JPH04182407A - Insecticidal and miticidal composition - Google Patents
Insecticidal and miticidal compositionInfo
- Publication number
- JPH04182407A JPH04182407A JP2314779A JP31477990A JPH04182407A JP H04182407 A JPH04182407 A JP H04182407A JP 2314779 A JP2314779 A JP 2314779A JP 31477990 A JP31477990 A JP 31477990A JP H04182407 A JPH04182407 A JP H04182407A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formulation
- agents
- examples
- composition
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 79
- 230000000749 insecticidal effect Effects 0.000 title claims description 5
- 230000003129 miticidal effect Effects 0.000 title 1
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- 239000004480 active ingredient Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 46
- 238000002156 mixing Methods 0.000 abstract description 19
- -1 2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl Chemical group 0.000 abstract description 10
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- 230000001473 noxious effect Effects 0.000 abstract 2
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- 239000002253 acid Substances 0.000 description 2
- 229940009868 aluminum magnesium silicate Drugs 0.000 description 2
- WMGSQTMJHBYJMQ-UHFFFAOYSA-N aluminum;magnesium;silicate Chemical compound [Mg+2].[Al+3].[O-][Si]([O-])([O-])[O-] WMGSQTMJHBYJMQ-UHFFFAOYSA-N 0.000 description 2
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- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
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- 239000002574 poison Substances 0.000 description 2
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- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
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- 235000013351 cheese Nutrition 0.000 description 1
- 238000006757 chemical reactions by type Methods 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 description 1
- 235000019258 dehydroacetic acid Nutrition 0.000 description 1
- 229940061632 dehydroacetic acid Drugs 0.000 description 1
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- HCZKYJDFEPMADG-UHFFFAOYSA-N erythro-nordihydroguaiaretic acid Natural products C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- GJMUCSXZXBCQRZ-UHFFFAOYSA-N geraniin Natural products Oc1cc(cc(O)c1O)C(=O)OC2OC3COC(=O)c4cc(O)c(O)c(O)c4c5cc(C(=O)C67OC3C(O6)C2OC(=O)c8cc(O)c(O)c9OC%10(O)C(C(=CC(=O)C%10(O)O)C7=O)c89)c(O)c(O)c5O GJMUCSXZXBCQRZ-UHFFFAOYSA-N 0.000 description 1
- 229930194078 geranin Natural products 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- 235000020021 gose Nutrition 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960003951 masoprocol Drugs 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】 〈産業上の利用分野〉 本発明は殺虫、殺ダニ組成物に関するものである。[Detailed description of the invention] <Industrial application field> The present invention relates to insecticidal and acaricidal compositions.
〈従来の技術〉
従来、ある種の混合組成物が殺虫、殺ダニ剤として用い
得ることについて、例えば、特開昭60−248601
号公報に記載されている。<Prior art> Conventionally, it has been reported that certain mixed compositions can be used as insecticides and acaricides, for example, in JP-A No. 60-248601.
It is stated in the No.
〈発明が解決しようとする課題〉
しかしながら、従来知られている殺虫、殺ダニ組成物は
、致死効力が充分でなかったり速効性が充分でなかった
り、各種の要件を充分に満足させられるものではなかっ
た。<Problems to be solved by the invention> However, conventionally known insecticidal and acaricidal compositions do not have sufficient lethal efficacy or fast-acting properties, and do not fully satisfy various requirements. There wasn't.
〈課題を解決するための手段〉
本発明者らはこのような状況に鑑み、より優れた殺虫、
殺ダニ組成物を開発すべく鋭意検討を行った結果、式
で示される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 クリサンテマート(
以下、化合物CI)と記す。)と、式
で示される2、2−ジクロロビニル ジメチル ホスフ
ェート(以下、化合物(II)と記す。)とを有効成分
とする殺虫、殺ダニ組成物(以下、本発明組成物と記す
。)がその相乗的な作用により、致死効力においても速
効性においても、非常に優れた性質を有することを見出
し本発明に至った。 −本発明組成物は、
1、 致死効力、ノックダウン効力共に優れていること
2 相乗効果の程度が、従来相乗効果があるとされてい
るピレスロイド系化合物と有機リン系化合物との混合剤
の相乗効果に比べてはるかに大きいこと
ふ 各種殺虫、殺ダニ剤に対して低感受性の害虫に対し
ても卓効を示すこと
4、 それぞれの単剤では効力が弱い有害ダニ類に対し
ても卓効を示すこと
等の優れた性質を有するものである。<Means for solving the problem> In view of this situation, the present inventors have developed a better insecticide,
As a result of extensive research to develop an acaricidal composition, we found that 2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl chrysanthemate (
Hereinafter, it will be referred to as compound CI). ) and 2,2-dichlorovinyl dimethyl phosphate (hereinafter referred to as compound (II)) represented by the formula as active ingredients (hereinafter referred to as the composition of the present invention). Due to their synergistic action, they discovered that they have very excellent properties in terms of both lethal efficacy and rapid action, leading to the present invention. - The composition of the present invention has the following characteristics: 1. It has excellent lethal efficacy and knockdown efficacy. 2. The degree of synergistic effect is the same as that of a mixture of a pyrethroid compound and an organophosphorus compound, which are conventionally thought to have a synergistic effect. It is far more effective than its effectiveness: It is highly effective even against pests that are low in sensitivity to various insecticides and acaricides. It has excellent properties such as showing .
化合物CI)と化合物(I[)との混合割合は、通常、
重量比で、95:5〜5:95、好ましくは、90.1
0〜10:90の範囲である。更に好ましくは、害虫類
に対し、より優れた速効性(ノックダダウン活性)を得
るための混合割合は、90:10〜30・70の範囲で
あり、−層優れた速効性を得るための混合割合は、90
:10〜50 : 50の範囲である。また害虫類に対
し、より優れた致死活性を得るための混合割合は、70
:30〜10:90である。一方、有害ダニ類に対し、
特に優れた効力を発揮する混合割合は、90:10〜3
0ニア0の範囲である。The mixing ratio of compound CI) and compound (I[) is usually
Weight ratio: 95:5 to 5:95, preferably 90.1
The range is 0 to 10:90. More preferably, the mixing ratio for obtaining better immediate effect (knockdown activity) against pests is in the range of 90:10 to 30.70; is 90
:10-50 :50 range. In addition, to obtain superior lethal activity against pests, the mixing ratio is 70%
:30 to 10:90. On the other hand, against harmful mites,
The mixing ratio that exhibits particularly excellent efficacy is 90:10 to 3.
The range is between 0 and 0.
本発明組成物は各種の害虫および有害ダニ類に対し有効
であるが、特に衛生害虫、木材害虫、衣料害虫、食品害
虫、屋内棲息性不快害虫等に対し卓効を示す。The composition of the present invention is effective against various pests and harmful mites, and is particularly effective against sanitary pests, wood pests, clothing pests, food pests, unpleasant indoor pests, and the like.
具体的な防除対象虫の例を以下に示す。Specific examples of insects to be controlled are shown below.
鱗翅目害虫
イガ、コイガ、ノシメコクガ等
双翅目害虫
イエカ類、ハマダラカ類、ヤブカ類、イエバエ類、ショ
ウジヨウバエ類、チョウバエ類等鞘翅目害虫
コクゾウムシ、アズキゾウムシ、コクヌストモドキ、シ
バンムシ類、ヒラクキクイムシ類、アオバアリガタハネ
力クシ等
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、アリガタバチ類等
隠翅目害虫
ヒトノミ等
シラミ目害虫
ヒトジラミ、ケシラミ等
等翅目害虫
ヤマトシロアリ、イエシロアリ等
ダニ目
コナダニ類、チリダニ類、ツメダニ類なとの室内塵性ダ
ニ類、オウシマダニなどのマダニ類、イエダニ類等
本発明組成物は、通常、固体担体、液体担体、ガス状担
体、餌と混合するか、または蚊取線香やマット等の基材
に含浸し、必要により界面活性剤やその他の製剤用補助
剤を添加して、油剤、乳剤、水和剤、水中懸濁剤・水中
乳濁剤等のフロアブル剤、粒剤、粉剤、エアゾール、蚊
取線香・電気蚊取マット・ノーマット等の加熱燻蒸剤、
自己燃焼型燻煙剤・化学反応型燻煙剤・電熱型燻煙剤等
の加熱燻煙剤、樹脂蒸散剤・含浸紙蒸散剤等の非加熱蒸
散剤、フォッギング等の煙霧剤、ULV剤、毒餌等に製
剤して使用する。Lepidopteran pests such as the burr moth, carp moth, and snail moth Diptera pests Culex, Anopheles mosquitoes, Aedes mosquitoes, houseflies, fruit flies, butterflies, etc. Coleopteran pests Black weevils, adzuki bean weevils, white beetles, white beetles, hiraku beetles Pests of the order Hymenoptera, such as the German cockroach, black cockroach, American cockroach, brown cockroach, and black cockroach, etc., the order Pests of the order Hymenoptera, ants, wasps, etc. Insects such as house dust mites, house dust mites, dust mites, dust mites, dust mites, house dust mites, etc., such as the Japanese termites and domestic termites, house dust mites, etc. The composition of the present invention is usually carried out in the form of a solid carrier, a liquid carrier, or a gaseous carrier. It can be mixed with carriers and baits, or impregnated into base materials such as mosquito coils and mats, and if necessary, surfactants and other formulation auxiliaries can be added to produce oils, emulsions, wettable powders, and suspensions in water. Flowable agents such as emulsions in water, granules, powders, aerosols, heating fumigants such as mosquito coils, electric mosquito mats, and no-mats,
Heating smoke agents such as self-combustion type smoke agents, chemical reaction type smoke agents, and electric heating type smoke agents, non-heating transpiration agents such as resin evaporation agents and impregnated paper evaporation agents, fogging agents such as fogging agents, ULV agents, It is used as a poison bait, etc.
これらの製剤には、有効成分として化合物〔■〕および
化合物(If)の総量を重量比で通常0.001〜95
%含有する。These preparations usually contain the total amount of compound [■] and compound (If) as active ingredients in a weight ratio of 0.001 to 95.
%contains.
製剤化の際に用いられる固体担体としては、たとえば粘
土類(カオリンクレー、珪藻土、合成含水酸化珪素、ベ
ントナイト、フバサミクレー、酸性白土等)、タルク類
、セラミック、その他の無機鉱物(セリサイト、石英、
硫黄、活性炭、炭酸カルシウム、水和シリカ等)、化学
肥料(硫安、燐安、硝安、尿素、塩安等)等の微粉末あ
るいは粒状物などがあげられ、液体担体としては、たと
えば水、アルコール類(メタノール、エタノール等)、
ケトン類(アセトン、メチルエチルケトン、シクロヘキ
サノン等)、芳香族炭化水素類(ベンゼン、トルエン、
キシレン、エチルベンゼン、メチルナフタレン等)、脂
肪族炭化水素類(ヘキサン、シクロヘキサン、灯油、軽
油等)、エステル類(酢酸エチル、酢酸ブチル等)、ニ
トリル類(アセトニトリル、イソブチロニトリル類)、
エーテル類(ジイソプロピルエーテル、ジオキサン等)
、酸アミド類(N、N−ジメチルホルムアミド、N、N
−ジメチルアセトアミド等)、ハロゲン化炭化水素類(
ジクロロメタン、トリクロロエタン、四塩化炭素等)、
ジメチルスルホキシド、大豆油・綿実油等の植物油等が
あげられ、ガス状担体、すなわち噴射剤としては、たと
えばフロンガス、ブタンガス、LPG (液化石油ガス
)、ジメチルエーテル、炭酸ガス等があげられる。Solid carriers used in formulation include, for example, clays (kaolin clay, diatomaceous earth, synthetic hydrated silicon oxide, bentonite, fubasami clay, acid clay, etc.), talcs, ceramics, and other inorganic minerals (sericite, quartz,
Sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, ammonium phosphorus, ammonium nitrate, urea, ammonium chloride, etc.), and other fine powders or granules.As liquid carriers, for example, water, alcohol, etc. (methanol, ethanol, etc.),
Ketones (acetone, methyl ethyl ketone, cyclohexanone, etc.), aromatic hydrocarbons (benzene, toluene,
xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile),
Ethers (diisopropyl ether, dioxane, etc.)
, acid amides (N,N-dimethylformamide, N,N
-dimethylacetamide, etc.), halogenated hydrocarbons (
dichloromethane, trichloroethane, carbon tetrachloride, etc.),
Examples include dimethyl sulfoxide, vegetable oils such as soybean oil and cottonseed oil, and examples of gaseous carriers, ie, propellants, include chlorofluorocarbon gas, butane gas, LPG (liquefied petroleum gas), dimethyl ether, carbon dioxide gas, and the like.
界面活性剤としては、たとえばアルキル硫酸エステル類
、アルキルスルホン酸塩、アルキルアリールスルホン酸
塩、アルキルアリールエーテル類およびそのポリオキシ
エチレン化物、ポリエチレングリコールエーテル類、多
価アルコールエステル類、糖アルコール誘導体等かあげ
られる。Examples of surfactants include alkyl sulfates, alkyl sulfonates, alkylaryl sulfonates, alkylaryl ethers and their polyoxyethylenic products, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives, etc. can give.
固着剤や分散剤等の製剤用補助剤としては、たとえばカ
ゼイン、ゼラチン、多糖類(でんぷん粉、アラビアガム
、セルロース誘導体、アルギン酸等)、リグニン誘導体
、ベントナイト、糖類、合成水溶性高分子(ポリビニル
アルコール、ポリビニルピロリドン、ポリアクリル酸類
等)があげられ、安定剤としては、たとえばPAP (
酸性リン酸イソプロピル) 、BHT (2,6−シー
tert−ブチル−4−メチルフェノール) 、BHA
(2−tert−ブチル−4−メトキシフェノールと
3− tert−ブチルー4−メトキシフェノールとの
混合物)、植物油、鉱物油、界面活性剤、脂肪酸または
そのエステル等があげられる。Examples of formulation auxiliaries such as fixing agents and dispersants include casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers (polyvinyl alcohol, etc.) , polyvinylpyrrolidone, polyacrylic acids, etc.), and examples of stabilizers include PAP (
acidic isopropyl phosphate), BHT (2,6-tert-butyl-4-methylphenol), BHA
(mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oil, mineral oil, surfactant, fatty acid or its ester, and the like.
蚊取線香の基材としては、たとえば木粉、粕粉等の植物
生粉末とタブ粉、スターチ、グルティン等の結合剤との
混合物等があげられる。Examples of the base material for mosquito coils include mixtures of raw plant powders such as wood flour and lees powder and binders such as tab flour, starch, and gluten.
電気蚊取マットの基材としては、たとえばコツトンリン
ターまたはコツトンリンターとバルブとの混合物のフィ
ブリルを板状に固めたもの等があげられる。Examples of the base material for the electric mosquito repellent mat include fibrils of cotton linters or a mixture of cotton linters and bulbs solidified into a plate shape.
自己燃焼型燻煙剤の基材としては、たとえば硝酸塩、亜
硝酸塩、グアニジン塩、塩素酸カリウム、ニトロセルロ
ース、エチルセルロース、木粉などの燃焼発熱剤、アル
カリ金属塩、アルカリ土類金属塩、重クロム酸塩、クロ
ム酸塩などの熱分解刺激剤、硝酸カリウムなどの酸素供
給剤、メラミン、小麦デンプンなどの支燃剤、珪藻土な
どの増量剤、合成糊料などの結合剤等があげられる。Examples of base materials for self-combusting smoke agents include nitrates, nitrites, guanidine salts, potassium chlorate, nitrocellulose, ethylcellulose, combustion exothermic agents such as wood flour, alkali metal salts, alkaline earth metal salts, and dichromium. Examples include thermal decomposition stimulants such as acid salts and chromates, oxygen supply agents such as potassium nitrate, combustion support agents such as melamine and wheat starch, fillers such as diatomaceous earth, and binders such as synthetic glues.
化学反応型燻煙剤の基材としては、たとえばアルカリ金
属の硫化物、多硫化物、水硫化物、含水塩、酸化カルシ
ウム等の発熱剤、炭素質物質、炭化鉄、活性白土などの
触媒剤、アゾジカルボンアミド、ベンゼンスルホニルヒ
ドラジド、ジニトロソペンタメチレンテトラミン、ポリ
スチレン、ポリウレタン等の有機発泡剤、天然繊維片、
合成繊維片等の充填剤等があげられる。The base materials for chemically reactive smoke agents include, for example, exothermic agents such as alkali metal sulfides, polysulfides, hydrosulfides, hydrated salts, and calcium oxide, and catalyst agents such as carbonaceous substances, iron carbide, and activated clay. , organic blowing agents such as azodicarbonamide, benzenesulfonyl hydrazide, dinitrosopentamethylenetetramine, polystyrene, polyurethane, natural fiber pieces,
Examples include fillers such as synthetic fiber pieces.
非加熱蒸散剤の基材としては、たとえば熱可塑性樹脂、
ろ紙、和紙等があげられる。毒餌の基材としてはたとえ
ば穀物粒、植物精油、糖、結晶セルロース等の餌成分、
ジブチルヒドロキシトルエン、ノルジヒドログアイアレ
チン酸等の酸化防止剤、デヒドロ酢酸等の保存料、トウ
ガラシ末なとの誤食防止剤、チーズ香料、タマネギ香料
などの誘引性香料等が挙げられる。Examples of the base material of the non-heating transpiration agent include thermoplastic resin,
Examples include filter paper and Japanese paper. Poisonous bait base materials include bait components such as grain grains, plant essential oils, sugar, and crystalline cellulose;
Antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid, preservatives such as dehydroacetic acid, agents to prevent accidental ingestion such as capsicum powder, and attractive flavorings such as cheese flavoring and onion flavoring.
フロアブル剤(水中懸濁剤または水中乳濁剤)の製剤は
、一般に1〜75%の化合物を0.5〜15%の分散剤
、0.1〜10%の懸濁助剤(たとえば、保護コロイド
やチクソトロピー性を付与する化合物)、0〜10%の
適切な補助剤(たとえば、消泡剤、防錆剤、安定化剤、
展着剤、浸透助剤、凍結防止剤、防菌剤、防黴剤等)を
含む水中で微小に分散させることによって得られる。水
の代わりに化合物がほとんど溶解しない油を用いて油中
懸濁剤とすることも可能である。保護コロイドとしては
、たとえばゲラニン、カゼイン、ガム類、セルロースエ
ーテル、ポリビニルアルコール等が用いられ葛。チクソ
トロピー性を付与する化合物としては、たとえばベント
ナイト、アルミニウムマグネシウムシリケート、キサン
タンガム、ポリアクリル酸等があげられる。The formulation of flowables (suspensions or emulsions in water) generally consists of 1-75% compound, 0.5-15% dispersing agent, 0.1-10% suspending aid (e.g. colloidal or thixotropic compounds), 0-10% of suitable auxiliaries (e.g. antifoaming agents, rust inhibitors, stabilizers,
It is obtained by finely dispersing it in water containing a spreading agent, penetration aid, antifreeze agent, antibacterial agent, antifungal agent, etc.). It is also possible to use an oil in which the compound hardly dissolves in place of water to form a suspension in oil. Examples of protective colloids used include geranin, casein, gums, cellulose ether, and polyvinyl alcohol. Examples of compounds that impart thixotropy include bentonite, aluminum magnesium silicate, xanthan gum, and polyacrylic acid.
このようにして得られる製剤は、そのままであるいは水
等で希釈して用いられる。また、他の殺虫剤、殺ダニ剤
、殺菌剤と混合して、または混合せず同時に用いること
もできる。The preparation thus obtained can be used as is or diluted with water or the like. It can also be used simultaneously with or without mixing with other insecticides, acaricides, and fungicides.
尚、乳剤、水和剤、フロアブル剤等は水で1〜10.0
00 ppmに希釈して施用し、油剤、エアゾール、燻
蒸剤、燻煙剤、蒸散剤、煙霧剤、ULV剤、毒餌等につ
いてはそのまま施用する。In addition, emulsions, hydrating agents, flowable agents, etc. have a concentration of 1 to 10.0 in water.
Apply diluted to 0.00 ppm, and apply as is for oils, aerosols, fumigants, smoke agents, transpiration agents, fog agents, ULV agents, poison baits, etc.
これらの施用量、施用濃度は、いずれも製剤の種類、施
用時期、施用場所、施用方法、害虫の種類等の状況によ
って異なり、上記の範囲にかかわることなく増加させた
り、減少させたりすることができる。These application amounts and concentrations vary depending on the type of formulation, application time, application location, application method, type of pest, etc., and may be increased or decreased without regard to the above range. can.
〈実施例〉
以下、本発明を製剤例および試験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> The present invention will be explained in more detail below using formulation examples and test examples, but the present invention is not limited only to these examples.
尚、以下の製剤例および試験例において、化合物は第1
表の化合物記号で示す。また、製剤例中の部は重量部を
示す。In addition, in the following formulation examples and test examples, the compound is
Indicated by compound symbol in the table. In addition, parts in the formulation examples indicate parts by weight.
製剤例1
化合物(I−a)と化合物(II)との混合物(混合比
は重量比で90:10.70:30.50:50.30
・70または10:90) 1部を灯油99部に混合溶
解して油剤を得る。Formulation Example 1 Mixture of compound (I-a) and compound (II) (mixing ratio by weight is 90:10.70:30.50:50.30
・70 or 10:90) Mix and dissolve 1 part in 99 parts of kerosene to obtain an oil solution.
製剤例2〜15
化合物(1−a)と化合物(II)との混合物X部と灯
油y部より製剤例1と同様に油剤を得る。Formulation Examples 2 to 15 An oil solution is obtained in the same manner as in Formulation Example 1 from X part of the mixture of compound (1-a) and compound (II) and y part of kerosene.
Xとyとは以下の通り。X and y are as follows.
製造例16
化合物CI−a)と化合物(I[)との混合物(混合比
は重量比で90:10.70:30.50:50.30
ニア0または10:90) 1部を灯油59部に混合溶
解し、エアゾール容器に充填してバルブ部分を取り付け
た後、該バルブ部分を通じて噴射剤(液化石油ガス)4
0部を加圧充填して油性エアゾールを得る。Production Example 16 Mixture of compound CI-a) and compound (I[) (mixing ratio by weight is 90:10.70:30.50:50.30)
Mix and dissolve 1 part of kerosene (near 0 or 10:90) in 59 parts of kerosene, fill it into an aerosol container, attach the valve part, and then inject 4 parts of the propellant (liquefied petroleum gas) through the valve part.
0 part is filled under pressure to obtain an oil-based aerosol.
製剤例17〜29
化合物CI−a)と化合物(II)との混合物X部、灯
油y部、噴射剤40部を用いて製剤例16と同様にして
油性エアゾールを得る。Xとyとは以下の通り。Formulation Examples 17 to 29 Oil-based aerosols are obtained in the same manner as Formulation Example 16 using X part of the mixture of compound CI-a) and compound (II), y part of kerosene, and 40 parts of propellant. X and y are as follows.
製剤例30
化合物CI−a)と化合物(I[)との混合物(混合比
は重量比で90:10.70:30.50:50.30
ニア0または10:90) 1部、乳化剤〔レオドール
MO−60(花王株式会社登録商標)とレオドールTW
−0120(花王株式会社登録商標)との4:1混合物
またはレオドール5P−LIO(花王株式会社登録商標
)〕1部および灯油8部を混合溶解したものとイオン交
換水50部とをエアゾール容器に充填し、バルブ部分を
取り付けた後、該バルブ部分を通じて噴射剤(液化石油
ガス)40部を加圧充填して水性エアゾールを得る。Formulation Example 30 Mixture of compound CI-a) and compound (I[) (mixing ratio by weight is 90:10.70:30.50:50.30)
0 or 10:90) 1 part emulsifier [Rheodol MO-60 (registered trademark of Kao Corporation) and Rheodol TW
-0120 (registered trademark of Kao Corporation) or a mixture of 1 part of Rheodol 5P-LIO (registered trademark of Kao Corporation) and 8 parts of kerosene, and 50 parts of ion-exchanged water are placed in an aerosol container. After filling and attaching the valve part, 40 parts of propellant (liquefied petroleum gas) is pressurized and filled through the valve part to obtain an aqueous aerosol.
製剤例3I〜41
化合物CI−a)と化合物CI[)との混合物X部、乳
化剤1部、灯油y部、イオン交換水50部および噴射剤
40部を用いて製剤例30と同様にして水性エアゾール
を得る。Xとyとは以下の通り。Formulation Examples 3I to 41 Aqueous formulations were prepared in the same manner as in Formulation Example 30 using part X of the mixture of compound CI-a) and compound CI[), 1 part emulsifier, y part kerosene, 50 parts ion-exchanged water, and 40 parts propellant. Get an aerosol. X and y are as follows.
製剤例42〜43
化合物CI−a)と化合物(II)との混合物(混合比
は重量比で90+10.70:30.50:50.30
ニア0または10:90)x部、乳化剤〔ニューカルゲ
ン+015−H(竹本油脂登録商標)〕7部およびキシ
12フ部をよく混合溶解して乳剤を得る。Xとyとは以
下の通り。Formulation Examples 42-43 Mixture of compound CI-a) and compound (II) (mixing ratio by weight is 90+10.70:30.50:50.30
An emulsion is obtained by thoroughly mixing and dissolving x parts (0 or 10:90), 7 parts of an emulsifier [Nucalgen+015-H (Takemoto Oils and Fats Registered Trademark)], and 12 parts of xy. X and y are as follows.
製剤例44〜45
化合物CI−a)と化合物(I[)との混合物(混合比
は重量比で90:10.70:30.50:50.30
ニア0または10:90)x部、乳化剤(ツルポール5
M−200(東邦化学登録商標))10部およびキシ1
2フ部をよく混合溶解して乳剤を得る。Xとyとは以下
の通り。Formulation Examples 44-45 Mixture of compound CI-a) and compound (I[) (mixing ratio by weight is 90:10.70:30.50:50.30)
0 or 10:90) x parts, emulsifier (Tsurpol 5
M-200 (Toho Chemical registered trademark)) 10 parts and 1 xy
The second part is thoroughly mixed and dissolved to obtain an emulsion. X and y are as follows.
製剤例46
化合物(I−a)と化合物(II)との混合物(混合比
は重量比で90:10.70:30.50:50.30
・70または10:90)10部、ラウリル硫酸ナトリ
ウム4部、リグニンスルホン酸カルシウム2部、合成含
水酸化珪素微粉末20部および珪藻土64部を混合した
中に加え、ミキサーで撹拌混合して水和剤を得る製剤例
47
化合物(I−a)と化合物(II)との混合物(混合比
は重量比で90:10.70:30.50:50.30
ニア0または10:90)10部、ポリビニルアルコー
ル6部を含む水溶液40部中に加え、ミキサーで撹拌し
分散剤を得る。この中にキサンタンガム0.05部およ
びアルミニウムマグネシウムシリケート0.1部を含む
水溶液40部を加え、さらにプロピレングリコール10
部を加えて緩やかに撹拌混合して水中乳濁を得る。Formulation Example 46 Mixture of compound (I-a) and compound (II) (mixing ratio by weight is 90:10.70:30.50:50.30
・Add 10 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder, and 64 parts of diatomaceous earth, and stir and mix with a mixer to hydrate. Formulation example 47 to obtain a compound (I-a) and compound (II) (mixing ratio by weight is 90:10.70:30.50:50.30)
The mixture was added to 40 parts of an aqueous solution containing 10 parts of 0 or 10:90) and 6 parts of polyvinyl alcohol, and stirred with a mixer to obtain a dispersant. To this was added 40 parts of an aqueous solution containing 0.05 part of xanthan gum and 0.1 part of aluminum magnesium silicate, and further 10 parts of propylene glycol.
1 part and gently stir and mix to obtain an emulsion in water.
製剤例48〜49
化合物CI−a〕と化合物〔II)との混合物(混合比
は重量比テ90:10 、70:30 、50:50
、30ニア0または10:90)x部とキシ12フ部と
をよく混合溶解してULV用製剤を得る。Xとyとは以
下の通り。Formulation Examples 48-49 Mixtures of compound CI-a] and compound [II) (mixing ratio by weight: 90:10, 70:30, 50:50)
, 30 nia 0 or 10:90) x part and xi 12 fu part are thoroughly mixed and dissolved to obtain a ULV preparation. X and y are as follows.
次に、試験例を示す。以下の例において、比較対照に用
いた組成物は(R3)−2−メチル−4−オキソ−3−
(2−プロペニル)シクロペント−2−エニル (IR
3)−シス、トランスークリサンテマート(アレスリン
二以下、化合物(A)と記す。)と、0.0−ジメチル
0−〔3−メチル−4−(メチルチオ)フェニル〕
ホスホロチオエート(フェンチオン二以下、化合物(B
)と記す。Next, a test example will be shown. In the following examples, the composition used for comparison was (R3)-2-methyl-4-oxo-3-
(2-propenyl)cyclopent-2-enyl (IR
3)-cis, trans-chrysanthemate (allethrin di or less, referred to as compound (A)) and 0.0-dimethyl 0-[3-methyl-4-(methylthio)phenyl]
Phosphorothioate (fenthion 2 or less, compound (B
).
)との混合物であり、特開昭60−248601号公報
に記載のものである。) and is described in JP-A No. 60-248601.
試験例1
製剤例1−15により得られた油剤および各化合物単独
の同一処方油剤、さらに比較対照組成物の同一処方油剤
を用いて以下の試験を行った。Test Example 1 The following test was conducted using the oil solution obtained in Formulation Example 1-15, the same formulation oil formulation of each compound alone, and the same formulation oil formulation of the comparative control composition.
壁面にワセリンを薄く珍重した直径9anのポリエチレ
ンカップにチャバネゴキブリ成虫10頭(雌雄各5頭)
を放飼し、16メツシユのナイロンゴースでふたをし、
内径10an、高さ37anのガラスシリンダーの底部
に設置した。上記の各油剤を各濃度で0.6mlずつス
プレーガンにて0.6気圧の圧力でシリンダー上端から
直接スプレーし、2.5分経過後のノックダウン虫数を
調査した。各濃度における結果から各混合比の組成物ご
との2.5分後のKC5゜値(50%ノックダウン濃度
)を求めた(各3反復)。その結果を第2表に示す。10 adult German cockroaches (5 each male and female) in a 9-diameter polyethylene cup with a thin layer of Vaseline on the wall.
Released, covered with 16 mesh nylon gose,
It was installed at the bottom of a glass cylinder with an inner diameter of 10 ann and a height of 37 ann. 0.6 ml of each of the above oils at each concentration was directly sprayed from the top of the cylinder at a pressure of 0.6 atmospheres using a spray gun, and the number of knockdown insects was investigated after 2.5 minutes had elapsed. From the results at each concentration, the KC5° value (50% knockdown concentration) after 2.5 minutes was determined for each composition at each mixing ratio (three replicates each). The results are shown in Table 2.
第 2 表 *1 化合物CI−a)を100とした。Table 2 *1 Compound CI-a) was set as 100.
* 2 Sun and Johnson (+96
0)の計算式(Y、−P、Sun and E、R。*2 Sun and Johnson (+96
0) calculation formula (Y, -P, Sun and E, R.
Johnsonj、Econ、Entmol、53 、
887 (1960) )による。Johnsonj, Econ, Entmol, 53,
887 (1960)).
試験例2
製剤例30〜41により得られた水性エアゾールおよび
各化合物単独の同一処方水性エアゾール、さらに比較対
照組成物の同一処方水性エアゾールを用いて以下の試験
を行った。Test Example 2 The following test was conducted using the aqueous aerosols obtained in Formulation Examples 30 to 41, the same formulation aqueous aerosols of each compound alone, and the same formulation aqueous aerosols of comparative control compositions.
1830立方(6,1rr?)のビート・グラデイ−・
チャンバーを使用するエアゾール試験法〔ソープ・アン
ド・ケミカルズ・スペシャリテイーズ、ブル−ブック(
1965年)に記載の方法〕に従って、チャンバー当た
り 100頭のイエバエ成虫に対し、水性エアゾールを
700■噴霧した後20分経過後供試虫を回収し1日後
の生死を調査した。各濃度における死虫率から各混合比
の組成物ごとのLCs。値(50%致死濃度)を求めた
(各2反復)。1830 cubic (6,1rr?) Beat Grady
Aerosol test method using a chamber [Soap and Chemicals Specialties, Blue Book (
1965), 100 adult houseflies were sprayed with 700 ml of aqueous aerosol per chamber, and 20 minutes later, the test insects were collected and their survival or death was examined one day later. LCs for each composition at each mixing ratio from the mortality rate at each concentration. The value (50% lethal concentration) was determined (two replicates each).
その結果を第3表に示す。The results are shown in Table 3.
第 3 表 *1 化合物CI−a)を100とした。Table 3 *1 Compound CI-a) was set as 100.
* 2 Sun and Johnson (196
0)の計算式による。*2 Sun and Johnson (196
According to the calculation formula of 0).
試験例3
製剤例44により得られた10%乳剤および各化合物単
独の同一処方10%乳剤、さらに比較対照組成物の同一
処方10%乳剤を用いて以下の試験を行った。Test Example 3 The following test was conducted using the 10% emulsion obtained in Formulation Example 44, a 10% emulsion of the same formulation containing each compound alone, and a 10% emulsion of the same formulation of a comparative control composition.
上記の乳剤の各々を所定濃度段階に希釈し、6an X
12国のろ紙に0.36m1ずつ均一に処理し、風乾
後ろ紙片を二つ折りにして両端をのり付けし袋状とした
。袋の中にコナヒヨウヒダニ(Dermatophag
oides farinae ) 20頭および飼料を
入れ、袋上部をクリップで留めた後、温度25℃、湿度
65%RHの条件下に放置し、1日後の生死を調査した
。Each of the above emulsions was diluted to a predetermined concentration level, and 6an
Filter paper from 12 countries was treated uniformly in 0.36 ml portions, and after air-drying, the paper pieces were folded in half and both ends were glued to form a bag shape. Dermatophag in the bag
oides farinae) and feed were put in the bag, the top of the bag was fastened with a clip, and the bag was left under conditions of a temperature of 25° C. and a humidity of 65% RH, and the survival and death of the bag was examined one day later.
各薬量における死生率から各混合比の組成物ごとのLD
%。値(50%致死薬量)を求めた(各2反復)その結
果を第4表に示す。LD for each composition at each mixing ratio from the mortality rate at each drug dose
%. The values (50% lethal dose) were determined (each replicated twice) and the results are shown in Table 4.
第 4 表 *1 化合物(1−a〕を100とした。Table 4 *1 Compound (1-a) was set as 100.
* 2 5LInand Johnson (1960
)の計算式による。*2 5Linand Johnson (1960
) according to the calculation formula.
試験例4
製剤例16〜29により得られた油性エアゾールおよび
各化合物単独の同一処方油性エアゾール、さらに比較対
照組成物の同一処方油性エアゾールを用いて以下の試験
を行った。Test Example 4 The following tests were conducted using the oily aerosols obtained in Formulation Examples 16 to 29, the same formulation oily aerosols of each compound alone, and the same formulation oily aerosols of comparative control compositions.
183an立方(6,Irr?)のビート・グラデイ−
・チャンバーを使用するエアゾール試験法に従って、チ
ャンバー当たり 100頭のピレスロイド低感受性イエ
バエ成虫に対し、油性エアゾールを700■噴霧した後
5分経過後ノックダウン虫数を調査した。183an cubic (6, Irr?) Beat Grady
-According to the aerosol test method using a chamber, 700 μl of oil-based aerosol was sprayed on 100 pyrethroid-insensitive adult houseflies per chamber, and the number of knockdown insects was investigated 5 minutes later.
各濃度における結果から各混合比の組成物ごとの5分後
のKC,。値(50%ノックダウン濃度)を求めた(各
2反復)
その結果を第5表に示す。KC after 5 minutes for each composition at each mixing ratio from the results at each concentration. The values (50% knockdown concentration) were determined (each replicated twice) and the results are shown in Table 5.
第 5 表 *1 化合物(1−a)を100とした。Table 5 *1 Compound (1-a) was set as 100.
* 2 Sun and Johnson (196
0)の計算式による。*2 Sun and Johnson (196
According to the calculation formula of 0).
〈発明の効果〉
本発明の殺虫、殺ダニ組成物は、双翅目害虫、網翅目害
虫、室内塵性ダニ類をはじめ各種の害虫および尊書ダニ
類に対して有効であり、殺虫、殺ダニ剤として種々の用
途に供し得る。<Effects of the Invention> The insecticidal and acaricidal composition of the present invention is effective against various insect pests and mites including Diptera pests, Reticuloptera pests, and indoor dust mites; It can be used for various purposes as an acaricide.
Claims (1)
ロペント−2−エニルクリサンテマートと2,2−ジク
ロロビニルジメチルホスフェートとを有効成分として含
有することを特徴とする殺虫、殺ダニ組成物。An insecticidal and acaricidal composition containing 2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enylchrysanthemate and 2,2-dichlorovinyldimethylphosphate as active ingredients. .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2314779A JP2924168B2 (en) | 1990-11-19 | 1990-11-19 | Insecticidal and acaricidal compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2314779A JP2924168B2 (en) | 1990-11-19 | 1990-11-19 | Insecticidal and acaricidal compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04182407A true JPH04182407A (en) | 1992-06-30 |
JP2924168B2 JP2924168B2 (en) | 1999-07-26 |
Family
ID=18057494
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2314779A Expired - Lifetime JP2924168B2 (en) | 1990-11-19 | 1990-11-19 | Insecticidal and acaricidal compositions |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2924168B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05155724A (en) * | 1991-10-07 | 1993-06-22 | Dainippon Jochugiku Co Ltd | Mosquito-repellent incense |
-
1990
- 1990-11-19 JP JP2314779A patent/JP2924168B2/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05155724A (en) * | 1991-10-07 | 1993-06-22 | Dainippon Jochugiku Co Ltd | Mosquito-repellent incense |
Also Published As
Publication number | Publication date |
---|---|
JP2924168B2 (en) | 1999-07-26 |
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