JPS61225103A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPS61225103A
JPS61225103A JP6716085A JP6716085A JPS61225103A JP S61225103 A JPS61225103 A JP S61225103A JP 6716085 A JP6716085 A JP 6716085A JP 6716085 A JP6716085 A JP 6716085A JP S61225103 A JPS61225103 A JP S61225103A
Authority
JP
Japan
Prior art keywords
compound
formula
parts
atrazine
herbicidal
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.)
Pending
Application number
JP6716085A
Other languages
Japanese (ja)
Inventor
Makoto Sato
良 佐藤
Koichi Morita
耕一 森田
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 JP6716085A priority Critical patent/JPS61225103A/en
Priority to BR8601345A priority patent/BR8601345A/en
Priority to EP86104300A priority patent/EP0198298A1/en
Publication of JPS61225103A publication Critical patent/JPS61225103A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To provide a herbicidal composition containing a specific compound and atrazine, etc., as active components, exhibiting excellent synergistic herbicidal effect compared with the separate application of each component, and capable of controlling various weeds such as Indian mallow, white-bird's-eye, etc., either by foliar treatment or by soil treatment at a low rate of application. CONSTITUTION:The objective composition is obtained by mixing (A) 2-[4- chloro-5-(1-butyn-3-yl)oxy-2-fluorophenyl]-4,5,6,7-tet-rahydro-2H-isoi ndole-1,3-dione of formula I having herbicidal activity with (B) an S-triazine derivative of formula II (X is H or CN; when X is H, the compound is atrazine, and when X is CN, the compound is cyanazine) known as a herbicide, and using the mixture as active component. The amount of the compound of formula II is 2-200 pts.wt. per 1pt.wt. of the compound of formula I. It is applied in a form suitable for application using a carrier or an adjuvant, etc. EFFECT:Effective for the selective control of a wide variety of weeds especially in corn field and wheat field and free of phytotoxity to corn and wheat, etc.

Description

【発明の詳細な説明】 本発明は、2−[4−クロロ−5−(l−ブチン−8−
イル)オキシ−2−フルオロフェニル]−4,5,6,
7−テトラヒドロ−2H−イソインドール−1,8−ジ
オン[以下、化合物CI)と記す]と一般式 [式中、Xは水素原子またはシアノ基を表わす。」 で示されるS−・トリアジン諷導体(以下、アトラジン
またはシアナジンと記す。)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(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 The present invention provides 2-[4-chloro-5-(l-butyne-8-
yl)oxy-2-fluorophenyl]-4,5,6,
7-tetrahydro-2H-isoindole-1,8-dione [hereinafter referred to as compound CI] and the general formula [wherein, X represents a hydrogen atom or a cyano group]. '' (hereinafter referred to as atrazine or cyanazine) as an active ingredient (hereinafter referred to as the composition of the present invention). .

現在、畑地用除草剤として数多くの除草剤が使用されて
いるが、防除の対象となる雑草は種類も多く、発生も長
期間にオ)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 used as herbicides for upland fields, but because there are many types of weeds to be controlled and their emergence takes place over a long period of time, they are more effective at killing weeds and have a wider herbicidal spectrum. There is a need for herbicides that are both safe and safe for crops.

本発明者等は、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(I)とアトラジンま
たはシアナジンとを有効成分として含有する本発明組成
物が、茎葉処理、土壌処理のいずれの処理方法でも種々
の雑草、特に、トウモロコシ畑およびコムギ畑における
広範囲の雑草を選択的に除草でき、しかもその除草効果
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、低薬量で施用できることを見い出し、本発明を完
成した。
As a result of various studies aimed at developing a herbicide that meets these objectives, the present inventors have found that the composition of the present invention containing compound (I) and atrazine or cyanazine as active ingredients can be used for foliage treatment and soil treatment. Both treatment methods can selectively kill a wide range of weeds, especially in corn and wheat fields, and their herbicidal effects are synergistically enhanced compared to when they are used alone. discovered that it could be applied at low doses and completed the present invention.

本発明組成物は畑地の茎葉処理および土壌処理において
問題となる種々の雑草、例えば、ソバカズラ、サナエタ
デ、スベリヒュ、ハコベ、シロザ、アオビユ(アオゲイ
トウ)、ノハラガラシ、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、フィールドパンジ
ー、マルバアサガオ等のアサガイ類、イヌホオズキ、オ
オイヌノフグリ、オナモミ、イヌカミツレ、コーンマリ
ーゴールド等の双子葉植物、エノコログサ、メヒシバ、
オヒシバ、イヌビエ、セイバンモロコシ、シバムギ、ス
ズメノカタビラ、ノスズメノテッポウ等の単子葉植物に
対しテ除菫効力を有し、1〜ウモロコシ、コムキニ対し
て問題となるような薬害を示さない。
The composition of the present invention can be used to eliminate various weeds that are problematic in the treatment of foliage and soil in upland areas, such as freckle weeds, Japanese knotweed, purslane, chickweed, whiteweed, blueberry, white-bellied grass, American hornwort, black-and-white weed, common grass, and golden deer. , field pansies, morning glories such as morning glory, dicot plants such as Physalis Physalis, Physalis spp., Japanese Physalis, Corn marigold, Dicotyledonous plants such as Elephant spp.
It has a violet-killing effect on monocotyledonous plants such as sorghum, sorghum, sorghum, barley, sycamore, and sorghum, and does not cause any harmful effects on corn and corn.

化合物(■)(特開昭58−88256号公報〕は、除
草効力を有し、ま1こアトラジン及びシアナジン(He
rbjcicle Handbook of Lbe 
WeedScience   5ociety   o
f   Arr+crica、   hゝ百th   
EditionP 80及びP、]19(1988)参
照)は、除草剤として知られている。
Compound (■) (JP-A No. 58-88256) has a herbicidal effect, and has a herbicidal effect on atrazine and cyanazine (He
rbjcicle Handbook of Lbe
WeedScience 5ociety o
f Arr+crica, hゝ10th
Edition P 80 and P, ] 19 (1988)) are known as herbicides.

本発明組成物の有効成分である化合物(1)とアトラジ
ンまたはシアナジンとの混合割合は、比較的広範囲に変
えることができるが、通常は化合物(I)1重量部に対
してアI・ラジンまたはシアナジンが、2〜2()0重
量部、好ましくは4〜100重量部である1゜ 化合物(I)とアトラジン及びシアナジンの化学構造式
を第1表に示す。
The mixing ratio of compound (1), which is an active ingredient of the composition of the present invention, and atrazine or cyanazine can be varied over a relatively wide range, but usually it is Table 1 shows the chemical structural formulas of Compound (I), atrazine, and cyanazine in an amount of 2 to 20 parts by weight, preferably 4 to 100 parts by weight.

第1表 本発明組成物を除草剤として用いる場合は、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を用
いて、乳剤、水和剤、懸濁剤、粒剤等に製剤する。
Table 1 When using the composition of the present invention as a herbicide, it is usually formulated into emulsions, wettable powders, suspensions, granules, etc. using solid carriers, liquid carriers, surfactants, and other formulation auxiliaries. Formulate.

これらの製剤には有効成分を、重址比で05〜90%、
好ましくは2〜80%含有する。
These preparations contain active ingredients in a weight ratio of 05 to 90%;
Preferably the content is 2 to 80%.

固体担体としては、カオリンクレー、アタパルジャイト
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
リン等の芳香族炭化水累類、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、アセトン
、シクロヘキサノン、イソホロン等のケトン類、大豆油
、綿実油等の植物油、ジメチルスルホキシド、N、N−
ジメチルホルムアミド、アセトニトリル、水等があげら
れる。
Solid carriers include kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite,
Examples include fine powders or granules such as talc, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, and synthetic hydrated silicon oxide.As liquid carriers, aromatic hydrocarbon complexes such as xylene and methylnaphthalene, isopropanol, Alcohols such as ethylene glycol and cellosolve, ketones such as acetone, cyclohexanone and isophorone, vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, N, N-
Examples include dimethylformamide, acetonitrile, water, etc.

乳化、分散、湿炭等のために用いられる界面活性剤とし
ては、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、ジアルキルスルホコハク酸塩、ポリオキ
シエチレンアルキルアリールエーテルリン酸エステル塩
等の陰イオン界面活性剤、ポリオキシエチレンアルギル
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ビレンブロソク
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tしる。製剤用補助剤としては、リグニン
スルホニ/[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(酸性リン酸イソプロピル)等があげられる
Surfactants used for emulsification, dispersion, wet carbonization, etc. include alkyl sulfate salts, alkyl (aryl)
Anionic surfactants such as sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate ester salts, polyoxyethylene argyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene polyoxypropylene brosokubori Examples include nonionic surfactants such as sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. Examples of formulation auxiliaries include lignin sulfony/[salt, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (isopropyl acid phosphate), and the like.

次に製剤例を示す。なお、部は重量部を示す。Examples of formulations are shown below. Note that parts indicate parts by weight.

製剤例1 化合物(I)6部、アトラジン44部、リグニンスルホ
ン酸カルシウム8部、ラウリル硫酸ソ・−ダ2部および
合成含水酸化珪素45部をよく粉砕混合して水和剤を得
る。
Formulation Example 1 6 parts of Compound (I), 44 parts of atrazine, 8 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder.

製剤例2 化合物(I) 0.5部、シアナジン4.5部、ポリオ
キシエチレンスチリルフェニルエーテル14部、ドデシ
ルベンゼンスルホン酸カルシ1クム6部、キシレン85
部およびイソホロン40部をよく混合して乳剤を得る。
Formulation Example 2 Compound (I) 0.5 parts, cyanazine 4.5 parts, polyoxyethylene styrylphenyl ether 14 parts, dodecylbenzenesulfonate calcicum 1 6 parts, xylene 85 parts
1 part and 40 parts of isophorone are thoroughly mixed to obtain an emulsion.

製剤例8 化合物(1) 0.2部、アトラジン1,3部、合成含
水酸化珪素1部、リグニンスルホン酸カルシウム2部、
ベントナイト80部およびカオリンクレー65部をよく
粉砕混合し、水を加えてよく練り合せた後、造粒乾燥し
て粒剤を得る。
Formulation Example 8 Compound (1) 0.2 parts, atrazine 1.3 parts, synthetic hydrous silicon oxide 1 part, calcium ligninsulfonate 2 parts,
80 parts of bentonite and 65 parts of kaolin clay are thoroughly ground and mixed, water is added and the mixture is thoroughly kneaded, followed by granulation and drying to obtain granules.

製剤例4 化合物(1)2部、シアナジン23部、ポリオキシエチ
レンソルビタンモノオレエート3部、CMCa部、水6
9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 4 Compound (1) 2 parts, cyanazine 23 parts, polyoxyethylene sorbitan monooleate 3 parts, CMCa part, water 6 parts
A suspension is obtained by mixing 9 parts and wet milling until the particle size is less than 5 microns.

これらの製剤はそのままであるいは水等で希釈して茎葉
処理あるいは土壌処理する。土壌処理の場合は、製剤を
土壌表面に散布する(必要に応じ、散布後土壌と混和す
る)かまtこは土壌に潅注する。
These preparations can be used as they are or diluted with water, etc. for foliage treatment or soil treatment. In the case of soil treatment, the formulation is spread on the soil surface (if necessary, mixed with the soil after spreading), and the soil is irrigated with a scythe.

また、他の除草剤と混合して用いることにより除草効力
の増強を期待できる。さらに殺虫剤、殺ダニ剤、殺線虫
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。
Furthermore, by mixing it with other herbicides, it can be expected to increase the herbicidal efficacy. Furthermore, it can be used in combination with insecticides, acaricides, nematicides, fungicides, plant growth regulators, fertilizers, soil conditioners, and the like.

本発明組成物の施用量は気象条件、土壌条件、組成物の
製剤形態、有効成分の混合比、対象雑草および作物等に
より異なるが、通常1アール当りの有効成分の合計量が
0,3〜40g好ましくは1〜20gである。
The application amount of the composition of the present invention varies depending on weather conditions, soil conditions, formulation form of the composition, mixing ratio of active ingredients, target weeds and crops, etc., but usually the total amount of active ingredients per are is 0.3~ 40g, preferably 1-20g.

乳剤、水和剤、懸濁剤等は、通常1アールあたり1リツ
トル〜10すyトル(必要ならば、展着剤等の散布補助
剤を添加した)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 diluted with 1 liter to 10 sytor of water per are (if necessary, a spreading agent such as a spreading agent is added) and applied. Agents are usually applied as is without any dilution.

展着剤としては、前記の界面活性剤のほか、ポリオキシ
エチレン樹脂酸(エステル)、リグニンスルホン酸塩、
アビエチン酸塩、ジナフチルメタンジスルホン酸塩、パ
ラフィン等があげられる。
In addition to the above-mentioned surfactants, the spreading agents include polyoxyethylene resin acid (ester), lignin sulfonate,
Examples include abietate, dinaphthylmethane disulfonate, and paraffin.

次に試験例をあげて本発明組成物の除草効果を具体的に
示す。なお、本発明組成物の有効成分は第1表の化合物
乞で示す。また、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iこより算出しfこ生
育抑制率(%)で示す。
Next, test examples will be given to specifically demonstrate the herbicidal effect of the composition of the present invention. The active ingredients of the composition of the present invention are shown in Table 1. In addition, the herbicidal efficacy was calculated from the following formula by weighing the fresh weight of the above-ground parts of the test plants that remained withered at the time of the survey, and was expressed as a growth inhibition rate (%).

試験例1 畑地茎葉処理試験 直径10oy+、深さ]−0cPnの円筒型プラスチッ
クポットに畑地土壌を詰め、ρルバアサガオを播種し、
21日間育成しfコ。その後、製剤例2に準じて乳剤に
しtコ本発明組成物の所定量を、1アールあたりIOリ
ットル相当の展着剤を含む水で希釈し、小型噴霧器で植
物体の−1一方から茎葉処理し1こ。このときXルバア
サガオの生育状況は8〜4葉期であった。
Test Example 1 Upland Stem and Leaf Treatment Test A cylindrical plastic pot with a diameter of 10 oy + and a depth of -0 cPn was filled with upland soil, and ρ morning glory was sown.
Raised for 21 days and f. Thereafter, a predetermined amount of the composition of the present invention was made into an emulsion according to Formulation Example 2, diluted with water containing a spreading agent equivalent to 10 liters per area, and treated with a small sprayer from one side of the plant. Shi1ko. At this time, the growth status of X. morning glory was in the 8-4 leaf stage.

処理20H後に除草効力を調査した。その結果を第2表
に示す。なお、本試験は全期間を通して屋外で行なった
Herbicidal efficacy was investigated 20 hours after treatment. The results are shown in Table 2. Note that this test was conducted outdoors throughout the entire period.

第  2  表 試験例2 畑地茎葉処理試験 面積88 X28d、深さ11cmのバットに畑地土壌
を詰め、イチビ、アオゲイトウ、イヌホオズキ、マルバ
アサガオ、アメリカツノクサネムおよびトウモロコシを
播種し、21日間育成した。その後、製剤例2に準じて
乳剤にした本発明組成物の所定量を、展着剤を含む1ア
ールあたり5リツトル相当の水で希釈し、小型噴霧器で
植物体の」一方から草葉部全面に均一に処理した。この
とき、雑草及び作物の生育状況は草種により異なるが、
1〜4.5葉期であった。処理20日後に除草効力を調
査した。その結果を第3表に示す。なお、本試験は、全
期間を通して温室内で行なった。
Table 2 Test Example 2 Field soil stem and leaf treatment test A vat with an area of 88 x 28 d and a depth of 11 cm was filled with field soil, and sowed with Japanese crocodile, Japanese cabbage, Japanese Physalis, morning glory, American hornwort, and corn, and grown for 21 days. Thereafter, a predetermined amount of the composition of the present invention made into an emulsion according to Formulation Example 2 was diluted with water equivalent to 5 liters per area containing a spreading agent, and sprayed onto the entire surface of the grass from one side of the plant using a small sprayer. Treated uniformly. At this time, the growth conditions of weeds and crops vary depending on the grass species, but
It was at the 1-4.5 leaf stage. The herbicidal efficacy was investigated 20 days after the treatment. The results are shown in Table 3. This test was conducted in a greenhouse throughout the entire period.

第  8  表 試験例8 畑地土壌処理試験 面積88X28i、深さ11crnのバットに畑地土壌
を詰め、イヌビエ、エノコログサ、イチビ、マルバアサ
ガオ、イヌホオズキ、エビスグサ、トウモロコシをMT
Mし、1〜2crnの厚さに覆土した。製剤例1に準じ
て水和剤にした本発明組成物の所定量を、lアールあた
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
効力を調査した。その結果を第4表に示す。
Table 8 Test Example 8 Upland Soil Treatment Test A vat with an area of 88 x 28 i and a depth of 11 crn was filled with upland soil, and MT of Japanese millet, Japanese foxtail, Japanese yam, morning glory, Japanese Physalis, Ebisu grass, and corn were carried out using MT.
M and covered with soil to a thickness of 1 to 2 crn. 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 1 area, and was sprayed onto the soil surface using a small sprayer. After treatment, the plants were grown in a greenhouse for 20 days and their herbicidal efficacy was investigated. The results are shown in Table 4.

第  4  表 試験例4 畑地土壌処理試験 面積88X28i、深さ11crnのバットに畑地土壌
を詰め、ハコベ、ノハラガラシ、オオイヌノフグリ、ソ
バヵズラ、コムギを播種し、1〜2cmの厚さに覆土し
た。製剤例1に準じて水和剤にした本発明組成物の所定
量を、1アールあたり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、27日間温
室内で育成し、除草効力を調査した。その結果を第5表
に示す。
Table 4 Test Example 4 Upland Soil Treatment Test A vat with an area of 88 x 28 i and a depth of 11 crn was filled with upland soil, and chickweed, wild mustard, blackberry, buckwheat, and wheat were sown and covered with soil to a thickness of 1 to 2 cm. A predetermined amount of the composition of the present invention made into a wettable powder according to Formulation Example 1 is diluted with water equivalent to 10 liters per are,
It was applied to the soil surface using a small sprayer. After treatment, the plants were grown in a greenhouse for 27 days and their herbicidal efficacy was investigated. The results are shown in Table 5.

第  5  表 (14完)Table 5 (14 completed)

Claims (1)

【特許請求の範囲】 2−[4−クロロ−5−(1−ブチン−3−イル)オキ
シ−2−フルオロフェニル]−4,5,6,7−テトラ
ヒドロ−2H−イソインドール1,3−ジオンと一般式 ▲数式、化学式、表等があります▼ [式中、Xは水素原子またはシアノ基を表わす。] で示されるs−トリアジン誘導体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-[4-chloro-5-(1-butyn-3-yl)oxy-2-fluorophenyl]-4,5,6,7-tetrahydro-2H-isoindole 1,3- Diones and general formulas ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ [In the formula, X represents a hydrogen atom or a cyano group. ] A herbicidal composition comprising an s-triazine derivative represented by the following as an active ingredient.
JP6716085A 1985-03-29 1985-03-29 Herbicidal composition Pending JPS61225103A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP6716085A JPS61225103A (en) 1985-03-29 1985-03-29 Herbicidal composition
BR8601345A BR8601345A (en) 1985-03-29 1986-03-26 HERBICIDE COMPOSITION AND METHOD TO CONTROL WEEDS
EP86104300A EP0198298A1 (en) 1985-03-29 1986-03-27 Herbicidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6716085A JPS61225103A (en) 1985-03-29 1985-03-29 Herbicidal composition

Publications (1)

Publication Number Publication Date
JPS61225103A true JPS61225103A (en) 1986-10-06

Family

ID=13336862

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6716085A Pending JPS61225103A (en) 1985-03-29 1985-03-29 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPS61225103A (en)

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