JPH01265002A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPH01265002A
JPH01265002A JP63092239A JP9223988A JPH01265002A JP H01265002 A JPH01265002 A JP H01265002A JP 63092239 A JP63092239 A JP 63092239A JP 9223988 A JP9223988 A JP 9223988A JP H01265002 A JPH01265002 A JP H01265002A
Authority
JP
Japan
Prior art keywords
herbicide
imazaquin
dihydro
oxo
parts
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.)
Granted
Application number
JP63092239A
Other languages
Japanese (ja)
Other versions
JP2531235B2 (en
Inventor
Makoto Sato
良 佐藤
Masako Kataoka
片岡 政子
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP63092239A priority Critical patent/JP2531235B2/en
Publication of JPH01265002A publication Critical patent/JPH01265002A/en
Application granted granted Critical
Publication of JP2531235B2 publication Critical patent/JP2531235B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Abstract

PURPOSE:To provide a herbicide containing 2-[7-fluoro-3,4-dihydro-3-oxo-4-(2- propynyl)-2H-1,4-benzoxa-zin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3 (2H)-dione and imazaquin. CONSTITUTION:The herbicide contains the compound of formula and 2-[4,5- dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-l-2-yl]-3-quinoli necarboxylic acid (imazaquin) at a weight ratio of 1:1-20. The compounds are mixed with a solid carrier, a liquid carrier, a surfactant and other adjuvant for herbicide and formed in the form of emulsifiable concentrate, wettable powder, suspension, granule, etc. The herbicide is especially effective in selectively killing a wide variety of weeds in soybean field. The herbicidal effect is synergistically increased compared with the case of separate use of each component and, accordingly, the herbicide is effective at a low rate of application. The ratio of the active component in the herbicide composition is 1-80wt.%.

Description

【発明の詳細な説明】 で示される2−〔7−フルオロ−3,4−ジヒドロ−3
−オキソ−4−(2−プロビニル)−2H−1,4−ベ
ンゾオキサジン−6−イル) −4,5,6,7−チト
ラヒドl:l!−1H−イソインドール−1,3(2H
)−ジオン(以下、化合物(1)と記す、)と2− (
4゜5−ジヒドロ−4−メチル−4−(1−メチルエチ
ル)−5−オキソ−1H−イミダゾール−2−イル]−
3−キノリンカルボン酸(以下、イマザキンと記す、)
とを有効成分として含有する除草組成物(以下、本発明
組成物と記す。)に関するものである。
DETAILED DESCRIPTION OF THE INVENTION 2-[7-fluoro-3,4-dihydro-3
-oxo-4-(2-provinyl)-2H-1,4-benzoxazin-6-yl) -4,5,6,7-titrahydro l:l! -1H-isoindole-1,3(2H
)-dione (hereinafter referred to as compound (1)) and 2-(
4゜5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-
3-quinolinecarboxylic acid (hereinafter referred to as imazaquin)
The present invention relates to a herbicidal composition (hereinafter referred to as the composition of the present invention) containing as an active ingredient.

現在、数多くの除草剤が市販され、使用されているが、
防除の対象となる雑草は種超も多(、発生も長期間にわ
たるため、より除草効果が高く、幅広い殺草スペクトラ
ムを有し、かつ作物には安全な除草剤が求められている
Currently, many herbicides are commercially available and in use.
Since there are many types of weeds that need to be controlled, and their emergence takes a long time, there is a need for herbicides that are highly effective, have a broad herbicidal spectrum, and are safe for crops.

本発明者らはこのような目的に合致する除草剤を開発す
べく、種々検討した結果、化合物(1)とイマザキンと
を有効成分として含有する本発明組成物が種々の雑草、
特にダイズ畑における広範囲の雑草を選択的に除草でき
、しかもその除草効力はそれらを単独で用いる場合に比
較して相乗的に増大゛し、低薬量で施用でき、さらに殺
草スペクトルが拡大することを見出し本発明を完成した
The present inventors conducted various studies to develop a herbicide that meets these objectives, and found that the composition of the present invention containing compound (1) and imazaquin as active ingredients was effective against various weeds,
In particular, it can selectively weed a wide range of weeds in soybean fields, and its herbicidal efficacy increases synergistically compared to when they are used alone, and they can be applied at low dosages, further expanding the herbicidal spectrum. They discovered this and completed the present invention.

本発明組成物はダイズ畑の主要な雑草、例えばソバカズ
ラ、サナエタデ、アメリカサナエタデ、スベリヒュ、シ
ロザ、アオゲイトウ、ノハラガラン、アメリカツノクサ
ネム、エビスグサ、イチビ、アメリカキンゴジカ、アメ
リカアサガオ、マルバアサガオ、マルバアメリカアサガ
オ、ヨウシュチジウセンアサガオ、イヌホオズキ、オナ
モミ、ヒマワリ、セイヨウヒルガオ、トウダイグサ、ア
メリカセンダングサ、ブタフサ等の双子葉植物およびイ
ヌビエ、エノコログサ、アキノエノコログサ、キンエノ
コロ、メヒシバ、オヒシバ、セイバンモロコシ、シバム
ギ、シャッターケーン等の単子葉植物を有効に除草し、
作物であるダイスに対して問題となるような薬害を生じ
ない。
The composition of the present invention can be applied to the main weeds of soybean fields, such as freckle currant, Japanese knotweed, American cornflower, purslane, whitewort, Japanese sagebrush, Japanese sagebrush, American hornwort, Ebisugusa, Japanese thorn, American golden deer, American morning glory, Malva morning glory, Malva morning glory. Dicotyledonous plants, such as Physalis, Helianthus japonicum, Japanese Physalis, Japanese fir, Sunflower, Convolvulus, Euphorbi, Helicoptera, and Pigweed, and monocotyledonous plants such as Golden millet, Foxtail grass, Golden foxtail grass, Golden foxtail, Helicoptera, Physalis, Seiban sorghum, Zebra wheat, Shatter cane, etc. Effectively weed plants,
It does not cause any harmful chemical damage to the dice crop.

化合物(13が除草効力を有することは米国特許第46
40707号明細書に記載されており、またイマザキン
はFarm Chemicals)1andbook 
’86 (Meister Publishing C
o、発行、1986年)C207頁に記載されている公
知の除草剤である。
The fact that the compound (13) has herbicidal activity is disclosed in U.S. Patent No. 46.
40707, and imazaquin is described in Farm Chemicals) 1 and book.
'86 (Meister Publishing C
It is a well-known herbicide described on page C207 (Published by J.O., 1986).

本発明組成物の有効成分である化合物([)とイマザキ
ンとの混合割合は、比較的広範囲に変えることができる
が、通常は化合物(13の1重量部に対して、イマザキ
ンは0.5〜40重量部、好ましくは1〜20重量部で
ある。
The mixing ratio of the compound ([), which is an active ingredient of the composition of the present invention, and imazaquin can be varied over a relatively wide range, but usually 0.5 to 1 part of imazaquin is mixed with 1 part by weight of the compound (13). 40 parts by weight, preferably 1 to 20 parts by weight.

本発明組成物は、通常固体担体、液体担体、界面活性剤
、その他の製剤用補助剤と混合して、乳剤、水和剤、懸
濁剤、粒剤等に製剤して用いられる。
The composition of the present invention is usually mixed with a solid carrier, a liquid carrier, a surfactant, and other formulation auxiliaries to formulate an emulsion, a wettable powder, a suspension, a granule, and the like.

固体担体としては、カオリンクレー、アンタバルジャイ
トクレー、ベントナイト、酸性白土、パイロフィライト
、タルク、珪藻土、方解石、クルミ殻粉、尿素、硫酸ア
ンモニウム、合成含水酸化珪素等の微粉末あるいは粒状
物があげられ、液体担体としては、キシレン、メチルナ
フタレン等の芳香族炭化水素類、イソプロパツール、エ
チレングリコール、セロソルブ等のアルコール類、ア七
トン、゛シクロヘキサノン、イソホロン等のケトン類、
大豆油、綿実油等の値物油、N、N−ジメチルホルムア
ミド、ジメチルスルホキシド、アセトニトリル、水等が
あげられる。
Examples of solid carriers include fine powders or granules such as kaolin clay, antabulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, walnut shell powder, urea, ammonium sulfate, and synthetic hydrous silicon oxide. Examples of liquid carriers include aromatic hydrocarbons such as xylene and methylnaphthalene, alcohols such as isopropanol, ethylene glycol, and cellosolve, ketones such as a7ton, cyclohexanone, and isophorone;
Examples include valuable oils such as soybean oil and cottonseed oil, N,N-dimethylformamide, dimethyl sulfoxide, acetonitrile, and water.

界面活性剤としては、乳化、分散、湿展等のために用い
られるアルキル硫酸エステル塩、アルキルアリールスル
ホン酸塩、ジアルキルスルホこはく酸塩、ポリオキシエ
チレンアルキルアリールエーテルりん酸エステル塩等の
陰イオン界面活性剤、ポリオキシエチレンアルキルエー
テル、ポリオキシエチレンアルキルアリールエーテル、
ポリオキシエチレンポリオキシプロピレンブロックコボ
リマー、ソルビタン脂肪酸エステル、ポリオキシエチレ
ンソルビタン脂肪酸エステル等の非イオン界面活性剤等
があげられる。
Examples of surfactants include anionic interfaces such as alkyl sulfate salts, alkylaryl sulfonates, dialkyl sulfosuccinates, and polyoxyethylene alkylaryl ether phosphate salts used for emulsification, dispersion, wet spreading, etc. activator, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether,
Examples include nonionic surfactants such as polyoxyethylene polyoxypropylene block copolymer, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester.

その他の製剤用補助剤としては、リグニンスルホン酸塩
、アルギン酸塩、ポリビニルアルコール、アラビアガム
、CMC(カルボキシメチルセルロース)、PAP(a
性リン酸イソプロピル)等があげられる。
Other formulation adjuvants include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (a
isopropyl phosphate), etc.

これらの製剤には有効成分が重量比で0.5〜90%、
好ましくは1〜80%含有される。
These preparations contain active ingredients of 0.5 to 90% by weight;
Preferably it is contained in an amount of 1 to 80%.

次に、製剤例を示す。尚、部は重量部を表す。Next, formulation examples are shown. In addition, parts represent parts by weight.

製剤例1 化合物〔135部、イマザキン40部、リグニンスルホ
ン酸カルシウム3部、ラウリル硫酸ナトリウム2部およ
び合成含水酸化珪素ηO部をよく粉砕混合して水和剤を
得る。
Formulation Example 1 135 parts of the compound, 40 parts of imazaquin, 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and ηO parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder.

製剤例2 化合物〔131部、イマザキン20部、ポリオキシエチ
レンソルビタンモノオレエート3部、CMC3部および
水73部を混合し、粒度が5ミクロン以下になるまで湿
式粉砕して懸濁剤を得る。
Formulation Example 2 131 parts of the compound, 20 parts of imazaquin, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC and 73 parts of water are mixed and wet-pulverized until the particle size becomes 5 microns or less to obtain a suspension.

製剤例3 化合物〔!] 1部、イマザキン4部、合成含水酸化珪
素1部、リグニンスルボン酸カルシウム2部、ヘントナ
イト30部およびカオリンクレー62部をよく粉砕混合
し、水を加えてよく練り合わせた後、造粒乾燥して粒剤
を得る。
Formulation Example 3 Compound [! ] 1 part, imazaquin, 4 parts, synthetic hydrated silicon oxide, 1 part, calcium lignin sulfonate, 2 parts, hentonite, 30 parts, and 62 parts of kaolin clay were thoroughly pulverized and mixed, and after adding water and kneading well, the mixture was granulated and dried. to obtain granules.

これらの製剤は、そのままであるいは水等で希釈して土
壌処理する。土壌処理は通常、製剤を土壌表面に散布し
、必要により散布後土壌表面と混和する。
These preparations are used for soil treatment either as they are or after being diluted with water. In soil treatment, the preparation is usually sprayed on the soil surface and, if necessary, mixed with the soil surface after the spraying.

本発明組成物の施用適量は、気象条件、土壌条件、薬剤
の製剤形態、有効成分の種類や混合比などの相違により
一概に規定できないが、−FGに1ヘクタール当りの総
を効成分量が50〜600g好ましくは100〜300
gである。
Although the appropriate application amount of the composition of the present invention cannot be determined unconditionally due to differences in weather conditions, soil conditions, drug formulations, types and mixing ratios of active ingredients, etc., the total amount of active ingredients per hectare is 50-600g preferably 100-300g
It is g.

乳剤、水和剤、懸濁剤等は、通常その所定量を1ヘクタ
ール当り100〜1000 Nの水で希釈して施用し、
粒剤等は通常なんら希釈することなくそのまま施用する
Emulsions, wettable powders, suspensions, etc. are usually applied by diluting the specified amount with 100 to 1000 N of water per hectare.
Granules etc. are usually applied as is without any dilution.

本発明組成物は他の除草剤と混合して用いることにより
除草効力の増強を期待でき、また殺虫剤、殺菌剤、植物
生長調節剤、肥料、土壌改良剤等と混合して用いること
もできる。
The composition of the present invention can be expected to enhance herbicidal efficacy by being mixed with other herbicides, and can also be used in combination with insecticides, fungicides, plant growth regulators, fertilizers, soil conditioners, etc. .

次に、本発明組成物の効果を試験例をあげて具体的に示
す。
Next, the effects of the composition of the present invention will be specifically illustrated by giving test examples.

尚、除草効力は調査時に枯れ残った供試植物の地上部の
生重量をはかり、次式により算出した生育抑制率(%)
で示す。
In addition, the herbicidal efficacy was determined by measuring the fresh weight of the above-ground parts of the test plants that remained withered at the time of the survey, and calculated the growth inhibition rate (%) using the following formula.
Indicated by

生育抑制率(%)= 試験例1 面積17X24cれ深さ7cmのパットに畑地土壌を詰
め、ダイス、イチビ、アサガオ、オナモミ、エビスグサ
、イヌホオズキ、エノコログサ、セイバンモロコシ、イ
ヌビエラミ!種し、1〜2cmの厚さに覆土した。製剤
例1に準じて水和剤にした薬剤の所定量を、1アール当
り10リツトル相当の水で希釈し、小型噴霧器で土壌表
面に散布した。処理後20日間温室内で育成し、除草効
果を調査した。
Growth suppression rate (%) = Test Example 1 Pack field soil into a pad with an area of 17 x 24 cm and a depth of 7 cm, and use it to incubate Daisu, Ichibi, Morning Glory, Japanese fir, Ebisugusa, Japanese Physalis, Elephant grass, Seiban Sorghum, and Japanese Sorghum! Seeds were planted and covered with soil to a thickness of 1 to 2 cm. A predetermined amount of the drug made into a wettable powder according to Formulation Example 1 was diluted with water equivalent to 10 liters per are, and sprayed onto the soil surface using a small sprayer. After treatment, the plants were grown in a greenhouse for 20 days and their herbicidal effects were investigated.

その結果を第1表に示す。The results are shown in Table 1.

試験例2 面積10X16cffl、深さ6cmのバットに畑地土
壌を詰め、マルバアサガオl![L1〜2cI11の厚
さに覆土した。製剤例1に準して水和剤にした本発明組
成物の所定量を、1アール当り10リツトル相当の水で
希釈し、小型噴霧器で土壌表面に散布した。処理後、2
0日問屋外で育成し、除草効果を調査した。
Test Example 2 A vat with an area of 10 x 16 cffl and a depth of 6 cm was filled with upland soil, and the morning glory was grown! [Soil was covered to a thickness of L1-2cI11. A predetermined amount of the composition of the present invention, made into a wettable powder according to Formulation Example 1, was diluted with water equivalent to 10 liters per are and sprayed onto the soil surface using a small sprayer. After processing, 2
The plants were grown outdoors for 0 days and their weeding effects were investigated.

結果を第2表に示す。The results are shown in Table 2.

第2表 第2表の結果を等効果線法〔深見順−1上杉康彦、石塚
皓造、冨沢長次部編、農薬実験法第3巻除草剤第1版第
109〜111(1981年)ソフトサイエンス社発行
参照〕により作図した。結果を第1図に示す。
Table 2 The results in Table 2 are summarized using the equal effect line method [Fukami order - 1 Yasuhiko Uesugi, Kozo Ishizuka, Choji Tomizawa (eds.), Pesticide Experimental Methods Volume 3 Herbicides 1st edition 109-111 (1981) (Refer to published by Soft Science). The results are shown in Figure 1.

第1図より、本発明組成物が相乗的に除草効力を示すこ
とは明らかである。
From FIG. 1, it is clear that the composition of the present invention exhibits synergistic herbicidal efficacy.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図は、試験例2中の第2表のマルバアサガオに対す
る除草効果をもとに等効果線法により作図したものであ
る。縦軸は化合物〔I〕の薬1(g/ha)を表し、横
軸はイマザキンの薬ffi(g/ha)を表す、生育抑
制率80%の相加効果を破線で示し、実際の生育抑制率
80%の等効果線を実線で示した。 第1図 イマザキンの有効成分量(g/ha)
FIG. 1 is a diagram drawn by the iso-effect line method based on the herbicidal effect on Asagao morning glory in Table 2 of Test Example 2. The vertical axis represents the drug 1 (g/ha) of compound [I], and the horizontal axis represents the drug ffi (g/ha) of imazaquin. The dotted line indicates the additive effect with a growth inhibition rate of 80%, and the actual growth The iso-effect line with an inhibition rate of 80% is shown as a solid line. Figure 1 Amount of active ingredient in imazaquin (g/ha)

Claims (1)

【特許請求の範囲】 2−〔7−フルオロ−3,4−ジヒドロ−3−オキソ−
4−(2−プロビニル)−2H−1,4−ベンゾオキサ
ジン−6−イル〕−4,5,6,7−テトラヒドロ−1
H−イソインドール−1,3(2H)−ジオンと2−〔
4,5−ジヒドロ−4−メチル−4−(1−メチルエチ
ル)−5−オキソ−1H−イミダゾール−2−イル〕−
3−キノリンカルボン酸とを有効成分として含有するこ
とを特徴とする除草組成物。
[Claims] 2-[7-fluoro-3,4-dihydro-3-oxo-
4-(2-provinyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1
H-isoindole-1,3(2H)-dione and 2-[
4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-
A herbicidal composition containing 3-quinolinecarboxylic acid as an active ingredient.
JP63092239A 1988-04-13 1988-04-13 Herbicidal composition Expired - Lifetime JP2531235B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP63092239A JP2531235B2 (en) 1988-04-13 1988-04-13 Herbicidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63092239A JP2531235B2 (en) 1988-04-13 1988-04-13 Herbicidal composition

Publications (2)

Publication Number Publication Date
JPH01265002A true JPH01265002A (en) 1989-10-23
JP2531235B2 JP2531235B2 (en) 1996-09-04

Family

ID=14048885

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63092239A Expired - Lifetime JP2531235B2 (en) 1988-04-13 1988-04-13 Herbicidal composition

Country Status (1)

Country Link
JP (1) JP2531235B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0457151A2 (en) * 1990-05-12 1991-11-21 Kumiai Chemical Industry Co., Ltd. Herbicidal composition and method for killing weeds using the same
CN104628712A (en) * 2013-11-08 2015-05-20 住友化学株式会社 Succinimide compound

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0457151A2 (en) * 1990-05-12 1991-11-21 Kumiai Chemical Industry Co., Ltd. Herbicidal composition and method for killing weeds using the same
CN104628712A (en) * 2013-11-08 2015-05-20 住友化学株式会社 Succinimide compound
CN104628712B (en) * 2013-11-08 2018-09-14 住友化学株式会社 succinimide compound

Also Published As

Publication number Publication date
JP2531235B2 (en) 1996-09-04

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