JP4625089B2 - Synergistic herbicidal composition - Google Patents
Synergistic herbicidal composition Download PDFInfo
- Publication number
- JP4625089B2 JP4625089B2 JP2007546567A JP2007546567A JP4625089B2 JP 4625089 B2 JP4625089 B2 JP 4625089B2 JP 2007546567 A JP2007546567 A JP 2007546567A JP 2007546567 A JP2007546567 A JP 2007546567A JP 4625089 B2 JP4625089 B2 JP 4625089B2
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- JP
- Japan
- Prior art keywords
- active ingredient
- herbicidal
- herbicidal composition
- composition according
- weeds
- 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.)
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、下記一般式(1)の化合物(エン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(メトキシメチルカルボニルオキシ)プロピル]−3−ピリジンスルホンアミド)または下記一般式(2)の化合物(エン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミド)及び一般式(1)または(2)の化合物と異なる作用特性または異なる除草活性特性を有した除草活性物質を含有することを特徴として単剤に比べて除草活性が高く、殺草スペクトルが広く、有効成分の使用量を低減することができる相乗的作用性の除草剤組成物に関するものである。特に、本発明は、一般式(1)または(2)の化合物と光合成阻害剤であるベンタゾン、プロトポルフィリノーゲンIXオキシダーゼ抑制剤であるカルフェントラゾン−エチル及びオーキシン型除草剤よりなる群から選択された一つ以上を有効成分として含有することを特徴とし、多年生雑草及びスルホニルウレア系除草剤抵抗性の雑草に対する相乗的除草活性、イネ科雑草の稗に対する拮抗作用解消、稲に対する茎葉処理安全性が確保された除草剤組成物に関することを含む。
本発明は、エン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(メトキシメチルカルボニルオキシ)プロピル]−3−ピリジンスルホンアミドまたはエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−[ヒドロキシ]プロピル]−3−ピリジンスルホンアミドを有効成分として含有する相乗作用の除草剤組成物に関するものである。 The present invention relates to ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethylcarbonyloxy) propyl] -3-pyridinesulfonamide or ene- Synergistic herbicidal composition containing [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- [hydroxy] propyl] -3-pyridinesulfonamide as an active ingredient It is about things.
作物の栽培技術において、作物の成長を阻害する雑草を防除して作物を保護することは重要である。作物の栽培地で発生した雑草による作物の生育不振または収量減少のような被害を軽減するために、これらを效果的に防除でき、作物には安全な除草活性物質が開発されてきた。現在まで、開発された多数の除草剤は特定作物用に登録され、雑草防除用として使用されている。このような特定作物の栽培地で発生する雑草の防除用として使用するための除草剤は、除草活性が高く、幅広い除草スペクトルを有し、また、環境及び作物には安全であることが好ましい。しかし、全ての除草剤がこのような条件を完全に満たしていない。 In crop cultivation techniques, it is important to protect crops by controlling weeds that inhibit crop growth. In order to mitigate damages such as poor growth of crops or reduced yield due to weeds generated in the crop cultivation area, safe herbicidal active substances have been developed that can be effectively controlled. To date, a number of developed herbicides have been registered for specific crops and are used for weed control. It is preferable that the herbicide to be used for controlling weeds generated in such a specific crop cultivation area has high herbicidal activity, has a broad herbicidal spectrum, and is safe for the environment and crops. However, not all herbicides fully meet these conditions.
既存除草剤の除草活性増大と除草スペクトルを広げるための方法として最も多く利用される方法は、異なる除草活性を有する2種類以上の除草活性物質を混合する方法である。このように2種類以上の除草活性物質を混合する場合に、除草剤を個別的に雑草に処理(単剤処理)するより、さらに優れた除草効果を示す場合がある。このように構成成分の個別効能に関する結果によって、予想しうる効能または活性水準以上を示す場合を「相乗作用」という。しかし、2つ以上の除草活性物質の混合時、除草剤の相乗作用が現れる場合は一部であり、むしろ、2種類の除草剤の異なる除草特性、吸収、移行、または代謝などの差によって単剤処理時より除草活性が低く現れる場合が多い。このように2種類の除草活性物質の混合時、除草効果が単剤処理時より低くなる場合を「拮抗作用」という。また除草活性物質の混合時、除草効果が単剤処理時と変化のない場合を「相加作用」という。 The most frequently used method for increasing the herbicidal activity of existing herbicides and expanding the herbicidal spectrum is a method of mixing two or more herbicidal active substances having different herbicidal activities. Thus, when mixing two or more kinds of herbicidal active substances, the herbicidal agent may be more excellent than the individual herbicide treatment (single agent treatment). Thus, the case where it shows more than the expected efficacy or activity level according to the result regarding the individual efficacy of the constituents is called “synergism”. However, when two or more herbicidal active substances are mixed, there are some cases where the synergistic effect of the herbicides appears, but rather simply due to differences in the herbicidal properties, absorption, migration, or metabolism of the two herbicides. In many cases, herbicidal activity appears to be lower than that at the time of agent treatment. Thus, when two kinds of herbicidal active substances are mixed, the case where the herbicidal effect is lower than that during the single agent treatment is referred to as “antagonism”. In addition, when the herbicidal active substance is mixed, the case where the herbicidal effect does not change from that during the single agent treatment is called “additive action”.
一方、下記一般式(1)の化合物[ISO提案名:フルセトスルフロン(flucetosulfuron)]は、スルホニルウレア系に属する除草剤であり、特許文献1に除草活性物質として既に記述されている。
上記フルセトスルフロンは、稲、小麦、大麦(適正使用薬量:10〜40g a.i./ha)及び芝生(適正使用薬量:50〜200g a.i./ha)に対し、土壌または茎葉処理時、これらの作物に安全であり、広葉雑草、イネ科雑草、カヤツリグサ科雑草、一年生及び多年生雑草など広範囲な雑草種に殺草効果に優れていることが知られた物質である。 The above flucetosulfuron is used for rice, wheat, barley (appropriate use amount: 10 to 40 g ai / ha) and lawn (appropriate use amount: 50 to 200 g ai / ha) for soil or It is a substance known to be safe for these crops at the time of foliage treatment and to have a great herbicidal effect on a wide range of weed species such as broad-leaved weeds, grass weeds, cyperaceae weeds, annual and perennial weeds.
下記一般式(2)の化合物である、エン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミドはスルホニルウレア系に属する除草活性物質であり、特許文献2に除草活性物質として既に記述されている。
上記化合物は、単子葉や双子葉雑草を防除するのに良い効果があり、稗、コナギ、またはウリカワなどをよく防除しながらも稲には安全な物質として知られている。 The above compounds have a good effect on controlling monocotyledons and dicotyledonous weeds, and are known as safe substances for rice while well controlling pods, koi, or urikawa.
しかし、上記一般式(1)のフルセトスルフロンと一般式(2)のエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミドは、稲耕作地に茎葉及び土壌処理時、一部のイネ科雑草とスルホニルウレア系除草剤の連用によって発生したコナギ(Monochoria vaginalis)、ホタルイ(Scirpus juncoides)、アゼナ(Lindernia)、タマガヤツリ(Cyperus difformis)中でスルホニルウレア系除草剤に抵抗性リン生態型と、クログワイ(Eleocharis kuroguwai)、ミズガヤツリ(Cyperus serotinus)、オモダカ(Sagittaria trifolia)など一部の多年生雑草に対して殺草効果が低い場合が発生した。また小麦、大麦耕作地に茎葉処理時、一部のイネ科雑草であるブラックグラス(Alopecurs myosuroides)及びイチゴツナギ類(Poa spp.)などと広葉雑草であるオオイヌノフグリ(Veronica persica)、ビオラ・アルベンシ(Viola arvensis)に対して殺草効果が低かった。そして、芝生組成地に発生する雑草中でオオイヌノフグリ(Veronica persica)とスズメノカタビラ(Poa annua)に対する殺草効果が低かった。 However, flucetosulfuron of the above general formula (1) and ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) of the general formula (2) ) Propyl] -3-pyridinesulfonamide is produced by the continuous use of some grasses and weeds with sulfonylurea herbicides when treating foliage and soil on rice cultivated land, Monochoria vaginalis, Scirpus juncoides, Azena (Lindernia), Cyperus difformis, phosphourea ecotype resistant to sulfonylurea herbicides, killed against some perennial weeds such as Krogwai (Eleocharis kuroguwai), Cyperus serotinus, Sagittaria trifolia The case where the grass effect was low occurred. In addition, during the foliage treatment on wheat and barley cultivated land, some grass weeds such as black grass (Alopecurs myosuroides) and strawberry jumpweed (Poa spp.) And broad-leaved weeds Veronica persica, Viola albensi ( Viola arvensis) has a low herbicidal effect. And the weed-killing effect in the weeds that occur in the turf composition was low against Veronica persica and Poa annua.
光合成阻害剤は植物の光合成おいて電子伝達を撹乱または遮断することによって、光合成を阻害して除草活性を出す除草剤であり、主に接触された葉を通じて吸収されて除草効果を発揮する。これらの除草剤は、処理された部位で速效的な効果を示し、比較的にイネ科作物に安全なので、稲、小麦、大麦にたくさん使われている。代表的な除草剤であるベンタゾンは、主に茎葉処理によって小麦、大麦及び稲に広範囲に使用され、特に稲には土壌処理によって使用されることもある。ベンタゾンを単独で使用する単剤の場合は、イネ科雑草を防除することができないので、広葉雑草のみを防除する目的で使われているが、イネ科、特に稗まで防除する目的でイネ科雑草防除用除草剤であるアセチル−CoA カルボキシラーゼ抑制剤(脂肪酸生合成に重要な酵素のアセチル CoA カルボキシラーゼを抑制する除草剤であり、また、ACCase阻害剤として呼ばれ、化学的にアリーロキシフェノキシプロピオン酸系列とシクロヘキサンジオン系とに分けられ、シハロホップブチルなどが前者に属し、トラルコキシジムなどが後者に属する)と混合物としてよく使用される。その代表的な事例がベンタゾンとシハロホップブチルとの混合物である。しかし、シハロホップブチルのようなイネ科雑草防除用除草剤は単剤で使用する場合、イネ科雑草に対する防除効果に優れるが、ベンタゾンと混合物で使われた場合、防除効果が単剤処理に比べて顕著に減少する拮抗作用(例えば、非特許文献1参照)があった。従って、混合物への開発が制限的であるとか、十分な混合物としての効果が得られない事例が頻繁である。このような混合物使用時、拮抗的な事例は上記の例の他にも光合成阻害剤であるプロパニルとアセトラクタートシンターゼ阻害剤であるピリベンゾキシムの場合(例えば、非特許文献2参照)でも確認された。拮抗作用の代表的な場合は、一般的にベンタゾンやプロパニルが属する光合成阻害剤やカルフェントラゾンエチルが属するプロトポルフィリノーゲンIXオキシダーゼ抑制剤のような接触型除草剤とシハロホップブチルが属するアセチル−CoA カルボキシラーゼ抑制剤やフルセトスルフロンが属するアセトラクタートシンターゼ抑制剤(分枝鎖アミノ酸の生合成に重要な酵素であるアセト乳酸シンターゼ(ALS)を抑制する除草剤であり、ALS阻害剤とも呼ばれ、化学的にスルホニルウレア系、イミダゾリノン系、トリアゾロピリミジン系、ピリミジニル(チオ)ベンゾアート系があり、フルセトスルフロンはスルホニルウレア系に属する)のように浸透性除草剤との混合物使用時、よく確認される事例(例えば、非特許文献3参照)であり、混合物としての開発の主要な制限である。 A photosynthesis inhibitor is a herbicide that exerts herbicidal activity by inhibiting photosynthesis by disrupting or blocking electron transfer in plant photosynthesis, and is absorbed mainly through the contacted leaves to exert a herbicidal effect. These herbicides are used in rice, wheat, and barley in large quantities because they have a rapid effect at the treated site and are relatively safe for gramineous crops. Bentazone, a typical herbicide, is widely used in wheat, barley and rice mainly by foliage treatment, and may be used by soil treatment especially for rice. In the case of a single agent that uses bentazone alone, grass weeds cannot be controlled, so it is used only to control broad-leaved weeds. Acetyl-CoA carboxylase inhibitor (a herbicide that suppresses acetyl CoA carboxylase, an enzyme important for fatty acid biosynthesis, and also called as an ACCase inhibitor, a chemically aryloxyphenoxypropionic acid series. And cyclohexanedione, and cihalohopbutyl and the like belong to the former, and tralkoxydim and the like belong to the latter) and are often used as a mixture. A typical example is a mixture of bentazone and cihalohop butyl. However, herbicides for controlling weeds such as cyhalohop butyl have excellent control effects on grass weeds when used alone, but when used in a mixture with bentazone, the herbicides are effective for single agent treatment. There was an antagonistic action (see, for example, Non-Patent Document 1) that was significantly reduced as compared with that. Therefore, there are many cases where the development to a mixture is limited or an effect as a sufficient mixture cannot be obtained. In the case of using such a mixture, an antagonistic case was confirmed in the case of propanil, which is a photosynthesis inhibitor, and pyribenzoxime, an acetic acid synthase inhibitor (see, for example, Non-Patent Document 2). . Typical cases of antagonism include contact herbicides such as photosynthesis inhibitors to which bentazone and propanil belong and protoporphyrinogen IX oxidase inhibitor to which carfentrazone ethyl belongs and cyhalohop butyl An acetyl-CoA carboxylase inhibitor and an acetic acid synthase inhibitor to which flucetosulfuron belongs (a herbicide that suppresses acetolactate synthase (ALS), an enzyme important in the biosynthesis of branched chain amino acids), and an ALS inhibitor When using a mixture with an osmotic herbicide such as sulfonylurea, imidazolinone, triazolopyrimidine, pyrimidinyl (thio) benzoate, and flucetosulfuron belongs to sulfonylurea) Cases often confirmed (for example, see Non-Patent Document 3) And is a major limitation of the development as a mixture.
プロトポルフィリノーゲンIXオキシダーゼ抑制剤に属する除草剤は、葉緑体生合成に関連したプロトポルフィリノーゲンIXオキシダーゼを抑制することによって除草活性を示す除草剤であり、主に処理された葉に吸収されて作用する。これらの除草剤は、速效的な効果があるが、茎葉に散布した場合、作物に薬害を引き起こし、茎葉処理剤への開発が制限的である。特にカルフェントラゾン−エチルの場合、このような薬害問題で稲用茎葉処理剤への開発が難しかった。さらに、カルフェントラゾン−エチルは、イネ科雑草、特に稗に対する防除効果が極めて低く、別の除草剤との混合物使用が必要であった。しかし、別の除草剤と混合物として使用する場合、拮抗的な効果によって単剤使用に比べて除草活性が低下される事例(例えば、非特許文献4参照)がよくあったので、混合物への開発が制限的であった。 Herbicides belonging to the inhibitor of protoporphyrinogen IX oxidase are herbicides that exhibit herbicidal activity by inhibiting protoporphyrinogen IX oxidase related to chloroplast biosynthesis, and are absorbed mainly in treated leaves Acted. These herbicides have a rapid effect, but when sprayed on the foliage, they cause phytotoxicity on crops and the development of foliar treatment agents is limited. In particular, in the case of carfentrazone-ethyl, it was difficult to develop a foliar treatment agent for rice due to such phytotoxicity problems. Furthermore, carfentrazone-ethyl has a very low control effect against grass weeds, especially cocoons, and it was necessary to use a mixture with another herbicide. However, when used as a mixture with another herbicide, the herbicidal activity was often reduced by antagonistic effects compared to single agent use (see, for example, Non-Patent Document 4). Was restrictive.
オーキシン型除草剤は、植物ホルモンであるオーキシンと似た生理作用をするが、一定濃度以上で植物の生理作用を撹乱することによって除草活性を示し、特に、広葉雑草の防除のために広範囲に使用された。しかし、これらのオーキシン型除草剤、特に、2,4−D、MCPAまたはMCPBなどは稲用に茎葉または土壌に処理する場合、処理時期を間違うか、適正処理薬量以上で処理された場合、稲に対する深刻な薬害を引き起こし、収量減少を招くものが一般的に知られている。実例として、2,4−Dの場合、適正処理薬量は280g a.i./haを、必ず有効分裂が終わった時期から幼穂形成期以前に使用するように推奨している(例えば、非特許文献5参照)。このような稲に対する薬害問題により、これらのオーキシン型除草剤は、長期間にわたって使用されていたにもかかわらず稲除草剤への開発及び使用が制限的であった。また、これらの除草剤を別の除草剤と混合物として使用する場合、拮抗作用によって除草効果が低下されるので、混合物への開発も制限的であった。
本発明者らは、一般式(1)のフルセトスルフロンと一般式(2)のエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミドの除草活性を高めて除草スペクトルを広げるために補完的特性を有する除草剤有効成分をそれぞれの除草活性特性に基づいて選抜し、生物検定を通じて確認した。補完的特性を有する除草剤有効成分の選抜は、フルセトスルフロンまたは一般式(2)の化合物と生化学的作用特性が異なるか、除草スペクトルが異なるものに分け、これは、またイネ科、広葉またはスルホニルウレア系抵抗性雑草、多年生雑草に特に効果があるものと区分した。
その結果、驚くべきことに、これらの補完的特性を有する除草剤有効成分をフルセトスルフロンまたは一般式(2)の化合物と混合した組成物を使用する時、相乗作用の効果を示し、除草活性増進及び除草スペクトル拡大効果が明確に確認されており、一部の混合物の場合は、イネ科雑草に対して相乗作用と共に薬害が軽減されていることが分かり、本発明の完成に至った。
The inventors of the present invention used flucetosulfuron represented by general formula (1) and ene-[[((4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1 represented by general formula (2). In order to enhance the herbicidal activity of-(hydroxy) propyl] -3-pyridinesulfonamide and broaden the herbicidal spectrum, herbicidal active ingredients having complementary properties were selected based on the respective herbicidal activity properties and confirmed through bioassays. . Selection of herbicidal active ingredients having complementary characteristics is divided into those having different biochemical action characteristics or different herbicidal spectra from flucetosulfuron or the compound of general formula (2). Or it was classified as having a particularly effective effect on sulfonylurea resistant weeds and perennial weeds.
As a result, surprisingly, when a composition in which an active ingredient of herbicide having these complementary properties is mixed with flucetosulfuron or a compound of the general formula (2) is used, it shows a synergistic effect and herbicidal activity. The enhancement and the herbicidal spectrum expansion effect were clearly confirmed, and in the case of some mixtures, it was found that phytotoxicity was reduced as well as synergism with Gramineae weeds, and the present invention was completed.
従って、本発明の目的は、一般式(1)のフルセトスルフロンまたは一般式(2)のエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ)カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミドとまたは混合物パートナーとして選抜された除草活性物質それぞれを個別的に処理する時より除草活性が増大し、除草スペクトルが広く、除草剤原剤の使用量は低減され、除草剤組成物に含まれていた一般式(1)のフルセトスルフロンまたは一般式(2)の化合物と異なる除草活性物質を同時作業で処理することによって、除草剤処理努力も低減され、雑草防除コストを低減できる除草剤組成物を提供することにある。 Accordingly, an object of the present invention is to provide flucetosulfuron of general formula (1) or ene-[[((4,6-dimethoxy-2-pyrimidinyl) amino) carbonyl] -2- [2-fluoro of general formula (2). -1- (Hydroxy) propyl] -3-pyridinesulfonamide or each herbicidal active substance selected as a mixture partner increases herbicidal activity, broadens the herbicidal spectrum, The amount of herbicide used is reduced, and herbicide treatment efforts are made by simultaneously treating the flucetosulfuron of general formula (1) or the herbicidal active substance different from the compound of general formula (2) contained in the herbicidal composition. It is providing the herbicidal composition which can also reduce weed control cost.
本発明の別の目的は、既存の除草剤のうちで別の除草剤と混合物使用時、特定雑草に対する拮抗作用によって薬効減少が顕著であるか、単剤使用時、作物に対する薬害によって使用が制限的であった除草活性物質と一般式(1)のフルセトスルフロンまたは一般式(2)の化合物を同時作業で処理するようにすることによって、その特定雑草に対する薬効減少解消はもちろん防除が難しかった雑草のクログワイまたは抵抗性雑草に対する除草効果を増大させて、それぞれの単剤よりは混合物使用によって作物に対する安全性を増大させた除草剤組成物を提供することにある。 Another object of the present invention is that when using a mixture of other herbicides among existing herbicides, there is a marked decrease in drug efficacy due to antagonism against specific weeds, or the use is limited by phytotoxicity to crops when using a single agent The herbicidal active substance and the flucetosulfuron represented by the general formula (1) or the compound represented by the general formula (2) were treated at the same time. An object of the present invention is to provide a herbicidal composition that increases the herbicidal effect of weeds against krogwey or resistant weeds and increases the safety to crops by using a mixture rather than each single agent.
本発明は、上記した一般式(1)のエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(メトキシメチルカルボニルオキシ)プロピル]−3−ピリジンスルホンアミド、即ち、フルセトスルフロン(以下、‘除草活性有効成分(A1)’)または一般式(2)の一般式化合物であるエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミド(以下、‘除草活性有効成分(A2)’)及び別の有効除草活性物質(以下、‘除草活性有効成分(B)’)を含有する除草剤組成物に関するものである。 The present invention relates to ene-[[((4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethylcarbonyloxy) propyl]-of the above general formula (1). 3-pyridinesulfonamide, ie, flucetosulfuron (hereinafter, “herbicidally active ingredient (A1)”) or ene-[[(4,6-dimethoxy-2-pyrimidinyl), which is a compound of the general formula (2) ) Amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3-pyridinesulfonamide (hereinafter referred to as' herbicidal active ingredient (A2) ') and another effective herbicidal active substance (hereinafter referred to as' The present invention relates to a herbicidal composition containing a herbicidally active active ingredient (B) ′).
従って、本発明は除草活性有効成分(A1)または(A2)を基本的に含み、除草活性有効成分(B)を有する除草剤組合物を提供し、ここで、(A1)はフルセトスルフロン(エン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(メトキシメチルカルボニルオキシ)プロピル]−3−ピリジンスルホンアミド)であり、(A2)はエン−[[(4,6−ジメトキシ−2−ピリミジニル)アミノ]カルボニル]−2−[2−フルオロ−1−(ヒドロキシ)プロピル]−3−ピリジンスルホンアミドであり、(B)はそれぞれの場合に含まれている除草剤(A1)または(A2)と化学的構造や生物学的除草活性の特徴が異なり、下記の除草剤よりなる化合物の群(B1〜B9)から選択された1種以上の除草剤である。 Accordingly, the present invention provides a herbicidal combination comprising essentially a herbicidally active ingredient (A1) or (A2) and having a herbicidally active ingredient (B), wherein (A1) is flucetsulfuron ( Ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethylcarbonyloxy) propyl] -3-pyridinesulfonamide), (A2) Is ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3-pyridinesulfonamide, (B) is the respective The herbicide (A1) or (A2) contained in the case has a different chemical structure and biological herbicidal activity and is selected from the group of compounds (B1 to B9) comprising the following herbicides: One or more herbicides.
好適な混合物パートナー(B)は、下記の小群(B1)〜(B9)に属する化合物である。大部分の除草剤は、参考文献「農薬便覧(The Pesticide Manual)」第12版、2000年、英国作物保護協会(British Crop Protection Council)(以下、‘PM’と略称)に従って、活性化合物に対する一般名で言及しており、一部の除草剤は参考文献を別途に記述した。 Suitable mixture partners (B) are compounds belonging to the following subgroups (B1) to (B9). Most herbicides are generally available for active compounds in accordance with the reference “The Pesticide Manual”, 12th edition, 2000, British Crop Protection Council (hereinafter abbreviated as “PM”). Some herbicides are described separately by reference.
(B1)アセチル−CoA カルボキシラーゼ抑制剤
(B1.1)ジクロホップ及びエステル、特にそのメチルエステル(PM,pp.279−280)
(B1.2)メタミホップ(Proceedings of the BCPC International Congress−Crop Science&Technology 2003,pp.85−92)
(B1.3)シハロホップブチル(PM,pp.223−224)
(B1.4)クロジナホッププロパルギル(PM,pp.186−187)
(B1.5)フェノキサプロップ−P及びエステル、特にそのエチルエステル(PM,pp.393−394)
(B1.6)フラムプロップ−M及びエステル(PM,pp.415−416)
(B1.7)トラルコキシジム(PM,pp.914−915)
(B1.8)プロホキシジム(PM,pp.61−62)
(B1) Acetyl-CoA carboxylase inhibitor (B1.1) Diclohops and esters, especially methyl esters thereof (PM, pp. 279-280)
(B1.2) Metamihop (Proceedings of the BCPC International Congress-Crop Science & Technology 2003, pp. 85-92)
(B1.3) Cihalohop butyl (PM, pp. 223-224)
(B1.4) Clozina hop propargyl (PM, pp. 186-187)
(B1.5) Phenoxaprop-P and esters, in particular the ethyl ester (PM, pp. 393-394)
(B1.6) Flamprop-M and ester (PM, pp. 415-416)
(B1.7) Tolalkoxydim (PM, pp. 914-915)
(B1.8) Profoxydim (PM, pp. 61-62)
(B2)アセトラクタートシンターゼ抑制剤
(B2.1)チフェンスルフロン−メチル(PM,pp.899−900)
(B2.2)メトスルフロン−メチル(PM,pp.644−645)
(B2.3)プロスルフロン(PM,pp.787−788)
(B2.4)トリベヌロン−メチル(PM,pp.928−929)
(B2.5)メソスルフロン−メチル(Proceedings of the BCPCC on ference−Weeds 2001,pp.43−48)
(B2.6)フラザスルフロン(PM,pp.417−418)
(B2.7)スルホスルフロン(PM,pp.853−854)
(B2.8)イオドスルフロン及びエステル、特にそのメチルエステル(PM,pp.547−548)
(B2.9)フルピルスルフロン及びエステル、特にそのメチルエステル(PM,pp.447−448)
(B2.10)ベンスルフロン及びエステル、特にそのメチルエステル(PM,pp.76−77)
(B2.11)シクロスルファムロン(PM,pp.217−218)
(B2.12)シノスルフロン(PM,pp.183−184)
(B2.13)アジムスルフロン(PM,pp.48−49)
(B2.14)イマゾスルフロン(PM,pp.534−544)
(B2.15)ピラゾスルフロン−エチル(PM,pp.795−797)
(B2.16)ペノクススラム(Proceedings of the BCPC International Congress−Crop Science&Technology 2003,pp.85−92)
(B2.17)フロラスラム(PM,pp.420−421)
(B2.18)ビスピリバックナトリウム(PM,pp.97−98)
(B2.19)ピリベンゾキシム(PM,pp.801)
(B2) Acetatoratosynthase inhibitor (B2.1) Thifensulfuron-methyl (PM, pp. 899-900)
(B2.2) metsulfuron-methyl (PM, pp. 644-645)
(B2.3) Prosulfuron (PM, pp. 787-788)
(B2.4) Tribenuron-methyl (PM, pp. 928-929)
(B2.5) Mesosulfuron-methyl (Proceedings of the BCPCC on reference-Weeds 2001, pp. 43-48)
(B2.6) Frazasulfuron (PM, pp. 417-418)
(B2.7) Sulfosulfuron (PM, pp. 853-854)
(B2.8) Iodosulfuron and esters, especially its methyl esters (PM, pp. 547-548)
(B2.9) Flupylsulfuron and esters, especially the methyl ester thereof (PM, pp. 447-448)
(B2.10) Bensulfuron and esters, especially the methyl esters thereof (PM, pp. 76-77)
(B2.11) Cyclosulfamlone (PM, pp. 217-218)
(B2.12) Sinosulfuron (PM, pp. 183-184)
(B2.13) Azimusulfuron (PM, pp. 48-49)
(B2.14) Imazosulfuron (PM, pp. 534-544)
(B2.15) Pyrazosulfuron-ethyl (PM, pp. 79-597)
(B2.16) Penox Slam (Proceedings of the BCPC International Congress-Crop Science & Technology 2003, pp. 85-92)
(B2.17) Florasuram (PM, pp. 420-421)
(B2.18) Bispyribac sodium (PM, pp. 97-98)
(B2.19) Pyribenzoxime (PM, pp. 801)
(B3)光合成抑制剤
(B3.1)ベンタゾン(PM,pp.80−81)
(B3.2)ブロモキシニル及びブロモキシニルオクタノエート(PM,pp.110−112
(B3.3)アイオキシニル、エステル及び塩(PM,pp.548−550)
(B3.4)テルブトリン(PM,pp.883−884)
(B3.5)シメトリン(PM,pp.837−834)
(B3.6)クロロトルロン(PM,pp.169−170)
(B3.7)イソプロツロン(PM,pp.559−560)
(B3) Photosynthesis inhibitor (B3.1) Ventazone (PM, pp. 80-81)
(B3.2) Bromoxinyl and bromoxynyl octanoate (PM, pp. 110-112)
(B3.3) Ioxinyl, esters and salts (PM, pp. 548-550)
(B3.4) Terbutrin (PM, pp. 883-884)
(B3.5) Cimetrine (PM, pp. 837-834)
(B3.6) Chlorotoluron (PM, pp. 169-170)
(B3.7) Isoproturon (PM, pp. 559-560)
(B4)プロトポルフィリノーゲンIXオキシダーゼ抑制剤
(B4.1)オキシフルオルフェン(PM,pp.702−703)
(B4.2)ピラフルフェン−エチル(PM,pp.792−793)
(B4.3)カルフェントラゾン−エチル(PM,pp.141−142)
(B4.4)シニドン−エチル(PM,pp.181−182)
(B4.5)オキサジアルギル(PM,pp.690−691)
(B4.6)ペントキサゾン(PM,pp.718−719)
(B4) Protoporphyrinogen IX oxidase inhibitor (B4.1) Oxyfluorfen (PM, pp. 702-703)
(B4.2) pyraflufen-ethyl (PM, pp. 792-793)
(B4.3) Carfentrazone-ethyl (PM, pp. 141-142)
(B4.4) Cinidone-ethyl (PM, pp.181-182)
(B4.5) Oxadialyl (PM, pp. 690-691)
(B4.6) Pentoxazone (PM, pp. 718-719)
(B5)カロチノイド生合成抑制剤
(B5.1)ジフルフェニカン(PM,pp.296−297)
(B5.2)ピコリナフェン(PM,pp.742−743)
(B5.3)メソトリオン(PM,pp.602)
(B5.4)ピラゾキシフェン(PM,pp.797−798)
(B5.5)ピラゾレート(PM,pp.793−794)
(B5.6)ベンゾビシクロン(PM,pp.82)
(B5.7)クロマゾン(PM,pp.190−191)
(B5) Carotenoid biosynthesis inhibitor (B5.1) Diflufenican (PM, pp. 296-297)
(B5.2) Picolinafene (PM, pp. 742-743)
(B5.3) Mesotrione (PM, pp. 602)
(B5.4) Pyrazoxifene (PM, pp. 797-798)
(B5.5) pyrazolate (PM, pp. 793-794)
(B5.6) Benzobicyclone (PM, pp. 82)
(B5.7) Cromazone (PM, pp. 190-191)
(B6)細胞壁合成抑制剤
(B6.1)ブタクロル(PM,pp.117−118)
(B6.2)フルフェナセット(PM,pp.434−435)
(B6.3)メフェナセット(PM,pp.593−594)
(B6.4)フェントラザミド(PM,pp.406−407)
(B6.5)プレチラクロール(PM,pp.755−756)
(B6.6)カフェンストロール(PM,pp.128−129)
(B6.7)イソキサベン(PM,pp.561−562)
(B6) Cell wall synthesis inhibitor (B6.1) Butachlor (PM, pp. 117-118)
(B6.2) Full phenacet (PM, pp. 434-435)
(B6.3) Mefenacet (PM, pp. 593-594)
(B6.4) Fentrazamide (PM, pp. 406-407)
(B6.5) Pretilachlor (PM, pp. 755-756)
(B6.6) Café Troll (PM, pp. 128-129)
(B6.7) Isoxaben (PM, pp. 561-562)
(B7)脂質生合性抑制剤
(B7.1)ベンフレセート(PM,pp.71−72)
(B7.2)エトフメセート(PM,pp.364−365)
(B7.3)プロスルホカルブ(PM,pp.786−787)
(B7.4)トリアレート(PM,pp.921−922)
(B7.5)チオンベンカルブ(PM,pp.901−902)
(B7) Lipid biocompatibility inhibitor (B7.1) Benfresate (PM, pp. 71-72)
(B7.2) Etofumesate (PM, pp. 364-365)
(B7.3) Prosulfocarb (PM, pp. 786-787)
(B7.4) Triarate (PM, pp. 921-922)
(B7.5) Thion Bencarb (PM, pp. 901-902)
(B8)オーキシン除草剤
(B8.1)トリクロピル(PM,pp.933−934)
(B8.2)フルロキシピル及びエステル(PM,pp.455−457)
(B8.3)2,4−D及びエステル(PM,pp.243−246)
(B8.4)MCPA及びエステル、特にチオエチル(PM,pp.583−586)
(B8.5)MCPB及びエステル、特にエチルエステル(PM,pp.586−588)
(B8.6)メコプロップ及びその純粋R−異性体、メコプロップ−P(PM,pp.489−592)
(B8.7)クロメプロップ(PM,pp.191−192)
(B8.8)ジカンバ(PM,pp.265−267)
(B8) Auxin herbicide (B8.1) Triclopyr (PM, pp. 933-934)
(B8.2) Fluroxypyr and esters (PM, pp. 455-457)
(B8.3) 2,4-D and esters (PM, pp. 243-246)
(B8.4) MCPA and esters, especially thioethyl (PM, pp. 583-586)
(B8.5) MCPB and esters, especially ethyl esters (PM, pp. 586-588)
(B8.6) Mecoprop and its pure R-isomer, Mecoprop-P (PM, pp. 489-592)
(B8.7) Chromep (PM, pp.191-192)
(B8.8) dicamba (PM, pp. 265-267)
(B9)その他
(B9.1)ペンディメタリン(PM,pp.714−715)
(B9.2)ジチオピル(PM,pp.330)
(B9.3)ジフェンゾクアート硫酸メチル(PM,pp.291−292)
(B9.4)ブロモブチド(PM,pp.108)
(B9。5)インダノファン(PM,pp.543−544)
(B9.6)ピリブチカルブ(PM,pp.802)
(B9) Others (B9.1) Pendimethalin (PM, pp. 714-715)
(B9.2) Dithiopyr (PM, pp. 330)
(B9.3) Methyl diphenzoquat sulfate (PM, pp. 291-292)
(B9.4) Bromobutide (PM, pp. 108)
(B9.5) Indanophan (PM, pp. 543-544)
(B9.6) Piributicalbu (PM, pp. 802)
本発明に係る除草活性有効成分(A1)または(A2)及び(B)を1組成物内で混合して使用することによって得られる相乗作用効果は、これらの有効成分を異なる時間に散布した場合にもよく観察できる。 The synergistic effect obtained by mixing and using the herbicidally active active ingredients (A1) or (A2) and (B) according to the present invention in one composition is when these active ingredients are sprayed at different times It can be observed well.
本発明に係る除草剤組成物に共通して含有されている除草活性有効成分(A1)と(A2)の処理薬量は、使用しようとする対象作物によって差があるが、1ヘクタール当たり有効成分の量は20g〜300gの範囲である。本発明に係る組成物は個別散布と比較して特定活性化和水の処理量が、さらに低いことが求められる。 The amount of treatment herbicidal active ingredients (A1) and (A2) contained in common in the herbicidal composition according to the present invention varies depending on the target crop to be used, but the active ingredient per hectare Is in the range of 20 g to 300 g. The composition which concerns on this invention is calculated | required that the processing amount of specific activated Japanese water is still lower compared with individual spraying.
従って、本発明に係る組成物で、ヘクタール当たり除草活性有効成分の処理量は有効成分(A)の場合は1〜300g、好ましくは10〜200gであり、有効成分Bの場合は1〜4000g、好ましくは2〜2000gが一般的に求められる。組成物で使用される成分A対Bの重量比は広い範囲で変えられるが、この比率は好ましくは1:200〜200:1、より好ましくは1:100〜20:1の範囲であるが、これに制限されない。最終重量比は適用される特定分野、雑草スペクトル及び使用される活性化合物の組合によって異なり、予備試験を通じて決定できる。 Therefore, in the composition according to the present invention, the amount of active herbicidal active ingredient per hectare is 1 to 300 g in the case of the active ingredient (A), preferably 10 to 200 g, and 1 to 4000 g in the case of the active ingredient B, Preferably 2 to 2000 g is generally required. The weight ratio of component A to B used in the composition can vary widely, but this ratio is preferably in the range of 1: 200 to 200: 1, more preferably 1: 100 to 20: 1, This is not a limitation. The final weight ratio depends on the particular field applied, the weed spectrum and the active compound combination used and can be determined through preliminary tests.
本発明に係る組成物は、作物が栽培される耕作地に適用して一年生及び多年生のイネ科、カヤツリグサ科及び広葉雑草を選択的に防除するために使用できる。上記耕作地には稲栽培地、穀物類(小麦、大麦、オートムギ、ライ麦、等)栽培地及び芝生または牧草地を含む。また、これらの組成物は作物が栽培されない非耕作地、特に鉄道線路または畦畔等で、所望しない雑草を防除するために使用できる。 The composition according to the present invention can be applied to cultivated land where crops are cultivated to selectively control annual and perennial gramineae, cyperaceae and broadleaf weeds. The cultivated land includes rice cultivated land, cereal (wheat, barley, oat, rye, etc.) cultivated land and lawn or pasture. Moreover, these compositions can be used for controlling undesired weeds on non-cultivated land where crops are not cultivated, particularly on railway tracks or shores.
本発明に係る組成物を上記耕作地または非耕作地に適用する方法は、土壌処理、水面処理及び茎葉処理など常法を制限することなく使用できるが、より好ましい方法は茎葉処理である。 The method of applying the composition according to the present invention to the above-mentioned cultivated land or non-cultivated land can be used without limiting conventional methods such as soil treatment, water surface treatment, and foliage treatment, but a more preferable method is foliage treatment.
本発明に係る組成物中で、特に有効成分(A1)または(A2)のみを除草活性化合物として含有している組成物を処理した場合と比較して、一部の主要広葉雑草、例えばオオイヌノフグリ、ビオラ・アルベンシ、ヤエムグラ、ヒナゲシなどに対する除草活性を補完するための広葉雑草に活性の高い成分を有効成分(B)として選択された化合物は下記通りである。 Compared with the case where a composition containing only the active ingredient (A1) or (A2) as a herbicidal active compound is treated in the composition according to the present invention, some major broad-leaved weeds, for example, The compounds selected as the active ingredient (B) as the active ingredient (B) for broadleaf weeds to complement the herbicidal activity against Viola albensi, Yamgra, daisies and the like are as follows.
(B2.1)チフェンスルフロン−メチル、(B2.2)メトスルフロン−メチル、(B2.3)プロスルフロン、(B2.4)トリベヌロン−メチル、(B2.16)ペノクススラム、(B2.17)フロラスラム、(B3.1)ベンタゾン、(B3.2)ブロモキシニル、(B3.3)アイオキシニル、(B3.5)シメトリン、(B4.1)オキシフルオルフェン、(B4.2)ピラフルフェン−エチル、(B4.3)カルフェントラゾン−エチル、(B4.4)シニドン−エチル、(B4.5)オキサジアルギル、(B4.6)ペントキサゾン、(B5.1)ジフルフェニカン、(B5.2)ピコリナフェン、(B5.3)メソトリオン、(B5.5)ピラゾレート、(B5.6)ベンゾビシクロン、(B5.7)クロマゾン、(B6.1)ブタクロル、(B6.3)メフェナセット、(B6.4)フェントラザミド、(B6.5)プレチラクロール、(B6.6)カフェンストロール、(B6.7)イソキサベン、(B7.5)チオンベンカルブ、(B8.1)トリクロピル、(B8.2)フルロキシピル、(B8.3)2,4−D、(B8.4)MCPA、(B8.5)MCPB、(B8.6)メコプロップ及びメコプロップ−P、(B8.7)クロメプロップ、(B8.8)ジカンバ、(B9.2)ジチオピル、(B9.4)ブロモブチド、(B9.5)インダノファン、(B9.6)ピリブチカルブ。 (B2.1) thifensulfuron-methyl, (B2.2) metsulfuron-methyl, (B2.3) prosulfuron, (B2.4) tribenuron-methyl, (B2.16) penox slam, (B2.17) flora slam (B3.1) Ventazone, (B3.2) Bromoxinyl, (B3.3) Aioxynil, (B3.5) Simethrin, (B4.1) Oxyfluorfen, (B4.2) Pyraflufen-ethyl, (B4.3) ) Carfentrazone-ethyl, (B4.4) sinidone-ethyl, (B4.5) oxadiargyl, (B4.6) pentoxazone, (B5.1) diflufenican, (B5.2) picolinafene, (B5.3) Mesotrione, (B5.5) pyrazolate, (B5.6) benzobicyclone, (B5.7) cromazone, (B .1) Butachlor, (B6.3) Mefenacet, (B6.4) Fentrazamide, (B6.5) Pretilachlor, (B6.6) Caffefentrol, (B6.7) Isoxaben, (B7.5) Thion Bencarb, (B8. 1) Triclopyr, (B8.2) Fluroxypyr, (B8.3) 2,4-D, (B8.4) MCPA, (B8.5) MCPB, (B8.6) Mecoprop and Mecoprop-P, (B8. 7) Chlomeprop, (B8.8) dicamba, (B9.2) dithiopyr, (B9.4) bromobutide, (B9.5) indanophane, (B9.6) pyributycarb.
本発明に係る組成物中で、特に有効成分(A1)または(A2)のみを除草活性化合物として含有している組成物を処理した場合と比較して一部の多年生雑草、特にクログワイ、エゾウキヤガラ、ミズガヤツリ、オモダカに対する除草活性を補完するための多年生雑草に活性の高い成分を有効成分(B)として選択された化合物は下記通りである。 In the composition according to the present invention, in particular, some perennial weeds, especially Krogwei, Ezokigasa, compared with the case where a composition containing only the active ingredient (A1) or (A2) as a herbicidal active compound is treated. The compounds selected as the active ingredient (B) as the active ingredient (B) for the perennial weeds to complement the herbicidal activity against Spodoptera litura and Omodaka are as follows.
(B2.10)ベンスルフロン−メチル、(B2.11)シクロスルファムロン、(B2.12)シノスルフロン、(B2.13)アジムスルフロン、(B2.14)イマゾスルフロン、(B2.15)ピラゾスルフロン−エチル、(B3.1)ベンタゾン、(B4.3)カルフェントラゾン−エチル、(B5.4)ピラゾキシフェン、(B5.5)ピラゾレート、(B7.1)ベンフレセート、(B8.3)2,4−D及びエステル、(B8.4)MCPA及びエステル、特にチオエチル、(B8.5)MCPB及びエステル、特にエチルエステル。 (B2.10) bensulfuron-methyl, (B2.11) cyclosulfamuron, (B2.12) sinosulfuron, (B2.13) azimusulfuron, (B2.14) imazosulfuron, (B2.15) pyrazosulfuron-ethyl (B3.1) Bentazone, (B4.3) Carfentrazone-ethyl, (B5.4) Pyrazoxifene, (B5.5) Pyrazolate, (B7.1) Benfresate, (B8.3) 2,4- D and esters, (B8.4) MCPA and esters, especially thioethyl, (B8.5) MCPB and esters, especially ethyl ester.
また、本発明に係る組成物中で、特に有効成分(A1)または(A2)のみを除草活性化合物として含有している組成物を処理した場合と比較して一部のイネ科雑草に対する除草活性を補完するためのイネ科雑草に活性の高い成分を有効成分(B)として選択された化合物は下記通りである。 Further, in the composition according to the present invention, the herbicidal activity against some grasses compared to the case of treating the composition containing only the active ingredient (A1) or (A2) as the herbicidally active compound. The compounds selected as the active ingredient (B) are the following ingredients that are highly active in grass weeds to supplement
(B1.1)ジクロホップ−メチル、(B1.2)メタミホップ、(B1.3)シハロホップブチル、(B1.4)クロジナホッププロパルギル、(B1.5)フェノキサプロップ−P−エチル、(B1.6)フラムプロップ−M、(B1.7)トラルコキシジム、(B1.8)プロホキシジム、(B2.5)メソスルフロン−メチル、(B2.6)フラザスルフロン、(B2.7)スルホスルフロン、(B2.8)イオドスルフロン−メチル、(B2.9)フルピルスルフロン−メチル、(B2.18)ビスピリバックナトリウム、(B2.19)ピリベンゾキシム、(B3.4)テルブトリン、(B3.6)クロロトルロン、(B3.7)イソプロツロン、(B6.2)フルフェナセット、(B7.2)エトフメセート、(B7.3)プロスルホカルブ、(B7.4)トリアレート、(B9.1)ペンディメタリン、(B9.3)ジフェンゾクアート硫酸メチル。 (B1.1) Diclohop-methyl, (B1.2) Metamihop, (B1.3) Cyhalohop butyl, (B1.4) Clodinapop propargyl, (B1.5) Phenoxaprop-P-ethyl, ( B1.6) framprop-M, (B1.7) tolalkoxydim, (B1.8) profoxydim, (B2.5) mesosulfuron-methyl, (B2.6) flazasulfuron, (B2.7) sulfosulfuron, (B2.8) Iodosulfuron-methyl, (B2.9) Flupylsulfuron-methyl, (B2.18) Bispyribac sodium, (B2.19) Pyribenzoxime, (B3.4) Terbutrin, (B3.6) ) Chlorotolulone, (B3.7) isoproturon, (B6.2) flufenacet, (B7.2) etofumesate, (B7.3) Suruhokarubu, (B7.4) thoria rate, (B9.1) pendimethalin, (B9.3) di phen Continued art methylsulfate.
また、本発明に係る組成物中で、特に有効成分(A1)または(A2)のみを除草活性化合物として含有している組成物を処理した場合と比較してスルホニルウレア系抵抗性雑草、例えば抵抗性のコナギ、アゼナ、ホタルイ、タマガヤツリに対する除草活性を補完するためのこれらの抵抗性雑草に対する除草活性の高い成分を有効成分(B)として選択された化合物は下記通りである。 In addition, in the composition according to the present invention, sulfonylurea resistant weeds, for example, resistance compared to the case where a composition containing only the active ingredient (A1) or (A2) as a herbicidal active compound is treated. The compounds selected as the active ingredient (B) are those having high herbicidal activity against these resistant weeds in order to complement the herbicidal activity against konagi, azena, firefly, and scallop.
(B3.1)ベンタゾン、(B3.2)ブロモキシニル、(B3.5)シメトリン、(B4.1)オキシフルオルフェン、(B4.2)ピラフルフェン−エチル、(B4.3)カルフェントラゾン−エチル、(B4.4)シニドン−エチル、(B4.5)オキサジアルギル、(B4.6)ペントキサゾン、(B5.1)ジフルフェニカン、(B5.2)ピコリナフェン、(B5.3)メソトリオン、(B5.5)ピラゾレート、(B5.6)ベンゾビシクロン、(B5.7)クロマゾン、(B6.1)ブタクロル、(B6.3)メフェナセット、(B6.4)フェントラザミド、(B6.5)プレチラクロール、(B6.6)カフェンストロール、(B6.7)イソキサベン、(B7.5)チオンベンカルブ、(B8.1)トリクロピル、(B8.2)フルロキシピル、(B8.3)2,4−D、(B8.4)MCPA、(B8.5)MCPB、(B8.6)メコプロップ及びメコプロップ−P、(B8.7)クロメプロップ、(B8.8)ジカンバ、(B9.2)ジチオピル、(B9.4)ブロモブチド、(B9.5)インダノファン、(B9.6)ピリブチカルブ。 (B3.1) Bentazone, (B3.2) Bromoxinyl, (B3.5) Simethrin, (B4.1) Oxyfluorfen, (B4.2) Pyraflufen-ethyl, (B4.3) Carfentrazone-ethyl, (B4.4) sinidone-ethyl, (B4.5) oxadiargyl, (B4.6) pentoxazone, (B5.1) diflufenican, (B5.2) picolinafene, (B5.3) mesotrione, (B5.5) pyrazolate (B5.6) benzobicyclone, (B5.7) cromazone, (B6.1) butachlor, (B6.3) mefenacet, (B6.4) fentolazamide, (B6.5) pretilachlor, (B6.6) Caffeantrol, (B6.7) isoxaben, (B7.5) thionebencarb, (B8.1) triclopyr, 8.2) Fluroxypyr, (B8.3) 2,4-D, (B8.4) MCPA, (B8.5) MCPB, (B8.6) Mecoprop and Mecoprop-P, (B8.7) Chromprop, B8.8) dicamba, (B9.2) dithiopyr, (B9.4) bromobutide, (B9.5) indanophane, (B9.6) pyributycarb.
また、本発明に係る組成物中で、特に有効成分(A1)または(A2)のみを除草活性化合物として含有している組成物と混合物で処理することによって従来の混合物に現れた特定雑草、特に稗に対する拮抗作用を解消し、多年生クログワイはもちろん、抵抗性雑草に対する除草活性を高め、茎葉処理時有効成分(A)または有効成分(B)それぞれの単剤使用時より、稲に対する安全性を増大させるために有効成分(B)として選択された化合物は下記通りである。 Further, in the composition according to the present invention, particular weeds appearing in the conventional mixture, particularly by treating with a composition containing only the active ingredient (A1) or (A2) as a herbicidal active compound, Eliminates antagonism against straw, enhances herbicidal activity against resistant weeds as well as perennial Krogwei, and increases rice safety compared to when using single active ingredient (A) or active ingredient (B) for foliage treatment The compounds selected as the active ingredient (B) for the purpose are as follows.
(B3.1)ベンタゾン、(B4.3)カルフェントラゾン−エチル、(B8.2)フルロキシピル、(B8.3)2,4−D、(B8.4)MCPA、(B8.5)MCPB、(B8.6)メコプロップ及びメコプロップ−P、(B8.7)クロメプロップ、(B8.8)ジカンバ。 (B3.1) Bentazone, (B4.3) Carfentrazone-ethyl, (B8.2) Fluroxypyr, (B8.3) 2,4-D, (B8.4) MCPA, (B8.5) MCPB , (B8.6) mecoprop and mecoprop-P, (B8.7) clomeprop, (B8.8) dicamba.
さらに、本発明に係る除草剤組成物は必要に応じて別の成分、例えば別の除草剤、殺虫剤、殺菌剤、薬害軽減剤及び植物生長調節剤よりなる群から選択された一つ以上を含有することができる。このような別の成分は共同調剤され、一つの剤形として使用されるか、別途に調剤され、薬剤散布器の薬タンク中で配合して使用するか、または順次に使用できる。 Furthermore, the herbicidal composition according to the present invention contains one or more selected from the group consisting of another component, for example, another herbicide, insecticide, fungicide, safener, and plant growth regulator, as necessary. Can be contained. Such other ingredients can be co-prepared and used as a single dosage form, or separately dispensed and formulated in a drug tank of a drug dispenser or used sequentially.
さらに、本発明による除草剤組成物は担体、界面活性剤または剤形技術分野で便利に使用される補助剤と共に製造される。例えば、これらは公知方式によって非改質形態に加工され、活性成分を増量剤(例:溶媒、固体担体及び適切な場合界面活性剤)と均一に混合した後、粉砕、造粒、打錠などの工程によって、水和剤、液状水和剤、粒状水和剤、顆粒剤、水面展開剤、錠剤、ジャンボ剤等の剤形に加工され、土壌及び水面、植物体の葉面及び茎に散布される。 Furthermore, the herbicidal compositions according to the invention are manufactured with carriers, surfactants or adjuvants conveniently used in the dosage form art. For example, these are processed into unmodified forms by known methods, and the active ingredient is uniformly mixed with a bulking agent (eg, solvent, solid carrier and surfactant if appropriate), then pulverized, granulated, tableted, etc. By the above process, it is processed into dosage forms such as wettable powder, liquid wettable powder, granular wettable powder, granule, water surface spreader, tablet, jumbo drug, etc., and sprayed on soil and water surface, plant leaves and stems Is done.
好適な担体及び添加剤は、固体または液体であって、剤形技術分野で有用な成分、例えば天然または合成無機物質、溶媒、分散剤、湿潤剤、増粘剤、結合剤、アジュバントなどである。 Suitable carriers and additives are solid or liquid and are components useful in the dosage form art, such as natural or synthetic inorganic materials, solvents, dispersants, wetting agents, thickeners, binders, adjuvants, etc. .
溶媒としては、芳香族炭化水素、例えばキシレン混合物または置換されたナフタレンエタノール、エチレングリコール、エチレングリコールモノメチルエーテルまたはエチレングリコールモノエチルエーテルのようなアルコールとグリコール及びそのエーテルとエステル;シクロヘキサノンのようなケトン;N−メチル−2−ピロリドン、ジメチルスルホキシドまたはジメチルホルムアミドのような強い極性溶媒;エポキシ化されたココナッツ油または大豆油のようなエポキシ化されるか、またはエポキシ化されない植物油;または水などである。このような溶媒は液状製剤用溶媒または粒剤の補助溶媒として使用できる。 Solvents include aromatic hydrocarbons such as xylene mixtures or substituted naphthalene ethanol, alcohols and glycols such as ethylene glycol, ethylene glycol monomethyl ether or ethylene glycol monoethyl ether and ethers and esters thereof; ketones such as cyclohexanone; Strong polar solvents such as N-methyl-2-pyrrolidone, dimethyl sulfoxide or dimethylformamide; vegetable oils that are epoxidized or not epoxidized, such as epoxidized coconut oil or soybean oil; or water. Such a solvent can be used as a solvent for liquid preparations or an auxiliary solvent for granules.
固体担体としては、タルク、カオリン、ベントナイト、炭酸カルシウム、硅藻土、またはアガルマトライトのような微細に粉砕された天然または合成された無機鉱物である。
分散剤としては、リグニンスルホン酸の塩、ナフタレンスルホン酸の塩、ラウリル硫酸の塩、ラウリルスルホン酸の塩、ポリオキシアルキレンアルキルアリールエーテルスルフェートの塩、ポリオキシアルキレンアルキルエーテルスルフェートの塩のようなアニオン性分散剤、ポリオキシアルキレンアルキルアリールエーテル、またはポリオキシアルキレンアルキルエーテルなどが挙げられる。湿潤剤及び分散剤は上述されたものに限定されなく、非イオン性界面活性剤とアニオン性界面活性剤中で適当なものを使用でき、必要に応じてカチオン性界面活性剤も使用することができる。
The solid carrier is a finely ground natural or synthetic inorganic mineral such as talc, kaolin, bentonite, calcium carbonate, diatomaceous earth, or agarmatite.
Examples of the dispersant include lignin sulfonic acid salt, naphthalene sulfonic acid salt, lauryl sulfuric acid salt, lauryl sulfonic acid salt, polyoxyalkylene alkyl aryl ether sulfate salt, and polyoxyalkylene alkyl ether sulfate salt. Anionic dispersants, polyoxyalkylene alkyl aryl ethers, polyoxyalkylene alkyl ethers, and the like. Wetting agents and dispersants are not limited to those described above, and any suitable nonionic surfactant and anionic surfactant can be used, and a cationic surfactant can also be used if necessary. it can.
湿潤剤としては、ラウリル硫酸ナトリウム、ポリオキシアルキレンアルキルフェニルエーテルスルホン酸の塩、ジアルキルスルホサクシネートの塩、ジアルキルナフタレンスルホン酸の塩、ポリオキシアルキレンアルキルエーテルスルフェートの塩などのアニオン性湿潤剤、アセチレン系列の非イオン性界面活性剤、または非イオン性界面活性剤の尿素複合体などが挙げられる。 As the wetting agent, anionic wetting agents such as sodium lauryl sulfate, polyoxyalkylene alkyl phenyl ether sulfonic acid salt, dialkyl sulfosuccinate salt, dialkyl naphthalene sulfonic acid salt, polyoxyalkylene alkyl ether sulfate salt, Examples thereof include acetylene series nonionic surfactants and urea complexes of nonionic surfactants.
好適な増粘剤としては、ホモ糖類及びヘテロ糖類のような多糖類(polysaccharide)とモンモリロナイト(montmorillorite)、スメクタイト(smectite)、セピオライト、ヘクトライト、親水性/疎水性シリカのような無機物質とに分けられる。ホモ糖類はフランゴム(furan gum)が挙げられ、ヘテロ糖類はグアーガム(guar gum)、キサンタンガム(xanthan gum)、ウェランガム(wellan gum)などが挙げられる。 Suitable thickeners include polysaccharides such as homosaccharides and heterosaccharides and inorganic substances such as montmorillorite, smectite, sepiolite, hectorite, hydrophilic / hydrophobic silica. Divided. Homosaccharides include furan gum, and heterosaccharides include guar gum, xanthan gum, welan gum, and the like.
好適な結合剤としては、でんぷん、デキストリン、アルファでんぷん、アルギン酸ナトリウム、アラビアガム、ゼラチン、リグニンスルホネート(lignin sulfonate)、ブドウ糖、ソルビトール、ポリエチレングリコール(polyethylene glycol)、ヒドロキシプロピルセルロース(HPC)、ヒドロキシプロピルメチルセルロース(hydroxypropyl methyl cellulose)、ポリビニールピロリドン(polyvinyl pyrrolidone)などが挙げられる。 Suitable binders include starch, dextrin, alpha starch, sodium alginate, gum arabic, gelatin, lignin sulfonate, glucose, sorbitol, polyethylene glycol, hydroxypropylcellulose (HPC), hydroxypropylmethylcellulose (Hydroxypropyl methyl cellulose), polyvinyl pyrrolidone, and the like.
アジュバントは、薬効増進のために製剤段階で添加するか、散布液製造段階で希釈して使用される物質であって、通例的にはアニオン性界面活性剤、カチオン性界面活性剤及び非イオン性界面活性剤などが主である。アジュバントとして使用できる物質としては、ジアルキルスルホサクシネートの塩、アセチレン系列の非イオン性界面活性剤、ポリオキシアルキレンアルキルエーテル、ポリオキシアルキレンアルキルフェノールエーテル、ポリオキシエチレンアルキルアミン、エトキシ化ソルビタンエステル、ポリオキシエチレン脂肪酸エステル、ポリオキシエチレン−ポリオキシプロピレン−ポリオキシエチレントリブロック共重合体、アルコキシ化トリシロキサンなどである。 Adjuvants are substances that are added at the formulation stage to increase drug efficacy, or diluted at the spray liquid production stage, and are typically anionic surfactants, cationic surfactants and nonionic surfactants. Mainly surfactants. Substances that can be used as adjuvants include dialkyl sulfosuccinate salts, acetylenic nonionic surfactants, polyoxyalkylene alkyl ethers, polyoxyalkylene alkyl phenol ethers, polyoxyethylene alkyl amines, ethoxylated sorbitan esters, polyoxy Examples thereof include ethylene fatty acid esters, polyoxyethylene-polyoxypropylene-polyoxyethylene triblock copolymers, and alkoxylated trisiloxanes.
下記実施例は本発明による組成物の使用効果に対して例示するものであり、本発明の範囲を何ら限定するものでない。 The following examples illustrate the use effect of the composition according to the present invention and do not limit the scope of the present invention.
本発明に係る製剤の実例は下記通りである。
水和剤は除草活性物質(A1またはA2)/除草活性物質(B)の混合物 10重量部、ドデシル硫酸ナトリウム 2重量部(商品名:NK−SDS、コシール社製)、リグニンスルホン酸ナトリウム 8重量部(商品名:NK−SLS(コシール製品))、カオリン80重量部、コシール社製)を混合し、この混合物をハンマーミル(モデル名:KDW−1、パウダル社製)を利用して、平均粒径が5〜10μになるように粉砕して製品を得る。
液状水和剤は除草活性物質(A1またはA2)/除草活性物質(B)の混合物 10重量部、ドデシル硫酸ナトリウム 1重量部(商品名:NK−SDS、コシール社製)、ナトリウムナフタレン−ホルムアルデヒド縮合物 3重量部(商品名:Morwet−D425、ホイットコ社製)、プロピレングリコール 5重量部、ゲル等級のベントナイト(商品名:NK−KNP、コシール社製)0.5重量部、蒸留水 80.5重量部を混合し、この混合物をダイノーミル(モデル名:Typ KDL A)を利用して、平均粒径が2〜3μになるように粉砕して製品を得る。
乳剤は除草活性物質(A1またはA2)/除草活性物質(B)の混合物 10重量部、ドデシルベンゼンスルホン酸カルシウム(商品名:CR−DBC64、ユスンファヨンテック社製)5重量部、エトキシ化(平均EO付加モル数:10)オレイルアルコール(商品名:Koremul OE10(韓農化成社製)2.5重量部、エトキシ化(平均EO付加モル数:40)ヒマシ油(商品名:Koremul CO40(韓農化成社製品)2.5重量部、アルキルベンゼン系ナフタ溶剤(商品名:Kocosol 150(SK社製)を適切な攪拌器を利用して均質するように混合した後、製品を得る。
Examples of the preparation according to the present invention are as follows.
The wettable powder was 10 parts by weight of a herbicidal active substance (A1 or A2) / herbicidal active substance (B), 2 parts by weight of sodium dodecyl sulfate (trade name: NK-SDS, manufactured by Kosir), 8% by weight of sodium lignin sulfonate. Parts (trade name: NK-SLS (Coseal product)), 80 parts by weight of kaolin, manufactured by Coseal Co., Ltd.), and this mixture was averaged using a hammer mill (model name: KDW-1, manufactured by Powdal Co.). A product is obtained by pulverizing to a particle size of 5 to 10 μm.
Liquid wettable powder is a mixture of herbicidal active substance (A1 or A2) / herbicidal active substance (B), 10 parts by weight, sodium dodecyl sulfate 1 part by weight (trade name: NK-SDS, manufactured by Coseal), sodium naphthalene-formaldehyde condensation 3 parts by weight (trade name: Morwet-D425, manufactured by Whitco), 5 parts by weight of propylene glycol, 0.5 parts by weight of gel grade bentonite (trade name: NK-KNP, manufactured by Kosir), 80.5 distilled water Part by weight is mixed, and the mixture is pulverized using a dyno mill (model name: Typ KDL A) so that the average particle diameter is 2 to 3 μm to obtain a product.
The emulsion is 10 parts by weight of a herbicidal active substance (A1 or A2) / herbicidal active substance (B) mixture, 5 parts by weight of calcium dodecylbenzenesulfonate (trade name: CR-DBC64, manufactured by Yusun Fayontec), ethoxylated (average) EO addition mole number: 10) oleyl alcohol (trade name: Koremul OE10 (manufactured by Hanno Kasei Co., Ltd.) 2.5 parts by weight, ethoxylation (average EO addition mole number: 40) castor oil (trade name: Koremul CO40 (Kanno) Chemical product) 2.5 parts by weight, alkylbenzene-based naphtha solvent (trade name: Kocosol 150 (manufactured by SK)) was mixed using a suitable stirrer to obtain a product.
試験例
有効成分(A1)または(A2)と有効成分(B1)〜(B9)に属する群から選択された1種以上の有効成分(B)との混合処理による相乗的除草活性及び作物に対する安全性評価方法及びその結果は下記通りである。
Test Example Synergistic herbicidal activity and safety against crops by mixing treatment of active ingredient (A1) or (A2) and one or more active ingredients (B) selected from the group belonging to active ingredients (B1) to (B9) The sex evaluation method and the results are as follows.
1.温室ポット試験
単子葉(イネ科及びカヤツリグサ科)及び双子葉(広葉)雑草の種子または栄養繁殖体(塊茎、茎等)断片をポット内の砂壌土に播種または移植し、温室の良好な生長条件(温度、大気湿度、灌漑)下で生長させた。稲栽培条件での試験の場合は、湛水深が3cmになるように保持した。播種または移植後、一定の期間経過後、試験植物の生育が一定の段階に達した時、本発明に係る組成物を処理した。湛水土壌処理の場合は、定量した組成物を直接湛水土壌に処理しており、茎葉処理の場合、湛水された水を除去し、定量した量を水と希釈した後、希釈液の散布量が200〜1000L/haになるように実験室用トラックスプレーヤー(CO2 pressurized belt-driven sprayer,R&D spray,USA)を利用し、対象植物体に散布した。以後、実験植物を同じ生長条件下で、約3〜4週間温室に置いた後、処理した組成物の効果を処理しない無処理対照群と比較し、肉眼で採点した。処理された組成物の除草効果は防除率で示した。処理しない無処理対照群と比較して0%〜100%の等級に評価した。ここで、0%は植物体の損傷が全くないことを意味し、100%は植物の完全アポトーシスを意味する。各処理は3繰返しまたは4繰返しからなる。
1. Greenhouse pot test Monocotyledonous (Poaceae and Cyperaceae) and dicotyledonous (broadleaf) weed seeds or vegetative propagation bodies (tubers, stems, etc.) are sown or transplanted into sandy loam soil in the pot, and good growth conditions in the greenhouse Grow under (temperature, atmospheric humidity, irrigation). In the case of the test under the rice cultivation conditions, the water depth was kept at 3 cm. After sowing or transplanting, the composition according to the present invention was treated when the growth of the test plant reached a certain stage after a certain period of time. In the case of flooded soil treatment, the quantified composition is directly treated in the flooded soil, and in the case of foliage treatment, the flooded water is removed and the quantified amount is diluted with water. Using a laboratory track sprayer (CO 2 pressurized belt-driven sprayer, R & D spray, USA) so that the amount of application was 200 to 1000 L / ha, it was applied to the target plant body. Thereafter, the experimental plants were placed in a greenhouse under the same growth conditions for about 3-4 weeks, and then scored with the naked eye in comparison with the untreated control group where the effect of the treated composition was not treated. The herbicidal effect of the treated composition was shown by the control rate. The rating was 0% to 100% compared to the untreated control group. Here, 0% means that there is no damage to the plant body, and 100% means complete apoptosis of the plant. Each treatment consists of 3 or 4 iterations.
2.現地圃場試験
対象作物が正常に生育する栽培環境である圃場条件で、作物を播種または田植えし、同じ時期に単子葉及び双子葉種子または栄養繁殖体(塊茎、茎等)断片を一定の区画に播種または移植して生育させるか、均一に自然発生した雑草を一定の生育段階まで生育させた。これら雑草の生育が一定の段階に達した時、本発明に係る組成物を処理した。土壌処理の場合、定量した組成物を直接湛水土壌に処理しており、茎葉処理の場合、稲栽培条件では湛水された水を除去した後、そして畑条件の場合、直ちに定量した量を水と希釈し、希釈液の散布量が200〜1000L/haになるように二酸化炭素の圧力で散布する背負い式噴霧機(CO2 pressurized Knapsack sprayer)を利用して対象植物体に散布した。本発明に係る組成物を処理後、一定の時間の間隔で除草効果及び作物に対する薬害程度を処理後、約5〜7週後、処理した組成物の効果を処理しない無処理対照群と比較して温室ポット試験と同じ等級で肉眼採点した。各処理は3繰返しまたは4繰返しからなる。
2. On-site field test Crop is seeded or planted under the field conditions where the target crop grows normally, and monocotyledonous and dicotyledonous seeds or vegetative propagation bodies (tubers, stems, etc.) fragments are placed in certain sections at the same time. The seedlings were grown by sowing or transplanting, or uniformly weeds were grown to a certain growth stage. When the growth of these weeds reached a certain stage, the composition according to the present invention was treated. In the case of soil treatment, the quantified composition is directly applied to the flooded soil. In the case of foliage treatment, after removing the flooded water in the rice cultivation conditions, and in the case of field conditions, the quantified amount is immediately diluted with water and sprayed to the target plant using the dilutions of the spray amount 200~1000L / ha spraying at a pressure of carbon dioxide to be knapsack sprayer (CO 2 pressurized knapsack sprayer). After treatment with the composition according to the present invention, the herbicidal effect and the degree of phytotoxicity to the crop are treated at regular time intervals, and after about 5 to 7 weeks, the effect of the treated composition is compared with the untreated control group. The naked eye was scored with the same grade as the greenhouse pot test. Each treatment consists of 3 or 4 iterations.
3.相乗作用効果の評価
本発明に係る除草剤組成物を使用する場合、雑草に対する除草効果は組成物に含まれていたそれぞれの個別除草活性有効成分を独立的に散布した時の除草活性の合計を超えた。従って、本発明に係る組成物は、個々の除草活性有効成分が含まれた組成物と比較するとき、雑草に対して同じ除草効果を得るために必要な処理量が低く要求されていることを観察できた。このような除草活性の増加、有効性増加または処理量減少は相乗作用効果の強力な証拠となる。2種類以上の除草活性有効成分を混合処理した場合現れる相乗作用効果の評価はコルビー(S.R.Colby)の文献[“Calculation Synergistic and Antagonistic Response of Herbicide Combinations” Weeds 15/1(1967)]に記述される通りに計算して実施した。
従って、下記の数式はこのような目的で使用された。
E=X+Y−(XY/100)
上記の式で、
XはXg a.i./ha処理量での除草剤Aによる防除率(%)を表し、
YはYg a.i./ha処理量での除草剤Bによる防除率(%)
E(予想値)はX+Yg a.i./ha処理量での除草剤A+Bによって予想される防除率(%)
3. Evaluation of synergistic effect When using the herbicidal composition according to the present invention, the herbicidal effect on weeds is the total herbicidal activity when each individual herbicidal active ingredient contained in the composition is sprayed independently. Beyond. Therefore, the composition according to the present invention is required to have a low amount of treatment required to obtain the same herbicidal effect on weeds when compared with a composition containing individual herbicidal active ingredients. I was able to observe. Such increased herbicidal activity, increased efficacy or decreased throughput is strong evidence of a synergistic effect. Evaluation of the synergistic effect that appears when two or more kinds of herbicidal active ingredients are mixed is described in the document of “S. R. Colby” [“Calculation Synergistic and Antagonistic Response of Herbicide Combinations” Weeds 15/1 (1967)]. Calculated and performed as described.
Therefore, the following mathematical formula was used for this purpose.
E = X + Y- (XY / 100)
In the above formula,
X is Xg a. i. / Ha represents the control rate (%) by the herbicide A at the treatment amount,
Y is Yga. i. Control ratio (%) with herbicide B at / ha treatment amount
E (expected value) is X + Yga a. i. Control rate (%) expected by herbicide A + B at / ha treatment amount
混合物で観察された実際雑草防除率の値がコルビーの数式によって計算された予想値のE値より高ければ、混合物の作用は各成分を合わせたものより高い。即ち、相乗效果が存在することを意味する。 If the actual weed control value observed in the mixture is higher than the expected E value calculated by Colby's formula, the effect of the mixture is higher than the sum of the components. In other words, it means that there is a synergistic effect.
4.作物に対する安全性増大評価
作物に対する安全性は“作物薬害”、即ち、作物の被害程度で表記し、薬害が低いほど作物の安全性は高い。本発明に係る除草剤組成物を使用する場合、組成物に含まれていたそれぞれの個別除草活性有効成分を独立的に散布した時、発生する作物に対する薬害の合計より低かった。従って、本発明に係る組成物は、個々の除草活性有効成分が含まれた組成物と比較するとき、作物に対する安全性が増大して単剤使用時、発生しうる作物薬害が顕著に減少し、対象作物に使用が可能になった。このような安全性増大は上記したコルビーの数式によって計算でき、混合物で観察された実際雑草防除率の値がコルビーの数式によって計算された予想値のE値より低ければ、混合物は各成分を合わせたものより低い薬害、即ち、相乗的安全性が存在することを意味する。
上記試験に係る結果を下記表1〜26に示した。
4). Evaluation of increased safety for crops The safety for crops is expressed as “crop phytotoxicity”, that is, the degree of damage to crops. The lower the phytotoxicity, the higher the safety of crops. When using the herbicidal composition according to the present invention, when each individual herbicidal active ingredient contained in the composition was sprayed independently, it was lower than the total phytotoxicity to the crops generated. Therefore, the composition according to the present invention increases the safety for crops when compared with a composition containing individual herbicidally active ingredients, and significantly reduces the crop phytotoxicity that can occur when using a single agent. It became possible to use the target crop. Such an increase in safety can be calculated using the above-described Colby equation, and if the actual weed control rate observed in the mixture is lower than the expected E value calculated by the Colby equation, the mixture combines the components. It means that there is a lower phytotoxicity than synergistic, ie synergistic safety.
The results according to the above tests are shown in Tables 1 to 26 below.
本発明の除草剤組成物は異なる作用特性または異なる除草活性特性を有する2つ除草活性物質の混合による相乗作用によって除草活性物質それぞれを個別的に処理する時より除草活性が増大し、除草スペクトルが広く、除草剤原剤の使用量は低減され、また除草剤組成物に含まれていたフルセトスルフロンと他の除草活性物質を同時作業で処理するによって除草剤処理努力も低減され、雑草防除費用を軽減することができる。さらに、一般式(1)または(2)の化合物と光合成阻害剤であるベンタゾン、プロトポルフィリノーゲンIXオキシダーゼ抑制剤であるカルフェントラゾン−エチル及びオーキシン型除草剤よりなる群から選択された一つ以上を有効成分として含有する本発明の除草剤組成物は多年生雑草及びスルホニルウレア系除草剤抵抗性である雑草に対する相乗的除草活性、イネ科雑草である稗に対する拮抗作用解消及び稲に対する茎葉処理安全性を高める効果がある。 The herbicidal composition of the present invention has an increased herbicidal activity compared to when each herbicidal active substance is individually treated by synergistic action by mixing two herbicidal active substances having different action characteristics or different herbicidal activity characteristics, and the herbicidal spectrum is increased. Broadly, the amount of herbicide base is reduced, and the herbicide treatment effort is reduced by simultaneously treating flucetosulfuron and other herbicidal active substances contained in the herbicidal composition, thereby reducing the cost of weed control. Can be reduced. Furthermore, one selected from the group consisting of a compound of the general formula (1) or (2) and a photosynthesis inhibitor bentazone, a protoporphyrinogen IX oxidase inhibitor carfentrazone-ethyl and an auxin type herbicide. The herbicidal composition of the present invention containing two or more active ingredients is synergistic herbicidal activity against perennial weeds and sulfonylurea-resistant weeds, elimination of antagonism against gramineous weeds, and foliage treatment safety for rice There is an effect to improve the sex.
Claims (11)
を含む除草剤組成物。A compound of the following general formula (1) (active ingredient A (1)); and
A herbicidal composition.
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NZ225473A (en) * | 1987-08-10 | 1990-02-26 | Ishihara Sangyo Kaisha | Herbicidal compositions containing sulphonylurea derivatives and known herbicides |
KR930009507B1 (en) * | 1991-02-25 | 1993-10-06 | 재단법인 한국화학연구소 | Pyridine sulfonyl urea derivatives |
KR960011389B1 (en) * | 1993-04-24 | 1996-08-22 | 재단법인 한국화학연구소 | Sulfonic urea derivatives |
CN1096920A (en) * | 1993-06-29 | 1995-01-04 | 化学工业部沈阳化工研究院 | The preparation of bensulfuron-methyl and butachlor |
CN1092187C (en) * | 1994-10-24 | 2002-10-09 | Lg化学株式会社 | Herbicidal sulfonyl urea derivatives |
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KR100399366B1 (en) * | 2000-10-12 | 2003-09-26 | 주식회사 엘지생명과학 | Herbicidally active pyridine sulfonyl urea derivatives |
EP1334099B1 (en) * | 2000-10-12 | 2004-03-10 | LG Chem Investment Ltd. | Herbicidally active pyridine sulfonyl urea derivatives |
JP4598533B2 (en) * | 2002-11-21 | 2010-12-15 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | Herbicidal composition |
CN102308828A (en) * | 2004-09-17 | 2012-01-11 | 石原产业株式会社 | Herbicidal composition |
KR101256233B1 (en) * | 2004-09-17 | 2013-04-17 | 이시하라 산교 가부시끼가이샤 | Herbicidal composition |
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CN106689174B (en) | 2019-11-19 |
CN101102671A (en) | 2008-01-09 |
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CN101675739A (en) | 2010-03-24 |
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BRPI0519121B1 (en) | 2017-01-24 |
KR20060069304A (en) | 2006-06-21 |
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CN101675739B (en) | 2013-01-02 |
CN103081936A (en) | 2013-05-08 |
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CN106689174A (en) | 2017-05-24 |
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