JP3687933B2 - Herbicide composition for paddy field - Google Patents
Herbicide composition for paddy field Download PDFInfo
- Publication number
- JP3687933B2 JP3687933B2 JP22175996A JP22175996A JP3687933B2 JP 3687933 B2 JP3687933 B2 JP 3687933B2 JP 22175996 A JP22175996 A JP 22175996A JP 22175996 A JP22175996 A JP 22175996A JP 3687933 B2 JP3687933 B2 JP 3687933B2
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- formula
- compound
- weeds
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- 230000002363 herbicidal effect Effects 0.000 title claims description 46
- 239000000203 mixture Substances 0.000 title claims description 39
- 239000004009 herbicide Substances 0.000 title claims description 25
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- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 125000005843 halogen group Chemical group 0.000 claims description 15
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
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- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【０００１】
【発明の属する技術分野】
本発明は２種類の除草活性化合物を併用する水田用除草剤組成物に関する。より詳しく言えば、特定構造の置換ベンゾイルサイクリックエノン誘導体と他の除草活性を有する特定の化合物を有効成分として含む相乗的作用効果を示す薬剤組成物であって、水稲に対する薬害が少なく、少量の適用量で水田中の雑草を枯死に至らしめる水田用除草剤組成物に関する。
【０００２】
【従来の技術】
水田用除草剤としては、フェノキシ酢酸系、ジフェニルエーテル系、カーバメート系、ヘテロ環系、尿素系等、種々の化合物や混合剤が知られている。しかしながら、これらの除草剤は、適用対象となる各種の雑草に対して広く十分な効果をあげるためには比較的多量の有効成分を必要としたり、処理時期、残効性等、水稲作の実際場面における要求を満たすためには、耕作期毎に複数回の除草剤処理が必要であった。このため、除草剤コスト、労力の点で問題が多い。
【０００３】
本願発明者らは、先に、水田用除草剤として使用したとき、稲に対する安全性が高く、かつ特に稲科の雑草種に対して長期にわたり卓越した効果を示す、下記一般式（Ｉ）
【化２】
で示される置換ベンゾイルサイクリックエノン誘導体（以下、化合物Ａという。）を提案した（特開平6-25144号公報）。
しかし、一般式（Ｉ）で示される化合物は、生育の進んだ多年生広葉雑草やノビエに対しては必ずしも十分満足できる効果が期待できないことがある。
【０００４】
一方、発生前から生育期のノビエや一年生雑草に対して高活性を示す除草剤として数多くの化合物が知られており、具体的には
(1)メフェナセット：
２−(１,３−ベンゾチアゾール−２−イル−オキシ)−Ｎ−メチルアセトアニリド（以下、化合物Ｂという。）、
(2)ＮＢＡ−０６１（試験コード番号）：
１−(２−クロロフェニル)−４−(Ｎ−シクロヘキシル−Ｎ−エチルカルバモイル)−５(４Ｈ)−テトラゾリノン（以下、化合物Ｃという。）
等が市販され、実用に供され、あるいは公的な機関に供されている。
【０００５】
化合物ＢおよびＣは、発生前から生育期のノビエや一年生雑草に対して高活性を示す除草剤であるが、ホタルイを始めとするカヤツリグサ科雑草、広葉雑草に対する効果は低く、残効性も短く、また低薬量での効果は著しく劣ることが知られている。特に、化合物Ｂは、コナギ、あるいはミズガヤツリ、あるいはホタルイなどの、雑草防除上、重要な雑草に対する効果が不十分である。
上記のように、一般式（Ｉ）で表される化合物Ａおよび化合物Ｂ〜Ｃは、それぞれの単独の使用では、十分満足できる除草効果が期待できないことがある。
【０００６】
【発明が解決しようとする課題】
本発明は、このような水稲作での雑草防除の現状に鑑み、本発明者らが提案した一般式（Ｉ）で示される化合物の除草活性スペクトラムを拡大すると共に、より少量の有効成分で、単子葉類、双子葉類のいずれの重要雑草をも的確にかつ長期にわたり防除できる水田用除草剤組成物を提供することを目的とする。
【０００７】
【課題を解決するための手段】
本発明者らは、一般式（Ｉ）で表わされる化合物Ａと他の除草活性化合物の併用について鋭意研究を続けた結果、化合物Ａと前記化合物ＢまたはＣとの混合物が予想できない驚くべき相乗作用を示し、各々の単剤の使用に比べはるかに少量の施用で水田の重要雑草を的確にしかも一回の処理で長期にわたり防除し、なおかつ水稲に対し害を与えることなく、雑草の発生前から生育期までの幅広い処理時期で使用できることを見出し、本発明を完成した。
【０００８】
すなわち、本発明は、一般式（Ｉ）
【化３】
【０００９】
本発明の水田用除草剤組成物に含まれる第一の有効成分は、上記一般式（Ｉ）で表わされる置換ベンゾイルサイクリックエノン誘導体である。
一般式（Ｉ）中、Ａが−Ｓ(Ｏ)nＲ1基を表わす場合、Ｒ1は以下の(i)〜(iv)のいずれかである。
【００１０】
(i) 置換されていてもよい低級アルキル基。アルキル主鎖は好ましくは１〜４個の炭素原子を含む。好適な置換基としては炭素数２〜３の低級アルコキシカルボニル基が挙げられる。
(ii)シクロアルキル基、好ましくは、炭素数３〜６のシクロアルキル基。
(iii) 置換されていてもよいベンジル基。好適な置換基としてはハロゲン原子、メチル基およびニトロ基が挙げられる。これらの置換基のうち同一または異なる基により１〜３個の水素原子が置換されたベンジル基が好ましい。
(iv)置換アミノ基、１〜５個のハロゲン原子もしくは１〜３個の炭素数１〜４個のアルキル基によって置換されていてもよいフェニル基。好適な置換アミノ基としては、１〜５個のハロゲン原子、１〜３個の炭素数１〜４個の低級アルキル基、炭素数１〜４個の低級アルコキシ基、ハロメチル基、ニトロ基、シアノ基、および／または炭素数１〜２のアルキル基またはアルキルスルホニル基により置換されたアミノ基が挙げられる。
【００１１】
一般式（Ｉ）中、ＡがＯＲ2基を表わす場合、Ｒ2は置換されていてもよいフェニル基である。Ｒ2の好適な置換基としては、１〜５個のハロゲン原子および／または炭素数１〜３の低級アルキル基が挙げられる。
一般式（Ｉ）中、Ｂはハロゲン原子、ニトロ基、低級アルキル（好ましくは炭素数１〜２）または低級アルキルスルホニル基（好ましくは炭素数１〜２）である。
また、Ｄは水素原子、低級アルキル（好ましくは炭素数１〜２）、低級アルコキシ（好ましくは炭素数１〜４）、低級アルコキシメチル（好ましくは炭素数１〜３）または低級アルコキシカルボニル基（好ましくは炭素数２〜５）である。
Ｅはハロゲン原子、置換されていてもよい低級アルコキシ、低級アルキルチオ（好ましくは炭素数１〜３）、低級アルキルスルホニルまたは低級アルキルスルホニルオキシ基（好ましくは炭素数１〜３）であり、低級アルコキシと低級アルキルスルホニルは、好ましくは１〜３個の炭素数を有し、１〜３個のフッ素原子によって置換されていてもよい。
【００１２】
上記一般式（Ｉ）で示される化合物のうち、除草活性、殺草スペクトラム、選択性、水に対する溶解度、土壌への浸透性、魚毒性、土壌中の安定性と崩壊性のバランス等から、次式（Ｉａ）
【化４】
で示される化合物が特に好ましい。
【００１３】
好ましい化合物の具体例を挙げれば下記の通りである。
(1)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−フェニルチオ−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝Ｃ6Ｈ5Ｓ、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１４】
(2)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−(３−メチルフェニルチオ)ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝３−ＣＨ3Ｃ6Ｈ4Ｓ、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１５】
(3)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−フェニルスルホニル−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝Ｃ6Ｈ5ＳＯ2、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１６】
(4)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−(２,６−ジメチルフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝２,６−(ＣＨ3)2Ｃ6Ｈ3Ｓ、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１７】
(5)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−(３−クロロフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝３−ＣｌＣ6Ｈ4Ｓ、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１８】
(6)３−(２−ニトロ−４−メチルスルホニルベンゾイル)−４−(２,６−ジメチルフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝２,６−(ＣＨ3)2Ｃ6Ｈ3Ｓ、Ｂ′＝ＮＯ2、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００１９】
(7)３−(２−ニトロ−４−メチルスルホニルベンゾイル)−４−(２,６−ジクロロフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝２,６−(Ｃｌ)2Ｃ6Ｈ3Ｓ、Ｂ′＝ＮＯ2、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）、
【００２０】
(8)３−(２−ニトロ−４−メチルチオベンゾイル)−４−(３−クロロフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝３−ＣｌＣ6Ｈ4Ｓ、Ｂ′＝ＮＯ2、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3Ｓの化合物）、
【００２１】
(9)３−(２−クロロ−４−メチルスルホニルベンゾイル)−４−(２,６−ジクロロフェニルチオ)−ビシクロ［３.２.１］オクト−３−エン−２−オン（式（Ｉａ）で、Ａ′＝２,６−(Ｃｌ)2Ｃ6Ｈ3Ｓ、Ｂ′＝Ｃｌ、Ｄ′＝Ｈ、Ｅ′＝ＣＨ3ＳＯ2の化合物）。
これらの化合物は特開平6-25144号に記載の方法によって合成することができる。
【００２２】
本発明組成物に含まれる第二の有効成分である前記化合物ＢおよびＣはいずれも公知の化合物である。すなわち、化合物Ｂは特開昭54-154762号に、化合物Ｃは特開平6-306061号にそれぞれ開示されている。
【００２３】
本発明による水田用除草剤組成物は、上記の第一成分と第二成分とを混合してなる。
一般に、薬剤化合物を混合することによる除草活性が、個々の化合物による活性の単純な合計（期待される活性）よりも大きくなることを相乗作用という。２種の除草剤の特定の組み合わせにより期待される活性は、次のようにして算出することが出来る（Colby S.R.除草剤の組み合わせの相乗及び拮抗作用反応の計算「Weed」15巻20〜22頁、1967年を参照。）。
【００２４】
【数１】
Ｅ＝α＋β−α・β÷１０
α：除草剤Ａをａkg/haの量で施用したときの抑制評価値
β：除草剤Ｂをｂkg/haの量で施用したときの抑制評価値
Ｅ：除草剤Ａをａkg/ha、除草剤Ｂをｂkg/haの量で
併用した場合に期待される抑制評価値
【００２５】
実際の抑制評価値が、上記計算式による理論値Ｅより大きいならば、個々の除草活性の単なる和以上の効果が示されたことになる。すなわち、組み合わせによる相乗作用が認められると言うことができる。
後述の通り、本願発明の組成物による雑草抑制率は、種々の雑草に対し理論値よりも大きな値を示しており、広範囲の種の雑草に対し相乗的除草効果が認められる。また、いずれか一方の成分のみの施用では効果が小さく、十分な効果をあげるためには多量の薬剤を必要とし、結果として稲への薬害が避けられないような場合であっても、本願の組成物を用いる場合には、実質的に稲への薬害をもたらすことのない施用量で十分な効果をあげることができる。
【００２６】
本発明組成物における置換ベンゾイルサイクリックエノン誘導体（第一成分）と化合物Ｂまたは化合物Ｃ（第二成分）との組合わせは文献未記載の新規なものであり、勿論その特異的な効力増強に言及した文献もない。
本発明に係る相乗作用は広い範囲の混合比で認められる。一般式（Ｉ）で示される第一成分化合物１重量部に対して、第二成分化合物を各々0.005〜５０重量部、好ましくは０.１〜２０重量部の割合で混合して、有用な除草剤を得ることができる。なお、第一成分、第二成分とも、それぞれ一種類の化合物でもよいし、複数の化合物の組合わせでもよい。
【００２７】
本発明の除草剤組成物は、農薬製薬上の常法に従い、使用上都合のよい形状に製剤化して使用するのが一般的である。すなわち、上記の各有効成分を、適当な不活性担体に、要するなら補助剤と一緒に、適当な割合で配合して溶解、分離、懸濁、混合、含浸、吸着または付着させるか、あるいは適当な噴射剤等と混合して、適宜の剤型、例えば懸濁液、乳剤、溶液、水和剤、粉剤、粒剤、錠剤、フロアブル剤、エアロゾル剤等に製剤することができる。
補助剤としては、界面活性剤、不活性担体、結合剤、分解防止剤、着色剤や各種農薬類などを必要量含有することができる。これらの成分は、従来の農薬製剤分野において用いられているものであれば特に限定されるものではない。
【００２８】
例えば、界面活性剤は有効成分化合物の乳化、分散、可溶化および／または湿潤の目的で用いられる。具体例としては、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、ジアルキルスルホサクシネート、アルキルアリールスルホン酸塩、ポリオキシエチレンアルキルアリールエーテルサルフェート、ポリオキシエチレンスチリルフェニルエーテルサルフェート、ラウリル硫酸塩、ポリカルボン酸型高分子活性剤等のアニオン性界面活性剤、ポリオキシエチレンアルキルアリールエーテル、ポリオキシエチレンスチリルフェニルエーテル、ポリオキシエチレンアルキルエーテル、ポリオキシエチレンノニルフェニルエーテル、ポリオキシエチレンソルビタンアルキレート、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、ショ糖脂肪酸エステル、ポリエチレングリコール等の非イオン性界面活性剤などをあげることができる。これらの界面活性剤は、１種だけの単独で用いても、あるいは２種以上混合して用いてもよく、その場合の混合比も任意に選択できる。
【００２９】
本発明で使用することのできる不活性担体としては、固体、液体のいずれであってもよい。固体の担体となりうる材料としては、例えば、ダイズ粉、穀物粉、木粉、樹皮粉、鋸粉、タバコ茎粉、クルミ殻粉、ふすま、繊維類粉末、植物エキス抽出後の残滓等の植物性粉末；紙、ダンボール、ふるぎれ等の繊維製品；粉砕合成樹脂等の合成重合体；粘土類（例えばカオリン、ベントナイト、酸性白土）、タルク類（例えばタルク、ピロフィライト）、シリカ類（例えば珪藻土、珪砂、雲母、ホワイトカーボン〔含水微粉珪素、含水珪酸とも言われる合成高分散珪酸で、製品により珪酸カルシウムを主成分として含有するものがある。〕）、活性炭、イオウ粉末、軽石、焼成珪藻土、レンガ粉砕物、フライアッシュ、砂、炭酸カルシウム、リン酸カルシウム、パライト等の無機鉱物性粉末；炭酸ナトリウム、炭酸水素ナトリウム、炭酸カルシウム、硫酸ナトリウム、クエン酸、コハク酸、フマル酸、乳糖、果糖、ブドウ糖等の水溶性粉末；硫安、燐安、硝安、尿素、塩安等の化学肥料、堆肥等を挙げることができる。これらは単独で用いても２種以上の混合物の形で用いてもよい。
【００３０】
液体の担体となりうる材料としては、それ自体溶媒能を有するもののほか、溶媒能を有さずとも補助剤の助けにより有効成分化合物を分散させうることとなるものから選ばれ、例えば、水、アルコール類（例えばエタノール、メタノール、イソプロパノール、ブタノール、エチレングリコール）、ケトン類（例えばアセトン、メチルエチルケトン、メチルイソブチルケトン、ジイソブチルケトン、シクロヘキサノン）、エーテル類（例えばエチルエーテル、ジオキサン、セロソルブ、ジプロピルエーテル、テトラヒドロフラン）、脂肪族炭化水素類（例えばガソリン、鉱油）、芳香族炭化水素類（例えばベンゼン、トルエン、キシレン、ソルベントナフサ、アルキルナフタレン）、ハロゲン化炭化水素類（例えばジクロロエタン、塩素化ベンゼン、クロロホルム、四塩化炭素）、エステル類（例えば酢酸エチル、ジブチルフタレート、ジイソプロピルフタレート、ジオクチルフタレート）、酸アミド類（例えばジメチルホルムアミド、ジエチルホルムアミド、ジメチルアセトアミド）、ニトリル類（例えばアセトニトリル）、ジメチルスルホキシド等が挙げられる。これらは単独で用いても２種以上の混合物の形で用いてもよい。
【００３１】
その他の補助剤としては、下記のものを挙げることができる。これらの補助剤は目的に応じて使用される。
有効成分化合物の分散安定化、粘着および／または結合の目的のためには、例えば次のものを用いることもよい：カゼイン、ゼラチン、澱粉、アルギン酸、メチルセルロース、カルボキシメチルセルロース、アラビアゴム、ポリビニルアルコール、松根油、灯油、ベントナイト、リグニンスルホン酸塩等が挙げられる。
【００３２】
固体製品の流動性の改良のためには、例えばワックス類、ステアリン酸塩、燐酸アルキルエステル等が使用できる。
懸濁性製品の解膠剤としては、例えばナフタレンスルホン酸縮合物、縮合燐酸等が使用できる。
消泡剤、例えばシリコーン油等を添加することも可能である。
【００３３】
本発明組成物において、有効成分の配合量は必要に応じて加減し得る。
粉剤あるいは粒剤とする場合は、第一成分および第二成分の合計量として、通常、０.２〜２０重量％、また、乳剤あるいは水和剤とする場合は、０.１〜５０重量％が適当である。
このようにして得られた混合物の施用量は混合物の有効成分量として０.０１〜５ｋｇ／ｈａの広い範囲で使用可能であるが、標準的には０.０５〜１ｋｇ／ｈａの範囲での使用が好ましい。本発明に係る除草剤組成物は雑草の発生前から生育期の広い範囲で任意の時期に施用でき、高い効果を得ることができる。
本発明による除草剤組成物は、他の除草剤の１種または２種以上、殺虫剤、殺菌剤、植物生長調節剤等の農薬、土壌改良材または肥料等と混合使用が可能であるのはもちろんのこと、これらと混合製剤することも可能であり、場合によっては相乗効果も期待できる場合がある。特に除草剤として一層の効果の向上のために他の除草剤を併用することが望ましい場合がある。
【００３４】
【実施例】
以下、本発明を実施例（配合例、試験例）によりさらに具体的に説明するが、本発明における化合物、製剤量、剤形等はこれらのみに限定されるものではない。以下の記載において、第一成分化合物とは一般式（Ｉ）で表される置換ベンゾイルサイクリックエノン誘導体を意味し、具体的には下記第１表に示す化合物Ａ１〜化合物Ａ３を用いた。また、第二成分化合物とは化合物Ｂまたは化合物Ｃである。なお、「部」は全て重量部を意味する。
【００３５】
【表１】
配合例１：水和剤
【表２】
【００３７】
配合例２：粒剤
【表３】
【００３８】
配合例３：懸濁剤
【表４】
【００３９】
試験例１：湛水土壌処理ポット試験（雑草発生前処理）
１／2000アールのワグネルポットに、沖積土壌を充填し、入水代かきの後、水深を３ｃｍに保持した。翌日、クログワイ、ウリカワの塊茎を３ｃｍの深さに埋めこんだ後、タイヌビエ、ホタルイを土壌表層から１ｃｍの深さに混層播種し、コナギ種子、ミズガヤツリ塊茎を土壌表面に置床した。さらに2.5葉期のイネ苗（品種コシヒカリ）を１株１本植えで３ｃｍの深度に４株移植した。薬剤処理は、播種３日後に配合例１に準拠して製造した水和剤の所定量を水２ｍｌに希釈して、ピペットにてポット内に均一になるように水面に滴下処理を行った。処理翌日から３日間、１日あたり３ｃｍの漏水操作を行なった。なお、試験は２３〜３０℃のガラス温室内で実施した。調査は薬剤処理後３０日目に概況観察し、除草効果および薬害を評価した。
結果を第６表から第８表に示す。表中の除草効果および薬害の判定基準および略記号の意味は以下の通りである。また、理論値は前述のColby の式により算出した値である。
【００４０】
【表５】
第６表〜第８表中の略記号：
Ｅ．Ｃ．：タイヌビエ、 Ｓ．Ｊ．：ホタルイ、 Ｍ．Ｖ．：コナギ、
Ｃ．Ｓ．：ミズガヤツリ、 Ｅ．Ｋ．：クログワイ、 Ｓ．Ｐ．：ウリカワ、
Ｏ．Ｓ．：移植水稲。
【００４２】
【表６】
【表７】
【表８】
試験例２：湛水土壌処理ポット試験（雑草生育期処理）
１／2000アールのワグネルポットに、沖積土壌を充填し、入水代かきの後、水深を３ｃｍに保持した。翌日クログワイ、ウリカワの塊茎を３ｃｍの深さに埋めこんだ後、タイヌビエ、ホタルイを土壌表層から１ｃｍの深さに混層播種し、コナギ種子、ミズガヤツリ塊茎を土壌表面に置床した。さらに2.5葉期のイネ苗（品種コシヒカリ）を１株１本植えで３ｃｍの深度に４株移植した。薬剤処理は、播種７日後タイヌビエ1.5葉期の時期に配合例１に準拠して製造した水和剤の所定量を水２ｍｌに希釈したのち、ポット内にピペットにて滴下処理を行った。処理翌日から３日間、１日あたり３ｃｍの漏水操作を行なった。なお、試験は２３〜３０℃のガラス温室内で実施した。調査は薬剤処理後３０日目に下に示す基準で除草効果および薬害を概況観察し、除草効果を評価した。結果を第９表から第１１表に示す（表中の除草効果および薬害の判定基準および略記号の意味は第６表〜第８表に同じ）。
【００４６】
【表９】
【表１０】
【表１１】
試験例３：湛水土壌処理圃場試験（雑草発生前処理）
水田圃場をプラスチック板により１ｍ2の方形区に区切り、代かきと同時にタイヌビエ、ホタルイを播種した。田面均平化の後、５つのウリカワの塊茎を３ｃｍの深度に、ミズガヤツリの塊茎を土壌表面に置床した。１週間後、2.5葉期のイネ苗（品種コシヒカリ）を１株２本として田植えを行った。田植え３日後、雑草の発生前からタイヌビエ0.5葉期の時に配合例２に準拠して製造した粒剤の所定量を試験区内に均一になるように散布した。なお試験地は関東北部、土質は埴壌土である。調査は薬剤処理後２８日目または３０日目に残草量を測定し、対無処理区比を求め、前述の基準で評価した。また、薬剤処理後４２日目または５６日目における雑草発生生育抑制状況を評価した。結果を第１２表から第１４表に示す（表中の除草効果および薬害の判定基準および略記号の意味は第６表〜第８表に同じ）。
【００５０】
【表１２】
【表１３】
【表１４】
試験例４：湛水土壌処理試験（圃場試験）
水田圃場をプラスチック板により１ｍ2の方形区に区切り、代かきと同時にタイヌビエ、ホタルイを播種した。田面均平化の後、５つのウリカワの塊茎を３ｃｍの深度に、ミズガヤツリの塊茎を土壌表面に置床した。１週間後、2.5葉期のイネ苗（品種コシヒカリ）を１株２本として田植えを行なった。田植え１週間後、タイヌビエ1.5〜２葉期の時に配合例３に準拠して製造した懸濁剤の所定量をピペットにて試験区内に均一になるように水面に滴下処理をおこなった。なお試験地は関東北部、土質は埴壌土である。調査は薬剤処理後２８日目または３０日目に残草量を測定し、対無処理区比を求め、前述の基準で評価した。また、薬剤処理後４２日目または５６日目における雑草発生生育抑制状況を評価した。結果を第１５表から第１８表に示す（表中の除草効果および薬害の判定基準および略記号の意味は第６表〜第８表に同じ）。
【００５４】
【表１５】
【表１６】
【表１７】
【表１８】
以上の試験例１〜４に示されるように、本発明による除草剤組成物は稲に害を与えることなく、田植え前から雑草生育期までの広い範囲で多年生雑草を含む、水田の重要雑草を的確に防除できた。すなわち、本発明の除草剤組成物においては、混合剤化による相補作用により殺草スペクトラムが拡大されている。
また、これらの結果より、一般式（Ｉ）で示される化合物のうち少なくとも１種以上と、２−(１,３−ベンゾチアゾール−２−イル−オキシ)−Ｎ−メチルアセトアニリドまたは１−(２−クロロフェニル)−４−(Ｎ−シクロヘキシル−Ｎ−エチルカルバモイル)−５(４Ｈ)−テトラゾリノンとを含有する混合物により、それぞれの単独の薬剤の効果からは予想もできない顕著な相乗作用を示されることがわかる。すなわち、その除草効果はそれぞれの単剤に比べ優れたものであり、かかる相乗効果を奏する結果、各々の化合物を単独で使用して同等の効果を得ようとする場合よりも少ない薬量での使用が可能である。
さらにまた、本発明による除草剤組成物は、雑草発生時期から雑草生育期までの任意の時期に施用しても顕著な効果を示し、かつ一回の処理でほぼ完全に水田の重要雑草を防除でき、しかも、６〜８週間（４２〜５６日間）以上の長期にわたって雑草抑草効果を示している。
【００５９】
【発明の効果】
本発明の水田用除草剤組成物は、単子葉類、双子葉類、一年草、多年草の広い範囲に及ぶ殺草スペクトラムを有する。かつ、薬剤成分の相乗効果により、イネに対し薬害の発生のない少量の使用で対象とする雑草類を的確に除草する。しかも、残効期間の延長により、１回の施用で稲の生育に重要な期間を通しての雑草の抑制が実現できる。このため、除草剤の散布に要する労力やコストを大きく低減することができる。
また、近年、抑草型水田用除草剤の普及に伴い、水田雑草草種の変遷が起こり、これに起因する難防除雑草の発生拡大が各地で報告されているが、本発明の除草剤組成物は、広い殺草スペクトラムを有し、重要雑草を長期にわたり的確に防除できることから、こうした雑草草種の変遷に起因する問題の解消にも寄与することができる。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a herbicidal composition for paddy fields using two types of herbicidal active compounds in combination. More specifically, it is a pharmaceutical composition showing a synergistic action effect comprising a substituted benzoylcyclic enone derivative having a specific structure and another specific compound having herbicidal activity as an active ingredient, and has a small amount of phytotoxicity to paddy rice. The present invention relates to a herbicide composition for paddy fields that causes weeds in paddy fields to die with an applied amount.
[0002]
[Prior art]
Various herbicides for paddy fields, such as phenoxyacetic acid, diphenyl ether, carbamate, heterocyclic, and urea, are known. However, these herbicides require a relatively large amount of active ingredients in order to have a wide and sufficient effect on various weeds to which they are applied, the actual timing of paddy rice cultivation, such as treatment time and residual effect. In order to meet the demands of the scene, multiple herbicide treatments were required for each cultivation season. For this reason, there are many problems in terms of herbicide cost and labor.
[0003]
The inventors of the present application have the following general formula (I), which, when used as a herbicide for paddy fields, has a high safety for rice and has an excellent effect over a long period of time particularly against weed species of the family Gramineae.
[Chemical formula 2]
A substituted benzoyl cyclic enone derivative (hereinafter referred to as Compound A) shown in FIG.
However, the compound represented by the general formula (I) may not always be expected to have a sufficiently satisfactory effect on perennial broadleaf weeds and nobies which have been grown.
[0004]
On the other hand, many compounds are known as herbicides having high activity against nobies and annual weeds in the growing season from before the occurrence, specifically
(1) Mefena set:
2- (1,3-benzothiazol-2-yl-oxy) -N-methylacetanilide (hereinafter referred to as Compound B),
(2) NBA-061 (test code number):
1- (2-Chlorophenyl) -4- (N-cyclohexyl-N-ethylcarbamoyl) -5 (4H) -tetrazolinone (hereinafter referred to as Compound C)
Etc. are commercially available, put into practical use, or used in public institutions.
[0005]
Compounds B and C are herbicides that exhibit high activity against nobies and annual weeds in the growing season from the beginning of development, but have low effects on cyperaceae and broadleaf weeds including fireflies and short residual effects. In addition, it is known that the effect at a low dose is remarkably inferior. In particular, Compound B is insufficient in the effect on weeds such as white snapper, scallop or firefly, which are important for controlling weeds.
As described above, the compound A and the compounds B to C represented by the general formula (I) may not be expected to have a sufficiently satisfactory herbicidal effect when used alone.
[0006]
[Problems to be solved by the invention]
In view of the current situation of weed control in paddy rice cultivation, the present invention expands the herbicidal activity spectrum of the compound represented by the general formula (I) proposed by the present inventors, and with a smaller amount of an active ingredient, It is an object of the present invention to provide a herbicide composition for paddy fields that can control both important monocotyledonous and dicotyledonous weeds accurately and over a long period of time.
[0007]
[Means for Solving the Problems]
As a result of continual research on the combined use of the compound A represented by the general formula (I) and other herbicidally active compounds, the present inventors have found a surprising synergistic effect that a mixture of the compound A and the compound B or C cannot be expected. Compared to the use of each single agent, it is possible to accurately control important weeds in paddy fields over a long period of time with a single treatment, and without causing harm to paddy rice before the occurrence of weeds. The present invention was completed by finding that it can be used in a wide range of treatment periods up to the growing season.
[0008]
That is, the present invention relates to the general formula (I)
[Chemical 3]
[0009]
The 1st active ingredient contained in the herbicide composition for paddy fields of this invention is a substituted benzoyl cyclic enone derivative represented by the said general formula (I).
In the general formula (I), when A represents a —S (O) n R 1 group, R 1 is any one of the following (i) to (iv).
[0010]
(i) An optionally substituted lower alkyl group. The alkyl backbone preferably contains 1 to 4 carbon atoms. Suitable substituents include lower alkoxycarbonyl groups having 2 to 3 carbon atoms.
(ii) A cycloalkyl group, preferably a cycloalkyl group having 3 to 6 carbon atoms.
(iii) An optionally substituted benzyl group. Suitable substituents include halogen atoms, methyl groups and nitro groups. Among these substituents, a benzyl group in which 1 to 3 hydrogen atoms are substituted with the same or different groups is preferable.
(iv) a substituted amino group, a phenyl group which may be substituted with 1 to 5 halogen atoms or 1 to 3 alkyl groups having 1 to 4 carbon atoms; Suitable substituted amino groups include 1 to 5 halogen atoms, 1 to 3 carbon lower alkyl groups, 1 to 4 carbon lower alkoxy groups, halomethyl groups, nitro groups, and cyano groups. And / or an amino group substituted by an alkyl group having 1 to 2 carbon atoms or an alkylsulfonyl group.
[0011]
In the general formula (I), when A represents an OR 2 group, R 2 is an optionally substituted phenyl group. Suitable substituents for R 2 include 1 to 5 halogen atoms and / or lower alkyl groups having 1 to 3 carbon atoms.
In general formula (I), B is a halogen atom, a nitro group, a lower alkyl (preferably having 1 to 2 carbon atoms) or a lower alkylsulfonyl group (preferably having 1 to 2 carbon atoms).
D is a hydrogen atom, lower alkyl (preferably having 1 to 2 carbon atoms), lower alkoxy (preferably having 1 to 4 carbon atoms), lower alkoxymethyl (preferably having 1 to 3 carbon atoms) or a lower alkoxycarbonyl group (preferably Is carbon number 2-5).
E is a halogen atom, optionally substituted lower alkoxy, lower alkylthio (preferably having 1 to 3 carbon atoms), lower alkylsulfonyl or lower alkylsulfonyloxy group (preferably having 1 to 3 carbon atoms), The lower alkylsulfonyl preferably has 1 to 3 carbon atoms and may be substituted with 1 to 3 fluorine atoms.
[0012]
Among the compounds represented by the above general formula (I), herbicidal activity, herbicidal spectrum, selectivity, water solubility, soil permeability, fish toxicity, balance between soil stability and disintegration, etc. Formula (Ia)
[Formula 4]
The compound shown by is especially preferable.
[0013]
Specific examples of preferred compounds are as follows.
(1) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4-phenylthio-bicyclo [3.2.1] oct-3-en-2-one (in formula (Ia), A ′ = C 6 H 5 S, B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2 compound)
[0014]
(2) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4- (3-methylphenylthio) bicyclo [3.2.1] oct-3-en-2-one (in formula (Ia) A ′ = 3-CH 3 C 6 H 4 S, B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2 compound)
[0015]
(3) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4-phenylsulfonyl-bicyclo [3.2.1] oct-3-en-2-one (in formula (Ia), A ′ = C 6 H 5 SO 2 , B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2 compound)
[0016]
(4) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4- (2,6-dimethylphenylthio) -bicyclo [3.2.1] oct-3-en-2-one (formula (Ia ), A ′ = 2,6- (CH 3 ) 2 C 6 H 3 S, B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2
[0017]
(5) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4- (3-chlorophenylthio) -bicyclo [3.2.1] oct-3-en-2-one (in formula (Ia) A ′ = 3-ClC 6 H 4 S, B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2 compound)
[0018]
(6) 3- (2-Nitro-4-methylsulfonylbenzoyl) -4- (2,6-dimethylphenylthio) -bicyclo [3.2.1] oct-3-en-2-one (formula (Ia And A ′ = 2,6- (CH 3 ) 2 C 6 H 3 S, B ′ = NO 2 , D ′ = H, E ′ = CH 3 SO 2 )
[0019]
(7) 3- (2-Nitro-4-methylsulfonylbenzoyl) -4- (2,6-dichlorophenylthio) -bicyclo [3.2.1] oct-3-en-2-one (formula (Ia) A ′ = 2,6- (Cl) 2 C 6 H 3 S, B ′ = NO 2 , D ′ = H, E ′ = CH 3 SO 2
[0020]
(8) 3- (2-Nitro-4-methylthiobenzoyl) -4- (3-chlorophenylthio) -bicyclo [3.2.1] oct-3-en-2-one (formula (Ia) '= 3-ClC 6 H 4 S, B ′ = NO 2 , D ′ = H, E ′ = CH 3 S compound)
[0021]
(9) 3- (2-Chloro-4-methylsulfonylbenzoyl) -4- (2,6-dichlorophenylthio) -bicyclo [3.2.1] oct-3-en-2-one (formula (Ia) A ′ = 2,6- (Cl) 2 C 6 H 3 S, B ′ = Cl, D ′ = H, E ′ = CH 3 SO 2 .
These compounds can be synthesized by the method described in JP-A-6-25144.
[0022]
The compounds B and C as the second active ingredient contained in the composition of the present invention are both known compounds. That is, Compound B is disclosed in JP-A No. 54-154762, and Compound C is disclosed in JP-A No. 6-306061.
[0023]
The herbicidal composition for paddy fields according to the present invention is obtained by mixing the first component and the second component.
In general, synergistic action refers to the fact that the herbicidal activity by mixing pharmaceutical compounds is greater than the simple sum of the activities by each individual compound (expected activity). The activity expected from a specific combination of two herbicides can be calculated as follows (Colby SR herbicide combination synergy and antagonism calculation “Weed” 15: 20-22) , 1967.)
[0024]
[Expression 1]
E = α + β−α · β ÷ 10
α: Inhibition evaluation value when herbicide A is applied in an amount of a kg / ha β: Inhibition evaluation value when herbicide B is applied in an amount of bkg / ha E: Herbicide A is akg / ha, herbicide Expected inhibition evaluation value when B is used in an amount of bkg / ha.
If the actual inhibition evaluation value is larger than the theoretical value E according to the above formula, an effect that is more than the sum of individual herbicidal activities is shown. That is, it can be said that a synergistic effect by the combination is recognized.
As will be described later, the weed suppression rate by the composition of the present invention is larger than the theoretical value for various weeds, and a synergistic herbicidal effect is recognized for a wide range of species of weeds. In addition, even if only one of the components is applied, the effect is small, and a large amount of chemicals is required to obtain a sufficient effect. As a result, even if phytotoxicity to rice is inevitable, When the composition is used, a sufficient effect can be obtained at an application rate that does not substantially cause phytotoxicity to rice.
[0026]
The combination of the substituted benzoyl cyclic enone derivative (first component) and the compound B or compound C (second component) in the composition of the present invention is a novel one not described in the literature, and of course, to enhance its specific efficacy. There is no literature mentioned.
The synergistic effect according to the invention is observed in a wide range of mixing ratios. Useful herbicide by mixing 0.005 to 50 parts by weight, preferably 0.1 to 20 parts by weight of the second component compound with respect to 1 part by weight of the first component compound represented by the general formula (I) An agent can be obtained. Each of the first component and the second component may be one kind of compound or a combination of a plurality of compounds.
[0027]
In general, the herbicidal composition of the present invention is formulated into a convenient form for use in accordance with a conventional method for agricultural chemicals. That is, each of the above active ingredients is mixed in an appropriate inert carrier and, if necessary, an auxiliary agent in an appropriate ratio and dissolved, separated, suspended, mixed, impregnated, adsorbed or adhered, or appropriately It can be mixed with a suitable propellant and the like and formulated into an appropriate dosage form such as a suspension, emulsion, solution, wettable powder, powder, granule, tablet, flowable, aerosol and the like.
As an auxiliary agent, a surfactant, an inert carrier, a binder, a decomposition inhibitor, a coloring agent, various agricultural chemicals, and the like can be contained in necessary amounts. These components are not particularly limited as long as they are used in the field of conventional agricultural chemical formulations.
[0028]
For example, the surfactant is used for the purpose of emulsifying, dispersing, solubilizing and / or wetting the active ingredient compound. Specific examples include lignin sulfonate, alkyl benzene sulfonate, alkyl naphthalene sulfonate, dialkyl sulfosuccinate, alkyl aryl sulfonate, polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene styryl phenyl ether sulfate, lauryl sulfate. Anionic surfactants such as salts, polycarboxylic acid type polymer surfactants, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene sorbitan al Nonionic boundaries such as chelates, polyoxyethylene polyoxypropylene block polymers, sucrose fatty acid esters, polyethylene glycols, etc. It can be mentioned such as an active agent. These surfactants may be used alone or in combination of two or more, and the mixing ratio in that case can be arbitrarily selected.
[0029]
The inert carrier that can be used in the present invention may be either solid or liquid. Examples of materials that can be used as a solid carrier include soy flour, cereal flour, wood flour, bark flour, saw flour, tobacco stem flour, walnut shell flour, bran, fiber powder, and plant residues such as residue after extraction of plant extracts. Powder; Textile products such as paper, cardboard, and sieving; Synthetic polymers such as ground synthetic resin; Clays (eg, kaolin, bentonite, acidic clay), talcs (eg, talc, pyrophyllite), silicas (eg, diatomaceous earth, silica sand) , Mica, white carbon (hydrous finely divided silicon, hydrous silicic acid synthetic high-dispersion silicic acid, some products contain calcium silicate as a main component)), activated carbon, sulfur powder, pumice, calcined diatomite, brick grinding , Fly ash, sand, calcium carbonate, calcium phosphate, pearlite and other inorganic mineral powders; sodium carbonate, sodium bicarbonate, carbonated carbonate It may be mentioned ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, fertilizer salts depreciation etc., compost and the like; Siumu, sodium sulfate, citric acid, succinic acid, fumaric acid, lactose, fructose, soluble powders, such as glucose. These may be used alone or in the form of a mixture of two or more.
[0030]
The material that can serve as a liquid carrier is selected from those having solvent ability itself, and those that can disperse an active ingredient compound with the aid of an auxiliary agent without having solvent ability, for example, water, alcohol (E.g. ethanol, methanol, isopropanol, butanol, ethylene glycol), ketones (e.g. acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, cyclohexanone), ethers (e.g. ethyl ether, dioxane, cellosolve, dipropyl ether, tetrahydrofuran) , Aliphatic hydrocarbons (eg gasoline, mineral oil), aromatic hydrocarbons (eg benzene, toluene, xylene, solvent naphtha, alkylnaphthalene), halogenated hydrocarbons (eg dichloroethane, chlorinated benzene) , Chloroform, carbon tetrachloride), esters (eg, ethyl acetate, dibutyl phthalate, diisopropyl phthalate, dioctyl phthalate), acid amides (eg, dimethylformamide, diethylformamide, dimethylacetamide), nitriles (eg, acetonitrile), dimethyl sulfoxide Etc. These may be used alone or in the form of a mixture of two or more.
[0031]
Examples of other adjuvants include the following. These adjuvants are used depending on the purpose.
For the purpose of stabilizing the dispersion, sticking and / or binding of the active ingredient compounds, for example, the following may be used: casein, gelatin, starch, alginic acid, methylcellulose, carboxymethylcellulose, gum arabic, polyvinyl alcohol, pine root Examples include oil, kerosene, bentonite, and lignin sulfonate.
[0032]
In order to improve the fluidity of the solid product, for example, waxes, stearates, alkyl phosphates and the like can be used.
As a deflocculant for a suspension product, for example, naphthalenesulfonic acid condensate, condensed phosphoric acid and the like can be used.
It is also possible to add an antifoaming agent such as silicone oil.
[0033]
In the composition of the present invention, the amount of the active ingredient can be adjusted as necessary.
When used as a powder or granule, the total amount of the first component and the second component is usually 0.2 to 20% by weight. When used as an emulsion or wettable powder, 0.1 to 50% by weight. Is appropriate.
The application rate of the mixture thus obtained can be used in a wide range of 0.01 to 5 kg / ha as the amount of the active ingredient of the mixture, but is typically in the range of 0.05 to 1 kg / ha. Use is preferred. The herbicidal composition according to the present invention can be applied at any time within a wide range of the growing season from before the occurrence of weeds, and can achieve a high effect.
The herbicidal composition according to the present invention can be used in combination with one or more other herbicides, pesticides such as insecticides, fungicides, plant growth regulators, soil conditioners or fertilizers. Of course, it is also possible to mix with these, and in some cases, a synergistic effect may be expected. In particular, it may be desirable to use other herbicides together as a herbicide in order to further improve the effect.
[0034]
【Example】
Hereinafter, the present invention will be described more specifically with reference to examples (formulation examples and test examples), but the compounds, formulation amounts, dosage forms and the like in the present invention are not limited to these examples. In the following description, the first component compound means a substituted benzoyl cyclic enone derivative represented by the general formula (I), and specifically, compounds A1 to A3 shown in Table 1 below were used. The second component compound is Compound B or Compound C. “Parts” means all parts by weight.
[0035]
[Table 1]
Formulation Example 1: wettable powder [Table 2]
[0037]
Formulation Example 2: Granules [Table 3]
[0038]
Formulation Example 3: Suspension [Table 4]
[0039]
Test Example 1: Flooded soil treatment pot test (pretreatment for weed generation)
An alluvial soil was filled into a 1/2000 Earl Wagner pot, and the water depth was maintained at 3 cm after the water was charged. The next day, after embedding Krogwei and Urikawa tubers at a depth of 3 cm, Tainubier and firefly were seeded in a mixed layer at a depth of 1 cm from the surface of the soil, and koigi seeds and scallop tubers were placed on the soil surface. Further, rice seedlings (variety Koshihikari) at the 2.5 leaf stage were planted one by one and 4 strains were transplanted at a depth of 3 cm. In the chemical treatment, a predetermined amount of the wettable powder produced according to Formulation Example 1 was diluted 3 ml after seeding in 2 ml of water, and dropped onto the water surface with a pipette so as to be uniform in the pot. A water leakage operation of 3 cm per day was performed for 3 days from the next day of the treatment. The test was conducted in a glass greenhouse at 23 to 30 ° C. The survey was conducted on the 30th day after the drug treatment to evaluate the herbicidal effect and phytotoxicity.
The results are shown in Tables 6-8. The criteria for herbicidal effects and phytotoxicity and the meanings of the abbreviations in the table are as follows. The theoretical value is a value calculated by the above-mentioned Colby equation.
[0040]
[Table 5]
Abbreviations in Tables 6-8:
E. C. : Tainubier, S. J. et al. : Firefly, M.M. V. : Konagi,
C. S. : Mizugayatsuri E. K. : Krogwei, S. P. : Urikawa,
O. S. : Transplanted rice.
[0042]
[Table 6]
[Table 7]
[Table 8]
Test Example 2: Flooded soil treatment pot test (weed growing season treatment)
An alluvial soil was filled into a 1/2000 Earl Wagner pot, and the water depth was maintained at 3 cm after the water was charged. The next day, Kurogwai and Urikawa tubers were embedded at a depth of 3 cm, and then Tainubier and firefly were seeded in a mixed layer at a depth of 1 cm from the surface of the soil. Further, rice seedlings (variety Koshihikari) at the 2.5 leaf stage were planted one by one and 4 strains were transplanted at a depth of 3 cm. The chemical treatment was carried out by diluting a predetermined amount of a wettable powder prepared in accordance with Formulation Example 1 in 2 ml of water at the 1.5 leaf stage of Tainubier 7 days after sowing, and then dropping it with a pipette into the pot. A water leakage operation of 3 cm per day was performed for 3 days from the next day of the treatment. The test was conducted in a glass greenhouse at 23 to 30 ° C. In the survey, the herbicidal effect and phytotoxicity were generally observed on the 30th day after the chemical treatment, and the herbicidal effect was evaluated. The results are shown in Tables 9 to 11 (the criteria for herbicidal effects and phytotoxicity in the tables and the meanings of the abbreviations are the same as in Tables 6 to 8).
[0046]
[Table 9]
[Table 10]
[Table 11]
Test Example 3: Flooded soil treatment field test (pre-weed pretreatment)
The paddy field was divided into 1m 2 squares with a plastic plate, and Tainubier and firefly were sown at the same time as the oyster. After flattening of the surface, five Urikawa tubers were placed on the soil surface at a depth of 3 cm, and Mizugayatsuri tubers were placed on the soil surface. One week later, rice seedlings (two varieties Koshihikari) at 2.5 leaves were planted in rice. Three days after rice planting, a predetermined amount of a granule produced according to Formulation Example 2 was sprayed evenly in the test area before the occurrence of weeds and at the 0.5 leaf stage of Tainubier. The test site is in northeastern Kanto, and the soil is a loam soil. In the survey, the amount of residual herb was measured on the 28th or 30th day after the drug treatment, the ratio of the non-treated area was determined, and the evaluation was performed according to the above-mentioned criteria. Moreover, the weed development growth suppression situation on the 42nd day or the 56th day after the chemical treatment was evaluated. The results are shown in Tables 12 to 14 (the criteria for herbicidal effects and phytotoxicity in Tables and the meanings of the abbreviations are the same as in Tables 6 to 8).
[0050]
[Table 12]
[Table 13]
[Table 14]
Test Example 4: Flooded soil treatment test (field test)
The paddy field was divided into 1 m 2 squares with a plastic plate, and Tainubier and firefly were sown at the same time as the oyster. After flattening of the surface, five Urikawa tubers were placed on the soil surface at a depth of 3 cm, and Mizugayatsuri tubers were placed on the soil surface. One week later, rice seedlings (two varieties Koshihikari) at 2.5 leaves were planted in rice. One week after rice planting, a predetermined amount of the suspension produced according to Formulation Example 3 at the 1.5-2 leaf stage of Tainubier was dropped onto the water surface with a pipette so as to be uniform in the test area. The test site is in northeastern Kanto, and the soil is a loam soil. In the survey, the amount of residual grass was measured on the 28th or 30th day after the drug treatment, the ratio of the non-treated area was determined, and the evaluation was performed according to the above-mentioned criteria. Moreover, the weed development growth suppression situation on the 42nd day or the 56th day after the chemical treatment was evaluated. The results are shown in Tables 15 to 18 (the criteria for herbicidal effects and phytotoxicity in the tables and the meanings of the abbreviations are the same as in Tables 6 to 8).
[0054]
[Table 15]
[Table 16]
[Table 17]
[Table 18]
As shown in the above Test Examples 1 to 4, the herbicidal composition according to the present invention contains important perennial weeds including perennial weeds in a wide range from before rice planting to the weed growing season without harming rice. We were able to control precisely. That is, in the herbicidal composition of the present invention, the herbicidal spectrum is expanded due to the complementary action of the mixture.
Further, from these results, at least one of the compounds represented by the general formula (I) and 2- (1,3-benzothiazol-2-yl-oxy) -N-methylacetanilide or 1- (2 -Chlorophenyl) -4- (N-cyclohexyl-N-ethylcarbamoyl) -5 (4H) -tetrazolinone exhibits a significant synergistic effect that cannot be expected from the effect of each single drug. I understand. That is, the herbicidal effect is superior to each single agent, and as a result of exhibiting such a synergistic effect, it is possible to use each compound alone with a smaller dosage than when trying to obtain the same effect. Can be used.
Furthermore, the herbicidal composition according to the present invention exhibits a remarkable effect even when applied at any time from the weed generation time to the weed growth time, and almost completely controls important weeds in paddy fields by a single treatment. In addition, it has a weed suppression effect over a long period of 6 to 8 weeks (42 to 56 days) or more.
[0059]
【The invention's effect】
The herbicidal composition for paddy field of the present invention has a herbicidal spectrum covering a wide range of monocotyledons, dicotyledons, annuals, and perennials. In addition, due to the synergistic effect of the drug components, the target weeds are precisely weeded by using a small amount without causing any phytotoxicity to rice. In addition, by extending the residual effect period, weeds can be suppressed through a period that is important for rice growth in a single application. For this reason, the labor and cost required for spraying the herbicide can be greatly reduced.
In recent years, with the spread of herbicides for paddy fields, weeds of paddy field weeds have changed, and the occurrence of difficult-to-control weeds due to this has been reported in various places. Since the product has a broad herbicidal spectrum and can accurately control important weeds over a long period of time, it can also contribute to the solution of problems caused by the transition of these weed species.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22175996A JP3687933B2 (en) | 1995-08-08 | 1996-08-05 | Herbicide composition for paddy field |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22266895 | 1995-08-08 | ||
| JP7-222668 | 1995-08-08 | ||
| JP22175996A JP3687933B2 (en) | 1995-08-08 | 1996-08-05 | Herbicide composition for paddy field |
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| Publication Number | Publication Date |
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| JPH09104602A JPH09104602A (en) | 1997-04-22 |
| JP3687933B2 true JP3687933B2 (en) | 2005-08-24 |
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| JP22175996A Expired - Lifetime JP3687933B2 (en) | 1995-08-08 | 1996-08-05 | Herbicide composition for paddy field |
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| JP2003506443A (en) * | 1999-08-10 | 2003-02-18 | バイエルクロップサイエンス株式会社 | Herbicidal tetrazolinone derivatives |
| DE10119727A1 (en) * | 2001-04-21 | 2002-10-31 | Bayer Cropscience Gmbh | Synergistic herbicidal compositions containing herbicides from the group of benzoylcyclohexanediones for use in rice crops |
| DE10142334A1 (en) * | 2001-08-30 | 2003-03-20 | Bayer Cropscience Ag | Herbicides based on substituted aryl ketones |
| DE10142333A1 (en) * | 2001-08-30 | 2003-03-20 | Bayer Cropscience Ag | Herbicidal mixtures based on substituted aryl ketones |
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