JPH024205B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a novel agricultural and horticultural fungicide containing two types of fungicidal components having different activities. That is, one of the 1,2,4-triazole derivatives of the present invention represented by the following general formula () and 3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazole Lysine-1-carboxamide (hereinafter referred to as compound A) or 3-(3,
The present invention relates to an agricultural and horticultural fungicide characterized by containing 5-dichlorophenyl)-5-methyl-5-vinyloxazolidine-2,4-dione (hereinafter referred to as compound B). General formula () However, in the formula, X represents up to two identical or different halogen atoms or lower haloalkyl groups, and Y represents up to two halogen atoms. Compound A Compound B The agricultural and horticultural fungicide of the present invention is characterized by expanding the spectrum of control activity by mutually enhancing the bactericidal effects of each drug and complementing the shortcomings of each drug, thereby preventing various diseases of various useful crops. It is possible to stably exhibit extremely high pesticidal effects against. All of these results are achieved synergistically or synergistically, far exceeding the effects of each single agent. Conventionally, many agents have been widely used as agricultural and horticultural disinfectants, such as organic phosphorus agents, organic chlorine agents, heterocycle-containing organic synthetic agents, and antibiotics. but,
Some of these known fungicides have a narrow control activity spectrum and are limited in the number of diseases they can be applied to, making it difficult for farmers to control various diseases at the same time, resulting in inconveniences in terms of labor and weather conditions. The effects are unstable due to changes in the disease and disease occurrence situation, and the toxicity to humans and animals becomes a problem because extremely high doses are sprayed to obtain stable effects, and the situations where they can be used are significantly narrowed. However, most drugs have drawbacks. In order to eliminate these drawbacks and develop a highly safe drug that has a wide spectrum of pesticidal activity, is stable at low doses, and has no problems with residue, we have created an effective mixture by combining various drugs. I worked hard to find a drug. As a result, the general formula ()
By blending one of the 1,2,4-triazole derivatives mentioned above with Compound A or Compound B, a novel and useful agricultural and horticultural fungicide was created. The 1,2,4-triazole derivative represented by the general formula (), which is one of the active ingredients of the present invention, is a compound disclosed as an agricultural and horticultural fungicide in Japanese Patent Application No. 163409/1982. . And these derivatives are cucumber, melon, green pepper, eggplant,
Powdery mildew of pumpkins, apples, grapes, roses, wheat, wheat, pears, apples, grapes, green onions,
Highly effective against rust disease on chrysanthemums and other plants when sprayed in low doses.
Furthermore, the effect is remarkable even when used as a preventive spray or as a therapeutic spray after the invasion of pathogens, and it has excellent properties such as a relatively long residual effect. Also,
It also shows control activity against cucumber anthracnose, cucumber vine blight, rice sesame leaf blight, and apple scab. However, in order to control these diseases, it is necessary to spray at higher doses than in the case of controlling powdery mildew and rust. Therefore, if these diseases are to be controlled at the same time, a large amount of chemicals, more than 10 times the amount that can be used to control powdery mildew and rust, will be applied, resulting in a lot of economic waste and problems from the standpoint of residual toxicity. There is. On the other hand, Compound A is known as an agricultural and horticultural fungicide, as described in Japanese Patent Application Laid-Open No. 47-8097 and pages 193-194 of "Pesticide Handbook 1981 Edition" (published by the Japan Plant Protection Association). Compound B is also referred to in Japanese Patent Application Laid-Open No. 50-25734 and Nos. 443 to 443 of "Pesticide Handbook 1981 Edition" (published by the same association).
It is known from pages 444, etc. Compound A and compound B can cause sclerotia of cucumbers, eggplants, tomatoes, green peppers, strawberries, green beans, etc.
It is a commercially available fungicide with excellent preventive and therapeutic effects on gray mold, peach, and cherry blight. However, in order to consistently obtain a stable and high effect in controlling these diseases, it is necessary to spray at a relatively high dose, which poses safety problems such as residual toxicity. The present inventors have discovered that 1, represented by the general formula (),
When one type of 2,4-triazole derivative and two types of drugs, Compound A or Compound B, are mixed and sprayed, there is an unexpected synergistic or synergistic enhancement of the disease control effect against various diseases. I found out. That is, when applied in low doses, even when used alone, there is little control activity against diseases, and when used in combination, a remarkable control effect is exerted. This fact breaks through the preconceived notions of conventional mixtures and is a completely unexpected new finding. Since the agricultural and horticultural fungicides of the present invention have the excellent effects described above, it is sufficient to reduce the amount of the fungicides used to one-fourth to one-tenth of the amount when each of the fungicides is used alone. A pest control effect can be obtained. In addition, the agricultural and horticultural fungicides of the present invention can be expected to be used to treat powdery mildew on cucumbers, melons, watermelons, pumpkins, eggplants, green peppers, apples, grapes, roses, wheat, etc. , green onion, rose,
Mildew disease of carnations, apples, pear blight, pear black spot, apple spot leaf spot, cucumber,
It causes a wide range of diseases, including anthracnose of peaches, vine blight of cucumbers, and sesame leaf blight of rice. Representative compounds of 1,2,4-triazole derivatives that can be used in the present invention are illustrated below. In addition, compound No. is also referred to in the following examples and test examples. Compound 1 Compound 2 Compound 3 Compound 4 Compound 5 When carrying out the present invention, the active ingredient compound is diluted with a carrier and formulated into a commonly used form, such as a wettable powder, emulsion, powder, DL type powder, flowable, granule, fine granule, tablet, etc. It may be used according to a known method. The carriers used in the present invention include fixed carriers such as clay, talc, bentonite, kaolin, diatomaceous earth, and silica, or benzene, xylene, toluene, kerosene, alcohols (methanol, ethanol, isopropanol, n-butanol, etc.), Liquid carriers such as ketones (acetone, methyl ethyl ketone, cyclohexane, etc.) can be used. These can be used by blending appropriate amounts of suitable surfactants, spreading agents, etc. into formulations. In the present invention, it is appropriate to mix the active ingredients in a weight ratio of 0.1 to 10 parts of Compound A or Compound B to 1 part of the triazole-derived conductor. The blending ratio can be changed as appropriate. In addition to the active ingredients of the present invention, other fungicides, insecticides, herbicides, etc. can be used in combination. Examples of the agricultural and horticultural fungicide of the present invention will be shown next, but the present invention is not limited to the following examples. In the examples, parts refer to parts by weight. Example 1 Wettable powder Compound 1 10 parts, Compound A 20 parts, polyoxyethylene alkylaryl ether 5 parts, calcium lignin sulfonate 3 parts, and diatomaceous earth 62
A wettable powder is obtained by uniformly mixing and pulverizing the parts. Example 2 Powder 1 part of Compound 3, 2 parts of Compound B, 0.5 part of silicic anhydride fine powder, 0.5 part of calcium stearate, 50 parts of clay, and 46 parts of talc are uniformly mixed to obtain a powder. Example 3 Emulsion Mixing and dissolving 10 parts of Compound 4, 20 parts of Compound A, 50 parts of methyl ethyl ketone, and 20 parts of polyoxyethylene nonyl phenyl ether yields 30 parts of the active ingredient.
An emulsion containing % is obtained. When using this product, dilute it 500 to 10,000 times with water and spray it on plants. Next, the usefulness of the agricultural and horticultural fungicide according to the present invention will be specifically explained using test examples. Test Example 1 Control effect test on cucumber vine blight A diluted solution of a predetermined concentration of a hydrating powder was applied to the first true leaf stage seedlings of cucumber (variety: Sagami Hanshiro) grown in clay pots with a diameter of 9 cm in a greenhouse. Sprayed with a spray gun at 20ml per pot. One day after spraying, cucumber vine blight fungus (Mycosphaerella melonis) was cultured on PSA medium for 4 days at 24°C.
Mycosphaerella me-lonis)
A piece of bacterium-containing agar punched out with a cork borer with a diameter of 8 mm was used as an inoculum and inoculated onto the sprayed leaves. After inoculation, the plants were stored in a greenhouse at 24°C for 3 days to encourage disease development. In the investigation of disease onset, the lesion diameter was measured using calipers, and the control value (%) was determined from comparison with the untreated area. In addition, drug damage was investigated using the following indicators. The results are shown in Table 1. Control value (%) = (1 - Lesion diameter in sprayed area (mm) / Lesion diameter in non-sprayed area (
mm))×100 Investigation index for drug damage 5: Severe 4: Severe 3: Much 2: Little 1: Slight 0: None

【table】

[Table] Methyl thiophanate indicates dimethyl 4,4'-0-phenylenebis(3-thioallophanate), and the value in the bracket for the non-sprayed area indicates the average lesion diameter (mm) for the non-sprayed area. Test Example 2 Control effect test on botrytis gray mold disease A diluted solution of a predetermined concentration of a hydrating powder was applied to the first true leaf stage seedlings of cucumber (variety: Sagami Hanshiro) grown in clay pots with a diameter of 9 cm in a greenhouse. Sprayed with a spray gun at 20ml per pot. One day after spraying, cucumber gray blight fungus (Botrytis) was cultured on PSA medium at 20°C for 7 days and spore-formed under BLB irradiation for 1 day.
Botrytis cineria) spores were suspended in sterile water containing 50 ppm of Tween 20 (trade name of polyoxyethylene sorbitan monolaurate) so that the spore concentration was approximately 100 per field of view under a 150x microscope. , it was spray inoculated onto the drug-sprayed leaves. After inoculation, the seeds were kept in a humid room at 20°C for 24 hours, and then stored in a greenhouse at 20°C to encourage disease onset. Four days after inoculation, the lesion area ratio (%) was investigated, and the control value (%) was calculated from the comparison with the non-sprayed area. In addition, drug damage was investigated using the following indicators. Control value (%) = (1 - percentage of lesion area in sprayed area/ percentage of lesion area in non-sprayed area) x 100 Survey index for drug damage 5: Severe 4: Severe 3: Much 2: Slight 1: Slight 0: None This test was conducted in three pots for each drug concentration.
The average control value (%) was determined. The results are shown in Table 2.

【table】

[Table] Benomyl is 1-(n-butylcarbamoyl)-
2-benzimidazole methylcarbamate is shown, and the numbers in brackets for non-sprayed plots indicate the average lesion area ratio (%) for non-sprayed plots. Test Example 3 Control effect test against pear blight (field) Using a 15-year-old pear tree (variety: 20th century),
The test was conducted using three consecutive trees in one ward. In order to achieve a multi-diseased condition, we transplanted the pear tree with dense teliosporium of the pear fungus (Gymnosporangium haraeanum) into the field and used it as a source of infection. The chemical was sprayed three times at 10-day intervals from April 17th using a simple sprayer at a rate of 300 ml per 10 ares of diluted hydrating powder. Disease detection will be carried out on one tree randomly 20 days after the final spraying.
The number of lesions per leaf was investigated for 300 leaves, and the control value (%) was calculated using the following formula. In addition, phytotoxicity to leaves and fruits was investigated using the following indicators.
The results are shown in Table 3. Control value (%) = (1 - average number of lesions per leaf in the sprayed area / average number of lesions per leaf in the non-sprayed area) x 100 Investigation index for chemical damage 5: Severe 4: Severe 3: Heavy 2 : Slight 1: Slight 0: None

【table】

[Table] Bisdaicene refers to bis(dimethyldithiocarbamic acid) ethylenebis(dithiocarbamic acid) dizinc, and the numbers in brackets for non-sprayed plots indicate the number of lesions per leaf in the non-sprayed plots.

Claims (1)

[Claims] 1. General formula (wherein X represents up to two identical or different halogen atoms or a haloalkyl group, and Y represents up to two halogen atoms),
One type of 2,4-triazole derivative and 3-(3,
5-dichlorophenyl)-N-isopropyl-2,
4-Dioxoimidazolidine-1-carboxamide or 3-(3,5-dichlorophenyl)-5
-Methyl-5-vinyloxazolidine-2,4-
An agricultural and horticultural fungicide characterized by containing a mixture with dione as an active ingredient.