JPH0482874A - Agricultural and horticultural germicide - Google Patents

Abstract

PURPOSE:To obtain an agricultural and horticultural germicide, containing a specific imidazole derivative as an active ingredient and having high safety. CONSTITUTION:The objective substance is obtained by containing 0.1-95wt.%, preferably 0.5-50 wt.% compound expressed by formula I as an active ingredient and preparing a formulation using a solid carrier (e.g. talc) or a liquid carrier (e.g. xylene) according to a conventional method. The germicide can be formulated into the form of wettable powder, emulsion, granule, dust, etc., and the application amount thereof is 5-2000g/ha. The above-mentioned germicide is capable of exhibiting growth inhibition for various molds with the ability to inhibit outbreak of crops and providing improvement in yield. The germicide is effective against downy mildew of cucumber, powdery mildew of wheat, glume blotch of wheat, etc. The compound expressed by formula I is obtained by reacting a compound expressed by formula II (X is Cl or Br) with imidazole.

Description

[Detailed description of the invention] [Industrial application field] The present invention relates to a fungicide for agricultural use.

[Problem to be solved by the invention]

Today's agricultural chemicals ensure high productivity through fertilizers, pesticides, and various agricultural materials. On the other hand, the appearance of drug-resistant bacteria due to the continuous application of pesticides and diseases caused by the annual cultivation of a single crop in an area are becoming major problems. Under such circumstances, the safe compound (1) is the following general formula [II]
It can be synthesized by reacting the compound represented by the above with imidazole in a suitable solvent.

(In the formula, X is a chlorine atom or a bromine atom.) Compound (IT) is synthesized by a known reaction between the corresponding phenylalkylmethanol and thionyl chloride.

The main properties of compound [I] are as follows.

Properties: Oil IR (cm-'): 3098, 1584, 9
39,912 When applying the compounds of the present invention, they can be prepared into wettable powders, emulsions, granules, powders, etc. by general agricultural chemical formulation methods using solid or liquid carriers.

The liquid diluent or carrier is preferably an aromatic hydrocarbon such as xylene, a chlorinated aromatic hydrocarbon such as chlorobenzene, an alcohol such as butanol, a ketone such as methyl isobutyl ketone, isophorone, or dimethyl formamide or dimethyl sulfoxide. Polar solvents such as water and water are used.

Mineral powders such as kaolin, talc, clay, montmorillonite, diatomaceous earth, as solid diluents or carriers;
Alternatively, a synthetic or natural polymer compound such as polyalkylene glycol ester gum may be used.

Examples of preferred emulsifiers include nonionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene argyl ethers, and alkylarylsulfonates, arylsulfonates, alkylsulfonates, etc.
There are anionic emulsifiers such as, and preferred dispersants include lignin, methyl cellulose, and the like.

Spreading agents such as carboxymethylcellulose and natural and synthetic polymers in powdered, granular or lattice form, such as gum arabic, polyvinyl acetate, polyvinyl acetate, can be used in the compositions.

The preparations generally contain from 0.1 to 95% by weight of active compound, preferably from 0.5 to 50% by weight.

When using the fungicide of the present invention, the active ingredient compound is applied sufficiently to achieve the desired effect. The application rate is in the range 50-2000 g/ha, - 50-1000 g/ha is suitable for boat fishing.

〔Example〕

The present invention will be illustrated in more detail with reference to Examples below. "Parts" in Examples indicate parts by weight.

(Example 1) Compound [I] 10 parts clay
80 parts polyoxyalkyl 5 parts phenol sulfate white carbon 5 parts or more were ground and mixed to prepare a wettable powder.

(Example 2) Compound CI) 20 parts xylene 70 parts Tsurpol 80
0Δ (trade name) 10 parts or more were mixed to form an emulsion.

(Example 3) Compound N) 10 parts lignin
Part 2 Hentnight
After mixing 88 parts or more and kneading with water, the mixture was granulated and dried to obtain granules.

(Example 4) Compound (I) Isophorone xylene orthochlorotoluene Tsurupol 900A’ (trade name) Tsurupol 900B (〃) The above was mixed to obtain an emulsion.

The effect of inhibiting mycelial growth and preventing the onset of disease of the drug of the present invention against typical filamentous fungi will be shown below using test examples.

(Test Example 1) Test of mycelial growth inhibition effect on a Petri dish A potato dextrose agar medium (PDA medium) and a dimethyl sulfoxide solution of the compound were mixed to a concentration of 100 ppm, and a flat plate was prepared in a Petri dish with a diameter of 9 cm. On this plate, two pieces of mycelium, which had been grown in PDA medium and punched out to a diameter of 4+no+, were placed. Pusarium oxysporum) on the 5th, Rhizoctonia solani (Rhizoctonia solani)
5olani) was cultured at 25°C for 3 days. The colony diameter was measured in comparison with the colony diameter without the addition of the drug, and the growth inhibition rate was calculated based on the formula below. The average of the results is shown in Table 1.

Table 1 1100pp based on the hydrating agent of each test compound formulated
A diluted solution was prepared, and 20 mj2 of this diluted solution was sprayed using a spray gun. Treatments were carried out on 3 plants for each test compound.

After drying for 24 hours, each plant is infected with Pseudoperonosvora cubenziis, which causes cucumber and disease.
doperonospora cubensis) was inoculated by spraying at 2 x 105 spores/m2. After this inoculation, cucumber plants were cultured at 20°C under water-saturated conditions for 12 hours, and then at 20°C and 70-80% The plants were cultured at relative humidity for 6 days. Seven days after inoculation, the percentage of lesions on the first and second leaves was investigated, and the control value was determined as follows, and the results shown in Table 2 were obtained.

Compound A in Table 3 was used as a control compound.

(Test Example 2) Cucumber and Disease Preventive Effect Test Cultivate cucumbers (variety: Natsuaki-No.) in clay pots with a diameter of 9 cm, and when they reach the 3-leaf stage, use the method of Example 1 to test for lesions in the untreated tsubo area. Ratio Table 2 Table 3 (Continued) Table 3 lists the control compounds used in each test example.

Table 3 (Test Example 3) Wheat Powdery Mildew Preventive Efficacy Test Wheat (variety: Norin No. 61) was grown in a warm pot with a diameter of 9 cm, and when it reached the 2-leaf stage, the formulation was prepared using the method of Example 4. A diluted solution of OOppm was prepared based on the emulsion of each test compound, and 20 ml of this diluted solution was sprayed using a spray gun. For each test compound, 13 plants per plot were treated in duplicate.

After drying for 24 hours, each plant was infected with Eryshiphe graminis, which causes wheat powdery mildew.
graminis) conidia were spray inoculated.

After this inoculation, the wheat plants were cultured at 20° C. in the dark for 12 hours under moisture-saturated conditions, and then at 20° C. with a photoperiod of 112 hours for 6 days. Seven days after inoculation, the percentage of lesions on the first and second leaves was investigated, and the control value was determined in the same manner as in Test Example 2, and the results shown in Table 4 were obtained.

Compound B in Table 3 was used as a control compound.

Table 4 (Test Example 4) Wheat blight preventive effect test Wheat (variety: Norin No. 61) was grown in a warm pot with a diameter of 9 cm. A diluted solution of 1100 pp was prepared based on the emulsion of each test compound, and 20 mA of this diluted solution was sprayed using a spray gun. For each test compound, 13 plants per plot were treated in duplicate.

After drying for 24 hours, each plant was infected with Leptosphaeria nodorum, which causes wheat blight.
A spore suspension (106 spores/m2) of Eria nodorum was spray inoculated. After this inoculation, the wheat plants were
The cells were cultured for 10 days at 90% relative humidity. Ten days after inoculation, the proportion of lesions on the first and second leaves was investigated, and the control value was determined in the same manner as in Test Example 2, and the results shown in Table 5 were obtained.

Compound C in Table 3 was used as a control compound.

Table 5 The results shown in Table 6 were obtained.

The compounds shown in Table 3 were used as control compounds.

Table 6 (Test Example 5) Wheat Powdery Mildew Treatment Efficacy Test Wheat (variety: Kunlin No. 61) was grown in a 9cm diameter pot and reached the two-leaf stage, causing wheat powdery mildew. Eryshiphegra
The conidia of M. minis were spray inoculated. After this inoculation, the wheat plants were cultured at 20°C in the dark under moisture-saturated conditions for 12 hours, and further diluted to 1 pl)m based on the hydrating powder of each test compound prepared by the method of Example 4. A solution was prepared, and 20 mff of this diluted solution was sprayed using a spray gun.

For each test compound, 13 plants per plot were treated in duplicate.

After spraying, culturing was carried out for 6 days at a 20' CI 2-hour photoperiod, and 7 days after inoculation, the proportion of lesions on the first and second leaves was investigated, and the control value was determined in the same manner as in Test Example 2. As explained above, the present invention inhibits the growth of various filamentous fungi, has the ability to suppress the onset of disease in crops, is free from chemical damage, and provides an effective means for improving yields. be.

Hodogaya Chemical Industry Co., Ltd.

Claims (1)

[Scope of Claims] 1. A fungicide for agricultural use containing a compound represented by the following formula [I] as an active ingredient. ▲There are mathematical formulas, chemical formulas, tables, etc.▼〔I〕