JPS59104301A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPS59104301A
JPS59104301A JP21305682A JP21305682A JPS59104301A JP S59104301 A JPS59104301 A JP S59104301A JP 21305682 A JP21305682 A JP 21305682A JP 21305682 A JP21305682 A JP 21305682A JP S59104301 A JPS59104301 A JP S59104301A
Authority
JP
Japan
Prior art keywords
formula
parts
weeds
compound
derivative
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
JP21305682A
Other languages
Japanese (ja)
Inventor
Shunichi Hashimoto
俊一 橋本
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
Priority to JP21305682A priority Critical patent/JPS59104301A/en
Publication of JPS59104301A publication Critical patent/JPS59104301A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:A herbicidal composition that contains an N-phenyltetrahydrophthalimide derivative and a phenoxypropionic acid derivative and exerts synergistic herbicidal effect on weeds of various kinds, especially on a wide range of weeds in soybean fields selectively with small amounts of application. CONSTITUTION:An N-phenyltetrahydrophthalimide derivative of formula I (R is lower alkyl, cycloalkyl, lower-haloalkyl), which is useful as a selective herbicide in soybean fields and a phenoxypropionic acid derivative of formula II (X is H, Cl, Y is Cl, CF3; R is lower alkyl), which is known as a selective herbicide for crops such as soybean, e.g. compounds of formula III and formula IV, are mixed at a weight ratio of 1pt. of the former compound to 0.1-50pts. of the latter. The resultant composition can exert effective herbicidal effect against green foxtail, barnyard grass, common morning-glory, Indian mallow, and cocklebur simultaneously. The application amount is 1.5-20g/a based on the active ingredients.

Description

【発明の詳細な説明】 本発明は、一般式[IJ 〔式中、J(は低級アルキル基、シクロアルキル基また
はハロ低級アルキル基を表わす。〕で示されるヘーフェ
ニルテトラヒドロフタルイイド誘棉体(以下化合物〔I
Jと記す)と一般式[式中、Xは水素原子または塩素原
子を、Yは塩素原子またはトリフルオロメチル基を、几
は低級アルキル基を表オ)す。〕 で表わされるフェノキシプロピオン酸誘導体(以ト化合
物[IIJと記す)とを有効成分として含有する除草組
成物に関する。
Detailed Description of the Invention The present invention provides a hephenyltetrahydrophthaloid derivative represented by the general formula [IJ [wherein J represents a lower alkyl group, a cycloalkyl group, or a halo-lower alkyl group]] (Hereinafter, compound [I
J) and the general formula [where X represents a hydrogen atom or a chlorine atom, Y represents a chlorine atom or a trifluoromethyl group, and 几 represents a lower alkyl group]. ] The present invention relates to a herbicidal composition containing a phenoxypropionic acid derivative represented by (hereinafter referred to as compound [IIJ]) as an active ingredient.

現在、畑地用除i′史剤としb 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f二め1,1:り除草効果が高
く、幅広い殺草スペクl、ラムを有し、かつ作物には安
全な除草剤が求めらA1でいる。
Currently, it is used as a herbicide for upland fields, but there are many types of weeds that can be controlled, and the weeds that appear over a long period of time are highly effective and have a wide range of herbicidal properties. A1 is in need of a herbicide that is safe for crops that have 1,000,000 yen and rams.

本発明者らは、これらの点について種々検討した結果、
タイス別における選択的除草剤として有用である化合物
[I〕(特願昭56−212896号、57−1384
5号、57”17858号)とすてにタイプ等の作物に
選択的な除草剤として知られている化合物[II’](
5bortB、r+vicwof、Hcrbicide
s。
As a result of various studies on these points, the present inventors found that
Compound [I] useful as a selective herbicide in Tice (Japanese Patent Application No. 56-212896, 57-1384)
Compound [II'] (No. 5, No. 57" 17858) is known as a selective herbicide for crops such as type
5bortB, r+vicwof, Hcrbicide
s.

4thedltlOn、HIMInfin3aChOm
lORIOn、、Ltd、、1982゜参照)とを有効
成分として含有する本発明の除草組成物が、種々の雑草
、特にタイス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弔独で用いろ場合と
比較して■」平曲に増大し、低薬量で施用できることを
見出(ッ、本発明を完成した。
4thedltlOn, HIMInfin3aChOm
The herbicidal composition of the present invention containing as an active ingredient a wide variety of weeds, especially a wide range of weeds in Thai rice fields, and its herbicidal effect is It was discovered that compared to the case of using it alone, it increased to ``■'' and that it could be applied at a low dosage (*, the present invention was completed).

本発明の除草組成物の対象となる′雑草としてハ、エノ
コロクサ、メヒシバ、オヒシバ、イヌヒエ、セイバンモ
ロコシ、シバムキ等の単子葉植物があり、シロザ、アオ
ビユ、スベリヒエ、オナモミ、ヨウシュチョウセンアサ
カ副、イチビ、マルバアザカオ等のアサカオ類、アメリ
カツノクサネム、アメリカキノコン力、イヌポウスキ、
野庄ヒマワリ等の双子葉植物がある。
The weeds to which the herbicidal composition of the present invention is applied include monocotyledonous plants such as sorghum, hackberry, black-and-white grass, black-and-white sorghum, sorghum, and sorghum; , Red-winged crows such as Red-spotted lily, Red-bellied mushrooms, Red-breasted mushrooms, Inupowskii,
There are dicotyledonous plants such as Nosho sunflower.

本発明の除草組成物は、特に問題となる雑草、Iことえ
ばエノコロクサ、イヌヒエ、メヒシバ、マルバアサカオ
等のアザカオ類、イチビ、オナモεを開時に除草するこ
とができる。
The herbicidal composition of the present invention can particularly weed problematic weeds, such as the weeds such as foxgloves, Japanese millet, Japanese aphrodisiacs, and silverworts such as silverworts, Japanese grasshoppers, and silverfish ε when they are weeded.

本発明の除草組成物の有効成分である化合物[r]と化
合物CIT〕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C化
合物[n]0.1〜50重一部、好ましくは0.2〜2
0重量部である。
The mixing ratio of compound [r] and compound CIT, which are the active ingredients of the herbicidal composition of the present invention, can be varied over a relatively wide range, but usually 0 parts by weight of compound [n] to 131 parts by weight of compound .1 to 50 parts, preferably 0.2 to 2 parts
It is 0 parts by weight.

第1表に本発明の除草組rjl1iの汀効成分である化
合物〔1」と化合物[II]のいくつかを示す。
Table 1 shows some of the compound [1] and compound [II] which are the effective ingredients of the herbicidal combination rjl1i of the present invention.

第1表に示す化合物番号は以下の製剤例、試験例におい
で共通に使用されろ。
The compound numbers shown in Table 1 are commonly used in the following formulation examples and test examples.

第1表 本発明の除草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NIJ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 the herbicidal composition of the present invention is used as a herbicide, it is usually used in the form of emulsions, wettable powders, suspensions, granules, etc. using solid carriers, liquid carriers, surfactants, and other NIJ manufacturing adjuvants. Formulated into a drug, etc.

これらの製剤には有効成分を、Km比で0.5〜90%
、好ましくは2〜80%含有する。
These preparations contain active ingredients at Km ratios of 0.5 to 90%.
, preferably 2 to 80%.

固体担体には、カオリンクレー、アタノ(ルジャイトク
レー、ベントナイト、酸性白土、)くイロフィライト、
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
あり、液体担体ニハ、キシレノ、メチルナフタリン等の
芳香族炭化水素、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、アセトン、シクロヘキ
サノン、イソホロン等のケトン、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
ある。
Solid carriers include kaolin clay, atano (lugite clay, bentonite, acid clay,) kuirophyllite,
There are fine powders or granules such as talc, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, and synthetic hydrous silicon oxide, and liquid carriers include aromatic hydrocarbons such as niha, xyleno, methylnaphthalene, isopropanol, ethylene glycol, and cellosolve. alcohols such as acetone, cyclohexanone, isophorone, vegetable oils such as soybean oil, cottonseed oil, dimethyl sulfoxide, acetonitrile, water, etc.

乳化、分散、湿展辱のために用いられる界面活性剤には
、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ii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等
がある。製剤用補助剤には、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、(
、iMC(カルボキシメチルセルロース)、1’AP(
酸性りん酸イソプロピル)等がある。
Surfactants used for emulsification, dispersion, and moistening include alkyl sulfate salts, alkyl (aryl) sulfonate salts, dialkyl sulfosuccinate salts, and polyoxyethylene alkylaryl ether phosphate salts. ionic field II agent, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether,
Examples include nonionic surfactants such as polyoxyethylene polyoxypropylene block copolymers, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters. Formulation adjuvants include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, (
, iMC (carboxymethyl cellulose), 1'AP (
acidic isopropyl phosphate), etc.

次に製剤例を示す。なお、部はM置部を示す。Examples of formulations are shown below. Note that the part indicates the M-position part.

製剤例1 化合物(2)20部、化合物(u)80部、リグニンス
ルホン酸カルシウム3部、ラウリル硫酸ソーダ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 20 parts of compound (2), 80 parts of compound (u), 3 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(1)5部、化合物(i)15部、ポリオキシエ
チレンスチリイレフェニルエーテル14部、ドデシルベ
ンセンスルホン酸カルシウム6部、キシレン60部をよ
く混合して乳剤を得る。
Formulation Example 2 5 parts of Compound (1), 15 parts of Compound (i), 14 parts of polyoxyethylene styrylephenyl ether, 6 parts of calcium dodecylbensene sulfonate, and 60 parts of xylene are thoroughly mixed to obtain an emulsion.

製剤例3 化合物(3)1部、化合物(LF3)1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V
剤を得る。
Formulation Example 3 1 part of compound (3), 1 part of compound (LF3), 1 part of synthetic hydrated silicon oxide, 2 parts of calcium lignosulfonate, 80 parts of bentonite and 65 parts of kaolin clay are thoroughly ground and mixed, and water is added. After kneading, granulate and dry
get the agent.

製剤例4 化合物(4)5部、化合物(I)20部、ポリオキシエ
チレンソルビタンモノ第1/エート8部、CMC3部お
よび水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。
Formulation Example 4 5 parts of compound (4), 20 parts of compound (I), 8 parts of polyoxyethylene sorbitan mono-1/ate, 3 parts of CMC and 69 parts of water were mixed and wet-pulverized until the particle size became 5 microns or less. to obtain a suspension.

これらの製剤は、そのままであるいは水等で希釈して茎
葉処理または土壌処理する。
These preparations are used as they are or after being diluted with water or the like for foliage treatment or soil treatment.

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、殺タニ剤、殺
線虫剤、殺菌剤、植物生長調節剤、肥F■、土壌改良剤
等と混合して用0ろこともできる。
Furthermore, by mixing it with other herbicides, it can be expected to increase the herbicidal efficacy. Furthermore, it can be mixed with insecticides, miticides, nematocides, fungicides, plant growth regulators, fertilizers, soil conditioners, etc., and then used.

本発明の除尊組成物の旋用量は、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、辿常1アールあたりの有効成分
岳が1.5〜20Fである。
The amount of rotation of the decontamination composition of the present invention depends on weather conditions, soil conditions,
Although it varies depending on the formulation form of the composition, the mixing ratio of the active ingredients, the target weeds and crops, etc., the amount of active ingredient per are is usually 1.5 to 20F.

乳剤、水和剤、DA濁剤等は、1アールあtコリ1リッ
トル〜10リットルの(必要ICら1f1展@Al1等
の徹布補助刑を添加した)水で希釈して施用し、粒剤等
は、なんら希釈することなくそのまま施用する。
Emulsions, wettable powders, DA clouding agents, etc. are diluted with 1 liter to 10 liters of water (added with necessary IC, 1f1, etc.) and applied. The agents are applied as is without any dilution.

展着剤には、前記の界面活性剤のほか、ポリオキシエチ
レンm1lt’[(エステル)、リフ゛二:/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
m、/fラフ、イン等力する。
In addition to the above-mentioned surfactants, the spreading agents include polyoxyethylene m1lt' [(ester), phosphoric acid salt, abietate, dinaphthylmethane disulfonic acid m, /f rough, yne, etc. do.

次に試験例をあげて本発明の除草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M量を1よかり、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 herbicidal composition of the present invention. The herbicidal efficacy is expressed as a growth inhibition rate (%) calculated from the following formula, using the amount of fresh M in the above-ground parts of the test plants that remained dead at the time of the survey as 1.

試験例1 直径10m、深さ10crnの円筒形プラスチックボッ
l−に畑地土壌を詰め、エノコロクサまたはメヒシバの
種子をまき、覆土した後、屋外で20日間育成した。製
剤例1に準じて水和剤にした供試化合物の所定量を展着
剤を含む水で希釈し、1アールあたり10リツトル散布
の割合で小型哨利器でプラスチック、1′、′ノドの上
方から茎葉散布した。散布時の供試植物は3〜4葉期で
あった。散布後20日問屋外で育成し除草効力を調査し
tコ。その結平を第2表および第3表に示す。
Test Example 1 A cylindrical plastic bottle with a diameter of 10 m and a depth of 10 crn was filled with field soil, and seeds of Enocoloccus or Physalis were sown, covered with soil, and then grown outdoors for 20 days. A predetermined amount of the test compound made into a hydrating powder according to Formulation Example 1 was diluted with water containing a spreading agent, and sprayed with a small spatula at a rate of 10 liters per area, above the throat of the plastic. Sprayed on leaves and foliage. The test plants were at the 3-4 leaf stage at the time of spraying. After spraying, the plants were grown outdoors for 20 days and their herbicidal efficacy was investigated. The results are shown in Tables 2 and 3.

第2表エノコログサに対する除t′?効力(生育抑制率
へ))第3表メヒシバに対する除草効力(生育抑制率(
%))試験例2 面積38X23cJ、深さ11/771のバットに畑地
土壌を詰め、エノコログサ、fスヒエ、メヒシバ、マル
バアサ力]、イチビ、閂ナモミおよびイ1イスをm種し
、18H4F、il酊Dりiシた。
Table 2: Division t' for foxtail grass? Efficacy (growth inhibition rate)) Table 3 Herbicidal efficacy against crabgrass (growth inhibition rate (
%)) Test Example 2 A vat with an area of 38 x 23 cJ and a depth of 11/771 cm was filled with field soil, and m types of wild foxtail, f. Dirishita.

その後、製剤例1に準じて水和剤にした9を賦化合物の
所定[はを展着剤を含む水で希釈し、1アールあたり5
リツトル散布の;11す合で小型:噴霧器で植物体の上
方から茎葉部全面に均一に1枚用し1こ。このとき各植
物の4トαは苗種により異なるが、1〜4、T21tl
lであ、た。散布2OII後に除草効力を調6した。て
の結宋を第4表に示す1.なお、本試験は全問間を通し
て屋外C′行った、。
Thereafter, 9, which had been made into a wettable powder according to Formulation Example 1, was diluted with water containing a spreading agent, and 5%
Little Spray: 11 pieces and small size: Use a sprayer to apply one layer evenly over the entire stem and leaves from the top of the plant. At this time, the 4t α of each plant varies depending on the seedling, but it is 1 to 4, T21tl
It was l. The herbicidal efficacy was examined after 2OII spraying. The conclusion of the Sung Dynasty is shown in Table 4.1. In addition, this test was conducted outdoors during all questions.

一一一/ 一、、、//・” 、−// 7−/− 77′ 一一/ 第4表各種71を草に夕・1才る効力111/ one,,,//·" ,-// 7-/- 77' 11/ Table 4 Effect of various 71 in the evening and 1 year old

Claims (1)

【特許請求の範囲】 一般式 [式中、■(は低級アルキル基、シクロアルキル基また
はハロ4店級アルキル基を表わす。〕でホサれる〜−フ
ェニルテトラヒドロフタルイミド 〔式中、Xは水f;′原子または塩素原子を、Yは塩素
原子またはトリフルオロメチル基を、1tは415級ア
ルキル基を表わす。]で示されるフェノキシプロピオン
酸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。
[Scope of Claims] -Phenyltetrahydrophthalimide represented by the general formula [wherein ■ (represents a lower alkyl group, cycloalkyl group, or halo tetra-alkyl group]] [wherein X is water f; ' atom or chlorine atom, Y represents a chlorine atom or a trifluoromethyl group, and 1t represents a 415-class alkyl group] as an active ingredient. .
JP21305682A 1982-12-03 1982-12-03 Herbicidal composition Pending JPS59104301A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP21305682A JPS59104301A (en) 1982-12-03 1982-12-03 Herbicidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP21305682A JPS59104301A (en) 1982-12-03 1982-12-03 Herbicidal composition

Publications (1)

Publication Number Publication Date
JPS59104301A true JPS59104301A (en) 1984-06-16

Family

ID=16632794

Family Applications (1)

Application Number Title Priority Date Filing Date
JP21305682A Pending JPS59104301A (en) 1982-12-03 1982-12-03 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPS59104301A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0182120A2 (en) * 1984-10-22 1986-05-28 Sumitomo Chemical Company, Limited Herbicidal composition
EP0275556A2 (en) * 1987-01-22 1988-07-27 Sumitomo Chemical Company, Limited Herbicidal composition
EP0305826A2 (en) * 1987-09-01 1989-03-08 Sumitomo Chemical Company, Limited The production of N-[4-chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)phenyl]-3,4,5,6-tetrahydrophthalimide

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0182120A2 (en) * 1984-10-22 1986-05-28 Sumitomo Chemical Company, Limited Herbicidal composition
EP0182120A3 (en) * 1984-10-22 1987-01-07 Sumitomo Chemical Company, Limited Herbicidal composition
EP0275556A2 (en) * 1987-01-22 1988-07-27 Sumitomo Chemical Company, Limited Herbicidal composition
EP0305826A2 (en) * 1987-09-01 1989-03-08 Sumitomo Chemical Company, Limited The production of N-[4-chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)phenyl]-3,4,5,6-tetrahydrophthalimide

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