JPS61280404A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPS61280404A
JPS61280404A JP25257685A JP25257685A JPS61280404A JP S61280404 A JPS61280404 A JP S61280404A JP 25257685 A JP25257685 A JP 25257685A JP 25257685 A JP25257685 A JP 25257685A JP S61280404 A JPS61280404 A JP S61280404A
Authority
JP
Japan
Prior art keywords
compound
herbicide
parts
weeds
formula
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
JP25257685A
Other languages
Japanese (ja)
Other versions
JPH0662367B2 (en
Inventor
Koichi Morita
耕一 森田
Akira Yoshida
亮 吉田
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
Publication of JPS61280404A publication Critical patent/JPS61280404A/en
Publication of JPH0662367B2 publication Critical patent/JPH0662367B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PURPOSE:A herbicide containing a 2-(5-n-pentyloxycarbonylmethoxyphenyl)- tetrahydroisoindole-1,3-dione derivative and a 2-imidazol-2-yl-3-quinolinecarboxylic acid. CONSTITUTION:A herbicide containing a compound expressed by formula and a compound expressed by formula II as active constituents at 1:0.5-20 weight ratio in an amount of 1-80wt% based on the total pharmaceutical. This herbicide is capable of removing selectively a wide range of weeds particularly in peanuts and soybean fields, and the herbicidal effect thereof is synergistically increased as compared with the independant use thereof. Thus, the herbicide can be applied in a small amount of chemical. The above-mentioned herbicidal composition is normally formulated into an emulsion, wettable powder, suspension, granule, etc. using a solid carrier, liquid carrier, surfactant or another adjuvant.

Description

【発明の詳細な説明】 本発明ハ、2−(4−クロロ−2−フルオロ−5−n−
々ンチルオキシカyボニルメトキシフェニル)−4,5
,6,7−テトラヒドロ−2H−イソインド−/L/−
t、a−ジオン(以下、化合物CDと記す。)と、2−
〔4,5−ジヒドロ−4−メチ/l/−4−(1−メチ
ルエチ/L/ )−Fl  # * V −1)T −
J : )l” 11 ++、A/ −9−/ Jl/
 M−8−キノリンカルボン酸(以下、化合物(II〕
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。)K関する
ものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention has the following properties:
methyloxycarbonylmethoxyphenyl)-4,5
,6,7-tetrahydro-2H-isoindo-/L/-
t,a-dione (hereinafter referred to as compound CD) and 2-
[4,5-dihydro-4-methy/l/-4-(1-methylethyl/L/)-Fl #*V-1)T-
J: )l" 11 ++, A/ -9-/ Jl/
M-8-quinolinecarboxylic acid (hereinafter referred to as compound (II)
It is written as ) as an active ingredient (hereinafter referred to as the composition of the present invention) K.

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 used as herbicides for upland fields, but because there are many types of weeds to control and they occur over a long period of time, they are more effective at killing weeds and have a wider herbicidal spectrum. There is a need for safe herbicides 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Cxlと、化合物(I
I)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、特にラッカセイおよび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
とを見い出し、本発明を完成した。
As a result of various studies aimed at developing herbicides that meet these objectives, the present inventors discovered the compound Cxl and the compound (I
The composition of the present invention containing I) as an active ingredient can selectively weed various weeds, especially a wide range of weeds in peanut and soybean fields, and its herbicidal efficacy is higher than that when used alone. and increase synergistically,
The present invention was completed based on the discovery that it can be applied at low doses and has a broader herbicidal spectrum.

本発明組成物の対象となる雑草としては、エノコログサ
、メヒシバ、イヌビエ、セイバンモロコシ、ンバムギ等
の単子葉植物、シロザ、アオゲイトウ、スベリヒュ、オ
ナモミ、ンロパナチョウセンアサガオ、イチビ、マルバ
アサガオ等のアサガオ類、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、野生ヒマワリ等の双子
葉植物があげられる。
Weeds targeted by the composition of the present invention include monocotyledonous plants such as foxtail grass, crabgrass, goldenweed, seiban sorghum, and sorghum, morning glories such as whitewort, sorghum, purslane, onagina, chinensis, chinensis, and mulva morningglory; Examples include dicotyledonous plants such as American hornwort, American goldenrod, dogfish, and wild sunflower.

本発明組成物は、特に除草の困難な雑草、たトエハ、シ
ロザ、アメリカキンゴジカ、イチビアオゲイトウ、イヌ
ホオズキを同時に除草することができる。
The composition of the present invention can simultaneously weed weeds that are particularly difficult to weed, such as weeds such as trumpet grass, whiteweed, red-winged deer, black-and-white weed, and dogfish.

化合物CI〕(特開昭58−110566号公報、)は
、除草効力を有し、また化合物(I[1(特開昭57−
24864号公報参照)は、除草剤として知られている
Compound CI] (Japanese Unexamined Patent Publication No. 58-110566) has a herbicidal effect, and compound
24864) is known as a herbicide.

本発明組成物の有効成分である化合物CI〕と化合物〔
[〕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〔131重量部に対して化合物(I
I) 0.2〜50重量部、好ましくは0.5〜20重
量部である。
Compound CI] which is the active ingredient of the composition of the present invention] and Compound [
Although the mixing ratio with [] can be varied over a relatively wide range, it is usually a mixture of compound (I
I) 0.2 to 50 parts by weight, preferably 0.5 to 20 parts by weight.

化合物[”11と化合物(Il〕の化学構造式を第1表
に示す。
The chemical structural formulas of compound [''11] and compound (Il) are shown in Table 1.

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、重量比で0,5〜90%
、好ましくは1〜80%含有する。
These preparations contain active ingredients from 0.5 to 90% by weight.
, preferably 1 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、
メルク、珪藻土、方解石、クルシミ粉、尿素、硫酸アン
モニウム、合成含水酸珪素等の微粉末あるいは粒状物が
あげられ、i体担体としては、キシレン、メチルナフタ
リン等ノ芳香族炭化水素類、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。
Solid carriers include kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite,
Examples include fine powders or granules such as Merck, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, and synthetic hydrated silicon oxides. Examples of i-form carriers include aromatic hydrocarbons such as xylene and methylnaphthalene, isopropanol, Examples include 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, acetonitrile, and water.

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、/L/(アリ
−/L/)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シん酸
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
−〃エーテル、ポリオキシエチレンゼII−j−にシプ
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、ホリオキシエチレンソルビタン詣防酸エステル等の
非イオン界面活性剤等があげられる。製剤用補助剤とし
ては、リゲニンスルホン酸塩、アルギン酸塩、ポリビニ
ルアルコール、アラビアガム、CMC(カルポキンメチ
ルセva−ス) 、PAP(酸性りん酸イソプロピ/I
/)等があげられる。
Surfactants used for emulsification, dispersion, wet carbon, etc. include alkyl sulfate salts, alkyl, /L/(ary-/L/) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl Anionic surfactants such as ether sic acid ester salts, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethyleneze II-j-, cypropylene block copolymer, sorbitan fatty acid ester, holoxy Examples include nonionic surfactants such as ethylene sorbitan acid ester. Adjuvants for formulation include ligenine sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carpoquin methyl sesame), PAP (isopropyl acid phosphate/I
/) etc.

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

製剤例1 化合物(”I”) 10部、化合物CT1〕10部、合
成含水酸化珪素10部、アルキル硫酸エステA/8部、
リクニンスルホン酸カルシウム2部および珪藻±65部
をよく粉砕混合して水和剤を得る。
Formulation Example 1 Compound ("I") 10 parts, Compound CT1] 10 parts, synthetic hydrous silicon oxide 10 parts, alkyl sulfate ester A/8 parts,
2 parts of calcium ricninsulfonate and ±65 parts of diatoms are thoroughly ground and mixed to obtain a wettable powder.

製剤例2 化合物(”I)0.5部、化合物(u)1.5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
〈練)合せた褥−造籾乾燥して粒剤を得る。
Formulation Example 2 Mix together 0.5 parts of compound ("I), 1.5 parts of compound (u), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignosulfonate, 80 parts of bentonite, and 65 parts of kaolin clay. Granules are obtained by drying the paddy.

製剤例3 化合物1rl〕40部、化合物CT1〕40部、リグニ
ンスルホン酸カルタ、ウム3部、フウリル硫酸ナトリウ
ム2部および合成含水酸化珪素希釈し茎葉処理する。茎
葉処理には、植物体の上方からの処理のほか、作物に付
着しなりように雑草に限って処理する局部処理等がある
Formulation Example 3 40 parts of compound 1rl, 40 parts of compound CT1, 3 parts of lignosulfonate carta, 2 parts of sodium furyl sulfate, and synthetic hydrous silicon oxide were diluted and subjected to foliage treatment. In addition to treating plants from above, foliar treatments include local treatments that treat only weeds so that they do not adhere to crops.

まな、他の除草剤と混合して用することてより、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1改良剤等
と混合して用いることもできる。
By mixing it with other herbicides, it is expected that the herbicidal efficacy will be enhanced. 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1’il:!l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アールあたりの有効
成分の合計量が0.5〜10ノである。
Application of the composition of the present invention:! l 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 0.5 to 10.

乳剤、水和剤、@1剤等はその所定量を通常1ア一μあ
たシ1〜10リットルの(必要ならば、展着剤等の散布
補助剤を添加した)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t施用する。
For emulsions, wettable powders, @1 agents, etc., the prescribed amount is usually diluted with 1 to 10 liters of water per micrometer (if necessary, a spreading agent such as a spreading agent is added). Granules and the like 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lli[l旨酸(エステ/I/)、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, examples of the spreading agent include polyoxyethylene lliic acid (ESTE/I/), lignin sulfonate, abietate, dinaphthylmethane disulfonate, paraffin, etc. .

次に試験例をあげて本発明組成物の除草効力を具体的に
示す。なお、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。
Next, test examples will be given to specifically demonstrate the herbicidal efficacy 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.

生育抑制率(%) 無処理区の恢拭櫂ワの則よ那の圧嵐重 試験例1 面積118 X2 B+−111、深さ11ωのバット
に畑地土壌を詰め、イチビ、ンロザ、イヌホオズキ、ア
オゲイトウ、アメリカキンゴジヵおよびダイズを播種し
、18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水で希釈し、
1アー〃あ九夛5リットル散布の割合で小型噴霧器で植
物体の上方から茎葉部全面に均一に散布した。このとき
各植物の生育は草種によ)異なるが、1〜4葉期であっ
た。散布20日後に除草効力を調査し友。その結果を第
2表に示す。
Growth suppression rate (%) Example 1 of pressure storm load test of Noriyona in the untreated area Area 118 x 2 B + - 111, depth 11ω filled with field soil , American goldenrod and soybean were sown and grown for 18 days. Thereafter, the sample was made into a wettable powder according to Formulation Example 1, and a predetermined amount of it was diluted with water containing a spreading agent.
The mixture was uniformly sprayed from the top of the plant over the entire stem and leaves using a small sprayer at a rate of 5 liters per 9 tons per hour. At this time, the growth of each plant varied depending on the grass species, but was at the 1-4 leaf stage. The herbicidal efficacy was investigated 20 days after spraying. The results are shown in Table 2.

なお、本試験は全期間を通して屋外で行なった。Note that this test was conducted outdoors throughout the entire period.

第  2  表  各種雑草に対する効力試験例2 直径11譚、深さ83のプラスチックポットに畑地土壌
を詰め、イチビ、ンロザ、イヌホオズキ、アメリカキン
ゴジカおよびダイズを播種し、14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
展着剤を含む水で希釈し、1アールあた夛5リットル散
布の割合で植物体の上方から小型r!RIII器で茎葉
部全面に均一に散布した。このとき各植物の生育は草種
により異なるが、1〜8葉期であった。散布14日後に
除草効力を調査した。その結果を第8表に示す。なお、
本試験は全期間を通して温室内で行った。
Table 2 Efficacy test example 2 against various weeds Field soil was filled in plastic pots with a diameter of 11 and a depth of 83, and Japanese crocodile, Japanese Physalis, Japanese Physalis, Golden Deer, and Soybean were sown and grown for 14 days. Thereafter, the test material was made into a hydrating powder according to Formulation Example 1, a predetermined amount of it was diluted with water containing a spreading agent, and a small r. It was evenly sprayed over the entire surface of the stems and leaves using a RIII device. At this time, the growth of each plant varied depending on the grass species, but was at the 1-8 leaf stage. The herbicidal efficacy was investigated 14 days after spraying. The results are shown in Table 8. In addition,
This test was conducted in a greenhouse throughout the period.

第 8 表  各棚雑草に対する効力 試験例8 面積11X15i、深さ71Mのプラスチックポットに
畑地土壌を詰め、アオゲイトウをあたυ4リットル散布
の割合で植物体の上方から小型噴霧器で茎葉部全面に均
一に散布した。このときアオゲイトウの生育は、8葉期
で草丈は5tW1であった。散布22日後に除草効力を
調査した。その結果を第4表に示す。
Table 8 Efficacy test example 8 against each shelf weed A plastic pot with an area of 11 x 15 i and a depth of 71 m was filled with field soil, and 4 liters of green bean was applied evenly over the entire stem and leaf area using a small sprayer from above the plant. Spread. At this time, the growth of A. japonica was at the 8-leaf stage and the plant height was 5 tW1. The herbicidal efficacy was investigated 22 days after spraying. The results are shown in Table 4.

なお、本試験は全期間を通して屋外で行った。Note that this test was conducted outdoors throughout the entire period.

第4表 第4表に示す結果を等効果線法(農薬実験法8、除草側
胴109〜116頁、子板英雄)で解析した。等効果線
法とは化合物〔r〕と化合物〔[]との異なった混合比
からなる組成物で、たとえば、90%生育抑制率を示す
いくつかの組合せを求め、これを第1図に示すようにプ
ロットすると相乗効果、相加効果、接抗効果を容易に判
定できる。
The results shown in Table 4 were analyzed by the isoeffect line method (Pesticide Experimental Method 8, Weeding Side Body, pp. 109-116, Hideo Koita). The isoeffect line method is a composition consisting of different mixing ratios of compound [r] and compound [[]. For example, several combinations showing a 90% growth inhibition rate are determined, and these are shown in Figure 1. If plotted like this, synergistic effects, additive effects, and tangent effects can be easily determined.

相乗効果を示す場合は、実測等効果線が相加効果を基準
として、その下方に示される。
When a synergistic effect is shown, an actual isoeffect line is shown below the additive effect.

試験例8では、第1図に示されているように、混合剤の
アオゲイトウを90%抑制する等効果線は、相加効果線
の下方に位置し、この解析法によって明らかに相乗効果
を有することが示された。
In Test Example 8, as shown in Fig. 1, the iso-effect line for suppressing 90% of blue-throated beetle of the mixture is located below the additive effect line, and this analytical method clearly shows that there is a synergistic effect. It was shown that

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

第1図は試験例8におけるアオゲイトウに対する90%
生育抑制の等効果線を示す。実線は相加効果を、点線は
相乗効果を示し、縦軸は化合物〔■〕のアールあたυの
薬量を、横軸は化合物r11のアールあかhの枢蚤を示
すへ第1図 化合物(ID (f/&) 化合物CI)
Figure 1 shows 90% of the test example 8.
Iso-effect lines for growth inhibition are shown. The solid line shows the additive effect, the dotted line shows the synergistic effect, the vertical axis shows the drug dose of compound [■], and the horizontal axis shows the central dose of compound r11. (ID (f/&) compound CI)

Claims (1)

【特許請求の範囲】 2−(4−クロロ−2−フルオロ−5−n−ペンチルオ
キシカルボニルメトキシフェニル)−4,5,6,7−
テトラヒドロ−2H−イソインドール−1,3−ジオン
と、2−〔4,5−ジヒドロ−4−メチル−4−(1−
メチルエチル)−5−オキソ−1H−イミダソール−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-(4-chloro-2-fluoro-5-n-pentyloxycarbonylmethoxyphenyl)-4,5,6,7-
Tetrahydro-2H-isoindole-1,3-dione and 2-[4,5-dihydro-4-methyl-4-(1-
methylethyl)-5-oxo-1H-imidazole-2
-yl]-3-quinolinecarboxylic acid as an active ingredient.
JP25257685A 1984-11-13 1985-11-11 Herbicidal composition Expired - Lifetime JPH0662367B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP59-238855 1984-11-13
JP23885584 1984-11-13

Publications (2)

Publication Number Publication Date
JPS61280404A true JPS61280404A (en) 1986-12-11
JPH0662367B2 JPH0662367B2 (en) 1994-08-17

Family

ID=17036262

Family Applications (1)

Application Number Title Priority Date Filing Date
JP25257685A Expired - Lifetime JPH0662367B2 (en) 1984-11-13 1985-11-11 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPH0662367B2 (en)

Also Published As

Publication number Publication date
JPH0662367B2 (en) 1994-08-17

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