイミドメチル(1RS)−シ
ス,トランス−クリサンテメート〔テトラメスリン〕 (S)−2−メチル−4−オキソ−3−(2−プロピニ
ル)シクロペント−2−エニル(1R)−シス,トランス
−クリサンテメート〔プラレスリン〕 3−フェノキシベンジル(1RS)−シス,トランス−ク
リサンテメート〔フェノスリン〕 5−ベンジル−3−フリルメチル(1RS)−シス,トラ
ンス−クリサンテメート〔レスメスリン〕 (RS)−α−シアノ−3−フェノキシベンジル(1R)−
シス,トランス−クリサンテメート〔サイフェノスリ
ン〕 3−フェノキシベンジル(1RS)−シス,トランス−3
−(2,2−ジクロロビニル)−2,2−ジメチルシクロプロ
パンカルボキシレート〔パーメスリン〕 (RS)−α−シアノ−3−フェノキシベンジル(1RS)
−シス,トランス−3−(2,2−ジクロロビニル)−2,2
−ジメチルシクロプロパンカルボキシレート〔サイパー
メスリン〕 (S)−α−シアノ−3−フェノキシベンジル(1R)−
シス−3−(2,2,−ジブロモビニル)−2,2−ジメチル
シクロプロパンカルボキシレート〔デルタメスリン〕 (RS)−α−シアノ−4−フルオロ−3−フェノキシベ
ンジル(1RS)−シス,トランス−3−(2,2−ジクロロ
ビニル)−2,2−ジメチルシクロプロパンカルボキシレ
ート〔サイフルスリン〕 5−(2−プロピニル)フルフリル(1RS)−シス,ト
ランス−クリサンテメート〔フラメスリン〕 2−(4−エトキシフェニル)−2−メチルプロピル3
−フェノキシベンジル エーテル〔エトフェンプロク
ス〕 2,2−ジクロロビニル ジメチル フォスフォート〔ジ
クロロボス〕 O,O−ジメチルO−(3−メチル−4−ニトロフェニ
ル)フォスフォロチオエート〔フェニトロチオン〕 2−(1−メチルエトキシ)フェノール メチルカーバ
メート〔プロポキサー〕 4−フェノキシフェニル(RS)−2−(2−ピリジルオ
キシ)プロピルエーテル〔ピリプロキシフェン〕 イソプロピル(2E,4E)−11−メトキシ−3,7,11−トリ
メチル−2,4−ドデカジエノエート〔メトプレン〕 エチル(2E,4E)−3,7,11−トリメチルドデカ−2,4−ジ
エノエート〔ハイドロプレン〕 1−(4−クロロフェニル)−3−(2,6−ジフルオロ
ベンゾイル)ウレア〔ジフルベンズロン〕 N−シクロプロピル−1,3,5−トリアジン−2,4,6−トリ
アミン〔シロマジン〕 等が挙げられる。
Other insecticides include, for example, (RS) -3-allyl-2-methyl-4-oxocyclopent-2-enyl (IRS) -cis, trans-chrysanthemate [allethrin] 3,4,5, 6-Tetrahydrophthalimidomethyl (1RS) -cis, trans-chrysanthemate [tetramethrin] (S) -2-methyl-4-oxo-3- (2-propynyl) cyclopent-2-enyl (1R) -cis, trans -Chrysanthemate [praresulin] 3-phenoxybenzyl (1RS) -cis, trans-chrysanthemate [phenothrin] 5-benzyl-3-furylmethyl (1RS) -cis, trans-chrysanthemate [resmethrin] (RS) -Α-Cyano-3-phenoxybenzyl (1R)-
Cis, trans-chrysanthemate [cyphenothrin] 3-phenoxybenzyl (1RS) -cis, trans-3
-(2,2-Dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate [permethrin] (RS) -α-cyano-3-phenoxybenzyl (1RS)
-Cis, trans-3- (2,2-dichlorovinyl) -2,2
-Dimethylcyclopropanecarboxylate [cypermethrin] (S) -α-cyano-3-phenoxybenzyl (1R)-
Cis-3- (2,2, -dibromovinyl) -2,2-dimethylcyclopropanecarboxylate [deltamethrin] (RS) -α-cyano-4-fluoro-3-phenoxybenzyl (1RS) -cis, trans- 3- (2,2-Dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate [cyfluthrin] 5- (2-propynyl) furfuryl (1RS) -cis, trans-chrysanthemate [flamesulin] 2- (4- Ethoxyphenyl) -2-methylpropyl 3
-Phenoxybenzyl ether [ethofenprox] 2,2-dichlorovinyl dimethyl phosphor [dichloroboss] O, O-dimethyl O- (3-methyl-4-nitrophenyl) phosphorothioate [fenitrothion] 2- (1 -Methylethoxy) phenol methylcarbamate [propoxer] 4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether [pyriproxyfen] isopropyl (2E, 4E) -11-methoxy-3,7,11- Trimethyl-2,4-dodecadienoate [methoprene] ethyl (2E, 4E) -3,7,11-trimethyldodeca-2,4-dienoate [hydroprene] 1- (4-chlorophenyl) -3- (2 , 6-Difluorobenzoyl) urea [diflubenzuron] N-cyclopropyl-1,3,5-triazine-2,4,6-tria Emissions [cyromazine], and the like.

共力剤としては、例えば、 α−〔2−(2−ブトキシエトキシ)エトキシ〕−4,5
−メチレンジオキシ−2−プロピルトルエン〔ピペロニ
ルブトキサイド〕、N−(2−エチルヘキシル)−ビシ
クロ〔2,2,1〕ヘプタ−5−エン−2,3−ジカルボキシイ
ミド〔MGK−264〕、オクタクロロジプロピルエーテル
〔S−421〕等が挙げられる。
Examples of the synergist include α- [2- (2-butoxyethoxy) ethoxy] -4,5
-Methylenedioxy-2-propyltoluene [piperonyl butoxide], N- (2-ethylhexyl) -bicyclo [2,2,1] hept-5-ene-2,3-dicarboximide [MGK-264 ], Octachlorodipropyl ether [S-421] and the like.

溶剤としては、例えば、イソプロピルアルコール、ケロ
シン、ドデシルベンゼン等が挙げられる。
Examples of the solvent include isopropyl alcohol, kerosene, dodecylbenzene and the like.

噴射剤としては、例えば、プロパン/ブタン、ジメチル
エーテル、フロンガス等が挙げられる。
Examples of the propellant include propane / butane, dimethyl ether, CFC gas and the like.

本発明組成物は、例えば所定量の化合物A、前記のカル
ボン酸エステル、さらに必要により他の殺虫剤、共力
剤、香料、殺菌剤、溶剤、噴射剤、固体担体等を室温下
または加温下に混合、溶解させることにより調製され
る。
The composition of the present invention contains, for example, a predetermined amount of compound A, the above-mentioned carboxylic acid ester, and optionally other insecticide, synergist, perfume, bactericide, solvent, propellant, solid carrier, etc. at room temperature or under heating. It is prepared by mixing and dissolving below.

このようにして調製された、本発明組成物が有効な害虫
類としては、たとえば次のものが挙げられる。
Examples of the pests for which the composition of the present invention is effective, prepared in this manner, include the following.

鱗翅目害虫、 イガ、コイガ等 双翅目害虫、 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
エ等のイエバエ類、クロバエ類、ニクバエ類、ヒメイエ
バエ、タネバエ、タマネギバエ等のハナバエ類、ミバエ
類、ショウジョウバエ類、チョウバエ類、アブ類、ブユ
類、サシバエ類等 網翅目害虫、 チャバネゴキブリ、クロゴキブリ、ワモンゴキブリ、ト
ビイロゴキブリ、コバネゴキブリ等 膜翅目害虫、 アリ類、スズメバチ類、アリガタバチ類、カブラハバチ
類のハバチ類等 等翅目害虫、 ヤマトシロアリ、イエシロアリ等 マダニ類、 オウシマダニ等 室内塵性ダニ類、 コナダニ類、チリダニ類、ツメダニ類、イエダニ類等 本発明の組成物を殺虫目的に使用する際、そのまま用い
ることもできるが、通常はエアゾールや油剤等に製剤し
て使用する。その際、エアゾールや油剤における化合物
Aの配合量は重量比で0.001〜5%が好ましい。
Lepidopteran pests, squid, carp, etc. Diptera pests, Culex pipiens, Culex pipiens, Culex mosquitoes, Aedes aegypti, Aedes albopictus, Anopheles mosquitoes such as Aedes albopictus, Chironomid mosquitoes, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica , Drosophila melanogaster, fly, fly, onion fly, etc., fruit fly, fruit fly, butterfly fly, flies, gnats, flies, sand flies, etc. Pests of the eyes, ants, wasps, wasps, wasps, wasps, etc., etc., etc., pests, etc., pests of the order, Yamato termites, house termites, etc. Etc. When using Ming composition insecticidally purposes, it can be used as they are usually used formulated into an aerosol or oil, or the like. At that time, the compounding amount of the compound A in the aerosol or the oil agent is preferably 0.001 to 5% by weight.

<実施例> 以下、本発明を実施例および比較例にてさらに詳しく説
明するが、本発明はこれらの例のみに限定されるもので
はない。
<Examples> Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to these examples.

尚、以下の例において部は重量部を表わす。In the following examples, parts represent parts by weight.

実施例1 化合物A(酸側がd−トランス体)50.0部、ミリスチン
酸イソプロピル50.0部を加温下に混合溶解して殺虫組成
物を得た。
Example 1 50.0 parts of compound A (d-trans form on the acid side) and 50.0 parts of isopropyl myristate were mixed and dissolved under heating to obtain an insecticidal composition.

上記と同様にして得られた殺虫組成物を第1表に示す。The insecticidal composition obtained in the same manner as above is shown in Table 1.

実施例1〜7および比較例1〜6の各殺虫組成物につい
て、化合物Aまたはフェノスリンがが10mg/m2になるよ
う、アセトン希釈液0.3mlを直径8.5cmのガラスシャーレ
に塗布し、アセトン風乾後チャバネゴキブリ10頭を放虫
し、ノックダウン効力KT50(50%ノックダウンするのに
要する時間)を調べた結果を第2表に示す。
For each of the insecticidal compositions of Examples 1 to 7 and Comparative Examples 1 to 6, 0.3 ml of the acetone diluted solution was applied to a glass petri dish having a diameter of 8.5 cm so that the compound A or phenothrin was 10 mg / m 2, and the mixture was air-dried with acetone. Table 2 shows the results of examining the knockdown efficacy KT50 (the time required for 50% knockdown) of 10 adult German cockroaches.

実施例8 0.1部の化合物A、0.1部のミリスチン酸イソプロピルお
よび0.3部のサイフェノスリンを、ドデシルベンゼン20.
0部およびケロシン39.5部に溶解し、全混合物を缶に入
れ、プロパンおよびブタンとからなる噴射剤混合物40.0
部を装入してエアゾールを得た。
Example 8 0.1 part of compound A, 0.1 part of isopropyl myristate and 0.3 part of cyphenothrin, 20 parts of dodecylbenzene.
A propellant mixture consisting of propane and butane, dissolved in 0 parts and 39.5 parts of kerosene, the whole mixture was placed in a can 40.0.
Parts were charged to obtain an aerosol.

実施例9 1.0部の化合物Aおよび1.0部のミリスチン酸イソプロピ
ルをイソプロピルアルコール20.0部およびケロシン28.0
部に溶解し、全混合物を缶に入れ、プロパン、ブタンお
よびジメチルエーテルからなる噴射剤混合物50.0部を装
入してエアゾールを得た。
Example 9 1.0 part of compound A and 1.0 part of isopropyl myristate were mixed with 20.0 parts of isopropyl alcohol and 28.0 parts of kerosene.
The mixture was dissolved in 1 part, and the whole mixture was put into a can and charged with 50.0 parts of a propellant mixture consisting of propane, butane and dimethyl ether to obtain an aerosol.

実施例10 1.0部の化合物Aおよび31.0部のミリスチン酸イソプロ
ピルをケロシン18.0部に溶解し、全混合物を缶に入れ、
プロパン、ブタンおよびジメチルエーテルからなる噴射
剤混合物50.0部を装入してエアゾールを得た。
Example 10 1.0 part of compound A and 31.0 parts of isopropyl myristate were dissolved in 18.0 parts of kerosene and the whole mixture was placed in a can.
An aerosol was obtained by charging 50.0 parts of a propellant mixture consisting of propane, butane and dimethyl ether.

実施例11 1.0部の化合物Aおよび1.0部のフタル酸ジブチルを、イ
ソプロピルアルコール2.5部およびドデシルベンゼン45.
5部に溶解し、全混合物を缶に入れ、プロパン、ブタン
およびジメチルエーテルからなる噴射剤混合物50.0部を
装入してエアゾールを得た。
Example 11 1.0 part of compound A and 1.0 part of dibutyl phthalate, 2.5 parts of isopropyl alcohol and 45 parts of dodecylbenzene.
The mixture was dissolved in 5 parts, and the whole mixture was put into a can and charged with 50.0 parts of a propellant mixture consisting of propane, butane and dimethyl ether to obtain an aerosol.

<発明の効果> 本発明の殺虫組成物は網翅目害虫、双翅目害虫等に優れ
た殺虫効力を有する。
<Effects of the Invention> The insecticidal composition of the present invention has an excellent insecticidal effect against insect pests of the order Diptera, insect pests of the order Diptera and the like.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】(a) 2,4−ジオキソ−1−(2−プロ
ピニル)イミダゾリジン−3−イルメチル クリサンテ
マート と (b) 1種以上の、炭素数16〜19個のモノカルボン酸
エステルまたは/および炭素数16〜19個のジカルボン酸
エステル を含み、(a)と(b)の重量比が3:1〜1:100であるこ
とを特徴とする殺虫組成物。
1. (a) 2,4-Dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate and (b) one or more monocarboxylic acid ester having 16 to 19 carbon atoms. Or / and a dicarboxylic acid ester having 16 to 19 carbon atoms, wherein the weight ratio of (a) to (b) is 3: 1 to 1: 100.
【請求項2】カルボン酸エステルのうち少なくとも1種
がフタル酸ジブチル,パルミチン酸イソプロピル,ミリ
スチン酸イソプロピルまたはラウリン酸ヘキシルである
請求項1記載の殺虫組成物。
2. The insecticidal composition according to claim 1, wherein at least one of the carboxylic acid esters is dibutyl phthalate, isopropyl palmitate, isopropyl myristate or hexyl laurate.
JP2109840A 1990-04-24 1990-04-24 Insecticidal composition Expired - Lifetime JPH0764687B2 (en)

Priority Applications (25)

Application Number Priority Date Filing Date Title
JP2109840A JPH0764687B2 (en) 1990-04-24 1990-04-24 Insecticidal composition
AU74201/91A AU636471B2 (en) 1990-04-24 1991-04-09 Insecticidal compositions
FR9104478A FR2661070B1 (en) 1990-04-24 1991-04-12 INSECTICIDE COMPOSITIONS BASED ON 2,4-DIOXO-1- (2-PROPYNYL) IMIDAZOLIDINE-3-YLMETHYL CHRYSANTHEMATE.
CA002040370A CA2040370C (en) 1990-04-24 1991-04-12 Insecticidal compositions
GB9107920A GB2243297B (en) 1990-04-24 1991-04-15 Insecticidal compositions
CH1136/91A CH682706A5 (en) 1990-04-24 1991-04-16 Insecticidal compositions based chrysanthemate 2,4-dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl.
BE9100352A BE1004726A3 (en) 1990-04-24 1991-04-17 INSECTICIDE COMPOSITIONS BASED ON 2,4-DIOXO-1- (2-PROPYNYL) IMIDAZOLIDINE-3-YLMETHYL CHRYSANTHEMATE.
NL9100673A NL9100673A (en) 1990-04-24 1991-04-18 INSECTICIDE COMPOSITIONS.
ZA912907A ZA912907B (en) 1990-04-24 1991-04-18 Insecticidal compositions
ITRM910273A IT1244979B (en) 1990-04-24 1991-04-22 INSECTICIDE COMPOSITION
BR919101639A BR9101639A (en) 1990-04-24 1991-04-23 INSECTICIDE COMPOSITION, PROCESS TO CONTROL INSECTS, TO PREPARE INSECTICIDE COMPOSITION AND TO PREPARE AN INSECTICIDE AEROSOL
MX025480A MX172672B (en) 1990-04-24 1991-04-23 INSECTICIDE COMPOSITION AND METHOD FOR REPRESSING INSECTS
HU911351A HU209631B (en) 1990-04-24 1991-04-23 Insecticides with improved activity
YU73691A YU47780B (en) 1990-04-24 1991-04-23 INSECTICIDE MIXTURE AND PROCEDURE FOR THE PRODUCTION OF INSECTICIDE AEROSOL
PT97450A PT97450B (en) 1990-04-24 1991-04-23 PROCESS FOR THE PREPARATION OF INSECTICIDAL COMPOSITIONS CONTAINING 2,4-DIOXO-1- (2-PROPYINYL) IMIDAZOLIDIN-3-ILYMETHYL CRISANTEMATE
ES9101021A ES2035768B1 (en) 1990-04-24 1991-04-23 INSECTICIDE COMPOSITIONS CONTAINING A CHRYSANTHEMATE.
SI9110736A SI9110736A (en) 1990-04-24 1991-04-23 Insecticidal compositions
SU914895311A RU2035142C1 (en) 1990-04-24 1991-04-23 Insecticidal composition
KR1019910006610A KR0161534B1 (en) 1990-04-24 1991-04-24 Insecticidal compositions
DE4113383A DE4113383C2 (en) 1990-04-24 1991-04-24 Insecticidal agents
US07/856,557 US5190745A (en) 1990-04-24 1992-03-24 Insecticidal compositions
HR920865A HRP920865A2 (en) 1990-04-24 1992-10-02 Insecticidal compositions
LVP-92-387A LV10158B (en) 1990-04-24 1992-12-22 Insecticides (composition of insecticides)
LTIP1063A LT3606B (en) 1990-04-24 1993-09-21 Insecticidal composition
SG156894A SG156894G (en) 1990-04-24 1994-10-24 Insecticidal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2109840A JPH0764687B2 (en) 1990-04-24 1990-04-24 Insecticidal composition
SG156894A SG156894G (en) 1990-04-24 1994-10-24 Insecticidal compositions

Publications (2)

Publication Number Publication Date
JPH049306A JPH049306A (en) 1992-01-14
JPH0764687B2 true JPH0764687B2 (en) 1995-07-12

Family

ID=26449553

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2109840A Expired - Lifetime JPH0764687B2 (en) 1990-04-24 1990-04-24 Insecticidal composition

Country Status (11)

Country Link
JP (1) JPH0764687B2 (en)
AU (1) AU636471B2 (en)
BE (1) BE1004726A3 (en)
CH (1) CH682706A5 (en)
DE (1) DE4113383C2 (en)
FR (1) FR2661070B1 (en)
GB (1) GB2243297B (en)
HU (1) HU209631B (en)
IT (1) IT1244979B (en)
NL (1) NL9100673A (en)
SG (1) SG156894G (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4445546A1 (en) * 1994-12-20 1996-06-27 Bayer Ag Use of lauric acid esters as substances that increase activity
JP3855311B2 (en) * 1996-08-07 2006-12-06 住友化学株式会社 Aerosol composition
KR100471016B1 (en) * 1996-08-07 2005-07-12 스미또모 가가꾸 가부시키가이샤 Insecticidal aerosol compositions and pesticidal compositions for preparing them
US7030156B2 (en) 2001-03-05 2006-04-18 University Of Florida Research Foundation, Inc Devices and methods for eliminating termite colonies
US6716421B2 (en) 2001-03-05 2004-04-06 University Of Florida Research Foundation, Inc. Devices and methods for eliminating termite colonies
US6969512B2 (en) 2001-03-05 2005-11-29 The University Of Florida Research Foundation, Inc. Devices and methods for eliminating termite colonies
JP5326320B2 (en) * 2007-03-30 2013-10-30 住友化学株式会社 Pest control composition and pest control method
AR082963A1 (en) * 2010-09-17 2013-01-23 Sumitomo Chemical Co COMPOSITION FOR PEST CONTROL AEROSOL
JP6132703B2 (en) * 2012-08-28 2017-05-24 大日本除蟲菊株式会社 Aerosol for bee nesting control and method for controlling bee nesting using the same
JP6754197B2 (en) * 2015-12-28 2020-09-09 大日本除蟲菊株式会社 Pest control aerosol

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4899337A (en) * 1972-04-05 1973-12-15
JPS609715A (en) * 1983-06-25 1985-01-18 ワイエムオ−エス・アクチエンゲゼルシヤフト・インドウストリ−プロドウクテ Method and device for manufacturing synthetic resin thin wall body

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5372821A (en) * 1976-12-09 1978-06-28 Sumitomo Chem Co Ltd Aerosol insecticides
IT1114770B (en) * 1977-03-23 1986-01-27 Bernabe Giuseppina Long-acting pyrethroid insecticide compositions - contg. a vaporisation-modifying agent e.g. butyl stearate
JPS609715B2 (en) * 1977-06-20 1985-03-12 住友化学工業株式会社 Carboxylic acid esters, their production methods, and insecticides and acaricides containing them as active ingredients
JPS5428818A (en) * 1977-08-05 1979-03-03 Fumakilla Ltd Method of enhancing effect of pesticide smoked in short time
DE3029426A1 (en) * 1980-08-02 1982-03-11 Bayer Ag, 5090 Leverkusen AGAINST EFFECTIVE POUR-ON FORMULATIONS
DE3317823A1 (en) * 1983-05-17 1984-11-22 Bayer Ag, 5090 Leverkusen PEST CONTROL
JPS60139605A (en) * 1983-12-27 1985-07-24 Sumitomo Chem Co Ltd Fumigation composition
NZ230699A (en) * 1988-11-11 1991-02-26 Sumitomo Chemical Co Insecticidal composition comprising 2,4-dioxo-1-(2-propynyl)imidazolidin-3-ylmethyl chrysanthemate and an aromatic hydrocarbon/kerosene solvent

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4899337A (en) * 1972-04-05 1973-12-15
JPS609715A (en) * 1983-06-25 1985-01-18 ワイエムオ−エス・アクチエンゲゼルシヤフト・インドウストリ−プロドウクテ Method and device for manufacturing synthetic resin thin wall body

Also Published As

Publication number Publication date
DE4113383C2 (en) 2000-02-24
FR2661070B1 (en) 1998-11-20
CH682706A5 (en) 1993-11-15
SG156894G (en) 1995-03-17
IT1244979B (en) 1994-09-13
JPH049306A (en) 1992-01-14
ITRM910273A0 (en) 1991-04-22
ITRM910273A1 (en) 1992-10-22
AU636471B2 (en) 1993-04-29
BE1004726A3 (en) 1993-01-19
HU209631B (en) 1994-09-28
DE4113383A1 (en) 1991-10-31
AU7420191A (en) 1991-11-07
GB2243297A (en) 1991-10-30
GB2243297B (en) 1993-09-08
NL9100673A (en) 1991-11-18
FR2661070A1 (en) 1991-10-25
GB9107920D0 (en) 1991-05-29

Similar Documents

Publication Publication Date Title
RU2455825C2 (en) Aerosol pesticide composition
US20090326064A1 (en) Pesticidal composition
JPH0764687B2 (en) Insecticidal composition
US5190745A (en) Insecticidal compositions
JP3008603B2 (en) Insecticidal composition
JP2964432B2 (en) Acaricide composition
JP2855724B2 (en) Aerosol insecticide
JP4677672B2 (en) Insecticidal composition
CA1167764A (en) Insecticidal compositions
KR0161534B1 (en) Insecticidal compositions
JP4320848B2 (en) All-injection type insecticidal aqueous aerosol composition
JP4182239B2 (en) Insecticidal composition and insecticidal aerosol
JP2000053512A (en) Insecticidal composition
JP2000186007A (en) Insecticidal composition and insecticidal aerosol agent
JPH03209303A (en) Insecticidal aqueous aerosol
JPH03176409A (en) Insecticidal composition
JP4660885B2 (en) Electric mosquito mat
JP3291524B2 (en) Indoor dust mite extermination composition, indoor dust mite extermination material, and indoor dust mite extermination method
JP2665910B2 (en) Volatile substance container
JP2007191422A (en) Insecticidal mat and insect pest control liquid for thermal transpiration
JPH1059802A (en) Pest controlling with thermal fumigation
AU782551B2 (en) Pest repellent
SI9110736A (en) Insecticidal compositions
JPH05301808A (en) Insecticidal acaricide
JPH06263605A (en) Flea controlling agent

Legal Events

Date Code Title Description
S531 Written request for registration of change of domicile

Free format text: JAPANESE INTERMEDIATE CODE: R313531

S533 Written request for registration of change of name

Free format text: JAPANESE INTERMEDIATE CODE: R313533

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20080712

Year of fee payment: 13

RD05 Notification of revocation of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: R3D05

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20090712

Year of fee payment: 14

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20100712

Year of fee payment: 15

EXPY Cancellation because of completion of term
FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20100712

Year of fee payment: 15