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JP2943009B2 - Stable pesticide composition - Google Patents

Stable pesticide composition

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Publication number
JP2943009B2
JP2943009B2 JP30687590A JP30687590A JP2943009B2 JP 2943009 B2 JP2943009 B2 JP 2943009B2 JP 30687590 A JP30687590 A JP 30687590A JP 30687590 A JP30687590 A JP 30687590A JP 2943009 B2 JP2943009 B2 JP 2943009B2
Authority
JP
Japan
Prior art keywords
group
stable
agricultural chemical
composition
parts
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 - Fee Related
Application number
JP30687590A
Other languages
Japanese (ja)
Other versions
JPH04178303A (en
Inventor
暢 長谷川
隆宏 服部
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.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku 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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP30687590A priority Critical patent/JP2943009B2/en
Publication of JPH04178303A publication Critical patent/JPH04178303A/en
Application granted granted Critical
Publication of JP2943009B2 publication Critical patent/JP2943009B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • 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N−メチルビス(2,4−キシリルイミノメチ
ル)アミン(一般名:アミトラズ.以下、アミトラズと
いう)を有効成分として含有する農薬組成物において、
一般式(I) R1Si(OR2 (I) (式中、R1は炭素原子数1〜10の直鎖状又は分岐状のア
ルキル基又はアルケニル基を示し、該アルキル基は分子
内にエポキシ基又はメルカプト基を含むこともできる。
R2は低級アルキル基又はアシル基を示す。) で表されるシラン化合物を含有することを特徴とする安
定な農薬組成物に関するものである。
The present invention relates to an agricultural chemical composition containing N-methylbis (2,4-xylyliminomethyl) amine (generic name: amitraz; hereinafter referred to as amitraz) as an active ingredient. ,
Formula (I) R 1 Si (OR 2 ) 3 (I) (wherein R 1 represents a linear or branched alkyl or alkenyl group having 1 to 10 carbon atoms, and the alkyl group is a molecule May contain an epoxy group or a mercapto group.
R 2 represents a lower alkyl group or an acyl group. The present invention relates to a stable agricultural chemical composition comprising a silane compound represented by the following formula:

従来の技術及び解決すべき課題 本発明の有効成分であるアミトラズは下記の構造を有
する殺虫殺ダニ剤であり、乳剤の製剤形態で上市されて
いる。
2. Description of the Related Art Amitraz, which is an active ingredient of the present invention, is an insecticidal miticide having the following structure, and is commercially available in the form of an emulsion.

しかし、アミトラズは通常の乳剤中では不安定で分解
し、濁りや沈澱物等を生じ、製品価値を著しく損なうも
のである。
However, amitraz is unstable in ordinary emulsions and decomposes, resulting in turbidity and precipitates, which significantly impairs product value.

これは乳剤中の微量の水分及び乳化剤に起因するもの
で、この解決策として種々の技術が提案されてきた。
This is due to a trace amount of water and an emulsifier in the emulsion, and various techniques have been proposed as a solution to this.

特開昭56−53605号にはアミトラズの安定剤としてカ
ルボジイミドを添加した製剤が開示され、特開昭61−23
8702号には安定剤としてアルカリ土類金属酸化物の添加
及び特開昭62−93202号には安定剤としてアルミニウム
アルコキシド類を添加した製剤が開示されている。
JP-A-56-53605 discloses a preparation containing carbodiimide as a stabilizer for amitraz, and JP-A-61-23.
JP-A-8702 discloses a formulation containing an alkaline earth metal oxide as a stabilizer and JP-A-62-93202 discloses a formulation containing an aluminum alkoxide as a stabilizer.

課題を解決する為の手段 本発明者等はアミトラズの分解防止を目的に鋭意研究
を重ねた結果、アミトラズを有効成分とする農薬組成
物、特に乳剤に一般式(I)で表されるシラン化合物を
添加することにより、アミトラズの分解が抑制されるこ
とを見出し、本発明を完成させたものである。
Means for Solving the Problems The inventors of the present invention have conducted intensive studies for the purpose of preventing the degradation of amitraz, and as a result, have found that an agrochemical composition containing amitraz as an active ingredient, particularly an silane compound represented by the general formula (I), is contained in an emulsion. It has been found that the addition of the compound suppresses the degradation of amitraz, thereby completing the present invention.

一般式(I)で表されるシラン化合物は各種の強化プ
ラスチック、エラストマー、コーティング剤、接着剤等
に使用されているが、農薬液剤、特に乳剤に添加して有
効成分の安定化を図る技術は新規なものである。
The silane compound represented by the general formula (I) is used in various reinforced plastics, elastomers, coating agents, adhesives, and the like. It is new.

一般式(I)で表されるシラン化合物としては、例え
ば下記に示す化合物を例示することができ、これらはシ
ランカップリング剤として市販されており容易に入手す
ることができる。
Examples of the silane compound represented by the general formula (I) include the following compounds, which are commercially available as a silane coupling agent and can be easily obtained.

CH3Si(OCH3 (SZ−6070)注1. n−C3H7Si(OCH3 (SS−1860)注1. i−C4H8Si(OCH3 n−C6H13Si(OCH3 (SS−1480)注1. n−C8H17Si(OCH3 HS(CH23Si(OCH3 (SH−6062)注1. CH3Si(OC2H5 (SZ−6072)注1. CH2=CHSi(OCOCH3 (SH−6075)注1. 注1.:東レ・ダウコーニング・シリコーン(株)製品
名. 本発明のシラン化合物の添加量は農薬組成物中の有効
成分であるアミトラズの分解を抑制し得る量が存在すれ
ば良く,例えば農薬組成物100重量部に対してシラン化
合物0.1〜10.0重量部の範囲から適宜選択でき、好まし
くは0.5〜5.0重量部の範囲である。
CH 3 Si (OCH 3 ) 3 (SZ-6070) Note 1. n-C 3 H 7 Si (OCH 3 ) 3 (SS-1860) Note 1. i-C 4 H 8 Si (OCH 3 ) 3 n- C 6 H 13 Si (OCH 3 ) 3 (SS-1480) Note 1. n-C 8 H 17 Si (OCH 3 ) 3 HS (CH 2 ) 3 Si (OCH 3 ) 3 (SH-6062) Note 1. CH 3 Si (OC 2 H 5 ) 3 (SZ−6072) Note 1. CH 2 = CHSi (OCOCH 3 ) 3 (SH-6075) Note 1. Note 1: Product name of Dow Corning Toray Silicone Co., Ltd. The addition amount of the silane compound of the present invention may be an amount capable of suppressing the decomposition of amitraz which is an active ingredient in the pesticide composition. It can be appropriately selected from the range, and is preferably in the range of 0.5 to 5.0 parts by weight.

本発明の農薬組成物を使用に都合の良い剤型、例えば
乳剤に調製するには、農薬製剤上の常法により調製すれ
ば良い。
In order to prepare the agricultural chemical composition of the present invention into a convenient dosage form, for example, an emulsion, it may be prepared by a conventional method for agricultural chemical formulations.

本発明のアミトラズを有効成分とする農薬組成物は、
それが適用される時と使用されうる他の農薬、肥料、植
物栄養素等と混合組成して又は併用して使用することが
できる。
Agrochemical composition containing amitraz of the present invention as an active ingredient,
It can be used in combination with or in combination with other pesticides, fertilizers, phytonutrients and the like that can be used when it is applied.

例えば、本発明の農薬組成物をもって害虫を防除する
場合、この害虫と時期を同じくして発生する他の病虫害
を防除する農薬を混合することにより多目的防除剤とす
ることも可能で、例えば以下に例示する農薬と混合する
ことができる。
For example, when controlling pests with the pesticidal composition of the present invention, it is also possible to obtain a multi-purpose control agent by mixing pesticides that control other pests that occur at the same time as this pest, for example, It can be mixed with the exemplified pesticides.

・ O,O−ジメチル O−4−ニトロ−m−トリルホス
ホロチオエート(一般名:フェニトロチオン). ・ S−2,3−ジヒドロ−5−メトキシ−2−オキソ−
1,3,4−チアジアゾール−3−イルメチル O,O−ジメチ
ルホスホロジチオエート(一般名:メチダチオン). ・2−ターシャリ−ブチルイミノ−3−イソプロピル−
5−フェニル−3,4,5,6−テトラヒドロ−2H−1,3,5−チ
アジアジン−5−オン(一般名:ブプロフェジン). ・ 2,2,2−トリクロロ−1,1−ビス(4−クロロフェニ
ル)エタノール(一般名:ジコホール). ・ エチル 4,4′−ジクロロベンジレート(一般名:
クロロベンジレート). ・ イソプロピル 4,4′−ジクロロベンジレート(一
般名:クロロプロピレート). ・ イソプロピル 4,4′−ジブロモベンジレート(一
般名:ブロモプロピレート). 実施例及び試験例 以下に本発明の代表的な実施例を例示するが、本発明
はこれらに限定されるものではない。
O, O-dimethyl O-4-nitro-m-tolyl phosphorothioate (generic name: fenitrothion). S-2,3-dihydro-5-methoxy-2-oxo-
1,3,4-thiadiazol-3-ylmethyl O, O-dimethylphosphorodithioate (generic name: methidathion). -2-tert-butylimino-3-isopropyl-
5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-5-one (generic name: buprofezin). -2,2,2-trichloro-1,1-bis (4-chlorophenyl) ethanol (generic name: dicohol).・ Ethyl 4,4'-dichlorobenzylate (generic name:
Chlorobenzylate). -Isopropyl 4,4'-dichlorobenzylate (general name: chloropropylate). -Isopropyl 4,4'-dibromobenzylate (generic name: bromopropylate). Examples and Test Examples Representative examples of the present invention will be described below, but the present invention is not limited thereto.

尚、実施例中部とあるのは重量部を示す。 In the examples, "parts by weight" indicates parts by weight.

実施例1. アミトラズ原体 10部 ソルポール3005X(東邦化学(株)製) 10部 CH3Si(OCH3 (SZ−6070) 2部 キシロール 78部 以上を均一に混合、溶解して乳剤とした。Example 1. Amitraz drug substance 10 parts Solpol 3005X (manufactured by Toho Chemical Co., Ltd.) 10 parts CH 3 Si (OCH 3 ) 3 (SZ-6070) 2 parts Xylol 78 parts The above components were uniformly mixed and dissolved to form an emulsion. did.

実施例2〜22. 第1表に示す処方で均一に混合、溶解し乳剤とした。Examples 2 to 22. Emulsions were uniformly mixed and dissolved according to the formulations shown in Table 1.

比較例1〜10. 第2表に示す処方で均一に混合、溶解し乳剤とした。Comparative Examples 1 to 10. Emulsions were uniformly mixed and dissolved according to the formulations shown in Table 2.

試験例1.保存試験 実施例1〜22及び比較例1〜10の製剤各100gを夫々10
0ccの褐色ガラス瓶に入れ、密栓して50℃の恒温室に貯
蔵した。貯蔵28日後に有効成分の含量をガスクロマトグ
ラフィーにて分析し、下記の式に従って分解率を算出し
た。
Test Example 1.Storage test Each of 100 g of each of the preparations of Examples 1 to 22 and Comparative Examples 1 to 10 was 10
It was placed in a 0 cc brown glass bottle, sealed and stored in a constant temperature room at 50 ° C. 28 days after storage, the content of the active ingredient was analyzed by gas chromatography, and the decomposition rate was calculated according to the following formula.

結果を第3表に示す。 The results are shown in Table 3.

試験例2.硬水による希釈試験 本発明の実施例1〜22の各組成物を製剤した後、50℃
で28日間保存し、その後に3度硬水で100倍及び1000倍
に希釈し,室温下24時間保存した後、乳化状態を調査し
たが、本発明の実施例1〜22の各乳剤は乳化状態は極め
て良好で、上層での油層分離、下層にクリーム層生成及
び有効成分の結晶析出等による乳化不良は全く見られな
かった。
Test Example 2. Dilution test with hard water After preparing each composition of Examples 1 to 22 of the present invention, 50 ° C
, And then diluted 100 times and 1000 times with hard water three times, and stored at room temperature for 24 hours. The emulsified state was examined. The emulsions of Examples 1 to 22 of the present invention Was extremely good, and no emulsification failure due to separation of an oil layer in the upper layer, formation of a cream layer in the lower layer, and crystallization of the active ingredient was not observed at all.

Claims (3)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】N−メチルビス(2,4−キシリルイミノメ
チル)アミンを有効成分として含有する農薬組成物にお
いて、一般式(I) R1Si(OR2 (I) (式中、R1は炭素原子数1〜10の直鎖状又は分岐状のア
ルキル基、又はアルケニル基を示し、該アルキル基は分
子内にエポキシ基又はメルカプト基を含むこともでき
る。R2は低級アルキル基又はアシル基を示す。) で表されるシラン化合物を含有することを特徴とする安
定な農薬組成物。
1. A pesticidal composition containing N-methylbis (2,4-xylyliminomethyl) amine as an active ingredient, wherein R 1 Si (OR 2 ) 3 (I) is selected from the group consisting of: R 1 represents a linear or branched alkyl group or alkenyl group having 1 to 10 carbon atoms, and the alkyl group may contain an epoxy group or a mercapto group in the molecule, and R 2 is a lower alkyl group. Or an acyl group.) A stable agricultural chemical composition comprising a silane compound represented by the formula:
【請求項2】農薬組成物100重量部に対して一般式
(I)で表されるシラン化合物0.1〜10.0重量部含有す
ることを特徴とする請求項第1項記載の安定な農薬組成
物。
2. The stable agricultural chemical composition according to claim 1, wherein the composition contains 0.1 to 10.0 parts by weight of the silane compound represented by the general formula (I) based on 100 parts by weight of the agricultural chemical composition.
【請求項3】安定な農薬組成物が乳剤である請求項第2
項記載の安定な農薬組成物。
3. The stable pesticide composition is an emulsion.
Item 8. The stable pesticidal composition according to item 8.
JP30687590A 1990-11-13 1990-11-13 Stable pesticide composition Expired - Fee Related JP2943009B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP30687590A JP2943009B2 (en) 1990-11-13 1990-11-13 Stable pesticide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP30687590A JP2943009B2 (en) 1990-11-13 1990-11-13 Stable pesticide composition

Publications (2)

Publication Number Publication Date
JPH04178303A JPH04178303A (en) 1992-06-25
JP2943009B2 true JP2943009B2 (en) 1999-08-30

Family

ID=17962299

Family Applications (1)

Application Number Title Priority Date Filing Date
JP30687590A Expired - Fee Related JP2943009B2 (en) 1990-11-13 1990-11-13 Stable pesticide composition

Country Status (1)

Country Link
JP (1) JP2943009B2 (en)

Also Published As

Publication number Publication date
JPH04178303A (en) 1992-06-25

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