JP2004043436A - Sustained release agrochemical preparation and method for controlling insect pest of paddy rice plant by using the same - Google Patents
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Abstract
Description
【０００１】
【発明の属する技術分野】
本発明は、農作物に害を与える害虫及び病気からの農作物の保護を図ることのできる薬剤を含有する農薬製剤に関するものであり、さらに詳しくは、有効成分の溶出性を制御し、田植え時以前の処理にもかかわらず移植直後から出穂期以降の害虫防除が可能な農薬製剤及びそれを用いた水稲病害虫防除方法に関するものである。
【０００２】
【従来の技術】
農薬は、対象とする農作物を雑草、害虫、病気などから保護する目的で使用され、製剤の種類やその処理時期は有効成分の特徴や使用目的に応じて様々である。
近年、農業従事者の減少或いは高齢化の問題から、農薬散布の省力化が求められている。そのような状況のもと、病害虫防除の分野では育苗箱処理に代表される田植え時以前の処理に対応した薬剤が数多く開発されており、その結果、多大な労力を必要とする本田散布が求められる場面は以前に比べて減少している。しかしながら、最近、東日本を中心にカメムシによる出穂期以降の水稲への被害が増加しており、一方で、市販製剤による田植え前処理では同害虫を防除できないことから、田植え前の薬剤処理を行った水田においても適当な薬剤の生育後期の本田散布によるカメムシ防除が余儀なくされているのが実状である。
【０００３】
【特許文献１】
特開２００２−１０４９０６号公報
【０００４】
【発明が解決しようとする課題】
本発明は、水稲の病害虫に対して防除効果を有する農薬活性成分の溶出性を制御し、既存の市販製剤では困難である出穂期以降の害虫も防除可能とすることにより、田植え時以前の１回の薬剤処理で水稲栽培期間を通じて主要な病害虫の防除が可能な薬剤を提供することを課題とする。
【０００５】
【課題を解決するための手段】
本発明者らは数多くの溶出制御型農薬製剤について、その溶出性及び防除効果を鋭意研究した結果、有効成分を含有する芯材を水難溶性の膜で被覆した形の農薬製剤とすることにより、前記の課題を解決できることを見出し、本発明を完成した。
すなわち、本発明は、（１）農薬活性成分を含有する芯材を水不溶性或いは水難溶性の膜で被覆して得られる徐放化被覆製剤、及びそれを水稲育苗培土混和処理、播種時処理或いは乳苗期から田植え時までの間の育苗箱処理に使用することによって水田初期から出穂後までに発生する水稲病害虫を防除する方法、（２）水田初期から中期の害虫に加えて出穂期以降の害虫であるカメムシ類の防除に有効な（１）に記載の徐放化被覆製剤及びそれを用いた病害虫防除方法に関するものである。
【０００６】
また、本発明は、被覆膜の成分としてゴム及びワックスを用い、２５℃における水溶解度が１０ｐｐｍ以上の化合物を農薬活性成分として被膜内に配合し、さらには式１：
【化３】
Ｙはニトロ基またはシアノ基を示し；
Ｒ１はハロゲンで置換されていてもよい３−ピリジル基、ハロゲンで置換されていてもよい５−チアゾリル基、またはメチル基で置換されていてもよい３−テトラヒドロフリル基を示し；
Ｒ２は水素またはＣ１−４アルキル基を示し；
Ｒ３はＮＲ４Ｒ５、ＳＲ６、ＯＲ７、またはＲ８で表される基（ここでＲ４は水素またはＣ１−４アルキル基を示し、Ｒ５、Ｒ６、Ｒ７及びＲ８はＣ１−４アルキル基を示す）を示し；
またはＲ２とＲ５、Ｒ６、Ｒ７またはＲ８とがいっしょになってエチレン基、トリメチレン基、ＣＨ２ＯＣＨ２で表される基、またはＣＨ２Ｎ（Ｒ９）ＣＨ２で表される基（ここでＲ９はＣ１−４アルキル基を示す）を示す］
で表される（ネオニコチノイド剤）の化合物、
【０００７】
式２：
【化４】
またはＺ１とＺ２とが一緒になって結合またはＳを示し；
またはＺ１はＯを示し、その時Ｚ２はＺ１の結合している硫黄原子との結合を示す］で表される（ネライストキシン剤）の化合物またはその塩を農薬活性成分として被膜内に配合することを特徴とする徐放化被覆製剤及びそれを用いた病害虫防除方法に関するものである。
【０００８】
【発明の実施の形態】
本発明は、農薬活性成分を含有する芯材を、水に対する親和性の低い材料を主成分とする皮膜で被覆したことを特徴とする徐放化被覆製剤、及びそれを田植え時以前に処理することによって水田初期から出穂後までに発生する病害虫の防除方法である。
本発明の製剤の基本的な構造を図１に示す。本発明の製剤は、有効成分を含有する芯材を水に対する親和性の低い材料を主成分とする皮膜で被覆したものであり、皮膜の組成及び量を調節することにより、目的とする病害虫防除に適した溶出性を実現したものである。
本発明で使用する皮膜材料としては特に限定されるものはなく、医薬、農薬、食品、化粧品などの分野で一般的に用いられるものであれば問題はないが、効果、コスト、製造の際の操作性などの点から、ゴム及びワックスを使用することが好ましい。ゴムは天然ゴムでも合成ゴムでもよく、合成ゴムがより好ましい。また、合成ゴムラテックスがさらにより好ましく、後記のブタジエンを主体とした合成ゴムラテックスが最も好ましい。また、ワックスはワックスエマルジョンがより好ましい。合成ゴムラテックス及びワックスエマルジョンを使用した場合、固形分重量比で合成ゴムラテックス８に対してワックスエマルジョンを少なくとも１以上の割合で用いるのが好ましい。
本発明で使用する合成ゴムラテックスとしては任意の合成ゴムラテックスを使用することができる。代表的な例として、スチレン−ブタジエンゴムラテックス、メチルメタクリレート−スチレン−ブタジエンゴムラテックス、エチレン−プロピレンゴムラテックス、ブタジエンゴムラテックス、イソプレンゴムラテックス、シリコンゴムラテックスなどが挙げられ、これらは単独または２種以上の混合物であってもよい。
本発明で使用するワックスエマルジョンは動植物或いは石油樹脂系から得られるワックスのエマルジョン、例えばパラフィンワックスエマルジョン、マイクロクリスタリンワックスエマルジョン、ポリオレフィンワックスエマルジョンなどをあげることができる。
【０００９】
本発明を適用しうる被膜内に配合する農薬活性成分としては特に限定されないが、例えばクロチアニジン、ニテンピラム、チアメトキサム、ジノテフラン、イミダクロプリド、チアクロプリド、アセタミプリド、カルタップ塩酸塩、ベンスルタップ、チオシクラム、フィプロニル、エチプロール、アセトプロール、スピノサド、ピメトロジン、ベンフラカルブ、カルボスルファン、フラチオカルブ、ダイアジノン、エチルチオメトン、プロパホス、ＰＨＣなどの殺虫剤、オリサストロビン、アゾキシストロビン、メトミノストロビン、チアジニル、カルプロパミド、ジクロシメット、フェノキサニル、アシベンゾラルＳメチル、プロベナゾール、トリシクラゾール、ピロキロン、イソプロチオラン、フラメトピル、チフルザミド、シメコナゾールなどの殺菌剤を挙げることができる。中でも、２５℃での水溶解度が１０ｐｐｍ以上の化合物が好ましく、特にクロチアニジン、ニテンピラム、チアメトキサム、ジノテフラン、イミダクロプリド、チアクロプリドなどのネオニコチノイド剤、カルタップ塩酸塩、チオシクラムなどのネライストキシン剤、オリサストロビン、プロベナゾール、トリシクラゾール、ピロキロン、イソプロチオラン、フラメトピルなどの殺菌剤がより好ましく、それらは単独または２種以上を同時に用いてもよい。さらに、本発明の徐放化被覆製剤はその防除目的に応じて被膜内に配合した農薬活性成分と同一または異なる活性成分を被膜外に配合してもよく、農薬としての活性のない各種助剤を配合することもできる。前記の皮膜内に配合できる化合物は、被膜外に配合して使用し、水田初期に発生する病害虫に対する防除効果を増強することができる。また、被膜内および被膜外に配合する成分として、ダイムロンなどの薬害軽減作用を有する化合物を使用することもでき、カスガマイシンなどを被膜外に配合して育苗期間の病害防除に使用することもできる。
【００１０】
本発明の徐放化被覆製剤は、それを田植え時以前に処理することにより、イネミズゾウムシ、イネゾウムシ、イネドロオイムシなどの甲虫目害虫、イネヒメハモグリバエ、イネハモグリバエ、イネキモグリバエイネクキミギワバエなどの双翅目害虫、ツマグロヨコバイ、イネズマヨコバイ、セジロウンカ、ヒメトビウンカ、トビイロウンカ、イネクロカメムシなどの半翅目害虫、コブノメイガ、ニカメイチュウ、サンカメイチュウ、イネツトムシ、フタオビオヤガ、イネヨトウ、アワヨトウ、イネキンウワバなどの鱗翅目害虫、イネアザミウマなどのアザミウマ目害虫、コバネイナゴ、ハネナガイナゴなどの直翅目害虫スクミリンゴガイなどの水田初期から中期に発生する害虫及びいもち病、紋枯病、ごま葉枯れ病、白葉枯病などの水稲病害を防除することができ、特に徐放化製剤であることにより出穂期以降に問題となる斑点米カメムシを防除することができることから、水稲栽培期間を通じて主要な病害虫防除が可能となる。対象となる斑点米カメムシとしては、ナカグロカスミカメ、ブチヒゲクロカスミカメ、ハナグロミドリカスミカメ、マダラカスミカメ、マキバカスミカメ、アカスジカスミカメ、ムギカスミカメ、アカミャクカスミカメ、ナカムギカスミカメ、アカヒゲホソミドリカスミカメなどのカスミカメムシ科、メダカナガカメムシなどのメダカナガカメムシ科、ヒメヒラタナガカメムシ、モンシロナガカメムシ、ウスグロシロヘリナガカメムシ、シロヘリナガカメムシ、アムールシロヘリナガカメムシ、チャイロナガカメムシ、ヒメナガカメムシ、ミナミホソナガカメムシ、クロアシホソナガカメムシ、キベリヒョウタンナガカメムシ、ヒラタヒョウタンナガカメムシ、サビヒョウタンナガカメムシ、ヒゲナガカメムシ、ヨツボシヒョウタンナガカメムシ、マダラナガカメムシ、コバネヒョウタンナガカメムシなどのナガカメムシ科、フタモンホシカメムシなどのホシカメムシ科、アズキヘリカメムシ、ヒメハリカメムシ、ハリカメムシ、ホソハリカメムシ、ホシハラビロヘリカメムシなどのヘリカメムシ科、ヒメクモヘリカメムシ、クモヘリカメムシ、タイワンクモヘリカメムシ、ホソヘリカメムシなどのホソヘリカメムシ科、アカヒメヘリカメムシ、ブチヒゲヘリカメムシなどのヒメヘリカメムシ科、チャイロカメムシなどのキンカメムシ科、エビイロカメムシ、ウズラカメムシ、トゲカメムシ、ムラサキカメムシ、ブチヒゲカメムシ、ハナダカカメムシ、ムラサキシラホシカメムシ、マルシラホシカメムシ、オオトゲシラホシカメムシ、トゲシラホシカメムシ、シラホシカメムシ、クサギカメムシ、イネカメムシ、ツマジロカメムシ、アオクサカメムシ、ミナミアオカメムシ、エゾアオカメムシ、イチモンジカメムシ、チャバネアオカメムシ、アカカメムシ、イネクロカメムシなどが挙げられ、これらカメムシ類の吸汁による斑点米の発生を抑制することができる。
また、田植え前に薬剤処理することによって、育苗期に発生するいもち病などの病害防除も可能である。
田植え時以前の処理の具体例としては、育苗培土混和処理、播種時処理及び乳苗期から田植え時までの間の育苗箱処理などが挙げられる。これら各処理法における徐放化被覆製剤の処理量に特に制限はないが、通常のイネ育苗箱（約３０ｃｍ×約６０ｃｍ）あたり３０ｇ〜１５０ｇ程度が好ましい。本発明の徐放化被覆製剤は育苗培土の種類、イネの品種及びそのイネが遺伝子組み替えであるか否かに関係なく使用することができ、籾伝染性病害および育苗培土から感染する病害を防除するための種籾処理あるいは育苗期処理、他製剤による本田処理や生物的防除、あるいは物理的防除などの他の方法による防除と組み合わせてもよい。また、水稲栽培において一般的に行われる除草剤による雑草防除や施肥を組み合わせることなど、通常の水稲栽培において本発明を使用することに何ら問題はない。
本発明の徐放化被覆製剤を製造する際には、ゴム、ワックス及び農薬活性成分の他に農薬製剤に一般的に用いられる各種助剤（例えば担体、界面活性剤、結合剤、流動助剤、安定化剤など）を加えることができる。担体としては、植物性粉末（例えば大豆粉、木粉など）、鉱物性粉末（例えばカオリン、ベントナイト、酸性白土などのクレー類、滑石粉、ロウ石粉などのタルク類、珪藻土、雲母粉などのシリカ類など）、硫酸アンモニウム、重曹などの水溶性担体、炭酸カルシウム、活性炭などがあげられる。前記担体は単独または２種以上を同時に用いてもよい。界面活性剤としては、ポリオキシエチレンポリオキシプロピレンブロックポリマー、リグニンスルホン酸塩、アルキルベンゼンスルホン酸塩、アルキルナフタレンスルホン酸塩などが挙げられ、結合剤としてはアルファデンプン、ポリビニルアルコール、カルボキシメチルセルロースなどが、流動助剤としてはホワイトカーボンなどが挙げられる。
【００１１】
本発明の徐放化被覆製剤は農薬活性成分を含有する芯材にゴム及びワックスを通常の方法で被覆する方法で製造され、特にあらかじめ活性成分を含有する粒状組成物を製造し、この組成物を核としてゴム及びワックスの混合物を被覆する方法が適している。
製剤の形状については様々な形態があり得る。球状、円筒型、ペレット型、直方体型、円盤型、紐状のタイプなど、様々な形態を挙げることができる。構造的には農薬活性成分を含有する芯材をゴム及びワックスで被覆した構造を有したものであればよい。
前記粒状組成物は一般的な方法を用いて製造することができる。例えば、各種助剤と農薬活性成分を混合し、適量の水を加え、混合、練合の後、スクリーンを通して押し出す方法（押し出し造粒法）、粉体を転動させながら結合剤溶液を噴霧して造粒する方法（転動造粒法）、撹拌翼などを用いて原料粉体に流動運動を与え、結合剤溶液を噴霧して造粒する方法（撹拌造粒法）などを挙げることができる。
粒状組成物を被覆するゴム及びワックスの混合物には、必要に応じて粒状組成物中に配合した農薬活性成分と同一または異なる活性成分を配合してもよく、農薬としての活性のない各種助剤を配合することもできる。その場合、ゴム及びワックスの混合物に農薬活性成分や助剤を加え、均一な懸濁液としたものを前記粒状組成物に被覆して製造する方法が好都合である。
さらに、被覆後の製剤についても、必要に応じて粒状組成物中に配合した農薬活性成分と同一または異なる活性成分を配合してもよく、農薬としての活性のない各種助剤を配合することもできる。その場合、被覆製剤にそれら成分を混合した懸濁液を噴霧し、それを乾燥する方法、それら成分の混合粉体を水または結合剤溶液を噴霧しながら被覆製剤に付着させる方法などが好都合である。
本発明の徐放化被覆製剤は、その技術により、一般的な製剤では農薬活性成分の特性或いは製剤中の含有量等の問題からイネに対する薬害が問題になる製剤についても、それらを効果的に抑制し、田植え時以前の処理に適応した製剤として提供される。
本発明の徐放化被覆製剤中の各成分の配合割合は、製剤全体を１００重量部として、農薬活性成分が１〜５０重量部、好ましくは１〜３０部、ゴムとワックスが混合物として５〜５０重量部、好ましくは５〜３０重量部、担体が０〜９４重量部、好ましくは４０〜８５重量部である。
【００１２】
前記式１で表される化合物〔Ｉ〕は通常ネオニコチノイド剤として理解されている。化合物〔Ｉ〕の記号中、ハロゲンとはフッ素、塩素、臭素、ヨウ素を示し、特に塩素が好ましい。Ｃ１−４アルキル基とはメチル、エチル、ｎ−プロピル、イソプロピル、ｎ−ブチル、イソブチル、ｓ−ブチル、ｔ−ブチルを示し、メチル基及びエチル基が好ましく、中でもメチル基が好ましい。
式１で表される化合物〔Ｉ〕としては、クロチアニジン、ニテンピラム、チアメトキサム、ジノテフラン、イミダクロプリド、チアクロプリドが好ましい。
式２で表される化合物〔ＩＩ〕の記号中、Ｃ１−３アルキル基とはメチル、エチル、ｎ−プロピル、イソプロピルを示す。
式２で表される化合物〔ＩＩ〕またはその塩は通常ネライストキシン剤として理解されている。化合物〔ＩＩ〕としては、カルタップ、チオシクラムが好ましく、その塩の酸部分としては化合物〔ＩＩ〕と塩を形成するものであれば、特に限定されないが塩酸、硫酸、シュウ酸などが好ましい。
【００１３】
【実施例】
次に実施例及び試験例を挙げ、本発明を詳細に説明するが、本発明はこれら実施例などにより何ら限定されるものではない。
実施例１
クロチアニジン５．２部、ポリオキシエチレン・ポリオキシプロピレンブロックポリマー０．８部、アルファデンプン３．５部、クレー９０．５部を混合した後、１５部の水を加えて練合し、穴の直径が０．９ｍｍのスクリーンを用いて造粒する。造粒物を乾燥、篩過して得られるクロチアニジン核粒剤６０部をとり、複合型造粒コーティング装置グラニュレックス（ＧＸ２０）を用いて、スチレン−ブタジエンゴムラテックスとパラフィンワックスを固形分比で４：１に混合したものを固形分として９部被覆して徐放化クロチアニジン粒剤を得る。
【００１４】
試験例１
ポットでの育苗箱処理におけるカメムシ類への効果
試験方法
ペーパーポット植えのイネ（日本晴）２．５葉苗の株元土壌表面に上記実施例１で示した製剤を相当量散布し、移植した。出穂約７日後にイネ株全体をゴースで覆い、ゴースの中にアカヒゲホソミドリカスミカメ成虫１０頭を放飼した。放飼６日後に生死判定を行い、さらに収穫時に斑点米の調査を行った。
試験結果
表１に示すように、該当製剤の育苗箱施用は、本害虫に高い殺虫活性を示し、かつ吸汁害による斑点米の発生を抑制することがわかった。
【００１５】
【表１】
試験例２
圃場での育苗箱処理におけるイネミズゾウムシへの効果
試験方法
通常の育苗箱植えのイネ（ヒノヒカリ）２．５葉苗の株元土壌表面に上記実施例１で示した製剤を相当量散布し、移植した。水田に移植後、処理イネ約４５株をナミ板で囲みその中にイネミズゾウムシ成虫１０頭を週２回の割合で放飼した。処理８日後，１５日後および２２日後にイネ２０株についてイネミズゾウムシ成虫による被害葉率を調査し、処理４２日後には処理イネを掘り取り、次世代幼虫密度を調査した。
試験結果
表２に示すように、該当製剤の育苗箱施用は、本種成虫による食害を抑制し、かつ次世代密度も抑制することがわかった。
【００１７】
【表２】
育苗箱処理によるイネミズゾウムシに対する薬効
試験例３
圃場での育苗箱処理におけるセジロウンカへの効果
試験方法
通常の育苗箱植えのイネ（ヒノヒカリ）２．５葉苗の株元土壌表面に上記実施例１で示した製剤を相当量散布し、移植した。処理２４日後，３１日後，３８日後，４５日後および５０日後にイネ２０株について払い落とし調査を行い，寄生しているセジロウンカ虫数を調査した。
試験結果
表３に示すように、該当製剤の育苗箱施用は、本害虫密度を抑制することがわかった。
【００１９】
【表３】
育苗箱処理によるセジロウンカに対する薬効
実施例２
実施例１で得られるクロチアニジン核粒剤６０部をとり、複合型造粒コーティング装置グラニュレックス（ＧＸ２０）を用いて、スチレン−ブタジエンゴムラテックスとパラフィンワックスを固形分比で４：１に混合したものを固形分として６部被覆して徐放化クロチアニジン粒剤を得る。
【００２１】
試験例４
ポットでの育苗箱処理におけるカメムシ類への効果
試験方法
ペーパーポット植えのイネ（日本晴）２．５葉苗の株元土壌表面に上記実施例２で示した製剤を相当量散布し、移植した。出穂約７日後にイネ株全体をゴースで覆い、ゴースの中にアカヒゲホソミドリカスミカメ成虫１０頭を放飼した。放飼６日後に生死判定を行い、さらに収穫時に斑点米の調査を行った。
試験結果
表４に示すように、該当製剤の育苗箱施用は、本害虫に対し高い殺虫活性を示し、かつ吸汁害による斑点米の発生を抑制することがわかった。
【００２２】
【表４】
育苗箱処理による斑点米カメムシに対する薬効
試験例５
圃場での育苗箱処理におけるイネミズゾウムシへの効果
試験方法
通常の育苗箱植えのイネ（ヒノヒカリ）２．５葉苗の株元土壌表面に上記実施例２で示した製剤を相当量散布し、移植した。水田に移植後、処理イネ約４５株をナミ板で囲みその中にイネミズゾウムシ成虫１０頭を週２回の割合で放飼した。処理８日後，１４日後および２１日後にイネ２０株についてイネミズゾウムシ成虫による被害葉率を調査し、処理４２日後には処理イネを掘り取り、次世代幼虫密度を調査した。
試験結果
表５に示すように、該当製剤の育苗箱施用は、本種成虫による食害を抑制し、かつ次世代密度も抑制することがわかった。
【００２４】
【表５】
育苗箱処理によるイネミズゾウムシに対する薬効
実施例３
実施例１で得られるクロチアニジン核粒剤６０部をとり、複合型造粒コーティング装置グラニュレックス（ＧＸ２０）を用いて、スチレン−ブタジエンゴムラテックス、パラフィンワックス及びシリカ微粉末を固形分比で８０：２０：５に混合したものを固形分として９部被覆して徐放化クロチアニジン粒剤を得る。
【００２６】
試験例６
ポットでの育苗箱処理におけるカメムシ類への効果
試験方法
ペーパーポット植えのイネ（日本晴）２．５葉苗の株元土壌表面に上記実施例３で示した製剤を相当量散布し、移植した。出穂約７日後にイネ株全体をゴースで覆い、ゴースの中にアカヒゲホソミドリカスミカメ成虫１０頭を放飼した。放飼６日後に生死判定を行い、さらに収穫時に斑点米の調査を行った。
試験結果
表６に示すように、該当製剤の育苗箱施用は、本害虫に対し高い殺虫活性を示し、かつ吸汁害による斑点米の発生を抑制することがわかった。
【００２７】
【表６】
育苗箱処理による斑点米カメムシに対する薬効
試験例７
圃場での育苗箱処理におけるイネミズゾウムシへの効果
試験方法
通常の育苗箱植えのイネ（ヒノヒカリ）２．５葉苗の株元土壌表面に上記実施例３で示した製剤を相当量散布し、移植した。水田に移植後、処理イネ約４５株をナミ板で囲みその中にイネミズゾウムシ成虫１０頭を週２回の割合で放飼した。処理８日後，１４日後および２１日後にイネ２０株についてイネミズゾウムシ成虫による被害葉率を調査し、処理４２日後には処理イネを掘り取り、次世代幼虫密度を調査した。
試験結果
表７に示すように、該当製剤の育苗箱施用は、本種成虫による食害を抑制し、かつ次世代密度も抑制することがわかった。
【００２９】
【表７】
育苗箱処理によるイネミズゾウムシに対する薬効
【発明の効果】
以上記載したごとく、本発明によれば、水稲の病害虫に対して防除効果を有する農薬活性成分の溶出性を制御し、既存の市販製剤では困難である出穂期以降の害虫も防除可能とし、田植え時以前の１回の薬剤処理で水稲栽培期間を通じて主要な病害虫の防除が可能な薬剤が提供できる。
【図面の簡単な説明】
【図１】図１は本発明の製剤の基本的な構造を示す模式図である。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a pesticide formulation containing an agent capable of protecting a crop from pests and diseases that harm the crop, and more particularly, to controlling the dissolution of the active ingredient, and The present invention relates to an agrochemical preparation capable of controlling pests immediately after transplantation and after the heading period despite treatment, and a method for controlling rice pests using the same.
[0002]
[Prior art]
Pesticides are used for the purpose of protecting target crops from weeds, pests, diseases and the like, and the types of preparations and the timing of treatment vary depending on the characteristics of the active ingredient and the purpose of use.
2. Description of the Related Art In recent years, due to a problem of a decrease in the number of agricultural workers or an aging population, labor saving of pesticide spraying has been required. Under such circumstances, in the field of pest control, many chemicals corresponding to the treatment before rice planting, such as nursery box treatment, have been developed, and as a result, Honda spraying, which requires a lot of labor, has been required. The number of scenes is reduced compared to before. However, recently, stink bugs have been increasing damage to paddy rice since the heading stage, mainly in eastern Japan.On the other hand, pre-planting treatment with commercial preparations cannot control the same pests. In paddy fields, stink bug control is inevitably required by spraying Honda with an appropriate chemical at a later stage of growth.
[0003]
[Patent Document 1]
JP-A-2002-104906
[Problems to be solved by the invention]
The present invention controls the dissolution of a pesticidal active ingredient having a controlling effect on pests of paddy rice, and can control pests after the heading stage, which are difficult with existing commercial preparations. It is an object of the present invention to provide a chemical capable of controlling major pests throughout a rice cultivation period by multiple chemical treatments.
[0005]
[Means for Solving the Problems]
The present inventors have conducted intensive studies on the dissolution and control effects of a large number of dissolution-controlling pesticide formulations.As a result, the core material containing the active ingredient was coated with a poorly water-soluble film to form a pesticide formulation. The present inventors have found that the above-mentioned problems can be solved, and have completed the present invention.
That is, the present invention provides (1) a sustained-release coated preparation obtained by coating a core material containing an active ingredient of agrochemicals with a water-insoluble or poorly water-soluble film, and mixing it with a paddy rice seedling cultivation soil, a seeding treatment, A method for controlling paddy rice pests that occur from the early stage of paddy field to after heading by using the seedling box treatment from the nursery stage to the time of rice planting. (2) In addition to pests in the early to middle stage of paddy field, The sustained-release coated preparation according to (1), which is effective for controlling stink bugs as stink bugs, and a method for controlling pests using the same.
[0006]
Further, the present invention uses rubber and wax as components of the coating film, and blends a compound having a water solubility of 10 ppm or more at 25 ° C. as an agrochemical active component in the coating film.
Embedded image
Y represents a nitro group or a cyano group;
R 1 represents a 3-pyridyl group optionally substituted with halogen, a 5-thiazolyl group optionally substituted with halogen, or a 3-tetrahydrofuryl group optionally substituted with methyl group;
R 2 represents hydrogen or a C 1-4 alkyl group;
R 3 is a group represented by NR 4 R 5 , SR 6 , OR 7 , or R 8 (where R 4 represents hydrogen or a C 1-4 alkyl group, and R 5 , R 6 , R 7, and R 8 Represents a C 1-4 alkyl group);
Or R 2 and R 5 , R 6 , R 7 or R 8 together represent an ethylene group, a trimethylene group, a group represented by CH 2 OCH 2 , or a CH 2 N (R 9 ) CH 2 (Wherein R 9 represents a C 1-4 alkyl group)]
A (neonicotinoid agent) compound represented by
[0007]
Equation 2:
Embedded image
Or Z 1 and Z 2 together represent a bond or S;
Or Z 1 represents O, and Z 2 then represents a bond to the sulfur atom to which Z 1 is bonded]] or a salt thereof as a pesticidal active ingredient in the film. The present invention relates to a sustained-release coated preparation characterized by being blended and a method for controlling pests using the same.
[0008]
BEST MODE FOR CARRYING OUT THE INVENTION
The present invention provides a sustained-release coated preparation characterized in that a core material containing an agrochemical active ingredient is coated with a film containing a material having low affinity for water as a main component, and treating it before planting rice. This is a method for controlling pests that occur from the early stage of paddy field to after heading.
FIG. 1 shows the basic structure of the preparation of the present invention. The preparation of the present invention is obtained by coating a core material containing an active ingredient with a film containing a material having low affinity for water as a main component, and controlling a desired pest by controlling the composition and amount of the film. This realizes the dissolution property suitable for
There is no particular limitation on the coating material used in the present invention, and there is no problem as long as it is generally used in the fields of medicine, agricultural chemicals, food, cosmetics, etc., but the effect, cost, and From the viewpoint of operability and the like, it is preferable to use rubber and wax. The rubber may be a natural rubber or a synthetic rubber, and a synthetic rubber is more preferable. Further, a synthetic rubber latex is even more preferable, and a synthetic rubber latex mainly containing butadiene described below is most preferable. The wax is more preferably a wax emulsion. When a synthetic rubber latex and a wax emulsion are used, it is preferable to use the wax emulsion at a ratio of at least one or more to the synthetic rubber latex 8 in terms of solid content weight ratio.
Any synthetic rubber latex can be used as the synthetic rubber latex used in the present invention. Representative examples include styrene-butadiene rubber latex, methyl methacrylate-styrene-butadiene rubber latex, ethylene-propylene rubber latex, butadiene rubber latex, isoprene rubber latex, silicone rubber latex, and the like, alone or in combination of two or more. May be used.
Examples of the wax emulsion used in the present invention include wax emulsions obtained from animals, plants and petroleum resins, such as paraffin wax emulsions, microcrystalline wax emulsions, and polyolefin wax emulsions.
[0009]
The pesticidal active ingredient to be incorporated in the coating to which the present invention can be applied is not particularly limited.For example, clothianidin, nitenpyram, thiamethoxam, dinotefuran, imidacloprid, thiacloprid, acetamiprid, cartap hydrochloride, bensultap, thiocyclam, fipronil, ethiprole, acetoprole , Spinosad, pymetrozine, benfracarb, carbosulfan, flachiocarb, diazinon, ethylthiomethone, propafos, insecticides such as PHC, orysastrobin, azoxystrobin, metminostrobin, thiazinyl, carpropamide, diclosimet, phenoxanil, acibenzolar S-methyl, probenazole, Tricyclazole, Pyroquilon, Isoprothiolane, Flamethopyr, Thifluzamide, Simeconazo Mention may be made of a fungicide such as Le. Among them, compounds having a water solubility at 25 ° C. of 10 ppm or more are preferable, and especially, neonicotinoid agents such as clothianidin, nitenpyram, thiamethoxam, dinotefuran, imidacloprid, and thiacloprid, nepalistoxin agents such as cartap hydrochloride and thiocyclam, orysastrobin, probenazole , Fungicides such as tricyclazole, pyroquilon, isoprothiolane, and flametopyr are more preferable, and they may be used alone or in combination of two or more. Further, the sustained-release coated preparation of the present invention may contain the same or different active ingredient as the pesticide active ingredient incorporated in the coat depending on the control purpose, and various auxiliary agents having no pesticide activity. Can also be blended. The compound that can be compounded in the above-mentioned film can be used by being compounded outside the film to enhance the control effect on pests and insects that occur early in paddy fields. In addition, compounds having a harm-reducing effect, such as Daimlon, can be used as components to be blended inside and outside the film, and kasugamycin can be blended outside the film to be used for disease control during the seedling raising period.
[0010]
The sustained-release coated preparation of the present invention can be treated before the rice planting to produce a beetle pest such as a rice weevil, a rice weevil, a rice dwarf beetle, a rice wingweed, a rice leaf squirrel, and a double wing such as a rice leaf squirrel. Hemiptera pests such as eye pests, black leafhoppers, rice leafhoppers, brown planthoppers, brown planthoppers, brown planthoppers, rice black bugs, rice beetles, etc. Eye pests, Orthoptera pests such as Scarabaeus japonicus and Papilionidae, Pests such as the apple snail, etc., which occur in the early to middle stages of paddy fields, and paddy rice diseases such as blast, sheath blight, sesame leaf blight, and white blight. Can be controlled, since it is possible to control the spot rice stink bug in question after heading by particularly sustained-release formulation, it is possible to major pest control throughout the rice growing season. The spotted rice stink bugs to be targeted include the turtle shark turtle, the bearded turtle turtle, the green turtle turtle, the red turtle turtle, the green turtle turtle, the red turtle turtle, the red turtle turtle, the red turtle turtle, the red turtle turtle, Species, Species of the Species of the Family, E. , Hirata gourd stink bug, Rust gourd sting bug, Beetle sting bug Helicopteridae, such as Coleoptera, Scarabaeidae, and Lepidoptera sting bug, Pteridophoridae, such as Scarabaeidae, Scarabaeidae; Helicopteridae, such as Helicoptera, Spider Helicopter, Pteridophoridae, and Helicopteran beetle, Lycopogonidae, such as Helicopteranidae, and Scarabaeidae; Quail stink bug, sting bug, sting bug, sting bug, sting bug, sting bug, stinging stink bug, sting stink bug, sting stink bug, sting stink bug, sting stink bug, sting bug stink bug, ku Stink bugs, rice stink bugs, sting bugs, blue stink bugs, blue stink bugs, stink bugs, sting bugs, sting bugs, sting bugs, stink bugs, and controlling the stinking of these stink bugs can do.
In addition, by treating the plants before planting rice, it is possible to control diseases such as blast that occurs during the seedling raising stage.
Specific examples of the treatment before rice planting include seedling raising soil mixing treatment, sowing treatment, and nursery box treatment from the nursery stage to the time of rice planting. The treatment amount of the sustained-release coated preparation in each of these treatment methods is not particularly limited, but is preferably about 30 g to 150 g per normal rice nursery box (about 30 cm × about 60 cm). The sustained release coated preparation of the present invention can be used regardless of the type of seedling culture, the variety of rice, and whether or not the rice is genetically modified, and can control paddy infectious diseases and diseases transmitted from seedling culture. And other methods such as seed treatment or seedling treatment, Honda treatment with other preparations, biological control, or physical control. In addition, there is no problem in using the present invention in ordinary rice cultivation, such as combining weed control and fertilization with a herbicide generally performed in rice cultivation.
In producing the sustained-release coated preparation of the present invention, in addition to rubber, wax and the pesticidal active ingredient, various auxiliaries generally used in pesticide preparations (eg, carriers, surfactants, binders, flow aids) , Stabilizers, etc.). As the carrier, vegetable powders (eg, soybean powder, wood powder, etc.), mineral powders (eg, clays such as kaolin, bentonite, acid clay, talc such as talc powder and lauric powder, silica such as diatomaceous earth and mica powder) ), Water-soluble carriers such as ammonium sulfate and sodium bicarbonate, calcium carbonate, activated carbon and the like. The carriers may be used alone or in combination of two or more. Examples of the surfactant include polyoxyethylene polyoxypropylene block polymer, lignin sulfonate, alkylbenzene sulfonate, and alkylnaphthalene sulfonate.As the binder, alpha starch, polyvinyl alcohol, carboxymethyl cellulose, and the like, Examples of the flow aid include white carbon.
[0011]
The sustained-release coated preparation of the present invention is produced by a method in which a core material containing an agricultural chemical active ingredient is coated with a rubber and a wax by a usual method, and particularly, a granular composition containing the active ingredient in advance is produced. A method of coating a mixture of rubber and wax with the nucleus as a core is suitable.
The formulation can take various forms. Various forms, such as a spherical type, a cylindrical type, a pellet type, a rectangular parallelepiped type, a disk type, and a string type, can be given. Structurally, any material may be used as long as it has a structure in which a core material containing an agricultural chemical active ingredient is covered with rubber and wax.
The granular composition can be manufactured using a general method. For example, a method in which various auxiliaries and an agricultural chemical active ingredient are mixed, an appropriate amount of water is added, and after mixing and kneading, the mixture is extruded through a screen (extrusion granulation method), and the binder solution is sprayed while rolling the powder. Granulation method (rolling granulation method), a method of imparting fluid motion to raw material powder using a stirring blade, etc., and spraying a binder solution to granulate (stirring granulation method). it can.
The mixture of rubber and wax that coats the granular composition may contain, if necessary, an active ingredient that is the same as or different from the pesticide active ingredient incorporated in the granular composition, and various auxiliaries that are not active as pesticides. Can also be blended. In this case, it is convenient to add a pesticidal active ingredient or an auxiliary agent to a mixture of rubber and wax and coat the granular composition with a uniform suspension to produce the suspension.
Furthermore, as for the preparation after coating, the same or different active ingredient as the pesticide active ingredient blended in the granular composition may be blended if necessary, and various auxiliaries having no pesticide activity may be blended. it can. In this case, a method of spraying a suspension obtained by mixing the components with the coating formulation and drying it, a method of attaching the mixed powder of these components to the coating formulation while spraying water or a binder solution, and the like are convenient. is there.
The sustained-release coated preparation of the present invention is effective in the use of a general preparation for preparations in which harmfulness to rice is a problem due to problems such as characteristics of the pesticidal active ingredient or content in the preparation. Suppressed and provided as a formulation suitable for processing before rice planting.
The compounding ratio of each component in the sustained-release coated preparation of the present invention is 1 to 50 parts by weight, preferably 1 to 30 parts by weight of the entire preparation, 100 parts by weight of the pesticide active ingredient, and 5 to 5 parts by weight of rubber and wax as a mixture. It is 50 parts by weight, preferably 5 to 30 parts by weight, and the carrier is 0 to 94 parts by weight, preferably 40 to 85 parts by weight.
[0012]
The compound [I] represented by the above formula 1 is generally understood as a neonicotinoid agent. In the symbol of the compound [I], halogen means fluorine, chlorine, bromine and iodine, and chlorine is particularly preferable. The C1-4 alkyl group means methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl and t-butyl, and a methyl group and an ethyl group are preferable, and a methyl group is particularly preferable.
As the compound [I] represented by the formula 1, clothianidin, nitenpyram, thiamethoxam, dinotefuran, imidacloprid and thiacloprid are preferred.
In the symbol of the compound [II] represented by the formula 2, the C1-3 alkyl group means methyl, ethyl, n-propyl, or isopropyl.
The compound [II] represented by the formula 2 or a salt thereof is generally understood as a nereistoxin agent. As the compound [II], cartap and thiocyclam are preferable, and the acid portion of the salt is not particularly limited as long as it forms a salt with the compound [II], but hydrochloric acid, sulfuric acid, oxalic acid and the like are preferable.
[0013]
【Example】
Next, the present invention will be described in detail with reference to examples and test examples, but the present invention is not limited to these examples and the like.
Example 1
After mixing 5.2 parts of clothianidin, 0.8 parts of polyoxyethylene / polyoxypropylene block polymer, 3.5 parts of alpha starch and 90.5 parts of clay, 15 parts of water was added and kneaded. Granulate using a screen with a diameter of 0.9 mm. The granulated material is dried and sieved, 60 parts of clothianidin core granules obtained are taken, and styrene-butadiene rubber latex and paraffin wax are mixed at a solid content ratio of 4 using a composite granulation coating apparatus Granulex (GX20). : 9 parts was coated as a solid content to obtain sustained-release clothianidin granules.
[0014]
Test example 1
Test method for effect on stink bugs in seedling box treatment in pots A considerable amount of the preparation shown in Example 1 was sprayed and transplanted on the surface of the soil at the base of 2.5 leaf seedlings of rice (Nipponbare) planted in paper pots. Approximately 7 days after heading, the whole rice strain was covered with a ghost, and 10 adult adults of the red turtle, Lepidoptera purpurea, were released in the ghost. Six days after release, viability was determined, and spotted rice was examined at the time of harvest.
Test results As shown in Table 1, it was found that the application of the formulation to the nursery box showed high insecticidal activity to the pests and suppressed the generation of spotted rice due to sucking damage.
[0015]
[Table 1]
Test example 2
Test method for effect on rice water weevil in nursery box treatment in a field A considerable amount of the formulation shown in Example 1 was sprayed and transplanted on the surface of the soil of a 2.5-leaf rice (Hinohikari) seedling planted in a normal nursery box. . After transplanting to the paddy field, about 45 treated rice strains were surrounded by a pear board, and 10 adult water weevil were released twice a week therein. Eight days, fifteen days, and twenty-two days after the treatment, the rate of foliage damaged by the adult rice weevil was examined for 20 rice strains, and 42 days after the treatment, the treated rice was dug to investigate the next-generation larval density.
As shown in the test results in Table 2, it was found that the application of the seedling box to the corresponding formulation suppressed the damage caused by adults of this species and also reduced the density of the next generation.
[0017]
[Table 2]
Effect of nursery box treatment on rice water weevil
Test example 3
Method for Testing Effect on Sedge Planthopper in Nursery Box Treatment in Field A considerable amount of the preparation shown in Example 1 was sprayed and transplanted on the surface of the soil of a 2.5-leaf seedling of rice (Hinohikari) planted in a normal nursery box. . Twenty-four days, 31 days, 38 days, 45 days and 50 days after the treatment, 20 rice plants were washed off and the number of parasitoids was examined.
As shown in Table 3 of the test results, it was found that application of the seedling box of the relevant formulation suppressed the density of the present pest.
[0019]
[Table 3]
The medicinal effect of the seedling box treatment on the brown planthopper
Example 2
A mixture of 60 parts of clothianidin core granules obtained in Example 1 and a styrene-butadiene rubber latex and paraffin wax mixed at a solid content ratio of 4: 1 using Granulex (GX20), a composite-type granulation coating apparatus. Is coated as a solid to obtain a sustained-release clothianidin granule.
[0021]
Test example 4
Test Method for Effects on Stink Bugs in Potted Nursery Box Treatment A considerable amount of the preparation described in Example 2 was sprayed and transplanted on the surface of the base soil of 2.5 leaf seedlings of rice (Nipponbare) planted in a paper pot. Approximately 7 days after heading, the whole rice strain was covered with a ghost, and 10 adult adults of the red turtle, Lepidoptera purpurea, were released in the ghost. Six days after release, viability was determined, and spotted rice was examined at the time of harvest.
As shown in the test results in Table 4, it was found that the application of the formulation to the nursery box showed high insecticidal activity against the present pests and suppressed the occurrence of spotted rice due to sucking damage.
[0022]
[Table 4]
Effect of seedling box treatment on spotted rice stink bugs
Test example 5
Test method for effect on rice water weevil in nursery box treatment in a field A considerable amount of the preparation shown in Example 2 was sprayed and transplanted on the surface of the soil of a 2.5-leaf rice (Hinohikari) seedling planted in a normal nursery box. . After transplanting to the paddy field, about 45 treated rice strains were surrounded by a pear board, and 10 adult water weevil were released twice a week therein. Eight days, fourteen days, and twenty-one days after the treatment, the rate of foliage damaged by the adult rice weevil was investigated for 20 rice strains, and 42 days after the treatment, the treated rice was dug to investigate the density of the next-generation larvae.
As shown in the test results in Table 5, it was found that application of the relevant preparation to the nursery box suppressed the damage caused by adults of this species and also reduced the density of the next generation.
[0024]
[Table 5]
Effect of nursery box treatment on rice water weevil
Example 3
60 parts of clothianidin core granules obtained in Example 1 were taken, and styrene-butadiene rubber latex, paraffin wax and silica fine powder were mixed at a solid content ratio of 80:20 by using a granulation coating apparatus (GX20). : 9 was coated as a solid with 9 parts of the mixture to obtain sustained-release clothianidin granules.
[0026]
Test Example 6
Test method for effect on stink bugs in seedling box treatment in pots A considerable amount of the preparation described in Example 3 above was sprayed and transplanted on the surface of the base soil of 2.5 leaf seedlings of rice (Nipponbare) planted in paper pots. Approximately 7 days after heading, the whole rice strain was covered with a ghost, and 10 adult adults of the red turtle, Lepidoptera purpurea, were released in the ghost. Six days after release, viability was determined, and spotted rice was examined at the time of harvest.
As shown in the test results in Table 6, it was found that the application of the formulation to the nursery box showed high insecticidal activity against the present pests and suppressed the occurrence of spotted rice due to sucking damage.
[0027]
[Table 6]
Effect of seedling box treatment on spotted rice stink bugs
Test example 7
Test method for effect on rice water weevil in nursery box treatment in a field A considerable amount of the preparation described in Example 3 was sprayed and transplanted on the surface of the soil of the 2.5-leaf rice (Hinohikari) seedling planted in a normal nursery box. . After transplanting to the paddy field, about 45 treated rice strains were surrounded by a pear board, and 10 adult rice weevil were released twice a week therein. Eight days, fourteen days, and twenty-one days after the treatment, the rate of foliage damaged by the adult rice weevil was investigated for 20 rice strains, and 42 days after the treatment, the treated rice was dug to investigate the density of the next-generation larvae.
As shown in the test results in Table 7, it was found that the application of the formulation to the nursery box suppressed the damage caused by adults of this species and the density of the next generation.
[0029]
[Table 7]
Effect of nursery box treatment on rice water weevil
【The invention's effect】
As described above, according to the present invention, the dissolution of a pesticidal active ingredient having a controlling effect on pests of rice is controlled, and pests after the heading stage, which are difficult with existing commercial preparations, can be controlled, and rice planting is performed. One chemical treatment before the time can provide a chemical capable of controlling major pests throughout the rice cultivation period.
[Brief description of the drawings]
FIG. 1 is a schematic diagram showing the basic structure of the preparation of the present invention.
Claims (10)
Ｙはニトロ基またはシアノ基を示し；
Ｒ１はハロゲンで置換されていてもよい３−ピリジル基、ハロゲンで置換されていてもよい５−チアゾリル基、またはメチル基で置換されていてもよい３−テトラヒドロフリル基を示し；
Ｒ２は水素またはＣ１−４アルキル基を示し；
Ｒ３はＮＲ４Ｒ５、ＳＲ６、ＯＲ７、またはＲ８で表される基（ここでＲ４は水素またはＣ１−４アルキル基を示し、Ｒ５、Ｒ６、Ｒ７及びＲ８はＣ１−４アルキル基を示す）を示し；
またはＲ２とＲ５、Ｒ６、Ｒ７またはＲ８とがいっしょになってエチレン基、トリメチレン基、ＣＨ２ＯＣＨ２で表される基、またはＣＨ２Ｎ（Ｒ９）ＣＨ２で表される基（ここでＲ９はＣ１−４アルキル基を示す）を示す］
で表される化合物〔Ｉ〕を農薬活性成分として被膜内に配合する請求項５記載の徐放化被覆製剤。Equation 1:
Y represents a nitro group or a cyano group;
R 1 represents a 3-pyridyl group optionally substituted with halogen, a 5-thiazolyl group optionally substituted with halogen, or a 3-tetrahydrofuryl group optionally substituted with methyl group;
R 2 represents hydrogen or a C 1-4 alkyl group;
R 3 is a group represented by NR 4 R 5 , SR 6 , OR 7 , or R 8 (where R 4 represents hydrogen or a C 1-4 alkyl group, and R 5 , R 6 , R 7, and R 8 Represents a C 1-4 alkyl group);
Or R 2 and R 5 , R 6 , R 7 or R 8 together represent an ethylene group, a trimethylene group, a group represented by CH 2 OCH 2 , or a CH 2 N (R 9 ) CH 2 (Wherein R 9 represents a C 1-4 alkyl group)]
6. The sustained-release coated preparation according to claim 5, wherein the compound [I] represented by the formula is incorporated as an agricultural chemical active ingredient in the coating.
またはＺ１とＺ２とが一緒になって結合またはＳを示し；
またはＺ１はＯを示し、その時Ｚ２はＺ１の結合している硫黄原子との結合を示す］で表される化合物またはその塩を農薬活性成分として被膜内に配合する請求項５記載の徐放化被覆製剤。Equation 2:
Or Z 1 and Z 2 together represent a bond or S;
Or Z 1 represents O, and Z 2 represents a bond to the sulfur atom to which Z 1 is bonded.] Or a salt thereof as a pesticidal active ingredient in the film. Sustained release coated preparation.
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| JP2006008658A (en) * | 2004-02-24 | 2006-01-12 | Sumitomo Chemical Takeda Agro Co Ltd | Insecticide composition |
| JP2007530665A (en) * | 2004-03-31 | 2007-11-01 | エイド パリー （インディア） リミテッド | Improved granule formulation and method for neem seed extract |
| JP2008506742A (en) * | 2004-07-20 | 2008-03-06 | バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト | Insecticides based on neonicotinoids and safeners |
| JP2008133267A (en) * | 2006-10-30 | 2008-06-12 | Sumitomo Chemical Co Ltd | Method for suppressing damage of paddy rice caused by paddy rice sap-sucking insect pest |
| JP2008143809A (en) * | 2006-12-07 | 2008-06-26 | Mitsui Chemicals Inc | Method for prophylaxis of disease and insect pest damage to paddy rice |
| JP2009073820A (en) * | 2007-08-31 | 2009-04-09 | Sumitomo Chemical Co Ltd | Granular agrichemical composition |
| JP2011148800A (en) * | 2004-02-24 | 2011-08-04 | Sumitomo Chemical Co Ltd | Insecticide composition |
| WO2015186893A1 (en) * | 2014-06-05 | 2015-12-10 | 주식회사 엔에스텍 | Method for preparing composition for environmentally friendly agricultural chemicals and fertilizers, using liquid sulfur |
| JP2020531551A (en) * | 2017-08-31 | 2020-11-05 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | How to control rice pests in rice |
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| JPH11236301A (en) * | 1998-02-20 | 1999-08-31 | Chisso Corp | Coated granular agrochemical agent and culture of agricultural product by using the same, and induction of root of plant |
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| US9408390B2 (en) | 2004-02-24 | 2016-08-09 | Sumitomo Chemical Company, Limited | Insecticide compositions |
| JP2011148800A (en) * | 2004-02-24 | 2011-08-04 | Sumitomo Chemical Co Ltd | Insecticide composition |
| JP2006008658A (en) * | 2004-02-24 | 2006-01-12 | Sumitomo Chemical Takeda Agro Co Ltd | Insecticide composition |
| US9095137B2 (en) | 2004-02-24 | 2015-08-04 | Sumitomo Chemical Company Limited | Insecticide compositions |
| US9018235B2 (en) | 2004-02-24 | 2015-04-28 | Sumitomo Chemical Company, Limited | Insecticide compositions |
| JP2011236231A (en) * | 2004-02-24 | 2011-11-24 | Sumitomo Chemical Co Ltd | Insecticide composition |
| JP2007530665A (en) * | 2004-03-31 | 2007-11-01 | エイド パリー （インディア） リミテッド | Improved granule formulation and method for neem seed extract |
| JP2008506742A (en) * | 2004-07-20 | 2008-03-06 | バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト | Insecticides based on neonicotinoids and safeners |
| JP2008133267A (en) * | 2006-10-30 | 2008-06-12 | Sumitomo Chemical Co Ltd | Method for suppressing damage of paddy rice caused by paddy rice sap-sucking insect pest |
| JP2008143809A (en) * | 2006-12-07 | 2008-06-26 | Mitsui Chemicals Inc | Method for prophylaxis of disease and insect pest damage to paddy rice |
| JP2009073820A (en) * | 2007-08-31 | 2009-04-09 | Sumitomo Chemical Co Ltd | Granular agrichemical composition |
| WO2015186893A1 (en) * | 2014-06-05 | 2015-12-10 | 주식회사 엔에스텍 | Method for preparing composition for environmentally friendly agricultural chemicals and fertilizers, using liquid sulfur |
| KR20150140017A (en) * | 2014-06-05 | 2015-12-15 | 주식회사 엔에스텍 | Composition for environmentally friendly fertilizer and agricultural pesticides using liquid sulfur |
| KR101670028B1 (en) | 2014-06-05 | 2016-10-28 | 주식회사 엔에스텍 | Composition for environmentally friendly fertilizer and agricultural pesticides using liquid sulfur |
| JP2020531551A (en) * | 2017-08-31 | 2020-11-05 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | How to control rice pests in rice |
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