JP2814680B2 - Agricultural and horticultural sterilizing composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to N- (1,1-dimethyl-2-oxa-4-
The present invention relates to a fungicidal composition for agricultural and horticultural use containing an indanyl) -2-methyl-pyrazole-5-carboxylic acid amide derivative and a certain amide derivative as active ingredients.

<Prior art> N- (1,1-dimethyl-2-oxa-4-indanyl) -2-methyl-pyrazole-5-carboxylic acid amide derivative is effective in agricultural and horticultural fungicides in Europe. It is described in Patent Application Publication No. 315502.

On the other hand, the fact that N- [1- (substituted phenyl) ethyl] -2-cyano-3,3-dimethylbutanamide derivatives are effective as agricultural and horticultural fungicides is disclosed in Japanese Patent Application Laid-Open No. 1-156951 and Japanese Patent Application No. Sho. 63-259716.

<Problems to be Solved by the Invention> In recent years, as rice cultivation has progressed in mechanization and labor saving and early cultivation has become established, the occurrence of sheath blight has increased in many places and caused great damage.

On the other hand, blast varieties, which are one of the most important diseases in rice cultivation along with sheath blight, have recently been improved in quality, but all of these varieties have very low resistance to blast. It is weak and the importance of blast control is increasing.

Thus, in many rice cultivation areas, the above two diseases are mixed, and it is essential to control them simultaneously.

<Means for Solving the Problems> In view of such a situation, the present inventor has demonstrated an excellent effect on rice sheath blight, and an agricultural and horticultural fungicide having an excellent control effect on rice blast. Continued to study the development of
-(1,1-dimethyl-2-oxa-4-indanyl)-
The effect is obtained by using a mixture of a 2-methyl-pyrazole-5-carboxylic acid amide derivative and an N- [1- (substituted phenyl) ethyl] -2-cyano-3,3-dimethylbutanamide derivative. Have been found to be higher than when they are used alone, and to be higher even at low concentrations, ie, exhibit an excellent synergistic effect, leading to the present invention.

That is, the general formula [Wherein, R ¹ represents a methyl group or a trifluoromethyl group, R ² represents a hydrogen atom, a methyl group, an ethyl group or a chlorine atom, and R ³ represents a methyl group or an ethyl group. A pyrazole derivative represented by the general formula: [Wherein X and Y are the same or different and each represents a hydrogen atom,
Z represents a fluorine atom, a chlorine atom or a lower alkoxy group, Z represents a chlorine atom, a bromine atom, a trifluoromethyl group or a lower fluoroalkoxy group, and R represents a methyl group or a vinyl group. And a bactericidal composition for agricultural and horticultural use (hereinafter, referred to as the composition of the present invention).

Table 1 shows an example of the pyrazole derivative represented by the general formula [I] used in the present invention.

Table 2 shows an example of the amide derivative represented by the general formula [II] used in the present invention.

Examples of plant diseases which the composition of the present invention has excellent efficacy include rice sheath blight ( Phizoctonia solani ), blast ( Pyricularia oryzae ), and pseudo blight blight ( Rhizoct)
nia oryzae , R. solani type III B), rust on wheat ( Puccinia striiformis , P. graminis , P. recondi
ta , P. hordei), snow mold (Typhula incarnata, T.
ishikariensis ), strain rot ( Rhizoctonia cerealis ),
Bark smut ( Ustilago tritici , U. nuda ), blight of various crops ( Rhizoctonia solani ), white silk rot ( Corticium )
rolfsii ), potato, beet rhizoctonia ( R
hizoctonia solani , apple, pear scab ( Gymnos)
porangium sp.), brown patch disease ( Rhizoct , etc.)
onia solani ), etc., but the disinfection spectrum should not be limited to these.

The mixing ratio of the pyrazole derivative [I], which is the active ingredient of the composition of the present invention, and the amide derivative [II] can be changed in a relatively wide range, and usually, the mixing ratio is usually 1 part by weight of the pyrazole derivative [I]. Amide derivative (II) is 0.01
To 1000 parts by weight, preferably 0.1 to 100 parts by weight.

When using the composition of the present invention as an agricultural and horticultural fungicide,
Usually, it is mixed with a solid carrier, liquid carrier or gaseous carrier, and if necessary, surfactants and other formulation auxiliaries are added to make oils, emulsions, wettable powders, granules, powders, aerosols, liquids , Suspensions, foams, microcapsules, seed coatings, ULV (cold mist, warm mist), pastes and the like.

These preparations contain 0.1 to 99.9%, preferably 0.2 to 80%, by weight, as the total amount of active ingredients.

These preparations can be manufactured by a known method.
Such methods include, for example, applying the active compound to a developing agent, i.e., a solid carrier, liquid carrier, gaseous carrier, optionally a surfactant, fixative, dispersant, stabilizer, foam former, or the like, or a mixture thereof. Can be carried out by mixing. When water is used as the developing agent, for example, organic solvents can also be used as auxiliary solvents.

As the solid carrier, for example, clays (for example, kaolin, diatomaceous earth, synthetic hydrous silicon oxide, fubasami clay,
Bentonite, acid clay, talc, other inorganic minerals (eg, sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, hydrated silica), chemical fertilizers (eg, ammonium sulfate, phosphorous ammonium, ammonium nitrate, urea, salt) A) and fine powder or granular material such as
Water, alcohols (eg, methanol, ethanol), ketones (eg, acetone, methyl ethyl ketone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methylnaphthalene), aliphatic hydrocarbons (eg, n-hexane, cyclohexanone, kerosene, kerosene), esters (eg, ethyl acetate, butyl acetate), nitriles (eg, acetonitrile, isobutyronitrile), ethers (eg, dioxane, diisopropyl ether), acid amides (For example, dimethylformamide,
Dimethylacetamide), halogenated hydrocarbons (eg, dichloroethane, trichloroethylene, carbon tetrachloride) and the like, and the gaseous carrier, that is, the propellant, include, for example, freon gas, butane gas, carbon dioxide gas and the like.

Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenates thereof, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like. Is raised.

Examples of fixing agents and dispersing agents include casein, gelatin, and polysaccharides (eg, starch, gum arabic,
Cellulose derivatives, alginic acid), lignin derivatives, bentonite, saccharides, synthetic water-soluble polymers (eg, polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids) and the like.
P (isopropyl acid phosphate), BHT (2,6-di-tert-
Butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4)
Mixtures with methoxyphenol), vegetable oils, mineral oils,
Examples include surfactants, fatty acids or esters thereof.

The above-mentioned preparations may be used as they are or diluted with water or the like, and then applied to plants or water, or applied to soil.

More specifically, the above formulation is used in various forms such as spraying or dusting on a plant, spraying or dusting on the surface of water or soil such as a paddy field, or further mixing with soil as necessary. it can.

When used as a seed treating agent, it can be used after a seed dressing treatment, a seed soaking treatment, or the like. In addition, by mixing and using other bactericides, it is expected that bactericidal efficacy is enhanced.

In addition, other fungicides, insecticides, acaricides, nematicides,
It can also be used with and without admixture with herbicides, seed disinfectants, fertilizers or soil conditioners.

The composition of the present invention can be used as an active ingredient of a fungicide for paddy fields, fields, orchards, pastures, lawns, and the like.

The application rate of the composition of the present invention varies depending on the mixing ratio of the active ingredient, weather conditions, formulation, application time, method, location, target disease, target crop, etc., but is usually 0.001 g per are.
To 1000 g, preferably 0.1 g to 100 g. When the emulsion, wettable powder, suspension, liquid preparation, etc. is diluted with water and applied, its application concentration is 0.0001 to 1%, preferably 0.001 to 0.5%. %
Granules, powders, etc. are applied as they are without any dilution.

For seed treatment, 1 kg of seeds as total amount of active ingredients
For example, about 0.001 to about 50 g, preferably about 0.01 to about 10 g
Can be used with g.

In the soil treatment, the total amount of the active ingredient is usually about 0.01 g to 1000 g, preferably about 0.1 g to 10 g per 1 are.
0 g can generally be used.

In water treatment of paddy fields, the total amount of active ingredients
For example, about 0.001 to about 40 kg, preferably about 0.01 to 10 kg per hectare can be used.

In the seedling raising box treatment, about 0.1 to about 100 g, preferably about 0.1 to about 50 g, of the total amount of the active ingredient can be used per box (30 cm × 60 cm × 3 cm).

When the composition of the present invention is used in a rice cultivation scene, it can be used from the time when rice seedlings are raised in a nursery box to the time after rice transplanting and harvest, and the effect is maintained for a long time.

<Effects of the Invention> The composition of the present invention is synergistically effective against various plant pathogens, especially rice sheath blight and blast, and is therefore excellent as an agricultural and horticultural fungicide.

<Examples> Hereinafter, the present invention will be described in more detail with reference to Formulation Examples and Test Examples, but the compounds, additives, and the mixing ratio in the Formulation Examples are not limited thereto.
The percentages used in the preparation examples are% by weight unless otherwise specified.

Formulation Example 1 0.5 parts of each of compounds Ia to Ie, 8 parts of each of compounds IIa to IIh, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite and kaolin clay
58.5 parts are pulverized and mixed well, water is added and the mixture is further kneaded, and then granulated and dried to obtain granules each having an active ingredient of 8.5%.

Formulation Example 2 1.2 parts of each of compounds Ia to Ie, 5 parts of each of compounds IIa to IIh, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite and kaolin clay
60.8 parts are pulverized and mixed well, water is added and kneaded well, and the mixture is granulated and dried to obtain granules each having an active ingredient of 6.2%.

Formulation Example 3 1.5 parts of each of compounds Ia to Ie, 2 parts of each of compounds IIa to IIh, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite and kaolin clay
63.5 parts are well pulverized and mixed, water is added and kneaded well, and the mixture is granulated and dried to obtain granules having an active ingredient of 3.5%.

Formulation Example 4 2 parts of each of Compounds Ia to Ie and each of Compounds IIa to IIh
17 parts, synthetic hydrous silicon oxide 1 part, lignin sulfonate calcium 2 parts, bentonite 25 parts and kaolin clay 53
After crushing and mixing the parts well, adding water and kneading well,
The granules are dried by granulation to obtain granules each containing 19% of the active ingredient.

Formulation Example 5 0.3 parts of each of Compounds Ia to Ie, 2.5 parts of each of Compounds IIa to IIh, 86 parts of kaolin clay and 11.2 parts of talc are thoroughly pulverized and mixed to obtain a powder of 2.8% of the active ingredient.

Formulation Example 6 0.5 parts of each of Compounds Ia to Ie, 1 part of each of Compounds IIa to IIh, 88 parts of kaolin clay and 10.5 parts of talc are thoroughly pulverized and mixed to obtain powders each containing 1.5% of the active ingredient.

Formulation Example 7 1 part of each of Compounds Ia to Ie and each of Compounds IIa to IIh
1.5 parts, 88 parts of kaolin clay and 9.5 parts of talc are thoroughly pulverized and mixed to obtain a powder having 2.5% of the active ingredient.

Formulation Example 8 5 parts of each of compounds Ia to Ie and each of compounds IIa to IIh
20 parts, polyoxyethylene sorbitan monooleate 3
Parts, 3 parts of CMC and 69 parts of water are mixed and wet-milled until the particle size becomes 5 microns or less to obtain a suspension containing 25% of the active ingredient.

Formulation Example 9 10 parts of each of Compounds Ia to Ie and each of Compounds IIa to IIh
50 parts, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 35 parts of synthetic silicon hydroxide are thoroughly pulverized and mixed to obtain each wettable powder having a 60% active ingredient.

Formulation Example 10 10 parts of each of Compounds Ia to Ie and each of Compounds IIa to IIh
30 parts, polyoxyethylene styryl phenyl ether 14
Parts, 6 parts of calcium dodecylbenzenesulfonate and 40 parts of xylene are mixed well to obtain emulsions each having an active ingredient of 40%.

Next, test examples show that the fungicidal composition for agricultural and horticultural use of the present invention is useful as a fungicide.

Test Example 1 Rice Sheath Blight Control Effect Test In a field in which rice (Kinan style) was mechanically transplanted, a test plot of 30 m ² in one plot and three test plots was set, and cultivation management was performed as usual.
The rice sheath blight bran and firgar culture medium was evenly applied to the paddy field. The following granules prepared according to Formulation Example 1 were applied to the water surface at an appropriate time when the sheath blight increased on the rice body. Chemical treatment 50
One day later, the disease spot height was investigated for 50 strains in one section, and the control value was calculated from the following formula.

X: Average lesion height (cm) in the non-treated section Y: Average lesion height (cm) in the drug-treated section The results are shown in Table 1.

Test example 2 Rice sheath blight control effect test In a field where rice (Kinan style) was mechanically transplanted, a test plot of 30 m ² in one plot and three test plots was set, and cultivation management was performed as usual.
The rice sheath blight bran and firgar culture medium was evenly applied to the paddy field. The following granules prepared according to Formulation Example 2 were applied to the water surface at an appropriate time when the sheath blight increased on the rice body. Chemical treatment 50
One day later, 50 strains in one area were examined in the same manner as in Test Example 1, and the control value was determined.

 Table 2 shows the results.

Test Example 3 Rice Sheath Blight Control Effect Test In a field in which rice (Kinan style) was mechanically transplanted, a test plot of 30 m ² in one plot and three test plots was set, and cultivation management was performed as usual.
The rice sheath blight bran and firgar culture medium was evenly applied to the paddy field.

The following suspension prepared according to Formulation Example 8 was applied to the water surface at an appropriate time when the sheath blight increased on the rice body. Forty days after the final spraying, a control was performed on 50 strains in one section according to Test Example 1 to determine the control value.

 Table 3 shows the results.

Test Example 4 Rice sheath blight control effect test In a field where rice (Kinan style) was mechanically transplanted, 40 m ² , 3
A test plot was set up repeatedly, and cultivation was managed as usual. The rice sheath blight bran and firgar culture medium was evenly applied to the paddy field.

The following powder prepared according to Formulation Example 5 was uniformly sprayed on the leaves at an appropriate time when the sheath blight increased on the rice body. 10 days after spraying,
Twenty and forty days later, the lesion height was measured for 50 strains in each section, and the control value was determined according to Test Example 1. Table 4 shows the results.

Test Example 5 Rice blast control effect test 30 m ² in one plot in a field where rice (Koshihikari) was mechanically transplanted.
A test plot of three repetitions was set, and cultivation management was performed as usual. The blast-infected leaves were evenly scattered in the test plot to cause disease.

The following granules and dust prepared according to Formulation Examples 1 and 5 were sprayed on the water surface and the dust was sprayed on the foliage, respectively.
Fourteen days after the treatment with the drug, the degree of leaf disease was examined for 50 strains in one section according to the following criteria, and the control value (%) was determined by the following formula.

Leaf disease index 0: healthy 1 ... 1 to 3 lesions per leaf 2 ... 4 to 10 lesions per leaf 3 ... 10 or more lesions per leaf N: Number of leaves n _{1 to} n ₃ : Number of leaves with disease index 1 to 3, respectively Table 5 shows the results.

──────────────────────────────────────────────────続 き Continued on the front page (58) Fields surveyed (Int. Cl. ⁶ , DB name) A01N 43/56 A01N 37/34 CA (STN)

Claims (2)

(57) [Claims] 1. The compound of the general formula (I) [Wherein, R ¹ represents a methyl group or a trifluoromethyl group, R ² represents a hydrogen atom, a methyl group, an ethyl group or a chlorine atom, and R ³ represents a methyl group or an ethyl group. A pyrazole derivative represented by the general formula (II): [Wherein X and Y are the same or different and each represents a hydrogen atom,
Z represents a fluorine atom, a chlorine atom or a lower alkoxy group, Z represents a chlorine atom, a bromine atom, a trifluoromethyl group or a lower fluoroalkoxy group, and R represents a methyl group or a vinyl group. ] A bactericidal composition for agricultural and horticultural use, characterized by containing an amide derivative represented by the formula (1) as an active ingredient. 2. The pyrazole derivative is represented by the above general formula (I)
Wherein R ¹ is a methyl group, R ² is a chlorine atom, and R ³ is a pyrazole derivative having a methyl group, and the amide derivative is represented by the general formula (II), wherein X is a chlorine atom, and Y is The agricultural or horticultural fungicidal composition according to claim 1, wherein the amide derivative is a hydrogen atom, Z is a chlorine atom, and R is a methyl group.