JP5898543B2 - Herbicidal composition - Google Patents
Herbicidal composition Download PDFInfo
- Publication number
- JP5898543B2 JP5898543B2 JP2012068226A JP2012068226A JP5898543B2 JP 5898543 B2 JP5898543 B2 JP 5898543B2 JP 2012068226 A JP2012068226 A JP 2012068226A JP 2012068226 A JP2012068226 A JP 2012068226A JP 5898543 B2 JP5898543 B2 JP 5898543B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- herbicidal composition
- herbicidal
- general formula
- 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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- JZPKLLLUDLHCEL-UHFFFAOYSA-N pentoxazone Chemical compound O=C1C(=C(C)C)OC(=O)N1C1=CC(OC2CCCC2)=C(Cl)C=C1F JZPKLLLUDLHCEL-UHFFFAOYSA-N 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
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- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
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- 230000001737 promoting effect Effects 0.000 description 1
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- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical group CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 1
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- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
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- 229940005550 sodium alginate Drugs 0.000 description 1
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- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- RCIJACVHOIKRAP-UHFFFAOYSA-M sodium;1,4-dioctoxy-1,4-dioxobutane-2-sulfonate Chemical class [Na+].CCCCCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCCCCCCCC RCIJACVHOIKRAP-UHFFFAOYSA-M 0.000 description 1
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- 235000019698 starch Nutrition 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
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- 239000001959 sucrose esters of fatty acids Substances 0.000 description 1
- 235000010965 sucrose esters of fatty acids Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
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Classifications
-
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
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、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートとＮ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドを有効成分として含有する除草性組成物、及び該除草性組成物の使用方法に関する。 The present invention relates to 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate and N- {2-[(4,6-dimethoxy-1,3,5- The present invention relates to a herbicidal composition containing triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide as an active ingredient, and a method of using the herbicidal composition.
現在、水田除草剤として数多くの除草剤が実用化され、単剤及び混合剤として広く一般に使用されているが、水田雑草は多種類に及び、また各雑草の発芽及び生育時期は一様ではなく、その発生は長期に及んでいる。そのため、一回の除草剤散布ですべての雑草を防除することは非常に困難である。したがって、除草剤としては、一年生雑草及び多年生雑草を含めた多くの種類の雑草を枯殺できる、すなわち殺草スペクトルが広く、生育の進んだ雑草にも有効で、抑草効果が一定期間維持でき、かつ水稲に安全性の高い薬剤の出現が強く要望されている。 Currently, many herbicides have been put to practical use as paddy field herbicides and are widely used as single agents and mixed agents. However, there are many types of paddy field weeds, and the germination and growth periods of each weed are not uniform. The occurrence is long-term. Therefore, it is very difficult to control all weeds with a single herbicide spray. Therefore, as a herbicide, many kinds of weeds including annual and perennial weeds can be killed, that is, it has a broad herbicidal spectrum and is effective for weeds that have grown, and the herbicidal effect can be maintained for a certain period. In addition, there is a strong demand for the emergence of highly safe drugs in paddy rice.
６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートは、除草活性を有することが報告されている。しかしながら、一年生、多年生雑草に対しては高い効果を有するが、一部の雑草（例えば、主要な水田雑草であるクログワイ）に対してはより高い効果が求められている（特許文献１）。また、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートと白化作用を有する除草剤（例えば、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオン）との併用例（特許文献１，２，９）、及び特定のスルホニルウレア系除草剤（例えば、ベンスルフロンメチル）との併用例等が報告されている（特許文献３〜８、１０〜１３）。そして、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートと白化作用を有する除草剤（例えば、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオン）及びブタクロール、プレチラクロールなどを含む除草剤の併用例が、相乗作用を有することも報告されている（特許文献１４及び１５）。しかしながら、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートとＮ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドとの併用例、更に、それら両化合物とピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオンを含む併用例は報告されていない。 6-Chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate has been reported to have herbicidal activity. However, although it has a high effect on annual and perennial weeds, a higher effect is required for some weeds (for example, Krogwei, which is a major paddy weed) (Patent Document 1). Further, 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate and a herbicide having a whitening action (for example, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, Examples of combined use with mesotrione or tefryltrione) (Patent Documents 1, 2, 9) and examples of combined use with specific sulfonylurea herbicides (for example, bensulfuron methyl) have been reported (Patent Documents 3 to 8). 10-13). And 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholine carboxylate and a herbicide having a whitening action (for example, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, It has also been reported that combination examples of herbicides including mesotrione or tefryltrione) and butachlor, pretilachlor, etc. have a synergistic effect (Patent Documents 14 and 15). However, 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate and N- {2-[(4,6-dimethoxy-1,3,5-triazine- 2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide, and further, both of these compounds and pyrazolate, pyrazoxifene, benzophenap, benzobicyclon, mesotrione or No combination example containing tefryltrione has been reported.
一方、Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドは、公知化合物であり、水田雑草に対して、除草活性を有することが報告されている（特許文献１６）。しかしながら、Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドは一年生広葉雑草、コナギ等に対する効果は必ずしも十分ではない。
Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドもまた、必要に応じて、他の除草剤と同時に施用することができると記載され、他の除草剤としては、アセトアミド系除草剤、トリアジン系除草剤、又はスルホニルウレア系除草剤等が例示されている。また、Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドとスルホニルウレア系除草剤（ベンスルフロンメチル等）との具体的な併用例等も報告されている（特許文献１７）。しかしながら、Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドと６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートとの併用例は報告されていない。
On the other hand, N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide is It is a known compound and has been reported to have herbicidal activity against paddy weeds (Patent Document 16). However, N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide is an annual The effect on broad-leaved weeds, oaks, etc. is not always sufficient.
N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide is also required. Depending on the above, it can be applied simultaneously with other herbicides, and examples of other herbicides include acetamide herbicides, triazine herbicides, sulfonylurea herbicides and the like. N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide and sulfonylurea Specific examples of combined use with a herbicide (such as bensulfuron methyl) have also been reported (Patent Document 17). However, N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide and 6 No combination example with -chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate has been reported.
本発明者らは、従来の除草剤の上記問題点を改良する目的で、一回の散布で各種雑草を完全に防除し、しかも水稲に対して高度の安全性を有し、人畜毒性の極めて低い安全な除草剤の探索を続けた結果、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートとＮ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミドを組み合わせて用いることにより、殺草スペクトルが拡大するとともに、より少量の有効成分で重要雑草を防除できるという、予想を越えた優れた効果（相乗作用）が得られ、なおかつ、水稲に対しても薬害を生じないことを見出し、本発明を完成した。 In order to improve the above-mentioned problems of conventional herbicides, the present inventors completely control various weeds with a single spray, and have a high level of safety against paddy rice. As a result of the continued search for low safe herbicides, 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate and N- {2-[(4,6- The combined use of dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfonamide broadens the herbicidal spectrum, It has been found that an excellent effect (synergistic action) that can control important weeds can be controlled with a smaller amount of an active ingredient, and that there is no phytotoxicity to paddy rice. Completed.
すなわち、本発明は、下記一般式（Ｉ） That is, the present invention provides the following general formula (I)
で表される化合物６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレート（以下、化合物（Ｉ）という）、及び下記一般式（II） Compound 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate (hereinafter referred to as compound (I)), and the following general formula (II)
で表される化合物Ｎ−｛２−［（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）カルボニル］−６−フルオロフェニル｝−１，１−ジフルオロ−Ｎ−メチルメタンスルホンアミド（以下、化合物（II）という）を有効成分として含有する除草性組成物である。 N- {2-[(4,6-dimethoxy-1,3,5-triazin-2-yl) carbonyl] -6-fluorophenyl} -1,1-difluoro-N-methylmethanesulfone A herbicidal composition containing amide (hereinafter referred to as compound (II)) as an active ingredient.
本発明はまた、雑草を除草するための方法であって、化合物（Ｉ）及び化合物（II）を同時に又は別々に使用する方法である。 The present invention is also a method for weeding weeds, wherein the compound (I) and the compound (II) are used simultaneously or separately.
本発明の除草性組成物は、広い殺草スペクトルを有し、水田等において問題となる種々の雑草、例えば、タイヌビエ等のイネ科雑草；アゼナ、アゼトウガラシ、キカシグサ、ミゾハコベ、アブノメ、ヒメミソハギ、コナギ等の広葉雑草；タマガヤツリ、イヌホタルイ、マツバイ、ミズガヤツリ、クログワイ等のカヤツリグサ科雑草；及び／又はウリカワ、オモダカ、ヘラオモダカ等のオモダカ科雑草に対して、優れた除草活性を示し、特に、主要な水田雑草であるイヌホタルイ、クログワイに対して、優れた除草活性（相乗作用）を一定期間持続して示し、かつイネ等の作物に対しては問題となる薬害を示さない。
従って、本発明の除草性組成物は、少ない有効成分量及び使用回数で、雑草の発芽及び成長を抑制し、雑草を枯殺することができ、特に、使用回数が少なくて済み、また防除効果が一定期間持続できるので、雑草防除作業に要する労力の低減を図ることができる。
The herbicidal composition of the present invention has a broad herbicidal spectrum, and various weeds that are problematic in paddy fields and the like, for example, grass weeds such as Tainubie; Broad-leaved weeds; Cypridaceae weeds such as Tamagayatsuri, Inuhotarui, Matsubai, Mitsugayatsuri, Krogwai, etc .; It exhibits excellent herbicidal activity (synergistic action) for a certain period of fireflies and crocodiles for a certain period of time, and does not show any phytotoxicity to rice and other crops.
Therefore, the herbicidal composition of the present invention can suppress weed germination and growth with a small amount of active ingredient and the number of uses, and can kill the weeds. Can be maintained for a certain period of time, so that the labor required for weed control can be reduced.
本願の特許請求の範囲及び明細書中において用いられる各用語は、特にことわらない限り、化学の分野において一般的に用いられる定義並びにＷＯ０３／０１６２８６号公報及び特表２００９−５０７８６６号公報に記載された定義によるものとする。 Unless otherwise stated, each term used in the claims and the specification of the present application is defined in definitions commonly used in the field of chemistry, and in WO03 / 016286 and JP2009-507866A. According to the definition.
本発明の除草性組成物の有効成分である化合物（Ｉ）及び化合物（II）は、当業者により、公知技術を用いて製造することができるが、特にＷＯ０３／０１６２８６号公報及び特表２００９−５０７８６６号公報の記載及びその記載に準じて製造することができる。 Compound (I) and compound (II), which are the active ingredients of the herbicidal composition of the present invention, can be produced by those skilled in the art using known techniques. In particular, WO 03/016286 and JP 2009- It can be produced according to the description in JP-A-507866 and the description thereof.
また、本発明の除草性組成物の有効成分である化合物（Ｉ）又は化合物（II）は、化合物（Ｉ）又は化合物（II）の溶媒和物、或いはそれらの塩の溶媒和物も包含する。 Further, the compound (I) or compound (II) which is an active ingredient of the herbicidal composition of the present invention includes a solvate of the compound (I) or the compound (II) or a solvate of a salt thereof. .
本発明の除草性組成物においては、例えば、化合物（Ｉ）１質量部に対して、化合物（II）を、０．００１〜１０質量部の割合で配合することができる。配合比は、好適には、０．００５〜５質量部であり、より好適には、０．００５〜１質量部である。このような配合比で化合物（Ｉ）及び化合物（II）を使用することで、相乗的な除草効果が得られる。 In the herbicidal composition of this invention, compound (II) can be mix | blended in the ratio of 0.001-10 mass parts with respect to 1 mass part of compound (I), for example. The blending ratio is preferably 0.005 to 5 parts by mass, and more preferably 0.005 to 1 part by mass. By using Compound (I) and Compound (II) at such a blending ratio, a synergistic herbicidal effect can be obtained.
本発明の除草性組成物は、化合物（Ｉ）及び化合物（II）の原体のみを含有してもよいし、必要に応じて担体及び他の補助剤と配合して、除草剤として通常用いられる製剤形態、たとえば、粉剤、粗粉剤、微粒剤、粒剤、水和剤、顆粒水和剤、乳剤、水性懸濁剤、油懸濁剤、水田投げ込み剤として、調製して使用することもできる。
ここでいう担体は、有効成分化合物の植物への到達性を助け又は有効成分の貯蔵、輸送若しくは取り扱いを容易にするために除草剤中に混合される、合成又は天然の無機又は有機物質であり得る。
The herbicidal composition of the present invention may contain only the active ingredients of Compound (I) and Compound (II), and is usually used as a herbicide by blending with a carrier and other auxiliary agents as necessary. It can also be prepared and used as a pharmaceutical formulation, for example, powder, coarse powder, fine granule, granule, wettable powder, wettable granule, emulsion, aqueous suspension, oil suspension, paddy thrower it can.
As used herein, a carrier is a synthetic or natural inorganic or organic substance that is mixed in a herbicide to help reach the plant of an active ingredient compound or to facilitate the storage, transport or handling of the active ingredient. obtain.
適切な固体担体は、例えば、カオリナイト群、モンモリロナイト群、アタパルジャイト群などで代表されるクレー類；タルク、雲母、葉ロウ石、軽石、バーミキュライト、石膏、ドロマイト、けいそう土、マグネシウム石灰、燐石灰、ゼオライト、含水非晶質二酸化ケイ素、無水ケイ酸、合成ケイ酸カルシウム、カオリン、ベントナイト、炭酸カルシウムなどの無機物質；大豆粉、タバコ粉、クルミ粉、小麦粉、木粉、澱粉、結晶セルロースなどの植物性有機物質；クマロン樹脂、石油樹脂、アルキド樹脂、ポリ塩化ビニル、ポリアルキレングリコール、ケトン樹脂、エステルガム、コーパルガム、ダンマルガムなどの合成若しくは天然の高分子化合物；カルナバロウ、パラフィンロウ、蜜ロウなどのワックス類；又は、尿素であり得る。 Suitable solid carriers are, for example, clays represented by the kaolinite group, montmorillonite group, attapulgite group, etc .; , Zeolite, hydrous amorphous silicon dioxide, anhydrous silicic acid, synthetic calcium silicate, kaolin, bentonite, calcium carbonate and other inorganic substances; soy flour, tobacco flour, walnut flour, wheat flour, wood flour, starch, crystalline cellulose, etc. Plant organic substances; synthetic or natural polymer compounds such as coumarone resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum, dammar gum; carnauba wax, paraffin wax, beeswax, etc. Waxes; or urea.
適切な液体担体は、例えば、ケロシン、鉱油、スピンドル油、ホワイトオイルなどのパラフィン系若しくはナフテン系炭化水素；ベンゼン、トルエン、キシレン、エチルベンゼン、クメン、メチルナフタレンなどの芳香族炭化水素；四塩化炭素、クロロホルム、トリクロルエチレン、モノクロルベンゼン、クロルトルエンなどの塩素化炭化水素；ジオキサン、テトラヒドロフランなどのエーテル類；アセトン、メチルエチルケトン、ジイソブチルケトン、シクロヘキサノン、アセトフェノン、イソホロンなどのケトン類；酢酸エチル、酢酸アミル、エチレングリコールアセテート、ジエチレングリコールアセテート、マレイン酸ジブチル、コハク酸ジエチルなどのエステル類；メタノール、ヘキサノール、エチレングリコール、ジエチレングリコール、シクロヘキサノール、ベンジルアルコールなどのアルコール類；エチレングリコールエチルエーテル、エチレングリコールフェニルエーテル、ジエチレングリコールエチルエーテル、ジエチレングリコールブチルエーテルなどのエーテルアルコール類；ジメチルホルムアミド、ジメチルスルホキシドなどの極性溶媒；又は水であり得る。 Suitable liquid carriers are, for example, paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil, white oil; aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, cumene, methylnaphthalene; carbon tetrachloride, Chlorinated hydrocarbons such as chloroform, trichloroethylene, monochlorobenzene, chlorotoluene; ethers such as dioxane and tetrahydrofuran; ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, and isophorone; ethyl acetate, amyl acetate, ethylene glycol Esters such as acetate, diethylene glycol acetate, dibutyl maleate, diethyl succinate; methanol, hexanol, ethylene glycol, diethylene glycol Call, cyclohexanol, alcohols such as benzyl alcohol, ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether, ether alcohols such as diethylene glycol butyl ether; may be or water; dimethylformamide, polar solvents such as dimethyl sulfoxide.
本発明の除草性組成物は、補助剤としては、乳化、分散、湿潤、拡展、結合、崩壊性調節、有効成分安定化、流動性改良、防錆、植物への吸収促進などの目的で界面活性剤を含有することもできる。界面活性剤は、イオン性でも非イオン性でもよい。 The herbicidal composition of the present invention is used as an auxiliary agent for the purposes of emulsification, dispersion, wetting, spreading, binding, disintegration control, stabilizing active ingredients, improving fluidity, rust prevention, promoting absorption into plants, and the like. A surfactant can also be contained. The surfactant may be ionic or nonionic.
適切な非イオン性界面活性剤は、例えば、脂肪酸のショ糖エステル、ラウリルアルコール、ステアリルアルコール、オレイルアルコールなどの高級脂肪族アルコールの酸化エチレン重合付加物、イソオクチルフェノール、ノニルフェノールなどのアルキルフェノールの酸化エチレン重合付加物、ブチルナフトール、オクチルナフトールなどのアルキルナフトールの酸化エチレン重合付加物、パルミチン酸、ステアリン酸、オレイン酸などの高級脂肪酸の酸化エチレン重合付加物、ステアリルリン酸ジラウリルリン酸などのモノ若しくはジアルキルリン酸の酸化エチレン重合付加物、ドデシルアミン、ステアリン酸アミドなどの高級脂肪族アミンの酸化エチレン重合付加物、ソルビタンなどの多価アルコールの高級脂肪酸エステル及びその酸化エチレン重合付加物並びに酸化エチレンと酸化プロピレンの共重合体であり得る。 Suitable nonionic surfactants include, for example, sucrose esters of fatty acids, ethylene oxide polymerization adducts of higher aliphatic alcohols such as lauryl alcohol, stearyl alcohol, oleyl alcohol, and ethylene oxide polymerization of alkylphenols such as isooctylphenol and nonylphenol. Addition products, ethylene oxide polymerization adducts of alkyl naphthols such as butyl naphthol and octyl naphthol, ethylene oxide polymerization adducts of higher fatty acids such as palmitic acid, stearic acid and oleic acid, mono- or dialkyl phosphoric acids such as stearyl phosphate dilauryl phosphate Ethylene oxide polymerization adducts of higher aliphatic amines such as dodecylamine and stearamide, higher fatty acid esters of polyhydric alcohols such as sorbitan and their oxidation Styrene polymer adduct and may be a copolymer of ethylene oxide and propylene oxide.
適切な陰イオン性界面活性剤は、例えば、ラウリル硫酸ナトリウム、オレイルアルコール硫酸エステルアミン塩などのアルキル硫酸エステル塩、スルホコハク酸ジオクチルエステルナトリウム、オレイン酸ナトリウム、ステアリン酸ナトリウムなどの脂肪酸塩類、イソプロピルナフタレンスルホン酸ナトリウム、メチレンビスナフタレンスルホン酸ナトリウム、リグニンスルホン酸ナトリウム、ドデシルベンゼンスルホン酸ナトリウムなどのアルキルアリールスルホン酸塩であり得る。 Suitable anionic surfactants are, for example, alkyl sulfate salts such as sodium lauryl sulfate, oleyl alcohol sulfate ester amine salts, dioctyl sulfosuccinate sodium salts, fatty acid salts such as sodium oleate, sodium stearate, isopropyl naphthalene sulfone. It may be an alkyl aryl sulfonate such as sodium acid, sodium methylenebisnaphthalene sulfonate, sodium lignin sulfonate, sodium dodecylbenzene sulfonate.
適切な陽イオン性界面活性剤は、例えば、高級脂肪族アミン、第４級アンモニウム塩類、アルキルピリジニウム塩類であり得る。 Suitable cationic surfactants can be, for example, higher aliphatic amines, quaternary ammonium salts, alkylpyridinium salts.
さらに、本発明の除草性組成物は、補助剤として、製剤の性状を改善し、生物効果を高める目的で、他の成分、例えば、ゼラチン、アラビアゴム、カゼイン、アルブミン、ニカワ、アルギン酸ソーダ、ポリビニルアルコール、カルボキシメチルセルロース、メチルセルロース、ヒドロキシメチルセルロースなどの高分子化合物、ポリリン酸ナトリウム、ベントナイトなどのチキソトロピー剤及びその他の補助剤を含有することもできる。 Furthermore, the herbicidal composition of the present invention is used as an auxiliary agent for the purpose of improving the properties of the preparation and enhancing the biological effect, such as gelatin, gum arabic, casein, albumin, glue, sodium alginate, polyvinyl. Alcohols, polymer compounds such as carboxymethylcellulose, methylcellulose, and hydroxymethylcellulose, thixotropic agents such as sodium polyphosphate and bentonite, and other adjuvants can also be contained.
本発明の除草性組成物の製剤形態である粉剤や粗粉剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常０．１〜２５質量部含有し、残部は固体担体である。 The powder and coarse powder, which are preparation forms of the herbicidal composition of the present invention, are usually 0 with compound (I) and compound (II) having the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition. 0.1 to 25 parts by mass, with the balance being a solid support.
水和剤や顆粒水和剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常１〜９０質量部含有し、残部は固体担体及び分散湿潤剤である。必要に応じて保護コロイド剤、チキソトロピー剤及び消泡剤を加えることができる。 The wettable powder and granular wettable powder usually contain 1 to 90 parts by weight of the compound (I) and compound (II) in the above-mentioned mixing ratio as active ingredients with respect to 100 parts by weight of the whole herbicidal composition, and the balance Is a solid carrier and a dispersing wetting agent. Protective colloidal agents, thixotropic agents and antifoaming agents can be added as necessary.
粒剤や微粒剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常０．１〜３５質量部含有し、残部は大部分が固体担体である。有効成分化合物は固体担体と均一に混合されているか、又は、固体担体の表面に均一に固着若しくは吸着されていることができる。粒径は、通常０．２〜１．５ｍｍである。 Granules and fine granules contain 0.1 to 35 parts by mass of the compound (I) and compound (II) in the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition, and the remainder is Mostly a solid support. The active ingredient compound can be homogeneously mixed with the solid support or can be uniformly fixed or adsorbed on the surface of the solid support. The particle size is usually 0.2 to 1.5 mm.
乳剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常０．２〜７０質量部含有し、更に５〜３０質量部の乳化剤を含み、残部は液体担体である。必要に応じて防錆剤などのその他の補助剤が加えることができる。 Emulsions usually contain 0.2 to 70 parts by mass of the compound (I) and compound (II) in the above mixing ratio as active ingredients with respect to 100 parts by mass of the whole herbicidal composition, and further 5 to 30 parts by mass. The remainder is a liquid carrier. If necessary, other auxiliary agents such as a rust preventive agent can be added.
水性懸濁剤や油懸濁剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常０．２〜７０質量部を、水又は高沸点の有機溶剤中に、適切な界面活性剤を用いて懸濁又は乳化分散させたものである。経時安定性を保つために、必要に応じて増粘剤などを加えることができる。 The aqueous suspension or oil suspension is usually 0.2 to 70 parts by mass of the compound (I) and the compound (II) in the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the herbicidal composition as a whole. , Suspended or emulsified and dispersed in water or an organic solvent having a high boiling point using an appropriate surfactant. In order to maintain stability over time, a thickener or the like can be added as necessary.
水田投げ込み剤は、化合物（Ｉ）及び化合物（II）を有効成分として、適切な剤型、例えば、粉剤、粒剤、錠剤、乳剤、塊錠剤などに製剤化し、必要があれば、これらを水溶性のフィルム又は容器に分包としたものである。水田投げ込み剤は、除草性組成物全体１００質量部に対して、上記配合比の化合物（Ｉ）及び化合物（II）を有効成分として、通常０．２〜７０質量部含有する。使用に際しては、これらをそのまま水田中に数個〜数百個ばらまき使用する。 The paddy throwing agent is formulated into an appropriate dosage form such as a powder, granule, tablet, emulsion, bulk tablet, etc., using Compound (I) and Compound (II) as active ingredients, and if necessary, these are dissolved in water. Packaged in a functional film or container. The paddy throwing agent usually contains 0.2 to 70 parts by mass of the compound (I) and the compound (II) having the above-mentioned mixing ratio as active ingredients with respect to 100 parts by mass of the herbicidal composition as a whole. In use, several to several hundreds of these are scattered and used in the paddy field.
本発明の除草性組成物は、殺草スペクトラムを広げるため、除草効果持続期間を延長するため、もしくは高葉齢の雑草に対する効果を付与するために他の除草剤も配合することができる。配合する除草剤は、例えば、ブタクロール、プレチラクロール、テニルクロール、ピリブチカルブ、メフェナセット、フェントラザミド、オキサジクロメホン、インダノファン、カフェンストロール、イプフェンカルバゾン、モリネート、ベンチオカーブ、エスプロカルブ、ジメピペレート、アニロホス、ピペロホス、ブタミホス、エトベンザニド、プロパニル、シハロホップブチル、メタミホップ、フェノキサプロップエチル、ピリミノバックメチル、ピリフタリド、ペントキサゾン、ビフェノックス、ピラクロニル、オキサジアゾン、オキサジアルギル、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン、テフリルトリオン、ピラスルホトール、ベンフレセート、ブロモブチド、ダイムロン、クミルロン、クロメプロップ、ＭＣＰＢ、ＭＣＰ、ベンタゾン、シメトリン、ジメタメトリン、ＡＣＮ、ベンスルフロンメチル、アジムスルフロン、ピラゾスルフロンエチル、イマゾスルフロン、ハロスルフロン、エトキシスルフロン、オルソスルファムロン、シクロスルファムロン、ビスピリバックＮａ、ペノキススラム、ピリミスルファン、プロピリスルフロン、フェノキサスルホン、フルセトスルフロン、カルフェントラゾンエチル、又はメタゾスルフロンであり得る。配合する除草剤は、６−クロロ−３−（２−シクロプロピル−６−メチルフェノキシ）−４−ピリダジニル ４−モルホリンカルボキシレートと相乗効果を示す点で、好適には、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオンであり、更に好適には、ピラゾレートである。本発明の除草性組成物が、化合物（Ｉ）及び化合物（II）、更に、配合する除草剤、例えば、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオンを有効成分として含有する場合、化合物（Ｉ）１質量部に対して、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、ベンゾビシクロン、メソトリオン又はテフリルトリオンを、０．１〜５０質量部の割合で配合することができる。 The herbicidal composition of the present invention may also contain other herbicides in order to broaden the herbicidal spectrum, extend the duration of herbicidal effect, or impart an effect on weeds of high leaf age. Herbicides to be blended are, for example, butachlor, pretilachlor, tenylchlor, piributicalbu, mefenacet, fentrazamide, oxadiclomephone, indanophan, fenfentrol, ipfencarbazone, molinate, beniocarb, esprocarb, dimethylpiperate, anilophos, piperophos, butamifos, etopenzail, etopenzail Halohopbutyl, metamihop, phenoxapropethyl, pyriminobacmethyl, pyriftalide, pentoxazone, biphenox, pyraclonyl, oxadiazone, oxadiargyl, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, mesotrione, tefriltrione, pyrasulfol, Benfresate, Bromobutide, Daimlon, Kumi Ron, Chlomeprop, MCPB, MCP, Bentazone, Cimethrin, Dimetamethrin, ACN, Bensulfuron methyl, Azimusulfuron, Pyrazosulfuron ethyl, Imazosulfuron, Halosulfuron, Ethoxysulfuron, Orthosulfamron, Cyclosulfamlone, Bispyribac Na, It can be penoxsulam, pyrimisulphan, propyrisulfuron, phenoxasulfone, flucetosulfuron, carfentrazone ethyl, or methazosulfuron. The herbicide to be blended is preferably pyrazolate, pyrazoxifene, benzophene in that it exhibits a synergistic effect with 6-chloro-3- (2-cyclopropyl-6-methylphenoxy) -4-pyridazinyl 4-morpholinecarboxylate. Nap, benzobicyclone, mesotrione or tefryltrione, more preferably pyrazolate. The herbicidal composition of the present invention contains Compound (I) and Compound (II), and a herbicide to be added, for example, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, mesotrione or tefryltrione as active ingredients In this case, pyrazolate, pyrazoxifene, benzophenap, benzobicyclone, mesotrione, or tefryltrione can be blended at a ratio of 0.1 to 50 parts by mass with respect to 1 part by mass of compound (I).
本発明の除草性組成物は、水田のみならず、畑地、果樹園、桑園及び非農耕地においても使用することができる。 The herbicidal composition of the present invention can be used not only in paddy fields, but also in fields, orchards, mulberry fields, and non-agricultural lands.
本発明の除草性組成物は、雑草の発芽前又は出芽後約１ヶ月以内に土壌処理、茎葉処理又は湛水処理することができる。土壌処理には、土壌表面処理、土壌混和処理などがあり、茎葉処理には、植物体の上方からの処理のほか、作物に付着しないように雑草に限って処理する極部処理などがあり、湛水処理には、粒剤やフロアブル剤の散布や水面への潅注処理などがある。 The herbicidal composition of the present invention can be subjected to soil treatment, foliage treatment or flooding treatment within about 1 month before germination of weeds or after emergence. Soil treatment includes soil surface treatment, soil admixing treatment, etc., and foliage treatment includes treatment from the top of the plant body, extreme treatment that treats only weeds so as not to adhere to crops, The flooding treatment includes spraying of granules and flowables and irrigation treatment on the water surface.
本発明の除草性組成物を、例えば、水田において雑草の発芽前又は発芽後に土壌処理するときは、１０ａあたり、有効成分として、０．１ｇ〜１０００ｇ、好適には、１ｇ〜３００ｇを処理することにより、有効に雑草を駆除することができる。 When the herbicidal composition of the present invention is treated with soil before or after germination of weeds in a paddy field, for example, 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient per 10 a. Thus, weeds can be controlled effectively.
本発明の除草性組成物を、例えば、茎葉処理するときは、１０ａあたり、有効成分として、０．１ｇ〜１０００ｇ、好適には、１ｇ〜３００ｇを処理することにより、有効に雑草を駆除することができる。 For example, when the herbicidal composition of the present invention is treated with foliage, it effectively controls weeds by treating 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient per 10a. Can do.
本発明の除草性組成物を、例えば、湛水処理するときは、１０ａあたり、有効成分として、０．１ｇ〜１０００ｇ、好適には、１ｇ〜３００ｇを処理することにより、有効に雑草を駆除することができる。 For example, when the herbicidal composition of the present invention is subjected to flooding treatment, 0.1 g to 1000 g, preferably 1 g to 300 g as an active ingredient per 10 a are effectively controlled to control weeds. be able to.
本発明の除草性組成物は、例えば、植物成長調節剤、殺菌剤、殺虫剤、殺ダニ剤、殺線虫剤又は肥料などと混合しても使用することもできる。 The herbicidal composition of the present invention can also be used by mixing with, for example, a plant growth regulator, fungicide, insecticide, acaricide, nematicide or fertilizer.
本発明においては、上述の化合物（Ｉ）及び化合物（II）を有効成分として含有する除草性組成物を用いるほか、化合物（Ｉ）を有効成分として含有する除草性組成物、及び化合物（II）を有効成分として含有する除草性組成物を、同時に又は別々に使用することもできる。別々に使用する場合、化合物（Ｉ）を有効成分として含有する除草性組成物、及び化合物（II）を有効成分として含有する除草性組成物のいずれかを先に使用した後に、もう一方の除草性組成物を使用してもよく、いずれを先に使用するかは任意である。すなわち、本発明は、雑草を除草するための方法であって、一般式（Ｉ）で表わされる化合物及び一般式（II）で表わされる化合物を同時に、又は別々に使用する方法にも関する。 In the present invention, a herbicidal composition containing compound (I) and compound (II) as an active ingredient is used, and a herbicidal composition containing compound (I) as an active ingredient, and compound (II) Can be used simultaneously or separately. When used separately, the herbicidal composition containing Compound (I) as an active ingredient and the herbicidal composition containing Compound (II) as an active ingredient are first used before the other herbicidal composition. The sex composition may be used, and which one is used first is arbitrary. That is, the present invention also relates to a method for weeding weeds, wherein the compound represented by the general formula (I) and the compound represented by the general formula (II) are used simultaneously or separately.
以下に、本発明の除草性組成物の製剤例及び試験例を示し具体的に説明するが、本発明はこれらに限られるものではない。なお、下記製剤例において、「％」とあるのは、質量％を示す。 Hereinafter, formulation examples and test examples of the herbicidal composition of the present invention will be described in detail, but the present invention is not limited thereto. In the following formulation examples, “%” indicates mass%.
製剤例１
水和剤
化合物（Ｉ）（１７．５質量部）、化合物（II）（０．６２５質量部）、カープレックス＃８０Ｄ（塩野義製薬株式会社製、１０質量部）、ゴーセノールＧＬ０５−Ｓ（日本合成化学株式会社製、２質量部）、ニューコール２９１ＰＧ（ジオクチルスルホサクシネートナトリウム塩、日本乳化剤株式会社製、０．５質量部）、ネオゲンパウダー（第一工業製薬株式会社製、５質量部）、ラジオライト＃２００（昭和化学工業株式会社製、１０質量部）及びＨ微粉（啓和炉材株式会社製、５４．３７５質量部）を充分に混合した。エアーミル（株式会社セイシン企業製、SK−JET O MIZER model 0101）にて、混合物を粉砕し、化合物（Ｉ）（１７．５％）及び化合物（II）（０．６２５％）の水和剤を得た。
Formulation Example 1
Wetting agent Compound (I) (17.5 parts by mass), Compound (II) (0.625 parts by mass), Carplex # 80D (manufactured by Shionogi & Co., Ltd., 10 parts by mass), Gohsenol GL05-S (Japan) Synthetic Chemical Co., Ltd., 2 parts by mass), New Coal 291PG (dioctylsulfosuccinate sodium salt, Nippon Emulsifier Co., Ltd., 0.5 parts by mass), Neogen Powder (Daiichi Kogyo Seiyaku Co., Ltd., 5 parts by mass) ), Radiolite # 200 (manufactured by Showa Chemical Industry Co., Ltd., 10 parts by mass) and H fine powder (manufactured by Keiwa Furnace Co., Ltd., 54.375 parts by mass) were sufficiently mixed. The mixture is pulverized with an air mill (SK-JET O MIZER model 0101, manufactured by Seishin Enterprise Co., Ltd.), and a wettable powder of Compound (I) (17.5%) and Compound (II) (0.625%) is added. Obtained.
試験例１
湛水条件下における雑草発生前処理の除草効果
１／１００００ａのポットに水田土壌を充填し、代掻きした後、休眠覚醒したクログワイ（ＥＬＥ）の塊茎を植えた。また、別の１／１００００ａのポットに水田土壌を充填し、代掻きした後、１．８葉齢の水稲（ＯＲＹ、品種：日本晴）を２ｃｍ深で移植した。代掻き１日後に、製剤例１に準じて調製した水和剤の所定薬量を水に希釈して、湛水土壌処理した。薬剤の処理２６日後に、下記判定基準に従って、除草効果を判定した。その結果を表１に示す。表中、処理２６日後の調査結果にＣｏｌｂｙの式（Weeds 15、P20−22、1967）による、２種の化合物を混合したときの相加的効果を表す値（期待値）を併記した。実際の実験結果が期待値を上回る場合、相乗作用がある組み合わせを意味する。
判定基準
０：生育抑制率 ０〜９％
１：生育抑制率 １０〜１８％
２：生育抑制率 １９〜２７％
３：生育抑制率 ２８〜３６％
４：生育抑制率 ３７〜４５％
５：生育抑制率 ４６〜５４％
６：生育抑制率 ５５〜６３％
７：生育抑制率 ６４〜７２％
８：生育抑制率 ７３〜８１％
９：生育抑制率 ８２〜９０％
１０：生育抑制率 ９１〜１００％
Test example 1
Herbicidal effect of pretreatment for weed generation under flooding conditions Paddy soil was filled in a 1 / 10,000a pot, and after planting, potted tubers of Crogwei (ELE) awakened to dormancy were planted. Moreover, after filling paddy field soil into another 1 / 10000a pot and plucking, 1.8 leaf-old paddy rice (ORY, variety: Nipponbare) was transplanted at a depth of 2 cm. One day after the scraping, the prescribed amount of wettable powder prepared according to Formulation Example 1 was diluted with water and treated with flooded soil. 26 days after drug treatment, the herbicidal effect was determined according to the following criteria. The results are shown in Table 1. In the table, the value (expected value) representing the additive effect when the two compounds were mixed according to the Colby formula (Weeds 15, P20-22, 1967) was also shown in the investigation results 26 days after the treatment. When the actual experimental result exceeds the expected value, it means a combination having a synergistic effect.
Criterion 0: Growth inhibition rate 0-9%
1: 10-18% growth inhibition rate
2: Growth inhibition rate 19-27%
3: Growth inhibition rate 28-36%
4: Growth inhibition rate 37-45%
5: Growth inhibition rate 46-54%
6: Growth inhibition rate 55 to 63%
7: Growth inhibition rate 64-72%
8: Growth inhibition rate 73-81%
9: Growth suppression rate 82-90%
10: Growth inhibition rate 91-100%
試験例２
湛水条件下における雑草生育期処理の除草効果
１／１００００ａのポットに水田土壌を充填し、代掻きした後、イヌホタルイ（ＳＣＩ）の種子を播種し、土壌の表層に混ぜ込んだ。また、別の１／１００００ａのポットに水田土壌を充填し、代掻きした後、クログワイ（ＥＬＥ）の塊茎を植えた。代掻き８日後（ＳＣＩ：２〜２．５葉期、ＥＬＥ：１０ｃｍ）に、製剤例１に準じて調製した水和剤の所定薬量を水に希釈して、湛水土壌処理した。薬剤の処理２６日後に、上記判定基準に従って、除草効果を判定した。その結果を表２に示す。なお、表１と同様に、Ｃｏｌｂｙの式による期待値を表中に併記した。
Test example 2
Herbicidal effect of weed growing season treatment under flooded conditions After paddy soil was filled in a 1 / 10000a pot, and seeded with fireflies (SCI), seeds of Inuta firefly (SCI) were sown and mixed into the surface layer of the soil. In addition, paddy soil was filled in another 1 / 10000a pot, and after crushing, tubers of Krogwei (ELE) were planted. After 8 days of scratching (SCI: 2 to 2.5 leaf stage, ELE: 10 cm), a predetermined amount of wettable powder prepared according to Formulation Example 1 was diluted in water and treated with flooded soil. 26 days after the drug treatment, the herbicidal effect was determined according to the above criteria. The results are shown in Table 2. As in Table 1, the expected values according to the Colby equation are also shown in the table.
試験例３
雑草発生前処理の除草効果（他の除草剤との併用例）
１／１００００ａのポットに水田土壌を充填し、代掻きした後、タイヌビエ（ＥＣＨ）、イヌホタルイ（ＳＣＩ）の種子を播種し、土壌の表層に混ぜ込んだ。また、別の１／１００００ａのポットに水田土壌を充填し、代掻きした後、休眠覚醒したオモダカ（ＳＡＴ）、ウリカワ（ＳＡＰ）、ミズガヤツリ（ＣＹＰ）、クログワイ（ＥＬＥ）の塊茎を植えた。各ポットは播種、もしくは移植後に湛水状態とし、温室内で生育させた。代掻き１日後に、製剤例１に準じて調製した水和剤の所定薬量を水に希釈して、湛水土壌処理し、薬剤の処理２６日後に、上記判定基準に従って、除草効果を判定した。その結果を表３に示す。
Test example 3
Herbicidal effect of pretreatment of weeds (combination with other herbicides)
After filling paddy field soil into a 1 / 10000a pot and plucking, seeds of Tainubie (ECH) and Inuta firefly (SCI) were sown and mixed into the surface layer of the soil. In addition, paddy soil was filled in another 1 / 10000a pot, and after planting, tubers of Omodaka (SAT), Urikawa (SAP), Mizugayatsuri (CYP), and Krogwei (ELE) were planted. Each pot was sowed after seeding or transplanting and grown in a greenhouse. One day after the scraping, the prescribed amount of wettable powder prepared according to Formulation Example 1 was diluted with water and treated with flooded soil, and the herbicidal effect was determined according to the above criteria after 26 days of drug treatment. . The results are shown in Table 3.
試験例１〜３から明らかなように、化合物（Ｉ）と化合物（II）を組み合わせて処理することにより、試験した雑草に対して、予想を超えた相乗効果が示され、それぞれの化合物を単用で処理した場合に比べて、より少ない薬量で、より高い除草効果が達成され、かつ水稲に対して高い安全性を示した。 As is clear from Test Examples 1 to 3, the combined treatment of Compound (I) and Compound (II) showed an unexpected synergistic effect on the tested weeds. Higher herbicidal effect was achieved with a smaller dosage compared with the case of treating with rice, and it showed high safety against paddy rice.
本発明の除草性組成物は、農園芸用除草剤として用いることができ、殺草スペクトルを拡大するとともに、より少量の有効成分で重要雑草を防除可能にするという、予想を越えた相乗作用があり、なおかつ、作物に対しても薬害を生じないことから、農園芸用除草剤として優れたものである。 The herbicidal composition of the present invention can be used as an agricultural and horticultural herbicide, and has an unexpected synergistic effect of expanding the herbicidal spectrum and enabling control of important weeds with a smaller amount of active ingredients. In addition, since it does not cause phytotoxicity to crops, it is an excellent herbicide for agriculture and horticulture.
Claims (6)
で表される化合物、及び
下記一般式（II）
で表される化合物
を有効成分として含有する除草性組成物。 The following general formula (I)
And a compound represented by the following general formula (II)
A herbicidal composition comprising a compound represented by the formula:
で表される化合物を有効成分として含有する除草性組成物、及び下記一般式（II）
で表される化合物を有効成分として含有する除草性組成物を同時に、又はいずれかの除草性組成物を先に使用した後に、もう一方の除草性組成物を使用する方法。 A method for herbicidal weed, following general formula (I)
Herbicidal compositions containing a compound represented by as an active ingredient, and the following general formula (II)
A method of using the other herbicidal composition simultaneously with the herbicidal composition containing the compound represented by the above formula as an active ingredient , or after using one of the herbicidal compositions first .
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