JPH07157403A - Microibicide composition - Google Patents

Abstract

PURPOSE:To obtain a microbicide composition exhibiting excellent microbicidal effect by synergistic effect and useful for controlling various plant diseases. CONSTITUTION:This microbicide composition contains (A) a compound of formula [A is a (substituted)phenyl; Y is O, oxymethylene or methylenoxy; X is NR<1>R<2> or OR<3> (R1 to R<3> are each H or a lower alkyl)], e.g. a-methoxyimino-2-[(2- methylphenoxy)methyllphenylacetic acid methyl ester and (B) an ethylenebisdithiocarbamate compound, e.g. zinc salt thereof (zineb), manganese salt thereof (maneb) and zinc and manganese salt thereof (manzeb) as active components at a ratio of 0.01-100 pts.wt., especially 1-20 pts.wt. of the component B based on 1 pt. wt. of the component A. The composition is used in the form of emulsifiable concentrate, wettable powder, granule, powder, dry-flowable agent, smoking agent, aerosol, etc., by mixing with a solid carrier, liquid carrier or gaseous carrier and optionally adding a preparation assistant to the mixture.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a fungicide composition mainly used for agriculture and horticulture.

2. Description of the Related Art Although many agricultural and horticultural fungicides are conventionally known, the types of diseases to be controlled are very large. It is difficult to select and control an appropriate bactericide against, and also, from the response to the emergence of new diseases due to changes in agricultural form, etc., a bactericide composition having a high activity and a broad antibacterial spectrum is required. There is.

[0002]

SUMMARY OF THE INVENTION The present invention is to solve the above-mentioned problems and has the general formula

[Chemical 2] [Wherein Ar represents an optionally substituted phenyl group, Y represents an oxygen atom, an oxymethylene group or a methyleneoxy group, X represents NR ¹ R ² or OR ³ , and R ¹ , R ² and R ^{3 s} are the same or different and each represents a hydrogen atom or a lower alkyl group (for example, an alkyl group having 1 to 4 carbon atoms such as a methyl group). ] The disinfectant composition containing the compound shown by these and an ethylene bis dithiocarbamate compound as an active ingredient is provided.

The compound represented by the general formula 2 used in the present invention is a compound described in JP-A-63-23852, JP-A-3-246268, JP-A-4-288045, and the like, On the other hand, as the ethylenebisdithiocarbamate compound, zinc salts (dineb), manganese salts (manneb), salts of zinc and manganese (manzeb) and the like are well known as bactericides. In the compound represented by the general formula 2, an optionally substituted phenyl group represented by Ar is, for example, an alkyl group having 1 to 4 carbon atoms such as a methyl group or an ethyl group, a chlorine atom, a bromine atom or the like. Halogen atom, C1-C4 haloalkyl group such as trifluoromethyl group, C1-C4 alkoxy group such as methoxy group, C1-C4 haloalkoxy group such as trifluoromethoxy group, cyano group, etc. Represents a phenyl group which may be substituted with the substituent.

Some specific examples of the compound represented by the general formula 2 are shown below. (Ia) α-methoxyimino-2-[(2-methylphenoxy) methyl] phenylacetic acid methyl ester

[Chemical 3]

(IIa) N-methyl-α-methoxyimino-2-[(4-chloro-2-methylphenoxy) methyl] phenylacetamide

[Chemical 4]

(IIb) N-methyl-α-methoxyimino-2-[(3-chlorophenoxy) methyl] phenylacetamide

[Chemical 5]

(IIc) N-methyl-α-methoxyimino-2-[(2,4-dichlorophenoxy) methyl] phenylacetamide

[Chemical 6]

(IId) N-methyl-α-methoxyimino-2-[(2,5-dimethylphenoxy) methyl] phenylacetamide

[Chemical 7]

(IIe) N-methyl-α-methoxyimino-2-[(3-trifluoromethylphenoxy) methyl] phenylacetamide

[Chemical 8]

(IIf) N-methyl-α-methoxyimino-2-phenoxyphenylacetamide

[Chemical 9]

Plant diseases which can be controlled by the composition of the present invention include rice blast (Pyricularia oryzae), sesame leaf blight (Cochliobolus miyabeanus), and blight (Rhizoc).
tonia solani), powdery mildew of wheat (Erysiphe gramini)
s f. sp.hordei, f.sp.tritici), Fusarium head blight (Gibberel)
la zeae), rust (Puccinia striiformis, P.gramin
is, P.recondita, P.hordei), snow rot (Typhula sp.,
Micronectriella nivalis), naked smut (Ustilago tri
tici, U.nuda), lintel smut (Tilletia caries)
), Eyeblight (Pseudocercosporella herpotrichoides
), Strain rot (Rhizoctonia cerealis), scab (Rhync)
hosporium secalis), leaf blight (Septoria tritici),
Fusarium wilt (Leptosphaeria nodorum), Black spot of citrus fruit (Di
aporthe citri), scab (Elsinoe fawcetti), fruit rot (Penicillium digitatum, P.italicum), monili disease of apple (Sclerotinia mali), rot (Va)
lsa mali), powdery mildew (Podosphaera leucotricha)
), Leaf spot disease (Alternaria mali), scab (Ventur)
ia inaequalis), Pear scab (Venturia nashicol)
a), Black spot (Alternaria kikuchiana), Red scab (Gym
nosporangium haraeanum), peach scab (Sclerotin)
ia cinerea), scab (Cladosporium carpophilu)
m), Phomopsis rot (Phomopsis sp.), downy mildew of grapes (Plasmopara viticola), black rot (Elsino)
e ampelina), late rot (Glomerella cingulata), powdery mildew (Uncinula necator), rust (Phakopora ampe)
lopsidis), anthracnose of oyster (Gloeosporium kaki), leaf scab (Cercospora kaki, Mycosphaerella nawae), downy mildew of cucumber (Pseudoperonospora cubensis), anthracnose of cucumber (Colletotrichum lagenarium), powdery mildew (Sphaeroerotheca) ), Vine blight (Mycosphaer
ella melonis), tomato ring spot (Alternaria solani)
), Leaf mold (Cladosporium fulvum), plague (Phyto)
phthora infestans), brown leaf spot of eggplant (Phomopsis vexan)
s), powdery mildew (Erysiphe cichoracearum), black spot of cruciferous vegetables (Alternaria japonica), white spot (Cercosporella brassicae), rust of green onion (Puccin)
ia allii), purpura of soybean (Cercospora kikuchii)
), Black spot (Elsinoe glycines), black spot (Diaport)
he phaseolorum var.sajae), anthracnose of kidney bean (Coll
etotrichum lindemthianum), black pepper disease of peanut (My
cosphaerella personatum), brown spot (Cercospora ara)
chidicola), powdery mildew of pea (Erysiphe pisi
), Downy mildew (Peronospora pisi), downy mildew (Peronospora viciae), plague (Phytophthora nicotia)
nae), summer blight of potato (Alternaria solani),
Plague (Phytophthora infestans), strawberry powdery mildew (Sphaerotheca humuli), plague (Phytophthora nicot)
ianae), tea leaf blast (Exobasidium recticulatu)
m), white scab (Erysiphe leucospila), tobacco red scab (Alternaria longipes), powdery mildew (Erysiphe c)
ichoracearum), anthracnose (Colletotrichum tabacum),
Plague (Phytophthora parasitica), brown spot of sugar beet (Cercospora beticola), scab of rose (Diplocarpo)
n rosae), powdery mildew (Sphaerotheca pannosa), plague (Phytophthora megasperma), brown spot of chrysanthemum (Sept)
oria chrysanthemiindici), white rust (Puccinia hor)
iana), gray mold of various crops (Botrytis cinere
a), sclerotinia sclerotiorum and the like.

In the fungicide composition of the present invention, the mixing ratio of the compound represented by the general formula 2 as an active ingredient compound and the ethylenebisdithiocarbamate compound is not particularly limited, but is usually represented by the general formula 2. The ethylenebisdithiocarbamate compound is 0.0 with respect to 1 part by weight of the compound.
It is in the range of 1 to 100 parts by weight, preferably 0.1 to 50 parts by weight, more preferably 1 to 20 parts by weight.

The bactericidal composition of the present invention is usually mixed with a solid carrier, a liquid carrier or a gaseous carrier, and if necessary, auxiliary agents for formulation such as a surfactant, a sticking agent, a dispersant and a stabilizer are added. Then, it is used by formulating into emulsions, wettable powders, suspensions, granules, powders, dry flowables, aqueous liquids, oils, smokers, aerosols, microcapsules and the like. In these formulations, the total amount of active ingredient compounds is usually 0.1
˜99% by weight, preferably 0.2 to 90% by weight.

Examples of the solid carrier include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, attapulgite clay, bentonite, acid clay, etc.), talc and other inorganic minerals (serisite, quartz powder, sulfur powder, activated carbon). , Calcium carbonate, hydrated silica, etc.) and fine powders or granules such as salts for chemical fertilizers (ammonium sulfate, phosphorous ammonium, ammonium nitrate, urea, ammonium salt, etc.), and examples of liquid carriers include water and alcohols ( Methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, cyclohexanone, etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, kerosene, etc.), esters (Ethyl acetate, butyl acetate, etc.), Nitriles (acetonitrile, isobutyronitrile) ), Ethers (dioxane, diisopropyl ether), acid amides (dimethylformamide, dimethylacetamide), halogenated hydrocarbons (dichloroethane, trichlorethylene,
Carbon tetrachloride and the like), and the gaseous carrier includes butane gas, carbon dioxide gas, fluorocarbon gas and the like.

As the surfactant, alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylenated products, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives. And so on. As a fixing agent or a dispersant, casein,
Gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers (polyvinyl alcohol,
Polyvinylpyrrolidone, polyacrylic acid, etc.) and the like, and as the stabilizer, PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl) A mixture of -4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oil, mineral oil, fatty acid or its ester, and the like.

The above-mentioned preparation is applied to a plant or soil as it is or after diluted with water or the like. For soil application,
It may be applied to the surface of the soil or mixed with the soil and applied. It can also be applied by various methods such as seed treatment and ULV. When used as a seed treatment agent, it is used by seed dressing treatment, seed dipping treatment, or the like. Further, it can be used in combination with other fungicides, insecticides, acaricides, nematicides, herbicides, seed disinfectants, fertilizers, soil conditioners and the like.

The application rate of the fungicide composition of the present invention varies depending on the type of active ingredient compound, mixing ratio, weather conditions, formulation form, application time, method, place, target disease, target crop, etc., but usually 1 0.001-1000g per are, preferably
0.1 to 100 g, and when the emulsion, wettable powder, suspension, liquid, etc. are diluted with water before application, the application concentration is 0.0001 to
It is 1% by weight, preferably 0.001 to 0.5% by weight, and granules, powders and the like are applied as they are without dilution. In the seed treatment, 0.001 to 50 g, preferably 0.01 to 10 g, of the total amount of the active ingredient compounds is generally used per 1 kg of seeds.

[0018]

EXAMPLES The present invention will be described in more detail with reference to formulation examples and test examples, but the present invention is not limited to the following examples. In the following examples, parts and% represent parts by weight and% by weight unless otherwise specified. Formulation Example 1 Compounds (Ia), (IIa), (IIb), (IIc), (II
d), (IIe) or (IIf) 1 part, ethylenebisdithiocarbamate compound 5 parts, synthetic hydrous silicon oxide 1 part, lignin sulfonate 2 parts, bentonite 30 parts and kaolin clay 61 parts are well pulverized and mixed, and water is added. After adding and kneading well, it is granulated and dried to obtain granules. Formulation Example 2 Compounds (Ia), (IIa), (IIb), (IIc), (II
d), (IIe) or (IIf) 5 parts, ethylenebisdithiocarbamate compound 5 parts, synthetic hydrous silicon oxide 1 part, calcium lignin sulfonate 2 parts, bentonite 30 parts and kaolin clay 57 parts are well ground and mixed, and water is added. After adding and kneading well, it is granulated and dried to obtain granules.

Formulation Example 3 Compounds (Ia), (IIa), (IIb), (IIc) and (II
0.5 parts of d), (IIe) or (IIf), 2.5 parts of ethylenebisdithiocarbamate compound, 86 parts of kaolin clay and 11 parts of talc are well pulverized and mixed to obtain a dust. Formulation Example 4 Compounds (Ia), (IIa), (IIb), (IIc), (II
d), (IIe) or (IIf) 5 parts, ethylene bisdithiocarbamate compound 25 parts, polyoxyethylene sorbitan monooleate 3 parts, carboxymethyl cellulose 3 parts and water 64 parts are mixed to obtain a particle size of 5 microns or less. Wet pulverize to obtain a suspension. Formulation Example 5 Compounds (Ia), (IIa), (IIb), (IIc), (II
10 parts of d), (IIe) or (IIf), 50 parts of ethylenebisdithiocarbamate compound, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate and 35 parts of synthetic hydrous silicon oxide are well pulverized and mixed to obtain a wettable powder. obtain. Formulation Example 6 Compounds (Ia), (IIa), (IIb), (IIc), (II
An emulsion is obtained by mixing 5 parts of d), (IIe) or (IIf), 25 parts of an ethylene bisdithiocarbamate compound, 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzene sulfonate and 50 parts of xylene.

Test Example 1 Tomato (cultivar: Ponteroza) was planted in an amount of 1 strain per pot, and a sufficient amount of a dilute solution of a wettable powder having a predetermined concentration obtained according to Formulation Example 5 was sprayed when the third leaf was developed. After air-drying the chemical solution, spore fluid of Phytophthora infestans (5 x
The leaves were spray-inoculated with 10 ⁴ cells / ml). After culturing at 24 ° C. for 1 week, the disease degree (%) was investigated. The results are shown in Table 1.

[Table 1]

Test Example 2 One strain of grape (variety: berry A) was planted per pot, and a sufficient amount of a dilute solution of a predetermined concentration of the wettable powder obtained according to Formulation Example 5 was sprayed when the fourth leaf was developed. After air-drying the drug solution, spore solution (2 × 10 ⁵ cells / ml) of downy mildew (Plasmopara viticola) was spray-inoculated on the leaf surface. After culturing at 24 ° C. for 1 week, the disease degree (%) was investigated. The results are shown in Table 2.

[Table 2] As shown in Table 1 and Table 2, the bactericidal composition of the present invention exhibits an excellent bactericidal effect due to the synergistic effect.

[0022]

The bactericidal composition of the present invention exhibits an excellent bactericidal effect due to a synergistic effect, and is therefore useful for controlling various diseases.

Claims (1)

[Claims] 1. A general formula: [Wherein Ar represents an optionally substituted phenyl group, Y represents an oxygen atom, an oxymethylene group or a methyleneoxy group, X represents NR ¹ R ² or OR ³ , and R ¹ , R ² and R ^{3 s} are the same or different and each represents a hydrogen atom or a lower alkyl group. ] The fungicide composition characterized by containing the compound shown by these and an ethylene bis dithiocarbamate compound as an active ingredient.