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JPH03130205A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPH03130205A
JPH03130205A JP1266104A JP26610489A JPH03130205A JP H03130205 A JPH03130205 A JP H03130205A JP 1266104 A JP1266104 A JP 1266104A JP 26610489 A JP26610489 A JP 26610489A JP H03130205 A JPH03130205 A JP H03130205A
Authority
JP
Japan
Prior art keywords
formulas
tables
compound
formula
chemical
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
JP1266104A
Other languages
Japanese (ja)
Inventor
Tetsuo Takematsu
竹松 哲夫
Hitoshi Kuramochi
倉持 仁志
Takashi Sato
隆志 佐藤
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.)
Mitsui Petrochemical Industries Ltd
Original Assignee
Mitsui Petrochemical Industries 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 Mitsui Petrochemical Industries Ltd filed Critical Mitsui Petrochemical Industries Ltd
Priority to JP1266104A priority Critical patent/JPH03130205A/en
Priority to KR1019910700608A priority patent/KR930004038B1/en
Priority to PCT/JP1990/001317 priority patent/WO1991005474A1/en
Priority to CA002042585A priority patent/CA2042585A1/en
Priority to US07/679,067 priority patent/US5223016A/en
Priority to EP19900914950 priority patent/EP0448723A4/en
Priority to BR909006966A priority patent/BR9006966A/en
Publication of JPH03130205A publication Critical patent/JPH03130205A/en
Pending legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To obtain a safe herbicide capable of mutually complementing effects on weeds which are difficult to control with a single agent and exhibiting synergistic effects even in a small amount of chemical by using a safe and specific herbicide excellent in herbicidal activity and a herbicide selected from tebuthiuron, diuron, etc., in combination. CONSTITUTION:A herbicidal composition, obtained by using at least one compound selected from a compound group expressed by formula I [Ar is formula II, III or IV (R<1> to R<3> and R<5> to R<9> are H, methyl or ethyl; R<4> and R<10> are H, OH, methyl, methoxy or ethoxy); R is methyl or methoxy] and at least one compound selected from a compound group expressed by formulas V to XI in combination and capable of complementing effects on weeds which are difficult to control with a single agent of the respective compounds, exhibiting complete control effects, simultaneously showing synergistic herbicidal effects in a small amount of chemical and having high safety for crops such as wheat.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は除草剤組成物に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to herbicidal compositions.

〔従来の技術〕[Conventional technology]

小麦、トウモロコシ、イネ、大豆等は重要な作物であり
、これらの作物の増収をはかるために、多くの除草剤が
使用されてきたが、従来の除草剤は除草活性や作物への
安全性の面で充分であるとは言いがたく、少量で有害雑
草を枯殺し、かつ作物に対しては薬害を生じない安全な
除草剤が望ま(式中、R1ないしR3およびR5ないし
R9は同一または相異なり水素原子、メチル基またはエ
チル基を表わし、R4およびRIOは水素原子、水酸基
、メチル基、メトキシ基またはエトキシ基を表わす)で
示されるいずれかの基を、Rはメチル基またはメトキシ
基を示す〕で表される化合物群が特開昭63−1077
9において提案されている。
Wheat, corn, rice, soybeans, etc. are important crops, and many herbicides have been used to increase the yield of these crops, but conventional herbicides lack herbicidal activity and crop safety. It cannot be said that herbicides are sufficient in terms of health, and a safe herbicide that kills noxious weeds in small amounts and does not cause phytotoxicity to crops is desired (in the formula, R1 to R3 and R5 to R9 are the same or mutually exclusive). R represents a hydrogen atom, a methyl group or an ethyl group, R4 and RIO represent a hydrogen atom, a hydroxyl group, a methyl group, a methoxy group or an ethoxy group), and R represents a methyl group or a methoxy group ] A group of compounds represented by JP-A-63-1077
9 has been proposed.

一方、下記式[A]〜[G] CHゴ CHl lb I で表される化合物は公知の除草剤である。On the other hand, the following formulas [A] to [G] CH Go CHl lb I The compound represented by is a known herbicide.

〔発明が解決しようとする課題〕[Problem to be solved by the invention]

しかしながら、上記一般式[I]の化合物および式[A
]〜[G]の化合物は、高薬量で使用した場合は種々の
雑草に有効であるが、低薬量で使用した場合は、有効雑
草種が少ないという問題点があった。
However, the compound of general formula [I] and the formula [A
The compounds of ] to [G] are effective against various weeds when used in high doses, but when used in low doses, there is a problem that only a few weed species are effective.

本発明は上記のような従来の問題点を解決するためのも
ので、一般式[I]の化合物と式[A]〜[G]の化合
物を併用することにより、それぞれの化合物の単剤では
防除困難な雑草に対して補足し合い、完全な防除効果を
示すとともに、単剤では完全に防除しえない低薬量にお
いても相乗的除草効果を発揮し、かつコムギ等の作物に
対して高い安全性を有する除草剤組成物を提供すること
を目的としている。
The present invention is intended to solve the above-mentioned conventional problems, and by using the compound of general formula [I] and the compounds of formulas [A] to [G] in combination, They complement each other to show a complete control effect on weeds that are difficult to control, and also exhibit a synergistic herbicidal effect even at low doses that cannot be completely controlled with a single agent, and are highly effective against crops such as wheat. The objective is to provide a safe herbicide composition.

〔課題を解決するための手段〕[Means to solve the problem]

本発明は、一般式CI] る少なくとも1種の化合物と、下記の式[A]、[B]
[C] 、[D] 、[E] 、[F]および[G]〔
式中Arは式: (式中、R1ないしR3およびR5ないしR9は同一ま
たは相異なり水素原子、メチル基またはエチル基を表わ
し、R4およびRIOは水素原子、水酸基、メチル基、
メトキシ基またはエトキシ基を表わす)で示されるいず
れかの基を、Rはメチル基またはメトキシ基を示す〕で
表される化合物群から選ばれI で表わされる化合物群から選ばれる少なくとも1種の化
合物とを有効成分として含有する除草剤組成物である。
The present invention provides at least one compound of the general formula CI] and the following formulas [A] and [B]
[C], [D], [E], [F] and [G]
In the formula, Ar is the formula:
R represents a methyl group or a methoxy group] and at least one compound selected from the group of compounds represented by I. This is a herbicide composition containing as an active ingredient.

一般式[I]の化合物の例としては、第1表ないし第3
表のものがある。
Examples of compounds of general formula [I] are shown in Tables 1 to 3.
There is something on the front.

(本貫以下余白) 第  2  表 第3表 一般式[I]の化合物は特開昭63−10779に記載
の反応により製造される。
(Main text below) Table 2 The compound of general formula [I] in Table 3 is produced by the reaction described in JP-A-63-10779.

式[A]〜[G]の化合物(以下、化合物A〜Gと記す
)は次の通りである。
The compounds of formulas [A] to [G] (hereinafter referred to as compounds A to G) are as follows.

化合物A tebuthiuron 3−(5−(1,1−ジメチルエチル) −1,3,4
−チアジアゾイル−2−イル)−1,3−ジメチル尿素 化合物B th iaz f 1 uron 1.3−ジメチル−3−(5−)リフルオロメチル−1
,3,4−チアジアゾイル−2−イル〕尿素化合物C ethidimuron 1−(5−エチルスルホニル−1,3,4−チアジアゾ
イル−2−イル)−1,3−ジメチル尿素化合物D 1uron 3−(3,4−ジクロロフェニル)−1,1−ジメチル
尿素 化合物E 1inuron 3−(3,4−ジクロロフェニル)−1−メトキシ−1
−メチル尿素 化合物F dicamba 3.6−ジクロロ−2−メトキシ安息香酸化合物G triclopyr ((3,5,6−)ジクロロ−2−ピリジル)−オキシ
〕酢酸・トリエチルアミン塩 一般式[I]の化合物と化合物A−Gとを有効成分とす
る本発明の除草剤組成物は、雑草の生育期に茎葉散布す
ることにより優れた除草効果力く得られる。一般式[I
]の化合物と化合物A−Gとの使用量は雑草の種類、生
育段階、発生密度などによって異なるが、通常、一般式
[I]の化合物を0.05〜0.5 kg/ ha、化
合物A−Gを0.05〜1kg/ha使用することが好
ましい。
Compound A tebuthiuron 3-(5-(1,1-dimethylethyl)-1,3,4
-Thiadiazoyl-2-yl)-1,3-dimethylurea compound B th iaz f 1 uron 1,3-dimethyl-3-(5-)lifluoromethyl-1
,3,4-thiadiazol-2-yl]urea compound C ethidimuron 1-(5-ethylsulfonyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea compound D 1uron 3-(3, 4-dichlorophenyl)-1,1-dimethylurea compound E 1inuron 3-(3,4-dichlorophenyl)-1-methoxy-1
-Methylurea compound F dicamba 3.6-dichloro-2-methoxybenzoic acid compound G triclopyr ((3,5,6-)dichloro-2-pyridyl)-oxy]acetic acid triethylamine salt Compound of general formula [I] The herbicidal composition of the present invention containing Compounds A to G as active ingredients can have excellent herbicidal effects by spraying on foliage during the weed growing season. General formula [I
] and Compounds A to G vary depending on the type of weed, growth stage, density of occurrence, etc., but usually the compound of general formula [I] is used at 0.05 to 0.5 kg/ha, and the compound A is used at a rate of 0.05 to 0.5 kg/ha. -G is preferably used in an amount of 0.05 to 1 kg/ha.

本発明の除草剤組成物は、上記有効成分に担体、界面活
性剤、分散剤、補助剤等を配合して常法により、例えば
、粒剤、水和剤、乳剤、微粒剤、粉剤等に製剤して施用
することが好ましい。ここで好適な担体としては、例え
ば、タルク、ベントナイト、クレー、カオリン、珪藻土
、ホワイトカーボン、バーミキュライト、消石灰、珪砂
、硫安、尿素等の固体担体、イソプロピルアルコール、
キシレン、シクロヘキサノン等の液体担体などが挙げら
れる。界面活性剤および分散剤としては、例えば、アル
コール硫酸エステル塩、アルキルスルホン酸塩、リグニ
ンスルホン酸塩、ポリオキシエチレングリコールエーテ
ル、ポリオキシエチレンアルキルアリールエーテル、ポ
リオキシエチレンソルビタンモノアルキレート等が挙げ
られる。補助剤としては、例えば、カルボキシメチルセ
ルロース、ポリエチレングリコール、アラビアゴム等が
挙げられる。
The herbicide composition of the present invention can be formulated into, for example, granules, wettable powders, emulsions, fine granules, powders, etc. by blending the above-mentioned active ingredients with carriers, surfactants, dispersants, adjuvants, etc. Preferably, it is formulated and applied. Suitable carriers include, for example, talc, bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, silica sand, ammonium sulfate, solid carriers such as urea, isopropyl alcohol,
Examples include liquid carriers such as xylene and cyclohexanone. Examples of surfactants and dispersants include alcohol sulfate ester salts, alkyl sulfonates, lignin sulfonates, polyoxyethylene glycol ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene sorbitan monoalkylates, and the like. . Examples of the adjuvant include carboxymethylcellulose, polyethylene glycol, gum arabic, and the like.

本発明の除草剤組成物の配合例を次に示す。例中%は重
量%である。
Examples of formulations of the herbicide composition of the present invention are shown below. In the examples, % is by weight.

配合例1 (水和剤) 一般式[I1の化合物6%、化合物A−03〜24%、
高級アルコール硫酸エステルのナトリウム塩3%および
カオリン88〜67%を均一に混合粉砕して水和剤とす
る。
Formulation Example 1 (Wettable powder) Compound of general formula [I1 6%, Compound A-03-24%,
A wettable powder is prepared by uniformly mixing and pulverizing 3% of a sodium salt of a higher alcohol sulfate ester and 88 to 67% of kaolin.

配合例2 (乳 剤) 一般式[I]の化合物10%、化合物A−(:、5〜4
0%、ポリオキシエチレンアルキルアリールエーテルl
O%、シクロへキサノン30%およびジメチルホルムア
ミド35〜10%を均一に溶解して乳剤とする。
Formulation example 2 (emulsion) 10% of the compound of general formula [I], compound A-(:, 5-4
0%, polyoxyethylene alkylaryl ether
30% of cyclohexanone and 35 to 10% of dimethylformamide are uniformly dissolved to form an emulsion.

本発明の除草剤組成物は、上記の製剤を適宜な濃度に希
釈して散布するか、または直接施用する。
The herbicidal composition of the present invention is prepared by diluting the above-mentioned preparation to an appropriate concentration and spraying it, or by applying it directly.

さらに本発明の除草剤組成物は、必要に応じて殺虫剤、
殺菌剤または他の除草剤との混合使用や、複合製剤化も
可能である。
Furthermore, the herbicide composition of the present invention may optionally contain an insecticide,
Mixtures with fungicides or other herbicides and complex formulations are also possible.

本発明の除草剤組成物はイチビ、オナモミ、アオビユ、
シロザ、チョウセンアサガオ、コセンダングサ、ノアサ
ガオ、ヒルガオ、タデ、イヌホウズキ、スミレ、オオイ
ヌノフグリ、フラサバソウ、ハコベ、ノハラガラシ、ナ
ズナ、ヒメオドリコソウ、ホトケノザ、カミツレ、ノハ
ラムラサキなどの種々の広葉雑草に対し優れた除草活性
を示し、コムギ、オオムギ、トウモロコシなどの有用作
物に対しては高い安全性を示す。
The herbicide composition of the present invention is suitable for
It exhibits excellent herbicidal activity against various broad-leaved weeds such as whiteweed, datura, Japanese knotweed, black-and-white weed, bindweed, polygonum, Japanese violet, violet, Japanese violet, black-and-white violet, chickweed, white-eared mustard, shepherd's purse, white-breasted weed, hotokenoza, chamomile, and white-leaved weed. It is highly safe for useful crops such as wheat, barley, and corn.

〔発明の効果〕〔Effect of the invention〕

以上の通り、本発明によれば、−a式[I]の化合物と
式[A]〜[Gコの化合物との相乗効果により、単剤で
は防除困難な広範囲の雑草に対して低薬量で優れた除草
活性を有し、かつ有用作物に対する安全性は高い除草剤
組成物が提供される。
As described above, according to the present invention, due to the synergistic effect of the compound of formula [I] and the compounds of formulas [A] to [G], it is possible to use a low dosage for a wide range of weeds that are difficult to control with a single agent. Provided is a herbicidal composition that has excellent herbicidal activity and is highly safe for useful crops.

以下、本発明をさらに詳細に説明するために実施例を示
す。
Examples are shown below to explain the present invention in more detail.

〔実施例〕〔Example〕

1/2000aのプラスチック製ポットにふるった畑土
壌(埴壌土)を充填し、これにオナモミ、イチビ、チョ
ウセンアサガオ、アオビユ、ノアサガオ、コセンダング
サおよびトウモロコシ(プントコーン)の種子を播種し
、ICII+覆土した。これらの植物を温室内で生育さ
せ、トウモロコシが5葉に生育した時点で、配合例1に
準じて調整した水和剤の所定量を、a (アール)当り
1.5jl!(リットル)の水量でマイクロスプレーを
用いて茎葉に噴霧処理した。なお展着剤としてネオエス
テリン2000倍液を加用した。薬剤処理後も試験材料
は温室内に置き、薬剤処理1力月後に除草効果および薬
害について下記の評価基準により調査し、その結果を第
4表に示した。
A 1/2000a plastic pot was filled with sifted field soil (clay loam), and seeds of Japanese fir tree, Japanese crocodile, Datura glomerata, Japanese violet, Noassa gloria, Cinnamon japonica, and corn (Punto corn) were sown into the pot, and covered with ICII+ soil. These plants were grown in a greenhouse, and when the corn had grown to five leaves, a predetermined amount of the hydrating agent prepared according to Formulation Example 1 was added to 1.5 jl per a (are)! The leaves and foliage were sprayed using a microspray with a volume of water (liters). A 2000 times neoesterin solution was added as a spreading agent. After the chemical treatment, the test materials were kept in a greenhouse, and one month after the chemical treatment, the herbicidal effect and chemical damage were investigated using the following evaluation criteria, and the results are shown in Table 4.

(本頁以下余白) 評価基準 なお、 第4表において、 印は一般式[I1 化合物あるいは化合物A−Gを単独で使用した比較例を
表す。
(Margins below this page) Evaluation Criteria In Table 4, the marks represent comparative examples in which the compound of general formula [I1 or compounds A to G were used alone.

(本頁以下余白) 第 表 (2) 第 表 (1) 第 表 (3) 以上の結果より、本発明の除草剤組成物は少ない薬量で
、広範囲の雑草に対して除草活性があり、有用作物に対
して薬害がなく安全であることがわかる。
(Margins below this page) Table (2) Table (1) Table (3) From the above results, the herbicide composition of the present invention has herbicidal activity against a wide range of weeds at a small dose. It can be seen that it is safe and has no chemical damage to useful crops.

Claims (1)

【特許請求の範囲】 一般式[ I ] ▲数式、化学式、表等があります▼[ I ] 〔式中Arは式: ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼または▲数式、化学式、表等がありま
す▼ (式中、R^1ないしR^3およびR^5ないしR^9
は同一または相異なり水素原子、メチル基またはエチル
基を表わし、R^4およびR^1^0は水素原子、水酸
基、メチル基、メトキシ基またはエトキシ基を表わす)
で示されるいずれかの基を、Rはメチル基またはメトキ
シ基を示す〕で表される化合物群から選ばれる少なくと
も1種の化合物と、下記の式[A]、[B][C]、[
D]、[E]、[F]および[G]▲数式、化学式、表
等があります▼[A] ▲数式、化学式、表等があります▼[B] ▲数式、化学式、表等があります▼[C] ▲数式、化学式、表等があります▼[D] ▲数式、化学式、表等があります▼[E] ▲数式、化学式、表等があります▼[F] ▲数式、化学式、表等があります▼[G] で表わされる化合物群から選ばれる少なくとも1種の化
合物とを有効成分として含有する除草剤組成物。
[Claims] General formula [I] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [ I ] [In the formula, Ar is a formula: ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Numerical formulas, chemical formulas,
There are tables, etc. ▼ or ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R^1 to R^3 and R^5 to R^9
are the same or different and represent a hydrogen atom, a methyl group or an ethyl group, and R^4 and R^1^0 represent a hydrogen atom, a hydroxyl group, a methyl group, a methoxy group or an ethoxy group)
and at least one compound selected from the group of compounds represented by the formula [A], [B], [C], [
D], [E], [F] and [G] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [A] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [B] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [C] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [D] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [E] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [F] ▲ There are mathematical formulas, chemical formulas, tables, etc. A herbicide composition containing as an active ingredient at least one compound selected from the group of compounds represented by ▼[G].
JP1266104A 1989-10-16 1989-10-16 Herbicidal composition Pending JPH03130205A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
JP1266104A JPH03130205A (en) 1989-10-16 1989-10-16 Herbicidal composition
KR1019910700608A KR930004038B1 (en) 1989-10-16 1990-10-12 Herbicidal composition and method of killing weed
PCT/JP1990/001317 WO1991005474A1 (en) 1989-10-16 1990-10-12 Herbicidal composition and method of killing weed
CA002042585A CA2042585A1 (en) 1989-10-16 1990-10-12 Herbicidal composition and herbicidal method
US07/679,067 US5223016A (en) 1989-10-16 1990-10-12 Herbicidal compositions comprising benzofuryloxyphenylurea or benzopyranyloxyphenylurea herbicides and dicamba, triclopyr, mecoprop, fluroxypyr, bentazone, or metribuzin
EP19900914950 EP0448723A4 (en) 1989-10-16 1990-10-12 Herbicidal composition and method of killing weed
BR909006966A BR9006966A (en) 1989-10-16 1990-10-12 HERBICIDE COMPOSITION AND PROCESS TO CONTROL WEEDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1266104A JPH03130205A (en) 1989-10-16 1989-10-16 Herbicidal composition

Publications (1)

Publication Number Publication Date
JPH03130205A true JPH03130205A (en) 1991-06-04

Family

ID=17426369

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1266104A Pending JPH03130205A (en) 1989-10-16 1989-10-16 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPH03130205A (en)

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