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JPH0662372B2 - Stable solid pesticide composition - Google Patents
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JPH0662372B2 - Stable solid pesticide composition - Google Patents

Stable solid pesticide composition

Info

Publication number
JPH0662372B2
JPH0662372B2 JP6689186A JP6689186A JPH0662372B2 JP H0662372 B2 JPH0662372 B2 JP H0662372B2 JP 6689186 A JP6689186 A JP 6689186A JP 6689186 A JP6689186 A JP 6689186A JP H0662372 B2 JPH0662372 B2 JP H0662372B2
Authority
JP
Japan
Prior art keywords
group
stable solid
general formula
compound
composition according
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
JP6689186A
Other languages
Japanese (ja)
Other versions
JPS62221606A (en
Inventor
健 権藤
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.)
Otsuka Chemical Co Ltd
Original Assignee
Otsuka 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 Otsuka Chemical Co Ltd filed Critical Otsuka Chemical Co Ltd
Priority to JP6689186A priority Critical patent/JPH0662372B2/en
Publication of JPS62221606A publication Critical patent/JPS62221606A/en
Publication of JPH0662372B2 publication Critical patent/JPH0662372B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Description

【発明の詳細な説明】 産業上の利用分野 本発明は、安定な固体殺虫剤組成物に関する。FIELD OF THE INVENTION This invention relates to stable solid pesticide compositions.

従来の技術 一般式 〔式中R及びRは同一又は異なってC〜Cアル
キル基、−(C〜Cアルキレン)COOR基又は
−COOR基を示す。ここでR及びRはC〜C
のアルキル基を示す。〕 で表わされるスルフエニルカーバメイト誘導体は、各種
害虫に対して卓越した効果を有し幅広い殺虫スペクトラ
ムを有する一方、温血動物に対する毒性が低いことが知
られている。このため、上記一般式(I)で表わされる
スルフエニルカーバメイト誘導体は、有用な殺虫剤成分
として市販又は開発されつつある。しかしながら上記ス
ルフエニルカーバメイト誘導体は、場合によっては不安
定であり、特に通常使用される鉱物質担体の種類によつ
ては粉末状又は粒状に製剤化した場合に著しく分解する
ことがある。
Conventional technology General formula Shows a (C 1 -C 6 alkylene) COOR 3 group or -COOR 4 radical - [wherein R 1 and R 2 are the same or different C 1 -C 8 alkyl group. Here, R 3 and R 4 are C 1 to C
8 represents an alkyl group. It is known that the sulfenylcarbamate derivative represented by the following formula has an excellent effect against various pests and has a broad insecticidal spectrum, while having low toxicity to warm-blooded animals. Therefore, the sulfenylcarbamate derivative represented by the above general formula (I) is being marketed or developed as a useful insecticide component. However, the above-mentioned sulfenylcarbamate derivative is unstable in some cases, and depending on the type of the commonly used mineral carrier, it may be significantly decomposed when formulated into powder or granules.

安価で且つ効果的な殺虫剤を提供するためには、いかな
る鉱物質担体を配合しても上記スルフエニルカーバメイ
ト誘導体の分解を抑制し得る技術の開発が要望されてお
り、従来より種々の検討がなされているが、未だ充分な
成果が挙げられていない。
In order to provide an inexpensive and effective insecticide, it has been desired to develop a technique capable of suppressing the decomposition of the sulfenylcarbamate derivative even if any mineral substance carrier is added, and various studies have been conventionally conducted. Has been done, but not enough results have been achieved yet.

問題点を解決するための手段 本発明者は、斯かる現状に鑑み安定な固体殺虫剤組成物
を開発すべく鋭意研究を重ねた結果、上記一般式(I)
で表わされるスルフエニルカーバメイト誘導体の固体殺
虫製剤に低級脂肪酸の塩を配合することにより本発明の
所期の目的を達成し得ることを見い出し、ここに本発明
を完成するに至つた。
Means for Solving Problems The present inventor has conducted diligent research in order to develop a stable solid insecticide composition in view of the present situation, and as a result, the above general formula (I)
It was found that the intended purpose of the present invention can be achieved by incorporating a salt of a lower fatty acid into a solid insecticidal preparation of a sulfenylcarbamate derivative represented by the following, and the present invention has been completed here.

即ち、本発明は、上記一般式(I)で表わされるスルフ
エニルカーバメイト誘導体の固体殺虫製剤に低級脂肪酸
の塩を配合することを特徴とする安定な固体殺虫剤組成
物に係る。
That is, the present invention relates to a stable solid pesticide composition characterized by incorporating a salt of a lower fatty acid into a solid pesticidal preparation of the sulfenylcarbamate derivative represented by the general formula (I).

本発明において、固体殺虫製剤とは、殺虫有効成分を含
有する粒剤、微粒剤、水和剤、粉剤等の経済形態を意味
するものであり、これに使用される担体としては通常農
薬製剤に使用される鉱物質担体、例えばベントナイト、
珪藻土、ホワイトカーボン、クレー、タルク等の1種又
は2種以上を配合したものであるか、或はそれらの粉末
状のものをバインダー、界面活性剤、水等を用いて造粒
したものでもよい。
In the present invention, the solid insecticide formulation means an economic form such as granules, fine granules, wettable powders, powders and the like containing an insecticidal active ingredient, and a carrier used for this is usually an agricultural chemical formulation. Mineral carriers used, such as bentonite,
One or two or more kinds of diatomaceous earth, white carbon, clay, talc, etc. may be blended, or a powder thereof may be granulated using a binder, a surfactant, water or the like. .

本発明の固体殺虫製剤中に配合される一般式(I)のス
ルフエニルカーバメイト誘導体としては、上記一般式に
包含されている限り従来公知のものをいずれも使用で
き、具体的には以下の化合物を例示できる。
As the sulfenylcarbamate derivative of the general formula (I) to be incorporated in the solid insecticidal preparation of the present invention, any conventionally known one can be used as long as it is included in the above general formula, and specifically, A compound can be illustrated.

2,3−ジヒドロ−2,2−ジメチル−7−ベンゾフ
ラニル N−〔N−(2−エトキシカルボニルエチル)
−N−イソプロピルアミノスルフエニル〕−N−メチル
カーバメイト(以下「化合物1」という) 2,3−ジヒドロ−2,2−ジメチル−7−ベンゾフ
ラニル N−(N,N−ジブチルアミノスルフエニル)
−N−メチルカーバメイト(以下「化合物2」という) 〔(2,3−ジヒドロ−2,2−ジメチルベンゾフラ
ニル−7−オキシ)−(N−メチルアミノ)カルボニ
ル〕−〔n−ブトキシ−(N′−メチルアミノ)カルボ
ニル〕サルフアイド(以下「化合物3」という) 本発明の固体殺虫製剤中に配合される上記一般式(I)
のスルフエニルカーバメイト誘導体の量としては、特に
制限されず広範囲内から適宜選択することができるが、
通常該製剤中に0.5〜60重量%程度、好ましくは2
〜50重量%程度とするのがよい。
2,3-dihydro-2,2-dimethyl-7-benzofuranyl N- [N- (2-ethoxycarbonylethyl)
-N-isopropylaminosulfenyl] -N-methylcarbamate (hereinafter referred to as "compound 1") 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N- (N, N-dibutylaminosulfenyl)
-N-methylcarbamate (hereinafter referred to as "compound 2") [(2,3-dihydro-2,2-dimethylbenzofuranyl-7-oxy)-(N-methylamino) carbonyl]-[n-butoxy- ( N′-methylamino) carbonyl] sulfide (hereinafter referred to as “compound 3”) The above general formula (I) compounded in the solid insecticidal preparation of the present invention.
The amount of the sulfenylcarbamate derivative of is not particularly limited and can be appropriately selected from a wide range,
Usually about 0.5 to 60% by weight, preferably 2
It is preferable to be about 50% by weight.

本発明で使用される低級脂肪酸の塩としては、例えば蟻
酸、酢酸、プロピオン酸、酪酸、吉草酸等の塩を挙げる
ことができ、また斯かる塩のカチオン部分としては、例
えばナトリウム、カリウム等のアルカリ金属、マグネシ
ウム、カルシウム、バリウム等のアルカリ土類金属等を
挙げることができる。これら低級脂肪酸の塩は、工業的
に入手が容易な化合物である。斯かる低級脂肪酸塩の配
合量としては、特に限定されるものではないが、通常本
発明の固体殺虫製剤中に0.01〜20重量%程度、好
ましくは0.1〜10重量%程度配合するのがよい。
Examples of the salts of lower fatty acids used in the present invention include salts of formic acid, acetic acid, propionic acid, butyric acid, valeric acid, etc., and the cation moiety of such salts include, for example, sodium, potassium, etc. Examples thereof include alkali metals, alkaline earth metals such as magnesium, calcium and barium. These salts of lower fatty acids are industrially easily available compounds. The amount of the lower fatty acid salt to be blended is not particularly limited, but is usually about 0.01 to 20% by weight, preferably about 0.1 to 10% by weight in the solid insecticidal preparation of the present invention. Is good.

本発明では、他の安定剤、例えば上記一般式(I)のス
ルフエニルカーバメイト誘導体の安定剤として知られて
いるエポキシ化物、アミン類等を低級脂肪酸塩と共に添
加することにより、本発明の所期の効果をより一層発現
させることもできる。
In the present invention, other stabilizers, for example, epoxidized compounds, amines and the like, which are known as stabilizers of the sulfenylcarbamate derivative of the above-mentioned general formula (I), are added together with the lower fatty acid salt to obtain the present invention. The effect of the period can be further expressed.

発明の効果 上記一般式(I)のスルフエニルカーバメイト誘導体の
固体殺虫製剤に低級脂肪酸の塩を配合することにより、
該製剤の安定性を著しく向上させることができる。
Effects of the Invention By incorporating a salt of a lower fatty acid into a solid insecticidal preparation of the sulfenylcarbamate derivative of the above general formula (I),
The stability of the formulation can be significantly improved.

実施例 以下に実施例を掲げて本発明をより一層明らかにする。Examples The present invention will be further clarified with reference to the following examples.

実施例1(粉剤) 化合物1、化合物2又は化合物3 2g、酢酸ナトリウ
ム1g、クレー粉末〔クニミエ工業(株)製〕94g及び
カープレツクス80〔塩野義製薬(株)製〕3gを混合し
た後、ハンマーミルで混合粉砕し、2%粉剤を得た。
Example 1 (powder) Compound 1, compound 2 or compound 3 2 g, sodium acetate 1 g, clay powder [Kunimie Industry Co., Ltd.] 94 g and Carprex 80 [Shionogi Pharmaceutical Co., Ltd.] 3 g were mixed, and then hammered. It was mixed and pulverized with a mill to obtain 2% powder.

この粉剤をガラスビンに入れて蜜栓し、40℃で1ケ月
間保存した後、高速液体クロマトグラフイー分析により
粉剤中の有効成分化合物の含量分析を行ない、初期含量
に対する分解率を求めた。
The powder was placed in a glass bottle, stoppered, and stored at 40 ° C. for 1 month, and then the content of the active ingredient compound in the powder was analyzed by high performance liquid chromatography analysis to determine the decomposition rate with respect to the initial content.

比較のために酢酸ナトリウムを配合しない以外は上記と
同様にして粉剤を得、分解率を求めた。
For comparison, a powder was obtained in the same manner as above except that sodium acetate was not added, and the decomposition rate was determined.

これらの結果を下記第1表に示す。The results are shown in Table 1 below.

実施例2(粒剤) 低級脂肪酸塩、クレー粉末〔クニミエ工業(株)製〕、タ
ルクGTA〔クニミエ工業(株)製〕及びベントナイト
〔豊順鉱業(株)製〕を下記第2表に示す割合で配合した
混合物にクラレポバール205〔クラレ(株)製〕3g及
び水15gを加えて混練し、0.7mmφのスクリーン
を装着したEXKペレツター〔不二パウエル社製〕で造
粒した。得られた粒剤を流乾燥機にて乾燥し、粒状担体
を得た。
Example 2 (Granule) Lower fatty acid salt, clay powder [Kunimi Industry Co., Ltd.], talc GTA [Kunimi Industry Co., Ltd.] and bentonite [Toyoshun Mining Co., Ltd.] are shown in Table 2 below. 3 g of Kuraray Poval 205 (manufactured by Kuraray Co., Ltd.) and 15 g of water were added to the blended mixture and kneaded, and granulated with an EXK pelletizer (manufactured by Fuji Powell) equipped with a 0.7 mmφ screen. The obtained granules were dried with a flow dryer to obtain a granular carrier.

この粒状担体95gに化合物1 5gをスプレー混合し
て5%粒剤を得た。
95 g of this granular carrier was spray-mixed with 15 g of Compound 15 to obtain 5% granules.

この粒剤をガラスビンに入れて蜜栓し、40℃で1ケ月
間保存した後、高速液体クロマトグラフイー分析により
粒剤中の化合物1の含量分析を行ない、初期含量に対す
る分解率を求めた。結果を第2表に示す。
This granule was placed in a glass bottle, tightly stoppered, and stored at 40 ° C. for 1 month, and then the content of Compound 1 in the granule was analyzed by high performance liquid chromatography analysis to determine the decomposition rate with respect to the initial content. The results are shown in Table 2.

実施例3(水和剤) 化合物1 20g、カープレツクス80〔塩野義製薬
(株)製〕28g、クニライト201〔クニミエ工業(株)
製〕48g、酢酸ナトリウム2g、アグリゾールW16
0〔花王石鹸(株)製〕1g及びネオペレツクスNO.6
F〔花王石鹸(株)製〕1gを混合した後、ジエツトミル
〔セイシン企業(株)製〕で微粉砕して20%水和剤を得
た。
Example 3 (Wettable powder) Compound 1 20 g, Carplex 80 [Shionogi & Co., Ltd.
28 g, Kunilite 201 [Kunimi Industry Co., Ltd.]
Made] 48 g, sodium acetate 2 g, agrisol W16
0 [manufactured by Kao Soap Co., Ltd.] and Neoperex NO. 6
After mixing 1 g of F (manufactured by Kao Soap Co., Ltd.), it was finely pulverized with a jet mill (manufactured by Seishin Enterprise Co., Ltd.) to obtain 20% wettable powder.

この水和剤をガラスビンに入れて蜜栓し、40℃で1ケ
間保存した後、高速液体クロマトグラフイー分析により
水和剤中の化合物1の含量分析を行ない、初期含量に対
する分解率を求めた。
This wettable powder was placed in a glass bottle, stoppered, and stored at 40 ° C. for one time, and then the content of Compound 1 in the wettable powder was analyzed by high performance liquid chromatography analysis to determine the decomposition rate with respect to the initial content. It was

比較のために酢酸ナトリウムを配合せず、クニライト2
01の配合量を増やす以外は、上記と同様にして水和剤
を得、分割率を求めた。
Kunilite 2 without sodium acetate for comparison
A wettable powder was obtained in the same manner as above except that the blending amount of 01 was increased, and the split ratio was determined.

これらの結果を下記第3表に示す。The results are shown in Table 3 below.

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】一般式 〔式中R及びRは同一又は異なってC〜Cアル
キル基、−(C〜Cアルキレン)COOR基又は
−COOR基を示す。ここでR及びRはC〜C
のアルキル基を示す。〕 で表わされるスルフェニルカーバメイト誘導体の固体殺
虫製剤に低級脂肪酸の塩を配合することを特徴とする安
定な固体殺虫剤組成物。
1. A general formula Shows a (C 1 -C 6 alkylene) COOR 3 group or -COOR 4 radical - [wherein R 1 and R 2 are the same or different C 1 -C 8 alkyl group. Here, R 3 and R 4 are C 1 to C
8 represents an alkyl group. ] The stable solid insecticide composition characterized by mix | blending the salt of a lower fatty acid with the solid insecticidal preparation of the sulfenyl carbamate derivative represented by these.
【請求項2】Rがイソプロピル基、Rがエトキシカ
ルボニルエチル基である特許請求の範囲第1項記載の組
成物。
2. The composition according to claim 1, wherein R 1 is an isopropyl group and R 2 is an ethoxycarbonylethyl group.
【請求項3】R及びRが共にn−ブチル基である特
許請求の範囲第1項記載の組成物。
3. The composition according to claim 1, wherein R 1 and R 2 are both n-butyl groups.
【請求項4】Rがメチル基、Rがブトキシカルボニ
ル基である特許請求の範囲第1項記載の組成物。
4. The composition according to claim 1, wherein R 1 is a methyl group and R 2 is a butoxycarbonyl group.
JP6689186A 1986-03-24 1986-03-24 Stable solid pesticide composition Expired - Lifetime JPH0662372B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP6689186A JPH0662372B2 (en) 1986-03-24 1986-03-24 Stable solid pesticide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6689186A JPH0662372B2 (en) 1986-03-24 1986-03-24 Stable solid pesticide composition

Publications (2)

Publication Number Publication Date
JPS62221606A JPS62221606A (en) 1987-09-29
JPH0662372B2 true JPH0662372B2 (en) 1994-08-17

Family

ID=13328986

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6689186A Expired - Lifetime JPH0662372B2 (en) 1986-03-24 1986-03-24 Stable solid pesticide composition

Country Status (1)

Country Link
JP (1) JPH0662372B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022064646A (en) * 2020-10-14 2022-04-26 バイエルクロップサイエンス株式会社 Composition for preservation of wood

Also Published As

Publication number Publication date
JPS62221606A (en) 1987-09-29

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