JPH0613442B2 - Agro-horticultural fungicide composition - Google Patents

Agro-horticultural fungicide composition

Info

Publication number
JPH0613442B2
JPH0613442B2 JP60138134A JP13813485A JPH0613442B2 JP H0613442 B2 JPH0613442 B2 JP H0613442B2 JP 60138134 A JP60138134 A JP 60138134A JP 13813485 A JP13813485 A JP 13813485A JP H0613442 B2 JPH0613442 B2 JP H0613442B2
Authority
JP
Japan
Prior art keywords
chloro
disease
agro
trifluoromethyl
fungicide composition
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
JP60138134A
Other languages
Japanese (ja)
Other versions
JPS62403A (en
Inventor
輝正 光明寺
一実 鈴木
秀司 吉村
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.)
Ishihara Sangyo Kaisha Ltd
Original Assignee
Ishihara Sangyo Kaisha 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 Ishihara Sangyo Kaisha Ltd filed Critical Ishihara Sangyo Kaisha Ltd
Priority to JP60138134A priority Critical patent/JPH0613442B2/en
Publication of JPS62403A publication Critical patent/JPS62403A/en
Publication of JPH0613442B2 publication Critical patent/JPH0613442B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、農園芸用殺菌剤組成物に関し、より詳細に
は、N−ピリジルアニリン系化合物と他の特定の化合物
とを有効成物として含有する農園芸用殺菌剤組成物に関
する。
TECHNICAL FIELD The present invention relates to an agricultural and horticultural fungicide composition, and more specifically, to an N-pyridylaniline compound and another specific compound as effective components. The present invention relates to an agricultural and horticultural germicide composition.

(従来技術及び発明が解決しようとする問題点) 従来から作物に発生する有害病を防除するために多くの
農園芸用殺菌剤が提供されているが、なお種々の面にお
いて改良が望まれている。
(Problems to be Solved by the Prior Art and Invention) Although many agricultural and horticultural fungicides have been provided in the past for controlling harmful diseases occurring in crops, improvements are still desired in various aspects. There is.

本発明者達は、先に次記一般式で表わされるN−ピリジ
ルアニリン系化合物が農園芸上有害な灰色かび病,黒星
病などの病原菌に対して優れた生育抑制効果を示すこと
を見出した。しかしながら、このN−ピリジルアニリン
系化合物は、うどんこ病などの特定の病原菌に対しては
その効果が十分でなく、また各病原菌に対して予防効果
に比べて、治療効果がやや劣るなどの欠点を有してい
た。
The present inventors have previously found that the N-pyridylaniline compound represented by the following general formula exhibits an excellent growth inhibitory effect against pathogens such as gray mold, scab and the like, which are harmful to agriculture and horticulture. . However, this N-pyridylaniline compound is not sufficiently effective against specific pathogenic bacteria such as powdery mildew, and has a drawback that the therapeutic effect is slightly inferior to the preventive effect against each pathogenic bacterium. Had.

(発明に至る経緯) 本発明者達は、これらの欠点を解決すべく研究した結
果、N−ピリジルアニリン系化合物を他の特定の化合物
と混合使用することにより、うどんこ病のように効果が
十分でなかった病原菌に対しても殺菌力を示し、また、
それぞれ単独施用では期待できない高い防除活性が認め
られ、更には単独施用時に較べて施用量を減少すること
ができるなど、混用による相乗効果が得られることを見
出した。また、予防効果に加えて治療効果も得られるの
で、実用性が向上することも見出した。
(Background of Invention) As a result of studies to solve these drawbacks, the present inventors have found that the use of N-pyridylaniline compounds in combination with other specific compounds has an effect like powdery mildew. It also shows bactericidal activity against pathogens that were not sufficient,
It was found that a high control activity, which cannot be expected by individual application, was observed, and further that the application rate could be reduced as compared with the case of single application, whereby a synergistic effect by the mixed application was obtained. Further, they have found that the practicality is improved because a therapeutic effect is obtained in addition to the preventive effect.

(発明の開示) すなわち、本発明は、一般式: (式中、Xはハロゲン原子またはトリフルオロメチル基
であり、Yは水素原子またはハロゲン原子であり、nは
1〜4の整数である)で表わされるN−ピリジルアニリ
ン系化合物の少くとも一種と、後記第1表の他の特定の
化合物よりなる群から選ばれた少なくとも1種とを有効
成分として含有する農園芸用殺菌剤組成物に関連する
が、特に本発明は化学式: で表わされるN−ピリジルアニリン系化合物であるN−
(3−クロロ−5−トリフルオロメチル−2−ピリジ
ル)−2,6−ジニトロ−3−クロロ−4−トリフルオ
ロメチルアニリンとテトラクロロロイソフタロニトリル
とを有効成分として含有する農園芸用殺菌剤組成物であ
る。
DISCLOSURE OF THE INVENTION That is, the present invention has the general formula: (Wherein, X is a halogen atom or a trifluoromethyl group, Y is a hydrogen atom or a halogen atom, and n is an integer of 1 to 4), and at least one of N-pyridylaniline compounds The present invention relates to an agricultural and horticultural fungicide composition containing as an active ingredient at least one selected from the group consisting of other specific compounds shown in Table 1 below. N- which is an N-pyridylaniline compound represented by
Agro-horticultural sterilization containing (3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline and tetrachloroloisophthalonitrile as active ingredients It is an agent composition.

前記一般式において、ハロゲン原子としては弗素原子、
塩素原子、臭素原子または沃素原子が挙げられる。
In the above general formula, the halogen atom is a fluorine atom,
Examples thereof include chlorine atom, bromine atom and iodine atom.

前記一般式で表わされるN−ピリジルアニリン系化合物
としては、例えばN−(3−クロロ−5−トリフルオロ
メチル−2−ピリジル−2,6−ジニトロ−3−クロロ
−4−トリフルオロメチルアニリン(以下NPAと略
称)、N−(3−ブロモ−5−トリフルオロメチル−2
−ピリジル)−2,6−ジニトロ−3−クロロ−4−ト
リフルオロメチルアニリン、N−(3−クロロ−5−ト
リフルオロメチル−2−ピリジル)−2,6−ジニトロ
−3−ブロモ−4−トリフルオロメチルアニリン、N−
(3−トリフルオロメチル−5−クロロ−2−ピリジ
ル)−2,6−ジニトロ−3−クロロ−4−トリフルオ
ロメチルアニリン、N−(3,5−ジクロロ−6−トリ
フルオロメチル−2−ピリジル)−2,6−ジニトロ−
3−クロロ−4−トリフルオロメチルアニリン、N−
(2−クロロ−4−トリフルオロメチル−3−ピリジ
ル)−2,6−ジニトロ−3−クロロ−4−トリフルオ
ロメチルアニリンなどを挙げることができる。
Examples of the N-pyridylaniline compound represented by the above general formula include N- (3-chloro-5-trifluoromethyl-2-pyridyl-2,6-dinitro-3-chloro-4-trifluoromethylaniline ( Hereinafter, abbreviated as NPA), N- (3-bromo-5-trifluoromethyl-2)
-Pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline, N- (3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-bromo-4 -Trifluoromethylaniline, N-
(3-Trifluoromethyl-5-chloro-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline, N- (3,5-dichloro-6-trifluoromethyl-2- Pyridyl) -2,6-dinitro-
3-chloro-4-trifluoromethylaniline, N-
(2-chloro-4-trifluoromethyl-3-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline and the like can be mentioned.

また、前記の他の特定の化合物としては、下記第1表に
示したような化合物が挙げられ、一般的によく知られて
いるものである。
In addition, examples of the other specific compound include the compounds shown in Table 1 below, which are generally well known.

次に、本発明に係る試験例を記載する。 Next, a test example according to the present invention will be described.

試験例1.キュウリうどんこ病予防効果試験 直径9cmの素焼鉢で、キュウリ(品種:四葉)を栽培
し、1葉期に達したときに供試化合物X,Yの各所定濃
度を含む水分散液10mlをスプレーガンを用いて散布し
た。24〜25℃の温室に一昼夜放置した後、うどんこ
病菌の分生胞子を発病菌より振りかけ接種した。接種1
0日目に第1葉の病班程度を調査し、無処理区の発病程
度を100とし、無発病を0として各処理区の発病程度
を百分率で求め、第2−1〜2−6表の結果を得た。
Test Example 1. Cucumber powdery mildew prevention effect test Cucumber (variety: four leaves) is cultivated in a 9 cm diameter clay pot, and 10 ml of an aqueous dispersion containing each predetermined concentration of the test compound X and Y is sprayed when reaching the 1-leaf stage. It was sprayed with a gun. After allowing to stand overnight in a greenhouse at 24 to 25 ° C., conidia of powdery mildew fungi were sprinkled and inoculated from the pathogenic bacteria. Inoculation 1
On day 0, the degree of disease on the first leaf was investigated, and the degree of disease in the untreated section was set to 100, and the degree of disease in each treated section was calculated as a percentage with 0 as no disease, and the results are shown in Tables 2-1 to 2-6. Got the result.

試験例2.エンバク冠さび病予防試験 直径9cmの素焼鉢でエンバク(品種:前進)を栽培し、
1葉期に達したときに供試化合物X及びYの各所定濃度
を含む水分散液20mlをスプレーガンを用いて散布し
た。20℃の温室に一昼夜放置した後、冠さび病菌の夏
胞子を発病苗より振りかけ接種した。接種10日目に第
一葉の病班程度を調査し、前記試験例1の場合と同様に
して発病率を求めた。
Test example 2. Oat crown rust prevention test Oat (cultivar: advance) is cultivated in a clay pot with a diameter of 9 cm,
When the leaf stage 1 was reached, 20 ml of an aqueous dispersion containing each predetermined concentration of the test compounds X and Y was sprayed using a spray gun. After leaving it in a greenhouse at 20 ° C. for a whole day and night, the spores of crown rust fungus were sprinkled on the diseased seedlings and inoculated. On the 10th day of inoculation, the degree of disease on the first leaf was investigated and the disease incidence was determined in the same manner as in Test Example 1 above.

その結果を第3−1〜3−6表に示す。The results are shown in Tables 3-1 to 3-6.

試験例3.キュウリべと病予防試験 直径9cmの素焼鉢で、キュウリ(品種;四葉)を栽培
し、2葉期に達したときに、各供試化合物X及びYの各
所定濃度を含む水分散液10mlを、スプレーガンを用い
て散布した。24〜25℃の温室に一昼夜放置した後べ
と病菌の胞子懸濁液を噴霧接種した。接種後5日目に第
一葉の病班数を調査し、無処理区の発病程度を100と
し、無発病を0として各処理区の発病程度を百分率で求
め、第4表の結果を得た。
Test example 3. Cucumber downy mildew prevention test Cucumber (variety: four leaves) was cultivated in a biscuit pot with a diameter of 9 cm, and when reaching the two-leaf stage, 10 ml of an aqueous dispersion containing each predetermined concentration of each test compound X and Y was added. , Using a spray gun. After leaving it in a greenhouse at 24 to 25 ° C. for 24 hours, it was spray-inoculated with a spore suspension of downy mildew. On the 5th day after the inoculation, the number of lesions on the first leaf was investigated, and the degree of disease in the untreated plot was set to 100, and the degree of disease in each treated plot was calculated as a percentage, and the results in Table 4 were obtained. It was

試験例4.キュウリ灰色かび病予防試験 直径9cmの素焼鉢でキュウリ(品種;四葉)を栽培し、
1葉期に達したときに、供試化合物X及びYの各所定濃
度を含む水分散液10mlをスプレーガンを用いて散布し
た。24〜25℃の温室に一昼夜放置した後、予めバレ
イショ、ブドウ糖寒天培地(PDA培地)に培養してお
いた灰色かび病菌のディスクを葉上に置き接種した。接
種後3日目に第一葉の病班長を調査し、無処理区の発病
程度を100とし、無発病を0として各処理区の発病程
度を百分率で求め、5−1〜5−5表の結果を得た。
Test example 4. Cucumber gray mold prevention test Cucumber (variety; four leaves) is cultivated in a clay pot with a diameter of 9 cm,
When the 1-leaf stage was reached, 10 ml of an aqueous dispersion containing each predetermined concentration of each of the test compounds X and Y was sprayed using a spray gun. After allowing to stand overnight in a greenhouse at 24 to 25 ° C, a disc of Botrytis cinerea, which had been previously cultured in potato and glucose agar medium (PDA medium), was placed on the leaves and inoculated. On the 3rd day after the inoculation, the disease group length of the first leaf was investigated, and the degree of disease in the untreated section was set to 100, and the degree of disease in each treated section was calculated as a percentage, and the degree of disease in each treated section was calculated as a percentage. Tables 5-1 to 5-5 Got the result.

上記試験例からも判る通り、本発明の殺菌剤組成物によ
れば、各単剤の施用に比較して優れた殺菌効果が得られ
る。
As can be seen from the above test examples, the bactericidal composition of the present invention has an excellent bactericidal effect as compared with the application of each single agent.

すなわち、N−ピリジルアニリン系化合物を特定の殺菌
剤と混用することにより、各単剤から予想されるより、
かなり低濃度で優れた防除効果が得られ、しかも、各単
剤の施用では期待できなかった病原菌に対しても幅広く
効果が認められる。
That is, by mixing the N-pyridylaniline compound with a specific fungicide, more than expected from each single agent,
An excellent control effect was obtained at a considerably low concentration, and a wide range of effects were observed against pathogenic bacteria that could not be expected by applying each single agent.

本発明の殺菌剤組成物は、有害病菌に感染している或い
は、その恐れのある栽培作物例えば、キュウリ、トマ
ト、ナスなどの蔬菜類、イネ、麦類などの禾穀類、マメ
類、リンゴ、ナシ、ブドウ、柑橘などの果樹類などに適
用することにより優れた殺菌作用を呈し、例えば、うど
んこ病、さび病、べと病、たんそ病、灰色かび病、黒星
病、班点落葉病、赤星病、いもち病、紋枯病、苗立枯
病、白絹病などの防除に好適であるが、中でもうどんこ
病、さび病、べと病、灰色かび病、黒星病の防除には最
適である。
The fungicide composition of the present invention is infected with harmful pathogens, or cultivated crops with the fear thereof, for example, cucumber, tomato, sugar beet such as eggplant, rice, cereals such as barley, legumes, apples, Pear, grapes, exhibit excellent bactericidal action by applying to fruit trees such as citrus fruits, for example, powdery mildew, rust, downy mildew, anthracnose, gray mold, scab, and spot leaf disease. It is suitable for controlling red scab, blast, leaf blight, seedling blight, white silkworm, etc., but for controlling powdery mildew, rust, downy mildew, gray mold and scab. Optimal.

本発明の殺菌剤組成物は、通常の農薬の場合と同様に、
前記有効成分をそのまま水に稀釈し混合して施用するこ
ともできるが、各種補助剤と配合し、乳剤、水和剤、粒
剤などの形態に製剤して施用することもできる。
The fungicide composition of the present invention, as in the case of ordinary pesticides,
The active ingredient may be diluted with water as it is and mixed and applied, or it may be mixed with various auxiliary agents and formulated and applied in the form of emulsion, wettable powder, granule and the like.

また、前記有効成分を個々に補助剤と混合、製剤して、
それらを混合してもよい。
In addition, the active ingredients are individually mixed and formulated with auxiliary agents,
You may mix them.

前記補助剤としては、硅藻土、消石灰、炭酸カルシウ
ム、滑石、ホワイトカーボン、カオリン、ベントナイ
ト、ジークライトなどの固形担体、トルエン、キシレ
ン、ソルベントナフサ、エタノール、ジオキサン、アセ
トン、イソホロン、メチルイソブチルケトン、ジメチル
ホルムアミド、ジメチルスルホキシド、N−メチル−2
−ピロリドンなどの溶剤、アルキル硫酸ソーダ、アルキ
ルベンゼンスルホン酸ソーダ、リグニンスルホン酸ソー
ダ、ポリオキシエチレングリコールアルキルエーテル、
ポリオキシエチレンラウリルエーテル、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
ルビタン脂肪酸エステルなどの展着剤、界面活性剤など
が挙げられる。
As the auxiliary agent, diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, solid carriers such as sikhlite, toluene, xylene, solvent naphtha, ethanol, dioxane, acetone, isophorone, methyl isobutyl ketone, Dimethylformamide, dimethyl sulfoxide, N-methyl-2
-Solvents such as pyrrolidone, sodium alkyl sulfate, sodium alkylbenzene sulfonate, sodium lignin sulfonate, polyoxyethylene glycol alkyl ether,
Examples thereof include spreading agents such as polyoxyethylene lauryl ether, polyoxyethylene alkylaryl ether, polyoxyethylene sorbitan fatty acid ester, and surfactants.

本発明殺菌剤組成物の施用濃度は、薬剤の製剤形態、施
用時期、有害病菌の種類などの条件によって異なるの
で、一概に規定できないが、一般に、N−ピリジルアニ
リン系化合物が1〜10,000ppm、他の殺菌性化合
物が、1〜10,000ppm望ましくは前者が10〜
1,000ppm、後者が10〜1,000ppmである。
The application concentration of the fungicide composition of the present invention varies depending on conditions such as the formulation form of the drug, the time of application, the type of harmful bacterium, and therefore cannot be specified unconditionally, but generally, the N-pyridylaniline compound is 1 to 10,000 ppm. , Other bactericidal compounds are 1 to 10,000 ppm, preferably the former 10
1,000 ppm, the latter is 10-1,000 ppm.

製剤例1〜6 (1)N−(3−クロロ−5−トリフルオロメチル−2−
ピリジル)−2,6−ジニトロ−3−クロロ−4−トリ
フルオロメチルアニリン 25重量部 (2)化合物NO.3,10,14,19,22又は25 2
5重量部 (3)ジークライト 45重量部 (4)リグニンスルホン酸ソーダ 5重量部 以上のものを均一に混合して水和剤とした。
Formulation Examples 1 to 6 (1) N- (3-chloro-5-trifluoromethyl-2-
Pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline 25 parts by weight (2) Compound NO. 3, 10, 14, 19, 22 or 252
5 parts by weight (3) Sikhlite 45 parts by weight (4) Sodium lignin sulfonate 5 parts by weight The above components were uniformly mixed to obtain a wettable powder.

製剤例7〜12 (1)N−(3−クロロ−5−トリフルオロメチル−2−
ピリジル)−2,6−ジニトロ−3−クロロ−4−トリ
フルオロメチルアニリン 2.5重量部 (2)化合物NO.2,12,15,17,23又は26
2.5重量部 (3)タルク 95重量部 以上のものを均一に混合して粉剤とした。
Formulation Examples 7 to 12 (1) N- (3-chloro-5-trifluoromethyl-2-
Pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline 2.5 parts by weight (2) Compound NO. 2, 12, 15, 17, 23 or 26
2.5 parts by weight (3) Talc 95 parts by weight The above ingredients were uniformly mixed to obtain a powder.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 で表わされるN−ピリジルアニリン系化合物であるN−
(3−クロロ−5−トリフルオロメチル−2−ピリジ
ル)−2,6−ジニトロ−3−クロロ−4−トリフルオ
ロメチルアニリンとテトラクロロイソフタロニトリルと
を有効成分として含有する農園芸用殺菌剤組成物。
1. N- which is an N-pyridylaniline compound represented by
Agro-horticultural fungicide containing (3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline and tetrachloroisophthalonitrile as active ingredients Composition.
JP60138134A 1985-06-25 1985-06-25 Agro-horticultural fungicide composition Expired - Lifetime JPH0613442B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60138134A JPH0613442B2 (en) 1985-06-25 1985-06-25 Agro-horticultural fungicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60138134A JPH0613442B2 (en) 1985-06-25 1985-06-25 Agro-horticultural fungicide composition

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP23400093A Division JPH0713002B2 (en) 1993-08-25 1993-08-25 Agro-horticultural fungicide composition

Publications (2)

Publication Number Publication Date
JPS62403A JPS62403A (en) 1987-01-06
JPH0613442B2 true JPH0613442B2 (en) 1994-02-23

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ID=15214780

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JPH0613442B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102007914A (en) * 2010-12-26 2011-04-13 陕西韦尔奇作物保护有限公司 Triflumizole-containing synergistic sterilization composition

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW276982B (en) * 1993-08-11 1996-06-01 Ishihara Sangyo Kaisha
PL194327B1 (en) * 1997-12-18 2007-05-31 Basf Ag Fungicidal mixture
FR2831022B1 (en) * 2001-10-23 2004-01-23 Aventis Cropscience Sa FUNGICIDAL COMPOSITION BASED ON AT LEAST ONE PYRIDYLMETHYLBENZAMIDE DERIVATIVE AND AT LEAST ONE DITHIOCARBAMATE DERIVATIVE
CN101984822B (en) * 2010-08-06 2012-12-12 东莞市瑞德丰生物科技有限公司 Germicide composition
CN104996429B (en) * 2015-07-25 2017-11-07 山东农业大学 A kind of bactericidal composition for preventing and treating black scurf of potato
CN111226942A (en) * 2020-03-11 2020-06-05 山东滨海瀚生生物科技有限公司 Agricultural acaricidal composition and application thereof

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JPS57126475A (en) * 1981-01-28 1982-08-06 Ishihara Sangyo Kaisha Ltd N-pyridylaniline and pest controller containing the same

Cited By (1)

* Cited by examiner, † Cited by third party
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CN102007914A (en) * 2010-12-26 2011-04-13 陕西韦尔奇作物保护有限公司 Triflumizole-containing synergistic sterilization composition

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