JPS59134703A - Stabilized insecticide composition - Google Patents

Stabilized insecticide composition

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Publication number
JPS59134703A
JPS59134703A JP593483A JP593483A JPS59134703A JP S59134703 A JPS59134703 A JP S59134703A JP 593483 A JP593483 A JP 593483A JP 593483 A JP593483 A JP 593483A JP S59134703 A JPS59134703 A JP S59134703A
Authority
JP
Japan
Prior art keywords
composition
parts
potassium
ttnm
stability
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
JP593483A
Other languages
Japanese (ja)
Inventor
Kaoru Chiba
馨 千葉
Tetsuya Fukunaga
哲也 福永
Yukinobu Murata
村田 行信
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.)
Hokko Chemical Industry Co Ltd
Original Assignee
Hokko Chemical Industry 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 Hokko Chemical Industry Co Ltd filed Critical Hokko Chemical Industry Co Ltd
Priority to JP593483A priority Critical patent/JPS59134703A/en
Publication of JPS59134703A publication Critical patent/JPS59134703A/en
Pending legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:An insecticide composition that is prepared by adding one of aromatic secondary amines to an insecticidal composition containing 2H,1,3-thiazintetrahydro-2-(nitromethylene) as a decomposition inhibitor for the active ingredient, thus showing improved stability. CONSTITUTION:At least one selected from aromatic secondary amines such as N-methylaniline, N-methyl-p-toluidine, dicyclohexylamine is added to an insecticial composition containing the compound of the formula, as an active ingredient, which has excellent controlling effect against harmful insect pests to rice plants such as rice bores, leaf hoppers or rice plant hoppers, but less stability to give the objective stabilized insect pest-controlling composition. The composition causes no troubles at all, e.g., chemical injuries to useful crops and toxicity to human bodies and animals. This composition is very effective in keeping its stability, when it is used in the form susceptible to hydrolysis, namely, dust, fine particles, granules or wettable dust.

Description

【発明の詳細な説明】 本発明は、次の化学構造式で表わされる2H,1,3−
チアジンテトラハイドロ−2−にトロメチレン)  (
TTNMと略記する。)を有効成分として含有する殺虫
組成物において、TTNMの分解防虚剤として、芳香族
82アミン類の1種を添加してなることを特徴とする安
定化された殺虫組成物に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention provides 2H,1,3-
thiazinetetrahydro-2-totromethylene) (
It is abbreviated as TTNM. ) as an active ingredient, the invention relates to a stabilized insecticidal composition characterized in that one type of aromatic 82 amines is added as an anti-decomposition agent for TTNM.

T T N M It、特開昭50−151882号公
報8よび特開11?) 52−151727号公報にお
いて稲の害虫であるニカメイチュウ、ツマグロヨコへ仁
つンカ類の防除に優れた効果を有することが知られてい
る。しかし、TTNMは安定性に乏しい欠点がある。特
にTTNMを鉱物質坦体に担持せしめて粉剤、DL(ド
リフトレス)型粉剤、微粒剤1粒剤、水和剤とする場合
著しい。この現象は粉末坦体の表面活性に起因するもの
であるが、TTNMそのものも熱、光、木などで分解す
る。そのためこの好ましからざる性質かTTNMを含有
する農薬を製剤化する上で大きな支障となっており、本
問題の解決が要望されている。
T T N M It, JP 50-151882 Publication 8 and JP 11? ) No. 52-151727, it is known to have an excellent effect on controlling rice pests, such as the Japanese snail and the black-spotted plant. However, TTNM has the disadvantage of poor stability. This is particularly noticeable when TTNM is supported on a mineral carrier to form a powder, a DL (driftless) type powder, a single fine granule, or a wettable powder. This phenomenon is caused by the surface activity of the powder carrier, but TTNM itself also decomposes due to heat, light, wood, etc. Therefore, this unfavorable property poses a major hindrance in formulating agricultural chemicals containing TTNM, and a solution to this problem is desired.

これまで、TTNMの分解を防止する先行技術として、
特開昭57−2208号公報中に、レゾルシン、α−ナ
フi・−ル、β−ナフトール、ハイドロキノン、カテコ
ールなどのベンゼン核に2〜3個の水酸基を結合した多
価フェノール類の使用が提案されている。また特開昭5
7−18604号公報では、クエン酸カリウム、シュウ
酸カリウム、マロン酸カリウム、酢酸カリウム、リンゴ
酸カリウム、コハク酸カリウム、安息香酸カリウム、フ
タル酸カリウド、置換安息香酸カリウム、乳酸カリウム
、酒石酸カリウム、オレイン酸カリウム、リノール酸カ
リウム、リンゴ酸カリウム、パルミチン酸方−リウム、
ステアリン酸カリウム、プロピオン酸カリウムなどの有
機酸のカリウム塩、または、第1リン酸カリウム、第2
リン酪カリウム、第3リン酸カリウム、ピロリノ酸カリ
ウム、メタリン酸カリウ11、トリポリリン醇カリウム
、ヘキサメタリン・酸カリウ11、アルキルリン酸刀す
ウムなとのリンの酸素酸カリウ11J!の使用か提案さ
れている2また特開昭57−18605号−公報では、
尿素および升オ尿、にの使用が提案されており、これら
は熱に対する安定性に主眼がおかれている。しかし、こ
れらの技術もTTNMの安疋効果の点で必すしも満足す
べきものとはいえない。
Until now, as a prior art for preventing the decomposition of TTNM,
In JP-A-57-2208, the use of polyhydric phenols in which two to three hydroxyl groups are bonded to a benzene nucleus, such as resorcinol, α-naphyl, β-naphthol, hydroquinone, and catechol, is proposed. has been done. Also, JP-A-5
7-18604, potassium citrate, potassium oxalate, potassium malonate, potassium acetate, potassium malate, potassium succinate, potassium benzoate, potassium phthalate, potassium substituted benzoate, potassium lactate, potassium tartrate, olein. Potassium acid, potassium linoleate, potassium malate, malium palmitate,
Potassium salts of organic acids such as potassium stearate and potassium propionate;
Potassium phosphatide, potassium tertiary phosphate, potassium pyrrolinoate, potassium metaphosphate 11, potassium tripolyphosphate, potassium hexametaline acid 11, potassium oxyacid of phosphorus with alkyl phosphate 11J! In JP-A-57-18605, the use of
The use of urea and urea has been proposed, with a focus on thermal stability. However, these techniques cannot necessarily be said to be satisfactory in terms of the safety effect of TTNM.

本発明名らは、TTNMを含有する製剤中のTTNMの
安定(ヒ(こついて種々研究を改ねてきた。その結果、
芳香族第2アミン類を加用することにより、TTNMの
分解を著しく抑;1tllされることを見出した。
The inventors of the present invention have conducted various researches regarding the stability of TTNM in preparations containing TTNM.As a result,
It has been found that by adding aromatic secondary amines, the decomposition of TTNM can be significantly suppressed.

y+6族第2アミン類で好適なものは、N−メナルアニ
リ7・、N−メチル−p−トルイジン、ジシクロ′〜キ
シルアミノ、ンフェニルアミン、N−イソプロピル−N
′−フェニル−p−フェニレンシアミン、N、N’−ジ
フェニル−P−フェニレンシアミン、N−シクロヘキシ
ル=N′−フェニル−P−フェニレンジアミン、N、N
”−ジーP−1リルーp−フェニレンジアミン、N−フ
ェニル−β−ナフチルアミン、N、N’−ンフェニルベ
ンジシン、N、N′−ジ−β−ナフチル−p−フェニレ
ンシアミンなどを挙げることかできる。
Preferred y+6 group secondary amines include N-menalanili7, N-methyl-p-toluidine, dicyclo'-xylamino, nphenylamine, N-isopropyl-N
'-Phenyl-p-phenylenecyamine, N,N'-diphenyl-P-phenylenecyamine, N-cyclohexyl=N'-phenyl-P-phenylenediamine, N,N
"-G-P-1 lilu p-phenylenediamine, N-phenyl-β-naphthylamine, N,N'-phenylbenzicine, N,N'-di-β-naphthyl-p-phenylenecyamine, etc. I can do it.

これらの分解v′J市剤または安に一化剤を添加してな
る本発明の殺虫組成物は、冶用作物に対する薬害や人前
毒性の面での問題も全く生じない。
The insecticidal composition of the present invention, which is made by adding a unibody agent to these decomposing agents or a unibody agent, does not cause any problems in terms of chemical damage to cultivated crops or toxicity in public.

また、1−記安定化剤か添加される農薬製剤は、特に限
冗゛されることはないが、T T N Mが最も分解を
受けやすい粉剤、DL型粉剤、微粒剤1粒剤、水和剤な
どの粉末状坦体を使用する製剤に添加した場合に、分解
防11二効来が顕著に改−7■そされる。
In addition, agricultural chemical formulations to which the stabilizer described in 1-1 is added are not particularly limited, but include powders, DL-type powders, fine granules, 1 grain, and water-based powders, which are most susceptible to decomposition. When added to preparations using powdered carriers such as Japanese preparations, the decomposition prevention effect is significantly improved.

これらの安定化剤の製剤への添加袖は一般的には製剤中
0.1〜5市量%の範囲で十分である。しかし、安定化
剤の種類、有効成分の配合−1−1坦体の種類、剤41
1、製品が保存さ、する環境状態などによってこの添加
h)−を増減させてもよい。また、基剤のまま保存する
ような場合、主剤への添加jJ(は安定化剤の種類、保
存される環境状態によって変動するが、1〜10屯量%
の範囲が適にであり、8虞により添加岸−を多少増派し
ても主剤に悪影響を与えることはない。
It is generally sufficient to add these stabilizers to the formulation in an amount of 0.1 to 5% by weight in the formulation. However, the type of stabilizer, composition of active ingredients-1-1 type of carrier, agent 41
1. This addition h)- may be increased or decreased depending on the environmental conditions in which the product is stored. In addition, when storing the base as it is, the amount added to the base may vary depending on the type of stabilizer and the environmental conditions in which it is stored, but it should be 1 to 10% by weight.
The range is appropriate, and even if the amount of additives is increased to some extent by 8 degrees, it will not adversely affect the main agent.

本発明で用いることのできる坦体素材としては、クレー
、タル先ヘン1ナイト、酸性白土、珪藻シ、珪砂、ゼオ
ライトなどの一般鉱物質坦体、または炭酸力、+lzら
・つり1、炭酸マグネシウム、硫酸すl”l功ム、硫酸
アンモニウム、硫酸カルシウム、合成含水珪酸、珪酩マ
グネシウJ1、醇化アルミニウム1、庶糖シクロヘキサ
ノン、・インホロン。
Carrier materials that can be used in the present invention include general mineral carriers such as clay, talchenite, acid clay, diatomaceous earth, silica sand, and zeolite, or carbonic acid, +lz et al., and magnesium carbonate. , sulfuric acid, ammonium sulfate, calcium sulfate, synthetic hydrated silicic acid, silica magnesium J1, aluminum fluoride 1, sucrose cyclohexanone, inphoron.

N、N′−7メチルホルムアミ゛ドなとを挙げることか
できる。
N, N'-7 methylformamide and the like may be mentioned.

以ドシこ、(発明の殺虫組成物の実施例を示すか、本発
明の内容はこれbの例>]<のみに限定されるものでは
なく、イイ効成分の含有H,4、安定化剤の添加%j、
、各種補助剤の種類とその添加j、j、、製剤他方θ、
などは、適宜変更して実施することかできる。なお実施
例中で部はすべて利量部をあられす。
The following is an example of the insecticidal composition of the invention; the content of the present invention is not limited to the above, but is not limited to only H, 4, and stabilization containing effective ingredients. Addition of agent %j,
, Types of various adjuvants and their addition j, j, , Formulation on the other hand θ,
etc., may be modified and implemented as appropriate. In addition, all parts in the examples refer to the profit part.

文施狙−」 挺耐 TTNM  2部、ホワイトカーホン 1部、N−メチ
リレアニリン 2部およびクレー 95部を均一・番こ
混合したのち、粉砕して本発明の粉剤を得る。
2 parts of TTNM, 1 part of white carbon, 2 parts of N-methylileaniline and 95 parts of clay are uniformly mixed and ground to obtain the powder of the present invention.

末過り例 2 粉済j T T N M  27<H、ホワイトカーボン lγ
乱 N−メチル−p−)ルイジン 2部およびクレー 
95部を均一番こ混合したのち、粉砕して本発明の粉剤
を得る。
Powder waste example 2 Powdered j T T N M 27<H, white carbon lγ
2 parts of N-methyl-p-)luidine and clay
After uniformly mixing 95 parts, the mixture is pulverized to obtain the powder of the present invention.

kL例−良 翻 TTNM  2部、ホワイトカーホン 1部、ジシクロ
・\キシルアミン 1部およびクレー 96部を均 に
混合したのち、粉砕して本発明の粉剤を得る。
kL Example - 2 parts of TTNM, 1 part of white carphone, 1 part of dicyclo xylamine and 96 parts of clay are mixed uniformly and then ground to obtain the powder of the present invention.

実施例 4 柿 TTNM  2部、ホワイトカーボン 1部、ジフェニ
ルアーミン 1部およびクレー 96部を均一・に混合
したのち、粉砕して本発明の粉剤を得る。
Example 4 2 parts of persimmon TTNM, 1 part of white carbon, 1 part of diphenylamine and 96 parts of clay are uniformly mixed and then pulverized to obtain the powder of the present invention.

逅礪究−得 粒剤 TTNM  2部、ホワイトカーボン 1部、N−イソ
プロピル−N′−フ□ニルーP−フェニレンシアミン 
11部およびクレー 96部均一に11シ合したのち、
粉砕して本発明の粒剤を得る。
Granules TTNM 2 parts, white carbon 1 part, N-isopropyl-N'-P-phenylenecyamine
After uniformly combining 11 parts and 96 parts of clay,
The granules of the present invention are obtained by pulverization.

χ痙准−」 粉剤 TTNM  2部、ホワイトカーホン 1部、N−フェ
ニル−β−テフチルアミン 1部およびクレー 96部
を均一・に4部コ合したのち、粉砕して本発明の粉剤を
得る。
A powder of 2 parts of TTNM, 1 part of white carphone, 1 part of N-phenyl-β-tephthylamine, and 96 parts of clay are uniformly mixed together in 4 parts and pulverized to obtain the powder of the present invention.

藷桝−フ 粒週 あらかじめクレー 92.5部にポリビニールアルコー
ル 165部およυ水 15部をよく混合して練り合わ
せ、直径0.8mmの金網から押し出!−で乾燥し、1
4な1、)j〜32メンシュに篩分けした空粒剤を調製
する。これとは別にTTNM  3部、ホワイトカーホ
ン 1部およびジフェニルアミン 2部を均一に混合し
たのち、粉砕する。
Mix well 92.5 parts of clay, 165 parts of polyvinyl alcohol, and 15 parts of water, knead, and extrude through a wire mesh with a diameter of 0.8 mm! - Dry at 1
4.1.) Prepare empty granules that have been sieved to a size of 32 to 32 mm. Separately, 3 parts of TTNM, 1 part of white carbon and 2 parts of diphenylamine were mixed uniformly and then ground.

このものに先の空あ“L剤を加えて混合し、空粒剤の表
面にTTNMを被覆して本発明の粒剤を得る。
The above-mentioned empty granule L agent is added to this mixture and mixed, and the surface of the empty granule is coated with TTNM to obtain the granule of the present invention.

又施狙−J 乳剤 TTNM  25部、ジフェニルアミン 2部、ポリオ
キンエチレンアルキルフェニルエーテル 4部およびシ
クロへキサノン 69部を均一に溶解、混合して本発明
の乳剤を得る。
Further, Emulsion J Emulsion 25 parts of TTNM, 2 parts of diphenylamine, 4 parts of polyoxine ethylene alkylphenyl ether and 69 parts of cyclohexanone are uniformly dissolved and mixed to obtain the emulsion of the present invention.

χ麓溌[」 水利側 TTNM  50部、ジフェニルアミン 3部、ホワイ
トカーホ〉′ 20部、ポリオキシエチレンアルキルフ
ェニル工−テ心 l 51゛侶、リグニンスルホン酸1
λ13部およびクレー 22.5部を均一に4j配合し
たのち、微粉砕して本発明の水和剤を得る。
χ 麓溌['' Irrigation side TTNM 50 parts, diphenylamine 3 parts, white carb〉' 20 parts, polyoxyethylene alkylphenyl polymer ester 51, lignin sulfonic acid 1
After 13 parts of λ and 22.5 parts of clay are uniformly blended into 4j, the mixture is finely pulverized to obtain the wettable powder of the present invention.

及旅斑−ユ」」] TTNM  90部、ジフェニルアミン 5部およびホ
ワイトカーボン 5部を加え均一に混合して′rO,削
とする。
Add 90 parts of TTNM, 5 parts of diphenylamine and 5 parts of white carbon, mix uniformly, and grind.

区鉄負−1公放仏止効犬メ恥 実施例に従って調製した製剤を、50m立容4)のa栓
伯ガラヌビンに20部入れて40℃の恒温器中に30部
1間保存した。その後取り出もてTTNMの含(11を
カヌクロマ1、グラフにより分析し、初期含量値に対す
る残存−ト(%)を求めた。得られた結果を第1表に示
す。
20 parts of the preparation prepared in accordance with the Example was placed in a 50 m cubic volume 4) a-bok-bok galanubin, and 30 parts were stored in a thermostat at 40°C for 1 hour. Thereafter, the content of TTNM (11) was analyzed graphically using Kanuchroma 1 to determine the residual content (%) relative to the initial content value. The obtained results are shown in Table 1.

Claims (1)

【特許請求の範囲】[Claims] 2H,1,3−チアジンテトラハイドロ−2−にトロメ
チレン)を有効成分として含有する殺虫組成物において
、芳香族第2アミン類の1種を添カルてなることを特徴
とする安定化された殺虫組成物。
A stabilized insecticidal composition containing 2H,1,3-thiazinetetrahydro-2-and tromethylene as an active ingredient, characterized by adding one type of aromatic secondary amine. Insecticidal composition.
JP593483A 1983-01-19 1983-01-19 Stabilized insecticide composition Pending JPS59134703A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP593483A JPS59134703A (en) 1983-01-19 1983-01-19 Stabilized insecticide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP593483A JPS59134703A (en) 1983-01-19 1983-01-19 Stabilized insecticide composition

Publications (1)

Publication Number Publication Date
JPS59134703A true JPS59134703A (en) 1984-08-02

Family

ID=11624724

Family Applications (1)

Application Number Title Priority Date Filing Date
JP593483A Pending JPS59134703A (en) 1983-01-19 1983-01-19 Stabilized insecticide composition

Country Status (1)

Country Link
JP (1) JPS59134703A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5972934A (en) * 1996-07-29 1999-10-26 Novartis Ag Stabilized nithiazine compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5972934A (en) * 1996-07-29 1999-10-26 Novartis Ag Stabilized nithiazine compositions

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