JPS62108802A - Herbicide composition - Google Patents

Herbicide composition

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Publication number
JPS62108802A
JPS62108802A JP24878385A JP24878385A JPS62108802A JP S62108802 A JPS62108802 A JP S62108802A JP 24878385 A JP24878385 A JP 24878385A JP 24878385 A JP24878385 A JP 24878385A JP S62108802 A JPS62108802 A JP S62108802A
Authority
JP
Japan
Prior art keywords
weeds
chloro
pyridyl
herbicide
urea
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
JP24878385A
Other languages
Japanese (ja)
Inventor
Kenji Kobayashi
賢司 小林
Keiko Yoshida
圭子 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.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku 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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP24878385A priority Critical patent/JPS62108802A/en
Publication of JPS62108802A publication Critical patent/JPS62108802A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:A herbicide composition exhibiting more improved synergistic effects than in the case of individual use with a small amount of the herbicide, showing improved selectively herbicidal activity by foliar treatment, comprising a specific N-(4-pridine)-N'-phenylurea derivative and a controller for gramineous weeds as active ingredients. CONSTITUTION:The titled composition containing N-(2-chloro-4-pyridyl)-N'-(3- fluorophenyl)urea or N-(2-chloro-4-pyridyl)-N'-(3,5-difluorophenyl)urea and a controller for gramineous weeds, such as 2-(N-ethoxybutylimidoyl)-5-(2- ethylthiopropyl)-3-hydroxy-2--cyclohexen-1-one, etc. in a blending ratio of 1:10-10:1 by weight as active ingredients. EFFECT:Showing a wide herbicidal spectrum on gramineous weeds such as green foxtail, large crab-grass, etc., strong weeds such as Sida spiosa L., China jute, cocklebur, etc., providing crops with no pytotoxicity, having high safety to men, beasts and cultivated plants and advantageous workability.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明はN−(4−ピリジル)−N′−フェニル尿素誘
導体とイネ科雑草防除剤との除草剤組成物に関し、該組
成物は多くの種頑の問題雑草の除草に用いることができ
る。
Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a herbicidal composition of an N-(4-pyridyl)-N'-phenylurea derivative and a grass weed control agent, and the composition It can be used to weed stubborn problem weeds.

〔従来の技術〕[Conventional technology]

従来より畑作用除草剤として数多くの除草剤が実用化さ
れており、単剤および混合剤として広く一般に使用され
ている。
Many herbicides have been put to practical use as field herbicides, and are widely used as single agents or mixtures.

本発明のN−(4−ビリジ7 ) −N’−フェニル尿
素肪導体はサイトカイニン様活性剤として有効であるこ
とが知られている(特公昭60−14001号)が畑地
雑草の防除に有効であることは知られていない。
The N-(4-viridi7)-N'-phenylurea fatty conductor of the present invention is known to be effective as a cytokinin-like activator (Japanese Patent Publication No. 14001/1983), and is effective in controlling field weeds. Something is not known.

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

作物に薬害を与えずかつ低薬量で雑草を防除することが
1社済的及び環境汚染の観点から最近とみに望捷ハてい
る。しかしそれには、雑草に対する高活性と幅広い殺草
スペクトルおよび高度な作物選択性が要求され、いまだ
これら全充分に満足するものはない。
Controlling weeds at low doses without causing chemical damage to crops has recently become a hot topic from the viewpoint of economic efficiency and environmental pollution. However, this requires high activity against weeds, a wide herbicidal spectrum, and a high degree of crop selectivity, and so far there is no product that fully satisfies all of these requirements.

近年農業1【材コストの低減意識の高まりとともに農業
資材の一つである除草剤のコスト低?ii、をはかるた
め従来の土壌処理法に変わる新菫来処理剤が切えされて
いる。土壌処理法においては雑草の発生の有無にかかわ
らず畑全面に・4剤を散布するため薬剤コストも膨大な
ものとなってしまう。また防除しきれなかった強害雑草
は作物発芽後に菫葉処理法で防除することになり請局2
回数布による薬剤コストの上昇という犠牲を払わなけれ
ば強害雑草を除草することができないという問題全提起
している。しかじ韮葉処理法では雑草の発生状況1種類
などを勘案し、必要な場所に雑草の種類に適した薬剤を
任意に散布でき薬剤コストの低減と雑草の効率的防除が
可能となる。
In recent years, agriculture 1 [With increasing awareness of reducing material costs, the cost of herbicides, which are one of the agricultural materials, has decreased? In order to measure ii), a new treatment agent has been used to replace the conventional soil treatment method. In the soil treatment method, four chemicals are sprayed over the entire field regardless of whether weeds are present or not, resulting in huge chemical costs. In addition, harmful weeds that cannot be completely controlled will be controlled using the violet leaf treatment method after the crops germinate.
This raises the issue that noxious weeds cannot be eradicated without paying the price of increased chemical costs due to repeated use. The Shikaji Niba leaf treatment method takes into account the occurrence of one type of weed, and can arbitrarily spray the appropriate chemical for the type of weed where it is needed, making it possible to reduce chemical costs and efficiently control weeds.

〔問題点を解決するだめの手段〕[Failure to solve the problem]

本発明者らは作物に対する高度選択性と雑草の効率的防
除をめざし鋭意、試験研究を重ねた結果4−ピリジルフ
ェニルウレア系化合物のうちN−(2−クロロ−4−ピ
リジル) −N’−、(3−フルオロフェニル)尿素(
以下化合物Aと略称する)およびN−(2−クロロ−4
−ピリジル)−N’−(5,5−ジフルオロフェニル)
尿ff1(以下化合物Bと略称する)とイネ科雑草防除
剤とを混合した除草剤組成物は菫葉処理法で優れた選択
的除草活性を有することを見い出した。
The inventors of the present invention have carried out extensive testing and research with the aim of achieving high selectivity for crops and efficient control of weeds, and have found that among 4-pyridylphenylurea compounds, N-(2-chloro-4-pyridyl) -N'- , (3-fluorophenyl)urea (
(hereinafter abbreviated as compound A) and N-(2-chloro-4
-pyridyl)-N'-(5,5-difluorophenyl)
It has been found that a herbicide composition containing urine ff1 (hereinafter abbreviated as compound B) and a grass weed control agent has excellent selective herbicidal activity using the violet leaf treatment method.

本発明でいうイネ科雑草防除剤とはイネ科雑草に有効な
下記に示す例えば(1)から(7)の化合物の総称であ
る。
The grass weed control agent as used in the present invention is a general term for the compounds (1) to (7) shown below that are effective against grass weeds.

(1) 2−(N−エトキノブチルイミドイル)−5(
2−エチルチオプロピル)−3−ヒドロキソ−2−7ク
ロヘキセンー1−オン (2)  2− Ci −(N−アリルオキ/アミノ)
−ブチリデン、]−]5.5−ジメチルー4−メトキン
カルボニル7クロヘキサンー1,5−9−オン、ナトリ
ウム塩 (3)  メチル(±)−2−〔4−(2,4−ジクロ
ロ−フェノキン)フェノキ/〕プロピオネート(4) 
 ブチル−2−(: a−(s−トリフルオロメチル−
2−ピリジルオキ/)フェノキン〕グロビオネート (5)  エチル−z−(4−(b−クロロ−2−ベン
ズオキサシリル)フェノキ/〕プロピオネート(6) 
 エチル−2−[4−(6−クロロ−2−キノキサリニ
ルオキン)フェノキ7〕プロピオネート (7)  メチル−2−C4−(3−クロロ−5−)リ
フルオロメチル2−ピリジルオキ7)フェノキ7〕プロ
ピオネート 本発明の除草剤を使用する場合、そのまま直接水で希釈
して使用するか、または農薬補助剤を用いて二条製造分
野に於て一般に行われている方法によりf・d々の製剤
形態にして使用することができる。
(1) 2-(N-ethoquibutylimidoyl)-5(
2-ethylthiopropyl)-3-hydroxo-2-7chlorohexen-1-one (2) 2-Ci-(N-allylox/amino)
-butylidene,]-]5,5-dimethyl-4-methquinecarbonyl7chlorohexane-1,5-9-one, sodium salt (3) Methyl (±)-2-[4-(2,4-dichloro-phenoquine) Fenoki/] Propionate (4)
Butyl-2-(: a-(s-trifluoromethyl-
2-pyridyloki/)phenoquine]globionate (5) Ethyl-z-(4-(b-chloro-2-benzoxacilyl)phenoquine/]propionate (6)
Ethyl-2-[4-(6-chloro-2-quinoxalinyloxine)phenox7]propionate (7) Methyl-2-C4-(3-chloro-5-)lifluoromethyl2-pyridyloxine7)phenoxylate 7] Propionate When using the herbicide of the present invention, it can be used as it is by diluting it directly with water, or it can be used as a formulation of f and d using a method commonly used in the field of nijo production using an agrochemical adjuvant. It can be used in any form.

ここに言う農薬補助剤としては担体(希釈剤)およびそ
の他の補助剤たとえば展着剤、乳化剤。
The agrochemical auxiliaries mentioned here include carriers (diluents) and other auxiliaries such as spreading agents and emulsifiers.

湿展剤1分散剤、固着剤、崩壊剤等をあげることができ
る。
Wetting agents 1 Dispersants, fixing agents, disintegrants, etc. can be mentioned.

酸体担体としてはトルエン、キ7レン等の芳香原炭1ヒ
水索、メタノール、ブタノール、グリコール等のアルコ
ール類、アセトン等のケトン類、ジメチルホルムアミド
等のアミド頌、ジメチルスルホキッド等のスルホキノド
頑、メチルナフタレン。
Examples of acid carriers include aromatic raw coals such as toluene and xylene, alcohols such as methanol, butanol, and glycol, ketones such as acetone, amides such as dimethylformamide, and sulfoquinones such as dimethyl sulfokide. , methylnaphthalene.

/クロヘキナ/、動植物油、脂肪酸、脂肪酸エステル等
があげられる。
/Chlohequina/, animal and vegetable oils, fatty acids, fatty acid esters, etc.

固体担体としてはクレー、カオリン、メルク。Solid carriers include clay, kaolin, and Merck.

珪藻土、/リカ、炭酸カル/ラム、モ/モリロナイト、
イノトナイト、長石、石英、アルミナ、鋸屑等があげら
れる。
Diatomaceous earth, /Lica, Cal/Rum carbonate, Mo/Morillonite,
Examples include inotonite, feldspar, quartz, alumina, and sawdust.

壕だ乳化剤または分散4]としては通常界面活性剤が使
用εしたとえば高級アルコール1111t戚すrリウム
、ステアリルトリメチルアンモニウムクロライド、ポリ
オキンエチレンアルキルフェニルエーテル、ラウリル(
メイン等の陽イオン系界面活性剤、陽イオン系界面活性
剤、非イオン系界面活性剤、両性イオン系界面活性剤が
あげられる。
Surfactants are usually used as emulsifiers or dispersants (4), such as higher alcohols such as trimethylammonium chloride, polyquine ethylene alkyl phenyl ether, lauryl (
Examples include cationic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants.

いずれの製剤もそのまま単独で使用できるのみならず、
必要ならば他の農6≦、例えば殺菌剤、殺虫剤、殺ダニ
削、殺線虫剤あるいは植物生長調節剤と混合してもよく
また肥料−や他の除草剤と混合して使用することもでき
る。
Not only can each formulation be used alone, but
If necessary, it may be mixed with other agricultural chemicals, such as fungicides, insecticides, acaricides, nematicides, or plant growth regulators. It may also be used in combination with fertilizers and other herbicides. You can also do it.

本発明の除草剤は前記混合活性成分を0.1〜+00t
fft%好ましくは0. O5−70重4%(D範囲が
適当である。これら混合活性rJχ分の含有量は製剤の
形態および施用する方法、目的、時期、場所および雑草
の発生状況等によって適当に変更できる。
The herbicide of the present invention contains 0.1 to +00 t of the mixed active ingredient.
fft% preferably 0. 4% by weight of O5-70 (D range is suitable. The content of these mixed active rJχ components can be appropriately changed depending on the form of the preparation, application method, purpose, timing, location, weed growth situation, etc.).

単位面積当りの袖用甫は七ねそれの有効成分として1〕
+1 j己(A) ゛または(B)の4−ヒ°リジルフ
ェニルウレア系化合物と前記イネ科雑草防除剤い)から
(7)の各々の化合物とf、1:10〜10:1重量部
好ましくは1:5〜5:1重量部の混合割合で1ヘクタ
ール当り混合活性化合物として約0.01〜5与好まし
くは0.1〜2 KFが使用される。しかしながら特別
の場合にはこれらの範囲を超えることが。
The active ingredient of Sodeyoho per unit area is 1.
+1 The 4-hylydylphenylurea compound of (A) or (B) and each of the compounds of (7) to (7) above, 1:10 to 10:1 parts by weight. Approximately 0.01 to 5, preferably 0.1 to 2, KF per hectare of mixed active compound are used, preferably in a mixing ratio of 1:5 to 5:1 parts by weight. However, in special cases these ranges may be exceeded.

または下まわることが可能でありまた時には必要でさえ
ある。
or lower is possible and sometimes even necessary.

〔発明の効果〕〔Effect of the invention〕

本発明の除草剤はそれを構成する各単一薬剤が本来単独
では充分に効力を発揮しえないm度でさえも本発明のご
とき薬剤混合により極めて顕著な協力作用ふ−よび相乗
作用が働き、的確な選択的雑草防除を呈し、例えば来期
の進んだ雑草(イチビ8〜10葉期に相当する雑草)に
対してもその相乗効果によPJ著しい防除効果を示すと
同時に単一薬剤では充分な効果が示されなかった草種に
対してさえも充分満足すべき選択的防除を達成させ強害
雑草を含む幅広い除草スペクトル(例えばイネ科雑草で
あるエノコログサ、メヒシバ、強害雑草であるアメリカ
キンゴジ力、イチビ、オナモミ等の雑草)を獲(i)す
ることが確認された。なお本発明除草剤は各成分の減t
tが可能になったことから人畜および栽培植物に71す
る安全性が更に高く作業上、極めて有利である。
The herbicide of the present invention exhibits extremely pronounced synergistic and synergistic effects by mixing the herbicides as in the present invention, even to the extent that each of the constituent single agents would not be sufficiently effective on its own. , exhibits accurate selective weed control, and shows remarkable control effects of PJ even against advanced weeds (weeds corresponding to the 8th to 10th leaf stage) in the next season due to its synergistic effect, and at the same time, a single agent is not sufficient. It achieved satisfactory selective control even for grass species for which no effective effects have been shown, and has a wide spectrum of herbicidal control including harmful weeds (e.g., weeds of the grass family, such as foxtail grass and crabgrass, and the harmful weed of American kingweed). It has been confirmed that they harvest (i) weeds such as Chikara, Ichibi, Onamomi, etc. In addition, the herbicide of the present invention has a reduction in t of each component.
Since this method has become possible, it is safer for humans, livestock, and cultivated plants, and is extremely advantageous in terms of work.

〔実施例〕〔Example〕

以下実mレリにより本発明を説明する。 The present invention will be explained below with reference to actual models.

製剤例 以上に本発明の製剤例について詳細に説明するが、添加
物の補角および混合比率はこれらのみに限定されること
なく広い範囲で使用可能である。
Although the formulation examples of the present invention will be described in detail above the formulation examples, the supplementary angles and mixing ratios of the additives are not limited to these and can be used in a wide range.

なお5部とあるのは重情部をあられす。Furthermore, the 5th part is the heavy drama section.

製剤例1 乳 剤 化合物(A) 25部、化合物番号(+) 25部にキ
/レンとメチルナフタレンの混合物(+:+)35部を
加えて浴解し、さらにポリオキ7エチレンアルキルフエ
ニルエーテルとアルキルベンゼンスルホン酸カルンウム
の混合物(8:2)15部と混合することKより乳剤が
得られる。
Formulation Example 1 Emulsion To 25 parts of compound (A) and 25 parts of compound number (+), 35 parts of a mixture of xy/lene and methylnaphthalene (+:+) was added and dissolved, and then polyoxy 7 ethylene alkyl phenyl ether was added. An emulsion is obtained by mixing K with 15 parts of a mixture (8:2) of carunium alkylbenzenesulfonate.

製剤例2 粉  剤 化合物(B)5部、化合物番号(4)5部にクレー90
部を加え試合粉砕することにより粉剤が得られる。
Formulation Example 2 Powder 5 parts of compound (B), 5 parts of compound number (4) and 90 parts of clay
A powder can be obtained by adding 100% of the powder and crushing the mixture.

製剤例3 水和剤 化合物(A) 25部、化合物番号(2) 25部を珪
藻±10部、カオリ732部の担体と混合しさらにラウ
リル硫酸ナトリウムと2.2′−ジナフチルメタンスル
フオン酸ナトリウムの混合物8部を均等に混合した後粉
砕して微粉末とじ水利剤を得る。
Formulation Example 3 Wettable powder: 25 parts of Compound (A) and 25 parts of Compound No. (2) are mixed with a carrier of ±10 parts of diatom and 732 parts of Kaori, and further mixed with sodium lauryl sulfate and 2,2'-dinaphthylmethanesulfonic acid. 8 parts of the sodium mixture was mixed evenly and then ground to obtain a finely powdered water concentrator.

実験例 以下に本発明の除草剤組成物が優れた除草活性を有して
いることを実験例により説明する。
EXPERIMENTAL EXAMPLES The excellent herbicidal activity of the herbicidal composition of the present invention will be explained below using experimental examples.

畑作条件における雑草防除試験 試験圃場は通常の畑作栽培方法に従いトラクターを用い
て20〜25cTnの深さに耕起を行った。
Weed control test under upland cultivation conditions The test field was plowed to a depth of 20 to 25 cTn using a tractor according to the usual upland cultivation method.

耕起後〜定量の雑草および作物の棟を播種し、20日後
にそれぞnエノコログサ5.5葉期、メヒシバ3.0葉
期、アメリカキンゴジカ本葉1.0葉期、イチビ本葉1
.5葉期、オナモミ本葉1.5葉期、グイズ本・葉1・
5葉期に生育した供試他物にアール当り1atの割合の
散布液で第1表および第2表記載の有効成分化合物の水
和剤を希釈し小型嘔霧器でMM散布した。試験規模は1
区4n?の2区制とじ薬剤処理後20白目に各雑草に対
する防除効果およびダイスに対する薬害程度を調査した
After plowing, a certain amount of weeds and crop ridges were sown, and 20 days later, N foxtail 5.5-leaf stage, crabgrass 3.0-leaf stage, golden deer 1.0-leaf stage, and Japanese crocodile 1.0 leaf stage were planted.
.. 5-leaf stage, Onamia true leaf 1.5-leaf stage, Guizu book/leaf 1/
Wettable powders containing the active ingredient compounds listed in Tables 1 and 2 were diluted with a spray solution of 1 at per area on test plants grown at the 5-leaf stage, and sprayed in MM using a small sprayer. The test size is 1
Ward 4n? The control effect against each weed and the degree of chemical damage to dice were investigated on 20 pewters after treatment with the two-section binding agent.

なお調査は次の基準で行い第1表および第2表の結果を
得た。
The investigation was conducted based on the following criteria and the results shown in Tables 1 and 2 were obtained.

10:無処理区に対する殺草率  100%9;   
             90転μ上100%未満8
:                 80%以上 9
0%未満7:                 70
髪以上 80チ未満6=              
   60%以上 70%未満5:         
        50%以上 60%未満4:    
            40%以上 50%未満3;
                60%以上 4部係
未満2:                 20係以
上 60%未満1:                
  10%以上 20%未膚0:          
    10%未満大豆に対する婆害の評価「0」は薬
害なしを示す。
10: Weed killing rate relative to untreated area 100%9;
90 turn μ above 100% 8
: 80% or more 9
Less than 0% 7: 70
More than hair, less than 80 inches 6=
60% or more but less than 70% 5:
50% or more but less than 60% 4:
40% or more, less than 50%3;
60% or more, less than 4 sections 2: 20 or more sections, less than 60% 1:
10% or more 20% skinless 0:
An evaluation of "0" for havoc damage to less than 10% soybean indicates no chemical damage.

第1表 第2表Table 1 Table 2

Claims (1)

【特許請求の範囲】[Claims] (1)N−(2−クロロ−4−ピリジル)−N′−(3
−フルオロフェニル)尿素またはN−(2−クロロ−4
−ピリジル)−N′−(3,5−ジフルオロフェニル)
尿素とイネ科雑草防除剤とを有効成分として含有するこ
とを特徴とする除草剤組成物。
(1) N-(2-chloro-4-pyridyl)-N'-(3
-fluorophenyl)urea or N-(2-chloro-4
-pyridyl)-N'-(3,5-difluorophenyl)
A herbicide composition comprising urea and a grass weed control agent as active ingredients.
JP24878385A 1985-11-08 1985-11-08 Herbicide composition Pending JPS62108802A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP24878385A JPS62108802A (en) 1985-11-08 1985-11-08 Herbicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP24878385A JPS62108802A (en) 1985-11-08 1985-11-08 Herbicide composition

Publications (1)

Publication Number Publication Date
JPS62108802A true JPS62108802A (en) 1987-05-20

Family

ID=17183325

Family Applications (1)

Application Number Title Priority Date Filing Date
JP24878385A Pending JPS62108802A (en) 1985-11-08 1985-11-08 Herbicide composition

Country Status (1)

Country Link
JP (1) JPS62108802A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5696119A (en) * 1992-12-15 1997-12-09 The Dupont Merck Pharmaceutical Company (2-quinoxalinyloxy) phenoxypropanoic acids and related derivatives as anticancer agents
WO2022078533A1 (en) * 2020-10-13 2022-04-21 Ustav Experimentalni Botaniky Av Cr, V.V.I. Substituted 1,3-diphenylurea derivatives and 1-phenyl-3-pyridylurea derivatives for plant biotechnology, preparations containing these compounds and use thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5696119A (en) * 1992-12-15 1997-12-09 The Dupont Merck Pharmaceutical Company (2-quinoxalinyloxy) phenoxypropanoic acids and related derivatives as anticancer agents
WO2022078533A1 (en) * 2020-10-13 2022-04-21 Ustav Experimentalni Botaniky Av Cr, V.V.I. Substituted 1,3-diphenylurea derivatives and 1-phenyl-3-pyridylurea derivatives for plant biotechnology, preparations containing these compounds and use thereof

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