JPS6218522B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention has the general formula: [In the formula, Y represents an oxygen atom or a sulfur atom. ] A urea or thiourea compound represented by O-ethyl S,S-diphenylphosphorodithiolate (hereinafter abbreviated as hinozan), O,O
-dimethyl 4-methylthio-m-tolylphosphorothionate (hereinafter abbreviated as Baisit),
O,O-dimethyl 2,2,2-trichloro-1-
Hydroxyethylphosphonate (hereinafter abbreviated as dipterex), S-[α-(ethoxycarbonyl)benzyl]O,O-dimethylphosphorothiolothionate (hereinafter abbreviated as papthion)
The present invention relates to an agricultural and horticultural fungicide characterized by containing one or more of 2-isopropoxyphenyl N-methyl carbamate (hereinafter abbreviated as sunside) as an active ingredient. In order to develop a new agricultural and horticultural fungicide, the present inventors have studied a mixed preparation that has the effect of cooperatively and synergistically increasing the effects of drugs by mixing drugs with different effects. I've been repeating it. The present inventors have now discovered that the fungus has extremely excellent bactericidal activity, especially against rice sheath blight (Pellicularia sasakii).
a urea or thiourea compound represented by the general formula () which exhibits an excellent effect on
The five insecticides are Hynozan, Byjitsu, Deipterex, Paption, and Sunside, which are highly effective against rice blast fungus (Pyricularia oryzae).
It has been discovered that when one or more of these species are mixed, the bactericidal effect of the urea or thiourea compound represented by the general formula () increases cooperatively and synergistically. When the agricultural and horticultural fungicide of the present invention is used to control plant diseases, the concentration of the urea or thiourea compound represented by the above general formula () is within a range that does not exhibit an accurate control effect when used as a single agent. It has been found that this mixture has extremely pronounced synergistic and synergistic effects, and as a result, the bactericidal ability against plant disease-causing fungi is increased and the plant pests are accurately controlled. In addition, since the effects of each single agent appear at the same time, it is possible to expand the bactericidal spectrum and simultaneously control harmful insects, leading to labor savings in agriculture.
It was confirmed that this method is effective in terms of economic efficiency, etc. Specifically, the urea or thiourea compound represented by the general formula () is N-4-chlorobenzyl N-cyclobentyl
N′-phenylurea (or thiourea), etc. can be mentioned. The agricultural and horticultural fungicide of the present invention has low toxicity to mixed-breed animals and good affinity for higher plants, that is, it does not cause any phytotoxicity to cultivated plants at normal concentrations, so it can be used as an agricultural and horticultural agent. , can be used quite advantageously against plant diseases caused by pathogenic bacteria. The agricultural and horticultural fungicide of the present invention can be used as it is by directly diluting it with water, or it can be used in various formulations by using pesticide auxiliaries and methods commonly used in the field of pesticide manufacturing. can. In actual use, these various formulations can be used directly or diluted with water to a desired concentration. The agrochemical auxiliaries mentioned here include inert solvents and/or diluents (fillers or carriers). (These are used to transport the active ingredient to the pathogen and/or the habitat of the pathogen.) Additionally, various surfactants and/or organic materials, such as stabilizers, spreading agents, etc. (adhesive agent), synergist, etc. (These are used to more reliably exhibit, maintain, and enhance the efficacy of the active compound.) Solvents include water, organic solvents, aliphatic and alicyclic hydrocarbons [e.g. n-hexane, industrial gasoline (petroleum ether, solvent naphtha, etc.), petroleum fractions (paraffin wax, kerosene, light oil, medium oil, heavy oil, etc.)], aromatic hydrocarbons (e.g., benzene, toluene, xylenes, aromatic group naphtha, etc.], alcohols [e.g., methyl alcohol, ethyl alcohol, propyl alcohol, ethylene glycol, etc.], ethers [e.g., ethyl ether,
[ethylene oxide, dioxide, etc.], alcohol ethers [e.g., ethylene glycol monomethyl ether, etc.], ketones [e.g., acetone, isophorone, etc.], esters [e.g., ethyl acetate, amyl acetate, etc.], amides [e.g., dimethylformamide, etc.] , dimethylacetamide, etc.], and sulfoxides (eg, dimethyl sulfoxide, etc.). Diluents (filling agents or carriers) include vegetable powders, mineral powders, clay minerals (clays) [e.g., kaolinite group, montmorillonite group, attapulgite group, etc.], talc, pyrophyllite (pyrophyllite), etc. phyllite), mica, gypsum, calcite, vermiculite, dolomite, dolomite, apatite, slaked lime, magnesium lime, diatomaceous earth, inorganic salts (e.g. calcium carbonate, etc.), sulfur, pumice:
Synthetic mineral powders (for example, highly dispersed silicic acid, synthetic alumina, etc.): Synthetic resins (for example, phenol resins, urea resins, vinyl chloride resins, etc.). Examples of surfactants include anionic surfactants: alkyl sulfate esters [for example, sodium lauryl sulfate, etc.], arylsulfonic acids [for example, alkylaryl sulfonate, sodium alkylnaphthalene sulfonate, etc.]: cation ( Cationic) surfactants, alkylamines [e.g., laurylamine, stearyltrimethylammonium chloride, alkyldimethylbenzylammonium chloride, etc.], polyoxyethylene alkylamines: nonionic surfactants, polyoxyethylene glycol ethers [e.g. , polyoxyethylene alkylaryl ether, polyoxyethylene alkyl phenyl ether, etc.], polyoxyethylene glycol esters [e.g., polyoxyethylene fatty acid ester, etc.], polyhydric alcohol esters [e.g., polyoxyethylene sorbitan monolaurate, etc.] etc.]: amphoteric surfactants, etc. Organic raw materials include stabilizers: spreading agents (fixing agents) [e.g., agricultural soap, casein lime, sodium alginate, polyvinyl alcohol (PVA), sauce press soap, coumaron or indene resin, polyvinyl butyl ether, etc.]:
(For smoking agents) Combustion agents [e.g., nitrite, zinc powder, dicyandiamide, etc.]: Oxygen yielding agents (e.g., perchlorate, dichromate, etc.): Harm reducers [e.g., sulfuric acid, etc.] zinc,
Ferrous chloride, copper nitrate, etc.]: Efficacy extenders [e.g.
chlorinated terphenyls, etc.]: dispersion stabilizers [e.g., casein, tragacanth, carboxymethyl cellulose (CMC), polyvinyl alcohol (PVA), etc.]: synergists, and the like. The compound of the present invention can be manufactured into various formulations by methods generally practiced in the agricultural chemical manufacturing field. Forms of preparations include solvents [e.g. emulsions, wettable powders, tablets, aqueous solutions, suspensions, solutions]: powders:
Examples include granules, powders, smoking agents, atomizing agents, and paste-like agents. The agricultural and horticultural fungicide of the present invention can contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight of the mixed active ingredient. In actual use, the various formulations and spray preparations described above (ready-to-use)
The active compound content in the preparation is generally
0.0001-20% by weight, preferably 0.005-10% by weight
A range of is appropriate. The content of these active ingredients can be appropriately changed depending on the form of the preparation, the method of application, purpose, timing, location, and the occurrence of pathogenic bacteria. The mixed active compounds of the invention may further, if necessary,
Other pesticides, such as insecticides, fungicides, acaricides,
Nematicides, antiviral agents, herbicides, plant growth regulators, attractants, etc. [e.g., organophosphate compounds, carbamate compounds, dithio (or thiol) carbamate compounds, organochlorine compounds, dinitro compounds, etc.] compounds, organic sulfur or metal compounds, antibiotics, substituted diphenyl ether compounds, urea compounds, triazine compounds, etc.] or/and fertilizers and the like can also be co-present. Various formulations or ready-to-use preparations containing the active ingredients of the invention are available.
Preparation) refers to application methods and dispersion (e.g., spraying, misting, atomizing, dusting, granulation, water surface application, and pouring) that are commonly used in the agricultural chemical manufacturing field. etc.]: Fumigation: Soil application (e.g., incorporation, sprinkleling, vaporing, irrigation, etc.): Surface application (e.g., spreading, banding, dressing, covering, etc.): Soaking, etc. This can be done by Also, the so-called ultra-low-concentration, small-volume spraying method (ultra-low-
volume) can also be used. In this method, up to 95% or 100% of the active ingredient
It is possible to contain. The application rate per unit area is approximately 0.03 to 10 Kg of active compound per hectare, preferably 0.3 to 10 Kg of active compound per hectare.
6Kg is used. However, in special cases it is possible, and sometimes even necessary, to exceed or fall below these ranges. The present invention comprises a urea or thiourea compound represented by the above general formula () as an active ingredient,
Contains one or two of the following five types: Hynozan, Visit, Diptelex, Papution, or Sunside, and a diluent (filler or carrier and/or solvent) and/or surfactant,
Furthermore, if necessary, agricultural and horticultural fungicides containing organic raw materials are provided. Furthermore, the present invention provides that the mixed active compound of the present invention is applied alone to the pathogen and/or the growth site of the pathogen.
Alternatively, a method for controlling plant diseases is provided in which the composition is mixed with a diluent (filler or carrier and/or solvent) and/or surfactant, and if necessary, an organic raw material. EXAMPLES Next, the content of the present invention will be specifically explained with reference to Examples, but the present invention should not be limited thereto. Example 1 (Wettable powder) 10 parts of Compound No. 1, 25 parts of hinozan, 60 parts of a mixture of diatomaceous earth and kaolin (1:5), and 5 parts of polyoxyethylene alkyl phenyl ether were ground and mixed and mixed with a wettable powder. do. This is diluted to 0.1% with water and sprayed onto the pathogen and/or the location where the pathogen grows. Example 2 (Emulsion) 6 parts of Compound No. 2, 48 parts of Baisit, xylene
15 parts of dimethylformamide, 26 parts of dimethylformamide, and 5 parts of polyoxyethylene alkyl phenyl ether were mixed and stirred to form an emulsion. This is diluted to 0.1% with water and sprayed onto the pathogen and/or the location where the pathogen grows. Example 3 (Powder) 0.5 part of Compound No. 2, 1 part of Sunside, and 98.5 parts of a mixture of talc and clay (1:3) are ground and mixed to obtain a powder. This powder is sprinkled on the pathogen and/or the place where the pathogen grows. Example 4 (Powder) Compound No. 1 1 part, Papthion 1.3 parts, Isopropyl hydrogen phosphate (PAP) 0.5
97.7 parts, a mixture of talc and clay (1:3)
The mixture is ground and mixed to make a powder, and the powder is sprinkled on the pathogenic bacteria and/or the place where the pathogenic bacteria grows. Example 5 (Powder) Compound No. 2 2 parts, Baijitsu 8 parts, bentonite 10 parts, talc and clay mixture (1:3) 78
to a mixture of 1 part and 2 parts of lignin sulfonate, 25 parts of water
Mix well and cut into pieces using an extrusion type granulator to form granules of 20 to 40 mesh.
Dry at ℃ to form granules. This can be used as pathogenic bacteria and/or
Or sprinkle it on areas where disease-causing bacteria grow. Example 6 (Granules) 95 parts of clay particles having a particle size distribution of 0.2 to 2 mm were placed in a rotary mixer, and while rotating, 1 part of Compound No. 1 dissolved in an organic solvent and 4 parts of Diptelex were sprayed and uniformly sterilized. After drying at 40-50°C, it is made into granules. This is sprinkled on the pathogen and/or the place where the pathogen grows. When compared with active compounds already known from the literature, the mixed active compounds according to the invention are distinguished by a substantially improved efficacy, as well as by a very low toxicity for warm-blooded animals, and therefore The compound is of great utility. The unexpected superiority and remarkable efficacy of the mixed active compounds of the present invention can be seen from the following test results when used against rice sheath blight fungi. Test example 1 Control effect test against rice sheath blight (pot test)
Preparation of test compound A When containing Diptelex or Sunside, mixed active compound at a predetermined concentration ratio: 50 parts by weight Carrier: mixture of diatomaceous earth and kaolin (1:5) 45 parts by weight Emulsifier: polyoxyethylene alkyl fluoride Enyl ether 5 parts by weight The above-mentioned amounts of the mixed active compound, carrier and emulsifier are pulverized and mixed to form a wettable powder, and the predetermined dosage is adjusted by diluting with water. B When containing Hynozan, Baisite or Papthion, mixed active compounds in a predetermined concentration ratio: 50 parts by weight Emulsified composition: Polyoxyethylene alkyl phenyl ether 5 parts by weight Xylene 25 parts by weight Dimethylformamide 20 parts by weight Mixture of the above amounts The active compound and emulsified composition are added and emulsified, and the prescribed dosage is adjusted by diluting with water. Test method Paddy rice (variety: Jinnanfeng) was cultivated in porcelain pots with a diameter of 15 cm under water, and during the panicle formation period, a diluted solution of the test compound at a predetermined concentration prepared as above was added to the pot.
It was sprayed at a rate of 100ml per pot. The day after spraying, the roots of the test rice plants were inoculated with sheath blight bacteria that had been cultured in barley medium for 10 days to form sclerotia, and placed in a humid room at a temperature of 28-30℃ and a relative humidity of 95% or higher.
After keeping the plants for 10 days and allowing them to develop the disease, the degree of disease onset and the presence or absence of drug damage were investigated. In the investigation, the degree of damage was expressed by the following criteria based on the extension of lesions from the inoculated part of the nucleus. Degree of damage = 3n ₃ + 2n ₂ + n ₁ + n ₀ /3N x 100 However, N: Total number of stems surveyed n ₀ : Number of disease-free stems n ₁ : Number of stems infected up to the first leaf sheath (from the bottom) n ₂ : Number of stems infected up to the second leaf sheath (from the bottom) n ₃ : Number of stems infected up to the third leaf sheath (from the bottom) Furthermore, the control value was determined from the degree of damage using the following formula. Control value (%) = (Damage level in untreated area) - (Damage level in treated area) / (Damage level in untreated area) x 100 Table 1 shows the test results (control value %).

【table】

[Table] The present invention, which has been explained in detail in the detailed description of the invention, is specifically summarized as follows. (1) General formula: [In the formula, Y represents an oxygen atom or a sulfur atom. ] A urea or thiourea compound represented by O-ethyl S,S-diphenylphosphorodithiolate (hinozan), O,O-dimethyl 4
-Methylthio-m-tolylphosphorothionate (baijite), O,O-dimethyl 2,2,2-
Trichloro-1-hydroxyethylphosphonate (Dipterex), S-[α-(ethoxycarbonyl)benzyl]O,O-dimethylphosphorothiorothionate (Papthion), or
An agricultural and horticultural fungicide characterized by containing one or more types of 2-isopropoxyphenyl N-methyl carbamate (Suncide) as an active ingredient. (2) An effective amount for controlling plant diseases of a mixed active compound of the general formula () and one or more of Hynozan, Baisit, Deipterex, Paption, or Sunside is administered to disease-causing bacteria and/or disease-causing bacteria. A method for controlling plant diseases that is applied to growing areas. (3) The mixed active compounds can be used alone or by mixing them with diluents (filling agents or carriers and/or solvents) and/or surfactants and, if necessary, organic raw materials. The pest control method according to item (2) above, which uses a prepared agent containing the mixture in an amount of 0.0001 to 20% by weight, preferably 0.005 to 10% by weight. (4) The pest control method according to item (2) above, wherein the applied amount of the mixed active compound is about 0.03 to 10 kg per hectare, preferably 0.3 to 6 kg.

Claims (1)

[Claims] 1. General formula: [In the formula, Y represents an oxygen atom or a sulfur atom. ] A urea or thiourea compound represented by O-ethyl S,S-diphenylphosphorodithiolate, O,O-dimethyl 4-methylthio-m
-Tolylphosphorothionate, O,O-dimethyl 2,2,2-trichloro-1-hydroxyethylphosphonate, S-[α-(ethoxycarbonyl)
benzyl]O,O-dimethylphosphorothiorothionate or 2-isopropoxyphenyl N-
An agricultural and horticultural fungicide characterized by containing one or more methyl carbamates as an active ingredient.