JPH0578530B2 - - Google Patents

Info

Publication number
JPH0578530B2
JPH0578530B2 JP9758986A JP9758986A JPH0578530B2 JP H0578530 B2 JPH0578530 B2 JP H0578530B2 JP 9758986 A JP9758986 A JP 9758986A JP 9758986 A JP9758986 A JP 9758986A JP H0578530 B2 JPH0578530 B2 JP H0578530B2
Authority
JP
Japan
Prior art keywords
japanese
parts
weeds
glyphosate
grass
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.)
Expired - Lifetime
Application number
JP9758986A
Other languages
Japanese (ja)
Other versions
JPS6253906A (en
Inventor
Masayuki Takase
Akira Yoshida
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
Publication of JPS6253906A publication Critical patent/JPS6253906A/en
Publication of JPH0578530B2 publication Critical patent/JPH0578530B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は、2−(4−クロロ−2−フルオロ−
5−プロパルギルオキシフエニル)−5,6,7,
8−テトラヒドロ−1H−1,2,4−トリアゾ
ロ−(1,2,−a)−ピリタジン−1,3−2H−
ジオン(以下、化合物〔〕と記す)。と、N−
(ホスホノメチル)−グリシンまたはその塩(以
下、グリホサートと記す)。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。 現在、農耕地あるいは非農耕地用として、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、種類は多く、発生も長期にわたるた
め、より除草効果が高く、幅広い雑草スペクトラ
ムをもつた除草剤の開発が望まれている。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〔〕とグリホ
サートとを有効成分として含有する本発明組成物
が、農耕地あるいは非農耕地に発生する広範囲の
雑草を防除し、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、かつ殺草スペクトルの拡大を見
い出し、本発明を完成した。 本発明組成物によつて防除できる雑草として
は、ソバカズラ、サナエタデ、スベリヒユ、ハコ
ベ、シロザ、アオゲイトウ、ダイコン、ノハラガ
ラシ、ナズナ、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、フイールドパ
ンジー、ヤエムグラ、アメリカアサガオ、マルバ
アサガオ、セイヨウヒルガオ、ヒメオドリコソ
ウ、ホトケノザ、シロバナチヨウセンアサガオ、
イヌホスズキ、オオイヌノフグリ、オナモミ、ヒ
マワリ、イヌカミツレ、コーンマリーゴールド等
の広葉雑草、ヒエ、イヌビエ、エノコログサ、メ
ヒシバ、スズメノカタビラ、ノスズメノテツポ
ウ、エンバク、カラスムギ、セイバンモロコシ、
シバムギ、ウマノチヤヒキ、ギヨウギシバ等のイ
ネ科雑草およびツユクサ等のツユクサ科雑草、コ
ゴメガヤツリ、ハマスゲ等のカヤツリグサ科雑草
等があげられる。 化合物[](米国特許第4452981号明細書)
は、除草効力を有し、またグリホサート〔C.R.
Wortning他編、The Pesticide Manual第7版、
第303頁(1983年)The British Crop
Protection Council発行参照〕は除草剤として知
られている。 本発明組成物の有効成分である化合物[]と
グリホサートとの混合割合は比較的広い範囲に変
えることができるが、通常は化合物[]1重量
部に対して、グリホサートは0.5〜50重量部であ
り、好ましくは1〜32重量部である。 化合物[]とグリホサートの化学構造式を第
1表に示す。
The present invention provides 2-(4-chloro-2-fluoro-
5-propargyloxyphenyl)-5,6,7,
8-tetrahydro-1H-1,2,4-triazolo-(1,2,-a)-pyritazine-1,3-2H-
Dione (hereinafter referred to as compound []). and N-
(phosphonomethyl)-glycine or its salt (hereinafter referred to as glyphosate). The present invention relates to a herbicidal composition (hereinafter referred to as the composition of the present invention) containing as an active ingredient. Currently, a large number of herbicides are used for agricultural and non-agricultural land, but since there are many types of weeds that can be controlled and their emergence takes a long time, they are more effective at controlling weeds and can control a wide spectrum of weeds. The development of a motsuta herbicide is desired. As a result of various studies aimed at developing a herbicide that meets these objectives, the present inventors have discovered that the composition of the present invention containing the compound [ ] and glyphosate as active ingredients can be used to reduce The present invention has been completed by discovering that the herbicidal effect can be synergistically increased compared to when they are used alone, that they can be applied at lower doses, and that the herbicidal spectrum is expanded. did. Weeds that can be controlled by the composition of the present invention include buckwheat, Japanese knotweed, purslane, chickweed, whiteweed, Japanese radish, Japanese radish, Japanese daikon radish, shepherd's purse, American hornwort, Ebisu grass, Japanese commonweed, American golden deer, field pansy, Japanese violet, and American morning glory. , Maruba morning glory, Convolvulus, Convolvulus, Hotokenoza, White-bellied morning glory,
Broad-leafed weeds such as dogfish perch, Japanese dogfish, Japanese fir, sunflower, dogberry, corn marigold, barnyard grass, Japanese millet, foxtail grass, blackberry grass, sycamore, sorghum, oat, oat, Seiban sorghum,
Examples include weeds of the Poaceae family, such as grasshopper, grasshopper, and soybean grass; weeds of the Cyperaceae family, such as dayflower; and weeds of the Cyperaceae family, such as Cyperus japonica and Cyperaceae. Compound [ ] (U.S. Patent No. 4452981)
has herbicidal efficacy, and glyphosate [CR]
Wortning et al., eds., The Pesticide Manual, 7th edition,
Page 303 (1983) The British Crop
Published by Protection Council] is known as a herbicide. Although the mixing ratio of the compound [], which is an active ingredient of the composition of the present invention, and glyphosate can be varied within a relatively wide range, the amount of glyphosate is usually 0.5 to 50 parts by weight per 1 part by weight of the compound []. The amount is preferably 1 to 32 parts by weight. The chemical structural formulas of compound [] and glyphosate are shown in Table 1.

【表】 なお、グリホサートの塩としてはイソプロピル
アミン塩等があげられる。 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
用補助剤と混合して、乳剤、水和剤、懸濁剤等に
製剤する。 これらの製剤には有効成分を、重量比で1〜90
%、好ましくは2〜80%含有する。 固体担体としては、カオリンクレー、アツタパ
ルジヤイトクレー、ベントナイト、酸性白土、パ
イロフイライト、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、メチルナフタレン等の芳
香族炭化水素類、イソプロパノール、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、アセトニトリル、水等があげられる。 乳化、分散、湿展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ツクポリマ
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
活性剤があげられる。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
メルセルロース)、PAP(酸性リン酸イソプロピ
ル)等があげられる。 次に製剤例を示す。なお、部は重量部を示す。 製剤例 1 化合物[]25部、グリホサート(フリー)25
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45
部をよく粉砕混合して水和剤を得る。 製剤例 2 化合物[]5部、グリホサート(フリー)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、水69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。 このようにして製剤された本発明組成物は、雑
草の出芽後に茎葉処理する。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
うに雑草に限つて処理する局部処理等がある。ま
た、本発明組成物を土壌処理することにより、処
理後の雑草の発生を防除でき、さらにダイズ、ワ
タ、トウモロコシ、コムギ等の作物に対して問題
となる薬害を示さない。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、植物成長調節剤、肥料、土壌改良剤等と混
合して用いることもできる。 なお、本発明化合物は、畑地、休耕地、果樹
園、牧草地、芝生地、森林あるいは非農耕地等の
除草剤の有効成分として用いることができる。特
に畑地においては、通常の処理方法以外に不耕起
栽培(no−tillage farming)にも用いることが
できる。 本発明組成物の施用量は、有効成分の混合比、
気象条件、製剤形態、対象雑草の種類等によつて
も異なるが、通常1アールあたりの有効成分の合
計量が1g〜50g、好ましくは、2g〜25gであ
り、乳剤、水和剤、懸濁剤等は、通常その所定量
を1アールあたり1リツトル〜10リツトルの(必
要ならば、展着剤等の補助剤を添加した)水で希
釈して処理する。 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、バラフイン等があげられる。 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、除草効力は調査時に枯れ残つた供試植物
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。 生育抑制率(%)=(1 −処理区の供試植物の地上部の生重量/無処理区の供
試植物の地上部の生重量) ×100 試験例 1 畑地茎葉処理試験 面積33×23cm3、深さ11cmのバツトに畑地土壌を
詰め、ハマスゲの塊茎およびセイバンモロコシの
根茎を移植し、35日間育成した。その後、製剤例
1に準じて供試物を水和剤にし、その所定量を、
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上方から茎葉部
全面に均一に処理した。このとき雑草および作物
の生育状況は草種により異なるが、5〜9葉期
で、草丈は20〜60cmであつた。処理28日後に除草
効力を調査した。その結果を第2表に示す。な
お、本試験は、全期間を通して温室で行つた。
[Table] Examples of glyphosate salts include isopropylamine salts. When the composition of the present invention is used as a herbicide, it is usually mixed with a solid carrier, a liquid carrier, a surfactant, and other formulation auxiliaries, and formulated into an emulsion, wettable powder, suspension, or the like. These preparations contain active ingredients in a weight ratio of 1 to 90
%, preferably 2 to 80%. Examples of the solid carrier include fine powders or granules such as kaolin clay, attapalgite clay, bentonite, acid clay, pyrofluorite, talc, diatomaceous earth, calcite, walnut 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 acetone, cyclohexanone, and isophorone, vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, Examples include acetonitrile and water. Surfactants used for emulsification, dispersion, wetting, etc. include anionic surfactants such as alkyl sulfate ester salts, alkylaryl sulfonates, dialkyl sulfosuccinates, and polyoxyethylene alkylaryl ether phosphate salts. agent,
Examples include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene polyoxypropylene block polymer, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. Examples of formulation adjuvants include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymemelcellulose), and PAP (isopropyl acid phosphate). Examples of formulations are shown below. Note that parts indicate parts by weight. Formulation example 1 Compound [ ] 25 parts, glyphosate (free) 25
3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrated silicon oxide
Thoroughly grind and mix the two parts to obtain a wettable powder. Formulation example 2 Compound [ ] 5 parts, glyphosate (free) 20
1 part, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC, and 69 parts of water were wet-milled until the particle size was 5 microns or less to obtain a suspension. The composition of the present invention prepared in this manner is applied to the foliage of weeds after they emerge. In addition to treating plants from above, foliar treatments include local treatments that treat only weeds so that they do not attach to crops. Furthermore, by treating the soil with the composition of the present invention, it is possible to control the growth of weeds after treatment, and furthermore, it does not cause problematic phytotoxicity to crops such as soybeans, cotton, corn, and wheat. 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. The compound of the present invention can be used as an active ingredient of a herbicide for fields, fallow fields, orchards, pastures, lawns, forests, non-agricultural lands, and the like. Particularly in upland fields, it can be used in no-tillage farming in addition to the usual treatment methods. The application amount of the composition of the present invention is determined by the mixing ratio of the active ingredients,
The total amount of active ingredients per are is usually 1g to 50g, preferably 2g to 25g, although it varies depending on weather conditions, formulation form, type of target weed, etc. The agent is usually treated by diluting a predetermined amount of it with 1 to 10 liters of water per are (adding an auxiliary agent such as a spreading agent, if necessary). Examples of the spreading agent include, in addition to the above-mentioned surfactants, polyoxyethylene resin acid (ester), lignin sulfonate, abietate, dinaphthylmethane disulfonate, barafin, and the like. Next, a test example will be given to specifically demonstrate the herbicidal effect of the composition of the present invention. The herbicidal efficacy is expressed as the growth inhibition rate (%) calculated by the following formula by measuring the fresh weight of the above-ground parts of the test plants that remained dead at the time of the survey. Growth inhibition rate (%) = (1 - fresh weight of above-ground parts of test plants in treated area / fresh weight of above-ground parts of test plants in untreated area) × 100 Test example 1 Field soil foliage treatment test Area 33 x 23 cm 3. A vat with a depth of 11 cm was filled with field soil, and tubers of Japanese muscaria and rhizomes of Seiban sorghum were transplanted and grown for 35 days. Thereafter, the sample was made into a wettable powder according to Formulation Example 1, and a predetermined amount of it was
It was diluted with water equivalent to 5 liters per are containing a spreading agent, and was uniformly treated from the top of the plant to the entire stem and leaf area using a small sprayer. At this time, the growth conditions of weeds and crops varied depending on the grass species, but they were in the 5-9 leaf stage and the plant height was 20-60 cm. Herbicidal efficacy was investigated 28 days after treatment. The results are shown in Table 2. This test was conducted in a greenhouse throughout the entire period.

【表】 第2表の結果を等効果線法[深見順一、上杉康
彦、石塚皓造、富沢長次郎編「農業実験法」第3
巻除草剤編第1版第109〜111頁(1981年)ソフト
サイエンス社発行参照]により作図した。その結
果を図1〜2に示す。該図より、本発明組成物が
相乗効果を有することが明らからである。 試験例 2 畑地茎葉処理スペクトラム試験 面積33×23cm3、深さ11cmのバツトに畑地土壌を
詰め、イヌビエ、エノコログサ、メヒシバ、マル
バアサガオ、イチビ、エビスグサ、アメリカツノ
クサネム、アメリカキンゴジカ、イヌホオズキ、
オナモミ、ヒマワリ、シロザ、アオゲイトウを藩
種し、セイバンモロコシの根茎を移植し、35日間
育成した。その後、製剤例1に準じて供試物を水
和剤にし、その所定量を、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
で植物体の上方から茎葉部全面に均一に処理し
た。このとき雑草および作物の生育状況は草種に
より異なるが、3〜8葉期で、草丈は5〜60cmで
あつた。処理28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
通して温室で行つた。
[Table] The results in Table 2 are calculated using the iso-effect line method [Junichi Fukami, Yasuhiko Uesugi, Kozo Ishizuka, Chojiro Tomizawa, eds. "Agricultural Experimental Methods" vol. 3]
Volume Herbicides Edition, 1st Edition, pages 109-111 (1981, published by Soft Science)]. The results are shown in Figures 1-2. From the figure, it is clear that the composition of the present invention has a synergistic effect. Test example 2 Field soil treatment spectrum test Field soil was filled in a vat with an area of 33 x 23 cm 3 and a depth of 11 cm, and the fields were filled with field soil, and were treated with field soil, Japanese foxtail grass, red foxtail grass, red grass, common morning glory, Japanese grasshopper, yellowtail grass, American hornwort, American golden deer, Japanese dogwood,
Seeds of Japanese sorghum, sunflower, whiteberry, and sorghum were planted, and rhizomes of Seiban sorghum were transplanted and grown for 35 days. Thereafter, the sample was made into a hydrating powder according to Formulation Example 1, a predetermined amount of it was diluted with water equivalent to 5 liters per are including a spreading agent, and a small sprayer was applied from above the plant body to the whole surface of the stems and leaves. was uniformly processed. At this time, the growth conditions of weeds and crops varied depending on the grass species, but they were at the 3-8 leaf stage and the plant height was 5-60 cm. Herbicidal efficacy was investigated 28 days after treatment. The results are shown in Table 3. This test was conducted in a greenhouse throughout the entire period.

【表】【table】

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

(1) 図1、試験例1中の第2表のハマスゲに対
する除草効力を基に等効果線法により作図した
ものである。 縦軸はグリホサート(フリー)の薬量(g/
a)を、横軸は化合物[]の薬量(g/a)
をそれぞれ表わす。また、破線は相加的効果の
線を、実線は生育抑制率70%の等効果線をそれ
ぞれ表わす。 (2) 図2は、試験例1中の第2表のセイバンモロ
コシに対する除草効力を基に等効果線法により
作図したものである。 縦軸はグリホサート(フリー)の薬量(g/
a)を、横軸は化合物[]の薬量(g/a)
をそれぞれ表わす。また、破線は相加的効果の
線を、実線は生育抑制率70%の等効果線をそれ
ぞれ表わす。
(1) The plot was drawn using the iso-effect line method based on the herbicidal efficacy against the Japanese commonweed in Table 2 in Figure 1 and Test Example 1. The vertical axis is the dose of glyphosate (free) (g/
a), the horizontal axis is the dose of compound [] (g/a)
respectively. Furthermore, the broken line represents the line of additive effect, and the solid line represents the line of equal effect with a growth inhibition rate of 70%. (2) Figure 2 was drawn using the isoeffect line method based on the herbicidal efficacy against Saban sorghum in Table 2 of Test Example 1. The vertical axis is the dose of glyphosate (free) (g/
a), the horizontal axis is the dose of compound [] (g/a)
respectively. Furthermore, the broken line represents the line of additive effect, and the solid line represents the line of equal effect with a growth inhibition rate of 70%.

Claims (1)

【特許請求の範囲】[Claims] 1 2−(4−クロロ−2−フルオロ−5−プロ
パルギルオキシフエニル)−5,6,7,8−テ
トラヒドロ−1H−1,2,4−トリアゾロ−
(1,2−a)−ピリタジン−1,3−2H−ジオ
ンと、N−(ホスホノメチル)グリシンまたはそ
の塩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。
1 2-(4-chloro-2-fluoro-5-propargyloxyphenyl)-5,6,7,8-tetrahydro-1H-1,2,4-triazolo-
A herbicidal composition comprising (1,2-a)-pyritazine-1,3-2H-dione and N-(phosphonomethyl)glycine or a salt thereof as active ingredients.
JP9758986A 1985-05-09 1986-04-25 Herbicidal composition Granted JPS6253906A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP60-98268 1985-05-09
JP9826885 1985-05-09

Publications (2)

Publication Number Publication Date
JPS6253906A JPS6253906A (en) 1987-03-09
JPH0578530B2 true JPH0578530B2 (en) 1993-10-29

Family

ID=14215193

Family Applications (1)

Application Number Title Priority Date Filing Date
JP9758986A Granted JPS6253906A (en) 1985-05-09 1986-04-25 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPS6253906A (en)

Also Published As

Publication number Publication date
JPS6253906A (en) 1987-03-09

Similar Documents

Publication Publication Date Title
JP3291788B2 (en) Herbicidal composition
JP2536075B2 (en) Herbicidal composition
JPH02101004A (en) Herbicidal composition
JP2536587B2 (en) Herbicidal composition
JPH0578530B2 (en)
JPH0330562B2 (en)
JPH01157906A (en) Herbicidal composition
JP2531234B2 (en) Herbicide composition
JPH0340001B2 (en)
JPS6253903A (en) Herbicide composition
JPS6253907A (en) Herbicidal composition
JPH02196702A (en) Herbicidal composition
JPH03127704A (en) Herbicidal composition
JPS63301801A (en) Herbicidal composition
JPS6253908A (en) Herbicidal composition
JPH0215008A (en) Herbicidal composition
JPH0510323B2 (en)
JPS63179805A (en) Herbicidal composition
JPS6230702A (en) Herbicide
JPH0417926B2 (en)
JPS63104904A (en) Herbicide composition
JPH01265002A (en) Herbicidal composition
JPH0330563B2 (en)
JPS63190805A (en) Herbicidal composition
JPS63307805A (en) Herbicidal composition