JPH03284603A - Bactericidal composition for agriculture and horticulture - Google Patents

Abstract

PURPOSE:To obtain an excellent bactericide for agriculture and horticulture synergistically exhibiting extreme effects against sheath blight and blast of rice by combining a specific pyrazol derivative with a specific amide derivative. CONSTITUTION:1 pt.wt. N-(1,1-dimethyl-2-oxa-4-indanyl)-2-methyl-pyrazol-5- carboxylic acid amide derivative expressed by formula I (R<1> is methyl or trifluoromethyl; R<2> is H, methyl, ethyl or Cl; R<3> is methyl or ethyl) is combined with 0.1-100 pts.wt. amide derivative expressed by formula II (X and Y are H, F, Cl, lower alkoxy; Z is Cl, Br, trifluoromethyl or lower fluoroalkoxy; R is methyl or vinyl) to afford the aimed bactericidal composition for agriculture and horticulture. Said composition exhibits an excellent effect to sheath blight of rice and simultaneously has an excellent controlling effect to blast of rice.

Description

Detailed Description of the Invention <Industrial Application Field> The present invention provides N-(1,1-dimethyl-2-oxa-4-
The present invention relates to an agricultural and horticultural fungicidal composition containing as active ingredients an amide (indanyl)-2-methyl-pyrazole-5-carboxylic acid amide conductor and a certain amount of an amide irises conductor.

<Prior art> The fact that N-(1,1-dimethyl-2-oxal-4-indanyl)-2-methyl-pyrazole-5-carboxylic acid amide conductor is effective as a fungicide for agriculture and horticulture is as follows. It is described in European Patent Application No. 815502.

On the other hand, it is known that N-(1-(substituted phenyl)ethyl)-2-cyano-3,3-dimethylbutanamide derivatives are effective as agricultural and artistic fungicides.
It is described in Japanese Patent Application No. 51 and Japanese Patent Application No. 63-259716.

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

On the other hand, with regard to rice blast, which is one of the most important diseases in rice cultivation along with sheath blight, the quality of cultivated varieties has improved in recent years, but all of these varieties are extremely resistant to blast. The importance of controlling rice blast disease is increasing.

As described above, in many rice-growing areas, the above two diseases coexist, and simultaneous control of them is essential.

Means for Solving the Problems> In view of the above circumstances, the present inventors have developed an agricultural and horticultural product that is highly effective against rice sheath blight and has an excellent control effect against rice blast. Continuing to study the development of fungicides, N-
(1,1-dimethyl-2-oxa-4-indanyl)-
2-Methyl-pyrazole-5-carboxylic acid amide^ conductor and N-(1-(substituted phenyl)ethyl) have a higher concentration than when used alone, and even at low concentrations, that is, an excellent synergistic effect. The present invention has been based on this discovery.

That is, the general formula [wherein R represents a methyl group or a trifluoromethyl group, R represents a hydrogen atom, a methyl group, an ethyl group or a chlorine atom, and R represents a methyl group or an ethyl group]. ] A pyrazole derivative represented by the general formula [where X and Y are the same or different and represent a hydrogen atom, a fluorine atom, a chlorine atom or a lower alkoxy group, and 2 is a chlorine atom, a bromine atom, or a trifluoromethyl group. or represents a lower fluoroalkoxy group, and R represents a methyl group or a vinyl group. ] The present invention relates to a disinfectant composition for agricultural and horticultural use (hereinafter referred to as the composition of the present invention), which is characterized by containing an amide conductor represented by the following as an active ingredient.

Table 1 shows an example of a pyrazole conductor number represented by the general formula CI, l used in the present invention.

An example of the amide derivative represented by the general formula CII'E used in the present invention is shown in Table 2.

Table 2 Compound Chemical Structural Formula % Formula % (Plant diseases for which the composition of the present invention has excellent efficacy include:
For example, rice sheath blight (Ph1zoctoniasola
ni), rice blast disease (Pyricularia seu)
concave), pseudo sheath blight (Rh1zoctnia ae,
R,5olani [[type B], wheat rust (P
Uccinia striiformis.

P, gr oil tank, P, recondita:
, txordex), snow rot (Typhula 1
ncarnata, T, 1st1ikartens
xs), Rhizoctonia cere
alis), naked S. alis (Ustilag.

tritici, U, nuda), damping-off of one crop each (Rh1zoctonia 5olani),
Corticium rolfsii, potato, beetroot diphtonia disease (Rhxzocto)
nia 5olani), Rh1zoctonia sp. of apples and pears, Rh1zoctonia sp. of lawns, etc.
lani), but the bactericidal spectrum should not be limited to these.

Pyrazole conductor [■] which is an active ingredient of the composition of the present invention
The mixing ratio of the amide conductor (Il'll) can vary over a relatively wide range, but usually, the amide derivative is mixed with 0.1 part of the pyrazole derivative (1) to 1.0 parts of the pyrazole derivative (1).
01 to 1000 juuobu, preferably i@o,
The range is from i to 100 mm.

When the composition of the present invention is used as an agricultural and horticultural fungicide, it is usually mixed with a solid carrier, liquid carrier, or gaseous carrier,
If necessary, add surfactants and other formulation auxiliaries to prepare oils, emulsions, wettable powders, granules, powders, aerosols,
It is used in formulations such as solutions, suspensions, foams, microcapsules, seed coatings, UL (cold mist, warm mist), and pastes.

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

These formulations can be manufactured by known methods. Such methods include, for example, transferring the active compound to a vehicle, i.e., a solid, liquid, gaseous carrier, optionally a surfactant, a binder, a dispersant, a stabilizer, a foam-forming agent, etc., or a mixture thereof. This can be done by mixing using. When using water as a developing agent, for example, organic solvents can also be used as co-solvents.

Examples of solid carriers include clays (e.g., kaolin, diatomaceous earth, synthetic hydrous silicon oxide, fubasamiclay, bentonite, acid clay), tars, and other inorganic minerals (e.g., sericite, quartz powder, sulfur powder, activated carbon). Examples of liquid carriers include water, alcohols, etc. (e.g. methanol, ethanol)
, ketones (e.g. acetone, methyl ethyl ketone), aromatic hydrocarbons (e.g. benzene, toluene, xylene, ethylbenzene, methylnaphthalene), aliphatic hydrocarbons (e.g. n-hexane, cyclohexanone, kerosene, kerosene), Esters (e.g. ethyl acetate, butyl acetate), nitriles (e.g. acetonitrile, isobutyronitrile), ethers (e.g. dioxane, diisopropyl ether), acid amides (e.g. dimethylformamide, dimethylacetamide), halogens Hydrocarbons (for example, dichloroethane, trichloroethylene, carbon tetrachloride) and the like, and gaseous carriers, ie, propellants, include, for example, chlorofluorocarbon gas, butane gas, carbon dioxide gas, and the like.

Examples of surfactants include alkyl sulfate esters, alkyl sulfonates, alkylaryl sulfonates, alkylaryl ethers and their polyoxyethylene 4 to 3, polyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohols. Examples include island conductors.

Examples of fixing agents and dispersants include casein, gelatin, polysaccharide II (for example, starch starch, gum arabic, cellulose derivatives, alginic acid), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers (for example, polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids), etc., and the stabilizers include, for example, P
AP (isopropyl acid phosphate), BHT (2,6-
tert-butyl-4-methylphenol), B
HA (2-tert-buti Jl/-4-) ) Ki'
i 7 enol and 3-tert-butyl-4-methylphenol), vegetable oils, mineral oils, surfactants, fatty acids or esters thereof, and the like.

The above-mentioned preparations are applied directly or diluted with water or the like to plants, water, or soil.

More specifically, the above preparations can be used in various forms, such as being sprayed or dusted on plants, sprayed, dusted or granulated on the water or soil surface of paddy fields, or further mixed with soil if necessary. can.

In addition, when used as a seed treatment agent, it can be used after pendulum dressing treatment, seed soaking treatment, etc. Furthermore, by mixing it with other fungicides, it can be expected to increase the bactericidal efficacy.

Furthermore, when mixed with other fungicides, insecticides, acaricides, nematicides, herbicides, seed disinfectants, fertilizers or soil conditioners,
Alternatively, they can be used simultaneously without being mixed.

The composition of the present invention can be applied to rice fields, fields, orchards, pastures,
It can be used as an active ingredient in pesticides for lawns, etc.

The application amount of the composition of the present invention varies depending on the mixing ratio of the active ingredients, weather conditions, formulation form, application time, method, location, target disease, target crop, etc., but is usually 0.00 per are.
1g to 1000F, preferably 0.1f to 100f, and when applying emulsions, wettable powders, suspensions, solutions, etc. diluted with water, the application concentration is 0.0001 to 1%, preferably , o, oot ~ 0.5%, and granules, powders, etc. are applied as they are without any dilution.

When treating seeds, the total amount of active ingredients is 1kQ of seeds.
For example, about 0.001 to 50 f1, preferably about 0
．． 01 to about 105F.

In soil treatment, the total amount of active ingredients can generally be used per are of about 0.01 g to 10,001 degrees, preferably about 0.1 f to 100 f.

When treating the water surface of rice fields, the total amount of active ingredients can be used, for example, from about 0.001 to about 40 kQ, preferably from about 0.01 to about 10 kQ per hectare.

When processing the breeding box, one box (30(7) x 60ex
Approximately 0.1 total amount of active ingredients per x 3 cm)
~100 g, preferably about 0.1 to about 5 oy can be used.

When the composition of the present invention is used in rice cultivation, it can be used from the time when the rice plants are being grown in the rice cultivation box to the time of harvest after rice planting, and the effect is maintained over a long period of time.

<Effects of the Invention> The composition of the present invention is excellent as a fungicide for agriculture and horticulture, as it exhibits synergistic effects against numerous plant pathogens, especially sheath blight and blast of rice. .

<Example> The present invention will be explained in more detail by showing formulation examples and test examples below, but the compounds, additives, and combination #I& in the formulation examples are not limited to these.

Note that the marks indicating the usage ratios in the formulation examples are weight % unless otherwise specified.

Formulation Example 1 065 parts each of Compounds 1a-1e, Compounds i1a-Ih
8 parts each, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 80 parts of bentonite) and 58.5 parts of kaolin clay were thoroughly ground and mixed, and after adding water and kneading well, the mixture was granulated and dried. A granule pot containing 8.5% of the active ingredient is obtained.

Formulation Example 2 1.2 parts each of Compounds 1a-Ie, 5 parts each of Compounds rLa to, 1 part synthetic hydrated silicon oxide, 2 parts calcium ligninsulfonate, 80 parts bentonite, and 60.8 parts kaolin clay were mixed together. After pulverizing and mixing, adding water and kneading well, the mixture is granulated and dried to obtain a granule pot containing 6.24 of the active ingredient.

Formulation Example 3 1.5 parts each of Compounds Ia-Ie, Compounds Ha~
2 parts each of 11h, 1 part of synthetic hydrous oxide diaphragm, 2 parts of calcium lignosulfonate, 30 parts of bentonite and 63.5 g of kaolin clay were thoroughly ground and mixed, and after adding water and kneading well, the mixture was granulated and dried. Active ingredient 3.5%
I get a lot of crying comparisons.

Formulation Example 4 2 parts each of Compounds I a - I e, Compounds a to [1
h, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignosulfonate, 25 parts of bentonite, and 58 parts of kaolin clay are thoroughly ground and mixed, water is added and the mixture is thoroughly kneaded, and then granulated and dried to obtain the active ingredients. A 19% granule pot is obtained.

Formulation Example 5 0.8 parts each of Compounds Ia-Ie, 2.5 parts each of Compounds a to h, 86 parts of kaolin clay, and 11 parts of talc
．． Two parts were thoroughly ground and mixed to obtain a powder pot containing 2.8% of the active ingredient.

Formulation Example 6 0.5 parts each of Compounds Ia to Ie, 1 part each of Compounds 11a to 11a, 88 parts of kaolin clay, and 10 parts of talc.
5 parts were ground and mixed to obtain a powder pot containing 1.5% of the active ingredient.

Formulation row 7 1 part each of compounds Ia to Ie, 1.5 parts each of compounds a to 11h, 88 parts of kaolin clay, and 9 parts of talc.
5 parts were thoroughly ground and mixed to obtain a powder pot containing 2.5% of the active ingredient.

Formulation Row 8 5 parts each of Compounds 1a-Ie, 20 parts each of Compounds [a to [h], 8 parts polyoxyethylene sorbitan monooleate, 8 parts CMC, and 69 parts water are mixed to give a particle size of 5 microns or less. Wet mill to obtain a suspension ratio of 25% of the active ingredient.

Formulation Example 9 10 parts each of Compounds Ia to Ie, 50 parts each of Compounds [1a to ah], 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 35 parts of synthetic silicon hydroxide were thoroughly ground and mixed to obtain 60 parts of the active ingredient. Obtain a % hydration ratio.

Formulation row 10 Compound (a-Ie c7) 10 parts each, compound ■a~
30 parts each of Ilh, 14 parts of polyoxyethylene styrylphenyl ether, 6 parts of calcium dodecylbenzenesulfonate, and 40 parts of xylene were thoroughly mixed to obtain a milk ratio containing 40% of the active ingredient.

Next, it will be shown in test examples that the sterilizing composition of the present invention S for horticulture is useful with a sterilizing stiffness of 1 mound.

Test Example 1 Rice sheath blight control effect test In a field where paddy rice (Kanayama style) was mechanically transplanted, test plots with 80 rice per plot and three repetitions were set up, and cultivation management was carried out as usual.

Rice sheath blight, bran, and rice hull culture medium II bacteria were uniformly sprayed on a rice field. Apply formulation row 1 at the appropriate time when sheath blight has risen to the tree soil.
The following granules prepared according to the method were applied to water orchids. Fifty days after the chemical treatment, the lesion height was investigated for 50 plants in each area, and the control value was calculated from the following formula.

-Y Control value (%) =

Table 1 Compound ■f Compound ng Compound ■h Compound 1a + Compound 11a Compound Kiriku a ten Compound 1b Compound 1a + Compound [1c Compound Ha ten Compound [1d Compound Kiriku a ten Compound ■e Compound 1a ten Compound f Compound 1a ten Compound g Compound Ia 10 Compound h 1% 1 shadow 1% 0.596 + 17 0.5% + 1% 0.5% + 1 0.5% + 196 0.5% + 1% 0.5% + 1q6 0.5 Mo +1% 0.5 +1% 0 0 0 20+40 20+40 20+40 20+40 20+40 20+40 20+40 20+40 Test example 2 Rice sheath blight control effect test! A: 1 section 30yr in the transplanted field
/, 3 experimental plots were set up and cultivation management was carried out as usual. Rice sheath blight bran cultured in rice hull culture was uniformly spread over rice fields. The following granules prepared according to Formulation Example 2 were applied to the water surface at an appropriate time when sheath blight rose above the mallet. After 50 days of drug treatment, 50 plants per section were treated as in Test Example 1.
We investigated the situation and asked for preventive measures.

The results are shown in Table 2.

Compound Ib Compound Ic Compound id Compound Ie Compound [a Compound Ib 11a Compound IC + Compound [1a Compound Id + Compound 11a Compound Ie 10 Compound [a Untreated Table 2 0.5 cm 20 150.5%
20 430.5% 20
450.5 is also 20 4
61chi 40 00.5% 1
Wow 20 people 40 880.5%+14 20+4
0 850.5% + l vy20 + 40
870.5%+196 20+40 87 Test Example 3
Rice sheath blight control effect test Test plots of 30 rice per plot, 3 replicates, were set up in a field where paddy rice (Kanayama style) was mechanically transplanted, and cultivation management was carried out as usual.

Rice sheath blight bran cultured in rice hull culture was uniformly spread over rice fields.

At an appropriate time when sheath blight rose above the mallet, the following suspension prepared according to Formulation Example 8 was applied to the water surface.

Forty days after the final spraying, 50 plants in each area were investigated according to Test Example 1 to determine the control value.

The results are shown in Table 8.

Table 3 The procedure was carried out as per practice. Rice sheath blight bran and rice husk cultured on a medium were spread evenly with the paddy base.

At an appropriate time when sheath blight had increased in cloudiness on the tree body, the following powder formulated according to Formulation Example 5 was uniformly sprayed on the leaf surface.

10, 20, and 40 days after spraying, the lesion height was measured for 50 plants in one area, and the control value was determined according to Test Example 1.

The results are shown in Table 4.

Table 4 Compound 1e Compound 11a 2% 096 Test Example 4 Rice sheath blight control effect test In a field where paddy rice (Zennanfu) was mechanically transplanted, 1 section 40-18
Set up repeated test plots and perform cultivation management using compound ■a 0
15% Compound Ia-HEfilIa'o, t*+o, s* Compound ib 矧恰匍11aI0.1%+0.5% Untreated 200.00 4+20 87 i 88' 884+2
0 85 ' 84 i 86 Test Example 5 Rice blast control effect test 1 plot 30-1 was placed in a field where paddy rice (Koshihikari) was mechanically transplanted.
Three test plots were set up, and cultivation management was carried out as usual. Leaves affected by blast disease were evenly distributed over the test plots to induce the disease.

The following granules and powders prepared according to Formulation Example 1 or 5 were sprayed on the water surface for the granules and on the foliage for the powders. Fourteen days after the chemical treatment, the degree of disease onset on the leaves of 50 plants in one section was investigated according to the following criteria, and the control value (%) was determined using the following formula.

Leaf disease index 0... Healthy L... Number of lesions per leaf 1-3 2...
Number of lesions per leaf: 4 to 10 8: Number of lesions per leaf: 10 or more N: Number of inspected leaves n1 to ns: Number of leaves with disease index 1 to 8, respectively. The results are shown in table s5. show.

Table 5 compound ja Compound ■a Compound [a compound i1a Compound 11b Compound [1c Compound 11d Compound fJe Compound [1f compound ng Compound h compound ia ten compound mouth a Compound ■b 10 Compound 11a Compound Ha ten compound [1a Compound 'ayra ten compound ■C Compound 1a 10 Compound ■d Kakai-kou Ia 10 compound mouth e Compound 1a + Compound 11f 1 year old 0.57 0.5% O, aq6 0.5$ 0.5mo 0.50 0.5% 0.5% 0.5% 0.5% 1% 10, 5% 0.5%+0.396 1% +〇、　5　q6 1〦10.5% lqb 10.5% 1%+0.5% l〦10.5% 0 0 0 2 Q 0 0 0 0 0 0 40+20 20+12 40+20 40+20 40+20 40+20 40+20 No treatment

Claims (1)

[Claims] General formula▲ Numerical formulas, chemical formulas, tables, etc.▼ [In the formula, R^1 represents a methyl group or trifluoromethyl group, and R^2 represents a hydrogen atom, methyl group, ethyl group, or chlorine represents an atom, and R^3 represents a methyl group or an ethyl group. ] There are pyrazole derivatives represented by the general formula ▲ mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, X and Y are the same or different, hydrogen atoms,
It 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. ] An agricultural and horticultural fungicidal composition comprising the following amide derivative as an active ingredient.