JPS60116603A - Mixed insecticidal composition - Google Patents

Mixed insecticidal composition

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Publication number
JPS60116603A
JPS60116603A JP22732783A JP22732783A JPS60116603A JP S60116603 A JPS60116603 A JP S60116603A JP 22732783 A JP22732783 A JP 22732783A JP 22732783 A JP22732783 A JP 22732783A JP S60116603 A JPS60116603 A JP S60116603A
Authority
JP
Japan
Prior art keywords
group
carbon atoms
atom
integer
methyl
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.)
Pending
Application number
JP22732783A
Other languages
Japanese (ja)
Inventor
Makoto Hatagoshi
波多腰 信
Tadashi Osumi
大住 忠司
Hiroshi Kishida
博 岸田
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 JP22732783A priority Critical patent/JPS60116603A/en
Publication of JPS60116603A publication Critical patent/JPS60116603A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:A mixed insecticidal composition, containing an oxime ether derivative effective against mosquito larvae and housefly larvae in combination with propoxur which is a carbamate based insecticide, and capable of controlling larvae and imagoes at the same time. CONSTITUTION:A mixed insecticide composition containing an oxime ether derivative of the formula (R1 and R2 are H, alkyl, halogenated alkyl, alkoxyalkyl, alkenyl, alkynyl, alkylthio, phenyl, pyridyl, furyl or thienyl or R1 and R2 together form a ring containing 0-2 O or S atoms; R3 and R4 are H or methyl; R5 is methyl or halogen; R6 is alkyl, methoxyl, halogen, etc.; X is O, S, etc.; Y is O or S; l is an integer 0-5; m is an integer 0-4; n is an integer 0-2) and propoxur (O-isopropoxyphenyl N-methylcarbamate) preferably at 1:20-20:1 ratio. The resultant composition is effective against injurious insects, e.g. cockroaches, planthoppers and green rice leafhoppers.

Description

【発明の詳細な説明】 本発明は、一般式(1) %式%() [式中、凡lおよびR2は同一または相異なり、水素原
子、炭素原子数1〜3のアルキル基、炭素原子数1〜3
0部分的または全部がハロゲン原子で置換されたアルキ
ル基、炭素原子数2〜8を含むアルコキシアルキル基、
炭素原子数2〜Bのアルケニル基、炭素原子数2〜4の
アルキニル基、炭素原子数1〜2のアルキルチオ基、フ
ェニル基、ピリジル基、フリル基またはチェニル基を表
わす。さらに損とR2とが末端で結合することにより、
酸素原子または硫黄原子を0〜2個環内に含む飽和また
は不飽和の5員環もしくは6員環を形成することができ
る。几8およびR4は同一または相異なり、水素原子ま
たはメチル基を表わし、几6はメチル基またはハロゲン
原子を表わし、几6は炭素原子数1〜4のアルキル基、
メトキシ基、ハロゲン原子、トリフルオロメチル基また
はニトロ基を表オつし、Xは酸素原子、硫黄原子または
メチレン基を表わし、Yは酸素原子または硫黄原子を表
わし、tはθ〜5の、mはθ〜4の、nはθ〜2の整数
をそれぞれ表わす。〕 で示されるオキシムエーテル誘導体とカーバメート系殺
虫剤のプロポキサ−(0−イソプロポキシフェニル N
−メチルカーバメート)とを含有することを特徴とする
混合殺虫組成物である。
Detailed Description of the Invention The present invention is based on the general formula (1) % formula % () [wherein l and R2 are the same or different, a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a carbon atom number 1~3
0 an alkyl group partially or fully substituted with a halogen atom, an alkoxyalkyl group containing 2 to 8 carbon atoms,
It represents an alkenyl group having 2 to B carbon atoms, an alkynyl group having 2 to 4 carbon atoms, an alkylthio group having 1 to 2 carbon atoms, a phenyl group, a pyridyl group, a furyl group, or a chenyl group. Furthermore, by combining the loss and R2 at the terminal,
A saturated or unsaturated 5- or 6-membered ring containing 0 to 2 oxygen atoms or sulfur atoms in the ring can be formed.几8 and R4 are the same or different and represent a hydrogen atom or a methyl group, 几6 represents a methyl group or a halogen atom, 几6 is an alkyl group having 1 to 4 carbon atoms,
represents a methoxy group, a halogen atom, a trifluoromethyl group, or a nitro group; X represents an oxygen atom, a sulfur atom, or a methylene group; Y represents an oxygen atom or a sulfur atom; represents an integer of θ to 4, and n represents an integer of θ to 2, respectively. ] The oxime ether derivative shown and the carbamate insecticide propoxa (0-isopropoxyphenyl N
- methyl carbamate).

一般式(I)で示されるオキシムエーテル誘導体が蚊幼
虫、イエバエ幼虫等に対し卓効した防除効果を有するこ
とは、特開昭58−150559号公報に記載されてお
り、公知の事実である。しかし、一般式CI)で示され
るオキシムエーテル誘導体は成虫防除に対しては、その
効果はきわめて低い。−万プロポキサーは、ゴキブリ、
/N工、蚊等に有用な市販殺虫剤である。
It is a well-known fact that the oxime ether derivative represented by the general formula (I) has an excellent control effect on mosquito larvae, house fly larvae, etc., as described in JP-A-58-150559. However, the oxime ether derivative represented by the general formula CI) has extremely low effectiveness in controlling adult insects. -10,000 Propoxor is used for cockroaches,
/N is a commercially available insecticide useful against mosquitoes, etc.

本発明者らは、幼虫・成虫同時防除を目的として鋭意検
討した結果、作用性の異なる有害生物防除剤と殺虫剤と
を混合して得られる混合剤を処理することによって、害
虫の幼虫および成虫に作用し、結果的に生殖能力を持つ
成虫密度を低下させ得る殺虫混合組成物を見出した。
As a result of intensive studies aimed at simultaneous control of larvae and adults, the present inventors have discovered that by treating pest larvae and adults with a mixture obtained by mixing pest control agents and insecticides with different activities, We have found an insecticidal mixture composition that can act on the insects and, as a result, reduce the density of reproductive adults.

本発明組晟物は、チャバネゴキブリ等のコ゛キブリ類、
ヒメトビウンカ、ツマグロヨコノくイ等のウンカ、ツマ
プロ類などの害虫に有効である。
The composite of the present invention can be used for cockroaches such as the German cockroach,
It is effective against pests such as the Japanese brown-bottomed planthopper, planthoppers such as the black-spotted planthopper, and the black-spotted planthopper.

本究明でいう一般式(1)で示されるオキシム−エーテ
ル誘導体としては、たとえば次のものをあげることがで
きるが、これによって本発明が限定されるものでないこ
とは言うまでもなL)。
Examples of the oxime-ether derivative represented by the general formula (1) in this research include the following, but it goes without saying that the present invention is not limited to this L).

なお、オキシムエーテル誘導体には几2およびR8に基
づく光学異性体ならびにR4およびR51こ基づく幾何
異性体が存在するが、これらも全て本発明に含まれるこ
とは直うまでもな0゜本発明組成物を殺虫剤として用い
る場合は、通常、固体担体、液体担体、界面活性剤、そ
の他の製剤用補助剤と混合して、乳剤、水和剤、油剤、
粉剤等に製剤する。
Incidentally, the oxime ether derivatives include optical isomers based on 几2 and R8 and geometric isomers based on R4 and R51, but it goes without saying that all of these are included in the present invention. When used as an insecticide, it is usually mixed with solid carriers, liquid carriers, surfactants, and other formulation auxiliaries to form emulsions, wettable powders, oils, etc.
Formulate into powder, etc.

各製剤には、有効成分としてオキシムエーテル誘導体と
プロポキサ−とを、重量比で0.1〜99%含有するこ
とができ、また、オキシムエーテル誘導体とプロポキサ
−との混合比は、1:20〜20:1が適当である。
Each preparation can contain 0.1 to 99% by weight of the oxime ether derivative and propoxa as active ingredients, and the mixing ratio of the oxime ether derivative and propoxa is 1:20 to 1:20. 20:1 is appropriate.

これらの製剤は常法に従って調整することができる。こ
の場合固体担体としては、粘土類(たとえばカオリン、
ベントナイト、酸性白土、ピロフィライト、セリサイト
)、タルク類、その他無機鉱物(たとえば水和二酸化ケ
イ素、軽石、珪藻土、硫黄粉末、活性炭)などの微粉末
ないし粉状物があげられる。
These formulations can be prepared according to conventional methods. In this case, the solid carrier may be clays (e.g. kaolin,
Bentonite, acid clay, pyrophyllite, sericite), talc, and other inorganic minerals (eg, hydrated silicon dioxide, pumice, diatomaceous earth, sulfur powder, activated carbon), and other fine powders or powders can be mentioned.

液体担体としては、アルコール類(たとえばメチルアル
コール、エチルアルコール)、ケトン類(たとえばアセ
トン、メチルエチルケトン)エーテル類(たとえばエチ
ルエーテル、ジオキサン、セロソルブ、テトラハイドロ
フラン)、芳香族炭化水素類(たとえばベンゼン、トル
エン、キシレン、メチルナフタレン)、脂11tj族炭
化水素類(たとえばガソリン、ケロシン、灯油)、エス
テル類、ニトリル類、酸アミド類(たとえばメチルホル
ムアミド、ジメチルアセタマイド)、ハロゲン化炭化水
素類(たとえばジクロロエタン、トリクロロエチレン、
四塩化炭素)などがあげられる。次に界面活性剤として
は、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、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などがあげら
れる。また、使用できる固着剤や分散剤としては、カゼ
イン、ゼラチン、でんぷん粉、OMO,アラビヤゴム、
アルギン酸、リグニンスルフォネート、ベントナイト、
糖蜜、ポリビニルアルコール、松根油、寒天などがあり
、安定剤としては、たとえばPAP (リン酸イソプロ
ピル)、TCP(トリクレジルホスフヱート)、トール
油、エポキシ化油、各種界面活性剤、各種脂肪酸または
そのエステルなどがあげられる。
Liquid carriers include alcohols (e.g. methyl alcohol, ethyl alcohol), ketones (e.g. acetone, methyl ethyl ketone), ethers (e.g. ethyl ether, dioxane, cellosolve, tetrahydrofuran), aromatic hydrocarbons (e.g. benzene, toluene). , xylene, methylnaphthalene), fatty group hydrocarbons (e.g. gasoline, kerosene, kerosene), esters, nitriles, acid amides (e.g. methylformamide, dimethylacetamide), halogenated hydrocarbons (e.g. dichloroethane) , trichlorethylene,
Examples include carbon tetrachloride). Next, as surfactants, alkyl sulfates, alkyl sulfonates,
Examples include alkylaryl sulfonates, polyethylene glycol ethers, and polyhydric alcohol esters. In addition, usable fixing agents and dispersants include casein, gelatin, starch powder, OMO, gum arabic,
alginic acid, lignin sulfonate, bentonite,
Examples of stabilizers include molasses, polyvinyl alcohol, pine oil, and agar. Stabilizers include PAP (isopropyl phosphate), TCP (tricresyl phosphate), tall oil, epoxidized oil, various surfactants, and various other stabilizers. Examples include fatty acids or their esters.

次にいくつかの製剤例および試験例を示すが、本発明は
もちろんこれらのみに限定されるものではない。
Next, some formulation examples and test examples will be shown, but the present invention is of course not limited to these.

製剤例1 オキシムエーテル誘導体(1)〜(112)の各々10
部にプロポキサ−20部、乳化剤(ポリオキシエチレン
スチレン化フェニルエーテル、ポリオキシエチレンスチ
レン化フェニルエーテルのポリマー、アルキルアリール
スルボン酸塩の混合物)20部およびキシレン50部を
加え、これらをよく攪拌混合すれば各々の乳剤を得る。
Formulation Example 1 10 each of oxime ether derivatives (1) to (112)
20 parts of propoxa, 20 parts of an emulsifier (a mixture of polyoxyethylene styrenated phenyl ether, polyoxyethylene styrenated phenyl ether polymer, and alkylaryl sulfonate) and 50 parts of xylene were added to the mixture, and these were thoroughly stirred and mixed. Then, each emulsion will be obtained.

製剤例2 オキシムエーテル誘導体(1)〜(112)の各々0.
1部にプロポキサ−0,1部を加え、それらに各々白灯
油を加えて俗解させ、全体を100部とすれば各々の油
剤を得る。
Formulation Example 2 Each of the oxime ether derivatives (1) to (112) was 0.
Add 0.1 part of propoxa to 1 part, and add white kerosene to each part to make the total 100 parts, to obtain each oil agent.

製剤例8 オキシムエーテル誘導体(1)〜(112)の各々1部
にプロポキサ−2部を加え、これらを各々アセトン20
部に溶解し、各々800メツシュタルク97部を加え、
捕潰器中にて充分攪拌混合した後、アセトンを蒸発除去
すれば各々の粉剤を得る。
Formulation Example 8 2 parts of propoxa was added to 1 part of each of the oxime ether derivatives (1) to (112), and each of these was mixed with 20 parts of acetone.
800 parts and 97 parts of Metzstarck were added to each,
After thorough stirring and mixing in a crusher, acetone is removed by evaporation to obtain each powder.

試験例1 オキシムエーテル誘導体(2) 、 (29)およびプ
ロポキサ−をアセトン液で所定の濃度に希釈し、ツマグ
ロヨコバイ絡合幼虫に局所施用した。処理後ツマグロヨ
コバイ幼虫をポット植えAネに放飼した。処理1日後に
幼虫死出数を、また、7日後に処理幼虫からの正常およ
び異常羽化数を調査した。ただし、翅がカールした成虫
、体色が黒化した成虫、幼虫・成虫中間型を示した成虫
を、異常成虫とした。
Test Example 1 Oxime ether derivatives (2), (29) and propoxa were diluted with an acetone solution to a predetermined concentration and locally applied to the entangled larvae of the leafhopper. After the treatment, the leafhopper larvae were released into potted A plants. One day after the treatment, the number of dead larvae was investigated, and after 7 days, the number of normal and abnormal emergence from the treated larvae was investigated. However, adults with curled wings, blackened body color, and intermediate between larval and adult type were considered abnormal adults.

結果は表2に示した。The results are shown in Table 2.

表 2 試験例2 オキシムエーテル誘導体(2)およびプロポキサ−をア
セトン液で所定の濃度に希釈し、動物用固型飼料5fあ
たり各化合物の原体を0.05F処理した。風乾後チャ
ノ(ネコ゛キブリ初令幼虫を放飼し、経時的に密度推移
(幼虫+成虫)を調査した。結果は表8に示した。
Table 2 Test Example 2 Oxime ether derivative (2) and propoxa were diluted with an acetone solution to a predetermined concentration, and the raw material of each compound was treated at 0.05F per 5f of solid animal feed. After air-drying, the first instar larvae of the cat roach were released and the density change (larvae + adults) was investigated over time. The results are shown in Table 8.

表8Table 8

Claims (1)

【特許請求の範囲】 下記一般式で示されるオキシムエーテル誘導体とプロポ
キサ−(0−イソプロポキシフェニル N−メチルカー
バメート)とを有効成分として含有することを特徴とす
る混合殺虫組成物。 [式中、几1およびR2は同一または相異なり、水素原
子、炭素原子数1〜8のアルキル基、炭素原子数1〜8
の部分的または全部がハロ 8゜ゲン原子で置換された
アルキル基、炭素原子数2〜8を含むアルコキシアルキ
ル基、炭素原子数2〜8のアルケニル基、炭素原子数2
〜4のアルキニル基、炭素原子数1〜2のアルキルチオ
基、フェニル基、ピリジル基、フリル基またはチェニル
基を表わす。さらにR1とR2とが末端で結合すること
により、酸素原子または硫黄原子を0〜2個環内に含む
飽和または不飽和の”5員環もしくは6員環を形成する
ことができる。R8およびR4は同一または相異なり、
水素原子またはメチル基を表わし、R6はメチル基また
はハロゲン原子を表わj、、Reは炭素原子数1〜4の
アルキル基、メトキシ基、ハロゲン原子、トリフルオロ
メール基またはニトロ基を表わし、Xは酸素原子、硫黄
原子またはメチレン基を表わし、Yは酸素原子または硫
黄原子−を表わし、tはθ〜5の、mはθ〜4の、nは
θ〜2の整数をそれぞれ表わす。〕
[Scope of Claims] A mixed insecticidal composition characterized by containing an oxime ether derivative represented by the following general formula and propoxa (0-isopropoxyphenyl N-methyl carbamate) as active ingredients. [In the formula, 几1 and R2 are the same or different, hydrogen atom, alkyl group having 1 to 8 carbon atoms, 1 to 8 carbon atoms]
an alkyl group partially or entirely substituted with a halo 8゜gen atom, an alkoxyalkyl group containing 2 to 8 carbon atoms, an alkenyl group containing 2 to 8 carbon atoms, and an alkenyl group containing 2 to 8 carbon atoms.
-4 alkynyl group, alkylthio group having 1 to 2 carbon atoms, phenyl group, pyridyl group, furyl group or chenyl group. Furthermore, by bonding R1 and R2 at the terminals, a saturated or unsaturated 5- or 6-membered ring containing 0 to 2 oxygen atoms or sulfur atoms can be formed.R8 and R4 are the same or different,
Represents a hydrogen atom or a methyl group, R6 represents a methyl group or a halogen atom, Re represents an alkyl group having 1 to 4 carbon atoms, a methoxy group, a halogen atom, a trifluoromer group or a nitro group, and X represents a represents an oxygen atom, a sulfur atom or a methylene group, Y represents an oxygen atom or a sulfur atom, t represents an integer of θ to 5, m represents an integer of θ to 4, and n represents an integer of θ to 2, respectively. ]
JP22732783A 1983-11-30 1983-11-30 Mixed insecticidal composition Pending JPS60116603A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP22732783A JPS60116603A (en) 1983-11-30 1983-11-30 Mixed insecticidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP22732783A JPS60116603A (en) 1983-11-30 1983-11-30 Mixed insecticidal composition

Publications (1)

Publication Number Publication Date
JPS60116603A true JPS60116603A (en) 1985-06-24

Family

ID=16859069

Family Applications (1)

Application Number Title Priority Date Filing Date
JP22732783A Pending JPS60116603A (en) 1983-11-30 1983-11-30 Mixed insecticidal composition

Country Status (1)

Country Link
JP (1) JPS60116603A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4879314A (en) * 1986-01-08 1989-11-07 Hsu Adam C Dihaloformaldoxime
KR20010089952A (en) * 2000-03-17 2001-10-17 김인 Insecticidal composition for roach

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4879314A (en) * 1986-01-08 1989-11-07 Hsu Adam C Dihaloformaldoxime
KR20010089952A (en) * 2000-03-17 2001-10-17 김인 Insecticidal composition for roach

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